data_2200363
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o419
_journal_page_last  o420
_publ_section_title
;
trans-(+-)-2-Carboxymethyl-3-phenylcyclopropane-1-carboxylic acid
;
loop_
_publ_author_name
  'Avery, Thomas D.'
  'Taylor, Dennis K.'
  'Tiekink, Edward R. T.'
_chemical_formula_moiety  'C12 H12 O4'
_chemical_formula_sum  'C12 H12 O4'
_chemical_formula_iupac  'C12 H12 O4'
_chemical_formula_weight  220.22
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '1/2-x,1/2+y,1/2-z'
  '  -x,  -y,  -z'
  '1/2+x,1/2-y,1/2+z'
_cell_length_a  8.555(4)
_cell_length_b  8.814(4)
_cell_length_c  14.849(2)
_cell_angle_alpha  90
_cell_angle_beta  101.70(2)
_cell_angle_gamma  90
_cell_volume  1096.5(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  173
_exptl_crystal_density_diffrn  1.334
_diffrn_ambient_temperature  173
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  .55130(14)  -.42612(11)  .10228(7)  .0320(3) Uani d . 1 . . O
  O11A  .42968(15)  -.30476(12)  -.02518(7)  .0354(3) Uani d . 1 . . O
  H11A  .4284  -.3979  -.0527  .0498(17) Uiso d . 1 . . H
  O22  .83491(12)  -.07007(12)  .02195(7)  .0301(3) Uani d . 1 . . O
  O22A  .98659(13)  .10984(12)  .10230(7)  .0330(3) Uani d . 1 . . O
  H22A 1.0453  .1030  .0607  .0498(17) Uiso d . 1 . . H
  C1  .52950(16)  -.15774(15)  .10490(8)  .0219(3) Uani d . 1 . . C
  H1  .4862  -.0689  .0658  .0398(14) Uiso calc R 1 . . H
  C2  .68966(16)  -.13619(15)  .16992(8)  .0214(3) Uani d . 1 . . C
  H2  .7576  -.2293  .1811  .0398(14) Uiso calc R 1 . . H
  C3  .53970(15)  -.14191(15)  .20782(8)  .0203(3) Uani d . 1 . . C
  H3  .5243  -.2392  .2396  .0398(14) Uiso calc R 1 . . H
  C11  .50386(17)  -.30868(16)  .06200(9)  .0236(3) Uani d . 1 . . C
  C21  .77971(17)  .00923(15)  .16713(9)  .0239(3) Uani d . 1 . . C
  H21A  .8563  .0226  .2262  .0498(17) Uiso calc R 1 . . H
  H21B  .7038  .0953  .1598  .0498(17) Uiso calc R 1 . . H
  C22  .86886(16)  .01157(15)  .08976(9)  .0224(3) Uani d . 1 . . C
  C31  .47758(16)  -.00532(15)  .24848(9)  .0215(3) Uani d . 1 . . C
  C32  .40565(19)  .11704(18)  .19765(10)  .0314(3) Uani d . 1 . . C
  H32  .3934  .1164  .1326  .0398(14) Uiso calc R 1 . . H
  C33  .3510(2)  .24112(19)  .24096(12)  .0376(4) Uani d . 1 . . C
  H33  .3033  .3248  .2054  .0398(14) Uiso calc R 1 . . H
  C34  .36597(19)  .24268(19)  .33486(12)  .0361(4) Uani d . 1 . . C
  H34  .3268  .3262  .3641  .0398(14) Uiso calc R 1 . . H
  C35  .4381(2)  .1225(2)  .38613(11)  .0418(4) Uani d . 1 . . C
  H35  .4497  .1237  .4511  .0398(14) Uiso calc R 1 . . H
  C36  .4938(2)  -.00037(17)  .34346(10)  .0339(4) Uani d . 1 . . C
  H36  .5439  -.0824  .3797  .0398(14) 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  .0512(7)  .0202(5)  .0223(5)  -.0012(5)  .0020(5)  -.0009(4)
  O11A  .0563(7)  .0227(5)  .0222(5)  .0010(5)  -.0037(5)  -.0037(4)
  O22  .0308(6)  .0372(6)  .0245(5)  -.0104(5)  .0111(4)  -.0090(4)
  O22A  .0346(6)  .0320(6)  .0376(6)  -.0138(5)  .0197(5)  -.0121(4)
  C1  .0285(7)  .0189(6)  .0186(6)  -.0025(5)  .0055(5)  -.0006(5)
  C2  .0245(7)  .0202(6)  .0207(6)  -.0002(5)  .0076(5)  -.0023(5)
  C3  .0231(7)  .0197(6)  .0186(6)  -.0010(5)  .0058(5)  .0003(5)
  C11  .0294(7)  .0226(7)  .0191(6)  -.0037(5)  .0058(5)  -.0012(5)
  C21  .0263(7)  .0232(7)  .0237(6)  -.0045(5)  .0089(5)  -.0052(5)
  C22  .0228(7)  .0217(6)  .0231(6)  -.0006(5)  .0056(5)  -.0005(5)
  C31  .0203(6)  .0212(6)  .0246(6)  -.0042(5)  .0078(5)  -.0029(5)
  C32  .0316(8)  .0339(8)  .0278(7)  .0086(6)  .0039(6)  -.0014(6)
  C33  .0312(8)  .0330(8)  .0465(9)  .0120(7)  .0030(7)  -.0046(7)
  C34  .0312(8)  .0316(8)  .0478(9)  -.0001(6)  .0139(7)  -.0163(7)
  C35  .0627(12)  .0361(9)  .0307(8)  -.0005(8)  .0191(8)  -.0101(7)
  C36  .0538(10)  .0252(7)  .0250(7)  .0009(7)  .0135(7)  -.0009(6)
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 . 1.2230(18) no
  O11A C11 . 1.3215(16) no
  O22 C22 . 1.2236(16) no
  O22A C22 . 1.3127(17) no
  C1 C11 . 1.4722(19) no
  C1 C3 . 1.5195(17) no
  C1 C2 . 1.5196(19) no
  C2 C21 . 1.5004(19) no
  C2 C3 . 1.5027(19) no
  C3 C31 . 1.4921(18) no
  C21 C22 . 1.5025(18) no
  C31 C32 . 1.387(2) no
  C31 C36 . 1.3895(18) no
  C32 C33 . 1.396(2) no
  C33 C34 . 1.374(2) no
  C35 C34 . 1.375(3) no
  C35 C36 . 1.388(2) no