##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'form.cif (version 2.0)'
_journal_data_validation_number     ?
_journal_date_recd_electronic     2009-10-30
_journal_date_accepted     2009-11-01
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2009
_journal_volume     65
_journal_issue     12
_journal_page_first     o3001
_journal_page_last     o3002
_journal_paper_category     QO
_journal_coeditor_code     HB5202
_publ_contact_author_name     'Dr.K.Chinnakali'
_publ_contact_author_address
;
      Department of Physics
      Anna University Chennai
      Chennai 600025
      India
;
_publ_contact_author_email     'kali@annauniv.edu'
_publ_contact_author_fax     '91 44 22203160'
_publ_contact_author_phone     '91 44 22203147  '
_publ_section_title
;\
3-Benzyl-7-bromo-9-phenyl-2-tosyl-2,3,3a,4,9,9a-hexahydro-1H-pyrrolo[3,\
4-b]quinoline
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'K. Chinnakali' .
;     Department of Physics
      Anna University Chennai
      Chennai 600 025
      India
;
    'D. Sudha'
;
      Working at: Department of Physics, R. M. K. Engineering Collge,
      R. S. M. Nagar,
      Kavaraipettai 601 206, Tamil Nadu, India
;
;     Department of Physics
      Anna University Chennai
      Chennai 600 025
      India
;
    'M. Jayagobi' ?
;     Department of Organic Chemistry
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'R. Raghunathan' ?
;     Department of Organic Chemistry
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'Hoong-Kun Fun'
;
      Additional correspondence author, e-mail: hkfun@usm.my.
;
;     X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM, Penang
      Malaysia
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
3-Benzyl-7-bromo-9-phenyl-2-tosyl-2,3,3a,4,9,9a-hexahydro-1H-
pyrrolo[3,4-b]quinoline
;
_chemical_name_common     ?
_chemical_formula_moiety     'C31 H29 Br N2 O2 S'
_chemical_formula_sum     'C31 H29 Br N2 O2 S'
_chemical_formula_iupac     'C31 H29 Br N2 O2 S'
_chemical_formula_weight     573.53
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
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'
_cell_length_a     8.8992(2)
_cell_length_b     27.5824(5)
_cell_length_c     13.3668(2)
_cell_angle_alpha     90.00
_cell_angle_beta     127.1900(10)
_cell_angle_gamma     90.00
_cell_volume     2613.78(9)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     9860
_cell_measurement_theta_min     2.41
_cell_measurement_theta_max     37.02
_cell_measurement_temperature     100.00(10)
_exptl_crystal_description     Block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.39
_exptl_crystal_size_mid     0.28
_exptl_crystal_size_min     0.13
_exptl_crystal_density_diffrn     1.457
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1184
_exptl_absorpt_coefficient_mu     1.685
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2005)'
_exptl_absorpt_correction_T_min     0.641
_exptl_absorpt_correction_T_max     0.805
_exptl_special_details
;
;
_diffrn_ambient_temperature     100.00(10)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEXII CCD'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     .
_diffrn_reflns_number     43436
_diffrn_reflns_av_R_equivalents     0.0340
_diffrn_reflns_av_sigmaI/netI     0.0324
_diffrn_reflns_theta_min     2.05
_diffrn_reflns_theta_max     30.00
_diffrn_reflns_theta_full     30.00
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -35
_diffrn_reflns_limit_k_max     38
_diffrn_reflns_limit_l_min     -18
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     ?
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total     7624
_reflns_number_gt     6348
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0523
_refine_ls_R_factor_gt     0.0401
_refine_ls_wR_factor_gt     0.0912
_refine_ls_wR_factor_ref     0.0959
_refine_ls_goodness_of_fit_ref     1.058
_refine_ls_restrained_S_all     1.058
_refine_ls_number_reflns     7624
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'calc w=1/[σ²(Fo²)+(0.0447P)²+2.281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.820
_refine_diff_density_min     -0.712
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'APEX2 (Bruker, 2005)'
_computing_cell_refinement     'SAINT (Bruker, 2005)'
_computing_data_reduction     'SAINT (Bruker, 2005)'
_computing_structure_solution     'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
                             'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
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
    Br Br1 -0.02354(3) 0.121549(7) 0.223962(19) 0.01926(6) Uani d . 1 . .
