#------------------------------------------------------------------------------
#$Date: 2008-11-20 21:58:43 +0200 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008073.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_2008073
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  97
_journal_page_last  99
_publ_section_title
;
5-Benzoyl-1-ethyl-4-phenyl-1H-pyrimidin-2-one
;
loop_
_publ_author_name
  'Sema \"Ozt\"urk'
  'Mehmet Akkurt'
  '\.Ibrahim Abdul Razak'
  'Hoong-Kun Fun'
  '\.Ismail Y\?ild\?ir\?im'
_chemical_formula_moiety  'C19 H16 N2 O2'
_chemical_formula_sum  'C19 H16 N2 O2'
_chemical_formula_weight  304.34
_chemical_melting_point  179
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2yc'
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  8.4254(4)
_cell_length_b  17.2278(6)
_cell_length_c  10.9291(3)
_cell_angle_alpha  90.00
_cell_angle_beta  96.164(2)
_cell_angle_gamma  90.00
_cell_volume  1577.20(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.282
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.0677
_refine_ls_wR_factor_obs  0.0905
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
  O1 0.1722(3) 0.6959(2) 0.1731(2) 0.0621(9) Uani d . 1 . O
  O2 -0.3181(3) 0.68199(15) 0.5307(2) 0.0579(8) Uani d . 1 . O
  N1 0.1660(3) 0.6809(2) 0.3790(3) 0.0436(8) Uani d . 1 . N
  N2 -0.0530(3) 0.6421(2) 0.2370(3) 0.0425(9) Uani d . 1 . N
  C1 0.0767(5) 0.6713(2) 0.4727(4) 0.0411(10) Uani d . 1 . C
  C2 0.0970(4) 0.6747(2) 0.2564(3) 0.0449(10) Uani d . 1 . C
  C3 -0.1364(4) 0.6293(2) 0.3294(3) 0.0376(10) Uani d . 1 . C
  C4 -0.0786(4) 0.6479(2) 0.4532(3) 0.0375(9) Uani d . 1 . C
  C5 -0.1835(5) 0.6555(2) 0.5538(3) 0.0428(10) Uani d . 1 . C
  C6 -0.1225(4) 0.6350(2) 0.6816(3) 0.0396(10) Uani d . 1 . C
  C7 -0.1861(5) 0.6721(2) 0.7792(4) 0.0457(11) Uani d . 1 . C
  C8 -0.1331(6) 0.6538(2) 0.8995(4) 0.0534(12) Uani d . 1 . C
  C9 -0.0210(6) 0.5971(3) 0.9241(4) 0.0606(13) Uani d . 1 . C
  C10 0.0406(6) 0.5586(3) 0.8290(4) 0.0586(13) Uani d . 1 . C
  C11 -0.0077(5) 0.5783(2) 0.7092(4) 0.0478(11) Uani d . 1 . C
  C12 -0.2909(4) 0.5888(2) 0.2964(3) 0.0403(10) Uani d . 1 . C
  C13 -0.3800(5) 0.6048(2) 0.1848(4) 0.0491(11) Uani d . 1 . C
  C14 -0.5171(6) 0.5630(3) 0.1498(5) 0.0654(14) Uani d . 1 . C
  C15 -0.5650(6) 0.5045(3) 0.2226(5) 0.0690(14) Uani d . 1 . C
  C16 -0.4770(6) 0.4873(3) 0.3324(5) 0.0628(13) Uani d . 1 . C
  C17 -0.3424(5) 0.5297(2) 0.3691(4) 0.0483(11) Uani d . 1 . C
  C18 0.3358(5) 0.7040(3) 0.4036(5) 0.0566(13) Uani d . 1 . C
  C19 0.3594(7) 0.7899(3) 0.3904(7) 0.080(2) Uani d . 1 . C
  H1 0.129(3)  0.6846(15) 0.551(3)  0.025(9) Uiso d . 1 . H
  H7 -0.269(3)  0.7092(16) 0.758(3)  0.033(10) Uiso d . 1 . H
  H8 -0.182(4)  0.6816(19) 0.971(3)  0.071(12) Uiso d . 1 . H
  H9 0.025(4)  0.584(2)  1.006(4)  0.085(15) Uiso d . 1 . H
  H10 0.119(4)  0.5214(19) 0.850(3)  0.052(12) Uiso d . 1 . H
  H11 0.033(4)  0.5530(17) 0.640(3)  0.048(10) Uiso d . 1 . H
  H13 -0.343(4)  0.6492(18) 0.133(3)  0.055(11) Uiso d . 1 . H
