#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$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/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
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]-<i>N</i>-(phenylsulfonyl)indol-2-ylmethyl}phosphonate
 and diethyl
 {3-[\b-(4-bromophenyl)vinyl]-<i>N</i>-(phenylsulfonyl)indol-2-ylmethyl}phosphonate
;
_journal_issue                   8
_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
_chemical_name_systematic
;
Diethyl
{3-[\b-(4-bromophenyl)vinyl]-N-phenylsulfonyl-indol-2-ylmethyl}phosphonate
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_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_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.93
_cell_measurement_theta_min      1.43
_cell_volume                     2665.3(4)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
'ZORTEP (Zsolnai, 1997) and PLATON (Spek, 2000)'
_computing_publication_material  'SHELX97 and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'non-profiled \w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_av_sigmaI/netI    0.069
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4827
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.43
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.719
_exptl_absorpt_correction_T_max  0.709
_exptl_absorpt_correction_T_min  0.461
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4683
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.136
_refine_ls_R_factor_gt           0.050
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.118
_refine_ls_wR_factor_ref         0.144
_reflns_number_gt                2474
_reflns_number_total             4683
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    na1565.cif
_[local]_cod_data_source_block   II
_[local]_cod_cif_authors_sg_H-M  P21/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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2665.3(3)
_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_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_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O2 S1 O3 119.5(2) ?
O2 S1 N1 105.8(2) yes
O3 S1 N1 107.62(18) ?
O2 S1 C9 109.8(2) ?
O3 S1 C9 109.4(2) ?
N1 S1 C9 103.46(19) ?
O1 P1 O5 116.0(2) yes
O1 P1 O4 116.5(2) yes
O5 P1 O4 99.1(2) ?
O1 P1 C15 112.8(2) yes
O5 P1 C15 103.6(2) yes
O4 P1 C15 107.3(2) ?
C4 N1 C1 106.4(3) ?
C4 N1 S1 119.8(3) ?
C1 N1 S1 122.6(3) ?
C16 O4 P1 124.3(3) yes
C18 O5 P1 127.5(4) yes
C2 C1 N1 110.1(4) ?
C2 C1 C15 127.3(4) ?
N1 C1 C15 122.0(4) ?
C1 C2 C20 123.6(4) ?
C1 C2 C3 107.1(4) ?
C20 C2 C3 129.3(4) ?
C4 C3 C8 118.9(4) yes
C4 C3 C2 107.9(4) ?
C8 C3 C2 133.1(4) ?
C3 C4 C5 122.3(4) yes
C3 C4 N1 108.4(4) ?
C5 C4 N1 129.3(5) ?
C6 C5 C4 117.5(5) yes
C6 C5 H5 121.3 ?
C4 C5 H5 121.3 ?
C5 C6 C7 121.3(5) yes
C5 C6 H6 119.3 ?
C7 C6 H6 119.3 ?
C8 C7 C6 121.1(5) yes
C8 C7 H7 119.5 ?
C6 C7 H7 119.5 ?
C7 C8 C3 118.9(5) ?
C7 C8 H8 120.6 ?
C3 C8 H8 120.6 ?
C9 C10 C11 118.5(6) ?
C9 C10 H10 120.8 ?
C11 C10 H10 120.8 ?
C14 C9 C10 120.8(5) ?
C14 C9 S1 119.9(4) ?
C10 C9 S1 119.3(4) ?
C12 C11 C10 120.5(7) ?
C12 C11 H11 119.8 ?
C10 C11 H11 119.8 ?
C11 C12 C13 119.9(7) ?
C11 C12 H12 120.1 ?
C13 C12 H12 120.1 ?
C12 C13 C14 120.6(7) ?
C12 C13 H13 119.7 ?
C14 C13 H13 119.7 ?
C9 C14 C13 119.7(6) ?
C9 C14 H14 120.1 ?
C13 C14 H14 120.1 ?
C1 C15 P1 114.6(3) ?
C1 C15 H15A 108.6 ?
P1 C15 H15A 108.6 ?
C1 C15 H15B 108.6 ?
P1 C15 H15B 108.6 ?
H15A C15 H15B 107.6 ?
O4 C16 C17 108.8(5) ?
O4 C16 H16A 109.9 ?
C17 C16 H16A 109.9 ?
O4 C16 H16B 109.9 ?
C17 C16 H16B 109.9 ?
H16A C16 H16B 108.3 ?
C16 C17 H17A 109.5 ?
C16 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
C16 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
O5 C18 C19 121.7(7) ?
O5 C18 H18A 106.9 ?
C19 C18 H18A 106.9 ?
O5 C18 H18B 106.9 ?
C19 C18 H18B 106.9 ?
H18A C18 H18B 106.7 ?
C18 C19 H19A 109.5 ?
C18 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C18 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C21 C20 C2 128.4(4) ?
C21 C20 H20 115.8 ?
C2 C20 H20 115.8 ?
C20 C21 C22 128.3(4) ?
C20 C21 H21 115.9 ?
C22 C21 H21 115.9 ?
C23 C22 C27 116.6(4) ?
