#------------------------------------------------------------------------------
#$Date: 2016-02-21 00:03:34 +0000 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/89/2238964.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_2238964
loop_
_publ_author_name
'Kanchanadevi, J.'
'Anbalagan, G.'
'Saravanan, V.'
'Mohanakrishnan, A. K.'
'Gunasekaran, B.'
'Manivannan, V.'
_publ_section_title
;
 (<i>E</i>)-1-[2-(2-Nitrostyryl)-1-phenylsulfonyl-1<i>H</i>-indol-3-yl]propan-1-one
;
_journal_coeditor_code           IS5331
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o148
_journal_paper_doi               10.1107/S1600536814000506
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C25 H20 N2 O5 S'
_chemical_formula_moiety         'C25 H20 N2 O5 S'
_chemical_formula_sum            'C25 H20 N2 O5 S'
_chemical_formula_weight         460.49
_chemical_name_systematic
(<i>E</i>)-1-[2-(2-Nitrostyryl)-1-phenylsulfonyl-1<i>H</i>-indol-3-yl]propan-1-one
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.379(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.6100(18)
_cell_length_b                   8.3072(7)
_cell_length_c                   25.898(3)
_cell_measurement_reflns_used    5350
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.04
_cell_volume                     4299.0(7)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\w and \f'
_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  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            40633
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         2.04
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  0.9550
_exptl_absorpt_correction_T_min  0.9450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.674
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0587P)^2^+6.0066P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1513
_reflns_number_gt                3700
_reflns_number_total             5343
_reflns_threshold_expression     I>2sigma(I)
_iucr_refine_instructions_details
;
TITL VS112 in C2/c
CELL  0.71073  21.6100   8.3072  25.8985   90.000  112.379   90.000
ZERR     8.00   0.0018   0.0007   0.0028    0.000    0.002    0.000
LATT   7
SYMM  - X,   Y, 1/2 - Z
SFAC  C    H    N    O    S
UNIT  200  160  16   40   8
MERG   2
OMIT 0 0 2
ACTA
BOND $H
CONF
HTAB C2 O1
HTAB C5 O5
HTAB C10 O3
HTAB C18 O2
FMAP   2
PLAN   25
L.S.   4
WGHT    0.058700    6.006600
FVAR       0.05610
C1    1    0.151903   -0.049645    0.503776    11.00000    0.04331    0.03955 =
         0.03103    0.00296    0.00342    0.00396
C2    1    0.088398   -0.109831    0.473165    11.00000    0.04779    0.05572 =
         0.04608    0.00188    0.00249   -0.00360
AFIX  43
H2    2    0.054443   -0.107114    0.486920    11.00000   -1.20000
AFIX   0
C3    1    0.078202   -0.173786    0.421388    11.00000    0.06668    0.05458 =
         0.04863   -0.00158   -0.00580   -0.00272
