#------------------------------------------------------------------------------
#$Date: 2020-06-18 04:19:05 +0300 (Thu, 18 Jun 2020) $
#$Revision: 253225 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558357.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_1558357
loop_
_publ_author_name
'Dick, Benjamin L.'
'Patel, Ashay'
'Cohen, Seth M.'
_publ_section_title
;
 Effect of Heterocycle Content on Metal Binding Isostere Coordination
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC02717K
_journal_year                    2020
_chemical_formula_moiety         'C38 H33 B N8 O3 Zn, H1.979 O'
_chemical_formula_sum            'C38 H35 B N8 O4 Zn'
_chemical_formula_weight         743.92
_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     dual
_audit_creation_date             2020-04-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-04-29 deposited with the CCDC.	2020-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                107.583(6)
_cell_angle_beta                 93.055(6)
_cell_angle_gamma                106.031(6)
_cell_formula_units_Z            2
_cell_length_a                   11.930(2)
_cell_length_b                   13.078(2)
_cell_length_c                   14.235(3)
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.38
_cell_volume                     2012.1(6)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX CCD'
_diffrn_detector_area_resol_mean 8.0
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            47161
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.146
_diffrn_reflns_theta_min         2.069
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              fine-focus
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  0.4906
_exptl_absorpt_correction_T_min  0.4525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0632 before and 0.0509 after correction. The Ratio of minimum to maximum transmission is 0.9223. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: benzene/pentane'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         7991
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0334
_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)+(0.0299P)²+0.9096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0778
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6464
_reflns_number_total             7991
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc02717k2.cif
_cod_data_source_block           Tp_MePh_Zn_5b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' 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 
;
_cod_original_cell_volume        2012.0(6)
_cod_database_code               1558357
_shelx_shelxl_version_number     2014/7
_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   0.937
_shelx_estimated_absorpt_t_min   0.880
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 B1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 N7(H7), C3(H3), C13(H13), C10(H10), C6(H6), C20(H20), C16(H16), C9(H9),
 C37(H37), C23(H23), C34(H34), C8(H8), C17(H17), C18(H18), C19(H19), C7(H7A),
 C36(H36), C35(H35), C30(H30), C26(H26), C27(H27), C29(H29), C28(H28)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C21(H21A,H21B,H21C)
;
_platon_squeeze_void_probe_radius 1.20
_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
Zn1 Zn 0.66420(2) 0.70332(2) 0.34163(2) 0.01491(7) Uani 1 1 d . . . . .
O2 O 0.61100(12) 0.62887(11) 0.19580(9) 0.0189(3) Uani 1 1 d . . . . .
O1 O 0.68092(11) 0.54188(11) 0.32540(9) 0.0181(3) Uani 1 1 d . . . . .
O3 O 0.65899(12) 0.19977(11) 0.10822(11) 0.0271(3) Uani 1 1 d . . . . .
N2 N 0.55502(13) 0.70444(12) 0.44809(11) 0.0142(3) Uani 1 1 d . . . . .
N1 N 0.60369(13) 0.79144(13) 0.53583(11) 0.0154(3) Uani 1 1 d . . . . .
N7 N 0.62080(14) 0.52186(13) 0.16625(12) 0.0180(3) Uani 1 1 d . . . . .
H7 H 0.6037 0.4797 0.1030 0.022 Uiso 1 1 calc R U . . .
N3 N 0.67285(13) 0.93723(13) 0.45186(11) 0.0162(3) Uani 1 1 d . . . . .
N6 N 0.82356(13) 0.77988(13) 0.43649(12) 0.0186(4) Uani 1 1 d . . . . .
O4 O 0.45323(17) 0.61695(15) 0.03539(13) 0.0419(5) Uani 1 1 d . . . . .
N4 N 0.67083(13) 0.87413(13) 0.35455(11) 0.0169(3) Uani 1 1 d . . . . .
N5 N 0.82089(13) 0.86487(13) 0.52045(12) 0.0181(4) Uani 1 1 d . . . . .
N8 N 0.61368(15) 0.29176(14) 0.12076(13) 0.0247(4) Uani 1 1 d . . . . .
C3 C 0.45582(16) 0.67075(16) 0.57011(14) 0.0185(4) Uani 1 1 d . . . . .
