# Electronic Supplementary Material (ESI) for RSC Advances
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
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#                                CCDC 
# 
#######################################################################
# 
#  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
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  from this site to visualise CIF-encoded structures and 
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data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Br N3 O3 S'
_chemical_formula_sum            'C28 H28 Br N3 O3 S'
_chemical_formula_weight         566.50

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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                   11.1078(18)
_cell_length_b                   20.351(3)
_cell_length_c                   12.354(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.522(4)
_cell_angle_gamma                90.00
_cell_volume                     2615.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5353
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    1.687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_correction_T_min  0.593
_exptl_absorpt_correction_T_max  0.713

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25022
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_av_sigmaI/netI    0.0774
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         25.35
_reflns_number_total             4785
_reflns_number_gt                2880
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+3.9816P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4785
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1546
_refine_ls_R_factor_gt           0.0911
_refine_ls_wR_factor_ref         0.1954
_refine_ls_wR_factor_gt          0.1685
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
H2A H 0.951(6) 0.801(3) 1.073(6) 0.06(2) Uiso 1 1 d . . .
Br1 Br 1.36975(8) 0.74525(4) 0.91900(9) 0.0891(4) Uani 1 1 d . . .
S1 S 0.75773(17) 0.85928(9) 0.55528(15) 0.0655(5) Uani 1 1 d . . .
O1 O 0.9830(6) 0.7430(2) 0.7546(4) 0.0832(16) Uani 1 1 d . . .
O2 O 0.7579(5) 0.7908(3) 0.5270(4) 0.0877(16) Uani 1 1 d . . .
O3 O 0.7393(5) 0.9079(3) 0.4666(4) 0.0834(15) Uani 1 1 d . . .
N1 N 1.0926(5) 0.7352(2) 0.9480(4) 0.0490(12) Uani 1 1 d . . .
N2 N 0.9467(5) 0.8307(3) 1.0326(5) 0.0541(14) Uani 1 1 d . . .
N3 N 0.8950(6) 0.8745(3) 0.6541(5) 0.0580(16) Uani 1 1 d . . .
H3A H 0.921(7) 0.849(3) 0.690(6) 0.070 Uiso 1 1 d . . .
C1 C 1.3705(7) 0.7968(3) 1.0480(6) 0.0652(19) Uani 1 1 d . . .
C2 C 1.4853(7) 0.8112(4) 1.1304(10) 0.094(3) Uani 1 1 d . . .
H2 H 1.5609 0.7952 1.1238 0.113 Uiso 1 1 calc R . .
C3 C 1.4900(9) 0.8487(5) 1.2224(9) 0.102(3) Uani 1 1 d . . .
H3 H 1.5689 0.8608 1.2764 0.123 Uiso 1 1 calc R . .
C4 C 1.3776(9) 0.8691(4) 1.2357(7) 0.088(3) Uani 1 1 d . . .
H4 H 1.3805 0.8932 1.3006 0.105 Uiso 1 1 calc R . .
C5 C 1.2604(7) 0.8536(3) 1.1523(6) 0.0660(19) Uani 1 1 d . . .
H5 H 1.1850 0.8673 1.1620 0.079 Uiso 1 1 calc R . .
C6 C 1.2530(6) 0.8179(3) 1.0546(5) 0.0496(15) Uani 1 1 d . . .
C7 C 1.1261(5) 0.8054(3) 0.9591(5) 0.0440(14) Uani 1 1 d . . .
H7 H 1.1392 0.8175 0.8872 0.053 Uiso 1 1 calc R . .
C8 C 1.1327(6) 0.6866(3) 1.0416(6) 0.0587(17) Uani 1 1 d . . .
H8A H 1.0880 0.6932 1.0956 0.070 Uiso 1 1 calc R . .
H8B H 1.2247 0.6886 1.0832 0.070 Uiso 1 1 calc R . .
C9 C 1.0945(8) 0.6218(3) 0.9773(7) 0.079(2) Uani 1 1 d . . .
H9A H 1.1701 0.5987 0.9754 0.095 Uiso 1 1 calc R . .
H9B H 1.0504 0.5940 1.0154 0.095 Uiso 1 1 calc R . .
C10 C 1.0080(9) 0.6378(3) 0.8584(7) 0.089(3) Uani 1 1 d . . .
H10A H 0.9196 0.6276 0.8486 0.107 Uiso 1 1 calc R . .
H10B H 1.0321 0.6131 0.8020 0.107 Uiso 1 1 calc R . .
C11 C 1.0237(7) 0.7100(3) 0.8439(7) 0.0619(18) Uani 1 1 d . . .
C12 C 1.0166(5) 0.8469(3) 0.9635(5) 0.0480(15) Uani 1 1 d . . .
C13 C 0.8550(5) 0.8777(3) 1.0212(5) 0.0468(14) Uani 1 1 d . . .
C14 C 0.7624(6) 0.8822(3) 1.0722(6) 0.0602(17) Uani 1 1 d . . .
H14 H 0.7536 0.8499 1.1220 0.072 Uiso 1 1 calc R . .
C15 C 0.6842(6) 0.9366(4) 1.0460(6) 0.0669(19) Uani 1 1 d . . .
H15 H 0.6226 0.9416 1.0806 0.080 Uiso 1 1 calc R . .
C16 C 0.6945(6) 0.9847(3) 0.9688(6) 0.0644(19) Uani 1 1 d . . .
H16 H 0.6388 1.0204 0.9517 0.077 Uiso 1 1 calc R . .
C17 C 0.7852(6) 0.9798(3) 0.9181(5) 0.0551(16) Uani 1 1 d . . .
H17 H 0.7919 1.0119 0.8670 0.066 Uiso 1 1 calc R . .
C18 C 0.8680(5) 0.9256(3) 0.9445(5) 0.0466(15) Uani 1 1 d . . .
C19 C 0.9720(5) 0.9053(3) 0.9077(5) 0.0409(13) Uani 1 1 d . . .
