#------------------------------------------------------------------------------
#$Date: 2023-05-12 12:06:45 +0300 (Fri, 12 May 2023) $
#$Revision: 283723 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/71/8107194.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_8107194
loop_
_publ_author_name
'Jun, Yuan'
'Bingheng, Wu'
'Yong, Wang'
'Jianlong, Wang'
'Duanlin, Cao'
'Lizhen, Chen'
_publ_section_title
;
 Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane --
 dimethylformamide (1/1), C11H13N9O9
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              705
_journal_page_last               706
_journal_paper_doi               10.1515/ncrs-2022-0161
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C3 H7 N O, C8 H6 N8 O8'
_chemical_formula_sum            'C11 H13 N9 O9'
_chemical_formula_weight         415.30
_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
_atom_sites_solution_primary     dual
_cell_angle_alpha                78.2300(10)
_cell_angle_beta                 82.0600(10)
_cell_angle_gamma                76.0310(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6588(3)
_cell_length_b                   8.7538(3)
_cell_length_c                   11.7312(4)
_cell_measurement_reflns_used    4959
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.347
_cell_measurement_theta_min      2.751
_cell_volume                     841.05(5)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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      150.0
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9685
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.440
_diffrn_reflns_theta_min         2.751
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
 wR2(int) was 0.1091 before and 0.0514 after correction. 
The Ratio of minimum to maximum transmission is 0.8632. 
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_description       plate
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0376
_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)+(0.0492P)²+0.3306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1006
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2825
_reflns_number_total             3412
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0161_suppl.cif
_cod_data_source_block           129yj2_0m
_cod_database_code               8107194
_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   0.993
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C9(H9)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
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
C1 C 0.49627(18) 0.25303(18) 0.54117(13) 0.0191(3) Uani 1 1 d . . . . .
C2 C 0.46354(18) 0.21210(18) 0.44190(13) 0.0202(3) Uani 1 1 d . . . . .
H2 H 0.520290 0.124787 0.405441 0.024 Uiso 1 1 calc R . . . .
C3 C 0.29685(18) 0.42433(18) 0.48727(13) 0.0190(3) Uani 1 1 d . . . . .
C4 C 0.25624(18) 0.32579(19) 0.30135(13) 0.0205(3) Uani 1 1 d . . . . .
H4A H 0.138637 0.350173 0.318980 0.025 Uiso 1 1 calc R . . . .
H4B H 0.288719 0.218561 0.279143 0.025 Uiso 1 1 calc R . . . .
C5 C 0.30248(17) 0.44935(18) 0.19916(13) 0.0194(3) Uani 1 1 d . . . . .
H5A H 0.238106 0.457319 0.133840 0.023 Uiso 1 1 calc R . . . .
H5B H 0.277609 0.555197 0.223402 0.023 Uiso 1 1 calc R . . . .
C6 C 0.58807(18) 0.46915(19) 0.19184(13) 0.0205(3) Uani 1 1 d . . . . .
H6 H 0.573842 0.540979 0.245103 0.025 Uiso 1 1 calc R . . . .
C7 C 0.72678(18) 0.40440(19) 0.13199(13) 0.0211(3) Uani 1 1 d . . . . .
C8 C 0.55469(18) 0.31065(18) 0.08136(12) 0.0184(3) Uani 1 1 d . . . . .
C9 C 0.7311(2) -0.0545(2) 0.20001(14) 0.0256(4) Uani 1 1 d . . . . .
H9 H 0.719104 -0.102338 0.136931 0.031 Uiso 1 1 calc R . . . .
C10 C 1.0173(2) -0.1226(2) 0.14598(16) 0.0362(4) Uani 1 1 d . . . . .
H10A H 0.982453 -0.165075 0.085140 0.054 Uiso 1 1 calc GR . . . .
H10B H 1.088254 -0.209037 0.193688 0.054 Uiso 1 1 calc GR . . . .
H10C H 1.074788 -0.038730 0.109362 0.054 Uiso 1 1 calc GR . . . .
C11 C 0.9072(2) 0.0131(3) 0.31526(18) 0.0414(5) Uani 1 1 d . . . . .
H11A H 0.807488 0.081588 0.342751 0.062 Uiso 1 1 calc GR . . . .
H11B H 0.987995 0.077065 0.287908 0.062 Uiso 1 1 calc GR . . . .
H11C H 0.945298 -0.072706 0.379581 0.062 Uiso 1 1 calc GR . . . .
N1 N 0.16688(15) 0.56357(16) 0.48195(11) 0.0222(3) Uani 1 1 d . . . . .
N2 N 0.39335(15) 0.38512(16) 0.56962(11) 0.0207(3) Uani 1 1 d . . . . .
N3 N 0.62649(15) 0.17211(16) 0.61035(11) 0.0216(3) Uani 1 1 d . . . . .
N4 N 0.33227(15) 0.32359(15) 0.40700(11) 0.0187(3) Uani 1 1 d . . . . .
N5 N 0.47384(14) 0.40785(15) 0.15826(10) 0.0180(3) Uani 1 1 d . . . . .
N6 N 0.70750(15) 0.30595(16) 0.06250(11) 0.0217(3) Uani 1 1 d . . . . .
N7 N 0.47828(16) 0.22097(16) 0.02367(11) 0.0238(3) Uani 1 1 d . . . . .
N8 N 0.88256(16) 0.43254(18) 0.13924(12) 0.0279(3) Uani 1 1 d . . . . .
N9 N 0.87855(16) -0.05601(17) 0.21981(12) 0.0265(3) Uani 1 1 d . . . . .
O1 O 0.15276(14) 0.64737(14) 0.55605(10) 0.0307(3) Uani 1 1 d . . . . .
O2 O 0.07898(13) 0.59010(14) 0.40264(10) 0.0270(3) Uani 1 1 d . . . . .
O3 O 0.65040(14) 0.23477(15) 0.68883(10) 0.0288(3) Uani 1 1 d . . . . .
O4 O 0.70779(13) 0.04601(14) 0.58430(10) 0.0269(3) Uani 1 1 d . . . . .
O5 O 0.88761(15) 0.53664(17) 0.19335(11) 0.0369(3) Uani 1 1 d . . . . .
O6 O 0.99906(15) 0.35025(18) 0.09252(13) 0.0465(4) Uani 1 1 d . . . . .
O7 O 0.60791(14) 0.00429(15) 0.25718(10) 0.0301(3) Uani 1 1 d . . . . .
O8 O 0.55945(16) 0.15560(17) -0.05365(11) 0.0372(3) Uani 1 1 d . . . . .
O9 O 0.33831(14) 0.21837(16) 0.05561(11) 0.0345(3) 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'
