#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2013083.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_2013083
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o727
_journal_page_last  o729
_publ_section_title
;
16-[3-Methoxy-4-(2-piperidin-1-ylethoxy)benzylidene]-17-oxoandrost-5-en-3\b-yl
acetate monohydrate
;
loop_
_publ_author_name
  'Thamotharan, S.'
  'Parthasarathi, V.'
  'Ranju Gupta'
  'Sheetal Guleria'
  'Jindal, D. P.'
  'Linden, Anthony'
_chemical_name_common  'synthetic steroid'
_chemical_formula_moiety  'C36 H49 N O5, H2 O'
_chemical_formula_sum  'C36 H51 N O6'
_chemical_formula_iupac  'C36 H49 N O5, H2 O'
_chemical_formula_weight  593.78
_chemical_melting_point  399
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  6.17260(10)
_cell_length_b  14.9068(2)
_cell_length_c  17.6465(3)
_cell_angle_alpha  90.00
_cell_angle_beta  97.7240(10)
_cell_angle_gamma  90.00
_cell_volume  1608.99(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  160(2)
_exptl_crystal_density_diffrn  1.226
_diffrn_ambient_temperature  160(2)
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
  O17 0.3416(2) 0.55301(10) -0.00199(8) 0.0328(3) Uani d . 1 . . O
  O23 1.2293(2) 0.21799(10) -0.09286(9) 0.0329(3) Uani d . 1 . . O
  O28 1.3920(2) 0.30874(10) -0.19793(8) 0.0294(3) Uani d . 1 . . O
  O37 0.1940(3) 0.04190(12) 0.44042(8) 0.0374(4) Uani d . 1 . . O
  O38 -0.1043(3) -0.03766(14) 0.39813(10) 0.0537(5) Uani d . 1 . . O
  N31 1.6421(3) 0.24250(12) -0.33543(9) 0.0259(4) Uani d . 1 . . N
  C1 0.0745(3) 0.24554(16) 0.31322(12) 0.0320(5) Uani d . 1 . . C
  H1A 0.0123 0.3047 0.3238 0.038 Uiso calc R 1 . . H
  H1B -0.0222 0.2183 0.2700 0.038 Uiso calc R 1 . . H
  C2 0.0736(4) 0.18556(17) 0.38408(12) 0.0344(5) Uani d . 1 . . C
  H2A 0.1580 0.2148 0.4290 0.041 Uiso calc R 1 . . H
  H2B -0.0784 0.1772 0.3949 0.041 Uiso calc R 1 . . H
  C3 0.1737(4) 0.09540(16) 0.37048(12) 0.0325(5) Uani d . 1 . . C
  H3 0.0815 0.0631 0.3282 0.039 Uiso calc R 1 . . H
  C4 0.4041(3) 0.10637(15) 0.35139(12) 0.0303(5) Uani d . 1 . . C
  H4A 0.4629 0.0469 0.3397 0.036 Uiso calc R 1 . . H
  H4B 0.4985 0.1311 0.3963 0.036 Uiso calc R 1 . . H
  C5 0.4103(3) 0.16825(14) 0.28354(11) 0.0255(4) Uani d . 1 . . C
  C6 0.5053(3) 0.14215(14) 0.22381(12) 0.0291(4) Uani d . 1 . . C
  H6 0.5616 0.0828 0.2245 0.035 Uiso calc R 1 . . H
  C7 0.5303(3) 0.19890(14) 0.15585(12) 0.0285(4) Uani d . 1 . . C
  H7A 0.4278 0.1777 0.1115 0.034 Uiso calc R 1 . . H
