data_2100135
_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
;
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
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  7.2952(2)
_cell_length_b  22.8935(11)
_cell_length_c  8.1100(3)
_cell_angle_alpha  90.00
_cell_angle_beta  96.603(2)
_cell_angle_gamma  90.00
_cell_volume  1345.49(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  150.0(10)
_exptl_crystal_density_diffrn  1.339
_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(2) 0.41530(9) 0.9097(2) 0.0257(5) Uani d . 1 . . O
  O12 0.3595(2) 0.44399(9) 1.1757(2) 0.0288(5) Uani d . 1 . . O
  O13 0.9959(2) 0.51043(9) 0.9486(2) 0.0270(5) Uani d . 1 . . O
  O14 0.9757(2) 0.41304(9) 0.9131(3) 0.0271(5) Uani d . 1 . . O
  H14 1.0908 0.4153 0.9147 0.041 Uiso calc R 1 . . H
  O15 0.7173(2) 0.45378(9) 1.1989(2) 0.0252(5) Uani d . 1 . . O
  H15 0.6373 0.4698 1.2505 0.038 Uiso calc R 1 . . H
  O16 0.6238(3) 0.52254(8) 0.9103(2) 0.0253(4) Uani d . 1 . . O
  H16 0.6153 0.5378 0.8156 0.038 Uiso calc R 1 . . H
  C11 0.4202(3) 0.43080(12) 1.0439(3) 0.0212(6) Uani d . 1 . . C
  C12 0.6310(3) 0.43043(13) 1.0460(3) 0.0220(6) Uani d . 1 . . C
  H12A 0.6724 0.3890 1.0365 0.026 Uiso calc R 1 . . H
  C13 0.6952(3) 0.46536(13) 0.9026(3) 0.0207(6) Uani d . 1 . . C
  H13A 0.6475 0.4468 0.7944 0.025 Uiso calc R 1 . . H
  C14 0.9061(3) 0.46575(13) 0.9224(3) 0.0218(6) Uani d . 1 . . C
  O21 0.5810(2) 0.58454(9) 0.6180(2) 0.0248(4) Uani d . 1 . . O
  O22 0.5501(2) 0.55369(9) 0.3546(2) 0.0299(5) Uani d . 1 . . O
  O23 -0.0889(3) 0.48931(9) 0.5760(2) 0.0275(5) Uani d . 1 . . O
  O24 -0.0681(2) 0.58693(9) 0.6050(2) 0.0269(5) Uani d . 1 . . O
  H24 -0.1826 0.5849 0.6083 0.040 Uiso calc R 1 . . H
  O25 0.1912(2) 0.54904(9) 0.3256(2) 0.0267(5) Uani d . 1 . . O
  H25 0.2717 0.5361 0.2690 0.040 Uiso calc R 1 . . H
  O26 0.2846(3) 0.47761(9) 0.6146(2) 0.0258(5) Uani d . 1 . . O
  H26 0.2974 0.4632 0.7104 0.039 Uiso calc R 1 . . H
  C21 0.4874(3) 0.56854(12) 0.4839(3) 0.0223(6) Uani d . 1 . . C
  C22 0.2775(3) 0.56993(13) 0.4797(3) 0.0226(6) Uani d . 1 . . C
  H22A 0.2390 0.6115 0.4922 0.027 Uiso calc R 1 . . H
  C23 0.2120(3) 0.53486(13) 0.6208(3) 0.0220(6) Uani d . 1 . . C
  H23A 0.2577 0.5534 0.7294 0.026 Uiso calc R 1 . . H
  C24 0.0006(3) 0.53375(13) 0.5993(3) 0.0217(6) Uani d . 1 . . C
  N3 0.0681(3) 0.41331(10) 1.3442(3) 0.0231(5) Uani d . 1 . . N
  H3A 0.1070 0.4266 1.4481 0.035 Uiso calc R 1 . . H
  H3B -0.0357 0.4329 1.3029 0.035 Uiso calc R 1 . . H
  H3C 0.1582 0.4193 1.2772 0.035 Uiso calc R 1 . . H
