#------------------------------------------------------------------------------
#$Date: 2023-09-05 22:42:46 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286117 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/70/7247057.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247057
loop_
_publ_author_name
'Rapeenun, Peerapon'
'Nalaoh, Phattananawee'
'Promarak, Vinich'
'Flood, Adrian E.'
_publ_section_title
;
 Improving aqueous solubility of ciprofloxacin: three different
 stoichiometric hydrated salt forms with oxalic acid
;
_journal_issue                   31
_journal_name_full               CrystEngComm
_journal_page_first              4461
_journal_page_last               4469
_journal_paper_doi               10.1039/D3CE00514C
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         '6(C17 H19 F N3 O3), 3(C2 O4), 2(H2 O)'
_chemical_formula_sum            'C108 H118 F6 N18 O32'
_chemical_formula_weight         2294.20
_chemical_name_common            'Hexa-Ciprofloxacin tri-oxalate dihydrate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-12-23
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2021-12-23 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.753(5)
_cell_angle_beta                 93.648(4)
_cell_angle_gamma                94.741(5)
_cell_formula_units_Z            2
_cell_length_a                   13.7549(18)
_cell_length_b                   13.9237(19)
_cell_length_c                   30.361(4)
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.74
_cell_measurement_theta_min      2.31
_cell_volume                     5782.1(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            180592
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.940
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.7025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1538 before and 0.0796 after correction.
The Ratio of minimum to maximum transmission is 0.9419.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       prism
_exptl_crystal_F_000             2404
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Water'
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1537
_refine_ls_number_reflns         26489
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0540P)²+1.8298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1092
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20468
_reflns_number_total             26489
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00514c2.cif
_cod_data_source_block           mo_adf_c32_moka100k_0m
_cod_depositor_comments
'Adding full bibliography for 7247055--7247057.cif.'
_cod_database_code               7247057
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.932
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O6) = Uanis(O16)
3. Others
 Fixed Sof: C2(0.6667) H2A(0.6667) H2B(0.6667) C8(0.6667) H8A(0.6667)
 H8B(0.6667) C69(0.6667) H69(0.6667) C83(0.66667) H83(0.66667) C84(0.66667)
 H84A(0.66667) H84B(0.66667) C85(0.66667) H85A(0.66667) H85B(0.66667)
 C110(0.33333) H11G(0.33333) H11H(0.33333) C109(0.33333) H109(0.33333)
 C111(0.33333) H11I(0.33333) H11J(0.33333) C112(0.33333) H112(0.33333)
 C113(0.33333) H11A(0.33333) H11B(0.33333) C114(0.33333) H11C(0.33333)
 H11D(0.33333)
4.a Free rotating group:
 O30(H30A,H30B), O31(H31A,H31B)
4.b Ternary CH refined with riding coordinates:
 C18(H18), C36(H36), C52(H52), C69(H69), C83(H83), C100(H100), C109(H109),
 C112(H112)
4.c Secondary CH2 refined with riding coordinates:
 N2(H2C,H2D), C2(H2A,H2B), C4(H4A,H4B), N5(H5A,H5B), C5(H5C,H5D), C6(H6A,H6B),
 C7(H7A,H7B), N8(H8C,H8D), C8(H8A,H8B), N11(H11E,H11F), N14(H14A,H14B),
 N17(H17A,H17B), C19(H19A,H19B), C20(H20A,H20B), C22(H22A,H22B), C23(H23A,H23B),
  C24(H24A,H24B), C25(H25A,H25B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,
 H39B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C53(H53A,H53B),
 C54(H54A,H54B), C56(H56A,H56B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B),
  C70(H70A,H70B), C71(H71A,H71B), C72(H72A,H72B), C73(H73A,H73B), C84(H84A,
 H84B), C85(H85A,H85B), C86(H86A,H86B), C87(H87A,H87B), C88(H88A,H88B),
 C89(H89A,H89B), C101(H10A,H10B), C102(H10C,H10D), C110(H11G,H11H), C111(H11I,
 H11J), C113(H11A,H11B), C114(H11C,H11D)
4.d Aromatic/amide H refined with riding coordinates:
 C10(H10), C13(H13), C15(H15), C28(H28), C31(H31), C34(H34), C44(H44),
 C47(H47), C49(H49), C62(H62), C65(H65), C67(H67), C75(H75), C78(H78), C80(H80),
  C92(H92), C95(H95), C98(H98)
4.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O5(H5), O8(H8), O11(H11), O14(H14), O17(H17)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O32 O 1.04901(7) 0.79599(8) 0.41727(3) 0.0246(2) Uani 1 1 d . . . . .
F1 F 0.38226(6) 0.63751(6) 0.53640(2) 0.01980(17) Uani 1 1 d . . . . .
O1 O 0.70280(7) 1.10743(8) 0.42799(4) 0.0298(3) Uani 1 1 d . . . . .
N1 N 0.45097(8) 0.70862(9) 0.61709(4) 0.0199(3) Uani 1 1 d . . . . .
C1 C 1.36730(10) 0.42236(11) 0.44605(5) 0.0222(3) Uani 1 1 d . . . . .
F2 F 0.75328(6) 0.32114(6) 0.53338(3) 0.02089(17) Uani 1 1 d . . . . .
O2 O 0.51391(7) 0.86142(7) 0.42225(3) 0.0184(2) Uani 1 1 d . . . . .
N2 N 0.37275(8) 0.75272(8) 0.69925(4) 0.0183(2) Uani 1 1 d . . . . .
H2C H 0.368980 0.692479 0.710615 0.022 Uiso 1 1 calc R U . . .
H2D H 0.350252 0.793448 0.719199 0.022 Uiso 1 1 calc R U . . .
C2 C 0.2005(2) -0.0444(2) 0.92267(9) 0.0264(6) Uani 0.6667 1 d . . P A 1
H2A H 0.162321 -0.025303 0.947419 0.032 Uiso 0.6667 1 calc R U P A 1
H2B H 0.176107 -0.106038 0.907618 0.032 Uiso 0.6667 1 calc R U P A 1
F3 F 0.34320(6) 0.60759(6) 0.96587(3) 0.02085(17) Uani 1 1 d . . . . .
O3 O 0.60587(7) 1.00366(8) 0.38612(3) 0.0239(2) Uani 1 1 d . . . . .
H3 H 0.569313 0.953332 0.389608 0.036 Uiso 1 1 calc R U . . .
N3 N 0.63734(8) 0.96370(8) 0.54219(4) 0.0173(2) Uani 1 1 d . . . . .
C3 C 0.31992(10) -0.00307(10) 1.08553(5) 0.0197(3) Uani 1 1 d . . . . .
F4 F 0.68421(6) 0.27110(6) 0.95894(3) 0.02198(18) Uani 1 1 d . . . . .
O4 O 0.87209(7) 0.54259(7) 0.41547(3) 0.0188(2) Uani 1 1 d . . . . .
N4 N 0.80414(8) 0.40984(8) 0.61326(4) 0.0164(2) Uani 1 1 d . . . . .
C4 C 0.34734(10) 0.68471(11) 0.62380(4) 0.0196(3) Uani 1 1 d . . . . .
H4A H 0.337929 0.617671 0.634169 0.024 Uiso 1 1 calc R U . . .
H4B H 0.308671 0.688687 0.595345 0.024 Uiso 1 1 calc R U . . .
F5 F 1.08141(6) 0.00453(6) 0.53223(3) 0.02420(19) Uani 1 1 d . . . . .
O5 O 0.96266(7) 0.68234(7) 0.37661(3) 0.0209(2) Uani 1 1 d . . . . .
H5 H 0.926930 0.631813 0.380786 0.031 Uiso 1 1 calc R U . . .
N5 N 0.74939(8) 0.32116(8) 0.69285(4) 0.0176(2) Uani 1 1 d . . . . .
H5A H 0.750688 0.267164 0.709364 0.021 Uiso 1 1 calc R U . . .
H5B H 0.718457 0.365280 0.707915 0.021 Uiso 1 1 calc R U . . .
C5 C 0.31059(10) 0.75249(10) 0.65730(4) 0.0198(3) Uani 1 1 d . . . . .
H5C H 0.312362 0.818497 0.645481 0.024 Uiso 1 1 calc R U . . .
H5D H 0.242031 0.731541 0.662949 0.024 Uiso 1 1 calc R U . . .
F6 F -0.02401(6) 0.92762(6) 0.96314(3) 0.02655(19) Uani 1 1 d . . . . .
O6 O -0.10074(8) 0.26606(8) 1.08191(4) 0.02981(18) Uani 1 1 d . . . . .
N6 N 0.97500(8) 0.66836(8) 0.53398(4) 0.0145(2) Uani 1 1 d . . . . .
C6 C 0.47685(10) 0.78392(11) 0.69168(4) 0.0206(3) Uani 1 1 d . . . . .
H6A H 0.517564 0.782479 0.719717 0.025 Uiso 1 1 calc R U . . .
H6B H 0.482015 0.850636 0.680671 0.025 Uiso 1 1 calc R U . . .
O7 O 0.13891(7) 0.46395(7) 1.08363(3) 0.0202(2) Uani 1 1 d . . . . .
N7 N 0.24126(9) 0.56337(8) 0.88542(4) 0.0196(3) Uani 1 1 d . . . . .
C7 C 0.51231(10) 0.71591(11) 0.65805(4) 0.0209(3) Uani 1 1 d . . . . .
H7A H 0.579862 0.738567 0.651434 0.025 Uiso 1 1 calc R U . . .
H7B H 0.514044 0.651066 0.670921 0.025 Uiso 1 1 calc R U . . .
O8 O 0.01115(8) 0.35796(8) 1.12218(3) 0.0263(2) Uani 1 1 d . . . . .
H8 H 0.058292 0.398216 1.117771 0.039 Uiso 1 1 calc R U . . .
N8 N 0.24861(8) 0.65281(8) 0.80186(4) 0.0162(2) Uani 1 1 d . . . . .
H8C H 0.310212 0.642091 0.794883 0.019 Uiso 1 1 calc R U . . .
H8D H 0.220473 0.685633 0.779384 0.019 Uiso 1 1 calc R U . . .
C8 C 0.24634(16) 0.03476(17) 0.89500(8) 0.0248(5) Uani 0.6667 1 d . . P A 1
H8A H 0.249770 0.021516 0.863044 0.030 Uiso 0.6667 1 calc R U P A 1
H8B H 0.235987 0.102237 0.902837 0.030 Uiso 0.6667 1 calc R U P A 1
O9 O 0.48986(7) 0.13532(7) 1.08161(3) 0.0205(2) Uani 1 1 d . . . . .
N9 N 0.01130(8) 0.35926(8) 0.96491(4) 0.0154(2) Uani 1 1 d . . . . .
C9 C 0.47877(9) 0.75690(10) 0.57962(4) 0.0157(3) Uani 1 1 d . . . . .
O10 O 0.25050(8) -0.06257(8) 1.08514(3) 0.0279(2) Uani 1 1 d . . . . .
N10 N 0.58216(9) 0.21765(8) 0.88083(4) 0.0192(2) Uani 1 1 d . . . . .
C10 C 0.54597(9) 0.83687(10) 0.58033(4) 0.0167(3) Uani 1 1 d . . . . .
H10 H 0.574780 0.862137 0.607776 0.020 Uiso 1 1 calc R U . . .
O11 O 0.36301(8) 0.03205(8) 1.12331(3) 0.0256(2) Uani 1 1 d . . . . .
H11 H 0.409465 0.072458 1.118105 0.038 Uiso 1 1 calc R U . . .
N11 N 0.67809(8) 0.26428(8) 0.80337(4) 0.0168(2) Uani 1 1 d . . . . .
H11E H 0.734544 0.261295 0.789511 0.020 Uiso 1 1 calc R U . . .
H11F H 0.635205 0.293196 0.784882 0.020 Uiso 1 1 calc R U . . .
C11 C 0.57187(9) 0.88081(9) 0.54108(4) 0.0145(3) Uani 1 1 d . . . . .
O12 O 1.42132(8) 0.49482(8) 0.45313(3) 0.0300(3) Uani 1 1 d . . . . .