C20 C 1.0180(6) 0.9398(3) 0.8228(5) 0.0499(15) Uani 1 1 d . . .
H20A H 1.0958 0.9186 0.8219 0.060 Uiso 1 1 calc R . .
H20B H 1.0397 0.9848 0.8484 0.060 Uiso 1 1 calc R . .
C21 C 0.9214(6) 0.9407(3) 0.7019(5) 0.0566(16) Uani 1 1 d . . .
H21A H 0.8422 0.9605 0.7024 0.068 Uiso 1 1 calc R . .
H21B H 0.9540 0.9674 0.6532 0.068 Uiso 1 1 calc R . .
C22 C 0.6412(6) 0.8737(3) 0.6191(6) 0.0566(16) Uani 1 1 d . . .
C23 C 0.6443(6) 0.8396(3) 0.7152(6) 0.0639(18) Uani 1 1 d . . .
H23 H 0.7076 0.8081 0.7464 0.077 Uiso 1 1 calc R . .
C24 C 0.5544(7) 0.8516(4) 0.7664(6) 0.071(2) Uani 1 1 d . . .
H24 H 0.5570 0.8276 0.8311 0.086 Uiso 1 1 calc R . .
C25 C 0.4602(7) 0.8990(4) 0.7228(7) 0.073(2) Uani 1 1 d . . .
C26 C 0.4583(7) 0.9324(4) 0.6260(8) 0.082(2) Uani 1 1 d . . .
H26 H 0.3952 0.9640 0.5945 0.098 Uiso 1 1 calc R . .
C27 C 0.5476(7) 0.9204(4) 0.5739(7) 0.076(2) Uani 1 1 d . . .
H27 H 0.5445 0.9439 0.5084 0.091 Uiso 1 1 calc R . .
C28 C 0.3653(8) 0.9147(4) 0.7824(7) 0.099(3) Uani 1 1 d . . .
H28A H 0.3053 0.8791 0.7706 0.148 Uiso 1 1 calc R . .
H28B H 0.3198 0.9543 0.7505 0.148 Uiso 1 1 calc R . .
H28C H 0.4107 0.9205 0.8636 0.148 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0766(6) 0.0856(6) 0.1260(8) 0.0063(5) 0.0614(5) 0.0141(4)
S1 0.0623(11) 0.0807(13) 0.0483(11) -0.0076(9) 0.0127(9) 0.0120(9)
O1 0.124(5) 0.060(3) 0.045(3) -0.002(2) 0.004(3) 0.007(3)
O2 0.083(4) 0.086(4) 0.080(4) -0.038(3) 0.012(3) 0.009(3)
O3 0.081(4) 0.121(4) 0.043(3) 0.015(3) 0.015(3) 0.020(3)
N1 0.049(3) 0.044(3) 0.056(3) 0.001(2) 0.021(3) 0.000(2)
N2 0.057(3) 0.055(4) 0.055(4) 0.013(3) 0.025(3) 0.008(3)
N3 0.055(4) 0.063(4) 0.052(4) 0.000(3) 0.014(3) 0.006(3)
C1 0.058(5) 0.054(4) 0.081(5) 0.018(4) 0.021(4) 0.000(3)
C2 0.046(5) 0.078(6) 0.140(9) 0.021(6) 0.011(6) -0.015(4)
C3 0.064(6) 0.091(7) 0.109(8) 0.039(6) -0.023(6) -0.030(5)
C4 0.088(7) 0.084(6) 0.060(5) 0.011(4) -0.012(5) -0.019(5)
C5 0.064(5) 0.064(4) 0.057(5) 0.005(4) 0.004(4) -0.001(3)
C6 0.045(4) 0.053(4) 0.044(4) 0.009(3) 0.008(3) 0.003(3)
C7 0.043(3) 0.042(3) 0.039(3) 0.007(3) 0.005(3) -0.001(3)
C8 0.066(4) 0.046(4) 0.063(4) 0.013(3) 0.021(4) 0.002(3)
C9 0.098(6) 0.058(4) 0.090(6) 0.002(4) 0.042(5) -0.001(4)
C10 0.118(7) 0.054(5) 0.085(6) 0.001(4) 0.023(5) -0.009(4)
C11 0.069(5) 0.054(4) 0.059(5) -0.007(4) 0.017(4) -0.001(3)
C12 0.039(3) 0.060(4) 0.041(4) 0.003(3) 0.009(3) 0.004(3)
C13 0.041(3) 0.050(4) 0.049(4) 0.000(3) 0.016(3) -0.001(3)
C14 0.059(4) 0.067(4) 0.060(4) 0.009(3) 0.027(4) 0.009(3)
C15 0.054(4) 0.078(5) 0.075(5) -0.012(4) 0.031(4) -0.001(4)
C16 0.057(4) 0.061(4) 0.072(5) -0.010(4) 0.019(4) 0.010(3)
C17 0.057(4) 0.049(4) 0.058(4) -0.002(3) 0.019(3) 0.004(3)
C18 0.047(4) 0.045(3) 0.049(4) -0.007(3) 0.018(3) -0.001(3)
C19 0.040(3) 0.044(3) 0.032(3) -0.003(3) 0.004(3) -0.001(3)
C20 0.050(4) 0.050(4) 0.051(4) 0.006(3) 0.020(3) 0.002(3)
C21 0.064(4) 0.054(4) 0.053(4) 0.008(3) 0.022(4) 0.002(3)
C22 0.058(4) 0.053(4) 0.053(4) -0.003(3) 0.013(3) 0.005(3)
C23 0.055(4) 0.060(4) 0.070(5) -0.002(4) 0.013(4) -0.003(3)
C24 0.073(5) 0.078(5) 0.062(5) -0.010(4) 0.022(4) -0.018(4)
C25 0.069(5) 0.071(5) 0.081(6) -0.021(4) 0.029(4) -0.016(4)
C26 0.063(5) 0.082(5) 0.105(7) 0.000(5) 0.034(5) 0.015(4)
C27 0.076(5) 0.076(5) 0.076(5) 0.006(4) 0.030(4) 0.012(4)
C28 0.088(6) 0.120(7) 0.103(7) -0.029(5) 0.054(5) -0.008(5)

_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
Br1 C1 1.905(7) . ?
