#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011283.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_2011283
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_publ_section_title
;
(M)- and (P)-8-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-8-methyl-
8,9-dihydro-7H-dinaphth[2,1-c:1',2'-e]azepinium bromide solvates
;
loop_
_publ_author_name
  'Schneider, Monica'
  'Linden, Anthony'
  'Rippert, Andreas, J.'
_chemical_formula_moiety  'C32 H30 N O 1 , Br 1 , C H2 Cl2'
_chemical_formula_sum  'C33 H32 Br Cl2 N O'
_chemical_formula_iupac  'C32 H30 N O 1 , Br 1 , C H2 Cl2'
_chemical_formula_weight  609.40
_chemical_melting_point  '531-537'
_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  8.234(3)
_cell_length_b  12.267(2)
_cell_length_c  14.3806(19)
_cell_angle_alpha  90.00
_cell_angle_beta  98.015(15)
_cell_angle_gamma  90.00
_cell_volume  1438.3(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  173.0(10)
_exptl_crystal_density_diffrn  1.407
_diffrn_ambient_temperature  173.0(10)
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
  Br1  .87778(4)  .50000(3)  -.19849(2)  .03912(10) Uani d . 1 . . Br
  O24 1.1250(3)  .36375(18)  -.05338(15)  .0301(5) Uani d . 1 . . O
  H24 1.0614  .3855  -.1005  .045 Uiso calc R 1 . . H
  N1  .9313(3)  .3445(2)  .12013(17)  .0207(5) Uani d . 1 . . N
  C1  .8193(3)  .4841(3)  .2862(2)  .0214(7) Uani d . 1 . . C
  C2  .8564(3)  .5165(3)  .1995(2)  .0213(7) Uani d . 1 . . C
  C3  .9328(4)  .6185(3)  .1887(2)  .0269(7) Uani d . 1 . . C
  H3  .9517  .6414  .1280  .032 Uiso calc R 1 . . H
  C4  .9794(4)  .6842(3)  .2640(3)  .0328(8) Uani d . 1 . . C
  H4 1.0247  .7541  .2551  .039 Uiso calc R 1 . . H
  C5  .9604(4)  .6484(3)  .3558(2)  .0303(7) Uani d . 1 . . C
  C6 1.0232(5)  .7089(3)  .4364(3)  .0429(10) Uani d . 1 . . C
  H6 1.0713  .7782  .4290  .052 Uiso calc R 1 . . H
  C7 1.0162(5)  .6701(4)  .5240(3)  .0497(11) Uani d . 1 . . C
  H7 1.0620  .7116  .5771  .060 Uiso calc R 1 . . H
  C8  .9415(5)  .5689(4)  .5371(3)  .0448(10) Uani d . 1 . . C
  H8  .9391  .5416  .5987  .054 Uiso calc R 1 . . H
  C9  .8725(4)  .5097(4)  .4608(2)  .0324(7) Uani d . 1 . . C
  H9  .8189  .4429  .4701  .039 Uiso calc R 1 . . H
  C10  .8800(4)  .5471(3)  .3677(2)  .0239(6) Uani d . 1 . . C
  C11  .7233(4)  .3820(3)  .2929(2)  .0230(6) Uani d . 1 . . C
  C12  .7767(4)  .2867(2)  .2545(2)  .0209(6) Uani d . 1 . . C
  C13  .6906(4)  .1883(3)  .2586(2)  .0279(7) Uani d . 1 . . C
  H13  .7289  .1241  .2318  .033 Uiso calc R 1 . . H
  C14  .5511(4)  .1844(3)  .3011(2)  .0330(8) Uani d . 1 . . C
  H14  .4952  .1171  .3050  .040 Uiso calc R 1 . . H
  C15  .4905(4)  .2799(3)  .3388(2)  .0308(8) Uani d . 1 . . C
