#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012885.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_2012885
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o503
_journal_page_last  o506
_publ_section_title
;
Two optically active isoquinoline derivatives
;
loop_
_publ_author_name
  'Gzella, Andrzej'
  'Br\'ozda, Danuta'
  'Koroniak, Lukasz'
  'Rozwadowska, Maria D.'
_chemical_formula_moiety  'C17 H17 N O2'
_chemical_formula_sum  'C17 H17 N O2'
_chemical_formula_iupac  'C17 H17 N O2'
_chemical_formula_weight  267.32
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  11.097(2)
_cell_length_b  11.742(2)
_cell_length_c  21.829(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2844.3(9)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.248
_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
  C13A 0.2552(2) 0.11568(18) 0.06544(10) 0.0761(6) Uani d D 1 . . C
  H13A 0.2594 0.1469 0.0244 0.091 Uiso calc P 0.67 A 1 H
  H13B 0.3368 0.0980 0.0781 0.091 Uiso calc P 0.67 B 1 H
  H13C 0.1897 0.0663 0.0528 0.091 Uiso calc P 0.33 C 2 H
  H13D 0.2873 0.1519 0.0290 0.091 Uiso calc P 0.33 D 2 H
  O141 0.1926(3) 0.01901(19) 0.06332(11) 0.0846(7) Uani d PD 0.67 E 1 O
  H141 0.1860 -0.0071 0.0980 0.127 Uiso calc PR 0.67 E 1 H
  O142 0.3396(5) 0.0537(4) 0.0905(2) 0.0858(14) Uani d PD 0.33 E 2 O
  H142 0.3171 0.0317 0.1243 0.129 Uiso calc PR 0.33 E 2 H
  C1A 0.0593(2) 0.2901(2) 0.03364(10) 0.0721(6) Uani d . 1 E . C
  H1A -0.0168 0.3305 0.0356 0.087 Uiso calc . 1 . . H
  H1B 0.0521 0.2316 0.0025 0.087 Uiso calc . 1 . . H
  N2A 0.08189(15) 0.23617(14) 0.09232(8) 0.0602(4) Uani d . 1 . . N
  C3A 0.20542(18) 0.20721(16) 0.10803(9) 0.0576(4) Uani d . 1 E . C
  H3A 0.2060 0.1770 0.1499 0.069 Uiso calc . 1 . . H
  C4A 0.28248(15) 0.31543(15) 0.10701(8) 0.0501(4) Uani d . 1 . . C
  H4A 0.3671 0.2916 0.1065 0.060 Uiso calc . 1 . . H
  C5A 0.34444(19) 0.46413(19) 0.03081(9) 0.0662(5) Uani d . 1 . . C
  H5A 0.4143 0.4736 0.0538 0.079 Uiso calc . 1 . . H
  C6A 0.3280(2) 0.5295(2) -0.02021(9) 0.0768(6) Uani d . 1 E . C
  H6A 0.3858 0.5829 -0.0315 0.092 Uiso calc . 1 . . H
  C7A 0.2259(2) 0.5160(2) -0.05456(8) 0.0761(6) Uani d . 1 . . C
  H7A 0.2140 0.5598 -0.0896 0.091 Uiso calc . 1 . . H
  C8A 0.1412(2) 0.4376(2) -0.03704(8) 0.0706(6) Uani d . 1 E . C
  H8A 0.0722 0.4283 -0.0607 0.085 Uiso calc . 1 . . H
  C9A 0.15619(17) 0.37149(17) 0.01535(7) 0.0546(4) Uani d . 1 . . C
  C10A 0.26035(17) 0.38422(16) 0.04944(7) 0.0512(4) Uani d . 1 E . C
  C11A -0.0091(2) 0.20697(19) 0.12830(12) 0.0824(7) Uani d . 1 E . C
  H11A 0.0089 0.1688 0.1645 0.099 Uiso calc . 1 . . H
  O12A -0.11522(18) 0.22665(16) 0.11723(11) 0.1083(7) Uani d . 1 . . O
  C15A 0.26296(16) 0.38446(14) 0.16516(7) 0.0497(4) Uani d . 1 E . C
  C16A 0.33664(17) 0.36730(16) 0.21531(8) 0.0543(4) Uani d . 1 . . C
  H16A 0.3998 0.3154 0.2126 0.065 Uiso calc . 1 . . H