S1 O2 1.436(5) . ?
S1 O3 1.437(5) . ?
S1 N3 1.615(6) . ?
S1 C22 1.761(7) . ?
O1 C11 1.234(8) . ?
N1 C11 1.346(8) . ?
N1 C8 1.468(7) . ?
N1 C7 1.469(7) . ?
N2 C13 1.369(7) . ?
N2 C12 1.380(8) . ?
N2 H2A 0.78(6) . ?
N3 C21 1.460(8) . ?
N3 H3A 0.68(7) . ?
C1 C2 1.355(10) . ?
C1 C6 1.403(9) . ?
C2 C3 1.356(13) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.510(8) . ?
C7 C12 1.498(8) . ?
C7 H7 0.9800 . ?
C8 C9 1.522(9) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.483(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.498(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 C19 1.375(8) . ?
C13 C14 1.384(8) . ?
C13 C18 1.401(8) . ?
C14 C15 1.374(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.399(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.399(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.443(8) . ?
C19 C20 1.494(8) . ?
C20 C21 1.503(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.365(9) . ?
C22 C27 1.374(9) . ?
C23 C24 1.378(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.369(10) . ?
C25 C28 1.516(10) . ?
C26 C27 1.381(10) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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
O2 S1 O3 119.7(3) . . ?
O2 S1 N3 106.7(3) . . ?
O3 S1 N3 106.8(3) . . ?
O2 S1 C22 109.5(3) . . ?
O3 S1 C22 107.2(3) . . ?
N3 S1 C22 106.1(3) . . ?
C11 N1 C8 114.2(5) . . ?
C11 N1 C7 120.0(5) . . ?
C8 N1 C7 125.7(5) . . ?
C13 N2 C12 109.2(5) . . ?
C13 N2 H2A 119(5) . . ?
C12 N2 H2A 132(5) . . ?
C21 N3 S1 119.0(4) . . ?
C21 N3 H3A 118(7) . . ?
S1 N3 H3A 114(7) . . ?
C2 C1 C6 122.6(8) . . ?
C2 C1 Br1 118.3(7) . . ?
C6 C1 Br1 119.1(5) . . ?
C1 C2 C3 120.0(9) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.0(8) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 119.7(9) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.4(7) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 116.0(6) . . ?
C5 C6 C7 121.5(6) . . ?
C1 C6 C7 122.4(6) . . ?
N1 C7 C12 111.7(5) . . ?
N1 C7 C6 111.9(4) . . ?
C12 C7 C6 115.1(5) . . ?
N1 C7 H7 105.8 . . ?
C12 C7 H7 105.8 . . ?
C6 C7 H7 105.8 . . ?
N1 C8 C9 102.8(5) . . ?
N1 C8 H8A 111.2 . . ?
C9 C8 H8A 111.2 . . ?
N1 C8 H8B 111.2 . . ?
C9 C8 H8B 111.2 . . ?
H8A C8 H8B 109.1 . . ?
C10 C9 C8 106.9(6) . . ?
C10 C9 H9A 110.3 . . ?
C8 C9 H9A 110.3 . . ?
C10 C9 H9B 110.3 . . ?
C8 C9 H9B 110.3 . . ?
H9A C9 H9B 108.6 . . ?
C9 C10 C11 105.8(6) . . ?
C9 C10 H10A 110.6 . . ?
C11 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
C11 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
O1 C11 N1 123.7(6) . . ?
O1 C11 C10 128.2(7) . . ?
N1 C11 C10 108.1(6) . . ?
C19 C12 N2 109.6(5) . . ?
C19 C12 C7 128.6(5) . . ?
N2 C12 C7 121.8(5) . . ?
N2 C13 C14 130.1(6) . . ?
N2 C13 C18 107.8(5) . . ?
C14 C13 C18 122.1(6) . . ?
C15 C14 C13 117.1(6) . . ?
C15 C14 H14 121.5 . . ?
C13 C14 H14 121.5 . . ?
C14 C15 C16 121.8(6) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C17 C16 C15 120.9(6) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 118.8(6) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C13 119.3(5) . . ?
C17 C18 C19 133.3(6) . . ?
C13 C18 C19 107.3(5) . . ?
C12 C19 C18 106.1(5) . . ?
C12 C19 C20 127.4(5) . . ?
C18 C19 C20 126.5(5) . . ?
C19 C20 C21 113.7(5) . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
C21 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N3 C21 C20 111.3(5) . . ?
N3 C21 H21A 109.4 . . ?
C20 C21 H21A 109.4 . . ?
N3 C21 H21B 109.4 . . ?
C20 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C23 C22 C27 119.4(7) . . ?
C23 C22 S1 120.4(5) . . ?
C27 C22 S1 120.2(6) . . ?
C22 C23 C24 120.5(7) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 121.0(7) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 117.6(7) . . ?
C26 C25 C28 121.3(8) . . ?
C24 C25 C28 121.1(8) . . ?
C25 C26 C27 121.7(7) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C22 C27 C26 119.8(7) . . ?
C22 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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
O2 S1 N3 C21 -178.7(5) . . . . ?
O3 S1 N3 C21 52.1(6) . . . . ?
C22 S1 N3 C21 -62.0(6) . . . . ?
C6 C1 C2 C3 -1.7(12) . . . . ?
Br1 C1 C2 C3 178.7(6) . . . . ?
C1 C2 C3 C4 3.8(13) . . . . ?
C2 C3 C4 C5 -2.9(12) . . . . ?
C3 C4 C5 C6 -0.2(11) . . . . ?
C4 C5 C6 C1 2.3(9) . . . . ?
C4 C5 C6 C7 -175.1(6) . . . . ?
C2 C1 C6 C5 -1.3(10) . . . . ?
