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_2108516
_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, I'
_chemical_formula_sum            'C7 H9 I N2 O2'
_chemical_formula_weight         280.06
_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
_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                72.140(2)
_cell_angle_beta                 84.002(2)
_cell_angle_gamma                81.830(2)
_cell_formula_units_Z            2
_cell_length_a                   6.5954(2)
_cell_length_b                   8.7764(2)
_cell_length_c                   8.8564(3)
_cell_measurement_reflns_used    6516
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      29.7750
_cell_measurement_theta_min      2.9840
_cell_volume                     481.98(3)
_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(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6249
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_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    -63.00  70.70   0.70    1.00    --   19.82 -19.00  60.00  191
  2  \w    -15.00 101.20   0.70    1.00    --   19.82  77.00 -30.00  166
  3  \w     -9.00  97.40   0.70    1.00    --   19.82  37.00  60.00  152
  4  \w    -25.00  21.20   0.70    1.00    --  -21.07 -99.00  60.00   66
  5  \w   -112.00 -35.00   0.70    1.00    --  -21.07-178.00  90.00  110
  6  \w    -25.00  62.50   0.70    1.00    --   19.82 -99.00-150.00  125
  7  \w     -9.00  97.40   0.70    1.00    --   19.82  37.00-120.00  152
  8  \w    -56.00  50.40   0.70    1.00    --   19.82 -57.00 -90.00  152
  9  \w    -58.00  48.40   0.70    1.00    --   19.82 -37.00 -60.00  152
 10  \w    -25.00  62.50   0.70    1.00    --   19.82 -99.00 -30.00  125
 11  \w    -25.00  21.20   0.70    1.00    --  -21.07 -99.00  30.00   66
 12  \w   -111.00 -32.60   0.70    1.00    --  -21.07 178.00 -30.00  112
 13  \w    -25.00  21.20   0.70    1.00    --  -21.07 -99.00-180.00   66
;
_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      -0.0839109000
_diffrn_orient_matrix_UB_12      -0.0014819000
_diffrn_orient_matrix_UB_13      -0.0433177000
_diffrn_orient_matrix_UB_21      -0.0693292000
_diffrn_orient_matrix_UB_22      0.0143430000
_diffrn_orient_matrix_UB_23      0.0623243000
_diffrn_orient_matrix_UB_31      -0.0025171000
_diffrn_orient_matrix_UB_32      0.0842658000
_diffrn_orient_matrix_UB_33      -0.0367304000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14289
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.696
_diffrn_reflns_theta_min         2.892
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.287
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_T_min  0.274
_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            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_description       plate
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.484
_exptl_crystal_size_mid          0.372
_exptl_crystal_size_min          0.107
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.0379(13)
_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   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         2472
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0221
_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^)+(0.0209P)^2^+0.2291P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0483
_refine_ls_wR_factor_ref         0.0495
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2281
_reflns_number_total             2472
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            aw5028sup1.cif
_cod_data_source_block           2
_cod_database_code               2108516
_cod_database_fobs_code          2108516
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C7 H9 N2 O2 I1'
_shelx_estimated_absorpt_t_max   0.720
_shelx_estimated_absorpt_t_min   0.299
_reflns_odcompleteness_completeness 100.00
_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
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 N1(H1a,H1b,H1c), C7(H7a,H7b,H7c)
;
_shelx_res_checksum              5389
_shelx_hkl_checksum              4171
_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 1.144
_oxdiff_exptl_absorpt_empirical_full_min 0.922