#------------------------------------------------------------------------------
#$Date: 2025-10-06 10:08:21 +0300 (Mon, 06 Oct 2025) $
#$Revision: 302445 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/48/7134877.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_7134877
loop_
_publ_author_name
'Oh, Ju Hyun'
'Shin, Sang Kyu'
'Kim, Sung Kuk'
_publ_section_title
;
 A calix[4]pyrrole functionalized with an amidoindole ester for the
 selective recognition of the dihydrogen phosphate anion.
;
_journal_issue                   71
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13425
_journal_page_last               13428
_journal_paper_doi               10.1039/d5cc03617h
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C54 H60 N8 O6, C16 H36 N, H2 O4 P'
_chemical_formula_sum            'C70 H98 N9 O10 P'
_chemical_formula_weight         1256.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-02-27
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2025-06-13 deposited with the CCDC.	2025-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.228(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0616(2)
_cell_length_b                   16.1110(2)
_cell_length_c                   32.0350(5)
_cell_measurement_reflns_used    4315
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      26.0650
_cell_measurement_theta_min      1.7570
_cell_volume                     7214.58(18)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXTL-Plus, Bruker AXS, Inc. 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      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.682
_diffrn_measured_fraction_theta_max 0.682
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -180.00 -60.00   0.50    2.00   0.00   0.00   0.00    --   240
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0361164000
_diffrn_orient_matrix_UB_12      0.0515367000
_diffrn_orient_matrix_UB_13      0.0015389000
_diffrn_orient_matrix_UB_21      0.0172111000
_diffrn_orient_matrix_UB_22      0.0160457000
_diffrn_orient_matrix_UB_23      -0.0276320000
_diffrn_orient_matrix_UB_31      -0.0573663000
_diffrn_orient_matrix_UB_32      -0.0276154000
_diffrn_orient_matrix_UB_33      -0.0132886000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.97741
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.682
_diffrn_reflns_Laue_measured_fraction_max 0.682
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6768
_diffrn_reflns_point_group_measured_fraction_full 0.682
_diffrn_reflns_point_group_measured_fraction_max 0.682
_diffrn_reflns_theta_full        26.503
_diffrn_reflns_theta_max         26.503
_diffrn_reflns_theta_min         1.948
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       plank
_exptl_crystal_F_000             2704
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     831
_refine_ls_number_reflns         3926
_refine_ls_number_restraints     540
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0513
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1002P)²+6.8843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1468
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3521
_reflns_number_total             3926
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc03617h2.cif
_cod_data_source_block           oh-2
_cod_depositor_comments          'Adding full bibliography for 7134877.cif.'
_cod_database_code               7134877
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C48H32N4O4
_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.
;
_reflns_odcompleteness_completeness 67.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.50
_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, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C39(H39A,H39B), C50(H50A,H50B), C53(H53A,H53B), C55(H55A,
 H55B), C56(H56A,H56B), C57(H57A,H57B), C59(H59A,H59B), C60(H60A,H60B),
 C61(H61A,H61B), C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B), C67(H67A,H67B),
  C68(H68A,H68B), C69(H69A,H69B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N5(H5), N6(H6), N7(H7), N8(H8), C2(H2A),
 C3(H3A), C7(H7A), C8(H8A), C12(H12), C13(H13), C17(H17), C18(H18), C31(H31),
 C32(H32), C33(H33), C45(H45), C46(H46), C47(H47)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C37(H37A,H37B,H37C), C40(H40A,
 H40B,H40C), C51(H51A,H51B,H51C), C54(H54A,H54B,H54C), C58(H58A,H58B,H58C),
 C62(H62A,H62B,H62C), C66(H66A,H66B,H66C), C70(H70A,H70B,H70C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.490
_oxdiff_exptl_absorpt_empirical_full_min 0.455
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.8735(3) 1.0668(2) 0.62346(10) 0.0493(11) Uani 1 1 d . U . . .
O2 O 0.3878(2) 0.8683(3) 0.61043(12) 0.0507(11) Uani 1 1 d . U . . .
O3 O 0.2824(3) 0.9573(2) 0.57730(11) 0.0536(11) Uani 1 1 d . U . . .
O4 O 0.6194(2) 0.4182(2) 0.70060(10) 0.0426(10) Uani 1 1 d . U . . .
O5 O 0.7321(2) 0.6601(3) 0.50966(11) 0.0465(11) Uani 1 1 d . U . . .
O6 O 0.7335(3) 0.5644(2) 0.45874(15) 0.0503(11) Uani 1 1 d . U . . .
N1 N 0.9096(3) 0.7730(3) 0.64332(14) 0.0408(12) Uani 1 1 d . U . . .
H1 H 0.921352 0.765862 0.670620 0.049 Uiso 1 1 calc R U . . .
N2 N 0.7585(3) 0.8813(2) 0.69349(16) 0.0360(11) Uani 1 1 d . U . . .
H2 H 0.722293 0.858867 0.672347 0.043 Uiso 1 1 calc R U . . .
N3 N 0.6809(3) 0.7065(3) 0.73015(12) 0.0368(11) Uani 1 1 d . U . . .
H3 H 0.742623 0.712106 0.737594 0.044 Uiso 1 1 calc R U . . .
N4 N 0.8118(3) 0.6025(2) 0.67017(14) 0.0345(11) Uani 1 1 d . U . . .
H4 H 0.770716 0.633382 0.654337 0.041 Uiso 1 1 calc R U . . .
N5 N 0.7498(4) 0.9810(3) 0.60327(16) 0.0371(12) Uani 1 1 d . U . . .
H5 H 0.726615 0.931107 0.607028 0.044 Uiso 1 1 calc R U . . .
N6 N 0.5371(4) 0.9670(2) 0.58758(13) 0.0367(12) Uani 1 1 d . U . . .
H6 H 0.557260 0.927753 0.605518 0.044 Uiso 1 1 calc R U . . .
N7 N 0.6106(3) 0.5133(2) 0.64863(17) 0.0368(11) Uani 1 1 d . U . . .
H7 H 0.616800 0.566388 0.643085 0.044 Uiso 1 1 calc R U . . .
N8 N 0.6539(3) 0.5406(3) 0.56053(16) 0.0353(11) Uani 1 1 d . U . . .
H8 H 0.678688 0.581634 0.576233 0.042 Uiso 1 1 calc R U . . .
C1 C 0.9136(3) 0.7108(4) 0.6140(2) 0.0369(14) Uani 1 1 d . U . . .
C2 C 0.8911(3) 0.7474(3) 0.57538(19) 0.0388(14) Uani 1 1 d . U . . .
H2A H 0.888122 0.720399 0.548896 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8732(3) 0.8327(3) 0.5823(2) 0.0383(14) Uani 1 1 d . U . . .
H3A H 0.856039 0.872837 0.561062 0.046 Uiso 1 1 calc R U . . .
