data_2202473
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1141
_journal_page_last  o1142
_publ_section_title
;
3,3-Bis(2-furylmethyl)-2-methyl-4-oxocyclohex-1-ene-1-carboxylic acid
;
loop_
_publ_author_name
  'Ray, Jayanta Kumar'
  'Mal, Sajal Kanti'
  'Canle, L. M.'
  'Santaballa, J. A.'
  "Mah\'ia, Jose"
_chemical_formula_moiety  'C18 H18 O5'
_chemical_formula_sum  'C18 H18 O5'
_chemical_formula_iupac  'C18 H18 O5'
_chemical_formula_weight  314.32
_chemical_melting_point  .415E-305
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  7.1250(10)
_cell_length_b  8.7980(10)
_cell_length_c  25.625(2)
_cell_angle_alpha  90.00
_cell_angle_beta  91.2140(10)
_cell_angle_gamma  90.00
_cell_volume  1606.0(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.300
_diffrn_ambient_temperature  298(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
  O1 0.50501(18) -0.06063(13) 0.07156(5) 0.0511(3) Uani d . 1 . . O
  O2 0.08922(19) 0.41687(14) 0.19161(5) 0.0575(3) Uani d . 1 . . O
  O3 0.17284(19) 0.42311(17) 0.03333(6) 0.0732(5) Uani d . 1 . . O
  O4 -0.1097(2) 0.3277(2) 0.02231(8) 0.0913(6) Uani d . 1 . . O
  H4 -0.1241 0.4062 0.0054 0.137 Uiso calc R 1 . . H
  O5 0.0530(2) -0.12106(16) 0.19199(5) 0.0641(4) Uani d . 1 . . O
  C1 0.2466(2) 0.07479(16) 0.15724(5) 0.0368(3) Uani d . 1 . . C
  C2 0.2409(2) 0.18759(15) 0.11161(5) 0.0354(3) Uani d . 1 . . C
  C3 0.0899(2) 0.19500(16) 0.07925(5) 0.0371(3) Uani d . 1 . . C
  C4 -0.0659(2) 0.0783(2) 0.07930(7) 0.0497(4) Uani d . 1 . . C
  H4A -0.1131 0.0634 0.0439 0.060 Uiso calc R 1 . . H
  H4B -0.1684 0.1158 0.1000 0.060 Uiso calc R 1 . . H
  C5 0.0022(2) -0.07322(18) 0.10144(7) 0.0489(4) Uani d . 1 . . C
  H5A -0.1031 -0.1423 0.1046 0.059 Uiso calc R 1 . . H
  H5B 0.0916 -0.1186 0.0781 0.059 Uiso calc R 1 . . H
  C6 0.0929(2) -0.04797(17) 0.15373(6) 0.0418(3) Uani d . 1 . . C
  C7 0.4354(2) -0.01357(18) 0.16283(6) 0.0438(4) Uani d . 1 . . C
  H7A 0.5370 0.0597 0.1652 0.053 Uiso calc R 1 . . H
  H7B 0.4352 -0.0698 0.1954 0.053 Uiso calc R 1 . . H
  C8 0.4753(2) -0.12121(18) 0.11987(6) 0.0427(4) Uani d . 1 . . C
  C9 0.4922(3) -0.2730(2) 0.11726(9) 0.0643(5) Uani d . 1 . . C
  H9 0.4793 -0.3412 0.1447 0.077 Uiso calc R 1 . . H
  C10 0.5337(3) -0.3100(2) 0.06482(9) 0.0697(6) Uani d . 1 . . C
  H10 0.5523 -0.4067 0.0513 0.084 Uiso calc R 1 . . H
  C11 0.5406(3) -0.1803(2) 0.03906(8) 0.0610(5) Uani d . 1 . . C
  H11 0.5662 -0.1714 0.0038 0.073 Uiso calc R 1 . . H
  C12 0.2219(3) 0.16615(19) 0.20880(6) 0.0469(4) Uani d . 1 . . C
  H12A 0.2080 0.0949 0.2373 0.056 Uiso calc R 1 . . H
  H12B 0.3351 0.2247 0.2158 0.056 Uiso calc R 1 . . H
  C13 0.0582(2) 0.27135(18) 0.20794(6) 0.0445(4) Uani d . 1 . . C
  C14 -0.1238(3) 0.2560(2) 0.21980(8) 0.0596(5) Uani d . 1 . . C
  H14 -0.1814 0.1688 0.2322 0.072 Uiso calc R 1 . . H
  C15 -0.2121(3) 0.3995(3) 0.20963(9) 0.0657(5) Uani d . 1 . . C
  H15 -0.3380 0.4233 0.2138 0.079 Uiso calc R 1 . . H
