#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:28:39 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179724 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/24/7002462.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_7002462
loop_
_publ_author_name
'Howard, Ruth H.'
'Alonso-Moreno, Carlos'
'Broomfield, Lewis M.'
'Hughes, David L.'
'Wright, Joseph A.'
'Bochmann, Manfred'
_publ_section_title
;
 Synthesis and structures of complexes with axially chiral
 isoquinolinyl-naphtholate ligands
;
_journal_issue                   40
_journal_name_full               'Dalton Transactions'
_journal_page_first              8667
_journal_page_last               8682
_journal_paper_doi               10.1039/b907982c
_journal_year                    2009
_chemical_formula_moiety         'C54 H56 N2 O2 Zn, 2(C H2 Cl2)'
_chemical_formula_structural     '[Zn{L(H)}2].2(CH2Cl2)'
_chemical_formula_sum            'C56 H60 Cl4 N2 O2 Zn'
_chemical_formula_weight         1000.23
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.385(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3702(7)
_cell_length_b                   22.8448(8)
_cell_length_c                   19.5818(10)
_cell_measurement_temperature    140(1)
_cell_volume                     4986.3(4)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.9
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9
;
_computing_molecular_graphics    'ORTEP (Johnson, 1971)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      140(1)
_diffrn_detector_area_resol_mean 16.0050
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 3/CCD'
_diffrn_measurement_method       'Thin slice φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            60843
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.54
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.063
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         11364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0672P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1172
_reflns_number_gt                7776
_reflns_number_total             11364
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b907982c.txt
_cod_data_source_block           13
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7002462
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.61836(2) 0.770232(11) 0.372243(11) 0.01485(8) Uani 1 1 d . . .
C1 C 0.56694(18) 0.81494(9) 0.50790(10) 0.0139(4) Uani 1 1 d . . .
C2 C 0.50411(18) 0.76502(9) 0.47873(10) 0.0127(4) Uani 1 1 d . . .
O2 O 0.54996(12) 0.72742(6) 0.43914(7) 0.0147(3) Uani 1 1 d . . .
C3 C 0.38541(18) 0.75320(9) 0.49236(10) 0.0139(4) Uani 1 1 d . . .
C4 C 0.32900(19) 0.79743(10) 0.51998(10) 0.0173(4) Uani 1 1 d . . .
H4 H 0.2516 0.7909 0.5271 0.021 Uiso 1 1 calc R . .
C5 C 0.3159(2) 0.89886(10) 0.56030(10) 0.0181(4) Uani 1 1 d . . .
H5 H 0.2352 0.8925 0.5606 0.022 Uiso 1 1 calc R . .
C6 C 0.3646(2) 0.95277(10) 0.58123(11) 0.0191(5) Uani 1 1 d . . .
C7 C 0.4873(2) 0.95976(10) 0.57944(11) 0.0219(5) Uani 1 1 d . . .
H7 H 0.5239 0.9954 0.5933 0.026 Uiso 1 1 calc R . .
C8 C 0.5547(2) 0.91628(10) 0.55812(11) 0.0201(5) Uani 1 1 d . . .
H8 H 0.6354 0.9231 0.5582 0.024 Uiso 1 1 calc R . .
C9 C 0.50397(19) 0.86102(9) 0.53582(10) 0.0150(4) Uani 1 1 d . . .
C10 C 0.38234(19) 0.85285(9) 0.53841(10) 0.0160(4) Uani 1 1 d . . .
C11 C 0.69718(18) 0.81958(9) 0.50790(10) 0.0144(4) Uani 1 1 d . . .
N12 N 0.73265(15) 0.81384(8) 0.44723(9) 0.0147(4) Uani 1 1 d . . .
C13 C 0.85118(19) 0.81846(9) 0.44384(11) 0.0173(4) Uani 1 1 d . . .
H13 H 0.8727 0.8157 0.4005 0.021 Uiso 1 1 calc R . .
C14 C 0.93871(19) 0.82697(10) 0.50095(12) 0.0204(5) Uani 1 1 d . . .
H14 H 1.0182 0.8313 0.4965 0.024 Uiso 1 1 calc R . .
C15 C 0.9957(2) 0.83171(10) 0.62972(12) 0.0238(5) Uani 1 1 d . . .
H15 H 1.0765 0.8340 0.6275 0.029 Uiso 1 1 calc R . .
C16 C 0.9629(2) 0.83086(11) 0.69269(12) 0.0266(5) Uani 1 1 d . . .
H16 H 1.0214 0.8323 0.7332 0.032 Uiso 1 1 calc R . .
C17 C 0.8410(2) 0.82788(10) 0.69706(12) 0.0255(5) Uani 1 1 d . . .
H17 H 0.8194 0.8274 0.7405 0.031 Uiso 1 1 calc R . .
C18 C 0.7537(2) 0.82571(10) 0.63781(11) 0.0203(5) Uani 1 1 d . . .
H18 H 0.6734 0.8240 0.6414 0.024 Uiso 1 1 calc R . .
