#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202177.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_2202177
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o183
_journal_page_last  o185
_publ_section_title
;
Bis(cinchonidinium) L-tartrate dihydrate
;
loop_
_publ_author_name
  'Zhang, Hui'
  'Lin, Zhong-Yu'
  'Zhou, Zhao-Hui'
  'Ng, Seik Weng'
_chemical_formula_moiety  '2C19 H23 N2 O 1+, C4 H4 O6 2-, 2H2 O'
_chemical_formula_sum  'C42 H54 N4 O10'
_chemical_formula_iupac  '2C19 H23 N2 O 1+, C4 H4 O6 2-, 2H2 O'
_chemical_formula_weight  774.89
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'C 2'
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  19.960(3)
_cell_length_b  6.625(2)
_cell_length_c  15.530(2)
_cell_angle_alpha  90
_cell_angle_beta  106.680(10)
_cell_angle_gamma  90
_cell_volume  1967.2(7)
_cell_formula_units_Z  2
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.308
_diffrn_ambient_temperature  296(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
  O1 0.79220(10)
  0.5001(4) 0.2810(2) 0.0533(6) Uani d D 1 . . O
  O2 0.86930(10)
  0.9863(4) 0.4509(2) 0.0513(6) Uani d . 1 . . O
  O3 0.87960(10)
  1.2929(5) 0.5111(2) 0.0637(7) Uani d . 1 . . O
  O4 1.01140(10)
  1.2489(5) 0.60070(10)
  0.0616(8) Uani d D 1 . . O
  O1W 0.9137(2) 0.6346(6) 0.3968(3) 0.0970(10)
  Uani d D 1 . . O
  N1 0.74180(10)
  0.1056(5) 0.35040(10)
  0.0399(6) Uani d D 1 . . N
  N2 0.8394(2) 0.2624(9) -0.0033(2) 0.0770(10)
  Uani d . 1 . . N
  C1 0.8650(2) 0.1144(8) 0.0583(2) 0.0610(10)
  Uani d . 1 . . C
  C2 0.9005(2) -0.0500(10)
  0.0336(3) 0.082(2) Uani d . 1 . . C
  C3 0.9278(2) -0.2020(10)
  0.0925(4) 0.088(2) Uani d . 1 . . C
  C4 0.9216(2) -0.1971(9) 0.1799(3) 0.0710(10)
  Uani d . 1 . . C
  C5 0.8881(2) -0.0391(6) 0.2064(2) 0.0535(9) Uani d . 1 . . C
  C6 0.8584(2) 0.1200(7) 0.1475(2) 0.0478(8) Uani d . 1 . . C
  C7 0.82210(10)
  0.2872(6) 0.1703(2) 0.0432(8) Uani d . 1 . . C
  C8 0.7973(2) 0.4341(7) 0.1073(2) 0.0560(10)
  Uani d . 1 . . C
  C9 0.8069(2) 0.4119(9) 0.0210(2) 0.0700(10)
  Uani d . 1 . . C
  C10 0.80840(10)
  0.3008(5) 0.2614(2) 0.0384(7) Uani d . 1 . . C
  C11 0.74690(10)
  0.1606(5) 0.2585(2) 0.0367(7) Uani d . 1 . . C
  C12 0.67550(10)
  0.2438(6) 0.2035(2) 0.0464(8) Uani d . 1 . . C
  C13 0.6214(2) 0.1976(6) 0.2525(2) 0.0469(8) Uani d . 1 . . C
  C14 0.7135(2) 0.2716(7) 0.3954(2) 0.0524(9) Uani d . 1 . . C
  C15 0.6391(2) 0.3218(8) 0.3399(2) 0.0650(10)
  Uani d . 1 . . C
  C16 0.6954(2) -0.0770(6) 0.3405(2) 0.0476(8) Uani d . 1 . . C
  C17 0.6222(2) -0.0257(6) 0.2769(2) 0.0451(8) Uani d . 1 . . C
