#------------------------------------------------------------------------------
#$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008235.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_2008235
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  385
_journal_page_last  387
_publ_section_title
;
 Homolycorine hydrochloride dihydrate
;
loop_
_publ_author_name
  'Francesc Viladomat'
  'Jaume Bastida'
  'Carles Codina'
  'Xavier Solans'
  ''Merc\`e Font-Bardia'
_chemical_name_common
;
Homolycorine Hydrochloride dihydrate
;
_chemical_formula_moiety  'C18 H22 N O4 ^+^Cl ^-^. 2H2 O'
_chemical_formula_sum  'C18 H26 Cl N O6'
_chemical_formula_weight  387.85
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  11.173(4)
_cell_length_b  7.324(5)
_cell_length_c  12.024(8)
_cell_angle_alpha  90.00
_cell_angle_beta  97.82(4)
_cell_angle_gamma  90.00
_cell_volume  974.8(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.321
_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
  Cl 0.64438(5) 0.16520(10) 0.91059(5) 0.0609(2) Uani d . 1 . . Cl
  O1 0.94483(13) 0.4451(2) 0.39383(12) 0.0429(4) Uani d . 1 . . O
  O2 0.98165(15) 0.4090(2) 0.57603(13) 0.0502(4) Uani d . 1 . . O
  O3 1.43292(14) 0.5719(3) 0.67147(13) 0.0674(6) Uani d . 1 . . O
  O4 1.51382(15) 0.5765(3) 0.48224(14) 0.0625(5) Uani d . 1 . . O
  N 1.17724(16) 0.1116(2) 0.21950(16) 0.0382(5) Uani d . 1 . . N
  C1 0.9893(2) 0.5220(3) 0.29472(19) 0.0406(5) Uani d . 1 . . C
  C2 0.8867(2) 0.4993(4) 0.1996(2) 0.0497(6) Uani d . 1 . . C
  C3 0.8887(2) 0.3195(4) 0.1425(2) 0.0467(6) Uani d . 1 . . C
  C4 0.97547(19) 0.1989(3) 0.16698(17) 0.0388(5) Uani d . 1 . . C
  C4a 1.07939(18) 0.2267(3) 0.25709(18) 0.0345(5) Uani d . 1 . . C
  C6 1.02313(19) 0.4422(3) 0.48963(18) 0.0363(5) Uani d . 1 . . C
  C6a 1.15080(19) 0.4751(3) 0.48407(17) 0.0376(5) Uani d . 1 . . C
  C7 1.2297(2) 0.5096(4) 0.5831(2) 0.0460(6) Uani d . 1 . . C
  C8 1.3482(2) 0.5402(4) 0.58099(18) 0.0474(6) Uani d . 1 . . C
  C9 1.3948(2) 0.5415(3) 0.47648(18) 0.0456(6) Uani d . 1 . . C
  C10 1.3169(2) 0.5091(3) 0.37878(19) 0.0396(5) Uani d . 1 . . C
  C10a 1.19720(19) 0.4717(3) 0.38209(16) 0.0368(5) Uani d . 1 . . C
  C10b 1.10747(18) 0.4312(3) 0.27773(17) 0.0340(5) Uani d . 1 . . C
  C11 0.9915(2) 0.0182(4) 0.1098(2) 0.0682(8) Uani d . 1 . . C
  H11 0.9269 -0.0656 0.1207 0.091(3) Uiso calc R 1 . . H
  H11a 0.9924 0.0353 0.0299 0.091(3) Uiso calc R 1 . . H
