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#$Date: 2023-06-21 11:59:17 +0300 (Wed, 21 Jun 2023) $
#$Revision: 284517 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/74/8107409.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_8107409
loop_
_publ_author_name
'Kohúteková, Soňa'
'Matulková, Irena'
'Císařová, Ivana'
'Němec, Ivan'
_publ_section_title
;
 The crystal structure of
 bis(1H-pyrazole-carboxamidine-\kN,N′)bis(nitrato-\kO)-copper(II),
 C8H12CuN10O6
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              253
_journal_page_last               255
_journal_paper_doi               10.1515/ncrs-2022-0586
_journal_volume                  238
_journal_year                    2023
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C8 H12 Cu N8, 2(N O3)'
_chemical_formula_sum            'C8 H12 Cu N10 O6'
_chemical_formula_weight         407.82
_chemical_name_systematic
;
bis(1H-pyrazole-carboxamidine-\kN,N?)bis
(nitrato-κO)-copper(II), C₈H₁₂CuN₁₀O₆
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                81.370(2)
_cell_angle_beta                 75.503(2)
_cell_angle_gamma                84.756(2)
_cell_formula_units_Z            2
_cell_length_a                   7.6063(5)
_cell_length_b                   9.3072(7)
_cell_length_c                   10.8485(8)
_cell_measurement_reflns_used    8741
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4537
_cell_measurement_theta_min      2.2173
_cell_volume                     733.97(9)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3356
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_min         1.956
_diffrn_source                   'I\mS  micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_description       prism
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.074
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.032
_refine_diff_density_max         1.058
_refine_diff_density_min         -1.109
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3356
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0515
_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)+(0.0418P)²+1.4894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1194
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2965
_reflns_number_total             3356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0586_suppl.cif
_cod_data_source_block           mo
_cod_database_code               8107409
_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   0.894
_shelx_estimated_absorpt_t_max   0.952
loop_
_space_group_symop_operation_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_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
Cu1A Cu 0.500000 1.000000 0.000000 0.01559(18) Uani 1 2 d S . P . .
N1A N 0.2170(5) 0.8167(4) 0.0294(3) 0.0144(7) Uani 1 1 d . U . . .
N2A N 0.3989(5) 0.8217(4) -0.0271(3) 0.0171(7) Uani 1 1 d . U . . .
C3A C 0.4426(6) 0.6993(4) -0.0807(4) 0.0164(8) Uani 1 1 d . U . . .
H3A H 0.561363 0.671493 -0.126762 0.020 Uiso 1 1 calc R U . . .
C4A C 0.2898(6) 0.6172(5) -0.0600(4) 0.0213(9) Uani 1 1 d . U . . .
H4A H 0.285468 0.526541 -0.089038 0.026 Uiso 1 1 calc R U . . .
C5A C 0.1486(6) 0.6941(4) 0.0105(4) 0.0188(9) Uani 1 1 d . U . . .
H5A H 0.026151 0.667165 0.040470 0.023 Uiso 1 1 calc R U . . .
C6A C 0.1376(6) 0.9381(4) 0.0934(4) 0.0163(8) Uani 1 1 d . U . . .
N7A N 0.2487(5) 1.0363(4) 0.0890(3) 0.0173(7) Uani 1 1 d . U . . .
H7A H 0.213008 1.114296 0.123884 0.026 Uiso 1 1 d R U . . .
N8A N -0.0389(5) 0.9353(4) 0.1499(4) 0.0199(8) Uani 1 1 d . U . . .
H81A H -0.080948 0.997644 0.204020 0.030 Uiso 1 1 d R U . . .
H82A H -0.112447 0.849344 0.148120 0.030 Uiso 1 1 d R U . . .
N9A N 0.5760(5) 0.7239(4) 0.2181(3) 0.0193(7) Uani 1 1 d . U . . .
O1A O 0.5187(5) 0.8514(3) 0.2350(3) 0.0239(7) Uani 1 1 d . U . . .
