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#$Date: 2025-11-05 16:51:09 +0200 (Wed, 05 Nov 2025) $
#$Revision: 303193 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/95/4519518.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_4519518
loop_
_publ_author_name
'Zhong, Yong-Rui'
'Cao, Man-Li'
'Mo, Hao-Jun'
'Ye, Bao-Hui'
_publ_section_title
;
 Syntheses and Crystal Structures of Metal Complexes with
 2,2'-Biimidazole-like Ligand and Chloride: Investigation of
 X-H···Cl (X = N, O, and C) Hydrogen Bonding and
 Cl-π (imidazolyl) Interactions
;
_journal_coden_ASTM              CGDEFU
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2282
_journal_page_last               2290
_journal_paper_doi               10.1021/cg700980v
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C35 H22 Cl N10 Zn2'
_chemical_formula_weight         748.82
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 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                 91.630(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8831(13)
_cell_length_b                   27.270(3)
_cell_length_c                   10.5135(11)
_cell_measurement_reflns_used    6637
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      1.49
_cell_volume                     3405.5(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Smart Apex 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  0.0953
_diffrn_reflns_av_sigmaI/netI    0.1395
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16451
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.49
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    1.528
_exptl_absorpt_correction_T_max  0.9556
_exptl_absorpt_correction_T_min  0.8499
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sheet
_exptl_crystal_F_000             1516
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6637
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1147
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0036P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1070
_reflns_number_gt                3357
_reflns_number_total             6637
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg700980v-file003.cif
_cod_data_source_block           complex_6
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4519518
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Zn1 Zn 0.70866(5) 0.20003(2) 0.34242(5) 0.03676(19) Uani 1 1 d . . .
Zn2 Zn 0.86760(6) 0.00388(2) 0.19767(6) 0.0502(2) Uani 1 1 d . . .
Cl1 Cl 0.72694(15) -0.04581(6) 0.24033(18) 0.0856(6) Uani 1 1 d . . .
N1 N 0.6133(4) 0.13837(15) 0.2655(4) 0.0393(12) Uani 1 1 d . . .
N2 N 0.6123(4) 0.05794(16) 0.2311(4) 0.0522(14) Uani 1 1 d . . .
H2B H 0.6362 0.0282 0.2268 0.063 Uiso 1 1 calc R . .
N3 N 0.8279(4) 0.14516(15) 0.3426(4) 0.0345(11) Uani 1 1 d . . .
N4 N 0.8674(4) 0.06452(16) 0.3069(4) 0.0420(12) Uani 1 1 d . . .
N5 N 0.6569(3) 0.25613(14) 0.6977(4) 0.0311(11) Uani 1 1 d . . .
N6 N 0.8562(3) 0.30897(15) 0.5782(4) 0.0394(12) Uani 1 1 d . . .
H6A H 0.8475 0.3222 0.6515 0.047 Uiso 1 1 calc R . .
N7 N 0.6436(3) 0.21416(14) 0.5125(4) 0.0315(11) Uani 1 1 d . . .
N8 N 0.8262(3) 0.25982(15) 0.4134(4) 0.0368(11) Uani 1 1 d . . .
N9 N 0.8641(4) 0.03011(15) 0.0111(4) 0.0373(11) Uani 1 1 d . . .
N10 N 0.9799(4) 0.02562(15) -0.1598(4) 0.0408(12) Uani 1 1 d . . .
C1 C 0.5071(5) 0.1241(2) 0.2212(5) 0.0429(15) Uani 1 1 d . . .
C2 C 0.4124(5) 0.1520(2) 0.1958(5) 0.0591(18) Uani 1 1 d . . .
H2A H 0.4119 0.1857 0.2084 0.071 Uiso 1 1 calc R . .
C3 C 0.3188(5) 0.1273(3) 0.1512(6) 0.074(2) Uani 1 1 d . . .
H3A H 0.2527 0.1446 0.1344 0.089 Uiso 1 1 calc R . .
