#------------------------------------------------------------------------------
#$Date: 2020-09-10 11:58:25 +0300 (Thu, 10 Sep 2020) $
#$Revision: 256301 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/16/1551640.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1551640
loop_
_publ_author_name
'Ortiz, Aylin Viviana Silva'
'Cabeza, Marisa'
'Bratoeff, Eugene'
'Soriano-García, Manuel'
_publ_section_title
;
 Crystal Structure and Synthesis of Two Steroidal Derivatives:
 3β-Propanoyloxyandrost-5-en-17-one and
 3β-Pentanoyloxyandrost-5-en-17-one
;
_journal_issue                   0
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              9
_journal_paper_doi               10.2116/xraystruct.31.9
_journal_volume                  31
_journal_year                    2015
_chemical_formula_sum            'C22 H32 O3'
_chemical_formula_weight         344.48
_chemical_name_systematic        3β-Propanoyloxyandrost-5-en-17-one
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9849(11)
_cell_length_b                   12.5300(15)
_cell_length_c                   17.441(2)
_cell_measurement_temperature    298(2)
_cell_volume                     1963.5(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0620
_diffrn_reflns_av_sigmaI/netI    0.0502
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16308
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9925
_exptl_absorpt_correction_T_min  0.9763
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.109
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0607
_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/[σ²(Fo²)+(0.0715P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1282
_refine_ls_wR_factor_ref         0.1520
_reflns_number_gt                2028
_reflns_number_total             3598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            31_9_1.txt
_cod_data_source_block           157new
_cod_database_code               1551640
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.9777(3) 0.5884(2) 0.15501(14) 0.0907(8) Uani 1 1 d .
O2 O 0.9217(4) 0.5730(3) 0.77983(17) 0.1335(13) Uani 1 1 d .
O3 O 0.8507(4) 0.7322(3) 0.11984(16) 0.1227(12) Uani 1 1 d .
C1 C 0.9183(4) 0.5047(3) 0.35711(18) 0.0655(9) Uani 1 1 d .
H1A H 0.9227 0.4336 0.3790 0.079 Uiso 1 1 calc R
H1B H 0.8189 0.5322 0.3660 0.079 Uiso 1 1 calc R
C2 C 0.9428(4) 0.4960(3) 0.27160(19) 0.0741(10) Uani 1 1 d .
H2A H 1.0370 0.4608 0.2617 0.089 Uiso 1 1 calc R
H2B H 0.8643 0.4532 0.2490 0.089 Uiso 1 1 calc R
C3 C 0.9435(4) 0.6044(3) 0.23565(18) 0.0753(10) Uani 1 1 d .
H3 H 0.8446 0.6366 0.2406 0.090 Uiso 1 1 calc R
C4 C 1.0581(4) 0.6773(3) 0.27152(19) 0.0787(10) Uani 1 1 d .
H4A H 1.0472 0.7485 0.2505 0.094 Uiso 1 1 calc R
H4B H 1.1570 0.6518 0.2587 0.094 Uiso 1 1 calc R
C5 C 1.0417(3) 0.6820(2) 0.35832(18) 0.0598(8) Uani 1 1 d .
C6 C 1.0387(3) 0.7748(3) 0.39429(18) 0.0639(8) Uani 1 1 d .
H6 H 1.0431 0.8361 0.3643 0.077 Uiso 1 1 calc R
C7 C 1.0290(4) 0.7892(2) 0.47921(18) 0.0625(8) Uani 1 1 d .
H7A H 0.9312 0.8168 0.4921 0.075 Uiso 1 1 calc R
H7B H 1.1021 0.8417 0.4951 0.075 Uiso 1 1 calc R
C8 C 1.0551(3) 0.6871(2) 0.52288(17) 0.0530(7) Uani 1 1 d .
H8 H 1.1620 0.6716 0.5228 0.064 Uiso 1 1 calc R
C9 C 0.9732(3) 0.5947(2) 0.48296(17) 0.0535(7) Uani 1 1 d .
H9 H 0.8697 0.6182 0.4777 0.064 Uiso 1 1 calc R
C10 C 1.0303(3) 0.5763(2) 0.39990(18) 0.0571(8) Uani 1 1 d .
C11 C 0.9673(5) 0.4913(2) 0.53040(19) 0.0776(10) Uani 1 1 d .
H11A H 0.8973 0.4426 0.5066 0.093 Uiso 1 1 calc R
H11B H 1.0646 0.4578 0.5293 0.093 Uiso 1 1 calc R
C12 C 0.9216(5) 0.5083(3) 0.61384(19) 0.0817(11) Uani 1 1 d .
H12A H 0.8183 0.5307 0.6160 0.098 Uiso 1 1 calc R
H12B H 0.9306 0.4415 0.6417 0.098 Uiso 1 1 calc R
C13 C 1.0183(4) 0.5915(3) 0.6509(2) 0.0668(9) Uani 1 1 d .
C14 C 1.0026(3) 0.6962(2) 0.60533(18) 0.0617(8) Uani 1 1 d .