    S S1 1.38753(6) 0.137930(17) 0.96077(4) 0.01528(10) Uani d . 1 . .
    O O1 1.4895(2) 0.12512(5) 0.91282(14) 0.0208(3) Uani d . 1 . .
    O O2 1.46953(19) 0.17022(5) 1.06590(13) 0.0203(3) Uani d . 1 . .
    N N1 1.1910(2) 0.16359(6) 0.84519(15) 0.0142(3) Uani d . 1 . .
    N N2 0.7082(2) 0.15745(6) 0.74366(15) 0.0142(3) Uani d . 1 . .
    H H1N2 0.698(4) 0.1741(10) 0.791(3) 0.029(7) Uiso d . 1 . .
    C C1 1.0890(3) 0.14242(7) 0.71672(18) 0.0162(4) Uani d . 1 . .
    H H1A 1.1538 0.1140 0.7175 0.019 Uiso calc R 1 . .
    H H1B 1.0766 0.1659 0.6582 0.019 Uiso calc R 1 . .
    C C2 0.8972(3) 0.12908(6) 0.68243(17) 0.0132(3) Uani d . 1 . .
    H H2 0.9089 0.0988 0.7250 0.016 Uiso calc R 1 . .
    C C3 0.7325(3) 0.12458(6) 0.54317(17) 0.0131(3) Uani d . 1 . .
    H H3 0.7436 0.1510 0.4990 0.016 Uiso calc R 1 . .
    C C4 0.5476(3) 0.13198(6) 0.52621(17) 0.0128(3) Uani d . 1 . .
    C C5 0.3766(3) 0.12455(6) 0.40768(18) 0.0147(3) Uani d . 1 . .
    H H5 0.3776 0.1149 0.3414 0.018 Uiso calc R 1 . .
    C C6 0.2054(3) 0.13134(6) 0.38721(18) 0.0148(4) Uani d . 1 . .
    C C7 0.2001(3) 0.14504(7) 0.48506(19) 0.0167(4) Uani d . 1 . .
    H H7 0.0853 0.1487 0.4717 0.020 Uiso calc R 1 . .
    C C8 0.3676(3) 0.15308(7) 0.60239(19) 0.0160(4) Uani d . 1 . .
    H H8 0.3647 0.1623 0.6681 0.019 Uiso calc R 1 . .
    C C9 0.5425(3) 0.14763(6) 0.62462(17) 0.0129(3) Uani d . 1 . .
    C C10 0.8645(2) 0.17057(7) 0.74190(17) 0.0125(3) Uani d . 1 . .
    H H10 0.8312 0.1998 0.6908 0.015 Uiso calc R 1 . .
    C C11 1.0543(2) 0.17848(7) 0.87013(17) 0.0133(3) Uani d . 1 . .
    H H11 1.0652 0.1564 0.9316 0.016 Uiso calc R 1 . .
    C C12 1.3304(3) 0.08391(7) 1.00181(18) 0.0159(4) Uani d . 1 . .
    C C13 1.3157(3) 0.08395(8) 1.09972(19) 0.0217(4) Uani d . 1 . .
    H H13 1.3314 0.1126 1.1416 0.026 Uiso calc R 1 . .
    C C14 1.2775(3) 0.04104(8) 1.1346(2) 0.0247(4) Uani d . 1 . .
    H H14 1.2671 0.0413 1.1998 0.030 Uiso calc R 1 . .
    C C15 1.2546(3) -0.00222(8) 1.0741(2) 0.0203(4) Uani d . 1 . .
    C C16 1.2670(3) -0.00143(8) 0.9752(2) 0.0255(4) Uani d . 1 . .
