Novel Protective Group in β-Lactam Chemistry: 3-Phenoxy-4-phenyl-<i>N</i>-[α-(phenylthio)benzyl]azetidin-2-one
Srirajan, V.; Bhawal, B. M.; Puranik, V. G.; Acta Crystallographica Section C 53 (1997) 358–360; doi:10.1107/S0108270196011973

data_2006014
_publ_contact_author
;
Dr (Mrs) Vedavati G. Puranik
Physical Chemistry Division
National Chemical Laboratory
Pune
India 411 008
;
_publ_section_title
;
 Novel Protective Group in \b-Lactam Chemistry:
 3-Phenoxy-4-phenyl-<i>N</i>-[\a-(phenylthio)benzyl]azetidin-2-one
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              358
_journal_page_last               360
_journal_paper_doi               10.1107/S0108270196011973
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C28 H23 N O2 S'
_chemical_formula_sum            'C28 H23 N O2 S'
_chemical_formula_weight         437.53
_chemical_melting_point          194^o^C
_chemical_name_common            'Substituted \beta\-lactam'
_chemical_name_systematic
;
 N-(1'-thiophenyl)benzyl-3-phenyl-4-phenoxy-azetidine-2-one
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 91.58(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.813(2)
_cell_length_b                   6.410(2)
_cell_length_c                   30.552(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19
_cell_measurement_theta_min      14
_cell_volume                     2312.6(9)
_computing_cell_refinement       CAD-4-PC
_computing_data_collection       'CAD-4-PC (Enraf-Nonius, 1993)'
_computing_data_reduction        NRCVAX
_computing_molecular_graphics    'ORTEPII (Johnson, 1971)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    NRCVAX
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7093
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3339
_diffrn_reflns_theta_max         23.44
_diffrn_reflns_theta_min         1.33
_diffrn_standards_decay_%        <4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          1.2
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .2
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.325
_refine_ls_extinction_coef       0.0001(17)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.127
_refine_ls_goodness_of_fit_obs   1.039
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.127
_refine_ls_restrained_S_obs      1.039
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_obs          0.0677
_refine_ls_shift/esd_max         0.006
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1711P)^2^+0.9959P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2597
_refine_ls_wR_factor_obs         0.1983
_reflns_number_observed          2358
_reflns_number_total             3339
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            pa1239.cif
_cod_data_source_block           C28H23NO2S
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.1711P)^2^+0.9959P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.1711P)^2^+0.9959P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2006014