#------------------------------------------------------------------------------
#$Date: 2018-09-01 00:53:39 +0300 (Sat, 01 Sep 2018) $
#$Revision: 210267 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/84/4308423.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_4308423
loop_
_publ_author_name
'Gao, Jian'
'Reibenspies, Joseph H.'
'Zingaro, Ralph A.'
'Woolley, F. Ross'
'Martell, Arthur E.'
'Clearfield, Abraham'
_publ_section_title
;
 Novel Chiral "Calixsalen" Macrocycle and Chiral Robson-type
 Macrocyclic Complexes
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   2
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              232
_journal_page_last               241
_journal_paper_doi               10.1021/ic049181m
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C48 H44 Cl2 N4 O12 Zn'
_chemical_formula_weight         1005.14
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.0270(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.3272(10)
_cell_length_b                   11.3083(8)
_cell_length_c                   15.0979(11)
_cell_measurement_reflns_used    7684
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      26.96
_cell_measurement_theta_min      2.26
_cell_volume                     2253.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19776
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_T_max  0.9303
_exptl_absorpt_correction_T_min  0.7579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.369
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.013(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         9531
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0560
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0883P)²+0.9804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1486
_reflns_number_gt                8324
_reflns_number_total             9531
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049181msi20040623_010630.cif
_cod_data_source_block           am171
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4308423
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.21642(4) 0.64120(4) 0.70050(3) 0.03041(16) Uani 0.8821(18) 1 d P . .
Zn1' Zn -0.2831(3) 0.4440(4) 0.7368(3) 0.0330(13) Uani 0.1179(18) 1 d P A .
Cl1 Cl 0.46777(7) 0.19889(9) 0.61696(6) 0.0344(2) Uani 1 1 d . . .
Cl2 Cl 0.10903(8) 1.01227(10) 0.95144(6) 0.0364(2) Uani 1 1 d . . .
O1 O -0.3248(2) 0.6097(2) 0.7707(2) 0.0335(6) Uani 1 1 d . A .
O2 O -0.16303(19) 0.4811(3) 0.71691(18) 0.0312(6) Uani 1 1 d . A .
O3 O -0.1273(2) 0.6908(3) 0.84091(19) 0.0402(7) Uani 1 1 d . A .
O4 O -0.3136(2) 0.5812(3) 0.5774(2) 0.0337(7) Uani 0.8821(18) 1 d PD A 1
O4' O -0.338(2) 0.391(2) 0.6159(17) 0.041(6) Uiso 0.1179(18) 1 d PD A 2
O5 O 0.4574(2) 0.3069(3) 0.6644(2) 0.0424(7) Uani 1 1 d . . .
O6 O 0.5644(2) 0.1473(4) 0.6470(2) 0.0493(8) Uani 1 1 d . . .
O7 O 0.4577(3) 0.2220(3) 0.5222(2) 0.0461(8) Uani 1 1 d . . .
O8 O 0.3919(3) 0.1166(4) 0.6359(2) 0.0567(10) Uani 1 1 d . . .
O9 O 0.1776(3) 0.9412(3) 0.9112(2) 0.0509(8) Uani 1 1 d . . .
O10 O 0.1607(3) 1.1230(4) 0.9807(4) 0.0817(14) Uani 1 1 d . . .
O11 O 0.0236(3) 1.0435(3) 0.8883(2) 0.0529(9) Uani 1 1 d . . .
O12 O 0.0782(3) 0.9565(5) 1.0261(3) 0.0733(13) Uani 1 1 d . . .
N1 N -0.2690(2) 0.8080(3) 0.67440(19) 0.0245(6) Uani 1 1 d . A .
N2 N -0.0922(2) 0.6969(3) 0.64908(19) 0.0255(6) Uani 1 1 d . A .
N3 N -0.1994(2) 0.3182(3) 0.8250(2) 0.0259(6) Uani 1 1 d . . .
N4 N -0.3971(2) 0.4190(3) 0.8213(2) 0.0266(6) Uani 1 1 d . . .
C1 C -0.4152(3) 0.6563(4) 0.7551(2) 0.0267(7) Uani 1 1 d . . .
C2 C -0.4354(3) 0.7704(3) 0.7160(2) 0.0262(7) Uani 1 1 d . A .
C3 C -0.5326(3) 0.8187(3) 0.7134(2) 0.0279(8) Uani 1 1 d . . .
H3 H -0.5451 0.8957 0.6892 0.033 Uiso 1 1 calc R A .
C4 C -0.6121(3) 0.7580(4) 0.7451(2) 0.0278(7) Uani 1 1 d . A .
C5 C -0.5943(3) 0.6447(4) 0.7769(2) 0.0278(7) Uani 1 1 d . . .
H5 H -0.6481 0.6012 0.7965 0.033 Uiso 1 1 calc R A .
C6 C -0.4979(3) 0.5920(3) 0.7809(2) 0.0256(7) Uani 1 1 d . A .
C7 C -0.7140(3) 0.8156(4) 0.7447(3) 0.0370(9) Uani 1 1 d . . .
H7A H -0.7553 0.8026 0.6866 0.055 Uiso 1 1 calc R A .
H7B H -0.7049 0.9007 0.7552 0.055 Uiso 1 1 calc R . .
H7C H -0.7480 0.7810 0.7920 0.055 Uiso 1 1 calc R . .
