#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/39/7203962.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_7203962
loop_
_publ_author_name
'Evans, Cara C.'
'Masse, René'
'Nicoud, Jean-François'
'Bagieu-Beucher, Muriel'
_publ_section_title
;
 A new octupolar material for quadratic nonlinear optics:
 tris(2,2'-bipyridyl)Zn(ii) tetrakis(2-chloro-4-nitrophenolate)Zn(ii)
;
_journal_issue                   6
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              1419
_journal_paper_doi               10.1039/b000417k
_journal_volume                  10
_journal_year                    2000
_chemical_formula_moiety         'C32 H22 Cl2 N6 O6 Zn '
_chemical_formula_sum            'C32 H22 Cl2 N6 O6 Zn'
_chemical_formula_weight         722.85
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                94.180(3)
_cell_angle_beta                 109(1)
_cell_angle_gamma                106.026(3)
_cell_formula_units_Z            2
_cell_length_a                   11.2655(6)
_cell_length_b                   16.7247(8)
_cell_length_c                   9.6229(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      0.0
_cell_measurement_theta_min      0.0
_cell_volume                     1621(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan for Windows (MSC, 1997)'
_computing_publication_material  'teXsan for Windows (MSC, 1997)'
_computing_structure_refinement  'teXsan for Windows (MSC, 1997)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1993)
;
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       'Nonius Kappa-CCD'
_diffrn_orient_matrix_UB_11      0.00000
_diffrn_orient_matrix_UB_12      0.00000
_diffrn_orient_matrix_UB_13      0.00000
_diffrn_orient_matrix_UB_21      0.00000
_diffrn_orient_matrix_UB_22      0.00000
_diffrn_orient_matrix_UB_23      0.00000
_diffrn_orient_matrix_UB_31      0.00000
_diffrn_orient_matrix_UB_32      0.00000
_diffrn_orient_matrix_UB_33      0.00000
_diffrn_radiation_detector       'CCD Camera'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray fine focus'
_diffrn_radiation_type           'Ag K\a'
_diffrn_radiation_wavelength     0.5608
_diffrn_reflns_av_R_equivalents  0.00000
_diffrn_reflns_av_sigmaI/netI    0.038
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3868
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         17.70
_diffrn_reflns_theta_min         1.60
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.990
_refine_ls_goodness_of_fit_ref   2.990
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     424
_refine_ls_number_reflns         3525
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo)]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0460
_refine_ls_wR_factor_ref         0.0460
_reflns_number_gt                3525
_reflns_number_total             3868
_reflns_threshold_expression     I>3.00σ(I)
_cod_data_source_file            b000417k.txt
_cod_data_source_block           2
_cod_original_cell_volume        1616(6)
_cod_original_sg_symbol_H-M      'P -1       '
_cod_original_formula_sum        'C32 H22 Cl2 N6 O6 Zn '
_cod_database_code               7203962
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,   -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_refinement_flags
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Zn(0) -0.18882(2) 0.256465(10) -0.22240(2) 0.04362(6) 1.000 . Uani d ?
Cl(1) -0.25102(4) 0.01180(3) 0.01880(4) 0.05803(13) 1.000 . Uani d ?
Cl(2) 0.18754(5) 0.38897(4) -0.36705(6) 0.0947(2) 1.000 . Uani d ?
O(1) -0.16587(10) 0.15526(6) -0.12123(12) 0.0537(3) 1.000 . Uani d ?
O(2) -0.0977(2) -0.19438(10) -0.2631(2) 0.1006(6) 1.000 . Uani d ?
O(3) -0.0173(2) -0.12874(10) -0.4100(2) 0.0931(6) 1.000 . Uani d ?
O(4) -0.00881(10) 0.30046(7) -0.24684(11) 0.0518(3) 1.000 . Uani d ?
O(5) 0.5341(2) 0.3205(2) 0.2342(2) 0.1338(8) 1.000 . Uani d ?
