data_global
_audit_creation_method                  'APEX3 v2015.5-2'

_publ_requested_journal                 ?

_publ_contact_author_name               ?
_publ_contact_author_address            
;
;
_publ_contact_author_email              ?
_publ_contact_author_fax                ?
_publ_contact_author_phone              ?

_publ_section_title                     
;
;
_publ_section_abstract                  
;
;
_publ_section_references                
;
;
_publ_section_comment                   
;
;

data_02716AntonioCasado
_chemical_name_systematic               ?
_chemical_name_common                   1375_diff_tol
_chemical_formula_moiety                ?
_chemical_formula_sum                   'C23 H28 N2 O2 S'
_chemical_formula_iupac                 ?
_chemical_formula_weight                396.53
_chemical_absolute_configuration        ad

_chemical_melting_point                 ?

_space_group_crystal_system             triclinic
_space_group_name_H-M_alt               'P 1'
_space_group_name_Hall                  'P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'

_cell_length_a                          7.7639(11)
_cell_length_b                          9.7745(15)
_cell_length_c                          16.044(3)
_cell_angle_alpha                       90.123(7)
_cell_angle_beta                        96.248(6)
_cell_angle_gamma                       112.826(6)
_cell_volume                            1114.2(3)
_cell_formula_units_Z                   2
_cell_measurement_reflns_used           4681
_cell_measurement_theta_min             2.5444
_cell_measurement_theta_max             19.7372
_cell_measurement_temperature           296.(2)

_exptl_crystal_description              plate
_exptl_crystal_colour                   'clear colourless'
_exptl_crystal_size_max                 0.279
_exptl_crystal_size_mid                 0.084
_exptl_crystal_size_min                 0.018
_exptl_crystal_density_diffrn           1.182
_exptl_crystal_density_meas             ?
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    424

_exptl_absorpt_coefficient_mu           0.165
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details          sadabs
_exptl_absorpt_correction_T_min         0.90
_exptl_absorpt_correction_T_max         1.00

_exptl_special_details                  
;
; 

_diffrn_ambient_temperature             296.(2)

_diffrn_source                          ?
_diffrn_source_type                     ?

_diffrn_radiation_type                  'Mo K\a'
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_monochromator         ?

_diffrn_measurement_device_type         'Bruker Kappa Apex II'
_diffrn_measurement_method              'φ and ω scans'

_diffrn_detector_area_resol_mean        8.3333

_diffrn_reflns_number                   38086
_diffrn_reflns_av_R_equivalents         0.0688
_diffrn_reflns_av_unetI/netI            0.0796
_diffrn_reflns_theta_min                1.28
_diffrn_reflns_theta_max                25.36
_diffrn_reflns_theta_full               25.36
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full    1.000
_diffrn_reflns_limit_h_min              -9
_diffrn_reflns_limit_h_max              9
_diffrn_reflns_limit_k_min              -11
_diffrn_reflns_limit_k_max              11
_diffrn_reflns_limit_l_min              -19
_diffrn_reflns_limit_l_max              19

_refine_special_details                 
;
;

_reflns_number_total                    8169
_reflns_number_gt                       4763
_reflns_threshold_expression            'I > 2σ(I)'

_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_R_factor_all                 0.1243
_refine_ls_R_factor_gt                  0.0517
_refine_ls_wR_factor_gt                 0.1085
_refine_ls_wR_factor_ref                0.1430
_refine_ls_goodness_of_fit_ref          1.017
_refine_ls_restrained_S_all             1.016
_refine_ls_number_reflns                8169
_refine_ls_number_parameters            513
_refine_ls_number_restraints            3
_refine_ls_number_constraints           ?
_refine_ls_hydrogen_treatment           constr
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            
    'w=1/[σ²(Fo²)+(0.0723P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary            ?
_atom_sites_solution_secondary          ?

_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0.000
_refine_diff_density_max                0.228
_refine_diff_density_min                -0.333
_refine_ls_extinction_method            none
_refine_ls_extinction_coef              ?
_refine_ls_abs_structure_details        
;

Flack x determined using 1777 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack          -0.02(5)

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'

_computing_data_collection              
    'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement              'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction               'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution           'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement         'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics           'Bruker SHELXTL'
_computing_publication_material         'Bruker SHELXTL'

