# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H23 N O S'
_chemical_formula_sum            'C33 H23 N O S'
_chemical_formula_weight         481.58

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   P2(1)/c

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                   23.642(3)
_cell_length_b                   5.7597(6)
_cell_length_c                   19.018(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.496(4)
_cell_angle_gamma                90.00
_cell_volume                     2495.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14896
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5666
_reflns_number_gt                4052
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0788P)²+0.0000P] where P=(Fo²+2Fc²)/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         5666
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1264
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_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 0.471731(19) 0.74401(7) 0.18505(2) 0.03066(14) Uani 1 1 d . . .
O1 O 0.63366(6) 0.9572(2) 0.05930(8) 0.0377(3) Uani 1 1 d . . .
N1 N 0.42797(6) 1.1463(2) 0.13483(7) 0.0279(3) Uani 1 1 d . . .
C1 C 0.58274(7) 1.0128(3) 0.07737(9) 0.0291(4) Uani 1 1 d . . .
C2 C 0.56174(7) 0.8521(3) 0.11829(9) 0.0292(4) Uani 1 1 d . . .
H2A H 0.5818 0.7105 0.1336 0.035 Uiso 1 1 calc R . .
C3 C 0.50982(7) 0.9069(3) 0.13616(9) 0.0268(4) Uani 1 1 d . . .
C4 C 0.47960(7) 1.1173(3) 0.11405(9) 0.0267(4) Uani 1 1 d . . .
C5 C 0.50283(8) 1.2768(3) 0.07423(9) 0.0302(4) Uani 1 1 d . . .
H5A H 0.4834 1.4202 0.0595 0.036 Uiso 1 1 calc R . .
C6 C 0.55449(8) 1.2244(3) 0.05638(9) 0.0310(4) Uani 1 1 d . . .
H6A H 0.5708 1.3331 0.0297 0.037 Uiso 1 1 calc R . .
C7 C 0.41868(7) 0.9667(3) 0.17239(9) 0.0268(4) Uani 1 1 d . . .
C8 C 0.36848(7) 0.9439(3) 0.20348(9) 0.0274(4) Uani 1 1 d . . .
C9 C 0.36318(8) 0.7519(3) 0.24617(9) 0.0317(4) Uani 1 1 d . . .
H9A H 0.3922 0.6334 0.2546 0.038 Uiso 1 1 calc R . .
C10 C 0.31619(8) 0.7324(3) 0.27625(10) 0.0327(4) Uani 1 1 d . . .
H10A H 0.3137 0.6018 0.3057 0.039 Uiso 1 1 calc R . .
C11 C 0.27230(8) 0.9026(3) 0.26384(9) 0.0301(4) Uani 1 1 d . . .
C12 C 0.27756(8) 1.0936(3) 0.22037(10) 0.0350(4) Uani 1 1 d . . .
H12A H 0.2480 1.2101 0.2109 0.042 Uiso 1 1 calc R . .
C13 C 0.32485(8) 1.1158(3) 0.19107(10) 0.0336(4) Uani 1 1 d . . .
H13A H 0.3278 1.2480 0.1624 0.040 Uiso 1 1 calc R . .
C14 C 0.22437(8) 0.8860(3) 0.30124(10) 0.0316(4) Uani 1 1 d . . .
C15 C 0.24484(7) 0.8599(3) 0.38278(9) 0.0299(4) Uani 1 1 d . . .
C16 C 0.28780(8) 1.0088(3) 0.42295(10) 0.0355(4) Uani 1 1 d . . .
H16A H 0.3030 1.1280 0.3987 0.043 Uiso 1 1 calc R . .
C17 C 0.30878(9) 0.9853(4) 0.49822(10) 0.0434(5) Uani 1 1 d . . .
H17A H 0.3373 1.0904 0.5254 0.052 Uiso 1 1 calc R . .
C18 C 0.28764(10) 0.8063(4) 0.53332(11) 0.0481(5) Uani 1 1 d . . .
H18A H 0.3018 0.7886 0.5847 0.058 Uiso 1 1 calc R . .
C19 C 0.24625(10) 0.6549(4) 0.49377(12) 0.0487(5) Uani 1 1 d . . .
H19A H 0.2325 0.5313 0.5179 0.058 Uiso 1 1 calc R . .
C20 C 0.22440(9) 0.6811(3) 0.41898(11) 0.0394(5) Uani 1 1 d . . .