AFIX  43
H3    2    0.036430   -0.215667    0.399736    11.00000   -1.20000
AFIX   0
C4    1    0.128565   -0.176938    0.401074    11.00000    0.08898    0.04975 =
         0.03659   -0.00625    0.00279    0.00528
AFIX  43
H4    2    0.119864   -0.220674    0.365943    11.00000   -1.20000
AFIX   0
C5    1    0.191362   -0.117189    0.431315    11.00000    0.07483    0.04940 =
         0.04051   -0.00175    0.01804    0.01199
AFIX  43
H5    2    0.224935   -0.120771    0.417137    11.00000   -1.20000
AFIX   0
C6    1    0.203523   -0.050593    0.484173    11.00000    0.05117    0.03893 =
         0.03395    0.00374    0.00949    0.00842
C7    1    0.261491    0.025967    0.525830    11.00000    0.04075    0.04229 =
         0.03518    0.00312    0.01231    0.00638
C8    1    0.244577    0.069019    0.569843    11.00000    0.03555    0.03432 =
         0.03318    0.00501    0.00896    0.00401
C9    1    0.282009    0.158171    0.621027    11.00000    0.03888    0.03761 =
         0.03852   -0.00195    0.01454    0.00012
AFIX  43
H9    2    0.265409    0.257545    0.626213    11.00000   -1.20000
AFIX   0
C10   1    0.338316    0.105762    0.660581    11.00000    0.04279    0.03628 =
         0.03473    0.00015    0.01312    0.00098
AFIX  43
H10   2    0.353346    0.003247    0.656768    11.00000   -1.20000
AFIX   0
C11   1    0.378201    0.201011    0.710085    11.00000    0.03439    0.04228 =
         0.03667   -0.00353    0.01466   -0.00199
C12   1    0.376031    0.368511    0.707534    11.00000    0.04657    0.04310 =
         0.05691   -0.00044    0.01490   -0.00225
AFIX  43
H12   2    0.348204    0.417791    0.674638    11.00000   -1.20000
AFIX   0
C13   1    0.413438    0.463504    0.751770    11.00000    0.06162    0.04732 =
         0.08584   -0.01915    0.02746   -0.01414
AFIX  43
H13   2    0.409806    0.574948    0.748667    11.00000   -1.20000
AFIX   0
C14   1    0.456139    0.395161    0.800518    11.00000    0.05735    0.07781 =
         0.06183   -0.03085    0.02136   -0.02174
AFIX  43
H14   2    0.481438    0.459777    0.830439    11.00000   -1.20000
AFIX   0
C15   1    0.461183    0.231960    0.804746    11.00000    0.04516    0.08461 =
         0.03631   -0.00760    0.01135   -0.00742
AFIX  43
H15   2    0.490637    0.184664    0.837403    11.00000   -1.20000
AFIX   0
C16   1    0.422433    0.136311    0.760392    11.00000    0.03632    0.05369 =
         0.03486   -0.00051    0.01406   -0.00112
C17   1    0.165948   -0.182319    0.633217    11.00000    0.03652    0.04070 =
         0.03793   -0.00149    0.01824   -0.00140
C18   1    0.222183   -0.195767    0.681957    11.00000    0.04892    0.04717 =
         0.04155    0.00030    0.01052   -0.00432
AFIX  43
H18   2    0.246998   -0.105137    0.698662    11.00000   -1.20000
AFIX   0
C19   1    0.240711   -0.346032    0.705270    11.00000    0.06146    0.05762 =
