#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/87/2228787.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_2228787
loop_
_publ_author_name
'Ahmad, Matloob'
'Siddiqui, Hamid Latif'
'Khattak, Manzoor Iqbal'
'Ahmad, Saeed'
'Parvez, Masood'
_publ_section_title
;
 N'-(2-Chlorobenzylidene)-2-(3,4-dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)acetohydrazide
;
_journal_coeditor_code           JH2243
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o218
_journal_page_last               o219
_journal_paper_doi               10.1107/S160053681005227X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H18 Cl N5 O3 S'
_chemical_formula_moiety         'C20 H18 Cl N5 O3 S'
_chemical_formula_sum            'C20 H18 Cl N5 O3 S'
_chemical_formula_weight         443.90
_chemical_name_systematic
;
N'-(2-Chlorobenzylidene)-2-(3,4-dimethyl-5,5-dioxo-2H,4H-
pyrazolo[4,3-c][1,2]benzothiazin-2-yl)acetohydrazide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                71.2778(11)
_cell_angle_beta                 78.6837(13)
_cell_angle_gamma                70.4911(12)
_cell_formula_units_Z            4
_cell_length_a                   11.4881(2)
_cell_length_b                   12.7518(3)
_cell_length_c                   15.5690(4)
_cell_measurement_reflns_used    8973
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.0
_cell_volume                     2025.92(8)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ'
_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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13799
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.39
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  0.9498
_exptl_absorpt_correction_T_min  0.9378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SORTAV; Blessing, 1997)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.389
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         7106
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0360
_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/[σ²(Fo²)+(0.0610P)²+0.7600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                5649
_reflns_number_total             7106
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jh2243.cif
_cod_data_source_block           I
_cod_database_code               2228787
_cod_database_fobs_code          2228787
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.25790(5) 0.47702(5) -0.33819(4) 0.03347(14) Uani d . 1 . .
Cl Cl2 -0.26345(5) -0.48073(5) 0.84350(4) 0.03564(15) Uani d . 1 . .
S S1 -0.50025(5) 0.25138(5) 0.37138(3) 0.03121(15) Uani d . 1 . .
S S2 0.50831(4) -0.18110(4) 0.15070(3) 0.02402(13) Uani d . 1 . .
O O1 -0.61045(14) 0.22302(16) 0.41864(11) 0.0472(4) Uani d . 1 . .
O O2 -0.48908(16) 0.36345(13) 0.35969(11) 0.0462(4) Uani d . 1 . .
O O3 -0.11061(14) 0.42389(13) 0.08697(10) 0.0364(4) Uani d . 1 . .
O O4 0.61488(12) -0.22162(13) 0.09197(10) 0.0330(3) Uani d . 1 . .
O O5 0.50899(13) -0.10151(12) 0.19769(10) 0.0305(3) Uani d . 1 . .
O O6 0.10093(14) -0.41879(13) 0.41403(10) 0.0336(4) Uani d . 1 . .
N N1 -0.48174(14) 0.23141(14) 0.26951(11) 0.0256(4) Uani d . 1 . .
N N2 -0.14910(15) 0.17558(14) 0.21567(11) 0.0257(4) Uani d . 1 . .
N N3 -0.19344(14) 0.23215(14) 0.13286(11) 0.0235(4) Uani d . 1 . .
N N4 0.00120(15) 0.38951(15) -0.04161(11) 0.0271(4) Uani d . 1 . .
H H04 0.0281 0.4500 -0.0526 0.033 Uiso calc R 1 . .
N N5 0.03678(15) 0.32466(14) -0.10331(11) 0.0247(4) Uani d . 1 . .
N N6 0.47766(14) -0.29427(14) 0.22751(11) 0.0232(4) Uani d . 1 . .
N N7 0.15457(14) -0.16124(14) 0.29530(11) 0.0240(4) Uani d . 1 . .
N N8 0.19665(14) -0.23898(14) 0.37419(11) 0.0226(4) Uani d . 1 . .
N N9 -0.00865(15) -0.38815(15) 0.54391(11) 0.0264(4) Uani d . 1 . .