C8 C -0.3588(3) 0.8436(3) 0.6817(2) 0.0271(7) Uani 1 1 d . . .
H8 H -0.3768 0.9222 0.6637 0.032 Uiso 1 1 calc R A .
C9 C -0.1882(3) 0.8861(3) 0.6506(2) 0.0246(7) Uani 1 1 d . . .
H9 H -0.1513 0.9177 0.7079 0.029 Uiso 1 1 calc R A .
C10 C -0.2231(3) 0.9914(3) 0.5930(2) 0.0263(7) Uani 1 1 d . A .
C11 C -0.2873(3) 0.9791(4) 0.5126(3) 0.0333(8) Uani 1 1 d . . .
H11 H -0.3123 0.9031 0.4938 0.040 Uiso 1 1 calc R A .
C12 C -0.3146(3) 1.0763(4) 0.4602(3) 0.0379(9) Uani 1 1 d . A .
H12 H -0.3588 1.0671 0.4055 0.045 Uiso 1 1 calc R . .
C13 C -0.2783(4) 1.1882(4) 0.4864(3) 0.0454(11) Uani 1 1 d . . .
H13 H -0.2980 1.2552 0.4501 0.054 Uiso 1 1 calc R A .
C14 C -0.2126(4) 1.2011(4) 0.5665(3) 0.0447(11) Uani 1 1 d . A .
H14 H -0.1860 1.2768 0.5842 0.054 Uiso 1 1 calc R . .
C15 C -0.1868(3) 1.1044(4) 0.6192(3) 0.0355(9) Uani 1 1 d . . .
H15 H -0.1436 1.1139 0.6744 0.043 Uiso 1 1 calc R A .
C16 C -0.1093(3) 0.8133(3) 0.6048(2) 0.0259(7) Uani 1 1 d . A .
H16 H -0.1403 0.7982 0.5416 0.031 Uiso 1 1 calc R . .
C17 C -0.0142(3) 0.8860(3) 0.6015(2) 0.0245(7) Uani 1 1 d . . .
C18 C 0.0242(3) 0.8979(3) 0.5208(2) 0.0271(8) Uani 1 1 d . A .
H18 H -0.0066 0.8566 0.4692 0.033 Uiso 1 1 calc R . .
C19 C 0.1082(3) 0.9708(4) 0.5156(3) 0.0316(8) Uani 1 1 d . . .
H19 H 0.1346 0.9783 0.4606 0.038 Uiso 1 1 calc R A .
C20 C 0.1526(3) 1.0316(4) 0.5899(3) 0.0326(8) Uani 1 1 d . A .
H20 H 0.2088 1.0821 0.5859 0.039 Uiso 1 1 calc R . .
C21 C 0.1150(3) 1.0190(4) 0.6711(3) 0.0319(8) Uani 1 1 d . . .
H21 H 0.1458 1.0605 0.7225 0.038 Uiso 1 1 calc R A .
C22 C 0.0327(3) 0.9458(4) 0.6765(2) 0.0303(8) Uani 1 1 d . A .
H22 H 0.0079 0.9364 0.7322 0.036 Uiso 1 1 calc R . .
C23 C -0.0085(3) 0.6394(4) 0.6535(2) 0.0261(7) Uani 1 1 d . . .
H23 H 0.0454 0.6748 0.6279 0.031 Uiso 1 1 calc R A .
C24 C 0.0094(3) 0.5237(3) 0.6951(2) 0.0251(7) Uani 1 1 d . A .
C25 C -0.0664(3) 0.4548(3) 0.7295(2) 0.0249(7) Uani 1 1 d . . .
C26 C -0.0361(3) 0.3499(3) 0.7785(2) 0.0247(7) Uani 1 1 d . A .
C27 C 0.0649(3) 0.3105(3) 0.7853(2) 0.0264(7) Uani 1 1 d . . .
H27 H 0.0841 0.2406 0.8183 0.032 Uiso 1 1 calc R A .
C28 C 0.1372(3) 0.3708(4) 0.7452(2) 0.0268(7) Uani 1 1 d . A .
C29 C 0.1080(3) 0.4777(3) 0.7026(2) 0.0265(7) Uani 1 1 d . . .
H29 H 0.1577 0.5217 0.6773 0.032 Uiso 1 1 calc R A .
C30 C 0.2449(3) 0.3273(4) 0.7520(3) 0.0370(9) Uani 1 1 d . . .
H30A H 0.2458 0.2489 0.7243 0.055 Uiso 1 1 calc R A .
H30B H 0.2744 0.3222 0.8151 0.055 Uiso 1 1 calc R . .
H30C H 0.2847 0.3825 0.7209 0.055 Uiso 1 1 calc R . .
C31 C -0.1044(3) 0.2895(3) 0.8288(2) 0.0253(7) Uani 1 1 d . A .
H31 H -0.0791 0.2259 0.8665 0.030 Uiso 1 1 calc R . .
C32 C -0.2675(3) 0.2794(3) 0.8888(2) 0.0222(7) Uani 1 1 d . A .
H32 H -0.2567 0.3332 0.9419 0.027 Uiso 1 1 calc R . .
C33 C -0.2450(3) 0.1536(3) 0.9216(2) 0.0246(7) Uani 1 1 d . . .
C34 C -0.2602(3) 0.0589(3) 0.8653(3) 0.0286(8) Uani 1 1 d . A .
H34 H -0.2849 0.0705 0.8038 0.034 Uiso 1 1 calc R . .