H20A H 0.1954 0.5768 0.3923 0.047 Uiso 1 1 calc R . .
C21 C 0.16711(8) 0.8966(3) 0.26489(9) 0.0311(4) Uani 1 1 d . . .
C22 C 0.11941(7) 0.9193(3) 0.30237(9) 0.0309(4) Uani 1 1 d . . .
C23 C 0.11772(9) 1.1032(3) 0.34946(11) 0.0406(5) Uani 1 1 d . . .
H23A H 0.1491 1.2115 0.3611 0.049 Uiso 1 1 calc R . .
C24 C 0.07056(10) 1.1299(4) 0.37968(11) 0.0476(5) Uani 1 1 d . . .
H24A H 0.0696 1.2582 0.4108 0.057 Uiso 1 1 calc R . .
C25 C 0.02503(9) 0.9708(4) 0.36470(11) 0.0466(5) Uani 1 1 d . . .
H25A H -0.0070 0.9885 0.3857 0.056 Uiso 1 1 calc R . .
C26 C 0.02655(9) 0.7863(4) 0.31905(11) 0.0446(5) Uani 1 1 d . . .
H26A H -0.0043 0.6753 0.3090 0.053 Uiso 1 1 calc R . .
C27 C 0.07267(8) 0.7621(3) 0.28786(11) 0.0379(4) Uani 1 1 d . . .
H27A H 0.0726 0.6356 0.2558 0.045 Uiso 1 1 calc R . .
C28 C 0.14601(7) 0.8839(3) 0.18337(9) 0.0302(4) Uani 1 1 d . . .
C29 C 0.10913(8) 1.0548(3) 0.14458(10) 0.0383(4) Uani 1 1 d . . .
H29A H 0.0997 1.1857 0.1696 0.046 Uiso 1 1 calc R . .
C30 C 0.08589(10) 1.0363(4) 0.06948(11) 0.0494(5) Uani 1 1 d . . .
H30A H 0.0607 1.1541 0.0434 0.059 Uiso 1 1 calc R . .
C31 C 0.09955(11) 0.8449(4) 0.03266(11) 0.0526(6) Uani 1 1 d . . .
H31A H 0.0839 0.8324 -0.0187 0.063 Uiso 1 1 calc R . .
C32 C 0.13555(10) 0.6740(4) 0.07034(11) 0.0499(6) Uani 1 1 d . . .
H32A H 0.1442 0.5421 0.0451 0.060 Uiso 1 1 calc R . .
C33 C 0.15938(9) 0.6930(3) 0.14530(11) 0.0406(5) Uani 1 1 d . . .
H33A H 0.1849 0.5754 0.1708 0.049 Uiso 1 1 calc R . .
H1B H 0.6431(12) 1.066(5) 0.0356(14) 0.070(8) Uiso 1 1 d . . .


_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 C3 1.7329(18) . ?
S1 C7 1.7651(17) . ?
O1 C1 1.375(2) . ?
N1 C7 1.309(2) . ?
N1 C4 1.390(2) . ?
C1 C2 1.384(2) . ?
C1 C6 1.396(2) . ?
C2 C3 1.395(2) . ?
C3 C4 1.412(2) . ?
C4 C5 1.393(2) . ?
C5 C6 1.386(3) . ?
C7 C8 1.466(2) . ?
C8 C9 1.397(2) . ?
C8 C13 1.404(2) . ?
C9 C10 1.383(3) . ?
C10 C11 1.401(2) . ?
C11 C12 1.402(2) . ?
C11 C14 1.493(3) . ?
C12 C13 1.382(3) . ?
C14 C21 1.347(2) . ?
C14 C15 1.503(2) . ?
C15 C16 1.391(2) . ?
C15 C20 1.395(3) . ?
C16 C17 1.391(3) . ?
C17 C18 1.392(3) . ?
C18 C19 1.375(3) . ?
C19 C20 1.386(3) . ?
C21 C22 1.492(3) . ?
C21 C28 1.498(2) . ?
C22 C23 1.394(2) . ?
C22 C27 1.398(3) . ?
C23 C24 1.392(3) . ?
C24 C25 1.384(3) . ?
C25 C26 1.379(3) . ?
C26 C27 1.380(3) . ?
C28 C29 1.389(2) . ?