H H09 -0.0389 -0.4461 0.5523 0.032 Uiso calc R 1 . .
N N10 -0.04085(14) -0.32727(14) 0.60840(11) 0.0235(4) Uani d . 1 . .
C C1 -0.15139(19) 0.05007(17) 0.41734(14) 0.0271(4) Uani d . 1 . .
H H1 -0.0729 0.0304 0.3834 0.033 Uiso calc R 1 . .
C C2 -0.1625(2) 0.00523(19) 0.51109(14) 0.0317(5) Uani d . 1 . .
H H2 -0.0914 -0.0450 0.5409 0.038 Uiso calc R 1 . .
C C3 -0.2761(2) 0.03255(19) 0.56234(15) 0.0339(5) Uani d . 1 . .
H H3 -0.2822 0.0019 0.6268 0.041 Uiso calc R 1 . .
C C4 -0.3804(2) 0.10447(18) 0.51930(14) 0.0318(5) Uani d . 1 . .
H H4 -0.4588 0.1226 0.5537 0.038 Uiso calc R 1 . .
C C5 -0.36949(18) 0.14994(17) 0.42513(13) 0.0259(4) Uani d . 1 . .
C C6 -0.25467(17) 0.12395(16) 0.37233(13) 0.0234(4) Uani d . 1 . .
C C7 -0.25122(17) 0.17367(16) 0.27358(13) 0.0214(4) Uani d . 1 . .
C C8 -0.35875(17) 0.22887(17) 0.22753(13) 0.0226(4) Uani d . 1 . .
C C9 -0.5213(2) 0.1342(2) 0.26466(16) 0.0358(5) Uani d . 1 . .
H H9A -0.5154 0.1350 0.2008 0.043 Uiso calc R 1 . .
H H9B -0.6074 0.1426 0.2917 0.043 Uiso calc R 1 . .
H H9C -0.4674 0.0607 0.2983 0.043 Uiso calc R 1 . .
C C10 -0.31995(17) 0.26745(17) 0.13709(13) 0.0237(4) Uani d . 1 . .
C C11 -0.3911(2) 0.3342(2) 0.05664(14) 0.0342(5) Uani d . 1 . .
H H11A -0.4802 0.3497 0.0762 0.041 Uiso calc R 1 . .
H H11B -0.3686 0.2891 0.0122 0.041 Uiso calc R 1 . .
H H11C -0.3713 0.4076 0.0286 0.041 Uiso calc R 1 . .
C C12 -0.10719(18) 0.25138(18) 0.05219(13) 0.0264(4) Uani d . 1 . .
H H12A -0.1446 0.2551 -0.0012 0.032 Uiso calc R 1 . .
H H12B -0.0307 0.1852 0.0593 0.032 Uiso calc R 1 . .
C C13 -0.07352(18) 0.36260(18) 0.03483(13) 0.0256(4) Uani d . 1 . .
C C14 0.10219(17) 0.36567(18) -0.17459(13) 0.0257(4) Uani d . 1 . .
H H14 0.1229 0.4339 -0.1801 0.031 Uiso calc R 1 . .
C C15 0.14552(17) 0.30888(17) -0.24767(13) 0.0239(4) Uani d . 1 . .
C C16 0.21805(17) 0.35203(18) -0.32574(14) 0.0262(4) Uani d . 1 . .
C C17 0.25943(19) 0.2978(2) -0.39504(15) 0.0339(5) Uani d . 1 . .
H H17 0.3080 0.3289 -0.4479 0.041 Uiso calc R 1 . .
C C18 0.2294(2) 0.1983(2) -0.38658(15) 0.0375(5) Uani d . 1 . .
H H18 0.2584 0.1601 -0.4334 0.045 Uiso calc R 1 . .
C C19 0.1572(2) 0.1542(2) -0.31005(15) 0.0355(5) Uani d . 1 . .
H H19 0.1366 0.0859 -0.3044 0.043 Uiso calc R 1 . .
C C20 0.11527(19) 0.20949(19) -0.24212(14) 0.0300(5) Uani d . 1 . .
