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#                                CCDC 
# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_13mkthio1

_audit_update_record             
;
2013-06-04 # Formatted by publCIF
;
_audit_creation_date             2013-06-04
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2013.04.25 svn.r2679, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H23 N3 O3 S'
_chemical_formula_sum            'C28 H23 N3 O3 S'
_chemical_formula_weight         481.55
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1367(9)
_cell_length_b                   10.0617(10)
_cell_length_c                   14.3025(15)
_cell_angle_alpha                94.058(4)
_cell_angle_beta                 99.914(4)
_cell_angle_gamma                114.793(4)
_cell_volume                     1160.7(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    115
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44058
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.537
_diffrn_reflns_theta_min         2.616
_diffrn_ambient_temperature      115.0
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa Apex II'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a~1~'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4569
_reflns_number_total             5333
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_collection       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
'SHELXS-97, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122'
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0404P)²+0.7362P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0888
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C19(H19A,H19B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C2(H2), C3(H3A), C4(H4), C5(H5), C6(H6), C15(H15), C16(H16), C17(H17),
  C18(H18), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.50117(4) 0.77822(4) 0.55416(3) 0.01985(9) Uani 1 1 d . . . . .
O1 O 1.43987(11) 0.98937(11) 0.72291(7) 0.0195(2) Uani 1 1 d . . . . .
O2 O 1.03827(12) 0.70072(10) 0.50965(7) 0.0188(2) Uani 1 1 d . . . . .
O3 O 0.98273(11) 0.79358(11) 0.85014(7) 0.0199(2) Uani 1 1 d . . . . .
N1 N 1.22877(13) 0.86759(12) 0.79960(7) 0.0128(2) Uani 1 1 d . . . . .
N2 N 0.80395(13) 0.81042(11) 0.55048(7) 0.0122(2) Uani 1 1 d . . . . .
N3 N 0.90721(14) 0.52077(12) 0.59624(8) 0.0166(2) Uani 1 1 d . . . . .
H3 H 0.9459 0.4576 0.5806 0.020 Uiso 1 1 calc R U . . .
C1 C 1.32214(15) 0.83254(13) 0.87697(9) 0.0141(2) Uani 1 1 d . . . . .
C2 C 1.43790(16) 0.78426(15) 0.85799(10) 0.0181(3) Uani 1 1 d . . . . .
H2 H 1.4528 0.7724 0.7943 0.022 Uiso 1 1 calc R U . . .
C3 C 1.53147(17) 0.75355(16) 0.93309(10) 0.0220(3) Uani 1 1 d . . . . .
H3A H 1.6125 0.7228 0.9210 0.026 Uiso 1 1 calc R U . . .
C4 C 1.50709(18) 0.76768(16) 1.02570(10) 0.0232(3) Uani 1 1 d . . . . .
H4 H 1.5703 0.7454 1.0767 0.028 Uiso 1 1 calc R U . . .
C5 C 1.39032(18) 0.81440(16) 1.04361(10) 0.0217(3) Uani 1 1 d . . . . .
H5 H 1.3729 0.8230 1.1069 0.026 Uiso 1 1 calc R U . . .
C6 C 1.29860(16) 0.84874(15) 0.96965(9) 0.0170(3) Uani 1 1 d . . . . .
H6 H 1.2205 0.8830 0.9824 0.020 Uiso 1 1 calc R U . . .
C7 C 1.29705(15) 0.94496(13) 0.72802(9) 0.0134(2) Uani 1 1 d . . . . .
C8 C 1.16459(15) 0.96709(14) 0.66258(9) 0.0140(2) Uani 1 1 d . . . . .
H8A H 1.1540 0.9286 0.5949 0.017 Uiso 1 1 calc R U . . .
H8B H 1.1909 1.0737 0.6680 0.017 Uiso 1 1 calc R U . . .
C9 C 1.00412(15) 0.88059(13) 0.69552(8) 0.0117(2) Uani 1 1 d . . . . .
C10 C 1.06253(15) 0.84004(13) 0.79102(9) 0.0130(2) Uani 1 1 d . . . . .