  C31 0.1950(4) 0.31489(13) 1.4185(4) 0.0260(6) Uani d . 1 . . C
  C32 0.2900(4) 0.32782(14) 1.5730(4) 0.0333(7) Uani d . 1 . . C
  H32 0.2536 0.3604 1.6341 0.040 Uiso calc R 1 . . H
  C33 0.4377(4) 0.29348(15) 1.6387(4) 0.0391(8) Uani d . 1 . . C
  H33 0.5028 0.3030 1.7435 0.047 Uiso calc R 1 . . H
  C34 0.4897(4) 0.24573(15) 1.5519(4) 0.0418(8) Uani d . 1 . . C
  H34 0.5898 0.2220 1.5975 0.050 Uiso calc R 1 . . H
  C35 0.3967(4) 0.23222(16) 1.3988(5) 0.0437(8) Uani d . 1 . . C
  H35 0.4326 0.1992 1.3391 0.052 Uiso calc R 1 . . H
  C36 0.2505(4) 0.26695(14) 1.3321(4) 0.0368(7) Uani d . 1 . . C
  H36 0.1877 0.2578 1.2260 0.044 Uiso calc R 1 . . H
  C37 0.0268(4) 0.34927(13) 1.3516(4) 0.0278(7) Uani d . 1 . . C
  H37 -0.0127 0.3355 1.2359 0.033 Uiso calc R 1 . . H
  C38 -0.1340(4) 0.34033(16) 1.4533(5) 0.0421(8) Uani d . 1 . . C
  H38A -0.1012 0.3557 1.5655 0.063 Uiso calc R 1 . . H
  H38B -0.1614 0.2985 1.4595 0.063 Uiso calc R 1 . . H
  H38C -0.2429 0.3610 1.4002 0.063 Uiso calc R 1 . . H
  N4 0.8388(3) 0.58646(10) 0.1844(3) 0.0236(5) Uani d . 1 . . N
  H4A 0.8162 0.5702 0.0817 0.035 Uiso calc R 1 . . H
  H4B 0.9578 0.5793 0.2263 0.035 Uiso calc R 1 . . H
  H4C 0.7614 0.5706 0.2526 0.035 Uiso calc R 1 . . H
  C41 0.9609(4) 0.68175(13) 0.0957(3) 0.0265(6) Uani d . 1 . . C
  C42 1.0442(4) 0.65797(14) -0.0343(4) 0.0320(7) Uani d . 1 . . C
  H42 1.0115 0.6198 -0.0729 0.038 Uiso calc R 1 . . H
  C43 1.1751(4) 0.68962(14) -0.1082(4) 0.0361(7) Uani d . 1 . . C
  H43 1.2324 0.6728 -0.1963 0.043 Uiso calc R 1 . . H
  C44 1.2225(4) 0.74541(14) -0.0546(4) 0.0358(7) Uani d . 1 . . C
  H44 1.3118 0.7670 -0.1056 0.043 Uiso calc R 1 . . H
  C45 1.1386(4) 0.76969(14) 0.0745(4) 0.0377(8) Uani d . 1 . . C
  H45 1.1699 0.8082 0.1116 0.045 Uiso calc R 1 . . H
  C46 1.0098(4) 0.73805(14) 0.1490(4) 0.0339(7) Uani d . 1 . . C
  H46 0.9538 0.7549 0.2379 0.041 Uiso calc R 1 . . H
  C47 0.8077(4) 0.65096(12) 0.1724(4) 0.0251(6) Uani d . 1 . . C
  H47 0.8050 0.6666 0.2872 0.030 Uiso calc R 1 . . H
  C48 0.6202(4) 0.66221(15) 0.0749(4) 0.0385(8) Uani d . 1 . . C
  H48A 0.6197 0.6472 -0.0383 0.058 Uiso calc R 1 . . H
  H48B 0.5956 0.7043 0.0710 0.058 Uiso calc R 1 . . H
  H48C 0.5243 0.6424 0.1292 0.058 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 0.0198(9) 0.0312(12) 0.0260(11) -0.0019(8) 0.0028(8) -0.0015(9)
  O12 0.0220(9) 0.0377(13) 0.0277(11) -0.0034(9) 0.0069(9) -0.0032(9)
  O13 0.0250(10) 0.0287(12) 0.0279(11) -0.0042(9) 0.0060(9) -0.0041(9)
  O14 0.0161(8) 0.0259(11) 0.0400(12) -0.0009(8) 0.0057(8) -0.0003(9)