H H20 0.0646 0.1793 -0.1904 0.036 Uiso calc R 1 . .
C C21 0.15474(18) -0.05797(17) 0.08887(14) 0.0264(4) Uani d . 1 . .
H H21 0.0741 -0.0537 0.1200 0.032 Uiso calc R 1 . .
C C22 0.16845(19) -0.00809(18) -0.00436(14) 0.0301(5) Uani d . 1 . .
H H22 0.0967 0.0316 -0.0362 0.036 Uiso calc R 1 . .
C C23 0.28514(19) -0.01504(18) -0.05205(14) 0.0300(5) Uani d . 1 . .
H H23 0.2931 0.0184 -0.1161 0.036 Uiso calc R 1 . .
C C24 0.38999(19) -0.07118(17) -0.00546(13) 0.0262(4) Uani d . 1 . .
H H24 0.4703 -0.0775 -0.0375 0.031 Uiso calc R 1 . .
C C25 0.37652(17) -0.11814(16) 0.08832(13) 0.0223(4) Uani d . 1 . .
C C26 0.25873(17) -0.11432(16) 0.13714(13) 0.0227(4) Uani d . 1 . .
C C27 0.25414(17) -0.17512(16) 0.23418(13) 0.0215(4) Uani d . 1 . .
C C28 0.35753(17) -0.25970(17) 0.27479(13) 0.0223(4) Uani d . 1 . .
C C29 0.5033(2) -0.39860(18) 0.19582(15) 0.0322(5) Uani d . 1 . .
H H29A 0.4899 -0.4631 0.2476 0.039 Uiso calc R 1 . .
H H29B 0.5895 -0.4193 0.1689 0.039 Uiso calc R 1 . .
H H29C 0.4473 -0.3823 0.1500 0.039 Uiso calc R 1 . .
C C30 0.31849(17) -0.30032(16) 0.36504(13) 0.0225(4) Uani d . 1 . .
C C31 0.38679(19) -0.39090(18) 0.44001(14) 0.0311(5) Uani d . 1 . .
H H31A 0.4756 -0.4133 0.4194 0.037 Uiso calc R 1 . .
H H31B 0.3560 -0.4587 0.4575 0.037 Uiso calc R 1 . .
H H31C 0.3739 -0.3605 0.4926 0.037 Uiso calc R 1 . .
C C32 0.11075(18) -0.25551(17) 0.45531(13) 0.0252(4) Uani d . 1 . .
H H32A 0.0379 -0.1858 0.4501 0.030 Uiso calc R 1 . .
H H32B 0.1516 -0.2658 0.5091 0.030 Uiso calc R 1 . .
C C33 0.06770(17) -0.36078(17) 0.46880(13) 0.0242(4) Uani d . 1 . .
C C34 -0.10689(17) -0.36873(17) 0.67866(13) 0.0245(4) Uani d . 1 . .
H H34 -0.1301 -0.4350 0.6822 0.029 Uiso calc R 1 . .
C C35 -0.14732(17) -0.31510(17) 0.75402(13) 0.0227(4) Uani d . 1 . .
C C36 -0.21890(17) -0.35873(18) 0.83283(14) 0.0262(4) Uani d . 1 . .
C C37 -0.25619(18) -0.3068(2) 0.90357(14) 0.0316(5) Uani d . 1 . .
H H37 -0.3026 -0.3390 0.9573 0.038 Uiso calc R 1 . .
C C38 -0.22519(19) -0.2081(2) 0.89518(15) 0.0339(5) Uani d . 1 . .
H H38 -0.2522 -0.1710 0.9426 0.041 Uiso calc R 1 . .
C C39 -0.15498(19) -0.16290(19) 0.81798(15) 0.0318(5) Uani d . 1 . .
H H39 -0.1339 -0.0949 0.8125 0.038 Uiso calc R 1 . .
C C40 -0.11553(18) -0.21659(18) 0.74900(14) 0.0272(4) Uani d . 1 . .
H H40 -0.0656 -0.1859 0.6969 0.033 Uiso calc R 1 . .
