#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/37/2013785.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_2013785
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o130
_journal_page_last  o132
_publ_section_title
;
6-[3-Hydroxy-17-oxoestra-1,3,5(10)-trien-7\b-yl]hexanenitrile
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
  'Yamamoto, Chishou'
  'Matsumoto, Taisuke'
  'Watanabe, Masataka'
  'Hitzer, Eckhard M. S.'
  'Mataka, Shuntaro'
  'Thiemann, Thies'
_chemical_formula_moiety  'C24 H31 N O2'
_chemical_formula_sum  'C24 H31 N O2'
_chemical_formula_iupac  'C24 H31 N O2'
_chemical_formula_weight  365.51
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,y+1/2,-z'
_cell_length_a  6.639(3)
_cell_length_b  13.530(6)
_cell_length_c  11.910(5)
_cell_angle_alpha  90
_cell_angle_beta  107.25(3)
_cell_angle_gamma  90
_cell_volume  1021.7(7)
_cell_formula_units_Z  2
_cell_measurement_temperature  293.1
_exptl_crystal_density_diffrn  1.188
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.0856(3) -0.05300(10)
  0.47750(10)
  0.0254(4) Uani d . 1.00 . . O
  O2 1.0587(3) 0.17160(10)
  -0.0532(2) 0.0322(5) Uani d . 1.00 . . O
  N1 -0.1085(3) 0.7612(2) 0.3835(2) 0.0295(6) Uani d . 1.00 . . N
  C1 0.4635(3) -0.0668(2) 0.3051(2) 0.0187(5) Uani d . 1.00 . . C
  C2 0.3111(4) -0.0966(2) 0.3576(2) 0.0201(5) Uani d . 1.00 . . C
  C3 0.2352(4) -0.0295(2) 0.4236(2) 0.0207(6) Uani d . 1.00 . . C
  C4 0.3151(4) 0.0668(2) 0.4388(2) 0.0203(5) Uani d . 1.00 . . C
  C5 0.4695(4) 0.0953(2) 0.3880(2) 0.0188(5) Uani d . 1.00 . . C
  C6 0.5692(4) 0.1961(2) 0.4059(2) 0.0199(5) Uani d . 1.00 . . C
  C7 0.5667(3) 0.2455(2) 0.2887(2) 0.0170(5) Uani d . 1.00 . . C
  C8 0.5994(3) 0.1691(2) 0.1980(2) 0.0159(5) Uani d . 1.00 . . C
  C9 0.6963(3) 0.0705(2) 0.2588(2) 0.0179(5) Uani d . 1.00 . . C
  C10 0.5425(3) 0.0290(2) 0.3187(2) 0.0185(5) Uani d . 1.00 . . C
  C11 0.7547(4) -0.0021(2) 0.1745(2) 0.0213(5) Uani d . 1.00 . . C
  C12 0.8957(4) 0.0444(2) 0.1079(2) 0.0219(6) Uani d . 1.00 . . C
  C13 0.7868(3) 0.1351(2) 0.0419(2) 0.0188(5) Uani d . 1.00 . . C
  C14 0.7411(3) 0.2100(2) 0.1288(2) 0.0171(5) Uani d . 1.00 . . C
  C15 0.6826(4) 0.3056(2) 0.0558(2) 0.0217(6) Uani d . 1.00 . . C
  C16 0.8446(4) 0.3060(2) -0.0146(2) 0.0245(6) Uani d . 1.00 . . C
  C17 0.9178(4) 0.1991(2) -0.0156(2) 0.0224(6) Uani d . 1.00 . . C
  C18 0.5877(4) 0.1071(2) -0.0592(2) 0.0256(6) Uani d . 1.00 . . C
  C19 0.3624(3) 0.3041(2) 0.2387(2) 0.0182(5) Uani d . 1.00 . . C
  C20 0.3538(4) 0.4002(2) 0.3049(2) 0.0207(5) Uani d . 1.00 . . C
  C21 0.1369(3) 0.4485(2) 0.2671(2) 0.0196(5) Uani d . 1.00 . . C
  C22 0.1294(3) 0.5462(2) 0.3290(2) 0.0185(5) Uani d . 1.00 . . C
  C23 -0.0973(3) 0.5869(2) 0.2936(2) 0.0191(5) Uani d . 1.00 . . C
