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_2108519
_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, H O4 S'
_chemical_formula_sum            'C7 H10 N2 O6 S'
_chemical_formula_weight         250.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.8927(2)
_cell_length_b                   4.97471(10)
_cell_length_c                   31.5518(7)
_cell_measurement_reflns_used    24691
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      29.7630
_cell_measurement_theta_min      3.1550
_cell_volume                     2023.65(7)
_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    'ShelXS (Sheldrick, 2008)'
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -25.00  57.50   0.75   10.00    --   14.80 -99.00-120.00  110
  2  \w    -76.00 104.00   0.75   10.00    --   14.80   0.00-150.00  240
  3  \w    -25.00  26.00   0.75   10.00    --  -15.89 -99.00 -60.00   68
  4  \w    -25.00  26.00   0.75   10.00    --  -15.89 -99.00-180.00   68
  5  \w    -92.00  14.50   0.75   10.00    --  -15.89 -57.00 -60.00  142
  6  \w   -106.00 -32.50   0.75   10.00    --  -15.89 178.00-120.00   98
  7  \w    -25.00  26.00   0.75   10.00    --  -15.89 -99.00  60.00   68
  8  \w    -47.00  59.50   0.75   10.00    --  -15.89  57.00  90.00  142
  9  \w    -14.00  64.00   0.75   10.00    --   14.80-112.00 119.00  104
 10  \w    -25.00  26.00   0.75   10.00    --  -15.89 -99.00   0.00   68
 11  \w    -57.00  30.00   0.75   10.00    --  -15.89  94.00 -43.00  116
 12  \w   -107.00 -35.00   0.75   10.00    --  -15.89-178.00  60.00   96
 13  \w   -106.00 -32.50   0.75   10.00    --  -15.89 178.00 150.00   98
 14  \w    -94.00  12.50   0.75   10.00    --  -15.89 -37.00 150.00  142
 15  \w    -67.00  50.00   0.75   10.00    --   14.80 -77.00  60.00  156
 16  \w    -51.00  66.00   0.75   10.00    --  -15.89  77.00-180.00  156
 17  \w    -51.00  66.00   0.75   10.00    --  -15.89  77.00   0.00  156
 18  \w    -30.00  24.00   0.75   10.00    --  -15.89 -94.00-154.00   72
 19  \w    -51.00  66.00   0.75   10.00    --  -15.89  77.00  90.00  156
;
_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      0.0525042000
_diffrn_orient_matrix_UB_12      0.0201809000
_diffrn_orient_matrix_UB_13      -0.0058999000
_diffrn_orient_matrix_UB_21      -0.0124834000
_diffrn_orient_matrix_UB_22      0.1306352000
_diffrn_orient_matrix_UB_23      -0.0074074000
_diffrn_orient_matrix_UB_31      0.0106676000
_diffrn_orient_matrix_UB_32      0.0534705000
_diffrn_orient_matrix_UB_33      0.0203884000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            84145
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.696
_diffrn_reflns_theta_min         3.160
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.337
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.874
_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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_description       plank
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.459
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.063
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 2026 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         5220
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0443
_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^)+(0.0621P)^2^+1.5552P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.965
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                4577
_reflns_number_total             5220
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            aw5028sup1.cif
_cod_data_source_block           5
_cod_original_cell_volume        2023.66(7)
_cod_database_code               2108519
_cod_database_fobs_code          2108519
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C7 H10 N2 O6 S1'
_reflns_odcompleteness_completeness 99.76
_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) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3B(H3B), C4B(H4B), C6B(H6B), C3A(H3A), C4A(H4A), C6A(H6A)
2.b Idealised Me refined as rotating group:
 N1B(H1Ba,H1Bb,H1Bc), C7B(H7Ba,H7Bb,H7Bc), N1A(H1Aa,H1Ab,H1Ac), C7A(H7Aa,H7Ab,
 H7Ac)
2.c Idealised tetrahedral OH refined as rotating group:
 O3A(H3Aa), O3B(H3Ba)
;
_shelx_res_checksum              50013
_shelx_hkl_checksum              53635
_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 1.203
_oxdiff_exptl_absorpt_empirical_full_min 0.865