#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2100134.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_2100134
_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  'C8 H12 N, C4 H5 O6'
_chemical_formula_sum  'C12 H17 N O6'
_chemical_formula_weight  271.27
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  7.3025(2)
_cell_length_b  22.8901(11)
_cell_length_c  8.1193(3)
_cell_angle_alpha  90.00
_cell_angle_beta  96.599(2)
_cell_angle_gamma  90.00
_cell_volume  1348.19(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  150.0(10)
_exptl_crystal_density_diffrn  1.336
_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
  O11 0.3272(3) 0.58482(10) 0.9097(2) 0.0363(5) Uani d . 1 . . O
  O12 0.3593(3) 0.55621(11) 1.1755(3) 0.0405(5) Uani d . 1 . . O
  O15 0.7170(3) 0.54608(10) 1.1988(2) 0.0366(5) Uani d . 1 . . O
  O16 0.6239(3) 0.47743(9) 0.9105(3) 0.0370(5) Uani d . 1 . . O
  O13 0.9965(3) 0.48977(10) 0.9489(3) 0.0381(5) Uani d . 1 . . O
  O14 0.9756(3) 0.58685(10) 0.9130(3) 0.0376(5) Uani d . 1 . . O
  C11 0.4206(4) 0.56938(13) 1.0442(3) 0.0326(6) Uani d . 1 . . C
  C12 0.6307(4) 0.56948(14) 1.0461(3) 0.0325(6) Uani d . 1 . . C
  C13 0.6947(4) 0.53480(14) 0.9027(3) 0.0331(6) Uani d . 1 . . C
  C14 0.9063(4) 0.53409(14) 0.9225(3) 0.0327(6) Uani d . 1 . . C
  O21 0.5816(3) 0.41528(10) 0.6188(2) 0.0351(4) Uani d . 1 . . O
  O22 0.5502(3) 0.44629(11) 0.3542(3) 0.0404(5) Uani d . 1 . . O
  O25 0.1910(3) 0.45112(10) 0.3258(2) 0.0373(5) Uani d . 1 . . O
  O26 0.2844(3) 0.52255(10) 0.6151(3) 0.0372(5) Uani d . 1 . . O
  O23 -0.0897(3) 0.51062(10) 0.5760(3) 0.0385(5) Uani d . 1 . . O
  O24 -0.0679(3) 0.41304(10) 0.6051(3) 0.0380(5) Uani d . 1 . . O
  C21 0.4876(4) 0.43169(13) 0.4833(3) 0.0334(6) Uani d . 1 . . C
  C22 0.2775(4) 0.42982(13) 0.4803(3) 0.0328(6) Uani d . 1 . . C
  C23 0.2117(4) 0.46514(14) 0.6218(3) 0.0334(6) Uani d . 1 . . C
  C24 0.0007(4) 0.46629(14) 0.5987(3) 0.0343(6) Uani d . 1 . . C
  N3 0.0680(3) 0.58651(11) 1.3443(3) 0.0333(5) Uani d . 1 . . N
  C31 0.1949(4) 0.68531(14) 1.4188(4) 0.0384(6) Uani d . 1 . . C
  C32 0.2889(5) 0.67206(15) 1.5730(4) 0.0436(7) Uani d . 1 . . C
  C33 0.4374(5) 0.70634(17) 1.6392(5) 0.0505(8) Uani d . 1 . . C
  C34 0.4901(5) 0.75446(17) 1.5522(5) 0.0522(9) Uani d . 1 . . C
  C35 0.3969(5) 0.76803(17) 1.3991(5) 0.0543(9) Uani d . 1 . . C
