#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:02:31 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223687 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/25/7232567.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_7232567
loop_
_publ_author_name
'Milašinović, Valentina'
'Molčanov, Krešimir'
_publ_section_title
;
 Nitranilic acid as a basis for construction of coordination polymers:
 from discrete monomers to 3D networks
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              2962
_journal_paper_doi               10.1039/C9CE00209J
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C6 H4 Cu N2 O10'
_chemical_formula_sum            'C6 H4 Cu N2 O10'
_chemical_formula_weight         327.65
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-04-05T10:54:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-01-29 deposited with the CCDC.    2019-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.453(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6610(4)
_cell_length_b                   6.8410(3)
_cell_length_c                   14.3353(7)
_cell_measurement_reflns_used    1768
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.5404
_cell_measurement_theta_min      3.1065
_cell_volume                     939.43(7)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3539
_diffrn_reflns_theta_full        75.65
_diffrn_reflns_theta_max         75.65
_diffrn_reflns_theta_min         6.23
_exptl_absorpt_coefficient_mu    4.002
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.64185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         966
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0578P)²+2.5433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1056
_reflns_number_gt                919
_reflns_number_total             966
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ce00209j2.cif
_cod_data_source_block           s36_cuna
_cod_depositor_comments
'Adding full bibliography for 7232565--7232570.cif.'
_cod_database_code               7232567
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu1 0.75 0.00119(8) 0 0.0270(2) Uani d S 1 Cu
O1 0.6399(2) 0.1985(3) 0.06891(13) 0.0343(5) Uani d . 1 O
O2 0.8851(2) 0.0487(3) 0.12904(15) 0.0348(5) Uani d . 1 O
O3 1.1164(2) 0.1414(4) 0.25528(19) 0.0504(6) Uani d . 1 O
O4 1.0579(3) 0.0294(4) 0.3849(2) 0.0523(7) Uani d . 1 O
O5 0.8597(2) -0.2149(4) -0.05230(17) 0.0426(5) Uani d D 1 O
H5A 0.931(6) -0.264(12) -0.009(4) 0.15(3) Uiso d D 1 H
H5B 0.898(6) -0.185(10) -0.106(3) 0.12(3) Uiso d D 1 H
N1 1.0344(2) 0.1096(3) 0.31216(17) 0.0292(5) Uani d . 1 N
C1 0.6836(3) 0.2277(4) 0.15334(18) 0.0270(5) Uani d . 1 C
C2 0.8295(3) 0.1448(4) 0.18807(18) 0.0270(5) Uani d . 1 C
C3 0.8886(3) 0.1780(4) 0.28135(19) 0.0288(6) Uani d . 1 C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 '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 Cu1 O5 85.87(15) 2_655 .
O5 Cu1 O1 172.41(9) 2_655 2_655
O5 Cu1 O1 88.45(10) . 2_655
O5 Cu1 O1 88.45(10) 2_655 .
O5 Cu1 O1 172.41(9) . .
O1 Cu1 O1 97.64(12) 2_655 .
O5 Cu1 O2 98.11(9) 2_655 2_655
O5 Cu1 O2 94.63(9) . 2_655
O1 Cu1 O2 77.32(8) 2_655 2_655
O1 Cu1 O2 91.15(8) . 2_655
O5 Cu1 O2 94.63(9) 2_655 .
O5 Cu1 O2 98.11(9) . .
O1 Cu1 O2 91.15(8) 2_655 .
O1 Cu1 O2 77.32(8) . .
O2 Cu1 O2 162.58(13) 2_655 .
C1 O1 Cu1 116.26(19) . .
C2 O2 Cu1 113.42(18) . .
Cu1 O5 H5A 113(5) . .
Cu1 O5 H5B 116(4) . .
H5A O5 H5B 107(4) . .
O4 N1 O3 127.3(3) . .
O4 N1 C3 118.3(3) . .
O3 N1 C3 114.3(2) . .
O1 C1 C3 126.2(3) . 7_655
O1 C1 C2 115.8(2) . .
C3 C1 C2 118.0(2) 7_655 .
O2 C2 C3 125.1(3) . .
O2 C2 C1 115.6(2) . .
C3 C2 C1 119.4(2) . .
C1 C3 C2 122.5(2) 7_655 .
C1 C3 N1 118.7(2) 7_655 .
C2 C3 N1 118.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O5 2_655 2.019(2)
Cu1 O5 . 2.019(2)
Cu1 O1 2_655 2.050(2)
Cu1 O1 . 2.050(2)
Cu1 O2 2_655 2.146(2)
Cu1 O2 . 2.146(2)
O1 C1 . 1.245(3)
O2 C2 . 1.247(3)
O3 N1 . 1.227(3)
O4 N1 . 1.175(4)
O5 H5A . 0.93(2)
O5 H5B . 0.93(2)
N1 C3 . 1.496(3)
C1 C3 7_655 1.396(4)
C1 C2 . 1.541(4)
C2 C3 . 1.403(4)
C3 C1 7_655 1.396(4)
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_4
O5 Cu1 O1 C1 83.4(2) 2_655 .
O5 Cu1 O1 C1 41.9(7) . .
O1 Cu1 O1 C1 -101.2(2) 2_655 .
O2 Cu1 O1 C1 -178.5(2) 2_655 .
O2 Cu1 O1 C1 -11.71(19) . .
O5 Cu1 O2 C2 -78.0(2) 2_655 .
O5 Cu1 O2 C2 -164.4(2) . .
O1 Cu1 O2 C2 107.0(2) 2_655 .
O1 Cu1 O2 C2 9.4(2) . .
O2 Cu1 O2 C2 58.99(19) 2_655 .
Cu1 O1 C1 C3 -165.9(2) . 7_655
Cu1 O1 C1 C2 12.1(3) . .
Cu1 O2 C2 C3 172.6(2) . .
Cu1 O2 C2 C1 -6.3(3) . .
O1 C1 C2 O2 -3.5(4) . .
C3 C1 C2 O2 174.6(3) 7_655 .
O1 C1 C2 C3 177.5(2) . .
C3 C1 C2 C3 -4.4(4) 7_655 .
O2 C2 C3 C1 -174.2(3) . 7_655
C1 C2 C3 C1 4.6(4) . 7_655
O2 C2 C3 N1 5.6(4) . .
C1 C2 C3 N1 -175.5(2) . .
O4 N1 C3 C1 44.4(4) . 7_655
O3 N1 C3 C1 -137.3(3) . 7_655
O4 N1 C3 C2 -135.5(3) . .
O3 N1 C3 C2 42.8(4) . .