    H H16 1.2495 -0.0300 0.9326 0.031 Uiso calc R 1 . .
    C C17 1.3049(3) 0.04111(8) 0.9388(2) 0.0245(4) Uani d . 1 . .
    H H17 1.3132 0.0409 0.8727 0.029 Uiso calc R 1 . .
    C C18 1.2250(3) -0.04916(8) 1.1177(2) 0.0256(4) Uani d . 1 . .
    H H18A 1.1229 -0.0455 1.1232 0.038 Uiso calc R 1 . .
    H H18B 1.3381 -0.0575 1.1988 0.038 Uiso calc R 1 . .
    H H18C 1.1952 -0.0744 1.0589 0.038 Uiso calc R 1 . .
    C C19 0.7354(2) 0.07718(7) 0.48649(17) 0.0132(3) Uani d . 1 . .
    C C20 0.7079(3) 0.03291(7) 0.52376(19) 0.0192(4) Uani d . 1 . .
    H H20 0.6864 0.0324 0.5837 0.023 Uiso calc R 1 . .
    C C21 0.7122(3) -0.01038(7) 0.4725(2) 0.0227(4) Uani d . 1 . .
    H H21 0.6936 -0.0396 0.4982 0.027 Uiso calc R 1 . .
    C C22 0.7443(3) -0.00997(8) 0.3832(2) 0.0233(4) Uani d . 1 . .
    H H22 0.7474 -0.0389 0.3489 0.028 Uiso calc R 1 . .
    C C23 0.7717(3) 0.03359(8) 0.3452(2) 0.0234(4) Uani d . 1 . .
    H H23 0.7941 0.0339 0.2857 0.028 Uiso calc R 1 . .
    C C24 0.7656(3) 0.07699(7) 0.39584(18) 0.0170(4) Uani d . 1 . .
    H H24 0.7820 0.1062 0.3688 0.020 Uiso calc R 1 . .
    C C25 1.0855(3) 0.23088(7) 0.91806(18) 0.0163(4) Uani d . 1 . .
    H H25A 1.2055 0.2335 1.0008 0.020 Uiso calc R 1 . .
    H H25B 1.0872 0.2527 0.8618 0.020 Uiso calc R 1 . .
    C C26 0.9258(3) 0.24439(7) 0.92394(18) 0.0149(3) Uani d . 1 . .
    C C27 0.7728(3) 0.27179(7) 0.82900(18) 0.0171(4) Uani d . 1 . .
    H H27 0.7786 0.2870 0.7693 0.021 Uiso calc R 1 . .
    C C28 0.6109(3) 0.27661(7) 0.82256(19) 0.0190(4) Uani d . 1 . .
    H H28 0.5094 0.2948 0.7585 0.023 Uiso calc R 1 . .
    C C29 0.6011(3) 0.25435(7) 0.9116(2) 0.0209(4) Uani d . 1 . .
    H H29 0.4921 0.2568 0.9062 0.025 Uiso calc R 1 . .
    C C30 0.7551(3) 0.22835(7) 1.00898(19) 0.0196(4) Uani d . 1 . .
    H H30 0.7502 0.2139 1.0698 0.023 Uiso calc R 1 . .
    C C31 0.9168(3) 0.22381(7) 1.01571(19) 0.0182(4) Uani d . 1 . .
    H H31 1.0201 0.2069 1.0821 0.022 Uiso calc R 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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 C6 . 1.9002(19) ?
    S1 O2 . 1.4356(15) ?
    S1 O1 . 1.4364(15) ?
    S1 N1 . 1.6369(16) ?
    S1 C12 . 1.765(2) ?
    N1 C1 . 1.493(2) ?
    N1 C11 . 1.500(2) ?
    N2 C9 . 1.394(2) ?
    N2 C10 . 1.451(2) ?
    N2 H1N2 . 0.83(3) ?
    C1 C2 . 1.520(3) ?