C28 C33 1.399(3) . ?
C29 C30 1.391(3) . ?
C30 C31 1.389(3) . ?
C31 C32 1.371(3) . ?
C32 C33 1.390(3) . ?

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
C3 S1 C7 89.17(8) . . ?
C7 N1 C4 110.38(14) . . ?
O1 C1 C2 117.05(16) . . ?
O1 C1 C6 121.04(16) . . ?
C2 C1 C6 121.90(17) . . ?
C1 C2 C3 117.22(16) . . ?
C2 C3 C4 121.97(16) . . ?
C2 C3 S1 128.74(13) . . ?
C4 C3 S1 109.29(13) . . ?
N1 C4 C5 125.36(15) . . ?
N1 C4 C3 115.56(15) . . ?
C5 C4 C3 119.08(17) . . ?
C6 C5 C4 119.39(16) . . ?
C5 C6 C1 120.39(17) . . ?
N1 C7 C8 124.25(15) . . ?
N1 C7 S1 115.60(14) . . ?
C8 C7 S1 120.14(12) . . ?
C9 C8 C13 118.70(17) . . ?
C9 C8 C7 120.86(15) . . ?
C13 C8 C7 120.44(15) . . ?
C10 C9 C8 120.73(16) . . ?
C9 C10 C11 120.95(16) . . ?
C10 C11 C12 118.05(17) . . ?
C10 C11 C14 119.83(15) . . ?
C12 C11 C14 121.95(16) . . ?
C13 C12 C11 121.28(16) . . ?
C12 C13 C8 120.29(16) . . ?
C21 C14 C11 122.63(16) . . ?
C21 C14 C15 122.44(18) . . ?
C11 C14 C15 114.92(14) . . ?
C16 C15 C20 118.84(16) . . ?
C16 C15 C14 119.41(16) . . ?
C20 C15 C14 121.63(15) . . ?
C17 C16 C15 120.82(18) . . ?
C16 C17 C18 119.40(18) . . ?
C19 C18 C17 120.11(18) . . ?
C18 C19 C20 120.6(2) . . ?
C19 C20 C15 120.23(18) . . ?
C14 C21 C22 122.88(16) . . ?
C14 C21 C28 122.69(18) . . ?
C22 C21 C28 114.43(14) . . ?
C23 C22 C27 117.51(18) . . ?
C23 C22 C21 121.90(16) . . ?
C27 C22 C21 120.49(16) . . ?
C24 C23 C22 120.84(18) . . ?
C25 C24 C23 120.41(19) . . ?
C26 C25 C24 119.4(2) . . ?
C25 C26 C27 120.32(19) . . ?
C26 C27 C22 121.54(19) . . ?
C29 C28 C33 118.59(16) . . ?
C29 C28 C21 120.22(16) . . ?
C33 C28 C21 121.02(15) . . ?
C28 C29 C30 120.73(19) . . ?
C31 C30 C29 119.82(19) . . ?
C32 C31 C30 120.09(19) . . ?
C31 C32 C33 120.3(2) . . ?
C32 C33 C28 120.47(18) . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 981044'
#######################################################################
#
#                 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_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H24 N O S, Cl, 2(C4 H8 O)'
_chemical_formula_sum            'C41 H40 Cl N O3 S'
_chemical_formula_weight         662.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   25.4332(6)
_cell_length_b                   13.2344(3)
_cell_length_c                   10.6949(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.568(2)
_cell_angle_gamma                90.00
_cell_volume                     3576.20(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3621
_cell_measurement_theta_min      3.7610
_cell_measurement_theta_max      66.3660

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    1.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82766
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.5058
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12877
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0620
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.3394
_diffrn_reflns_theta_max         66.9340
_reflns_number_total             6204
_reflns_number_gt                4787
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1109P)²+4.0447P] where P=(Fo²+2Fc²)/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         6204
_refine_ls_number_parameters     429
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0727
_refine_ls_wR_factor_ref         0.2171
_refine_ls_wR_factor_gt          0.1999
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Cl1 Cl 0.08908(3) 0.49361(6) 0.51543(8) 0.0363(3) Uani 1 1 d . . .
S1 S 0.11183(3) 0.66314(7) 0.31346(8) 0.0348(3) Uani 1 1 d . . .
N1 N 0.09595(11) 0.8200(2) 0.1793(3) 0.0334(7) Uani 1 1 d . . .
