#------------------------------------------------------------------------------
#$Date: 2020-06-18 04:19:05 +0300 (Thu, 18 Jun 2020) $
#$Revision: 253225 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558354.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_1558354
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         'C39 H35 B N8 O3 Zn, C6 H6'
_chemical_formula_sum            'C45 H41 B N8 O3 Zn'
_chemical_formula_weight         818.04
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2020-04-29
_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                100.704(3)
_cell_angle_beta                 96.654(3)
_cell_angle_gamma                114.105(3)
_cell_formula_units_Z            2
_cell_length_a                   11.7292(11)
_cell_length_b                   11.9654(12)
_cell_length_c                   16.3974(16)
_cell_measurement_reflns_used    9825
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.38
_cell_volume                     2016.3(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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-II CCD'
_diffrn_detector_area_resol_mean 8.0
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker X8 APEX'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_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  0.0295
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53797
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.390
_diffrn_reflns_theta_min         2.028
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Bruker TXS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  0.4908
_exptl_absorpt_correction_T_min  0.4564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0477 before and 0.0393 after correction. The Ratio of minimum to maximum transmission is 0.9299. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: benzene/pentane'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         8246
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0279
_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)+(0.0342P)²+1.2432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0701
_refine_ls_wR_factor_ref         0.0734
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7397
_reflns_number_total             8246
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc02717k2.cif
_cod_data_source_block           Tp_MePh_Zn_5a
_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_database_code               1558354
_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   0.802
_shelx_estimated_absorpt_t_min   0.778
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C40, C41, C42, C43, C44, C45
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C40A, C41A, C42A, C43A, C44A, C45A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(C43A)=Sof(H43A)=Sof(C44A)=Sof(H44A)=Sof(C45A)=Sof(H45A)=Sof(C40A)=
 Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(C42A)=Sof(H42A)=1-FVAR(1)
 Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=Sof(C45)=Sof(H45)=Sof(C40)=Sof(H40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 B1(H1)
4.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C6(H6), C23(H23), C13(H13), C20(H20), C30(H30), C10(H10), C7(H7),
 C35(H35), C3(H3), C9(H9), C29(H29), C8(H8), C17(H17), C37(H37), C36(H36),
 C16(H16), C28(H28), C19(H19), C18(H18), C26(H26), C27(H27), C43(H43), C44(H44),
  C45(H45), C40(H40), C41(H41), C42(H42), C43A(H43A), C44A(H44A), C45A(H45A),
 C40A(H40A), C41A(H41A), C42A(H42A)
4.c Fitted hexagon refined as free rotating group:
 C43(C44,C45,C40,C41,C42), C43A(C44A,C45A,C40A,C41A,C42A)
4.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C1(H1A,H1B,H1C), C21(H21A,H21B,H21C), C39(H39A,H39B,H39C)
;
_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 0.26743(2) 0.56408(2) 0.35422(2) 0.01729(6) Uani 1 1 d . . . . .
O2 O 0.19652(10) 0.43447(10) 0.25120(7) 0.0260(2) Uani 1 1 d . . . . .
O1 O 0.35090(10) 0.64951(10) 0.23896(7) 0.0229(2) Uani 1 1 d . . . . .
N4 N 0.18402(11) 0.48647(11) 0.45147(7) 0.0177(2) Uani 1 1 d . . . . .
N2 N 0.44427(11) 0.64497(11) 0.43084(8) 0.0178(2) Uani 1 1 d . . . . .
N3 N 0.21638(11) 0.58599(12) 0.52164(7) 0.0179(2) Uani 1 1 d . . . . .
N5 N 0.28465(11) 0.78267(12) 0.46655(7) 0.0180(2) Uani 1 1 d . . . . .
N6 N 0.22669(11) 0.71521(12) 0.38381(7) 0.0179(2) Uani 1 1 d . . . . .
N7 N 0.32133(12) 0.54719(12) 0.16654(8) 0.0213(3) Uani 1 1 d . . . . .
N1 N 0.44554(11) 0.70425(11) 0.51139(7) 0.0181(2) Uani 1 1 d . . . . .
O3 O 0.10042(14) 0.12153(12) 0.05856(9) 0.0497(4) Uani 1 1 d . . . . .
C31 C 0.24213(14) 0.44517(15) 0.18285(9) 0.0215(3) Uani 1 1 d . . . . .
C34 C 0.33515(15) 0.37459(15) -0.00268(9) 0.0230(3) Uani 1 1 d . . . . .