N12 N 0.34748(9) 0.03152(8) 0.96600(4) 0.0196(3) Uani 1 1 d . . . . .
C12 C 0.52962(9) 0.84566(9) 0.50003(4) 0.0142(3) Uani 1 1 d . . . . .
O13 O 1.22848(7) 0.25405(7) 0.43322(3) 0.0217(2) Uani 1 1 d . . . . .
N13 N 1.14736(8) 0.05588(9) 0.61827(4) 0.0196(3) Uani 1 1 d . . . . .
C13 C 0.46357(9) 0.76292(10) 0.49937(4) 0.0144(3) Uani 1 1 d . . . . .
H13 H 0.434922 0.736745 0.472054 0.017 Uiso 1 1 calc R U . . .
O14 O 1.33604(8) 0.39442(8) 0.40511(3) 0.0259(2) Uani 1 1 d . . . . .
H14 H 1.296049 0.345608 0.405977 0.039 Uiso 1 1 calc R U . . .
N14 N 1.06150(8) 0.06627(8) 0.70110(4) 0.0155(2) Uani 1 1 d . . . . .
H14A H 1.069233 0.005142 0.710114 0.019 Uiso 1 1 calc R U . . .
H14B H 1.031934 0.097263 0.722472 0.019 Uiso 1 1 calc R U . . .
C14 C 0.44088(9) 0.72065(10) 0.53765(4) 0.0155(3) Uani 1 1 d . . . . .
O15 O -0.24727(8) 0.74501(8) 1.06365(3) 0.0248(2) Uani 1 1 d . . . . .
N15 N 1.33621(9) 0.32861(10) 0.55885(4) 0.0275(3) Uani 1 1 d . . . . .
C15 C 0.65642(10) 1.00913(10) 0.50461(5) 0.0187(3) Uani 1 1 d . . . . .
H15 H 0.699018 1.066537 0.506488 0.022 Uiso 1 1 calc R U . . .
O16 O -0.50734(8) 0.57685(8) 1.04223(4) 0.02981(18) Uani 1 1 d . . . . .
N16 N -0.09371(9) 0.88125(8) 0.87702(4) 0.0188(2) Uani 1 1 d . . . . .
C16 C 0.61825(9) 0.97774(10) 0.46384(5) 0.0169(3) Uani 1 1 d . . . . .
O17 O -0.38978(8) 0.63634(8) 1.09092(3) 0.0306(3) Uani 1 1 d . . . . .
H17 H -0.337483 0.671964 1.090573 0.046 Uiso 1 1 calc R U . . .
N17 N -0.00585(8) 0.95525(8) 0.80072(4) 0.0175(2) Uani 1 1 d . . . . .
H17A H -0.053721 0.983553 0.784872 0.021 Uiso 1 1 calc R U . . .
H17B H 0.049307 0.961962 0.785626 0.021 Uiso 1 1 calc R U . . .
C17 C 0.55186(9) 0.89294(10) 0.45916(4) 0.0148(3) Uani 1 1 d . . . . .
O18 O 0.84663(7) 0.02210(7) 0.74697(3) 0.0229(2) Uani 1 1 d . . . . .
N18 N -0.35715(8) 0.68004(8) 0.93691(4) 0.0176(2) Uani 1 1 d . . . . .
C18 C 0.67625(11) 1.00694(11) 0.58453(5) 0.0256(3) Uani 1 1 d . . . . .
H18 H 0.629414 1.042262 0.601191 0.031 Uiso 1 1 calc R U . . .
O19 O 0.86775(7) 0.25758(7) 0.78309(3) 0.0201(2) Uani 1 1 d . . . . .
C19 C 0.77949(11) 1.04880(12) 0.58814(6) 0.0311(4) Uani 1 1 d . . . . .
H19A H 0.795161 1.108638 0.606058 0.037 Uiso 1 1 calc R U . . .
H19B H 0.818477 1.043257 0.562051 0.037 Uiso 1 1 calc R U . . .
O20 O 0.75370(7) 0.13749(7) 0.72351(3) 0.0196(2) Uani 1 1 d . . . . .
C20 C 0.74966(11) 0.95746(12) 0.61194(5) 0.0285(3) Uani 1 1 d . . . . .
H20A H 0.770402 0.896057 0.600415 0.034 Uiso 1 1 calc R U . . .
H20B H 0.747086 0.961438 0.644422 0.034 Uiso 1 1 calc R U . . .
O21 O 0.99029(6) 0.17117(7) 0.76664(3) 0.0183(2) Uani 1 1 d . . . . .
C21 C 0.64648(10) 1.03564(10) 0.42506(5) 0.0208(3) Uani 1 1 d . . . . .
O22 O 0.29924(7) 0.87471(7) 0.75985(3) 0.0235(2) Uani 1 1 d . . . . .
C22 C 0.70057(9) 0.38170(10) 0.61940(5) 0.0181(3) Uani 1 1 d . . . . .
H22A H 0.665777 0.363840 0.590540 0.022 Uiso 1 1 calc R U . . .
H22B H 0.669748 0.436558 0.632171 0.022 Uiso 1 1 calc R U . . .
O23 O 0.14169(7) 0.74047(7) 0.73564(3) 0.0205(2) Uani 1 1 d . . . . .
C23 C 0.69297(10) 0.29694(10) 0.65000(5) 0.0200(3) Uani 1 1 d . . . . .
H23A H 0.623491 0.279714 0.655351 0.024 Uiso 1 1 calc R U . . .
H23B H 0.718817 0.240552 0.635998 0.024 Uiso 1 1 calc R U . . .
O24 O 0.18394(7) 0.97022(7) 0.77704(3) 0.0196(2) Uani 1 1 d . . . . .
C24 C 0.85196(10) 0.36081(11) 0.68676(5) 0.0192(3) Uani 1 1 d . . . . .
H24A H 0.889378 0.309082 0.675386 0.023 Uiso 1 1 calc R U . . .
H24B H 0.883636 0.383472 0.715645 0.023 Uiso 1 1 calc R U . . .
O25 O 0.06564(7) 0.86855(7) 0.71309(3) 0.0203(2) Uani 1 1 d . . . . .
C25 C 0.85443(10) 0.44358(10) 0.65488(4) 0.0182(3) Uani 1 1 d . . . . .
H25A H 0.821787 0.497843 0.667105 0.022 Uiso 1 1 calc R U . . .
H25B H 0.922979 0.466512 0.650164 0.022 Uiso 1 1 calc R U . . .
O26 O 0.58513(8) 0.57507(8) 0.74608(3) 0.0263(2) Uani 1 1 d . . . . .
C26 C 0.82951(9) 0.45569(10) 0.57452(4) 0.0149(3) Uani 1 1 d . . . . .
O27 O 0.43782(8) 0.43078(8) 0.74709(4) 0.0338(3) Uani 1 1 d . . . . .
C27 C 0.80150(9) 0.40994(9) 0.53340(4) 0.0155(3) Uani 1 1 d . . . . .
O28 O 0.69240(7) 0.46355(8) 0.74519(4) 0.0290(2) Uani 1 1 d . . . . .
C28 C 0.82398(9) 0.44934(10) 0.49423(4) 0.0153(3) Uani 1 1 d . . . . .
H28 H 0.800697 0.417457 0.467287 0.018 Uiso 1 1 calc R U . . .
O29 O 0.54738(8) 0.32360(8) 0.73958(4) 0.0278(2) Uani 1 1 d . . . . .
C29 C 0.88174(9) 0.53732(10) 0.49368(4) 0.0143(3) Uani 1 1 d . . . . .
O30 O 0.31250(8) 0.56226(7) 0.71719(4) 0.0254(2) Uani 1 1 d G . . . .
H30A H 0.354598 0.520815 0.724192 0.038 Uiso 1 1 d G U . . .
H30B H 0.261537 0.527420 0.705715 0.038 Uiso 1 1 d G U . . .
C30 C 0.91527(9) 0.58207(9) 0.53414(4) 0.0134(3) Uani 1 1 d . . . . .
C31 C 0.88731(9) 0.54212(10) 0.57412(4) 0.0149(3) Uani 1 1 d . . . . .
H31 H 0.908228 0.574658 0.601197 0.018 Uiso 1 1 calc R U . . .
C32 C 0.90505(9) 0.58044(10) 0.45176(4) 0.0145(3) Uani 1 1 d . . . . .
C33 C 0.96684(9) 0.66841(10) 0.45503(4) 0.0160(3) Uani 1 1 d . . . . .
C34 C 0.99782(9) 0.70814(10) 0.49547(4) 0.0153(3) Uani 1 1 d . . . . .
H34 H 1.037764 0.767240 0.496397 0.018 Uiso 1 1 calc R U . . .
C35 C 0.99698(10) 0.72136(10) 0.41536(4) 0.0181(3) Uani 1 1 d . . . . .
C36 C 1.00586(10) 0.72048(10) 0.57518(4) 0.0174(3) Uani 1 1 d . . . . .
H36 H 0.955327 0.757065 0.588684 0.021 Uiso 1 1 calc R U . . .
C37 C 1.10846(10) 0.76556(10) 0.58005(5) 0.0207(3) Uani 1 1 d . . . . .
H37A H 1.120256 0.828642 0.595730 0.025 Uiso 1 1 calc R U . . .
H37B H 1.151120 0.756355 0.555537 0.025 Uiso 1 1 calc R U . . .
C38 C 1.07819(10) 0.67861(10) 0.60668(5) 0.0201(3) Uani 1 1 d . . . . .
H38A H 1.102312 0.616200 0.598462 0.024 Uiso 1 1 calc R U . . .
H38B H 1.071447 0.688489 0.638656 0.024 Uiso 1 1 calc R U . . .
C39 C 0.29539(10) 0.65742(10) 0.88211(4) 0.0182(3) Uani 1 1 d . . . . .
H39A H 0.365051 0.648750 0.878188 0.022 Uiso 1 1 calc R U . . .
H39B H 0.291576 0.695179 0.909710 0.022 Uiso 1 1 calc R U . . .
C40 C 0.25340(10) 0.71175(10) 0.84333(4) 0.0181(3) Uani 1 1 d . . . . .
H40A H 0.186932 0.728628 0.849346 0.022 Uiso 1 1 calc R U . . .
H40B H 0.294710 0.772425 0.839669 0.022 Uiso 1 1 calc R U . . .
C41 C 0.19065(11) 0.55858(10) 0.80703(4) 0.0209(3) Uani 1 1 d . . . . .
H41A H 0.189682 0.519469 0.779516 0.025 Uiso 1 1 calc R U . . .
H41B H 0.122402 0.569756 0.812782 0.025 Uiso 1 1 calc R U . . .
C42 C 0.23618(11) 0.50545(10) 0.84498(4) 0.0210(3) Uani 1 1 d . . . . .
H42A H 0.196788 0.443814 0.849078 0.025 Uiso 1 1 calc R U . . .
H42B H 0.302807 0.490516 0.838187 0.025 Uiso 1 1 calc R U . . .
C43 C 0.20816(10) 0.52707(9) 0.92420(4) 0.0151(3) Uani 1 1 d . . . . .
C44 C 0.12594(10) 0.46156(9) 0.92490(4) 0.0149(3) Uani 1 1 d . . . . .
H44 H 0.091870 0.440264 0.897877 0.018 Uiso 1 1 calc R U . . .
C45 C 0.09286(9) 0.42674(9) 0.96472(4) 0.0137(3) Uani 1 1 d . . . . .
C46 C 0.13841(9) 0.46072(9) 1.00540(4) 0.0140(3) Uani 1 1 d . . . . .
C47 C 0.22285(10) 0.52484(9) 1.00484(4) 0.0149(3) Uani 1 1 d . . . . .
H47 H 0.256230 0.547814 1.031765 0.018 Uiso 1 1 calc R U . . .
C48 C 0.25651(9) 0.55382(9) 0.96560(4) 0.0153(3) Uani 1 1 d . . . . .
C49 C -0.02401(10) 0.33137(10) 1.00344(5) 0.0176(3) Uani 1 1 d . . . . .