H3 H 0.3996 0.6355 0.6045 0.022 Uiso 1 1 calc R U . . .
C5 C 0.38716(15) 0.52753(16) 0.39258(14) 0.0166(4) Uani 1 1 d . . . . .
C4 C 0.46424(15) 0.63071(15) 0.46880(14) 0.0148(4) Uani 1 1 d . . . . .
C32 C 0.67546(16) 0.37197(16) 0.20030(14) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.54473(16) 0.77101(16) 0.61031(14) 0.0175(4) Uani 1 1 d . . . . .
C31 C 0.65614(16) 0.48376(16) 0.23412(14) 0.0163(4) Uani 1 1 d . . . . .
C13 C 0.64503(16) 1.03941(16) 0.36023(14) 0.0187(4) Uani 1 1 d . . . . .
H13 H 0.6327 1.0986 0.3397 0.022 Uiso 1 1 calc R U . . .
C10 C 0.38223(16) 0.51200(16) 0.29115(14) 0.0200(4) Uani 1 1 d . . . . .
H10 H 0.4313 0.5685 0.2694 0.024 Uiso 1 1 calc R U . . .
C33 C 0.76413(16) 0.33965(16) 0.24610(14) 0.0167(4) Uani 1 1 d . . . . .
C12 C 0.65623(16) 1.03691(16) 0.45626(15) 0.0176(4) Uani 1 1 d . . . . .
C24 C 0.93553(17) 0.77667(17) 0.43966(16) 0.0224(5) Uani 1 1 d . . . . .
C14 C 0.65550(16) 0.93705(16) 0.29884(14) 0.0164(4) Uani 1 1 d . . . . .
C6 C 0.31356(16) 0.44305(16) 0.42287(16) 0.0203(4) Uani 1 1 d . . . . .
H6 H 0.3160 0.4518 0.4917 0.024 Uiso 1 1 calc R U . . .
C20 C 0.73515(17) 0.84210(16) 0.15003(15) 0.0199(4) Uani 1 1 d . . . . .
H20 H 0.7822 0.8204 0.1918 0.024 Uiso 1 1 calc R U . . .
C15 C 0.65882(16) 0.90147(15) 0.19087(14) 0.0174(4) Uani 1 1 d . . . . .
C1 C 0.57944(18) 0.84857(18) 0.71561(14) 0.0235(5) Uani 1 1 d . . . . .
H1A H 0.6596 0.8532 0.7402 0.035 Uiso 1 1 calc R U . . .
H1B H 0.5246 0.8197 0.7572 0.035 Uiso 1 1 calc R U . . .
H1C H 0.5769 0.9237 0.7186 0.035 Uiso 1 1 calc R U . . .
C16 C 0.59131(18) 0.93297(16) 0.12797(15) 0.0215(4) Uani 1 1 d . . . . .
H16 H 0.5386 0.9732 0.1545 0.026 Uiso 1 1 calc R U . . .
C38 C 0.75061(17) 0.23195(16) 0.18323(14) 0.0194(4) Uani 1 1 d . . . . .
C9 C 0.30639(18) 0.41483(18) 0.22144(16) 0.0266(5) Uani 1 1 d . . . . .
H9 H 0.3048 0.4048 0.1524 0.032 Uiso 1 1 calc R U . . .
C11 C 0.65138(18) 1.12293(16) 0.55167(15) 0.0223(4) Uani 1 1 d . . . . .
H11A H 0.5880 1.0893 0.5844 0.033 Uiso 1 1 calc R U . . .
H11B H 0.6361 1.1871 0.5376 0.033 Uiso 1 1 calc R U . . .
H11C H 0.7269 1.1488 0.5956 0.033 Uiso 1 1 calc R U . . .
C37 C 0.82421(17) 0.16911(17) 0.19535(16) 0.0227(5) Uani 1 1 d . . . . .
H37 H 0.8143 0.0955 0.1509 0.027 Uiso 1 1 calc R U . . .
C23 C 1.00380(18) 0.85927(18) 0.52621(16) 0.0277(5) Uani 1 1 d . . . . .
H23 H 1.0855 0.8746 0.5471 0.033 Uiso 1 1 calc R U . . .