  C17A 0.3181(2) 0.42578(18) 0.26920(8) 0.0633(5) Uani d . 1 E . C
  H17A 0.3681 0.4121 0.3026 0.076 Uiso calc . 1 . . H
  C18A 0.2267(2) 0.50394(18) 0.27414(8) 0.0667(5) Uani d . 1 . . C
  H18A 0.2145 0.5436 0.3105 0.080 Uiso calc . 1 . . H
  C19A 0.1533(2) 0.52245(19) 0.22400(10) 0.0718(5) Uani d . 1 E . C
  H19A 0.0912 0.5754 0.2265 0.086 Uiso calc . 1 . . H
  C20A 0.1711(2) 0.46338(18) 0.17050(8) 0.0641(5) Uani d . 1 . . C
  H20A 0.1206 0.4767 0.1373 0.077 Uiso calc . 1 . . H
  C1B 0.62307(18) 0.54871(19) 0.23088(8) 0.0622(5) Uani d . 1 . . C
  H1C 0.6429 0.5952 0.2662 0.075 Uiso calc . 1 . . H
  H1D 0.5648 0.4921 0.2439 0.075 Uiso calc . 1 . . H
  N2B 0.73146(13) 0.49106(12) 0.20993(6) 0.0497(3) Uani d . 1 . . N
  C3B 0.73796(16) 0.45876(14) 0.14550(7) 0.0498(4) Uani d . 1 . . C
  H3B 0.8179 0.4263 0.1380 0.060 Uiso calc . 1 . . H
  C4B 0.72498(16) 0.56558(14) 0.10552(7) 0.0486(4) Uani d . 1 . . C
  H4B 0.7131 0.5401 0.0632 0.058 Uiso calc . 1 . . H
  C5B 0.5557(2) 0.70084(19) 0.08187(10) 0.0678(5) Uani d . 1 . . C
  H5B 0.5858 0.7063 0.0422 0.081 Uiso calc . 1 . . H
  C6B 0.4548(2) 0.7618(2) 0.09765(13) 0.0834(7) Uani d . 1 . . C
  H6B 0.4181 0.8091 0.0690 0.100 Uiso calc . 1 . . H
  C7B 0.40838(19) 0.7529(2) 0.15547(13) 0.0756(6) Uani d . 1 . . C
  H7B 0.3397 0.7938 0.1660 0.091 Uiso calc . 1 . . H
  C8B 0.46325(17) 0.68334(18) 0.19823(9) 0.0622(5) Uani d . 1 . . C
  H8B 0.4309 0.6771 0.2374 0.075 Uiso calc . 1 . . H
  C9B 0.56669(15) 0.62259(15) 0.18295(8) 0.0511(4) Uani d . 1 . . C
  C10B 0.61378(16) 0.63103(15) 0.12405(8) 0.0511(4) Uani d . 1 . . C
  C11B 0.81414(19) 0.45985(16) 0.24987(9) 0.0610(5) Uani d . 1 . . C
  H11B 0.8804 0.4200 0.2350 0.073 Uiso calc . 1 . . H
  O12B 0.81079(15) 0.47911(14) 0.30505(7) 0.0798(4) Uani d . 1 . . O
  C13B 0.6443(2) 0.36826(17) 0.12960(9) 0.0635(5) Uani d . 1 . . C
  H13E 0.5644 0.4000 0.1356 0.076 Uiso calc . 1 . . H
  H13F 0.6522 0.3485 0.0866 0.076 Uiso calc . 1 . . H
  O14B 0.65508(16) 0.26995(12) 0.16451(8) 0.0815(5) Uani d . 1 . . O
  H14B 0.7230 0.2435 0.1604 0.122 Uiso calc R 1 . . H
  C15B 0.83979(16) 0.63570(14) 0.10703(7) 0.0475(4) Uani d . 1 . . C
  C16B 0.93209(18) 0.61088(15) 0.06707(8) 0.0574(4) Uani d . 1 . . C
  H16B 0.9216 0.5541 0.0379 0.069 Uiso calc . 1 . . H
  C17B 1.04020(19) 0.66921(18) 0.06970(10) 0.0668(5) Uani d . 1 . . C
  H17B 1.1021 0.6505 0.0428 0.080 Uiso calc . 1 . . H
  C18B 1.05664(18) 0.75407(19) 0.11155(11) 0.0692(5) Uani d . 1 . . C
  H18B 1.1293 0.7934 0.1131 0.083 Uiso calc . 1 . . H
  C19B 0.9655(2) 0.78099(19) 0.15125(11) 0.0700(5) Uani d . 1 . . C
  H19B 0.9760 0.8395 0.1795 0.084 Uiso calc . 1 . . H
  C20B 0.85793(18) 0.72153(17) 0.14958(9) 0.0611(5) Uani d . 1 . . C
  H20B 0.7972 0.7394 0.1773 0.073 Uiso calc . 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
  C13A 0.0903(16) 0.0638(12) 0.0744(13) 0.0142(12) 0.0135(12) -0.0090(10)