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_adp
    _atom_site_refinement_flags_occupancy
    _atom_site_refinement_flags_posn
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.4727(9) 0.1847(8) 0.4048(4) 0.0476(17) Uani d . . . 1 . .
    C C2 0.4223(10) 0.1597(8) 0.4846(5) 0.063(2) Uani d . . . 1 . .
    H H2 0.4693 0.2363 0.5258 0.075 Uiso calc U . R 1 . .
    C C3 0.3018(11) 0.0207(10) 0.5027(6) 0.074(2) Uani d . . . 1 . .
    H H3 0.267 0.005 0.5566 0.088 Uiso calc U . R 1 . .
    C C4 0.2312(10) -0.0952(9) 0.4444(7) 0.067(2) Uani d . . . 1 . .
    C C5 0.2846(12) -0.0667(9) 0.3657(6) 0.077(2) Uani d . . . 1 . .
    H H5 0.238 -0.1435 0.3245 0.093 Uiso calc U . R 1 . .
    C C6 0.4030(11) 0.0693(8) 0.3455(5) 0.064(2) Uani d . . . 1 . .
    H H6 0.437 0.0845 0.2914 0.077 Uiso calc U . R 1 . .
    C C7 0.0964(12) -0.2442(9) 0.4669(8) 0.111(4) Uani d . . . 1 . .
    H H7A 0.0497 -0.2339 0.5186 0.167 Uiso calc U . R 1 . .
    H H7B 0.16 -0.311 0.4735 0.167 Uiso calc U . R 1 . .
    H H7C -0.0069 -0.2829 0.4231 0.167 Uiso calc U . R 1 . .
    C C8 0.2193(9) 0.4059(7) 0.2399(4) 0.0445(16) Uani d . . . 1 . .
    C C9 0.1719(9) 0.5189(7) 0.2831(4) 0.0561(18) Uani d . . . 1 . .
    H H9A 0.1343 0.4852 0.3369 0.084 Uiso calc U . R 1 . .
    H H9B 0.0705 0.5336 0.2498 0.084 Uiso calc U . R 1 . .
    H H9C 0.2802 0.611 0.2904 0.084 Uiso calc U . R 1 . .
    C C10 0.1089(8) 0.3271(7) 0.1598(4) 0.0487(17) Uani d . . . 1 . .
    H H10 0.1677 0.2634 0.139 0.058 Uiso calc U . R 1 . .
    C C11 -0.1074(7) 0.2366(6) 0.1555(3) 0.0448(14) Uani d . . . 1 . .
    H H11 -0.1585 0.2887 0.1918 0.054 Uiso calc U . R 1 . .
    C C12 -0.1291(9) 0.2882(7) 0.0630(4) 0.0560(17) Uani d . . . 1 . .
    C C13 0.0674(9) 0.4163(8) 0.0879(4) 0.0602(19) Uani d . . . 1 . .
    H H13A 0.1515 0.4339 0.045 0.072 Uiso calc U . R 1 . .
    H H13B 0.0602 0.5082 0.1065 0.072 Uiso calc U . R 1 . .
    C C14 -0.1870(9) 0.0762(7) 0.1734(4) 0.0494(16) Uani d . . . 1 . .
    C C15 -0.0828(11) 0.0035(8) 0.2116(4) 0.065(2) Uani d . . . 1 . .
    H H15 0.0452 0.0561 0.2274 0.078 Uiso calc U . R 1 . .
    C C16 -0.1621(13) -0.1451(9) 0.2273(5) 0.081(2) Uani d . . . 1 . .
    H H16 -0.0878 -0.1916 0.2533 0.097 Uiso calc U . R 1 . .
    C C17 -0.3511(14) -0.2247(9) 0.2045(5) 0.079(3) Uani d . . . 1 . .
    H H17 -0.4053 -0.3255 0.214 0.095 Uiso calc U . R 1 . .
    C C18 -0.4589(12) -0.1535(9) 0.1677(5) 0.087(3) Uani d . . . 1 . .
    H H18 -0.5874 -0.2057 0.1529 0.105 Uiso calc U . R 1 . .
    C C19 -0.3783(10) -0.0071(8) 0.1527(5) 0.076(2) Uani d . . . 1 . .
    H H19 -0.4537 0.0393 0.1277 0.091 Uiso calc U . R 1 . .
    C C20 -0.1111(13) 0.1785(9) -0.0013(5) 0.088(2) Uani d . . . 1 . .
    H H20A -0.2237 0.0894 -0.0072 0.131 Uiso calc U . R 1 . .
    H H20B -0.0051 0.1544 0.0178 0.131 Uiso calc U . R 1 . .
    H H20C -0.0934 0.2232 -0.0546 0.131 Uiso calc U . R 1 . .
    C C21 -0.2937(10) 0.3298(8) 0.0400(5) 0.069(2) Uani d . . . 1 . .
    C C22 -0.3287(13) 0.4309(11) 0.0996(5) 0.103(3) Uani d . . . 1 . .
    H H22A -0.4288 0.4574 0.0745 0.154 Uiso calc U . R 1 . .
    H H22B -0.2164 0.5191 0.1121 0.154 Uiso calc U . R 1 . .
    H H22C -0.3634 0.3813 0.1504 0.154 Uiso calc U . R 1 . .
    C C23 -0.4065(15) 0.2828(11) -0.0322(7) 0.123(4) Uani d . . . 1 . .
    H H23A -0.5056 0.3131 -0.0449 0.147 Uiso calc U . R 1 . .
    H H23B -0.3858 0.2198 -0.0698 0.147 Uiso calc U . R 1 . .
    C C24 0.6519(8) 0.8213(7) 0.5453(4) 0.0424(16) Uani d . . . 1 . .
    C C25 0.7577(11) 0.9347(8) 0.6037(5) 0.063(2) Uani d . . . 1 . .
    H H25 0.7503 0.9204 0.6607 0.075 Uiso calc U . R 1 . .
    C C26 0.8748(11) 1.0696(8) 0.5768(6) 0.073(2) Uani d . . . 1 . .
    H H26 0.9471 1.146 0.616 0.088 Uiso calc U . R 1 . .
