#------------------------------------------------------------------------------
#$Date: 2021-02-05 01:06:00 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261636 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/17/7241797.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_7241797
loop_
_publ_author_name
'Chahine, Ali Y.'
'Turner, David R.'
'Batten, Stuart R.'
_publ_section_title
;
 Crystal engineering of coordination polymers using flexible
 tetracarboxylate linkers with embedded cyclohexyldiamine cores
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              569
_journal_page_last               590
_journal_paper_doi               10.1039/D0CE01620A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C66 H64 N2 O8, 2(C4 H9 N O)'
_chemical_formula_sum            'C74 H82 N4 O10'
_chemical_formula_weight         1187.43
_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   geom
_audit_creation_date             2020-04-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-11-06 deposited with the CCDC.	2020-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                112.89(3)
_cell_angle_beta                 91.22(3)
_cell_angle_gamma                93.74(3)
_cell_formula_units_Z            1
_cell_length_a                   6.3000(13)
_cell_length_b                   15.210(3)
_cell_length_c                   17.390(4)
_cell_measurement_reflns_used    6056
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      1.273
_cell_volume                     1529.9(7)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Dectris Eiger2 9M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29115
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.273
_diffrn_source                   'MX1 Beamline Australian Synchrotron'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       block
_exptl_crystal_F_000             634
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   0.7458
_exptl_transmission_factor_min   0.5498
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6056
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.1015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1367P)²+1.5412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2749
_refine_ls_wR_factor_ref         0.2934
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4759
_reflns_number_total             6056
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01620a2.cif
_cod_data_source_block           Me4L3
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7241796--7241816.cif.
;
_cod_original_cell_volume        1529.9(6)
_cod_database_code               7241797
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3A-C32
 1.32 with sigma of 0.02
 O3B-C32 = O4B-C32
 1.32 with sigma of 0.02
 O3A-O4A
 2.2 with sigma of 0.02
3. Others
 Fixed Sof: O3A(0.5) O4A(0.5) C21A(0.5) H21A(0.5) C22A(0.5) H22A(0.5)
 C27A(0.5) H27A(0.5) C28A(0.5) H28A(0.5) C30A(0.5) H30A(0.5) C31A(0.5)
 H31A(0.5) C33A(0.5) H33A(0.5) H33B(0.5) H33C(0.5) O3B(0.5) O4B(0.5) C21B(0.5)
 H21B(0.5) C22B(0.5) H22B(0.5) C27B(0.5) H27B(0.5) C28B(0.5) H28B(0.5)
 C30B(0.5) H30B(0.5) C31B(0.5) H31B(0.5) C33B(0.5) H33D(0.5) H33E(0.5)
 H33F(0.5) O5A(0.5) N2A(0.5) C34A(0.5) H34A(0.5) H34B(0.5) H34C(0.5) C35A(0.5)
 C36A(0.5) H36A(0.5) H36B(0.5) H36C(0.5) C37A(0.5) H37A(0.5) H37B(0.5)
 H37C(0.5) O5B(0.5) N2B(0.5) C34B(0.5) H34D(0.5) H34E(0.5) H34F(0.5) C35B(0.5)
 C36B(0.5) H36D(0.5) H36E(0.5) H36F(0.5) C37B(0.5) H37D(0.5) H37E(0.5) H37F(0.5)
4.a Ternary CH refined with riding coordinates:
 N1(H1), C16(H16)
4.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B)
4.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14),
 C24(H24), C25(H25), C21A(H21A), C22A(H22A), C27A(H27A), C28A(H28A), C30A(H30A),
  C31A(H31A), C21B(H21B), C22B(H22B), C27B(H27B), C28B(H28B), C30B(H30B),
 C31B(H31B)
4.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C33A(H33A,H33B,H33C), C33B(H33D,H33E,H33F), C34A(H34A,H34B,
 H34C), C36A(H36A,H36B,H36C), C37A(H37A,H37B,H37C), C34B(H34D,H34E,H34F),
 C36B(H36D,H36E,H36F), C37B(H37D,H37E,H37F)
;
_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
O1 O 1.6842(4) 0.07222(15) 0.78756(19) 0.0747(8) Uani 1 1 d . . . . .
O2 O 1.3409(5) 0.03224(17) 0.7858(3) 0.1017(12) Uani 1 1 d . . . . .
N1 N 1.1382(4) 0.80929(16) 0.91253(19) 0.0529(7) Uani 1 1 d . . . . .
H1 H 1.019007 0.762122 0.906999 0.063 Uiso 1 1 calc R U . . .
C1 C 1.7256(6) -0.0282(2) 0.7548(3) 0.0753(11) Uani 1 1 d . . . . .
