#------------------------------------------------------------------------------
#$Date: 2022-09-23 12:09:50 +0300 (Fri, 23 Sep 2022) $
#$Revision: 278117 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/58/8105852.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_8105852
loop_
_publ_author_name
'Li, Dong'
'Deng, Ping-Ping'
'Wu, Li'
_publ_section_title
;
 Crystal structure of catena-poly[(\m2-azido-\k2
 N:N)(\m2-4-cyanobenzoato-\k2 O:O&#x2032;)-(\m2-methanol-\k2
 O:O)copper(II)], C9H8CuN4O3
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              791
_journal_page_last               792
_journal_paper_doi               10.1515/ncrs-2019-0115
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C9 H8 Cu N4 O3'
_chemical_formula_sum            'C9 H8 Cu N4 O3'
_chemical_formula_weight         283.73
_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   geom
_cell_angle_alpha                103.8910(10)
_cell_angle_beta                 94.8680(10)
_cell_angle_gamma                105.4530(10)
_cell_formula_units_Z            2
_cell_length_a                   6.3568(4)
_cell_length_b                   8.8323(6)
_cell_length_c                   10.8584(7)
_cell_measurement_reflns_used    5662
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.3151
_cell_measurement_theta_min      2.9973
_cell_volume                     563.16(6)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 16.2542
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.799
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -37.00   82.00   1.0000  180.0000
omega____ theta____ kappa____ phi______ frames
    -       18.4204    0.0000   60.0000 119

#__ type_ start__ end____ width___ exp.time_
  2 omega   31.00   90.00   1.0000  180.0000
omega____ theta____ kappa____ phi______ frames
    -       18.4204 -147.0000  131.0000 59

#__ type_ start__ end____ width___ exp.time_
  3 omega  -72.00  -22.00   1.0000  180.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0454  124.0000 -117.0000 50
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0114368000
_diffrn_orient_matrix_UB_12      0.0252063000
_diffrn_orient_matrix_UB_13      -0.0229345000
_diffrn_orient_matrix_UB_21      0.0319703000
_diffrn_orient_matrix_UB_22      0.0108689000
_diffrn_orient_matrix_UB_23      0.0456335000
_diffrn_orient_matrix_UB_31      0.0256099000
_diffrn_orient_matrix_UB_32      -0.0022949000
_diffrn_orient_matrix_UB_33      -0.0355531000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0089
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.799
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3767
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.550
_diffrn_reflns_theta_min         1.957
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.941
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             286
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2760
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0245
_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)+(0.0393P)²+0.1234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0701
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2241
_reflns_number_total             2760
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0115_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105852
_chemical_oxdiff_formula         'Cu C H O N S'
_chemical_oxdiff_usercomment     Jl10091503
_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_max   0.698
_shelx_estimated_absorpt_t_min   0.613
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 N1, N2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C6(H6), C7(H7)
3.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
3.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
_publcif_funding_html
;
;
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
Cu1 Cu 0.000000 1.000000 1.000000 0.02763(9) Uani 1 2 d S T P . .
Cu2 Cu 0.500000 1.000000 1.000000 0.02698(9) Uani 1 2 d S T P . .
O1 O 0.3303(2) 0.79590(16) 0.87270(13) 0.0363(3) Uani 1 1 d . . . . .
O2 O -0.0234(2) 0.79116(16) 0.87816(13) 0.0372(3) Uani 1 1 d . . . . .
O3 O 0.2810(2) 1.13561(17) 0.88830(13) 0.0392(3) Uani 1 1 d . . . . .
H3 H 0.264365 1.095471 0.810449 0.059 Uiso 1 1 calc GR . . . .
N1 N 0.7402(2) 1.01663(19) 0.89270(14) 0.0311(3) Uani 1 1 d . U . . .
N2 N 0.7012(3) 0.9447(2) 0.77861(15) 0.0389(4) Uani 1 1 d . U . . .
N3 N 0.6655(4) 0.8782(3) 0.67195(18) 0.0646(6) Uani 1 1 d . . . . .
N4 N -0.2238(4) -0.0024(2) 0.38051(18) 0.0538(5) Uani 1 1 d . . . . .
C1 C 0.1258(3) 0.7324(2) 0.83971(16) 0.0284(3) Uani 1 1 d . . . . .
C2 C 0.0505(3) 0.5686(2) 0.74126(16) 0.0294(4) Uani 1 1 d . . . . .
C3 C -0.1679(3) 0.4726(3) 0.7219(2) 0.0438(5) Uani 1 1 d . . . . .
H3A H -0.267317 0.509875 0.770006 0.053 Uiso 1 1 calc R . . . .
