#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010312.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010312
loop_
_publ_author_name
'Sagar, M.B.'
'Ravikumar, K.'
'Rao, A.V.R.'
'Reddy, M.M.'
'Singh, A.K.'
_publ_section_title
;
 Structural studies of intermediates in the synthesis of mifepristone
 (RU 486). I. An 11\b-substituted steroid
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2089
_journal_page_last               2093
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C31 H41 N1 O4'
_chemical_formula_sum            'C31 H41 N O4'
_chemical_formula_weight         491.7
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1990)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.997(2)
_cell_length_b                   12.780(2)
_cell_length_c                   21.163(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      19
_cell_measurement_theta_min      4
_cell_volume                     2703.8(9)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2068
_diffrn_reflns_theta_max         45
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_description       cubes
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.18
_refine_ls_goodness_of_fit_obs   1.38
_refine_ls_number_parameters     325
_refine_ls_number_reflns         1631
_refine_ls_R_factor_obs          0.048
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      '1/[\s^2^F + 0.0012F^2^]'
_refine_ls_wR_factor_obs         0.051
_reflns_number_observed          1631
_reflns_observed_criterion       I>=3\s(I)
_[local]_cod_data_source_file    li1089.cif
_[local]_cod_data_source_block   li1089a
_[local]_cod_chemical_formula_sum_orig 'C31 H41 N1 O4'
_cod_database_code               2010312
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .2007(4) .3914(3) .6281(2) .0490(10)
O(2) .1926(4) .3685(3) .5231(2) .0540(10)
O(3) -.6977(4) .7660(3) .6919(2) .0580(10)
O(4) .1156(4) .5813(3) .6769(2) .0450(10)
N(1) -.4582(5) .4545(4) .3526(2) .058(2)
C(1) -.0925(6) .4173(4) .6353(3) .046(2)
C(2) -.0172(5) .3673(5) .5800(3) .047(2)
C(3) .1213(5) .4134(4) .5737(2) .039(2)
C(4) .1145(5) .5316(4) .5655(2) .040(2)
C(5) .0353(5) .5883(4) .6193(2) .034(2)
C(6) .0214(6) .7032(4) .6042(3) .043(2)
C(7) -.0850(5) .7533(4) .6461(2) .041(2)
C(8) -.2211(5) .7084(4) .6290(2) .036(2)
C(9) -.2170(5) .5882(4) .6262(2) .030(2)
C(10) -.1010(5) .5357(4) .6284(2) .031(2)
C(11) -.3521(5) .5345(4) .6164(2) .032(2)
C(12) -.4679(5) .5826(4) .6556(2) .036(2)
C(13) -.4712(5) .7015(4) .6554(2) .037(2)
C(14) -.3305(5) .7395(4) .6753(2) .039(2)
C(15) -.3534(6) .8571(5) .6903(3) .057(2)
C(16) -.4976(6) .8657(5) .7138(3) .056(2)
C(17) -.5593(6) .7536(5) .7076(3) .044(2)
C(18) -.5158(6) .7440(5) .5912(2) .045(2)
C(19) -.5504(6) .6996(5) .7698(3) .047(2)
C(20) -.5484(6) .6612(5) .8217(3) .055(2)
C(21) -.5404(8) .6157(7) .8862(3) .084(3)
C(22) -.3818(5) .5214(4) .5456(2) .035(2)
C(23) -.4995(6) .4743(5) .5257(2) .043(2)
C(24) -.5272(6) .4529(5) .4633(2) .048(2)
C(25) -.4348(6) .4797(4) .4150(2) .041(2)
C(26) -.3185(6) .5305(5) .4346(2) .043(2)
C(27) -.2915(6) .5509(4) .4977(2) .039(2)
C(28) -.5856(7) .4083(6) .3342(3) .064(3)
C(29) -.3629(7) .4864(6) .3047(3) .068(3)
C(30) .2541(7) .2740(5) .5471(3) .063(3)
C(31) .2586(7) .2912(5) .6176(3) .072(3)
H1A -.0452(6) .4004(4) .6734(3) ?
H1B -.1810(6) .3886(4) .6384(3) ?
H2A -.0672(5) .3805(5) .5421(3) ?
H2B -.0107(5) .2930(5) .5856(3) ?
H3A -.7342(4) .7060(3) .6901(2) ?
H4A .1598(4) .5245(3) .6768(2) ?
H4B .0735(5) .5483(4) .5257(2) ?
H4C .2041(5) .5586(4) .5649(2) ?
H6A -.0061(6) .7113(4) .5610(3) ?
H6B .1058(6) .7379(4) .6096(3) ?