  H14 -0.570(4)  0.576(2)  0.080(3)  0.064(15) Uiso d . 1 . H
  H15 -0.669(5)  0.478(2)  0.196(4)  0.087(15) Uiso d . 1 . H
  H16 -0.510(4)  0.446(2)  0.381(3)  0.076(14) Uiso d . 1 . H
  H17 -0.278(4)  0.5200(19) 0.446(3)  0.051(12) Uiso d . 1 . H
  H18B 0.387(4)  0.6780(19) 0.342(3)  0.059(12) Uiso d . 1 . H
  H18A 0.363(4)  0.685(2)  0.488(4)  0.069(14) Uiso d . 1 . H
  H19A 0.298(9)  0.818(4)  0.447(7)  0.23(4)  Uiso d . 1 . H
  H19B 0.477(6)  0.802(2)  0.407(4)  0.099(16) Uiso d . 1 . H
  H19C 0.335(5)  0.805(3)  0.300(5)  0.11(2)  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
  O1 0.052(2) 0.095(2) 0.042(2) -0.016(2) 0.0173(14) 0.0038(15)
  O2 0.041(2) 0.080(2) 0.053(2) 0.015(2) 0.0062(14) 0.002(2)
  N1 0.034(2) 0.063(2) 0.035(2) -0.004(2) 0.006(2) -0.004(2)
  N2 0.037(2) 0.054(2) 0.038(2) -0.005(2) 0.009(2) 0.001(2)
  C1 0.041(3) 0.053(3) 0.030(2) 0.007(2) 0.006(2) 0.001(2)
  C2 0.045(3) 0.055(3) 0.037(3) 0.001(2) 0.013(2) -0.001(2)
  C3 0.036(2) 0.040(2) 0.038(2) 0.004(2) 0.006(2) 0.003(2)
  C4 0.034(2) 0.043(2) 0.036(2) 0.004(2) 0.007(2) 0.005(2)
  C5 0.042(2) 0.043(2) 0.044(3) 0.000(2) 0.008(2) 0.004(2)
  C6 0.042(2) 0.039(2) 0.039(2) -0.002(2) 0.010(2) 0.002(2)
  C7 0.055(3) 0.040(2) 0.045(3) -0.003(2) 0.020(2) -0.001(2)
  C8 0.080(3) 0.042(3) 0.041(3) -0.010(2) 0.024(3) -0.005(2)
  C9 0.087(4) 0.060(3) 0.034(3) -0.016(3) 0.003(3) 0.004(3)
  C10 0.071(3) 0.061(3) 0.044(3) 0.008(3) 0.006(3) 0.006(2)
  C11 0.060(3) 0.054(3) 0.031(3) 0.005(2) 0.011(2) 0.000(2)
  C12 0.036(2) 0.047(2) 0.039(2) 0.000(2) 0.009(2) -0.002(2)
  C13 0.042(3) 0.054(3) 0.050(3) -0.012(2) 0.001(2) 0.001(2)
  C14 0.059(3) 0.079(4) 0.055(4) -0.006(3) -0.008(3) 0.000(3)
  C15 0.059(3) 0.073(3) 0.075(4) -0.029(3) 0.004(3) -0.006(3)
  C16 0.067(3) 0.063(3) 0.060(4) -0.022(3) 0.012(3) 0.006(3)
  C17 0.046(3) 0.055(3) 0.044(3) -0.005(2) 0.007(2) 0.003(2)
  C18 0.036(3) 0.081(4) 0.054(3) -0.007(2) 0.009(2) -0.006(3)
  C19 0.056(4) 0.086(4) 0.098(5) -0.022(3) 0.010(3) -0.014(4)
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 C2 . 1.220(4) yes
  O2 C5 . 1.223(4) yes
  N1 C1 . 1.344(4) yes
  N1 C2 . 1.406(4) yes
  N1 C18 . 1.482(5) yes
  N2 C3 . 1.310(4) yes
  N2 C2 . 1.378(4) yes
  C1 C4 . 1.364(5) ?
  C1 H1 . 0.95(3) ?
  C3 C4 . 1.424(4) ?
  C3 C12 . 1.487(5) ?
  C4 C5 . 1.489(4) ?
  C5 C6 . 1.478(5) ?
  C6 C11 . 1.386(5) ?
  C6 C7 . 1.399(4) ?
  C7 C8 . 1.378(5) ?
  C7 H7 . 0.96(3) ?
  C8 C9 . 1.366(6) ?
  C8 H8 . 1.04(3) ?
  C9 C10 . 1.380(5) ?
  C9 H9 . 0.97(4) ?
  C10 C11 . 1.371(5) ?
  C10 H10 . 0.93(3) ?
  C11 H11 . 0.97(3) ?
  C12 C17 . 1.389(5) ?
  C12 C13 . 1.390(5) ?
  C13 C14 . 1.380(5) ?
  C13 H13 . 1.02(3) ?
  C14 C15 . 1.371(6) ?
  C14 H14 . 0.88(4) ?
  C15 C16 . 1.373(6) ?
  C15 H15 . 1.00(4) ?
  C16 C17 . 1.372(6) ?
  C16 H16 . 0.95(4) ?
  C17 H17 . 0.96(3) ?
  C18 C19 . 1.502(7) ?
  C18 H18B . 0.95(3) ?
  C18 H18A . 0.98(4) ?
  C19 H19A . 0.97(7) ?
  C19 H19B . 1.01(5) ?
  C19 H19C . 1.02(5) ?