         0.04763    0.00843    0.01315    0.00636
AFIX  43
H19   2    0.278224   -0.357140    0.738142    11.00000   -1.20000
AFIX   0
C20   1    0.204064   -0.479422    0.680209    11.00000    0.07781    0.04224 =
         0.05418    0.00613    0.03576    0.00594
AFIX  43
H20   2    0.216906   -0.580237    0.696355    11.00000   -1.20000
AFIX   0
C21   1    0.148707   -0.465605    0.631607    11.00000    0.07160    0.04376 =
         0.05621   -0.00991    0.03237   -0.00946
AFIX  43
H21   2    0.124284   -0.556706    0.614876    11.00000   -1.20000
AFIX   0
C22   1    0.129332   -0.315943    0.607576    11.00000    0.04752    0.05072 =
         0.04324   -0.00630    0.01679   -0.00709
AFIX  43
H22   2    0.092040   -0.305533    0.574506    11.00000   -1.20000
AFIX   0
C23   1    0.322625    0.061581    0.515256    11.00000    0.05386    0.07274 =
         0.04895   -0.00453    0.02633    0.00450
C25   1    0.438828    0.157647    0.534426    11.00000    0.05352    0.11739 =
         0.07147    0.01072    0.03065   -0.00617
AFIX 137
H25A  2    0.455578    0.053770    0.529908    11.00000   -1.50000
H25B  2    0.474417    0.220086    0.560527    11.00000   -1.50000
H25C  2    0.421619    0.211972    0.499057    11.00000   -1.50000
AFIX   0
N1    3    0.176631    0.028695    0.556664    11.00000    0.03527    0.04436 =
         0.03348    0.00027    0.00963   -0.00016
N2    3    0.429535   -0.037221    0.769574    11.00000    0.05504    0.06053 =
         0.04265    0.01012    0.01063    0.00929
O1    4    0.070858    0.008114    0.572602    11.00000    0.03339    0.07240 =
         0.06522    0.00860    0.01459    0.00943
O2    4    0.169920    0.127665    0.645466    11.00000    0.05938    0.04128 =
         0.05327   -0.00659    0.02762    0.00173
O3    4    0.382385   -0.124080    0.743631    11.00000    0.07160    0.04999 =
         0.06758    0.00977    0.00831   -0.00190
O4    4    0.482488   -0.087455    0.803801    11.00000    0.07921    0.09110 =
         0.07855    0.02666   -0.01057    0.02353
O5    4    0.321349    0.033614    0.469588    11.00000    0.09945    0.31766 =
         0.09424   -0.10275    0.07007   -0.08065
C24   1    0.383110    0.137209    0.556289    11.00000    0.05002    0.07694 =
         0.05477    0.00665    0.02323   -0.00350
AFIX  23
H24A  2    0.399420    0.071614    0.589785    11.00000   -1.20000
H24B  2    0.371372    0.241955    0.566413    11.00000   -1.20000
AFIX   0
S1    5    0.140974    0.008617    0.603890    11.00000    0.03601    0.04296 =
         0.04343    0.00123    0.01536    0.00429
HKLF 4
REM  VS112 in C2/c
REM R1 =  0.0514 for   3700 Fo > 4sig(Fo)  and  0.0852 for all   5343 data
REM    299 parameters refined using      0 restraints
END
WGHT      0.0586      6.0140
REM Highest difference peak  0.661,  deepest hole -0.674,  1-sigma level  0.051