H34 H 0.3830 0.4638 0.0185 0.028 Uiso 1 1 calc R U . . .
C14 C 0.09763(13) 0.38300(14) 0.46941(9) 0.0185(3) Uani 1 1 d . . . . .
C11 C 0.16616(16) 0.63034(16) 0.66498(9) 0.0257(3) Uani 1 1 d . . . . .
H11A H 0.2509 0.6559 0.6997 0.039 Uiso 1 1 calc R U . . .
H11B H 0.1002 0.5852 0.6942 0.039 Uiso 1 1 calc R U . . .
H11C H 0.1579 0.7057 0.6561 0.039 Uiso 1 1 calc R U . . .
C5 C 0.59542(14) 0.59625(14) 0.35564(9) 0.0187(3) Uani 1 1 d . . . . .
C15 C 0.04548(13) 0.25188(14) 0.41578(10) 0.0202(3) Uani 1 1 d . . . . .
C6 C 0.50979(15) 0.48204(14) 0.29841(10) 0.0228(3) Uani 1 1 d . . . . .
H6 H 0.4271 0.4368 0.3085 0.027 Uiso 1 1 calc R U . . .
C33 C 0.24815(14) 0.30277(14) 0.04042(9) 0.0214(3) Uani 1 1 d . . . . .
C32 C 0.20303(15) 0.32602(15) 0.11697(10) 0.0249(3) Uani 1 1 d . . . . .
N8 N 0.11731(16) 0.22167(14) 0.12803(10) 0.0438(4) Uani 1 1 d . . . . .
C23 C 0.23508(15) 0.90909(15) 0.40294(10) 0.0235(3) Uani 1 1 d . . . . .
H23 H 0.2246 0.9801 0.3924 0.028 Uiso 1 1 calc R U . . .
C22 C 0.29207(15) 0.90068(14) 0.47875(10) 0.0219(3) Uani 1 1 d . . . . .
C12 C 0.15025(14) 0.54521(15) 0.58102(9) 0.0202(3) Uani 1 1 d . . . . .
C4 C 0.56096(13) 0.64991(13) 0.43214(9) 0.0183(3) Uani 1 1 d . . . . .
C13 C 0.07384(14) 0.41779(15) 0.54972(9) 0.0217(3) Uani 1 1 d . . . . .
H13 H 0.0160 0.3636 0.5771 0.026 Uiso 1 1 calc R U . . .
C20 C -0.01435(16) 0.15258(16) 0.45247(11) 0.0299(4) Uani 1 1 d . . . . .
H20 H -0.0232 0.1712 0.5096 0.036 Uiso 1 1 calc R U . . .
C30 C 0.06136(15) 0.62290(17) 0.21209(11) 0.0282(3) Uani 1 1 d . . . . .
H30 H 0.0557 0.5601 0.2415 0.034 Uiso 1 1 calc R U . . .
C10 C 0.71693(15) 0.66020(15) 0.34013(11) 0.0250(3) Uani 1 1 d . . . . .
H10 H 0.7768 0.7376 0.3790 0.030 Uiso 1 1 calc R U . . .
C7 C 0.54440(16) 0.43384(16) 0.22663(10) 0.0274(3) Uani 1 1 d . . . . .
H7 H 0.4851 0.3563 0.1877 0.033 Uiso 1 1 calc R U . . .
C2 C 0.56130(14) 0.74520(13) 0.56231(9) 0.0195(3) Uani 1 1 d . . . . .
C24 C 0.19590(14) 0.79178(15) 0.34483(9) 0.0201(3) Uani 1 1 d . . . . .
C35 C 0.34864(16) 0.31048(16) -0.07739(10) 0.0276(3) Uani 1 1 d . . . . .
H35 H 0.4071 0.3567 -0.1081 0.033 Uiso 1 1 calc R U . . .
C3 C 0.63750(14) 0.71288(14) 0.51368(10) 0.0216(3) Uani 1 1 d . . . . .
H3 H 0.7242 0.7300 0.5320 0.026 Uiso 1 1 calc R U . . .
C25 C 0.13009(14) 0.75060(16) 0.25451(9) 0.0230(3) Uani 1 1 d . . . . .
C9 C 0.75121(16) 0.61172(17) 0.26837(11) 0.0299(4) Uani 1 1 d . . . . .
H9 H 0.8339 0.6564 0.2582 0.036 Uiso 1 1 calc R U . . .
C29 C 0.00091(17) 0.58660(19) 0.12696(12) 0.0378(4) Uani 1 1 d . . . . .
