#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/06/8100626.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_8100626
loop_
_publ_author_name
'Shoja, M.'
'Krikava, A.'
'Kabbani, R.'
_publ_section_title
;
Crystal structure of 6-bromo-3-(4'-chlorophenyl)-4-methylcoumarin, 
C₁₆H₁₀BrClO₂
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              267
_journal_page_last               268
_journal_volume                  217
_journal_year                    2002
_chemical_formula_structural     'C16 H10 Br1 Cl1 O2'
_chemical_formula_sum            'C16 H10 Br Cl O2'
_chemical_formula_weight         349.61
_chemical_melting_point          491.0(10)
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 138.03(2)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            8
_cell_length_a                   21.984(7)
_cell_length_b                   10.819(2)
_cell_length_c                   18.168(2)
_cell_measurement_temperature    293
_cell_volume                     2889.6(16)
_diffrn_ambient_temperature      293
_exptl_crystal_density_diffrn    1.607
_refine_ls_R_factor_obs          .065
_refine_ls_wR_factor_obs         .079
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '490-492 K' was changed to
'491.0(10)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_Hall     -c_2yc
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C16 H10 Br1 Cl1 O2'
_cod_database_code               8100626
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
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_calc_attached_atom
Br .37016(9) .36896(16) -.04505(10) .0807(8) Uani ? ?
C3 .3767(7) .1930(11) .3045(8) .050(6) Uani ? ?
C7 .3740(8) .1338(15) .0291(10) .070(7) Uani ? ?
C9 .3772(7) .1060(11) .1625(9) .057(6) Uani ? ?
C5 .3750(8) .3114(13) .1106(9) .056(6) Uani ? ?
C2 .3774(7) .0615(12) .2906(10) .057(6) Uani ? ?
C6 .3712(7) .2585(12) .0382(9) .057(6) Uani ? ?
O1 .3793(5) .0229(7) .2212(7) .062(4) Uani ? ?
C10 .3761(7) .2310(11) .1731(8) .050(6) Uani ? ?
C4 .3771(7) .2770(11) .2501(8) .051(6) Uani ? ?
C5' .4485(9) .2359(14) .5671(11) .068(7) Uani ? ?
O2 .3743(6) -.0193(8) .3338(7) .071(5) Uani ? ?
C2' .2968(9) .2828(12) .3431(10) .069(7) Uani ? ?
C1' .3759(7) .2279(11) .3835(9) .052(6) Uani ? ?
C6' .4507(8) .2026(12) .4958(9) .061(6) Uani ? ?
C44 .3798(12) .4149(12) .2655(12) .070(8) Uani ? ?
C3' .2931(9) .3158(13) .4139(10) .072(7) Uani ? ?
C8 .3763(9) .0552(14) .0911(11) .069(7) Uani ? ?
C4' .3712(10) .2909(12) .5263(11) .069(7) Uani ? ?
Cl .3684(3) .3323(4) .6166(3) .097(2) Uani ? ?
H6' .502(7) .152(10) .517(8) .06(3) Uiso ? ?
H8 .378(7) -.034(10) .086(8) .06(3) Uiso ? ?
H5 .377(7) .404(11) .116(9) .05(4) Uiso ? ?
H3' .234(7) .378(10) .387(8) .08(3) Uiso ? ?
H7 .395(8) .073(12) -.000(10) .13(4) Uiso ? ?
H2' .250(7) .325(10) .274(6) .11(4) Uiso ? ?
H5' .496(8) .203(12) .631(10) .07(4) Uiso ? ?
H441 .320(7) .451(14) .226(13) .16(7) Uiso ? ?
H442 .408(8) .447(15) .340(6) .29(7) Uiso ? ?
H443 .349(10) .472(10) .202(10) .20(5) Uiso ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br C6 1.915(18) . . ?
C3 C2 1.447(18) . . ?
C3 C4 1.35(2) . . ?
C3 C1' 1.50(3) . . ?
C7 C6 1.37(2) . . ?
C7 C8 1.38(3) . . ?
C7 H7 1.1(2) . . ?
C9 O1 1.37(2) . . ?
C9 C10 1.369(17) . . ?
C9 C8 1.40(3) . . ?
C5 C6 1.38(3) . . ?
C5 C10 1.42(2) . . ?
C5 H5 1.00(12) . . ?
C2 O1 1.36(2) . . ?
C2 O2 1.21(2) . . ?
C10 C4 1.47(3) . . ?
C4 C44 1.510(18) . . ?
C5' C6' 1.38(3) . . ?
C5' C4' 1.38(3) . . ?
C5' H5' .87(10) . . ?
C2' C1' 1.42(2) . . ?
C2' C3' 1.39(3) . . ?
C2' H2' .96(8) . . ?
C1' C6' 1.397(14) . . ?
C6' H6' 1.03(15) . . ?
C44 H441 .99(16) . . ?
C44 H442 1.04(13) . . ?
C44 H443 1.00(14) . . ?
C3' C4' 1.406(16) . . ?
C3' H3' 1.19(14) . . ?
C8 H8 .97(11) . . ?
C4' Cl 1.75(3) . . ?