C19 C 0.78471(19) 0.82608(9) 0.57142(11) 0.0163(4) Uani 1 1 d . . .
C20 C 0.90762(19) 0.82920(9) 0.56699(11) 0.0176(4) Uani 1 1 d . . .
C301 C 0.32729(19) 0.69309(9) 0.47525(11) 0.0164(4) Uani 1 1 d . . .
C302 C 0.2137(2) 0.68689(11) 0.50559(12) 0.0246(5) Uani 1 1 d . . .
H30A H 0.1791 0.6489 0.4943 0.037 Uiso 1 1 calc R . .
H30B H 0.1570 0.7165 0.4862 0.037 Uiso 1 1 calc R . .
H30C H 0.2338 0.6913 0.5553 0.037 Uiso 1 1 calc R . .
C303 C 0.4136(2) 0.64478(10) 0.50848(13) 0.0241(5) Uani 1 1 d . . .
H30D H 0.3764 0.6073 0.4978 0.036 Uiso 1 1 calc R . .
H30E H 0.4323 0.6501 0.5581 0.036 Uiso 1 1 calc R . .
H30F H 0.4860 0.6467 0.4903 0.036 Uiso 1 1 calc R . .
C304 C 0.2943(2) 0.68357(11) 0.39624(11) 0.0250(5) Uani 1 1 d . . .
H30G H 0.2578 0.6458 0.3867 0.038 Uiso 1 1 calc R . .
H30H H 0.3656 0.6856 0.3769 0.038 Uiso 1 1 calc R . .
H30I H 0.2390 0.7134 0.3756 0.038 Uiso 1 1 calc R . .
C601 C 0.2872(2) 1.00104(10) 0.60403(11) 0.0222(5) Uani 1 1 d . . .
C602 C 0.1869(2) 1.01846(11) 0.54285(13) 0.0295(6) Uani 1 1 d . . .
H60A H 0.1400 0.9846 0.5262 0.044 Uiso 1 1 calc R . .
H60B H 0.2216 1.0343 0.5060 0.044 Uiso 1 1 calc R . .
H60C H 0.1365 1.0474 0.5581 0.044 Uiso 1 1 calc R . .
C603 C 0.2287(3) 0.97921(11) 0.66362(13) 0.0313(6) Uani 1 1 d . . .
H60D H 0.1823 0.9447 0.6489 0.047 Uiso 1 1 calc R . .
H60E H 0.1773 1.0092 0.6758 0.047 Uiso 1 1 calc R . .
H60F H 0.2900 0.9701 0.7034 0.047 Uiso 1 1 calc R . .
C604 C 0.3609(2) 1.05578(10) 0.62950(12) 0.0268(5) Uani 1 1 d . . .
H60G H 0.3095 1.0849 0.6435 0.040 Uiso 1 1 calc R . .
H60H H 0.3962 1.0710 0.5925 0.040 Uiso 1 1 calc R . .
H60I H 0.4231 1.0457 0.6684 0.040 Uiso 1 1 calc R . .
C31 C 0.66423(18) 0.82124(9) 0.23749(10) 0.0141(4) Uani 1 1 d . . .
C32 C 0.73390(17) 0.77283(9) 0.26572(9) 0.0128(4) Uani 1 1 d . . .
O32 O 0.69229(13) 0.73278(6) 0.30424(7) 0.0155(3) Uani 1 1 d . . .
C33 C 0.85331(18) 0.76597(9) 0.25164(10) 0.0145(4) Uani 1 1 d . . .
C34 C 0.90202(19) 0.81175(10) 0.22245(10) 0.0180(4) Uani 1 1 d . . .
H34 H 0.9798 0.8078 0.2147 0.022 Uiso 1 1 calc R . .
C35 C 0.8978(2) 0.91307(10) 0.17743(11) 0.0191(5) Uani 1 1 d . . .
H35 H 0.9785 0.9096 0.1753 0.023 Uiso 1 1 calc R . .
C36 C 0.8395(2) 0.96425(10) 0.15552(10) 0.0192(5) Uani 1 1 d . . .
C37 C 0.7172(2) 0.96775(10) 0.16075(11) 0.0211(5) Uani 1 1 d . . .
H37 H 0.6746 1.0018 0.1462 0.025 Uiso 1 1 calc R . .
C38 C 0.6598(2) 0.92284(10) 0.18641(11) 0.0192(5) Uani 1 1 d . . .
H38 H 0.5799 0.9275 0.1898 0.023 Uiso 1 1 calc R . .
C39 C 0.71837(19) 0.86943(9) 0.20797(10) 0.0154(4) Uani 1 1 d . . .
C40 C 0.84046(19) 0.86536(10) 0.20303(10) 0.0164(4) Uani 1 1 d . . .
C41 C 0.53457(18) 0.82259(9) 0.23885(10) 0.0142(4) Uani 1 1 d . . .
N42 N 0.50055(15) 0.81518(8) 0.29971(9) 0.0160(4) Uani 1 1 d . . .
C43 C 0.3823(2) 0.81916(10) 0.30375(12) 0.0210(5) Uani 1 1 d . . .