O2A O 0.4732(5) 0.6209(4) 0.2500(4) 0.0311(8) Uani 1 1 d . U . . .
O3A O 0.7406(4) 0.6987(3) 0.1684(3) 0.0270(7) Uani 1 1 d . U . . .
Cu1B Cu 0.000000 0.000000 0.500000 0.01607(18) Uani 1 2 d S . P . .
N1B N 0.1536(5) 0.2482(4) 0.5346(3) 0.0159(7) Uani 1 1 d . U . . .
N2B N 0.2047(5) 0.1264(4) 0.4747(3) 0.0167(7) Uani 1 1 d . U . . .
C3B C 0.3801(6) 0.1393(4) 0.4174(4) 0.0172(8) Uani 1 1 d . U . . .
H3B H 0.453771 0.069989 0.368287 0.021 Uiso 1 1 calc R U . . .
C4B C 0.4420(6) 0.2685(5) 0.4391(4) 0.0209(9) Uani 1 1 d . U . . .
H4B H 0.561098 0.302674 0.408298 0.025 Uiso 1 1 calc R U . . .
C5B C 0.2936(6) 0.3352(5) 0.5143(4) 0.0186(9) Uani 1 1 d . U . . .
H5B H 0.290083 0.425462 0.546043 0.022 Uiso 1 1 calc R U . . .
C6B C -0.0311(6) 0.2587(4) 0.6040(4) 0.0167(8) Uani 1 1 d . U . . .
N7B N -0.1264(5) 0.1520(4) 0.6005(3) 0.0171(7) Uani 1 1 d . U . . .
H7B H -0.248342 0.162707 0.635488 0.026 Uiso 1 1 d R U . . .
N8B N -0.0857(5) 0.3765(4) 0.6625(4) 0.0217(8) Uani 1 1 d . U . . .
H81B H -0.208119 0.380560 0.701969 0.033 Uiso 1 1 d R U . . .
H82B H -0.002219 0.458359 0.658174 0.033 Uiso 1 1 d R U . . .
N9B N -0.0518(5) 0.2887(4) 0.2837(4) 0.0195(7) Uani 1 1 d . U . . .
O1B O 0.0965(5) 0.3077(4) 0.2062(3) 0.0286(8) Uani 1 1 d . U . . .
O2B O -0.1335(4) 0.3870(3) 0.3471(3) 0.0247(7) Uani 1 1 d . U . . .
O3B O -0.1184(5) 0.1645(3) 0.3054(3) 0.0268(8) Uani 1 1 d . 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'
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
N7A Cu1A N7A 180.00(11) . 2_675
N7A Cu1A N2A 98.87(14) . 2_675
N7A Cu1A N2A 81.13(14) 2_675 2_675
N7A Cu1A N2A 81.12(14) . .
N7A Cu1A N2A 98.88(14) 2_675 .
N2A Cu1A N2A 180.00(18) 2_675 .
C5A N1A N2A 111.5(3) . .
C5A N1A C6A 133.1(4) . .
N2A N1A C6A 115.4(3) . .
C3A N2A N1A 104.9(3) . .
C3A N2A Cu1A 143.3(3) . .
N1A N2A Cu1A 111.8(2) . .
N2A C3A C4A 110.9(4) . .
N2A C3A H3A 124.6 . .
C4A C3A H3A 124.6 . .
C5A C4A C3A 106.0(4) . .
C5A C4A H4A 127.0 . .
C3A C4A H4A 127.0 . .
N1A C5A C4A 106.7(4) . .
N1A C5A H5A 126.6 . .
C4A C5A H5A 126.6 . .
N7A C6A N8A 128.7(4) . .
N7A C6A N1A 114.7(4) . .
N8A C6A N1A 116.5(3) . .
C6A N7A Cu1A 116.9(3) . .
C6A N7A H7A 121.5 . .
Cu1A N7A H7A 121.5 . .
C6A N8A H81A 116.0 . .
C6A N8A H82A 121.3 . .
H81A N8A H82A 120.8 . .
O2A N9A O3A 119.0(4) . .
O2A N9A O1A 121.7(4) . .