O1 O -0.08948(10) 0.7125(2) 0.3604(3) 0.0499(7) Uani 1 1 d . . .
H1 H -0.0880 0.6527 0.3871 0.075 Uiso 1 1 calc R . .
C8 C 0.18827(14) 0.7618(3) 0.1925(3) 0.0327(8) Uani 1 1 d . . .
C7 C 0.13385(14) 0.7564(3) 0.2203(3) 0.0336(8) Uani 1 1 d . . .
C3 C 0.04804(14) 0.7142(3) 0.2945(3) 0.0328(8) Uani 1 1 d . . .
C13 C 0.20477(15) 0.8337(3) 0.1086(4) 0.0378(8) Uani 1 1 d . . .
H13 H 0.1801 0.8815 0.0702 0.045 Uiso 1 1 calc R . .
C5 C 0.00063(14) 0.8549(3) 0.1900(4) 0.0358(8) Uani 1 1 d . . .
H5 H -0.0002 0.9132 0.1379 0.043 Uiso 1 1 calc R . .
C4 C 0.04704(14) 0.7994(3) 0.2182(3) 0.0332(8) Uani 1 1 d . . .
C1 C -0.04291(14) 0.7367(3) 0.3166(4) 0.0375(8) Uani 1 1 d . . .
C2 C 0.00305(14) 0.6809(3) 0.3457(3) 0.0348(8) Uani 1 1 d . . .
H2 H 0.0038 0.6228 0.3980 0.042 Uiso 1 1 calc R . .
C10 C 0.27770(15) 0.6958(3) 0.2201(4) 0.0394(9) Uani 1 1 d . . .
H10 H 0.3027 0.6493 0.2598 0.047 Uiso 1 1 calc R . .
C12 C 0.25635(14) 0.8357(3) 0.0814(3) 0.0372(8) Uani 1 1 d . . .
H12 H 0.2669 0.8858 0.0258 0.045 Uiso 1 1 calc R . .
C6 C -0.04392(15) 0.8224(3) 0.2400(4) 0.0391(9) Uani 1 1 d . . .
H6 H -0.0760 0.8589 0.2221 0.047 Uiso 1 1 calc R . .
C9 C 0.22579(14) 0.6936(3) 0.2486(4) 0.0373(8) Uani 1 1 d . . .
H9 H 0.2157 0.6452 0.3070 0.045 Uiso 1 1 calc R . .
C22 C 0.43526(15) 0.6836(3) 0.0783(4) 0.0433(9) Uani 1 1 d . . .
C14 C 0.34911(15) 0.7684(3) 0.1013(3) 0.0389(9) Uani 1 1 d . . .
C16 C 0.40130(17) 0.8960(4) -0.0087(4) 0.0529(11) Uani 1 1 d . . .
H16 H 0.4047 0.8485 -0.0739 0.064 Uiso 1 1 calc R . .
C28 C 0.35161(15) 0.5817(3) 0.0684(4) 0.0459(10) Uani 1 1 d . . .
C11 C 0.29357(14) 0.7653(3) 0.1339(3) 0.0362(8) Uani 1 1 d . . .
C15 C 0.37256(15) 0.8705(3) 0.0909(4) 0.0436(9) Uani 1 1 d . . .
C27 C 0.46911(16) 0.7352(4) 0.1674(4) 0.0518(11) Uani 1 1 d . . .
H27 H 0.4551 0.7699 0.2339 0.062 Uiso 1 1 calc R . .
C21 C 0.37683(15) 0.6826(3) 0.0849(4) 0.0416(9) Uani 1 1 d . . .
C24 C 0.51119(17) 0.6328(4) -0.0222(4) 0.0505(11) Uani 1 1 d . . .
H24 H 0.5256 0.5968 -0.0871 0.061 Uiso 1 1 calc R . .
C20 C 0.36620(18) 0.9442(4) 0.1804(4) 0.0533(11) Uani 1 1 d . . .
H20 H 0.3454 0.9297 0.2466 0.064 Uiso 1 1 calc R . .
C19 C 0.3895(2) 1.0380(5) 0.1753(6) 0.0725(15) Uani 1 1 d . . .
H19 H 0.3850 1.0872 0.2379 0.087 Uiso 1 1 calc R . .
C23 C 0.45756(16) 0.6310(4) -0.0148(4) 0.0463(10) Uani 1 1 d . . .