H49 H -0.080575 0.287162 1.002476 0.021 Uiso 1 1 calc R U . . .
C50 C 0.01638(10) 0.36264(10) 1.04386(4) 0.0170(3) Uani 1 1 d . . . . .
C51 C 0.10061(10) 0.43057(9) 1.04707(4) 0.0155(3) Uani 1 1 d . . . . .
C52 C -0.03759(10) 0.32279(10) 0.92346(5) 0.0196(3) Uani 1 1 d . . . . .
H52 H -0.079849 0.367543 0.907251 0.024 Uiso 1 1 calc R U . . .
C53 C -0.07160(11) 0.21786(10) 0.92021(5) 0.0247(3) Uani 1 1 d . . . . .
H53A H -0.133731 0.198999 0.902807 0.030 Uiso 1 1 calc R U . . .
H53B H -0.058558 0.177855 0.946298 0.030 Uiso 1 1 calc R U . . .
C54 C 0.01462(11) 0.25667(10) 0.89558(5) 0.0226(3) Uani 1 1 d . . . . .
H54A H 0.080445 0.240458 0.906610 0.027 Uiso 1 1 calc R U . . .
H54B H 0.005266 0.261603 0.863115 0.027 Uiso 1 1 calc R U . . .
C55 C -0.03019(11) 0.32442(10) 1.08372(5) 0.0210(3) Uani 1 1 d . . . . .
C56 C 0.55013(11) 0.16525(10) 0.84003(4) 0.0208(3) Uani 1 1 d . . . . .
H56A H 0.496888 0.197288 0.824236 0.025 Uiso 1 1 calc R U . . .
H56B H 0.525212 0.098544 0.846534 0.025 Uiso 1 1 calc R U . . .
C57 C 0.63659(11) 0.16401(10) 0.81193(4) 0.0200(3) Uani 1 1 d . . . . .
H57A H 0.687578 0.127935 0.827124 0.024 Uiso 1 1 calc R U . . .
H57B H 0.615964 0.130489 0.783493 0.024 Uiso 1 1 calc R U . . .
C58 C 0.69868(10) 0.32453(10) 0.84448(4) 0.0187(3) Uani 1 1 d . . . . .
H58A H 0.715350 0.392390 0.836572 0.022 Uiso 1 1 calc R U . . .
H58B H 0.755504 0.301827 0.861789 0.022 Uiso 1 1 calc R U . . .
C59 C 0.61093(10) 0.31885(10) 0.87223(4) 0.0187(3) Uani 1 1 d . . . . .
H59A H 0.627463 0.354585 0.900476 0.022 Uiso 1 1 calc R U . . .
H59B H 0.556075 0.348487 0.856437 0.022 Uiso 1 1 calc R U . . .
C60 C 0.54557(10) 0.18943(9) 0.92045(4) 0.0157(3) Uani 1 1 d . . . . .
C61 C 0.59742(9) 0.21797(9) 0.96076(4) 0.0159(3) Uani 1 1 d . . . . .
C62 C 0.56676(10) 0.19147(9) 1.00070(4) 0.0155(3) Uani 1 1 d . . . . .
H62 H 0.603020 0.214649 1.026917 0.019 Uiso 1 1 calc R U . . .
C63 C 0.48113(9) 0.12954(9) 1.00334(4) 0.0142(3) Uani 1 1 d . . . . .
C64 C 0.43052(10) 0.09598(9) 0.96387(4) 0.0155(3) Uani 1 1 d . . . . .
C65 C 0.46186(10) 0.12695(10) 0.92298(4) 0.0176(3) Uani 1 1 d . . . . .
H65 H 0.425423 0.104970 0.896620 0.021 Uiso 1 1 calc R U . . .
C66 C 0.44712(9) 0.10221(9) 1.04607(4) 0.0148(3) Uani 1 1 d . . . . .
C67 C 0.31790(10) 0.00307(10) 1.00542(5) 0.0199(3) Uani 1 1 d . . . . .
H67 H 0.262283 -0.042088 1.005815 0.024 Uiso 1 1 calc R U . . .
C68 C 0.36250(10) 0.03480(10) 1.04484(4) 0.0162(3) Uani 1 1 d . . . . .
C69 C 0.3079(2) -0.0189(2) 0.92628(9) 0.0207(6) Uani 0.6667 1 d . . P A 1
H69 H 0.349621 -0.065927 0.913137 0.025 Uiso 0.6667 1 calc R U P A 1
C70 C 1.04792(10) 0.01321(11) 0.62292(4) 0.0195(3) Uani 1 1 d . . . . .
H70A H 1.049941 -0.055978 0.629701 0.023 Uiso 1 1 calc R U . . .
H70B H 1.008936 0.018002 0.594596 0.023 Uiso 1 1 calc R U . . .
C71 C 0.99856(10) 0.06302(10) 0.65925(4) 0.0178(3) Uani 1 1 d . . . . .
H71A H 0.986623 0.129407 0.650377 0.021 Uiso 1 1 calc R U . . .
H71B H 0.934685 0.027643 0.663859 0.021 Uiso 1 1 calc R U . . .
C72 C 1.15931(10) 0.11739(10) 0.69480(4) 0.0191(3) Uani 1 1 d . . . . .
H72A H 1.200408 0.119633 0.722839 0.023 Uiso 1 1 calc R U . . .
H72B H 1.151796 0.184322 0.685388 0.023 Uiso 1 1 calc R U . . .
C73 C 1.20661(10) 0.06257(11) 0.65975(4) 0.0195(3) Uani 1 1 d . . . . .
H73A H 1.271546 0.095410 0.654851 0.023 Uiso 1 1 calc R U . . .
H73B H 1.216555 -0.003160 0.670217 0.023 Uiso 1 1 calc R U . . .
C74 C 1.17271(9) 0.11346(10) 0.58319(4) 0.0170(3) Uani 1 1 d . . . . .
C75 C 1.23778(10) 0.19513(11) 0.58873(4) 0.0202(3) Uani 1 1 d . . . . .
H75 H 1.262022 0.215218 0.617670 0.024 Uiso 1 1 calc R U . . .
C76 C 1.26848(10) 0.24859(11) 0.55258(4) 0.0191(3) Uani 1 1 d . . . . .
C77 C 1.23162(9) 0.22250(10) 0.50967(4) 0.0165(3) Uani 1 1 d . . . . .
C78 C 1.16550(10) 0.14009(10) 0.50405(4) 0.0174(3) Uani 1 1 d . . . . .
H78 H 1.139273 0.120819 0.475284 0.021 Uiso 1 1 calc R U . . .
C79 C 1.13885(10) 0.08787(10) 0.53938(4) 0.0176(3) Uani 1 1 d . . . . .
C80 C 1.36459(11) 0.38018(12) 0.52399(5) 0.0265(3) Uani 1 1 d . . . . .
H80 H 1.411095 0.434084 0.529237 0.032 Uiso 1 1 calc R U . . .
C81 C 1.33014(10) 0.35914(11) 0.48163(4) 0.0196(3) Uani 1 1 d . . . . .
C82 C 1.26200(10) 0.27776(10) 0.47197(4) 0.0175(3) Uani 1 1 d . . . . .
C83 C 1.38978(16) 0.34107(16) 0.60157(6) 0.0141(4) Uani 0.6667 1 d . . P B 1
H83 H 1.433402 0.290072 0.610993 0.017 Uiso 0.6667 1 calc R U P B 1
C84 C 1.33687(15) 0.38912(15) 0.63688(7) 0.0167(4) Uani 0.6667 1 d . . P B 1
H84A H 1.270267 0.408007 0.628932 0.020 Uiso 0.6667 1 calc R U P B 1
H84B H 1.347914 0.368149 0.667699 0.020 Uiso 0.6667 1 calc R U P B 1
C85 C 1.4207(5) 0.4419(7) 0.6158(3) 0.0213(12) Uani 0.6667 1 d . . P B 1
H85A H 1.405746 0.493714 0.595053 0.026 Uiso 0.6667 1 calc R U P B 1
H85B H 1.483292 0.453908 0.633770 0.026 Uiso 0.6667 1 calc R U P B 1
C86 C -0.07327(10) 0.98565(10) 0.87268(5) 0.0201(3) Uani 1 1 d . . . . .
H86A H -0.058404 1.016191 0.902233 0.024 Uiso 1 1 calc R U . . .
H86B H -0.131350 1.013540 0.858762 0.024 Uiso 1 1 calc R U . . .
C87 C 0.01310(10) 1.00526(10) 0.84457(4) 0.0197(3) Uani 1 1 d . . . . .
H87A H 0.024978 1.075522 0.840324 0.024 Uiso 1 1 calc R U . . .
H87B H 0.072350 0.982400 0.859880 0.024 Uiso 1 1 calc R U . . .
C88 C -0.03610(11) 0.85082(10) 0.80514(5) 0.0203(3) Uani 1 1 d . . . . .
H88A H 0.019830 0.817819 0.817991 0.024 Uiso 1 1 calc R U . . .
H88B H -0.054969 0.821944 0.775543 0.024 Uiso 1 1 calc R U . . .
C89 C -0.12106(10) 0.83551(10) 0.83415(4) 0.0205(3) Uani 1 1 d . . . . .
H89A H -0.178955 0.863913 0.820350 0.025 Uiso 1 1 calc R U . . .
H89B H -0.137960 0.765668 0.837726 0.025 Uiso 1 1 calc R U . . .
C90 C -0.14447(10) 0.84705(10) 0.91289(4) 0.0178(3) Uani 1 1 d . . . . .
C91 C -0.10797(10) 0.86905(10) 0.95663(5) 0.0190(3) Uani 1 1 d . . . . .
C92 C -0.15091(10) 0.83155(10) 0.99233(4) 0.0190(3) Uani 1 1 d . . . . .
H92 H -0.124133 0.849126 1.021209 0.023 Uiso 1 1 calc R U . . .
C93 C -0.23503(10) 0.76666(10) 0.98669(4) 0.0179(3) Uani 1 1 d . . . . .
C94 C -0.27285(10) 0.74316(10) 0.94373(4) 0.0168(3) Uani 1 1 d . . . . .
C95 C -0.22814(10) 0.78452(10) 0.90736(4) 0.0174(3) Uani 1 1 d . . . . .
H95 H -0.255870 0.769277 0.878400 0.021 Uiso 1 1 calc R U . . .
C96 C -0.28156(10) 0.72529(10) 1.02469(5) 0.0197(3) Uani 1 1 d . . . . .
C97 C -0.36880(11) 0.66393(10) 1.01449(5) 0.0207(3) Uani 1 1 d . . . . .
C98 C -0.40273(11) 0.64468(10) 0.97186(5) 0.0203(3) Uani 1 1 d . . . . .
H98 H -0.461530 0.604262 0.966576 0.024 Uiso 1 1 calc R U . . .
C99 C -0.42828(12) 0.62124(10) 1.04980(5) 0.0246(3) Uani 1 1 d . . . . .
C100 C -0.39848(10) 0.66080(10) 0.89199(4) 0.0191(3) Uani 1 1 d . . . . .
H100 H -0.430171 0.715083 0.877252 0.023 Uiso 1 1 calc R U . . .
C101 C -0.44211(11) 0.56165(11) 0.87946(5) 0.0243(3) Uani 1 1 d . . . . .
H10A H -0.499818 0.555582 0.858096 0.029 Uiso 1 1 calc R U . . .
H10B H -0.441931 0.512004 0.902508 0.029 Uiso 1 1 calc R U . . .
C102 C -0.34531(10) 0.59797(10) 0.86273(5) 0.0222(3) Uani 1 1 d . . . . .
H10C H -0.285806 0.570750 0.875564 0.027 Uiso 1 1 calc R U . . .
H10D H -0.343717 0.614346 0.831135 0.027 Uiso 1 1 calc R U . . .
C103 C 0.82702(9) 0.10797(10) 0.74364(4) 0.0145(3) Uani 1 1 d . . . . .
C104 C 0.90136(9) 0.18567(9) 0.76663(4) 0.0145(3) Uani 1 1 d . . . . .