    C C27 0.8857(10) 1.0923(8) 0.4922(6) 0.060(2) Uani d . . . 1 . .
    C C28 0.7807(10) 0.9788(8) 0.4353(5) 0.063(2) Uani d . . . 1 . .
    H H28 0.787 0.9928 0.3782 0.075 Uiso calc U . R 1 . .
    C C29 0.6645(9) 0.8423(8) 0.4622(5) 0.0570(19) Uani d . . . 1 . .
    H H29 0.5951 0.765 0.423 0.068 Uiso calc U . R 1 . .
    C C30 1.0157(12) 1.2408(9) 0.4641(7) 0.095(3) Uani d . . . 1 . .
    H H30A 0.9824 1.3182 0.4851 0.143 Uiso calc U . R 1 . .
    H H30B 1.0036 1.2395 0.4038 0.143 Uiso calc U . R 1 . .
    H H30C 1.1434 1.2589 0.4854 0.143 Uiso calc U . R 1 . .
    C C31 0.9233(10) 0.5956(7) 0.6933(4) 0.0476(17) Uani d . . . 1 . .
    C C32 0.9375(11) 0.4629(8) 0.6534(5) 0.064(2) Uani d . . . 1 . .
    H H32A 0.9185 0.3869 0.6933 0.097 Uiso calc U . R 1 . .
    H H32B 1.0599 0.4903 0.6353 0.097 Uiso calc U . R 1 . .
    H H32C 0.8431 0.426 0.6058 0.097 Uiso calc U . R 1 . .
    C C33 1.0694(9) 0.6759(7) 0.7646(4) 0.0520(17) Uani d . . . 1 . .
    H H33 1.1954 0.6932 0.7502 0.062 Uiso calc U . R 1 . .
    C C34 1.0671(9) 0.8177(6) 0.8046(4) 0.0518(16) Uani d . . . 1 . .
    H H34 0.9362 0.8089 0.799 0.062 Uiso calc U . R 1 . .
    C C35 1.1124(10) 0.7635(7) 0.8943(4) 0.0631(18) Uani d . . . 1 . .
    C C36 1.0414(11) 0.6058(8) 0.8513(5) 0.067(2) Uani d . . . 1 . .
    H H36A 0.9112 0.5449 0.8574 0.081 Uiso calc U . R 1 . .
    H H36B 1.122 0.5529 0.8669 0.081 Uiso calc U . R 1 . .
    C C37 1.1857(11) 0.9701(8) 0.7815(4) 0.065(2) Uani d . . . 1 . .
    C C38 1.1347(13) 1.0865(9) 0.8013(5) 0.091(3) Uani d . . . 1 . .
    H H38 1.026 1.0676 0.8266 0.109 Uiso calc U . R 1 . .
    C C39 1.245(2) 1.2308(12) 0.7836(8) 0.128(4) Uani d . . . 1 . .
    H H39 1.2144 1.3098 0.7987 0.154 Uiso calc U . R 1 . .
    C C40 1.397(3) 1.2541(15) 0.7441(8) 0.155(7) Uani d . . . 1 . .
    H H40 1.4688 1.3507 0.7309 0.185 Uiso calc U . R 1 . .
    C C41 1.450(2) 1.1463(16) 0.7229(7) 0.155(6) Uani d . . . 1 . .
    H H41 1.5555 1.1675 0.6947 0.186 Uiso calc U . R 1 . .
    C C42 1.3465(14) 1.0005(10) 0.7433(6) 0.108(3) Uani d . . . 1 . .
    H H42 1.3856 0.9247 0.7312 0.13 Uiso calc U . R 1 . .
    C C43 1.3215(11) 0.8179(11) 0.9210(5) 0.096(3) Uani d . . . 1 . .
    H H43A 1.3714 0.923 0.9341 0.144 Uiso calc U . R 1 . .
    H H43B 1.382 0.7979 0.8761 0.144 Uiso calc U . R 1 . .
    H H43C 1.3439 0.7676 0.9697 0.144 Uiso calc U . R 1 . .
    C C44 1.0048(14) 0.7873(9) 0.9607(5) 0.086(2) Uani d . . . 1 . .
    C C45 0.7920(16) 0.7303(13) 0.9409(7) 0.138(4) Uani d . . . 1 . .
    H H45A 0.7381 0.7412 0.9903 0.206 Uiso calc U . R 1 . .
    H H45B 0.7431 0.6272 0.9227 0.206 Uiso calc U . R 1 . .
    H H45C 0.7603 0.7864 0.8972 0.206 Uiso calc U . R 1 . .
    C C46 1.089(2) 0.8604(15) 1.0327(7) 0.158(5) Uani d . . . 1 . .
    H H46A 1.2196 0.8991 1.0434 0.19 Uiso calc U . R 1 . .
    H H46B 1.0178 0.8733 1.0727 0.19 Uiso calc U . R 1 . .
    N N1 0.4679(6) 0.4398(5) 0.3416(3) 0.0444(13) Uani d . . . 1 . .
    H H1N 0.4613 0.5161 0.3655 0.053 Uiso calc U . R 1 . .
    N N2 0.3561(8) 0.3681(6) 0.2672(3) 0.0481(14) Uani d . . . 1 . .
    N N3 0.6527(7) 0.5629(6) 0.6086(4) 0.0526(15) Uani d . . . 1 . .
    H H3N 0.6418 0.4791 0.5867 0.063 Uiso calc U . R 1 . .
    N N4 0.7939(7) 0.6424(6) 0.6740(3) 0.0458(14) Uani d . . . 1 . .
    O O1 0.7139(6) 0.3515(6) 0.3116(3) 0.0721(15) Uani d . . . 1 . .
    O O2 0.7125(6) 0.4505(5) 0.4531(3) 0.0614(14) Uani d . . . 1 . .
    O O3 0.3943(6) 0.5582(5) 0.5079(3) 0.0642(14) Uani d . . . 1 . .
    O O4 0.4310(6) 0.6682(6) 0.6505(3) 0.0726(15) Uani d . . . 1 . .
    S S1 0.61183(18) 0.36288(16) 0.37771(10) 0.0500(5) Uani d . . . 1 . .
    S S2 0.5112(2) 0.64712(17) 0.57868(11) 0.0538(5) Uani d . . . 1 . .