  O15 0.0176(9) 0.0360(13) 0.0218(10) 0.0031(8) 0.0011(8) 0.0001(9)
  O16 0.0267(10) 0.0280(11) 0.0208(10) 0.0042(8) 0.0022(8) 0.0027(8)
  C11 0.0184(12) 0.0225(15) 0.0228(15) 0.0003(11) 0.0030(11) 0.0024(12)
  C12 0.0164(12) 0.0261(16) 0.0232(14) 0.0020(11) 0.0014(11) -0.0015(12)
  C13 0.0185(12) 0.0224(15) 0.0212(14) 0.0007(11) 0.0026(11) -0.0010(11)
  C14 0.0239(14) 0.0246(16) 0.0175(13) -0.0018(13) 0.0049(11) -0.0016(12)
  O21 0.0199(9) 0.0272(11) 0.0271(10) -0.0015(8) 0.0010(8) -0.0016(9)
  O22 0.0210(10) 0.0406(13) 0.0290(11) -0.0026(9) 0.0066(8) -0.0010(9)
  O23 0.0234(10) 0.0291(12) 0.0304(11) -0.0054(8) 0.0046(8) -0.0056(9)
  O24 0.0175(9) 0.0287(12) 0.0349(11) -0.0009(9) 0.0050(8) -0.0017(9)
  O25 0.0202(9) 0.0386(13) 0.0210(10) 0.0008(9) 0.0012(8) -0.0001(9)
  O26 0.0258(10) 0.0263(12) 0.0251(10) 0.0022(8) 0.0017(8) 0.0039(8)
  C21 0.0201(13) 0.0215(16) 0.0251(15) -0.0010(11) 0.0015(12) 0.0044(12)
  C22 0.0191(12) 0.0265(16) 0.0223(14) -0.0009(12) 0.0028(11) -0.0004(12)
  C23 0.0204(13) 0.0230(15) 0.0224(14) 0.0001(11) 0.0019(11) -0.0001(12)
  C24 0.0200(13) 0.0282(17) 0.0175(13) -0.0009(12) 0.0048(11) 0.0007(12)
  N3 0.0214(11) 0.0263(13) 0.0212(12) -0.0002(10) 0.0015(9) 0.0023(10)
  C31 0.0246(13) 0.0241(16) 0.0293(15) -0.0010(12) 0.0026(12) 0.0018(12)
  C32 0.0345(15) 0.0318(18) 0.0326(17) 0.0030(13) -0.0008(13) -0.0028(13)
  C33 0.0381(17) 0.036(2) 0.0412(18) -0.0017(15) -0.0048(15) 0.0066(16)
  C34 0.0304(16) 0.036(2) 0.058(2) 0.0059(14) 0.0029(16) 0.0144(17)
  C35 0.0435(19) 0.0331(19) 0.056(2) 0.0064(15) 0.0107(17) -0.0014(16)
  C36 0.0414(18) 0.0315(18) 0.0365(17) -0.0011(14) 0.0006(14) -0.0038(14)
  C37 0.0258(14) 0.0254(16) 0.0314(16) -0.0059(13) -0.0003(12) -0.0002(13)
  C38 0.0283(15) 0.041(2) 0.057(2) 0.0001(14) 0.0082(15) 0.0193(17)
  N4 0.0211(11) 0.0274(14) 0.0224(12) 0.0001(10) 0.0034(9) 0.0006(10)
  C41 0.0246(14) 0.0259(16) 0.0279(15) 0.0014(12) -0.0022(12) 0.0008(12)
  C42 0.0354(16) 0.0258(16) 0.0350(16) -0.0032(13) 0.0051(13) -0.0009(13)
  C43 0.0375(17) 0.0327(19) 0.0390(18) 0.0010(14) 0.0086(14) 0.0036(14)
  C44 0.0261(15) 0.0317(18) 0.0485(19) -0.0008(13) -0.0011(14) 0.0130(16)
  C45 0.0328(16) 0.0239(17) 0.054(2) -0.0011(13) -0.0055(15) 0.0020(15)
  C46 0.0327(16) 0.0289(18) 0.0387(17) 0.0021(13) -0.0019(14) -0.0044(14)
  C47 0.0246(14) 0.0226(15) 0.0279(15) 0.0035(12) 0.0017(12) -0.0032(12)
  C48 0.0285(15) 0.0363(19) 0.050(2) 0.0070(14) 0.0024(14) 0.0063(16)
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 . 1.265(3) ?