C105 C 0.21323(10) 0.89695(10) 0.75904(4) 0.0160(3) Uani 1 1 d . . . . .
C106 C 0.13343(10) 0.82896(10) 0.73347(4) 0.0162(3) Uani 1 1 d . . . . .
C107 C 0.60697(10) 0.49046(11) 0.74490(4) 0.0205(3) Uani 1 1 d . . . . .
C108 C 0.52213(10) 0.40813(11) 0.74351(5) 0.0220(3) Uani 1 1 d . . . . .
C110 C 0.3041(3) -0.0529(3) 0.89107(13) 0.0195(9) Uani 0.3333 1 d . . P A 2
H11G H 0.283769 -0.041394 0.859858 0.023 Uiso 0.3333 1 calc R U P A 2
H11H H 0.369063 -0.078260 0.895862 0.023 Uiso 0.3333 1 calc R U P A 2
C109 C 0.2731(4) 0.0146(4) 0.92563(16) 0.0161(11) Uani 0.3333 1 d . . P A 2
H109 H 0.233871 0.068706 0.915901 0.019 Uiso 0.3333 1 calc R U P A 2
C111 C 0.2264(4) -0.0865(4) 0.92107(18) 0.0229(12) Uani 0.3333 1 d . . P A 2
H11I H 0.243425 -0.132584 0.944302 0.028 Uiso 0.3333 1 calc R U P A 2
H11J H 0.158152 -0.095727 0.908307 0.028 Uiso 0.3333 1 calc R U P A 2
O31 O 0.44332(7) 0.66063(8) 0.78876(4) 0.0261(2) Uani 1 1 d G . . . .
H31A H 0.480691 0.711641 0.797556 0.039 Uiso 1 1 d G U . . .
H31B H 0.482079 0.624310 0.775958 0.039 Uiso 1 1 d G U . . .
C112 C 1.3456(4) 0.3812(4) 0.60679(16) 0.0239(10) Uani 0.3333 1 d . . P B 2
H112 H 1.285793 0.405246 0.618716 0.029 Uiso 0.3333 1 calc R U P B 2
C113 C 1.4125(3) 0.3313(4) 0.63666(16) 0.0277(10) Uani 0.3333 1 d . . P B 2
H11A H 1.443953 0.276242 0.624419 0.033 Uiso 0.3333 1 calc R U P B 2
H11B H 1.396426 0.324854 0.667870 0.033 Uiso 0.3333 1 calc R U P B 2
C114 C 1.4437(10) 0.4323(15) 0.6205(6) 0.021(3) Uani 0.3333 1 d . . P B 2
H11C H 1.445907 0.486922 0.641846 0.025 Uiso 0.3333 1 calc R U P B 2
H11D H 1.493500 0.438243 0.598336 0.025 Uiso 0.3333 1 calc R U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C4 113.23(10) . . ?
C9 N1 C4 120.33(11) . . ?
C9 N1 C7 121.42(11) . . ?
O12 C1 O14 121.28(13) . . ?
O12 C1 C81 123.44(13) . . ?
O14 C1 C81 115.28(13) . . ?
H2C N2 H2D 108.1 . . ?
C5 N2 H2C 109.5 . . ?
C5 N2 H2D 109.5 . . ?
C5 N2 C6 110.85(10) . . ?
C6 N2 H2C 109.5 . . ?
C6 N2 H2D 109.5 . . ?
H2A C2 H2B 115.0 . . ?
C8 C2 H2A 117.9 . . ?
C8 C2 H2B 117.9 . . ?
C69 C2 H2A 117.9 . . ?
C69 C2 H2B 117.9 . . ?
C69 C2 C8 59.20(17) . . ?
C21 O3 H3 109.5 . . ?
C11 N3 C18 120.12(11) . . ?
C15 N3 C11 119.89(11) . . ?
C15 N3 C18 119.63(12) . . ?
O10 C3 O11 120.84(12) . . ?
O10 C3 C68 123.32(13) . . ?
O11 C3 C68 115.83(12) . . ?
C25 N4 C22 110.38(10) . . ?
C26 N4 C22 119.12(11) . . ?
C26 N4 C25 118.70(11) . . ?
N1 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
N1 C4 C5 111.44(11) . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C35 O5 H5 109.5 . . ?
H5A N5 H5B 107.9 . . ?
C23 N5 H5A 109.1 . . ?
C23 N5 H5B 109.1 . . ?
C23 N5 C24 112.38(10) . . ?
C24 N5 H5A 109.1 . . ?
C24 N5 H5B 109.1 . . ?
N2 C5 C4 109.93(11) . . ?
N2 C5 H5C 109.7 . . ?
N2 C5 H5D 109.7 . . ?
C4 C5 H5C 109.7 . . ?
C4 C5 H5D 109.7 . . ?
H5C C5 H5D 108.2 . . ?
C30 N6 C36 120.57(10) . . ?
C34 N6 C30 120.01(11) . . ?
C34 N6 C36 119.20(11) . . ?
N2 C6 H6A 110.0 . . ?
N2 C6 H6B 110.0 . . ?
N2 C6 C7 108.54(11) . . ?
H6A C6 H6B 108.4 . . ?
C7 C6 H6A 110.0 . . ?
C7 C6 H6B 110.0 . . ?
C42 N7 C39 113.58(10) . . ?
C43 N7 C39 123.82(11) . . ?
C43 N7 C42 122.14(11) . . ?
N1 C7 C6 112.96(12) . . ?
N1 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C55 O8 H8 109.5 . . ?
H8C N8 H8D 108.1 . . ?
C40 N8 H8C 109.5 . . ?
C40 N8 H8D 109.5 . . ?
C40 N8 C41 110.74(10) . . ?
C41 N8 H8C 109.5 . . ?
C41 N8 H8D 109.5 . . ?
C2 C8 H8A 117.8 . . ?
C2 C8 H8B 117.8 . . ?
H8A C8 H8B 115.0 . . ?
C69 C8 C2 59.46(17) . . ?
C69 C8 H8A 117.8 . . ?
C69 C8 H8B 117.8 . . ?
C45 N9 C52 120.01(11) . . ?
C49 N9 C45 119.92(11) . . ?
C49 N9 C52 120.02(11) . . ?
N1 C9 C14 119.01(12) . . ?
C10 C9 N1 123.94(12) . . ?
C10 C9 C14 116.97(12) . . ?
C56 N10 C59 110.90(11) . . ?
C60 N10 C56 120.72(11) . . ?
C60 N10 C59 121.54(11) . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.76(12) . . ?
C11 C10 H10 119.6 . . ?
C3 O11 H11 109.5 . . ?
H11E N11 H11F 107.8 . . ?
C57 N11 H11E 109.0 . . ?
C57 N11 H11F 109.0 . . ?
C58 N11 H11E 109.0 . . ?
C58 N11 H11F 109.0 . . ?
C58 N11 C57 113.06(10) . . ?
N3 C11 C12 118.69(12) . . ?
C10 C11 N3 120.38(11) . . ?
C10 C11 C12 120.87(12) . . ?
C64 N12 C69 118.73(14) . . ?
C64 N12 C109 120.6(2) . . ?
C67 N12 C64 119.79(11) . . ?
C67 N12 C69 120.11(14) . . ?
C67 N12 C109 117.4(2) . . ?
C11 C12 C13 118.17(12) . . ?
C11 C12 C17 121.73(12) . . ?
C13 C12 C17 120.10(11) . . ?
C73 N13 C70 113.01(10) . . ?
C74 N13 C70 122.92(11) . . ?
C74 N13 C73 120.53(11) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 119.93(12) . . ?
C14 C13 H13 120.0 . . ?
C1 O14 H14 109.5 . . ?
H14A N14 H14B 108.1 . . ?
C71 N14 H14A 109.5 . . ?
C71 N14 H14B 109.5 . . ?
C71 N14 C72 110.76(10) . . ?
C72 N14 H14A 109.5 . . ?
C72 N14 H14B 109.5 . . ?
F1 C14 C9 117.44(11) . . ?
C13 C14 F1 119.30(11) . . ?
C13 C14 C9 123.21(12) . . ?
C76 N15 C83 117.67(13) . . ?
C76 N15 C112 117.33(19) . . ?
C80 N15 C76 120.11(12) . . ?
C80 N15 C83 120.85(13) . . ?
C80 N15 C112 118.2(2) . . ?
N3 C15 H15 118.1 . . ?
N3 C15 C16 123.87(12) . . ?
C16 C15 H15 118.1 . . ?
C89 N16 C86 110.75(11) . . ?
C90 N16 C86 118.67(11) . . ?
C90 N16 C89 117.31(11) . . ?
C15 C16 C17 120.46(12) . . ?
C15 C16 C21 117.78(12) . . ?
C17 C16 C21 121.75(12) . . ?
C99 O17 H17 109.5 . . ?
H17A N17 H17B 107.9 . . ?
C87 N17 H17A 109.2 . . ?
C87 N17 H17B 109.2 . . ?
C88 N17 H17A 109.2 . . ?
C88 N17 H17B 109.2 . . ?
C88 N17 C87 111.93(10) . . ?
O2 C17 C12 121.77(12) . . ?
O2 C17 C16 122.90(12) . . ?
C16 C17 C12 115.32(12) . . ?
C94 N18 C100 118.92(11) . . ?
C98 N18 C94 119.57(12) . . ?
C98 N18 C100 121.28(12) . . ?
N3 C18 H18 115.7 . . ?
N3 C18 C19 118.11(13) . . ?
N3 C18 C20 119.47(13) . . ?
C19 C18 H18 115.7 . . ?
C20 C18 H18 115.7 . . ?
C20 C18 C19 61.10(11) . . ?
C18 C19 H19A 117.8 . . ?
C18 C19 H19B 117.8 . . ?
C18 C19 C20 59.45(10) . . ?
H19A C19 H19B 115.0 . . ?
C20 C19 H19A 117.8 . . ?
C20 C19 H19B 117.8 . . ?
C18 C20 C19 59.45(10) . . ?
C18 C20 H20A 117.8 . . ?
C18 C20 H20B 117.8 . . ?
C19 C20 H20A 117.8 . . ?
C19 C20 H20B 117.8 . . ?
H20A C20 H20B 115.0 . . ?
O1 C21 O3 121.03(13) . . ?
O1 C21 C16 123.22(13) . . ?
O3 C21 C16 115.75(12) . . ?
N4 C22 H22A 109.8 . . ?
N4 C22 H22B 109.8 . . ?
N4 C22 C23 109.31(11) . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
N5 C23 C22 110.41(11) . . ?
N5 C23 H23A 109.6 . . ?
N5 C23 H23B 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
N5 C24 H24A 109.4 . . ?
N5 C24 H24B 109.4 . . ?
N5 C24 C25 111.34(11) . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
N4 C25 C24 108.49(11) . . ?
N4 C25 H25A 110.0 . . ?
N4 C25 H25B 110.0 . . ?
C24 C25 H25A 110.0 . . ?
C24 C25 H25B 110.0 . . ?
H25A C25 H25B 108.4 . . ?
N4 C26 C27 119.37(12) . . ?
C31 C26 N4 123.26(12) . . ?
C31 C26 C27 117.22(12) . . ?
F2 C27 C26 118.00(11) . . ?
F2 C27 C28 118.94(12) . . ?
C28 C27 C26 123.01(12) . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.84(12) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 C32 120.04(12) . . ?
C30 C29 C28 118.48(12) . . ?
C30 C29 C32 121.48(12) . . ?
H30A O30 H30B 104.5 . . ?
N6 C30 C29 118.94(11) . . ?
N6 C30 C31 120.51(11) . . ?
C29 C30 C31 120.53(12) . . ?
C26 C31 C30 120.75(12) . . ?
C26 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
O4 C32 C29 121.72(12) . . ?
O4 C32 C33 122.92(12) . . ?
C33 C32 C29 115.36(11) . . ?
C32 C33 C35 121.92(12) . . ?
C34 C33 C32 120.40(12) . . ?
C34 C33 C35 117.65(12) . . ?
N6 C34 C33 123.77(12) . . ?
N6 C34 H34 118.1 . . ?