O(6) 0.6003(2) 0.3930(2) 0.0857(2) 0.1503(9) 1.000 . Uani d ?
N(1) -0.0671(2) -0.13115(10) -0.3144(2) 0.0649(5) 1.000 . Uani d ?
N(2) 0.5127(2) 0.3515(1) 0.1213(2) 0.0901(6) 1.000 . Uani d ?
N(3) -0.28252(11) 0.19253(8) -0.45250(13) 0.0465(4) 1.000 . Uani d ?
N(4) -0.40371(12) 0.19767(8) -0.2587(2) 0.0534(4) 1.000 . Uani d ?
N(5) -0.14234(12) 0.33131(8) -0.00933(13) 0.0463(4) 1.000 . Uani d ?
N(6) -0.23145(12) 0.37447(8) -0.27504(13) 0.0472(4) 1.000 . Uani d ?
C(1) -0.13960(13) 0.08955(9) -0.1659(2) 0.0425(4) 1.000 . Uani d ?
C(2) -0.17377(13) 0.01303(9) -0.1112(1) 0.0397(4) 1.000 . Uani d ?
C(3) -0.1497(1) -0.05825(9) -0.1561(2) 0.0439(4) 1.000 . Uani d ?
C(4) -0.0893(1) -0.05611(9) -0.2611(2) 0.0469(4) 1.000 . Uani d ?
C(5) -0.0512(2) 0.01711(10) -0.3159(2) 0.0501(5) 1.000 . Uani d ?
C(6) -0.0754(2) 0.08790(9) -0.2692(2) 0.0496(5) 1.000 . Uani d ?
C(7) 0.1108(1) 0.30883(9) -0.1622(2) 0.0441(4) 1.000 . Uani d ?
C(8) 0.2208(2) 0.35183(10) -0.1988(2) 0.0528(5) 1.000 . Uani d ?
C(9) 0.3501(2) 0.36677(12) -0.1085(2) 0.0620(5) 1.000 . Uani d ?
C(10) 0.3759(2) 0.33615(11) 0.0237(2) 0.0586(5) 1.000 . Uani d ?
C(11) 0.2744(2) 0.29083(10) 0.0645(2) 0.0547(5) 1.000 . Uani d ?
C(12) 0.1449(2) 0.27714(9) -0.0267(2) 0.0496(4) 1.000 . Uani d ?
C(13) -0.2180(2) 0.19485(11) -0.5477(2) 0.0561(5) 1.000 . Uani d ?
C(14) -0.2780(2) 0.15304(13) -0.6936(2) 0.0707(6) 1.000 . Uani d ?
C(15) -0.4076(2) 0.1060(2) -0.7429(2) 0.0882(7) 1.000 . Uani d ?
C(16) -0.4753(2) 0.1019(1) -0.6480(2) 0.0834(6) 1.000 . Uani d ?
C(17) -0.4110(1) 0.14608(10) -0.5026(2) 0.0519(5) 1.000 . Uani d ?
C(18) -0.4781(1) 0.14704(10) -0.3914(2) 0.0565(5) 1.000 . Uani d ?
C(19) -0.6068(2) 0.0971(2) -0.4223(2) 0.0861(7) 1.000 . Uani d ?
C(20) -0.6615(2) 0.1023(2) -0.3157(3) 0.1017(9) 1.000 . Uani d ?
C(21) -0.5877(2) 0.1554(2) -0.1806(3) 0.0894(8) 1.000 . Uani d ?
C(22) -0.4573(2) 0.20126(12) -0.1549(2) 0.0721(6) 1.000 . Uani d ?
C(23) -0.0924(2) 0.30732(10) 0.1215(2) 0.0579(5) 1.000 . Uani d ?
C(24) -0.0484(2) 0.35936(13) 0.2566(2) 0.0686(6) 1.000 . Uani d ?
C(25) -0.0544(2) 0.43946(13) 0.2586(2) 0.0737(6) 1.000 . Uani d ?
