#------------------------------------------------------------------------------
#$Date: 2011-09-28 16:24:46 +0200 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/01/2100136.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_2100136
_journal_name_full  'Acta Crystallographica, Section B'
_journal_year  2005
_journal_volume  61
_journal_page_first  103
_journal_page_last  114
_publ_section_title
;
Supramolecular structures of 1-phenylethylammonium tartrates
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
  'Turkington, David E.'
  'MacLean, Elizabeth J.'
  'Lough, Alan J.'
  'Ferguson, George'
  'Glidewell, Christopher'
_chemical_formula_moiety  '2(C8 H12 N), C4 H4 O6'
_chemical_formula_sum  'C20 H28 N2 O6'
_chemical_formula_weight  392.44
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  5.5620(2)
_cell_length_b  16.0630(3)
_cell_length_c  11.8260(4)
_cell_angle_alpha  90.00
_cell_angle_beta  103.2810(12)
_cell_angle_gamma  90.00
_cell_volume  1028.31(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  150.0(10)
_exptl_crystal_density_diffrn  1.267
_diffrn_ambient_temperature  150.0(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
  O1 -0.1580(3) 0.78816(10) 0.44636(15) 0.0356(4) Uani d . 1 . . O
  O2 0.1833(3) 0.85005(10) 0.54792(15) 0.0368(4) Uani d . 1 . . O
  O3 0.4876(3) 0.60682(11) 0.29174(16) 0.0419(4) Uani d . 1 . . O
  O4 0.2168(3) 0.54276(9) 0.37515(14) 0.0324(4) Uani d . 1 . . O
  O5 0.4621(3) 0.71189(10) 0.54093(13) 0.0294(3) Uani d . 1 . . O
  O6 0.3040(3) 0.75508(10) 0.30065(13) 0.0314(4) Uani d . 1 . . O
  C1 0.0678(4) 0.78956(13) 0.49291(18) 0.0261(4) Uani d . 1 . . C
  C2 0.2123(4) 0.70972(12) 0.48037(17) 0.0224(4) Uani d . 1 . . C
  C3 0.1882(4) 0.69053(13) 0.35161(18) 0.0246(4) Uani d . 1 . . C
  C4 0.3079(4) 0.60629(13) 0.33763(17) 0.0263(4) Uani d . 1 . . C
  N1 0.4500(3) 0.42380(10) 0.53992(14) 0.0237(4) Uani d . 1 . . N
  C11 0.4643(4) 0.49557(13) 0.72661(17) 0.0244(4) Uani d . 1 . . C
  C12 0.4416(4) 0.58029(14) 0.74569(18) 0.0276(4) Uani d . 1 . . C
  C13 0.3044(4) 0.60863(15) 0.8228(2) 0.0326(5) Uani d . 1 . . C
  C14 0.1926(4) 0.55224(16) 0.8827(2) 0.0369(5) Uani d . 1 . . C
  C15 0.2132(4) 0.46768(17) 0.8641(2) 0.0368(5) Uani d . 1 . . C
  C16 0.3480(4) 0.43945(14) 0.78661(19) 0.0304(5) Uani d . 1 . . C
  C17 0.6180(3) 0.46243(13) 0.64525(17) 0.0245(4) Uani d . 1 . . C
  C18 0.7785(4) 0.52599(14) 0.60186(19) 0.0273(4) Uani d . 1 . . C
  N2 -0.2307(3) 0.47010(11) 0.27975(14) 0.0252(4) Uani d . 1 . . N
  C21 -0.1154(4) 0.37692(12) 0.13222(18) 0.0245(4) Uani d . 1 . . C