  O141 0.1097(19) 0.0600(13) 0.0839(14) -0.0124(13) 0.0135(14) -0.0171(11)
  O142 0.077(3) 0.084(3) 0.097(3) 0.032(3) 0.005(3) -0.002(3)
  C1A 0.0571(12) 0.0873(15) 0.0720(13) -0.0061(11) -0.0037(9) -0.0105(11)
  N2A 0.0529(9) 0.0579(9) 0.0699(10) -0.0036(7) 0.0124(7) -0.0074(7)
  C3A 0.0642(12) 0.0540(9) 0.0547(9) 0.0041(8) 0.0088(8) 0.0002(8)
  C4A 0.0467(9) 0.0574(9) 0.0464(8) 0.0032(7) -0.0011(7) 0.0035(7)
  C5A 0.0602(12) 0.0800(13) 0.0584(10) -0.0109(11) 0.0013(9) 0.0102(9)
  C6A 0.0867(16) 0.0845(15) 0.0592(11) -0.0111(13) 0.0122(11) 0.0157(10)
  C7A 0.1014(18) 0.0828(14) 0.0440(9) 0.0088(13) 0.0081(10) 0.0105(9)
  C8A 0.0714(14) 0.0930(15) 0.0474(9) 0.0159(12) -0.0115(9) -0.0078(10)
  C9A 0.0526(10) 0.0670(11) 0.0442(8) 0.0051(9) -0.0012(7) -0.0067(7)
  C10A 0.0500(9) 0.0607(10) 0.0429(8) 0.0013(8) 0.0033(7) 0.0006(7)
  C11A 0.0759(16) 0.0566(12) 0.1148(19) -0.0038(11) 0.0427(14) -0.0098(12)
  O12A 0.0683(11) 0.0838(11) 0.173(2) -0.0058(9) 0.0463(12) -0.0091(12)
  C15A 0.0524(9) 0.0509(9) 0.0459(8) -0.0009(8) 0.0005(7) 0.0063(7)
  C16A 0.0528(10) 0.0602(10) 0.0498(9) -0.0021(8) -0.0039(7) 0.0092(7)
  C17A 0.0719(13) 0.0728(12) 0.0454(9) -0.0092(10) -0.0044(8) 0.0052(8)
  C18A 0.0878(15) 0.0626(11) 0.0497(9) -0.0085(11) 0.0067(9) -0.0027(8)
  C19A 0.0820(15) 0.0622(11) 0.0713(12) 0.0129(11) 0.0076(11) -0.0021(9)
  C20A 0.0720(13) 0.0685(11) 0.0519(9) 0.0144(10) -0.0066(9) 0.0027(8)
  C1B 0.0579(12) 0.0787(13) 0.0501(9) 0.0092(10) 0.0036(8) -0.0005(9)
  N2B 0.0472(8) 0.0517(7) 0.0501(7) 0.0030(6) -0.0010(6) 0.0002(6)
  C3B 0.0479(9) 0.0481(8) 0.0534(9) -0.0016(7) 0.0044(7) -0.0047(7)
  C4B 0.0495(9) 0.0542(9) 0.0421(7) -0.0036(7) 0.0005(7) -0.0051(7)
  C5B 0.0621(13) 0.0720(13) 0.0695(12) 0.0013(10) -0.0089(9) 0.0117(10)
  C6B 0.0683(15) 0.0827(15) 0.0992(18) 0.0117(12) -0.0204(13) 0.0167(13)
  C7B 0.0489(11) 0.0757(14) 0.1022(17) 0.0127(10) -0.0092(11) -0.0061(12)
  C8B 0.0437(10) 0.0714(12) 0.0715(12) 0.0012(9) 0.0016(8) -0.0090(9)
  C9B 0.0402(8) 0.0568(10) 0.0564(9) 0.0006(7) -0.0030(7) -0.0048(7)
  C10B 0.0440(9) 0.0533(9) 0.0559(9) -0.0032(7) -0.0063(7) -0.0014(8)
  C11B 0.0605(12) 0.0538(10) 0.0687(12) 0.0044(9) -0.0126(9) 0.0007(8)
  O12B 0.0965(12) 0.0782(9) 0.0647(8) 0.0145(9) -0.0252(8) -0.0028(7)
  C13B 0.0640(12) 0.0591(10) 0.0674(11) -0.0135(9) 0.0057(9) -0.0060(9)
  O14B 0.0831(11) 0.0587(8) 0.1028(11) -0.0066(8) 0.0300(9) 0.0057(8)
  C15B 0.0489(9) 0.0478(8) 0.0457(8) 0.0017(7) 0.0012(7) 0.0021(7)
  C16B 0.0609(11) 0.0564(10) 0.0550(9) 0.0015(9) 0.0116(8) 0.0014(8)
  C17B 0.0549(12) 0.0670(12) 0.0786(13) 0.0045(9) 0.0186(10) 0.0151(10)
  C18B 0.0492(11) 0.0631(11) 0.0954(15) -0.0030(9) -0.0045(11) 0.0145(11)
  C19B 0.0586(12) 0.0655(12) 0.0861(14) -0.0058(10) -0.0078(11) -0.0151(10)
  C20B 0.0528(11) 0.0608(11) 0.0698(11) -0.0016(9) 0.0040(9) -0.0145(9)
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
  C13A O142 . 1.306(5) ?
