Ethyl 5-hydroxy-6-oxo-4-phenyl-5,6-dihydro-4<i>H</i>-cyclopenta[<i>b</i>]thiophene-5-carboxylate
McAdam, C. John; Moratti, Stephen C.; Simpson, Jim; Shi, Zheng; Acta Crystallographica Section E 67 (2011) o2764–o2765; doi:10.1107/S1600536811037032

data_2232065
_publ_section_title
;
 Ethyl
 5-hydroxy-6-oxo-4-phenyl-5,6-dihydro-4<i>H</i>-cyclopenta[<i>b</i>]thiophene-5-carboxylate
;
_journal_coeditor_code           SU2314
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2764
_journal_page_last               o2765
_journal_paper_doi               10.1107/S1600536811037032
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C16 H14 O4 S'
_chemical_formula_moiety         'C16 H14 O4 S'
_chemical_formula_sum            'C16 H14 O4 S'
_chemical_formula_weight         302.33
_chemical_name_systematic
;
Ethyl 5-hydroxy-6-oxo-4-phenyl-5,6-dihydro-4<i>H</i>-
cyclopenta[<i>b</i>]thiophene-5-carboxylate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                84.840(3)
_cell_angle_beta                 80.929(3)
_cell_angle_gamma                88.086(3)
_cell_formula_units_Z            2
_cell_length_a                   7.7407(4)
_cell_length_b                   9.1005(4)
_cell_length_c                   10.5035(5)
_cell_measurement_reflns_used    4122
_cell_measurement_temperature    91(2)
_cell_measurement_theta_max      24.90
_cell_measurement_theta_min      2.67
_cell_volume                     727.56(6)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2011)'
_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_data_reduction        'SAINT (Bruker, 2011)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), enCIFer (Allen <i>et al.</i>, 2004),
PLATON (Spek, 2009)
and publCIF (Westrip 2010)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and <i>TITAN2000</i> (Hunter & Simpson, 1999)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008) and  <i>TITAN2000</i> (Hunter & Simpson,
1999)
;
_diffrn_ambient_temperature      91(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13007
_diffrn_reflns_theta_full        25.18
_diffrn_reflns_theta_max         25.18
_diffrn_reflns_theta_min         2.67
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.259
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2584
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+0.3338P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0791
_reflns_number_gt                2233
_reflns_number_total             2584
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            su2314.cif
_cod_data_source_block           I
_cod_database_code               2232065
_cod_database_fobs_code          2232065