C33 C34 H34 118.1 . . ?
O32 C35 O5 120.84(12) . . ?
O32 C35 C33 123.16(13) . . ?
O5 C35 C33 115.99(12) . . ?
N6 C36 H36 116.2 . . ?
N6 C36 C37 117.44(11) . . ?
N6 C36 C38 118.84(12) . . ?
C37 C36 H36 116.2 . . ?
C37 C36 C38 60.67(9) . . ?
C38 C36 H36 116.2 . . ?
C36 C37 H37A 117.8 . . ?
C36 C37 H37B 117.8 . . ?
C36 C37 C38 59.68(9) . . ?
H37A C37 H37B 114.9 . . ?
C38 C37 H37A 117.8 . . ?
C38 C37 H37B 117.8 . . ?
C36 C38 C37 59.65(9) . . ?
C36 C38 H38A 117.8 . . ?
C36 C38 H38B 117.8 . . ?
C37 C38 H38A 117.8 . . ?
C37 C38 H38B 117.8 . . ?
H38A C38 H38B 114.9 . . ?
N7 C39 H39A 109.6 . . ?
N7 C39 H39B 109.6 . . ?
N7 C39 C40 110.30(11) . . ?
H39A C39 H39B 108.1 . . ?
C40 C39 H39A 109.6 . . ?
C40 C39 H39B 109.6 . . ?
N8 C40 C39 111.10(11) . . ?
N8 C40 H40A 109.4 . . ?
N8 C40 H40B 109.4 . . ?
C39 C40 H40A 109.4 . . ?
C39 C40 H40B 109.4 . . ?
H40A C40 H40B 108.0 . . ?
N8 C41 H41A 109.8 . . ?
N8 C41 H41B 109.8 . . ?
N8 C41 C42 109.32(11) . . ?
H41A C41 H41B 108.3 . . ?
C42 C41 H41A 109.8 . . ?
C42 C41 H41B 109.8 . . ?
N7 C42 C41 110.55(12) . . ?
N7 C42 H42A 109.5 . . ?
N7 C42 H42B 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
N7 C43 C44 122.07(12) . . ?
N7 C43 C48 121.59(12) . . ?
C44 C43 C48 116.35(11) . . ?
C43 C44 H44 119.5 . . ?
C43 C44 C45 121.06(12) . . ?
C45 C44 H44 119.5 . . ?
N9 C45 C46 118.60(11) . . ?
C44 C45 N9 120.47(11) . . ?
C44 C45 C46 120.90(12) . . ?
C45 C46 C51 121.58(12) . . ?
C47 C46 C45 118.12(11) . . ?
C47 C46 C51 120.30(12) . . ?
C46 C47 H47 120.1 . . ?
C48 C47 C46 119.72(12) . . ?
C48 C47 H47 120.1 . . ?
F3 C48 C43 117.88(11) . . ?
F3 C48 C47 118.48(11) . . ?
C47 C48 C43 123.56(12) . . ?
N9 C49 H49 118.0 . . ?
N9 C49 C50 124.06(12) . . ?
C50 C49 H49 118.0 . . ?
C49 C50 C51 120.12(12) . . ?
C49 C50 C55 117.99(12) . . ?
C51 C50 C55 121.89(12) . . ?
O7 C51 C46 121.77(12) . . ?
O7 C51 C50 122.54(12) . . ?
C50 C51 C46 115.67(11) . . ?
N9 C52 H52 116.3 . . ?
N9 C52 C53 117.77(12) . . ?
N9 C52 C54 118.20(12) . . ?
C53 C52 H52 116.3 . . ?
C53 C52 C54 60.47(10) . . ?
C54 C52 H52 116.3 . . ?
C52 C53 H53A 117.8 . . ?
C52 C53 H53B 117.8 . . ?
C52 C53 C54 59.82(9) . . ?
H53A C53 H53B 114.9 . . ?
C54 C53 H53A 117.8 . . ?
C54 C53 H53B 117.8 . . ?
C52 C54 C53 59.71(9) . . ?
C52 C54 H54A 117.8 . . ?
C52 C54 H54B 117.8 . . ?
C53 C54 H54A 117.8 . . ?
C53 C54 H54B 117.8 . . ?
H54A C54 H54B 114.9 . . ?
O6 C55 O8 121.20(13) . . ?
O6 C55 C50 123.18(13) . . ?
O8 C55 C50 115.62(12) . . ?
N10 C56 H56A 110.1 . . ?
N10 C56 H56B 110.1 . . ?
N10 C56 C57 108.01(11) . . ?
H56A C56 H56B 108.4 . . ?
C57 C56 H56A 110.1 . . ?
C57 C56 H56B 110.1 . . ?
N11 C57 C56 110.93(11) . . ?
N11 C57 H57A 109.5 . . ?
N11 C57 H57B 109.5 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 108.0 . . ?
N11 C58 H58A 109.5 . . ?
N11 C58 H58B 109.5 . . ?
N11 C58 C59 110.79(11) . . ?
H58A C58 H58B 108.1 . . ?
C59 C58 H58A 109.5 . . ?
C59 C58 H58B 109.5 . . ?
N10 C59 C58 109.07(11) . . ?
N10 C59 H59A 109.9 . . ?
N10 C59 H59B 109.9 . . ?
C58 C59 H59A 109.9 . . ?
C58 C59 H59B 109.9 . . ?
H59A C59 H59B 108.3 . . ?
N10 C60 C61 120.18(12) . . ?
N10 C60 C65 122.91(12) . . ?
C65 C60 C61 116.74(12) . . ?
F4 C61 C60 117.79(11) . . ?
C62 C61 F4 118.86(12) . . ?
C62 C61 C60 123.28(12) . . ?
C61 C62 H62 120.0 . . ?
C61 C62 C63 119.97(12) . . ?
C63 C62 H62 120.0 . . ?
C62 C63 C66 120.17(12) . . ?
C64 C63 C62 118.20(11) . . ?
C64 C63 C66 121.64(12) . . ?
N12 C64 C63 118.78(11) . . ?
N12 C64 C65 120.46(12) . . ?
C63 C64 C65 120.76(12) . . ?
C60 C65 C64 120.94(12) . . ?
C60 C65 H65 119.5 . . ?
C64 C65 H65 119.5 . . ?
O9 C66 C63 121.95(12) . . ?
O9 C66 C68 122.66(12) . . ?
C68 C66 C63 115.38(11) . . ?
N12 C67 H67 117.9 . . ?
N12 C67 C68 124.17(12) . . ?
C68 C67 H67 117.9 . . ?
C66 C68 C3 122.40(12) . . ?
C67 C68 C3 117.46(12) . . ?
C67 C68 C66 120.14(12) . . ?
C2 C69 H69 116.8 . . ?
C8 C69 C2 61.34(19) . . ?
C8 C69 H69 116.8 . . ?
N12 C69 C2 116.6(2) . . ?
N12 C69 C8 117.0(2) . . ?
N12 C69 H69 116.8 . . ?
N13 C70 H70A 109.2 . . ?
N13 C70 H70B 109.2 . . ?
N13 C70 C71 111.83(11) . . ?
H70A C70 H70B 107.9 . . ?
C71 C70 H70A 109.2 . . ?
C71 C70 H70B 109.2 . . ?
N14 C71 C70 110.15(11) . . ?
N14 C71 H71A 109.6 . . ?
N14 C71 H71B 109.6 . . ?
C70 C71 H71A 109.6 . . ?
C70 C71 H71B 109.6 . . ?
H71A C71 H71B 108.1 . . ?
N14 C72 H72A 110.2 . . ?
N14 C72 H72B 110.2 . . ?
N14 C72 C73 107.76(11) . . ?
H72A C72 H72B 108.5 . . ?
C73 C72 H72A 110.2 . . ?
C73 C72 H72B 110.2 . . ?
N13 C73 C72 111.84(11) . . ?
N13 C73 H73A 109.2 . . ?
N13 C73 H73B 109.2 . . ?
C72 C73 H73A 109.2 . . ?
C72 C73 H73B 109.2 . . ?
H73A C73 H73B 107.9 . . ?
N13 C74 C75 122.11(12) . . ?
N13 C74 C79 121.29(12) . . ?
C75 C74 C79 116.45(12) . . ?
C74 C75 H75 119.2 . . ?
C74 C75 C76 121.52(12) . . ?
C76 C75 H75 119.2 . . ?
N15 C76 C75 120.47(12) . . ?
N15 C76 C77 119.02(12) . . ?
C77 C76 C75 120.51(13) . . ?
C76 C77 C78 118.00(12) . . ?
C76 C77 C82 121.12(13) . . ?
C78 C77 C82 120.88(12) . . ?
C77 C78 H78 119.7 . . ?
C79 C78 C77 120.50(12) . . ?
C79 C78 H78 119.7 . . ?
F5 C79 C74 118.30(12) . . ?
F5 C79 C78 118.62(12) . . ?
C78 C79 C74 122.98(13) . . ?
N15 C80 H80 118.3 . . ?
N15 C80 C81 123.48(14) . . ?
C81 C80 H80 118.3 . . ?
C80 C81 C1 118.09(13) . . ?
C80 C81 C82 120.37(13) . . ?
C82 C81 C1 121.53(13) . . ?
O13 C82 C77 120.97(13) . . ?
O13 C82 C81 123.13(12) . . ?
C81 C82 C77 115.90(12) . . ?
N15 C83 H83 117.6 . . ?
N15 C83 C84 115.24(19) . . ?
N15 C83 C85 116.1(3) . . ?
C84 C83 H83 117.6 . . ?
C85 C83 H83 117.6 . . ?
C85 C83 C84 60.0(3) . . ?
C83 C84 H84A 117.9 . . ?
C83 C84 H84B 117.9 . . ?
H84A C84 H84B 115.0 . . ?
C85 C84 C83 59.0(4) . . ?
C85 C84 H84A 117.9 . . ?
C85 C84 H84B 117.9 . . ?
C83 C85 C84 60.9(4) . . ?
C83 C85 H85A 117.7 . . ?
C83 C85 H85B 117.7 . . ?
C84 C85 H85A 117.7 . . ?
C84 C85 H85B 117.7 . . ?
H85A C85 H85B 114.8 . . ?
N16 C86 H86A 109.8 . . ?
N16 C86 H86B 109.8 . . ?
N16 C86 C87 109.34(11) . . ?
H86A C86 H86B 108.3 . . ?
C87 C86 H86A 109.8 . . ?
C87 C86 H86B 109.8 . . ?
N17 C87 C86 110.56(11) . . ?
N17 C87 H87A 109.5 . . ?
N17 C87 H87B 109.5 . . ?
C86 C87 H87A 109.5 . . ?
C86 C87 H87B 109.5 . . ?
H87A C87 H87B 108.1 . . ?
N17 C88 H88A 109.4 . . ?
N17 C88 H88B 109.4 . . ?
N17 C88 C89 111.30(11) . . ?
H88A C88 H88B 108.0 . . ?
C89 C88 H88A 109.4 . . ?
C89 C88 H88B 109.4 . . ?
N16 C89 C88 108.87(11) . . ?
N16 C89 H89A 109.9 . . ?
N16 C89 H89B 109.9 . . ?
C88 C89 H89A 109.9 . . ?
C88 C89 H89B 109.9 . . ?
H89A C89 H89B 108.3 . . ?
N16 C90 C91 120.98(12) . . ?
C95 C90 N16 121.92(12) . . ?
C95 C90 C91 116.91(12) . . ?
F6 C91 C90 118.33(12) . . ?
C92 C91 F6 118.71(12) . . ?
C92 C91 C90 122.91(13) . . ?
C91 C92 H92 119.9 . . ?
C91 C92 C93 120.18(13) . . ?
C93 C92 H92 119.9 . . ?
C92 C93 C96 120.81(13) . . ?
C94 C93 C92 118.30(12) . . ?
C94 C93 C96 120.89(13) . . ?
N18 C94 C95 119.77(12) . . ?
C93 C94 N18 119.83(12) . . ?
C93 C94 C95 120.38(13) . . ?
C90 C95 C94 121.30(13) . . ?