Q1    1   0.3397 -0.0564  0.4933  11.00000  0.05    0.55
Q2    1   0.1512 -0.1113  0.6140  11.00000  0.05    0.26
Q3    1   0.4266  0.0600  0.7648  11.00000  0.05    0.21
Q4    1   0.4683  0.0823  0.5522  11.00000  0.05    0.21
Q5    1   0.3594  0.1437  0.6906  11.00000  0.05    0.20
Q6    1   0.4445  0.1759  0.7804  11.00000  0.05    0.20
Q7    1   0.4483  0.0971  0.5010  11.00000  0.05    0.20
Q8    1   0.2296 -0.0007  0.5028  11.00000  0.05    0.19
Q9    1   0.2013 -0.1852  0.6492  11.00000  0.05    0.19
Q10   1   0.3775  0.2780  0.7100  11.00000  0.05    0.18
Q11   1   0.1799 -0.0963  0.4977  11.00000  0.05    0.18
Q12   1   0.1630 -0.0280  0.5288  11.00000  0.05    0.18
Q13   1   0.1525  0.0765  0.5680  11.00000  0.05    0.17
Q14   1   0.0894  0.0855  0.5857  11.00000  0.05    0.17
Q15   1   0.4126  0.1639  0.7321  11.00000  0.05    0.17
Q16   1   0.2625  0.0133  0.5514  11.00000  0.05    0.16
Q17   1   0.0995 -0.0231  0.4764  11.00000  0.05    0.16
Q18   1   0.4441 -0.1118  0.8107  11.00000  0.05    0.16
Q19   1   0.1417 -0.2230  0.6272  11.00000  0.05    0.16
Q20   1   0.4234  0.1450  0.4985  11.00000  0.05    0.16
Q21   1   0.1895 -0.4522  0.6478  11.00000  0.05    0.15
Q22   1   0.1858 -0.0479  0.4476  11.00000  0.05    0.15
Q23   1   0.0966 -0.0642  0.5747  11.00000  0.05    0.15
Q24   1   0.1704 -0.4461  0.6599  11.00000  0.05    0.15
Q25   1   0.1413 -0.1735  0.3500  11.00000  0.05    0.15
;
_cod_data_source_file            is5331sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        4299.1(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2238964
_cod_database_fobs_code          2238964
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
C C1 0.15190(11) -0.0496(3) 0.50378(9) 0.0411(5) Uani d . 1 1
C C2 0.08840(13) -0.1098(3) 0.47316(10) 0.0544(7) Uani d . 1 1
H H2 0.0544 -0.1071 0.4869 0.065 Uiso calc R 1 1
C C3 0.07820(16) -0.1738(3) 0.42139(11) 0.0649(8) Uani d . 1 1
H H3 0.0364 -0.2157 0.3997 0.078 Uiso calc R 1 1
C C4 0.12856(17) -0.1769(3) 0.40107(11) 0.0647(8) Uani d . 1 1
H H4 0.1199 -0.2207 0.3659 0.078 Uiso calc R 1 1
C C5 0.19136(15) -0.1172(3) 0.43131(10) 0.0561(7) Uani d . 1 1
H H5 0.2249 -0.1208 0.4171 0.067 Uiso calc R 1 1
C C6 0.20352(12) -0.0506(3) 0.48417(9) 0.0433(5) Uani d . 1 1
C C7 0.26149(11) 0.0260(3) 0.52583(9) 0.0400(5) Uani d . 1 1
C C8 0.24458(10) 0.0690(3) 0.56984(8) 0.0356(5) Uani d . 1 1
C C9 0.28201(11) 0.1582(3) 0.62103(9) 0.0384(5) Uani d . 1 1
H H9 0.2654 0.2575 0.6262 0.046 Uiso calc R 1 1
C C10 0.33832(11) 0.1058(3) 0.66058(8) 0.0384(5) Uani d . 1 1
H H10 0.3533 0.0032 0.6568 0.046 Uiso calc R 1 1
C C11 0.37820(10) 0.2010(3) 0.71009(9) 0.0374(5) Uani d . 1 1
C C12 0.37603(13) 0.3685(3) 0.70753(11) 0.0503(6) Uani d . 1 1
H H12 0.3482 0.4178 0.6746 0.060 Uiso calc R 1 1
C C13 0.41344(15) 0.4635(4) 0.75177(14) 0.0651(8) Uani d . 1 1
H H13 0.4098 0.5749 0.7487 0.078 Uiso calc R 1 1
