data_2008927
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1511
_journal_page_last  1512
_publ_section_title
;
3,3-Dichloro-1,4-diphenylazetidin-2-one
;
loop_
_publ_author_name
  ' Kabak, Mehmet '
  'Elerman, Yal\;cin'
  'G\"uner, Vildan'
  'Yildirir, S\"uleyman'
  'Durlu, Tahsin Nuri'
_chemical_formula_moiety  'C15 H11 Cl2 N O'
_chemical_formula_sum  'C15 H11 Cl2 N O'
_chemical_formula_weight  292.16
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '  -x,  +y,1/2-z'
  '  -x,  -y,  -z'
  '  +x,  -y,1/2+z'
  '1/2+x,1/2+y,  +z'
  '1/2-x,1/2+y,1/2-z'
  '1/2-x,1/2-y,  -z'
  '1/2+x,1/2-y,1/2+z'
_cell_length_a  19.305(2)
_cell_length_b  5.9580(10)
_cell_length_c  23.847(2)
_cell_angle_alpha  90
_cell_angle_beta  91.989(8)
_cell_angle_gamma  90
_cell_volume  2741.0(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  293.2
_exptl_crystal_density_diffrn  1.416
_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
  Cl1 0.49709(7) 0.4554(3) 0.17034(7) 0.0677(5) d ? Uani 1.000
  Cl2 0.50662(7) 0.2192(3) 0.06547(7) 0.0773(5) d ? Uani 1.000
  O1 0.3939(2) 0.6580(7) 0.0623(2) 0.0690(10)
  d ? Uani 1.000
  N1 0.3441(2) 0.3268(7) 0.0965(2) 0.0390(10)
  d ? Uani 1.000
  C1 0.2393(2) 0.4799(9) 0.0528(2) 0.0470(10)
  d ? Uani 1.000
  C2 0.1688(3) 0.4540(10)
  0.0382(2) 0.057(2) d ? Uani 1.000
  C3 0.1341(2) 0.2670(10)
  0.0538(2) 0.061(2) d ? Uani 1.000
  C4 0.1675(2) 0.0970(10)
  0.0818(2) 0.055(2) d ? Uani 1.000
  C5 0.2380(2) 0.1178(9) 0.0966(2) 0.0470(10)
  d ? Uani 1.000
  C6 0.2727(2) 0.3091(9) 0.0813(2) 0.0390(10)
  d ? Uani 1.000
  C7 0.3938(2) 0.4809(9) 0.0850(2) 0.0460(10)
  d ? Uani 1.000
  C8 0.4498(2) 0.3326(9) 0.1141(2) 0.0470(10)
  d ? Uani 1.000
  C9 0.3887(2) 0.1715(8) 0.1291(2) 0.0410(10)
  d ? Uani 1.000
  C10 0.3715(2) 0.1458(8) 0.1899(2) 0.0430(10)
  d ? Uani 1.000
  C11 0.3935(3) -0.0430(10)
  0.2193(3) 0.069(2) d ? Uani 1.000
  C12 0.3786(4) -0.0660(10)
  0.2752(3) 0.087(3) d ? Uani 1.000
  C13 0.3412(3) 0.0950(10)
  0.3016(3) 0.076(2) d ? Uani 1.000
  C14 0.3184(3) 0.2790(10)
  0.2728(2) 0.070(2) d ? Uani 1.000
  C15 0.3335(3) 0.3060(10)
  0.2169(2) 0.054(2) d ? Uani 1.000
  H1 0.2645 0.6153 0.0429 0.058 c ? Uiso 1.000
  H2 0.1442 0.5713 0.0169 0.069 c ? Uiso 1.000
  H3 0.0852 0.2554 0.0450 0.073 c ? Uiso 1.000
  H4 0.1422 -0.0388 0.0916 0.066 c ? Uiso 1.000