  C12 1.1114(2) -0.0525(4) 0.1653(2) 0.0545(7) Uani d . 1 . . C
  H12 1.1565 -0.1067 0.1103 0.091(3) Uiso calc R 1 . . H
  H12a 1.0999 -0.1438 0.2213 0.091(3) Uiso calc R 1 . . H
  C13 1.2774(2) 0.0556(4) 0.3058(2) 0.0610(7) Uani d . 1 . . C
  H13 1.2451 0.0074 0.3698 0.091(3) Uiso calc R 1 . . H
  H13a 1.3273 0.1595 0.3283 0.091(3) Uiso calc R 1 . . H
  H13b 1.3249 -0.0364 0.2756 0.091(3) Uiso calc R 1 . . H
  C14 1.3934(3) 0.5692(6) 0.7792(2) 0.0879(12) Uani d . 1 . . C
  H14 1.4606 0.5937 0.8359 0.091(3) Uiso calc R 1 . . H
  H14a 1.3604 0.4512 0.7922 0.091(3) Uiso calc R 1 . . H
  H14b 1.3324 0.6608 0.7822 0.091(3) Uiso calc R 1 . . H
  C15 1.5670(2) 0.5689(5) 0.3805(2) 0.0714(9) Uani d . 1 . . C
  H15 1.6516 0.5964 0.3964 0.091(3) Uiso calc R 1 . . H
  H15a 1.5283 0.6564 0.3280 0.091(3) Uiso calc R 1 . . H
  H15b 1.5567 0.4486 0.3488 0.091(3) Uiso calc R 1 . . H
  O5 1.25632(19) 0.2727(3) 0.04097(17) 0.0725(7) Uani d . 1 . . O
  O6 0.38654(19) 0.0213(3) 0.94237(19) 0.0760(7) Uani d . 1 . . O
  H1N 1.2073(15) 0.149(3) 0.1683(14) 0.016(5) Uiso d . 1 . . H
  H1 0.9979(18) 0.654(4) 0.3093(16) 0.047(6) Uiso d . 1 . . H
  H2 0.8003(16) 0.509(3) 0.2294(14) 0.022(5) Uiso d . 1 . . H
  H2a 0.892(3) 0.615(7) 0.153(3) 0.147(15) Uiso d . 1 . . H
  H3 0.8330(17) 0.308(3) 0.0940(16) 0.032(6) Uiso d . 1 . . H
  H4a 1.0587(13) 0.167(3) 0.3228(13) 0.015(4) Uiso d . 1 . . H
  H7 1.199(2) 0.518(4) 0.640(2) 0.060(8) Uiso d . 1 . . H
  H10 1.3446(19) 0.501(4) 0.318(2) 0.048(7) Uiso d . 1 . . H
  H10b 1.1406(18) 0.506(3) 0.2138(18) 0.048(6) Uiso d . 1 . . H
  H5O 1.307(2) 0.201(3) 0.0076(19) 0.033(8) Uiso d . 1 . . H
  H6O 0.466(2) 0.048(4) 0.943(2) 0.047(9) 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
  Cl 0.0658(4) 0.0547(4) 0.0640(4) -0.0112(4) 0.0148(3) -0.0033(4)
  O1 0.0474(9) 0.0398(9) 0.0427(9) 0.0019(7) 0.0107(7) -0.0006(7)
  O2 0.0710(11) 0.0404(10) 0.0437(9) 0.0005(9) 0.0244(8) 0.0010(8)
  O3 0.0607(10) 0.0985(16) 0.0399(9) -0.0004(11) -0.0039(8) -0.0174(10)
  O4 0.0496(10) 0.0789(15) 0.0575(11) -0.0137(9) 0.0024(8) -0.0151(10)
  N 0.0454(11) 0.0304(11) 0.0409(11) -0.0010(8) 0.0137(10) -0.0061(9)
  C1 0.0535(13) 0.0234(12) 0.0456(13) -0.0012(11) 0.0093(11) 0.0037(11)
  C2 0.0538(15) 0.0480(17) 0.0453(14) 0.0095(13) -0.0005(12) 0.0064(13)
  C3 0.0383(13) 0.0644(18) 0.0355(13) -0.0075(14) -0.0022(11) -0.0072(13)