H1A H 1.670912 -0.058599 0.697855 0.113 Uiso 1 1 calc R U . . .
H1B H 1.657014 -0.058774 0.787696 0.113 Uiso 1 1 calc R U . . .
H1C H 1.876355 -0.033654 0.757162 0.113 Uiso 1 1 calc R U . . .
C2 C 1.4835(5) 0.0923(2) 0.7983(2) 0.0551(8) Uani 1 1 d . . . . .
C3 C 1.4591(5) 0.19655(19) 0.8253(2) 0.0473(7) Uani 1 1 d . . . . .
C4 C 1.2668(6) 0.2312(2) 0.8474(4) 0.0890(15) Uani 1 1 d . . . . .
H4 H 1.150983 0.189609 0.846546 0.107 Uiso 1 1 calc R U . . .
C5 C 1.2406(6) 0.3278(2) 0.8711(3) 0.0827(14) Uani 1 1 d . . . . .
H5 H 1.106692 0.349395 0.885821 0.099 Uiso 1 1 calc R U . . .
C6 C 1.4038(4) 0.39243(17) 0.87382(16) 0.0365(6) Uani 1 1 d . . . . .
C7 C 1.5926(6) 0.3554(2) 0.8500(4) 0.114(2) Uani 1 1 d . . . . .
H7 H 1.708389 0.396440 0.849594 0.137 Uiso 1 1 calc R U . . .
C8 C 1.6205(6) 0.2592(2) 0.8261(4) 0.109(2) Uani 1 1 d . . . . .
H8 H 1.753639 0.237399 0.810288 0.130 Uiso 1 1 calc R U . . .
C9 C 1.3779(4) 0.49636(17) 0.90018(16) 0.0356(6) Uani 1 1 d . . . . .
C10 C 1.1843(5) 0.5341(2) 0.9253(3) 0.0644(10) Uani 1 1 d . . . . .
H10 H 1.067952 0.493551 0.926087 0.077 Uiso 1 1 calc R U . . .
C11 C 1.1612(5) 0.6310(2) 0.9493(3) 0.0703(11) Uani 1 1 d . . . . .
H11 H 1.030100 0.654315 0.966747 0.084 Uiso 1 1 calc R U . . .
C12 C 1.3274(4) 0.69349(18) 0.9478(2) 0.0473(7) Uani 1 1 d . . . . .
C13 C 1.5194(5) 0.6568(2) 0.9252(2) 0.0562(8) Uani 1 1 d . . . . .
H13 H 1.636415 0.697841 0.926121 0.067 Uiso 1 1 calc R U . . .
C14 C 1.5440(4) 0.55990(19) 0.9010(2) 0.0510(8) Uani 1 1 d . . . . .
H14 H 1.676406 0.537360 0.884878 0.061 Uiso 1 1 calc R U . . .
C15 C 1.2962(5) 0.7987(2) 0.9709(3) 0.0610(9) Uani 1 1 d . . . . .
H15A H 1.248384 0.826546 1.027365 0.073 Uiso 1 1 calc R U . . .
H15B H 1.430588 0.832574 0.968896 0.073 Uiso 1 1 calc R U . . .
C16 C 1.0473(4) 0.90368(19) 0.9426(3) 0.0570(9) Uani 1 1 d . . . . .
H16 H 0.953614 0.903098 0.896632 0.068 Uiso 1 1 calc R U . . .
C17 C 0.9068(5) 0.91797(19) 1.0159(3) 0.0597(9) Uani 1 1 d . . . . .
H17A H 0.993682 0.922820 1.064300 0.072 Uiso 1 1 calc R U . . .
H17B H 0.803607 0.863235 1.002037 0.072 Uiso 1 1 calc R U . . .
C18 C 0.7901(5) 1.0096(2) 1.0365(3) 0.0620(10) Uani 1 1 d . . . . .
H18A H 0.697782 1.003495 0.989087 0.074 Uiso 1 1 calc R U . . .
H18B H 0.702444 1.018619 1.083804 0.074 Uiso 1 1 calc R U . . .
C19 C 1.2195(5) 0.7829(2) 0.8292(3) 0.0645(10) Uani 1 1 d . . . . .
H19A H 1.305371 0.728917 0.817855 0.077 Uiso 1 1 calc R U . . .
H19B H 1.311178 0.836037 0.827983 0.077 Uiso 1 1 calc R U . . .
C20 C 1.0465(5) 0.7567(2) 0.7615(2) 0.0607(9) Uani 1 1 d . . . . .
C23 C 0.7304(7) 0.6998(3) 0.6295(2) 0.0702(11) Uani 1 1 d . . . . .
C24 C 0.9028(9) 0.7596(2) 0.6320(2) 0.0798(13) Uani 1 1 d . . . . .
