4-Hydroxymethyl-Substituted Oxazolidinone Synthesis by Tetraarylphosphonium Salt-Catalyzed Reactions of Glycidols with Isocyanates
Toda, Yasunori; Tanaka, Shoya; Gomyou, Shuto; Kikuchi, Ayaka; Suga, Hiroyuki; Chemical Communications  (2019) –; doi:10.1039/C9CC01983A

data_7123307
_publ_section_title
;
 4-Hydroxymethyl-Substituted Oxazolidinone Synthesis by
 Tetraarylphosphonium Salt-Catalyzed Reactions of Glycidols with
 Isocyanates
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC01983A
_journal_year                    2019
_chemical_absolute_configuration rmad
_chemical_formula_sum            'C10 H10 Cl N O3'
_chemical_formula_weight         227.64
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-02-19 deposited with the CCDC.    2019-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.652(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.985(8)
_cell_length_b                   7.965(10)
_cell_length_c                   10.657(14)
_cell_measurement_reflns_used    120
_cell_measurement_temperature    88.(2)
_cell_measurement_theta_max      22.1999
_cell_measurement_theta_min      3.1855
_cell_volume                     507.0(11)
_computing_cell_refinement       'APEX2 v2010.11-3 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2010.11.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      88.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX2'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2349
_diffrn_reflns_theta_full        24.70
_diffrn_reflns_theta_max         24.70
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.284
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.155
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.162
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(9)
_refine_ls_extinction_coef       0.011(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1249
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0387P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0776
_reflns_number_gt                1045
_reflns_number_total             1249
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9cc01983a2.cif
_cod_data_source_block           I
_cod_database_code               7123307