#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2006252.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_2006252
_journal_name_full 'Acta Crystallographica Section C'
_journal_year 1997
_journal_volume 53
_journal_page_first 794
_journal_page_last 797
_publ_section_title
;
Two Monoclinic Forms of Diclofenac 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
 'Carlo Castellari'
 'Stefano Ottani'
_chemical_name_common 'Diclofenac acid'
_chemical_formula_moiety 'C14 H11 Cl2 N O2'
_chemical_formula_sum 'C14 H11 Cl2 N O2'
_chemical_formula_weight 296.14
_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 8.384(2)
_cell_length_b 10.898(2)
_cell_length_c 14.822(5)
_cell_angle_alpha 90.00
_cell_angle_beta 92.76(2)
_cell_angle_gamma 90.00
_cell_volume 1352.7(6)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.454
_exptl_crystal_density_meas 1.45
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0397
_refine_ls_wR_factor_obs  .0859
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 Cl1  -.21669(8)  -.15465(8)  -.29440(5)  .0771(3) Uani d D 1 . Cl
 Cl2  .36003(8)  -.10061(8)  -.43659(5)  .0717(2) Uani d D 1 . Cl
 N1  .1334(3)  -.0990(2)  -.28686(14)  .0521(6) Uani d . 1 . N
 C1  .2551(3)  -.1684(2)  -.24197(15)  .0435(6) Uani d D 1 . C
 C2  .3466(3)  -.1148(2)  -.17101(15)  .0458(6) Uani d D 1 . C
 C3  .4686(3)  -.1829(3)  -.1298(2)  .0580(7) Uani d D 1 . C
 C4  .5011(3)  -.3003(3)  -.1558(2)  .0611(7) Uani d D 1 . C
 C5  .4095(3)  -.3526(3)  -.2238(2)  .0576(7) Uani d D 1 . C
 C6  .2865(3)  -.2880(2)  -.2673(2)  .0508(6) Uani d D 1 . C
 C7  .0675(3)  -.1323(2)  -.37120(15)  .0446(6) Uani d D 1 . C
 C8  -.0949(3)  -.1570(2)  -.3860(2)  .0517(6) Uani d D 1 . C
 C9  -.1616(4)  -.1836(3)  -.4699(2)  .0646(8) Uani d D 1 . C
 C10  -.0674(4)  -.1898(3)  -.5418(2)  .0684(8) Uani d D 1 . C
 C11  .0944(4)  -.1670(3)  -.5312(2)  .0606(7) Uani d D 1 . C
 C12  .1589(3)  -.1371(2)  -.4474(2)  .0504(6) Uani d D 1 . C
 C13  .3124(3)  .0128(3)  -.1390(2)  .0566(7) Uani d D 1 . C
 C14  .1745(3)  .0088(2)  -.0776(2)  .0531(6) Uani d . 1 . C
 O1  .0354(2)  .0066(2)  -.10847(11)  .0663(5) Uani d . 1 . O
 O2  .2136(2)  .0046(2)  .00759(12)  .0685(5) Uani d . 1 . O
 H1  .075(3) -.070(2) -.2552(17)  .050(8) Uiso d . 1 . H
 H2  .524(3) -.149(2) -.0801(15)  .067(8) Uiso d D 1 . H
 H3  .585(3) -.347(2) -.1279(17)  .075(9) Uiso d D 1 . H
 H4  .426(3) -.4320(19)  -.2427(17)  .069(9) Uiso d D 1 . H
 H5  .226(3) -.322(2) -.3145(14)  .058(8) Uiso d D 1 . H
 H6  -.272(2) -.196(3) -.4722(18)  .079(9) Uiso d D 1 . H
 H7  -.108(3) -.207(2) -.5988(14)  .073(8) Uiso d D 1 . H
 H8  .157(3) -.171(3) -.5808(16)  .084(10) Uiso d D 1 . H
 H9  .276(3) .064(2) -.1899(14)  .048(7) Uiso d D 1 . H
 H10  .406(3) .050(2) -.1087(15)  .055(7) Uiso d D 1 . H
 H11  .110(4) -.001(3) .047(3) .132(13) Uiso 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  .0549(4)  .0925(6)  .0859(5)  .0060(4)  .0220(4)  .0023(4)
 Cl2  .0523(4)  .0976(6)  .0664(4)  -.0122(4)  .0149(3)  -.0094(4)
 N1  .0516(12)  .0617(15)  .0431(12)  .0128(11)  .0041(10)  -.0139(11)
 C1  .0403(12)  .051(2)  .0400(12)  .0025(11)  .0079(10)  -.0013(11)
 C2  .0422(12)  .057(2)  .0393(12)  -.0081(11)  .0123(10)  -.0049(11)
 C3  .0468(14)  .083(2)  .0442(15)  -.0051(14)  .0006(12)  -.0034(14)
 C4  .0478(15)  .080(2)  .056(2)  .0103(15)  .0028(13)  .009(2)
 C5  .0560(15)  .055(2)  .063(2)  .0087(14)  .0195(13)  .0015(15)
 C6  .0518(14)  .053(2)  .0474(14)  .0006(13)  .0048(12)  -.0078(12)
 C7  .0449(12)  .0440(14)  .0448(13)  .0041(10)  .0019(10)  -.0018(10)
 C8  .0457(13)  .0485(15)  .061(2)  .0031(12)  .0024(11)  .0037(13)
 C9  .053(2)  .065(2)  .074(2)  -.0001(14)  -.013(2)  .003(2)
 C10  .076(2)  .076(2)  .050(2)  .002(2)  -.020(2)  -.006(2)
 C11  .070(2)  .066(2)  .045(2)  .0029(15)  .0024(14)  -.0024(14)
 C12  .0467(13)  .056(2)  .0487(14)  .0019(12)  .0022(11)  -.0025(12)
 C13  .057(2)  .062(2)  .052(2)  -.0154(14)  .0131(13)  -.0141(14)
 C14  .062(2)  .050(2)  .0481(15)  -.0069(13)  .0100(12)  -.0140(12)
 O1  .0569(11)  .0910(15)  .0518(10)  -.0009(10)  .0099(9)  -.0119(10)
 O2  .0640(12)  .0919(15)  .0503(11)  -.0043(11)  .0083(9)  -.0147(10)
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 C8 . 1.738(3) y
 Cl2 C12 . 1.733(2) y
 N1 C7 . 1.390(3) y
 N1 C1 . 1.411(3) y
 N1 H1 .  .76(2) ?
 C1 C6 . 1.385(3) ?
 C1 C2 . 1.399(3) ?
 C2 C3 . 1.382(4) ?
 C2 C13 . 1.502(4) y
 C3 C4 . 1.367(4) ?
 C3 H2 .  .93(2) ?
 C4 C5 . 1.362(4) ?
 C4 H3 .  .95(2) ?
 C5 C6 . 1.382(4) ?
 C5 H4 .  .92(2) ?
 C6 H5 .  .92(2) ?
 C7 C8 . 1.395(3) ?
 C7 C12 . 1.396(3) ?
 C8 C9 . 1.369(4) ?
 C9 C10 . 1.358(4) ?
 C9 H6 .  .93(2) ?
 C10 C11 . 1.380(4) ?
 C10 H7 .  .92(2) ?
 C11 C12 . 1.370(3) ?
 C11 H8 .  .92(2) ?
 C13 C14 . 1.506(3) y
 C13 H9 .  .98(2) ?
 C13 H10 .  .97(2) ?
 C14 O1 . 1.233(3) y
 C14 O2 . 1.289(3) y
 O2 H11 . 1.07(4) y