H24 H 0.917428 0.781863 0.589494 0.096 Uiso 1 1 calc R U . . .
C25 C 1.0565(7) 0.7878(2) 0.6964(3) 0.0734(12) Uani 1 1 d . . . . .
H25 H 1.171395 0.829315 0.696226 0.088 Uiso 1 1 calc R U . . .
C26 C 0.5665(10) 0.6682(3) 0.5592(2) 0.0820(14) Uani 1 1 d . . . . .
C29 C 0.2599(13) 0.6107(3) 0.4257(3) 0.108(2) Uani 1 1 d . . . . .
C32 C 0.0945(15) 0.5791(3) 0.3530(3) 0.139(4) Uani 1 1 d D . . . .
O3A O -0.0094(12) 0.5199(7) 0.3477(4) 0.121(4) Uani 0.5 1 d D . P A 1
O4A O 0.0639(10) 0.6136(7) 0.3014(4) 0.097(2) Uani 0.5 1 d D . P A 1
C21A C 0.878(2) 0.6778(6) 0.7484(8) 0.057(2) Uani 0.5 1 d . . P B 1
H21A H 0.879229 0.646394 0.784829 0.068 Uiso 0.5 1 calc R U P B 1
C22A C 0.719(2) 0.6488(6) 0.6850(7) 0.056(2) Uani 0.5 1 d . . P B 1
H22A H 0.613365 0.600403 0.678504 0.067 Uiso 0.5 1 calc R U P B 1
C27A C 0.3878(18) 0.5933(7) 0.5431(6) 0.074(3) Uani 0.5 1 d . . P C 1
H27A H 0.373876 0.563774 0.580784 0.088 Uiso 0.5 1 calc R U P C 1
C28A C 0.2451(18) 0.5654(8) 0.4779(6) 0.076(2) Uani 0.5 1 d . . P C 1
H28A H 0.139835 0.516316 0.469344 0.092 Uiso 0.5 1 calc R U P C 1
C30A C 0.359(2) 0.6950(8) 0.4444(7) 0.102(3) Uani 0.5 1 d . . P C 1
H30A H 0.330122 0.732714 0.414906 0.122 Uiso 0.5 1 calc R U P C 1
C31A C 0.5118(18) 0.7257(7) 0.5107(7) 0.094(3) Uani 0.5 1 d . . P C 1
H31A H 0.583361 0.785838 0.525355 0.113 Uiso 0.5 1 calc R U P C 1
C33A C -0.1540(15) 0.4920(11) 0.2755(5) 0.113(5) Uani 0.5 1 d . . P A 1
H33A H -0.081946 0.456145 0.226324 0.170 Uiso 0.5 1 calc R U P A 1
H33B H -0.202912 0.548130 0.270653 0.170 Uiso 0.5 1 calc R U P A 1
H33C H -0.273509 0.453050 0.281536 0.170 Uiso 0.5 1 calc R U P A 1
O3B O -0.1171(13) 0.5440(5) 0.3722(5) 0.0900(19) Uani 0.5 1 d D . P A 2
O4B O 0.2122(18) 0.5769(5) 0.2816(4) 0.123(3) Uani 0.5 1 d D . P A 2
C21B C 0.864(2) 0.7193(9) 0.7700(8) 0.079(4) Uani 0.5 1 d . . P B 2
H21B H 0.834570 0.710581 0.818853 0.095 Uiso 0.5 1 calc R U P B 2
C22B C 0.714(2) 0.6924(9) 0.7048(8) 0.081(4) Uani 0.5 1 d . . P B 2
H22B H 0.584408 0.665677 0.713236 0.097 Uiso 0.5 1 calc R U P B 2
C27B C 0.391(2) 0.6419(9) 0.5688(5) 0.087(4) Uani 0.5 1 d . . P C 2
H27B H 0.357632 0.642507 0.620905 0.105 Uiso 0.5 1 calc R U P C 2
C28B C 0.230(2) 0.6093(7) 0.5028(5) 0.094(4) Uani 0.5 1 d . . P C 2
H28B H 0.097355 0.585897 0.512690 0.113 Uiso 0.5 1 calc R U P C 2
C30B C 0.490(3) 0.6407(7) 0.4167(4) 0.107(5) Uani 0.5 1 d . . P C 2
H30B H 0.531607 0.639095 0.365192 0.128 Uiso 0.5 1 calc R U P C 2
C31B C 0.6395(16) 0.6701(6) 0.4823(4) 0.080(3) Uani 0.5 1 d . . P C 2
H31B H 0.779282 0.690019 0.477098 0.096 Uiso 0.5 1 calc R U P C 2
C33B C -0.2925(18) 0.5196(8) 0.3094(7) 0.092(3) Uani 0.5 1 d . . P A 2
H33D H -0.260724 0.465327 0.260722 0.137 Uiso 0.5 1 calc R U P A 2
H33E H -0.311035 0.573054 0.294286 0.137 Uiso 0.5 1 calc R U P A 2
