#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012889.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_2012889
loop_
_publ_author_name
'Sethu Sankar, K.'
'Kannadasan, S.'
'Velmurugan, D.'
'Srinivasan, P. C.'
'Moon, Jib-Kim'
_publ_section_title
;
Diethyl
{3-[\b-(2,4-dichlorophenyl)vinyl]-N-phenylsulfonyl-indol-2-ylmethyl}phosphonate
and diethyl
{3-[\b-(4-bromophenyl)vinyl]-N-phenylsulfonyl-indol-2-ylmethyl}phosphonate
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o450
_journal_page_last               o454
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C27 H27 Br N O5 P S'
_chemical_formula_sum            'C27 H27 Br N O5 P S'
_chemical_formula_weight         588.44
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 104.110(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.8370(10)
_cell_length_b                   8.3230(10)
_cell_length_c                   19.6110(10)
_cell_measurement_temperature    293(2)
_cell_volume                     2665.3(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.466
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_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 
;
_cod_database_code               2012889
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.21126(4) -0.48138(8) -0.10170(3) 0.0981(3) Uani d . 1 . . Br
S1 -0.00350(8) 0.20548(15) 0.36559(6) 0.0597(4) Uani d . 1 . . S
P1 0.15918(7) 0.33526(16) 0.23152(7) 0.0612(4) Uani d . 1 . . P
N1 -0.0179(2) 0.1773(4) 0.27833(18) 0.0520(9) Uani d . 1 . . N
O1 0.23730(19) 0.4025(5) 0.26952(18) 0.0833(11) Uani d . 1 . . O
O2 -0.0741(2) 0.2863(4) 0.37432(18) 0.0803(10) Uani d . 1 . . O
O3 0.0749(2) 0.2779(4) 0.39078(17) 0.0745(10) Uani d . 1 . . O
O4 0.0835(2) 0.4509(4) 0.21792(19) 0.0798(10) Uani d . 1 . . O
O5 0.1538(2) 0.2815(5) 0.15409(17) 0.0837(11) Uani d . 1 . . O
C1 0.0437(2) 0.1104(5) 0.2479(2) 0.0479(11) Uani d . 1 . . C
C2 0.0086(2) 0.0200(5) 0.1911(2) 0.0482(10) Uani d . 1 . . C
C3 -0.0794(3) 0.0221(5) 0.1847(2) 0.0515(11) Uani d . 1 . . C
C4 -0.0941(3) 0.1178(5) 0.2382(2) 0.0537(11) Uani d . 1 . . C
C5 -0.1726(3) 0.1447(6) 0.2468(3) 0.0695(14) Uani d . 1 . . C
H5 -0.1815 0.2100 0.2827 0.083 Uiso calc R 1 . . H
C6 -0.2362(3) 0.0716(7) 0.2005(3) 0.0805(16) Uani d . 1 . . C
H6 -0.2894 0.0880 0.2049 0.097 Uiso calc R 1 . . H
C7 -0.2231(3) -0.0262(7) 0.1473(3) 0.0825(17) Uani d . 1 . . C
H7 -0.2674 -0.0767 0.1173 0.099 Uiso calc R 1 . . H
C8 -0.1455(3) -0.0501(6) 0.1381(3) 0.0663(13) Uani d . 1 . . C
H8 -0.1373 -0.1133 0.1013 0.080 Uiso calc R 1 . . H
C10 0.0714(4) -0.0660(8) 0.4220(3) 0.0883(18) Uani d . 1 . . C
H10 0.1203 -0.0131 0.4229 0.106 Uiso calc R 1 . . H
C9 -0.0015(3) 0.0095(5) 0.3988(2) 0.0538(11) Uani d . 1 . . C
C11 0.0715(5) -0.2243(10) 0.4445(4) 0.121(3) Uani d . 1 . . C
H11 0.1209 -0.2782 0.4605 0.145 Uiso calc R 1 . . H