  H7B 0.6808 0.1924 0.1430 0.034 Uiso calc R 1 . . H
  C8 0.4855(3) 0.29752(13) 0.17028(10) 0.0218(4) Uani d . 1 . . C
  H8 0.6125 0.3229 0.2048 0.026 Uiso calc R 1 . . H
  C9 0.2777(3) 0.30771(14) 0.20928(10) 0.0223(4) Uani d . 1 . . C
  H9 0.1588 0.2750 0.1763 0.027 Uiso calc R 1 . . H
  C10 0.3041(3) 0.26008(13) 0.28861(11) 0.0234(4) Uani d . 1 . . C
  C11 0.2008(3) 0.40607(15) 0.21296(12) 0.0274(4) Uani d . 1 . . C
  H11A 0.0519 0.4063 0.2280 0.033 Uiso calc R 1 . . H
  H11B 0.2984 0.4372 0.2538 0.033 Uiso calc R 1 . . H
  C12 0.1962(3) 0.46024(14) 0.13827(11) 0.0254(4) Uani d . 1 . . C
  H12A 0.0768 0.4380 0.0998 0.031 Uiso calc R 1 . . H
  H12B 0.1682 0.5243 0.1482 0.031 Uiso calc R 1 . . H
  C13 0.4150(3) 0.45051(13) 0.10766(10) 0.0214(4) Uani d . 1 . . C
  C14 0.4561(3) 0.35054(13) 0.09595(10) 0.0215(4) Uani d . 1 . . C
  H14 0.3202 0.3268 0.0653 0.026 Uiso calc R 1 . . H
  C15 0.6347(3) 0.34502(13) 0.04372(11) 0.0228(4) Uani d . 1 . . C
  H15A 0.7821 0.3450 0.0738 0.027 Uiso calc R 1 . . H
  H15B 0.6177 0.2905 0.0115 0.027 Uiso calc R 1 . . H
  C16 0.5971(3) 0.42947(14) -0.00463(10) 0.0230(4) Uani d . 1 . . C
  C17 0.4330(3) 0.48700(14) 0.02766(11) 0.0240(4) Uani d . 1 . . C
  C18 0.6004(3) 0.49816(14) 0.15987(11) 0.0263(4) Uani d . 1 . . C
  H18A 0.6077 0.4747 0.2120 0.039 Uiso calc R 1 . . H
  H18B 0.5715 0.5628 0.1600 0.039 Uiso calc R 1 . . H
  H18C 0.7399 0.4872 0.1407 0.039 Uiso calc R 1 . . H
  C19 0.4460(3) 0.31588(15) 0.35007(12) 0.0298(4) Uani d . 1 . . C
  H19A 0.4813 0.2798 0.3965 0.045 Uiso calc R 1 . . H
  H19B 0.3653 0.3696 0.3619 0.045 Uiso calc R 1 . . H
  H19C 0.5814 0.3337 0.3309 0.045 Uiso calc R 1 . . H
  C20 0.6988(3) 0.45957(14) -0.06290(10) 0.0240(4) Uani d . 1 . . C
  H20 0.6452 0.5148 -0.0848 0.029 Uiso calc R 1 . . H
  C21 0.8783(3) 0.42009(14) -0.09725(10) 0.0234(4) Uani d . 1 . . C
  C22 0.9681(3) 0.33564(14) -0.07625(11) 0.0240(4) Uani d . 1 . . C
  H22 0.9104 0.3021 -0.0378 0.029 Uiso calc R 1 . . H
  C23 1.1383(3) 0.30006(14) -0.11007(11) 0.0244(4) Uani d . 1 . . C
  C24 1.2245(3) 0.34927(14) -0.16744(10) 0.0242(4) Uani d . 1 . . C
  C25 1.1363(3) 0.43208(14) -0.18900(11) 0.0255(4) Uani d . 1 . . C
  H25 1.1924 0.4652 -0.2280 0.031 Uiso calc R 1 . . H
  C26 0.9664(3) 0.46735(14) -0.15418(11) 0.0256(4) Uani d . 1 . . C
  H26 0.9090 0.5247 -0.1694 0.031 Uiso calc R 1 . . H
  C27 1.1221(4) 0.16307(15) -0.04338(12) 0.0335(5) Uani d . 1 . . C
  H27A 1.1294 0.1919 0.0068 0.050 Uiso calc R 1 . . H