H33F H -0.420990 0.504174 0.331756 0.137 Uiso 0.5 1 calc R U P A 2
O5A O -0.1778(10) 0.9211(5) 0.5377(5) 0.0821(18) Uani 0.5 1 d . . P D 1
N2A N 0.0814(17) 0.8962(9) 0.4535(8) 0.107(3) Uani 0.5 1 d . . P D 1
C34A C 0.1827(18) 0.9697(9) 0.5995(7) 0.097(3) Uani 0.5 1 d . . P D 1
H34A H 0.284684 0.924077 0.595478 0.145 Uiso 0.5 1 calc R U P D 1
H34B H 0.112646 0.985477 0.651154 0.145 Uiso 0.5 1 calc R U P D 1
H34C H 0.254412 1.026618 0.597957 0.145 Uiso 0.5 1 calc R U P D 1
C35A C 0.0186(18) 0.9269(9) 0.5267(8) 0.093(3) Uani 0.5 1 d . . P D 1
C36A C 0.3128(17) 0.9257(11) 0.4338(10) 0.120(4) Uani 0.5 1 d . . P D 1
H36A H 0.318705 0.989956 0.436279 0.180 Uiso 0.5 1 calc R U P D 1
H36B H 0.345855 0.882874 0.378856 0.180 Uiso 0.5 1 calc R U P D 1
H36C H 0.414257 0.922064 0.474204 0.180 Uiso 0.5 1 calc R U P D 1
C37A C -0.076(2) 0.8551(10) 0.3798(7) 0.104(4) Uani 0.5 1 d . . P D 1
H37A H -0.217777 0.855480 0.399277 0.156 Uiso 0.5 1 calc R U P D 1
H37B H -0.046750 0.790553 0.346332 0.156 Uiso 0.5 1 calc R U P D 1
H37C H -0.064834 0.893094 0.346863 0.156 Uiso 0.5 1 calc R U P D 1
O5B O -0.1315(13) 0.8578(7) 0.4832(7) 0.109(3) Uani 0.5 1 d . . P E 2
N2B N 0.129(2) 0.8326(8) 0.4028(8) 0.123(4) Uani 0.5 1 d . . P E 2
C34B C 0.2358(17) 0.9007(8) 0.5482(7) 0.090(3) Uani 0.5 1 d . . P E 2
H34D H 0.297846 0.962353 0.553806 0.135 Uiso 0.5 1 calc R U P E 2
H34E H 0.346805 0.859549 0.545968 0.135 Uiso 0.5 1 calc R U P E 2
H34F H 0.151529 0.907620 0.595265 0.135 Uiso 0.5 1 calc R U P E 2
C35B C 0.104(4) 0.8599(11) 0.4732(13) 0.168(11) Uani 0.5 1 d . . P E 2
C36B C 0.3563(15) 0.8429(7) 0.3859(8) 0.094(3) Uani 0.5 1 d . . P E 2
H36D H 0.380321 0.895345 0.368632 0.141 Uiso 0.5 1 calc R U P E 2
H36E H 0.393898 0.784981 0.342346 0.141 Uiso 0.5 1 calc R U P E 2
H36F H 0.442370 0.855088 0.435746 0.141 Uiso 0.5 1 calc R U P E 2
C37B C -0.025(2) 0.7951(8) 0.3295(8) 0.100(4) Uani 0.5 1 d . . P E 2
H37D H -0.024467 0.839377 0.302488 0.150 Uiso 0.5 1 calc R U P E 2
H37E H -0.165127 0.787135 0.347673 0.150 Uiso 0.5 1 calc R U P E 2
H37F H 0.015175 0.734391 0.290960 0.150 Uiso 0.5 1 calc R U P E 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'
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
C2 O1 C1 117.1(3) . . ?
C15 N1 H1 106.0 . . ?
C15 N1 C16 114.5(3) . . ?
C16 N1 H1 106.0 . . ?
C19 N1 H1 106.0 . . ?
C19 N1 C15 111.3(3) . . ?
C19 N1 C16 112.4(3) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 112.2(3) . . ?
O2 C2 O1 122.6(3) . . ?
O2 C2 C3 125.1(3) . . ?
C4 C3 C2 120.2(3) . . ?
C8 C3 C2 122.5(3) . . ?
C8 C3 C4 117.3(3) . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 118.8 . . ?
C6 C5 C4 122.5(3) . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C9 122.8(2) . . ?