  C16  .3421(4)  .2793(4)  .3817(3)  .0404(9) Uani d . 1 . . C
  H16  .2878  .2121  .3888  .049 Uiso calc R 1 . . H
  C17  .2793(4)  .3721(4)  .4118(3)  .0416(9) Uani d . 1 . . C
  H17  .1823  .3694  .4406  .050 Uiso calc R 1 . . H
  C18  .3553(4)  .4726(3)  .4011(3)  .0403(10) Uani d . 1 . . C
  H18  .3072  .5378  .4201  .048 Uiso calc R 1 . . H
  C19  .4993(4)  .4773(3)  .3631(2)  .0328(8) Uani d . 1 . . C
  H19  .5507  .5458  .3570  .039 Uiso calc R 1 . . H
  C20  .5726(4)  .3811(3)  .3327(2)  .0255(7) Uani d . 1 . . C
  C21  .8158(4)  .4424(2)  .1161(2)  .0209(6) Uani d . 1 . . C
  H211  .8230  .4842  .0579  .025 Uiso calc R 1 . . H
  H212  .7016  .4161  .1136  .025 Uiso calc R 1 . . H
  C22  .9375(4)  .2866(2)  .2157(2)  .0215(6) Uani d . 1 . . C
  H221  .9725  .2102  .2088  .026 Uiso calc R 1 . . H
  H222 1.0215  .3226  .2615  .026 Uiso calc R 1 . . H
  C23 1.1097(3)  .3798(3)  .1119(2)  .0206(6) Uani d . 1 . . C
  H23 1.1437  .4317  .1646  .025 Uiso calc R 1 . . H
  C24 1.1270(4)  .4407(2)  .0204(2)  .0227(6) Uani d . 1 . . C
  H241 1.0309  .4906  .0053  .027 Uiso calc R 1 . . H
  C25 1.2841(3)  .5095(3)  .03249(19)  .0233(6) Uani d . 1 . . C
  C26 1.3237(4)  .5798(3)  .1086(2)  .0283(7) Uani d . 1 . . C
  H26 1.2571  .5801  .1575  .034 Uiso calc R 1 . . H
  C27 1.4572(4)  .6491(3)  .1147(2)  .0328(8) Uani d . 1 . . C
  H27 1.4825  .6954  .1677  .039 Uiso calc R 1 . . H
  C28 1.5550(4)  .6508(3)  .0424(3)  .0330(8) Uani d . 1 . . C
  H28 1.6448  .6998  .0448  .040 Uiso calc R 1 . . H
  C29 1.5189(4)  .5801(3)  -.0323(2)  .0317(8) Uani d . 1 . . C
  H29 1.5860  .5799  -.0810  .038 Uiso calc R 1 . . H
  C30 1.3858(4)  .5089(4)  -.0376(2)  .0281(7) Uani d . 1 . . C
  H30 1.3642  .4599  -.0890  .034 Uiso calc R 1 . . H
  C31  .8612(4)  .2667(3)  .0443(2)  .0289(7) Uani d . 1 . . C
  H311  .7550  .2396  .0578  .043 Uiso calc R 1 . . H
  H312  .9365  .2052  .0418  .043 Uiso calc R 1 . . H
  H313  .8464  .3044  -.0164  .043 Uiso calc R 1 . . H
  C32 1.2279(4)  .2847(3)  .1252(2)  .0281(7) Uani d . 1 . . C
  H321 1.1942  .2291  .0775  .042 Uiso calc R 1 . . H
  H322 1.2274  .2533  .1878  .042 Uiso calc R 1 . . H
  H323 1.3387  .3101  .1189  .042 Uiso calc R 1 . . H
  Cl1  .32522(16)  .38563(12)  .69750(10)  .0719(4) Uani d . 1 . . Cl
  Cl2  .5770(2)  .26093(11)  .62252(12)  .0822(4) Uani d . 1 . . Cl
  C33  .5102(5)  .3914(3)  .6510(3)  .0486(10) Uani d . 1 . . C
  H331  .5950  .4257  .6974  .058 Uiso calc R 1 . . H
  H332  .4957  .4373  .5939  .058 Uiso calc R 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
  Br1  .04471(19)  .03210(16)  .03773(17)  -.0003(2)  -.00412(13)  -.0017(2)
