#------------------------------------------------------------------------------
#$Date: 2022-01-22 01:07:58 +0200 (Sat, 22 Jan 2022) $
#$Revision: 272194 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/60/1566091.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_1566091
loop_
_publ_author_name
'Jackl, Moritz K.'
'Seo, Hyeonglim'
'Karges, Johannes'
'Kalaj, Mark'
'Cohen, Seth M.'
_publ_section_title
;
 Salicylate Metal-Binding Isosteres as Fragments for Metalloenzyme
 Inhibition
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC06011B
_journal_year                    2022
_chemical_formula_moiety         'C39 H34 B N7 O4 Zn'
_chemical_formula_sum            'C39 H34 B N7 O4 Zn'
_chemical_formula_weight         740.91
_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     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc292q26
_audit_creation_date             2021-08-27
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-10-22 deposited with the CCDC.	2022-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                115.6050(10)
_cell_angle_beta                 90.7810(10)
_cell_angle_gamma                98.5870(10)
_cell_formula_units_Z            2
_cell_length_a                   11.8862(8)
_cell_length_b                   12.1596(8)
_cell_length_c                   13.5975(9)
_cell_measurement_reflns_used    9910
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.43
_cell_measurement_theta_min      2.34
_cell_volume                     1745.7(2)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution
'olex2.solve 1.3-alpha (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22366
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         26.438
_diffrn_reflns_theta_min         1.667
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.757
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5802
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1070 before and 0.0507 after correction.
The Ratio of minimum to maximum transmission is 0.7784.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         7180
_refine_ls_number_restraints     491
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0295
_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)+(0.0265P)²+0.9458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0735
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6820
_reflns_number_total             7180
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06011b4.cif
_cod_data_source_block           mkj1_a
_cod_database_code               1566091
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C00O, O00B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C00O \\sim O00B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
Uanis(C00O) \\sim Ueq, Uanis(O00B) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Ternary CH refined with riding coordinates:
 B019(H019)
5.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00I(H00I), C00L(H00L), C00M(H00M), C00P(H00P), C00Q(H00Q),
 C00S(H00S), C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X), C00Z(H00Z),
 C011(H011), C012(H012), C015(H015), C016(H016), C017(H017), C018(H018),
 C01D(H01J), C01F(H01N), C01G(H01O)
5.c Idealised Me refined as rotating group:
 C010(H01A,H01B,H01C), C013(H01D,H01E,H01F), C01B(H01G,H01H,H01I), C01E(H01K,
 H01L,H01M)
;
_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 0.72577(2) 0.37025(2) 0.68189(2) 0.01210(6) Uani 1 1 d . . . . .
O1 O 0.50403(12) 0.06900(13) 0.73964(14) 0.0439(4) Uani 1 1 d . . . . .
O2 O 0.60898(9) 0.18856(11) 0.67581(10) 0.0245(2) Uani 1 1 d . . . . .
O3 O 0.86532(13) 0.49003(12) 0.99882(10) 0.0383(3) Uani 1 1 d . . . . .
O4 O 0.91766(11) 0.56426(11) 0.87662(10) 0.0324(3) Uani 1 1 d . U . . .
N1 N 0.78988(10) 0.51986(11) 0.64547(9) 0.0146(2) Uani 1 1 d . . . . .
N2 N 0.81377(10) 0.48109(11) 0.53841(10) 0.0154(2) Uani 1 1 d . . . . .
N3 N 0.59378(10) 0.34208(11) 0.56965(9) 0.0146(2) Uani 1 1 d . . . . .
N4 N 0.62986(10) 0.33136(11) 0.47090(10) 0.0160(2) Uani 1 1 d . . . . .
N5 N 0.82136(10) 0.25774(11) 0.57444(9) 0.0133(2) Uani 1 1 d . . . . .
N6 N 0.81499(10) 0.25239(11) 0.47193(9) 0.0141(2) Uani 1 1 d . . . . .
N7 N 0.76110(11) 0.40548(12) 0.83412(10) 0.0197(3) Uani 1 1 d . . . . .
C1 C 0.6277(2) 0.1853(2) 0.94203(19) 0.0485(6) Uani 1 1 d . . . . .