H29 H -0.0456 0.4992 0.0984 0.045 Uiso 1 1 calc R U . . .
C8 C 0.66505(17) 0.49846(17) 0.21168(11) 0.0294(4) Uani 1 1 d . . . . .
H8 H 0.6886 0.4652 0.1627 0.035 Uiso 1 1 calc R U . . .
C17 C 0.01121(18) 0.09481(16) 0.28721(11) 0.0331(4) Uani 1 1 d . . . . .
H17 H 0.0211 0.0755 0.2304 0.040 Uiso 1 1 calc R U . . .
C1 C 0.59125(15) 0.81164(15) 0.65442(9) 0.0247(3) Uani 1 1 d . . . . .
H1A H 0.5902 0.8942 0.6600 0.037 Uiso 1 1 calc R U . . .
H1B H 0.6761 0.8240 0.6813 0.037 Uiso 1 1 calc R U . . .
H1C H 0.5271 0.7603 0.6823 0.037 Uiso 1 1 calc R U . . .
C21 C 0.35723(18) 0.99894(16) 0.56137(10) 0.0302(4) Uani 1 1 d . . . . .
H21A H 0.3138 0.9694 0.6062 0.045 Uiso 1 1 calc R U . . .
H21B H 0.3540 1.0780 0.5564 0.045 Uiso 1 1 calc R U . . .
H21C H 0.4466 1.0138 0.5757 0.045 Uiso 1 1 calc R U . . .
C38 C 0.18005(16) 0.17274(16) 0.00757(11) 0.0302(4) Uani 1 1 d . . . . .
C37 C 0.19230(17) 0.10641(17) -0.06738(11) 0.0348(4) Uani 1 1 d . . . . .
H37 H 0.1447 0.0172 -0.0885 0.042 Uiso 1 1 calc R U . . .
C36 C 0.27811(16) 0.17888(17) -0.10899(10) 0.0305(4) Uani 1 1 d . . . . .
H36 H 0.2899 0.1384 -0.1607 0.037 Uiso 1 1 calc R U . . .
C16 C 0.05697(16) 0.22079(15) 0.33202(10) 0.0277(3) Uani 1 1 d . . . . .
H16 H 0.0965 0.2863 0.3051 0.033 Uiso 1 1 calc R U . . .
C28 C 0.0084(2) 0.6775(2) 0.08382(12) 0.0487(5) Uani 1 1 d . . . . .
H28 H -0.0326 0.6525 0.0256 0.058 Uiso 1 1 calc R U . . .
C19 C -0.06117(18) 0.02721(17) 0.40698(12) 0.0364(4) Uani 1 1 d . . . . .
H19 H -0.1024 -0.0388 0.4331 0.044 Uiso 1 1 calc R U . . .
C18 C -0.04833(17) -0.00244(16) 0.32418(12) 0.0332(4) Uani 1 1 d . . . . .
H18 H -0.0799 -0.0883 0.2931 0.040 Uiso 1 1 calc R U . . .
C26 C 0.13576(19) 0.84104(19) 0.21028(11) 0.0370(4) Uani 1 1 d . . . . .
H26 H 0.1814 0.9286 0.2385 0.044 Uiso 1 1 calc R U . . .
C39 C 0.4455(2) 0.76160(16) 0.22820(12) 0.0417(5) Uani 1 1 d . . . . .
H39A H 0.4592 0.8333 0.2748 0.062 Uiso 1 1 calc R U . . .
H39B H 0.4177 0.7758 0.1739 0.062 Uiso 1 1 calc R U . . .
H39C H 0.5255 0.7538 0.2284 0.062 Uiso 1 1 calc R U . . .
B1 B 0.32554(16) 0.71852(16) 0.53070(10) 0.0185(3) Uani 1 1 d . . . . .
H1 H 0.3455 0.7719 0.5899 0.022 Uiso 1 1 calc R U . . .
C27 C 0.0751(2) 0.8042(2) 0.12516(13) 0.0512(6) Uani 1 1 d . . . . .
H27 H 0.0796 0.8664 0.0955 0.061 Uiso 1 1 calc R U . . .