C C14 0.45614(14) 0.3952(4) 0.80052(12) 0.0661(8) Uani d . 1 1
H H14 0.4814 0.4598 0.8304 0.079 Uiso calc R 1 1
C C15 0.46118(13) 0.2320(4) 0.80475(10) 0.0566(7) Uani d . 1 1
H H15 0.4906 0.1847 0.8374 0.068 Uiso calc R 1 1
C C16 0.42243(11) 0.1363(3) 0.76039(9) 0.0415(5) Uani d . 1 1
C C17 0.16595(11) -0.1823(3) 0.63322(9) 0.0372(5) Uani d . 1 1
C C18 0.22218(12) -0.1958(3) 0.68196(10) 0.0479(6) Uani d . 1 1
H H18 0.2470 -0.1051 0.6987 0.057 Uiso calc R 1 1
C C19 0.24071(14) -0.3460(3) 0.70527(11) 0.0578(7) Uani d . 1 1
H H19 0.2782 -0.3571 0.7381 0.069 Uiso calc R 1 1
C C20 0.20406(15) -0.4794(3) 0.68021(11) 0.0549(7) Uani d . 1 1
H H20 0.2169 -0.5802 0.6964 0.066 Uiso calc R 1 1
C C21 0.14871(15) -0.4656(3) 0.63161(11) 0.0548(7) Uani d . 1 1
H H21 0.1243 -0.5567 0.6149 0.066 Uiso calc R 1 1
C C22 0.12933(12) -0.3159(3) 0.60758(10) 0.0473(6) Uani d . 1 1
H H22 0.0920 -0.3055 0.5745 0.057 Uiso calc R 1 1
C C23 0.32263(14) 0.0616(4) 0.51526(11) 0.0565(7) Uani d . 1 1
C C25 0.43883(15) 0.1576(5) 0.53443(13) 0.0788(10) Uani d . 1 1
H H25A 0.4556 0.0538 0.5299 0.118 Uiso calc R 1 1
H H25B 0.4744 0.2201 0.5605 0.118 Uiso calc R 1 1
H H25C 0.4216 0.2120 0.4991 0.118 Uiso calc R 1 1
N N1 0.17663(9) 0.0287(2) 0.55666(7) 0.0387(4) Uani d . 1 1
N N2 0.42953(12) -0.0372(3) 0.76957(9) 0.0551(6) Uani d . 1 1
O O1 0.07086(8) 0.0081(2) 0.57260(8) 0.0582(5) Uani d . 1 1
O O2 0.16992(9) 0.1277(2) 0.64547(7) 0.0495(4) Uani d . 1 1
O O3 0.38239(11) -0.1241(2) 0.74363(8) 0.0685(6) Uani d . 1 1
O O4 0.48249(12) -0.0875(3) 0.80380(10) 0.0950(8) Uani d . 1 1
O O5 0.32135(15) 0.0336(6) 0.46959(12) 0.1606(19) Uani d . 1 1
C C24 0.38311(13) 0.1372(4) 0.55629(11) 0.0596(7) Uani d . 1 1
H H24A 0.3994 0.0716 0.5898 0.072 Uiso calc R 1 1
H H24B 0.3714 0.2420 0.5664 0.072 Uiso calc R 1 1
S S1 0.14097(3) 0.00862(7) 0.60389(2) 0.04073(16) Uani d . 1 1
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
C1 0.0433(12) 0.0396(12) 0.0310(10) 0.0040(9) 0.0034(9) 0.0030(9)
C2 0.0478(14) 0.0557(15) 0.0461(13) -0.0036(12) 0.0025(11) 0.0019(12)
C3 0.0667(18) 0.0546(16) 0.0486(15) -0.0027(14) -0.0058(14) -0.0016(13)
C4 0.089(2) 0.0498(15) 0.0366(13) 0.0053(15) 0.0028(14) -0.0063(11)
C5 0.0748(18) 0.0494(14) 0.0405(13) 0.0120(13) 0.0180(13) -0.0017(11)
C6 0.0512(13) 0.0389(12) 0.0339(11) 0.0084(10) 0.0095(10) 0.0037(9)
C7 0.0407(12) 0.0423(12) 0.0352(11) 0.0064(9) 0.0123(9) 0.0031(9)
C8 0.0356(11) 0.0343(10) 0.0332(10) 0.0040(8) 0.0090(8) 0.0050(8)
C9 0.0389(11) 0.0376(11) 0.0385(11) 0.0001(9) 0.0145(9) -0.0019(9)
C10 0.0428(12) 0.0363(11) 0.0347(10) 0.0010(9) 0.0131(9) 0.0001(9)
C11 0.0344(10) 0.0423(12) 0.0367(11) -0.0020(9) 0.0147(9) -0.0035(9)
C12 0.0466(13) 0.0431(13) 0.0569(15) -0.0023(11) 0.0149(11) -0.0004(11)
C13 0.0616(18) 0.0473(15) 0.086(2) -0.0141(13) 0.0275(16) -0.0191(14)
C14 0.0574(17) 0.078(2) 0.0618(17) -0.0217(15) 0.0214(14) -0.0309(16)