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 S1 O1 . . 119.67(11) ?
O2 S1 N1 . . 107.75(9) ?
O1 S1 N1 . . 107.62(10) ?
O2 S1 C5 . . 106.56(10) ?
O1 S1 C5 . . 109.55(10) ?
N1 S1 C5 . . 104.71(9) ?
O4 S2 O5 . . 119.73(9) ?
O4 S2 N6 . . 108.16(9) ?
O5 S2 N6 . . 107.65(8) ?
O4 S2 C25 . . 109.04(9) ?
O5 S2 C25 . . 107.54(9) ?
N6 S2 C25 . . 103.53(8) ?
C8 N1 C9 . . 113.18(16) ?
C8 N1 S1 . . 110.51(12) ?
C9 N1 S1 . . 115.83(13) ?
C7 N2 N3 . . 103.85(15) ?
N2 N3 C10 . . 113.56(15) ?
N2 N3 C12 . . 119.49(15) ?
C10 N3 C12 . . 126.94(17) ?
C13 N4 N5 . . 121.66(16) ?
C13 N4 H04 . . 119.2 ?
N5 N4 H04 . . 119.2 ?
C14 N5 N4 . . 113.66(16) ?
C28 N6 C29 . . 115.32(15) ?
C28 N6 S2 . . 109.81(12) ?
C29 N6 S2 . . 115.80(13) ?
C27 N7 N8 . . 103.62(15) ?
C30 N8 N7 . . 113.79(15) ?
C30 N8 C32 . . 126.45(17) ?
N7 N8 C32 . . 119.58(15) ?
C33 N9 N10 . . 121.36(16) ?
C33 N9 H09 . . 119.3 ?
N10 N9 H09 . . 119.3 ?
C34 N10 N9 . . 113.79(16) ?
C2 C1 C6 . . 120.39(19) ?
C2 C1 H1 . . 119.8 ?
C6 C1 H1 . . 119.8 ?
C1 C2 C3 . . 121.03(19) ?
C1 C2 H2 . . 119.5 ?
C3 C2 H2 . . 119.5 ?
C4 C3 C2 . . 119.8(2) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C3 C4 C5 . . 119.4(2) ?
C3 C4 H4 . . 120.3 ?
C5 C4 H4 . . 120.3 ?
C4 C5 C6 . . 121.53(19) ?
C4 C5 S1 . . 119.17(15) ?
C6 C5 S1 . . 119.13(15) ?
C1 C6 C5 . . 117.93(18) ?
C1 C6 C7 . . 123.84(18) ?
C5 C6 C7 . . 118.22(17) ?
N2 C7 C8 . . 111.11(16) ?
N2 C7 C6 . . 125.81(17) ?
C8 C7 C6 . . 123.06(16) ?
C10 C8 C7 . . 106.71(16) ?
C10 C8 N1 . . 128.69(17) ?
C7 C8 N1 . . 124.34(17) ?
N1 C9 H9A . . 109.5 ?
N1 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
N1 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N3 C10 C8 . . 104.75(17) ?
N3 C10 C11 . . 124.02(17) ?
C8 C10 C11 . . 131.22(18) ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N3 C12 C13 . . 112.17(16) ?
N3 C12 H12A . . 109.2 ?
C13 C12 H12A . . 109.2 ?
N3 C12 H12B . . 109.2 ?
C13 C12 H12B . . 109.2 ?
H12A C12 H12B . . 107.9 ?
O3 C13 N4 . . 121.57(18) ?
O3 C13 C12 . . 122.80(17) ?
N4 C13 C12 . . 115.63(17) ?
N5 C14 C15 . . 120.76(18) ?
N5 C14 H14 . . 119.6 ?
C15 C14 H14 . . 119.6 ?
C20 C15 C16 . . 117.54(18) ?
C20 C15 C14 . . 120.97(18) ?
C16 C15 C14 . . 121.48(18) ?
C17 C16 C15 . . 121.44(19) ?
C17 C16 Cl1 . . 118.40(16) ?
C15 C16 Cl1 . . 120.16(15) ?
C18 C17 C16 . . 119.5(2) ?