  H27B 1.1942 0.1044 -0.0377 0.050 Uiso calc R 1 . . H
  H27C 0.9687 0.1551 -0.0652 0.050 Uiso calc R 1 . . H
  C29 1.4865(3) 0.35858(15) -0.25493(11) 0.0279(4) Uani d . 1 . . C
  H29A 1.5285 0.4191 -0.2351 0.034 Uiso calc R 1 . . H
  H29B 1.3775 0.3656 -0.3011 0.034 Uiso calc R 1 . . H
  C30 1.6859(3) 0.31049(16) -0.27581(12) 0.0299(4) Uani d . 1 . . C
  H30A 1.7867 0.3556 -0.2928 0.036 Uiso calc R 1 . . H
  H30B 1.7622 0.2815 -0.2292 0.036 Uiso calc R 1 . . H
  C32 1.5352(3) 0.16249(16) -0.30828(12) 0.0324(5) Uani d . 1 . . C
  H32A 1.3989 0.1805 -0.2886 0.039 Uiso calc R 1 . . H
  H32B 1.6331 0.1344 -0.2658 0.039 Uiso calc R 1 . . H
  C33 1.4824(4) 0.09524(18) -0.37238(14) 0.0403(5) Uani d . 1 . . C
  H33A 1.3734 0.1216 -0.4125 0.048 Uiso calc R 1 . . H
  H33B 1.4166 0.0411 -0.3523 0.048 Uiso calc R 1 . . H
  C34 1.6855(4) 0.06811(17) -0.40772(14) 0.0429(6) Uani d . 1 . . C
  H34A 1.7847 0.0326 -0.3704 0.051 Uiso calc R 1 . . H
  H34B 1.6425 0.0304 -0.4534 0.051 Uiso calc R 1 . . H
  C35 1.8034(4) 0.15204(17) -0.43027(13) 0.0384(5) Uani d . 1 . . C
  H35A 1.9436 0.1346 -0.4476 0.046 Uiso calc R 1 . . H
  H35B 1.7127 0.1822 -0.4734 0.046 Uiso calc R 1 . . H
  C36 1.8475(3) 0.21648(16) -0.36355(12) 0.0320(5) Uani d . 1 . . C
  H36A 1.9461 0.1877 -0.3217 0.038 Uiso calc R 1 . . H
  H36B 1.9213 0.2707 -0.3799 0.038 Uiso calc R 1 . . H
  C38 0.0522(3) -0.02392(15) 0.44607(12) 0.0294(4) Uani d . 1 . . C
  C39 0.1087(4) -0.07710(17) 0.51726(12) 0.0379(5) Uani d . 1 . . C
  H39A -0.0048 -0.1223 0.5209 0.057 Uiso calc R 1 . . H
  H39B 0.1184 -0.0371 0.5617 0.057 Uiso calc R 1 . . H
  H39C 0.2496 -0.1070 0.5161 0.057 Uiso calc R 1 . . H
  O1W 0.4014(4) 0.33450(18) 0.53911(10) 0.0666(7) Uani d . 1 . . O
  H1W 0.476(7) 0.300(3) 0.582(2) 0.108(14) Uiso d . 1 . . H
  H2W 0.302(8) 0.374(4) 0.569(3) 0.133(17) Uiso d . 1 . . 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
  O17 0.0354(8) 0.0297(9) 0.0344(8) 0.0091(7) 0.0082(6) 0.0082(7)
  O23 0.0374(8) 0.0256(8) 0.0383(8) 0.0082(6) 0.0149(6) 0.0061(7)
  O28 0.0309(7) 0.0305(8) 0.0294(7) 0.0034(6) 0.0136(5) 0.0004(6)
  O37 0.0453(9) 0.0381(9) 0.0274(8) -0.0150(7) -0.0009(6) 0.0109(7)
  O38 0.0557(10) 0.0598(12) 0.0418(10) -0.0296(9) -0.0078(8) 0.0173(9)
  N31 0.0248(8) 0.0291(9) 0.0248(8) -0.0017(7) 0.0073(6) -0.0024(7)
  C1 0.0264(10) 0.0376(13) 0.0334(11) 0.0010(9) 0.0096(8) 0.0103(10)
  C2 0.0312(10) 0.0412(13) 0.0321(11) -0.0003(9) 0.0088(8) 0.0122(10)
  C3 0.0395(11) 0.0337(12) 0.0231(10) -0.0097(10) 0.0002(8) 0.0083(9)