C15 0.0452(14) 0.085(2) 0.0363(12) -0.0074(13) 0.0113(11) -0.0076(13)
C16 0.0363(11) 0.0537(14) 0.0349(11) -0.0011(10) 0.0141(9) -0.0005(10)
C17 0.0365(11) 0.0407(11) 0.0379(11) -0.0014(9) 0.0182(9) -0.0015(9)
C18 0.0489(13) 0.0472(13) 0.0415(12) -0.0043(11) 0.0105(11) 0.0003(10)
C19 0.0615(16) 0.0576(16) 0.0476(14) 0.0064(13) 0.0131(12) 0.0084(12)
C20 0.0778(19) 0.0422(13) 0.0542(15) 0.0059(13) 0.0358(14) 0.0061(11)
C21 0.0716(18) 0.0438(14) 0.0562(15) -0.0095(12) 0.0324(14) -0.0099(11)
C22 0.0475(13) 0.0507(14) 0.0432(13) -0.0071(11) 0.0168(11) -0.0063(11)
C23 0.0539(15) 0.0727(18) 0.0490(14) 0.0045(13) 0.0263(12) -0.0045(13)
C25 0.0535(17) 0.117(3) 0.071(2) -0.0062(18) 0.0306(15) 0.0107(19)
N1 0.0353(9) 0.0444(10) 0.0335(9) -0.0002(8) 0.0096(7) 0.0003(8)
N2 0.0550(13) 0.0605(14) 0.0427(11) 0.0093(11) 0.0106(10) 0.0101(10)
O1 0.0334(9) 0.0724(12) 0.0652(11) 0.0094(8) 0.0146(8) 0.0086(10)
O2 0.0594(10) 0.0413(9) 0.0533(10) 0.0017(8) 0.0276(8) -0.0066(7)
O3 0.0716(13) 0.0500(11) 0.0676(12) -0.0019(10) 0.0083(10) 0.0098(10)
O4 0.0792(15) 0.0911(17) 0.0785(15) 0.0235(13) -0.0106(12) 0.0267(13)
O5 0.099(2) 0.318(5) 0.0942(19) -0.081(3) 0.0701(17) -0.103(3)
C24 0.0500(15) 0.0769(19) 0.0548(15) -0.0035(13) 0.0232(12) 0.0066(14)
S1 0.0360(3) 0.0430(3) 0.0434(3) 0.0043(2) 0.0154(2) 0.0012(2)
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 C1 C2 123.0(2)
C6 C1 N1 107.12(19)
C2 C1 N1 129.8(2)
C3 C2 C1 116.8(3)
C3 C2 H2 121.6
C1 C2 H2 121.6
C4 C3 C2 121.4(3)
C4 C3 H3 119.3
C2 C3 H3 119.3
C5 C4 C3 121.8(3)
C5 C4 H4 119.1
C3 C4 H4 119.1
C4 C5 C6 118.3(3)
C4 C5 H5 120.8
C6 C5 H5 120.8
C1 C6 C5 118.6(2)
C1 C6 C7 108.1(2)
C5 C6 C7 133.2(2)
C8 C7 C6 107.7(2)
C8 C7 C23 130.0(2)
C6 C7 C23 122.0(2)
C7 C8 N1 108.57(18)
C7 C8 C9 130.9(2)
N1 C8 C9 120.19(19)
C10 C9 C8 124.0(2)
C10 C9 H9 118.0
C8 C9 H9 118.0
C9 C10 C11 123.7(2)
C9 C10 H10 118.2
C11 C10 H10 118.2
C12 C11 C16 115.3(2)
C12 C11 C10 119.8(2)
C16 C11 C10 124.8(2)
C13 C12 C11 122.4(3)
C13 C12 H12 118.8
C11 C12 H12 118.8
C14 C13 C12 120.4(3)
C14 C13 H13 119.8
C12 C13 H13 119.8
C15 C14 C13 119.4(3)
C15 C14 H14 120.3
C13 C14 H14 120.3
C14 C15 C16 120.0(3)
C14 C15 H15 120.0
C16 C15 H15 120.0
C15 C16 C11 122.4(2)
C15 C16 N2 116.0(2)
C11 C16 N2 121.6(2)
C22 C17 C18 121.2(2)
C22 C17 S1 119.64(17)
C18 C17 S1 119.14(17)
C19 C18 C17 118.7(2)
C19 C18 H18 120.6
C17 C18 H18 120.6
C20 C19 C18 120.3(2)
C20 C19 H19 119.8
C18 C19 H19 119.8
C21 C20 C19 120.7(2)
C21 C20 H20 119.6
C19 C20 H20 119.6
C20 C21 C22 119.8(2)
C20 C21 H21 120.1
C22 C21 H21 120.1
C17 C22 C21 119.2(2)
C17 C22 H22 120.4
C21 C22 H22 120.4
O5 C23 C24 118.4(3)
O5 C23 C7 117.3(3)
C24 C23 C7 124.2(2)
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C8 N1 C1 108.36(18)
C8 N1 S1 124.61(14)
C1 N1 S1 123.06(16)
O3 N2 O4 123.5(3)
O3 N2 C16 118.7(2)
O4 N2 C16 117.8(2)
C23 C24 C25 112.9(2)
C23 C24 H24A 109.0
C25 C24 H24A 109.0
