Structural, theoretic and spectroscopic analysis of 2-methyl-5-nitroaniline salts with various inorganic acids
Medviediev, Volodymyr; Daszkiewicz, Marek; Acta Crystallographica Section B 75 (2019) –; doi:10.1107/S2052520619012472

data_2108520
_publ_section_title
;
 Structural, theoretic and spectroscopic analysis of
 2-methyl-5-nitroaniline salts with various inorganic acids
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520619012472
_journal_volume                  75
_journal_year                    2019
_chemical_formula_moiety         'C7 H9 N2 O2, I3, 0.5(H2 O)'
_chemical_formula_sum            'C7 H10 I3 N2 O2.5'
_chemical_formula_weight         542.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.808(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.2876(3)
_cell_length_b                   13.9536(3)
_cell_length_c                   17.5279(5)
_cell_measurement_reflns_used    12710
_cell_measurement_temperature    295.00(10)
_cell_measurement_theta_max      26.2160
_cell_measurement_theta_min      2.7840
_cell_volume                     2741.23(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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_environment      air
_diffrn_ambient_temperature      295.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6249
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     35.00 109.90   0.70    1.00    --   19.98 178.00 -90.00  107
  2  \w    -71.00 111.00   0.70    1.00    --   19.98   0.00  90.00  260
  3  \w    -25.00  20.50   0.70    1.00    --  -21.07 -99.00 -90.00   65
  4  \w    -11.00  94.70   0.70    1.00    --   19.98  57.00 120.00  151
  5  \w    -63.00  70.70   0.70    1.00    --   19.98 -19.00 -60.00  191
  6  \w     32.00 109.00   0.70    1.00    --   19.98-178.00  30.00  110
  7  \w    -46.00  12.80   0.70    1.00    --  -21.07 -82.00-175.00   84
  8  \w   -112.00 -35.00   0.70    1.00    --  -21.07-178.00 -60.00  110
  9  \w    -25.00  20.50   0.70    1.00    --  -21.07 -99.00  60.00   65
 10  \w     -9.00  96.70   0.70    1.00    --   19.98  37.00 -90.00  151
 11  \w    -83.00  -2.50   0.70    1.00    --  -21.07 131.00 128.26  115
 12  \w   -100.00 -16.00   0.70    1.00    --  -21.07 155.00 -23.03  120
 13  \w    -25.00  20.50   0.70    1.00    --  -21.07 -99.00 -30.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0196908000
_diffrn_orient_matrix_UB_12      -0.0185847000
_diffrn_orient_matrix_UB_13      -0.0339918000
_diffrn_orient_matrix_UB_21      0.0248073000
_diffrn_orient_matrix_UB_22      -0.0402359000
_diffrn_orient_matrix_UB_23      0.0208745000
_diffrn_orient_matrix_UB_31      -0.0547814000
_diffrn_orient_matrix_UB_32      -0.0249068000
_diffrn_orient_matrix_UB_33      -0.0083426000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            68555
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_min         2.920
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.828
_exptl_absorpt_correction_T_max  0.307
_exptl_absorpt_correction_T_min  0.186
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
   a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.631
_exptl_crystal_description       prism
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.355
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.248
_refine_diff_density_max         1.117
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       0.00079(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         5817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0151P)^2^+3.8369P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0602
_refine_ls_wR_factor_ref         0.0695
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3896
_reflns_number_total             5817
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            aw5028sup1.cif
_cod_data_source_block           6
_cod_depositor_comments
;

2022-12-20
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        2741.24(13)
_cod_original_formula_moiety     '2(C7 H9 N2 O2), 2(I3), H2 O'
_cod_original_formula_sum        'C14 H20 I6 N4 O5'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     1085.74
_cod_database_code               2108520
_cod_database_fobs_code          2108520
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C14 H20 I6 N4 O5'
_shelx_estimated_absorpt_t_max   0.282
_shelx_estimated_absorpt_t_min   0.195
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1W,H2W)
2.b Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C4A(H4A), C6A(H6A), C3B(H3B), C4B(H4B), C6B(H6B)
2.c Idealised Me refined as rotating group:
 N1A(H1AA,H1AB,H1AC), C7A(H7AA,H7AB,H7AC), N1B(H1BA,H1BB,H1BC), C7B(H7BA,H7BB,
 H7BC)
;
_shelx_res_checksum              9388
_shelx_hkl_checksum              24284
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.118
_oxdiff_exptl_absorpt_empirical_full_min 0.925