C11 C 0.87322(15) 0.74044(13) 0.62068(8) 0.0118(2) Uani 1 1 d . . . . .
C12 C 0.95260(16) 0.65494(14) 0.56825(9) 0.0139(2) Uani 1 1 d . . . . .
C13 C 0.78998(16) 0.49452(14) 0.65366(9) 0.0145(2) Uani 1 1 d . . . . .
C14 C 0.75851(15) 0.61755(13) 0.66745(9) 0.0128(2) Uani 1 1 d . . . . .
C15 C 0.64343(16) 0.61151(14) 0.72107(9) 0.0160(2) Uani 1 1 d . . . . .
H15 H 0.6198 0.6940 0.7318 0.019 Uiso 1 1 calc R U . . .
C16 C 0.56297(16) 0.48321(15) 0.75895(9) 0.0181(3) Uani 1 1 d . . . . .
H16 H 0.4834 0.4781 0.7952 0.022 Uiso 1 1 calc R U . . .
C17 C 0.59786(17) 0.36285(14) 0.74429(9) 0.0185(3) Uani 1 1 d . . . . .
H17 H 0.5419 0.2764 0.7708 0.022 Uiso 1 1 calc R U . . .
C18 C 0.71335(17) 0.36676(14) 0.69152(9) 0.0180(3) Uani 1 1 d . . . . .
H18 H 0.7386 0.2851 0.6819 0.022 Uiso 1 1 calc R U . . .
C19 C 0.63550(16) 0.72287(14) 0.49602(9) 0.0172(3) Uani 1 1 d . . . . .
H19A H 0.6037 0.6159 0.4957 0.021 Uiso 1 1 calc R U . . .
H19B H 0.6254 0.7415 0.4287 0.021 Uiso 1 1 calc R U . . .
C20 C 0.66146(15) 0.96684(14) 0.57496(10) 0.0161(3) Uani 1 1 d . . . . .
H20A H 0.6519 1.0145 0.5175 0.019 Uiso 1 1 calc R U . . .
H20B H 0.6524 1.0256 0.6303 0.019 Uiso 1 1 calc R U . . .
C21 C 0.82725(15) 0.95745(13) 0.59603(9) 0.0121(2) Uani 1 1 d . . . . .
H21 H 0.9094 1.0372 0.5688 0.015 Uiso 1 1 calc R U . . .
C22 C 0.89994(15) 0.96779(13) 0.70257(8) 0.0117(2) Uani 1 1 d . . . . .
H22 H 0.8064 0.9077 0.7320 0.014 Uiso 1 1 calc R U . . .
C23 C 0.98817(15) 1.12147(14) 0.76211(9) 0.0143(2) Uani 1 1 d . . . . .
C24 C 1.06087(17) 1.25014(14) 0.72257(10) 0.0181(3) Uani 1 1 d . . . . .
H24 H 1.0600 1.2430 0.6559 0.022 Uiso 1 1 calc R U . . .
C25 C 1.13487(18) 1.38922(15) 0.78029(11) 0.0231(3) Uani 1 1 d . . . . .
H25 H 1.1826 1.4761 0.7524 0.028 Uiso 1 1 calc R U . . .
C26 C 1.13923(18) 1.40151(16) 0.87803(11) 0.0266(3) Uani 1 1 d . . . . .
H26 H 1.1899 1.4964 0.9171 0.032 Uiso 1 1 calc R U . . .
C27 C 1.06922(19) 1.27451(17) 0.91832(11) 0.0282(3) Uani 1 1 d . . . . .
H27 H 1.0731 1.2821 0.9854 0.034 Uiso 1 1 calc R U . . .
C28 C 0.99329(18) 1.13589(16) 0.86059(10) 0.0223(3) Uani 1 1 d . . . . .
H28 H 0.9441 1.0495 0.8887 0.027 Uiso 1 1 calc R U . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C19 1.8350(14) . ?
S1 C20 1.8094(13) . ?
O1 C7 1.2067(16) . ?
O2 C12 1.2271(16) . ?