  O12 C11 . 1.241(3) ?
  O13 C14 . 1.220(3) ?
  O14 C14 . 1.315(4) ?
  O14 H14 . 0.84 ?
  O15 C12 . 1.428(3) ?
  O15 H15 . 0.84 ?
  O16 C13 . 1.413(3) ?
  O16 H16 . 0.84 ?
  C11 C12 . 1.536(3) ?
  C12 C13 . 1.529(4) ?
  C12 H12A . 1.00 ?
  C13 C14 . 1.529(3) ?
  C13 H13A . 1.00 ?
  O21 C21 . 1.270(3) ?
  O22 C21 . 1.239(3) ?
  O23 C24 . 1.212(3) ?
  O24 C24 . 1.319(3) ?
  O24 H24 . 0.84 ?
  O25 C22 . 1.416(3) ?
  O25 H25 . 0.84 ?
  O26 C23 . 1.417(3) ?
  O26 H26 . 0.84 ?
  C21 C22 . 1.528(4) ?
  C22 C23 . 1.519(4) ?
  C22 H22A . 1.00 ?
  C23 C24 . 1.532(3) ?
  C23 H23A . 1.00 ?
  N3 C37 . 1.499(4) ?
  N3 H3A . 0.91 ?
  N3 H3B . 0.91 ?
  N3 H3C . 0.91 ?
  C31 C36 . 1.387(4) ?
  C31 C32 . 1.392(4) ?
  C31 C37 . 1.506(4) ?
  C32 C33 . 1.389(4) ?
  C32 H32 . 0.95 ?
  C33 C34 . 1.377(5) ?
  C33 H33 . 0.95 ?
  C34 C35 . 1.380(5) ?
  C34 H34 . 0.95 ?
  C35 C36 . 1.389(5) ?
  C35 H35 . 0.95 ?
  C36 H36 . 0.95 ?
  C37 C38 . 1.523(4) ?
  C37 H37 . 1.00 ?
  C38 H38A . 0.98 ?
  C38 H38B . 0.98 ?
  C38 H38C . 0.98 ?
  N4 C47 . 1.495(4) ?
  N4 H4A . 0.91 ?
  N4 H4B . 0.91 ?
  N4 H4C . 0.91 ?
  C41 C42 . 1.387(4) ?
  C41 C46 . 1.393(4) ?
  C41 C47 . 1.514(4) ?
  C42 C43 . 1.389(4) ?
  C42 H42 . 0.95 ?
  C43 C44 . 1.381(5) ?
  C43 H43 . 0.95 ?
  C44 C45 . 1.388(5) ?
  C44 H44 . 0.95 ?
  C45 C46 . 1.380(4) ?
  C45 H45 . 0.95 ?
  C46 H46 . 0.95 ?
  C47 C48 . 1.521(4) ?
  C47 H47 . 1.00 ?
  C48 H48A . 0.98 ?
  C48 H48B . 0.98 ?
  C48 H48C . 0.98 ?