    C1 H1A . 0.97 ?
    C1 H1B . 0.97 ?
    C2 C10 . 1.519(2) ?
    C2 C3 . 1.527(3) ?
    C2 H2 . 0.98 ?
    C3 C19 . 1.519(2) ?
    C3 C4 . 1.533(2) ?
    C3 H3 . 0.98 ?
    C4 C5 . 1.397(3) ?
    C4 C9 . 1.411(2) ?
    C5 C6 . 1.388(3) ?
    C5 H5 . 0.93 ?
    C6 C7 . 1.389(3) ?
    C7 C8 . 1.380(3) ?
    C7 H7 . 0.93 ?
    C8 C9 . 1.405(2) ?
    C8 H8 . 0.93 ?
    C10 C11 . 1.529(3) ?
    C10 H10 . 0.98 ?
    C11 C25 . 1.537(3) ?
    C11 H11 . 0.98 ?
    C12 C17 . 1.387(3) ?
    C12 C13 . 1.392(3) ?
    C13 C14 . 1.388(3) ?
    C13 H13 . 0.93 ?
    C14 C15 . 1.385(3) ?
    C14 H14 . 0.93 ?
    C15 C16 . 1.392(3) ?
    C15 C18 . 1.507(3) ?
    C16 C17 . 1.387(3) ?
    C16 H16 . 0.93 ?
    C17 H17 . 0.93 ?
    C18 H18A . 0.96 ?
    C18 H18B . 0.96 ?
    C18 H18C . 0.96 ?
    C19 C24 . 1.391(3) ?
    C19 C20 . 1.395(3) ?
    C20 C21 . 1.388(3) ?
    C20 H20 . 0.93 ?
    C21 C22 . 1.385(3) ?
    C21 H21 . 0.93 ?
    C22 C23 . 1.383(3) ?
    C22 H22 . 0.93 ?
    C23 C24 . 1.393(3) ?
    C23 H23 . 0.93 ?
    C24 H24 . 0.93 ?
    C25 C26 . 1.516(3) ?
    C25 H25A . 0.97 ?
    C25 H25B . 0.97 ?
    C26 C27 . 1.396(3) ?
    C26 C31 . 1.398(3) ?
    C27 C28 . 1.397(3) ?
    C27 H27 . 0.93 ?
    C28 C29 . 1.388(3) ?
    C28 H28 . 0.93 ?
    C29 C30 . 1.389(3) ?
    C29 H29 . 0.93 ?
    C30 C31 . 1.391(3) ?
    C30 H30 . 0.93 ?
    C31 H31 . 0.93 ?
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 . . 120.33(9) ?
    O2 S1 N1 . . 106.05(9) ?
    O1 S1 N1 . . 106.73(8) ?
    O2 S1 C12 . . 106.91(9) ?
    O1 S1 C12 . . 108.03(9) ?
    N1 S1 C12 . . 108.31(9) ?
    C1 N1 C11 . . 110.57(14) ?
    C1 N1 S1 . . 118.47(13) ?
    C11 N1 S1 . . 117.12(12) ?
    C9 N2 C10 . . 113.13(15) ?
    C9 N2 H1N2 . . 116.8(19) ?
    C10 N2 H1N2 . . 114.8(18) ?
    N1 C1 C2 . . 103.47(14) ?
    N1 C1 H1A . . 111.1 ?
    C2 C1 H1A . . 111.1 ?
    N1 C1 H1B . . 111.1 ?
    C2 C1 H1B . . 111.1 ?
    H1A C1 H1B . . 109.0 ?
    C10 C2 C1 . . 101.27(14) ?
    C10 C2 C3 . . 110.67(15) ?
    C1 C2 C3 . . 117.55(15) ?
    C10 C2 H2 . . 109.0 ?
    C1 C2 H2 . . 109.0 ?
    C3 C2 H2 . . 109.0 ?
    C19 C3 C2 . . 112.66(15) ?
    C19 C3 C4 . . 112.38(15) ?