H01O H 0.572642 0.113368 0.926323 0.058 Uiso 1 1 calc R U . . .
C2 C 0.6925(2) 0.2428(3) 1.04166(19) 0.0586(7) Uani 1 1 d . . . . .
H01N H 0.680359 0.209504 1.093029 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7745(2) 0.3472(2) 1.06910(16) 0.0534(6) Uani 1 1 d . . . . .
H01J H 0.820030 0.384905 1.137034 0.064 Uiso 1 1 calc R U . . .
C4 C 0.78702(18) 0.39408(19) 0.99312(14) 0.0367(4) Uani 1 1 d . . . . .
C5 C 0.85254(15) 0.49386(15) 0.89740(12) 0.0263(4) Uani 1 1 d . U . . .
C6 C 0.72250(15) 0.33872(16) 0.89115(13) 0.0267(4) Uani 1 1 d . . . . .
C7 C 0.64202(15) 0.23172(18) 0.86297(16) 0.0321(4) Uani 1 1 d . . . . .
C8 C 0.58509(14) 0.16397(16) 0.75191(16) 0.0293(4) Uani 1 1 d . . . . .
C9 C 0.44800(17) -0.00134(19) 0.6313(2) 0.0520(6) Uani 1 1 d . . . . .
H01G H 0.504116 -0.037882 0.580103 0.078 Uiso 1 1 calc R U . . .
H01H H 0.412536 0.053195 0.609144 0.078 Uiso 1 1 calc R U . . .
H01I H 0.389078 -0.067364 0.630575 0.078 Uiso 1 1 calc R U . . .
C10 C 0.69400(13) 0.67858(14) 0.84139(13) 0.0196(3) Uani 1 1 d . . . . .
H00Q H 0.643299 0.607424 0.790916 0.023 Uiso 1 1 calc R U . . .
C11 C 0.66274(14) 0.74477(15) 0.94584(14) 0.0252(3) Uani 1 1 d . . . . .
H00X H 0.591711 0.718673 0.967060 0.030 Uiso 1 1 calc R U . . .
C12 C 0.73615(15) 0.84952(15) 1.01919(13) 0.0274(3) Uani 1 1 d . . . . .
H00U H 0.715589 0.895490 1.091073 0.033 Uiso 1 1 calc R U . . .
C13 C 0.83937(14) 0.88695(14) 0.98748(13) 0.0240(3) Uani 1 1 d . . . . .
H012 H 0.889098 0.959216 1.037637 0.029 Uiso 1 1 calc R U . . .
C14 C 0.87078(13) 0.82005(13) 0.88338(12) 0.0190(3) Uani 1 1 d . . . . .
H00P H 0.942019 0.846278 0.862586 0.023 Uiso 1 1 calc R U . . .
C15 C 0.79813(12) 0.71422(13) 0.80891(12) 0.0154(3) Uani 1 1 d . . . . .
C16 C 0.82554(11) 0.64227(13) 0.69593(12) 0.0149(3) Uani 1 1 d . . . . .
C17 C 0.87585(12) 0.68236(13) 0.62168(12) 0.0166(3) Uani 1 1 d . . . . .
H00D H 0.909680 0.764445 0.636518 0.020 Uiso 1 1 calc R U . . .
C18 C 0.86623(12) 0.57842(14) 0.52279(12) 0.0165(3) Uani 1 1 d . . . . .
C19 C 0.90310(13) 0.56578(15) 0.41432(12) 0.0207(3) Uani 1 1 d . . . . .
H01A H 0.951161 0.501738 0.386302 0.031 Uiso 1 1 calc R U . . .
H01B H 0.946658 0.644897 0.422822 0.031 Uiso 1 1 calc R U . . .
H01C H 0.835645 0.542429 0.362708 0.031 Uiso 1 1 calc R U . . .
C20 C 0.45125(13) 0.39056(15) 0.75906(13) 0.0220(3) Uani 1 1 d . . . . .
H00L H 0.526043 0.438100 0.778934 0.026 Uiso 1 1 calc R U . . .
C21 C 0.38421(14) 0.38490(17) 0.84000(15) 0.0289(4) Uani 1 1 d . . . . .
