#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2013018.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_2013018
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m559
_journal_page_last  m562
_publ_section_title
;
Derivatives of substituted 3-trichlorogermylpropionic acid
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Hans, Karm'
  'Parvez, Masood'
  'Mahboob, Sumera'
  'Imtiaz-ud-Din'
  'Mazhar, Muhammad'
  'Ali, Saqib'
_chemical_formula_moiety  'C27 H23 F Ge O2'
_chemical_formula_sum  'C27 H23 F Ge O2'
_chemical_formula_iupac  '[Ge (C6 H5)3 (C9 H8 F O2)]'
_chemical_formula_weight  471.04
_symmetry_cell_setting  Monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  9.7278(10)
_cell_length_b  17.907(3)
_cell_length_c  13.541(2)
_cell_angle_alpha  90
_cell_angle_beta  110.907(8)
_cell_angle_gamma  90
_cell_volume  2203.5(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  170(2)
_exptl_crystal_density_diffrn  1.420
_diffrn_ambient_temperature  170(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
  Ge1 0.839925(17) 0.183673(9) 0.828679(12) 0.02017(6) Uani d . 1 . . Ge
  F1 0.61906(12) 0.00707(6) 0.69416(9) 0.0392(3) Uani d . 1 . . F
  O1 0.88991(12) 0.02038(6) 0.56415(9) 0.0279(3) Uani d . 1 . . O
  O2 1.07267(14) 0.09183(7) 0.55351(10) 0.0341(3) Uani d . 1 . . O
  H2 1.0824 0.0565 0.5158 0.051 Uiso calc R 1 . . H
  C1 0.96590(17) 0.07620(9) 0.58850(12) 0.0231(3) Uani d . 1 . . C
  C2 0.95146(18) 0.13483(9) 0.66445(13) 0.0260(3) Uani d . 1 . . C
  H2A 0.9301 0.1836 0.6277 0.031 Uiso calc R 1 . . H
  H2B 1.0465 0.1393 0.7241 0.031 Uiso calc R 1 . . H
  C3 0.83045(16) 0.11711(9) 0.70813(12) 0.0225(3) Uani d . 1 . . C
  H3 0.8481 0.0650 0.7365 0.027 Uiso calc R 1 . . H
  C4 0.67724(17) 0.11887(9) 0.62599(12) 0.0220(3) Uani d . 1 . . C
  C5 0.6257(2) 0.17702(10) 0.55313(14) 0.0304(4) Uani d . 1 . . C
  H5 0.6911 0.2160 0.5513 0.036 Uiso calc R 1 . . H
  C6 0.4808(2) 0.17886(11) 0.48336(15) 0.0392(5) Uani d . 1 . . C
  H6 0.4479 0.2194 0.4354 0.047 Uiso calc R 1 . . H
  C7 0.3844(2) 0.12260(12) 0.48314(14) 0.0401(5) Uani d . 1 . . C
  H7 0.2860 0.1238 0.4343 0.048 Uiso calc R 1 . . H
  C8 0.43100(19) 0.06432(11) 0.55400(14) 0.0348(4) Uani d . 1 . . C
  H8 0.3656 0.0253 0.5553 0.042 Uiso calc R 1 . . H
  C9 0.57508(18) 0.06432(9) 0.62294(13) 0.0269(3) Uani d . 1 . . C
  C11 0.66775(17) 0.15948(9) 0.86442(12) 0.0224(3) Uani d . 1 . . C
  C12 0.52581(18) 0.16953(10) 0.78972(13) 0.0267(4) Uani d . 1 . . C
  H12 0.5136 0.1934 0.7245 0.032 Uiso calc R 1 . . H
  C13 0.40272(19) 0.14504(11) 0.80971(15) 0.0348(4) Uani d . 1 . . C
