#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008390.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_2008390
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  608
_journal_page_last  610
_publ_section_title
;
2-Bromo-2,3-diphenylmethano-2,3-dihydronaphthoquinone
;
loop_
_publ_author_name
  'Takumi Oshima'
  'Kazuaki Fukushima'
  'Tatsuya Kawamoto'
_chemical_formula_sum  'C23 H15 Br1 O2'
_chemical_formula_weight  403.274
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  +X,+Y,+Z
  -X,-Y,-Z
  -X+1/2,-Y+1/2,-Z
  +X+1/2,+Y+1/2,+Z
  -X,+Y,-Z+1/2
  +X,-Y,+Z+1/2
  +X+1/2,-Y+1/2,+Z+1/2
  -X+1/2,+Y+1/2,-Z+1/2
_cell_length_a  18.620(10)
_cell_length_b  12.691(8)
_cell_length_c  17.420(10)
_cell_angle_alpha  90.0
_cell_angle_beta  121.17(5)
_cell_angle_gamma  90.0
_cell_volume  3522(4)
_cell_formula_units_Z  8
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.52
_diffrn_ambient_temperature  298
_refine_ls_R_factor_obs  0.054
_refine_ls_wR_factor_obs  0.067
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_occupancy
  Br1 0.82314(6) 0.04956(7) -0.01713(6) 0.0554(5) Uij 1.000
  O1 0.8473(4) 0.2555(4) 0.0796(4) 0.062(4) Uij 1.000
  O2 0.9462(4) -0.0671(5) 0.3060(5) 0.074(4) Uij 1.000
  C1 0.8259(5) 0.0743(6) 0.0926(5) 0.040(4) Uij 1.000
  C2 0.8538(5) 0.1837(6) 0.1277(5) 0.043(4) Uij 1.000
  C3 0.8917(5) 0.2002(7) 0.2259(5) 0.047(4) Uij 1.000
  C4 0.9028(6) 0.3037(7) 0.2574(6) 0.061(5) Uij 1.000
  C5 0.9397(6) 0.3228(9) 0.3478(8) 0.076(6) Uij 1.000
  C6 0.9677(6) 0.2404(11) 0.4079(7) 0.076(7) Uij 1.000
  C7 0.9575(6) 0.1380(9) 0.3781(6) 0.066(6) Uij 1.000
  C8 0.9191(5) 0.1154(7) 0.2865(5) 0.049(4) Uij 1.000
  C9 0.9094(5) 0.0052(7) 0.2555(6) 0.048(4) Uij 1.000
  C10 0.8530(5) -0.0164(6) 0.1592(5) 0.044(4) Uij 1.000
  C11 0.7614(5) 0.0183(6) 0.1086(5) 0.040(4) Uij 1.000
  C12 0.6990(5) -0.0562(6) 0.0379(5) 0.042(4) Uij 1.000
  C13 0.7045(5) -0.1631(6) 0.0528(6) 0.051(4) Uij 1.000
  C14 0.6457(6) -0.2315(7) -0.0103(7) 0.066(5) Uij 1.000
  C15 0.5801(6) -0.1922(8) -0.0879(7) 0.068(6) Uij 1.000
  C16 0.5729(6) -0.0854(8) -0.1034(6) 0.060(5) Uij 1.000
  C17 0.6323(5) -0.0161(7) -0.0401(6) 0.051(4) Uij 1.000
  C18 0.7247(4) 0.0786(6) 0.1554(5) 0.037(3) Uij 1.000
  C19 0.6861(5) 0.1757(6) 0.1236(5) 0.046(4) Uij 1.000
  C20 0.6484(5) 0.2267(7) 0.1638(6) 0.052(4) Uij 1.000
  C21 0.6483(5) 0.1818(7) 0.2356(6) 0.057(5) Uij 1.000
  C22 0.6860(6) 0.0853(8) 0.2676(6) 0.060(5) Uij 1.000
  C23 0.7236(5) 0.0330(6) 0.2274(6) 0.050(4) Uij 1.000
  H4 0.88500 0.36113 0.21563 0.06(3) Uiso 1.000
  H5 0.94490 0.39361 0.36936 0.06(3) Uiso 1.000
  H6 0.99526 0.25513 0.47093 0.06(3) Uiso 1.000
  H7 0.97686 0.08131 0.42078 0.05(2) Uiso 1.000
  H10 0.86107 -0.08213 0.13737 0.05(2) Uiso 1.000
  H13 0.74991 -0.19024 0.10826 0.05(3) Uiso 1.000
  H14 0.65178 -0.30610 -0.00002 0.05(2) Uiso 1.000
  H15 0.53841 -0.23862 -0.13202 0.09(4) Uiso 1.000
  H16 0.52670 -0.05791 -0.15811 0.07(3) Uiso 1.000
  H17 0.62720 0.05848 -0.05052 0.05(3) Uiso 1.000
  H19 0.68739 0.20897 0.07478 0.06(3) Uiso 1.000