O3 C10 1.2031(15) . ?
N1 C1 1.4350(16) . ?
N1 C7 1.4031(16) . ?
N1 C10 1.4060(16) . ?
N2 C11 1.4695(15) . ?
N2 C19 1.4507(16) . ?
N2 C21 1.4865(15) . ?
N3 H3 0.8800 . ?
N3 C12 1.3486(17) . ?
N3 C13 1.4099(16) . ?
C1 C2 1.3926(18) . ?
C1 C6 1.3881(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.3901(19) . ?
C3 H3A 0.9500 . ?
C3 C4 1.388(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.3892(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.5019(17) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.5345(16) . ?
C9 C10 1.5256(16) . ?
C9 C11 1.5799(17) . ?
C9 C22 1.5515(16) . ?
C11 C12 1.5644(16) . ?
C11 C14 1.5318(17) . ?
C13 C14 1.3920(17) . ?
C13 C18 1.3821(18) . ?
C14 C15 1.3885(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.3931(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3867(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.3886(19) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.5366(17) . ?
C21 H21 1.0000 . ?
C21 C22 1.5312(17) . ?
C22 H22 1.0000 . ?
C22 C23 1.5159(17) . ?
C23 C24 1.3960(18) . ?
C23 C28 1.3963(18) . ?
C24 H24 0.9500 . ?
C24 C25 1.3956(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.387(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.386(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.392(2) . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 S1 C19 87.78(6) . . ?
C7 N1 C1 123.68(10) . . ?
C7 N1 C10 111.95(10) . . ?
C10 N1 C1 124.17(10) . . ?
C11 N2 C21 110.45(9) . . ?
C19 N2 C11 117.42(10) . . ?
C19 N2 C21 111.25(10) . . ?
C12 N3 H3 124.3 . . ?
C12 N3 C13 111.46(10) . . ?
C13 N3 H3 124.3 . . ?
C2 C1 N1 119.14(11) . . ?
C6 C1 N1 120.21(11) . . ?
C6 C1 C2 120.64(12) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.37(12) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 C2 120.28(13) . . ?
C4 C3 H3A 119.9 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.85(13) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.47(13) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.36(12) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
O1 C7 N1 124.87(12) . . ?
O1 C7 C8 126.60(11) . . ?
N1 C7 C8 108.49(10) . . ?
C7 C8 H8A 110.6 . . ?
C7 C8 H8B 110.6 . . ?
C7 C8 C9 105.91(10) . . ?
H8A C8 H8B 108.7 . . ?
C9 C8 H8A 110.6 . . ?
C9 C8 H8B 110.6 . . ?
C8 C9 C11 113.87(10) . . ?
C8 C9 C22 113.55(10) . . ?
C10 C9 C8 103.83(10) . . ?
C10 C9 C11 112.67(10) . . ?
C10 C9 C22 113.79(10) . . ?
C22 C9 C11 99.57(9) . . ?
O3 C10 N1 124.95(11) . . ?
O3 C10 C9 126.82(11) . . ?
N1 C10 C9 108.23(10) . . ?
N2 C11 C9 101.11(9) . . ?
N2 C11 C12 108.63(9) . . ?
N2 C11 C14 120.05(10) . . ?
C12 C11 C9 113.49(10) . . ?
C14 C11 C9 113.34(10) . . ?
C14 C11 C12 100.67(9) . . ?
O2 C12 N3 125.70(11) . . ?
O2 C12 C11 125.74(11) . . ?
N3 C12 C11 108.53(10) . . ?
C14 C13 N3 110.15(11) . . ?
C18 C13 N3 126.65(11) . . ?
C18 C13 C14 123.20(12) . . ?
C13 C14 C11 108.45(10) . . ?
C15 C14 C11 132.90(11) . . ?
C15 C14 C13 118.57(11) . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.30(12) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.68(12) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.04(12) . . ?
C18 C17 H17 119.5 . . ?
C13 C18 C17 117.21(12) . . ?
C13 C18 H18 121.4 . . ?
C17 C18 H18 121.4 . . ?
