#------------------------------------------------------------------------------
#$Date: 2022-03-29 11:51:07 +0300 (Tue, 29 Mar 2022) $
#$Revision: 274083 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/49/8104929.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_8104929
loop_
_publ_author_name
'Xie, Wei'
'Li, Rui'
'Wang, Chuan-Qi'
_publ_section_title
;
 Crystal structure of catena-poly[triqua-bis(μ
 2-4-carboxy-2-(1H-tetrazol-1-yl)-1H-imidazole-5-carboxylato-k3
 N,O:O′)barium(II)] tetrahydrate, C14H14BaN12O15
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              227
_journal_page_last               229
_journal_paper_doi               10.1515/ncrs-2020-0487
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C14 H16 Ba N12 O11, 4(H2 O)'
_chemical_formula_sum            'C14 H24 Ba N12 O15'
_chemical_formula_weight         737.79
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 102.456(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.787(4)
_cell_length_b                   6.7594(11)
_cell_length_c                   18.143(3)
_cell_measurement_reflns_used    6164
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.30
_cell_volume                     2609.0(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker D8 VENTURE'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2005)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7939
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.384
_diffrn_reflns_theta_min         1.914
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Bruker 2000)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.5905
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3174
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0209
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0340P)²+2.3355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0567
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3033
_reflns_number_total             3174
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0487_suppl.cif
_cod_data_source_block           exp_I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8104929
_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.
;
_shelx_estimated_absorpt_t_min   0.564
_shelx_estimated_absorpt_t_max   0.738
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
Ba1 Ba 0.000000 -0.03302(2) 0.250000 0.02661(6) Uani 1 2 d S T P . .
O1 O 0.08744(7) -0.1912(3) 0.37305(8) 0.0410(4) Uani 1 1 d . . . . .
O2 O 0.12099(6) -0.2841(3) 0.49134(8) 0.0397(3) Uani 1 1 d . . . . .
H2 H 0.104121 -0.323273 0.524886 0.059 Uiso 1 1 d R U . . .
O3 O 0.07947(7) -0.3248(2) 0.60551(8) 0.0371(3) Uani 1 1 d . . . . .
O4 O -0.01132(7) -0.2772(2) 0.64014(7) 0.0338(3) Uani 1 1 d . . . . .
O5 O 0.000000 -0.4287(4) 0.250000 0.142(2) Uani 1 2 d S TU P . .
H5 H 0.006590 -0.508505 0.216330 0.213 Uiso 1 1 d R U . . .
O6 O 0.12169(10) 0.1028(3) 0.27319(11) 0.0639(5) Uani 1 1 d . . . . .
H6C H 0.134012 0.198995 0.249878 0.096 Uiso 1 1 d R U . . .
H6D H 0.136022 0.102475 0.320638 0.096 Uiso 1 1 d R U . . .
N1 N -0.03704(7) -0.1765(2) 0.38795(8) 0.0226(3) Uani 1 1 d . . . . .
N2 N -0.07360(7) -0.2189(2) 0.49158(8) 0.0223(3) Uani 1 1 d . . . . .
H2A H -0.100054 -0.225143 0.523520 0.027 Uiso 1 1 d R U . . .
N3 N -0.17954(7) -0.3304(3) 0.33880(9) 0.0324(3) Uani 1 1 d . . . . .
N4 N -0.20982(9) -0.4553(3) 0.37632(14) 0.0466(5) Uani 1 1 d . . . . .
N5 N -0.22477(10) -0.6081(4) 0.33334(16) 0.0595(6) Uani 1 1 d . . . . .
N6 N -0.20451(11) -0.5848(4) 0.26813(16) 0.0638(7) Uani 1 1 d . . . . .
C1 C 0.07690(8) -0.2324(3) 0.43464(10) 0.0261(3) Uani 1 1 d . . . . .
C2 C 0.01188(7) -0.2230(2) 0.44692(9) 0.0199(3) Uani 1 1 d . . . . .
C3 C -0.01022(7) -0.2490(2) 0.51200(9) 0.0203(3) Uani 1 1 d . . . . .
C4 C 0.02102(9) -0.2872(3) 0.59196(9) 0.0252(3) Uani 1 1 d . . . . .
C5 C -0.08748(8) -0.1770(3) 0.41696(9) 0.0225(3) Uani 1 1 d . . . . .
C6 C -0.15296(8) -0.1453(3) 0.37311(11) 0.0306(4) Uani 1 1 d . . . . .
H6A H -0.178765 -0.095112 0.406334 0.037 Uiso 1 1 calc R U . . .
H6B H -0.152818 -0.047620 0.333971 0.037 Uiso 1 1 calc R U . . .
C7 C -0.17625(12) -0.4118(5) 0.27337(15) 0.0506(6) Uani 1 1 d . . . . .