O3A N9A O1A 119.3(4) . .
N7B Cu1B N7B 180.0 . 2_556
N7B Cu1B N2B 81.18(14) . .
N7B Cu1B N2B 98.82(14) 2_556 .
N7B Cu1B N2B 98.82(14) . 2_556
N7B Cu1B N2B 81.18(14) 2_556 2_556
N2B Cu1B N2B 180.0 . 2_556
C5B N1B N2B 111.6(3) . .
C5B N1B C6B 133.1(3) . .
N2B N1B C6B 115.4(3) . .
C3B N2B N1B 104.9(3) . .
C3B N2B Cu1B 143.0(3) . .
N1B N2B Cu1B 112.1(3) . .
N2B C3B C4B 111.2(4) . .
N2B C3B H3B 124.4 . .
C4B C3B H3B 124.4 . .
C5B C4B C3B 105.3(4) . .
C5B C4B H4B 127.4 . .
C3B C4B H4B 127.4 . .
N1B C5B C4B 107.0(4) . .
N1B C5B H5B 126.5 . .
C4B C5B H5B 126.5 . .
N7B C6B N8B 128.0(4) . .
N7B C6B N1B 115.0(3) . .
N8B C6B N1B 116.9(4) . .
C6B N7B Cu1B 116.3(3) . .
C6B N7B H7B 116.1 . .
Cu1B N7B H7B 127.0 . .
C6B N8B H81B 113.4 . .
C6B N8B H82B 123.2 . .
H81B N8B H82B 123.2 . .
O1B N9B O2B 121.3(4) . .
O1B N9B O3B 119.6(4) . .
O2B N9B O3B 118.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1A N7A 1.938(3) .
Cu1A N7A 1.938(3) 2_675
Cu1A N2A 1.981(3) 2_675
Cu1A N2A 1.981(3) .
N1A C5A 1.359(5) .
N1A N2A 1.367(5) .
N1A C6A 1.423(5) .
N2A C3A 1.334(5) .
C3A C4A 1.402(6) .
C3A H3A 0.9500 .
C4A C5A 1.365(6) .
C4A H4A 0.9500 .
C5A H5A 0.9500 .
C6A N7A 1.288(5) .
C6A N8A 1.330(5) .
N7A H7A 0.8600 .
N8A H81A 0.8707 .
N8A H82A 1.0225 .
N9A O2A 1.246(5) .
N9A O3A 1.249(5) .
N9A O1A 1.250(5) .
Cu1B N7B 1.950(3) .
Cu1B N7B 1.950(3) 2_556
Cu1B N2B 1.977(4) .
Cu1B N2B 1.977(4) 2_556
N1B C5B 1.351(5) .
N1B N2B 1.368(4) .
N1B C6B 1.420(5) .
N2B C3B 1.331(5) .
C3B C4B 1.402(6) .
C3B H3B 0.9500 .
C4B C5B 1.374(6) .
C4B H4B 0.9500 .
C5B H5B 0.9500 .
C6B N7B 1.292(5) .
C6B N8B 1.330(5) .
N7B H7B 0.9125 .
N8B H81B 0.9222 .
N8B H82B 1.0243 .
N9B O1B 1.236(5) .
N9B O2B 1.252(5) .
N9B O3B 1.270(5) .
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
C5A H5A O3A 0.95 2.29 3.147(5) 150.3 1_455 yes
N7A H7A O1B 0.86 2.15 3.005(5) 173.9 1_565 yes
N8A H81A O3B 0.87 1.99 2.846(5) 165.4 1_565 yes
N8A H82A O3A 1.02 1.83 2.842(5) 172.0 1_455 yes
C5B H5B O2B 0.95 2.31 3.178(5) 151.3 2_566 yes
N7B H7B O1A 0.91 2.18 3.070(5) 163.7 2_566 yes
N8B H81B O2A 0.92 1.95 2.860(5) 167.6 2_566 yes
N8B H82B O2B 1.02 1.83 2.855(5) 176.2 2_566 yes