C43 C -0.4923(3) 0.1301(4) 0.0816(5) 0.0885(17) Uani 0.661(11) 1 d G U P A 1
H43 H -0.5813 0.1062 0.0752 0.106 Uiso 0.661(11) 1 calc R U P A 1
C44 C -0.4304(7) 0.0961(4) 0.1430(4) 0.0956(19) Uani 0.661(11) 1 d G U P A 1
H44 H -0.4771 0.0489 0.1786 0.115 Uiso 0.661(11) 1 calc R U P A 1
C45 C -0.3001(7) 0.1310(6) 0.1523(3) 0.100(2) Uani 0.661(11) 1 d G U P A 1
H45 H -0.2578 0.1077 0.1943 0.120 Uiso 0.661(11) 1 calc R U P A 1
C40 C -0.2318(3) 0.2000(6) 0.1003(4) 0.0927(19) Uani 0.661(11) 1 d G U P A 1
H40 H -0.1428 0.2239 0.1067 0.111 Uiso 0.661(11) 1 calc R U P A 1
C41 C -0.2938(5) 0.2341(5) 0.0389(3) 0.0845(16) Uani 0.661(11) 1 d G U P A 1
H41 H -0.2471 0.2812 0.0033 0.101 Uiso 0.661(11) 1 calc R U P A 1
C42 C -0.4240(5) 0.1991(5) 0.0295(3) 0.0827(15) Uani 0.661(11) 1 d G U P A 1
H42 H -0.4663 0.2224 -0.0124 0.099 Uiso 0.661(11) 1 calc R U P A 1
C43A C -0.4655(12) 0.1699(11) 0.0558(6) 0.083(3) Uani 0.339(11) 1 d G U P A 2
H43A H -0.5348 0.1763 0.0242 0.099 Uiso 0.339(11) 1 calc R U P A 2
C44A C -0.4850(5) 0.1078(9) 0.1202(7) 0.074(3) Uani 0.339(11) 1 d G U P A 2
H44A H -0.5675 0.0717 0.1327 0.088 Uiso 0.339(11) 1 calc R U P A 2
C45A C -0.3837(10) 0.0984(7) 0.1665(4) 0.064(2) Uani 0.339(11) 1 d G U P A 2
H45A H -0.3969 0.0559 0.2106 0.077 Uiso 0.339(11) 1 calc R U P A 2
C40A C -0.2629(7) 0.1512(11) 0.1483(6) 0.065(2) Uani 0.339(11) 1 d G U P A 2
H40A H -0.1936 0.1448 0.1799 0.077 Uiso 0.339(11) 1 calc R U P A 2
C41A C -0.2434(9) 0.2134(11) 0.0838(7) 0.080(3) Uani 0.339(11) 1 d G U P A 2
H41A H -0.1609 0.2495 0.0714 0.096 Uiso 0.339(11) 1 calc R U P A 2
C42A C -0.3448(16) 0.2227(10) 0.0376(5) 0.090(3) Uani 0.339(11) 1 d G U P A 2
H42A H -0.3315 0.2652 -0.0065 0.107 Uiso 0.339(11) 1 calc R U P A 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'
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 70.40(4) . . ?
O2 Zn1 N4 107.95(5) . . ?
O2 Zn1 N2 130.74(5) . . ?
O2 Zn1 N6 125.61(5) . . ?
N4 Zn1 O1 176.85(4) . . ?
N2 Zn1 O1 92.26(4) . . ?
N2 Zn1 N4 90.82(5) . . ?
N2 Zn1 N6 97.35(5) . . ?
N6 Zn1 O1 86.27(4) . . ?
N6 Zn1 N4 92.71(5) . . ?
C31 O2 Zn1 123.03(10) . . ?
N7 O1 Zn1 109.18(7) . . ?
C39 O1 Zn1 138.46(10) . . ?
C39 O1 N7 109.48(11) . . ?
N3 N4 Zn1 107.49(8) . . ?
C14 N4 Zn1 145.45(10) . . ?
C14 N4 N3 105.99(11) . . ?
N1 N2 Zn1 112.06(9) . . ?
C4 N2 Zn1 140.68(10) . . ?
C4 N2 N1 106.80(11) . . ?
N4 N3 B1 121.92(11) . . ?
C12 N3 N4 110.28(12) . . ?
C12 N3 B1 127.40(12) . . ?
N6 N5 B1 120.01(12) . . ?
C22 N5 N6 109.96(12) . . ?
C22 N5 B1 129.98(12) . . ?
N5 N6 Zn1 109.96(9) . . ?
C24 N6 Zn1 139.23(10) . . ?
C24 N6 N5 106.87(12) . . ?
C31 N7 O1 106.82(11) . . ?
N2 N1 B1 119.83(11) . . ?
C2 N1 N2 110.02(12) . . ?
C2 N1 B1 130.12(12) . . ?
C38 O3 N8 107.69(12) . . ?