    C2 C3 C4 . . 108.85(15) ?
    C19 C3 H3 . . 107.6 ?
    C2 C3 H3 . . 107.6 ?
    C4 C3 H3 . . 107.6 ?
    C5 C4 C9 . . 118.36(17) ?
    C5 C4 C3 . . 118.95(16) ?
    C9 C4 C3 . . 122.66(16) ?
    C6 C5 C4 . . 121.12(17) ?
    C6 C5 H5 . . 119.4 ?
    C4 C5 H5 . . 119.4 ?
    C5 C6 C7 . . 120.60(18) ?
    C5 C6 Br1 . . 119.63(14) ?
    C7 C6 Br1 . . 119.78(14) ?
    C8 C7 C6 . . 119.03(17) ?
    C8 C7 H7 . . 120.5 ?
    C6 C7 H7 . . 120.5 ?
    C7 C8 C9 . . 121.38(17) ?
    C7 C8 H8 . . 119.3 ?
    C9 C8 H8 . . 119.3 ?
    N2 C9 C8 . . 119.53(16) ?
    N2 C9 C4 . . 121.04(16) ?
    C8 C9 C4 . . 119.44(17) ?
    N2 C10 C2 . . 108.05(15) ?
    N2 C10 C11 . . 115.96(15) ?
    C2 C10 C11 . . 105.22(14) ?
    N2 C10 H10 . . 109.1 ?
    C2 C10 H10 . . 109.1 ?
    C11 C10 H10 . . 109.1 ?
    N1 C11 C10 . . 101.94(13) ?
    N1 C11 C25 . . 112.56(15) ?
    C10 C11 C25 . . 113.59(15) ?
    N1 C11 H11 . . 109.5 ?
    C10 C11 H11 . . 109.5 ?
    C25 C11 H11 . . 109.5 ?
    C17 C12 C13 . . 119.84(19) ?
    C17 C12 S1 . . 120.14(15) ?
    C13 C12 S1 . . 120.00(15) ?
    C14 C13 C12 . . 119.79(19) ?
    C14 C13 H13 . . 120.1 ?
    C12 C13 H13 . . 120.1 ?
    C15 C14 C13 . . 121.2(2) ?
    C15 C14 H14 . . 119.4 ?
    C13 C14 H14 . . 119.4 ?
    C14 C15 C16 . . 118.21(19) ?
    C14 C15 C18 . . 120.84(19) ?
    C16 C15 C18 . . 120.90(19) ?
    C17 C16 C15 . . 121.5(2) ?
    C17 C16 H16 . . 119.3 ?
    C15 C16 H16 . . 119.3 ?
    C12 C17 C16 . . 119.5(2) ?
    C12 C17 H17 . . 120.3 ?
    C16 C17 H17 . . 120.3 ?
    C15 C18 H18A . . 109.5 ?
    C15 C18 H18B . . 109.5 ?
    H18A C18 H18B . . 109.5 ?
    C15 C18 H18C . . 109.5 ?
    H18A C18 H18C . . 109.5 ?
    H18B C18 H18C . . 109.5 ?
    C24 C19 C20 . . 118.40(17) ?
    C24 C19 C3 . . 120.53(17) ?
    C20 C19 C3 . . 121.07(16) ?
    C21 C20 C19 . . 120.90(18) ?
    C21 C20 H20 . . 119.6 ?
    C19 C20 H20 . . 119.6 ?
    C22 C21 C20 . . 119.98(19) ?
    C22 C21 H21 . . 120.0 ?
    C20 C21 H21 . . 120.0 ?
    C23 C22 C21 . . 119.88(19) ?
    C23 C22 H22 . . 120.1 ?
    C21 C22 H22 . . 120.1 ?
    C22 C23 C24 . . 120.05(19) ?
    C22 C23 H23 . . 120.0 ?
    C24 C23 H23 . . 120.0 ?
    C19 C24 C23 . . 120.78(19) ?
