#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008368.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_2008368
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  668
_journal_page_last  670
_publ_section_title
;
2-(2,3-Diphenylpiperazin-1-yl)ethylammonium chloride
;
loop_
_publ_author_name
  'Sarmistha Basu Majumder'
  'Monika Mukherjee'
  'Goutam Kumar Patra'
  'Dipankar Datta'
  'Madeleine Helliwell'
_chemical_formula_moiety  'C18 H24 N3 +.Cl- '
_chemical_formula_sum  'C18 H24 Cl N3'
_chemical_formula_structural  'C18 H24 Cl N3'
_chemical_formula_analytical  'C18 H24 Cl N3'
_chemical_formula_weight  317.85
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x+1/2, -y, z+1/2'
  '-x, -y, -z'
  '-x-1/2, y-1/2, z'
  'x, -y-1/2, z-1/2'
  'x-1/2, y, -z-1/2'
_cell_length_a  13.585(2)
_cell_length_b  35.391(7)
_cell_length_c  7.067(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  3398.0(10)
_cell_formula_units_Z  8
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.243
_diffrn_ambient_temperature  296.2
_refine_ls_R_factor_obs  0.0561
_refine_ls_wR_factor_obs  0.1371
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  Cl 0.36663(7) 0.21005(2) 0.06956(14) 0.0525(3) Uani d . 1 . Cl
  N1 0.2382(2) 0.32845(8) -0.0691(4) 0.0420(7) Uani d . 1 . N
  N2 0.0923(2) 0.32753(7) 0.2226(4) 0.0379(6) Uani d . 1 . N
  N3 -0.0850(2) 0.29555(8) 0.3798(4) 0.0462(7) Uani d . 1 . N
  C1 0.2074(3) 0.39631(10) -0.1286(5) 0.0426(8) Uani d . 1 . C
  C2 0.1506(3) 0.41894(10) -0.2452(6) 0.0504(9) Uani d . 1 . C
  C3 0.1821(3) 0.45455(11) -0.2978(6) 0.0600(11) Uani d . 1 . C
  C4 0.2712(4) 0.46786(11) -0.2365(7) 0.0649(12) Uani d . 1 . C
  C5 0.3291(3) 0.44580(13) -0.1251(7) 0.0683(12) Uani d . 1 . C
  C6 0.2980(3) 0.41028(11) -0.0694(6) 0.0547(10) Uani d . 1 . C
  C7 0.1665(2) 0.35932(9) -0.0564(5) 0.0385(8) Uani d . 1 . C
  C8 0.1870(3) 0.29348(9) -0.0200(6) 0.0454(9) Uani d . 1 . C
  C9 0.1580(2) 0.29540(9) 0.1845(5) 0.0442(8) Uani d . 1 . C
  C10 0.0706(3) 0.33042(10) 0.4247(5) 0.0467(8) Uani d . 1 . C
  C11 0.0068(3) 0.29817(11) 0.4932(6) 0.0502(9) Uani d . 1 . C
  C12 0.1323(2) 0.36346(9) 0.1502(5) 0.0369(7) Uani d . 1 . C
  C13 0.0550(2) 0.39408(9) 0.1596(5) 0.0405(8) Uani d . 1 . C
  C14 -0.0389(3) 0.38711(10) 0.0893(6) 0.0469(9) Uani d . 1 . C
  C15 -0.1072(3) 0.41573(11) 0.0802(6) 0.0571(10) Uani d . 1 . C
  C16 -0.0833(3) 0.45180(12) 0.1394(7) 0.0674(12) Uani d . 1 . C
  C17 0.0085(4) 0.45856(11) 0.2121(7) 0.0658(12) Uani d . 1 . C
  C18 0.0775(3) 0.42986(10) 0.2226(6) 0.0535(10) Uani d . 1 . C
  H1 0.2584 0.3277 -0.1842 0.042(10) Uiso d . 1 . H
  H3A -0.1244 0.2749 0.4256 0.119(12) Uiso d . 1 . H
  H3B -0.0687 0.2913 0.2495 0.119(12) Uiso d . 1 . H
  H3C -0.1213 0.3187 0.3916 0.119(12) Uiso d . 1 . H
  H2 0.0902 0.4101 -0.2889 0.049(11) Uiso d . 1 . H
  H3 0.1427 0.4695 -0.3748 0.061(12) Uiso d . 1 . H
  H4 0.2914 0.4920 -0.2708 0.067(12) Uiso d . 1 . H
  H5 0.3905 0.4545 -0.0876 0.079(14) Uiso d . 1 . H
  H6 0.3377 0.3957 0.0089 0.058(12) Uiso d . 1 . H
  H7 0.1092 0.3528 -0.1339 0.041(9) Uiso d . 1 . H
  H8A 0.2300 0.2720 -0.0412 0.037(9) Uiso d . 1 . H
  H8B 0.1289 0.2904 -0.0984 0.048(10) Uiso d . 1 . H
