9α-Chloro-16α-methyl-3,11-dioxoandrosta-1,4,6-triene-17β-carboxylic acid pinacolone solvate: catemeric hydrogen bonding and pinacolone solvation in a steroidal diketo acid derived from a commercial glucocorticoid
Azim, Irum; Davison, Mark; Dufort, Marisa DeVita; Lalancette, Roger A.; Thompson, Hugh W.; Acta Crystallographica Section E 63 (2007) o2853–o2853; doi:10.1107/S1600536807021435

data_2213877
_publ_section_title
;
 9\a-Chloro-16\a-methyl-3,11-dioxoandrosta-1,4,6-triene-17\b-carboxylic
 acid pinacolone solvate: catemeric hydrogen bonding and pinacolone
 solvation in a steroidal diketo acid derived from a commercial
 glucocorticoid
;
_journal_coeditor_code           LH2378
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2853
_journal_page_last               o2853
_journal_paper_doi               10.1107/S1600536807021435
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C21 H23 Cl O4, C6 H12 O'
_chemical_formula_moiety         'C21 H23 Cl O4, C6 H12 O'
_chemical_formula_sum            'C27 H35 Cl O5'
_chemical_formula_weight         475.00
_chemical_melting_point          512
_chemical_name_systematic
;
9\a-Chloro-16\a-methyl-3,11-dioxoandrosta-1,4,6-triene-17\b-carboxylic acid
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.716(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.5000(4)
_cell_length_b                   11.3153(5)
_cell_length_c                   16.4559(8)
_cell_measurement_reflns_used    6186
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.40
_cell_measurement_theta_min      6.81
_cell_volume                     1210.23(11)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2004)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL (Sheldrick, 2004)'
_computing_structure_solution    'SHELXS (Sheldrick, 2004)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Bruker SMART CCD APEXII area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_av_sigmaI/netI    0.035
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6187
_diffrn_reflns_theta_full        66.40
_diffrn_reflns_theta_max         66.40
_diffrn_reflns_theta_min         6.81
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.687
_exptl_absorpt_correction_T_max  0.8105
_exptl_absorpt_correction_T_min  0.4799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Triangular plate'
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.33
_refine_ls_abs_structure_details 'Flack (1983), 1425 Friedel pairs'
_refine_ls_abs_structure_Flack   0.026(15)
_refine_ls_goodness_of_fit_ref   1.08
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         3494
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.048
_refine_ls_R_factor_gt           0.046
_refine_ls_shift/su_max          0.00
_refine_ls_shift/su_mean         0.00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0924P)^2^+0.1345P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.119
_refine_ls_wR_factor_ref         0.121
_reflns_number_gt                3358
_reflns_number_total             3494
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            lh2378.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2213877
_cod_database_fobs_code          2213877