H43 H 0.3611 0.8149 0.3470 0.025 Uiso 1 1 calc R . .
C44 C 0.2939(2) 0.82915(10) 0.24680(12) 0.0231(5) Uani 1 1 d . . .
H44 H 0.2147 0.8338 0.2518 0.028 Uiso 1 1 calc R . .
C45 C 0.2353(2) 0.83631(11) 0.11818(12) 0.0263(5) Uani 1 1 d . . .
H45 H 0.1547 0.8395 0.1207 0.032 Uiso 1 1 calc R . .
C46 C 0.2676(2) 0.83536(10) 0.05500(12) 0.0270(5) Uani 1 1 d . . .
H46 H 0.2089 0.8375 0.0146 0.032 Uiso 1 1 calc R . .
C47 C 0.3885(2) 0.83113(10) 0.05005(12) 0.0245(5) Uani 1 1 d . . .
H47 H 0.4093 0.8304 0.0065 0.029 Uiso 1 1 calc R . .
C48 C 0.4765(2) 0.82805(10) 0.10894(11) 0.0202(5) Uani 1 1 d . . .
H48 H 0.5565 0.8256 0.1050 0.024 Uiso 1 1 calc R . .
C49 C 0.44626(19) 0.82861(9) 0.17566(11) 0.0157(4) Uani 1 1 d . . .
C50 C 0.32369(19) 0.83240(10) 0.18058(12) 0.0204(5) Uani 1 1 d . . .
C331 C 0.92100(19) 0.70806(10) 0.26981(11) 0.0176(4) Uani 1 1 d . . .
C332 C 0.8439(2) 0.65689(10) 0.23602(13) 0.0261(5) Uani 1 1 d . . .
H33A H 0.8867 0.6209 0.2475 0.039 Uiso 1 1 calc R . .
H33B H 0.8265 0.6619 0.1864 0.039 Uiso 1 1 calc R . .
H33C H 0.7703 0.6558 0.2530 0.039 Uiso 1 1 calc R . .
C333 C 0.9533(2) 0.69898(11) 0.34897(11) 0.0247(5) Uani 1 1 d . . .
H33D H 0.9958 0.6627 0.3590 0.037 Uiso 1 1 calc R . .
H33E H 0.8812 0.6979 0.3675 0.037 Uiso 1 1 calc R . .
H33F H 1.0030 0.7307 0.3699 0.037 Uiso 1 1 calc R . .
C334 C 1.0371(2) 0.70665(11) 0.24134(13) 0.0272(5) Uani 1 1 d . . .
H33G H 1.0777 0.6702 0.2536 0.041 Uiso 1 1 calc R . .
H33H H 1.0881 0.7384 0.2610 0.041 Uiso 1 1 calc R . .
H33I H 1.0184 0.7105 0.1916 0.041 Uiso 1 1 calc R . .
C361 C 0.8991(2) 1.01636(10) 0.12651(12) 0.0241(5) Uani 1 1 d . . .
C362 C 0.8331(3) 1.02875(11) 0.05155(13) 0.0330(6) Uani 1 1 d . . .
H36A H 0.8701 1.0614 0.0332 0.049 Uiso 1 1 calc R . .
H36B H 0.7506 1.0377 0.0515 0.049 Uiso 1 1 calc R . .
H36C H 0.8375 0.9949 0.0232 0.049 Uiso 1 1 calc R . .
C363 C 0.8928(3) 1.07065(12) 0.17134(15) 0.0448(8) Uani 1 1 d . . .
H36D H 0.9299 1.1031 0.1527 0.067 Uiso 1 1 calc R . .
H36E H 0.9341 1.0631 0.2182 0.067 Uiso 1 1 calc R . .
H36F H 0.8104 1.0798 0.1713 0.067 Uiso 1 1 calc R . .
C364 C 1.0306(2) 1.00444(12) 0.12452(15) 0.0365(6) Uani 1 1 d . . .
H36G H 1.0643 1.0380 0.1059 0.055 Uiso 1 1 calc R . .
H36H H 1.0360 0.9711 0.0955 0.055 Uiso 1 1 calc R . .
H36I H 1.0742 0.9968 0.1709 0.055 Uiso 1 1 calc R . .
C51 C 0.2143(3) 0.94330(15) 0.37346(18) 0.0598(9) Uani 1 1 d . . .
H51A H 0.2569 0.9474 0.4213 0.072 Uiso 1 1 calc R . .
H51B H 0.2727 0.9335 0.3453 0.072 Uiso 1 1 calc R . .
Cl52 Cl 0.11059(9) 0.88474(5) 0.36906(5) 0.0682(3) Uani 1 1 d . . .
Cl53 Cl 0.14977(11) 1.00928(5) 0.34565(5) 0.0807(3) Uani 1 1 d . . .
C61 C 0.1469(3) 0.49125(17) 0.37649(18) 0.0648(10) Uani 1 1 d . . .
H61A H 0.1194 0.4513 0.3798 0.078 Uiso 1 1 calc R . .
