#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012969.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_2012969
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o598
_journal_page_last  o599
_publ_section_title
;
3\b-(1-Allyl-1-pyrrolidinio)-16-(2-pyridylmethylene)androst-5-ene-17\b-ol
bromide hemihydrate
;
_space_group_IT_number           5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_[local]_cod_cif_authors_sg_H-M  'C 2'
loop_
_publ_author_name
  'Vasuki, G.'
  'Thamotharan, S.'
  'Parthasarathi, V.'
  'Ramamurthi, K.'
  'Dubey, S.'
  'Jindal, D. P.'
_chemical_formula_moiety  'C32 H45 Br N2 O , 0.5H2 O'
_chemical_formula_sum  'C32 H46 Br N2 O1.5'
_chemical_formula_iupac  'C32 H45 Br N2 O , 0.5H2 O'
_chemical_formula_weight  562.61
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z'
_cell_length_a  21.054(4)
_cell_length_b  9.3083(18)
_cell_length_c  15.551(4)
_cell_angle_alpha  90
_cell_angle_beta  106.15(2)
_cell_angle_gamma  90
_cell_volume  2927.4(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.277
_diffrn_ambient_temperature  293(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
  C1 0.0921(2) 0.2900(6) 0.6058(3) 0.0429(11) Uani d . 1 . . C
  H1A 0.0506 0.2931 0.5590 0.051 Uiso calc R 1 . . H
  H1B 0.1090 0.1926 0.6084 0.051 Uiso calc R 1 . . H
  C2 0.0791(2) 0.3259(6) 0.6955(3) 0.0473(12) Uani d . 1 . . C
  H2A 0.0616 0.4227 0.6939 0.057 Uiso calc R 1 . . H
  H2B 0.0468 0.2598 0.7070 0.057 Uiso calc R 1 . . H
  C3 0.1437(2) 0.3138(5) 0.7689(3) 0.0396(11) Uani d . 1 . . C
  H3 0.1620 0.2182 0.7643 0.048 Uiso calc R 1 . . H
  C4 0.1926(2) 0.4242(5) 0.7512(3) 0.0428(11) Uani d . 1 . . C
  H4A 0.1755 0.5202 0.7542 0.051 Uiso calc R 1 . . H
  H4B 0.2344 0.4160 0.7971 0.051 Uiso calc R 1 . . H
  C5 0.2036(2) 0.4006(5) 0.6603(3) 0.0364(10) Uani d . 1 . . C
  C6 0.2648(2) 0.3911(5) 0.6524(3) 0.0402(11) Uani d . 1 . . C
  H6 0.2996 0.3947 0.7045 0.048 Uiso calc R 1 . . H
  C7 0.2816(2) 0.3752(6) 0.5656(3) 0.0430(12) Uani d . 1 . . C
  H7A 0.2990 0.2794 0.5625 0.052 Uiso calc R 1 . . H
  H7B 0.3161 0.4433 0.5641 0.052 Uiso calc R 1 . . H
  C8 0.22291(19) 0.3993(5) 0.4840(3) 0.0351(10) Uani d . 1 . . C
  H8 0.2149 0.5027 0.4755 0.042 Uiso calc R 1 . . H
  C9 0.16032(19) 0.3267(5) 0.4986(2) 0.0371(10) Uani d . 1 . . C
  H9 0.1725 0.2265 0.5143 0.045 Uiso calc R 1 . . H
  C10 0.1417(2) 0.3925(5) 0.5803(3) 0.0374(11) Uani d . 1 . . C
  C11 0.1027(2) 0.3219(7) 0.4127(3) 0.0494(12) Uani d . 1 . . C
  H11A 0.0682 0.2607 0.4227 0.059 Uiso calc R 1 . . H
  H11B 0.0846 0.4179 0.4000 0.059 Uiso calc R 1 . . H
  C12 0.1221(2) 0.2667(6) 0.3309(3) 0.0474(12) Uani d . 1 . . C
  H12A 0.1343 0.1661 0.3395 0.057 Uiso calc R 1 . . H
  H12B 0.0844 0.2741 0.2784 0.057 Uiso calc R 1 . . H
  C13 0.1795(2) 0.3512(5) 0.3154(3) 0.0382(10) Uani d . 1 . . C