C90 C95 H95 119.3 . . ?
C94 C95 H95 119.3 . . ?
O15 C96 C93 121.43(13) . . ?
O15 C96 C97 123.35(12) . . ?
C97 C96 C93 115.20(13) . . ?
C96 C97 C99 121.62(13) . . ?
C98 C97 C96 121.12(12) . . ?
C98 C97 C99 117.23(13) . . ?
N18 C98 C97 123.30(13) . . ?
N18 C98 H98 118.4 . . ?
C97 C98 H98 118.4 . . ?
O16 C99 O17 121.41(13) . . ?
O16 C99 C97 123.02(14) . . ?
O17 C99 C97 115.55(14) . . ?
N18 C100 H100 116.0 . . ?
N18 C100 C101 119.14(12) . . ?
N18 C100 C102 117.72(12) . . ?
C101 C100 H100 116.0 . . ?
C101 C100 C102 60.35(9) . . ?
C102 C100 H100 116.0 . . ?
C100 C101 H10A 117.8 . . ?
C100 C101 H10B 117.8 . . ?
C100 C101 C102 60.11(9) . . ?
H10A C101 H10B 114.9 . . ?
C102 C101 H10A 117.8 . . ?
C102 C101 H10B 117.8 . . ?
C100 C102 C101 59.54(9) . . ?
C100 C102 H10C 117.8 . . ?
C100 C102 H10D 117.8 . . ?
C101 C102 H10C 117.8 . . ?
C101 C102 H10D 117.8 . . ?
H10C C102 H10D 115.0 . . ?
O18 C103 C104 116.92(12) . . ?
O20 C103 O18 126.44(12) . . ?
O20 C103 C104 116.64(12) . . ?
O19 C104 O21 125.64(12) . . ?
O19 C104 C103 117.26(11) . . ?
O21 C104 C103 117.09(11) . . ?
O22 C105 O24 126.27(13) . . ?
O22 C105 C106 117.86(12) . . ?
O24 C105 C106 115.87(12) . . ?
O23 C106 O25 126.29(13) . . ?
O23 C106 C105 117.23(12) . . ?
O25 C106 C105 116.47(12) . . ?
O26 C107 O28 126.02(14) . . ?
O26 C107 C108 118.07(12) . . ?
O28 C107 C108 115.91(13) . . ?
O27 C108 O29 126.03(14) . . ?
O27 C108 C107 118.17(13) . . ?
O29 C108 C107 115.78(12) . . ?
H11G C110 H11H 114.9 . . ?
C109 C110 H11G 117.8 . . ?
C109 C110 H11H 117.8 . . ?
C111 C110 H11G 117.8 . . ?
C111 C110 H11H 117.8 . . ?
C111 C110 C109 59.9(3) . . ?
N12 C109 H109 118.5 . . ?
C110 C109 N12 114.0(4) . . ?
C110 C109 H109 118.5 . . ?
C111 C109 N12 114.0(4) . . ?
C111 C109 C110 59.8(4) . . ?
C111 C109 H109 118.5 . . ?
C110 C111 C109 60.3(3) . . ?
C110 C111 H11I 117.7 . . ?
C110 C111 H11J 117.7 . . ?
C109 C111 H11I 117.7 . . ?
C109 C111 H11J 117.7 . . ?
H11I C111 H11J 114.9 . . ?
H31A O31 H31B 104.5 . . ?
N15 C112 H112 118.8 . . ?
C113 C112 N15 109.5(4) . . ?
C113 C112 H112 118.8 . . ?
C113 C112 C114 61.9(7) . . ?
C114 C112 N15 116.0(8) . . ?
C114 C112 H112 118.8 . . ?
C112 C113 H11A 117.8 . . ?
C112 C113 H11B 117.8 . . ?
C112 C113 C114 60.1(5) . . ?
H11A C113 H11B 114.9 . . ?
C114 C113 H11A 117.8 . . ?
C114 C113 H11B 117.8 . . ?
C112 C114 C113 58.0(8) . . ?
C112 C114 H11C 118.0 . . ?
C112 C114 H11D 118.0 . . ?
C113 C114 H11C 118.0 . . ?
C113 C114 H11D 118.0 . . ?
H11C C114 H11D 115.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O32 C35 1.2107(17) . ?
F1 C14 1.3536(15) . ?
O1 C21 1.2116(17) . ?
N1 C4 1.4645(17) . ?
N1 C7 1.4552(18) . ?
N1 C9 1.3874(17) . ?
C1 O12 1.2109(18) . ?
C1 O14 1.3315(18) . ?
C1 C81 1.4914(19) . ?
F2 C27 1.3539(15) . ?
O2 C17 1.2630(16) . ?
N2 H2C 0.9100 . ?
N2 H2D 0.9100 . ?
N2 C5 1.4879(18) . ?
N2 C6 1.4945(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C8 1.515(4) . ?
C2 C69 1.487(4) . ?
F3 C48 1.3540(14) . ?
O3 H3 0.8400 . ?
O3 C21 1.3302(18) . ?
N3 C11 1.4026(17) . ?
N3 C15 1.3417(18) . ?
N3 C18 1.4631(17) . ?
C3 O10 1.2107(17) . ?
C3 O11 1.3254(18) . ?
C3 C68 1.4852(18) . ?
F4 C61 1.3560(14) . ?
O4 C32 1.2564(16) . ?
N4 C22 1.4702(16) . ?
N4 C25 1.4544(17) . ?
N4 C26 1.3958(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.5165(19) . ?
F5 C79 1.3557(16) . ?
O5 H5 0.8400 . ?
O5 C35 1.3312(17) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 C23 1.4917(18) . ?
N5 C24 1.4955(17) . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
F6 C91 1.3596(16) . ?
O6 C55 1.2112(17) . ?
N6 C30 1.3986(16) . ?
N6 C34 1.3443(17) . ?
N6 C36 1.4593(17) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.5139(19) . ?
O7 C51 1.2639(16) . ?
N7 C39 1.4598(17) . ?
N7 C42 1.4549(16) . ?
N7 C43 1.3765(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
O8 H8 0.8400 . ?
O8 C55 1.3274(18) . ?
N8 H8C 0.9100 . ?
N8 H8D 0.9100 . ?
N8 C40 1.4888(17) . ?
N8 C41 1.4933(17) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C69 1.483(4) . ?
O9 C66 1.2586(16) . ?
N9 C45 1.4029(16) . ?
N9 C49 1.3448(17) . ?
N9 C52 1.4535(17) . ?
C9 C10 1.3861(19) . ?
C9 C14 1.4160(18) . ?
N10 C56 1.4542(17) . ?
N10 C59 1.4632(17) . ?
N10 C60 1.3824(16) . ?
C10 H10 0.9500 . ?
C10 C11 1.3994(19) . ?
O11 H11 0.8400 . ?
N11 H11E 0.9100 . ?
N11 H11F 0.9100 . ?
N11 C57 1.4965(17) . ?
N11 C58 1.4934(17) . ?
C11 C12 1.4055(18) . ?
N12 C64 1.3984(17) . ?
N12 C67 1.3427(17) . ?
N12 C69 1.440(3) . ?
N12 C109 1.548(5) . ?
C12 C13 1.4061(18) . ?
C12 C17 1.4501(18) . ?
O13 C82 1.2653(16) . ?
N13 C70 1.4615(17) . ?
N13 C73 1.4534(17) . ?
N13 C74 1.3865(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.3524(18) . ?
O14 H14 0.8400 . ?
N14 H14A 0.9100 . ?
N14 H14B 0.9100 . ?
N14 C71 1.4892(17) . ?
N14 C72 1.4937(17) . ?
O15 C96 1.2634(18) . ?
N15 C76 1.3949(18) . ?
N15 C80 1.3470(19) . ?
N15 C83 1.451(2) . ?
N15 C112 1.613(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.365(2) . ?
O16 C99 1.2128(19) . ?
N16 C86 1.4668(18) . ?
N16 C89 1.4552(17) . ?
N16 C90 1.3985(16) . ?
C16 C17 1.4315(18) . ?
C16 C21 1.4894(19) . ?
O17 H17 0.8400 . ?
O17 C99 1.3320(19) . ?
N17 H17A 0.9100 . ?
N17 H17B 0.9100 . ?
N17 C87 1.4922(17) . ?
N17 C88 1.4891(18) . ?
O18 C103 1.2511(17) . ?
N18 C94 1.3985(17) . ?
N18 C98 1.3450(17) . ?
N18 C100 1.4565(18) . ?
C18 H18 1.0000 . ?
C18 C19 1.487(2) . ?
C18 C20 1.487(2) . ?
O19 C104 1.2485(16) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.511(2) . ?
O20 C103 1.2477(16) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O21 C104 1.2560(16) . ?
O22 C105 1.2462(17) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.5124(19) . ?
O23 C106 1.2490(17) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
O24 C105 1.2582(16) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.5142(19) . ?
O25 C106 1.2555(17) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
O26 C107 1.2402(18) . ?
C26 C27 1.4107(19) . ?
C26 C31 1.3870(18) . ?
O27 C108 1.2377(18) . ?
C27 C28 1.3589(19) . ?
O28 C107 1.2621(17) . ?
C28 H28 0.9500 . ?
C28 C29 1.4048(18) . ?
O29 C108 1.2606(18) . ?
C29 C30 1.4036(18) . ?
C29 C32 1.4574(18) . ?
O30 H30A 0.8696 . ?
O30 H30B 0.8696 . ?
C30 C31 1.4043(18) . ?
C31 H31 0.9500 . ?
C32 C33 1.4307(18) . ?
C33 C34 1.3681(19) . ?
C33 C35 1.4841(18) . ?
C34 H34 0.9500 . ?
C36 H36 1.0000 . ?
C36 C37 1.4940(18) . ?
C36 C38 1.494(2) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.509(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.517(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.508(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.3945(18) . ?
C43 C48 1.4148(18) . ?
C44 H44 0.9500 . ?
C44 C45 1.3973(18) . ?
C45 C46 1.4066(18) . ?
C46 C47 1.4065(18) . ?
C46 C51 1.4522(18) . ?
C47 H47 0.9500 . ?
C47 C48 1.3594(18) . ?
C49 H49 0.9500 . ?
C49 C50 1.365(2) . ?
C50 C51 1.4313(19) . ?
C50 C55 1.4890(18) . ?
C52 H52 1.0000 . ?
C52 C53 1.4969(19) . ?
C52 C54 1.499(2) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.508(2) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C57 1.5081(19) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 C59 1.5126(18) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 C61 1.4121(19) . ?
C60 C65 1.3914(18) . ?
C61 C62 1.3548(18) . ?
C62 H62 0.9500 . ?
C62 C63 1.4082(18) . ?
C63 C64 1.4015(18) . ?
C63 C66 1.4518(18) . ?
C64 C65 1.4016(18) . ?
C65 H65 0.9500 . ?
C66 C68 1.4318(18) . ?
C67 H67 0.9500 . ?
C67 C68 1.361(2) . ?
C69 H69 1.0000 . ?
C70 H70A 0.9900 . ?
C70 H70B 0.9900 . ?
C70 C71 1.5205(19) . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C72 C73 1.5125(19) . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C74 C75 1.3892(19) . ?
C74 C79 1.4124(19) . ?
C75 H75 0.9500 . ?
C75 C76 1.4018(19) . ?
C76 C77 1.3998(19) . ?
C77 C78 1.4055(19) . ?
C77 C82 1.4519(19) . ?
C78 H78 0.9500 . ?
C78 C79 1.3565(19) . ?
C80 H80 0.9500 . ?
C80 C81 1.361(2) . ?
C81 C82 1.424(2) . ?
C83 H83 1.0000 . ?
C83 C84 1.512(3) . ?
C83 C85 1.483(10) . ?
C84 H84A 0.9900 . ?
C84 H84B 0.9900 . ?
C84 C85 1.499(9) . ?
C85 H85A 0.9900 . ?
C85 H85B 0.9900 . ?
C86 H86A 0.9900 . ?
C86 H86B 0.9900 . ?
C86 C87 1.5150(18) . ?
