X-ray investigations of sulfur-containing fungicides. II. Intramolecular forces governing the conformation of four novel α-phenylazo- and α-phenylhydrazono-β-ketosulfones
Wolf, W. M.; Acta Crystallographica Section B 57 (2001) 54–62; doi:10.1107/S0108768100013197

data_2103576
_publ_section_title
;
 X-ray investigations of sulfur-containing fungicides. II.
 Intramolecular forces governing the conformation of four novel
 \a-phenylazo- and \a-phenylhydrazono-\b-ketosulfones
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              54
_journal_page_last               62
_journal_paper_doi               10.1107/S0108768100013197
_journal_volume                  57
_journal_year                    2001
_chemical_formula_sum            'C27 H21 Cl N2 O3 S'
_chemical_formula_weight         488.97
_chemical_name_systematic
;
 benzoyl(3-chlorophenylazo)phenyl(4-tolylsulfonyl)methane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.820(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.155(2)
_cell_length_b                   9.5420(10)
_cell_length_c                   18.8220(10)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      12.0
_cell_measurement_theta_min      4.7
_cell_volume                     2391.6(5)
_computing_cell_refinement       'P3 (Siemens, 1989)'
_computing_data_collection       'P3 (Siemens, 1989)'
_computing_data_reduction        'XDISK (Siemens, 1991)'
_computing_molecular_graphics    'InsightII (MSI, 1997), XP (Siemens, 1990)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full .943
_diffrn_measured_fraction_theta_max .943
_diffrn_measurement_device_type  'Siemens P3'
_diffrn_measurement_method       \w--2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0284
_diffrn_reflns_av_sigmaI/netI    .0426
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6942
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .279
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .15
_refine_diff_density_max         .286
_refine_diff_density_min         -.272
_refine_ls_extinction_coef       .0026(6)
_refine_ls_extinction_method     'SHELXL (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   .968
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         5538
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .968
_refine_ls_R_factor_all          .0677
_refine_ls_R_factor_gt           .0411
_refine_ls_shift/su_max          .012
_refine_ls_shift/su_mean         .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1102
_reflns_number_gt                3727
_reflns_number_total             5538
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            os0056.cif
_cod_data_source_block           IV
_cod_original_cell_volume        2391.6(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2103576
_cod_database_fobs_code          2103576