#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/24/2202459.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_2202459
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1084
_journal_page_last  o1086
_publ_section_title
;
L-Phenylalaninium trichloroacetate monohydrate
;
_space_group_IT_number           5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_[local]_cod_cif_authors_sg_H-M  'C 2'
loop_
_publ_author_name
  'K. Rajagopal'
  'R. V. Krishnakumar'
  'M. Subha Nandhini'
  'T. S. Cameron'
  'S. Natarajan'
_chemical_name_common  'phenylalaninium trichloroacetate'
_chemical_formula_moiety  '2C9 H12 N O2 1+, 2C2 Cl3 O2 1-, H2 O'
_chemical_formula_sum  'C22 H26 Cl6 N2 O9'
_chemical_formula_iupac  '2C9 H12 N O2 1+, 2C2 Cl3 O2 1-, H2 O'
_chemical_formula_weight  675.15
_symmetry_cell_setting  monoclinic
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  19.675(3)
_cell_length_b  6.1150(10)
_cell_length_c  26.584(2)
_cell_angle_alpha  90.00
_cell_angle_beta  109.60(10)
_cell_angle_gamma  90.00
_cell_volume  3013(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.488
_exptl_crystal_density_meas  1.50
_diffrn_ambient_temperature  293(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
  Cl1 0.32207(6) 0.0979(3) 0.34618(5) 0.0568(3) Uani d . 1 . . Cl
  Cl2 0.47286(6) 0.1705(4) 0.39470(5) 0.0837(5) Uani d . 1 . . Cl
  Cl3 0.37303(10) 0.5184(3) 0.39147(6) 0.0908(5) Uani d . 1 . . Cl
  Cl4 0.16770(16) 0.1951(10) 0.1596(2) 0.179(4) Uani d PDU 0.559(3) A 1 Cl
  Cl5 0.0414(3) 0.2298(9) 0.07178(13) 0.126(2) Uani d PDU 0.559(3) A 1 Cl
  Cl6 0.0753(3) -0.1634(4) 0.1290(2) 0.1119(18) Uani d PDU 0.559(3) A 1 Cl
  Cl7 0.0308(3) -0.0929(7) 0.0953(2) 0.204(7) Uani d PDU 0.370(5) A 2 Cl
  Cl8 0.1617(2) 0.0317(10) 0.1756(2) 0.115(3) Uani d PDU 0.370(5) A 2 Cl
  Cl9 0.0875(4) 0.3324(10) 0.0956(3) 0.163(5) Uani d PDU 0.370(5) A 2 Cl
  Cl10 0.1291(8) -0.1135(9) 0.1568(12) 0.110(11) Uani d PDU 0.071(4) A 3 Cl
  Cl11 0.0244(9) 0.0564(13) 0.0704(2) 0.112(14) Uani d PDU 0.071(4) A 3 Cl
  Cl12 0.1370(5) 0.322(2) 0.1313(6) 0.075(7) Uani d PDU 0.071(4) A 3 Cl
  O1 0.33348(16) 0.4311(7) 0.26883(11) 0.0564(9) Uani d . 1 . . O
  O2 0.45296(16) 0.3988(6) 0.29680(12) 0.0558(8) Uani d . 1 . . O
  O3 0.05834(15) 0.3549(6) 0.20083(11) 0.0502(8) Uani d . 1 . . O
  O4 -0.02457(16) 0.1046(6) 0.16324(12) 0.0576(8) Uani d . 1 . . O
  O5 0.42418(15) -0.0983(6) 0.26241(10) 0.0463(7) Uani d . 1 . . O
  O6 0.32336(16) -0.2340(7) 0.20393(12) 0.0661(10) Uani d . 1 . . O
  H6 0.3302 -0.3331 0.2258 0.099 Uiso calc R 1 . . H