_geom_special_details                   
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds 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
    C1 C6 . 1.371(9) ?
    C1 C2 . 1.373(9) ?
    C1 S1 . 1.742(7) ?
    C2 C3 . 1.371(10) ?
    C2 H2 . 0.93 ?
    C3 C4 . 1.364(11) ?
    C3 H3 . 0.93 ?
    C4 C5 . 1.368(12) ?
    C4 C7 . 1.499(11) ?
    C5 C6 . 1.356(11) ?
    C5 H5 . 0.93 ?
    C6 H6 . 0.93 ?
    C7 H7A . 0.96 ?
    C7 H7B . 0.96 ?
    C7 H7C . 0.96 ?
    C8 N2 . 1.289(8) ?
    C8 C9 . 1.484(9) ?
    C8 C10 . 1.490(8) ?
    C9 H9A . 0.96 ?
    C9 H9B . 0.96 ?
    C9 H9C . 0.96 ?
    C10 C13 . 1.529(9) ?
    C10 C11 . 1.559(8) ?
    C10 H10 . 0.98 ?
    C11 C14 . 1.487(8) ?
    C11 C12 . 1.580(8) ?
    C11 H11 . 0.98 ?
    C12 C21 . 1.496(10) ?
    C12 C20 . 1.542(9) ?
    C12 C13 . 1.561(9) ?
    C13 H13A . 0.97 ?
    C13 H13B . 0.97 ?
    C14 C15 . 1.369(9) ?
    C14 C19 . 1.390(9) ?
    C15 C16 . 1.376(10) ?
    C15 H15 . 0.93 ?
    C16 C17 . 1.375(11) ?
    C16 H16 . 0.93 ?
    C17 C18 . 1.371(11) ?
    C17 H17 . 0.93 ?
    C18 C19 . 1.355(10) ?
    C18 H18 . 0.93 ?
    C19 H19 . 0.93 ?
    C20 H20A . 0.96 ?
    C20 H20B . 0.96 ?
    C20 H20C . 0.96 ?
    C21 C23 . 1.335(10) ?
    C21 C22 . 1.492(11) ?
    C22 H22A . 0.96 ?
    C22 H22B . 0.96 ?
    C22 H22C . 0.96 ?
    C23 H23A . 0.93 ?
    C23 H23B . 0.93 ?
    C24 C29 . 1.358(9) ?
    C24 C25 . 1.379(9) ?
    C24 S2 . 1.752(7) ?
    C25 C26 . 1.382(11) ?
    C25 H25 . 0.93 ?
    C26 C27 . 1.382(11) ?
    C26 H26 . 0.93 ?
    C27 C28 . 1.364(10) ?
    C27 C30 . 1.515(11) ?
    C28 C29 . 1.390(10) ?
    C28 H28 . 0.93 ?
    C29 H29 . 0.93 ?
    C30 H30A . 0.96 ?
    C30 H30B . 0.96 ?
    C30 H30C . 0.96 ?
    C31 N4 . 1.266(8) ?
    C31 C32 . 1.492(10) ?
    C31 C33 . 1.495(9) ?
    C32 H32A . 0.96 ?
    C32 H32B . 0.96 ?
    C32 H32C . 0.96 ?
    C33 C34 . 1.533(9) ?
    C33 C36 . 1.550(10) ?
    C33 H33 . 0.98 ?
    C34 C37 . 1.489(9) ?
    C34 C35 . 1.586(9) ?
    C34 H34 . 0.98 ?
    C35 C44 . 1.493(10) ?
    C35 C43 . 1.509(10) ?
    C35 C36 . 1.553(10) ?
    C36 H36A . 0.97 ?
    C36 H36B . 0.97 ?
    C37 C42 . 1.379(11) ?
    C37 C38 . 1.388(11) ?
    C38 C39 . 1.386(14) ?
    C38 H38 . 0.93 ?
    C39 C40 . 1.342(19) ?
    C39 H39 . 0.93 ?
    C40 C41 . 1.33(2) ?
    C40 H40 . 0.93 ?
    C41 C42 . 1.398(14) ?
    C41 H41 . 0.93 ?
    C42 H42 . 0.93 ?
    C43 H43A . 0.96 ?
    C43 H43B . 0.96 ?
    C43 H43C . 0.96 ?
    C44 C46 . 1.320(13) ?
    C44 C45 . 1.521(13) ?
    C45 H45A . 0.96 ?
    C45 H45B . 0.96 ?
    C45 H45C . 0.96 ?
    C46 H46A . 0.93 ?
    C46 H46B . 0.93 ?
    N1 N2 . 1.402(7) ?
    N1 S1 . 1.632(5) ?
    N1 H1N . 0.86 ?
    N3 N4 . 1.411(7) ?
    N3 S2 . 1.644(6) ?
    N3 H3N . 0.86 ?
    O1 S1 . 1.420(5) ?
    O2 S1 . 1.441(5) ?
    O3 S2 . 1.424(5) ?
    O4 S2 . 1.419(5) ?