  C14 0.23666(19) 0.3374(5) 0.4013(3) 0.0356(10) Uani d . 1 . . C
  H14 0.2432 0.2341 0.4124 0.043 Uiso calc R 1 . . H
  C15 0.2974(2) 0.3899(6) 0.3737(3) 0.0439(11) Uani d . 1 . . C
  H15A 0.3012 0.4937 0.3778 0.053 Uiso calc R 1 . . H
  H15B 0.3377 0.3471 0.4110 0.053 Uiso calc R 1 . . H
  C16 0.2833(2) 0.3397(5) 0.2775(3) 0.0442(11) Uani d . 1 . . C
  C17 0.2121(2) 0.2845(5) 0.2485(3) 0.0449(11) Uani d . 1 . . C
  H17 0.2135 0.1803 0.2578 0.054 Uiso calc R 1 . . H
  C18 0.1600(2) 0.5075(8) 0.2884(3) 0.0514(11) Uani d . 1 . . C
  H18A 0.1975 0.5576 0.2793 0.077 Uiso calc R 1 . . H
  H18B 0.1459 0.5538 0.3350 0.077 Uiso calc R 1 . . H
  H18C 0.1246 0.5086 0.2339 0.077 Uiso calc R 1 . . H
  C19 0.1117(2) 0.5415(6) 0.5600(3) 0.0529(15) Uani d . 1 . . C
  H19A 0.0728 0.5362 0.5101 0.079 Uiso calc R 1 . . H
  H19B 0.1432 0.6048 0.5456 0.079 Uiso calc R 1 . . H
  H19C 0.1001 0.5776 0.6114 0.079 Uiso calc R 1 . . H
  C20 0.3233(2) 0.3344(6) 0.2254(3) 0.0478(12) Uani d . 1 . . C
  H20 0.3038 0.3063 0.1666 0.057 Uiso calc R 1 . . H
  C21 0.3940(3) 0.3666(5) 0.2477(3) 0.0523(13) Uani d . 1 . . C
  C22 0.4291(3) 0.3459(7) 0.1857(4) 0.0692(16) Uani d . 1 . . C
  H22 0.4070 0.3171 0.1279 0.083 Uiso calc R 1 . . H
  C23 0.4967(3) 0.3676(8) 0.2089(6) 0.091(2) Uani d . 1 . . C
  H23 0.5207 0.3524 0.1677 0.109 Uiso calc R 1 . . H
  C24 0.5270(3) 0.4116(9) 0.2930(6) 0.095(2) Uani d . 1 . . C
  H24 0.5725 0.4262 0.3111 0.114 Uiso calc R 1 . . H
  C25 0.4900(3) 0.4344(9) 0.3514(5) 0.095(2) Uani d . 1 . . C
  H25 0.5116 0.4650 0.4090 0.114 Uiso calc R 1 . . H
  N26 0.4249(2) 0.4155(6) 0.3305(3) 0.0713(14) Uani d . 1 . . N
  O27 0.17983(18) 0.3102(4) 0.1567(2) 0.0548(9) Uani d D 1 . . O
  H27 0.167(3) 0.231(3) 0.138(3) 0.060 Uiso d D 1 . . H
  N28 0.13579(18) 0.3287(5) 0.8641(2) 0.0409(9) Uani d . 1 . . N
  C29 0.0840(3) 0.2230(7) 0.8782(3) 0.0566(14) Uani d . 1 . . C
  H29A 0.0678 0.1623 0.8260 0.068 Uiso calc R 1 . . H
  H29B 0.1025 0.1625 0.9299 0.068 Uiso calc R 1 . . H
  C30 0.0292(3) 0.3158(9) 0.8929(4) 0.082(2) Uani d . 1 . . C
  H30A -0.0030 0.3379 0.8365 0.098 Uiso calc R 1 . . H
  H30B 0.0070 0.2683 0.9320 0.098 Uiso calc R 1 . . H
  C31 0.0632(3) 0.4480(8) 0.9354(4) 0.084(2) Uani d . 1 . . C
  H31A 0.0858 0.4320 0.9981 0.101 Uiso calc R 1 . . H
  H31B 0.0322 0.5268 0.9304 0.101 Uiso calc R 1 . . H
  C32 0.1118(2) 0.4776(7) 0.8822(3) 0.0526(14) Uani d . 1 . . C
  H32A 0.1483 0.5360 0.9164 0.063 Uiso calc R 1 . . H
  H32B 0.0905 0.5266 0.8266 0.063 Uiso calc R 1 . . H
  C33 0.2020(2) 0.3001(6) 0.9335(3) 0.0471(12) Uani d . 1 . . C
  H33A 0.2333 0.3736 0.9281 0.057 Uiso calc R 1 . . H
  H33B 0.1960 0.3073 0.9929 0.057 Uiso calc R 1 . . H
  C34 0.2299(3) 0.1567(6) 0.9232(3) 0.0553(13) Uani d . 1 . . C
  H34 0.2053 0.0755 0.9278 0.066 Uiso calc R 1 . . H