  C18 0.6014(2) -0.1598(7) 0.1960(2) 0.0620(10)
  Uani d . 1 . . C
  C19 0.5421(3) -0.2490(10)
  0.1680(4) 0.117(2) Uani d . 1 . . C
  C20 0.9040(2) 1.1285(6) 0.4975(2) 0.0413(7) Uani d . 1 . . C
  C21 0.98270(10)
  1.0962(6) 0.5379(2) 0.0392(7) Uani d . 1 . . C
  H1O 0.8300(10)
  0.561(6) 0.308(2) 0.064 Uiso d D 1 . . H
  H4O 0.982(2) 1.341(5) 0.599(3) 0.074 Uiso d D 1 . . H
  H1W1 0.897(3) 0.735(5) 0.419(4) 0.117 Uiso d D 1 . . H
  H1W2 0.911(3) 0.531(5) 0.430(3) 0.117 Uiso d D 1 . . H
  H1N 0.7830(10)
  0.069(6) 0.381(2) 0.048 Uiso d D 1 . . H
  H2 0.9053 -0.0546 -0.0242 0.099 Uiso calc R 1 . . H
  H3 0.9507 -0.3094 0.0744 0.106 Uiso calc R 1 . . H
  H4 0.9402 -0.3009 0.2199 0.085 Uiso calc R 1 . . H
  H5 0.8849 -0.0365 0.2649 0.064 Uiso calc R 1 . . H
  H8 0.7745 0.5468 0.1209 0.068 Uiso calc R 1 . . H
  H9 0.7885 0.5116 -0.0214 0.084 Uiso calc R 1 . . H
  H10 0.8498 0.2544 0.3081 0.046 Uiso calc R 1 . . H
  H11 0.7549 0.0351 0.2295 0.044 Uiso calc R 1 . . H
  H12a 0.6786 0.3885 0.1960 0.056 Uiso calc R 1 . . H
  H12b 0.6617 0.1819 0.1445 0.056 Uiso calc R 1 . . H
  H13 0.5748 0.2349 0.2144 0.056 Uiso calc R 1 . . H
  H14a 0.7428 0.3904 0.4009 0.063 Uiso calc R 1 . . H
  H14b 0.7136 0.2295 0.4552 0.063 Uiso calc R 1 . . H
  H15a 0.6352 0.4648 0.3259 0.078 Uiso calc R 1 . . H
  H15b 0.6065 0.2896 0.3737 0.078 Uiso calc R 1 . . H
  H16a 0.6913 -0.1172 0.3988 0.057 Uiso calc R 1 . . H
  H16b 0.7156 -0.1885 0.3160 0.057 Uiso calc R 1 . . H
  H17 0.5881 -0.0454 0.3107 0.054 Uiso calc R 1 . . H
  H18 0.6336 -0.1795 0.1638 0.075 Uiso calc R 1 . . H
  H19a 0.5086 -0.2327 0.1986 0.140 Uiso calc R 1 . . H
  H19b 0.5325 -0.3306 0.1171 0.140 Uiso calc R 1 . . H
  H21 0.9906 0.9651 0.5683 0.047 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
  O1 0.0540(10)
  0.0490(10)
  0.0530(10)
  -0.0040(10)
  0.0110(10)
  -0.0070(10)
  O2 0.0340(10)
  0.0560(10)
  0.0540(10)
  -0.0040(10)
  -0.0020(10)
  0.0060(10)
  O3 0.0460(10)
  0.085(2) 0.0590(10)
  0.011(2) 0.0140(10)
  -0.016(2)
  O4 0.0480(10)
  0.095(2) 0.0410(10)
  -0.007(2) 0.0120(10)
  -0.024(2)
  O1W 0.098(2) 0.055(2) 0.110(3) -0.002(2) -0.016(2) -0.010(2)
  N1 0.0290(10)
  0.061(2) 0.0280(10)
  0.0000(10)
  0.0050(10)
  0.0040(10)
  N2 0.061(2) 0.138(4) 0.0340(10)
  -0.027(3) 0.0150(10)
  -0.005(2)
  C1 0.044(2) 0.097(3) 0.041(2) -0.024(2) 0.0130(10)
  -0.018(2)
  C2 0.059(2) 0.130(5) 0.062(2) -0.030(3) 0.025(2) -0.049(3)
  C3 0.061(2) 0.103(4) 0.106(3) -0.018(3) 0.033(2) -0.055(4)
  C4 0.046(2) 0.079(3) 0.087(3) -0.005(2) 0.019(2) -0.018(3)