C(26) -0.1054(2) 0.46549(10) 0.1257(2) 0.0602(5) 1.000 . Uani d ?
C(27) -0.1512(1) 0.40967(9) -0.0075(2) 0.0451(4) 1.000 . Uani d ?
C(28) -0.2125(1) 0.43033(9) -0.1566(2) 0.0484(5) 1.000 . Uani d ?
C(29) -0.2507(2) 0.50203(11) -0.1736(2) 0.0726(6) 1.000 . Uani d ?
C(30) -0.3050(2) 0.51765(13) -0.3148(3) 0.0901(8) 1.000 . Uani d ?
C(31) -0.3236(2) 0.46179(13) -0.4360(2) 0.0817(7) 1.000 . Uani d ?
C(32) -0.2855(2) 0.39090(11) -0.4109(2) 0.0635(5) 1.000 . Uani d ?
H(1) -0.1738 -0.1080 -0.1167 0.053 1.000 . Uiso c ?
H(2) -0.0085 0.0180 -0.3862 0.059 1.000 . Uiso c ?
H(3) -0.0483 0.1377 -0.3078 0.060 1.000 . Uiso c ?
H(4) 0.4208 0.3971 -0.1363 0.074 1.000 . Uiso c ?
H(5) 0.2934 0.2689 0.1549 0.065 1.000 . Uiso c ?
H(6) 0.0759 0.2456 0.0027 0.059 1.000 . Uiso c ?
H(7) -0.1248 0.2267 -0.5123 0.067 1.000 . Uiso c ?
H(8) -0.2299 0.1570 -0.7587 0.084 1.000 . Uiso c ?
H(9) -0.4511 0.0767 -0.8432 0.106 1.000 . Uiso c ?
H(10) -0.5662 0.0689 -0.6817 0.099 1.000 . Uiso c ?
H(11) -0.6568 0.0599 -0.5157 0.102 1.000 . Uiso c ?
H(12) -0.7505 0.0690 -0.3356 0.121 1.000 . Uiso c ?
H(13) -0.6254 0.1609 -0.1066 0.107 1.000 . Uiso c ?
H(14) -0.4041 0.2366 -0.0597 0.087 1.000 . Uiso c ?
H(15) -0.0864 0.2514 0.1201 0.070 1.000 . Uiso c ?
H(16) -0.0152 0.3400 0.3476 0.082 1.000 . Uiso c ?
H(17) -0.0236 0.4771 0.3512 0.090 1.000 . Uiso c ?
H(18) -0.1097 0.5216 0.1251 0.072 1.000 . Uiso c ?
H(19) -0.2391 0.5403 -0.0883 0.088 1.000 . Uiso c ?
H(20) -0.3293 0.5675 -0.3290 0.108 1.000 . Uiso c ?
H(21) -0.3615 0.4710 -0.5351 0.097 1.000 . Uiso c ?
H(22) -0.2995 0.3514 -0.4953 0.076 1.000 . Uiso c ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 64 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
H 0 44 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N 0 12 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0 12 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
Cl 0 4 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Zn 0 2 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 ZN O4 100.6(5) . . . ?
O1 ZN N3 99.1(3) . . . ?
O1 ZN N4 84.0(6) . . . ?
O1 ZN N5 90.2(3) . . . ?
O1 ZN N6 162.83(12) . . . ?
O4 ZN N3 91.1(10) . . . ?
O4 ZN N4 165.46(12) . . . ?
O4 ZN N5 99.6(10) . . . ?
O4 ZN N6 90.6(2) . . . ?
N3 ZN N4 74.5(11) . . . ?
N3 ZN N5 164.34(9) . . . ?
N3 ZN N6 93.6(4) . . . ?
N4 ZN N5 94.1(11) . . . ?
N4 ZN N6 88.4(3) . . . ?
N5 ZN N6 75.0(4) . . . ?
ZN O1 C1 129.9(2) . . . ?
ZN O4 C7 133.2(2) . . . ?