H7 H -0.157137 -0.356011 0.237177 0.061 Uiso 1 1 calc R U . . .
O7 O 0.17338(8) 0.1956(3) 0.43363(11) 0.0605(5) Uani 1 1 d . . . . .
H7A H 0.191034 0.305220 0.428304 0.091 Uiso 1 1 d R U . . .
H7B H 0.202284 0.110870 0.448274 0.091 Uiso 1 1 d R U . . .
O8 O 0.22961(10) 0.5705(3) 0.44047(16) 0.0749(7) Uani 1 1 d . . . . .
H8A H 0.237056 0.653122 0.408187 0.112 Uiso 1 1 d R U . . .
H8B H 0.201696 0.618432 0.461567 0.112 Uiso 1 1 d R U . . .
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'
Ba Ba -0.3244 2.2819 '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'
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
O5 Ba1 O6 109.50(5) . 2
O5 Ba1 O6 109.50(5) . .
O6 Ba1 O6 141.01(11) 2 .
O5 Ba1 O1 67.68(4) . 2
O6 Ba1 O1 62.63(6) 2 2
O6 Ba1 O1 135.49(5) . 2
O5 Ba1 O1 67.68(4) . .
O6 Ba1 O1 135.49(5) 2 .
O6 Ba1 O1 62.64(6) . .
O1 Ba1 O1 135.35(7) 2 .
O5 Ba1 O4 137.01(3) . 5_556
O6 Ba1 O4 78.33(6) 2 5_556
O6 Ba1 O4 73.38(5) . 5_556
O1 Ba1 O4 140.47(4) 2 5_556
O1 Ba1 O4 77.54(5) . 5_556
O5 Ba1 O4 137.01(3) . 6
O6 Ba1 O4 73.38(5) 2 6
O6 Ba1 O4 78.33(6) . 6
O1 Ba1 O4 77.54(5) 2 6
O1 Ba1 O4 140.48(4) . 6
O4 Ba1 O4 85.99(6) 5_556 6
O5 Ba1 N1 70.83(3) . .
O6 Ba1 N1 78.98(5) 2 .
O6 Ba1 N1 114.23(5) . .
O1 Ba1 N1 106.59(4) 2 .
O1 Ba1 N1 57.66(4) . .
O4 Ba1 N1 69.47(4) 5_556 .
O4 Ba1 N1 146.19(4) 6 .
O5 Ba1 N1 70.83(3) . 2
O6 Ba1 N1 114.23(5) 2 2
O6 Ba1 N1 78.98(5) . 2
O1 Ba1 N1 57.66(4) 2 2
O1 Ba1 N1 106.59(4) . 2
O4 Ba1 N1 146.19(4) 5_556 2
O4 Ba1 N1 69.47(4) 6 2
N1 Ba1 N1 141.67(6) . 2
C1 O1 Ba1 125.74(12) . .
C1 O2 H2 107.6 . .
C4 O4 Ba1 123.67(12) . 5_556
Ba1 O5 H5 129.4 . .
Ba1 O5 H5 129.389(6) . 2
H5 O5 H5 101.2 . 2
Ba1 O6 H6C 125.2 . .
Ba1 O6 H6D 106.6 . .
H6C O6 H6D 114.8 . .
C5 N1 C2 105.20(14) . .
C5 N1 Ba1 138.02(11) . .
C2 N1 Ba1 115.29(10) . .
C5 N2 C3 107.31(13) . .
C5 N2 H2A 128.1 . .
C3 N2 H2A 124.6 . .
C7 N3 N4 108.7(2) . .
C7 N3 C6 130.2(2) . .
N4 N3 C6 121.03(18) . .
N5 N4 N3 106.5(2) . .
N4 N5 N6 110.2(2) . .
C7 N6 N5 106.0(2) . .
O1 C1 O2 122.36(16) . .
O1 C1 C2 120.16(16) . .
O2 C1 C2 117.48(15) . .
N1 C2 C3 109.90(14) . .
N1 C2 C1 119.92(14) . .
C3 C2 C1 130.15(15) . .
N2 C3 C2 105.55(14) . .
N2 C3 C4 120.94(15) . .
C2 C3 C4 133.38(15) . .
O4 C4 O3 125.06(16) . .
O4 C4 C3 118.00(16) . .
O3 C4 C3 116.93(15) . .
N1 C5 N2 112.03(14) . .
N1 C5 C6 124.82(16) . .
N2 C5 C6 123.08(15) . .
N3 C6 C5 110.49(15) . .
N3 C6 H6A 109.6 . .
C5 C6 H6A 109.6 . .
N3 C6 H6B 109.6 . .
C5 C6 H6B 109.6 . .
H6A C6 H6B 108.1 . .
N6 C7 N3 108.6(3) . .
N6 C7 H7 125.7 . .