  C4 0.0410(12) 0.0382(15) 0.0370(11) -0.0071(11) 0.0045(10) -0.0078(11)
  C4a 0.0388(12) 0.0302(12) 0.0359(11) -0.0019(9) 0.0105(10) -0.0008(10)
  C6 0.0508(15) 0.0206(11) 0.0391(12) 0.0033(10) 0.0120(11) -0.0058(10)
  C6a 0.0508(13) 0.0275(12) 0.0354(12) 0.0025(10) 0.0094(10) -0.0001(10)
  C7 0.0615(16) 0.0425(14) 0.0349(13) 0.0001(13) 0.0094(12) -0.0072(12)
  C8 0.0496(14) 0.0491(15) 0.0421(13) 0.0038(13) 0.0008(11) -0.0065(13)
  C9 0.0480(13) 0.0443(15) 0.0431(13) -0.0036(12) 0.0020(11) -0.0053(12)
  C10 0.0496(14) 0.0351(13) 0.0353(12) -0.0060(11) 0.0106(11) -0.0032(11)
  C10a 0.0476(13) 0.0304(13) 0.0318(11) -0.0014(10) 0.0031(9) 0.0000(10)
  C10b 0.0445(12) 0.0303(12) 0.0272(10) -0.0076(10) 0.0052(9) -0.0022(9)
  C11 0.0708(17) 0.0583(18) 0.0737(18) -0.0091(16) 0.0034(15) -0.0361(16)
  C12 0.0650(16) 0.0411(15) 0.0589(15) -0.0100(13) 0.0139(13) -0.0217(13)
  C13 0.0580(15) 0.0503(17) 0.0723(17) 0.0143(13) 0.0002(14) -0.0073(15)
  C14 0.085(2) 0.133(4) 0.0420(15) 0.008(2) -0.0049(14) -0.0138(19)
  C15 0.0584(16) 0.089(3) 0.0692(18) -0.0189(17) 0.0170(14) -0.0117(18)
  O5 0.0796(15) 0.0666(15) 0.0791(14) -0.0002(12) 0.0390(12) 0.0041(12)
  O6 0.0504(13) 0.0701(14) 0.1081(17) -0.0054(13) 0.0131(12) 0.0052(12)
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
  O1 C6 . 1.349(3) no
  O1 C1 . 1.465(3) no
  O2 C6 . 1.218(3) no
  O3 C8 . 1.361(3) no
  O3 C14 . 1.425(3) no
  O4 C9 . 1.346(3) no
  O4 C15 . 1.432(3) no
  N C13 . 1.477(3) no
  N C4a . 1.498(3) no
  N C12 . 1.510(3) no
  N H1N . 0.788(17) no
  C1 C2 . 1.514(3) no
  C1 C10b . 1.517(3) no
  C1 H1 . 0.98(3) no
  C2 C3 . 1.487(4) no
  C2 H2 . 1.076(17) no
  C2 H2a . 1.02(5) no
  C3 C4 . 1.315(3) no
  C3 H3 . 0.797(18) no
  C4 C4a . 1.490(3) no
  C4 C11 . 1.513(4) no
  C4a C10b . 1.544(3) no
  C4a H4a . 0.960(17) no
  C6 C6a . 1.457(3) no
  C6a C10a . 1.395(3) no
  C6a C7 . 1.404(3) no
  C7 C8 . 1.346(3) no
  C7 H7 . 0.81(2) no
  C8 C9 . 1.424(3) no
  C9 C10 . 1.384(3) no
  C10 C10a . 1.371(3) no
  C10 H10 . 0.83(2) no
  C10a C10b . 1.525(3) no
  C10b H10b . 1.05(2) no
  C11 C12 . 1.504(3) no
  C11 H11 . 0.9700 no
  C11 H11a . 0.9700 no
  C12 H12 . 0.9700 no
  C12 H12a . 0.9700 no
  C13 H13 . 0.9600 no
  C13 H13a . 0.9600 no
  C13 H13b . 0.9600 no
  C14 H14 . 0.9600 no
  C14 H14a . 0.9600 no
  C14 H14b . 0.9600 no
  C15 H15 . 0.9600 no
  C15 H15a . 0.9600 no
  C15 H15b . 0.9600 no
  O5 H5O . 0.91(2) no
  O6 H6O . 0.91(2) no