#------------------------------------------------------------------------------
#$Date: 2011-03-31 13:48:06 +0200 (Thu, 31 Mar 2011) $
#$Revision: 17004 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012677.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_2012677
loop_
_publ_author_name
'Usman, Anwar'
'Razak, Ibrahim Abdul'
'Fun, Hoong-Kun'
'Chantrapromma, Suchada'
'Zhang, Yan'
'Xu, Jian-Hua'
_publ_section_title
;
1-Acetyl-3'-(4-bromophenyl)-3'-chlorospiro[1H-indole-3,2'-oxetan]-2(3H)-one
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o287
_journal_page_last               o288
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C18 H13 Br Cl N O3'
_chemical_formula_sum            'C18 H13 Br Cl N O3'
_chemical_formula_weight         406.65
_chemical_melting_point          382.0(10)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 94.6450(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.5810(5)
_cell_length_b                   12.5906(4)
_cell_length_c                   7.4709(2)
_cell_measurement_temperature    233(2)
_cell_volume                     1742.05(9)
_diffrn_ambient_temperature      233(2)
_exptl_crystal_density_diffrn    1.551
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '382(1)K' was changed to '382.0(10)'
- the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2012677
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'
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
Br1 0.01467(2) 0.17658(4) 0.02239(7) 0.0871(2) Uani d . 1 . . Br
Cl1 0.38225(4) 0.06873(6) 0.14071(12) 0.0535(3) Uani d . 1 . . Cl
N1 0.25402(12) -0.13389(18) 0.5294(3) 0.0341(6) Uani d . 1 . . N
O1 0.24139(12) 0.03406(17) 0.6532(3) 0.0555(6) Uani d . 1 . . O
O2 0.38958(11) 0.06516(17) 0.5772(3) 0.0501(6) Uani d . 1 . . O
O3 0.18197(14) -0.2778(2) 0.5427(4) 0.0783(8) Uani d . 1 . . O
C1 0.27250(16) -0.0274(2) 0.5641(4) 0.0353(7) Uani d . 1 . . C
C2 0.31508(15) -0.1864(2) 0.4589(4) 0.0335(7) Uani d . 1 . . C
C3 0.32712(18) -0.2932(2) 0.4324(4) 0.0431(8) Uani d . 1 . . C
H3 0.2920 -0.3436 0.4517 0.052 Uiso calc R 1 . . H
C4 0.3933(2) -0.3223(3) 0.3762(4) 0.0489(9) Uani d . 1 . . C
H4 0.4025 -0.3938 0.3572 0.059 Uiso calc R 1 . . H
C5 0.44571(19) -0.2491(3) 0.3476(4) 0.0508(9) Uani d . 1 . . C
H5 0.4897 -0.2716 0.3099 0.061 Uiso calc R 1 . . H
C6 0.43368(16) -0.1421(3) 0.3744(4) 0.0436(8) Uani d . 1 . . C
H6 0.4692 -0.0921 0.3559 0.052 Uiso calc R 1 . . H
C7 0.36768(14) -0.1113(2) 0.4291(4) 0.0338(7) Uani d . 1 . . C
C8 0.34101(15) -0.0042(2) 0.4713(4) 0.0355(7) Uani d . 1 . . C
C9 0.32712(15) 0.0872(2) 0.3264(4) 0.0354(7) Uani d . 1 . . C
C10 0.36599(17) 0.1576(2) 0.4714(5) 0.0516(9) Uani d . 1 . . C
H10A 0.4055 0.1981 0.4286 0.062 Uiso calc R 1 . . H
H10B 0.3336 0.2036 0.5314 0.062 Uiso calc R 1 . . H
C11 0.25103(15) 0.1110(2) 0.2527(4) 0.0354(7) Uani d . 1 . . C
C12 0.22197(17) 0.2117(2) 0.2610(4) 0.0425(8) Uani d . 1 . . C
H12 0.2497 0.2664 0.3142 0.051 Uiso calc R 1 . . H
C13 0.15194(18) 0.2320(3) 0.1910(5) 0.0534(9) Uani d . 1 . . C
H13 0.1329 0.3002 0.1950 0.064 Uiso calc R 1 . . H
C14 0.11113(17) 0.1500(3) 0.1158(5) 0.0504(9) Uani d . 1 . . C