C22 C 0.93010(17) 0.91392(17) 0.57523(15) 0.0230(5) Uani 1 1 d . . . . .
C34 C 0.85297(18) 0.39057(18) 0.32843(15) 0.0239(5) Uani 1 1 d . . . . .
H34 H 0.8625 0.4640 0.3731 0.029 Uiso 1 1 calc R U . . .
C8 C 0.23300(18) 0.33221(18) 0.25185(17) 0.0281(5) Uani 1 1 d . . . . .
H8 H 0.1803 0.2663 0.2040 0.034 Uiso 1 1 calc R U . . .
C17 C 0.60031(19) 0.90636(17) 0.02765(15) 0.0256(5) Uani 1 1 d . . . . .
H17 H 0.5547 0.9293 -0.0141 0.031 Uiso 1 1 calc R U . . .
C18 C 0.67551(19) 0.84650(18) -0.01224(16) 0.0281(5) Uani 1 1 d . . . . .
H18 H 0.6809 0.8274 -0.0814 0.034 Uiso 1 1 calc R U . . .
C19 C 0.74301(19) 0.81451(18) 0.04945(15) 0.0265(5) Uani 1 1 d . . . . .
H19 H 0.7948 0.7735 0.0224 0.032 Uiso 1 1 calc R U . . .
C25 C 0.97360(17) 0.69699(19) 0.36060(17) 0.0270(5) Uani 1 1 d . . . . .
C7 C 0.23727(17) 0.34677(17) 0.35256(17) 0.0262(5) Uani 1 1 d . . . . .
H7A H 0.1874 0.2902 0.3738 0.031 Uiso 1 1 calc R U . . .
C36 C 0.91203(18) 0.22096(18) 0.27601(16) 0.0266(5) Uani 1 1 d . . . . .
H36 H 0.9650 0.1820 0.2876 0.032 Uiso 1 1 calc R U . . .
C35 C 0.92629(19) 0.32966(19) 0.34209(16) 0.0288(5) Uani 1 1 d . . . . .
H35 H 0.9878 0.3618 0.3974 0.035 Uiso 1 1 calc R U . . .
C30 C 0.9218(2) 0.6584(2) 0.26122(17) 0.0331(6) Uani 1 1 d . . . . .
H30 H 0.8590 0.6834 0.2429 0.040 Uiso 1 1 calc R U . . .
C21 C 0.9571(2) 1.00892(19) 0.67103(16) 0.0332(5) Uani 1 1 d . . . . .
H21A H 0.9308 1.0701 0.6611 0.050 Uiso 1 1 calc R U . . .
H21B H 1.0423 1.0365 0.6938 0.050 Uiso 1 1 calc R U . . .
H21C H 0.9160 0.9828 0.7212 0.050 Uiso 1 1 calc R U . . .
C26 C 1.06801(18) 0.6606(2) 0.38529(19) 0.0350(6) Uani 1 1 d . . . . .
H26 H 1.1056 0.6869 0.4524 0.042 Uiso 1 1 calc R U . . .
B1 B 0.70515(19) 0.89538(19) 0.53716(17) 0.0177(5) Uani 1 1 d . . . . .
H1 H 0.7177 0.9567 0.6026 0.021 Uiso 1 1 calc R U . . .
C27 C 1.1066(2) 0.5864(2) 0.3123(2) 0.0474(7) Uani 1 1 d . . . . .
H27 H 1.1699 0.5616 0.3298 0.057 Uiso 1 1 calc R U . . .
C29 C 0.9607(2) 0.5845(2) 0.1890(2) 0.0496(7) Uani 1 1 d . . . . .
H29 H 0.9241 0.5581 0.1216 0.060 Uiso 1 1 calc R U . . .
C28 C 1.0537(3) 0.5486(3) 0.2151(2) 0.0567(8) Uani 1 1 d . . . . .
H28 H 1.0807 0.4979 0.1654 0.068 Uiso 1 1 calc R U . . .
H4A H 0.503(3) 0.625(3) 0.084(2) 0.070(10) Uiso 1 1 d . . . . .