C7 C6 C5 115.3(3) . . ?
C7 C6 C9 121.8(3) . . ?
C6 C7 H7 118.7 . . ?
C6 C7 C8 122.7(3) . . ?
C8 C7 H7 118.7 . . ?
C3 C8 C7 121.4(3) . . ?
C3 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C6 121.6(2) . . ?
C14 C9 C6 121.8(2) . . ?
C14 C9 C10 116.6(2) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(3) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C15 120.7(3) . . ?
C13 C12 C11 117.2(3) . . ?
C13 C12 C15 122.1(3) . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.6(3) . . ?
C14 C13 H13 119.2 . . ?
C9 C14 C13 121.7(3) . . ?
C9 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
N1 C15 C12 110.0(2) . . ?
N1 C15 H15A 109.7 . . ?
N1 C15 H15B 109.7 . . ?
C12 C15 H15A 109.7 . . ?
C12 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N1 C16 H16 106.3 . . ?
N1 C16 C17 112.0(3) . . ?
N1 C16 C18 115.3(2) . 2_777 ?
C17 C16 H16 106.3 . . ?
C17 C16 C18 110.1(3) . 2_777 ?
C18 C16 H16 106.3 2_777 . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
C16 C17 C18 110.2(3) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
C16 C18 C17 109.9(2) 2_777 . ?
C16 C18 H18A 109.7 2_777 . ?
C16 C18 H18B 109.7 2_777 . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
N1 C19 H19A 108.9 . . ?
N1 C19 H19B 108.9 . . ?
N1 C19 C20 113.2(3) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C25 C20 C19 122.7(3) . . ?
C25 C20 C21A 114.3(6) . . ?
C21A C20 C19 121.5(6) . . ?
C21B C20 C19 120.2(7) . . ?
C21B C20 C25 115.8(7) . . ?
C24 C23 C26 121.2(4) . . ?
C24 C23 C22A 121.5(6) . . ?
C24 C23 C22B 109.9(7) . . ?
C22A C23 C26 116.2(6) . . ?
C22B C23 C26 127.5(7) . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.3(3) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 118.7 . . ?
C24 C25 C20 122.6(4) . . ?
C24 C25 H25 118.7 . . ?
C27A C26 C23 126.3(5) . . ?
C31A C26 C23 124.3(6) . . ?
C31A C26 C27A 106.7(7) . . ?
C27B C26 C23 120.0(5) . . ?
C27B C26 C31B 124.8(7) . . ?
C31B C26 C23 115.2(6) . . ?
C32 C29 C30B 122.0(6) . . ?
C28A C29 C32 116.8(8) . . ?
C30A C29 C32 115.6(6) . . ?
C30A C29 C28A 124.4(7) . . ?
C28B C29 C32 126.1(9) . . ?
C28B C29 C30B 111.7(8) . . ?
O3A C32 C29 114.8(6) . . ?
O3A C32 O4A 115.9(8) . . ?
O4A C32 C29 129.3(7) . . ?
O3B C32 C29 113.8(5) . . ?
O4B C32 C29 105.2(7) . . ?
O4B C32 O3B 139.7(6) . . ?
C32 O3A C33A 111.3(9) . . ?
C20 C21A H21A 118.1 . . ?
C22A C21A C20 123.7(10) . . ?
C22A C21A H21A 118.1 . . ?
C23 C22A H22A 122.6 . . ?
C21A C22A C23 114.9(9) . . ?
C21A C22A H22A 122.6 . . ?
C26 C27A H27A 117.7 . . ?
C28A C27A C26 124.5(8) . . ?
C28A C27A H27A 117.7 . . ?
C29 C28A C27A 117.7(9) . . ?
C29 C28A H28A 121.1 . . ?
C27A C28A H28A 121.1 . . ?
C29 C30A H30A 121.6 . . ?
C29 C30A C31A 116.8(8) . . ?
C31A C30A H30A 121.6 . . ?
C26 C31A H31A 118.1 . . ?
C30A C31A C26 123.9(9) . . ?
C30A C31A H31A 118.1 . . ?
O3A C33A H33A 109.5 . . ?
O3A C33A H33B 109.5 . . ?
O3A C33A H33C 109.5 . . ?
H33A C33A H33B 109.5 . . ?
H33A C33A H33C 109.5 . . ?
H33B C33A H33C 109.5 . . ?
C33B O3B C32 118.3(7) . . ?
C20 C21B H21B 121.0 . . ?
C20 C21B C22B 118.1(11) . . ?
C22B C21B H21B 121.0 . . ?
C23 C22B C21B 128.7(12) . . ?
C23 C22B H22B 115.6 . . ?
C21B C22B H22B 115.6 . . ?