  C4 0.0363(11) 0.0260(11) 0.0294(11) 0.0010(9) 0.0074(9) 0.0058(9)
  C5 0.0253(9) 0.0230(10) 0.0283(10) -0.0004(8) 0.0037(7) 0.0038(8)
  C6 0.0356(10) 0.0198(10) 0.0327(11) 0.0014(8) 0.0074(8) 0.0013(8)
  C7 0.0353(11) 0.0237(11) 0.0276(10) 0.0017(8) 0.0087(8) 0.0003(8)
  C8 0.0221(8) 0.0213(9) 0.0225(9) 0.0009(7) 0.0042(6) 0.0001(8)
  C9 0.0207(8) 0.0231(10) 0.0237(9) -0.0003(7) 0.0050(7) 0.0013(8)
  C10 0.0238(9) 0.0224(10) 0.0244(9) -0.0009(7) 0.0043(7) 0.0026(8)
  C11 0.0262(9) 0.0276(11) 0.0302(10) 0.0032(8) 0.0103(7) 0.0035(9)
  C12 0.0234(9) 0.0249(10) 0.0293(10) 0.0021(8) 0.0084(7) 0.0041(8)
  C13 0.0208(8) 0.0215(10) 0.0224(9) 0.0000(7) 0.0054(7) 0.0007(7)
  C14 0.0220(8) 0.0215(9) 0.0217(9) -0.0006(7) 0.0053(7) -0.0003(8)
  C15 0.0248(9) 0.0208(10) 0.0235(9) 0.0007(8) 0.0053(7) -0.0008(8)
  C16 0.0238(9) 0.0228(10) 0.0225(9) 0.0003(8) 0.0033(7) -0.0011(8)
  C17 0.0218(9) 0.0246(10) 0.0263(9) -0.0017(8) 0.0054(7) 0.0015(8)
  C18 0.0262(9) 0.0256(10) 0.0282(10) -0.0016(8) 0.0076(8) -0.0020(8)
  C19 0.0354(10) 0.0280(11) 0.0261(10) -0.0020(9) 0.0040(8) -0.0013(8)
  C20 0.0275(9) 0.0218(10) 0.0226(9) 0.0015(8) 0.0033(7) 0.0002(8)
  C21 0.0261(9) 0.0222(10) 0.0224(9) -0.0005(8) 0.0048(7) -0.0019(8)
  C22 0.0269(9) 0.0245(10) 0.0217(9) -0.0005(8) 0.0077(7) 0.0010(8)
  C23 0.0260(9) 0.0237(10) 0.0234(9) 0.0023(8) 0.0038(7) 0.0008(8)
  C24 0.0228(9) 0.0284(10) 0.0223(9) -0.0017(8) 0.0064(7) -0.0040(8)
  C25 0.0269(9) 0.0246(10) 0.0258(9) -0.0034(8) 0.0065(7) 0.0016(8)
  C26 0.0282(9) 0.0221(10) 0.0270(9) -0.0010(8) 0.0054(7) 0.0013(8)
  C27 0.0435(12) 0.0242(11) 0.0349(11) 0.0060(9) 0.0130(9) 0.0050(9)
  C29 0.0298(10) 0.0297(11) 0.0256(10) -0.0025(8) 0.0088(8) -0.0011(8)
  C30 0.0246(9) 0.0358(12) 0.0301(10) -0.0019(9) 0.0069(7) -0.0057(9)
  C32 0.0333(11) 0.0336(12) 0.0319(11) -0.0041(9) 0.0100(8) 0.0012(9)
  C33 0.0442(13) 0.0350(13) 0.0430(13) -0.0067(10) 0.0103(10) -0.0061(11)
  C34 0.0552(15) 0.0359(14) 0.0393(13) 0.0034(11) 0.0126(10) -0.0048(11)
  C35 0.0453(13) 0.0391(13) 0.0334(12) 0.0069(10) 0.0151(10) -0.0012(10)
  C36 0.0281(10) 0.0359(12) 0.0341(11) 0.0020(9) 0.0118(8) 0.0003(10)
  C38 0.0330(10) 0.0266(11) 0.0293(10) -0.0037(9) 0.0069(8) 0.0010(8)
  C39 0.0472(12) 0.0332(12) 0.0335(11) -0.0032(11) 0.0060(9) 0.0077(10)
  O1W 0.0801(14) 0.0879(17) 0.0315(9) 0.0451(13) 0.0060(9) 0.0021(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O17 C17 . 1.217(2) ?
  O23 C23 . 1.363(3) ?