  H13 0.3074 0.1507 0.7575 0.042 Uiso calc R 1 . . H
  C14 0.4194(2) 0.11243(12) 0.90557(15) 0.0401(5) Uani d . 1 . . C
  H14 0.3354 0.0959 0.9196 0.048 Uiso calc R 1 . . H
  C15 0.5585(2) 0.10372(12) 0.98131(15) 0.0386(4) Uani d . 1 . . C
  H15 0.5694 0.0818 1.0476 0.046 Uiso calc R 1 . . H
  C16 0.68217(19) 0.12679(10) 0.96110(13) 0.0294(4) Uani d . 1 . . C
  H16 0.7772 0.1203 1.0134 0.035 Uiso calc R 1 . . H
  C18 1.02127(17) 0.16128(9) 0.94756(12) 0.0231(3) Uani d . 1 . . C
  C19 1.06854(18) 0.08792(9) 0.97522(13) 0.0270(3) Uani d . 1 . . C
  H19 1.0147 0.0478 0.9330 0.032 Uiso calc R 1 . . H
  C20 1.19301(19) 0.07254(11) 1.06353(14) 0.0335(4) Uani d . 1 . . C
  H20 1.2228 0.0223 1.0813 0.040 Uiso calc R 1 . . H
  C21 1.2733(2) 0.13015(12) 1.12541(15) 0.0395(4) Uani d . 1 . . C
  H21 1.3577 0.1198 1.1861 0.047 Uiso calc R 1 . . H
  C22 1.2295(2) 0.20313(12) 1.09784(16) 0.0433(5) Uani d . 1 . . C
  H22 1.2854 0.2430 1.1394 0.052 Uiso calc R 1 . . H
  C23 1.1049(2) 0.21889(10) 1.01034(14) 0.0335(4) Uani d . 1 . . C
  H23 1.0761 0.2693 0.9930 0.040 Uiso calc R 1 . . H
  C25 0.83946(18) 0.28931(9) 0.79274(12) 0.0246(3) Uani d . 1 . . C
  C26 0.7291(2) 0.33745(10) 0.79790(14) 0.0318(4) Uani d . 1 . . C
  H26 0.6522 0.3183 0.8185 0.038 Uiso calc R 1 . . H
  C27 0.7298(2) 0.41287(11) 0.77340(15) 0.0402(5) Uani d . 1 . . C
  H27 0.6538 0.4448 0.7771 0.048 Uiso calc R 1 . . H
  C28 0.8411(2) 0.44124(11) 0.74363(15) 0.0414(5) Uani d . 1 . . C
  H28 0.8410 0.4926 0.7261 0.050 Uiso calc R 1 . . H
  C29 0.9525(2) 0.39507(11) 0.73934(15) 0.0379(4) Uani d . 1 . . C
  H29 1.0295 0.4148 0.7194 0.045 Uiso calc R 1 . . H
  C30 0.9521(2) 0.31984(9) 0.76410(14) 0.0302(4) Uani d . 1 . . C
  H30 1.0297 0.2886 0.7615 0.036 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
  Ge1 0.01820(9) 0.02157(10) 0.02182(10) -0.00053(6) 0.00844(7) -0.00249(6)
  F1 0.0352(6) 0.0321(6) 0.0454(6) -0.0083(5) 0.0083(5) 0.0083(5)
  O1 0.0255(6) 0.0278(6) 0.0346(6) -0.0037(5) 0.0159(5) -0.0092(5)
  O2 0.0371(7) 0.0284(7) 0.0488(8) -0.0086(5) 0.0300(6) -0.0135(6)
  C1 0.0191(7) 0.0248(8) 0.0259(8) 0.0013(6) 0.0088(6) -0.0018(6)
  C2 0.0218(8) 0.0263(8) 0.0328(8) -0.0037(6) 0.0134(7) -0.0084(7)
  C3 0.0197(7) 0.0231(8) 0.0262(8) -0.0006(6) 0.0100(6) -0.0029(6)
  C4 0.0213(7) 0.0257(8) 0.0218(7) 0.0004(6) 0.0111(6) -0.0044(6)
  C5 0.0334(9) 0.0326(10) 0.0286(9) 0.0013(7) 0.0153(8) 0.0029(7)
  C6 0.0349(10) 0.0476(12) 0.0315(10) 0.0115(9) 0.0075(8) 0.0102(8)
  C7 0.0245(9) 0.0603(13) 0.0302(9) 0.0054(9) 0.0033(7) -0.0043(9)
  C8 0.0245(9) 0.0421(11) 0.0369(10) -0.0078(8) 0.0099(8) -0.0102(8)