C26 C27B H27B 119.0 . . ?
C26 C27B C28B 121.9(11) . . ?
C28B C27B H27B 119.0 . . ?
C29 C28B C27B 123.2(13) . . ?
C29 C28B H28B 118.4 . . ?
C27B C28B H28B 118.4 . . ?
C29 C30B H30B 118.9 . . ?
C31B C30B C29 122.2(7) . . ?
C31B C30B H30B 118.9 . . ?
C26 C31B H31B 122.0 . . ?
C30B C31B C26 115.9(10) . . ?
C30B C31B H31B 122.0 . . ?
O3B C33B H33D 109.5 . . ?
O3B C33B H33E 109.5 . . ?
O3B C33B H33F 109.5 . . ?
H33D C33B H33E 109.5 . . ?
H33D C33B H33F 109.5 . . ?
H33E C33B H33F 109.5 . . ?
C35A N2A C36A 121.5(12) . . ?
C35A N2A C37A 120.5(11) . . ?
C37A N2A C36A 115.6(11) . . ?
H34A C34A H34B 109.5 . . ?
H34A C34A H34C 109.5 . . ?
H34B C34A H34C 109.5 . . ?
C35A C34A H34A 109.5 . . ?
C35A C34A H34B 109.5 . . ?
C35A C34A H34C 109.5 . . ?
O5A C35A C34A 121.9(12) . . ?
N2A C35A O5A 119.2(12) . . ?
N2A C35A C34A 118.9(11) . . ?
N2A C36A H36A 109.5 . . ?
N2A C36A H36B 109.5 . . ?
N2A C36A H36C 109.5 . . ?
H36A C36A H36B 109.5 . . ?
H36A C36A H36C 109.5 . . ?
H36B C36A H36C 109.5 . . ?
N2A C37A H37A 109.5 . . ?
N2A C37A H37B 109.5 . . ?
N2A C37A H37C 109.5 . . ?
H37A C37A H37B 109.5 . . ?
H37A C37A H37C 109.5 . . ?
H37B C37A H37C 109.5 . . ?
C35B N2B C36B 111.5(17) . . ?
C35B N2B C37B 131(2) . . ?
C36B N2B C37B 117.0(11) . . ?
H34D C34B H34E 109.5 . . ?
H34D C34B H34F 109.5 . . ?
H34E C34B H34F 109.5 . . ?
C35B C34B H34D 109.5 . . ?
C35B C34B H34E 109.5 . . ?
C35B C34B H34F 109.5 . . ?
N2B C35B O5B 106.9(16) . . ?
N2B C35B C34B 136(3) . . ?
C34B C35B O5B 116.5(19) . . ?
N2B C36B H36D 109.5 . . ?
N2B C36B H36E 109.5 . . ?
N2B C36B H36F 109.5 . . ?
H36D C36B H36E 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
N2B C37B H37D 109.5 . . ?
N2B C37B H37E 109.5 . . ?
N2B C37B H37F 109.5 . . ?
H37D C37B H37E 109.5 . . ?
H37D C37B H37F 109.5 . . ?
H37E C37B H37F 109.5 . . ?
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
O1 C1 1.452(3) . ?
O1 C2 1.320(4) . ?
O2 C2 1.192(4) . ?
N1 H1 0.9800 . ?
N1 C15 1.466(4) . ?
N1 C16 1.483(3) . ?
N1 C19 1.460(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.487(4) . ?
C3 C4 1.356(5) . ?
C3 C8 1.343(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.362(4) . ?
C6 C7 1.353(4) . ?
C6 C9 1.486(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.382(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(4) . ?
C9 C14 1.373(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(4) . ?
C12 C13 1.366(4) . ?
C12 C15 1.519(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(4) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16 0.9800 . ?
C16 C17 1.520(5) . ?
C16 C18 1.536(4) 2_777 ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.538(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.502(5) . ?
C20 C25 1.387(5) . ?
C20 C21A 1.494(12) . ?
C20 C21B 1.286(15) . ?
C23 C24 1.358(6) . ?
C23 C26 1.488(7) . ?
C23 C22A 1.455(12) . ?
C23 C22B 1.363(13) . ?
C24 H24 0.9300 . ?
C24 C25 1.379(6) . ?
C25 H25 0.9300 . ?
C26 C27A 1.488(11) . ?
C26 C31A 1.483(9) . ?
C26 C27B 1.189(16) . ?
C26 C31B 1.435(8) . ?
C29 C32 1.523(8) . ?
C29 C28A 1.338(10) . ?
C29 C30A 1.305(12) . ?
C29 C28B 1.367(12) . ?
C29 C30B 1.523(15) . ?
C32 O3A 1.051(10) . ?