H4B H 0.472(3) 0.683(3) 0.025(3) 0.10(2) Uiso 0.98(8) 1 d . . . A 1
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'
B B 0.0013 0.0007 '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'
Zn Zn 0.2839 1.4301 '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
O2 Zn1 O1 80.25(5) . . ?
O2 Zn1 N2 124.67(6) . . ?
O2 Zn1 N6 137.01(6) . . ?
O2 Zn1 N4 99.69(5) . . ?
O1 Zn1 N4 172.48(5) . . ?
N2 Zn1 O1 96.15(5) . . ?
N2 Zn1 N6 97.94(6) . . ?
N2 Zn1 N4 90.07(6) . . ?
N6 Zn1 O1 90.69(6) . . ?
N6 Zn1 N4 84.25(6) . . ?
N7 O2 Zn1 110.22(10) . . ?
C31 O1 Zn1 108.39(11) . . ?
C38 O3 N8 107.59(14) . . ?
N1 N2 Zn1 112.39(11) . . ?
C4 N2 Zn1 137.84(13) . . ?
C4 N2 N1 106.84(14) . . ?
N2 N1 B1 120.38(15) . . ?
C2 N1 N2 109.63(15) . . ?
C2 N1 B1 129.89(16) . . ?
O2 N7 H7 120.6 . . ?
C31 N7 O2 118.76(15) . . ?
C31 N7 H7 120.6 . . ?
N4 N3 B1 119.61(15) . . ?
C12 N3 N4 110.31(15) . . ?
C12 N3 B1 129.70(16) . . ?
N5 N6 Zn1 113.99(11) . . ?
C24 N6 Zn1 139.20(14) . . ?
C24 N6 N5 106.68(16) . . ?
H4A O4 H4B 106(3) . . ?
N3 N4 Zn1 111.27(11) . . ?
C14 N4 Zn1 141.32(13) . . ?
C14 N4 N3 106.33(15) . . ?
N6 N5 B1 119.96(15) . . ?
C22 N5 N6 109.88(16) . . ?
C22 N5 B1 130.07(17) . . ?
C32 N8 O3 106.86(15) . . ?
C4 C3 H3 126.7 . . ?
C2 C3 H3 126.7 . . ?
C2 C3 C4 106.59(17) . . ?
C10 C5 C4 122.20(17) . . ?
C10 C5 C6 118.61(18) . . ?
C6 C5 C4 119.16(17) . . ?
N2 C4 C3 109.12(17) . . ?
N2 C4 C5 123.12(16) . . ?
C3 C4 C5 127.73(17) . . ?
N8 C32 C31 121.97(17) . . ?
N8 C32 C33 112.09(17) . . ?
C33 C32 C31 125.89(17) . . ?
N1 C2 C3 107.81(16) . . ?
N1 C2 C1 122.36(17) . . ?
C3 C2 C1 129.82(18) . . ?
O1 C31 N7 122.21(17) . . ?
O1 C31 C32 119.55(16) . . ?
N7 C31 C32 118.09(17) . . ?
C12 C13 H13 126.9 . . ?
C12 C13 C14 106.30(17) . . ?
C14 C13 H13 126.9 . . ?
C5 C10 H10 119.7 . . ?
C9 C10 C5 120.66(19) . . ?
C9 C10 H10 119.7 . . ?
C38 C33 C32 103.20(17) . . ?
C38 C33 C34 120.44(18) . . ?
C34 C33 C32 136.30(18) . . ?
N3 C12 C13 107.36(17) . . ?
N3 C12 C11 123.01(17) . . ?
C13 C12 C11 129.63(17) . . ?
N6 C24 C23 109.25(18) . . ?
N6 C24 C25 122.62(19) . . ?
C23 C24 C25 128.13(18) . . ?
N4 C14 C13 109.68(17) . . ?
N4 C14 C15 122.24(16) . . ?
C13 C14 C15 127.95(17) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.22(19) . . ?
C7 C6 H6 119.9 . . ?
C15 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C15 120.64(18) . . ?
C20 C15 C14 120.78(17) . . ?
C20 C15 C16 118.47(18) . . ?
C16 C15 C14 120.61(17) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.77(19) . . ?
C17 C16 H16 119.6 . . ?
O3 C38 C33 110.21(16) . . ?