C12 0.0005(6) -0.3002(8) 0.4432(3) 0.110(2) Uani d . 1 . . C
H12 0.0009 -0.4069 0.4573 0.132 Uiso calc R 1 . . H
C13 -0.0708(5) -0.2214(9) 0.4216(3) 0.107(2) Uani d . 1 . . C
H13 -0.1197 -0.2735 0.4216 0.128 Uiso calc R 1 . . H
C14 -0.0722(4) -0.0653(7) 0.3997(3) 0.0878(18) Uani d . 1 . . C
H14 -0.1218 -0.0111 0.3854 0.105 Uiso calc R 1 . . H
C15 0.1320(2) 0.1575(5) 0.2721(2) 0.0535(11) Uani d . 1 . . C
H15A 0.1654 0.0692 0.2629 0.064 Uiso calc R 1 . . H
H15B 0.1449 0.1739 0.3226 0.064 Uiso calc R 1 . . H
C16 0.0746(4) 0.5820(7) 0.2633(3) 0.0928(18) Uani d . 1 . . C
H16A 0.1043 0.6751 0.2530 0.111 Uiso calc R 1 . . H
H16B 0.0968 0.5521 0.3120 0.111 Uiso calc R 1 . . H
C17 -0.0129(4) 0.6209(7) 0.2517(3) 0.0998(19) Uani d . 1 . . C
H17A -0.0420 0.5279 0.2613 0.150 Uiso calc R 1 . . H
H17B -0.0341 0.6533 0.2037 0.150 Uiso calc R 1 . . H
H17C -0.0196 0.7068 0.2824 0.150 Uiso calc R 1 . . H
C18 0.2087(6) 0.2973(16) 0.1193(4) 0.228(7) Uani d . 1 . . C
H18A 0.2607 0.2692 0.1509 0.274 Uiso calc R 1 . . H
H18B 0.2114 0.4108 0.1088 0.274 Uiso calc R 1 . . H
C19 0.2040(4) 0.2139(10) 0.0563(3) 0.127(3) Uani d . 1 . . C
H19A 0.2028 0.2893 0.0190 0.190 Uiso calc R 1 . . H
H19B 0.1551 0.1499 0.0453 0.190 Uiso calc R 1 . . H
H19C 0.2510 0.1454 0.0615 0.190 Uiso calc R 1 . . H
C20 0.0543(3) -0.0591(5) 0.1474(2) 0.0505(11) Uani d . 1 . . C
H20 0.1109 -0.0587 0.1643 0.061 Uiso calc R 1 . . H
C21 0.0265(3) -0.1312(6) 0.0872(3) 0.0671(14) Uani d . 1 . . C
H21 -0.0301 -0.1300 0.0698 0.080 Uiso calc R 1 . . H
C22 0.0728(3) -0.2135(6) 0.0437(2) 0.0573(12) Uani d . 1 . . C
C23 0.1564(3) -0.2252(7) 0.0615(3) 0.0752(15) Uani d . 1 . . C
H23 0.1857 -0.1815 0.1039 0.090 Uiso calc R 1 . . H
C24 0.1986(3) -0.3007(7) 0.0180(3) 0.0810(16) Uani d . 1 . . C
H24 0.2556 -0.3038 0.0301 0.097 Uiso calc R 1 . . H
C25 0.1557(3) -0.3703(6) -0.0427(3) 0.0636(13) Uani d . 1 . . C
C26 0.0738(3) -0.3576(7) -0.0627(3) 0.0808(16) Uani d . 1 . . C
H26 0.0449 -0.4022 -0.1049 0.097 Uiso calc R 1 . . H
C27 0.0332(3) -0.2777(8) -0.0199(3) 0.0883(18) Uani d . 1 . . C
H27 -0.0234 -0.2668 -0.0347 0.106 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 0.1018(5) 0.1097(6) 0.0948(5) 0.0133(4) 0.0473(4) -0.0188(4)
S1 0.0738(8) 0.0523(7) 0.0596(7) 0.0006(7) 0.0290(6) -0.0040(6)
P1 0.0499(7) 0.0706(9) 0.0593(8) -0.0124(7) 0.0058(6) 0.0020(7)
N1 0.053(2) 0.054(2) 0.053(2) 0.0015(18) 0.0208(18) 0.0032(18)
O1 0.059(2) 0.095(3) 0.084(3) -0.0299(19) -0.0033(18) 0.002(2)
O2 0.094(3) 0.076(2) 0.082(2) 0.024(2) 0.042(2) -0.0048(19)
O3 0.090(2) 0.067(2) 0.069(2) -0.0276(19) 0.0245(19) -0.0158(18)
O4 0.073(2) 0.068(2) 0.090(3) -0.0017(18) 0.0018(19) -0.010(2)
O5 0.065(2) 0.129(3) 0.059(2) -0.031(2) 0.0188(17) -0.007(2)
C1 0.050(3) 0.045(3) 0.053(3) 0.005(2) 0.020(2) 0.008(2)
C2 0.047(2) 0.046(3) 0.054(3) 0.001(2) 0.016(2) 0.003(2)
C3 0.054(3) 0.044(3) 0.058(3) 0.001(2) 0.016(2) 0.011(2)
