Charge density analysis of abiraterone acetate
Korlyukov, Alexander A.; Vologzhanina, Anna V.; Trzybinski, Damian; Malinska, Maura; Wozniak, Krzysztof; Acta Crystallographica Section B 76 (2020) –; doi:10.1107/S2052520620013244

data_2108689
_publ_section_title
;
 Charge density analysis of abiraterone acetate
;
_journal_coeditor_code           PX5030SUP1
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620013244
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C26 H33 N O2'
_chemical_formula_sum            'C26 H33 N O2'
_chemical_formula_weight         391.53
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-02-05
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.43130(10)
_cell_length_b                   9.63830(10)
_cell_length_c                   29.8978(3)
_cell_measurement_reflns_used    60830
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      45.2380
_cell_measurement_theta_min      2.2070
_cell_volume                     2141.43(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0013
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -24.00  70.00   1.00   10.00    --   -0.16  57.00 -30.00   94
  2  \w    -71.00  24.00   1.00   10.00    --   -0.16 -57.00  60.00   95
  3  \w    -71.00  24.00   1.00   10.00    --   -0.16 -57.00 150.00   95
  4  \w    -24.00  70.00   1.00   10.00    --   -0.16  57.00-120.00   94
  5  \w    -24.00  70.00   1.00   10.00    --   -0.16  57.00 150.00   94
  6  \w    -33.00  72.00   1.00   10.00    --   -0.16  77.00-150.00  105
  7  \w    -62.00  -7.00   1.00   10.00    --   -0.16 130.00 179.00   55
  8  \w    -20.00  45.00   1.00   10.00    --   -0.16 -99.00 -60.00   65
  9  \w    -24.00  70.00   1.00   10.00    --   -0.16  57.00 -90.00   94
 10  \w     26.00 131.00   1.00   37.50    --   58.99  77.00  90.00  105
 11  \w     26.00 131.00   1.00   37.50    --   58.99  77.00  30.00  105
 12  \w     26.00 131.00   1.00   37.50    --   58.99  77.00 120.00  105
 13  \w     73.00 131.00   1.00   37.50    --   58.99 125.00 -30.00   58
 14  \w     26.00 131.00   1.00   37.50    --   58.99  77.00-180.00  105
 15  \w     26.00 131.00   1.00   37.50    --   58.99  77.00 -30.00  105
 16  \w     26.00 131.00   1.00   37.50    --   58.99  77.00 -90.00  105
 17  \w     73.00 131.00   1.00   37.50    --   58.99 125.00  60.00   58
 18  \w     26.00 131.00   1.00   37.50    --   58.99  77.00-150.00  105
 19  \w     26.00 131.00   1.00   37.50    --   58.99  77.00 150.00  105
 20  \w     26.00 131.00   1.00   37.50    --   58.99  77.00  60.00  105
 21  \w     26.00 131.00   1.00   37.50    --   58.99  77.00   0.00  105
 22  \w    -15.00 101.00   1.00   37.50    --   58.99 -94.00-180.00  116
 23  \w    -13.00  92.00   1.00   37.50    --   58.99 -77.00  30.00  105
 24  \w     26.00 131.00   1.00   37.50    --   58.99  77.00-120.00  105
 25  \w    -13.00  92.00   1.00   37.50    --   58.99 -77.00-120.00  105
 26  \w    -14.00  86.00   1.00   37.50    --   58.99 -45.00  60.00  100
 27  \w    -15.00 101.00   1.00   37.50    --   58.99 -94.00 120.00  116
 28  \w     73.00 131.00   1.00   37.50    --   58.99 125.00  90.00   58
 29  \w    -15.00 101.00   1.00   37.50    --   58.99 -94.00 -30.00  116
 30  \w     26.00 131.00   1.00   37.50    --   58.99  77.00 -60.00  105
 31  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00 -60.00  106
 32  \w   -119.00  -2.00   1.00   37.50    --  -59.30 125.00 -60.00  117
 33  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00 -30.00  106
 34  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00 -90.00  106
 35  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00-150.00  106
 36  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00-120.00  106
 37  \w   -132.00 -26.00   1.00   37.50    --  -59.30 -77.00  -9.17  106
 38  \w   -132.00 -57.00   1.00   37.50    --  -59.30 -77.00 142.81   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0556390000
_diffrn_orient_matrix_UB_12      -0.0086151000
_diffrn_orient_matrix_UB_13      -0.0190782000
_diffrn_orient_matrix_UB_21      0.0742308000
_diffrn_orient_matrix_UB_22      -0.0151327000
_diffrn_orient_matrix_UB_23      0.0140816000
_diffrn_orient_matrix_UB_31      -0.0224145000
_diffrn_orient_matrix_UB_32      -0.0715066000
_diffrn_orient_matrix_UB_33      -0.0006803000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_number            285469
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         45.586
_diffrn_reflns_theta_min         2.220
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43c (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details
;
 Flack x determined using 6959 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         18132
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0555
_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^)+(0.0560P)^2^+0.3780P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1268
_reflns_Friedel_coverage         0.820
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                17035
_reflns_number_total             18132
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            px5030sup1.cif
_cod_data_source_block           1_2017_09_10_dt_abi_n
_cod_database_code               2108689
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C26 H33 N O2'
_chemical_oxdiff_usercomment     'colourless plate, 100 K'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     45.18
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C13(H13), C14(H14), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B), C19(H19A,H19B),
 C20(H20A,H20B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C7(H7), C16(H16)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_shelx_res_checksum              36293
_shelx_hkl_checksum              4284
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.215
_oxdiff_exptl_absorpt_empirical_full_min 0.397