Isoxazole as nitrile synthon: En routes to ortho-alkenylated isoxazole and benzonitrile with allyl sulfone catalyzed by Ru(II)
Panigrahi, Pritishree; Ghosh, Subhendu; Khandelia, Tamanna; Mandal, Raju; Patel, Bhisma K.; Chemical Communications  (2023) –; doi:10.1039/D3CC02996D

data_7131946
_publ_section_title
;
 Isoxazole as nitrile synthon: En routes to ortho-alkenylated isoxazole
 and benzonitrile with allyl sulfone catalyzed by Ru(II)
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02996D
_journal_year                    2023
_chemical_formula_sum            'C16 H13 Cl N O2 S'
_chemical_formula_weight         318.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-05-18 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.558(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.756(8)
_cell_length_b                   8.641(5)
_cell_length_c                   14.081(8)
_cell_measurement_reflns_used    8628
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      25.80
_cell_measurement_theta_min      2.67
_cell_volume                     1534.2(15)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            33602
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.749
_exptl_absorpt_coefficient_mu    0.388
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       niddle
_exptl_crystal_F_000             660
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0376
_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^)+(0.0590P)^2^+0.7860P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1091
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2425
_reflns_number_total             2688
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc02996d2.cif
_cod_data_source_block           PPALPH4Cl_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7131946
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              6685
_shelx_hkl_checksum              39341