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#$Date: 2023-03-09 11:49:48 +0200 (Thu, 09 Mar 2023) $
#$Revision: 281767 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106894.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_8106894
loop_
_publ_author_name
'Yang, Zhi-Jun'
'Ni, Tian-Jun'
'He, Guang-Jie'
_publ_section_title
;
 Crystal structure of catena[diaqua-bis(μ
 2-1,3-bis((1H-tetrazol-1-yl)methyl)benzene-κ2 N:N′)copper(II)]
 dinitrate, C20H24CuN18O8
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              419
_journal_page_last               421
_journal_paper_doi               10.1515/ncrs-2015-0077
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C20 H24 Cu N16 O2, 2(N O3)'
_chemical_formula_sum            'C20 H24 Cu N18 O8'
_chemical_formula_weight         708.11
_chemical_name_systematic
;
catena[diaqua-(bis(μ₂-1,3-bis((1Htetrazol-1-yl)
methyl)benzene-κ²N:N')copper(II)] dinitrate
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                77.318(5)
_cell_angle_beta                 68.181(5)
_cell_angle_gamma                69.813(5)
_cell_formula_units_Z            1
_cell_length_a                   8.033(4)
_cell_length_b                   9.641(5)
_cell_length_c                   10.724(5)
_cell_measurement_reflns_used    3725
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     719.7(6)
_computing_cell_refinement       'Bruker SMART (Bruker, 2007)'
_computing_data_collection       'Bruker SMART (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2007)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  '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  0.0130
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3725
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.26
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.839
_exptl_absorpt_correction_T_max  0.72
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2007)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             363
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0292
_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)+(0.0343P)²+0.4655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0740
_reflns_number_gt                2342
_reflns_number_total             2498
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0077_suppl.cif
_cod_data_source_block           123
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8106894
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cu1 Cu -0.5000 0.5000 1.0000 0.02716(12) Uani 1 2 d S . .
C1 C -0.1009(3) 0.3476(2) 0.8216(2) 0.0311(4) Uani 1 1 d . . .
H1 H -0.0510 0.3058 0.8915 0.037 Uiso 1 1 calc R . .
C2 C 0.1903(3) 0.2657(2) 0.6230(2) 0.0350(5) Uani 1 1 d . . .
H2A H 0.2570 0.2341 0.6882 0.042 Uiso 1 1 calc R . .
H2B H 0.2428 0.3379 0.5554 0.042 Uiso 1 1 calc R . .
C3 C 0.2196(3) 0.1332(2) 0.5558(2) 0.0299(4) Uani 1 1 d . . .
C4 C 0.3308(3) 0.1207(2) 0.4223(2) 0.0353(5) Uani 1 1 d . . .
H4 H 0.3810 0.1971 0.3723 0.042 Uiso 1 1 calc R . .
C5 C 0.3678(3) -0.0050(3) 0.3628(2) 0.0411(5) Uani 1 1 d . . .
H5 H 0.4428 -0.0129 0.2730 0.049 Uiso 1 1 calc R . .
C6 C 0.2932(3) -0.1187(3) 0.4366(2) 0.0384(5) Uani 1 1 d . . .
H6 H 0.3200 -0.2038 0.3967 0.046 Uiso 1 1 calc R . .
C7 C 0.1783(3) -0.1066(2) 0.5702(2) 0.0308(4) Uani 1 1 d . . .
C8 C 0.1410(3) 0.0203(2) 0.6286(2) 0.0308(4) Uani 1 1 d . . .
H8 H 0.0626 0.0299 0.7174 0.037 Uiso 1 1 calc R . .
C9 C 0.0881(3) -0.2252(2) 0.6508(2) 0.0368(5) Uani 1 1 d . . .
H9A H -0.0380 -0.1787 0.7069 0.044 Uiso 1 1 calc R . .
H9B H 0.0788 -0.2806 0.5896 0.044 Uiso 1 1 calc R . .
C10 C 0.2767(3) -0.3075(2) 0.8144(2) 0.0285(4) Uani 1 1 d . . .
H10 H 0.2918 -0.2175 0.8187 0.034 Uiso 1 1 calc R . .
N1 N -0.2752(2) 0.42718(18) 0.83536(16) 0.0297(4) Uani 1 1 d . . .
N2 N -0.2869(3) 0.4648(2) 0.70802(18) 0.0400(4) Uani 1 1 d . . .
N3 N -0.1268(3) 0.4105(2) 0.62150(18) 0.0401(4) Uani 1 1 d . . .
N4 N -0.0085(2) 0.33672(18) 0.69181(16) 0.0293(4) Uani 1 1 d . . .
N5 N 0.1939(2) -0.32912(18) 0.73775(17) 0.0301(4) Uani 1 1 d . . .
N6 N 0.2002(4) -0.4723(2) 0.7586(3) 0.0631(7) Uani 1 1 d . . .
N7 N 0.2850(4) -0.5351(2) 0.8460(3) 0.0631(7) Uani 1 1 d . . .
N8 N 0.3339(2) -0.43369(18) 0.88355(16) 0.0296(4) Uani 1 1 d . . .
N9 N 0.2014(2) 0.0550(2) 0.00261(18) 0.0385(4) Uani 1 1 d . . .
O1 O 0.1271(2) 0.18621(19) 0.02988(19) 0.0547(5) Uani 1 1 d . . .
O2 O 0.2666(3) -0.0415(2) 0.08311(19) 0.0706(6) Uani 1 1 d . . .