  H9A 0.1251 0.2721 0.2201 0.051(10) Uiso d . 1 . H
  H9B 0.2168 0.2978 0.2619 0.053(11) Uiso d . 1 . H
  H10A 0.0375 0.3542 0.4492 0.075(14) Uiso d . 1 . H
  H10B 0.1321 0.3305 0.4951 0.052(11) Uiso d . 1 . H
  H11A 0.0430 0.2746 0.4830 0.056(12) Uiso d . 1 . H
  H11B -0.0097 0.3020 0.6253 0.070(13) Uiso d . 1 . H
  H12 0.1885 0.3709 0.2287 0.035(9) Uiso d . 1 . H
  H14 -0.0557 0.3630 0.0475 0.042(9) Uiso d . 1 . H
  H15 -0.1701 0.4107 0.0344 0.054(11) Uiso d . 1 . H
  H16 -0.1292 0.4712 0.1301 0.092(16) Uiso d . 1 . H
  H17 0.0245 0.4826 0.2552 0.069(13) Uiso d . 1 . H
  H18 0.1396 0.4348 0.2728 0.061(12) 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 0.0618(5) 0.0490(5) 0.0469(5) 0.0013(4) 0.0019(5) 0.0019(4)
  N1 0.0435(15) 0.0432(15) 0.039(2) 0.0008(12) 0.0040(14) -0.0016(14)
  N2 0.0347(13) 0.0381(13) 0.041(2) -0.0026(11) -0.0013(13) 0.0011(12)
  N3 0.0365(14) 0.051(2) 0.051(2) -0.0013(12) 0.0017(14) 0.0032(14)
  C1 0.047(2) 0.041(2) 0.040(2) -0.0015(15) 0.004(2) -0.0026(15)
  C2 0.056(2) 0.047(2) 0.049(2) 0.002(2) 0.002(2) 0.000(2)
  C3 0.077(3) 0.048(2) 0.055(3) 0.011(2) 0.005(2) 0.005(2)
  C4 0.085(3) 0.043(2) 0.067(3) -0.008(2) 0.017(3) 0.001(2)
  C5 0.065(3) 0.067(3) 0.073(3) -0.024(2) 0.006(2) -0.003(2)
  C6 0.052(2) 0.058(2) 0.055(2) -0.009(2) -0.003(2) 0.007(2)
  C7 0.037(2) 0.038(2) 0.040(2) -0.0003(13) -0.002(2) -0.0004(15)
  C8 0.045(2) 0.036(2) 0.056(2) 0.0032(15) -0.002(2) -0.003(2)
  C9 0.041(2) 0.037(2) 0.055(2) -0.0003(14) -0.007(2) 0.004(2)
  C10 0.046(2) 0.055(2) 0.039(2) -0.005(2) -0.001(2) 0.000(2)
  C11 0.045(2) 0.060(2) 0.045(2) -0.002(2) -0.002(2) 0.009(2)
  C12 0.033(2) 0.0358(15) 0.042(2) -0.0042(13) -0.0016(15) -0.0025(14)
  C13 0.040(2) 0.042(2) 0.040(2) -0.0013(14) 0.005(2) 0.0013(15)
  C14 0.044(2) 0.045(2) 0.052(2) 0.0018(15) -0.001(2) -0.002(2)
  C15 0.047(2) 0.063(2) 0.061(3) 0.011(2) -0.001(2) 0.004(2)
  C16 0.071(3) 0.056(2) 0.075(3) 0.022(2) 0.004(3) -0.004(2)
  C17 0.080(3) 0.044(2) 0.073(3) 0.005(2) 0.002(3) -0.015(2)
  C18 0.053(2) 0.048(2) 0.060(3) -0.002(2) -0.002(2) -0.006(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
  N1 C8 . 1.462(4) yes
  N1 C7 . 1.466(4) yes
  N1 H1 . 0.859 no
  N2 C10 . 1.462(5) yes
  N2 C9 . 1.470(4) yes
  N2 C12 . 1.475(4) yes
  N3 C11 . 1.486(5) yes
  N3 H3A . 0.960 no
  N3 H3B . 0.959 no
  N3 H3C . 0.960 no
  C1 C2 . 1.384(5) no
  C1 C6 . 1.390(5) no
  C1 C7 . 1.511(5) yes
  C2 C3 . 1.382(5) no
  C2 H2 . 0.931 no
  C3 C4 . 1.369(6) no
  C3 H3 . 0.928 no
  C4 C5 . 1.360(6) no
  C4 H4 . 0.928 no
  C5 C6 . 1.384(6) no
  C5 H5 . 0.928 no
  C6 H6 . 0.929 no
  C7 C12 . 1.540(5) yes
  C7 H7 . 0.980 no
  C8 C9 . 1.499(5) yes
  C8 H8A . 0.971 no
  C8 H8B . 0.971 no
  C9 H9A . 0.970 no
  C9 H9B . 0.972 no
  C10 C11 . 1.513(5) yes
  C10 H10A . 0.969 no
  C10 H10B . 0.972 no
  C11 H11A . 0.971 no
  C11 H11B . 0.969 no
  C12 C13 . 1.511(4) yes
  C12 H12 . 0.980 no
  C13 C18 . 1.377(5) no
  C13 C14 . 1.391(5) no
  C14 C15 . 1.375(5) no
  C14 H14 . 0.933 no
  C15 C16 . 1.382(6) no
  C15 H15 . 0.931 no
  C16 C17 . 1.370(6) no
  C16 H16 . 0.931 no
  C17 C18 . 1.384(5) no
  C17 H17 . 0.931 no
  C18 H18 . 0.932 no