  C5 0.043(2) 0.062(2) 0.056(2) -0.006(2) 0.0160(10)
  -0.007(2)
  C6 0.0360(10)
  0.070(2) 0.0370(10)
  -0.015(2) 0.0110(10)
  -0.008(2)
  C7 0.0340(10)
  0.059(2) 0.0330(10)
  -0.014(2) 0.0050(10)
  0.001(2)
  C8 0.051(2) 0.071(3) 0.044(2) -0.011(2) 0.0090(10)
  0.012(2)
  C9 0.059(2) 0.107(4) 0.040(2) -0.019(3) 0.010(2) 0.019(2)
  C10 0.0350(10)
  0.044(2) 0.0320(10)
  -0.0020(10)
  0.0040(10)
  0.0010(10)
  C11 0.0340(10)
  0.049(2) 0.0260(10)
  -0.0010(10)
  0.0070(10)
  0.0020(10)
  C12 0.0370(10)
  0.059(2) 0.0350(10)
  -0.005(2) -0.0030(10)
  0.007(2)
  C13 0.0310(10)
  0.067(2) 0.0380(10)
  0.006(2) 0.0020(10)
  -0.005(2)
  C14 0.043(2) 0.080(3) 0.0330(10)
  0.001(2) 0.0090(10)
  -0.012(2)
  C15 0.049(2) 0.084(3) 0.057(2) 0.012(2) 0.006(2) -0.022(2)
  C16 0.038(2) 0.065(2) 0.0410(10)
  -0.005(2) 0.0120(10)
  0.011(2)
  C17 0.0320(10)
  0.070(2) 0.0350(10)
  -0.007(2) 0.0120(10)
  0.003(2)
  C18 0.059(2) 0.068(3) 0.052(2) -0.009(2) 0.003(2) -0.004(2)
  C19 0.078(3) 0.115(5) 0.137(4) -0.029(4) -0.002(3) -0.052(5)
  C20 0.0340(10)
  0.060(2) 0.0320(10)
  0.003(2) 0.0120(10)
  0.007(2)
  C21 0.0330(10)
  0.052(2) 0.0300(10)
  -0.002(2) 0.0060(10)
  0.0020(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
  O1 C10 . 1.413(4) yes
  O2 C20 . 1.267(4) yes
  O3 C20 . 1.236(5) yes
  O4 C21 . 1.407(4) yes
  N1 C14 . 1.497(5) yes
  N1 C11 . 1.505(3) yes
  N1 C16 . 1.505(5) yes
  N2 C9 . 1.298(7) yes
  N2 C1 . 1.363(6) yes
  C1 C2 . 1.409(7) yes
  C1 C6 . 1.429(4) yes
  C2 C3 . 1.366(8) yes
  C3 C4 . 1.399(6) yes
  C4 C5 . 1.366(6) yes
  C5 C6 . 1.410(5) yes
  C6 C7 . 1.423(5) yes
  C7 C8 . 1.369(5) yes
  C7 C10 . 1.519(4) yes
  C8 C9 . 1.414(5) yes
  C10 C11 . 1.528(4) yes
  C11 C12 . 1.539(4) yes
  C12 C13 . 1.518(4) yes
  C13 C17 . 1.527(6) yes
  C13 C15 . 1.539(5) yes
  C14 C15 . 1.525(4) yes
  C16 C17 . 1.548(4) yes
  C17 C18 . 1.497(5) yes
  C18 C19 . 1.284(6) yes
  C20 C21 . 1.530(4) yes
  C21 C21 2_756 1.526(5) yes
  O1 H1O . 0.840(10)
  no
  O4 H4O . 0.850(10)
  no
  O1W H1W1 . 0.870(10)
  no
  O1W H1W2 . 0.860(10)
  no
  N1 H1N . 0.870(10)
  no
  C2 H2 . 0.9300 no
  C3 H3 . 0.9300 no
  C4 H4 . 0.9300 no
  C5 H5 . 0.9300 no
  C8 H8 . 0.9300 no
  C9 H9 . 0.9300 no
  C10 H10 . 0.9800 no
  C11 H11 . 0.9800 no
  C12 H12a . 0.9700 no
  C12 H12b . 0.9700 no
  C13 H13 . 0.9800 no
  C14 H14a . 0.9700 no
  C14 H14b . 0.9700 no
  C15 H15a . 0.9700 no
  C15 H15b . 0.9700 no
  C16 H16a . 0.9700 no
  C16 H16b . 0.9700 no
  C17 H17 . 0.9800 no
  C18 H18 . 0.9300 no
  C19 H19a . 0.9300 no
  C19 H19b . 0.9300 no
  C21 H21 . 0.9800 no