  H20 0.62019 0.29261 0.14008 0.05(2) Uiso 1.000
  H21 0.62444 0.21938 0.26495 0.06(3) Uiso 1.000
  H22 0.68330 0.05222 0.31559 0.06(3) Uiso 1.000
  H23 0.75093 -0.03351 0.25089 0.04(2) 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
  Br1 0.0547(5) 0.0536(5) 0.0425(5) -.0061(5) 0.0283(4) -.0076(4)
  O1 0.073(4) 0.040(3) 0.051(3) -0.007(3) 0.032(3) 0.004(3)
  O2 0.060(4) 0.066(4) 0.063(4) 0.005(3) 0.018(3) 0.026(3)
  C1 0.036(4) 0.039(4) 0.031(4) -0.003(3) 0.015(3) -0.002(3)
  C2 0.035(4) 0.038(4) 0.043(4) 0.000(3) 0.020(4) 0.003(4)
  C3 0.035(4) 0.048(4) 0.043(4) -0.004(3) 0.019(4) -0.005(4)
  C4 0.054(5) 0.053(5) 0.054(5) -0.004(4) 0.023(5) -0.012(5)
  C5 0.055(6) 0.078(7) 0.068(7) -0.015(5) 0.025(5) -0.036(6)
  C6 0.047(5) 0.112(9) 0.044(6) -0.012(6) 0.013(5) -0.029(6)
  C7 0.041(5) 0.097(8) 0.039(5) -0.001(5) 0.012(4) 0.007(5)
  C8 0.030(4) 0.063(5) 0.039(4) -0.004(4) 0.015(4) -0.001(4)
  C9 0.031(4) 0.054(5) 0.041(5) 0.000(4) 0.014(4) 0.011(4)
  C10 0.036(4) 0.033(4) 0.046(4) 0.001(3) 0.018(4) 0.002(3)
  C11 0.038(4) 0.033(4) 0.035(4) 0.004(3) 0.017(3) 0.004(3)
  C12 0.036(4) 0.033(4) 0.042(4) -0.004(3) 0.020(3) -0.003(3)
  C13 0.044(4) 0.037(4) 0.052(5) 0.001(4) 0.021(4) 0.001(4)
  C14 0.056(5) 0.038(5) 0.079(7) -0.007(4) 0.036(5) -0.014(5)
  C15 0.053(5) 0.062(6) 0.069(6) -0.020(5) 0.035(5) -0.028(5)
  C16 0.042(5) 0.069(6) 0.046(5) -0.006(4) 0.012(4) -0.009(5)
  C17 0.044(5) 0.041(4) 0.045(5) -0.001(4) 0.015(4) 0.000(4)
  C18 0.031(4) 0.037(4) 0.031(4) -0.002(3) 0.012(3) 0.003(3)
  C19 0.046(4) 0.040(4) 0.038(4) 0.002(4) 0.022(4) 0.005(3)
  C20 0.046(4) 0.047(5) 0.044(4) 0.006(4) 0.017(4) -0.001(4)
  C21 0.046(5) 0.068(6) 0.041(4) -0.003(4) 0.023(4) -0.012(4)
  C22 0.050(5) 0.076(6) 0.040(5) -0.002(5) 0.025(4) 0.007(4)
  C23 0.043(5) 0.048(5) 0.041(4) 0.002(4) 0.018(4) 0.008(4)
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
  Br1 C1 . . 1.910(8) yes
  O1 C2 . . 1.201(10) yes
  O2 C9 . . 1.209(11) yes
  C1 C2 . . 1.498(11) yes
  C1 C10 . . 1.524(11) yes
  C1 C11 . . 1.540(11) yes
  C2 C3 . . 1.490(12) yes
  C3 C4 . . 1.398(13) yes
  C3 C8 . . 1.406(12) yes
  C4 C5 . . 1.374(15) yes
  C5 C6 . . 1.378(17) yes
  C6 C7 . . 1.376(18) yes
  C7 C8 . . 1.399(12) yes
  C8 C9 . . 1.476(13) yes
  C9 C10 . . 1.473(12) yes
  C10 C11 . . 1.524(11) yes
  C11 C12 . . 1.510(11) yes
  C11 C18 . . 1.515(11) yes
  C12 C13 . . 1.375(11) yes
  C12 C17 . . 1.379(12) yes
  C13 C14 . . 1.383(13) yes
  C14 C15 . . 1.363(15) yes
  C15 C16 . . 1.375(15) yes
  C16 C17 . . 1.396(13) yes
  C18 C19 . . 1.388(11) yes
  C18 C23 . . 1.390(11) yes
  C19 C20 . . 1.382(12) yes
  C20 C21 . . 1.374(12) yes
  C21 C22 . . 1.377(14) yes
  C22 C23 . . 1.389(13) yes
  C4 H4 . . 0.960(10) no
  C5 H5 . . 0.959(12) no
  C6 H6 . . 0.959(10) no
  C7 H7 . . 0.961(11) no
  C10 H10 . . 0.960(8) no
  C13 H13 . . 0.960(9) no
  C14 H14 . . 0.959(9) no
  C15 H15 . . 0.960(10) no
  C16 H16 . . 0.960(10) no
  C17 H17 . . 0.959(9) no
  C19 H19 . . 0.961(8) no
  C20 H20 . . 0.960(9) no
  C21 H21 . . 0.961(9) no
  C22 H22 . . 0.960(9) no
  C23 H23 . . 0.961(9) no