  O7 0.08102(16) -0.1537(8) 0.26370(14) 0.0840(14) Uani d . 1 . . O
  O8 0.19164(15) -0.1892(7) 0.32059(15) 0.0707(10) Uani d . 1 . . O
  H8 0.1911 -0.3021 0.3038 0.106 Uiso calc R 1 . . H
  O9 0.19459(18) 0.4639(7) 0.27106(15) 0.0609(9) Uani d D 1 . . O
  H9A 0.2303(17) 0.411(9) 0.2665(19) 0.072(18) Uiso d D 1 . . H
  H9B 0.166(3) 0.484(16) 0.2409(13) 0.14(3) Uiso d D 1 . . H
  N1 0.44504(16) 0.1857(6) 0.19399(11) 0.0386(7) Uani d . 1 . . N
  H1A 0.4775 0.0870 0.1924 0.058 Uiso calc R 1 . . H
  H1B 0.4568 0.2365 0.2272 0.058 Uiso calc R 1 . . H
  H1C 0.4443 0.2956 0.1719 0.058 Uiso calc R 1 . . H
  N2 0.05619(17) 0.2227(7) 0.30398(12) 0.0474(9) Uani d . 1 . . N
  H2A 0.0199 0.1315 0.3014 0.071 Uiso calc R 1 . . H
  H2B 0.0549 0.2618 0.2714 0.071 Uiso calc R 1 . . H
  H2C 0.0520 0.3411 0.3222 0.071 Uiso calc R 1 . . H
  C1 0.3934(2) 0.3813(7) 0.30209(16) 0.0430(9) Uani d . 1 . . C
  C2 0.3906(2) 0.2927(8) 0.35611(16) 0.0455(10) Uani d . 1 . . C
  C3 0.0326(2) 0.1999(8) 0.17017(16) 0.0416(9) Uani d . 1 A . C
  C4 0.07780(16) 0.1187(3) 0.13499(12) 0.0583(12) Uani d DU 1 . . C
  C5 0.3763(2) -0.0950(8) 0.21959(16) 0.0414(9) Uani d . 1 . . C
  C6 0.37234(19) 0.0818(8) 0.17818(14) 0.0378(9) Uani d . 1 . . C
  H6A 0.3376 0.1927 0.1806 0.045 Uiso calc R 1 . . H
  C7 0.3476(2) -0.0055(8) 0.12137(15) 0.0472(10) Uani d . 1 . . C
  H7A 0.3788 -0.1258 0.1195 0.057 Uiso calc R 1 . . H
  H7B 0.2991 -0.0632 0.1129 0.057 Uiso calc R 1 . . H
  C8 0.3477(2) 0.1616(8) 0.07960(15) 0.0440(10) Uani d . 1 . . C
  C9 0.3105(2) 0.3571(8) 0.07436(16) 0.0505(11) Uani d . 1 . . C
  H9 0.2871 0.3911 0.0985 0.061 Uiso calc R 1 . . H
  C10 0.3075(3) 0.5018(10) 0.03413(18) 0.0647(13) Uani d . 1 . . C
  H10 0.2814 0.6310 0.0308 0.078 Uiso calc R 1 . . H
  C11 0.3424(3) 0.4567(13) -0.0006(2) 0.0812(19) Uani d . 1 . . C
  H11 0.3408 0.5554 -0.0276 0.097 Uiso calc R 1 . . H
  C12 0.3798(4) 0.2665(16) 0.0041(3) 0.099(2) Uani d . 1 . . C
  H12 0.4037 0.2362 -0.0199 0.119 Uiso calc R 1 . . H
  C13 0.3829(3) 0.1171(12) 0.04399(19) 0.0725(16) Uani d . 1 . . C
  H13 0.4086 -0.0124 0.0466 0.087 Uiso calc R 1 . . H
  C14 0.1297(2) -0.0930(9) 0.30171(16) 0.0452(10) Uani d . 1 . . C
  C15 0.12592(19) 0.1120(8) 0.33227(14) 0.0403(9) Uani d . 1 . . C
  H15 0.1655 0.2093 0.3324 0.048 Uiso calc R 1 . . H
  C16 0.1335(3) 0.0565(8) 0.38986(16) 0.0530(12) Uani d . 1 . . C
  H16A 0.0927 -0.0332 0.3895 0.064 Uiso calc R 1 . . H
  H16B 0.1767 -0.0309 0.4050 0.064 Uiso calc R 1 . . H
  C17 0.1376(2) 0.2485(8) 0.42601(15) 0.0472(10) Uani d . 1 . . C
