#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202520.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_2202520
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1762
_journal_page_last  o1763
_publ_section_title
;
3-[4-(1-Oxo-3-phenylprop-2-en-1-yl)phenyl]sydnone
;
loop_
_publ_author_name
  'Thamotharan, S.'
  'Parthasarathi, V.'
  'Hunnur, Raveendra K.'
  'Shinge, Prashant S.'
  'Badami, Bharati'
  'Schenk, Kurt J.'
_chemical_formula_moiety  'C17 H12 N2 O3'
_chemical_formula_sum  'C17 H12 N2 O3'
_chemical_formula_iupac  'C17 H12 N2 O3'
_chemical_formula_weight  292.29
_chemical_melting_point  471
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
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  7.5839(8)
_cell_length_b  7.9343(7)
_cell_length_c  23.543(2)
_cell_angle_alpha  90.00
_cell_angle_beta  92.954(8)
_cell_angle_gamma  90.00
_cell_volume  1414.8(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.372
_diffrn_ambient_temperature  293(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 1.0899(2) -0.28223(17) 0.12160(5) 0.0710(4) Uani d . 1 . . O
  O5 1.1013(3) -0.3692(2) 0.21334(7) 0.0920(5) Uani d . 1 . . O
  O12 0.6501(3) 0.6845(2) 0.07862(8) 0.1030(6) Uani d . 1 . . O
  N2 1.0321(2) -0.1456(2) 0.09022(6) 0.0663(4) Uani d . 1 . . N
  N3 0.96458(18) -0.04592(18) 0.12767(5) 0.0532(3) Uani d . 1 . . N
  C4 0.9747(3) -0.1044(2) 0.18094(7) 0.0635(5) Uani d . 1 . . C
  H4 0.9343 -0.0507 0.2129 0.076 Uiso calc R 1 . . H
  C5 1.0569(3) -0.2603(2) 0.17958(7) 0.0669(5) Uani d . 1 . . C
  C6 0.8936(2) 0.1122(2) 0.10736(7) 0.0526(4) Uani d . 1 . . C
  C7 0.8591(3) 0.1319(3) 0.04943(7) 0.0637(4) Uani d . 1 . . C
  H7 0.8762 0.0429 0.0246 0.076 Uiso calc R 1 . . H
  C8 0.7994(3) 0.2846(3) 0.02917(8) 0.0665(5) Uani d . 1 . . C
  H8 0.7788 0.2998 -0.0098 0.080 Uiso calc R 1 . . H
  C9 0.7695(2) 0.4169(2) 0.06597(8) 0.0610(4) Uani d . 1 . . C
  C10 0.7979(3) 0.3902(3) 0.12435(9) 0.0676(5) Uani d . 1 . . C
  H10 0.7735 0.4765 0.1495 0.081 Uiso calc R 1 . . H
  C11 0.8612(3) 0.2387(3) 0.14551(8) 0.0639(4) Uani d . 1 . . C
  H11 0.8815 0.2224 0.1844 0.077 Uiso calc R 1 . . H
  C12 0.7033(3) 0.5842(3) 0.04496(10) 0.0703(5) Uani d . 1 . . C
  C13 0.7037(3) 0.6208(3) -0.01619(10) 0.0734(5) Uani d . 1 . . C
  H13 0.7488 0.5400 -0.0401 0.088 Uiso calc R 1 . . H
  C14 0.6428(3) 0.7635(3) -0.03895(10) 0.0706(5) Uani d . 1 . . C
  H14 0.6031 0.8421 -0.0133 0.085 Uiso calc R 1 . . H
  C15 0.6292(2) 0.8152(3) -0.09884(9) 0.0639(4) Uani d . 1 . . C
  C16 0.6753(3) 0.7086(3) -0.14187(10) 0.0748(5) Uani d . 1 . . C
  H16 0.7176 0.6013 -0.1329 0.090 Uiso calc R 1 . . H
  C17 0.6597(3) 0.7578(4) -0.19761(12) 0.0902(7) Uani d . 1 . . C
  H17 0.6911 0.6837 -0.2260 0.108 Uiso calc R 1 . . H