  H5 0.2625 -0.0005 0.1176 0.058 c ? Uiso 1.000
  H9 0.3950 0.0389 0.1097 0.053 c ? Uiso 1.000
  H11 0.4198 -0.1593 0.1999 0.082 c ? Uiso 1.000
  H12 0.3947 -0.1977 0.2965 0.102 c ? Uiso 1.000
  H13 0.3305 0.0769 0.3408 0.091 c ? Uiso 1.000
  H14 0.2917 0.3945 0.2920 0.085 c ? Uiso 1.000
  H15 0.3169 0.4378 0.1962 0.067 c ? Uiso 1.000
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 0.0435(6) 0.0810(10)
  0.0790(10)
  -0.0093(7) -0.0038(6) -0.0218(9)
  Cl2 0.0437(7) 0.1010(10)
  0.0890(10)
  0.0003(8) 0.0270(7) -0.0300(10)
  O1 0.061(2) 0.063(3) 0.083(3) -0.014(2) 0.006(2) 0.012(2)
  N1 0.033(2) 0.040(2) 0.045(2) -0.003(2) 0.004(2) 0.005(2)
  C1 0.044(2) 0.054(3) 0.042(3) 0.006(2) 0.008(2) -0.001(2)
  C2 0.046(3) 0.080(4) 0.045(3) 0.019(3) 0.001(2) -0.002(3)
  C3 0.034(2) 0.092(5) 0.056(3) 0.003(3) 0.001(2) -0.008(3)
  C4 0.040(2) 0.068(4) 0.056(3) -0.012(3) 0.005(2) -0.004(3)
  C5 0.038(2) 0.052(3) 0.049(3) -0.004(2) 0.001(2) 0.002(3)
  C6 0.034(2) 0.051(3) 0.034(2) 0.000(2) 0.006(2) 0.001(2)
  C7 0.046(3) 0.041(3) 0.052(3) -0.006(2) 0.013(2) -0.003(3)
  C8 0.035(2) 0.049(3) 0.058(3) -0.001(2) 0.009(2) -0.014(3)
  C9 0.033(2) 0.036(3) 0.054(3) 0.003(2) 0.006(2) -0.004(2)
  C10 0.035(2) 0.042(3) 0.050(3)  0.000(2)  0.000(2) 0.000(2)
  C11 0.071(4) 0.057(4) 0.078(4) 0.017(3) 0.004(3) 0.012(3)
  C12 0.093(5) 0.091(6) 0.075(5) 0.003(4) -0.008(4) 0.037(4)
  C13 0.072(4) 0.108(6) 0.049(3) -0.023(4) 0.002(3) 0.015(4)
  C14 0.064(3) 0.094(5) 0.051(3) 0.004(4) 0.011(3) -0.003(4)
  C15 0.054(3) 0.058(4) 0.052(3) 0.013(3) 0.004(2) 0.002(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl1 C8 . . 1.756(5) y
  Cl2 C8 . . 1.759(4) y
  O1 C7 . . 1.186(6) y
  N1 C6 . . 1.417(5) y
  N1 C7 . . 1.362(6) y
  N1 C9 . . 1.469(5) y
  C1 C2 . . 1.402(6) y
  C1 C6 . . 1.372(6) y
  C1 H1 . . 0.98 no
  C2 C3 . . 1.358(8) y
  C2 H2 . . 0.98 no
  C3 C4 . . 1.366(8) y
  C3 H3 . . 0.96 no
  C4 C5 . . 1.400(6) y
  C4 H4 . . 0.97 no
  C5 C6 . . 1.377(6) y
  C5 H5 . . 0.98 no
  C7 C8 . . 1.543(7) y
  C8 C9 . . 1.571(6) y
  C9 C10 . . 1.505(6) y
  C9 H9 . . 0.93 no
  C10 C11 . . 1.383(7) y
  C10 C15 . . 1.378(6) y
  C11 C12 . . 1.380(8) y
  C11 H11 . . 0.98 no
  C12 C13 . . 1.368(9) y
  C12 H12 . . 0.98 no
  C13 C14 . . 1.361(9) y
  C13 H13 . . 0.97 no
  C14 C15 . . 1.384(7) y
  C14 H14 . . 0.98 no
  C15 H15 . . 0.98 no