  C35 0.2872(3) 0.1390(7) 0.9080(3) 0.0629(15) Uani d . 1 . . C
  H35A 0.3127 0.2185 0.9031 0.076 Uiso calc R 1 . . H
  H35B 0.3025 0.0469 0.9020 0.076 Uiso calc R 1 . . H
  Br 0.12664(3) -0.00156(7) 0.08584(3) 0.0677(2) Uani d . 1 . . Br
  O1W 0.5000 0.2660(8) 0.0000 0.104(2) Uani d SD 1 . . O
  H1W 0.5354(9) 0.319(4) 0.021(5) 0.115 Uiso d 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
  C1 0.032(2) 0.063(3) 0.033(2) -0.009(2) 0.0085(18) 0.003(2)
  C2 0.041(3) 0.064(3) 0.038(2) -0.007(3) 0.014(2) 0.005(2)
  C3 0.046(2) 0.046(3) 0.029(2) -0.001(2) 0.0134(19) -0.001(2)
  C4 0.042(3) 0.052(3) 0.032(2) -0.010(2) 0.008(2) -0.006(2)
  C5 0.039(2) 0.043(3) 0.025(2) -0.003(2) 0.0048(18) 0.000(2)
  C6 0.035(2) 0.054(3) 0.030(2) -0.003(2) 0.0057(18) -0.004(2)
  C7 0.034(2) 0.057(3) 0.037(2) -0.003(2) 0.0087(19) -0.002(2)
  C8 0.033(2) 0.039(2) 0.035(2) -0.006(2) 0.0118(19) 0.000(2)
  C9 0.033(2) 0.046(3) 0.029(2) -0.003(2) 0.0040(17) 0.005(2)
  C10 0.036(2) 0.045(3) 0.032(2) -0.002(2) 0.0106(19) 0.000(2)
  C11 0.036(2) 0.077(4) 0.035(2) -0.009(3) 0.0093(19) 0.001(3)
  C12 0.037(2) 0.071(3) 0.030(2) -0.011(2) 0.0022(18) 0.000(2)
  C13 0.037(2) 0.045(3) 0.033(2) -0.007(2) 0.0103(19) -0.002(2)
  C14 0.034(2) 0.041(2) 0.030(2) -0.008(2) 0.0068(18) 0.001(2)
  C15 0.044(3) 0.052(3) 0.039(2) -0.009(2) 0.017(2) -0.005(2)
  C16 0.052(3) 0.039(3) 0.046(3) -0.006(2) 0.020(2) 0.006(2)
  C17 0.058(3) 0.044(3) 0.033(2) -0.007(2) 0.011(2) 0.002(2)
  C18 0.061(3) 0.055(3) 0.039(2) 0.003(4) 0.0148(19) 0.007(3)
  C19 0.051(3) 0.063(5) 0.046(2) 0.007(3) 0.014(2) 0.009(2)
  C20 0.063(3) 0.044(3) 0.042(3) -0.005(3) 0.023(2) -0.002(2)
  C21 0.065(3) 0.041(3) 0.060(3) -0.009(3) 0.034(3) -0.003(2)
  C22 0.089(4) 0.062(4) 0.072(4) -0.010(3) 0.050(3) -0.010(3)
  C23 0.078(4) 0.090(5) 0.132(6) -0.018(4) 0.074(5) -0.018(5)
  C24 0.060(4) 0.100(6) 0.137(6) -0.022(4) 0.045(4) -0.029(5)
  C25 0.059(4) 0.126(7) 0.112(5) -0.030(4) 0.042(4) -0.027(5)
  N26 0.058(3) 0.087(4) 0.076(3) -0.017(3) 0.031(3) -0.018(3)
  O27 0.074(2) 0.059(2) 0.0288(16) -0.015(2) 0.0103(16) 0.0005(16)
  N28 0.048(2) 0.046(2) 0.0326(18) 0.0011(19) 0.0171(16) -0.0004(18)
  C29 0.072(4) 0.069(4) 0.034(2) -0.017(3) 0.024(2) 0.006(3)
  C30 0.050(3) 0.130(6) 0.074(4) -0.010(4) 0.033(3) -0.022(4)
  C31 0.074(4) 0.111(6) 0.080(4) 0.006(4) 0.040(3) -0.019(4)
  C32 0.059(3) 0.053(4) 0.049(2) 0.009(3) 0.020(2) -0.006(3)
  C33 0.056(3) 0.056(3) 0.030(2) 0.000(3) 0.012(2) 0.002(2)
  C34 0.066(3) 0.051(3) 0.043(3) 0.003(3) 0.008(2) 0.009(2)
  C35 0.080(4) 0.057(4) 0.054(3) 0.014(3) 0.022(3) 0.005(3)
  Br 0.0699(3) 0.0681(3) 0.0571(3) -0.0114(4) 0.0044(2) 0.0042(4)
  O1W 0.108(5) 0.079(5) 0.118(6) 0.000 0.020(5) 0.000
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
  C1 C2 . 1.532(6) ?