C18 C17 H17 . . 120.3 ?
C16 C17 H17 . . 120.3 ?
C17 C18 C19 . . 120.1(2) ?
C17 C18 H18 . . 119.9 ?
C19 C18 H18 . . 119.9 ?
C20 C19 C18 . . 120.0(2) ?
C20 C19 H19 . . 120.0 ?
C18 C19 H19 . . 120.0 ?
C19 C20 C15 . . 121.4(2) ?
C19 C20 H20 . . 119.3 ?
C15 C20 H20 . . 119.3 ?
C22 C21 C26 . . 120.25(18) ?
C22 C21 H21 . . 119.9 ?
C26 C21 H21 . . 119.9 ?
C21 C22 C23 . . 121.22(19) ?
C21 C22 H22 . . 119.4 ?
C23 C22 H22 . . 119.4 ?
C24 C23 C22 . . 119.52(19) ?
C24 C23 H23 . . 120.2 ?
C22 C23 H23 . . 120.2 ?
C23 C24 C25 . . 119.43(19) ?
C23 C24 H24 . . 120.3 ?
C25 C24 H24 . . 120.3 ?
C24 C25 C26 . . 121.56(17) ?
C24 C25 S2 . . 120.38(15) ?
C26 C25 S2 . . 118.03(14) ?
C21 C26 C25 . . 117.97(17) ?
C21 C26 C27 . . 124.23(17) ?
C25 C26 C27 . . 117.72(17) ?
N7 C27 C28 . . 111.17(16) ?
N7 C27 C26 . . 126.21(17) ?
C28 C27 C26 . . 122.61(17) ?
C30 C28 C27 . . 106.59(16) ?
C30 C28 N6 . . 128.76(17) ?
C27 C28 N6 . . 124.65(17) ?
N6 C29 H29A . . 109.5 ?
N6 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
N6 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
N8 C30 C28 . . 104.83(16) ?
N8 C30 C31 . . 124.68(17) ?
C28 C30 C31 . . 130.49(17) ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
N8 C32 C33 . . 111.10(15) ?
N8 C32 H32A . . 109.4 ?
C33 C32 H32A . . 109.4 ?
N8 C32 H32B . . 109.4 ?
C33 C32 H32B . . 109.4 ?
H32A C32 H32B . . 108.0 ?
O6 C33 N9 . . 121.04(18) ?
O6 C33 C32 . . 122.09(17) ?
N9 C33 C32 . . 116.87(16) ?
N10 C34 C35 . . 120.56(18) ?
N10 C34 H34 . . 119.7 ?
C35 C34 H34 . . 119.7 ?
C40 C35 C36 . . 117.36(18) ?
C40 C35 C34 . . 120.32(18) ?
C36 C35 C34 . . 122.32(18) ?
C37 C36 C35 . . 121.51(19) ?
C37 C36 Cl2 . . 118.54(16) ?
C35 C36 Cl2 . . 119.96(15) ?
C38 C37 C36 . . 119.40(19) ?
C38 C37 H37 . . 120.3 ?
C36 C37 H37 . . 120.3 ?
C37 C38 C39 . . 120.28(19) ?
C37 C38 H38 . . 119.9 ?
C39 C38 H38 . . 119.9 ?
C40 C39 C38 . . 120.0(2) ?
C40 C39 H39 . . 120.0 ?
C38 C39 H39 . . 120.0 ?
C39 C40 C35 . . 121.42(19) ?
C39 C40 H40 . . 119.3 ?
C35 C40 H40 . . 119.3 ?
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
Cl1 C16 . 1.744(2) ?
Cl2 C36 . 1.744(2) ?
S1 O2 . 1.4276(17) ?
S1 O1 . 1.4298(17) ?
S1 N1 . 1.6481(17) ?
S1 C5 . 1.769(2) ?
S2 O4 . 1.4295(14) ?
S2 O5 . 1.4315(15) ?
S2 N6 . 1.6440(16) ?
S2 C25 . 1.7734(19) ?
O3 C13 . 1.225(2) ?