Br1 C1 C6 C5 178.2(4) . . . . ?
C2 C1 C6 C7 176.0(6) . . . . ?
Br1 C1 C6 C7 -4.4(8) . . . . ?
C11 N1 C7 C12 80.5(7) . . . . ?
C8 N1 C7 C12 -102.4(6) . . . . ?
C11 N1 C7 C6 -148.8(6) . . . . ?
C8 N1 C7 C6 28.3(8) . . . . ?
C5 C6 C7 N1 -114.7(6) . . . . ?
C1 C6 C7 N1 68.1(7) . . . . ?
C5 C6 C7 C12 14.2(8) . . . . ?
C1 C6 C7 C12 -163.0(6) . . . . ?
C11 N1 C8 C9 8.1(7) . . . . ?
C7 N1 C8 C9 -169.1(6) . . . . ?
N1 C8 C9 C10 -13.7(8) . . . . ?
C8 C9 C10 C11 14.6(9) . . . . ?
C8 N1 C11 O1 -179.0(7) . . . . ?
C7 N1 C11 O1 -1.6(10) . . . . ?
C8 N1 C11 C10 0.8(8) . . . . ?
C7 N1 C11 C10 178.2(6) . . . . ?
C9 C10 C11 O1 170.0(7) . . . . ?
C9 C10 C11 N1 -9.8(9) . . . . ?
C13 N2 C12 C19 0.8(7) . . . . ?
C13 N2 C12 C7 178.8(5) . . . . ?
N1 C7 C12 C19 -136.4(6) . . . . ?
C6 C7 C12 C19 94.6(7) . . . . ?
N1 C7 C12 N2 46.0(7) . . . . ?
C6 C7 C12 N2 -83.1(7) . . . . ?
C12 N2 C13 C14 179.4(6) . . . . ?
C12 N2 C13 C18 -0.9(7) . . . . ?
N2 C13 C14 C15 178.6(6) . . . . ?
C18 C13 C14 C15 -1.0(9) . . . . ?
C13 C14 C15 C16 1.7(10) . . . . ?
C14 C15 C16 C17 -1.3(11) . . . . ?
C15 C16 C17 C18 0.1(10) . . . . ?
C16 C17 C18 C13 0.5(9) . . . . ?
C16 C17 C18 C19 179.8(6) . . . . ?
N2 C13 C18 C17 -179.8(5) . . . . ?
C14 C13 C18 C17 -0.1(9) . . . . ?
N2 C13 C18 C19 0.7(7) . . . . ?
C14 C13 C18 C19 -179.5(5) . . . . ?
N2 C12 C19 C18 -0.3(6) . . . . ?
C7 C12 C19 C18 -178.2(5) . . . . ?
N2 C12 C19 C20 -178.4(5) . . . . ?
C7 C12 C19 C20 3.7(10) . . . . ?
C17 C18 C19 C12 -179.7(6) . . . . ?
C13 C18 C19 C12 -0.3(6) . . . . ?
C17 C18 C19 C20 -1.5(10) . . . . ?
C13 C18 C19 C20 177.9(5) . . . . ?
C12 C19 C20 C21 111.9(7) . . . . ?
C18 C19 C20 C21 -65.9(7) . . . . ?
S1 N3 C21 C20 153.5(5) . . . . ?
C19 C20 C21 N3 -64.5(7) . . . . ?
O2 S1 C22 C23 56.2(6) . . . . ?
O3 S1 C22 C23 -172.6(5) . . . . ?
N3 S1 C22 C23 -58.7(6) . . . . ?
O2 S1 C22 C27 -125.2(6) . . . . ?
O3 S1 C22 C27 6.1(7) . . . . ?
N3 S1 C22 C27 120.0(6) . . . . ?
C27 C22 C23 C24 0.2(10) . . . . ?
S1 C22 C23 C24 178.9(5) . . . . ?
C22 C23 C24 C25 -1.0(10) . . . . ?
C23 C24 C25 C26 1.3(11) . . . . ?
C23 C24 C25 C28 -177.0(7) . . . . ?
C24 C25 C26 C27 -1.0(12) . . . . ?
C28 C25 C26 C27 177.3(7) . . . . ?
C23 C22 C27 C26 0.1(11) . . . . ?
S1 C22 C27 C26 -178.6(6) . . . . ?
C25 C26 C27 C22 0.3(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.065
_database_code_depnum_ccdc_archive 'CCDC 947549'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H30 N3 O3 S'
_chemical_formula_sum            'C29 H30 N3 O3 S'
_chemical_formula_weight         500.62

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.062(8)
_cell_length_b                   15.828(5)
_cell_length_c                   14.693(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 120.379(7)
_cell_angle_gamma                90.00
_cell_volume                     5229(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7001
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2120
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_correction_T_min  0.504
_exptl_absorpt_correction_T_max  0.969

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12376
_diffrn_reflns_av_R_equivalents  0.0652
_diffrn_reflns_av_sigmaI/netI    0.0870
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.34
_reflns_number_total             4590
_reflns_number_gt                2498
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1468P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4590
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1594
_refine_ls_R_factor_gt           0.0871
_refine_ls_wR_factor_ref         0.2966
_refine_ls_wR_factor_gt          0.2303
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.56425(7) 0.23020(9) 0.49125(13) 0.0711(5) Uani 1 1 d . . .
O1 O 0.5835(2) 0.2395(3) 0.6013(4) 0.0963(14) Uani 1 1 d . . .
O2 O 0.5270(2) 0.1610(3) 0.4321(4) 0.0999(15) Uani 1 1 d . . .
O3 O 0.64619(16) -0.1604(2) 0.8146(3) 0.0704(11) Uani 1 1 d . . .
N1 N 0.6228(2) 0.2219(3) 0.4828(4) 0.0652(12) Uani 1 1 d . . .
N2 N 0.70581(16) -0.0045(3) 0.6789(3) 0.0528(10) Uani 1 1 d . . .