C4 C 0.3201(6) 0.0769(3) 0.1303(7) 0.089(3) Uani 1 1 d . . .
H4A H 0.2550 0.0619 0.0983 0.107 Uiso 1 1 calc R . .
C5 C 0.4123(6) 0.0489(3) 0.1547(7) 0.080(2) Uani 1 1 d . . .
H5A H 0.4130 0.0152 0.1414 0.096 Uiso 1 1 calc R . .
C6 C 0.5054(5) 0.0745(2) 0.2010(6) 0.0515(17) Uani 1 1 d . . .
C7 C 0.6721(5) 0.0976(2) 0.2686(5) 0.0360(14) Uani 1 1 d . . .
C8 C 0.7905(5) 0.1011(2) 0.3067(5) 0.0360(14) Uani 1 1 d . . .
C9 C 0.9652(5) 0.0876(2) 0.3515(5) 0.0466(16) Uani 1 1 d . . .
C10 C 1.0753(6) 0.0675(2) 0.3745(6) 0.065(2) Uani 1 1 d . . .
H10A H 1.0912 0.0346 0.3604 0.077 Uiso 1 1 calc R . .
C11 C 1.1560(6) 0.1000(3) 0.4187(6) 0.076(2) Uani 1 1 d . . .
H11A H 1.2285 0.0884 0.4356 0.091 Uiso 1 1 calc R . .
C12 C 1.1336(5) 0.1497(3) 0.4392(6) 0.070(2) Uani 1 1 d . . .
H12A H 1.1913 0.1704 0.4673 0.084 Uiso 1 1 calc R . .
C13 C 1.0262(5) 0.1684(2) 0.4179(5) 0.0597(19) Uani 1 1 d . . .
H13A H 1.0110 0.2013 0.4329 0.072 Uiso 1 1 calc R . .
C14 C 0.9412(5) 0.1366(2) 0.3733(5) 0.0402(15) Uani 1 1 d . . .
C15 C 0.4073(5) 0.1814(2) 0.7738(6) 0.0516(17) Uani 1 1 d . . .
H15A H 0.3559 0.1747 0.8365 0.062 Uiso 1 1 calc R . .
C16 C 0.4893(5) 0.2159(2) 0.7968(5) 0.0460(16) Uani 1 1 d . . .
H16A H 0.4937 0.2330 0.8734 0.055 Uiso 1 1 calc R . .
C17 C 0.5654(4) 0.22432(18) 0.7022(5) 0.0313(13) Uani 1 1 d . . .
C18 C 0.6966(4) 0.24822(18) 0.5834(5) 0.0297(13) Uani 1 1 d . . .
C19 C 0.7923(4) 0.27193(18) 0.5272(5) 0.0310(13) Uani 1 1 d . . .
C20 C 0.9369(5) 0.3216(2) 0.4931(5) 0.0384(14) Uani 1 1 d . . .
C21 C 1.0250(5) 0.3552(2) 0.4966(6) 0.0493(16) Uani 1 1 d . . .
H21A H 1.0384 0.3749 0.5676 0.059 Uiso 1 1 calc R . .
C22 C 1.0909(5) 0.3585(2) 0.3936(6) 0.0609(19) Uani 1 1 d . . .
H22A H 1.1487 0.3814 0.3930 0.073 Uiso 1 1 calc R . .
C23 C 0.3991(5) 0.1564(2) 0.6590(5) 0.0494(17) Uani 1 1 d . . .
H23A H 0.3420 0.1334 0.6467 0.059 Uiso 1 1 calc R . .
C24 C 0.4724(4) 0.16450(19) 0.5637(5) 0.0417(15) Uani 1 1 d . . .
H24A H 0.4659 0.1478 0.4867 0.050 Uiso 1 1 calc R . .
C25 C 0.5573(4) 0.19873(18) 0.5866(5) 0.0302(13) Uani 1 1 d . . .
C26 C 0.9170(5) 0.2903(2) 0.3888(5) 0.0406(15) Uani 1 1 d . . .