  C16 -0.0798(3) 0.4913(2) 0.19320(8) 0.0650(5) Uani d . 1 . . C
  H16 -0.0984 0.5925 0.1840 0.078 Uiso calc R 1 . . H
  C17 0.4037(2) 0.29670(19) 0.11044(7) 0.0492(4) Uani d . 1 . . C
  H17A 0.4706 0.2830 0.0787 0.074 Uiso calc R 1 . . H
  H17B 0.4865 0.2775 0.1397 0.074 Uiso calc R 1 . . H
  H17C 0.3577 0.3991 0.1122 0.074 Uiso calc R 1 . . H
  C18 0.0581(2) 0.32553(18) 0.04317(6) 0.0420(3) Uani d . 1 . . C
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
  O1 0.0608(7) 0.0451(6) 0.0475(6) -0.0009(5) 0.0034(5) 0.0046(5)
  O2 0.0720(8) 0.0389(6) 0.0619(8) 0.0000(6) 0.0062(6) 0.0011(5)
  O3 0.0548(7) 0.0685(9) 0.0957(11) -0.0101(6) -0.0172(7) 0.0485(8)
  O4 0.0679(9) 0.0822(11) 0.1218(14) -0.0208(8) -0.0480(9) 0.0616(10)
  O5 0.0846(10) 0.0535(7) 0.0545(7) -0.0142(7) 0.0064(6) 0.0199(6)
  C1 0.0453(8) 0.0324(7) 0.0324(7) -0.0001(6) -0.0054(6) 0.0037(5)
  C2 0.0421(7) 0.0299(7) 0.0341(7) -0.0026(5) -0.0033(5) 0.0031(5)
  C3 0.0407(7) 0.0347(7) 0.0358(7) -0.0014(6) -0.0030(5) 0.0061(6)
  C4 0.0458(8) 0.0486(9) 0.0542(9) -0.0110(7) -0.0129(7) 0.0132(7)
  C5 0.0533(9) 0.0389(8) 0.0541(9) -0.0137(7) -0.0090(7) 0.0049(7)
  C6 0.0476(8) 0.0326(7) 0.0452(8) -0.0001(6) 0.0015(6) 0.0075(6)
  C7 0.0481(8) 0.0419(8) 0.0410(8) 0.0035(6) -0.0096(6) 0.0064(6)
  C8 0.0415(8) 0.0395(8) 0.0470(8) 0.0008(6) -0.0031(6) 0.0071(6)
  C9 0.0826(14) 0.0392(9) 0.0715(13) 0.0005(9) 0.0117(10) 0.0072(8)
  C10 0.0830(14) 0.0453(10) 0.0812(14) -0.0069(10) 0.0143(11) -0.0135(10)
  C11 0.0655(11) 0.0621(12) 0.0558(10) -0.0038(9) 0.0079(9) -0.0113(9)
  C12 0.0636(10) 0.0428(8) 0.0339(7) 0.0040(7) -0.0082(7) 0.0003(6)
  C13 0.0629(10) 0.0366(8) 0.0338(7) -0.0019(7) -0.0032(6) -0.0032(6)
  C14 0.0701(12) 0.0498(10) 0.0591(11) -0.0141(9) 0.0073(9) -0.0087(8)
  C15 0.0592(11) 0.0653(12) 0.0721(13) 0.0050(10) -0.0068(9) -0.0218(10)
  C16 0.0830(14) 0.0462(10) 0.0652(12) 0.0150(10) -0.0070(10) -0.0055(9)
  C17 0.0496(9) 0.0432(9) 0.0542(9) -0.0120(7) -0.0128(7) 0.0117(7)
  C18 0.0432(8) 0.0429(8) 0.0396(8) 0.0004(6) -0.0044(6) 0.0102(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
  O1 C8 . 1.3684(19) ?
  O1 C11 . 1.369(2) ?
  O2 C13 . 1.366(2) ?
  O2 C16 . 1.372(2) ?
  O3 C18 . 1.216(2) yes
  O4 C18 . 1.299(2) yes
  O4 H4 . 0.82 ?
  O5 C6 . 1.212(2) yes
  C1 C2 . 1.533(2) ?
  C1 C6 . 1.539(2) ?
  C1 C7 . 1.558(2) ?
  C1 C12 . 1.560(2) ?
  C2 C3 . 1.346(2) yes
  C2 C17 . 1.507(2) ?
  C3 C18 . 1.489(2) ?
  C3 C4 . 1.512(2) ?
  C4 C5 . 1.524(2) ?
  C4 H4A . 0.97 ?
  C4 H4B . 0.97 ?
  C5 C6 . 1.492(2) ?
  C5 H5A . 0.97 ?
  C5 H5B . 0.97 ?
  C7 C8 . 1.484(2) ?
  C7 H7A . 0.97 ?
  C7 H7B . 0.97 ?
  C8 C9 . 1.343(2) yes
  C9 C10 . 1.420(3) ?
  C9 H9 . 0.93 ?
  C10 C11 . 1.320(3) yes
  C10 H10 . 0.93 ?
  C11 H11 . 0.93 ?
  C12 C13 . 1.488(2) ?
  C12 H12A . 0.97 ?
  C12 H12B . 0.97 ?
  C13 C14 . 1.345(3) yes
  C14 C15 . 1.432(3) ?
  C14 H14 . 0.93 ?
  C15 C16 . 1.316(3) yes
  C15 H15 . 0.93 ?
  C16 H16 . 0.93 ?
  C17 H17A . 0.96 ?
  C17 H17B . 0.96 ?
  C17 H17C . 0.96 ?