C4 C 0.8847(3) 0.8477(4) 0.6244(2) 0.0368(14) Uani 1 1 d . U . . .
C5 C 0.8888(4) 0.9270(3) 0.64938(18) 0.0335(14) Uani 1 1 d . U . . .
C6 C 0.8466(4) 0.9181(3) 0.6907(2) 0.0337(14) Uani 1 1 d . U . . .
C7 C 0.8789(4) 0.9441(3) 0.7299(2) 0.0491(16) Uani 1 1 d . U . . .
H7A H 0.938193 0.971106 0.737779 0.059 Uiso 1 1 calc R U . . .
C8 C 0.8099(5) 0.9242(3) 0.7570(2) 0.0522(17) Uani 1 1 d . U . . .
H8A H 0.814071 0.936112 0.786201 0.063 Uiso 1 1 calc R U . . .
C9 C 0.7362(4) 0.8850(3) 0.7340(2) 0.0368(14) Uani 1 1 d . U . . .
C10 C 0.6404(4) 0.8561(3) 0.74588(17) 0.0414(15) Uani 1 1 d . U . . .
C11 C 0.6161(5) 0.7700(4) 0.73015(16) 0.0377(15) Uani 1 1 d . U . . .
C12 C 0.5300(5) 0.7361(4) 0.71676(17) 0.0473(16) Uani 1 1 d . U . . .
H12 H 0.470724 0.764846 0.713317 0.057 Uiso 1 1 calc R U . . .
C13 C 0.5431(4) 0.6502(4) 0.70870(16) 0.0430(15) Uani 1 1 d . U . . .
H13 H 0.494418 0.611664 0.699126 0.052 Uiso 1 1 calc R U . . .
C14 C 0.6382(4) 0.6332(4) 0.71721(15) 0.0320(14) Uani 1 1 d . U . . .
C15 C 0.6903(4) 0.5522(3) 0.71800(16) 0.0324(14) Uani 1 1 d . U . . .
C16 C 0.7903(4) 0.5587(3) 0.70488(19) 0.0310(14) Uani 1 1 d . U . . .
C17 C 0.8722(5) 0.5185(3) 0.72024(17) 0.0428(15) Uani 1 1 d . U . . .
H17 H 0.879660 0.482970 0.744026 0.051 Uiso 1 1 calc R U . . .
C18 C 0.9441(4) 0.5395(3) 0.6943(2) 0.0439(15) Uani 1 1 d . U . . .
H18 H 1.008437 0.520478 0.697701 0.053 Uiso 1 1 calc R U . . .
C19 C 0.9051(4) 0.5917(3) 0.66366(18) 0.0344(14) Uani 1 1 d . U . . .
C20 C 0.9479(3) 0.6246(3) 0.62562(17) 0.0340(14) Uani 1 1 d . U . . .
C21 C 0.9943(3) 0.9517(3) 0.65885(17) 0.0482(16) Uani 1 1 d . U . . .
H21A H 1.029173 0.907377 0.674873 0.072 Uiso 1 1 calc R U . . .
H21B H 0.998990 1.003123 0.675299 0.072 Uiso 1 1 calc R U . . .
H21C H 1.021992 0.960439 0.632417 0.072 Uiso 1 1 calc R U . . .
C22 C 0.6435(4) 0.8548(3) 0.79390(18) 0.0634(18) Uani 1 1 d . U . . .
H22A H 0.696138 0.819134 0.805714 0.095 Uiso 1 1 calc R U . . .
H22B H 0.582852 0.833160 0.801810 0.095 Uiso 1 1 calc R U . . .
H22C H 0.653529 0.911301 0.804847 0.095 Uiso 1 1 calc R U . . .
C23 C 0.5621(4) 0.9159(3) 0.72850(19) 0.0598(17) Uani 1 1 d . U . . .
H23A H 0.577786 0.972054 0.738823 0.090 Uiso 1 1 calc R U . . .
H23B H 0.500940 0.898600 0.737726 0.090 Uiso 1 1 calc R U . . .
H23C H 0.557217 0.915558 0.697746 0.090 Uiso 1 1 calc R U . . .
C24 C 0.6965(3) 0.5186(3) 0.76326(15) 0.0431(15) Uani 1 1 d . U . . .
H24A H 0.735094 0.556362 0.782155 0.065 Uiso 1 1 calc R U . . .
H24B H 0.726413 0.463530 0.764377 0.065 Uiso 1 1 calc R U . . .
H24C H 0.632052 0.514351 0.772005 0.065 Uiso 1 1 calc R U . . .
C25 C 1.0577(3) 0.6284(3) 0.63533(17) 0.0505(16) Uani 1 1 d . U . . .
H25A H 1.074629 0.667387 0.658425 0.076 Uiso 1 1 calc R U . . .
H25B H 1.085987 0.647102 0.610314 0.076 Uiso 1 1 calc R U . . .
H25C H 1.082283 0.573103 0.643424 0.076 Uiso 1 1 calc R U . . .
C26 C 0.9226(4) 0.5666(3) 0.58831(16) 0.0461(15) Uani 1 1 d . U . . .
H26A H 0.946863 0.510765 0.595423 0.069 Uiso 1 1 calc R U . . .
H26B H 0.951675 0.587344 0.563905 0.069 Uiso 1 1 calc R U . . .
H26C H 0.852904 0.564442 0.581682 0.069 Uiso 1 1 calc R U . . .
C27 C 0.8367(5) 0.9973(4) 0.62403(17) 0.0349(15) Uani 1 1 d . U . . .
C28 C 0.6911(5) 1.0345(4) 0.57613(18) 0.0361(14) Uani 1 1 d . U . . .
C29 C 0.5937(5) 1.0235(4) 0.57021(18) 0.0330(14) Uani 1 1 d . U . . .
C30 C 0.5332(5) 1.0741(4) 0.54259(18) 0.0374(14) Uani 1 1 d . U . . .
C31 C 0.5727(5) 1.1376(3) 0.52027(16) 0.0453(15) Uani 1 1 d . U . . .
H31 H 0.533788 1.172253 0.501476 0.054 Uiso 1 1 calc R U . . .
C32 C 0.6691(5) 1.1477(3) 0.52656(18) 0.0483(16) Uani 1 1 d . U . . .
H32 H 0.696850 1.190577 0.511529 0.058 Uiso 1 1 calc R U . . .
C33 C 0.7296(4) 1.0988(4) 0.55384(19) 0.0437(15) Uani 1 1 d . U . . .
H33 H 0.796565 1.109097 0.557264 0.052 Uiso 1 1 calc R U . . .
C34 C 0.4371(4) 1.0466(4) 0.54424(18) 0.0372(15) Uani 1 1 d . U . . .
C35 C 0.4434(5) 0.9815(4) 0.57238(18) 0.0363(14) Uani 1 1 d . U . . .