  C18 0.5979(4) 0.9164(4) -0.21212(12) 0.0979(8) Uani d . 1 . . C
  H18 0.5879 0.9497 -0.2500 0.117 Uiso calc R 1 . . H
  C19 0.5512(3) 1.0249(3) -0.16961(13) 0.0891(7) Uani d . 1 . . C
  H19 0.5095 1.1321 -0.1789 0.107 Uiso calc R 1 . . H
  C20 0.5661(3) 0.9754(3) -0.11373(11) 0.0747(5) Uani d . 1 . . C
  H20 0.5337 1.0493 -0.0854 0.090 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
  O1 0.1054(10) 0.0560(7) 0.0524(7) 0.0090(7) 0.0119(6) 0.0002(5)
  O5 0.1522(16) 0.0670(9) 0.0569(8) 0.0109(9) 0.0073(8) 0.0112(7)
  O12 0.1371(16) 0.0823(11) 0.0887(12) 0.0340(11) -0.0019(10) -0.0103(9)
  N2 0.0957(11) 0.0580(8) 0.0460(7) 0.0101(8) 0.0114(7) -0.0013(6)
  N3 0.0623(7) 0.0552(7) 0.0423(6) -0.0028(6) 0.0068(5) -0.0037(5)
  C4 0.0877(12) 0.0617(10) 0.0418(7) -0.0022(8) 0.0104(7) -0.0018(7)
  C5 0.0963(13) 0.0581(10) 0.0466(8) -0.0061(9) 0.0061(8) 0.0005(7)
  C6 0.0533(8) 0.0557(9) 0.0489(8) -0.0022(6) 0.0041(6) -0.0017(6)
  C7 0.0766(11) 0.0660(10) 0.0490(8) 0.0088(8) 0.0065(7) -0.0059(7)
  C8 0.0759(11) 0.0707(12) 0.0529(9) 0.0105(9) 0.0030(8) 0.0005(8)
  C9 0.0547(9) 0.0607(10) 0.0672(10) 0.0003(7) -0.0022(7) -0.0021(8)
  C10 0.0775(11) 0.0591(10) 0.0654(10) 0.0026(8) -0.0033(8) -0.0145(8)
  C11 0.0773(11) 0.0635(10) 0.0504(8) 0.0003(8) -0.0012(7) -0.0089(7)
  C12 0.0687(11) 0.0608(10) 0.0803(13) 0.0071(8) -0.0056(9) -0.0103(9)
  C13 0.0706(11) 0.0627(11) 0.0861(14) 0.0099(9) -0.0031(9) -0.0030(10)
  C14 0.0640(10) 0.0610(10) 0.0863(13) 0.0028(8) -0.0022(9) -0.0087(9)
  C15 0.0525(8) 0.0622(10) 0.0768(12) -0.0043(7) 0.0024(7) -0.0035(9)
  C16 0.0714(11) 0.0664(12) 0.0867(14) 0.0072(9) 0.0040(10) -0.0025(10)
  C17 0.0927(16) 0.0940(17) 0.0852(15) 0.0093(13) 0.0179(12) -0.0113(13)
  C18 0.1018(18) 0.107(2) 0.0853(16) 0.0041(15) 0.0124(13) 0.0178(15)
  C19 0.0863(15) 0.0722(14) 0.1088(19) 0.0076(11) 0.0058(13) 0.0163(13)
  C20 0.0707(11) 0.0624(11) 0.0911(14) 0.0011(9) 0.0053(10) -0.0060(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
  O1 N2 . 1.371(2) ?
  O1 C5 . 1.411(2) ?
  O5 C5 . 1.210(2) ?
  O12 C12 . 1.207(3) ?
  N2 N3 . 1.308(2) ?
  N3 C4 . 1.336(2) ?
  N3 C6 . 1.437(2) ?
  C4 C5 . 1.386(3) ?
  C4 H4 . 0.93 ?
  C6 C11 . 1.378(2) ?
  C6 C7 . 1.384(2) ?
  C7 C8 . 1.371(3) ?
  C7 H7 . 0.93 ?
  C8 C9 . 1.387(3) ?
  C8 H8 . 0.93 ?
  C9 C10 . 1.396(3) ?
  C9 C12 . 1.495(3) ?
  C10 C11 . 1.378(3) ?
  C10 H10 . 0.93 ?
  C11 H11 . 0.93 ?
  C12 C13 . 1.469(3) ?
  C13 C14 . 1.325(3) ?
  C13 H13 . 0.93 ?
  C14 C15 . 1.467(3) ?
  C14 H14 . 0.93 ?
  C15 C16 . 1.379(3) ?
  C15 C20 . 1.396(3) ?
  C16 C17 . 1.368(4) ?
  C16 H16 . 0.93 ?
  C17 C18 . 1.380(4) ?
  C17 H17 . 0.93 ?
  C18 C19 . 1.380(4) ?
  C18 H18 . 0.93 ?
  C19 C20 . 1.372(4) ?
  C19 H19 . 0.93 ?
  C20 H20 . 0.93 ?