H61B H 0.2324 0.4923 0.3955 0.078 Uiso 1 1 calc R . .
Cl62 Cl 0.12091(11) 0.51251(7) 0.28903(6) 0.1053(5) Uani 1 1 d . . .
Cl63 Cl 0.07347(9) 0.53670(5) 0.42488(6) 0.0815(3) Uani 1 1 d . . .
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'
Zn Zn 0.2839 1.4301 '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'
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
O32 Zn O2 122.74(6) . . ?
O32 Zn N12 114.75(7) . . ?
O2 Zn N12 92.54(6) . . ?
O32 Zn N42 93.40(6) . . ?
O2 Zn N42 115.82(7) . . ?
N12 Zn N42 120.02(7) . . ?
C2 C1 C9 119.75(18) . . ?
C2 C1 C11 119.01(18) . . ?
C9 C1 C11 121.22(18) . . ?
O2 C2 C1 122.30(18) . . ?
O2 C2 C3 118.18(18) . . ?
C1 C2 C3 119.52(18) . . ?
C2 O2 Zn 109.09(12) . . ?
C4 C3 C2 117.50(19) . . ?
C4 C3 C301 122.28(19) . . ?
C2 C3 C301 120.21(18) . . ?
C3 C4 C10 123.4(2) . . ?
C3 C4 H4 118.3 . . ?
C10 C4 H4 118.3 . . ?
C6 C5 C10 123.2(2) . . ?
C6 C5 H5 118.4 . . ?
C10 C5 H5 118.4 . . ?
C5 C6 C7 115.8(2) . . ?
C5 C6 C601 120.6(2) . . ?
C7 C6 C601 123.6(2) . . ?
C8 C7 C6 122.7(2) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 121.4(2) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 116.69(19) . . ?
C10 C9 C1 118.87(19) . . ?
C8 C9 C1 124.35(19) . . ?
C9 C10 C5 120.1(2) . . ?
C9 C10 C4 118.88(19) . . ?
C5 C10 C4 121.0(2) . . ?
N12 C11 C19 120.05(19) . . ?
N12 C11 C1 118.02(17) . . ?
C19 C11 C1 121.80(18) . . ?
C11 N12 C13 120.67(18) . . ?
C11 N12 Zn 115.56(14) . . ?
C13 N12 Zn 120.11(14) . . ?
C14 C13 N12 122.77(19) . . ?
C14 C13 H13 118.6 . . ?
N12 C13 H13 118.6 . . ?
C13 C14 C20 119.1(2) . . ?
C13 C14 H14 120.4 . . ?
C20 C14 H14 120.4 . . ?
C16 C15 C20 120.7(2) . . ?
C16 C15 H15 119.7 . . ?
C20 C15 H15 119.7 . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.6(2) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 118.96(19) . . ?
C18 C19 C11 122.6(2) . . ?
C20 C19 C11 118.28(19) . . ?
C14 C20 C19 118.91(19) . . ?
C14 C20 C15 122.2(2) . . ?
C19 C20 C15 118.9(2) . . ?
C302 C301 C3 111.02(18) . . ?
C302 C301 C303 106.66(18) . . ?
C3 C301 C303 109.88(17) . . ?
C302 C301 C304 108.76(18) . . ?
C3 C301 C304 110.89(17) . . ?
C303 C301 C304 109.53(19) . . ?
C301 C302 H30A 109.5 . . ?
C301 C302 H30B 109.5 . . ?
H30A C302 H30B 109.5 . . ?
C301 C302 H30C 109.5 . . ?
H30A C302 H30C 109.5 . . ?
H30B C302 H30C 109.5 . . ?
C301 C303 H30D 109.5 . . ?
C301 C303 H30E 109.5 . . ?
H30D C303 H30E 109.5 . . ?
C301 C303 H30F 109.5 . . ?
H30D C303 H30F 109.5 . . ?
H30E C303 H30F 109.5 . . ?
C301 C304 H30G 109.5 . . ?
C301 C304 H30H 109.5 . . ?
H30G C304 H30H 109.5 . . ?
C301 C304 H30I 109.5 . . ?
H30G C304 H30I 109.5 . . ?
H30H C304 H30I 109.5 . . ?
C6 C601 C604 111.9(2) . . ?
C6 C601 C602 109.89(18) . . ?
C604 C601 C602 108.47(19) . . ?
C6 C601 C603 110.35(18) . . ?
C604 C601 C603 107.97(19) . . ?
C602 C601 C603 108.1(2) . . ?
C601 C602 H60A 109.5 . . ?
C601 C602 H60B 109.5 . . ?
H60A C602 H60B 109.5 . . ?
C601 C602 H60C 109.5 . . ?
H60A C602 H60C 109.5 . . ?
H60B C602 H60C 109.5 . . ?
C601 C603 H60D 109.5 . . ?
C601 C603 H60E 109.5 . . ?
H60D C603 H60E 109.5 . . ?
C601 C603 H60F 109.5 . . ?
H60D C603 H60F 109.5 . . ?
H60E C603 H60F 109.5 . . ?