O3 C38 C37 126.33(18) . . ?
C33 C38 C37 123.42(19) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.8 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C38 C37 H37 122.3 . . ?
C36 C37 C38 115.38(19) . . ?
C36 C37 H37 122.3 . . ?
C24 C23 H23 126.6 . . ?
C22 C23 C24 106.72(18) . . ?
C22 C23 H23 126.6 . . ?
N5 C22 C23 107.48(18) . . ?
N5 C22 C21 123.32(19) . . ?
C23 C22 C21 129.20(19) . . ?
C33 C34 H34 121.5 . . ?
C35 C34 C33 117.05(19) . . ?
C35 C34 H34 121.5 . . ?
C9 C8 H8 120.3 . . ?
C7 C8 C9 119.3(2) . . ?
C7 C8 H8 120.3 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.26(19) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.55(19) . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 120.30(19) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C30 C25 C24 122.55(18) . . ?
C30 C25 C26 118.4(2) . . ?
C26 C25 C24 119.1(2) . . ?
C6 C7 H7A 119.6 . . ?
C8 C7 C6 120.70(19) . . ?
C8 C7 H7A 119.6 . . ?
C37 C36 H36 118.9 . . ?
C37 C36 C35 122.27(19) . . ?
C35 C36 H36 118.9 . . ?
C34 C35 C36 121.4(2) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C25 C30 H30 119.6 . . ?
C29 C30 C25 120.9(2) . . ?
C29 C30 H30 119.6 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26 119.8 . . ?
N1 B1 N3 109.33(15) . . ?
N1 B1 N5 110.86(15) . . ?
N1 B1 H1 109.6 . . ?
N3 B1 N5 107.86(15) . . ?
N3 B1 H1 109.6 . . ?
N5 B1 H1 109.6 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.3(2) . . ?
C28 C27 H27 119.8 . . ?
C30 C29 H29 120.1 . . ?
C30 C29 C28 119.8(3) . . ?
C28 C29 H29 120.1 . . ?
C27 C28 C29 120.2(2) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
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
Zn1 O2 1.9893(13) . ?
Zn1 O1 2.1199(13) . ?
Zn1 N2 2.0495(15) . ?
Zn1 N6 2.0733(16) . ?
Zn1 N4 2.1640(16) . ?
O2 N7 1.3746(19) . ?
O1 C31 1.262(2) . ?
O3 N8 1.418(2) . ?
O3 C38 1.364(2) . ?
N2 N1 1.375(2) . ?
N2 C4 1.349(2) . ?
N1 C2 1.355(2) . ?
N1 B1 1.545(3) . ?
N7 H7 0.8800 . ?
N7 C31 1.313(2) . ?
N3 N4 1.377(2) . ?
N3 C12 1.356(2) . ?
N3 B1 1.546(3) . ?
N6 N5 1.373(2) . ?
N6 C24 1.347(2) . ?
O4 H4A 0.85(3) . ?
O4 H4B 0.89(4) . ?
N4 C14 1.342(2) . ?
N5 C22 1.358(2) . ?
N5 B1 1.551(3) . ?
N8 C32 1.301(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(3) . ?
C3 C2 1.373(3) . ?
C5 C4 1.472(3) . ?
C5 C10 1.392(3) . ?
C5 C6 1.403(3) . ?
C32 C31 1.482(3) . ?
C32 C33 1.436(3) . ?
C2 C1 1.494(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.377(3) . ?
C13 C14 1.403(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.388(3) . ?
C33 C38 1.382(3) . ?
C33 C34 1.395(3) . ?
C12 C11 1.495(3) . ?
C24 C23 1.397(3) . ?
C24 C25 1.472(3) . ?
C14 C15 1.471(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.387(3) . ?
C20 H20 0.9500 . ?
C20 C15 1.394(3) . ?
C20 C19 1.382(3) . ?
C15 C16 1.396(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.381(3) . ?
C38 C37 1.394(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.386(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C37 H37 0.9500 . ?
C37 C36 1.373(3) . ?
C23 H23 0.9500 . ?
C23 C22 1.372(3) . ?
C22 C21 1.488(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(3) . ?
C19 H19 0.9500 . ?
C25 C30 1.393(3) . ?