  C36 0.2503(5) 0.73294(16) 1.3315(4) 0.0482(8) Uani d . 1 . . C
  C37 0.0260(4) 0.65053(14) 1.3515(4) 0.0388(6) Uani d . 1 . . C
  C38 -0.1344(5) 0.65949(17) 1.4535(5) 0.0520(8) Uani d . 1 . . C
  N4 0.8388(3) 0.41354(11) 0.1841(3) 0.0341(5) Uani d . 1 . . N
  C41 0.9610(4) 0.31838(14) 0.0957(4) 0.0371(6) Uani d . 1 . . C
  C42 1.0452(5) 0.34204(15) -0.0339(4) 0.0424(7) Uani d . 1 . . C
  C43 1.1758(5) 0.31047(16) -0.1084(4) 0.0468(7) Uani d . 1 . . C
  C44 1.2232(4) 0.25444(15) -0.0543(4) 0.0449(7) Uani d . 1 . . C
  C45 1.1391(5) 0.23028(16) 0.0749(5) 0.0481(8) Uani d . 1 . . C
  C46 1.0097(5) 0.26189(15) 0.1493(4) 0.0447(7) Uani d . 1 . . C
  C47 0.8086(4) 0.34888(13) 0.1724(4) 0.0360(6) Uani d . 1 . . C
  C48 0.6201(4) 0.33761(17) 0.0746(4) 0.0468(7) Uani d . 1 . . C
  H15 0.6358 0.5343 1.2562 0.055 Uiso calc R 1 . . H
  H16 0.6220 0.4614 0.8173 0.056 Uiso calc R 1 . . H
  H14 1.0907 0.5846 0.9157 0.056 Uiso calc R 1 . . H
  H15A 0.6722 0.6109 1.0369 0.039 Uiso calc R 1 . . H
  H16A 0.6470 0.5534 0.7947 0.040 Uiso calc R 1 . . H
  H25 0.2716 0.4636 0.2688 0.056 Uiso calc R 1 . . H
  H26 0.2899 0.5380 0.7094 0.056 Uiso calc R 1 . . H
  H24 -0.1818 0.4151 0.6112 0.057 Uiso calc R 1 . . H
  H25A 0.2395 0.3882 0.4926 0.039 Uiso calc R 1 . . H
  H26A 0.2568 0.4466 0.7305 0.040 Uiso calc R 1 . . H
  H3A 0.1576 0.5806 1.2770 0.050 Uiso calc R 1 . . H
  H3B -0.0357 0.5668 1.3036 0.050 Uiso calc R 1 . . H
  H3C 0.1074 0.5733 1.4481 0.050 Uiso calc R 1 . . H
  H32 0.2518 0.6395 1.6336 0.052 Uiso calc R 1 . . H
  H33 0.5023 0.6967 1.7439 0.061 Uiso calc R 1 . . H
  H34 0.5902 0.7781 1.5978 0.063 Uiso calc R 1 . . H
  H35 0.4323 0.8012 1.3398 0.065 Uiso calc R 1 . . H
  H36 0.1885 0.7418 1.2250 0.058 Uiso calc R 1 . . H
  H37 -0.0137 0.6643 1.2360 0.047 Uiso calc R 1 . . H
  H38A -0.0988 0.6461 1.5673 0.078 Uiso calc R 1 . . H
  H38B -0.2412 0.6371 1.4042 0.078 Uiso calc R 1 . . H
  H38C -0.1662 0.7011 1.4545 0.078 Uiso calc R 1 . . H
  H4A 0.7620 0.4293 0.2529 0.051 Uiso calc R 1 . . H
  H4B 0.9579 0.4209 0.2250 0.051 Uiso calc R 1 . . H
  H4C 0.8148 0.4298 0.0816 0.051 Uiso calc R 1 . . H
  H42 1.0131 0.3803 -0.0721 0.051 Uiso calc R 1 . . H
  H43 1.2327 0.3273 -0.1965 0.056 Uiso calc R 1 . . H
  H44 1.3124 0.2328 -0.1051 0.054 Uiso calc R 1 . . H
  H45 1.1706 0.1919 0.1122 0.058 Uiso calc R 1 . . H