C15 0.13853(18) 0.0483(3) 0.1064(5) 0.0537(9) Uani d . 1 . . C
H15 0.1102 -0.0065 0.0557 0.064 Uiso calc R 1 . . H
C16 0.20849(17) 0.0300(3) 0.1736(5) 0.0471(8) Uani d . 1 . . C
H16 0.2278 -0.0378 0.1662 0.057 Uiso calc R 1 . . H
C17 0.18800(18) -0.1837(3) 0.5626(5) 0.0516(9) Uani d . 1 . . C
C18 0.12870(19) -0.1140(3) 0.6140(7) 0.0818(13) Uani d . 1 . . C
H18A 0.1190 -0.0606 0.5235 0.123 Uiso calc R 1 . . H
H18B 0.1427 -0.0805 0.7269 0.123 Uiso calc R 1 . . H
H18C 0.0860 -0.1557 0.6249 0.123 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
Br1 0.0510(3) 0.1050(4) 0.1027(4) 0.0141(2) -0.0112(2) 0.0170(3)
Cl1 0.0560(5) 0.0370(5) 0.0711(6) -0.0002(4) 0.0275(4) 0.0051(4)
N1 0.0326(13) 0.0255(14) 0.0441(15) -0.0047(10) 0.0028(11) 0.0020(11)
O1 0.0603(15) 0.0355(13) 0.0737(17) 0.0005(11) 0.0230(13) -0.0104(12)
O2 0.0469(13) 0.0430(14) 0.0586(14) -0.0111(10) -0.0074(10) -0.0124(12)
O3 0.0686(18) 0.0375(16) 0.131(2) -0.0204(13) 0.0196(16) 0.0006(16)
C1 0.0385(16) 0.0250(16) 0.0415(18) 0.0022(13) -0.0012(13) 0.0002(14)
C2 0.0369(16) 0.0275(16) 0.0347(16) 0.0036(12) -0.0050(13) 0.0016(13)
C3 0.060(2) 0.0280(18) 0.0402(18) 0.0028(15) -0.0041(15) 0.0004(14)
C4 0.073(3) 0.0323(19) 0.0401(19) 0.0185(17) -0.0041(17) -0.0001(15)
C5 0.051(2) 0.057(2) 0.0434(19) 0.0285(18) -0.0014(15) -0.0016(17)
C6 0.0347(17) 0.053(2) 0.0417(18) 0.0040(15) -0.0035(14) 0.0020(16)
C7 0.0321(15) 0.0313(17) 0.0367(16) 0.0029(12) -0.0055(12) 0.0007(13)
C8 0.0313(16) 0.0287(17) 0.0457(18) -0.0060(12) -0.0011(13) -0.0068(14)
C9 0.0345(16) 0.0215(16) 0.0512(19) -0.0033(12) 0.0103(13) -0.0054(13)
C10 0.0425(19) 0.0313(19) 0.081(3) -0.0118(14) 0.0027(17) -0.0172(18)
C11 0.0402(16) 0.0214(15) 0.0454(18) 0.0001(13) 0.0082(13) 0.0028(13)
C12 0.0495(19) 0.0242(17) 0.054(2) -0.0021(14) 0.0073(15) 0.0013(15)
C13 0.056(2) 0.0331(19) 0.072(2) 0.0101(16) 0.0122(18) 0.0103(18)
C14 0.0401(18) 0.057(2) 0.054(2) 0.0056(16) -0.0005(15) 0.0129(18)
C15 0.051(2) 0.046(2) 0.062(2) -0.0065(17) -0.0089(17) -0.0049(18)
C16 0.0490(19) 0.0289(18) 0.062(2) 0.0031(15) -0.0023(16) -0.0029(16)
C17 0.046(2) 0.044(2) 0.066(2) -0.0104(16) 0.0084(17) 0.0072(18)
C18 0.042(2) 0.066(3) 0.140(4) -0.0086(19) 0.025(2) -0.006(3)
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
Br1 C14 . 1.900(3) yes
Cl1 C9 . 1.805(3) yes
N1 C1 . 1.403(4) ?
N1 C17 . 1.418(4) ?
N1 C2 . 1.448(4) ?
O1 C1 . 1.200(3) ?
O2 C8 . 1.445(3) ?
O2 C10 . 1.455(4) ?
O3 C17 . 1.198(4) ?
C1 C8 . 1.526(4) yes
C2 C3 . 1.380(4) ?
C2 C7 . 1.390(4) ?
C3 C4 . 1.380(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.370(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.383(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.379(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.479(4) yes
C8 C9 . 1.587(4) yes
C9 C11 . 1.505(4) yes
C9 C10 . 1.535(4) yes
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C12 . 1.380(4) ?
C11 C16 . 1.392(4) ?
C12 C13 . 1.386(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.374(5) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.382(5) ?
C15 C16 . 1.375(4) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
C17 C18 . 1.484(5) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?