  C22 0.1016(4) 0.35321(15) 0.2096(2) 0.0321(5) Uani d . 1 . . C
  C23 0.2448(4) 0.28855(16) 0.1819(2) 0.0368(5) Uani d . 1 . . C
  C24 0.1730(4) 0.24790(15) 0.0766(2) 0.0348(5) Uani d . 1 . . C
  C25 -0.0427(5) 0.27039(15) -0.0009(2) 0.0384(6) Uani d . 1 . . C
  C26 -0.1873(4) 0.33410(14) 0.02711(19) 0.0329(5) Uani d . 1 . . C
  C27 -0.2724(4) 0.44953(13) 0.15384(17) 0.0252(4) Uani d . 1 . . C
  C28 -0.2211(5) 0.52813(14) 0.09017(19) 0.0329(5) Uani d . 1 . . C
  H5 0.5448 0.7384 0.5018 0.044 Uiso calc R 1 . . H
  H6 0.4363 0.7371 0.2869 0.047 Uiso calc R 1 . . H
  H2 0.1319 0.6630 0.5137 0.027 Uiso calc R 1 . . H
  H3 0.0090 0.6882 0.3118 0.030 Uiso calc R 1 . . H
  H1A 0.5424 0.3961 0.4977 0.036 Uiso calc R 1 . . H
  H1B 0.3612 0.4645 0.4954 0.036 Uiso calc R 1 . . H
  H1C 0.3452 0.3875 0.5631 0.036 Uiso calc R 1 . . H
  H12 0.5204 0.6193 0.7057 0.033 Uiso calc R 1 . . H
  H13 0.2877 0.6667 0.8343 0.039 Uiso calc R 1 . . H
  H14 0.1018 0.5715 0.9365 0.044 Uiso calc R 1 . . H
  H15 0.1348 0.4289 0.9046 0.044 Uiso calc R 1 . . H
  H16 0.3613 0.3814 0.7743 0.036 Uiso calc R 1 . . H
  H17 0.7285 0.4177 0.6872 0.029 Uiso calc R 1 . . H
  H18A 0.6733 0.5690 0.5567 0.041 Uiso calc R 1 . . H
  H18B 0.8736 0.4982 0.5526 0.041 Uiso calc R 1 . . H
  H18C 0.8921 0.5518 0.6683 0.041 Uiso calc R 1 . . H
  H2A -0.0786 0.4934 0.3046 0.038 Uiso calc R 1 . . H
  H2B -0.2401 0.4228 0.3208 0.038 Uiso calc R 1 . . H
  H2C -0.3482 0.5067 0.2907 0.038 Uiso calc R 1 . . H
  H22 0.1526 0.3813 0.2819 0.039 Uiso calc R 1 . . H
  H23 0.3921 0.2724 0.2355 0.044 Uiso calc R 1 . . H
  H24 0.2723 0.2044 0.0575 0.042 Uiso calc R 1 . . H
  H25 -0.0921 0.2423 -0.0732 0.046 Uiso calc R 1 . . H
  H26 -0.3370 0.3488 -0.0259 0.039 Uiso calc R 1 . . H
  H27 -0.4501 0.4342 0.1246 0.030 Uiso calc R 1 . . H
  H28A -0.0467 0.5436 0.1168 0.049 Uiso calc R 1 . . H
  H28B -0.3251 0.5737 0.1066 0.049 Uiso calc R 1 . . H
  H28C -0.2584 0.5175 0.0063 0.049 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 0.0277(8) 0.0282(8) 0.0539(10) 0.0071(6) 0.0155(7) 0.0018(7)
  O2 0.0546(10) 0.0226(8) 0.0398(9) -0.0097(7) 0.0243(8) -0.0103(6)
  O3 0.0505(10) 0.0331(9) 0.0487(10) 0.0117(8) 0.0246(9) -0.0019(7)
  O4 0.0382(8) 0.0197(7) 0.0343(8) 0.0006(6) -0.0020(7) -0.0007(6)
  O5 0.0259(8) 0.0352(9) 0.0255(7) -0.0007(6) 0.0028(6) 0.0018(6)
  O6 0.0434(9) 0.0241(8) 0.0291(8) 0.0046(6) 0.0130(7) 0.0048(6)
  C1 0.0341(11) 0.0198(9) 0.0301(10) 0.0007(8) 0.0193(9) -0.0002(8)
  C2 0.0238(10) 0.0201(9) 0.0238(9) 0.0000(7) 0.0066(7) -0.0008(7)
  C3 0.0273(10) 0.0210(10) 0.0244(9) 0.0030(7) 0.0037(8) -0.0015(7)