C32 O4A 1.220(8) . ?
C32 O3B 1.495(11) . ?
C32 O4B 1.450(11) . ?
O3A C33A 1.439(11) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.39(2) . ?
C22A H22A 0.9300 . ?
C27A H27A 0.9300 . ?
C27A C28A 1.345(14) . ?
C28A H28A 0.9300 . ?
C30A H30A 0.9300 . ?
C30A C31A 1.395(14) . ?
C31A H31A 0.9300 . ?
C33A H33A 0.9600 . ?
C33A H33B 0.9600 . ?
C33A H33C 0.9600 . ?
O3B C33B 1.460(11) . ?
C21B H21B 0.9300 . ?
C21B C22B 1.37(2) . ?
C22B H22B 0.9300 . ?
C27B H27B 0.9300 . ?
C27B C28B 1.429(16) . ?
C28B H28B 0.9300 . ?
C30B H30B 0.9300 . ?
C30B C31B 1.372(14) . ?
C31B H31B 0.9300 . ?
C33B H33D 0.9600 . ?
C33B H33E 0.9600 . ?
C33B H33F 0.9600 . ?
O5A C35A 1.259(13) . ?
N2A C35A 1.256(17) . ?
N2A C36A 1.581(15) . ?
N2A C37A 1.503(17) . ?
C34A H34A 0.9600 . ?
C34A H34B 0.9600 . ?
C34A H34C 0.9600 . ?
C34A C35A 1.521(15) . ?
C36A H36A 0.9600 . ?
C36A H36B 0.9600 . ?
C36A H36C 0.9600 . ?
C37A H37A 0.9600 . ?
C37A H37B 0.9600 . ?
C37A H37C 0.9600 . ?
O5B C35B 1.50(3) . ?
N2B C35B 1.15(2) . ?
N2B C36B 1.480(17) . ?
N2B C37B 1.482(15) . ?
C34B H34D 0.9600 . ?
C34B H34E 0.9600 . ?
C34B H34F 0.9600 . ?
C34B C35B 1.426(18) . ?
C36B H36D 0.9600 . ?
C36B H36E 0.9600 . ?
C36B H36F 0.9600 . ?
C37B H37D 0.9600 . ?
C37B H37E 0.9600 . ?
C37B H37F 0.9600 . ?
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
O1 C2 C3 C4 -173.4(4) . . . . ?
O1 C2 C3 C8 9.2(6) . . . . ?
O2 C2 C3 C4 7.9(6) . . . . ?
O2 C2 C3 C8 -169.5(5) . . . . ?
N1 C16 C17 C18 -171.6(3) . . . . ?
N1 C19 C20 C25 136.8(3) . . . . ?
N1 C19 C20 C21A -57.8(6) . . . . ?
N1 C19 C20 C21B -30.0(8) . . . . ?
C1 O1 C2 O2 3.5(6) . . . . ?
C1 O1 C2 C3 -175.3(3) . . . . ?
C2 C3 C4 C5 -178.7(4) . . . . ?
C2 C3 C8 C7 178.7(5) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C4 C3 C8 C7 1.2(8) . . . . ?
C4 C5 C6 C7 1.3(7) . . . . ?
C4 C5 C6 C9 -179.3(4) . . . . ?
C5 C6 C7 C8 -1.3(8) . . . . ?
C5 C6 C9 C10 1.2(5) . . . . ?
C5 C6 C9 C14 -178.9(4) . . . . ?
C6 C7 C8 C3 0.0(10) . . . . ?
C6 C9 C10 C11 -179.6(3) . . . . ?
C6 C9 C14 C13 179.7(3) . . . . ?
C7 C6 C9 C10 -179.4(4) . . . . ?
C7 C6 C9 C14 0.5(5) . . . . ?
C8 C3 C4 C5 -1.2(8) . . . . ?
C9 C6 C7 C8 179.3(5) . . . . ?
C9 C10 C11 C12 1.1(7) . . . . ?
C10 C9 C14 C13 -0.4(5) . . . . ?
C10 C11 C12 C13 -2.8(6) . . . . ?
C10 C11 C12 C15 177.4(4) . . . . ?
C11 C12 C13 C14 2.9(6) . . . . ?
C11 C12 C15 N1 -61.8(5) . . . . ?
C12 C13 C14 C9 -1.4(6) . . . . ?
C13 C12 C15 N1 118.3(3) . . . . ?
C14 C9 C10 C11 0.5(5) . . . . ?
C15 N1 C16 C17 -68.6(3) . . . . ?
C15 N1 C16 C18 58.3(4) . . . 2_777 ?
C15 N1 C19 C20 158.4(2) . . . . ?
C15 C12 C13 C14 -177.3(3) . . . . ?