    C19 C24 H24 . . 119.6 ?
    C23 C24 H24 . . 119.6 ?
    C26 C25 C11 . . 108.30(15) ?
    C26 C25 H25A . . 110.0 ?
    C11 C25 H25A . . 110.0 ?
    C26 C25 H25B . . 110.0 ?
    C11 C25 H25B . . 110.0 ?
    H25A C25 H25B . . 108.4 ?
    C27 C26 C31 . . 118.40(17) ?
    C27 C26 C25 . . 121.08(17) ?
    C31 C26 C25 . . 119.92(17) ?
    C26 C27 C28 . . 120.74(18) ?
    C26 C27 H27 . . 119.6 ?
    C28 C27 H27 . . 119.6 ?
    C29 C28 C27 . . 120.12(19) ?
    C29 C28 H28 . . 119.9 ?
    C27 C28 H28 . . 119.9 ?
    C28 C29 C30 . . 119.60(18) ?
    C28 C29 H29 . . 120.2 ?
    C30 C29 H29 . . 120.2 ?
    C29 C30 C31 . . 120.21(18) ?
    C29 C30 H30 . . 119.9 ?
    C31 C30 H30 . . 119.9 ?
    C30 C31 C26 . . 120.83(19) ?
    C30 C31 H31 . . 119.6 ?
    C26 C31 H31 . . 119.6 ?
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 C1 . . . . 170.23(13) ?
    O1 S1 N1 C1 . . . . 40.79(15) ?
    C12 S1 N1 C1 . . . . -75.31(15) ?
    O2 S1 N1 C11 . . . . -53.17(15) ?
    O1 S1 N1 C11 . . . . 177.39(13) ?
    C12 S1 N1 C11 . . . . 61.30(15) ?
    C11 N1 C1 C2 . . . . -18.81(19) ?
    S1 N1 C1 C2 . . . . 120.42(14) ?
    N1 C1 C2 C10 . . . . 36.53(17) ?
    N1 C1 C2 C3 . . . . 157.19(15) ?
    C10 C2 C3 C19 . . . . -166.61(15) ?
    C1 C2 C3 C19 . . . . 77.8(2) ?
    C10 C2 C3 C4 . . . . -41.27(19) ?
    C1 C2 C3 C4 . . . . -156.90(15) ?
    C19 C3 C4 C5 . . . . -48.0(2) ?
    C2 C3 C4 C5 . . . . -173.54(16) ?
    C19 C3 C4 C9 . . . . 134.17(17) ?
    C2 C3 C4 C9 . . . . 8.7(2) ?
    C9 C4 C5 C6 . . . . -1.4(3) ?
    C3 C4 C5 C6 . . . . -179.24(16) ?
    C4 C5 C6 C7 . . . . -1.0(3) ?
    C4 C5 C6 Br1 . . . . 179.26(13) ?
    C5 C6 C7 C8 . . . . 1.7(3) ?
    Br1 C6 C7 C8 . . . . -178.53(14) ?
    C6 C7 C8 C9 . . . . -0.1(3) ?
    C10 N2 C9 C8 . . . . -155.20(17) ?
    C10 N2 C9 C4 . . . . 25.2(2) ?
    C7 C8 C9 N2 . . . . 178.18(18) ?
    C7 C8 C9 C4 . . . . -2.2(3) ?
    C5 C4 C9 N2 . . . . -177.51(17) ?
    C3 C4 C9 N2 . . . . 0.3(3) ?
    C5 C4 C9 C8 . . . . 2.9(3) ?
    C3 C4 C9 C8 . . . . -179.28(16) ?
    C9 N2 C10 C2 . . . . -58.2(2) ?
    C9 N2 C10 C11 . . . . -175.99(15) ?
    C1 C2 C10 N2 . . . . -166.58(15) ?
    C3 C2 C10 N2 . . . . 68.01(18) ?
    C1 C2 C10 C11 . . . . -42.12(17) ?