H018 H 0.413394 0.428393 0.914672 0.035 Uiso 1 1 calc R U . . .
C22 C 0.27456(15) 0.31591(16) 0.81237(16) 0.0314(4) Uani 1 1 d . . . . .
H011 H 0.228879 0.311108 0.867636 0.038 Uiso 1 1 calc R U . . .
C23 C 0.23284(14) 0.25444(16) 0.70359(17) 0.0361(4) Uani 1 1 d . . . . .
H017 H 0.157839 0.207396 0.684048 0.043 Uiso 1 1 calc R U . . .
C24 C 0.29928(13) 0.26070(16) 0.62266(15) 0.0299(4) Uani 1 1 d . . . . .
H015 H 0.268858 0.219023 0.548297 0.036 Uiso 1 1 calc R U . . .
C25 C 0.41038(12) 0.32751(13) 0.64906(13) 0.0187(3) Uani 1 1 d . . . . .
C26 C 0.47946(12) 0.32662(14) 0.55992(12) 0.0184(3) Uani 1 1 d . . . . .
C27 C 0.44153(14) 0.30553(17) 0.45440(14) 0.0281(4) Uani 1 1 d . . . . .
H00T H 0.364689 0.291882 0.425776 0.034 Uiso 1 1 calc R U . . .
C28 C 0.53821(14) 0.30859(16) 0.40057(13) 0.0252(3) Uani 1 1 d . . . . .
C29 C 0.54956(17) 0.2877(2) 0.28490(15) 0.0423(5) Uani 1 1 d . . . . .
H01K H 0.584533 0.365311 0.283694 0.063 Uiso 1 1 calc R U . . .
H01L H 0.473813 0.259165 0.244586 0.063 Uiso 1 1 calc R U . . .
H01M H 0.597787 0.224860 0.250475 0.063 Uiso 1 1 calc R U . . .
C30 C 0.94805(12) 0.23111(13) 0.76033(12) 0.0178(3) Uani 1 1 d . . . . .
H00I H 0.985605 0.305883 0.760535 0.021 Uiso 1 1 calc R U . . .
C31 C 0.95821(13) 0.21250(14) 0.85388(13) 0.0206(3) Uani 1 1 d . . . . .
H00M H 1.003355 0.273878 0.917461 0.025 Uiso 1 1 calc R U . . .
C32 C 0.90202(13) 0.10375(15) 0.85387(13) 0.0226(3) Uani 1 1 d . . . . .
H00Z H 0.908040 0.091288 0.917933 0.027 Uiso 1 1 calc R U . . .
C33 C 0.83728(14) 0.01344(14) 0.76084(13) 0.0230(3) Uani 1 1 d . . . . .
H016 H 0.798925 -0.060749 0.761180 0.028 Uiso 1 1 calc R U . . .
C34 C 0.82848(13) 0.03140(14) 0.66726(13) 0.0200(3) Uani 1 1 d . . . . .
H00S H 0.784912 -0.031204 0.603246 0.024 Uiso 1 1 calc R U . . .
C35 C 0.88318(12) 0.14080(13) 0.66641(12) 0.0159(3) Uani 1 1 d . . . . .
C36 C 0.86722(11) 0.16130(13) 0.56786(12) 0.0151(3) Uani 1 1 d . . . . .
C37 C 0.89088(12) 0.09237(13) 0.45984(12) 0.0183(3) Uani 1 1 d . . . . .
H00W H 0.923892 0.019390 0.432327 0.022 Uiso 1 1 calc R U . . .
C38 C 0.85645(12) 0.15213(13) 0.40141(12) 0.0167(3) Uani 1 1 d . . . . .
C39 C 0.85792(13) 0.11823(15) 0.28185(12) 0.0229(3) Uani 1 1 d . . . . .
H01D H 0.779349 0.093817 0.247892 0.034 Uiso 1 1 calc R U . . .
H01E H 0.899394 0.049028 0.247266 0.034 Uiso 1 1 calc R U . . .
H01F H 0.895968 0.189620 0.272041 0.034 Uiso 1 1 calc R U . . .