O6 C33 . 1.228(2) ?
N1 C8 . 1.430(2) ?
N1 C9 . 1.483(3) ?
N2 C7 . 1.334(2) ?
N2 N3 . 1.363(2) ?
N3 C10 . 1.365(2) ?
N3 C12 . 1.448(2) ?
N4 C13 . 1.343(2) ?
N4 N5 . 1.380(2) ?
N4 H04 . 0.8800 ?
N5 C14 . 1.278(2) ?
N6 C28 . 1.430(2) ?
N6 C29 . 1.484(3) ?
N7 C27 . 1.338(2) ?
N7 N8 . 1.362(2) ?
N8 C30 . 1.361(2) ?
N8 C32 . 1.446(2) ?
N9 C33 . 1.341(2) ?
N9 N10 . 1.382(2) ?
N9 H09 . 0.8800 ?
N10 C34 . 1.274(2) ?
C1 C2 . 1.383(3) ?
C1 C6 . 1.394(3) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.388(3) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.383(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.390(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.408(3) ?
C6 C7 . 1.461(3) ?
C7 C8 . 1.407(3) ?
C8 C10 . 1.371(3) ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
C10 C11 . 1.488(3) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 C13 . 1.521(3) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C14 C15 . 1.460(3) ?
C14 H14 . 0.9500 ?
C15 C20 . 1.395(3) ?
C15 C16 . 1.398(3) ?
C16 C17 . 1.388(3) ?
C17 C18 . 1.384(3) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.384(3) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.378(3) ?
C19 H19 . 0.9500 ?
C20 H20 . 0.9500 ?
C21 C22 . 1.386(3) ?
C21 C26 . 1.393(3) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.389(3) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.387(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.388(3) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.410(3) ?
C26 C27 . 1.460(3) ?
C27 C28 . 1.405(3) ?
C28 C30 . 1.373(3) ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C30 C31 . 1.483(3) ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C32 C33 . 1.521(3) ?
C32 H32A . 0.9900 ?
C32 H32B . 0.9900 ?
C34 C35 . 1.466(3) ?
C34 H34 . 0.9500 ?
C35 C40 . 1.396(3) ?
C35 C36 . 1.401(3) ?
C36 C37 . 1.388(3) ?
C37 C38 . 1.381(3) ?
C37 H37 . 0.9500 ?
C38 C39 . 1.383(3) ?
C38 H38 . 0.9500 ?
C39 C40 . 1.379(3) ?
C39 H39 . 0.9500 ?
C40 H40 . 0.9500 ?
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
C14 H14 Cl1 . 0.95 2.64 3.048(2) 106.4 n
C34 H34 Cl2 . 0.95 2.67 3.068(2) 105.7 n
N4 H04 O3 2_565 0.88 2.01 2.883(2) 172.0 y
N9 H09 O6 2_546 0.88 1.96 2.837(2) 173.2 y
C18 H18 O1 1_654 0.95 2.55 3.204(3) 126.6 y
C29 H29A O2 1_645 0.98 2.31 3.266(3) 165.4 y
C38 H38 O4 1_456 0.95 2.54 3.233(2) 129.9 y
C9 H9B O1 . 0.98 2.49 2.843(3) 100.8 n
C29 H29B O4 . 0.98 2.51 2.851(3) 100.3 n
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 S1 N1 C8 . . . . 64.64(15) ?
O1 S1 N1 C8 . . . . -165.04(13) ?
C5 S1 N1 C8 . . . . -48.53(15) ?
O2 S1 N1 C9 . . . . -164.98(14) ?
O1 S1 N1 C9 . . . . -34.66(17) ?
C5 S1 N1 C9 . . . . 81.85(15) ?
C7 N2 N3 C10 . . . . 1.0(2) ?
C7 N2 N3 C12 . . . . 179.57(16) ?
C13 N4 N5 C14 . . . . 176.32(19) ?
O4 S2 N6 C28 . . . . -167.43(12) ?
O5 S2 N6 C28 . . . . 61.86(14) ?
C25 S2 N6 C28 . . . . -51.83(14) ?
