#------------------------------------------------------------------------------
#$Date: 2023-10-12 11:35:00 +0300 (Thu, 12 Oct 2023) $
#$Revision: 286923 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/76/8107620.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_8107620
loop_
_publ_author_name
'Zhang, Yan'
'Wang, Jia-Xin'
'Huang, Pei-Pei'
'Wu, Ting-Ting'
'Gao, Jia-Hao'
'Lu, Jiu-Fu'
_publ_section_title
;
 Crystal structure of poly[diaqua-(μ 2-1,3-di(1H-imidazol-1-yl)propane-κ
 2 N:N′)-bis(μ
 2-5-carboxybenzene-1,3-dicarboxylato-O,O′:O″)-aqua-di-zinc
 dihydrate solvate], C27H28N4O16Zn2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              991
_journal_page_last               993
_journal_paper_doi               10.1515/ncrs-2023-0315
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C27 H24 N4 O14 Zn2, 2(H2 O)'
_chemical_formula_sum            'C27 H28 N4 O16 Zn2'
_chemical_formula_weight         795.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 95.373(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0720(3)
_cell_length_b                   15.7589(5)
_cell_length_c                   14.9320(6)
_cell_measurement_reflns_used    1779
_cell_measurement_temperature    294.23(10)
_cell_measurement_theta_max      28.2110
_cell_measurement_theta_min      3.7620
_cell_volume                     3062.48(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      294.23(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   35.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  178.0000 -150.0000 42

#__ type_ start__ end____ width___ exp.time_
  2 omega  -25.00   98.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   19.0000  -90.0000 123

#__ type_ start__ end____ width___ exp.time_
  3 omega   33.00   95.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   77.0000  -60.0000 62
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0085887000
_diffrn_orient_matrix_UB_12      0.0323761000
_diffrn_orient_matrix_UB_13      -0.0328569000
_diffrn_orient_matrix_UB_21      -0.0536698000
_diffrn_orient_matrix_UB_22      -0.0074169000
_diffrn_orient_matrix_UB_23      -0.0018183000
_diffrn_orient_matrix_UB_31      -0.0039643000
_diffrn_orient_matrix_UB_32      0.0303668000
_diffrn_orient_matrix_UB_33      0.0345577000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5808
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.527
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82035
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_description       block
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.046
_refine_diff_density_min         -1.547
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3012
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0499
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0265P)²+14.9053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2478
_reflns_number_total             3012
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0315_suppl_001.cif
_cod_data_source_block           1
_cod_original_cell_volume        3062.48(18)
_cod_database_code               8107620
_chemical_oxdiff_formula         'C H N O Zn'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H4-O4
 0.88 with sigma of 0.01
 H8A-O8
 0.88 with sigma of 0.01
 H8B-O8
 0.88 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Zn1 \\sim O7: within 2A with sigma of 0.007 and sigma for terminal atoms of
0.001 within 2A
Uanis(Zn1) = Uanis(O7)
4. Others
 Fixed Sof: H14A(0.5) H14B(0.5)
5.a Rotating group:
 O7(H7A,H7B)
5.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12)
;
_olex2_date_sample_data_collection 2016-12-05
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.36003(3) 0.27105(3) 0.07953(3) 0.03562(16) Uani 1 1 d . . . . .
O1 O 0.37396(19) 0.14900(16) 0.10835(18) 0.0346(6) Uani 1 1 d . . . . .
O2 O 0.5418(2) 0.17188(18) 0.1313(3) 0.0529(9) Uani 1 1 d . . . . .
O3 O 0.25454(19) -0.14186(19) 0.1835(2) 0.0445(8) Uani 1 1 d . . . . .
O4 O 0.3666(2) -0.24817(18) 0.1828(3) 0.0500(9) Uani 1 1 d D . . . .
O5 O 0.7704(2) -0.07203(19) 0.0851(3) 0.0549(9) Uani 1 1 d . . . . .
O6 O 0.71197(18) -0.20362(15) 0.07798(18) 0.0306(6) Uani 1 1 d . . . . .
O7 O 0.39887(18) 0.31195(17) 0.21395(19) 0.03562(16) Uani 1 1 d . . . . .
H7A H 0.408285 0.268808 0.251839 0.053 Uiso 1 1 d R U . . .
H7B H 0.349283 0.343592 0.232647 0.053 Uiso 1 1 d R U . . .
N1 N 0.4541(2) 0.33569(19) 0.0095(2) 0.0271(7) Uani 1 1 d . . . . .
N2 N 0.5015(3) 0.4289(2) -0.0871(2) 0.0343(8) Uani 1 1 d . . . . .
C1 C 0.4675(3) 0.1234(2) 0.1208(3) 0.0308(9) Uani 1 1 d . . . . .
C2 C 0.4836(3) 0.0290(2) 0.1230(2) 0.0245(8) Uani 1 1 d . . . . .