  C24 -0.1077(4) 0.6850(2) 0.3428(2) 0.0208(5) Uani d . 1.00 . . C
  H1 0.5139 -0.1127 0.2594 0.0220(10)
  Uiso c . 1.00 . . H
  H2 0.2593 -0.1624 0.3484 0.0230(10)
  Uiso c . 1.00 . . H
  H3 0.2644 0.1129 0.4842 0.0240(10)
  Uiso c . 1.00 . . H
  H4 0.4928 0.2368 0.4439 0.0230(10)
  Uiso c . 1.00 . . H
  H5 0.7110 0.1902 0.4542 0.0230(10)
  Uiso c . 1.00 . . H
  H6 0.6808 0.2910 0.3049 0.0200(10)
  Uiso c . 1.00 . . H
  H7 0.4656 0.1546 0.1439 0.0180(10)
  Uiso c . 1.00 . . H
  H8 0.8221 0.0866 0.3189 0.0210(10)
  Uiso c . 1.00 . . H
  H9 0.8278 -0.0565 0.2188 0.0260(10)
  Uiso c . 1.00 . . H
  H10 0.6287 -0.0250 0.1192 0.0260(10)
  Uiso c . 1.00 . . H
  H11 1.0267 0.0634 0.1617 0.0260(10)
  Uiso c . 1.00 . . H
  H12 0.9198 -0.0022 0.0536 0.0260(10)
  Uiso c . 1.00 . . H
  H13 0.8731 0.2230 0.1853 0.0200(10)
  Uiso c . 1.00 . . H
  H14 0.6984 0.3622 0.1049 0.0260(10)
  Uiso c . 1.00 . . H
  H15 0.5421 0.3027 0.0050 0.0260(10)
  Uiso c . 1.00 . . H
  H16 0.9606 0.3476 0.0223 0.0290(10)
  Uiso c . 1.00 . . H
  H17 0.7802 0.3282 -0.0927 0.0290(10)
  Uiso c . 1.00 . . H
  H18 0.4977 0.0670 -0.0295 0.0300(10)
  Uiso c . 1.00 . . H
  H19 0.5155 0.1659 -0.0918 0.0310(10)
  Uiso c . 1.00 . . H
  H20 0.6271 0.0719 -0.1185 0.0310(10)
  Uiso c . 1.00 . . H
  H21 0.0314 -0.1064 0.4534 0.0320(10)
  Uiso c . 1.00 . . H
  H22 0.2473 0.2634 0.2415 0.0220(10)
  Uiso c . 1.00 . . H
  H23 0.3493 0.3206 0.1593 0.0220(10)
  Uiso c . 1.00 . . H
  H24 0.3887 0.3853 0.3864 0.0250(10)
  Uiso c . 1.00 . . H
  H25 0.4542 0.4454 0.2919 0.0250(10)
  Uiso c . 1.00 . . H
  H26 0.0382 0.4048 0.2845 0.0230(10)
  Uiso c . 1.00 . . H
  H27 0.0985 0.4596 0.1847 0.0230(10)
  Uiso c . 1.00 . . H
  H28 0.1774 0.5369 0.4117 0.0220(10)
  Uiso c . 1.00 . . H
  H29 0.2180 0.5925 0.3066 0.0220(10)
  Uiso c . 1.00 . . H
  H30 -0.1830 0.5428 0.3216 0.0230(10)
  Uiso c . 1.00 . . H
  H31 -0.1487 0.5906 0.2103 0.0230(10)
  Uiso c . 1.00 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1 0.0302(9) 0.0229(9) 0.0267(8) -0.0049(7) 0.0141(7) -0.0033(7)
  O2 0.0308(9) 0.0390(10)
  0.0328(9) -0.0012(8) 0.0189(8) -0.0046(8)
  N1 0.0260(10)
  0.0220(10)
  0.0430(10)
  0.0027(9) 0.0138(9) 0.0010(10)
  C1 0.0190(10)
  0.0170(10)
  0.0190(10)
  0.0031(8) 0.0043(8) -0.0027(9)
  C2 0.0230(10)
  0.0160(10)
  0.0200(10)
  -0.0011(9) 0.0036(9) 0.0000(9)
  C3 0.0210(10)
  0.0240(10)
  0.0160(10)
  0.0012(9) 0.0041(9) 0.0026(9)
  C4 0.0240(10)
  0.0210(10)
  0.0150(10)
  0.0025(9) 0.0054(8) -0.0016(9)
  C5 0.0190(10)
  0.0170(10)
  0.0160(10)
  0.0007(9) 0.0001(8) 0.0012(9)
  C6 0.0240(10)
  0.0180(10)
  0.0180(10)
  -0.0003(9) 0.0049(9) -0.0026(9)
  C7 0.0160(10)
  0.0160(10)
  0.0180(10)
  -0.0009(8) 0.0043(8) -0.0033(9)
  C8 0.0146(9) 0.0160(10)
  0.0159(9) 0.0014(8) 0.0028(8) -0.0014(8)