C27 C 0.9850(5) 0.2942(2) 0.2857(6) 0.067(2) Uani 1 1 d . . .
H27A H 0.9723 0.2745 0.2146 0.080 Uiso 1 1 calc R . .
C28 C 1.0731(5) 0.3278(2) 0.2888(6) 0.068(2) Uani 1 1 d . . .
H28A H 1.1206 0.3299 0.2202 0.081 Uiso 1 1 calc R . .
C29 C 0.6854(6) 0.1043(3) -0.2117(6) 0.075(2) Uani 1 1 d . . .
H29A H 0.6187 0.1220 -0.2194 0.090 Uiso 1 1 calc R . .
C30 C 0.7128(5) 0.0817(2) -0.0993(6) 0.0537(17) Uani 1 1 d . . .
H30A H 0.6655 0.0834 -0.0304 0.064 Uiso 1 1 calc R . .
C31 C 0.8135(5) 0.05609(19) -0.0913(5) 0.0390(14) Uani 1 1 d . . .
C32 C 0.9600(4) 0.01435(18) -0.0377(5) 0.0351(14) Uani 1 1 d . . .
C33 C 0.8848(5) 0.05283(19) -0.1946(5) 0.0424(15) Uani 1 1 d . . .
C34 C 0.8556(6) 0.0760(2) -0.3086(5) 0.071(2) Uani 1 1 d . . .
H34A H 0.9016 0.0746 -0.3786 0.085 Uiso 1 1 calc R . .
C35 C 0.7541(6) 0.1014(3) -0.3128(7) 0.088(3) Uani 1 1 d . . .
H35A H 0.7322 0.1171 -0.3880 0.106 Uiso 1 1 calc R . .
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'
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
N7 Zn1 N5 116.20(16) . 4_565
N7 Zn1 N3 114.93(15) . .
N5 Zn1 N3 128.74(16) 4_565 .
N7 Zn1 N1 105.69(16) . .
N5 Zn1 N1 91.92(15) 4_565 .
N3 Zn1 N1 77.84(16) . .
N7 Zn1 N8 79.48(15) . .
N5 Zn1 N8 89.64(15) 4_565 .
N3 Zn1 N8 96.03(16) . .
N1 Zn1 N8 173.19(16) . .
N4 Zn2 N10 116.89(18) . 3_755
N4 Zn2 N9 104.73(17) . .
N10 Zn2 N9 86.88(16) 3_755 .
N4 Zn2 Cl1 112.02(14) . .
N10 Zn2 Cl1 118.78(13) 3_755 .
N9 Zn2 Cl1 113.98(13) . .
C7 N1 C1 104.4(5) . .
C7 N1 Zn1 112.1(4) . .
C1 N1 Zn1 143.3(4) . .
C7 N2 C6 106.2(5) . .
C7 N2 H2B 126.9 . .
C6 N2 H2B 126.9 . .
C8 N3 C14 103.1(4) . .
C8 N3 Zn1 115.5(4) . .
C14 N3 Zn1 141.3(4) . .
C8 N4 C9 103.0(4) . .
C8 N4 Zn2 128.1(4) . .
C9 N4 Zn2 123.3(4) . .
C18 N5 C17 103.2(4) . .
C18 N5 Zn1 132.4(4) . 4_566
C17 N5 Zn1 124.4(3) . 4_566
C19 N6 C20 108.8(4) . .
C19 N6 H6A 125.6 . .
C20 N6 H6A 125.6 . .
C18 N7 C25 104.1(4) . .
C18 N7 Zn1 116.3(4) . .
C25 N7 Zn1 139.6(3) . .
C19 N8 C26 106.2(4) . .
C19 N8 Zn1 106.2(3) . .
C26 N8 Zn1 147.6(4) . .
C32 N9 C31 102.7(4) . .
C32 N9 Zn2 104.9(3) . .
C31 N9 Zn2 152.5(4) . .
C32 N10 C33 102.1(5) . .