  C9 0.0275(8) 0.0274(9) 0.0262(8) -0.0013(7) 0.0101(7) -0.0015(6)
  C11 0.0224(8) 0.0226(8) 0.0243(8) 0.0002(6) 0.0107(6) -0.0034(6)
  C12 0.0227(8) 0.0343(9) 0.0254(8) 0.0027(7) 0.0116(7) 0.0006(7)
  C13 0.0218(8) 0.0478(11) 0.0358(9) -0.0013(8) 0.0116(7) -0.0017(8)
  C14 0.0329(10) 0.0528(12) 0.0420(10) -0.0102(9) 0.0225(9) -0.0013(9)
  C15 0.0400(10) 0.0498(12) 0.0305(9) -0.0056(9) 0.0183(8) 0.0059(8)
  C16 0.0275(9) 0.0357(10) 0.0248(8) 0.0009(7) 0.0090(7) 0.0003(7)
  C18 0.0197(7) 0.0274(8) 0.0241(8) -0.0017(6) 0.0102(6) -0.0029(6)
  C19 0.0254(8) 0.0265(9) 0.0301(8) -0.0019(7) 0.0111(7) -0.0002(7)
  C20 0.0271(9) 0.0370(10) 0.0364(9) 0.0044(7) 0.0113(8) 0.0089(8)
  C21 0.0243(9) 0.0554(13) 0.0334(9) 0.0007(8) 0.0036(7) 0.0044(9)
  C22 0.0327(10) 0.0462(12) 0.0400(11) -0.0092(9) -0.0006(8) -0.0111(9)
  C23 0.0325(9) 0.0274(9) 0.0357(9) -0.0033(7) 0.0062(8) -0.0066(7)
  C25 0.0278(8) 0.0232(8) 0.0216(7) -0.0011(7) 0.0073(6) -0.0028(6)
  C26 0.0300(9) 0.0302(9) 0.0346(9) 0.0015(7) 0.0107(7) -0.0030(7)
  C27 0.0415(11) 0.0285(10) 0.0416(11) 0.0083(8) 0.0040(9) -0.0048(8)
  C28 0.0531(12) 0.0244(9) 0.0356(10) -0.0060(9) 0.0022(9) 0.0007(8)
  C29 0.0469(11) 0.0321(10) 0.0348(10) -0.0121(9) 0.0146(9) -0.0014(8)
  C30 0.0336(9) 0.0274(9) 0.0313(9) -0.0043(7) 0.0137(8) -0.0039(7)
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
  Ge1 C11 . 1.951(2) y
  Ge1 C25 . 1.953(2) y
  Ge1 C18 . 1.959(2) y
  Ge1 C3 . 1.997(2) y
  F1 C9 . 1.367(2) y
  O1 C1 . 1.217(2) y
  O2 C1 . 1.316(2) y
  O2 H2 . 0.8400 n
  C1 C2 . 1.511(2) n
  C2 C3 . 1.527(2) n
  C2 H2A . 0.9900 n
  C2 H2B . 0.9900 n
  C3 C4 . 1.509(2) n
  C3 H3 . 1.0000 n
  C4 C9 . 1.383(2) n
  C4 C5 . 1.399(2) n
  C5 C6 . 1.390(3) n
  C5 H5 . 0.9500 n
  C6 C7 . 1.375(3) n
  C6 H6 . 0.9500 n
  C7 C8 . 1.380(3) n
  C7 H7 . 0.9500 n
  C8 C9 . 1.379(2) n
  C8 H8 . 0.9500 n
  C11 C16 . 1.395(2) n
  C11 C12 . 1.402(2) n
  C12 C13 . 1.389(2) n
  C12 H12 . 0.9500 n
  C13 C14 . 1.379(3) n
  C13 H13 . 0.9500 n
  C14 C15 . 1.384(3) n
  C14 H14 . 0.9500 n
  C15 C16 . 1.388(2) n
  C15 H15 . 0.9500 n
  C16 H16 . 0.9500 n
  C18 C19 . 1.398(2) n
  C18 C23 . 1.398(2) n
  C19 C20 . 1.392(2) n
  C19 H19 . 0.9500 n
  C20 C21 . 1.382(3) n
  C20 H20 . 0.9500 n
  C21 C22 . 1.384(3) n
  C21 H21 . 0.9500 n
  C22 C23 . 1.388(3) n
  C22 H22 . 0.9500 n
  C23 H23 . 0.9500 n
  C25 C30 . 1.397(2) n
  C25 C26 . 1.398(2) n
  C26 C27 . 1.391(3) n
  C26 H26 . 0.9500 n
  C27 C28 . 1.380(3) n
  C27 H27 . 0.9500 n
  C28 C29 . 1.381(3) n
  C28 H28 . 0.9500 n
  C29 C30 . 1.389(3) n
  C29 H29 . 0.9500 n
  C30 H30 . 0.9500 n