  O24  .0411(14)  .0291(12)  .0205(11)  -.0010(11)  .0055(10)  -.0035(10)
  N1  .0224(13)  .0216(13)  .0178(12)  -.0005(10)  .0018(10)  -.0012(10)
  C1  .0197(12)  .0192(18)  .0254(14)  .0058(12)  .0029(10)  -.0010(13)
  C2  .0181(12)  .0196(18)  .0263(14)  .0049(12)  .0029(10)  -.0001(13)
  C3  .0264(16)  .0219(15)  .0334(18)  .0034(13)  .0071(14)  .0059(14)
  C4  .0330(18)  .0186(16)  .047(2)  -.0035(14)  .0068(16)  -.0012(16)
  C5  .0240(16)  .0277(18)  .0384(19)  .0072(14)  .0016(14)  -.0109(15)
  C6  .039(2)  .035(2)  .054(3)  .0016(17)  .0028(18)  -.0187(19)
  C7  .045(2)  .057(3)  .044(2)  .011(2)  -.0048(18)  -.029(2)
  C8  .049(2)  .057(3)  .0271(19)  .023(2)  .0020(16)  -.0085(18)
  C9  .0347(16)  .039(2)  .0240(14)  .0117(19)  .0046(12)  -.0074(19)
  C10  .0241(15)  .0239(14)  .0238(15)  .0088(13)  .0040(12)  -.0034(13)
  C11  .0244(15)  .0233(15)  .0209(15)  .0017(13)  .0019(12)  .0040(12)
  C12  .0210(14)  .0224(15)  .0194(14)  .0004(12)  .0029(11)  .0038(12)
  C13  .0336(18)  .0185(15)  .0315(18)  -.0031(13)  .0042(14)  .0019(13)
  C14  .0334(19)  .0273(17)  .0384(19)  -.0062(15)  .0058(15)  .0031(15)
  C15  .0241(16)  .038(2)  .0305(18)  -.0023(15)  .0061(13)  .0078(16)
  C16  .0290(19)  .047(2)  .047(2)  -.0054(17)  .0106(17)  .0092(19)
  C17  .0277(18)  .061(3)  .039(2)  .0018(18)  .0124(15)  .0031(19)
  C18  .0354(19)  .047(3)  .041(2)  .0139(16)  .0131(15)  .0022(17)
  C19  .0296(16)  .035(2)  .0351(17)  .0054(14)  .0086(13)  .0026(14)
  C20  .0238(15)  .0302(17)  .0225(15)  .0021(13)  .0034(12)  .0048(13)
  C21  .0196(14)  .0221(15)  .0202(15)  .0041(12)  .0003(11)  .0018(12)
  C22  .0245(15)  .0184(15)  .0219(15)  .0039(12)  .0040(12)  .0036(12)
  C23  .0192(14)  .0219(15)  .0210(15)  -.0005(12)  .0035(12)  -.0009(12)
  C24  .0254(15)  .0229(16)  .0202(15)  .0010(13)  .0041(12)  .0003(12)
  C25  .0226(13)  .0248(16)  .0230(13)  .0044(15)  .0042(10)  .0085(16)
  C26  .0292(17)  .0318(17)  .0247(16)  -.0019(14)  .0064(13)  -.0014(14)
  C27  .0336(19)  .0351(19)  .0288(17)  -.0012(15)  .0013(14)  .0013(15)
  C28  .0208(16)  .0360(19)  .041(2)  -.0022(14)  .0025(14)  .0143(16)
  C29  .0251(16)  .0403(19)  .0315(18)  .0043(15)  .0106(14)  .0112(16)
  C30  .0283(14)  .0300(17)  .0268(14)  .0068(18)  .0072(11)  .0063(18)
  C31  .0269(16)  .0310(17)  .0292(17)  -.0078(14)  .0052(13)  -.0122(14)
  C32  .0266(16)  .0288(17)  .0301(17)  .0070(14)  .0082(14)  .0047(14)
  Cl1  .0608(8)  .0672(8)  .0904(10)  -.0082(6)  .0197(7)  -.0177(8)
  Cl2  .0865(10)  .0542(8)  .1060(12)  .0151(7)  .0139(9)  -.0224(8)
  C33  .051(2)  .033(2)  .059(3)  -.0001(19)  -.003(2)  -.005(2)
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
  O24 C24 . 1.419(4) ?
