Synthesis of 3H-Pyrazoles by Reaction of Methyl and p-Tolyl Phenylethynyl Sulfones with Diphenyldiazomethane and Their Thermal and Acid-Catalyzed Transformations
Vasin, V.A.; Masterova, Yu.Yu.; Bezrukova, E.V.; Razin, V.V.; Somov, N.V.; Russian Journal of Organic Chemistry 51 (2015) 874–883; doi:10.1134/S107042801506010X

data_4038953
_publ_section_title
;
 Synthesis of 3H-Pyrazoles by Reaction of Methyl and p-Tolyl Phenylethynyl
 Sulfones with Diphenyldiazomethane and Their Thermal and Acid-Catalyzed
 Transformations
;
_journal_issue                   6
_journal_name_full
;
 Russian Journal of Organic Chemistry
;
_journal_page_first              874
_journal_page_last               883
_journal_paper_doi               10.1134/S107042801506010X
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C22 H18 N2 O2 S'
_chemical_formula_weight         374.44
_chemical_name_systematic
;
 ?14:50 23.03.2015
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2012-09-26
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record             ?
_cell_angle_alpha                90
_cell_angle_beta                 96.044(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8194(4)
_cell_length_b                   20.4689(7)
_cell_length_c                   9.6034(3)
_cell_measurement_reflns_used    12102
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.9919
_cell_measurement_theta_min      3.447
_cell_volume                     1919.48(12)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0302
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0305479
_diffrn_orient_matrix_UB_12      -0.0239958
_diffrn_orient_matrix_UB_13      0.0466045
_diffrn_orient_matrix_UB_21      0.0345554
_diffrn_orient_matrix_UB_22      0.0248934
_diffrn_orient_matrix_UB_23      0.0411809
_diffrn_orient_matrix_UB_31      -0.0560933
_diffrn_orient_matrix_UB_32      0.0022992
_diffrn_orient_matrix_UB_33      0.0406355
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            37041
_diffrn_reflns_theta_full        30.5
_diffrn_reflns_theta_max         30.5
_diffrn_reflns_theta_min         3.45
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.95007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.3084
_exptl_crystal_size_mid          0.2638
_exptl_crystal_size_min          0.1599
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.12
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5841
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.12
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0742P)^2^+0.3640P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1473
_reflns_number_gt                5010
_reflns_number_total             5841
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            tmpmrs5qe6k
_cod_data_source_block           global
_cod_database_code               4038953