  C4 0.0299(10) 0.0231(10) 0.0230(10) 0.0051(8) 0.0002(8) -0.0027(8)
  N1 0.0261(8) 0.0206(8) 0.0246(8) -0.0021(6) 0.0060(7) -0.0006(7)
  C11 0.0233(10) 0.0269(10) 0.0217(9) -0.0011(7) 0.0022(8) 0.0029(7)
  C12 0.0290(10) 0.0267(11) 0.0265(10) -0.0020(8) 0.0054(8) -0.0010(8)
  C13 0.0333(11) 0.0316(11) 0.0330(11) -0.0031(9) 0.0080(9) -0.0068(9)
  C14 0.0365(12) 0.0489(15) 0.0275(11) -0.0020(10) 0.0119(9) -0.0031(10)
  C15 0.0371(12) 0.0452(14) 0.0296(11) -0.0065(10) 0.0109(9) 0.0098(10)
  C16 0.0325(11) 0.0273(11) 0.0294(10) -0.0022(8) 0.0033(9) 0.0069(8)
  C17 0.0227(9) 0.0227(10) 0.0268(10) -0.0006(7) 0.0033(8) 0.0009(8)
  C18 0.0236(9) 0.0271(11) 0.0312(10) -0.0030(8) 0.0061(8) -0.0008(8)
  N2 0.0303(9) 0.0231(9) 0.0238(8) 0.0029(7) 0.0097(7) 0.0020(7)
  C21 0.0278(10) 0.0239(10) 0.0222(9) 0.0004(8) 0.0065(8) 0.0017(7)
  C22 0.0333(12) 0.0320(11) 0.0284(11) 0.0042(9) 0.0017(9) -0.0065(9)
  C23 0.0351(12) 0.0332(12) 0.0394(12) 0.0083(10) 0.0030(10) -0.0036(10)
  C24 0.0418(13) 0.0269(11) 0.0369(12) 0.0066(9) 0.0113(10) -0.0047(9)
  C25 0.0522(14) 0.0350(14) 0.0272(11) 0.0040(10) 0.0076(10) -0.0068(9)
  C26 0.0383(12) 0.0330(12) 0.0244(10) 0.0048(9) 0.0013(9) -0.0005(9)
  C27 0.0281(10) 0.0241(10) 0.0236(10) 0.0015(7) 0.0064(8) 0.0009(8)
  C28 0.0441(12) 0.0278(11) 0.0281(11) 0.0058(9) 0.0112(9) 0.0074(8)
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 C1 . 1.250(3) no
  O2 C1 . 1.260(3) no
  O3 C4 . 1.242(3) no
  O4 C4 . 1.264(3) no
  O5 C2 . 1.409(2) no
  O5 H5 . 0.84 no
  O6 C3 . 1.426(3) no
  O6 H6 . 0.84 no
  C1 C2 . 1.539(3) no
  C2 C3 . 1.529(3) no
  C2 H2 . 1.00 no
  C3 C4 . 1.534(3) no
  C3 H3 . 1.00 no
  N1 C17 . 1.508(2) no
  N1 H1A . 0.91 no
  N1 H1B . 0.91 no
  N1 H1C . 0.91 no
  C11 C12 . 1.390(3) no
  C11 C16 . 1.395(3) no
  C11 C17 . 1.522(3) no
  C12 C13 . 1.394(3) no
  C12 H12 . 0.95 no
  C13 C14 . 1.382(3) no
  C13 H13 . 0.95 no
  C14 C15 . 1.385(4) no
  C14 H14 . 0.95 no
  C15 C16 . 1.387(3) no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no
  C17 C18 . 1.521(3) no
  C17 H17 . 1.00 no
  C18 H18A . 0.98 no
  C18 H18B . 0.98 no
  C18 H18C . 0.98 no
  N2 C27 . 1.491(3) no
  N2 H2A . 0.91 no
  N2 H2B . 0.91 no
  N2 H2C . 0.91 no
  C21 C22 . 1.390(3) no
  C21 C26 . 1.396(3) no
  C21 C27 . 1.514(3) no
  C22 C23 . 1.393(3) no
  C22 H22 . 0.95 no
  C23 C24 . 1.381(3) no
  C23 H23 . 0.95 no
  C24 C25 . 1.380(4) no
  C24 H24 . 0.95 no
  C25 C26 . 1.388(3) no
  C25 H25 . 0.95 no
  C26 H26 . 0.95 no
  C27 C28 . 1.530(3) no
  C27 H27 . 1.00 no
  C28 H28A . 0.98 no
  C28 H28B . 0.98 no
  C28 H28C . 0.98 no
_cod_database_code 2100136