data_2014749
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o81
_journal_page_last  o84
_publ_section_title
;
Fenofibric acid
;
loop_
_publ_author_name
  'Rath, Nigam P. '
  'Haq, Wahajul '
  'Balendiran, Ganesaratnam K.  '
_chemical_name_common
;
fenofibric acid
;
_chemical_formula_moiety  'C17 H15 Cl O4'
_chemical_formula_sum  'C17 H15 Cl O4'
_chemical_formula_iupac  'C17 H15 Cl O4'
_chemical_formula_weight  318.74
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x-1/2, y-1/2, z'
_cell_length_a  18.2168(4)
_cell_length_b  7.5623(2)
_cell_length_c  22.1355(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  3049.41(13)
_cell_formula_units_Z  8
_cell_measurement_temperature  160(2)
_exptl_crystal_density_diffrn  1.389
_diffrn_ambient_temperature  160(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 0.19052(3) 1.21263(6) 0.31797(2) 0.03663(13) Uani d . 1 . . Cl
  O1 0.01318(6) 0.45447(15) 0.36502(5) 0.0290(3) Uani d . 1 . . O
  O2 0.18624(5) 0.14587(14) 0.59212(5) 0.0236(2) Uani d . 1 . . O
  O3 0.11915(6) -0.17371(15) 0.56968(5) 0.0302(3) Uani d . 1 . . O
  O4 0.05568(8) -0.15560(18) 0.65596(6) 0.0405(3) Uani d . 1 . . O
  C1 0.15096(8) 1.0130(2) 0.34020(7) 0.0241(3) Uani d . 1 . . C
  C2 0.14883(8) 0.9737(2) 0.40125(7) 0.0229(3) Uani d . 1 . . C
  C3 0.12180(8) 0.8102(2) 0.41936(7) 0.0224(3) Uani d . 1 . . C
  C4 0.09578(8) 0.68971(19) 0.37661(7) 0.0209(3) Uani d . 1 . . C
  C5 0.09564(8) 0.7364(2) 0.31550(7) 0.0235(3) Uani d . 1 . . C
  C6 0.12409(9) 0.8975(2) 0.29689(7) 0.0262(3) Uani d . 1 . . C
  C7 0.06434(8) 0.5159(2) 0.39505(7) 0.0218(3) Uani d . 1 . . C
  C8 0.09430(8) 0.42252(19) 0.44834(7) 0.0213(3) Uani d . 1 . . C
  C9 0.16816(8) 0.4401(2) 0.46517(7) 0.0232(3) Uani d . 1 . . C
  C10 0.19631(8) 0.3454(2) 0.51327(7) 0.0233(3) Uani d . 1 . . C
  C11 0.15098(8) 0.23342(19) 0.54643(7) 0.0208(3) Uani d . 1 . . C
  C12 0.07687(8) 0.2146(2) 0.53051(7) 0.0224(3) Uani d . 1 . . C
  C13 0.04962(8) 0.3076(2) 0.48140(7) 0.0216(3) Uani d . 1 . . C
  C14 0.14741(8) 0.06026(19) 0.64084(6) 0.0210(3) Uani d . 1 . . C
  C15 0.10591(8) -0.1016(2) 0.61680(7) 0.0229(3) Uani d . 1 . . C
  C16 0.20949(9) -0.0108(2) 0.68054(7) 0.0264(3) Uani d D 1 . . C
  C17 0.09945(9) 0.1909(2) 0.67502(8) 0.0274(3) Uani d D 1 . . C
  H2 0.1645(10) 1.056(2) 0.4300(8) 0.023(4) Uiso d . 1 . . H
  H3 0.1196(9) 0.781(2) 0.4607(8) 0.021(4) Uiso d . 1 . . H
  H4 0.0334(15) -0.258(4) 0.6444(12) 0.066(8) Uiso d . 1 . . H
  H5 0.0774(10) 0.654(2) 0.2868(8) 0.025(4) Uiso d . 1 . . H
  H6 0.1245(10) 0.931(2) 0.2553(9) 0.030(5) Uiso d . 1 . . H
  H9 0.1984(10) 0.515(2) 0.4425(8) 0.022(4) Uiso d . 1 . . H
  H10 0.2467(10) 0.355(2) 0.5254(7) 0.023(4) Uiso d . 1 . . H
  H12 0.0451(10) 0.136(2) 0.5523(8) 0.027(4) Uiso d . 1 . . H
  H13 -0.0011(10) 0.293(2) 0.4699(8) 0.025(4) Uiso d . 1 . . H