N3 C7 H7 125.7 . .
H7A O7 H7B 107.5 . .
H8A O8 H8B 108.7 . .
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
Ba1 O5 2.675(3) . y
Ba1 O6 2.7510(19) 2 y
Ba1 O6 2.7510(19) . y
Ba1 O1 2.8145(15) 2 y
Ba1 O1 2.8145(15) . y
Ba1 O4 2.8669(14) 5_556 y
Ba1 O4 2.8669(14) 6 y
Ba1 N1 2.9541(14) . y
Ba1 N1 2.9541(14) 2 y
O1 C1 1.220(2) . ?
O2 C1 1.295(2) . ?
O2 H2 0.8198 . ?
O3 C4 1.270(2) . ?
O4 C4 1.237(2) . ?
O5 H5 0.8500 . ?
O5 H5 0.8500 2 ?
O6 H6C 0.8500 . ?
O6 H6D 0.8501 . ?
N1 C5 1.317(2) . ?
N1 C2 1.374(2) . ?
N2 C5 1.352(2) . ?
N2 C3 1.366(2) . ?
N2 H2A 0.9021 . ?
N3 C7 1.324(3) . ?
N3 N4 1.344(3) . ?
N3 C6 1.460(3) . ?
N4 N5 1.293(3) . ?
N5 N6 1.358(4) . ?
N6 C7 1.315(4) . ?
C1 C2 1.482(2) . ?
C2 C3 1.379(2) . ?
C3 C4 1.486(2) . ?
C5 C6 1.491(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7 0.9300 . ?
O7 H7A 0.8500 . ?
O7 H7B 0.8501 . ?
O8 H8A 0.8500 . ?
O8 H8B 0.8496 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O3 0.82 1.66 2.448(2) 159.4 . yes
O5 H5 O4 0.85 1.98 2.788(2) 157.9 6_545 yes
O6 H6D O7 0.85 2.13 2.953(3) 162.6 . yes
O6 H6C N6 0.85 2.20 2.977(3) 152.8 2_565 yes
O7 H7A O8 0.85 1.97 2.806(3) 166.5 . yes
O7 H7B O8 0.85 2.55 3.292(4) 146.9 7_556 yes
O8 H8A N5 0.85 2.37 3.212(4) 169.8 3_565 yes
O8 H8B O2 0.85 2.06 2.891(2) 167.5 1_565 yes
N2 H2A O7 0.90 1.93 2.804(2) 162.2 5_556 yes
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
C7 N3 N4 N5 -0.6(3) . . . .
C6 N3 N4 N5 -176.76(18) . . . .
N3 N4 N5 N6 0.1(3) . . . .
N4 N5 N6 C7 0.4(3) . . . .
Ba1 O1 C1 O2 -172.20(14) . . . .
Ba1 O1 C1 C2 7.4(3) . . . .
C5 N1 C2 C3 -0.72(19) . . . .
Ba1 N1 C2 C3 167.91(10) . . . .
C5 N1 C2 C1 -178.96(15) . . . .
Ba1 N1 C2 C1 -10.33(19) . . . .
O1 C1 C2 N1 2.9(3) . . . .
O2 C1 C2 N1 -177.44(16) . . . .
O1 C1 C2 C3 -174.91(19) . . . .
O2 C1 C2 C3 4.7(3) . . . .
C5 N2 C3 C2 0.03(18) . . . .
C5 N2 C3 C4 176.50(15) . . . .
N1 C2 C3 N2 0.43(18) . . . .
C1 C2 C3 N2 178.43(17) . . . .
N1 C2 C3 C4 -175.41(17) . . . .
C1 C2 C3 C4 2.6(3) . . . .
Ba1 O4 C4 O3 69.5(2) 5_556 . . .
Ba1 O4 C4 C3 -109.39(15) 5_556 . . .
N2 C3 C4 O4 -5.0(2) . . . .
C2 C3 C4 O4 170.36(18) . . . .
N2 C3 C4 O3 176.09(16) . . . .
C2 C3 C4 O3 -8.6(3) . . . .
C2 N1 C5 N2 0.75(19) . . . .
Ba1 N1 C5 N2 -163.79(12) . . . .
C2 N1 C5 C6 -176.43(17) . . . .
Ba1 N1 C5 C6 19.0(3) . . . .
C3 N2 C5 N1 -0.5(2) . . . .
C3 N2 C5 C6 176.73(16) . . . .
C7 N3 C6 C5 -87.0(3) . . . .
N4 N3 C6 C5 88.3(2) . . . .
N1 C5 C6 N3 84.1(2) . . . .
N2 C5 C6 N3 -92.8(2) . . . .
N5 N6 C7 N3 -0.7(3) . . . .
N4 N3 C7 N6 0.8(3) . . . .
C6 N3 C7 N6 176.5(2) . . . .