C32 N10 Zn2 106.1(3) . 3_755
C33 N10 Zn2 151.8(4) . 3_755
C6 C1 C2 120.4(6) . .
C6 C1 N1 109.7(5) . .
C2 C1 N1 129.9(6) . .
C3 C2 C1 116.5(6) . .
C3 C2 H2A 121.8 . .
C1 C2 H2A 121.8 . .
C2 C3 C4 121.8(7) . .
C2 C3 H3A 119.1 . .
C4 C3 H3A 119.1 . .
C5 C4 C3 122.7(7) . .
C5 C4 H4A 118.7 . .
C3 C4 H4A 118.7 . .
C4 C5 C6 114.6(7) . .
C4 C5 H5A 122.7 . .
C6 C5 H5A 122.7 . .
C1 C6 N2 106.2(5) . .
C1 C6 C5 124.0(6) . .
N2 C6 C5 129.7(6) . .
N1 C7 N2 113.4(5) . .
N1 C7 C8 117.4(5) . .
N2 C7 C8 129.2(5) . .
N3 C8 N4 116.4(5) . .
N3 C8 C7 116.8(5) . .
N4 C8 C7 126.8(5) . .
C14 C9 N4 108.5(5) . .
C14 C9 C10 122.1(6) . .
N4 C9 C10 129.3(6) . .
C11 C10 C9 115.8(6) . .
C11 C10 H10A 122.1 . .
C9 C10 H10A 122.1 . .
C10 C11 C12 122.7(6) . .
C10 C11 H11A 118.6 . .
C12 C11 H11A 118.6 . .
C13 C12 C11 120.7(7) . .
C13 C12 H12A 119.6 . .
C11 C12 H12A 119.6 . .
C12 C13 C14 118.5(6) . .
C12 C13 H13A 120.7 . .
C14 C13 H13A 120.7 . .
C9 C14 N3 108.9(5) . .
C9 C14 C13 120.1(6) . .
N3 C14 C13 131.0(6) . .
C16 C15 C23 121.6(6) . .
C16 C15 H15A 119.2 . .
C23 C15 H15A 119.2 . .
C15 C16 C17 117.6(5) . .
C15 C16 H16A 121.2 . .
C17 C16 H16A 121.2 . .
C16 C17 N5 130.9(5) . .
C16 C17 C25 120.7(5) . .
N5 C17 C25 108.3(4) . .
N5 C18 N7 116.5(5) . .
N5 C18 C19 127.1(5) . .
N7 C18 C19 116.4(5) . .
N8 C19 N6 111.2(5) . .
N8 C19 C18 121.6(5) . .
N6 C19 C18 127.2(5) . .
N6 C20 C21 133.4(5) . .
N6 C20 C26 104.5(5) . .
C21 C20 C26 122.1(6) . .
C22 C21 C20 118.2(6) . .
C22 C21 H21A 120.9 . .
C20 C21 H21A 120.9 . .
C21 C22 C28 120.9(6) . .
C21 C22 H22A 119.6 . .
C28 C22 H22A 119.6 . .
C24 C23 C15 121.9(5) . .
C24 C23 H23A 119.1 . .
C15 C23 H23A 119.1 . .
C23 C24 C25 117.2(5) . .
C23 C24 H24A 121.4 . .
C25 C24 H24A 121.4 . .
N7 C25 C24 131.1(5) . .
N7 C25 C17 107.8(4) . .
C24 C25 C17 121.1(5) . .
C27 C26 N8 132.0(5) . .
C27 C26 C20 118.6(5) . .
N8 C26 C20 109.4(5) . .
C26 C27 C28 119.4(6) . .
C26 C27 H27A 120.3 . .
C28 C27 H27A 120.3 . .
C27 C28 C22 120.7(6) . .
C27 C28 H28A 119.7 . .
C22 C28 H28A 119.7 . .
C35 C29 C30 121.1(6) . .
C35 C29 H29A 119.4 . .