  C9 0.0154(9) 0.0180(10)
  0.0190(10)
  0.0014(8) 0.0034(8) 0.0008(9)
  C10 0.0170(10)
  0.0200(10)
  0.0160(10)
  0.0018(9) 0.0006(8) 0.0010(8)
  C11 0.0220(10)
  0.0160(10)
  0.0260(10)
  0.0032(9) 0.0079(9) -0.0013(9)
  C12 0.0210(10)
  0.0200(10)
  0.0250(10)
  0.0028(9) 0.0086(9) -0.0037(9)
  C13 0.0170(10)
  0.0220(10)
  0.0190(10)
  -0.0003(9) 0.0064(8) -0.0039(9)
  C14 0.0146(9) 0.0180(10)
  0.0180(10)
  -0.0006(8) 0.0036(8) -0.0023(9)
  C15 0.0230(10)
  0.0200(10)
  0.0220(10)
  0.0003(9) 0.0061(9) 0.0014(9)
  C16 0.0250(10)
  0.0280(10)
  0.0200(10)
  -0.0020(10)
  0.0063(9) 0.0030(10)
  C17 0.0210(10)
  0.0300(10)
  0.0150(10)
  -0.0040(10)
  0.0030(8) -0.0017(9)
  C18 0.0230(10)
  0.0320(10)
  0.0220(10)
  -0.0020(10)
  0.0054(9) -0.0060(10)
  C19 0.0180(10)
  0.0190(10)
  0.0180(10)
  0.0018(9) 0.0053(8) -0.0021(9)
  C20 0.0200(10)
  0.0200(10)
  0.0230(10)
  0.0020(9) 0.0060(9) -0.0024(9)
  C21 0.0180(10)
  0.0200(10)
  0.0200(10)
  0.0002(9) 0.0045(9) -0.0028(9)
  C22 0.0180(10)
  0.0170(10)
  0.0210(10)
  0.0019(9) 0.0060(8) -0.0014(8)
  C23 0.0180(10)
  0.0180(10)
  0.0210(10)
  0.0019(8) 0.0058(8) 0.0003(9)
  C24 0.0170(10)
  0.0220(10)
  0.0250(10)
  0.0021(9) 0.0088(9) 0.0060(10)
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
  O1 C3 . . 1.371(3) yes
  O1 H21 . . 0.820 no
  O2 C17 . . 1.209(3) yes
  N1 C24 . . 1.141(3) yes
  C1 C2 . . 1.396(4) no
  C1 C10 . . 1.390(3) no
  C1 H1 . . 0.950 no
  C2 C3 . . 1.389(4) no
  C2 H2 . . 0.950 no
  C3 C4 . . 1.398(3) no
  C4 C5 . . 1.391(4) no
  C4 H3 . . 0.950 no
  C5 C6 . . 1.503(3) no
  C5 C10 . . 1.399(3) no
  C6 C7 . . 1.543(3) yes
  C6 H4 . . 0.950 no
  C6 H5 . . 0.950 no
  C7 C8 . . 1.557(3) yes
  C7 C19 . . 1.530(3) yes
  C7 H6 . . 0.950 no
  C8 C9 . . 1.562(3) yes
  C8 C14 . . 1.527(3) no
  C8 H7 . . 0.950 no
  C9 C10 . . 1.516(4) no
  C9 C11 . . 1.534(3) no
  C9 H8 . . 0.950 no
  C11 C12 . . 1.531(4) no
  C11 H9 . . 0.950 no
  C11 H10 . . 0.950 no
  C12 C13 . . 1.519(3) no
  C12 H11 . . 0.950 no
  C12 H12 . . 0.950 no
  C13 C14 . . 1.542(3) no
  C13 C17 . . 1.526(4) no
  C13 C18 . . 1.548(3) no
  C14 C15 . . 1.542(3) no
  C14 H13 . . 0.950 no
  C15 C16 . . 1.548(4) no
  C15 H14 . . 0.950 no
  C15 H15 . . 0.950 no
  C16 C17 . . 1.527(4) no
  C16 H16 . . 0.950 no
  C16 H17 . . 0.950 no
  C18 H18 . . 0.950 no
  C18 H19 . . 0.950 no
  C18 H20 . . 0.950 no
  C19 C20 . . 1.531(3) no
  C19 H22 . . 0.950 no
  C19 H23 . . 0.950 no
  C20 C21 . . 1.523(3) no
  C20 H24 . . 0.950 no
  C20 H25 . . 0.950 no
  C21 C22 . . 1.521(3) no
  C21 H26 . . 0.950 no
  C21 H27 . . 0.950 no
  C22 C23 . . 1.539(3) no
  C22 H28 . . 0.950 no
  C22 H29 . . 0.950 no
  C23 C24 . . 1.461(3) no
  C23 H30 . . 0.950 no
  C23 H31 . . 0.950 no
_cod_database_code 2013785