O2 N1 O3 122.3(3) . . . ?
O2 N1 C4 119.1(4) . . . ?
O3 N1 C4 118.6(3) . . . ?
O5 N2 O6 122.8(8) . . . ?
O5 N2 C10 118.6(8) . . . ?
O6 N2 C10 118.6(4) . . . ?
ZN N3 C13 123.5(4) . . . ?
ZN N3 C17 118.5(10) . . . ?
C13 N3 C17 118.0(7) . . . ?
ZN N4 C18 115.2(9) . . . ?
ZN N4 C22 125.5(8) . . . ?
C18 N4 C22 118.8(3) . . . ?
ZN N5 C23 123.4(4) . . . ?
ZN N5 C27 117.7(3) . . . ?
C23 N5 C27 118.5(3) . . . ?
ZN N6 C28 115.2(4) . . . ?
ZN N6 C32 126.5(2) . . . ?
C28 N6 C32 117.9(4) . . . ?
O1 C1 C2 121.0(4) . . . ?
O1 C1 C6 123.7(3) . . . ?
C2 C1 C6 115.3(3) . . . ?
CL1 C2 C1 117.4(3) . . . ?
CL1 C2 C3 119.4(2) . . . ?
C1 C2 C3 123.3(4) . . . ?
C2 C3 C4 118.4(3) . . . ?
C2 C3 H1 120.7 . . . no
C4 C3 H1 120.9 . . . no
N1 C4 C3 119.6(3) . . . ?
N1 C4 C5 119.5(4) . . . ?
C3 C4 C5 120.9(3) . . . ?
C4 C5 C6 119.9(4) . . . ?
C4 C5 H2 120.0 . . . no
C6 C5 H2 120.0 . . . no
C1 C6 C5 122.2(3) . . . ?
C1 C6 H3 119.0 . . . no
C5 C6 H3 118.8 . . . no
O4 C7 C8 121.5(2) . . . ?
O4 C7 C12 124.0(8) . . . ?
C8 C7 C12 114.5(9) . . . ?
CL2 C8 C7 117.5(9) . . . ?
CL2 C8 C9 118.7(8) . . . ?
C7 C8 C9 123.8(3) . . . ?
C8 C9 C10 118.4(8) . . . ?
C8 C9 H4 121.0 . . . no
C10 C9 H4 120.5 . . . no
N2 C10 C9 119.3(8) . . . ?
N2 C10 C11 119.4(3) . . . ?
C9 C10 C11 121.3(8) . . . ?
C10 C11 C12 119.6(3) . . . ?
C10 C11 H5 120.5 . . . no
C12 C11 H5 120.0 . . . no
C7 C12 C11 122.3(8) . . . ?
C7 C12 H6 119.0 . . . no
C11 C12 H6 118.6 . . . no
N3 C13 C14 123.2(4) . . . ?
N3 C13 H7 118.9 . . . no
C14 C13 H7 117.9 . . . no
C13 C14 C15 118.4(10) . . . ?
C13 C14 H8 121.0 . . . no
C15 C14 H8 120.6 . . . no
C14 C15 C16 119.7(7) . . . ?
C14 C15 H9 119.8 . . . no
C16 C15 H9 120.5 . . . no
C15 C16 C17 119.8(4) . . . ?
C15 C16 H10 120.1 . . . no
C17 C16 H10 120.1 . . . no
N3 C17 C16 121.0(10) . . . ?
N3 C17 C18 115.5(7) . . . ?
C16 C17 C18 123.5(4) . . . ?
N4 C18 C17 115.8(3) . . . ?
N4 C18 C19 122.0(9) . . . ?
C17 C18 C19 122.2(7) . . . ?
C18 C19 C20 118.7(8) . . . ?
C18 C19 H11 120.8 . . . no
C20 C19 H11 120.5 . . . no
C19 C20 C21 120.0(3) . . . ?