C36 C 0.3507(4) 1.0826(3) 0.52009(16) 0.0433(15) Uani 1 1 d . U . . .
H36A H 0.301512 1.038678 0.515010 0.052 Uiso 1 1 calc R U . . .
H36B H 0.367596 1.101556 0.492451 0.052 Uiso 1 1 calc R U . . .
C37 C 0.3086(4) 1.1549(3) 0.54226(17) 0.0548(16) Uani 1 1 d . U . . .
H37A H 0.254025 1.177750 0.524275 0.082 Uiso 1 1 calc R U . . .
H37B H 0.357388 1.198054 0.548093 0.082 Uiso 1 1 calc R U . . .
H37C H 0.287242 1.135683 0.568727 0.082 Uiso 1 1 calc R U . . .
C38 C 0.3710(5) 0.9292(4) 0.5884(2) 0.0455(16) Uani 1 1 d . U . . .
C39 C 0.2049(4) 0.9132(4) 0.5936(2) 0.0687(18) Uani 1 1 d . U . . .
H39A H 0.152354 0.952424 0.597461 0.082 Uiso 1 1 calc R U . . .
H39B H 0.227675 0.889368 0.621424 0.082 Uiso 1 1 calc R U . . .
C40 C 0.1683(4) 0.8457(4) 0.5649(2) 0.079(2) Uani 1 1 d . U . . .
H40A H 0.147853 0.868991 0.537072 0.119 Uiso 1 1 calc R U . . .
H40B H 0.113787 0.818772 0.575907 0.119 Uiso 1 1 calc R U . . .
H40C H 0.219065 0.804847 0.562585 0.119 Uiso 1 1 calc R U . . .
C41 C 0.6353(4) 0.4894(4) 0.6891(2) 0.0356(14) Uani 1 1 d . U . . .
C42 C 0.5758(4) 0.4612(4) 0.6141(2) 0.0353(14) Uani 1 1 d . U . . .
C43 C 0.6006(4) 0.4765(4) 0.5741(2) 0.0281(14) Uani 1 1 d . U . . .
C44 C 0.5743(4) 0.4248(4) 0.5398(2) 0.0341(15) Uani 1 1 d . U . . .
C45 C 0.5177(4) 0.3543(4) 0.5457(2) 0.0424(15) Uani 1 1 d . U . . .
H45 H 0.498069 0.317825 0.523139 0.051 Uiso 1 1 calc R U . . .
C46 C 0.4919(4) 0.3404(3) 0.5852(2) 0.0473(16) Uani 1 1 d . U . . .
H46 H 0.453047 0.293602 0.589628 0.057 Uiso 1 1 calc R U . . .
C47 C 0.5206(4) 0.3921(4) 0.61925(18) 0.0437(15) Uani 1 1 d . U . . .
H47 H 0.501841 0.379564 0.646164 0.052 Uiso 1 1 calc R U . . .
C48 C 0.6139(4) 0.4575(4) 0.5043(2) 0.0389(15) Uani 1 1 d . U . . .
C49 C 0.6622(4) 0.5302(4) 0.5181(2) 0.0345(15) Uani 1 1 d . U . . .
C50 C 0.6035(4) 0.4196(3) 0.46153(17) 0.0461(15) Uani 1 1 d . U . . .
H50A H 0.602039 0.464287 0.440260 0.055 Uiso 1 1 calc R U . . .
H50B H 0.541866 0.389467 0.457153 0.055 Uiso 1 1 calc R U . . .
C51 C 0.6843(4) 0.3600(4) 0.45519(17) 0.0655(18) Uani 1 1 d . U . . .
H51A H 0.672974 0.334925 0.427225 0.098 Uiso 1 1 calc R U . . .
H51B H 0.687056 0.316370 0.476586 0.098 Uiso 1 1 calc R U . . .
H51C H 0.745101 0.390326 0.457655 0.098 Uiso 1 1 calc R U . . .
C52 C 0.7120(4) 0.5914(5) 0.4960(2) 0.0439(16) Uani 1 1 d . U . . .
C53 C 0.7803(5) 0.6243(4) 0.4339(2) 0.0660(18) Uani 1 1 d . U . . .
H53A H 0.837962 0.646967 0.450442 0.079 Uiso 1 1 calc R U . . .
H53B H 0.736298 0.670797 0.425518 0.079 Uiso 1 1 calc R U . . .
C54 C 0.8070(6) 0.5812(5) 0.3965(2) 0.109(3) Uani 1 1 d . U . . .
H54A H 0.838580 0.620375 0.379019 0.163 Uiso 1 1 calc R U . . .
H54B H 0.749442 0.559019 0.380302 0.163 Uiso 1 1 calc R U . . .
H54C H 0.850877 0.535589 0.405073 0.163 Uiso 1 1 calc R U . . .
N9 N 0.7907(3) 0.2359(3) 0.69626(14) 0.0528(13) Uani 1 1 d . U . . .
C55 C 0.7884(4) 0.3052(3) 0.66392(18) 0.0514(16) Uani 1 1 d . U . . .
H55A H 0.720957 0.321717 0.656215 0.062 Uiso 1 1 calc R U . . .
H55B H 0.822564 0.353827 0.677106 0.062 Uiso 1 1 calc R U . . .
C56 C 0.8322(4) 0.2838(3) 0.62401(18) 0.0565(17) Uani 1 1 d . U . . .
H56A H 0.902399 0.278169 0.630383 0.068 Uiso 1 1 calc R U . . .
H56B H 0.806561 0.229891 0.612998 0.068 Uiso 1 1 calc R U . . .
C57 C 0.8100(4) 0.3505(3) 0.59108(19) 0.0600(17) Uani 1 1 d . U . . .
H57A H 0.740726 0.348671 0.581359 0.072 Uiso 1 1 calc R U . . .
H57B H 0.823899 0.405329 0.604260 0.072 Uiso 1 1 calc R U . . .
C58 C 0.8648(4) 0.3427(4) 0.55375(19) 0.0739(19) Uani 1 1 d . U . . .
H58A H 0.845682 0.387231 0.533737 0.111 Uiso 1 1 calc R U . . .
H58B H 0.851077 0.288790 0.540242 0.111 Uiso 1 1 calc R U . . .
H58C H 0.933427 0.346984 0.562813 0.111 Uiso 1 1 calc R U . . .
C59 C 0.7611(4) 0.2745(3) 0.73595(18) 0.0563(17) Uani 1 1 d . U . . .
H59A H 0.701754 0.306777 0.728584 0.068 Uiso 1 1 calc R U . . .
H59B H 0.811494 0.313880 0.747188 0.068 Uiso 1 1 calc R U . . .
C60 C 0.7438(4) 0.2133(3) 0.77038(17) 0.0560(17) Uani 1 1 d . U . . .
H60A H 0.795854 0.171657 0.773490 0.067 Uiso 1 1 calc R U . . .