  C13A O141 . 1.331(3) ?
  C13A C3A . 1.525(3) ?
  C13A H13A . 0.97 ?
  C13A H13B . 0.97 ?
  C13A H13C . 0.97 ?
  C13A H13D . 0.97 ?
  O141 H141 . 0.82 ?
  O142 H142 . 0.82 ?
  C1A N2A . 1.451(3) ?
  C1A C9A . 1.493(3) ?
  C1A H1A . 0.97 ?
  C1A H1B . 0.97 ?
  N2A C11A . 1.324(3) ?
  N2A C3A . 1.453(3) ?
  C3A C4A . 1.532(3) ?
  C3A H3A . 0.98 ?
  C4A C10A . 1.514(2) ?
  C4A C15A . 1.522(2) ?
  C4A H4A . 0.98 ?
  C5A C6A . 1.365(3) ?
  C5A C10A . 1.384(3) ?
  C5A H5A . 0.93 ?
  C6A C7A . 1.368(4) ?
  C6A H6A . 0.93 ?
  C7A C8A . 1.370(3) ?
  C7A H7A . 0.93 ?
  C8A C9A . 1.392(3) ?
  C8A H8A . 0.93 ?
  C9A C10A . 1.383(3) ?
  C11A O12A . 1.224(3) ?
  C11A H11A . 0.93 ?
  C15A C16A . 1.381(2) ?
  C15A C20A . 1.382(3) ?
  C16A C17A . 1.378(3) ?
  C16A H16A . 0.93 ?
  C17A C18A . 1.372(3) ?
  C17A H17A . 0.93 ?
  C18A C19A . 1.382(3) ?
  C18A H18A . 0.93 ?
  C19A C20A . 1.373(3) ?
  C19A H19A . 0.93 ?
  C20A H20A . 0.93 ?
  C1B N2B . 1.454(2) ?
  C1B C9B . 1.496(3) ?
  C1B H1C . 0.97 ?
  C1B H1D . 0.97 ?
  N2B C11B . 1.318(2) ?
  N2B C3B . 1.458(2) ?
  C3B C13B . 1.526(3) ?
  C3B C4B . 1.535(2) ?
  C3B H3B . 0.98 ?
  C4B C10B . 1.509(2) ?
  C4B C15B . 1.517(2) ?
  C4B H4B . 0.98 ?
  C5B C6B . 1.373(3) ?
  C5B C10B . 1.391(3) ?
  C5B H5B . 0.93 ?
  C6B C7B . 1.367(4) ?
  C6B H6B . 0.93 ?
  C7B C8B . 1.382(3) ?
  C7B H7B . 0.93 ?
  C8B C9B . 1.392(3) ?
  C8B H8B . 0.93 ?
  C9B C10B . 1.391(2) ?
  C11B O12B . 1.226(2) ?
  C11B H11B . 0.93 ?
  C13B O14B . 1.388(3) ?
  C13B H13E . 0.97 ?
  C13B H13F . 0.97 ?
  O14B H14B . 0.82 ?
  C15B C16B . 1.377(2) ?
  C15B C20B . 1.385(3) ?
  C16B C17B . 1.383(3) ?
  C16B H16B . 0.93 ?
  C17B C18B . 1.364(3) ?
  C17B H17B . 0.93 ?
  C18B C19B . 1.369(3) ?
  C18B H18B . 0.93 ?
  C19B C20B . 1.383(3) ?
  C19B H19B . 0.93 ?
  C20B H20B . 0.93 ?