C19 C20 H12 119.9 . . . no
C21 C20 H12 120.0 . . . no
C20 C21 C22 118.1(9) . . . ?
C20 C21 H13 120.9 . . . no
C22 C21 H13 120.9 . . . no
N4 C22 C21 122.3(8) . . . ?
N4 C22 H14 118.9 . . . no
C21 C22 H14 118.8 . . . no
N5 C23 C24 123.0(5) . . . ?
N5 C23 H15 118.4 . . . no
C24 C23 H15 118.6 . . . no
C23 C24 C25 118.7(4) . . . ?
C23 C24 H16 120.9 . . . no
C25 C24 H16 120.4 . . . no
C24 C25 C26 119.4(3) . . . ?
C24 C25 H17 120.2 . . . no
C26 C25 H17 120.3 . . . no
C25 C26 C27 119.5(5) . . . ?
C25 C26 H18 120.5 . . . no
C27 C26 H18 120.0 . . . no
N5 C27 C26 120.9(4) . . . ?
N5 C27 C28 115.3(3) . . . ?
C26 C27 C28 123.8(5) . . . ?
N6 C28 C27 116.0(4) . . . ?
N6 C28 C29 121.5(5) . . . ?
C27 C28 C29 122.5(3) . . . ?
C28 C29 C30 119.3(3) . . . ?
C28 C29 H19 120.6 . . . no
C30 C29 H19 120.2 . . . no
C29 C30 C31 119.7(4) . . . ?
C29 C30 H20 120.7 . . . no
C31 C30 H20 119.6 . . . no
C30 C31 C32 117.9(5) . . . ?
C30 C31 H21 121.4 . . . no
C32 C31 H21 120.7 . . . no
N6 C32 C31 123.6(3) . . . ?
N6 C32 H22 118.3 . . . no
C31 C32 H22 118.1 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
ZN O1 2.048(3) . . ?
ZN O4 2.056(4) . . ?
ZN N3 2.15(2) . . ?
ZN N4 2.241(7) . . ?
ZN N5 2.144(9) . . ?
ZN N6 2.211(3) . . ?
CL1 C2 1.743(11) . . ?
CL2 C8 1.738(7) . . ?
O1 C1 1.294(3) . . ?
O2 N1 1.212(4) . . ?
O3 N1 1.223(8) . . ?
O4 C7 1.28(2) . . ?
O5 N2 1.219(6) . . ?
O6 N2 1.206(7) . . ?
N1 C4 1.437(4) . . ?
N2 C10 1.45(2) . . ?
N3 C13 1.342(9) . . ?
N3 C17 1.339(10) . . ?
N4 C18 1.34(1) . . ?
N4 C22 1.333(9) . . ?
N5 C23 1.338(10) . . ?
N5 C27 1.341(3) . . ?
N6 C28 1.338(5) . . ?
N6 C32 1.331(11) . . ?
C1 C2 1.423(4) . . ?
C1 C6 1.413(10) . . ?
C2 C3 1.365(4) . . ?
C3 C4 1.390(9) . . ?
C3 H1 0.95 . . no
C4 C5 1.384(5) . . ?
C5 C6 1.364(4) . . ?
C5 H2 0.95 . . no
C6 H3 0.95 . . no
C7 C8 1.418(6) . . ?
C7 C12 1.418(7) . . ?
C8 C9 1.37(2) . . ?
C9 C10 1.377(6) . . ?
C9 H4 0.95 . . no
C10 C11 1.379(7) . . ?
C11 C12 1.37(2) . . ?
C11 H5 0.95 . . no
C12 H6 0.95 . . no
C13 C14 1.372(13) . . ?
C13 H7 0.96 . . no
C14 C15 1.352(10) . . ?
C14 H8 0.95 . . no
C15 C16 1.365(10) . . ?
C15 H9 0.95 . . no
C16 C17 1.38(1) . . ?
C16 H10 0.95 . . no
C17 C18 1.502(10) . . ?
C18 C19 1.377(7) . . ?