C16 N1 C15 C12 162.5(3) . . . . ?
C16 N1 C19 C20 -71.7(3) . . . . ?
C16 C17 C18 C16 -58.6(4) . . . 2_777 ?
C18 C16 C17 C18 58.7(4) 2_777 . . . ?
C19 N1 C15 C12 -68.7(3) . . . . ?
C19 N1 C16 C17 163.2(3) . . . . ?
C19 N1 C16 C18 -69.9(4) . . . 2_777 ?
C19 C20 C25 C24 176.5(3) . . . . ?
C19 C20 C21A C22A -177.7(8) . . . . ?
C19 C20 C21B C22B -177.0(10) . . . . ?
C20 C21A C22A C23 1.4(15) . . . . ?
C20 C21B C22B C23 0(2) . . . . ?
C23 C24 C25 C20 0.7(6) . . . . ?
C23 C26 C27A C28A -178.7(9) . . . . ?
C23 C26 C31A C30A 179.3(9) . . . . ?
C23 C26 C27B C28B -178.9(6) . . . . ?
C23 C26 C31B C30B 179.7(5) . . . . ?
C24 C23 C26 C27A 171.1(7) . . . . ?
C24 C23 C26 C31A -29.8(8) . . . . ?
C24 C23 C26 C27B -156.9(7) . . . . ?
C24 C23 C26 C31B 24.7(6) . . . . ?
C24 C23 C22A C21A 10.2(11) . . . . ?
C24 C23 C22B C21B -14.6(17) . . . . ?
C25 C20 C21A C22A -11.1(12) . . . . ?
C25 C20 C21B C22B 15.3(15) . . . . ?
C26 C23 C24 C25 -179.0(3) . . . . ?
C26 C23 C22A C21A 178.1(7) . . . . ?
C26 C23 C22B C21B 178.6(11) . . . . ?
C26 C27A C28A C29 -2.8(17) . . . . ?
C26 C27B C28B C29 -3.8(14) . . . . ?
C29 C32 O3A C33A -177.4(6) . . . . ?
C29 C32 O3B C33B 174.9(6) . . . . ?
C29 C30A C31A C26 0.7(17) . . . . ?
C29 C30B C31B C26 1.8(9) . . . . ?
C32 C29 C28A C27A -179.0(9) . . . . ?
C32 C29 C30A C31A -180.0(9) . . . . ?
C32 C29 C28B C27B -178.7(6) . . . . ?
C32 C29 C30B C31B 179.4(5) . . . . ?
O4A C32 O3A C33A 3.7(13) . . . . ?
C21A C20 C25 C24 10.1(7) . . . . ?
C22A C23 C24 C25 -11.7(7) . . . . ?
C22A C23 C26 C27A 3.2(10) . . . . ?
C22A C23 C26 C31A 162.3(8) . . . . ?
C27A C26 C31A C30A -18.1(13) . . . . ?
C28A C29 C32 O3A -5.0(12) . . . . ?
C28A C29 C32 O4A 173.7(9) . . . . ?
C28A C29 C30A C31A 20.7(17) . . . . ?
C30A C29 C32 O3A -165.9(10) . . . . ?
C30A C29 C32 O4A 12.8(14) . . . . ?
C30A C29 C28A C27A -20.0(16) . . . . ?
C31A C26 C27A C28A 19.3(14) . . . . ?
O4B C32 O3B C33B -21.0(12) . . . . ?
C21B C20 C25 C24 -16.2(8) . . . . ?
C22B C23 C24 C25 13.3(8) . . . . ?
C22B C23 C26 C27B 8.6(11) . . . . ?
C22B C23 C26 C31B -169.9(8) . . . . ?
C27B C26 C31B C30B 1.3(11) . . . . ?
C28B C29 C32 O3B 0.0(8) . . . . ?
C28B C29 C32 O4B -169.4(6) . . . . ?
C28B C29 C30B C31B -5.2(9) . . . . ?
C30B C29 C32 O3B 174.7(6) . . . . ?
C30B C29 C32 O4B 5.2(6) . . . . ?
C30B C29 C28B C27B 6.2(10) . . . . ?
C31B C26 C27B C28B -0.6(14) . . . . ?
C36A N2A C35A O5A 163.1(10) . . . . ?
C36A N2A C35A C34A -17.2(18) . . . . ?
C37A N2A C35A O5A 1.5(18) . . . . ?
C37A N2A C35A C34A -178.8(10) . . . . ?
C36B N2B C35B O5B 172.9(8) . . . . ?
C36B N2B C35B C34B 0(2) . . . . ?
C37B N2B C35B O5B -4(2) . . . . ?
C37B N2B C35B C34B -176.7(11) . . . . ?