B1 B 0.75913(14) 0.34953(15) 0.45339(13) 0.0159(3) Uani 1 1 d . . . . .
H019 H 0.769079 0.340770 0.377580 0.019 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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
N1 Zn1 O2 161.48(4) . . ?
N3 Zn1 O2 78.62(4) . . ?
N3 Zn1 N1 82.98(5) . . ?
N5 Zn1 O2 87.79(4) . . ?
N5 Zn1 N1 92.32(5) . . ?
N5 Zn1 N3 96.53(5) . . ?
N7 Zn1 O2 83.14(5) . . ?
N7 Zn1 N1 113.38(5) . . ?
N7 Zn1 N3 142.96(5) . . ?
N7 Zn1 N5 114.77(5) . . ?
C8 O1 C9 115.29(16) . . ?
C8 O2 Zn1 128.24(12) . . ?
C4 O3 C5 106.41(14) . . ?
N2 N1 Zn1 112.55(8) . . ?
C16 N1 Zn1 140.21(10) . . ?
C16 N1 N2 106.85(11) . . ?
N1 N2 B1 118.91(11) . . ?
C18 N2 N1 110.04(12) . . ?
C18 N2 B1 129.68(12) . . ?
N4 N3 Zn1 113.10(8) . . ?
C26 N3 Zn1 139.94(10) . . ?
C26 N3 N4 106.92(11) . . ?
N3 N4 B1 121.31(11) . . ?
C28 N4 N3 109.52(12) . . ?
C28 N4 B1 129.13(13) . . ?
N6 N5 Zn1 115.52(8) . . ?
C36 N5 Zn1 134.31(10) . . ?
C36 N5 N6 107.44(11) . . ?
N5 N6 B1 118.97(11) . . ?
C38 N6 N5 109.47(11) . . ?
C38 N6 B1 131.44(12) . . ?
C5 N7 Zn1 121.49(11) . . ?
C5 N7 C6 107.15(13) . . ?
C6 N7 Zn1 130.08(12) . . ?
C2 C1 H01O 119.5 . . ?
C2 C1 C7 121.1(2) . . ?
C7 C1 H01O 119.5 . . ?
C1 C2 H01N 118.9 . . ?
C1 C2 C3 122.20(19) . . ?
C3 C2 H01N 118.9 . . ?
C2 C3 H01J 121.6 . . ?
C4 C3 C2 116.8(2) . . ?
C4 C3 H01J 121.6 . . ?
O3 C4 C3 127.4(2) . . ?
O3 C4 C6 109.66(15) . . ?
C3 C4 C6 122.8(2) . . ?
O4 C5 O3 120.59(15) . . ?
O4 C5 N7 130.13(15) . . ?
N7 C5 O3 109.24(15) . . ?
N7 C6 C4 107.29(17) . . ?
N7 C6 C7 132.49(16) . . ?
C7 C6 C4 120.11(16) . . ?
C1 C7 C8 122.0(2) . . ?
C6 C7 C1 117.0(2) . . ?
C6 C7 C8 120.61(15) . . ?
O1 C8 C7 113.65(16) . . ?
O2 C8 O1 121.89(19) . . ?
O2 C8 C7 124.45(16) . . ?
O1 C9 H01G 109.5 . . ?
O1 C9 H01H 109.5 . . ?
O1 C9 H01I 109.5 . . ?
H01G C9 H01H 109.5 . . ?
H01G C9 H01I 109.5 . . ?
H01H C9 H01I 109.5 . . ?
C11 C10 H00Q 119.3 . . ?
C11 C10 C15 121.32(14) . . ?
C15 C10 H00Q 119.3 . . ?
C10 C11 H00X 120.3 . . ?
C10 C11 C12 119.38(15) . . ?
C12 C11 H00X 120.3 . . ?
C11 C12 H00U 120.1 . . ?
C13 C12 C11 119.90(15) . . ?
C13 C12 H00U 120.1 . . ?
C12 C13 H012 119.7 . . ?
C14 C13 C12 120.59(15) . . ?
C14 C13 H012 119.7 . . ?
C13 C14 H00P 119.9 . . ?
C13 C14 C15 120.17(14) . . ?
C15 C14 H00P 119.9 . . ?