  C1 C10 . 1.544(6) ?
  C1 H1A . 0.9700 ?
  C1 H1B . 0.9700 ?
  C2 C3 . 1.518(6) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 C4 . 1.531(6) ?
  C3 N28 . 1.543(5) ?
  C3 H3 . 0.9800 ?
  C4 C5 . 1.511(6) ?
  C4 H4A . 0.9700 ?
  C4 H4B . 0.9700 ?
  C5 C6 . 1.331(6) ?
  C5 C10 . 1.533(6) ?
  C6 C7 . 1.494(6) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.522(6) ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 C14 . 1.510(6) ?
  C8 C9 . 1.553(6) ?
  C8 H8 . 0.9800 ?
  C9 C11 . 1.535(5) ?
  C9 C10 . 1.557(6) ?
  C9 H9 . 0.9800 ?
  C10 C19 . 1.520(7) ?
  C11 C12 . 1.528(6) ?
  C11 H11A . 0.9700 ?
  C11 H11B . 0.9700 ?
  C12 C13 . 1.516(6) ?
  C12 H12A . 0.9700 ?
  C12 H12B . 0.9700 ?
  C13 C17 . 1.530(6) ?
  C13 C14 . 1.534(5) ?
  C13 C18 . 1.537(9) ?
  C14 C15 . 1.537(6) ?
  C14 H14 . 0.9800 ?
  C15 C16 . 1.516(6) ?
  C15 H15A . 0.9700 ?
  C15 H15B . 0.9700 ?
  C16 C20 . 1.321(6) ?
  C16 C17 . 1.529(6) ?
  C17 O27 . 1.420(5) ?
  C17 H17 . 0.9800 ?
  C18 H18A . 0.9600 ?
  C18 H18B . 0.9600 ?
  C18 H18C . 0.9600 ?
  C19 H19A . 0.9600 ?
  C19 H19B . 0.9600 ?
  C19 H19C . 0.9600 ?
  C20 C21 . 1.463(7) ?
  C20 H20 . 0.9300 ?
  C21 N26 . 1.351(7) ?
  C21 C22 . 1.381(7) ?
  C22 C23 . 1.384(8) ?
  C22 H22 . 0.9300 ?
  C23 C24 . 1.349(10) ?
  C23 H23 . 0.9300 ?
  C24 C25 . 1.367(9) ?
  C24 H24 . 0.9300 ?
  C25 N26 . 1.329(7) ?
  C25 H25 . 0.9300 ?
  O27 H27 . 0.81(2) ?
  N28 C32 . 1.528(7) ?
  N28 C29 . 1.529(7) ?
  N28 C33 . 1.530(6) ?
  C29 C30 . 1.510(8) ?
  C29 H29A . 0.9700 ?
  C29 H29B . 0.9700 ?
  C30 C31 . 1.483(10) ?
  C30 H30A . 0.9700 ?
  C30 H30B . 0.9700 ?
  C31 C32 . 1.510(8) ?
  C31 H31A . 0.9700 ?
  C31 H31B . 0.9700 ?
  C32 H32A . 0.9700 ?
  C32 H32B . 0.9700 ?
  C33 C34 . 1.486(8) ?
  C33 H33A . 0.9700 ?
  C33 H33B . 0.9700 ?
  C34 C35 . 1.301(7) ?
  C34 H34 . 0.9300 ?
  C35 H35A . 0.9300 ?
  C35 H35B . 0.9300 ?
  O1W H1W . 0.88(2) ?