O2 C31 C32 116.34(13) . . ?
N7 C31 O2 127.88(14) . . ?
N7 C31 C32 115.73(13) . . ?
C33 C34 H34 121.4 . . ?
C35 C34 H34 121.4 . . ?
C35 C34 C33 117.25(14) . . ?
N4 C14 C15 124.99(13) . . ?
N4 C14 C13 109.45(13) . . ?
C13 C14 C15 125.35(13) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
C6 C5 C4 121.63(13) . . ?
C6 C5 C10 118.75(14) . . ?
C10 C5 C4 119.63(14) . . ?
C20 C15 C14 118.02(14) . . ?
C16 C15 C14 124.23(14) . . ?
C16 C15 C20 117.69(15) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.50(15) . . ?
C7 C6 H6 119.8 . . ?
C34 C33 C32 136.99(14) . . ?
C38 C33 C34 119.77(14) . . ?
C38 C33 C32 103.25(13) . . ?
C33 C32 C31 130.23(14) . . ?
N8 C32 C31 118.03(14) . . ?
N8 C32 C33 111.70(14) . . ?
C32 N8 O3 107.04(13) . . ?
C22 C23 H23 126.9 . . ?
C22 C23 C24 106.18(14) . . ?
C24 C23 H23 126.9 . . ?
N5 C22 C23 107.65(13) . . ?
N5 C22 C21 122.41(14) . . ?
C23 C22 C21 129.90(14) . . ?
N3 C12 C11 123.04(14) . . ?
N3 C12 C13 107.64(13) . . ?
C13 C12 C11 129.31(14) . . ?
N2 C4 C5 122.04(13) . . ?
N2 C4 C3 109.49(13) . . ?
C3 C4 C5 128.46(13) . . ?
C14 C13 H13 126.7 . . ?
C12 C13 C14 106.63(13) . . ?
C12 C13 H13 126.7 . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.19(16) . . ?
C19 C20 H20 119.4 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C25 120.45(17) . . ?
C5 C10 H10 119.7 . . ?
C9 C10 C5 120.59(15) . . ?
C9 C10 H10 119.7 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.24(16) . . ?
C8 C7 H7 119.9 . . ?
N1 C2 C3 107.60(13) . . ?
N1 C2 C1 122.45(13) . . ?
C3 C2 C1 129.94(14) . . ?
N6 C24 C23 109.33(13) . . ?
N6 C24 C25 122.33(14) . . ?
C23 C24 C25 128.34(14) . . ?
C34 C35 H35 119.2 . . ?
C34 C35 C36 121.57(15) . . ?
C36 C35 H35 119.2 . . ?
C4 C3 H3 127.0 . . ?
C2 C3 C4 106.08(13) . . ?
C2 C3 H3 127.0 . . ?
C30 C25 C24 121.55(15) . . ?
C30 C25 C26 118.74(15) . . ?
C26 C25 C24 119.71(15) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 C10 120.15(15) . . ?
C8 C9 H9 119.9 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 120.09(18) . . ?
C28 C29 H29 120.0 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.77(15) . . ?
C9 C8 H8 120.1 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C18 C17 C16 120.94(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 . . ?
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 . . ?
O3 C38 C33 110.33(14) . . ?
O3 C38 C37 125.78(15) . . ?
C33 C38 C37 123.89(15) . . ?
C38 C37 H37 122.3 . . ?
C36 C37 C38 115.44(15) . . ?
C36 C37 H37 122.3 . . ?
C35 C36 H36 119.0 . . ?
C37 C36 C35 122.07(15) . . ?
C37 C36 H36 119.0 . . ?
C15 C16 C17 120.74(15) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C29 C28 H28 119.9 . . ?
C27 C28 C29 120.10(18) . . ?
C27 C28 H28 119.9 . . ?
C20 C19 H19 119.7 . . ?
C18 C19 C20 120.59(16) . . ?
C18 C19 H19 119.7 . . ?
C17 C18 C19 118.84(16) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.55(18) . . ?
C27 C26 H26 119.7 . . ?
O1 C39 H39A 109.5 . . ?
O1 C39 H39B 109.5 . . ?
O1 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N3 B1 N5 109.72(12) . . ?
N3 B1 N1 109.13(12) . . ?
N3 B1 H1 109.6 . . ?
N5 B1 H1 109.6 . . ?
N1 B1 N5 109.02(12) . . ?
N1 B1 H1 109.6 . . ?
C28 C27 C26 120.07(19) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 H45 120.0 . . ?