C35 C -0.2395(3) -0.0556(4) 0.8986(3) 0.0329(8) Uani 1 1 d . . .
H35 H -0.2497 -0.1216 0.8595 0.039 Uiso 1 1 calc R A .
C36 C -0.2044(3) -0.0725(4) 0.9876(3) 0.0366(9) Uani 1 1 d . A .
H36 H -0.1903 -0.1501 1.0100 0.044 Uiso 1 1 calc R . .
C37 C -0.1895(4) 0.0240(4) 1.0447(3) 0.0402(10) Uani 1 1 d . . .
H37 H -0.1647 0.0125 1.1062 0.048 Uiso 1 1 calc R A .
C38 C -0.2107(3) 0.1375(4) 1.0122(2) 0.0322(8) Uani 1 1 d . A .
H38 H -0.2019 0.2035 1.0514 0.039 Uiso 1 1 calc R . .
C39 C -0.3793(3) 0.2928(3) 0.8443(2) 0.0233(7) Uani 1 1 d . A .
H39 H -0.3889 0.2457 0.7877 0.028 Uiso 1 1 calc R . .
C40 C -0.4546(3) 0.2502(3) 0.9033(2) 0.0248(7) Uani 1 1 d . . .
C41 C -0.5214(3) 0.1593(3) 0.8751(3) 0.0302(8) Uani 1 1 d . A .
H41 H -0.5166 0.1191 0.8206 0.036 Uiso 1 1 calc R . .
C42 C -0.5954(3) 0.1274(4) 0.9269(3) 0.0386(9) Uani 1 1 d . . .
H42 H -0.6417 0.0658 0.9072 0.046 Uiso 1 1 calc R A .
C43 C -0.6024(3) 0.1836(5) 1.0059(3) 0.0424(11) Uani 1 1 d . A .
H43 H -0.6532 0.1610 1.0408 0.051 Uiso 1 1 calc R . .
C44 C -0.5356(3) 0.2734(4) 1.0352(3) 0.0384(9) Uani 1 1 d . . .
H44 H -0.5405 0.3123 1.0902 0.046 Uiso 1 1 calc R A .
C45 C -0.4613(3) 0.3066(4) 0.9844(2) 0.0298(8) Uani 1 1 d . A .
H45 H -0.4150 0.3679 1.0048 0.036 Uiso 1 1 calc R . .
C46 C -0.4843(3) 0.4718(3) 0.8122(2) 0.0244(7) Uani 1 1 d . A .
H46 H -0.5415 0.4296 0.8267 0.029 Uiso 1 1 calc R . .
C47 C -0.0316(4) 0.7293(5) 0.8726(3) 0.0520(13) Uani 1 1 d . . .
H47A H 0.0062 0.6654 0.9061 0.078 Uiso 1 1 calc R A .
H47B H -0.0358 0.7973 0.9121 0.078 Uiso 1 1 calc R . .
H47C H 0.0032 0.7527 0.8223 0.078 Uiso 1 1 calc R . .
C48 C -0.3723(4) 0.4746(5) 0.5718(4) 0.0420(12) Uani 0.8821(18) 1 d PD A 1
H48A H -0.4091 0.4663 0.5112 0.063 Uiso 0.8821(18) 1 calc PR A 1
H48B H -0.4209 0.4781 0.6149 0.063 Uiso 0.8821(18) 1 calc PR A 1
H48C H -0.3272 0.4066 0.5855 0.063 Uiso 0.8821(18) 1 calc PR A 1
C48' C -0.374(5) 0.442(6) 0.529(3) 0.070(16) Uiso 0.1179(18) 1 d PD A 2
H48D H -0.3872 0.3782 0.4848 0.105 Uiso 0.1179(18) 1 calc PR A 2
H48E H -0.3221 0.4951 0.5113 0.105 Uiso 0.1179(18) 1 calc PR A 2
H48F H -0.4364 0.4861 0.5322 0.105 Uiso 0.1179(18) 1 calc PR 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'
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'
Cl Cl 0.1484 0.1585 '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
O1 Zn1 O2 92.66(11) . . ?
O1 Zn1 N2 167.84(13) . . ?
O2 Zn1 N2 91.96(12) . . ?
O1 Zn1 N1 90.78(11) . . ?
O2 Zn1 N1 175.84(12) . . ?
N2 Zn1 N1 85.12(12) . . ?
O1 Zn1 O4 90.57(12) . . ?
O2 Zn1 O4 89.00(12) . . ?
N2 Zn1 O4 100.76(12) . . ?
N1 Zn1 O4 88.64(12) . . ?
O1 Zn1 O3 82.63(12) . . ?
O2 Zn1 O3 88.72(12) . . ?
N2 Zn1 O3 86.23(12) . . ?
N1 Zn1 O3 94.03(12) . . ?
O4 Zn1 O3 172.72(11) . . ?
O1 Zn1 Zn1' 53.10(12) . . ?
O2 Zn1 Zn1' 43.53(11) . . ?
N2 Zn1 Zn1' 134.35(13) . . ?
N1 Zn1 Zn1' 138.63(12) . . ?
O4 Zn1 Zn1' 74.10(13) . . ?
O3 Zn1 Zn1' 99.58(13) . . ?
O2 Zn1' O4' 98.4(8) . . ?
O2 Zn1' O1 96.5(2) . . ?
O4' Zn1' O1 115.8(8) . . ?