H60B H 0.682603 0.183725 0.762805 0.067 Uiso 1 1 calc R U . . .
C61 C 0.7401(4) 0.2599(4) 0.81206(18) 0.0618(18) Uani 1 1 d . U . . .
H61A H 0.804397 0.282042 0.821755 0.074 Uiso 1 1 calc R U . . .
H61B H 0.695498 0.307418 0.807600 0.074 Uiso 1 1 calc R U . . .
C62 C 0.7074(4) 0.2031(4) 0.84546(18) 0.0638(17) Uani 1 1 d . U . . .
H62A H 0.640242 0.187858 0.837870 0.096 Uiso 1 1 calc R U . . .
H62B H 0.713912 0.231801 0.872584 0.096 Uiso 1 1 calc R U . . .
H62C H 0.746837 0.152776 0.847512 0.096 Uiso 1 1 calc R U . . .
C63 C 0.7225(4) 0.1673(3) 0.68113(17) 0.0523(16) Uani 1 1 d . U . . .
H63A H 0.743101 0.144136 0.654936 0.063 Uiso 1 1 calc R U . . .
H63B H 0.728088 0.122413 0.702373 0.063 Uiso 1 1 calc R U . . .
C64 C 0.6185(5) 0.1913(4) 0.67275(18) 0.0629(17) Uani 1 1 d . U . . .
H64A H 0.601573 0.226669 0.696114 0.075 Uiso 1 1 calc R U . . .
H64B H 0.609641 0.224880 0.646737 0.075 Uiso 1 1 calc R U . . .
C65 C 0.5531(5) 0.1208(4) 0.6683(2) 0.083(2) Uani 1 1 d . U . . .
H65A H 0.562147 0.088411 0.694668 0.100 Uiso 1 1 calc R U . . .
H65B H 0.572919 0.084712 0.645714 0.100 Uiso 1 1 calc R U . . .
C66 C 0.4499(5) 0.1376(4) 0.65874(18) 0.0714(19) Uani 1 1 d . U . . .
H66A H 0.438228 0.165240 0.631406 0.107 Uiso 1 1 calc R U . . .
H66B H 0.428448 0.173654 0.680534 0.107 Uiso 1 1 calc R U . . .
H66C H 0.414383 0.085208 0.657970 0.107 Uiso 1 1 calc R U . . .
C67 C 0.8907(4) 0.1972(3) 0.70475(18) 0.0567(17) Uani 1 1 d . U . . .
H67A H 0.887769 0.150480 0.724636 0.068 Uiso 1 1 calc R U . . .
H67B H 0.909242 0.174188 0.678134 0.068 Uiso 1 1 calc R U . . .
C68 C 0.9674(4) 0.2572(4) 0.72257(19) 0.0665(18) Uani 1 1 d . U . . .
H68A H 0.954686 0.273903 0.751186 0.080 Uiso 1 1 calc R U . . .
H68B H 0.964880 0.307761 0.704897 0.080 Uiso 1 1 calc R U . . .
C69 C 1.0666(5) 0.2195(4) 0.7245(2) 0.0750(19) Uani 1 1 d . U . . .
H69A H 1.066983 0.166259 0.739938 0.090 Uiso 1 1 calc R U . . .
H69B H 1.112711 0.257174 0.740509 0.090 Uiso 1 1 calc R U . . .
C70 C 1.0994(4) 0.2040(4) 0.6816(2) 0.083(2) Uani 1 1 d . U . . .
H70A H 1.099224 0.256371 0.666053 0.125 Uiso 1 1 calc R U . . .
H70B H 1.055941 0.164501 0.666027 0.125 Uiso 1 1 calc R U . . .
H70C H 1.164327 0.180967 0.684981 0.125 Uiso 1 1 calc R U . . .
P1 P 0.61532(10) 0.75038(9) 0.60128(5) 0.0373(5) Uani 1 1 d . U . . .
O7 O 0.6689(2) 0.67346(18) 0.61599(9) 0.0358(9) Uani 1 1 d . U . . .
O8 O 0.6427(2) 0.83096(18) 0.62236(10) 0.0383(9) Uani 1 1 d . U . . .
O9 O 0.5060(2) 0.7333(2) 0.60423(11) 0.0473(11) Uani 1 1 d . U . . .
O10 O 0.6213(3) 0.7606(2) 0.55304(11) 0.0465(11) Uani 1 1 d . U . . .
H9 H 0.480(4) 0.777(3) 0.6074(18) 0.070 Uiso 1 1 d . U . . .
H10 H 0.657(4) 0.737(3) 0.5388(19) 0.070 Uiso 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0077 0.0034 '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 0.0136 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0229 0.0125 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1709 0.1818 '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
C38 O3 C39 117.1(4) . . ?
C52 O6 C53 115.6(5) . . ?
C1 N1 H1 124.4 . . ?
C4 N1 H1 124.4 . . ?
C4 N1 C1 111.2(4) . . ?
C6 N2 H2 125.0 . . ?
C9 N2 H2 125.0 . . ?
C9 N2 C6 110.0(5) . . ?
C11 N3 H3 124.0 . . ?
C14 N3 H3 124.0 . . ?
C14 N3 C11 112.0(4) . . ?
C16 N4 H4 124.5 . . ?
C19 N4 H4 124.5 . . ?
C19 N4 C16 110.9(4) . . ?
C27 N5 H5 116.0 . . ?
C27 N5 C28 128.0(5) . . ?
C28 N5 H5 116.0 . . ?
C29 N6 H6 125.6 . . ?
C29 N6 C35 108.7(4) . . ?
C35 N6 H6 125.6 . . ?
C41 N7 H7 116.5 . . ?
C41 N7 C42 127.0(4) . . ?
C42 N7 H7 116.5 . . ?
C43 N8 H8 125.5 . . ?
C43 N8 C49 109.1(5) . . ?
C49 N8 H8 125.5 . . ?
N1 C1 C20 122.5(5) . . ?
C2 C1 N1 106.2(5) . . ?
C2 C1 C20 130.9(5) . . ?
C1 C2 H2A 126.2 . . ?
C1 C2 C3 107.6(5) . . ?
C3 C2 H2A 126.2 . . ?
C2 C3 H3A 125.6 . . ?
C4 C3 C2 108.8(5) . . ?
C4 C3 H3A 125.6 . . ?
N1 C4 C5 121.0(5) . . ?
C3 C4 N1 106.2(5) . . ?
C3 C4 C5 132.0(5) . . ?
C4 C5 C6 112.9(4) . . ?
C4 C5 C21 107.8(4) . . ?
C4 C5 C27 110.9(5) . . ?
C6 C5 C21 108.3(4) . . ?
C6 C5 C27 108.9(4) . . ?
C27 C5 C21 108.0(5) . . ?
N2 C6 C5 122.3(6) . . ?
C7 C6 N2 106.5(5) . . ?