C40 C45 C44 120.0 . . ?
C40 C45 H45 120.0 . . ?
C45 C40 H40 120.0 . . ?
C45 C40 C41 120.0 . . ?
C41 C40 H40 120.0 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C43 C42 H42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
C44A C43A H43A 120.0 . . ?
C44A C43A C42A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C43A C44A H44A 120.0 . . ?
C45A C44A C43A 120.0 . . ?
C45A C44A H44A 120.0 . . ?
C44A C45A H45A 120.0 . . ?
C40A C45A C44A 120.0 . . ?
C40A C45A H45A 120.0 . . ?
C45A C40A H40A 120.0 . . ?
C45A C40A C41A 120.0 . . ?
C41A C40A H40A 120.0 . . ?
C40A C41A H41A 120.0 . . ?
C42A C41A C40A 120.0 . . ?
C42A C41A H41A 120.0 . . ?
C43A C42A H42A 120.0 . . ?
C41A C42A C43A 120.0 . . ?
C41A C42A H42A 120.0 . . ?
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 1.8968(11) . ?
Zn1 O1 2.4299(11) . ?
Zn1 N4 2.1288(12) . ?
Zn1 N2 2.0303(12) . ?
Zn1 N6 2.0415(12) . ?
O2 C31 1.3020(18) . ?
O1 N7 1.4307(15) . ?
O1 C39 1.407(2) . ?
N4 N3 1.3809(17) . ?
N4 C14 1.3512(19) . ?
N2 N1 1.3736(16) . ?
N2 C4 1.3431(18) . ?
N3 C12 1.3529(19) . ?
N3 B1 1.545(2) . ?
N5 N6 1.3731(16) . ?
N5 C22 1.3536(19) . ?
N5 B1 1.552(2) . ?
N6 C24 1.3463(19) . ?
N7 C31 1.295(2) . ?
N1 C2 1.3501(19) . ?
N1 B1 1.546(2) . ?
O3 N8 1.4211(18) . ?
O3 C38 1.360(2) . ?
C31 C32 1.479(2) . ?
C34 H34 0.9500 . ?
C34 C33 1.398(2) . ?
C34 C35 1.382(2) . ?
C14 C15 1.479(2) . ?
C14 C13 1.401(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C12 1.494(2) . ?
C5 C6 1.393(2) . ?
C5 C4 1.476(2) . ?
C5 C10 1.395(2) . ?
C15 C20 1.396(2) . ?
C15 C16 1.392(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.390(2) . ?
C33 C32 1.441(2) . ?
C33 C38 1.387(2) . ?
C32 N8 1.305(2) . ?
C23 H23 0.9500 . ?
C23 C22 1.382(2) . ?
C23 C24 1.401(2) . ?
C22 C21 1.495(2) . ?
C12 C13 1.370(2) . ?
C4 C3 1.399(2) . ?
C13 H13 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.387(2) . ?
C30 H30 0.9500 . ?
C30 C25 1.392(2) . ?
C30 C29 1.391(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.389(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(2) . ?
C2 C3 1.385(2) . ?
C2 C1 1.497(2) . ?
C24 C25 1.478(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.402(2) . ?
C3 H3 0.9500 . ?
C25 C26 1.395(2) . ?
C9 H9 0.9500 . ?
C9 C8 1.385(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.383(3) . ?
C8 H8 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.392(2) . ?
C17 C18 1.380(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C38 C37 1.390(2) . ?
C37 H37 0.9500 . ?
C37 C36 1.377(2) . ?
C36 H36 0.9500 . ?
C16 H16 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.377(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.380(3) . ?
C18 H18 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.391(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
B1 H1 1.0000 . ?
C27 H27 0.9500 . ?
C43 H43 0.9500 . ?
C43 C44 1.3900 . ?
C43 C42 1.3900 . ?
C44 H44 0.9500 . ?
C44 C45 1.3900 . ?
C45 H45 0.9500 . ?
C45 C40 1.3900 . ?
C40 H40 0.9500 . ?
C40 C41 1.3900 . ?
C41 H41 0.9500 . ?
C41 C42 1.3900 . ?
C42 H42 0.9500 . ?
C43A H43A 0.9500 . ?
C43A C44A 1.3900 . ?
C43A C42A 1.3900 . ?
C44A H44A 0.9500 . ?
C44A C45A 1.3900 . ?
C45A H45A 0.9500 . ?
C45A C40A 1.3900 . ?
C40A H40A 0.9500 . ?
C40A C41A 1.3900 . ?
