Sulfamethoxazole salts: crystal structures, conformations and solubility
de Moura Oliveira, Carlos H.; C. de Melo, Cristiane; Doriguetto, Antonio C.; New Journal of Chemistry 43 (2019) 10250–; doi:10.1039/C9NJ00586B

data_1551262
_publ_section_title
;
 Sulfamethoxazole salts: crystal structures, conformations and solubility
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10250
_journal_paper_doi               10.1039/C9NJ00586B
_journal_volume                  43
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C10 H12 N3 O3 S, N O3'
_chemical_formula_sum            'C10 H12 N4 O6 S'
_chemical_formula_weight         316.30
_chemical_name_systematic        'Sulfamethoxazole nitrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-01-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-17 deposited with the CCDC.    2019-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.399(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3927(4)
_cell_length_b                   31.353(2)
_cell_length_c                   7.8011(6)
_cell_measurement_reflns_used    8978
_cell_measurement_temperature    292.44(11)
_cell_measurement_theta_max      29.3490
_cell_measurement_theta_min      3.8620
_cell_volume                     1301.28(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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      292.44(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5847
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.908
_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    -13.00  86.00   0.75    6.78    --   11.26  38.00  90.00  132
  2  \w    -17.00  82.75   0.75    6.78    --   11.26  57.00 -30.00  133
  3  \w    -21.00  87.00   0.75    6.78    --   11.26  77.00 -90.00  144
  4  \w    -65.00  43.00   0.75    6.78    --   11.26 -77.00 150.00  144
  5  \w    -20.00  45.25   0.75    6.78    --   11.26 -99.00 -30.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0133548000
_diffrn_orient_matrix_UB_12      0.0069750000
_diffrn_orient_matrix_UB_13      -0.0870353000
_diffrn_orient_matrix_UB_21      0.0042819000
_diffrn_orient_matrix_UB_22      0.0214332000
_diffrn_orient_matrix_UB_23      0.0283458000
_diffrn_orient_matrix_UB_31      0.1319909000
_diffrn_orient_matrix_UB_32      0.0000193000
_diffrn_orient_matrix_UB_33      0.0051535000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17077
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.758
_diffrn_reflns_theta_min         3.287
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details
;
 Flack x determined using 2197 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         6269
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0503
_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/[\s^2^(Fo^2^)+(0.0734P)^2^+0.3669P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1364
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.775
_reflns_number_gt                5606
_reflns_number_total             7433
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj00586b2.cif
_cod_data_source_block           smxno32med
_cod_depositor_comments
'Adding full bibliography for 1551261--1551262.cif.'
_cod_original_cell_volume        1301.28(17)
_cod_database_code               1551262
_shelx_shelxl_version_number     2017/1
_reflns_odcompleteness_completeness 99.71
_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) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
N4: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3.a Riding coordinates:
 N1(H1)
3.b Aromatic/amide H refined with riding coordinates:
 C2'(H2'), N1'(H1'), C5'(H5'), C6(H6), C5(H5), C2(H2), C6'(H6'), C8(H8),
 C3(H3), C3'(H3'), C8'(H8')
3.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), N2'(H2'A,H2'B,H2'C), C10(H10A,H10B,H10C), C10'(H10D,H10E,H10F)
;
_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 1.343
_oxdiff_exptl_absorpt_empirical_full_min 0.631