O2 Zn1' N4 153.3(3) . . ?
O4' Zn1' N4 108.2(8) . . ?
O1 Zn1' N4 74.30(17) . . ?
O2 Zn1' N3 81.66(19) . . ?
O4' Zn1' N3 117.9(8) . . ?
O1 Zn1' N3 126.0(2) . . ?
N4 Zn1' N3 83.86(17) . . ?
O2 Zn1' Zn1 51.24(14) . . ?
O4' Zn1' Zn1 99.6(8) . . ?
O1 Zn1' Zn1 49.53(12) . . ?
N4 Zn1' Zn1 123.8(2) . . ?
N3 Zn1' Zn1 124.0(2) . . ?
O6 Cl1 O8 107.6(2) . . ?
O6 Cl1 O5 109.6(2) . . ?
O8 Cl1 O5 109.5(2) . . ?
O6 Cl1 O7 110.1(2) . . ?
O8 Cl1 O7 110.2(2) . . ?
O5 Cl1 O7 109.8(2) . . ?
O12 Cl2 O9 111.6(2) . . ?
O12 Cl2 O11 110.7(2) . . ?
O9 Cl2 O11 111.0(2) . . ?
O12 Cl2 O10 108.6(3) . . ?
O9 Cl2 O10 108.0(2) . . ?
O11 Cl2 O10 106.7(3) . . ?
C1 O1 Zn1 124.4(2) . . ?
C1 O1 Zn1' 127.0(3) . . ?
Zn1 O1 Zn1' 77.36(14) . . ?
C25 O2 Zn1' 147.0(3) . . ?
C25 O2 Zn1 124.3(3) . . ?
Zn1' O2 Zn1 85.23(18) . . ?
C47 O3 Zn1 136.1(3) . . ?
C48 O4 Zn1 123.8(3) . . ?
C48' O4' Zn1' 139(3) . . ?
C8 N1 C9 123.8(3) . . ?
C8 N1 Zn1 125.1(3) . . ?
C9 N1 Zn1 111.0(2) . . ?
C23 N2 C16 123.5(3) . . ?
C23 N2 Zn1 125.0(3) . . ?
C16 N2 Zn1 111.5(2) . . ?
C31 N3 C32 125.4(3) . . ?
C31 N3 Zn1' 127.6(3) . . ?
C32 N3 Zn1' 106.7(2) . . ?
C46 N4 C39 125.5(3) . . ?
C46 N4 Zn1' 125.3(3) . . ?
C39 N4 Zn1' 99.5(2) . . ?
O1 C1 C6 118.4(3) . . ?
O1 C1 C2 123.7(3) . . ?
C6 C1 C2 117.8(3) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 C8 117.2(3) . . ?
C1 C2 C8 123.8(3) . . ?
C4 C3 C2 122.6(3) . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 C7 121.0(3) . . ?
C3 C4 C7 120.7(4) . . ?
C4 C5 C6 121.4(3) . . ?
C5 C6 C1 120.6(4) . . ?
C5 C6 C46 119.1(3) . . ?
C1 C6 C46 120.3(3) . . ?
N1 C8 C2 123.9(3) . . ?
N1 C9 C10 115.8(3) . . ?
N1 C9 C16 110.5(3) . . ?
C10 C9 C16 109.4(3) . . ?
C11 C10 C15 118.9(4) . . ?
C11 C10 C9 121.8(4) . . ?
C15 C10 C9 119.3(4) . . ?
C12 C11 C10 120.3(4) . . ?
C11 C12 C13 120.6(4) . . ?
C12 C13 C14 119.5(4) . . ?
C15 C14 C13 119.7(4) . . ?
C14 C15 C10 121.0(4) . . ?
N2 C16 C17 114.8(3) . . ?
N2 C16 C9 109.7(3) . . ?
C17 C16 C9 110.1(3) . . ?
C22 C17 C18 119.2(3) . . ?
C22 C17 C16 121.3(3) . . ?
C18 C17 C16 119.4(3) . . ?
C17 C18 C19 120.0(4) . . ?
C20 C19 C18 120.3(3) . . ?
C19 C20 C21 119.9(4) . . ?
C22 C21 C20 119.8(4) . . ?
C21 C22 C17 120.8(3) . . ?
N2 C23 C24 124.5(3) . . ?
C29 C24 C25 118.1(3) . . ?
C29 C24 C23 117.6(3) . . ?
C25 C24 C23 124.3(3) . . ?
O2 C25 C26 117.7(3) . . ?
O2 C25 C24 123.7(3) . . ?
C26 C25 C24 118.6(3) . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 C31 118.7(3) . . ?
C25 C26 C31 121.0(3) . . ?
C28 C27 C26 121.8(3) . . ?
C27 C28 C29 117.4(3) . . ?
C27 C28 C30 121.5(4) . . ?
C29 C28 C30 121.0(3) . . ?
C28 C29 C24 123.7(3) . . ?
N3 C31 C26 122.9(3) . . ?
N3 C32 C33 112.2(3) . . ?
N3 C32 C39 109.1(3) . . ?
C33 C32 C39 111.4(3) . . ?
C34 C33 C38 120.6(4) . . ?
C34 C33 C32 121.7(3) . . ?
C38 C33 C32 117.7(3) . . ?
C33 C34 C35 119.8(4) . . ?
C36 C35 C34 120.1(4) . . ?