S1 C19 H19A 110.2 . . ?
S1 C19 H19B 110.2 . . ?
N2 C19 S1 107.38(8) . . ?
N2 C19 H19A 110.2 . . ?
N2 C19 H19B 110.2 . . ?
H19A C19 H19B 108.5 . . ?
S1 C20 H20A 110.4 . . ?
S1 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?
C21 C20 S1 106.49(8) . . ?
C21 C20 H20A 110.4 . . ?
C21 C20 H20B 110.4 . . ?
N2 C21 C20 109.44(10) . . ?
N2 C21 H21 109.2 . . ?
N2 C21 C22 104.56(9) . . ?
C20 C21 H21 109.2 . . ?
C22 C21 C20 114.93(10) . . ?
C22 C21 H21 109.2 . . ?
C9 C22 H22 107.3 . . ?
C21 C22 C9 100.85(9) . . ?
C21 C22 H22 107.3 . . ?
C23 C22 C9 116.72(10) . . ?
C23 C22 C21 116.79(10) . . ?
C23 C22 H22 107.3 . . ?
C24 C23 C22 123.00(11) . . ?
C24 C23 C28 118.27(12) . . ?
C28 C23 C22 118.71(11) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.51(13) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.47(13) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.56(13) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.01(14) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 119.4 . . ?
C27 C28 C23 121.17(13) . . ?
C27 C28 H28 119.4 . . ?

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_site_symmetry_A
N3 H3 O2 0.88 2.05 2.8673(14) 154.6 2_766

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C20 C21 N2 25.49(12) . . . . ?
S1 C20 C21 C22 -91.77(11) . . . . ?
O1 C7 C8 C9 176.26(12) . . . . ?
N1 C1 C2 C3 178.47(12) . . . . ?
N1 C1 C6 C5 -179.93(12) . . . . ?
N1 C7 C8 C9 -5.90(13) . . . . ?
N2 C11 C12 O2 42.85(16) . . . . ?
N2 C11 C12 N3 -135.43(11) . . . . ?
N2 C11 C14 C13 126.32(11) . . . . ?
N2 C11 C14 C15 -57.16(19) . . . . ?
N2 C21 C22 C9 33.21(11) . . . . ?
N2 C21 C22 C23 160.78(10) . . . . ?
N3 C13 C14 C11 -4.03(14) . . . . ?
N3 C13 C14 C15 178.87(11) . . . . ?
N3 C13 C18 C17 -178.33(12) . . . . ?
C1 N1 C7 O1 0.57(19) . . . . ?
C1 N1 C7 C8 -177.32(11) . . . . ?
C1 N1 C10 O3 5.3(2) . . . . ?
C1 N1 C10 C9 -175.30(10) . . . . ?
C1 C2 C3 C4 1.4(2) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
C2 C3 C4 C5 -0.8(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C4 C5 C6 C1 1.5(2) . . . . ?
C6 C1 C2 C3 -0.6(2) . . . . ?
C7 N1 C1 C2 -41.47(17) . . . . ?
C7 N1 C1 C6 137.63(13) . . . . ?
C7 N1 C10 O3 -169.65(12) . . . . ?
C7 N1 C10 C9 9.79(13) . . . . ?
C7 C8 C9 C10 11.06(12) . . . . ?
C7 C8 C9 C11 -111.83(11) . . . . ?
C7 C8 C9 C22 135.14(10) . . . . ?
C8 C9 C10 O3 166.68(13) . . . . ?
C8 C9 C10 N1 -12.74(12) . . . . ?
C8 C9 C11 N2 -78.05(11) . . . . ?
C8 C9 C11 C12 38.08(14) . . . . ?
C8 C9 C11 C14 152.13(10) . . . . ?
C8 C9 C22 C21 74.71(12) . . . . ?
C8 C9 C22 C23 -52.90(14) . . . . ?
C9 C11 C12 O2 -68.75(16) . . . . ?
C9 C11 C12 N3 112.96(11) . . . . ?
C9 C11 C14 C13 -114.20(11) . . . . ?