C19 C20 1.370(10) . . ?
C19 H11 0.95 . . no
C20 C21 1.37(2) . . ?
C20 H12 0.95 . . no
C21 C22 1.385(7) . . ?
C21 H13 0.95 . . no
C22 H14 0.95 . . no
C23 C24 1.365(9) . . ?
C23 H15 0.96 . . no
C24 C25 1.359(5) . . ?
C24 H16 0.95 . . no
C25 C26 1.374(10) . . ?
C25 H17 0.95 . . no
C26 C27 1.379(9) . . ?
C26 H18 0.95 . . no
C27 C28 1.484(12) . . ?
C28 C29 1.384(4) . . ?
C29 C30 1.370(12) . . ?
C29 H19 0.95 . . no
C30 C31 1.359(6) . . ?
C30 H20 0.95 . . no
C31 C32 1.379(5) . . ?
C31 H21 0.95 . . no
C32 H22 0.95 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O2 H15 2.5477 . 2 no
O2 H6 2.6629 . 2 no
O2 H5 2.7736 . 2 no
O2 C23 3.27(2) . 2 no
O2 C12 3.334(9) . 2 no
O2 C11 3.38(2) . 2 no
O2 C24 3.577(4) . 2 no
O3 H7 2.8057 . 2_554 no
O3 H2 2.8240 . 2_554 no
O3 H8 2.9071 . 2_554 no
O3 H3 3.0466 . 2_554 no
O3 C13 3.269(7) . 2_554 no
O3 C14 3.29(2) . 2_554 no
O3 C5 3.509(11) . 2_554 no
O4 H18 2.8754 . 2_565 no
O5 H22 2.5661 . 1_656 no
O5 H21 2.9101 . 1_656 no
O5 C32 3.27(4) . 1_656 no
O5 C31 3.42(3) . 1_656 no
O6 H14 2.8552 . 1_655 no
O6 C26 3.078(8) . 1_655 no
O6 C27 3.16(1) . 1_655 no
O6 C25 3.51(3) . 1_655 no
O6 C22 3.582(9) . 1_655 no
N2 H14 3.0331 . 1_655 no
C2 H10 2.8179 . 2_454 no
C2 C3 3.53(5) . 2 no
C3 H10 3.0063 . 2_454 no
C4 H11 2.9319 . 2_454 no
C4 C19 3.60(5) . 2_454 no
C5 H11 2.9870 . 2_454 no
C7 H18 2.8358 . 2_565 no
C7 H19 3.0082 . 2_565 no
C8 H18 2.8945 . 2_565 no
C10 H19 3.0387 . 2_565 no
C11 H19 2.9610 . 2_565 no
C12 H19 2.9338 . 2_565 no
C26 C28 3.424(7) . 2_565 no
H1 H5 2.5920 . 2 no
H2 H2 2.3121 . 2_554 no
H2 H12 2.6540 . 1_655 no
H7 H16 2.6682 . 1_554 no
H8 H15 2.5652 . 1_554 no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
ZN O1 C1 C2 . . . . -156.9(4) no
ZN O1 C1 C6 . . . . 23.6(5) no
ZN O4 C7 C8 . . . . -171.5(2) no
ZN O4 C7 C12 . . . . 8.2(4) no
ZN N3 C13 C14 . . . . 179.1(2) no
ZN N3 C17 C16 . . . . -178.3(3) no
ZN N3 C17 C18 . . . . 2.6(3) no
ZN N4 C18 C17 . . . . -7.6(3) no
ZN N4 C18 C19 . . . . 170.6(3) no
ZN N4 C22 C21 . . . . -172.4(3) no
ZN N5 C23 C24 . . . . 172.0(2) no
ZN N5 C27 C26 . . . . -170.9(2) no
ZN N5 C27 C28 . . . . 9.1(3) no
ZN N6 C28 C27 . . . . 6.9(3) no