H7A -.0845(5) .8281(4) .6421(2) ?
H7B -.0655(5) .7356(4) .6892(2) ?
H8A -.2450(5) .7347(4) .5881(2) ?
H11A -.3411(5) .4645(4) .6319(2) ?
H12A -.4609(5) .5585(4) .6985(2) ?
H12B -.5512(5) .5574(4) .6390(2) ?
H14A -.3092(5) .7063(4) .7147(2) ?
H15A -.3415(6) .8973(5) .6524(3) ?
H15B -.2917(6) .8817(5) .7218(3) ?
H16A -.5477(6) .9145(5) .6887(3) ?
H16B -.4995(6) .8884(5) .7570(3) ?
H18A -.6037(6) .7181(5) .5819(2) ?
H18B -.5171(6) .8191(5) .5915(2) ?
H18C -.4543(6) .7201(5) .5594(2) ?
H21A -.5387(8) .5813(7) .9328(3) ?
H21B -.5189(8) .6918(7) .9059(3) ?
H21C -.4479(8) .5768(7) .8734(3) ?
H23C -.5641(6) .4556(5) .5573(2) ?
H24A -.6096(6) .4192(5) .4519(2) ?
H26A -.2555(6) .5525(5) .4030(2) ?
H27A -.2094(6) .5849(4) .5093(2) ?
H28A -.6373(7) .3912(6) .3709(3) ?
H28B -.6341(7) .4573(6) .3086(3) ?
H28C -.5687(7) .3459(6) .3102(3) ?
H29A -.2854(7) .5150(6) .3252(3) ?
H29B -.3371(7) .4271(6) .2797(3) ?
H29C -.4025(7) .5386(6) .2780(3) ?
H30A .3424(7) .2657(5) .5299(3) ?
H30B .2012(7) .2139(5) .5364(3) ?
H31A .2073(7) .2387(5) .6391(3) ?
H31B .3491(7) .2889(5) .6327(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(3) . . 1.427(6) yes
O(2) C(3) . . 1.409(6) yes
O(3) C(17) . . 1.432(7) yes
N(1) C(25) . . 1.380(7) yes
N(1) C(29) . . 1.449(8) yes
C(1) C(10) . . 1.522(8) yes
C(3) C(4) . . 1.522(8) yes
C(5) C(6) . . 1.509(8) yes
C(6) C(7) . . 1.526(8) yes
C(8) C(9) . . 1.538(7) yes
C(9) C(10) . . 1.341(7) yes
C(11) C(12) . . 1.551(7) yes
C(12) C(13) . . 1.519(8) yes
C(13) C(17) . . 1.563(8) yes
C(14) C(15) . . 1.554(8) yes
C(16) C(17) . . 1.566(9) yes
C(19) C(20) . . 1.203(9) yes
C(22) C(23) . . 1.387(8) yes
C(23) C(24) . . 1.378(7) yes
C(25) C(26) . . 1.395(8) yes
C(30) C(31) . . 1.509(9) yes
O(1) C(31) . . 1.422(8) yes
O(2) C(30) . . 1.447(8) yes
O(4) C(5) . . 1.463(6) yes
N(1) C(28) . . 1.457(8) yes
C(1) C(2) . . 1.532(8) yes
C(2) C(3) . . 1.510(8) yes
C(4) C(5) . . 1.564(7) yes
C(5) C(10) . . 1.531(7) yes
C(7) C(8) . . 1.520(8) yes
C(8) C(14) . . 1.521(7) yes
C(9) C(11) . . 1.529(7) yes
C(11) C(22) . . 1.536(7) yes
C(13) C(14) . . 1.546(8) yes
C(13) C(18) . . 1.530(7) yes
C(15) C(16) . . 1.529(9) yes
C(17) C(19) . . 1.489(8) yes
C(20) C(21) . . 1.486(9) yes
C(22) C(27) . . 1.409(7) yes
C(24) C(25) . . 1.419(8) yes
C(26) C(27) . . 1.388(7) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(3) O(1) C(31) 106.1(4) yes
C(28) N(1) C(29) 120.1(5) yes
C(25) N(1) C(28) 119.9(5) yes
C(1) C(2) C(3) 110.8(5) yes
O(1) C(3) C(2) 111.2(4) yes
C(2) C(3) C(4) 110.9(4) yes
O(1) C(3) C(4) 108.2(4) yes
O(4) C(5) C(4) 107.5(4) yes
C(4) C(5) C(6) 110.1(4) yes