C7 C6 C5 131.1(6) . . ?
C6 C7 H7A 125.7 . . ?
C6 C7 C8 108.5(5) . . ?
C8 C7 H7A 125.7 . . ?
C7 C8 H8A 126.1 . . ?
C9 C8 C7 107.8(5) . . ?
C9 C8 H8A 126.1 . . ?
N2 C9 C10 121.9(6) . . ?
C8 C9 N2 107.1(5) . . ?
C8 C9 C10 130.7(6) . . ?
C9 C10 C22 109.2(5) . . ?
C9 C10 C23 109.9(4) . . ?
C11 C10 C9 112.1(4) . . ?
C11 C10 C22 107.7(4) . . ?
C11 C10 C23 109.4(5) . . ?
C23 C10 C22 108.4(4) . . ?
N3 C11 C10 124.2(6) . . ?
C12 C11 N3 105.6(5) . . ?
C12 C11 C10 130.0(6) . . ?
C11 C12 H12 125.6 . . ?
C11 C12 C13 108.8(5) . . ?
C13 C12 H12 125.6 . . ?
C12 C13 H13 126.2 . . ?
C14 C13 C12 107.6(5) . . ?
C14 C13 H13 126.2 . . ?
N3 C14 C15 123.3(5) . . ?
C13 C14 N3 106.1(5) . . ?
C13 C14 C15 130.3(6) . . ?
C14 C15 C16 113.8(4) . . ?
C14 C15 C24 107.5(4) . . ?
C14 C15 C41 110.7(4) . . ?
C16 C15 C24 109.0(4) . . ?
C16 C15 C41 107.6(4) . . ?
C41 C15 C24 108.1(4) . . ?
N4 C16 C15 123.4(5) . . ?
C17 C16 N4 106.4(4) . . ?
C17 C16 C15 129.8(6) . . ?
C16 C17 H17 126.2 . . ?
C16 C17 C18 107.7(5) . . ?
C18 C17 H17 126.2 . . ?
C17 C18 H18 125.9 . . ?
C19 C18 C17 108.2(5) . . ?
C19 C18 H18 125.9 . . ?
N4 C19 C18 106.8(5) . . ?
N4 C19 C20 123.5(6) . . ?
C18 C19 C20 129.2(5) . . ?
C1 C20 C19 112.3(4) . . ?
C1 C20 C25 107.4(4) . . ?
C1 C20 C26 109.2(4) . . ?
C19 C20 C25 109.2(4) . . ?
C19 C20 C26 109.7(4) . . ?
C26 C20 C25 109.0(4) . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O1 C27 N5 121.8(5) . . ?
O1 C27 C5 120.1(6) . . ?
N5 C27 C5 118.1(6) . . ?
C29 C28 N5 120.6(6) . . ?
C29 C28 C33 117.4(6) . . ?
C33 C28 N5 122.0(6) . . ?
N6 C29 C28 130.2(6) . . ?
N6 C29 C30 107.5(5) . . ?
C28 C29 C30 122.3(6) . . ?
C29 C30 C34 107.8(5) . . ?
C31 C30 C29 119.7(5) . . ?
C31 C30 C34 132.5(7) . . ?
C30 C31 H31 121.4 . . ?
C32 C31 C30 117.2(5) . . ?
C32 C31 H31 121.4 . . ?
C31 C32 H32 118.1 . . ?
C31 C32 C33 123.8(5) . . ?
C33 C32 H32 118.1 . . ?
C28 C33 H33 120.2 . . ?
C32 C33 C28 119.6(5) . . ?
C32 C33 H33 120.2 . . ?
C30 C34 C36 125.7(6) . . ?
C35 C34 C30 105.4(5) . . ?
C35 C34 C36 128.9(6) . . ?
N6 C35 C34 110.6(5) . . ?
N6 C35 C38 117.2(6) . . ?
C34 C35 C38 132.2(7) . . ?
C34 C36 H36A 108.9 . . ?
C34 C36 H36B 108.9 . . ?
C34 C36 C37 113.2(4) . . ?
H36A C36 H36B 107.7 . . ?
C37 C36 H36A 108.9 . . ?
C37 C36 H36B 108.9 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O2 C38 O3 122.9(6) . . ?
O2 C38 C35 124.9(6) . . ?
O3 C38 C35 112.2(6) . . ?
O3 C39 H39A 109.4 . . ?
O3 C39 H39B 109.4 . . ?
O3 C39 C40 111.1(5) . . ?
H39A C39 H39B 108.0 . . ?
C40 C39 H39A 109.4 . . ?
C40 C39 H39B 109.4 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O4 C41 N7 120.7(5) . . ?
O4 C41 C15 122.3(6) . . ?
N7 C41 C15 116.8(5) . . ?
C43 C42 N7 120.7(5) . . ?
C47 C42 N7 122.0(6) . . ?
C47 C42 C43 117.2(5) . . ?
N8 C43 C42 128.8(6) . . ?
N8 C43 C44 107.8(5) . . ?
C42 C43 C44 123.4(6) . . ?
C43 C44 C45 118.6(6) . . ?
C43 C44 C48 108.4(5) . . ?
C48 C44 C45 133.0(6) . . ?
C44 C45 H45 121.1 . . ?
C46 C45 C44 117.8(5) . . ?
C46 C45 H45 121.1 . . ?
C45 C46 H46 118.7 . . ?
C45 C46 C47 122.6(5) . . ?
C47 C46 H46 118.7 . . ?
C42 C47 C46 120.5(5) . . ?
C42 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
C44 C48 C50 125.1(6) . . ?
C49 C48 C44 106.1(5) . . ?
C49 C48 C50 128.8(6) . . ?
N8 C49 C48 108.6(5) . . ?
N8 C49 C52 119.8(6) . . ?
C48 C49 C52 131.5(7) . . ?
C48 C50 H50A 109.1 . . ?
C48 C50 H50B 109.1 . . ?
C48 C50 C51 112.4(4) . . ?
H50A C50 H50B 107.9 . . ?
C51 C50 H50A 109.1 . . ?
C51 C50 H50B 109.1 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O5 C52 O6 123.7(6) . . ?
O5 C52 C49 123.6(6) . . ?
O6 C52 C49 112.6(7) . . ?
O6 C53 H53A 110.2 . . ?
O6 C53 H53B 110.2 . . ?
O6 C53 C54 107.8(5) . . ?
H53A C53 H53B 108.5 . . ?
C54 C53 H53A 110.2 . . ?
C54 C53 H53B 110.2 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C55 N9 C67 111.7(4) . . ?
C59 N9 C55 106.5(4) . . ?
C59 N9 C67 110.4(4) . . ?
C63 N9 C55 110.7(4) . . ?
C63 N9 C59 110.3(4) . . ?
C63 N9 C67 107.3(4) . . ?
N9 C55 H55A 108.5 . . ?