  H46 0.9534 0.2450 0.2378 0.054 Uiso calc R 1 . . H
  H47 0.8062 0.3333 0.2872 0.043 Uiso calc R 1 . . H
  H48A 0.6179 0.3540 -0.0371 0.070 Uiso calc R 1 . . H
  H48B 0.5239 0.3562 0.1314 0.070 Uiso calc R 1 . . H
  H48C 0.5976 0.2954 0.0669 0.070 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
  O11 0.0331(10) 0.0418(12) 0.0339(10) 0.0007(9) 0.0033(8) 0.0017(8)
  O12 0.0357(10) 0.0512(13) 0.0359(11) 0.0044(10) 0.0097(9) 0.0043(9)
  O15 0.0335(10) 0.0484(13) 0.0277(9) -0.0021(9) 0.0026(7) 0.0015(9)
  O16 0.0399(10) 0.0381(11) 0.0331(10) -0.0056(9) 0.0041(8) -0.0042(8)
  O13 0.0392(10) 0.0381(12) 0.0372(11) 0.0030(9) 0.0058(9) 0.0026(9)
  O14 0.0302(9) 0.0380(11) 0.0455(12) 0.0007(8) 0.0072(8) 0.0010(9)
  C11 0.0301(13) 0.0343(14) 0.0339(14) -0.0012(11) 0.0062(11) -0.0017(11)
  C12 0.0307(13) 0.0371(15) 0.0296(13) -0.0009(11) 0.0037(10) 0.0001(11)
  C13 0.0341(14) 0.0346(14) 0.0309(13) -0.0004(12) 0.0048(10) 0.0015(11)
  C14 0.0333(13) 0.0362(15) 0.0290(13) -0.0003(12) 0.0061(10) 0.0014(11)
  O21 0.0320(9) 0.0398(11) 0.0332(10) 0.0021(9) 0.0027(7) 0.0014(9)
  O22 0.0350(10) 0.0523(14) 0.0345(11) 0.0021(9) 0.0074(8) 0.0028(9)
  O25 0.0329(10) 0.0497(13) 0.0292(10) -0.0014(9) 0.0027(8) 0.0011(9)
  O26 0.0404(11) 0.0390(12) 0.0320(10) -0.0020(9) 0.0032(8) -0.0037(8)
  O23 0.0359(11) 0.0417(12) 0.0383(11) 0.0055(9) 0.0064(8) 0.0053(9)
  O24 0.0327(9) 0.0403(11) 0.0419(11) -0.0006(9) 0.0079(8) 0.0005(9)
  C21 0.0340(13) 0.0338(15) 0.0328(13) -0.0005(11) 0.0056(11) -0.0020(11)
  C22 0.0327(13) 0.0371(15) 0.0287(13) 0.0003(12) 0.0034(10) 0.0008(11)
  C23 0.0336(13) 0.0353(15) 0.0317(14) 0.0011(12) 0.0047(10) 0.0010(11)
  C24 0.0345(13) 0.0431(17) 0.0255(12) 0.0028(13) 0.0047(10) 0.0003(11)
  N3 0.0349(11) 0.0340(12) 0.0313(12) 0.0002(10) 0.0050(9) -0.0016(9)
  C31 0.0419(15) 0.0354(15) 0.0376(15) -0.0012(13) 0.0033(12) -0.0001(12)
  C32 0.0501(17) 0.0399(16) 0.0393(15) -0.0043(14) -0.0008(13) -0.0006(12)
  C33 0.0502(18) 0.0503(19) 0.0479(18) -0.0006(16) -0.0071(15) -0.0070(15)
  C34 0.0442(17) 0.0463(19) 0.065(2) -0.0059(15) 0.0036(16) -0.0136(17)
  C35 0.059(2) 0.0423(19) 0.062(2) -0.0085(16) 0.0104(17) 0.0048(16)
  C36 0.0549(19) 0.0431(17) 0.0455(17) -0.0015(15) 0.0017(14) 0.0058(14)
  C37 0.0411(15) 0.0351(15) 0.0394(15) 0.0025(13) 0.0002(12) -0.0002(12)
