#------------------------------------------------------------------------------
#$Date: 2022-05-03 12:06:22 +0300 (Tue, 03 May 2022) $
#$Revision: 274851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/51/8105121.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_8105121
loop_
_publ_author_name
'Li, Shu-Jing'
'Li, Ke'
'Li, Yi-Wen'
_publ_section_title
;
 The crystal structure of 2-nitroisophthalic acid, C8H5NO6
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              399
_journal_page_last               400
_journal_paper_doi               10.1515/ncrs-2019-0704
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C8 H5 N O6'
_chemical_formula_sum            'C8 H5 N O6'
_chemical_formula_weight         211.13
_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'
_symmetry_Int_Tables_number      15
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 99.096(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.4755(12)
_cell_length_b                   14.377(3)
_cell_length_c                   11.143(3)
_cell_measurement_reflns_used    1308
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.088
_cell_measurement_theta_min      2.833
_cell_volume                     866.2(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015) [1]'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015) [1]'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009) [4]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009) [4]'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015) [3]'
_computing_structure_solution    'ShelXT (Sheldrick, 2015) [2]'
_diffrn_ambient_temperature      150.02
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9954
_diffrn_measurement_device       'Bruker APEX-II diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4377
_diffrn_reflns_theta_full        26.0193
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0721 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.8182.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.6189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             432.3525
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.4345
_refine_diff_density_min         -0.4268
_refine_diff_density_rms         0.1059
_refine_ls_d_res_high            0.8101
_refine_ls_d_res_low             7.1884
_refine_ls_goodness_of_fit_ref   1.0472
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    6
_refine_ls_number_parameters     71
_refine_ls_number_reflns         857
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0472
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0753P)²+0.4820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1341
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -6
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                599
_reflns_number_total             857
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            suppl_ncrs-2019-0704_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        866.2(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8105121
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2a)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.5 0.7574(2) 0.25 0.0325(10) Uani 1.000000 2 S T P
H1 H 0.5 0.8234(2) 0.25 0.0391(11) Uiso 1.000000 2 RS T P
C2 C 0.3545(5) 0.70918(16) 0.3198(2) 0.0246(6) Uani 1.000000 1 . . .
H2 H 0.2539(5) 0.74270(16) 0.3669(2) 0.0295(7) Uiso 1.000000 1 R . .
C3 C 0.3534(4) 0.61252(15) 0.3221(2) 0.0182(6) Uani 1.000000 1 . . .
C4 C 0.2000(4) 0.56172(15) 0.39952(19) 0.0162(5) Uani 1.000000 1 . . .
C5 C 0.5 0.5658(2) 0.25 0.0146(7) Uani 1.000000 2 S T P
N1 N 0.5 0.46333(17) 0.25 0.0165(6) Uani 1.000000 2 S T P
O1 O 0.2212(3) 0.47870(10) 0.42006(15) 0.0223(5) Uani 1.000000 1 . . .
O2 O 0.0421(3) 0.61606(11) 0.44293(15) 0.0231(5) Uani 1.000000 1 . . .
H2a H -0.042(3) 0.5844(4) 0.485(2) 0.0346(7) Uiso 1.000000 1 GR . .
O3 O 0.3335(3) 0.42440(11) 0.18248(15) 0.0250(5) Uani 1.000000 1 . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C2 C1 C2 119.9(3) . 2_655
C3 C2 C1 121.0(2) . 2_655
C4 C3 C2 120.4(2) . .
C5 C3 C2 117.8(2) 2_655 .
C5 C3 C4 121.8(2) 2_655 .
O1 C4 C3 123.0(2) . .
O2 C4 C3 112.75(18) . .
O2 C4 O1 124.3(2) . .
C3 C5 C3 122.4(3) . 2_655
N1 C5 C3 118.78(14) . 2_655
N1 C5 C3 118.78(14) . .
O3 N1 C5 117.26(13) . .
O3 N1 C5 117.26(13) 2_655 .
O3 N1 O3 125.5(3) 2_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.384(3) 2_655
C1 C2 1.384(3) .
C2 C3 1.390(3) .
C3 C4 1.487(3) .
C3 C5 1.395(3) 2_655
C4 O1 1.217(3) .
C4 O2 1.313(3) .
C5 N1 1.473(4) .
N1 O3 1.2220(19) 2_655
N1 O3 1.2220(19) .