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
    C6 C1 C2 . . 119.1(7) ?
    C6 C1 S1 . . 120.3(6) ?
    C2 C1 S1 . . 120.4(6) ?
    C3 C2 C1 . . 119.3(7) ?
    C3 C2 H2 . . 120.3 ?
    C1 C2 H2 . . 120.3 ?
    C4 C3 C2 . . 122.3(8) ?
    C4 C3 H3 . . 118.8 ?
    C2 C3 H3 . . 118.8 ?
    C3 C4 C5 . . 116.9(8) ?
    C3 C4 C7 . . 120.2(9) ?
    C5 C4 C7 . . 122.8(9) ?
    C6 C5 C4 . . 122.4(8) ?
    C6 C5 H5 . . 118.8 ?
    C4 C5 H5 . . 118.8 ?
    C5 C6 C1 . . 120.0(8) ?
    C5 C6 H6 . . 120.0 ?
    C1 C6 H6 . . 120.0 ?
    C4 C7 H7A . . 109.5 ?
    C4 C7 H7B . . 109.5 ?
    H7A C7 H7B . . 109.5 ?
    C4 C7 H7C . . 109.5 ?
    H7A C7 H7C . . 109.5 ?
    H7B C7 H7C . . 109.5 ?
    N2 C8 C9 . . 123.9(6) ?
    N2 C8 C10 . . 114.8(6) ?
    C9 C8 C10 . . 121.4(6) ?
    C8 C9 H9A . . 109.5 ?
    C8 C9 H9B . . 109.5 ?
    H9A C9 H9B . . 109.5 ?
    C8 C9 H9C . . 109.5 ?
    H9A C9 H9C . . 109.5 ?
    H9B C9 H9C . . 109.5 ?
    C8 C10 C13 . . 119.6(6) ?
    C8 C10 C11 . . 120.3(5) ?
    C13 C10 C11 . . 87.8(5) ?
    C8 C10 H10 . . 109.1 ?
    C13 C10 H10 . . 109.1 ?
    C11 C10 H10 . . 109.1 ?
    C14 C11 C10 . . 121.7(5) ?
    C14 C11 C12 . . 120.5(5) ?
    C10 C11 C12 . . 88.5(4) ?
    C14 C11 H11 . . 108.1 ?
    C10 C11 H11 . . 108.1 ?
    C12 C11 H11 . . 108.1 ?
    C21 C12 C20 . . 113.6(6) ?
    C21 C12 C13 . . 117.8(6) ?
    C20 C12 C13 . . 109.6(6) ?
    C21 C12 C11 . . 116.0(5) ?
    C20 C12 C11 . . 110.9(6) ?
    C13 C12 C11 . . 85.9(4) ?
    C10 C13 C12 . . 90.3(5) ?
    C10 C13 H13A . . 113.6 ?
    C12 C13 H13A . . 113.6 ?
    C10 C13 H13B . . 113.6 ?
    C12 C13 H13B . . 113.6 ?
    H13A C13 H13B . . 110.9 ?
    C15 C14 C19 . . 116.6(6) ?
    C15 C14 C11 . . 123.7(6) ?
    C19 C14 C11 . . 119.7(6) ?
    C14 C15 C16 . . 121.9(7) ?
    C14 C15 H15 . . 119.0 ?
    C16 C15 H15 . . 119.0 ?
    C15 C16 C17 . . 119.9(8) ?
    C15 C16 H16 . . 120.1 ?
    C17 C16 H16 . . 120.1 ?
    C18 C17 C16 . . 119.2(7) ?
    C18 C17 H17 . . 120.4 ?
    C16 C17 H17 . . 120.4 ?
    C19 C18 C17 . . 120.1(8) ?
    C19 C18 H18 . . 120.0 ?
    C17 C18 H18 . . 120.0 ?
    C18 C19 C14 . . 122.4(8) ?
    C18 C19 H19 . . 118.8 ?
    C14 C19 H19 . . 118.8 ?
    C12 C20 H20A . . 109.5 ?
    C12 C20 H20B . . 109.5 ?
    H20A C20 H20B . . 109.5 ?
    C12 C20 H20C . . 109.5 ?
    H20A C20 H20C . . 109.5 ?
    H20B C20 H20C . . 109.5 ?
    C23 C21 C22 . . 119.3(8) ?
    C23 C21 C12 . . 122.6(8) ?
    C22 C21 C12 . . 118.1(6) ?
    C21 C22 H22A . . 109.5 ?
    C21 C22 H22B . . 109.5 ?
    H22A C22 H22B . . 109.5 ?
    C21 C22 H22C . . 109.5 ?
    H22A C22 H22C . . 109.5 ?
    H22B C22 H22C . . 109.5 ?
    C21 C23 H23A . . 120.0 ?
    C21 C23 H23B . . 120.0 ?
    H23A C23 H23B . . 120.0 ?
    C29 C24 C25 . . 120.0(6) ?
    C29 C24 S2 . . 120.0(5) ?
    C25 C24 S2 . . 119.9(6) ?
    C24 C25 C26 . . 119.4(7) ?
    C24 C25 H25 . . 120.3 ?
    C26 C25 H25 . . 120.3 ?
    C27 C26 C25 . . 120.7(7) ?
    C27 C26 H26 . . 119.6 ?
    C25 C26 H26 . . 119.6 ?
    C28 C27 C26 . . 119.1(7) ?