C601 C604 H60G 109.5 . . ?
C601 C604 H60H 109.5 . . ?
H60G C604 H60H 109.5 . . ?
C601 C604 H60I 109.5 . . ?
H60G C604 H60I 109.5 . . ?
H60H C604 H60I 109.5 . . ?
C32 C31 C39 120.46(18) . . ?
C32 C31 C41 119.63(18) . . ?
C39 C31 C41 119.91(18) . . ?
O32 C32 C31 121.81(18) . . ?
O32 C32 C33 119.05(18) . . ?
C31 C32 C33 119.13(18) . . ?
C32 O32 Zn 109.98(12) . . ?
C34 C33 C32 118.16(19) . . ?
C34 C33 C331 122.14(19) . . ?
C32 C33 C331 119.70(18) . . ?
C33 C34 C40 123.6(2) . . ?
C33 C34 H34 118.2 . . ?
C40 C34 H34 118.2 . . ?
C36 C35 C40 122.7(2) . . ?
C36 C35 H35 118.6 . . ?
C40 C35 H35 118.6 . . ?
C35 C36 C37 116.5(2) . . ?
C35 C36 C361 123.8(2) . . ?
C37 C36 C361 119.7(2) . . ?
C38 C37 C36 122.1(2) . . ?
C38 C37 H37 118.9 . . ?
C36 C37 H37 118.9 . . ?
C37 C38 C39 121.8(2) . . ?
C37 C38 H38 119.1 . . ?
C39 C38 H38 119.1 . . ?
C40 C39 C38 116.57(19) . . ?
C40 C39 C31 118.79(19) . . ?
C38 C39 C31 124.55(19) . . ?
C35 C40 C39 120.1(2) . . ?
C35 C40 C34 121.4(2) . . ?
C39 C40 C34 118.40(19) . . ?
N42 C41 C49 120.29(19) . . ?
N42 C41 C31 118.60(17) . . ?
C49 C41 C31 121.02(18) . . ?
C41 N42 C43 120.38(18) . . ?
C41 N42 Zn 114.94(14) . . ?
C43 N42 Zn 120.98(14) . . ?
C44 C43 N42 122.6(2) . . ?
C44 C43 H43 118.7 . . ?
N42 C43 H43 118.7 . . ?
C43 C44 C50 119.3(2) . . ?
C43 C44 H44 120.3 . . ?
C50 C44 H44 120.3 . . ?
C46 C45 C50 120.6(2) . . ?
C46 C45 H45 119.7 . . ?
C50 C45 H45 119.7 . . ?
C45 C46 C47 120.7(2) . . ?
C45 C46 H46 119.7 . . ?
C47 C46 H46 119.7 . . ?
C48 C47 C46 120.6(2) . . ?
C48 C47 H47 119.7 . . ?
C46 C47 H47 119.7 . . ?
C47 C48 C49 120.4(2) . . ?
C47 C48 H48 119.8 . . ?
C49 C48 H48 119.8 . . ?
C48 C49 C50 118.96(19) . . ?
C48 C49 C41 122.5(2) . . ?
C50 C49 C41 118.42(19) . . ?
C44 C50 C49 118.61(19) . . ?
C44 C50 C45 122.5(2) . . ?
C49 C50 C45 118.8(2) . . ?
C332 C331 C334 106.71(18) . . ?
C332 C331 C333 109.61(19) . . ?
C334 C331 C333 108.26(19) . . ?
C332 C331 C33 109.86(18) . . ?
C334 C331 C33 111.24(18) . . ?
C333 C331 C33 111.05(17) . . ?
C331 C332 H33A 109.5 . . ?
C331 C332 H33B 109.5 . . ?
H33A C332 H33B 109.5 . . ?
C331 C332 H33C 109.5 . . ?
H33A C332 H33C 109.5 . . ?
H33B C332 H33C 109.5 . . ?
C331 C333 H33D 109.5 . . ?
C331 C333 H33E 109.5 . . ?
H33D C333 H33E 109.5 . . ?
C331 C333 H33F 109.5 . . ?
H33D C333 H33F 109.5 . . ?
H33E C333 H33F 109.5 . . ?
C331 C334 H33G 109.5 . . ?
C331 C334 H33H 109.5 . . ?
H33G C334 H33H 109.5 . . ?
C331 C334 H33I 109.5 . . ?
H33G C334 H33I 109.5 . . ?
H33H C334 H33I 109.5 . . ?
C364 C361 C363 108.4(2) . . ?
C364 C361 C36 112.2(2) . . ?
C363 C361 C36 110.05(19) . . ?
C364 C361 C362 107.7(2) . . ?
C363 C361 C362 109.2(2) . . ?
C36 C361 C362 109.19(19) . . ?
C361 C362 H36A 109.5 . . ?
C361 C362 H36B 109.5 . . ?
H36A C362 H36B 109.5 . . ?
C361 C362 H36C 109.5 . . ?
H36A C362 H36C 109.5 . . ?
H36B C362 H36C 109.5 . . ?
C361 C363 H36D 109.5 . . ?