C35 C36 C37 119.9(4) . . ?
C36 C37 C38 120.1(4) . . ?
C37 C38 C33 119.4(4) . . ?
N4 C39 C40 110.4(3) . . ?
N4 C39 C32 107.9(3) . . ?
C40 C39 C32 112.9(3) . . ?
C41 C40 C45 119.4(3) . . ?
C41 C40 C39 120.4(3) . . ?
C45 C40 C39 120.1(3) . . ?
C40 C41 C42 119.7(4) . . ?
C43 C42 C41 120.7(4) . . ?
C42 C43 C44 120.1(4) . . ?
C43 C44 C45 120.0(4) . . ?
C44 C45 C40 120.0(4) . . ?
N4 C46 C6 122.6(3) . . ?
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 O1 1.941(3) . ?
Zn1 O2 1.948(3) . ?
Zn1 N2 2.025(3) . ?
Zn1 N1 2.032(3) . ?
Zn1 O4 2.218(3) . ?
Zn1 O3 2.348(3) . ?
Zn1 Zn1' 2.489(4) . ?
Zn1' O2 1.720(4) . ?
Zn1' O4' 1.96(3) . ?
Zn1' O1 2.040(5) . ?
Zn1' N4 2.135(4) . ?
Zn1' N3 2.151(5) . ?
Cl1 O6 1.429(3) . ?
Cl1 O8 1.433(4) . ?
Cl1 O5 1.433(3) . ?
Cl1 O7 1.442(3) . ?
Cl2 O12 1.403(4) . ?
Cl2 O9 1.416(3) . ?
Cl2 O11 1.423(4) . ?
Cl2 O10 1.467(5) . ?
O1 C1 1.305(4) . ?
O2 C25 1.310(4) . ?
O3 C47 1.369(6) . ?
O4 C48 1.434(6) . ?
O4' C48' 1.45(2) . ?
N1 C8 1.282(5) . ?
N1 C9 1.475(4) . ?
N2 C23 1.285(5) . ?
N2 C16 1.480(5) . ?
N3 C31 1.300(5) . ?
N3 C32 1.480(4) . ?
N4 C46 1.297(5) . ?
N4 C39 1.480(5) . ?
C1 C6 1.420(5) . ?
C1 C2 1.429(5) . ?
C2 C3 1.402(5) . ?
C2 C8 1.464(5) . ?
C3 C4 1.401(5) . ?
C4 C5 1.377(6) . ?
C4 C7 1.505(5) . ?
C5 C6 1.409(5) . ?
C6 C46 1.441(5) . ?
C9 C10 1.509(5) . ?
C9 C16 1.569(5) . ?
C10 C11 1.391(6) . ?
C10 C15 1.404(6) . ?
C11 C12 1.374(6) . ?
C12 C13 1.393(7) . ?
C13 C14 1.397(7) . ?
C14 C15 1.368(6) . ?
C16 C17 1.518(5) . ?
C17 C22 1.390(6) . ?
C17 C18 1.393(5) . ?
C18 C19 1.402(5) . ?
C19 C20 1.377(6) . ?
C20 C21 1.395(6) . ?
C21 C22 1.387(6) . ?
C23 C24 1.457(5) . ?
C24 C29 1.402(5) . ?
C24 C25 1.429(5) . ?
C25 C26 1.426(5) . ?
C26 C27 1.408(5) . ?
C26 C31 1.437(5) . ?
C27 C28 1.387(5) . ?
C28 C29 1.398(5) . ?
C28 C30 1.508(5) . ?
C32 C33 1.521(5) . ?
C32 C39 1.555(5) . ?
C33 C34 1.364(5) . ?
C33 C38 1.392(5) . ?
C34 C35 1.402(6) . ?
C35 C36 1.373(6) . ?
C36 C37 1.388(6) . ?
C37 C38 1.389(6) . ?
C39 C40 1.510(5) . ?
C40 C41 1.387(5) . ?
C40 C45 1.395(5) . ?
C41 C42 1.390(5) . ?
C42 C43 1.366(7) . ?
C43 C44 1.381(7) . ?
C44 C45 1.386(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
O1 Zn1 Zn1' O2 -151.0(2) . . . . ?
N2 Zn1 Zn1' O2 16.3(3) . . . . ?
N1 Zn1 Zn1' O2 174.73(18) . . . . ?
O4 Zn1 Zn1' O2 105.88(18) . . . . ?
O3 Zn1 Zn1' O2 -77.84(18) . . . . ?
O1 Zn1 Zn1' O4' 115.8(8) . . . . ?
O2 Zn1 Zn1' O4' -93.2(8) . . . . ?
N2 Zn1 Zn1' O4' -76.9(8) . . . . ?
N1 Zn1 Zn1' O4' 81.6(8) . . . . ?
O4 Zn1 Zn1' O4' 12.7(8) . . . . ?
O3 Zn1 Zn1' O4' -171.0(8) . . . . ?
O2 Zn1 Zn1' O1 151.0(2) . . . . ?
N2 Zn1 Zn1' O1 167.30(17) . . . . ?
N1 Zn1 Zn1' O1 -34.3(2) . . . . ?
O4 Zn1 Zn1' O1 -103.10(16) . . . . ?
O3 Zn1 Zn1' O1 73.18(15) . . . . ?
O1 Zn1 Zn1' N4 -3.8(2) . . . . ?
O2 Zn1 Zn1' N4 147.2(3) . . . . ?
