Metal-free construction of primary sulfonamides through three diverse salts
Wang, Ming; Fan, Qiaoling; Jiang, Xuefeng; Green Chemistry 20 (2018) 5469–; doi:10.1039/C8GC03014F

data_7231775
_publ_section_title
;
 Metal-free construction of primary sulfonamides through three diverse
 salts
;
_journal_issue                   24
_journal_name_full               'Green Chemistry'
_journal_page_first              5469
_journal_paper_doi               10.1039/C8GC03014F
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C12 H11 N O2 S'
_chemical_formula_sum            'C12 H11 N O2 S'
_chemical_formula_weight         233.28
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-09-19 deposited with the CCDC.
2018-11-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.993(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1231(2)
_cell_length_b                   11.9525(2)
_cell_length_c                   8.55770(10)
_cell_measurement_reflns_used    7303
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.4810
_cell_measurement_theta_min      5.4680
_cell_volume                     1120.48(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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    -89.00 -35.00   1.00    1.00    --    0.00 -38.00-180.00   54
  2  \w    -63.00 -37.00   1.00    1.00    --    0.00 -38.00 120.00   26
  3  \w    -83.00   0.00   1.00    1.00    --    0.00 -38.00 -90.00   83
  4  \w    -17.00  18.00   1.00    1.00    --    0.00  38.00 120.00   35
  5  \w     36.00  62.00   1.00    1.00    --    0.00  38.00 120.00   26
  6  \w    -23.00  18.00   1.00    1.00    --    0.00 -38.00-180.00   41
  7  \w    -16.00   9.00   1.00    1.00    --    0.00 -38.00 120.00   25
  8  \w     76.00 158.00   1.00    1.00    --   95.80  30.00  30.00   82
  9  \w     41.00 101.00   1.00    1.00    --   95.80 -61.00 -90.00   60
 10  \w     15.00 107.00   1.00    1.00    --   95.80 -61.00-180.00   92
 11  \w      6.00 115.00   1.00    1.00    --   95.80 -15.00  30.00  109
 12  \w     93.00 119.00   1.00    1.00    --   95.80 -82.00 -30.00   26
 13  \w     19.00 120.00   1.00    1.00    --   95.80 -61.00  30.00  101
 14  \w     23.00 117.00   1.00    1.00    --   95.80 -82.00-180.00   94
 15  \w     60.00 103.00   1.00    1.00    --   95.80 -82.00 120.00   43
 16  \w     44.00 114.00   1.00    1.00    --   95.80 -82.00 -90.00   70
 17  \w     85.00 185.00   1.00    1.00    --   95.80  30.00   0.00  100
 18  \w     13.00  39.00   1.00    1.00    --   95.80 -82.00 -30.00   26
 19  \w     31.00 126.00   1.00    1.00    --   95.80 -82.00  30.00   95
 20  \w     69.00 175.00   1.00    1.00    --   95.80  15.00 -60.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0330021000
_diffrn_orient_matrix_UB_12      -0.1252082000
_diffrn_orient_matrix_UB_13      0.0127231000
_diffrn_orient_matrix_UB_21      -0.1200768000
_diffrn_orient_matrix_UB_22      -0.0283751000
_diffrn_orient_matrix_UB_23      -0.1119992000
_diffrn_orient_matrix_UB_31      0.0653852000
_diffrn_orient_matrix_UB_32      0.0110257000
_diffrn_orient_matrix_UB_33      -0.1439289000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9783
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.062
_diffrn_reflns_theta_max         67.062
_diffrn_reflns_theta_min         5.478
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.441
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27585
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
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    1.383
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.39
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.033(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1960
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0395
_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^)+(0.0690P)^2^+0.2420P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1078
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1824
_reflns_number_total             1960
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8gc03014f2.cif
_cod_data_source_block           exp_211
_cod_depositor_comments          'Adding full bibliography for 7231775.cif.'
_cod_database_code               7231775
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.449
_shelx_estimated_absorpt_t_min   0.363
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_shelx_res_checksum              11094
_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 1.838
_oxdiff_exptl_absorpt_empirical_full_min 0.523