O3 O 0.2076(3) 0.0216(2) -0.10421(18) 0.0619(5) Uani 1 1 d . . .
O1W O -0.5567(2) 0.26786(16) 1.06371(16) 0.0417(4) Uani 1 1 d . . .
H1WA H -0.4661 0.2051 1.0215 0.063 Uiso 1 1 calc R . .
H1WB H -0.6521 0.2586 1.0532 0.063 Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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
N8 Cu1 N8 180.0 1_465 2_557
N8 Cu1 N1 90.71(8) 1_465 2_467
N8 Cu1 N1 89.29(8) 2_557 2_467
N8 Cu1 N1 89.29(8) 1_465 .
N8 Cu1 N1 90.71(8) 2_557 .
N1 Cu1 N1 180.0 2_467 .
N8 Cu1 O1W 88.01(6) 1_465 2_467
N8 Cu1 O1W 91.99(6) 2_557 2_467
N1 Cu1 O1W 92.66(6) 2_467 2_467
N1 Cu1 O1W 87.34(6) . 2_467
N8 Cu1 O1W 91.99(6) 1_465 .
N8 Cu1 O1W 88.01(6) 2_557 .
N1 Cu1 O1W 87.34(6) 2_467 .
N1 Cu1 O1W 92.66(6) . .
O1W Cu1 O1W 180.0 2_467 .
N1 C1 N4 108.54(17) . .
N1 C1 H1 125.7 . .
N4 C1 H1 125.7 . .
N4 C2 C3 112.46(17) . .
N4 C2 H2A 109.1 . .
C3 C2 H2A 109.1 . .
N4 C2 H2B 109.1 . .
C3 C2 H2B 109.1 . .
H2A C2 H2B 107.8 . .
C4 C3 C8 119.38(19) . .
C4 C3 C2 120.18(19) . .
C8 C3 C2 120.40(18) . .
C3 C4 C5 120.4(2) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C6 C5 C4 120.0(2) . .
C6 C5 H5 120.0 . .
C4 C5 H5 120.0 . .
C5 C6 C7 120.3(2) . .
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
C8 C7 C6 119.2(2) . .
C8 C7 C9 119.30(19) . .
C6 C7 C9 121.48(19) . .
C7 C8 C3 120.69(19) . .
C7 C8 H8 119.7 . .
C3 C8 H8 119.7 . .
N5 C9 C7 112.49(16) . .
N5 C9 H9A 109.1 . .
C7 C9 H9A 109.1 . .
N5 C9 H9B 109.1 . .
C7 C9 H9B 109.1 . .
H9A C9 H9B 107.8 . .
N8 C10 N5 108.71(18) . .
N8 C10 H10 125.6 . .
N5 C10 H10 125.6 . .
C1 N1 N2 106.06(16) . .
C1 N1 Cu1 132.52(14) . .
N2 N1 Cu1 121.38(13) . .
N3 N2 N1 109.89(17) . .
N2 N3 N4 106.79(17) . .
C1 N4 N3 108.71(16) . .
C1 N4 C2 130.11(17) . .
N3 N4 C2 121.12(17) . .
C10 N5 N6 108.25(17) . .
C10 N5 C9 132.05(17) . .
N6 N5 C9 119.38(16) . .
N7 N6 N5 107.15(18) . .
N6 N7 N8 109.76(18) . .
C10 N8 N7 106.13(17) . .
C10 N8 Cu1 133.10(14) . 1_645
N7 N8 Cu1 119.98(13) . 1_645
O3 N9 O2 120.3(2) . .
O3 N9 O1 119.7(2) . .
O2 N9 O1 120.0(2) . .
Cu1 O1W H1WA 109.5 . .
Cu1 O1W H1WB 118.3 . .
H1WA O1W H1WB 106.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N8 2.0119(17) 1_465
Cu1 N8 2.0119(17) 2_557
Cu1 N1 2.0421(17) 2_467
Cu1 N1 2.0421(17) .
Cu1 O1W 2.3419(18) 2_467
Cu1 O1W 2.3419(18) .
C1 N1 1.314(3) .
C1 N4 1.320(3) .
C1 H1 0.9300 .
C2 N4 1.468(3) .
C2 C3 1.509(3) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.383(3) .
C3 C8 1.388(3) .
C4 C5 1.383(3) .
C4 H4 0.9300 .
C5 C6 1.381(3) .
C5 H5 0.9300 .
C6 C7 1.391(3) .
C6 H6 0.9300 .
C7 C8 1.387(3) .
C7 C9 1.500(3) .
C8 H8 0.9300 .
C9 N5 1.479(2) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 N8 1.308(3) .
C10 N5 1.318(2) .
C10 H10 0.9300 .
N1 N2 1.364(2) .
N2 N3 1.285(3) .
N3 N4 1.345(2) .
N5 N6 1.335(3) .
N6 N7 1.284(3) .
N7 N8 1.352(3) .
N8 Cu1 2.0119(17) 1_645
N9 O3 1.236(2) .
N9 O2 1.238(2) .
N9 O1 1.246(2) .
O1W H1WA 0.8200 .
O1W H1WB 0.8503 .
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
O1W H1WB O1 0.85 2.23 3.064(3) 168.6 1_456
O1W H1WA N9 0.82 2.66 3.417(3) 154.3 2_556
O1W H1WA O2 0.82 2.00 2.819(3) 173.3 2_556