C10 C15 C14 118.63(14) . . ?
C10 C15 C16 118.96(13) . . ?
C14 C15 C16 122.36(13) . . ?
N1 C16 C15 119.91(12) . . ?
N1 C16 C17 109.55(13) . . ?
C17 C16 C15 130.15(13) . . ?
C16 C17 H00D 127.0 . . ?
C18 C17 C16 106.06(12) . . ?
C18 C17 H00D 127.0 . . ?
N2 C18 C17 107.47(12) . . ?
N2 C18 C19 122.77(13) . . ?
C17 C18 C19 129.77(13) . . ?
C18 C19 H01A 109.5 . . ?
C18 C19 H01B 109.5 . . ?
C18 C19 H01C 109.5 . . ?
H01A C19 H01B 109.5 . . ?
H01A C19 H01C 109.5 . . ?
H01B C19 H01C 109.5 . . ?
C21 C20 H00L 119.6 . . ?
C21 C20 C25 120.88(15) . . ?
C25 C20 H00L 119.6 . . ?
C20 C21 H018 119.8 . . ?
C20 C21 C22 120.31(17) . . ?
C22 C21 H018 119.8 . . ?
C21 C22 H011 120.4 . . ?
C23 C22 C21 119.16(16) . . ?
C23 C22 H011 120.4 . . ?
C22 C23 H017 119.7 . . ?
C22 C23 C24 120.64(16) . . ?
C24 C23 H017 119.7 . . ?
C23 C24 H015 119.6 . . ?
C23 C24 C25 120.79(17) . . ?
C25 C24 H015 119.6 . . ?
C20 C25 C24 118.19(15) . . ?
C20 C25 C26 123.02(13) . . ?
C24 C25 C26 118.78(14) . . ?
N3 C26 C25 122.28(13) . . ?
N3 C26 C27 109.54(13) . . ?
C27 C26 C25 128.13(14) . . ?
C26 C27 H00T 127.0 . . ?
C28 C27 C26 105.96(13) . . ?
C28 C27 H00T 127.0 . . ?
N4 C28 C27 108.05(14) . . ?
N4 C28 C29 122.23(15) . . ?
C27 C28 C29 129.69(15) . . ?
C28 C29 H01K 109.5 . . ?
C28 C29 H01L 109.5 . . ?
C28 C29 H01M 109.5 . . ?
H01K C29 H01L 109.5 . . ?
H01K C29 H01M 109.5 . . ?
H01L C29 H01M 109.5 . . ?
C31 C30 H00I 119.8 . . ?
C31 C30 C35 120.41(14) . . ?
C35 C30 H00I 119.8 . . ?
C30 C31 H00M 120.1 . . ?
C32 C31 C30 119.71(14) . . ?
C32 C31 H00M 120.1 . . ?
C31 C32 H00Z 119.9 . . ?
C33 C32 C31 120.27(14) . . ?
C33 C32 H00Z 119.9 . . ?
C32 C33 H016 120.0 . . ?
C32 C33 C34 119.95(14) . . ?
C34 C33 H016 120.0 . . ?
C33 C34 H00S 119.8 . . ?
C33 C34 C35 120.46(14) . . ?
C35 C34 H00S 119.8 . . ?
C30 C35 C34 119.18(13) . . ?
C30 C35 C36 121.14(13) . . ?
C34 C35 C36 119.62(13) . . ?
N5 C36 C35 120.05(12) . . ?
N5 C36 C37 109.38(12) . . ?
C37 C36 C35 130.56(13) . . ?
C36 C37 H00W 127.0 . . ?
C38 C37 C36 105.91(13) . . ?
C38 C37 H00W 127.0 . . ?
N6 C38 C37 107.80(12) . . ?
N6 C38 C39 122.51(13) . . ?
C37 C38 C39 129.67(14) . . ?
C38 C39 H01D 109.5 . . ?
C38 C39 H01E 109.5 . . ?
C38 C39 H01F 109.5 . . ?
H01D C39 H01E 109.5 . . ?
H01D C39 H01F 109.5 . . ?
H01E C39 H01F 109.5 . . ?
N2 B1 N4 107.42(12) . . ?