C9 C11 C14 C15 62.32(18) . . . . ?
C9 C22 C23 C24 93.90(14) . . . . ?
C9 C22 C23 C28 -87.94(14) . . . . ?
C10 N1 C1 C2 144.20(12) . . . . ?
C10 N1 C1 C6 -36.70(18) . . . . ?
C10 N1 C7 O1 175.52(12) . . . . ?
C10 N1 C7 C8 -2.38(14) . . . . ?
C10 C9 C11 N2 164.05(9) . . . . ?
C10 C9 C11 C12 -79.82(12) . . . . ?
C10 C9 C11 C14 34.22(14) . . . . ?
C10 C9 C22 C21 -166.80(10) . . . . ?
C10 C9 C22 C23 65.59(14) . . . . ?
C11 N2 C19 S1 98.81(10) . . . . ?
C11 N2 C21 C20 -129.34(10) . . . . ?
C11 N2 C21 C22 -5.73(12) . . . . ?
C11 C9 C10 O3 -69.65(16) . . . . ?
C11 C9 C10 N1 110.93(11) . . . . ?
C11 C9 C22 C21 -46.70(10) . . . . ?
C11 C9 C22 C23 -174.31(10) . . . . ?
C11 C14 C15 C16 -176.46(13) . . . . ?
C12 N3 C13 C14 -1.84(15) . . . . ?
C12 N3 C13 C18 177.64(13) . . . . ?
C12 C11 C14 C13 7.33(12) . . . . ?
C12 C11 C14 C15 -176.15(13) . . . . ?
C13 N3 C12 O2 -171.52(12) . . . . ?
C13 N3 C12 C11 6.77(14) . . . . ?
C13 C14 C15 C16 -0.22(19) . . . . ?
C14 C11 C12 O2 169.81(12) . . . . ?
C14 C11 C12 N3 -8.47(12) . . . . ?
C14 C13 C18 C17 1.1(2) . . . . ?
C14 C15 C16 C17 0.6(2) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C16 C17 C18 C13 -0.7(2) . . . . ?
C18 C13 C14 C11 176.47(12) . . . . ?
C18 C13 C14 C15 -0.63(19) . . . . ?
C19 S1 C20 C21 -35.77(9) . . . . ?
C19 N2 C11 C9 -152.64(10) . . . . ?
C19 N2 C11 C12 87.70(12) . . . . ?
C19 N2 C11 C14 -27.19(15) . . . . ?
C19 N2 C21 C20 2.91(13) . . . . ?
C19 N2 C21 C22 126.51(11) . . . . ?
C20 S1 C19 N2 38.36(9) . . . . ?
C20 C21 C22 C9 153.20(10) . . . . ?
C20 C21 C22 C23 -79.23(13) . . . . ?
C21 N2 C11 C9 -23.66(11) . . . . ?
C21 N2 C11 C12 -143.31(10) . . . . ?
C21 N2 C11 C14 101.80(12) . . . . ?
C21 N2 C19 S1 -29.79(12) . . . . ?
C21 C22 C23 C24 -25.46(17) . . . . ?
C21 C22 C23 C28 152.70(12) . . . . ?
C22 C9 C10 O3 42.76(17) . . . . ?
C22 C9 C10 N1 -136.67(10) . . . . ?
C22 C9 C11 N2 43.13(10) . . . . ?
C22 C9 C11 C12 159.26(9) . . . . ?
C22 C9 C11 C14 -86.69(11) . . . . ?
C22 C23 C24 C25 177.47(12) . . . . ?
C22 C23 C28 C27 -178.49(13) . . . . ?
C23 C24 C25 C26 0.9(2) . . . . ?
C24 C23 C28 C27 -0.2(2) . . . . ?
C24 C25 C26 C27 -0.1(2) . . . . ?
C25 C26 C27 C28 -0.8(2) . . . . ?
C26 C27 C28 C23 1.0(2) . . . . ?
C28 C23 C24 C25 -0.7(2) . . . . ?

_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.949
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2

_database_code_depnum_ccdc_archive 'CCDC 990193'