C41A H41A 0.9500 . ?
C41A C42A 1.3900 . ?
C42A H42A 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 C31 N7 -14.8(2) . . . . ?
Zn1 O2 C31 C32 162.55(11) . . . . ?
Zn1 O1 N7 C31 10.32(13) . . . . ?
Zn1 N4 N3 C12 170.56(9) . . . . ?
Zn1 N4 N3 B1 -16.27(15) . . . . ?
Zn1 N4 C14 C15 20.9(3) . . . . ?
Zn1 N4 C14 C13 -164.15(13) . . . . ?
Zn1 N2 N1 C2 173.72(9) . . . . ?
Zn1 N2 N1 B1 -7.97(15) . . . . ?
Zn1 N2 C4 C5 9.6(2) . . . . ?
Zn1 N2 C4 C3 -171.30(12) . . . . ?
Zn1 N6 C24 C23 -153.58(12) . . . . ?
Zn1 N6 C24 C25 26.8(2) . . . . ?
O2 C31 C32 C33 -171.01(16) . . . . ?
O2 C31 C32 N8 6.4(2) . . . . ?
O1 Zn1 O2 C31 14.23(12) . . . . ?
O1 N7 C31 O2 -0.1(2) . . . . ?
O1 N7 C31 C32 -177.48(13) . . . . ?
N4 Zn1 O2 C31 -168.60(12) . . . . ?
N4 N3 C12 C11 178.80(13) . . . . ?
N4 N3 C12 C13 0.06(16) . . . . ?
N4 N3 B1 N5 70.65(16) . . . . ?
N4 N3 B1 N1 -48.75(17) . . . . ?
N4 C14 C15 C20 162.68(14) . . . . ?
N4 C14 C15 C16 -14.4(2) . . . . ?
N4 C14 C13 C12 -1.18(16) . . . . ?
N2 Zn1 O2 C31 -61.20(14) . . . . ?
N2 N1 C2 C3 0.53(16) . . . . ?
N2 N1 C2 C1 -178.93(13) . . . . ?
N2 N1 B1 N3 66.24(16) . . . . ?
N2 N1 B1 N5 -53.58(16) . . . . ?
N2 C4 C3 C2 0.50(17) . . . . ?
N3 N4 C14 C15 -173.73(13) . . . . ?
N3 N4 C14 C13 1.20(15) . . . . ?
N3 C12 C13 C14 0.67(16) . . . . ?
N5 N6 C24 C23 0.32(15) . . . . ?
N5 N6 C24 C25 -179.30(12) . . . . ?
N6 Zn1 O2 C31 84.35(13) . . . . ?
N6 N5 C22 C23 1.41(16) . . . . ?
N6 N5 C22 C21 -176.44(14) . . . . ?
N6 N5 B1 N3 -45.46(16) . . . . ?
N6 N5 B1 N1 74.00(15) . . . . ?
N6 C24 C25 C30 20.5(2) . . . . ?
N6 C24 C25 C26 -159.93(15) . . . . ?
N7 C31 C32 C33 6.7(3) . . . . ?
N7 C31 C32 N8 -175.84(17) . . . . ?
N1 N2 C4 C5 -179.30(12) . . . . ?
N1 N2 C4 C3 -0.19(16) . . . . ?
N1 C2 C3 C4 -0.62(16) . . . . ?
O3 C38 C37 C36 179.18(19) . . . . ?
C31 C32 N8 O3 -177.79(15) . . . . ?
C34 C33 C32 C31 -2.9(3) . . . . ?
C34 C33 C32 N8 179.52(19) . . . . ?
C34 C33 C38 O3 -179.46(15) . . . . ?
C34 C33 C38 C37 0.0(3) . . . . ?
C34 C35 C36 C37 -0.3(3) . . . . ?
C14 N4 N3 C12 -0.79(15) . . . . ?
C14 N4 N3 B1 172.38(12) . . . . ?
C14 C15 C20 C19 -177.53(15) . . . . ?
C14 C15 C16 C17 176.51(15) . . . . ?
C11 C12 C13 C14 -177.97(14) . . . . ?
C5 C6 C7 C8 0.6(2) . . . . ?
C5 C4 C3 C2 179.54(14) . . . . ?
C5 C10 C9 C8 -0.5(2) . . . . ?
C15 C14 C13 C12 173.72(13) . . . . ?
C15 C20 C19 C18 0.7(3) . . . . ?
C6 C5 C4 N2 -39.6(2) . . . . ?