N3 N 0.62448(15) -0.0602(2) 0.6881(3) 0.0464(10) Uani 1 1 d . . .
C1 C 0.5264(3) 0.3232(3) 0.4268(4) 0.0626(14) Uani 1 1 d . A .
C2 C 0.5525(3) 0.4010(4) 0.4630(4) 0.0698(15) Uani 1 1 d . . .
H2 H 0.5911 0.4046 0.5200 0.084 Uiso 1 1 calc R . .
C3 C 0.5211(3) 0.4739(4) 0.4144(5) 0.0808(17) Uani 1 1 d . A .
H3 H 0.5389 0.5260 0.4412 0.097 Uiso 1 1 calc R . .
C4 C 0.4659(3) 0.4721(5) 0.3299(5) 0.086(2) Uani 1 1 d . . .
C5 C 0.4404(3) 0.3946(7) 0.2946(6) 0.108(2) Uani 1 1 d . A .
H5 H 0.4020 0.3917 0.2370 0.130 Uiso 1 1 calc R . .
C6 C 0.4702(3) 0.3198(5) 0.3421(5) 0.0845(19) Uani 1 1 d . . .
H6 H 0.4517 0.2679 0.3161 0.101 Uiso 1 1 calc R A .
C7 C 0.4418(7) 0.5618(8) 0.2816(9) 0.078(4) Uiso 0.56(2) 1 d P A 1
H7A H 0.4091 0.5764 0.2912 0.116 Uiso 0.56(2) 1 calc PR A 1
H7B H 0.4286 0.5610 0.2076 0.116 Uiso 0.56(2) 1 calc PR A 1
H7C H 0.4730 0.6028 0.3163 0.116 Uiso 0.56(2) 1 calc PR A 1
C7A C 0.4155(10) 0.5370(13) 0.2721(13) 0.093(6) Uiso 0.44(2) 1 d P A 2
H7A1 H 0.4174 0.5784 0.3215 0.140 Uiso 0.44(2) 1 calc PR A 2
H7A2 H 0.3778 0.5087 0.2406 0.140 Uiso 0.44(2) 1 calc PR A 2
H7A3 H 0.4198 0.5645 0.2181 0.140 Uiso 0.44(2) 1 calc PR A 2
C8 C 0.6803(3) 0.2595(3) 0.5580(5) 0.0763(17) Uani 1 1 d . . .
H8A H 0.6804 0.2745 0.6221 0.092 Uiso 1 1 calc R . .
H8B H 0.6861 0.3107 0.5281 0.092 Uiso 1 1 calc R . .
C9 C 0.7313(2) 0.1976(3) 0.5844(5) 0.0673(15) Uani 1 1 d . . .
H9A H 0.7291 0.1800 0.5193 0.081 Uiso 1 1 calc R . .
H9B H 0.7688 0.2268 0.6266 0.081 Uiso 1 1 calc R . .
C10 C 0.7303(2) 0.1216(3) 0.6424(4) 0.0533(12) Uani 1 1 d . . .
C11 C 0.7658(2) 0.1069(3) 0.7550(4) 0.0557(13) Uani 1 1 d . . .
C12 C 0.8111(2) 0.1522(4) 0.8384(5) 0.0771(17) Uani 1 1 d . . .
H12 H 0.8237 0.2041 0.8270 0.092 Uiso 1 1 calc R . .
C13 C 0.8365(3) 0.1181(5) 0.9375(6) 0.093(2) Uani 1 1 d . . .
H13 H 0.8674 0.1469 0.9937 0.112 Uiso 1 1 calc R . .
C14 C 0.8172(3) 0.0410(5) 0.9564(5) 0.090(2) Uani 1 1 d . . .
H14 H 0.8345 0.0205 1.0250 0.108 Uiso 1 1 calc R . .
C15 C 0.7732(2) -0.0046(4) 0.8752(4) 0.0688(15) Uani 1 1 d . . .
H15 H 0.7601 -0.0558 0.8874 0.083 Uiso 1 1 calc R . .
C16 C 0.7489(2) 0.0282(3) 0.7742(4) 0.0565(13) Uani 1 1 d . . .
C17 C 0.6949(2) 0.0532(3) 0.6016(4) 0.0532(12) Uani 1 1 d . . .
H17 H 0.6669 0.0461 0.5305 0.064 Uiso 1 1 calc R . .
C18 C 0.6718(2) -0.0807(3) 0.6674(4) 0.0520(12) Uani 1 1 d . . .
H18 H 0.6985 -0.1207 0.7217 0.062 Uiso 1 1 calc R . .
C19 C 0.6496(2) -0.1224(3) 0.5606(4) 0.0552(13) Uani 1 1 d . A .
C20 C 0.6919(3) -0.1422(3) 0.5320(5) 0.0762(17) Uani 1 1 d . . .
C21 C 0.6803(7) -0.1731(7) 0.4410(10) 0.059(4) Uiso 0.56(2) 1 d P A 1
H21 H 0.7100 -0.1810 0.4245 0.071 Uiso 0.56(2) 1 calc PR A 1
C22 C 0.6201(8) -0.1941(6) 0.3686(10) 0.051(3) Uiso 0.56(2) 1 d P A 1
H22 H 0.6093 -0.2152 0.3022 0.061 Uiso 0.56(2) 1 calc PR A 1
C21A C 0.6548(11) -0.1845(9) 0.4147(15) 0.058(4) Uiso 0.44(2) 1 d P A 2
H21A H 0.6757 -0.1971 0.3805 0.069 Uiso 0.44(2) 1 calc PR A 2
C22A C 0.5952(10) -0.2029(10) 0.3626(13) 0.064(5) Uiso 0.44(2) 1 d P A 2
H22A H 0.5763 -0.2320 0.2989 0.077 Uiso 0.44(2) 1 calc PR A 2
C23 C 0.5723(3) -0.1815(4) 0.4005(5) 0.0835(19) Uani 1 1 d . . .