  C18 0.1857(2) 0.4169(9) 0.43014(16) 0.0537(11) Uani d . 1 . . C
  H18 0.2128 0.4185 0.4075 0.064 Uiso calc R 1 . . H
  C19 0.1947(3) 0.5819(10) 0.46656(17) 0.0679(15) Uani d . 1 . . C
  H19 0.2276 0.6936 0.4686 0.082 Uiso calc R 1 . . H
  C20 0.1543(4) 0.5805(12) 0.5002(2) 0.0842(19) Uani d . 1 . . C
  H20 0.1602 0.6909 0.5254 0.101 Uiso calc R 1 . . H
  C21 0.1058(3) 0.4169(15) 0.4964(2) 0.086(2) Uani d . 1 . . C
  H21 0.0780 0.4183 0.5186 0.103 Uiso calc R 1 . . H
  C22 0.0973(3) 0.2492(11) 0.46005(18) 0.0652(14) Uani d . 1 . . C
  H22 0.0647 0.1370 0.4583 0.078 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
  Cl1 0.0474(6) 0.0554(7) 0.0692(7) -0.0087(6) 0.0216(5) 0.0193(6)
  Cl2 0.0468(6) 0.1134(13) 0.0786(8) -0.0024(8) 0.0044(6) 0.0428(9)
  Cl3 0.1412(14) 0.0731(10) 0.0728(8) -0.0125(10) 0.0552(9) -0.0190(8)
  Cl4 0.057(2) 0.330(10) 0.168(5) -0.040(4) 0.061(3) -0.149(6)
  Cl5 0.151(5) 0.170(5) 0.093(3) 0.079(4) 0.090(3) 0.064(3)
  Cl6 0.193(6) 0.0520(17) 0.133(4) 0.021(2) 0.111(4) -0.009(2)
  Cl7 0.188(8) 0.277(13) 0.209(11) -0.145(9) 0.149(8) -0.199(10)
  Cl8 0.075(4) 0.158(8) 0.131(4) 0.065(4) 0.060(3) 0.036(5)
  Cl9 0.211(12) 0.162(7) 0.191(11) 0.087(7) 0.167(9) 0.108(8)
  Cl10 0.080(19) 0.092(15) 0.13(2) 0.008(13) 0.005(16) 0.005(18)
  Cl11 0.047(10) 0.26(4) 0.022(7) -0.063(16) -0.001(7) 0.039(13)
  Cl12 0.030(10) 0.126(16) 0.079(15) -0.003(10) 0.031(9) 0.036(12)
  O1 0.0489(17) 0.070(2) 0.0509(16) -0.0018(17) 0.0171(14) 0.0238(17)
  O2 0.0501(17) 0.059(2) 0.0707(19) 0.0014(17) 0.0361(15) 0.0072(18)
  O3 0.0488(16) 0.049(2) 0.0569(17) -0.0041(15) 0.0234(14) -0.0170(16)
  O4 0.0502(17) 0.0522(19) 0.073(2) -0.0110(18) 0.0246(15) -0.0053(19)
  O5 0.0473(15) 0.0498(18) 0.0364(14) 0.0040(15) 0.0068(13) 0.0085(14)
  O6 0.0514(18) 0.074(3) 0.0613(19) -0.0207(18) 0.0043(15) 0.0263(19)
  O7 0.0422(17) 0.116(4) 0.079(2) 0.011(2) 0.0013(17) -0.052(3)
  O8 0.0401(17) 0.060(2) 0.092(2) 0.0088(17) -0.0051(16) -0.020(2)
  O9 0.0462(19) 0.063(2) 0.071(2) 0.0060(18) 0.0171(17) -0.006(2)
  N1 0.0422(17) 0.0409(19) 0.0326(15) -0.0022(17) 0.0123(13) 0.0032(15)
  N2 0.0404(18) 0.058(2) 0.0424(18) 0.0082(18) 0.0117(15) -0.0058(18)
  C1 0.053(2) 0.034(2) 0.046(2) -0.005(2) 0.0213(19) 0.0036(19)
  C2 0.045(2) 0.045(3) 0.047(2) -0.002(2) 0.0171(18) 0.009(2)
  C3 0.042(2) 0.043(2) 0.043(2) 0.009(2) 0.0188(18) 0.008(2)
  C4 0.063(3) 0.062(3) 0.059(3) -0.007(3) 0.031(2) -0.016(2)
  C5 0.039(2) 0.042(2) 0.047(2) 0.006(2) 0.0209(19) 0.009(2)