C6 C5 C4 C3 141.47(16) . . . . ?
C6 C5 C10 C9 0.9(2) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C33 C34 C35 C36 0.1(2) . . . . ?
C33 C32 N8 O3 0.1(2) . . . . ?
C33 C38 C37 C36 -0.2(3) . . . . ?
C32 C33 C38 O3 0.4(2) . . . . ?
C32 C33 C38 C37 179.91(18) . . . . ?
N8 O3 C38 C33 -0.4(2) . . . . ?
N8 O3 C38 C37 -179.85(19) . . . . ?
C23 C24 C25 C30 -159.09(16) . . . . ?
C23 C24 C25 C26 20.5(2) . . . . ?
C22 N5 N6 Zn1 161.13(10) . . . . ?
C22 N5 N6 C24 -1.08(15) . . . . ?
C22 N5 B1 N3 131.70(15) . . . . ?
C22 N5 B1 N1 -108.84(16) . . . . ?
C22 C23 C24 N6 0.52(17) . . . . ?
C22 C23 C24 C25 -179.89(14) . . . . ?
C12 N3 B1 N5 -117.43(15) . . . . ?
C12 N3 B1 N1 123.17(14) . . . . ?
C4 N2 N1 C2 -0.21(15) . . . . ?
C4 N2 N1 B1 178.09(12) . . . . ?
C4 C5 C6 C7 179.70(14) . . . . ?
C4 C5 C10 C9 -179.73(14) . . . . ?
C13 C14 C15 C20 -11.5(2) . . . . ?
C13 C14 C15 C16 171.43(15) . . . . ?
C20 C15 C16 C17 -0.6(2) . . . . ?
C20 C19 C18 C17 -0.4(3) . . . . ?
C30 C25 C26 C27 -0.7(3) . . . . ?
C30 C29 C28 C27 -0.4(3) . . . . ?
C10 C5 C6 C7 -0.9(2) . . . . ?
C10 C5 C4 N2 141.01(15) . . . . ?
C10 C5 C4 C3 -37.9(2) . . . . ?
C10 C9 C8 C7 0.2(2) . . . . ?
C2 N1 B1 N3 -115.84(16) . . . . ?
C2 N1 B1 N5 124.33(15) . . . . ?
C24 C23 C22 N5 -1.17(17) . . . . ?
C24 C23 C22 C21 176.47(16) . . . . ?
C24 C25 C26 C27 179.64(18) . . . . ?
C35 C34 C33 C32 -179.78(18) . . . . ?
C35 C34 C33 C38 0.1(2) . . . . ?
C25 C30 C29 C28 -0.2(3) . . . . ?
C25 C26 C27 C28 0.2(3) . . . . ?
C29 C30 C25 C24 -179.63(15) . . . . ?
C29 C30 C25 C26 0.8(2) . . . . ?
C29 C28 C27 C26 0.4(3) . . . . ?
C1 C2 C3 C4 178.79(15) . . . . ?
C38 O3 N8 C32 0.2(2) . . . . ?
C38 C33 C32 C31 177.24(17) . . . . ?
C38 C33 C32 N8 -0.3(2) . . . . ?
C38 C37 C36 C35 0.4(3) . . . . ?
C16 C15 C20 C19 -0.2(2) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C18 C17 C16 C15 1.0(3) . . . . ?
C39 O1 N7 C31 174.83(15) . . . . ?
B1 N3 C12 C11 6.1(2) . . . . ?
B1 N3 C12 C13 -172.64(13) . . . . ?
B1 N5 N6 Zn1 -21.19(14) . . . . ?
B1 N5 N6 C24 176.61(12) . . . . ?
B1 N5 C22 C23 -175.97(14) . . . . ?
B1 N5 C22 C21 6.2(2) . . . . ?
B1 N1 C2 C3 -177.54(14) . . . . ?
B1 N1 C2 C1 3.0(2) . . . . ?
C43 C44 C45 C40 0.0 . . . . ?
C44 C43 C42 C41 0.0 . . . . ?
C44 C45 C40 C41 0.0 . . . . ?
C45 C40 C41 C42 0.0 . . . . ?
C40 C41 C42 C43 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43A C44A C45A C40A 0.0 . . . . ?
C44A C43A C42A C41A 0.0 . . . . ?
C44A C45A C40A C41A 0.0 . . . . ?
C45A C40A C41A C42A 0.0 . . . . ?
C40A C41A C42A C43A 0.0 . . . . ?
C42A C43A C44A C45A 0.0 . . . . ?