H23 H 0.5331 -0.1986 0.3568 0.100 Uiso 1 1 calc R A 1
C24 C 0.5905(2) -0.1440(3) 0.4963(4) 0.0644(14) Uani 1 1 d . A .
H24 H 0.5632 -0.1332 0.5180 0.077 Uiso 1 1 calc R . .
C25 C 0.7578(3) -0.1299(5) 0.6029(7) 0.108(3) Uani 1 1 d . A .
H25A H 0.7786 -0.1584 0.5734 0.162 Uiso 1 1 calc R . .
H25B H 0.7700 -0.1528 0.6714 0.162 Uiso 1 1 calc R . .
H25C H 0.7670 -0.0707 0.6091 0.162 Uiso 1 1 calc R . .
C26 C 0.5903(2) 0.0193(3) 0.6500(4) 0.0601(13) Uani 1 1 d . . .
H26A H 0.5702 0.0233 0.5737 0.072 Uiso 1 1 calc R . .
H26B H 0.6157 0.0682 0.6807 0.072 Uiso 1 1 calc R . .
C27 C 0.5465(2) 0.0110(3) 0.6878(4) 0.0622(14) Uani 1 1 d . . .
H27A H 0.5374 0.0659 0.7056 0.075 Uiso 1 1 calc R . .
H27B H 0.5098 -0.0149 0.6342 0.075 Uiso 1 1 calc R . .
C28 C 0.5774(2) -0.0445(4) 0.7842(4) 0.0668(15) Uani 1 1 d . . .
H28A H 0.5993 -0.0108 0.8476 0.080 Uiso 1 1 calc R . .
H28B H 0.5490 -0.0796 0.7909 0.080 Uiso 1 1 calc R . .
C29 C 0.6180(2) -0.0963(3) 0.7656(4) 0.0552(13) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.1023(11) 0.0535(9) 0.0795(12) -0.0016(8) 0.0621(9) -0.0058(8)
O1 0.169(4) 0.077(3) 0.082(3) 0.013(2) 0.092(3) 0.017(3)
O2 0.133(4) 0.058(3) 0.135(4) -0.027(3) 0.088(3) -0.037(2)
O3 0.082(2) 0.065(2) 0.071(3) 0.030(2) 0.044(2) 0.022(2)
N1 0.085(3) 0.052(3) 0.065(3) -0.002(2) 0.042(2) -0.001(2)
N2 0.058(2) 0.055(3) 0.043(2) 0.003(2) 0.0249(19) -0.0082(19)
N3 0.053(2) 0.045(2) 0.050(2) 0.0089(18) 0.0322(18) 0.0050(17)
C1 0.080(4) 0.058(4) 0.064(4) -0.010(3) 0.047(3) -0.009(3)
C2 0.079(4) 0.070(4) 0.054(3) 0.003(3) 0.029(3) 0.008(3)
C3 0.105(5) 0.074(4) 0.068(4) 0.002(3) 0.047(4) 0.013(4)
C4 0.090(4) 0.111(6) 0.055(4) -0.002(4) 0.035(4) 0.028(4)
C5 0.087(5) 0.141(8) 0.068(5) -0.005(5) 0.018(4) 0.012(5)
C6 0.071(4) 0.101(6) 0.081(5) -0.025(4) 0.038(4) -0.018(4)
C8 0.122(5) 0.043(3) 0.084(4) -0.006(3) 0.066(4) -0.014(3)
C9 0.071(3) 0.060(3) 0.075(4) 0.004(3) 0.040(3) -0.022(3)
C10 0.059(3) 0.053(3) 0.058(3) 0.000(3) 0.037(2) -0.003(2)
C11 0.060(3) 0.053(3) 0.059(4) -0.011(3) 0.034(3) -0.004(2)
C12 0.073(3) 0.067(4) 0.075(5) -0.017(3) 0.026(3) 0.001(3)
C13 0.086(4) 0.087(5) 0.072(5) -0.030(4) 0.014(4) 0.003(4)
C14 0.099(4) 0.090(5) 0.053(4) -0.001(4) 0.017(3) 0.024(4)
C15 0.074(3) 0.070(4) 0.054(4) 0.005(3) 0.026(3) 0.015(3)
C16 0.062(3) 0.058(3) 0.054(3) 0.000(3) 0.033(3) 0.005(2)
C17 0.058(3) 0.055(3) 0.049(3) 0.005(2) 0.029(2) -0.006(2)
C18 0.060(3) 0.045(3) 0.056(3) 0.013(2) 0.033(2) -0.001(2)
C19 0.072(3) 0.043(3) 0.055(3) 0.005(2) 0.036(3) -0.001(2)
C20 0.118(5) 0.053(4) 0.091(5) 0.007(3) 0.077(4) 0.007(3)
C23 0.100(4) 0.068(4) 0.065(4) -0.001(3) 0.028(4) 0.015(3)
C24 0.087(4) 0.047(3) 0.052(4) -0.001(3) 0.030(3) -0.002(3)
C25 0.081(4) 0.117(6) 0.164(7) -0.004(5) 0.091(5) 0.006(4)
C26 0.078(3) 0.041(3) 0.058(3) 0.005(2) 0.032(3) 0.006(2)
C27 0.077(3) 0.045(3) 0.069(4) 0.002(3) 0.040(3) 0.005(2)
C28 0.072(3) 0.072(4) 0.061(4) 0.015(3) 0.038(3) 0.021(3)
C29 0.065(3) 0.049(3) 0.047(3) 0.004(3) 0.025(2) -0.005(2)

_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 O2 1.430(4) . ?
S1 O1 1.438(4) . ?
S1 N1 1.597(5) . ?
S1 C1 1.758(6) . ?
O3 C29 1.246(6) . ?
N1 C8 1.465(7) . ?
N2 C17 1.371(6) . ?
N2 C16 1.378(6) . ?
N2 C18 1.454(6) . ?
N3 C29 1.359(6) . ?
N3 C18 1.449(6) . ?
N3 C26 1.478(6) . ?
C1 C6 1.362(8) . ?
