#------------------------------------------------------------------------------
#$Date: 2022-12-06 12:18:36 +0200 (Tue, 06 Dec 2022) $
#$Revision: 279734 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/63/8106342.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_8106342
loop_
_publ_author_name
'Jianlong, Wang'
'Shaomin, Xue'
'Fanfan, Shen'
'Zishuai, Xu'
_publ_section_title
;
 Crystal structure of 1,2-dimethyl-3,5-dinitrobenzene, C8H8N2O4
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              909
_journal_page_last               910
_journal_paper_doi               10.1515/ncrs-2018-0093
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C8 H8 N2 O4'
_chemical_formula_sum            'C8 H8 N2 O4'
_chemical_formula_weight         196.16
_chemical_name_systematic        1,2-dimethyl-3,5-dinitrobenzene
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 108.417(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.6418(13)
_cell_length_b                   3.8852(4)
_cell_length_c                   15.7884(15)
_cell_measurement_reflns_used    1255
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.81
_cell_measurement_theta_min      2.93
_cell_volume                     852.14(14)
_computing_cell_refinement       'APEX3 (Bruker, 2016)[5]'
_computing_data_collection       'APEX3 (Bruker, 2016)[5]'
_computing_data_reduction        'APEX3 (Bruker, 2016)[5]'
_computing_molecular_graphics    OLEX2[7]
_computing_publication_material  OLEX2[7]
_computing_structure_refinement  SHELXL-2014[6]
_computing_structure_solution    SHELXS-2014[6]
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'w scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4688
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.377
_diffrn_reflns_theta_min         2.933
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_description       plate
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0505
_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)+(0.0439P)²+0.4752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1159
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1059
_reflns_number_total             1556
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0093_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8106342
_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   0.955
_shelx_estimated_absorpt_t_max   0.991
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
C1 C 0.89018(17) 0.5728(7) 0.59829(16) 0.0210(6) Uani 1 1 d . . . . .
C2 C 0.82359(17) 0.4472(7) 0.63513(15) 0.0209(6) Uani 1 1 d . . . . .
H2 H 0.8403 0.3934 0.6969 0.025 Uiso 1 1 calc R U . . .
C3 C 0.73106(17) 0.4029(6) 0.57781(16) 0.0196(6) Uani 1 1 d . . . . .
C4 C 0.70172(17) 0.4776(6) 0.48635(16) 0.0195(6) Uani 1 1 d . . . . .
C5 C 0.77280(17) 0.6066(6) 0.45200(16) 0.0203(6) Uani 1 1 d . . . . .
C6 C 0.86628(17) 0.6550(7) 0.50862(16) 0.0219(6) Uani 1 1 d . . . . .
H6 H 0.9140 0.7449 0.4856 0.026 Uiso 1 1 calc R U . . .
C7 C 0.59891(17) 0.4388(7) 0.42663(17) 0.0266(6) Uani 1 1 d . . . . .
H7A H 0.5870 0.1985 0.4074 0.040 Uiso 1 1 calc R U . . .
H7B H 0.5880 0.5873 0.3742 0.040 Uiso 1 1 calc R U . . .
H7C H 0.5550 0.5054 0.4595 0.040 Uiso 1 1 calc R U . . .
C8 C 0.74948(19) 0.6960(8) 0.35423(17) 0.0303(7) Uani 1 1 d . . . . .
H8A H 0.8080 0.7751 0.3427 0.045 Uiso 1 1 calc R U . . .
H8B H 0.7009 0.8789 0.3387 0.045 Uiso 1 1 calc R U . . .
H8C H 0.7244 0.4917 0.3179 0.045 Uiso 1 1 calc R U . . .
N1 N 0.98979(15) 0.6254(6) 0.65640(15) 0.0290(6) Uani 1 1 d . . . . .
N2 N 0.66063(15) 0.2775(6) 0.62040(14) 0.0235(5) Uani 1 1 d . . . . .
O1 O 1.04325(13) 0.7993(6) 0.62793(13) 0.0436(6) Uani 1 1 d . . . . .
O2 O 1.01401(14) 0.4903(6) 0.73024(13) 0.0450(6) Uani 1 1 d . . . . .
O3 O 0.60282(13) 0.0551(5) 0.58169(14) 0.0358(5) Uani 1 1 d . . . . .
O4 O 0.66485(13) 0.4010(6) 0.69287(12) 0.0367(5) Uani 1 1 d . . . . .
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'
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
C2 C1 C6 122.1(2) . .
C2 C1 N1 118.8(2) . .
C6 C1 N1 119.1(2) . .
C1 C2 C3 116.6(2) . .
C1 C2 H2 121.7 . .
C3 C2 H2 121.7 . .
C2 C3 C4 124.6(2) . .
C2 C3 N2 115.0(2) . .
C4 C3 N2 120.4(2) . .
C3 C4 C5 116.6(2) . .
C3 C4 C7 122.9(2) . .
C5 C4 C7 120.5(2) . .
C6 C5 C4 119.8(2) . .
C6 C5 C8 118.9(2) . .
C4 C5 C8 121.2(2) . .
C1 C6 C5 120.4(2) . .
C1 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C4 C7 H7A 109.5 . .
C4 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C4 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O2 N1 O1 124.1(2) . .
O2 N1 C1 117.8(2) . .
O1 N1 C1 118.1(2) . .
O4 N2 O3 124.3(2) . .
O4 N2 C3 117.3(2) . .
O3 N2 C3 118.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.373(3) .
C1 C6 1.384(3) .
C1 N1 1.471(3) .
C2 C3 1.382(3) .
C2 H2 0.9500 .
C3 C4 1.401(3) .
C3 N2 1.480(3) .
C4 C5 1.409(3) .
C4 C7 1.510(3) .
C5 C6 1.391(3) .
C5 C8 1.512(3) .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
N1 O2 1.224(3) .
N1 O1 1.222(3) .
N2 O4 1.224(3) .
N2 O3 1.229(3) .