    C28 C27 C30 . . 121.1(9) ?
    C26 C27 C30 . . 119.9(8) ?
    C27 C28 C29 . . 120.4(7) ?
    C27 C28 H28 . . 119.8 ?
    C29 C28 H28 . . 119.8 ?
    C24 C29 C28 . . 120.3(7) ?
    C24 C29 H29 . . 119.8 ?
    C28 C29 H29 . . 119.8 ?
    C27 C30 H30A . . 109.5 ?
    C27 C30 H30B . . 109.5 ?
    H30A C30 H30B . . 109.5 ?
    C27 C30 H30C . . 109.5 ?
    H30A C30 H30C . . 109.5 ?
    H30B C30 H30C . . 109.5 ?
    N4 C31 C32 . . 125.5(6) ?
    N4 C31 C33 . . 117.2(6) ?
    C32 C31 C33 . . 117.2(6) ?
    C31 C32 H32A . . 109.5 ?
    C31 C32 H32B . . 109.5 ?
    H32A C32 H32B . . 109.5 ?
    C31 C32 H32C . . 109.5 ?
    H32A C32 H32C . . 109.5 ?
    H32B C32 H32C . . 109.5 ?
    C31 C33 C34 . . 119.1(6) ?
    C31 C33 C36 . . 116.4(6) ?
    C34 C33 C36 . . 88.3(5) ?
    C31 C33 H33 . . 110.4 ?
    C34 C33 H33 . . 110.4 ?
    C36 C33 H33 . . 110.4 ?
    C37 C34 C33 . . 123.5(6) ?
    C37 C34 C35 . . 119.1(5) ?
    C33 C34 C35 . . 89.1(5) ?
    C37 C34 H34 . . 107.8 ?
    C33 C34 H34 . . 107.8 ?
    C35 C34 H34 . . 107.8 ?
    C44 C35 C43 . . 113.6(7) ?
    C44 C35 C36 . . 117.7(6) ?
    C43 C35 C36 . . 109.4(6) ?
    C44 C35 C34 . . 115.1(6) ?
    C43 C35 C34 . . 111.9(6) ?
    C36 C35 C34 . . 86.3(5) ?
    C35 C36 C33 . . 89.8(5) ?
    C35 C36 H36A . . 113.7 ?
    C33 C36 H36A . . 113.7 ?
    C35 C36 H36B . . 113.7 ?
    C33 C36 H36B . . 113.7 ?
    H36A C36 H36B . . 110.9 ?
    C42 C37 C38 . . 118.9(8) ?
    C42 C37 C34 . . 122.6(8) ?
    C38 C37 C34 . . 118.5(7) ?
    C39 C38 C37 . . 120.3(11) ?
    C39 C38 H38 . . 119.8 ?
    C37 C38 H38 . . 119.8 ?
    C40 C39 C38 . . 118.5(13) ?
    C40 C39 H39 . . 120.7 ?
    C38 C39 H39 . . 120.7 ?
    C41 C40 C39 . . 123.4(13) ?
    C41 C40 H40 . . 118.3 ?
    C39 C40 H40 . . 118.3 ?
    C40 C41 C42 . . 119.4(13) ?
    C40 C41 H41 . . 120.3 ?
    C42 C41 H41 . . 120.3 ?
    C37 C42 C41 . . 119.4(11) ?
    C37 C42 H42 . . 120.3 ?
    C41 C42 H42 . . 120.3 ?
    C35 C43 H43A . . 109.5 ?
    C35 C43 H43B . . 109.5 ?
    H43A C43 H43B . . 109.5 ?
    C35 C43 H43C . . 109.5 ?
    H43A C43 H43C . . 109.5 ?
    H43B C43 H43C . . 109.5 ?
    C46 C44 C35 . . 122.2(10) ?
    C46 C44 C45 . . 120.4(10) ?
    C35 C44 C45 . . 117.4(7) ?
    C44 C45 H45A . . 109.5 ?
    C44 C45 H45B . . 109.5 ?
    H45A C45 H45B . . 109.5 ?
    C44 C45 H45C . . 109.5 ?
    H45A C45 H45C . . 109.5 ?
    H45B C45 H45C . . 109.5 ?
    C44 C46 H46A . . 120.0 ?
    C44 C46 H46B . . 120.0 ?
    H46A C46 H46B . . 120.0 ?
    N2 N1 S1 . . 112.8(4) ?
    N2 N1 H1N . . 123.6 ?
    S1 N1 H1N . . 123.6 ?
    C8 N2 N1 . . 117.8(5) ?
    N4 N3 S2 . . 113.0(4) ?
    N4 N3 H3N . . 123.5 ?
    S2 N3 H3N . . 123.5 ?
    C31 N4 N3 . . 117.0(6) ?
    O1 S1 O2 . . 119.3(3) ?
    O1 S1 N1 . . 107.8(3) ?
    O2 S1 N1 . . 104.6(3) ?
    O1 S1 C1 . . 108.9(3) ?
    O2 S1 C1 . . 108.9(3) ?
    N1 S1 C1 . . 106.6(3) ?
    O4 S2 O3 . . 120.3(3) ?
    O4 S2 N3 . . 107.2(3) ?
    O3 S2 N3 . . 104.0(3) ?
    O4 S2 C24 . . 108.8(3) ?
    O3 S2 C24 . . 109.0(3) ?
    N3 S2 C24 . . 106.8(3) ?