C361 C363 H36E 109.5 . . ?
H36D C363 H36E 109.5 . . ?
C361 C363 H36F 109.5 . . ?
H36D C363 H36F 109.5 . . ?
H36E C363 H36F 109.5 . . ?
C361 C364 H36G 109.5 . . ?
C361 C364 H36H 109.5 . . ?
H36G C364 H36H 109.5 . . ?
C361 C364 H36I 109.5 . . ?
H36G C364 H36I 109.5 . . ?
H36H C364 H36I 109.5 . . ?
Cl53 C51 Cl52 114.1(2) . . ?
Cl53 C51 H51A 108.7 . . ?
Cl52 C51 H51A 108.7 . . ?
Cl53 C51 H51B 108.7 . . ?
Cl52 C51 H51B 108.7 . . ?
H51A C51 H51B 107.6 . . ?
Cl63 C61 Cl62 111.3(2) . . ?
Cl63 C61 H61A 109.4 . . ?
Cl62 C61 H61A 109.4 . . ?
Cl63 C61 H61B 109.4 . . ?
Cl62 C61 H61B 109.4 . . ?
H61A C61 H61B 108.0 . . ?
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
Zn O32 1.9114(14) . ?
Zn O2 1.9182(14) . ?
Zn N12 2.0209(17) . ?
Zn N42 2.0286(18) . ?
C1 C2 1.406(3) . ?
C1 C9 1.440(3) . ?
C1 C11 1.485(3) . ?
C2 O2 1.331(2) . ?
C2 C3 1.452(3) . ?
C3 C4 1.365(3) . ?
C3 C301 1.532(3) . ?
C4 C10 1.419(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(3) . ?
C5 C10 1.410(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.412(3) . ?
C6 C601 1.531(3) . ?
C7 C8 1.369(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.420(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.406(3) . ?
C11 N12 1.334(3) . ?
C11 C19 1.439(3) . ?
N12 C13 1.366(3) . ?
C13 C14 1.356(3) . ?
C13 H13 0.9300 . ?
C14 C20 1.407(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.357(3) . ?
C15 C20 1.425(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.408(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.413(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.419(3) . ?
C301 C302 1.531(3) . ?
C301 C303 1.534(3) . ?
C301 C304 1.534(3) . ?
C302 H30A 0.9600 . ?
C302 H30B 0.9600 . ?
C302 H30C 0.9600 . ?
C303 H30D 0.9600 . ?
C303 H30E 0.9600 . ?
C303 H30F 0.9600 . ?
C304 H30G 0.9600 . ?
C304 H30H 0.9600 . ?
C304 H30I 0.9600 . ?
C601 C604 1.533(3) . ?
C601 C602 1.534(3) . ?
C601 C603 1.536(3) . ?
C602 H60A 0.9600 . ?
C602 H60B 0.9600 . ?
C602 H60C 0.9600 . ?
C603 H60D 0.9600 . ?
C603 H60E 0.9600 . ?
C603 H60F 0.9600 . ?
C604 H60G 0.9600 . ?
C604 H60H 0.9600 . ?
C604 H60I 0.9600 . ?
C31 C32 1.408(3) . ?
C31 C39 1.437(3) . ?
C31 C41 1.480(3) . ?
C32 O32 1.331(2) . ?
C32 C33 1.446(3) . ?
C33 C34 1.361(3) . ?
C33 C331 1.537(3) . ?
C34 C40 1.425(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.371(3) . ?
C35 C40 1.412(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.416(3) . ?
C36 C361 1.534(3) . ?
C37 C38 1.364(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.414(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.414(3) . ?
C41 N42 1.334(3) . ?
C41 C49 1.438(3) . ?
N42 C43 1.366(3) . ?
C43 C44 1.365(3) . ?
C43 H43 0.9300 . ?
C44 C50 1.405(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.359(3) . ?
C45 C50 1.424(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.401(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.371(3) . ?
C47 H47 0.9300 . ?
C48 C49 1.415(3) . ?
C48 H48 0.9300 . ?
C49 C50 1.418(3) . ?
C331 C332 1.531(3) . ?
C331 C334 1.531(3) . ?
C331 C333 1.535(3) . ?
C332 H33A 0.9600 . ?
C332 H33B 0.9600 . ?
C332 H33C 0.9600 . ?
C333 H33D 0.9600 . ?
C333 H33E 0.9600 . ?
C333 H33F 0.9600 . ?
C334 H33G 0.9600 . ?
C334 H33H 0.9600 . ?
C334 H33I 0.9600 . ?
C361 C364 1.528(3) . ?
C361 C363 1.529(3) . ?
C361 C362 1.537(3) . ?
C362 H36A 0.9600 . ?
C362 H36B 0.9600 . ?
C362 H36C 0.9600 . ?
C363 H36D 0.9600 . ?
C363 H36E 0.9600 . ?
C363 H36F 0.9600 . ?
C364 H36G 0.9600 . ?
C364 H36H 0.9600 . ?
C364 H36I 0.9600 . ?