N2 Zn1 Zn1' N4 163.53(19) . . . . ?
N1 Zn1 Zn1' N4 -38.0(3) . . . . ?
O4 Zn1 Zn1' N4 -106.9(2) . . . . ?
O3 Zn1 Zn1' N4 69.4(2) . . . . ?
O1 Zn1 Zn1' N3 -110.9(3) . . . . ?
O2 Zn1 Zn1' N3 40.1(2) . . . . ?
N2 Zn1 Zn1' N3 56.4(3) . . . . ?
N1 Zn1 Zn1' N3 -145.2(2) . . . . ?
O4 Zn1 Zn1' N3 146.0(2) . . . . ?
O3 Zn1 Zn1' N3 -37.8(2) . . . . ?
O2 Zn1 O1 C1 -146.0(3) . . . . ?
N2 Zn1 O1 C1 101.8(6) . . . . ?
N1 Zn1 O1 C1 31.7(3) . . . . ?
O4 Zn1 O1 C1 -57.0(3) . . . . ?
O3 Zn1 O1 C1 125.6(3) . . . . ?
Zn1' Zn1 O1 C1 -126.5(3) . . . . ?
O2 Zn1 O1 Zn1' -19.52(16) . . . . ?
N2 Zn1 O1 Zn1' -131.8(6) . . . . ?
N1 Zn1 O1 Zn1' 158.16(16) . . . . ?
O4 Zn1 O1 Zn1' 69.51(16) . . . . ?
O3 Zn1 O1 Zn1' -107.88(16) . . . . ?
O2 Zn1' O1 C1 146.2(3) . . . . ?
O4' Zn1' O1 C1 43.6(9) . . . . ?
N4 Zn1' O1 C1 -59.4(3) . . . . ?
N3 Zn1' O1 C1 -129.4(3) . . . . ?
Zn1 Zn1' O1 C1 123.8(3) . . . . ?
O2 Zn1' O1 Zn1 22.35(17) . . . . ?
O4' Zn1' O1 Zn1 -80.2(9) . . . . ?
N4 Zn1' O1 Zn1 176.74(17) . . . . ?
N3 Zn1' O1 Zn1 106.7(2) . . . . ?
O4' Zn1' O2 C25 -108.7(10) . . . . ?
O1 Zn1' O2 C25 133.9(5) . . . . ?
N4 Zn1' O2 C25 66.3(9) . . . . ?
N3 Zn1' O2 C25 8.4(6) . . . . ?
Zn1 Zn1' O2 C25 155.7(6) . . . . ?
O4' Zn1' O2 Zn1 95.5(8) . . . . ?
O1 Zn1' O2 Zn1 -21.78(16) . . . . ?
N4 Zn1' O2 Zn1 -89.4(6) . . . . ?
N3 Zn1' O2 Zn1 -147.33(17) . . . . ?
O1 Zn1 O2 C25 -141.4(3) . . . . ?
N2 Zn1 O2 C25 27.3(3) . . . . ?
N1 Zn1 O2 C25 72.6(18) . . . . ?
O4 Zn1 O2 C25 128.0(3) . . . . ?
O3 Zn1 O2 C25 -58.9(3) . . . . ?
Zn1' Zn1 O2 C25 -164.3(4) . . . . ?
O1 Zn1 O2 Zn1' 22.83(19) . . . . ?
N2 Zn1 O2 Zn1' -168.42(19) . . . . ?
N1 Zn1 O2 Zn1' -123.2(17) . . . . ?
O4 Zn1 O2 Zn1' -67.69(18) . . . . ?
O3 Zn1 O2 Zn1' 105.39(18) . . . . ?
O1 Zn1 O3 C47 179.6(5) . . . . ?
O2 Zn1 O3 C47 86.8(5) . . . . ?
N2 Zn1 O3 C47 -5.3(5) . . . . ?
N1 Zn1 O3 C47 -90.1(5) . . . . ?
O4 Zn1 O3 C47 158.6(9) . . . . ?
Zn1' Zn1 O3 C47 129.1(5) . . . . ?
O1 Zn1 O4 C48 -46.7(3) . . . . ?
O2 Zn1 O4 C48 46.0(3) . . . . ?
N2 Zn1 O4 C48 137.8(3) . . . . ?
N1 Zn1 O4 C48 -137.4(3) . . . . ?
O3 Zn1 O4 C48 -25.8(11) . . . . ?
Zn1' Zn1 O4 C48 4.5(3) . . . . ?
O2 Zn1' O4' C48' -75(5) . . . . ?
O1 Zn1' O4' C48' 26(5) . . . . ?
N4 Zn1' O4' C48' 107(5) . . . . ?
N3 Zn1' O4' C48' -160(4) . . . . ?
Zn1 Zn1' O4' C48' -23(5) . . . . ?
O1 Zn1 N1 C8 -19.2(3) . . . . ?
O2 Zn1 N1 C8 126.8(16) . . . . ?
N2 Zn1 N1 C8 172.3(3) . . . . ?
O4 Zn1 N1 C8 71.3(3) . . . . ?
O3 Zn1 N1 C8 -101.9(3) . . . . ?
Zn1' Zn1 N1 C8 7.5(4) . . . . ?
O1 Zn1 N1 C9 157.6(2) . . . . ?
O2 Zn1 N1 C9 -56.4(18) . . . . ?