N2 B1 H019 110.1 . . ?
N4 B1 H019 110.1 . . ?
N6 B1 N2 109.78(11) . . ?
N6 B1 N4 109.42(11) . . ?
N6 B1 H019 110.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.3953(11) . ?
Zn1 N1 2.1238(12) . ?
Zn1 N3 2.0568(11) . ?
Zn1 N5 2.0197(12) . ?
Zn1 N7 1.9494(12) . ?
O1 C8 1.337(2) . ?
O1 C9 1.435(3) . ?
O2 C8 1.221(2) . ?
O3 C4 1.352(3) . ?
O3 C5 1.4066(19) . ?
O4 C5 1.195(2) . ?
N1 N2 1.3713(16) . ?
N1 C16 1.3368(18) . ?
N2 C18 1.3547(18) . ?
N2 B1 1.545(2) . ?
N3 C26 1.3403(18) . ?
N4 N3 1.3730(16) . ?
N4 C28 1.3531(19) . ?
N4 B1 1.5558(19) . ?
N5 N6 1.3675(16) . ?
N5 C36 1.3348(18) . ?
N6 C38 1.3529(18) . ?
N6 B1 1.5449(19) . ?
N7 C5 1.380(2) . ?
N7 C6 1.383(2) . ?
C1 H01O 0.9500 . ?
C2 C1 1.382(4) . ?
C2 H01N 0.9500 . ?
C3 C2 1.383(4) . ?
C3 H01J 0.9500 . ?
C4 C3 1.379(3) . ?
C6 C4 1.405(3) . ?
C6 C7 1.394(3) . ?
C7 C1 1.416(2) . ?
C7 C8 1.465(3) . ?
C9 H01G 0.9800 . ?
C9 H01H 0.9800 . ?
C9 H01I 0.9800 . ?
C10 H00Q 0.9500 . ?
C10 C11 1.385(2) . ?
C11 H00X 0.9500 . ?
C12 C11 1.387(2) . ?
C12 H00U 0.9500 . ?
C12 C13 1.384(2) . ?
C13 H012 0.9500 . ?
C14 C13 1.384(2) . ?
C14 H00P 0.9500 . ?
C15 C10 1.391(2) . ?
C15 C14 1.395(2) . ?
C15 C16 1.473(2) . ?
C17 C16 1.403(2) . ?
C17 H00D 0.9500 . ?
C17 C18 1.379(2) . ?
C18 C19 1.494(2) . ?
C19 H01A 0.9800 . ?
C19 H01B 0.9800 . ?
C19 H01C 0.9800 . ?
C20 H00L 0.9500 . ?
C20 C21 1.387(2) . ?
C21 H018 0.9500 . ?
C22 C21 1.390(2) . ?
C22 H011 0.9500 . ?
C22 C23 1.381(3) . ?
C23 H017 0.9500 . ?
C24 C23 1.385(3) . ?
C24 H015 0.9500 . ?
C25 C20 1.392(2) . ?
C25 C24 1.395(2) . ?
C26 C25 1.470(2) . ?
C26 C27 1.399(2) . ?
C27 H00T 0.9500 . ?
C27 C28 1.375(2) . ?
C28 C29 1.492(2) . ?
C29 H01K 0.9800 . ?
C29 H01L 0.9800 . ?
C29 H01M 0.9800 . ?
C30 H00I 0.9500 . ?
C30 C31 1.392(2) . ?
C30 C35 1.393(2) . ?
C31 H00M 0.9500 . ?
C31 C32 1.390(2) . ?
C32 H00Z 0.9500 . ?
C32 C33 1.385(2) . ?
C33 H016 0.9500 . ?
C34 C33 1.386(2) . ?
C34 H00S 0.9500 . ?
C35 C34 1.396(2) . ?
C35 C36 1.480(2) . ?
C36 C37 1.399(2) . ?
C37 H00W 0.9500 . ?
C38 C37 1.380(2) . ?
C38 C39 1.496(2) . ?
C39 H01D 0.9800 . ?
C39 H01E 0.9800 . ?
C39 H01F 0.9800 . ?
B1 H019 1.0000 . ?
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 C8 O1 168.69(11) . . . . ?