C3 C 0.4059(3) -0.0259(2) 0.1412(2) 0.0259(8) Uani 1 1 d . . . . .
H3 H 0.341784 -0.004387 0.151522 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4226(3) -0.1131(2) 0.1442(2) 0.0244(8) Uani 1 1 d . . . . .
C5 C 0.5175(3) -0.1457(2) 0.1246(2) 0.0249(8) Uani 1 1 d . . . . .
H5 H 0.528149 -0.204044 0.124566 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5954(2) -0.0913(2) 0.1052(2) 0.0224(7) Uani 1 1 d . . . . .
C7 C 0.5785(3) -0.0041(2) 0.1054(2) 0.0240(8) Uani 1 1 d . . . . .
H7 H 0.631377 0.032612 0.093678 0.029 Uiso 1 1 calc R U . . .
C8 C 0.3394(3) -0.1689(2) 0.1711(3) 0.0305(9) Uani 1 1 d . . . . .
C9 C 0.7004(3) -0.1227(2) 0.0875(3) 0.0268(8) Uani 1 1 d . . . . .
C10 C 0.4228(3) 0.3874(3) -0.0568(3) 0.0347(9) Uani 1 1 d . . . . .
H10 H 0.354630 0.394111 -0.079524 0.042 Uiso 1 1 calc R U . . .
C11 C 0.5882(3) 0.4023(3) -0.0375(3) 0.0428(11) Uani 1 1 d . . . . .
H11 H 0.655056 0.420089 -0.043657 0.051 Uiso 1 1 calc R U . . .
C12 C 0.5586(3) 0.3454(3) 0.0220(3) 0.0344(9) Uani 1 1 d . . . . .
H12 H 0.602214 0.317090 0.064891 0.041 Uiso 1 1 calc R U . . .
C13 C 0.4963(4) 0.4852(3) -0.1658(3) 0.0457(11) Uani 1 1 d . . . . .
H13A H 0.553511 0.524573 -0.160021 0.055 Uiso 1 1 calc R U . . .
H13B H 0.433059 0.517713 -0.169243 0.055 Uiso 1 1 calc R U . . .
C14 C 0.500000 0.4334(4) -0.250000 0.0454(16) Uani 1 2 d S T P . .
H14A H 0.560104 0.397052 -0.243062 0.054 Uiso 0.5 1 calc R U P . .
H14B H 0.439893 0.397055 -0.256939 0.054 Uiso 0.5 1 calc R U P . .
O8 O 0.2287(3) -0.3549(2) 0.2277(3) 0.0590(10) Uani 1 1 d D . . . .
H8A H 0.173(3) -0.348(4) 0.190(3) 0.10(3) Uiso 1 1 d D . . . .
H8B H 0.208(5) -0.354(5) 0.282(2) 0.12(3) Uiso 1 1 d D . . . .
H4 H 0.318(3) -0.282(3) 0.199(4) 0.11(2) Uiso 1 1 d 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'
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
O1 Zn1 O7 94.62(11) . .
O6 Zn1 O1 105.64(11) 3_455 .
O6 Zn1 O7 95.57(10) 3_455 .
N1 Zn1 O1 124.70(11) . .
N1 Zn1 O6 123.30(12) . 3_455
N1 Zn1 O7 103.82(11) . .
C1 O1 Zn1 113.8(2) . .
C8 O4 H4 115(4) . .
C9 O6 Zn1 108.8(2) . 3_545
Zn1 O7 H7A 112.2 . .
Zn1 O7 H7B 110.6 . .
H7A O7 H7B 107.1 . .
C10 N1 Zn1 123.6(3) . .
C10 N1 C12 105.6(3) . .
C12 N1 Zn1 130.5(3) . .
C10 N2 C11 107.1(3) . .
C10 N2 C13 126.0(4) . .
C11 N2 C13 126.5(4) . .
O1 C1 C2 116.4(3) . .
O2 C1 O1 123.5(4) . .
O2 C1 C2 120.2(3) . .
C3 C2 C1 121.3(3) . .
C3 C2 C7 119.2(3) . .
C7 C2 C1 119.5(3) . .
C2 C3 H3 119.7 . .
C2 C3 C4 120.6(3) . .
C4 C3 H3 119.7 . .
C3 C4 C5 119.7(3) . .
C3 C4 C8 118.6(3) . .
C5 C4 C8 121.7(3) . .
C4 C5 H5 120.0 . .
C6 C5 C4 120.1(3) . .
C6 C5 H5 120.0 . .
C5 C6 C7 119.5(3) . .
C5 C6 C9 122.3(3) . .
C7 C6 C9 118.2(3) . .
C2 C7 H7 119.5 . .
C6 C7 C2 120.9(3) . .
C6 C7 H7 119.5 . .
O3 C8 O4 123.7(4) . .
O3 C8 C4 122.3(3) . .