C4 C -0.2387(4) 0.3223(3) 0.6319(2) 0.0483(6) Uani 1 1 d . . . . .
H4 H -0.384243 0.257263 0.620428 0.058 Uiso 1 1 calc R . . . .
C5 C -0.0905(3) 0.2695(2) 0.55884(18) 0.0365(4) Uani 1 1 d . . . . .
C6 C 0.1276(3) 0.3653(2) 0.57588(19) 0.0391(4) Uani 1 1 d . . . . .
H6 H 0.225658 0.329723 0.525654 0.047 Uiso 1 1 calc R . . . .
C7 C 0.1974(3) 0.5139(2) 0.66801(18) 0.0357(4) Uani 1 1 d . . . . .
H7 H 0.343952 0.577650 0.681034 0.043 Uiso 1 1 calc R . . . .
C8 C -0.1653(4) 0.1162(2) 0.46021(19) 0.0418(5) Uani 1 1 d . . . . .
C9 C 0.3451(6) 1.3064(3) 0.9155(3) 0.0721(9) Uani 1 1 d . . . . .
H9A H 0.474228 1.342503 0.877934 0.108 Uiso 1 1 calc GR . . . .
H9B H 0.377800 1.353577 1.006881 0.108 Uiso 1 1 calc GR . . . .
H9C H 0.227142 1.340111 0.880311 0.108 Uiso 1 1 calc GR . . . .
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
O2 Cu1 O2 180.00(8) . 2_577
O2 Cu1 O3 91.00(5) 2_577 .
O2 Cu1 O3 89.00(5) . .
O2 Cu1 N1 89.40(6) . 1_455
O2 Cu1 N1 90.60(6) . 2_677
O2 Cu1 N1 89.40(6) 2_577 2_677
O2 Cu1 N1 90.60(6) 2_577 1_455
N1 Cu1 O3 96.08(6) 1_455 .
N1 Cu1 O3 83.92(6) 2_677 .
N1 Cu1 N1 180.0 2_677 1_455
O1 Cu2 O1 180.00(7) . 2_677
O1 Cu2 O3 93.46(5) 2_677 .
O1 Cu2 O3 86.54(5) . .
O1 Cu2 N1 91.34(6) . 2_677
O1 Cu2 N1 88.66(6) 2_677 2_677
O1 Cu2 N1 88.66(6) . .
O1 Cu2 N1 91.34(6) 2_677 .
N1 Cu2 O3 83.35(6) 2_677 .
N1 Cu2 O3 96.65(6) . .
N1 Cu2 N1 180.00(10) 2_677 .
C1 O1 Cu2 130.58(11) . .
C1 O2 Cu1 129.74(12) . .
Cu1 O3 Cu2 80.24(4) . .
C9 O3 Cu1 119.22(15) . .
C9 O3 Cu2 120.07(16) . .
Cu2 N1 Cu1 105.55(7) . 1_655
N2 N1 Cu1 118.40(13) . 1_655
N2 N1 Cu2 120.71(12) . .
N3 N2 N1 179.6(3) . .
O1 C1 C2 116.56(15) . .
O2 C1 O1 127.20(16) . .
O2 C1 C2 116.23(15) . .
C3 C2 C1 120.09(16) . .
C7 C2 C1 120.32(16) . .
C7 C2 C3 119.59(17) . .
C4 C3 C2 120.55(19) . .
C3 C4 C5 119.26(19) . .
C4 C5 C6 120.79(17) . .
C4 C5 C8 119.71(19) . .
C6 C5 C8 119.46(18) . .
C7 C6 C5 119.39(18) . .
C6 C7 C2 120.41(18) . .
N4 C8 C5 178.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9554(12) .
Cu1 O2 1.9554(12) 2_577
Cu1 O3 2.4538(14) .
Cu1 N1 1.9977(15) 1_455
Cu1 N1 1.9977(15) 2_677
Cu2 O1 1.9592(12) 2_677
Cu2 O1 1.9591(12) .
Cu2 O3 2.4786(15) .
Cu2 N1 1.9939(15) 2_677
Cu2 N1 1.9939(15) .
O1 C1 1.253(2) .
O2 C1 1.252(2) .
O3 C9 1.403(3) .
N1 N2 1.219(2) .
N2 N3 1.138(2) .
N4 C8 1.135(3) .
C1 C2 1.505(2) .
C2 C3 1.389(3) .
C2 C7 1.386(2) .
C3 C4 1.379(3) .
C4 C5 1.385(3) .
C5 C6 1.389(3) .
C5 C8 1.442(3) .
C6 C7 1.379(3) .