C87 H87A 0.9900 . ?
C87 H87B 0.9900 . ?
C88 H88A 0.9900 . ?
C88 H88B 0.9900 . ?
C88 C89 1.5104(18) . ?
C89 H89A 0.9900 . ?
C89 H89B 0.9900 . ?
C90 C91 1.4103(19) . ?
C90 C95 1.3844(19) . ?
C91 C92 1.3571(19) . ?
C92 H92 0.9500 . ?
C92 C93 1.408(2) . ?
C93 C94 1.398(2) . ?
C93 C96 1.4571(18) . ?
C94 C95 1.4048(18) . ?
C95 H95 0.9500 . ?
C96 C97 1.429(2) . ?
C97 C98 1.363(2) . ?
C97 C99 1.4898(19) . ?
C98 H98 0.9500 . ?
C100 H100 1.0000 . ?
C100 C101 1.494(2) . ?
C100 C102 1.5025(19) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C101 C102 1.506(2) . ?
C102 H10C 0.9900 . ?
C102 H10D 0.9900 . ?
C103 C104 1.5523(18) . ?
C105 C106 1.5506(19) . ?
C107 C108 1.565(2) . ?
C110 H11G 0.9900 . ?
C110 H11H 0.9900 . ?
C110 C109 1.504(7) . ?
C110 C111 1.498(7) . ?
C109 H109 1.0000 . ?
C109 C111 1.499(7) . ?
C111 H11I 0.9900 . ?
C111 H11J 0.9900 . ?
O31 H31A 0.8702 . ?
O31 H31B 0.8699 . ?
C112 H112 1.0000 . ?
C112 C113 1.473(7) . ?
C112 C114 1.505(17) . ?
C113 H11A 0.9900 . ?
C113 H11B 0.9900 . ?
C113 C114 1.53(2) . ?
C114 H11C 0.9900 . ?
C114 H11D 0.9900 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C5 N2 -54.84(15) . . . . ?
N1 C9 C10 C11 178.78(13) . . . . ?
N1 C9 C14 F1 -2.84(19) . . . . ?
N1 C9 C14 C13 179.82(13) . . . . ?
C1 C81 C82 O13 -0.3(2) . . . . ?
C1 C81 C82 C77 -179.84(12) . . . . ?
F2 C27 C28 C29 -174.13(11) . . . . ?
N2 C6 C7 N1 55.10(15) . . . . ?
C2 C8 C69 N12 -107.1(3) . . . . ?
N3 C11 C12 C13 -179.56(12) . . . . ?
N3 C11 C12 C17 -0.16(19) . . . . ?
N3 C15 C16 C17 1.5(2) . . . . ?
N3 C15 C16 C21 -179.75(13) . . . . ?
N3 C18 C19 C20 -110.01(16) . . . . ?
N3 C18 C20 C19 107.83(15) . . . . ?
F4 C61 C62 C63 -174.61(12) . . . . ?
O4 C32 C33 C34 177.69(13) . . . . ?
O4 C32 C33 C35 -0.3(2) . . . . ?
N4 C22 C23 N5 56.57(15) . . . . ?
N4 C26 C27 F2 -2.05(18) . . . . ?
N4 C26 C27 C28 -179.45(12) . . . . ?
N4 C26 C31 C30 176.22(12) . . . . ?
C4 N1 C7 C6 -53.02(16) . . . . ?
C4 N1 C9 C10 131.75(14) . . . . ?
C4 N1 C9 C14 -51.60(18) . . . . ?
N5 C24 C25 N4 -56.77(15) . . . . ?
C5 N2 C6 C7 -58.50(15) . . . . ?
F6 C91 C92 C93 -176.67(12) . . . . ?
N6 C30 C31 C26 -178.85(12) . . . . ?
N6 C36 C37 C38 -109.37(14) . . . . ?
N6 C36 C38 C37 107.10(13) . . . . ?
C6 N2 C5 C4 59.21(14) . . . . ?
N7 C39 C40 N8 -53.50(14) . . . . ?
N7 C43 C44 C45 -179.06(12) . . . . ?
N7 C43 C48 F3 -7.61(19) . . . . ?
N7 C43 C48 C47 175.48(13) . . . . ?
C7 N1 C4 C5 52.11(16) . . . . ?
C7 N1 C9 C10 -21.5(2) . . . . ?
C7 N1 C9 C14 155.15(13) . . . . ?
N8 C41 C42 N7 57.50(15) . . . . ?
C8 C2 C69 N12 107.8(3) . . . . ?
O9 C66 C68 C3 -1.5(2) . . . . ?
O9 C66 C68 C67 178.48(13) . . . . ?
N9 C45 C46 C47 177.04(12) . . . . ?
N9 C45 C46 C51 -2.52(19) . . . . ?
N9 C49 C50 C51 1.1(2) . . . . ?
N9 C49 C50 C55 -179.25(12) . . . . ?
N9 C52 C53 C54 -108.39(14) . . . . ?
N9 C52 C54 C53 107.69(14) . . . . ?
C9 N1 C4 C5 -103.18(14) . . . . ?
C9 N1 C7 C6 101.97(15) . . . . ?
C9 C10 C11 N3 177.77(12) . . . . ?
C9 C10 C11 C12 0.7(2) . . . . ?
O10 C3 C68 C66 -177.36(13) . . . . ?
O10 C3 C68 C67 2.7(2) . . . . ?
N10 C56 C57 N11 -57.27(15) . . . . ?
N10 C60 C61 F4 -1.67(19) . . . . ?
N10 C60 C61 C62 -178.74(13) . . . . ?
N10 C60 C65 C64 176.35(13) . . . . ?
C10 C9 C14 F1 174.04(11) . . . . ?
C10 C9 C14 C13 -3.3(2) . . . . ?
C10 C11 C12 C13 -2.46(19) . . . . ?
C10 C11 C12 C17 176.95(12) . . . . ?
O11 C3 C68 C66 2.3(2) . . . . ?
O11 C3 C68 C67 -177.59(13) . . . . ?
N11 C58 C59 N10 54.76(15) . . . . ?
C11 N3 C15 C16 -2.5(2) . . . . ?
C11 N3 C18 C19 143.10(14) . . . . ?
C11 N3 C18 C20 72.22(17) . . . . ?
C11 C12 C13 C14 1.31(19) . . . . ?
C11 C12 C17 O2 -179.98(12) . . . . ?
C11 C12 C17 C16 -0.78(18) . . . . ?
O12 C1 C81 C80 -5.1(2) . . . . ?
O12 C1 C81 C82 176.13(13) . . . . ?
N12 C64 C65 C60 -178.59(13) . . . . ?
N12 C67 C68 C3 179.38(13) . . . . ?
N12 C67 C68 C66 -0.6(2) . . . . ?
N12 C109 C111 C110 -104.8(5) . . . . ?
C12 C13 C14 F1 -175.69(11) . . . . ?
C12 C13 C14 C9 1.6(2) . . . . ?
N13 C70 C71 N14 -52.66(15) . . . . ?
N13 C74 C75 C76 175.09(13) . . . . ?
N13 C74 C79 F5 -0.72(19) . . . . ?
N13 C74 C79 C78 -177.02(13) . . . . ?
C13 C12 C17 O2 -0.59(19) . . . . ?
C13 C12 C17 C16 178.61(12) . . . . ?
O14 C1 C81 C80 175.66(13) . . . . ?
O14 C1 C81 C82 -3.16(19) . . . . ?
N14 C72 C73 N13 58.57(14) . . . . ?
C14 C9 C10 C11 2.07(19) . . . . ?
O15 C96 C97 C98 -179.85(13) . . . . ?
O15 C96 C97 C99 2.4(2) . . . . ?
N15 C76 C77 C78 178.30(13) . . . . ?
N15 C76 C77 C82 -0.6(2) . . . . ?
N15 C80 C81 C1 179.75(14) . . . . ?
N15 C80 C81 C82 -1.4(2) . . . . ?
N15 C83 C84 C85 -106.8(4) . . . . ?
N15 C83 C85 C84 105.4(3) . . . . ?
N15 C112 C113 C114 109.8(9) . . . . ?
N15 C112 C114 C113 -99.3(6) . . . . ?
C15 N3 C11 C10 -175.36(12) . . . . ?
C15 N3 C11 C12 1.76(18) . . . . ?
C15 N3 C18 C19 -43.8(2) . . . . ?
C15 N3 C18 C20 -114.70(16) . . . . ?
C15 C16 C17 O2 179.37(13) . . . . ?
C15 C16 C17 C12 0.18(18) . . . . ?
C15 C16 C21 O1 1.6(2) . . . . ?
C15 C16 C21 O3 -178.52(12) . . . . ?
N16 C86 C87 N17 56.36(15) . . . . ?
N16 C90 C91 F6 2.6(2) . . . . ?
N16 C90 C91 C92 -174.91(13) . . . . ?
N16 C90 C95 C94 173.54(13) . . . . ?
N17 C88 C89 N16 -57.00(15) . . . . ?
C17 C12 C13 C14 -178.10(12) . . . . ?
C17 C16 C21 O1 -179.66(13) . . . . ?
C17 C16 C21 O3 0.23(19) . . . . ?
O18 C103 C104 O19 -145.03(12) . . . . ?
O18 C103 C104 O21 35.69(17) . . . . ?
N18 C94 C95 C90 -179.80(12) . . . . ?
N18 C100 C101 C102 -107.18(14) . . . . ?
N18 C100 C102 C101 109.51(14) . . . . ?
C18 N3 C11 C10 -2.29(19) . . . . ?
C18 N3 C11 C12 174.82(12) . . . . ?
C18 N3 C15 C16 -175.58(13) . . . . ?
O20 C103 C104 O19 35.25(17) . . . . ?
O20 C103 C104 O21 -144.03(12) . . . . ?
C21 C16 C17 O2 0.6(2) . . . . ?
C21 C16 C17 C12 -178.54(12) . . . . ?
O22 C105 C106 O23 37.62(17) . . . . ?
O22 C105 C106 O25 -143.51(12) . . . . ?
C22 N4 C25 C24 63.42(14) . . . . ?
C22 N4 C26 C27 -57.00(17) . . . . ?
C22 N4 C26 C31 127.57(14) . . . . ?
C23 N5 C24 C25 51.84(15) . . . . ?
O24 C105 C106 O23 -142.54(12) . . . . ?
O24 C105 C106 O25 36.33(17) . . . . ?
C24 N5 C23 C22 -51.40(15) . . . . ?
C25 N4 C22 C23 -63.99(15) . . . . ?
C25 N4 C26 C27 163.59(12) . . . . ?
C25 N4 C26 C31 -11.84(19) . . . . ?
O26 C107 C108 O27 -5.49(19) . . . . ?
O26 C107 C108 O29 175.77(13) . . . . ?
C26 N4 C22 C23 153.51(12) . . . . ?
C26 N4 C25 C24 -153.90(12) . . . . ?
C26 C27 C28 C29 3.2(2) . . . . ?
C27 C26 C31 C30 0.70(19) . . . . ?
C27 C28 C29 C30 0.34(19) . . . . ?
C27 C28 C29 C32 -179.25(12) . . . . ?
O28 C107 C108 O27 173.78(13) . . . . ?
O28 C107 C108 O29 -4.96(18) . . . . ?
C28 C29 C30 N6 178.30(11) . . . . ?
C28 C29 C30 C31 -3.27(19) . . . . ?
C28 C29 C32 O4 2.39(19) . . . . ?
C28 C29 C32 C33 -178.10(12) . . . . ?
C29 C30 C31 C26 2.7(2) . . . . ?
C29 C32 C33 C34 -1.81(18) . . . . ?
C29 C32 C33 C35 -179.80(12) . . . . ?
C30 N6 C34 C33 -0.9(2) . . . . ?
C30 N6 C36 C37 140.43(13) . . . . ?
C30 N6 C36 C38 70.56(16) . . . . ?
C30 C29 C32 O4 -177.19(12) . . . . ?
C30 C29 C32 C33 2.32(18) . . . . ?
C31 C26 C27 F2 173.65(11) . . . . ?