O4 C8 C4 114.0(3) . .
O5 C9 O6 123.2(3) . .
O5 C9 C6 119.3(3) . .
O6 C9 C6 117.5(3) . .
N1 C10 N2 111.3(4) . .
N1 C10 H10 124.4 . .
N2 C10 H10 124.4 . .
N2 C11 H11 126.6 . .
C12 C11 N2 106.8(4) . .
C12 C11 H11 126.6 . .
N1 C12 H12 125.4 . .
C11 C12 N1 109.2(4) . .
C11 C12 H12 125.4 . .
N2 C13 H13A 109.7 . .
N2 C13 H13B 109.7 . .
N2 C13 C14 109.8(3) . .
H13A C13 H13B 108.2 . .
C14 C13 H13A 109.7 . .
C14 C13 H13B 109.7 . .
C13 C14 C13 114.3(5) 2_654 .
C13 C14 H14A 108.7 . .
C13 C14 H14A 108.7 2_654 .
C13 C14 H14B 108.7 2_654 .
C13 C14 H14B 108.7 . .
H14A C14 H14B 107.6 . .
H8A O8 H8B 107(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.976(3) .
Zn1 O6 1.974(2) 3_455
Zn1 O7 2.124(3) .
Zn1 N1 1.971(3) .
O1 C1 1.284(4) .
O2 C1 1.234(5) .
O3 C8 1.219(4) .
O4 C8 1.306(5) .
O4 H4 0.881(10) .
O5 C9 1.218(4) .
O6 C9 1.293(4) .
O7 H7A 0.8857 .
O7 H7B 0.8836 .
N1 C10 1.317(5) .
N1 C12 1.370(5) .
N2 C10 1.333(5) .
N2 C11 1.360(5) .
N2 C13 1.469(5) .
C1 C2 1.503(5) .
C2 C3 1.381(5) .
C2 C7 1.393(5) .
C3 H3 0.9300 .
C3 C4 1.391(5) .
C4 C5 1.399(4) .
C4 C8 1.483(5) .
C5 H5 0.9300 .
C5 C6 1.383(5) .
C6 C7 1.391(5) .
C6 C9 1.506(4) .
C7 H7 0.9300 .
C10 H10 0.9300 .
C11 H11 0.9300 .
C11 C12 1.345(6) .
C12 H12 0.9300 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C13 C14 1.503(5) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
O8 H8A 0.879(10) .
O8 H8B 0.878(10) .
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
Zn1 O1 C1 O2 13.4(5) . . . .
Zn1 O1 C1 C2 -167.2(2) . . . .
Zn1 O6 C9 O5 9.0(5) 3_545 . . .
Zn1 O6 C9 C6 -169.1(3) 3_545 . . .
Zn1 N1 C10 N2 174.2(2) . . . .
Zn1 N1 C12 C11 -173.8(3) . . . .
O1 C1 C2 C3 -21.1(5) . . . .
O1 C1 C2 C7 158.2(3) . . . .
O2 C1 C2 C3 158.4(4) . . . .
O2 C1 C2 C7 -22.3(6) . . . .
N2 C11 C12 N1 0.5(5) . . . .
N2 C13 C14 C13 -175.3(4) . . . 2_654
C1 C2 C3 C4 -179.1(3) . . . .
C1 C2 C7 C6 -178.7(3) . . . .
C2 C3 C4 C5 -3.0(5) . . . .
C2 C3 C4 C8 175.2(3) . . . .
C3 C2 C7 C6 0.6(5) . . . .
C3 C4 C5 C6 2.1(5) . . . .
C3 C4 C8 O3 6.0(6) . . . .
C3 C4 C8 O4 -171.9(4) . . . .
C4 C5 C6 C7 0.0(5) . . . .
C4 C5 C6 C9 177.3(3) . . . .
C5 C4 C8 O3 -175.8(4) . . . .
C5 C4 C8 O4 6.3(5) . . . .
C5 C6 C7 C2 -1.4(5) . . . .
C5 C6 C9 O5 -168.3(4) . . . .
C5 C6 C9 O6 9.9(5) . . . .
C7 C2 C3 C4 1.6(5) . . . .
C7 C6 C9 O5 9.0(5) . . . .
C7 C6 C9 O6 -172.8(3) . . . .
C8 C4 C5 C6 -176.0(3) . . . .
C9 C6 C7 C2 -178.8(3) . . . .
C10 N1 C12 C11 -0.5(5) . . . .
C10 N2 C11 C12 -0.3(5) . . . .
C10 N2 C13 C14 -82.8(5) . . . .
C11 N2 C10 N1 0.0(5) . . . .
C11 N2 C13 C14 89.7(5) . . . .
C12 N1 C10 N2 0.3(4) . . . .
C13 N2 C10 N1 173.7(3) . . . .
C13 N2 C11 C12 -174.0(4) . . . .