C1 C2 1.378(7) . ?
C2 C3 1.385(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.344(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(10) . ?
C4 C7A 1.542(17) . ?
C4 C7 1.570(14) . ?
C5 C6 1.394(10) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7A H7A1 0.9600 . ?
C7A H7A2 0.9600 . ?
C7A H7A3 0.9600 . ?
C8 C9 1.534(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.482(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C17 1.350(7) . ?
C10 C11 1.448(7) . ?
C11 C12 1.396(7) . ?
C11 C16 1.397(7) . ?
C12 C13 1.369(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.400(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(7) . ?
C15 H15 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.522(7) . ?
C18 H18 0.9800 . ?
C19 C24 1.383(7) . ?
C19 C20 1.399(7) . ?
C20 C21 1.307(12) . ?
C20 C25 1.505(10) . ?
C20 C21A 1.63(2) . ?
C21 C22 1.420(17) . ?
C21 H21 0.9300 . ?
C22 C23 1.550(17) . ?
C22 H22 0.9300 . ?
C21A C22A 1.37(2) . ?
C21A H21A 0.9300 . ?
C22A C23 1.06(2) . ?
C22A H22A 0.9300 . ?
C23 C24 1.372(8) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.507(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.507(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.469(7) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?

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
O2 S1 O1 120.4(3) . . ?
O2 S1 N1 105.7(3) . . ?
O1 S1 N1 107.0(3) . . ?
O2 S1 C1 106.9(3) . . ?
O1 S1 C1 107.6(3) . . ?
N1 S1 C1 108.9(2) . . ?
C8 N1 S1 124.1(4) . . ?
C17 N2 C16 108.2(4) . . ?
C17 N2 C18 126.7(4) . . ?
C16 N2 C18 124.4(4) . . ?
C29 N3 C18 124.1(4) . . ?
C29 N3 C26 111.7(4) . . ?
C18 N3 C26 121.6(4) . . ?
C6 C1 C2 118.7(6) . . ?
C6 C1 S1 120.7(5) . . ?
C2 C1 S1 120.5(4) . . ?
C1 C2 C3 119.9(6) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 122.4(7) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C4 C5 117.3(7) . . ?
C3 C4 C7A 135.3(11) . . ?
C5 C4 C7A 105.9(11) . . ?
C3 C4 C7 113.2(9) . . ?
C5 C4 C7 129.4(8) . . ?
C7A C4 C7 27.5(7) . . ?
C4 C5 C6 122.2(6) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C1 C6 C5 119.5(6) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
C4 C7A H7A1 109.5 . . ?
C4 C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C4 C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
N1 C8 C9 110.9(4) . . ?
N1 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.0 . . ?
C10 C9 C8 113.5(4) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C17 C10 C11 106.1(4) . . ?
C17 C10 C9 127.0(5) . . ?
C11 C10 C9 126.9(5) . . ?
C12 C11 C16 119.6(5) . . ?
C12 C11 C10 133.5(5) . . ?
C16 C11 C10 106.9(4) . . ?
C13 C12 C11 118.0(6) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C12 C13 C14 121.7(6) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C13 120.9(6) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 117.5(6) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
N2 C16 C15 130.0(5) . . ?
N2 C16 C11 107.9(4) . . ?
C15 C16 C11 122.1(5) . . ?
C10 C17 N2 110.9(4) . . ?
C10 C17 H17 124.5 . . ?
N2 C17 H17 124.5 . . ?
N3 C18 N2 108.9(4) . . ?
N3 C18 C19 113.2(4) . . ?
N2 C18 C19 111.8(4) . . ?
N3 C18 H18 107.6 . . ?
N2 C18 H18 107.6 . . ?
C19 C18 H18 107.6 . . ?
C24 C19 C20 121.0(5) . . ?
C24 C19 C18 121.5(4) . . ?
C20 C19 C18 117.5(5) . . ?
C21 C20 C19 125.5(9) . . ?
C21 C20 C25 110.4(9) . . ?
C19 C20 C25 124.1(6) . . ?
C21 C20 C21A 20.0(7) . . ?
C19 C20 C21A 105.8(8) . . ?
C25 C20 C21A 130.0(9) . . ?
C20 C21 C22 116.8(10) . . ?
C20 C21 H21 121.6 . . ?
C22 C21 H21 121.6 . . ?
C21 C22 C23 119.7(9) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C22A C21A C20 125.1(12) . . ?
C22A C21A H21A 117.5 . . ?
C20 C21A H21A 117.5 . . ?
C23 C22A C21A 114.8(15) . . ?
C23 C22A H22A 122.6 . . ?
C21A C22A H22A 122.6 . . ?
C22A C23 C24 133.2(14) . . ?
C22A C23 C22 17.3(12) . . ?
C24 C23 C22 116.9(7) . . ?
C22A C23 H23 104.9 . . ?
C24 C23 H23 121.6 . . ?
C22 C23 H23 121.6 . . ?
C23 C24 C19 119.7(6) . . ?
C23 C24 H24 120.2 . . ?
C19 C24 H24 120.2 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 C27 102.1(4) . . ?
N3 C26 H26A 111.3 . . ?
C27 C26 H26A 111.3 . . ?
N3 C26 H26B 111.3 . . ?
C27 C26 H26B 111.3 . . ?
H26A C26 H26B 109.2 . . ?
C28 C27 C26 104.6(4) . . ?
C28 C27 H27A 110.8 . . ?
C26 C27 H27A 110.8 . . ?
C28 C27 H27B 110.8 . . ?
C26 C27 H27B 110.8 . . ?
H27A C27 H27B 108.9 . . ?
C29 C28 C27 104.1(4) . . ?
C29 C28 H28A 110.9 . . ?
C27 C28 H28A 110.9 . . ?
C29 C28 H28B 110.9 . . ?
C27 C28 H28B 110.9 . . ?
H28A C28 H28B 108.9 . . ?
O3 C29 N3 122.7(5) . . ?
O3 C29 C28 128.1(5) . . ?