H14 H 0.8957 0.7111 0.6028 0.074 Uiso 1 1 calc R
C15 C 1.0687(4) 0.7805(3) 0.65889(19) 0.0793(10) Uani 1 1 d .
H15A H 1.0317 0.8511 0.6465 0.095 Uiso 1 1 calc R
H15B H 1.1765 0.7808 0.6563 0.095 Uiso 1 1 calc R
C16 C 1.0141(5) 0.7442(4) 0.7385(2) 0.0992(13) Uani 1 1 d .
H16A H 1.0914 0.7544 0.7767 0.119 Uiso 1 1 calc R
H16B H 0.9269 0.7845 0.7539 0.119 Uiso 1 1 calc R
C17 C 0.9770(4) 0.6286(4) 0.7306(2) 0.0901(12) Uani 1 1 d .
C18 C 1.1808(4) 0.5550(3) 0.6588(2) 0.0935(12) Uani 1 1 d .
H18A H 1.2388 0.6112 0.6812 0.112 Uiso 1 1 calc R
H18B H 1.2198 0.5378 0.6091 0.112 Uiso 1 1 calc R
H18C H 1.1852 0.4930 0.6911 0.112 Uiso 1 1 calc R
C19 C 1.1857(3) 0.5227(3) 0.3995(2) 0.0721(9) Uani 1 1 d .
H19A H 1.2223 0.5190 0.3478 0.087 Uiso 1 1 calc R
H19B H 1.1780 0.4519 0.4202 0.087 Uiso 1 1 calc R
H19C H 1.2532 0.5639 0.4302 0.087 Uiso 1 1 calc R
C20 C 0.9266(6) 0.6576(4) 0.1038(2) 0.0926(12) Uani 1 1 d .
C21 C 0.9766(8) 0.6250(4) 0.0233(2) 0.141(2) Uani 1 1 d .
H21A H 1.0845 0.6237 0.0221 0.170 Uiso 1 1 calc R
H21B H 0.9420 0.5530 0.0134 0.170 Uiso 1 1 calc R
C22 C 0.9260(9) 0.6916(4) -0.0363(3) 0.184(3) Uani 1 1 d .
H22A H 0.8228 0.7082 -0.0284 0.221 Uiso 1 1 calc R
H22B H 0.9377 0.6557 -0.0846 0.221 Uiso 1 1 calc R
H22C H 0.9831 0.7564 -0.0366 0.221 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C20 O1 C3 119.2(3)
C2 C1 C10 115.1(3)
C3 C2 C1 110.4(3)
O1 C3 C2 106.3(3)
O1 C3 C4 109.9(3)
C2 C3 C4 112.2(3)
C3 C4 C5 111.7(3)
C6 C5 C10 122.8(3)
C6 C5 C4 120.6(3)
C10 C5 C4 116.7(3)
C5 C6 C7 125.3(3)
C6 C7 C8 112.9(2)
C7 C8 C14 111.5(2)
C7 C8 C9 109.6(2)
C14 C8 C9 109.7(2)
C8 C9 C11 114.0(2)
C8 C9 C10 112.1(2)
C11 C9 C10 112.8(2)
C5 C10 C1 108.8(3)
C5 C10 C19 108.4(3)
C1 C10 C19 109.5(2)
C5 C10 C9 109.8(2)
C1 C10 C9 108.8(2)
C19 C10 C9 111.5(3)
C12 C11 C9 113.9(3)
C13 C12 C11 110.6(3)
C12 C13 C17 117.8(3)
C12 C13 C18 112.4(3)
C17 C13 C18 104.0(3)
C12 C13 C14 108.4(3)
C17 C13 C14 101.0(3)
C18 C13 C14 112.8(3)
C8 C14 C15 120.6(3)
C8 C14 C13 113.4(3)
C15 C14 C13 103.7(3)
C14 C15 C16 102.9(3)
C17 C16 C15 105.9(3)
O2 C17 C16 125.7(4)
O2 C17 C13 125.1(4)
C16 C17 C13 109.2(3)
O3 C20 O1 123.6(4)
O3 C20 C21 126.3(5)
O1 C20 C21 110.0(4)
C22 C21 C20 115.1(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C20 1.326(5)
O1 C3 1.453(4)
O2 C17 1.212(5)
O3 C20 1.191(5)
C1 C2 1.511(4)
C1 C10 1.541(4)
C2 C3 1.496(5)
C3 C4 1.511(5)
C4 C5 1.522(5)
C5 C6 1.321(4)
C5 C10 1.514(4)
C6 C7 1.495(4)
C7 C8 1.508(3)
C8 C14 1.518(4)
C8 C9 1.538(4)
C9 C11 1.538(4)
C9 C10 1.554(4)
C10 C19 1.550(4)
C11 C12 1.527(5)
C12 C13 1.504(4)
C13 C17 1.511(5)
C13 C18 1.536(5)
C13 C14 1.540(5)
C14 C15 1.530(4)
C15 C16 1.542(5)
C16 C17 1.493(6)
C20 C21 1.530(6)
C21 C22 1.409(7)