C51 Cl53 1.717(4) . ?
C51 Cl52 1.774(4) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C61 Cl63 1.728(4) . ?
C61 Cl62 1.748(4) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
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
C9 C1 C2 O2 165.12(18) . . . . ?
C11 C1 C2 O2 -13.6(3) . . . . ?
C9 C1 C2 C3 -15.5(3) . . . . ?
C11 C1 C2 C3 165.80(18) . . . . ?
C1 C2 O2 Zn -46.2(2) . . . . ?
C3 C2 O2 Zn 134.41(15) . . . . ?
O32 Zn O2 C2 -179.22(11) . . . . ?
N12 Zn O2 C2 58.99(13) . . . . ?
N42 Zn O2 C2 -66.31(13) . . . . ?
O2 C2 C3 C4 -166.38(18) . . . . ?
C1 C2 C3 C4 14.2(3) . . . . ?
O2 C2 C3 C301 13.1(3) . . . . ?
C1 C2 C3 C301 -166.34(18) . . . . ?
C2 C3 C4 C10 -2.7(3) . . . . ?
C301 C3 C4 C10 177.87(18) . . . . ?
C10 C5 C6 C7 0.1(3) . . . . ?
C10 C5 C6 C601 179.64(19) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C601 C6 C7 C8 -179.2(2) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
C7 C8 C9 C10 -1.5(3) . . . . ?
C7 C8 C9 C1 175.2(2) . . . . ?
C2 C1 C9 C10 5.2(3) . . . . ?
C11 C1 C9 C10 -176.16(18) . . . . ?
C2 C1 C9 C8 -171.47(19) . . . . ?
C11 C1 C9 C8 7.2(3) . . . . ?
C8 C9 C10 C5 1.9(3) . . . . ?
C1 C9 C10 C5 -174.99(19) . . . . ?
C8 C9 C10 C4 -176.91(19) . . . . ?
C1 C9 C10 C4 6.2(3) . . . . ?
C6 C5 C10 C9 -1.3(3) . . . . ?
C6 C5 C10 C4 177.51(19) . . . . ?
C3 C4 C10 C9 -7.5(3) . . . . ?
C3 C4 C10 C5 173.7(2) . . . . ?
C2 C1 C11 N12 54.3(3) . . . . ?
C9 C1 C11 N12 -124.4(2) . . . . ?
C2 C1 C11 C19 -121.5(2) . . . . ?
C9 C1 C11 C19 59.8(3) . . . . ?
C19 C11 N12 C13 -5.0(3) . . . . ?
C1 C11 N12 C13 179.13(19) . . . . ?
C19 C11 N12 Zn 153.47(16) . . . . ?
C1 C11 N12 Zn -22.4(2) . . . . ?
O32 Zn N12 C11 -153.85(14) . . . . ?
O2 Zn N12 C11 -25.79(15) . . . . ?
N42 Zn N12 C11 96.16(15) . . . . ?
O32 Zn N12 C13 4.72(18) . . . . ?
O2 Zn N12 C13 132.79(16) . . . . ?
N42 Zn N12 C13 -105.26(16) . . . . ?
C11 N12 C13 C14 2.3(3) . . . . ?
Zn N12 C13 C14 -155.18(18) . . . . ?
N12 C13 C14 C20 2.2(3) . . . . ?
C20 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
C17 C18 C19 C20 -0.5(3) . . . . ?
C17 C18 C19 C11 175.4(2) . . . . ?
N12 C11 C19 C18 -172.7(2) . . . . ?
C1 C11 C19 C18 3.1(3) . . . . ?
N12 C11 C19 C20 3.2(3) . . . . ?
C1 C11 C19 C20 178.92(19) . . . . ?
C13 C14 C20 C19 -3.8(3) . . . . ?
C13 C14 C20 C15 173.1(2) . . . . ?
C18 C19 C20 C14 177.2(2) . . . . ?
C11 C19 C20 C14 1.2(3) . . . . ?
C18 C19 C20 C15 0.1(3) . . . . ?
C11 C19 C20 C15 -175.9(2) . . . . ?
C16 C15 C20 C14 -176.7(2) . . . . ?
C16 C15 C20 C19 0.3(3) . . . . ?
C4 C3 C301 C302 -10.7(3) . . . . ?
C2 C3 C301 C302 169.85(18) . . . . ?
C4 C3 C301 C303 -128.5(2) . . . . ?
C2 C3 C301 C303 52.1(2) . . . . ?
C4 C3 C301 C304 110.3(2) . . . . ?
C2 C3 C301 C304 -69.1(2) . . . . ?
C5 C6 C601 C604 176.36(19) . . . . ?
C7 C6 C601 C604 -4.2(3) . . . . ?
C5 C6 C601 C602 -63.0(3) . . . . ?
C7 C6 C601 C602 116.4(2) . . . . ?
C5 C6 C601 C603 56.1(3) . . . . ?
C7 C6 C601 C603 -124.4(2) . . . . ?
C39 C31 C32 O32 167.76(18) . . . . ?