    C3 C2 C10 C11 . . . . -167.53(14) ?
    C1 N1 C11 C10 . . . . -6.89(19) ?
    S1 N1 C11 C10 . . . . -146.72(12) ?
    C1 N1 C11 C25 . . . . -128.95(16) ?
    S1 N1 C11 C25 . . . . 91.22(17) ?
    N2 C10 C11 N1 . . . . 149.63(15) ?
    C2 C10 C11 N1 . . . . 30.32(17) ?
    N2 C10 C11 C25 . . . . -89.02(19) ?
    C2 C10 C11 C25 . . . . 151.67(15) ?
    O2 S1 C12 C17 . . . . -159.73(17) ?
    O1 S1 C12 C17 . . . . -28.88(19) ?
    N1 S1 C12 C17 . . . . 86.37(18) ?
    O2 S1 C12 C13 . . . . 18.59(18) ?
    O1 S1 C12 C13 . . . . 149.44(16) ?
    N1 S1 C12 C13 . . . . -95.31(17) ?
    C17 C12 C13 C14 . . . . 0.7(3) ?
    S1 C12 C13 C14 . . . . -177.66(16) ?
    C12 C13 C14 C15 . . . . 0.4(3) ?
    C13 C14 C15 C16 . . . . -1.3(3) ?
    C13 C14 C15 C18 . . . . 176.2(2) ?
    C14 C15 C16 C17 . . . . 1.2(3) ?
    C18 C15 C16 C17 . . . . -176.3(2) ?
    C13 C12 C17 C16 . . . . -0.7(3) ?
    S1 C12 C17 C16 . . . . 177.61(17) ?
    C15 C16 C17 C12 . . . . -0.2(3) ?
    C2 C3 C19 C24 . . . . -113.59(19) ?
    C4 C3 C19 C24 . . . . 123.01(18) ?
    C2 C3 C19 C20 . . . . 66.4(2) ?
    C4 C3 C19 C20 . . . . -57.0(2) ?
    C24 C19 C20 C21 . . . . 0.6(3) ?
    C3 C19 C20 C21 . . . . -179.42(18) ?
    C19 C20 C21 C22 . . . . 0.0(3) ?
    C20 C21 C22 C23 . . . . -0.1(3) ?
    C21 C22 C23 C24 . . . . -0.5(3) ?
    C20 C19 C24 C23 . . . . -1.1(3) ?
    C3 C19 C24 C23 . . . . 178.86(18) ?
    C22 C23 C24 C19 . . . . 1.1(3) ?
    N1 C11 C25 C26 . . . . 172.70(15) ?
    C10 C11 C25 C26 . . . . 57.5(2) ?
    C11 C25 C26 C27 . . . . -99.7(2) ?
    C11 C25 C26 C31 . . . . 71.3(2) ?
    C31 C26 C27 C28 . . . . -3.0(3) ?
    C25 C26 C27 C28 . . . . 168.13(18) ?
    C26 C27 C28 C29 . . . . 0.5(3) ?
    C27 C28 C29 C30 . . . . 1.7(3) ?
    C28 C29 C30 C31 . . . . -1.3(3) ?
    C29 C30 C31 C26 . . . . -1.2(3) ?
    C27 C26 C31 C30 . . . . 3.3(3) ?
    C25 C26 C31 C30 . . . . -167.86(18) ?
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
    C1 H1A O1 . 0.97 2.53 2.917(3) 104 n
    C13 H13 O2 . 0.93 2.56 2.914(3) 103 n
    C28 H28 O2 4_465 0.93 2.57 3.207(3) 126 y
    N2 H1N2 Cg3 1_555 0.83(3) 2.53(3) 3.289(2) 152(3) y
    C3 H3 Cg3 4_565 0.98 2.98 3.924(2) 162 y
    C18 H18A Cg2 3_757 0.96 2.94 3.737(3) 141 y
    C21 H21 Cg1 3_656 0.93 2.80 3.676(2) 158 y