ZN N6 C28 C29 . . . . -171.9(2) no
ZN N6 C32 C31 . . . . 172.2(3) no
CL1 C2 C1 O1 . . . . -0.4(3) no
CL1 C2 C1 C6 . . . . 179.1(2) no
CL1 C2 C3 C4 . . . . 179.3(2) no
CL2 C8 C7 O4 . . . . -2.8(4) no
CL2 C8 C7 C12 . . . . 177.4(2) no
CL2 C8 C9 C10 . . . . -179.1(2) no
O1 ZN O4 C7 . . . . -40.2(3) no
O1 ZN N3 C13 . . . . -101.8(4) no
O1 ZN N3 C17 . . . . 76.3(3) no
O1 ZN N4 C18 . . . . -94.6(4) no
O1 ZN N4 C22 . . . . 77.1(4) no
O1 ZN N5 C23 . . . . 11.6(2) no
O1 ZN N5 C27 . . . . -175.5(2) no
O1 ZN N6 C28 . . . . 29.2(4) no
O1 ZN N6 C32 . . . . -143.6(3) no
O1 C1 C2 C3 . . . . 179.2(2) no
O1 C1 C6 C5 . . . . -178.9(2) no
O2 N1 C4 C3 . . . . -2.3(4) no
O2 N1 C4 C5 . . . . 178.1(3) no
O3 N1 C4 C3 . . . . 177.9(3) no
O3 N1 C4 C5 . . . . -1.6(4) no
O4 ZN O1 C1 . . . . -57.5(9) no
O4 ZN N3 C13 . . . . -1.0(2) no
O4 ZN N3 C17 . . . . 177.2(2) no
O4 ZN N4 C18 . . . . 14.8(4) no
O4 ZN N4 C22 . . . . -173.5(3) no
O4 ZN N5 C23 . . . . -89.1(6) no
O4 ZN N5 C27 . . . . 83.8(6) no
O4 ZN N6 C28 . . . . -101.6(11) no
O4 ZN N6 C32 . . . . 85.6(10) no
O4 C7 C8 C9 . . . . 176.1(3) no
O4 C7 C12 C11 . . . . -176.8(3) no
O5 N2 C10 C9 . . . . -176.4(4) no
O5 N2 C10 C11 . . . . 3.3(5) no
O6 N2 C10 C9 . . . . 2.2(5) no
O6 N2 C10 C11 . . . . -178.2(4) no
N1 C4 C3 C2 . . . . -177.8(2) no
N1 C4 C5 C6 . . . . 178.1(3) no
N2 C10 C9 C8 . . . . -179.9(3) no
N2 C10 C11 C12 . . . . 179.2(3) no
N3 ZN O1 C1 . . . . 35.3(2) no
N3 ZN O4 C7 . . . . -139.7(4) no
N3 ZN N4 C18 . . . . 6.7(2) no
N3 ZN N4 C22 . . . . 178.4(3) no
N3 ZN N5 C23 . . . . 138.5(4) no
N3 ZN N5 C27 . . . . -48.6(5) no
N3 ZN N6 C28 . . . . 167.3(2) no
N3 ZN N6 C32 . . . . -5.5(2) no
N3 C13 C14 C15 . . . . -1.3(5) no
N3 C17 C16 C15 . . . . -0.5(6) no
N3 C17 C18 N4 . . . . 3.5(4) no
N3 C17 C18 C19 . . . . -174.6(3) no
N4 ZN O1 C1 . . . . 108.5(10) no
N4 ZN O4 C7 . . . . -147.5(4) no
N4 ZN N3 C13 . . . . 177.0(2) no
N4 ZN N3 C17 . . . . -4.8(2) no
N4 ZN N5 C23 . . . . 95.7(6) no
N4 ZN N5 C27 . . . . -91.4(6) no
N4 ZN N6 C28 . . . . 92.9(12) no
N4 ZN N6 C32 . . . . -79.9(11) no
N4 C18 C17 C16 . . . . -175.6(3) no
N4 C18 C19 C20 . . . . 2.7(6) no