Zn1 O2 C8 C7 -12.6(2) . . . . ?
Zn1 N1 N2 C18 -173.08(9) . . . . ?
Zn1 N1 N2 B1 19.01(14) . . . . ?
Zn1 N1 C16 C15 -16.2(2) . . . . ?
Zn1 N1 C16 C17 170.14(11) . . . . ?
Zn1 N3 C26 C25 0.3(2) . . . . ?
Zn1 N3 C26 C27 -177.28(12) . . . . ?
Zn1 N5 N6 C38 -163.73(9) . . . . ?
Zn1 N5 N6 B1 12.85(15) . . . . ?
Zn1 N5 C36 C35 -19.2(2) . . . . ?
Zn1 N5 C36 C37 159.65(10) . . . . ?
Zn1 N7 C5 O3 -173.47(9) . . . . ?
Zn1 N7 C5 O4 4.5(2) . . . . ?
Zn1 N7 C6 C4 171.05(11) . . . . ?
Zn1 N7 C6 C7 -5.1(3) . . . . ?
O3 C4 C3 C2 -175.79(18) . . . . ?
N1 N2 C18 C17 -0.34(15) . . . . ?
N1 N2 C18 C19 180.00(12) . . . . ?
N1 N2 B1 N4 47.30(16) . . . . ?
N1 N2 B1 N6 -71.59(15) . . . . ?
N2 N1 C16 C15 171.91(11) . . . . ?
N2 N1 C16 C17 -1.72(15) . . . . ?
N3 N4 C28 C27 0.51(18) . . . . ?
N3 N4 C28 C29 -177.71(16) . . . . ?
N3 N4 B1 N2 -58.50(16) . . . . ?
N3 N4 B1 N6 60.62(16) . . . . ?
N3 C26 C25 C20 26.7(2) . . . . ?
N3 C26 C25 C24 -152.30(15) . . . . ?
N3 C26 C27 C28 0.16(19) . . . . ?
N4 N3 C26 C25 177.69(13) . . . . ?
N4 N3 C26 C27 0.14(17) . . . . ?
N5 N6 C38 C37 -0.43(15) . . . . ?
N5 N6 C38 C39 178.10(12) . . . . ?
N5 N6 B1 N2 51.75(16) . . . . ?
N5 N6 B1 N4 -65.90(15) . . . . ?
N5 C36 C37 C38 -0.22(16) . . . . ?
N6 N5 C36 C35 -178.89(12) . . . . ?
N6 N5 C36 C37 -0.03(15) . . . . ?
N6 C38 C37 C36 0.39(16) . . . . ?
N7 C6 C4 O3 -1.57(18) . . . . ?
N7 C6 C4 C3 -176.88(17) . . . . ?
N7 C6 C7 C1 177.14(16) . . . . ?
N7 C6 C7 C8 3.8(3) . . . . ?
C1 C7 C8 O1 11.8(2) . . . . ?
C1 C7 C8 O2 -166.96(16) . . . . ?
C3 C2 C1 C7 -0.4(3) . . . . ?
C4 O3 C5 O4 -173.97(15) . . . . ?
C4 O3 C5 N7 4.21(17) . . . . ?
C4 C3 C2 C1 1.7(3) . . . . ?
C4 C6 C7 C1 1.4(2) . . . . ?
C4 C6 C7 C8 -171.90(15) . . . . ?
C5 O3 C4 C3 173.45(18) . . . . ?
C5 O3 C4 C6 -1.58(18) . . . . ?
C5 N7 C6 C4 4.12(17) . . . . ?
C5 N7 C6 C7 -171.98(17) . . . . ?
C6 N7 C5 O3 -5.19(16) . . . . ?
C6 N7 C5 O4 172.77(17) . . . . ?
C6 C4 C3 C2 -1.4(3) . . . . ?
C6 C7 C1 C2 -1.2(3) . . . . ?
C6 C7 C8 O1 -175.15(14) . . . . ?
C6 C7 C8 O2 6.0(2) . . . . ?
C7 C6 C4 O3 175.11(14) . . . . ?
C7 C6 C4 C3 -0.2(3) . . . . ?
