Crystal structure of 1-{3-acetyl-2-(4-chlorophenyl)-6-hydroxy-4-[(2-hydroxypropyl)amino]-6-methylcyclohex-3-en-1-yl}ethanone
Mohamed, Shaaban K.; Mague, Joel T.; Akkurt, Mehmet; Abdelhamid, Antar A.; Albayati, Mustafa R.; Acta Crystallographica Section E 71 (2015) o369–o370; doi:10.1107/S2056989015008191

data_2240689
_publ_section_title
;
 Crystal structure of
 1-{3-acetyl-2-(4-chlorophenyl)-6-hydroxy-4-[(2-hydroxypropyl)amino]-6-methylcyclohex-3-en-1-yl}ethanone
;
_journal_coeditor_code           XU5848
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o369
_journal_page_last               o370
_journal_paper_doi               10.1107/S2056989015008191
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C20 H26 Cl N O4'
_chemical_formula_moiety         'C20 H26 Cl N O4'
_chemical_formula_sum            'C20 H26 Cl N O4'
_chemical_formula_weight         379.87
_chemical_name_systematic
1-{3-Acetyl-2-(4-chlorophenyl)-6-hydroxy-4-[(2-hydroxypropyl)amino]-6-methylcyclohex-3-en-1-yl}ethanone
_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_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 92.815(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.5490(2)
_cell_length_b                   8.7759(3)
_cell_length_c                   19.4428(6)
_cell_measurement_reflns_used    5259
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.4253
_cell_measurement_theta_min      4.5539
_cell_volume                     945.67(6)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2014)
;
_computing_data_collection
;
<i>APEX2</i> (Bruker, 2014)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2014)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7079
_diffrn_reflns_theta_full        68.000
_diffrn_reflns_theta_max         72.478
_diffrn_reflns_theta_min         4.554
_exptl_absorpt_coefficient_mu    1.980
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Bruker, 2014)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.377
_refine_ls_abs_structure_details
;
The crystal is a non-merohedral twin with each component being
a racemic twin as well.
;
_refine_ls_abs_structure_Flack   0.033(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         7079
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0589
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+0.3038P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1443
_reflns_number_gt                6072
_reflns_number_total             7079
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            xu5848sup1.cif
_cod_data_source_block           I
_cod_database_code               2240689
_cod_database_fobs_code          2240689
_shelx_estimated_absorpt_t_min   0.632
_shelx_estimated_absorpt_t_max   0.971
_shelx_hkl_checksum              28684
_shelx_res_checksum              9832
_shelxl_version_number           2014/6