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
    C6 C1 C2 C3 . . . . -0.8(10) ?
    S1 C1 C2 C3 . . . . 175.4(6) ?
    C1 C2 C3 C4 . . . . 0.8(12) ?
    C2 C3 C4 C5 . . . . -0.6(12) ?
    C2 C3 C4 C7 . . . . -178.6(7) ?
    C3 C4 C5 C6 . . . . 0.4(12) ?
    C7 C4 C5 C6 . . . . 178.3(7) ?
    C4 C5 C6 C1 . . . . -0.5(12) ?
    C2 C1 C6 C5 . . . . 0.6(10) ?
    S1 C1 C6 C5 . . . . -175.6(6) ?
    N2 C8 C10 C13 . . . . -131.0(6) ?
    C9 C8 C10 C13 . . . . 48.8(8) ?
    N2 C8 C10 C11 . . . . 122.7(6) ?
    C9 C8 C10 C11 . . . . -57.4(8) ?
    C8 C10 C11 C14 . . . . -90.5(7) ?
    C13 C10 C11 C14 . . . . 146.1(6) ?
    C8 C10 C11 C12 . . . . 144.0(6) ?
    C13 C10 C11 C12 . . . . 20.6(5) ?
    C14 C11 C12 C21 . . . . 94.3(7) ?
    C10 C11 C12 C21 . . . . -139.2(6) ?
    C14 C11 C12 C20 . . . . -37.3(8) ?
    C10 C11 C12 C20 . . . . 89.2(6) ?
    C14 C11 C12 C13 . . . . -146.7(6) ?
    C10 C11 C12 C13 . . . . -20.2(5) ?
    C8 C10 C13 C12 . . . . -144.8(5) ?
    C11 C10 C13 C12 . . . . -20.9(5) ?
    C21 C12 C13 C10 . . . . 137.9(6) ?
    C20 C12 C13 C10 . . . . -90.2(6) ?
    C11 C12 C13 C10 . . . . 20.6(5) ?
    C10 C11 C14 C15 . . . . 14.5(9) ?
    C12 C11 C14 C15 . . . . 123.7(7) ?
    C10 C11 C14 C19 . . . . -167.1(6) ?
    C12 C11 C14 C19 . . . . -57.9(8) ?
    C19 C14 C15 C16 . . . . 1.3(10) ?
    C11 C14 C15 C16 . . . . 179.7(6) ?
    C14 C15 C16 C17 . . . . -0.1(11) ?
    C15 C16 C17 C18 . . . . -1.2(12) ?
    C16 C17 C18 C19 . . . . 1.2(12) ?
    C17 C18 C19 C14 . . . . 0.1(12) ?
    C15 C14 C19 C18 . . . . -1.3(11) ?
    C11 C14 C19 C18 . . . . -179.8(7) ?
    C20 C12 C21 C23 . . . . -3.9(10) ?
    C13 C12 C21 C23 . . . . 126.2(8) ?
    C11 C12 C21 C23 . . . . -134.2(8) ?
    C20 C12 C21 C22 . . . . 177.7(6) ?
    C13 C12 C21 C22 . . . . -52.2(8) ?
    C11 C12 C21 C22 . . . . 47.4(8) ?
    C29 C24 C25 C26 . . . . 0.6(10) ?
    S2 C24 C25 C26 . . . . 177.1(6) ?
    C24 C25 C26 C27 . . . . 0.5(11) ?
    C25 C26 C27 C28 . . . . -0.8(11) ?
    C25 C26 C27 C30 . . . . -179.7(7) ?
    C26 C27 C28 C29 . . . . 0.0(11) ?
    C30 C27 C28 C29 . . . . 178.9(6) ?
    C25 C24 C29 C28 . . . . -1.4(10) ?
    S2 C24 C29 C28 . . . . -177.8(5) ?
    C27 C28 C29 C24 . . . . 1.1(10) ?
    N4 C31 C33 C34 . . . . -6.0(9) ?
    C32 C31 C33 C34 . . . . 176.7(6) ?
    N4 C31 C33 C36 . . . . 97.8(8) ?
    C32 C31 C33 C36 . . . . -79.5(8) ?