C23 C24 H24B 109.0
C25 C24 H24B 109.0
H24A C24 H24B 107.8
O2 S1 O1 120.06(11)
O2 S1 N1 106.89(10)
O1 S1 N1 105.65(10)
O2 S1 C17 109.13(10)
O1 S1 C17 109.28(11)
N1 S1 C17 104.71(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.390(3)
C1 C2 1.390(3)
C1 N1 1.424(3)
C2 C3 1.380(4)
C2 H2 0.9300
C3 C4 1.378(5)
C3 H3 0.9300
C4 C5 1.376(4)
C4 H4 0.9300
C5 C6 1.405(3)
C5 H5 0.9300
C6 C7 1.452(3)
C7 C8 1.370(3)
C7 C23 1.478(4)
C8 N1 1.415(3)
C8 C9 1.464(3)
C9 C10 1.331(3)
C9 H9 0.9300
C10 C11 1.474(3)
C10 H10 0.9300
C11 C12 1.393(3)
C11 C16 1.397(3)
C12 C13 1.372(4)
C12 H12 0.9300
C13 C14 1.371(4)
C13 H13 0.9300
C14 C15 1.361(4)
C14 H14 0.9300
C15 C16 1.386(3)
C15 H15 0.9300
C16 N2 1.460(3)
C17 C22 1.378(3)
C17 C18 1.384(3)
C17 S1 1.753(2)
C18 C19 1.378(4)
C18 H18 0.9300
C19 C20 1.373(4)
C19 H19 0.9300
C20 C21 1.372(4)
C20 H20 0.9300
C21 C22 1.382(4)
C21 H21 0.9300
C22 H22 0.9300
C23 O5 1.195(3)
C23 C24 1.475(4)
C25 C24 1.523(4)
C25 H25A 0.9600
C25 H25B 0.9600
C25 H25C 0.9600
N1 S1 1.6838(19)
N2 O3 1.220(3)
N2 O4 1.224(3)
O1 S1 1.4204(17)
O2 S1 1.4198(17)
C24 H24A 0.9700
C24 H24B 0.9700
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C2 H2 O1 0.93 2.32 2.912(3) 121 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
C6 C1 C2 C3 0.6(4)
N1 C1 C2 C3 177.1(2)
C1 C2 C3 C4 -0.3(4)
C2 C3 C4 C5 0.2(4)
C3 C4 C5 C6 -0.4(4)
C2 C1 C6 C5 -0.8(4)
N1 C1 C6 C5 -178.0(2)
C2 C1 C6 C7 178.1(2)
N1 C1 C6 C7 0.9(2)
C4 C5 C6 C1 0.7(4)
C4 C5 C6 C7 -177.9(2)
C1 C6 C7 C8 1.0(3)
C5 C6 C7 C8 179.7(2)
C1 C6 C7 C23 -172.8(2)
C5 C6 C7 C23 5.9(4)
C6 C7 C8 N1 -2.5(2)
C23 C7 C8 N1 170.6(2)
C6 C7 C8 C9 -175.6(2)
C23 C7 C8 C9 -2.5(4)
C7 C8 C9 C10 -64.8(3)
N1 C8 C9 C10 122.7(2)
C8 C9 C10 C11 175.6(2)
C9 C10 C11 C12 -27.0(3)
C9 C10 C11 C16 156.7(2)
C16 C11 C12 C13 -1.6(4)
C10 C11 C12 C13 -178.2(2)
C11 C12 C13 C14 1.4(4)
C12 C13 C14 C15 0.0(5)
C13 C14 C15 C16 -1.2(4)
C14 C15 C16 C11 1.1(4)
C14 C15 C16 N2 -177.9(2)
C12 C11 C16 C15 0.3(3)
C10 C11 C16 C15 176.8(2)
C12 C11 C16 N2 179.2(2)
C10 C11 C16 N2 -4.4(3)
C22 C17 C18 C19 -1.0(4)
S1 C17 C18 C19 178.8(2)
C17 C18 C19 C20 0.4(4)
C18 C19 C20 C21 0.2(4)
C19 C20 C21 C22 -0.2(4)
C18 C17 C22 C21 1.0(4)
S1 C17 C22 C21 -178.78(19)
C20 C21 C22 C17 -0.4(4)
C8 C7 C23 O5 -167.9(4)
C6 C7 C23 O5 4.3(5)
C8 C7 C23 C24 8.5(4)
C6 C7 C23 C24 -179.2(3)
C7 C8 N1 C1 3.1(2)
C9 C8 N1 C1 177.08(18)
C7 C8 N1 S1 161.12(16)
C9 C8 N1 S1 -24.9(3)
C6 C1 N1 C8 -2.4(2)
C2 C1 N1 C8 -179.3(2)
C6 C1 N1 S1 -160.86(16)
C2 C1 N1 S1 22.2(3)
C15 C16 N2 O3 152.5(2)
C11 C16 N2 O3 -26.4(4)
C15 C16 N2 O4 -26.3(4)
C11 C16 N2 O4 154.8(2)
O5 C23 C24 C25 -4.3(5)
C7 C23 C24 C25 179.3(3)
C8 N1 S1 O2 36.9(2)
C1 N1 S1 O2 -168.17(17)
C8 N1 S1 O1 165.85(18)
C1 N1 S1 O1 -39.2(2)
C8 N1 S1 C17 -78.81(19)
C1 N1 S1 C17 76.13(19)
C22 C17 S1 O2 159.83(18)
C18 C17 S1 O2 -20.0(2)
C22 C17 S1 O1 26.7(2)
C18 C17 S1 O1 -153.07(19)
C22 C17 S1 N1 -86.0(2)
C18 C17 S1 N1 94.2(2)