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_2108518
_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, Cl'
_chemical_formula_sum            'C7 H9 Cl N2 O2'
_chemical_formula_weight         188.61
_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 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_cell_angle_alpha                84.4680(10)
_cell_angle_beta                 84.2290(10)
_cell_angle_gamma                89.8970(10)
_cell_formula_units_Z            8
_cell_length_a                   7.97560(10)
_cell_length_b                   7.98030(10)
_cell_length_c                   28.2986(3)
_cell_measurement_reflns_used    23182
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      29.6070
_cell_measurement_theta_min      2.8510
_cell_volume                     1783.61(4)
_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    -44.00  63.00   0.50   40.00    --  -14.91  37.00 -30.00  214
  2  \w    -44.00  63.00   0.50   40.00    --  -14.91  37.00  60.00  214
  3  \w    -25.00  28.00   0.50   40.00    --  -14.91 -99.00  60.00  106
  4  \w    -46.00  61.00   0.50   40.00    --  -14.91  57.00 -60.00  214
  5  \w   -106.00 -35.00   0.50   40.00    --  -14.91-178.00  90.00  142
  6  \w    -15.00  92.00   0.50   40.00    --   13.82  37.00 -90.00  214
  7  \w    -25.00  57.00   0.50   40.00    --   13.82 -99.00  90.00  164
  8  \w    -17.00  90.00   0.50   40.00    --   13.82  57.00   0.00  214
  9  \w    -15.00  92.00   0.50   40.00    --   13.82  37.00 120.00  214
 10  \w   -105.00 -32.00   0.50   40.00    --  -14.91 178.00  60.00  146
 11  \w    -25.00  28.00   0.50   40.00    --  -14.91 -99.00 120.00  106
 12  \w    -25.00  28.00   0.50   40.00    --  -14.91 -99.00 150.00  106
 13  \w    -25.00  28.00   0.50   40.00    --  -14.91 -99.00-150.00  106
 14  \w    -25.00  23.00   0.50   40.00    --   13.82 -99.00   0.00   96
;
_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      0.0257710000
_diffrn_orient_matrix_UB_12      0.0573778000
_diffrn_orient_matrix_UB_13      -0.0201368000
_diffrn_orient_matrix_UB_21      -0.0170069000
_diffrn_orient_matrix_UB_22      0.0683616000
_diffrn_orient_matrix_UB_23      0.0139810000
_diffrn_orient_matrix_UB_31      0.0838874000
_diffrn_orient_matrix_UB_32      -0.0030087000
_diffrn_orient_matrix_UB_33      0.0063006000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_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       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            50750
_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         27.102
_diffrn_reflns_theta_min         2.564
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.389
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.405
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.213
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         7878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0520
_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^)+(0.0451P)^2^+2.1746P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1383
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6977
_reflns_number_total             7878
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            aw5028sup1.cif
_cod_data_source_block           4
_cod_database_code               2108518
_cod_database_fobs_code          2108518
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C28 H36 N8 O8 Cl4'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.01
_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:
 C3C(H3C), C4C(H4C), C6C(H6C), C3D(H3D), C4D(H4D), C6D(H6D), C3A(H3A),
 C4A(H4A), C6A(H6A), C3B(H3B), C4B(H4B), C6B(H6B)
2.b Idealised Me refined as rotating group:
 N1C(H1Ca,H1Cb,H1Cc), C7C(H7Ca,H7Cb,H7Cc), N1D(H1Da,H1Db,H1Dc), C7D(H7Da,H7Db,
 H7Dc), N1A(H1Aa,H1Ab,H1Ac), C7A(H7Aa,H7Ab,H7Ac), N1B(H1Ba,H1Bb,H1Bc), C7B(H7Ba,
 H7Bb,H7Bc)
;
_shelx_res_checksum              82730
_shelx_hkl_checksum              28294
_olex2_date_sample_data_collection 2018-02-09
_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 1.096
_oxdiff_exptl_absorpt_empirical_full_min 0.974