N9 C55 H55B 108.5 . . ?
H55A C55 H55B 107.5 . . ?
C56 C55 N9 115.2(4) . . ?
C56 C55 H55A 108.5 . . ?
C56 C55 H55B 108.5 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 108.1 . . ?
C57 C56 C55 110.7(5) . . ?
C57 C56 H56A 109.5 . . ?
C57 C56 H56B 109.5 . . ?
C56 C57 H57A 108.7 . . ?
C56 C57 H57B 108.7 . . ?
H57A C57 H57B 107.6 . . ?
C58 C57 C56 114.3(5) . . ?
C58 C57 H57A 108.7 . . ?
C58 C57 H57B 108.7 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
N9 C59 H59A 108.5 . . ?
N9 C59 H59B 108.5 . . ?
N9 C59 C60 115.1(4) . . ?
H59A C59 H59B 107.5 . . ?
C60 C59 H59A 108.5 . . ?
C60 C59 H59B 108.5 . . ?
C59 C60 H60A 109.7 . . ?
C59 C60 H60B 109.7 . . ?
C59 C60 C61 109.7(5) . . ?
H60A C60 H60B 108.2 . . ?
C61 C60 H60A 109.7 . . ?
C61 C60 H60B 109.7 . . ?
C60 C61 H61A 109.4 . . ?
C60 C61 H61B 109.4 . . ?
H61A C61 H61B 108.0 . . ?
C62 C61 C60 111.0(5) . . ?
C62 C61 H61A 109.4 . . ?
C62 C61 H61B 109.4 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
N9 C63 H63A 108.3 . . ?
N9 C63 H63B 108.3 . . ?
H63A C63 H63B 107.4 . . ?
C64 C63 N9 116.1(4) . . ?
C64 C63 H63A 108.3 . . ?
C64 C63 H63B 108.3 . . ?
C63 C64 H64A 108.8 . . ?
C63 C64 H64B 108.8 . . ?
H64A C64 H64B 107.7 . . ?
C65 C64 C63 113.9(5) . . ?
C65 C64 H64A 108.8 . . ?
C65 C64 H64B 108.8 . . ?
C64 C65 H65A 107.8 . . ?
C64 C65 H65B 107.8 . . ?
C64 C65 C66 118.2(6) . . ?
H65A C65 H65B 107.1 . . ?
C66 C65 H65A 107.8 . . ?
C66 C65 H65B 107.8 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
N9 C67 H67A 108.7 . . ?
N9 C67 H67B 108.7 . . ?
H67A C67 H67B 107.6 . . ?
C68 C67 N9 114.1(4) . . ?
C68 C67 H67A 108.7 . . ?
C68 C67 H67B 108.7 . . ?
C67 C68 H68A 109.2 . . ?
C67 C68 H68B 109.2 . . ?
C67 C68 C69 111.9(5) . . ?
H68A C68 H68B 107.9 . . ?
C69 C68 H68A 109.2 . . ?
C69 C68 H68B 109.2 . . ?
C68 C69 H69A 108.9 . . ?
C68 C69 H69B 108.9 . . ?
C68 C69 C70 113.5(5) . . ?
H69A C69 H69B 107.7 . . ?
C70 C69 H69A 108.9 . . ?
C70 C69 H69B 108.9 . . ?
C69 C70 H70A 109.5 . . ?
C69 C70 H70B 109.5 . . ?
C69 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
O7 P1 O9 107.30(19) . . ?
O7 P1 O10 108.58(18) . . ?
O8 P1 O7 118.67(19) . . ?
O8 P1 O9 109.27(18) . . ?
O8 P1 O10 108.39(18) . . ?
O10 P1 O9 103.6(2) . . ?
P1 O9 H9 109(4) . . ?
P1 O10 H10 127(4) . . ?
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 C27 1.235(6) . ?
O2 C38 1.217(6) . ?
O3 C38 1.337(6) . ?
O3 C39 1.446(6) . ?
O4 C41 1.233(6) . ?
O5 C52 1.211(7) . ?
O6 C52 1.335(7) . ?
O6 C53 1.453(6) . ?
N1 H1 0.8800 . ?
N1 C1 1.380(6) . ?
N1 C4 1.375(6) . ?
N2 H2 0.8800 . ?
N2 C6 1.385(6) . ?
N2 C9 1.368(6) . ?
N3 H3 0.8800 . ?
N3 C11 1.371(6) . ?
N3 C14 1.367(6) . ?
N4 H4 0.8800 . ?
N4 C16 1.378(6) . ?
N4 C19 1.362(6) . ?
N5 H5 0.8800 . ?
N5 C27 1.353(6) . ?
N5 C28 1.422(6) . ?
N6 H6 0.8800 . ?
N6 C29 1.368(6) . ?
N6 C35 1.374(6) . ?
N7 H7 0.8800 . ?
N7 C41 1.362(6) . ?
N7 C42 1.432(7) . ?
N8 H8 0.8800 . ?
N8 C43 1.374(6) . ?
N8 C49 1.388(6) . ?
C1 C2 1.375(7) . ?
C1 C20 1.505(7) . ?
C2 H2A 0.9500 . ?
C2 C3 1.420(6) . ?
C3 H3A 0.9500 . ?
C3 C4 1.362(7) . ?
C4 C5 1.506(7) . ?
C5 C6 1.515(7) . ?
C5 C21 1.534(6) . ?
C5 C27 1.532(7) . ?
C6 C7 1.355(7) . ?
C7 H7A 0.9500 . ?
C7 C8 1.407(7) . ?
C8 H8A 0.9500 . ?
C8 C9 1.361(7) . ?
C9 C10 1.512(7) . ?
C10 C11 1.502(7) . ?
C10 C22 1.534(7) . ?
C10 C23 1.522(7) . ?
C11 C12 1.355(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.423(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.363(6) . ?
C14 C15 1.496(7) . ?
C15 C16 1.514(7) . ?
C15 C24 1.542(6) . ?
C15 C41 1.524(7) . ?
C16 C17 1.366(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.418(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.362(7) . ?
C19 C20 1.512(7) . ?
C20 C25 1.544(6) . ?
C20 C26 1.528(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C28 C29 1.374(7) . ?
C28 C33 1.400(7) . ?
C29 C30 1.416(7) . ?
C30 C31 1.398(7) . ?
C30 C34 1.429(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.357(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.396(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(7) . ?
C34 C36 1.485(7) . ?
C35 C38 1.456(8) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.518(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.480(8) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C42 C43 1.385(7) . ?
C42 C47 1.378(7) . ?
C43 C44 1.397(7) . ?
C44 C45 1.411(7) . ?
C44 C48 1.419(7) . ?
C45 H45 0.9500 . ?
C45 C46 1.373(7) . ?
C46 H46 0.9500 . ?
C46 C47 1.396(7) . ?
C47 H47 0.9500 . ?