C30 C29 H29A 119.4 . .
C29 C30 C31 117.7(6) . .
C29 C30 H30A 121.2 . .
C31 C30 H30A 121.2 . .
C30 C31 C33 121.7(5) . .
C30 C31 N9 130.5(6) . .
C33 C31 N9 107.8(5) . .
N9 C32 N10 117.9(4) . .
N9 C32 C32 121.2(6) . 3_755
N10 C32 C32 120.9(7) . 3_755
C34 C33 N10 130.6(6) . .
C34 C33 C31 119.9(5) . .
N10 C33 C31 109.5(5) . .
C35 C34 C33 116.7(6) . .
C35 C34 H34A 121.7 . .
C33 C34 H34A 121.7 . .
C29 C35 C34 122.9(6) . .
C29 C35 H35A 118.5 . .
C34 C35 H35A 118.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N7 2.005(4) .
Zn1 N5 2.017(4) 4_565
Zn1 N3 2.061(4) .
Zn1 N1 2.171(4) .
Zn1 N8 2.260(4) .
Zn2 N4 2.014(4) .
Zn2 N10 2.033(4) 3_755
Zn2 N9 2.088(4) .
Zn2 Cl1 2.2075(18) .
N1 C7 1.313(6) .
N1 C1 1.389(6) .
N2 C7 1.346(6) .
N2 C6 1.377(6) .
N2 H2B 0.8600 .
N3 C8 1.331(6) .
N3 C14 1.395(6) .
N4 C8 1.353(6) .
N4 C9 1.391(7) .
N5 C18 1.321(6) .
N5 C17 1.393(6) .
N5 Zn1 2.017(4) 4_566
N6 C19 1.365(5) .
N6 C20 1.374(6) .
N6 H6A 0.8600 .
N7 C18 1.338(5) .
N7 C25 1.372(6) .
N8 C19 1.316(6) .
N8 C26 1.392(6) .
N9 C32 1.334(6) .
N9 C31 1.409(6) .
N10 C32 1.348(6) .
N10 C33 1.392(6) .
N10 Zn2 2.033(4) 3_755
C1 C6 1.370(7) .
C1 C2 1.377(7) .
C2 C3 1.372(7) .
C2 H2A 0.9300 .
C3 C4 1.390(8) .
C3 H3A 0.9300 .
C4 C5 1.354(8) .
C4 H4A 0.9300 .
C5 C6 1.385(8) .
C5 H5A 0.9300 .
C7 C8 1.455(7) .
C9 C14 1.387(7) .
C9 C10 1.432(7) .
C10 C11 1.377(8) .
C10 H10A 0.9300 .
C11 C12 1.398(8) .
C11 H11A 0.9300 .
C12 C13 1.387(7) .
C12 H12A 0.9300 .
C13 C14 1.402(7) .
C13 H13A 0.9300 .
C15 C16 1.371(7) .
C15 C23 1.387(7) .
C15 H15A 0.9300 .
C16 C17 1.382(6) .
C16 H16A 0.9300 .
C17 C25 1.402(6) .
C18 C19 1.448(7) .
C20 C21 1.390(7) .
C20 C26 1.404(7) .
C21 C22 1.357(7) .
C21 H21A 0.9300 .
C22 C28 1.394(7) .
C22 H22A 0.9300 .
C23 C24 1.365(7) .
C23 H23A 0.9300 .
C24 C25 1.390(6) .
C24 H24A 0.9300 .
C26 C27 1.374(7) .
C27 C28 1.392(7) .
C27 H27A 0.9300 .
C28 H28A 0.9300 .
C29 C35 1.361(8) .
C29 C30 1.364(7) .
C29 H29A 0.9300 .
C30 C31 1.386(7) .
C30 H30A 0.9300 .
C31 C33 1.400(7) .
C32 C32 1.449(9) 3_755
C33 C34 1.390(7) .
C34 C35 1.389(8) .
C34 H34A 0.9300 .
C35 H35A 0.9300 .