  O23 C27 . 1.423(3) ?
  O28 C24 . 1.368(2) ?
  O28 C29 . 1.436(2) ?
  O37 C38 . 1.328(3) ?
  O37 C3 . 1.461(2) ?
  O38 C38 . 1.213(3) ?
  N31 C30 . 1.460(3) ?
  N31 C32 . 1.474(3) ?
  N31 C36 . 1.474(2) ?
  C1 C2 . 1.538(3) ?
  C1 C10 . 1.553(3) ?
  C1 H1A . 0.9900 ?
  C1 H1B . 0.9900 ?
  C2 C3 . 1.512(3) ?
  C2 H2A . 0.9900 ?
  C2 H2B . 0.9900 ?
  C3 C4 . 1.514(3) ?
  C3 H3 . 1.0000 ?
  C4 C5 . 1.516(3) ?
  C4 H4A . 0.9900 ?
  C4 H4B . 0.9900 ?
  C5 C6 . 1.332(3) ?
  C5 C10 . 1.525(3) ?
  C6 C7 . 1.492(3) ?
  C6 H6 . 0.9500 ?
  C7 C8 . 1.524(3) ?
  C7 H7A . 0.9900 ?
  C7 H7B . 0.9900 ?
  C8 C14 . 1.521(3) ?
  C8 C9 . 1.543(2) ?
  C8 H8 . 1.0000 ?
  C9 C11 . 1.545(3) ?
  C9 C10 . 1.559(3) ?
  C9 H9 . 1.0000 ?
  C10 C19 . 1.542(3) ?
  C11 C12 . 1.543(3) ?
  C11 H11A . 0.9900 ?
  C11 H11B . 0.9900 ?
  C12 C13 . 1.527(2) ?
  C12 H12A . 0.9900 ?
  C12 H12B . 0.9900 ?
  C13 C14 . 1.530(3) ?
  C13 C17 . 1.531(3) ?
  C13 C18 . 1.543(3) ?
  C14 C15 . 1.531(3) ?
  C14 H14 . 1.0000 ?
  C15 C16 . 1.521(3) ?
  C15 H15A . 0.9900 ?
  C15 H15B . 0.9900 ?
  C16 C20 . 1.351(3) ?
  C16 C17 . 1.497(3) ?
  C18 H18A . 0.9800 ?
  C18 H18B . 0.9800 ?
  C18 H18C . 0.9800 ?
  C19 H19A . 0.9800 ?
  C19 H19B . 0.9800 ?
  C19 H19C . 0.9800 ?
  C20 C21 . 1.457(3) ?
  C20 H20 . 0.9500 ?
  C21 C26 . 1.396(3) ?
  C21 C22 . 1.405(3) ?
  C22 C23 . 1.382(3) ?
  C22 H22 . 0.9500 ?
  C23 C24 . 1.411(3) ?
  C24 C25 . 1.382(3) ?
  C25 C26 . 1.388(3) ?
  C25 H25 . 0.9500 ?
  C26 H26 . 0.9500 ?
  C27 H27A . 0.9800 ?
  C27 H27B . 0.9800 ?
  C27 H27C . 0.9800 ?
  C29 C30 . 1.512(3) ?
  C29 H29A . 0.9900 ?
  C29 H29B . 0.9900 ?
  C30 H30A . 0.9900 ?
  C30 H30B . 0.9900 ?
  C32 C33 . 1.514(3) ?
  C32 H32A . 0.9900 ?
  C32 H32B . 0.9900 ?
  C33 C34 . 1.528(3) ?
  C33 H33A . 0.9900 ?
  C33 H33B . 0.9900 ?
  C34 C35 . 1.527(4) ?
  C34 H34A . 0.9900 ?
  C34 H34B . 0.9900 ?
  C35 C36 . 1.516(3) ?
  C35 H35A . 0.9900 ?
  C35 H35B . 0.9900 ?
  C36 H36A . 0.9900 ?
  C36 H36B . 0.9900 ?
  C38 C39 . 1.487(3) ?
  C39 H39A . 0.9800 ?
  C39 H39B . 0.9800 ?
  C39 H39C . 0.9800 ?
  O1W H1W . 0.97(5) ?
  O1W H2W . 1.04(5) ?