C48 C49 1.401(7) . ?
C48 C50 1.493(7) . ?
C49 C52 1.441(8) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C51 1.518(7) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.469(8) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
N9 C55 1.521(6) . ?
N9 C59 1.514(6) . ?
N9 C63 1.509(6) . ?
N9 C67 1.535(6) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.518(7) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C57 1.515(7) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.497(7) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C59 C60 1.518(7) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.538(7) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 C62 1.517(7) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.508(7) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 C65 1.459(8) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C66 1.476(8) . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C67 C68 1.514(7) . ?
C68 H68A 0.9900 . ?
C68 H68B 0.9900 . ?
C68 C69 1.516(7) . ?
C69 H69A 0.9900 . ?
C69 H69B 0.9900 . ?
C69 C70 1.518(8) . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
P1 O7 1.499(3) . ?
P1 O8 1.494(3) . ?
P1 O9 1.574(4) . ?
P1 O10 1.566(4) . ?
O9 H9 0.80(5) . ?
O10 H10 0.81(5) . ?
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 C1 C2 C3 -0.2(5) . . . . ?
N1 C1 C20 C19 45.4(6) . . . . ?
N1 C1 C20 C25 -74.7(5) . . . . ?
N1 C1 C20 C26 167.3(4) . . . . ?
N1 C4 C5 C6 -44.5(6) . . . . ?
N1 C4 C5 C21 75.0(6) . . . . ?
N1 C4 C5 C27 -167.0(4) . . . . ?
N2 C6 C7 C8 -0.8(6) . . . . ?
N2 C9 C10 C11 51.5(6) . . . . ?
N2 C9 C10 C22 170.8(4) . . . . ?
N2 C9 C10 C23 -70.4(6) . . . . ?
N3 C11 C12 C13 0.3(5) . . . . ?
N3 C14 C15 C16 -39.8(6) . . . . ?
N3 C14 C15 C24 81.0(5) . . . . ?
N3 C14 C15 C41 -161.2(4) . . . . ?
N4 C16 C17 C18 0.5(5) . . . . ?
N4 C19 C20 C1 41.5(6) . . . . ?
N4 C19 C20 C25 160.5(4) . . . . ?
N4 C19 C20 C26 -80.2(6) . . . . ?
N5 C28 C29 N6 1.5(7) . . . . ?
N5 C28 C29 C30 -178.3(4) . . . . ?
N5 C28 C33 C32 177.9(4) . . . . ?
N6 C29 C30 C31 -179.8(4) . . . . ?
N6 C29 C30 C34 0.7(5) . . . . ?
N6 C35 C38 O2 -8.5(7) . . . . ?
N6 C35 C38 O3 169.3(4) . . . . ?
N7 C42 C43 N8 -3.6(7) . . . . ?
N7 C42 C43 C44 175.5(4) . . . . ?
N7 C42 C47 C46 -176.7(4) . . . . ?
N8 C43 C44 C45 -179.3(4) . . . . ?
N8 C43 C44 C48 1.0(5) . . . . ?
N8 C49 C52 O5 -14.7(7) . . . . ?
N8 C49 C52 O6 165.4(4) . . . . ?
C1 N1 C4 C3 -0.3(5) . . . . ?
C1 N1 C4 C5 -171.5(4) . . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
C2 C1 C20 C19 -142.3(5) . . . . ?
C2 C1 C20 C25 97.6(6) . . . . ?
C2 C1 C20 C26 -20.4(7) . . . . ?
C2 C3 C4 N1 0.1(5) . . . . ?
C2 C3 C4 C5 170.1(5) . . . . ?
C3 C4 C5 C6 146.8(5) . . . . ?
C3 C4 C5 C21 -93.7(6) . . . . ?
C3 C4 C5 C27 24.3(7) . . . . ?
C4 N1 C1 C2 0.3(5) . . . . ?
C4 N1 C1 C20 174.2(4) . . . . ?
C4 C5 C6 N2 -48.2(6) . . . . ?
C4 C5 C6 C7 134.8(6) . . . . ?
C4 C5 C27 O1 -135.3(4) . . . . ?
C4 C5 C27 N5 45.8(5) . . . . ?
C5 C6 C7 C8 176.6(5) . . . . ?
C6 N2 C9 C8 0.0(5) . . . . ?
C6 N2 C9 C10 174.8(4) . . . . ?
C6 C5 C27 O1 99.9(5) . . . . ?
C6 C5 C27 N5 -79.0(5) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 N2 -0.5(6) . . . . ?
C7 C8 C9 C10 -174.7(5) . . . . ?
C8 C9 C10 C11 -135.1(6) . . . . ?
C8 C9 C10 C22 -15.8(8) . . . . ?
C8 C9 C10 C23 103.0(6) . . . . ?
C9 N2 C6 C5 -177.2(4) . . . . ?
C9 N2 C6 C7 0.5(5) . . . . ?
C9 C10 C11 N3 39.5(7) . . . . ?
C9 C10 C11 C12 -146.5(6) . . . . ?
C10 C11 C12 C13 -174.6(5) . . . . ?
C11 N3 C14 C13 -0.1(5) . . . . ?
C11 N3 C14 C15 -174.1(4) . . . . ?
C11 C12 C13 C14 -0.3(6) . . . . ?
C12 C13 C14 N3 0.2(5) . . . . ?
C12 C13 C14 C15 173.7(5) . . . . ?
C13 C14 C15 C16 147.7(5) . . . . ?
C13 C14 C15 C24 -91.5(6) . . . . ?
C13 C14 C15 C41 26.4(7) . . . . ?
C14 N3 C11 C10 175.2(4) . . . . ?
C14 N3 C11 C12 -0.1(5) . . . . ?
C14 C15 C16 N4 -45.7(6) . . . . ?
C14 C15 C16 C17 142.0(5) . . . . ?
C14 C15 C41 O4 -131.5(5) . . . . ?
C14 C15 C41 N7 53.6(5) . . . . ?
C15 C16 C17 C18 173.8(5) . . . . ?
C16 N4 C19 C18 0.6(5) . . . . ?
C16 N4 C19 C20 173.6(4) . . . . ?
C16 C15 C41 O4 103.6(5) . . . . ?
C16 C15 C41 N7 -71.4(5) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C18 C19 N4 -0.3(5) . . . . ?
C17 C18 C19 C20 -172.7(5) . . . . ?
C18 C19 C20 C1 -147.2(5) . . . . ?
C18 C19 C20 C25 -28.1(7) . . . . ?
C18 C19 C20 C26 91.2(6) . . . . ?
C19 N4 C16 C15 -174.5(4) . . . . ?
C19 N4 C16 C17 -0.7(5) . . . . ?
C20 C1 C2 C3 -173.4(5) . . . . ?
C21 C5 C6 N2 -167.4(4) . . . . ?
C21 C5 C6 C7 15.6(7) . . . . ?