C8 C7 C1 C2 172.08(18) . . . . ?
C9 O1 C8 O2 0.2(2) . . . . ?
C9 O1 C8 C7 -178.69(15) . . . . ?
C10 C15 C14 C13 0.5(2) . . . . ?
C10 C15 C16 N1 -34.68(19) . . . . ?
C10 C15 C16 C17 137.46(15) . . . . ?
C11 C12 C13 C14 -0.7(2) . . . . ?
C13 C12 C11 C10 0.1(2) . . . . ?
C14 C15 C10 C11 -1.0(2) . . . . ?
C14 C15 C16 N1 148.06(13) . . . . ?
C14 C15 C16 C17 -39.8(2) . . . . ?
C15 C10 C11 C12 0.7(2) . . . . ?
C15 C14 C13 C12 0.4(2) . . . . ?
C16 N1 N2 C18 1.29(15) . . . . ?
C16 N1 N2 B1 -166.62(12) . . . . ?
C16 C15 C10 C11 -178.40(14) . . . . ?
C16 C15 C14 C13 177.75(13) . . . . ?
C16 C17 C18 N2 -0.69(15) . . . . ?
C16 C17 C18 C19 178.93(14) . . . . ?
C18 N2 B1 N4 -117.88(15) . . . . ?
C18 N2 B1 N6 123.22(15) . . . . ?
C18 C17 C16 N1 1.52(16) . . . . ?
C18 C17 C16 C15 -171.25(13) . . . . ?
C20 C25 C24 C23 -1.9(2) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C23 C22 C21 C20 -0.8(3) . . . . ?
C24 C25 C20 C21 1.4(2) . . . . ?
C25 C20 C21 C22 -0.1(3) . . . . ?
C25 C24 C23 C22 1.1(3) . . . . ?
C25 C26 C27 C28 -177.20(15) . . . . ?
C26 C25 C20 C21 -177.61(15) . . . . ?
C26 C25 C24 C23 177.16(15) . . . . ?
C26 C27 C28 N4 -0.41(19) . . . . ?
C26 C27 C28 C29 177.64(19) . . . . ?
C27 C26 C25 C20 -156.25(17) . . . . ?
C27 C26 C25 C24 24.8(2) . . . . ?
C28 N4 N3 Zn1 177.79(10) . . . . ?
C28 N4 N3 C26 -0.41(16) . . . . ?
C28 N4 B1 N2 118.93(16) . . . . ?
C28 N4 B1 N6 -121.95(16) . . . . ?
C30 C31 C32 C33 0.8(2) . . . . ?
C30 C35 C34 C33 0.9(2) . . . . ?
C30 C35 C36 N5 -57.67(19) . . . . ?
C30 C35 C36 C37 123.74(17) . . . . ?
C31 C30 C35 C34 0.0(2) . . . . ?
C31 C30 C35 C36 177.24(13) . . . . ?
C31 C32 C33 C34 0.1(2) . . . . ?
C34 C35 C36 N5 119.56(15) . . . . ?
C34 C35 C36 C37 -59.0(2) . . . . ?
C35 C30 C31 C32 -0.8(2) . . . . ?
C35 C34 C33 C32 -0.9(2) . . . . ?
C35 C36 C37 C38 178.48(14) . . . . ?
C36 N5 N6 C38 0.29(15) . . . . ?
C36 N5 N6 B1 176.87(11) . . . . ?
C36 C35 C34 C33 -176.42(13) . . . . ?
C38 N6 B1 N2 -132.55(14) . . . . ?
C38 N6 B1 N4 109.80(16) . . . . ?
C39 C38 C37 C36 -177.99(14) . . . . ?
B1 N2 C18 C17 165.88(13) . . . . ?
B1 N2 C18 C19 -13.8(2) . . . . ?
B1 N4 N3 Zn1 -4.32(15) . . . . ?
B1 N4 N3 C26 177.48(12) . . . . ?
B1 N4 C28 C27 -177.16(14) . . . . ?
B1 N4 C28 C29 4.6(3) . . . . ?
B1 N6 C38 C37 -176.44(13) . . . . ?
B1 N6 C38 C39 2.1(2) . . . . ?