C25 C26 1.405(3) . ?
C7 H7A 0.9500 . ?
C36 H36 0.9500 . ?
C36 C35 1.406(3) . ?
C35 H35 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.381(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C26 H26 0.9500 . ?
C26 C27 1.385(3) . ?
B1 H1 1.0000 . ?
C27 H27 0.9500 . ?
C27 C28 1.371(4) . ?
C29 H29 0.9500 . ?
C29 C28 1.392(3) . ?
C28 H28 0.9500 . ?
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
Zn1 O2 N7 C31 2.99(19) . . . . ?
Zn1 O1 C31 N7 -3.1(2) . . . . ?
Zn1 O1 C31 C32 172.25(13) . . . . ?
Zn1 N2 N1 C2 -163.39(11) . . . . ?
Zn1 N2 N1 B1 20.06(18) . . . . ?
Zn1 N2 C4 C3 157.64(14) . . . . ?
Zn1 N2 C4 C5 -24.1(3) . . . . ?
Zn1 N6 N5 C22 -176.73(12) . . . . ?
Zn1 N6 N5 B1 0.1(2) . . . . ?
Zn1 N6 C24 C23 175.83(15) . . . . ?
Zn1 N6 C24 C25 -3.4(3) . . . . ?
Zn1 N4 C14 C13 164.82(15) . . . . ?
Zn1 N4 C14 C15 -19.1(3) . . . . ?
O2 N7 C31 O1 0.3(3) . . . . ?
O2 N7 C31 C32 -175.18(15) . . . . ?
O3 N8 C32 C31 177.28(16) . . . . ?
O3 N8 C32 C33 -0.4(2) . . . . ?
O3 C38 C37 C36 178.70(18) . . . . ?
N2 N1 C2 C3 -0.99(19) . . . . ?
N2 N1 C2 C1 177.91(16) . . . . ?
N2 N1 B1 N3 47.6(2) . . . . ?
N2 N1 B1 N5 -71.1(2) . . . . ?
N1 N2 C4 C3 -0.37(19) . . . . ?
N1 N2 C4 C5 177.89(15) . . . . ?
N3 N4 C14 C13 -1.3(2) . . . . ?
N3 N4 C14 C15 174.71(16) . . . . ?
N6 N5 C22 C23 -0.4(2) . . . . ?
N6 N5 C22 C21 -179.88(17) . . . . ?
N6 N5 B1 N1 56.9(2) . . . . ?
N6 N5 B1 N3 -62.8(2) . . . . ?
N6 C24 C23 C22 -0.7(2) . . . . ?
N6 C24 C25 C30 31.0(3) . . . . ?
N6 C24 C25 C26 -150.85(19) . . . . ?
N4 N3 C12 C13 -0.9(2) . . . . ?
N4 N3 C12 C11 178.68(16) . . . . ?
N4 N3 B1 N1 -70.7(2) . . . . ?
N4 N3 B1 N5 50.0(2) . . . . ?
N4 C14 C15 C20 -35.3(3) . . . . ?
N4 C14 C15 C16 149.03(18) . . . . ?
N5 N6 C24 C23 0.4(2) . . . . ?
N5 N6 C24 C25 -178.83(17) . . . . ?
N8 O3 C38 C33 2.1(2) . . . . ?
N8 O3 C38 C37 -175.96(18) . . . . ?
N8 C32 C31 O1 152.77(18) . . . . ?
N8 C32 C31 N7 -31.7(3) . . . . ?
N8 C32 C33 C38 1.7(2) . . . . ?
N8 C32 C33 C34 178.6(2) . . . . ?
C5 C10 C9 C8 0.9(3) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C4 N2 N1 C2 0.84(18) . . . . ?
C4 N2 N1 B1 -175.72(15) . . . . ?
C4 C3 C2 N1 0.7(2) . . . . ?
C4 C3 C2 C1 -178.05(18) . . . . ?
C4 C5 C10 C9 -178.40(17) . . . . ?
C4 C5 C6 C7 177.82(16) . . . . ?
C32 C33 C38 O3 -2.3(2) . . . . ?
C32 C33 C38 C37 175.89(18) . . . . ?
C32 C33 C34 C35 -175.4(2) . . . . ?