N2 Zn1 N1 C9 -11.0(2) . . . . ?
O4 Zn1 N1 C9 -111.9(2) . . . . ?
O3 Zn1 N1 C9 74.9(2) . . . . ?
Zn1' Zn1 N1 C9 -175.7(2) . . . . ?
O1 Zn1 N2 C23 98.5(6) . . . . ?
O2 Zn1 N2 C23 -13.8(3) . . . . ?
N1 Zn1 N2 C23 169.2(3) . . . . ?
O4 Zn1 N2 C23 -103.1(3) . . . . ?
O3 Zn1 N2 C23 74.8(3) . . . . ?
Zn1' Zn1 N2 C23 -24.9(4) . . . . ?
O1 Zn1 N2 C16 -81.7(6) . . . . ?
O2 Zn1 N2 C16 166.0(2) . . . . ?
N1 Zn1 N2 C16 -11.0(2) . . . . ?
O4 Zn1 N2 C16 76.7(2) . . . . ?
O3 Zn1 N2 C16 -105.4(2) . . . . ?
Zn1' Zn1 N2 C16 154.9(2) . . . . ?
O2 Zn1' N3 C31 -12.2(4) . . . . ?
O4' Zn1' N3 C31 82.9(10) . . . . ?
O1 Zn1' N3 C31 -104.2(4) . . . . ?
N4 Zn1' N3 C31 -169.7(3) . . . . ?
Zn1 Zn1' N3 C31 -42.7(4) . . . . ?
O2 Zn1' N3 C32 161.2(3) . . . . ?
O4' Zn1' N3 C32 -103.6(9) . . . . ?
O1 Zn1' N3 C32 69.3(3) . . . . ?
N4 Zn1' N3 C32 3.8(3) . . . . ?
Zn1 Zn1' N3 C32 130.7(2) . . . . ?
O2 Zn1' N4 C46 122.1(6) . . . . ?
O4' Zn1' N4 C46 -63.1(9) . . . . ?
O1 Zn1' N4 C46 49.4(4) . . . . ?
N3 Zn1' N4 C46 179.5(3) . . . . ?
Zn1 Zn1' N4 C46 52.4(4) . . . . ?
O2 Zn1' N4 C39 -91.0(6) . . . . ?
O4' Zn1' N4 C39 83.8(9) . . . . ?
O1 Zn1' N4 C39 -163.7(2) . . . . ?
N3 Zn1' N4 C39 -33.5(2) . . . . ?
Zn1 Zn1' N4 C39 -160.7(2) . . . . ?
Zn1 O1 C1 C6 152.0(3) . . . . ?
Zn1' O1 C1 C6 51.3(5) . . . . ?
Zn1 O1 C1 C2 -30.1(5) . . . . ?
Zn1' O1 C1 C2 -130.7(3) . . . . ?
O1 C1 C2 C3 -171.3(4) . . . . ?
C6 C1 C2 C3 6.6(5) . . . . ?
O1 C1 C2 C8 5.7(6) . . . . ?
C6 C1 C2 C8 -176.4(3) . . . . ?
C1 C2 C3 C4 -2.1(6) . . . . ?
C8 C2 C3 C4 -179.3(3) . . . . ?
C2 C3 C4 C5 -2.5(6) . . . . ?
C2 C3 C4 C7 177.3(4) . . . . ?
C3 C4 C5 C6 2.4(5) . . . . ?
C7 C4 C5 C6 -177.4(4) . . . . ?
C4 C5 C6 C1 2.3(5) . . . . ?
C4 C5 C6 C46 -178.1(3) . . . . ?
O1 C1 C6 C5 171.3(3) . . . . ?
C2 C1 C6 C5 -6.8(5) . . . . ?
O1 C1 C6 C46 -8.3(5) . . . . ?
C2 C1 C6 C46 173.6(3) . . . . ?
C9 N1 C8 C2 -172.0(3) . . . . ?
Zn1 N1 C8 C2 4.4(5) . . . . ?
C3 C2 C8 N1 -175.2(4) . . . . ?
C1 C2 C8 N1 7.7(6) . . . . ?
C8 N1 C9 C10 -28.7(5) . . . . ?
Zn1 N1 C9 C10 154.5(2) . . . . ?
C8 N1 C9 C16 -153.7(3) . . . . ?
Zn1 N1 C9 C16 29.5(3) . . . . ?
N1 C9 C10 C11 -53.3(5) . . . . ?
C16 C9 C10 C11 72.3(4) . . . . ?
N1 C9 C10 C15 129.3(4) . . . . ?
C16 C9 C10 C15 -105.1(4) . . . . ?
C15 C10 C11 C12 -0.2(6) . . . . ?
C9 C10 C11 C12 -177.6(3) . . . . ?
C10 C11 C12 C13 0.3(6) . . . . ?
C11 C12 C13 C14 0.6(7) . . . . ?
C12 C13 C14 C15 -1.6(7) . . . . ?
C13 C14 C15 C10 1.7(7) . . . . ?
C11 C10 C15 C14 -0.8(6) . . . . ?
C9 C10 C15 C14 176.6(4) . . . . ?
C23 N2 C16 C17 -26.3(5) . . . . ?
Zn1 N2 C16 C17 153.9(2) . . . . ?
C23 N2 C16 C9 -150.9(3) . . . . ?
Zn1 N2 C16 C9 29.3(3) . . . . ?
N1 C9 C16 N2 -38.7(4) . . . . ?