N4 C22 C21 C20 . . . . 2.5(6) no
N5 ZN O1 C1 . . . . -157.3(2) no
N5 ZN O4 C7 . . . . 51.8(5) no
N5 ZN N3 C13 . . . . 132.3(3) no
N5 ZN N3 C17 . . . . -49.5(4) no
N5 ZN N4 C18 . . . . 175.7(2) no
N5 ZN N4 C22 . . . . -12.6(3) no
N5 ZN N6 C28 . . . . -1.8(2) no
N5 ZN N6 C32 . . . . -174.6(3) no
N5 C23 C24 C25 . . . . -0.7(5) no
N5 C27 C26 C25 . . . . -2.4(4) no
N5 C27 C28 N6 . . . . -10.6(3) no
N5 C27 C28 C29 . . . . 168.2(3) no
N6 ZN O1 C1 . . . . 172.9(2) no
N6 ZN O4 C7 . . . . 126.6(2) no
N6 ZN N3 C13 . . . . 89.7(3) no
N6 ZN N3 C17 . . . . -92.2(3) no
N6 ZN N4 C18 . . . . 100.9(3) no
N6 ZN N4 C22 . . . . -87.4(4) no
N6 ZN N5 C23 . . . . -177.1(2) no
N6 ZN N5 C27 . . . . -4.2(2) no
N6 C28 C27 C26 . . . . 169.4(2) no
N6 C28 C29 C30 . . . . -2.2(5) no
N6 C32 C31 C30 . . . . -0.1(5) no
C1 C2 C3 C4 . . . . -0.3(4) no
C1 C6 C5 C4 . . . . -0.3(4) no
C2 C1 C6 C5 . . . . 1.6(4) no
C2 C3 C4 C5 . . . . 1.7(4) no
C3 C2 C1 C6 . . . . -1.3(4) no
C3 C4 C5 C6 . . . . -1.4(4) no
C7 C8 C9 C10 . . . . 2.1(5) no
C7 C12 C11 C10 . . . . -0.7(4) no
C8 C7 C12 C11 . . . . 3.0(4) no
C8 C9 C10 C11 . . . . 0.5(5) no
C9 C8 C7 C12 . . . . -3.8(4) no
C9 C10 C11 C12 . . . . -1.2(4) no
C13 N3 C17 C16 . . . . -0.1(4) no
C13 N3 C17 C18 . . . . -179.2(2) no
C13 C14 C15 C16 . . . . 0.7(6) no
C14 C13 N3 C17 . . . . 1.0(4) no
C14 C15 C16 C17 . . . . 0.2(7) no
C15 C16 C17 C18 . . . . 178.5(3) no
C16 C17 C18 C19 . . . . 6.3(5) no
C17 C18 N4 C22 . . . . -179.9(3) no
C17 C18 C19 C20 . . . . -179.3(4) no
C18 N4 C22 C21 . . . . -1.0(5) no
C18 C19 C20 C21 . . . . -1.0(7) no
C19 C18 N4 C22 . . . . -1.7(5) no
C19 C20 C21 C22 . . . . -1.5(7) no
C23 N5 C27 C26 . . . . 2.4(4) no
C23 N5 C27 C28 . . . . -177.6(2) no
C23 C24 C25 C26 . . . . 0.7(5) no
C24 C23 N5 C27 . . . . -0.9(4) no
C24 C25 C26 C27 . . . . 0.8(5) no
C25 C26 C27 C28 . . . . 177.7(3) no
C26 C27 C28 C29 . . . . -11.8(4) no
C27 C28 N6 C32 . . . . -179.6(2) no
C27 C28 C29 C30 . . . . 179.1(3) no
C28 N6 C32 C31 . . . . -0.4(4) no
C28 C29 C30 C31 . . . . 1.5(6) no
C29 C28 N6 C32 . . . . 1.6(4) no
C29 C30 C31 C32 . . . . -0.4(6) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195290