C2 N1 B1 N3 -128.13(19) . . . . ?
C2 N1 B1 N5 113.1(2) . . . . ?
C2 C3 C4 N2 -0.2(2) . . . . ?
C2 C3 C4 C5 -178.37(17) . . . . ?
C31 C32 C33 C38 -175.94(17) . . . . ?
C31 C32 C33 C34 1.0(3) . . . . ?
C13 C14 C15 C20 140.0(2) . . . . ?
C13 C14 C15 C16 -35.7(3) . . . . ?
C10 C5 C4 N2 -16.7(3) . . . . ?
C10 C5 C4 C3 161.22(18) . . . . ?
C10 C5 C6 C7 -0.4(3) . . . . ?
C10 C9 C8 C7 -0.9(3) . . . . ?
C33 C32 C31 O1 -29.9(3) . . . . ?
C33 C32 C31 N7 145.72(19) . . . . ?
C33 C38 C37 C36 0.9(3) . . . . ?
C33 C34 C35 C36 -0.1(3) . . . . ?
C12 N3 N4 Zn1 -169.35(11) . . . . ?
C12 N3 N4 C14 1.4(2) . . . . ?
C12 N3 B1 N1 117.1(2) . . . . ?
C12 N3 B1 N5 -122.28(19) . . . . ?
C12 C13 C14 N4 0.8(2) . . . . ?
C12 C13 C14 C15 -174.97(18) . . . . ?
C24 N6 N5 C22 0.0(2) . . . . ?
C24 N6 N5 B1 176.80(16) . . . . ?
C24 C23 C22 N5 0.6(2) . . . . ?
C24 C23 C22 C21 -179.9(2) . . . . ?
C24 C25 C30 C29 179.4(2) . . . . ?
C24 C25 C26 C27 -179.4(2) . . . . ?
C14 C13 C12 N3 0.1(2) . . . . ?
C14 C13 C12 C11 -179.48(19) . . . . ?
C14 C15 C16 C17 175.51(18) . . . . ?
C6 C5 C4 N2 165.12(16) . . . . ?
C6 C5 C4 C3 -17.0(3) . . . . ?
C6 C5 C10 C9 -0.2(3) . . . . ?
C20 C15 C16 C17 -0.3(3) . . . . ?
C15 C20 C19 C18 0.6(3) . . . . ?
C15 C16 C17 C18 0.9(3) . . . . ?
C16 C17 C18 C19 -0.8(3) . . . . ?
C38 O3 N8 C32 -1.0(2) . . . . ?
C38 C33 C34 C35 1.2(3) . . . . ?
C38 C37 C36 C35 0.3(3) . . . . ?
C9 C8 C7 C6 0.3(3) . . . . ?
C37 C36 C35 C34 -0.7(3) . . . . ?
C23 C24 C25 C30 -148.1(2) . . . . ?
C23 C24 C25 C26 30.0(3) . . . . ?
C22 N5 B1 N1 -127.03(19) . . . . ?
C22 N5 B1 N3 113.3(2) . . . . ?
C34 C33 C38 O3 -179.83(17) . . . . ?
C34 C33 C38 C37 -1.7(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C19 C20 C15 C14 -176.22(18) . . . . ?
C19 C20 C15 C16 -0.4(3) . . . . ?
C25 C24 C23 C22 178.53(19) . . . . ?
C25 C30 C29 C28 -0.7(4) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C30 C25 C26 C27 -1.2(3) . . . . ?
C30 C29 C28 C27 0.2(4) . . . . ?
C26 C25 C30 C29 1.3(3) . . . . ?
C26 C27 C28 C29 -0.1(4) . . . . ?
B1 N1 C2 C3 175.14(17) . . . . ?
B1 N1 C2 C1 -6.0(3) . . . . ?
B1 N3 N4 Zn1 17.01(19) . . . . ?
B1 N3 N4 C14 -172.23(15) . . . . ?
B1 N3 C12 C13 171.88(17) . . . . ?
B1 N3 C12 C11 -8.5(3) . . . . ?
B1 N5 C22 C23 -176.81(18) . . . . ?
B1 N5 C22 C21 3.7(3) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 385 86 ' '