    C31 C33 C34 C37 . . . . -96.5(7) ?
    C36 C33 C34 C37 . . . . 144.1(7) ?
    C31 C33 C34 C35 . . . . 138.5(6) ?
    C36 C33 C34 C35 . . . . 19.1(5) ?
    C37 C34 C35 C44 . . . . 93.4(8) ?
    C33 C34 C35 C44 . . . . -138.0(6) ?
    C37 C34 C35 C43 . . . . -38.3(9) ?
    C33 C34 C35 C43 . . . . 90.3(6) ?
    C37 C34 C35 C36 . . . . -147.7(7) ?
    C33 C34 C35 C36 . . . . -19.1(5) ?
    C44 C35 C36 C33 . . . . 135.3(6) ?
    C43 C35 C36 C33 . . . . -93.1(6) ?
    C34 C35 C36 C33 . . . . 18.8(5) ?
    C31 C33 C36 C35 . . . . -141.4(6) ?
    C34 C33 C36 C35 . . . . -19.5(5) ?
    C33 C34 C37 C42 . . . . -20.9(10) ?
    C35 C34 C37 C42 . . . . 89.5(8) ?
    C33 C34 C37 C38 . . . . 160.9(6) ?
    C35 C34 C37 C38 . . . . -88.7(8) ?
    C42 C37 C38 C39 . . . . -0.6(12) ?
    C34 C37 C38 C39 . . . . 177.7(7) ?
    C37 C38 C39 C40 . . . . 2.6(15) ?
    C38 C39 C40 C41 . . . . -2.(2) ?
    C39 C40 C41 C42 . . . . -1.(2) ?
    C38 C37 C42 C41 . . . . -2.2(13) ?
    C34 C37 C42 C41 . . . . 179.6(9) ?
    C40 C41 C42 C37 . . . . 3.1(19) ?
    C43 C35 C44 C46 . . . . 5.4(12) ?
    C36 C35 C44 C46 . . . . 135.0(9) ?
    C34 C35 C44 C46 . . . . -125.5(9) ?
    C43 C35 C44 C45 . . . . -177.6(8) ?
    C36 C35 C44 C45 . . . . -48.0(10) ?
    C34 C35 C44 C45 . . . . 51.6(9) ?
    C9 C8 N2 N1 . . . . -0.9(9) ?
    C10 C8 N2 N1 . . . . 178.9(5) ?
    S1 N1 N2 C8 . . . . 170.2(5) ?
    C32 C31 N4 N3 . . . . -0.7(10) ?
    C33 C31 N4 N3 . . . . -177.8(5) ?
    S2 N3 N4 C31 . . . . -171.0(5) ?
    N2 N1 S1 O1 . . . . 52.2(5) ?
    N2 N1 S1 O2 . . . . -179.9(4) ?
    N2 N1 S1 C1 . . . . -64.6(5) ?
    C6 C1 S1 O1 . . . . -30.8(6) ?
    C2 C1 S1 O1 . . . . 153.1(5) ?
    C6 C1 S1 O2 . . . . -162.4(5) ?
    C2 C1 S1 O2 . . . . 21.5(6) ?
    C6 C1 S1 N1 . . . . 85.3(6) ?
    C2 C1 S1 N1 . . . . -90.8(6) ?
    N4 N3 S2 O4 . . . . -57.4(5) ?
    N4 N3 S2 O3 . . . . 174.2(4) ?
    N4 N3 S2 C24 . . . . 59.0(5) ?
    C29 C24 S2 O4 . . . . -145.8(5) ?
    C25 C24 S2 O4 . . . . 37.8(6) ?
    C29 C24 S2 O3 . . . . -12.9(6) ?
    C25 C24 S2 O3 . . . . 170.7(5) ?
    C29 C24 S2 N3 . . . . 98.8(6) ?
    C25 C24 S2 N3 . . . . -77.6(6) ?

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
    C32 H32C O2 . 0.96 2.60 3.465(9) 150.6 ?
    C33 H33 O4 1_655 0.98 2.64 3.539(8) 153.3 ?
    N1 H1N O3 . 0.86 2.47 3.102(7) 131.4 ?
    N3 H3N O2 . 0.86 2.31 2.879(7) 123.5 ?