  H16A 0.2397(10) 0.088(2) 0.6953(8) 0.037(5) Uiso d D 1 . . H
  H16B 0.1895(10) -0.080(2) 0.7146(7) 0.031(5) Uiso d D 1 . . H
  H16C 0.2408(9) -0.089(2) 0.6562(7) 0.028(5) Uiso d D 1 . . H
  H17A 0.0578(10) 0.235(3) 0.6510(9) 0.045(6) Uiso d D 1 . . H
  H17B 0.1297(11) 0.291(2) 0.6870(9) 0.046(6) Uiso d D 1 . . H
  H17C 0.0799(11) 0.134(3) 0.7114(8) 0.041(5) Uiso d D 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 0.0466(3) 0.0294(2) 0.0339(2) -0.01281(18) 0.00476(18) 0.00496(17)
  O1 0.0273(6) 0.0291(6) 0.0307(6) -0.0067(5) -0.0081(5) 0.0044(5)
  O2 0.0173(5) 0.0278(5) 0.0257(5) -0.0010(4) -0.0023(4) 0.0073(4)
  O3 0.0310(6) 0.0315(6) 0.0280(6) -0.0036(5) -0.0002(5) -0.0064(5)
  O4 0.0468(8) 0.0416(7) 0.0332(7) -0.0240(6) 0.0110(6) -0.0067(6)
  C1 0.0217(7) 0.0218(7) 0.0290(8) -0.0006(6) 0.0039(6) 0.0032(6)
  C2 0.0210(7) 0.0233(7) 0.0246(7) 0.0002(6) -0.0007(6) -0.0029(6)
  C3 0.0219(7) 0.0259(7) 0.0195(7) 0.0011(6) 0.0005(6) 0.0017(6)
  C4 0.0175(7) 0.0227(7) 0.0223(7) 0.0005(5) 0.0007(5) 0.0018(6)
  C5 0.0229(7) 0.0255(7) 0.0220(7) -0.0012(6) -0.0013(6) -0.0013(6)
  C6 0.0280(8) 0.0302(8) 0.0203(7) 0.0000(6) 0.0014(6) 0.0036(6)
  C7 0.0197(7) 0.0227(7) 0.0229(7) 0.0006(6) 0.0014(5) -0.0005(6)
  C8 0.0207(7) 0.0207(7) 0.0224(7) 0.0011(6) -0.0001(5) 0.0001(6)
  C9 0.0194(7) 0.0237(7) 0.0264(7) -0.0029(6) 0.0018(6) 0.0033(6)
  C10 0.0171(7) 0.0255(7) 0.0274(8) -0.0018(6) -0.0014(6) 0.0006(6)
  C11 0.0201(7) 0.0214(7) 0.0210(7) 0.0016(6) -0.0012(5) 0.0005(6)
  C12 0.0186(7) 0.0241(7) 0.0243(7) -0.0027(6) 0.0013(6) 0.0028(6)
  C13 0.0169(7) 0.0229(7) 0.0249(7) -0.0006(5) -0.0002(6) -0.0004(6)
  C14 0.0204(7) 0.0229(7) 0.0198(7) -0.0019(6) -0.0011(5) 0.0022(6)
  C15 0.0221(7) 0.0239(7) 0.0226(7) -0.0016(6) -0.0036(6) 0.0022(6)
  C16 0.0250(8) 0.0279(8) 0.0263(8) 0.0009(6) -0.0046(6) 0.0026(7)
  C17 0.0271(8) 0.0274(8) 0.0278(8) 0.0020(7) -0.0010(6) -0.0024(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
  Cl1 C1 . 1.7439(15) ?
  O1 C7 . 1.2353(18) yes
  O2 C11 . 1.3689(17) yes
  O2 C14 . 1.4430(17) yes
  O3 C15 . 1.2014(19) yes
  O4 C15 . 1.3248(19) yes
  O4 H4 . 0.91(3) ?
  C1 C2 . 1.384(2) ?
  C1 C6 . 1.386(2) ?
  C2 C3 . 1.390(2) ?
  C2 H2 . 0.936(18) ?
  C3 C4 . 1.396(2) ?
  C3 H3 . 0.942(18) ?
  C4 C5 . 1.398(2) ?
  C4 C7 . 1.491(2) ?
  C5 C6 . 1.387(2) ?
  C5 H5 . 0.947(18) ?
  C6 H6 . 0.955(19) ?
  C7 C8 . 1.479(2) ?
  C8 C13 . 1.398(2) ?
  C8 C9 . 1.402(2) ?
  C9 C10 . 1.382(2) ?
  C9 H9 . 0.936(18) ?
  C10 C11 . 1.392(2) ?
  C10 H10 . 0.960(19) ?
  C11 C12 . 1.403(2) ?
  C12 C13 . 1.387(2) ?
  C12 H12 . 0.961(19) ?
  C13 H13 . 0.964(19) ?
  C14 C17 . 1.520(2) ?
  C14 C16 . 1.530(2) ?
  C14 C15 . 1.534(2) ?
  C16 H16A . 0.984(15) ?
  C16 H16B . 0.986(14) ?
  C16 H16C . 0.981(14) ?
  C17 H17A . 0.984(15) ?
  C17 H17B . 0.975(16) ?
  C17 H17C . 0.980(15) ?