C31 C26 C27 C28 -3.8(2) . . . . ?
C32 C29 C30 N6 -2.12(19) . . . . ?
C32 C29 C30 C31 176.31(12) . . . . ?
C32 C33 C34 N6 1.2(2) . . . . ?
C32 C33 C35 O32 179.84(13) . . . . ?
C32 C33 C35 O5 0.33(19) . . . . ?
C34 N6 C30 C29 1.33(18) . . . . ?
C34 N6 C30 C31 -177.10(12) . . . . ?
C34 N6 C36 C37 -45.05(18) . . . . ?
C34 N6 C36 C38 -114.92(14) . . . . ?
C34 C33 C35 O32 1.8(2) . . . . ?
C34 C33 C35 O5 -177.71(12) . . . . ?
C35 C33 C34 N6 179.25(12) . . . . ?
C36 N6 C30 C29 175.80(12) . . . . ?
C36 N6 C30 C31 -2.63(18) . . . . ?
C36 N6 C34 C33 -175.43(12) . . . . ?
C39 N7 C42 C41 -57.28(16) . . . . ?
C39 N7 C43 C44 152.25(13) . . . . ?
C39 N7 C43 C48 -28.3(2) . . . . ?
C40 N8 C41 C42 -57.86(14) . . . . ?
C41 N8 C40 C39 56.38(14) . . . . ?
C42 N7 C39 C40 54.65(16) . . . . ?
C42 N7 C43 C44 -36.0(2) . . . . ?
C42 N7 C43 C48 143.50(14) . . . . ?
C43 N7 C39 C40 -132.94(13) . . . . ?
C43 N7 C42 C41 130.17(14) . . . . ?
C43 C44 C45 N9 -178.61(12) . . . . ?
C43 C44 C45 C46 3.5(2) . . . . ?
C44 C43 C48 F3 171.90(11) . . . . ?
C44 C43 C48 C47 -5.0(2) . . . . ?
C44 C45 C46 C47 -5.00(19) . . . . ?
C44 C45 C46 C51 175.44(12) . . . . ?
C45 N9 C49 C50 -2.0(2) . . . . ?
C45 N9 C52 C53 139.75(13) . . . . ?
C45 N9 C52 C54 70.22(16) . . . . ?
C45 C46 C47 C48 1.58(19) . . . . ?
C45 C46 C51 O7 -177.04(12) . . . . ?
C45 C46 C51 C50 1.64(19) . . . . ?
C46 C47 C48 F3 -173.37(12) . . . . ?
C46 C47 C48 C43 3.5(2) . . . . ?
C47 C46 C51 O7 3.4(2) . . . . ?
C47 C46 C51 C50 -177.91(12) . . . . ?
C48 C43 C44 C45 1.43(19) . . . . ?
C49 N9 C45 C44 -175.34(12) . . . . ?
C49 N9 C45 C46 2.63(18) . . . . ?
C49 N9 C52 C53 -42.99(18) . . . . ?
C49 N9 C52 C54 -112.51(14) . . . . ?
C49 C50 C51 O7 177.79(13) . . . . ?
C49 C50 C51 C46 -0.87(19) . . . . ?
C49 C50 C55 O6 1.3(2) . . . . ?
C49 C50 C55 O8 -179.21(12) . . . . ?
C51 C46 C47 C48 -178.86(12) . . . . ?
C51 C50 C55 O6 -179.08(13) . . . . ?
C51 C50 C55 O8 0.4(2) . . . . ?
C52 N9 C45 C44 1.93(19) . . . . ?
C52 N9 C45 C46 179.90(12) . . . . ?
C52 N9 C49 C50 -179.26(13) . . . . ?
C55 C50 C51 O7 -1.8(2) . . . . ?
C55 C50 C51 C46 179.50(12) . . . . ?
C56 N10 C59 C58 -64.00(15) . . . . ?
C56 N10 C60 C61 159.23(13) . . . . ?
C56 N10 C60 C65 -15.8(2) . . . . ?
C57 N11 C58 C59 -49.81(15) . . . . ?
C58 N11 C57 C56 51.33(15) . . . . ?
C59 N10 C56 C57 64.90(15) . . . . ?
C59 N10 C60 C61 -52.37(19) . . . . ?
C59 N10 C60 C65 132.60(14) . . . . ?
C60 N10 C56 C57 -143.66(13) . . . . ?
C60 N10 C59 C58 144.82(13) . . . . ?
C60 C61 C62 C63 2.4(2) . . . . ?
C61 C60 C65 C64 1.2(2) . . . . ?
C61 C62 C63 C64 0.82(19) . . . . ?
C61 C62 C63 C66 -178.99(13) . . . . ?
C62 C63 C64 N12 177.58(12) . . . . ?
C62 C63 C64 C65 -3.0(2) . . . . ?
C62 C63 C66 O9 2.9(2) . . . . ?
C62 C63 C66 C68 -176.65(12) . . . . ?
C63 C64 C65 C60 2.0(2) . . . . ?
C63 C66 C68 C3 178.09(12) . . . . ?
C63 C66 C68 C67 -1.97(19) . . . . ?
C64 N12 C67 C68 1.7(2) . . . . ?
C64 N12 C69 C2 -149.5(2) . . . . ?
C64 N12 C69 C8 -79.8(2) . . . . ?
C64 N12 C109 C110 79.8(4) . . . . ?
C64 N12 C109 C111 146.0(4) . . . . ?
C64 C63 C66 O9 -176.90(12) . . . . ?
C64 C63 C66 C68 3.54(19) . . . . ?
C65 C60 C61 F4 173.67(12) . . . . ?
C65 C60 C61 C62 -3.4(2) . . . . ?
C66 C63 C64 N12 -2.6(2) . . . . ?
C66 C63 C64 C65 176.84(13) . . . . ?
C67 N12 C64 C63 0.0(2) . . . . ?
C67 N12 C64 C65 -179.48(13) . . . . ?
C67 N12 C69 C2 43.9(3) . . . . ?
C67 N12 C69 C8 113.6(2) . . . . ?
C67 N12 C109 C110 -117.1(3) . . . . ?
C67 N12 C109 C111 -50.9(5) . . . . ?
C69 N12 C64 C63 -166.70(19) . . . . ?
C69 N12 C64 C65 13.8(2) . . . . ?
C69 N12 C67 C68 168.1(2) . . . . ?
C70 N13 C73 C72 -55.59(16) . . . . ?
C70 N13 C74 C75 140.34(14) . . . . ?
C70 N13 C74 C79 -44.3(2) . . . . ?
C71 N14 C72 C73 -60.25(14) . . . . ?
C72 N14 C71 C70 58.01(14) . . . . ?
C73 N13 C70 C71 51.93(16) . . . . ?
C73 N13 C74 C75 -16.9(2) . . . . ?
C73 N13 C74 C79 158.40(13) . . . . ?
C74 N13 C70 C71 -106.88(15) . . . . ?
C74 N13 C73 C72 103.78(14) . . . . ?
C74 C75 C76 N15 -177.99(14) . . . . ?
C74 C75 C76 C77 2.0(2) . . . . ?
C75 C74 C79 F5 174.87(12) . . . . ?
C75 C74 C79 C78 -1.4(2) . . . . ?
C75 C76 C77 C78 -1.7(2) . . . . ?
C75 C76 C77 C82 179.36(13) . . . . ?
C76 N15 C80 C81 0.4(2) . . . . ?
C76 N15 C83 C84 -83.1(2) . . . . ?
C76 N15 C83 C85 -150.5(4) . . . . ?
C76 N15 C112 C113 84.4(4) . . . . ?
C76 N15 C112 C114 152.0(7) . . . . ?
C76 C77 C78 C79 -0.1(2) . . . . ?
C76 C77 C82 O13 -179.93(13) . . . . ?
C76 C77 C82 C81 -0.38(19) . . . . ?
C77 C78 C79 F5 -174.56(12) . . . . ?
C77 C78 C79 C74 1.7(2) . . . . ?
C78 C77 C82 O13 1.2(2) . . . . ?
C78 C77 C82 C81 -179.26(12) . . . . ?
C79 C74 C75 C76 -0.5(2) . . . . ?
C80 N15 C76 C75 -179.32(15) . . . . ?
C80 N15 C76 C77 0.7(2) . . . . ?
C80 N15 C83 C84 110.25(19) . . . . ?
C80 N15 C83 C85 42.8(4) . . . . ?
C80 N15 C112 C113 -118.9(3) . . . . ?
C80 N15 C112 C114 -51.4(8) . . . . ?
C80 C81 C82 O13 -179.09(14) . . . . ?
C80 C81 C82 C77 1.4(2) . . . . ?
C82 C77 C78 C79 178.81(13) . . . . ?
C83 N15 C76 C75 13.9(2) . . . . ?
C83 N15 C76 C77 -166.08(16) . . . . ?
C83 N15 C80 C81 166.68(18) . . . . ?
C86 N16 C89 C88 62.49(15) . . . . ?
C86 N16 C90 C91 -58.61(18) . . . . ?
C86 N16 C90 C95 126.44(14) . . . . ?
C87 N17 C88 C89 52.82(15) . . . . ?
C88 N17 C87 C86 -52.28(15) . . . . ?
C89 N16 C86 C87 -62.61(15) . . . . ?
C89 N16 C90 C91 163.94(13) . . . . ?
C89 N16 C90 C95 -11.0(2) . . . . ?
C90 N16 C86 C87 157.37(12) . . . . ?
C90 N16 C89 C88 -156.89(12) . . . . ?
C90 C91 C92 C93 0.8(2) . . . . ?
C91 C90 C95 C94 -1.6(2) . . . . ?
C91 C92 C93 C94 -0.6(2) . . . . ?
C91 C92 C93 C96 179.58(13) . . . . ?
C92 C93 C94 N18 -179.07(12) . . . . ?
C92 C93 C94 C95 -0.7(2) . . . . ?
C92 C93 C96 O15 -1.1(2) . . . . ?
C92 C93 C96 C97 177.31(12) . . . . ?
C93 C94 C95 C90 1.9(2) . . . . ?
C93 C96 C97 C98 1.8(2) . . . . ?
C93 C96 C97 C99 -176.03(12) . . . . ?
C94 N18 C98 C97 -2.8(2) . . . . ?
C94 N18 C100 C101 143.03(13) . . . . ?
C94 N18 C100 C102 73.32(16) . . . . ?
C94 C93 C96 O15 179.03(13) . . . . ?
C94 C93 C96 C97 -2.54(19) . . . . ?
C95 C90 C91 F6 177.77(12) . . . . ?
C95 C90 C91 C92 0.3(2) . . . . ?
C96 C93 C94 N18 0.8(2) . . . . ?
C96 C93 C94 C95 179.12(13) . . . . ?
C96 C97 C98 N18 0.9(2) . . . . ?
C96 C97 C99 O16 172.52(14) . . . . ?
C96 C97 C99 O17 -6.3(2) . . . . ?
C98 N18 C94 C93 1.93(19) . . . . ?
C98 N18 C94 C95 -176.42(13) . . . . ?
C98 N18 C100 C101 -42.45(19) . . . . ?
C98 N18 C100 C102 -112.15(14) . . . . ?
C98 C97 C99 O16 -5.3(2) . . . . ?
C98 C97 C99 O17 175.82(13) . . . . ?
C99 C97 C98 N18 178.79(13) . . . . ?
C100 N18 C94 C93 176.54(12) . . . . ?
C100 N18 C94 C95 -1.80(19) . . . . ?
C100 N18 C98 C97 -177.32(13) . . . . ?
C109 N12 C64 C63 162.7(3) . . . . ?
C109 N12 C64 C65 -16.8(3) . . . . ?
C109 N12 C67 C68 -161.6(3) . . . . ?
C111 C110 C109 N12 104.9(5) . . . . ?
C112 N15 C76 C75 -23.2(3) . . . . ?
C112 N15 C76 C77 156.8(3) . . . . ?
C112 N15 C80 C81 -155.6(3) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.328 0.815 0.250 458.3 130.2 ?
2 0.807 -0.294 0.750 458.3 130.2 ?