C4 0.049(3) 0.050(3) 0.065(3) 0.003(2) 0.018(2) 0.013(2)
C5 0.059(3) 0.077(4) 0.077(3) 0.011(3) 0.026(3) 0.015(3)
C6 0.047(3) 0.101(5) 0.098(4) 0.009(3) 0.027(3) 0.019(4)
C7 0.048(3) 0.101(5) 0.094(4) -0.019(3) 0.009(3) 0.014(4)
C8 0.053(3) 0.074(3) 0.070(3) -0.009(3) 0.012(3) 0.000(3)
C10 0.075(4) 0.094(5) 0.097(4) 0.010(3) 0.024(3) 0.034(4)
C9 0.059(3) 0.056(3) 0.049(3) -0.006(3) 0.019(2) -0.006(2)
C11 0.132(6) 0.107(6) 0.141(7) 0.051(5) 0.068(5) 0.058(5)
C12 0.199(9) 0.063(4) 0.079(4) 0.007(5) 0.053(5) 0.016(3)
C13 0.132(6) 0.095(5) 0.091(5) -0.042(5) 0.021(4) 0.024(4)
C14 0.077(4) 0.089(5) 0.097(4) -0.017(3) 0.020(3) 0.026(4)
C15 0.050(3) 0.064(3) 0.044(2) 0.005(2) 0.007(2) 0.000(2)
C16 0.115(5) 0.066(4) 0.092(4) -0.008(4) 0.015(4) -0.008(3)
C17 0.129(5) 0.078(4) 0.100(5) 0.030(4) 0.041(4) 0.012(4)
C18 0.185(8) 0.407(17) 0.124(7) -0.185(11) 0.097(7) -0.110(9)
C19 0.107(5) 0.200(8) 0.086(5) -0.006(5) 0.046(4) 0.004(5)
C20 0.045(2) 0.053(3) 0.051(3) 0.002(2) 0.007(2) 0.001(2)
C21 0.046(3) 0.086(4) 0.067(3) 0.005(3) 0.009(2) -0.012(3)
C22 0.049(3) 0.066(3) 0.055(3) 0.004(2) 0.009(2) -0.007(2)
C23 0.068(3) 0.093(4) 0.059(3) 0.015(3) 0.004(3) -0.018(3)
C24 0.055(3) 0.107(5) 0.078(4) 0.013(3) 0.010(3) -0.017(4)
C25 0.072(3) 0.065(3) 0.059(3) 0.012(3) 0.025(3) 0.000(3)
C26 0.068(4) 0.101(4) 0.069(3) 0.004(3) 0.008(3) -0.027(3)
C27 0.048(3) 0.129(5) 0.083(4) 0.008(3) 0.006(3) -0.041(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
Br1 C25 . 1.897(5) yes
S1 O2 . 1.412(3) yes
S1 O3 . 1.425(3) yes
S1 N1 . 1.685(4) yes
S1 C9 . 1.753(5) yes
P1 O1 . 1.456(3) yes
P1 O5 . 1.564(4) yes
P1 O4 . 1.567(4) yes
P1 C15 . 1.792(4) yes
N1 C4 . 1.420(5) yes
N1 C1 . 1.430(5) yes
O4 C16 . 1.439(6) ?
O5 C18 . 1.281(7) ?
C1 C2 . 1.355(6) ?
C1 C15 . 1.497(5) ?
C2 C20 . 1.442(6) ?
C2 C3 . 1.457(6) ?
C3 C4 . 1.386(6) ?
C3 C8 . 1.393(6) ?
C4 C5 . 1.391(6) ?
C5 C6 . 1.367(7) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.383(8) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.376(7) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C10 C9 . 1.356(7) ?
C10 C11 . 1.389(8) ?
C10 H10 . 0.9300 ?
C9 C14 . 1.348(7) ?
C11 C12 . 1.347(9) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.343(9) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.367(8) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.470(8) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 C19 . 1.403(9) yes
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 C21 . 1.306(6) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.460(6) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.369(6) ?
C22 C27 . 1.371(6) ?
C23 C24 . 1.387(7) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.362(7) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.342(6) ?
C26 C27 . 1.376(7) ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9300 ?