  O24 H24 .  .84 ?
  N1 C31 . 1.503(4) ?
  N1 C21 . 1.529(4) ?
  N1 C22 . 1.541(4) ?
  N1 C23 . 1.551(4) ?
  C1 C2 . 1.382(4) ?
  C1 C10 . 1.434(4) ?
  C1 C11 . 1.492(4) ?
  C2 C3 . 1.420(4) ?
  C2 C21 . 1.505(4) ?
  C3 C4 . 1.361(5) ?
  C3 H3 .  .95 ?
  C4 C5 . 1.422(5) ?
  C4 H4 .  .95 ?
  C5 C6 . 1.411(5) ?
  C5 C10 . 1.429(5) ?
  C6 C7 . 1.356(6) ?
  C6 H6 .  .95 ?
  C7 C8 . 1.410(7) ?
  C7 H7 .  .95 ?
  C8 C9 . 1.371(5) ?
  C8 H8 .  .95 ?
  C9 C10 . 1.425(5) ?
  C9 H9 .  .95 ?
  C11 C12 . 1.390(4) ?
  C11 C20 . 1.437(4) ?
  C12 C13 . 1.406(4) ?
  C12 C22 . 1.507(4) ?
  C13 C14 . 1.375(5) ?
  C13 H13 .  .95 ?
  C14 C15 . 1.412(5) ?
  C14 H14 .  .95 ?
  C15 C20 . 1.421(5) ?
  C15 C16 . 1.443(5) ?
  C16 C17 . 1.347(6) ?
  C16 H16 .  .95 ?
  C17 C18 . 1.401(6) ?
  C17 H17 .  .95 ?
  C18 C19 . 1.374(5) ?
  C18 H18 .  .95 ?
  C19 C20 . 1.422(5) ?
  C19 H19 .  .95 ?
  C21 H211 .  .99 ?
  C21 H212 .  .99 ?
  C22 H221 .  .99 ?
  C22 H222 .  .99 ?
  C23 C32 . 1.514(4) ?
  C23 C24 . 1.538(4) ?
  C23 H23 . 1.00 ?
  C24 C25 . 1.533(4) ?
  C24 H241 . 1.00 ?
  C25 C26 . 1.396(5) ?
  C25 C30 . 1.398(4) ?
  C26 C27 . 1.382(5) ?
  C26 H26 .  .95 ?
  C27 C28 . 1.400(5) ?
  C27 H27 .  .95 ?
  C28 C29 . 1.381(5) ?
  C28 H28 .  .95 ?
  C29 C30 . 1.395(5) ?
  C29 H29 .  .95 ?
  C30 H30 .  .95 ?
  C31 H311 .  .98 ?
  C31 H312 .  .98 ?
  C31 H313 .  .98 ?
  C32 H321 .  .98 ?
  C32 H322 .  .98 ?
  C32 H323 .  .98 ?
  Cl1 C33 . 1.748(4) ?
  Cl2 C33 . 1.759(4) ?
  C33 H331 .  .99 ?
  C33 H332 .  .99 ?