O4 S2 N6 C29 . . . . -34.67(16) ?
O5 S2 N6 C29 . . . . -165.37(13) ?
C25 S2 N6 C29 . . . . 80.94(15) ?
C27 N7 N8 C30 . . . . 0.4(2) ?
C27 N7 N8 C32 . . . . -175.10(15) ?
C33 N9 N10 C34 . . . . -175.35(18) ?
C6 C1 C2 C3 . . . . 0.0(3) ?
C1 C2 C3 C4 . . . . 0.8(3) ?
C2 C3 C4 C5 . . . . -1.0(3) ?
C3 C4 C5 C6 . . . . 0.4(3) ?
C3 C4 C5 S1 . . . . -174.74(16) ?
O2 S1 C5 C4 . . . . 95.97(18) ?
O1 S1 C5 C4 . . . . -34.8(2) ?
N1 S1 C5 C4 . . . . -150.01(16) ?
O2 S1 C5 C6 . . . . -79.25(17) ?
O1 S1 C5 C6 . . . . 149.94(16) ?
N1 S1 C5 C6 . . . . 34.76(18) ?
C2 C1 C6 C5 . . . . -0.6(3) ?
C2 C1 C6 C7 . . . . -179.12(18) ?
C4 C5 C6 C1 . . . . 0.4(3) ?
S1 C5 C6 C1 . . . . 175.55(14) ?
C4 C5 C6 C7 . . . . 179.03(18) ?
S1 C5 C6 C7 . . . . -5.9(2) ?
N3 N2 C7 C8 . . . . -0.2(2) ?
N3 N2 C7 C6 . . . . -178.90(17) ?
C1 C6 C7 N2 . . . . -14.4(3) ?
C5 C6 C7 N2 . . . . 167.13(18) ?
C1 C6 C7 C8 . . . . 167.05(18) ?
C5 C6 C7 C8 . . . . -11.5(3) ?
N2 C7 C8 C10 . . . . -0.7(2) ?
C6 C7 C8 C10 . . . . 178.07(17) ?
N2 C7 C8 N1 . . . . 173.85(17) ?
C6 C7 C8 N1 . . . . -7.4(3) ?
C9 N1 C8 C10 . . . . 82.0(2) ?
S1 N1 C8 C10 . . . . -146.19(18) ?
C9 N1 C8 C7 . . . . -91.3(2) ?
S1 N1 C8 C7 . . . . 40.5(2) ?
N2 N3 C10 C8 . . . . -1.5(2) ?
C12 N3 C10 C8 . . . . -179.88(17) ?
N2 N3 C10 C11 . . . . 177.98(18) ?
C12 N3 C10 C11 . . . . -0.4(3) ?
C7 C8 C10 N3 . . . . 1.2(2) ?
N1 C8 C10 N3 . . . . -172.99(18) ?
C7 C8 C10 C11 . . . . -178.1(2) ?
N1 C8 C10 C11 . . . . 7.6(4) ?
N2 N3 C12 C13 . . . . -87.3(2) ?
C10 N3 C12 C13 . . . . 91.0(2) ?
N5 N4 C13 O3 . . . . -175.86(18) ?
N5 N4 C13 C12 . . . . 4.7(3) ?
N3 C12 C13 O3 . . . . 3.9(3) ?
N3 C12 C13 N4 . . . . -176.66(17) ?
N4 N5 C14 C15 . . . . -178.77(16) ?
N5 C14 C15 C20 . . . . 0.9(3) ?
N5 C14 C15 C16 . . . . -179.43(19) ?
C20 C15 C16 C17 . . . . -0.5(3) ?
C14 C15 C16 C17 . . . . 179.85(18) ?
C20 C15 C16 Cl1 . . . . 179.16(15) ?
C14 C15 C16 Cl1 . . . . -0.5(3) ?
C15 C16 C17 C18 . . . . -0.6(3) ?
Cl1 C16 C17 C18 . . . . 179.75(17) ?
C16 C17 C18 C19 . . . . 0.9(3) ?
C17 C18 C19 C20 . . . . -0.1(3) ?