C10 C9 C16 N2 -167.3(3) . . . . ?
N1 C9 C16 C17 -165.9(3) . . . . ?
C10 C9 C16 C17 65.5(4) . . . . ?
N2 C16 C17 C22 -76.8(4) . . . . ?
C9 C16 C17 C22 47.6(5) . . . . ?
N2 C16 C17 C18 106.4(4) . . . . ?
C9 C16 C17 C18 -129.1(3) . . . . ?
C22 C17 C18 C19 -0.8(6) . . . . ?
C16 C17 C18 C19 176.0(3) . . . . ?
C17 C18 C19 C20 -0.5(6) . . . . ?
C18 C19 C20 C21 1.2(6) . . . . ?
C19 C20 C21 C22 -0.4(6) . . . . ?
C20 C21 C22 C17 -1.0(6) . . . . ?
C18 C17 C22 C21 1.6(6) . . . . ?
C16 C17 C22 C21 -175.1(3) . . . . ?
C16 N2 C23 C24 -178.6(3) . . . . ?
Zn1 N2 C23 C24 1.1(5) . . . . ?
N2 C23 C24 C29 -173.7(3) . . . . ?
N2 C23 C24 C25 5.6(6) . . . . ?
Zn1' O2 C25 C26 2.2(7) . . . . ?
Zn1 O2 C25 C26 152.5(3) . . . . ?
Zn1' O2 C25 C24 -179.3(4) . . . . ?
Zn1 O2 C25 C24 -29.0(5) . . . . ?
C29 C24 C25 O2 -171.4(3) . . . . ?
C23 C24 C25 O2 9.2(6) . . . . ?
C29 C24 C25 C26 7.1(5) . . . . ?
C23 C24 C25 C26 -172.3(3) . . . . ?
O2 C25 C26 C27 172.9(3) . . . . ?
C24 C25 C26 C27 -5.7(5) . . . . ?
O2 C25 C26 C31 -13.4(5) . . . . ?
C24 C25 C26 C31 168.0(3) . . . . ?
C25 C26 C27 C28 -0.2(5) . . . . ?
C31 C26 C27 C28 -174.1(3) . . . . ?
C26 C27 C28 C29 4.4(5) . . . . ?
C26 C27 C28 C30 -179.3(4) . . . . ?
C27 C28 C29 C24 -2.9(6) . . . . ?
C30 C28 C29 C24 -179.1(4) . . . . ?
C25 C24 C29 C28 -2.9(5) . . . . ?
C23 C24 C29 C28 176.5(3) . . . . ?
C32 N3 C31 C26 -165.3(3) . . . . ?
Zn1' N3 C31 C26 7.0(6) . . . . ?
C27 C26 C31 N3 -178.4(3) . . . . ?
C25 C26 C31 N3 7.8(6) . . . . ?
C31 N3 C32 C33 -35.8(5) . . . . ?
Zn1' N3 C32 C33 150.6(3) . . . . ?
C31 N3 C32 C39 -159.8(3) . . . . ?
Zn1' N3 C32 C39 26.6(3) . . . . ?
N3 C32 C33 C34 -66.0(4) . . . . ?
C39 C32 C33 C34 56.7(4) . . . . ?
N3 C32 C33 C38 115.8(3) . . . . ?
C39 C32 C33 C38 -121.6(3) . . . . ?
C38 C33 C34 C35 -1.2(5) . . . . ?
C32 C33 C34 C35 -179.3(3) . . . . ?
C33 C34 C35 C36 0.3(6) . . . . ?
C34 C35 C36 C37 0.0(6) . . . . ?
C35 C36 C37 C38 0.4(7) . . . . ?
C36 C37 C38 C33 -1.3(7) . . . . ?
C34 C33 C38 C37 1.7(6) . . . . ?
C32 C33 C38 C37 179.9(4) . . . . ?
C46 N4 C39 C40 -31.4(5) . . . . ?
Zn1' N4 C39 C40 -178.2(3) . . . . ?
C46 N4 C39 C32 -155.2(3) . . . . ?
Zn1' N4 C39 C32 57.9(3) . . . . ?
N3 C32 C39 N4 -60.2(3) . . . . ?
C33 C32 C39 N4 175.4(3) . . . . ?
N3 C32 C39 C40 177.5(3) . . . . ?
C33 C32 C39 C40 53.0(4) . . . . ?
N4 C39 C40 C41 119.0(4) . . . . ?
C32 C39 C40 C41 -120.1(4) . . . . ?
N4 C39 C40 C45 -57.3(4) . . . . ?
C32 C39 C40 C45 63.6(4) . . . . ?
C45 C40 C41 C42 1.4(6) . . . . ?
C39 C40 C41 C42 -174.9(4) . . . . ?
C40 C41 C42 C43 -0.8(6) . . . . ?
C41 C42 C43 C44 0.1(7) . . . . ?
C42 C43 C44 C45 0.0(7) . . . . ?
C43 C44 C45 C40 0.6(6) . . . . ?
C41 C40 C45 C44 -1.3(6) . . . . ?
C39 C40 C45 C44 175.0(4) . . . . ?
C39 N4 C46 C6 -173.6(3) . . . . ?
Zn1' N4 C46 C6 -34.9(5) . . . . ?
C5 C6 C46 N4 -177.0(3) . . . . ?
C1 C6 C46 N4 2.6(5) . . . . ?