C21 C5 C27 O1 -17.4(6) . . . . ?
C21 C5 C27 N5 163.7(4) . . . . ?
C22 C10 C11 N3 -80.6(5) . . . . ?
C22 C10 C11 C12 93.4(7) . . . . ?
C23 C10 C11 N3 161.7(4) . . . . ?
C23 C10 C11 C12 -24.3(7) . . . . ?
C24 C15 C16 N4 -165.7(4) . . . . ?
C24 C15 C16 C17 22.0(7) . . . . ?
C24 C15 C41 O4 -14.0(6) . . . . ?
C24 C15 C41 N7 171.1(4) . . . . ?
C27 N5 C28 C29 -154.8(4) . . . . ?
C27 N5 C28 C33 26.5(7) . . . . ?
C27 C5 C6 N2 75.4(6) . . . . ?
C27 C5 C6 C7 -101.6(6) . . . . ?
C28 N5 C27 O1 5.0(7) . . . . ?
C28 N5 C27 C5 -176.2(4) . . . . ?
C28 C29 C30 C31 0.1(7) . . . . ?
C28 C29 C30 C34 -179.5(4) . . . . ?
C29 N6 C35 C34 1.2(5) . . . . ?
C29 N6 C35 C38 -177.9(4) . . . . ?
C29 C28 C33 C32 -0.8(7) . . . . ?
C29 C30 C31 C32 -0.2(7) . . . . ?
C29 C30 C34 C35 0.0(5) . . . . ?
C29 C30 C34 C36 180.0(4) . . . . ?
C30 C31 C32 C33 -0.2(7) . . . . ?
C30 C34 C35 N6 -0.7(5) . . . . ?
C30 C34 C35 C38 178.2(5) . . . . ?
C30 C34 C36 C37 -87.5(6) . . . . ?
C31 C30 C34 C35 -179.4(5) . . . . ?
C31 C30 C34 C36 0.6(8) . . . . ?
C31 C32 C33 C28 0.7(7) . . . . ?
C33 C28 C29 N6 -179.7(4) . . . . ?
C33 C28 C29 C30 0.5(7) . . . . ?
C34 C30 C31 C32 179.1(5) . . . . ?
C34 C35 C38 O2 172.7(5) . . . . ?
C34 C35 C38 O3 -9.6(8) . . . . ?
C35 N6 C29 C28 179.0(5) . . . . ?
C35 N6 C29 C30 -1.1(5) . . . . ?
C35 C34 C36 C37 92.5(6) . . . . ?
C36 C34 C35 N6 179.3(4) . . . . ?
C36 C34 C35 C38 -1.8(9) . . . . ?
C38 O3 C39 C40 -90.3(6) . . . . ?
C39 O3 C38 O2 1.6(7) . . . . ?
C39 O3 C38 C35 -176.2(5) . . . . ?
C41 N7 C42 C43 -144.6(5) . . . . ?
C41 N7 C42 C47 32.1(7) . . . . ?
C41 C15 C16 N4 77.3(6) . . . . ?
C41 C15 C16 C17 -95.0(6) . . . . ?
C42 N7 C41 O4 -7.8(7) . . . . ?
C42 N7 C41 C15 167.2(4) . . . . ?
C42 C43 C44 C45 1.4(7) . . . . ?
C42 C43 C44 C48 -178.3(4) . . . . ?
C43 N8 C49 C48 -0.5(5) . . . . ?
C43 N8 C49 C52 177.6(4) . . . . ?
C43 C42 C47 C46 0.2(7) . . . . ?
C43 C44 C45 C46 -0.3(7) . . . . ?
C43 C44 C48 C49 -1.3(5) . . . . ?
C43 C44 C48 C50 179.1(4) . . . . ?
C44 C45 C46 C47 -0.9(7) . . . . ?
C44 C48 C49 N8 1.1(5) . . . . ?
C44 C48 C49 C52 -176.7(5) . . . . ?
C44 C48 C50 C51 -91.4(6) . . . . ?
C45 C44 C48 C49 179.0(5) . . . . ?
C45 C44 C48 C50 -0.6(8) . . . . ?
C45 C46 C47 C42 1.0(8) . . . . ?
C47 C42 C43 N8 179.5(4) . . . . ?
C47 C42 C43 C44 -1.4(7) . . . . ?
C48 C44 C45 C46 179.4(5) . . . . ?
C48 C49 C52 O5 162.9(5) . . . . ?
C48 C49 C52 O6 -17.0(7) . . . . ?
C49 N8 C43 C42 178.9(4) . . . . ?
C49 N8 C43 C44 -0.3(5) . . . . ?
C49 C48 C50 C51 89.0(6) . . . . ?
C50 C48 C49 N8 -179.3(4) . . . . ?
C50 C48 C49 C52 3.0(9) . . . . ?
C52 O6 C53 C54 174.2(5) . . . . ?
C53 O6 C52 O5 -2.4(7) . . . . ?
C53 O6 C52 C49 177.5(4) . . . . ?
N9 C55 C56 C57 169.5(5) . . . . ?
N9 C59 C60 C61 165.4(4) . . . . ?
N9 C63 C64 C65 -165.8(5) . . . . ?
N9 C67 C68 C69 -171.8(5) . . . . ?
C55 N9 C59 C60 171.0(5) . . . . ?
C55 N9 C63 C64 -60.5(6) . . . . ?
C55 N9 C67 C68 61.7(6) . . . . ?
C55 C56 C57 C58 169.4(5) . . . . ?
C59 N9 C55 C56 169.8(4) . . . . ?
C59 N9 C63 C64 57.0(6) . . . . ?
C59 N9 C67 C68 -56.5(6) . . . . ?
C59 C60 C61 C62 171.0(5) . . . . ?
C63 N9 C55 C56 -70.3(5) . . . . ?
C63 N9 C59 C60 50.9(6) . . . . ?
C63 N9 C67 C68 -176.8(4) . . . . ?
C63 C64 C65 C66 -178.2(5) . . . . ?
C67 N9 C55 C56 49.2(6) . . . . ?
C67 N9 C59 C60 -67.6(6) . . . . ?
C67 N9 C63 C64 177.3(4) . . . . ?
C67 C68 C69 C70 67.8(7) . . . . ?
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 0.000 -0.964 0.000 345.4 44.5 ?
2 0.000 -0.253 0.500 345.4 44.5 ?
3 0.011 0.106 0.147 9.9 0.0 ?
4 0.011 0.394 0.647 9.9 0.0 ?
5 -0.011 0.606 0.353 9.9 0.0 ?
6 -0.011 0.894 0.853 9.9 0.0 ?
7 0.385 -0.036 0.145 14.0 0.0 ?
8 0.385 0.536 0.645 14.0 0.0 ?
9 0.615 0.036 0.855 14.0 0.0 ?
10 0.615 0.464 0.355 14.0 0.0 ?