C18 C19 C20 C15 . . . . -1.1(3) ?
C16 C15 C20 C19 . . . . 1.3(3) ?
C14 C15 C20 C19 . . . . -179.00(19) ?
C26 C21 C22 C23 . . . . 1.4(3) ?
C21 C22 C23 C24 . . . . -1.1(3) ?
C22 C23 C24 C25 . . . . -0.9(3) ?
C23 C24 C25 C26 . . . . 2.6(3) ?
C23 C24 C25 S2 . . . . -175.41(15) ?
O4 S2 C25 C24 . . . . -26.45(19) ?
O5 S2 C25 C24 . . . . 104.80(16) ?
N6 S2 C25 C24 . . . . -141.43(16) ?
O4 S2 C25 C26 . . . . 155.45(15) ?
O5 S2 C25 C26 . . . . -73.30(16) ?
N6 S2 C25 C26 . . . . 40.48(17) ?
C22 C21 C26 C25 . . . . 0.3(3) ?
C22 C21 C26 C27 . . . . -176.28(18) ?
C24 C25 C26 C21 . . . . -2.3(3) ?
S2 C25 C26 C21 . . . . 175.79(14) ?
C24 C25 C26 C27 . . . . 174.49(17) ?
S2 C25 C26 C27 . . . . -7.4(2) ?
N8 N7 C27 C28 . . . . -0.7(2) ?
N8 N7 C27 C26 . . . . 178.13(17) ?
C21 C26 C27 N7 . . . . -19.1(3) ?
C25 C26 C27 N7 . . . . 164.35(18) ?
C21 C26 C27 C28 . . . . 159.56(19) ?
C25 C26 C27 C28 . . . . -17.0(3) ?
N7 C27 C28 C30 . . . . 0.7(2) ?
C26 C27 C28 C30 . . . . -178.12(17) ?
N7 C27 C28 N6 . . . . -179.99(16) ?
C26 C27 C28 N6 . . . . 1.2(3) ?
C29 N6 C28 C30 . . . . 83.4(2) ?
S2 N6 C28 C30 . . . . -143.56(18) ?
C29 N6 C28 C27 . . . . -95.7(2) ?
S2 N6 C28 C27 . . . . 37.3(2) ?
N7 N8 C30 C28 . . . . 0.0(2) ?
C32 N8 C30 C28 . . . . 175.16(17) ?
N7 N8 C30 C31 . . . . -179.45(17) ?
C32 N8 C30 C31 . . . . -4.3(3) ?
C27 C28 C30 N8 . . . . -0.4(2) ?
N6 C28 C30 N8 . . . . -179.69(18) ?
C27 C28 C30 C31 . . . . 179.02(19) ?
N6 C28 C30 C31 . . . . -0.2(3) ?
C30 N8 C32 C33 . . . . -76.9(2) ?
N7 N8 C32 C33 . . . . 97.98(19) ?
N10 N9 C33 O6 . . . . 176.29(17) ?
N10 N9 C33 C32 . . . . -3.5(3) ?
N8 C32 C33 O6 . . . . -2.4(3) ?
N8 C32 C33 N9 . . . . 177.41(17) ?
N9 N10 C34 C35 . . . . 179.12(16) ?
N10 C34 C35 C40 . . . . 1.0(3) ?
N10 C34 C35 C36 . . . . -179.33(19) ?
C40 C35 C36 C37 . . . . -0.5(3) ?
C34 C35 C36 C37 . . . . 179.91(18) ?
C40 C35 C36 Cl2 . . . . 179.38(14) ?
C34 C35 C36 Cl2 . . . . -0.3(3) ?
C35 C36 C37 C38 . . . . 1.9(3) ?
Cl2 C36 C37 C38 . . . . -177.96(16) ?
C36 C37 C38 C39 . . . . -1.6(3) ?
C37 C38 C39 C40 . . . . -0.1(3) ?
C38 C39 C40 C35 . . . . 1.5(3) ?
C36 C35 C40 C39 . . . . -1.3(3) ?
C34 C35 C40 C39 . . . . 178.39(19) ?