  C38 0.0434(17) 0.052(2) 0.061(2) 0.0027(15) 0.0078(15) -0.0162(17)
  N4 0.0330(11) 0.0373(13) 0.0322(11) -0.0003(11) 0.0039(9) -0.0013(10)
  C41 0.0403(15) 0.0388(15) 0.0311(13) -0.0003(13) 0.0000(11) 0.0001(11)
  C42 0.0485(17) 0.0374(15) 0.0421(15) 0.0039(14) 0.0092(13) 0.0028(13)
  C43 0.0508(18) 0.0464(18) 0.0438(17) 0.0001(15) 0.0079(14) -0.0027(14)
  C44 0.0377(15) 0.0417(16) 0.0543(18) 0.0028(13) 0.0014(13) -0.0115(14)
  C45 0.0452(17) 0.0372(16) 0.060(2) 0.0023(14) -0.0021(15) -0.0020(15)
  C46 0.0492(18) 0.0386(17) 0.0452(17) -0.0003(14) 0.0009(14) 0.0053(13)
  C47 0.0380(14) 0.0336(15) 0.0362(14) -0.0025(12) 0.0038(11) 0.0025(11)
  C48 0.0384(16) 0.0478(19) 0.0536(18) -0.0045(14) 0.0027(13) -0.0076(15)
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
  O11 C11 . 1.269(4) no
  O12 C11 . 1.240(3) no
  O15 C12 . 1.428(3) no
  O15 H15 . 0.84 no
  O16 C13 . 1.415(4) no
  O16 H16 . 0.84 no
  O13 C14 . 1.215(4) no
  O14 C14 . 1.315(4) no
  O14 H14 . 0.84 no
  C11 C12 . 1.533(4) no
  C12 C13 . 1.527(4) no
  C12 H15A . 1.00 no
  C13 C14 . 1.535(4) no
  C13 H16A . 1.00 no
  O21 C21 . 1.284(4) no
  O22 C21 . 1.237(4) no
  O25 C22 . 1.424(3) no
  O25 H25 . 0.84 no
  O26 C23 . 1.421(4) no
  O26 H26 . 0.84 no
  O23 C24 . 1.213(4) no
  O24 C24 . 1.321(4) no
  O24 H24 . 0.84 no
  C21 C22 . 1.532(4) no
  C22 C23 . 1.527(4) no
  C22 H25A . 1.00 no
  C23 C24 . 1.531(4) no
  C23 H26A . 1.00 no
  N3 C37 . 1.500(4) no
  N3 H3A . 0.91 no
  N3 H3B . 0.91 no
  N3 H3C . 0.91 no
  C31 C36 . 1.386(5) no
  C31 C32 . 1.390(4) no
  C31 C37 . 1.516(4) no
  C32 C33 . 1.395(5) no
  C32 H32 . 0.95 no
  C33 C34 . 1.387(6) no
  C33 H33 . 0.95 no
  C34 C35 . 1.382(6) no
  C34 H34 . 0.95 no
  C35 C36 . 1.399(5) no
  C35 H35 . 0.95 no
  C36 H36 . 0.95 no
  C37 C38 . 1.523(5) no
  C37 H37 . 1.00 no
  C38 H38A . 0.98 no
  C38 H38B . 0.98 no
  C38 H38C . 0.98 no
  N4 C47 . 1.498(4) no
  N4 H4A . 0.91 no
  N4 H4B . 0.91 no
  N4 H4C . 0.91 no
  C41 C42 . 1.388(4) no
  C41 C46 . 1.397(5) no
  C41 C47 . 1.508(4) no
  C42 C43 . 1.389(5) no
  C42 H42 . 0.95 no
  C43 C44 . 1.386(5) no
  C43 H43 . 0.95 no
  C44 C45 . 1.390(5) no
  C44 H44 . 0.95 no
  C45 C46 . 1.383(5) no
  C45 H45 . 0.95 no
  C46 H46 . 0.95 no
  C47 C48 . 1.530(4) no
  C47 H47 . 1.00 no
  C48 H48A . 0.98 no
  C48 H48B . 0.98 no
  C48 H48C . 0.98 no
_cod_database_code 2100134