O(4) C(5) C(6) 106.6(4) yes
C(5) C(6) C(7) 110.5(4) yes
C(7) C(8) C(14) 113.1(4) yes
C(9) C(8) C(14) 107.8(4) yes
C(8) C(9) C(10) 121.4(5) yes
C(5) C(10) C(9) 123.1(5) yes
C(1) C(10) C(5) 113.5(5) yes
C(3) O(2) C(30) 106.8(4) yes
C(25) N(1) C(29) 119.5(5) yes
C(2) C(1) C(10) 111.7(5) yes
O(2) C(3) C(2) 111.8(4) yes
O(1) C(3) O(2) 104.5(4) yes
O(2) C(3) C(4) 109.9(4) yes
C(3) C(4) C(5) 113.5(4) yes
C(4) C(5) C(10) 109.9(4) yes
O(4) C(5) C(10) 110.9(4) yes
C(6) C(5) C(10) 111.8(4) yes
C(6) C(7) C(8) 109.1(4) yes
C(7) C(8) C(9) 111.2(4) yes
C(8) C(9) C(11) 115.5(4) yes
C(10) C(9) C(11) 123.0(5) yes
C(1) C(10) C(9) 123.2(5) yes
C(9) C(11) C(22) 110.6(4) yes
C(9) C(11) C(12) 114.1(4) yes
C(11) C(12) C(13) 114.2(4) yes
C(12) C(13) C(17) 115.8(4) yes
C(17) C(13) C(18) 108.2(4) yes
C(14) C(13) C(17) 100.7(4) yes
C(13) C(14) C(15) 103.1(4) yes
C(14) C(15) C(16) 105.9(5) yes
C(13) C(17) C(16) 103.1(4) yes
O(3) C(17) C(13) 115.3(4) yes
C(13) C(17) C(19) 113.2(5) yes
C(17) C(19) C(20) 175.6(6) yes
C(11) C(22) C(27) 123.2(5) yes
C(23) C(22) C(27) 116.2(5) yes
C(23) C(24) C(25) 120.8(5) yes
C(24) C(25) C(26) 116.2(5) yes
C(25) C(26) C(27) 122.4(5) yes
O(2) C(30) C(31) 103.7(5) yes
C(12) C(11) C(22) 114.9(4) yes
C(12) C(13) C18) 111.4(4) yes
C(12) C(13) C(14) 107.0(4) yes
C(14) C(13) C(18) 113.3(4) yes
C(8) C(14) C(13) 113.4(4) yes
C(8) C(14) C(15) 119.3(5) yes
C(15) C(16) C(17) 106.2(5) yes
O(3) C(17) C(16) 107.4(4) yes
C(16) C(17) C(19) 109.1(5) yes
O(3) C(17) C(19) 108.4(5) yes
C(19) C(20) C(21) 177.7(7) yes
C(11) C(22) C(23) 120.5(4) yes
C(22) C(23) C(24) 123.2(5) yes
N(1) C(25) C(24) 121.5(5) yes
N(1) C(25) C(26) 122.3(5) yes
C(22) C(27) C(26) 121.2(5) yes
O(1) C(31) C(30) 105.9(5) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C(10) C(1) C(2) C(3) 56.8(6) yes
C(1) C(2) C(3) C(4) -57.1(6) yes
C(2) C(3) C(4) C(5) 55.2(6) yes
C(3) C(4) C(5) C(10) -50.7(6) yes
C(4) C(5) C(10) C(1) 50.0(6) yes
C(5) C(10) C(1) C(2) -54.2(6) yes
C(13) C(12) C(11) C(9) 44.2(6) yes
C(12) C(11) C(9) C(8) -42.0(6) yes
C(11) C(9) C(8) C(14) 49.1(6) yes
C(9) C(8) C(14) C(13) -61.2(6) yes
C(8) C(14) C(13) C(12) 63.6(5) yes
C(14) C(13) C(12) C(11) -52.7(6) yes
C(8) C(9) C(10) C(5) -14.0(8) yes
C(9) C(10) C(5) C(6) -3.0(7) yes
C(10) C(5) C(6) C(7) 42.6(6) yes
C(5) C(6) C(7) C(8) -66.8(6) yes
C(6) C(7) C(8) C(9) 48.9(6) yes
C(7) C(8) C(9) C(10) -10.1(7) yes
C(16) C(17) C(13) C(14) 42.0(5) yes
C(17) C(13) C(14) C(15) -44.5(5) yes
C(13) C(14) C(15) C(16) 30.3(6) yes
C(14) C(15) C(16) C(17) -3.7(6) yes
C(15) C(16) C(17) C(13) -23.8(6) yes
_journal_paper_doi 10.1107/S0108270194003008