C41 C31 C32 O32 -11.7(3) . . . . ?
C39 C31 C32 C33 -13.1(3) . . . . ?
C41 C31 C32 C33 167.36(18) . . . . ?
C31 C32 O32 Zn -46.6(2) . . . . ?
C33 C32 O32 Zn 134.31(15) . . . . ?
O2 Zn O32 C32 -178.78(11) . . . . ?
N12 Zn O32 C32 -68.01(14) . . . . ?
N42 Zn O32 C32 57.38(13) . . . . ?
O32 C32 C33 C34 -169.16(18) . . . . ?
C31 C32 C33 C34 11.7(3) . . . . ?
O32 C32 C33 C331 10.8(3) . . . . ?
C31 C32 C33 C331 -168.32(18) . . . . ?
C32 C33 C34 C40 -2.0(3) . . . . ?
C331 C33 C34 C40 178.04(18) . . . . ?
C40 C35 C36 C37 1.0(3) . . . . ?
C40 C35 C36 C361 -179.1(2) . . . . ?
C35 C36 C37 C38 0.2(3) . . . . ?
C361 C36 C37 C38 -179.7(2) . . . . ?
C36 C37 C38 C39 -1.4(3) . . . . ?
C37 C38 C39 C40 1.3(3) . . . . ?
C37 C38 C39 C31 177.9(2) . . . . ?
C32 C31 C39 C40 4.7(3) . . . . ?
C41 C31 C39 C40 -175.78(18) . . . . ?
C32 C31 C39 C38 -171.75(19) . . . . ?
C41 C31 C39 C38 7.7(3) . . . . ?
C36 C35 C40 C39 -1.0(3) . . . . ?
C36 C35 C40 C34 177.10(19) . . . . ?
C38 C39 C40 C35 -0.2(3) . . . . ?
C31 C39 C40 C35 -176.91(19) . . . . ?
C38 C39 C40 C34 -178.34(18) . . . . ?
C31 C39 C40 C34 4.9(3) . . . . ?
C33 C34 C40 C35 175.5(2) . . . . ?
C33 C34 C40 C39 -6.4(3) . . . . ?
C32 C31 C41 N42 54.2(3) . . . . ?
C39 C31 C41 N42 -125.3(2) . . . . ?
C32 C31 C41 C49 -122.6(2) . . . . ?
C39 C31 C41 C49 57.9(3) . . . . ?
C49 C41 N42 C43 -6.6(3) . . . . ?
C31 C41 N42 C43 176.59(19) . . . . ?
C49 C41 N42 Zn 151.90(16) . . . . ?
C31 C41 N42 Zn -24.9(2) . . . . ?
O32 Zn N42 C41 -22.64(15) . . . . ?
O2 Zn N42 C41 -151.74(14) . . . . ?
N12 Zn N42 C41 98.60(15) . . . . ?
O32 Zn N42 C43 135.76(17) . . . . ?
O2 Zn N42 C43 6.67(19) . . . . ?
N12 Zn N42 C43 -103.00(17) . . . . ?
C41 N42 C43 C44 1.7(3) . . . . ?
Zn N42 C43 C44 -155.50(18) . . . . ?
N42 C43 C44 C50 3.6(4) . . . . ?
C50 C45 C46 C47 -0.7(4) . . . . ?
C45 C46 C47 C48 -0.2(4) . . . . ?
C46 C47 C48 C49 0.5(4) . . . . ?
C47 C48 C49 C50 0.0(3) . . . . ?
C47 C48 C49 C41 176.9(2) . . . . ?
N42 C41 C49 C48 -170.6(2) . . . . ?
C31 C41 C49 C48 6.1(3) . . . . ?
N42 C41 C49 C50 6.2(3) . . . . ?
C31 C41 C49 C50 -177.07(19) . . . . ?
C43 C44 C50 C49 -3.7(3) . . . . ?
C43 C44 C50 C45 173.0(2) . . . . ?
C48 C49 C50 C44 176.0(2) . . . . ?
C41 C49 C50 C44 -1.0(3) . . . . ?
C48 C49 C50 C45 -0.8(3) . . . . ?
C41 C49 C50 C45 -177.8(2) . . . . ?
C46 C45 C50 C44 -175.5(2) . . . . ?
C46 C45 C50 C49 1.2(3) . . . . ?
C34 C33 C331 C332 -126.2(2) . . . . ?
C32 C33 C331 C332 53.9(2) . . . . ?
C34 C33 C331 C334 -8.3(3) . . . . ?
C32 C33 C331 C334 171.79(18) . . . . ?
C34 C33 C331 C333 112.4(2) . . . . ?
C32 C33 C331 C333 -67.6(2) . . . . ?
C35 C36 C361 C364 0.3(3) . . . . ?
C37 C36 C361 C364 -179.7(2) . . . . ?
C35 C36 C361 C363 -120.5(3) . . . . ?
C37 C36 C361 C363 59.5(3) . . . . ?
C35 C36 C361 C362 119.6(2) . . . . ?
C37 C36 C361 C362 -60.4(3) . . . . ?