C23 C22 C21 123.2(4) ?
C27 C22 C21 120.2(4) ?
C22 C23 C24 121.6(5) ?
C22 C23 H23 119.2 ?
C24 C23 H23 119.2 ?
C25 C24 C23 119.2(5) ?
C25 C24 H24 120.4 ?
C23 C24 H24 120.4 ?
C26 C25 C24 120.7(4) ?
C26 C25 Br1 119.0(4) ?
C24 C25 Br1 120.3(4) ?
C25 C26 C27 119.2(5) ?
C25 C26 H26 120.4 ?
C27 C26 H26 120.4 ?
C22 C27 C26 122.6(5) ?
C22 C27 H27 118.7 ?
C26 C27 H27 118.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_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 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C5 H5 O2 1_555 0.93 2.31 2.893(6) 121 y
C15 H15B O3 1_555 0.97 2.17 2.904(6) 132 y
C15 H15A O1 2_545 0.97 2.35 3.301(5) 167 y
C14 H14 Br1 4_556 0.93 2.88 3.660(7) 142 y
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
O2 S1 N1 C4 -46.4(4) yes
O3 S1 N1 C4 -175.2(3) ?
C9 S1 N1 C4 69.0(4) ?
O2 S1 N1 C1 174.7(3) ?
O3 S1 N1 C1 45.9(4) ?
C9 S1 N1 C1 -69.8(4) ?
O1 P1 O4 C16 -29.7(5) yes
O5 P1 O4 C16 -154.8(4) yes
C15 P1 O4 C16 97.8(4) ?
O1 P1 O5 C18 -3.8(9) ?
O4 P1 O5 C18 121.7(9) ?
C15 P1 O5 C18 -127.9(9) ?
C4 N1 C1 C2 2.1(4) ?
S1 N1 C1 C2 145.6(3) ?
C4 N1 C1 C15 174.5(4) ?
S1 N1 C1 C15 -42.0(5) yes
N1 C1 C2 C20 177.8(4) ?
C15 C1 C2 C20 5.9(7) ?
N1 C1 C2 C3 -2.0(5) ?
C15 C1 C2 C3 -173.8(4) ?
C1 C2 C3 C4 1.1(5) ?
C20 C2 C3 C4 -178.6(4) ?
C1 C2 C3 C8 -178.8(5) ?
C20 C2 C3 C8 1.5(8) ?
C8 C3 C4 C5 -0.2(7) ?
C2 C3 C4 C5 179.9(4) ?
C8 C3 C4 N1 -179.9(4) ?
C2 C3 C4 N1 0.2(5) ?
C1 N1 C4 C3 -1.4(4) ?
S1 N1 C4 C3 -146.1(3) ?
C1 N1 C4 C5 178.9(4) ?
S1 N1 C4 C5 34.2(6) yes
C3 C4 C5 C6 0.6(7) ?
N1 C4 C5 C6 -179.8(4) ?
C4 C5 C6 C7 0.3(8) ?
C5 C6 C7 C8 -1.7(9) ?
C6 C7 C8 C3 2.0(8) ?
C4 C3 C8 C7 -1.1(7) ?
C2 C3 C8 C7 178.7(5) ?
C11 C10 C9 C14 2.2(9) ?
C11 C10 C9 S1 -176.5(5) ?
O2 S1 C9 C14 27.7(5) yes
O3 S1 C9 C14 160.7(4) ?
N1 S1 C9 C14 -84.8(4) ?
O2 S1 C9 C10 -153.6(4) ?
O3 S1 C9 C10 -20.6(5) yes
N1 S1 C9 C10 93.9(4) yes
C9 C10 C11 C12 -0.1(10) ?
C10 C11 C12 C13 -1.5(11) ?
C11 C12 C13 C14 1.1(11) ?
C10 C9 C14 C13 -2.6(9) ?
S1 C9 C14 C13 176.1(5) ?
C12 C13 C14 C9 0.9(10) ?
C2 C1 C15 P1 85.9(5) yes
N1 C1 C15 P1 -85.0(4) ?
O1 P1 C15 C1 163.6(3) yes
O5 P1 C15 C1 -70.3(4) yes
O4 P1 C15 C1 34.0(4) yes
P1 O4 C16 C17 -157.4(4) ?
P1 O5 C18 C19 165.8(7) ?
C1 C2 C20 C21 -170.5(5) ?
C3 C2 C20 C21 9.2(8) ?
C2 C20 C21 C22 -178.9(5) ?
C20 C21 C22 C23 -0.4(9) ?
C20 C21 C22 C27 -177.5(5) ?
C27 C22 C23 C24 -1.1(8) ?
C21 C22 C23 C24 -178.3(5) ?
C22 C23 C24 C25 -2.6(9) ?
C23 C24 C25 C26 4.3(9) ?
C23 C24 C25 Br1 -177.7(4) ?
C24 C25 C26 C27 -2.2(9) ?
Br1 C25 C26 C27 179.7(5) ?
C23 C22 C27 C26 3.3(9) ?
C21 C22 C27 C26 -179.4(6) ?
C25 C26 C27 C22 -1.7(9) ?