N3 C29 C28 109.0(4) . . ?

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
O2 S1 N1 C8 -157.9(4) . . . . ?
O1 S1 N1 C8 -28.5(5) . . . . ?
C1 S1 N1 C8 87.5(5) . . . . ?
O2 S1 C1 C6 4.8(5) . . . . ?
O1 S1 C1 C6 -125.8(5) . . . . ?
N1 S1 C1 C6 118.5(5) . . . . ?
O2 S1 C1 C2 -177.2(4) . . . . ?
O1 S1 C1 C2 52.3(5) . . . . ?
N1 S1 C1 C2 -63.4(5) . . . . ?
C6 C1 C2 C3 1.1(8) . . . . ?
S1 C1 C2 C3 -177.0(4) . . . . ?
C1 C2 C3 C4 -2.0(9) . . . . ?
C2 C3 C4 C5 2.0(10) . . . . ?
C2 C3 C4 C7A 165.6(13) . . . . ?
C2 C3 C4 C7 -174.2(7) . . . . ?
C3 C4 C5 C6 -1.1(11) . . . . ?
C7A C4 C5 C6 -169.2(9) . . . . ?
C7 C4 C5 C6 174.3(9) . . . . ?
C2 C1 C6 C5 -0.3(9) . . . . ?
S1 C1 C6 C5 177.8(5) . . . . ?
C4 C5 C6 C1 0.3(11) . . . . ?
S1 N1 C8 C9 137.7(4) . . . . ?
N1 C8 C9 C10 -66.2(6) . . . . ?
C8 C9 C10 C17 78.2(7) . . . . ?
C8 C9 C10 C11 -99.7(6) . . . . ?
C17 C10 C11 C12 177.7(5) . . . . ?
C9 C10 C11 C12 -4.1(9) . . . . ?
C17 C10 C11 C16 0.2(5) . . . . ?
C9 C10 C11 C16 178.5(4) . . . . ?
C16 C11 C12 C13 -1.5(8) . . . . ?
C10 C11 C12 C13 -178.7(6) . . . . ?
C11 C12 C13 C14 -1.4(9) . . . . ?
C12 C13 C14 C15 2.1(10) . . . . ?
C13 C14 C15 C16 0.3(8) . . . . ?
C17 N2 C16 C15 177.3(5) . . . . ?
C18 N2 C16 C15 6.4(8) . . . . ?
C17 N2 C16 C11 -1.2(5) . . . . ?
C18 N2 C16 C11 -172.1(4) . . . . ?
C14 C15 C16 N2 178.3(5) . . . . ?
C14 C15 C16 C11 -3.4(7) . . . . ?
C12 C11 C16 N2 -177.3(4) . . . . ?
C10 C11 C16 N2 0.6(5) . . . . ?
C12 C11 C16 C15 4.0(7) . . . . ?
C10 C11 C16 C15 -178.1(4) . . . . ?
C11 C10 C17 N2 -1.0(5) . . . . ?
C9 C10 C17 N2 -179.2(4) . . . . ?
C16 N2 C17 C10 1.4(5) . . . . ?
C18 N2 C17 C10 172.1(4) . . . . ?
C29 N3 C18 N2 -120.4(5) . . . . ?
C26 N3 C18 N2 40.2(6) . . . . ?
C29 N3 C18 C19 114.6(5) . . . . ?
C26 N3 C18 C19 -84.8(5) . . . . ?
C17 N2 C18 N3 -89.3(5) . . . . ?
C16 N2 C18 N3 79.9(5) . . . . ?
C17 N2 C18 C19 36.5(6) . . . . ?
C16 N2 C18 C19 -154.3(4) . . . . ?
N3 C18 C19 C24 -5.2(6) . . . . ?
N2 C18 C19 C24 -128.6(5) . . . . ?
N3 C18 C19 C20 178.0(4) . . . . ?
N2 C18 C19 C20 54.7(6) . . . . ?
C24 C19 C20 C21 7.8(10) . . . . ?
C18 C19 C20 C21 -175.5(7) . . . . ?
C24 C19 C20 C25 -172.6(6) . . . . ?
C18 C19 C20 C25 4.1(8) . . . . ?
C24 C19 C20 C21A 3.9(8) . . . . ?
C18 C19 C20 C21A -179.4(6) . . . . ?
C19 C20 C21 C22 -5.0(12) . . . . ?
C25 C20 C21 C22 175.4(7) . . . . ?
C21A C20 C21 C22 6.0(17) . . . . ?
C20 C21 C22 C23 -1.3(12) . . . . ?
C21 C20 C21A C22A -176(3) . . . . ?
C19 C20 C21A C22A -5.6(14) . . . . ?
C25 C20 C21A C22A 170.6(11) . . . . ?
C20 C21A C22A C23 6(2) . . . . ?
C21A C22A C23 C24 -6(2) . . . . ?
C21A C22A C23 C22 15(2) . . . . ?
C21 C22 C23 C22A -158(4) . . . . ?
C21 C22 C23 C24 4.8(10) . . . . ?
C22A C23 C24 C19 4.6(16) . . . . ?
C22 C23 C24 C19 -2.3(8) . . . . ?
C20 C19 C24 C23 -3.4(8) . . . . ?
C18 C19 C24 C23 180.0(5) . . . . ?
C29 N3 C26 C27 -18.5(5) . . . . ?
C18 N3 C26 C27 178.7(4) . . . . ?
N3 C26 C27 C28 27.6(5) . . . . ?
C26 C27 C28 C29 -27.5(6) . . . . ?
C18 N3 C29 O3 -12.4(7) . . . . ?
C26 N3 C29 O3 -174.7(4) . . . . ?
C18 N3 C29 C28 163.6(4) . . . . ?
C26 N3 C29 C28 1.3(6) . . . . ?
C27 C28 C29 O3 -167.7(5) . . . . ?
C27 C28 C29 N3 16.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        25.34
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.070
_database_code_depnum_ccdc_archive 'CCDC 947550'