  C6 0.0349(18) 0.039(2) 0.0392(19) 0.0034(19) 0.0121(15) 0.0062(19)
  C7 0.055(2) 0.040(2) 0.040(2) -0.006(2) 0.0079(19) 0.005(2)
  C8 0.044(2) 0.046(3) 0.036(2) -0.005(2) 0.0052(17) 0.005(2)
  C9 0.063(3) 0.045(3) 0.040(2) -0.001(2) 0.012(2) 0.007(2)
  C10 0.077(3) 0.050(3) 0.050(3) -0.003(3) -0.001(2) 0.013(2)
  C11 0.086(4) 0.090(5) 0.063(3) -0.011(4) 0.018(3) 0.034(4)
  C12 0.094(5) 0.143(8) 0.076(4) -0.002(5) 0.049(4) 0.035(5)
  C13 0.065(3) 0.090(4) 0.066(3) 0.014(3) 0.027(3) 0.017(3)
  C14 0.034(2) 0.055(3) 0.047(2) -0.007(2) 0.0145(18) -0.009(2)
  C15 0.0303(17) 0.048(2) 0.0409(19) -0.005(2) 0.0091(15) -0.001(2)
  C16 0.062(3) 0.050(3) 0.043(2) -0.011(2) 0.012(2) 0.001(2)
  C17 0.048(2) 0.053(3) 0.033(2) 0.005(2) 0.0045(18) 0.006(2)
  C18 0.064(3) 0.053(3) 0.034(2) -0.007(3) 0.0045(19) 0.004(2)
  C19 0.093(4) 0.051(3) 0.040(2) -0.006(3) -0.005(2) -0.001(3)
  C20 0.113(5) 0.069(4) 0.051(3) 0.029(4) 0.002(3) -0.011(3)
  C21 0.082(4) 0.122(6) 0.052(3) 0.017(5) 0.020(3) -0.013(4)
  C22 0.057(3) 0.084(4) 0.051(3) 0.005(3) 0.013(2) 0.001(3)
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
  Cl1 C2 . 1.752(4) ?
  Cl2 C2 . 1.765(5) ?
  Cl3 C2 . 1.769(5) ?
  Cl4 C4 . 1.731(3) ?
  Cl5 C4 . 1.729(3) ?
  Cl6 C4 . 1.732(3) ?
  Cl7 C4 . 1.728(3) ?
  Cl8 C4 . 1.725(3) ?
  Cl9 C4 . 1.725(3) ?
  Cl10 C4 . 1.726(3) ?
  Cl11 C4 . 1.728(4) ?
  Cl12 C4 . 1.729(3) ?
  O1 C1 . 1.251(5) y
  O2 C1 . 1.230(5) y
  O3 C3 . 1.242(5) y
  O4 C3 . 1.225(5) y
  O5 C5 . 1.210(5) y
  O6 C5 . 1.300(5) y
  O6 H6 . 0.82 ?
  O7 C14 . 1.194(5) y
  O8 C14 . 1.294(5) y
  O8 H8 . 0.82 ?
  O9 H9A . 0.82(4) ?
  O9 H9B . 0.82(4) ?
  N1 C6 . 1.491(5) ?
  N1 H1A . 0.89 ?
  N1 H1B . 0.89 ?
  N1 H1C . 0.89 ?
  N2 C15 . 1.488(5) ?
  N2 H2A . 0.89 ?
  N2 H2B . 0.89 ?
  N2 H2C . 0.89 ?
  C1 C2 . 1.553(5) ?
  C3 C4 . 1.571(6) ?
  C5 C6 . 1.526(5) ?
  C6 C7 . 1.520(5) ?
  C6 H6A . 0.98 ?
  C7 C8 . 1.509(6) ?
  C7 H7A . 0.97 ?
  C7 H7B . 0.97 ?
  C8 C13 . 1.374(6) ?
  C8 C9 . 1.384(6) ?
  C9 C10 . 1.374(6) ?
  C9 H9 . 0.93 ?
  C10 C11 . 1.350(8) ?
  C10 H10 . 0.93 ?
  C11 C12 . 1.359(10) ?
  C11 H11 . 0.93 ?
  C12 C13 . 1.385(9) ?
  C12 H12 . 0.93 ?
  C13 H13 . 0.93 ?
  C14 C15 . 1.510(6) ?
  C15 C16 . 1.526(5) ?
  C15 H15 . 0.98 ?
  C16 C17 . 1.502(6) ?
  C16 H16A . 0.97 ?
  C16 H16B . 0.97 ?
  C17 C18 . 1.377(7) ?
  C17 C22 . 1.389(6) ?
  C18 C19 . 1.368(7) ?
  C18 H18 . 0.93 ?
  C19 C20 . 1.383(8) ?
  C19 H19 . 0.93 ?
  C20 C21 . 1.363(10) ?
  C20 H20 . 0.93 ?
  C21 C22 . 1.381(9) ?
  C21 H21 . 0.93 ?
  C22 H22 . 0.93 ?
_cod_database_code 2202459