H23 H 0.4353 0.5929 -0.0748 0.056 Uiso 1 1 calc R . .
C29 C 0.30822(18) 0.5647(4) -0.0214(5) 0.0580(12) Uani 1 1 d . . .
H29 H 0.2927 0.6194 -0.0700 0.070 Uiso 1 1 calc R . .
C25 C 0.54407(17) 0.6872(4) 0.0650(5) 0.0578(12) Uani 1 1 d . . .
H25 H 0.5810 0.6904 0.0589 0.069 Uiso 1 1 calc R . .
C26 C 0.52300(17) 0.7366(4) 0.1604(5) 0.0592(12) Uani 1 1 d . . .
H26 H 0.5457 0.7720 0.2223 0.071 Uiso 1 1 calc R . .
C33 C 0.37315(19) 0.4987(4) 0.1385(5) 0.0588(12) Uani 1 1 d . . .
H33 H 0.4031 0.5085 0.1989 0.071 Uiso 1 1 calc R . .
C30 C 0.2877(2) 0.4675(5) -0.0396(6) 0.0790(18) Uani 1 1 d . . .
H30 H 0.2585 0.4559 -0.1017 0.095 Uiso 1 1 calc R . .
C17 C 0.4247(2) 0.9897(5) -0.0126(5) 0.0691(15) Uani 1 1 d . . .
H17 H 0.4448 1.0057 -0.0795 0.083 Uiso 1 1 calc R . .
C32 C 0.3517(2) 0.4041(4) 0.1214(7) 0.0800(17) Uani 1 1 d . . .
H32 H 0.3661 0.3494 0.1716 0.096 Uiso 1 1 calc R . .
C18 C 0.4191(3) 1.0601(5) 0.0794(6) 0.0806(18) Uani 1 1 d . . .
H18 H 0.4358 1.1242 0.0767 0.097 Uiso 1 1 calc R . .
C31 C 0.3095(3) 0.3881(5) 0.0320(8) 0.093(2) Uani 1 1 d . . .
H31 H 0.2952 0.3221 0.0192 0.112 Uiso 1 1 calc R . .
O2 O 0.10960(13) 0.6175(3) 0.9875(3) 0.0596(8) Uani 1 1 d . . .
C34 C 0.0659(2) 0.5508(4) 0.9974(5) 0.0614(12) Uani 1 1 d . . .
H34A H 0.0321 0.5834 0.9643 0.074 Uiso 1 1 calc R . .
H34B H 0.0641 0.5314 1.0862 0.074 Uiso 1 1 calc R . .
C37 C 0.1548(2) 0.5578(4) 0.9714(5) 0.0663(13) Uani 1 1 d . . .
H37A H 0.1759 0.5456 1.0536 0.080 Uiso 1 1 calc R . .
H37B H 0.1774 0.5927 0.9156 0.080 Uiso 1 1 calc R . .
C35 C 0.0763(3) 0.4594(4) 0.9195(6) 0.0772(16) Uani 1 1 d . . .
H35A H 0.0652 0.3968 0.9598 0.093 Uiso 1 1 calc R . .
H35B H 0.0569 0.4646 0.8340 0.093 Uiso 1 1 calc R . .
C36 C 0.1350(3) 0.4597(6) 0.9137(8) 0.107(3) Uani 1 1 d . . .
H36A H 0.1519 0.4019 0.9615 0.128 Uiso 1 1 calc R . .
H36B H 0.1429 0.4550 0.8254 0.128 Uiso 1 1 calc R . .
O3 O 0.2317(3) 0.0341(4) 0.9003(5) 0.119(2) Uani 1 1 d . . .
C41 C 0.2306(4) 0.1053(6) 1.0033(7) 0.110(3) Uani 1 1 d . . .
H41A H 0.2668 0.1275 1.0352 0.132 Uiso 1 1 calc R . .
H41B H 0.2139 0.0747 1.0734 0.132 Uiso 1 1 calc R . .
C40 C 0.1988(3) 0.1909(5) 0.9478(8) 0.091(2) Uani 1 1 d . . .
H40A H 0.1607 0.1799 0.9535 0.109 Uiso 1 1 calc R . .
H40B H 0.2099 0.2550 0.9909 0.109 Uiso 1 1 calc R . .
C39 C 0.2098(3) 0.1927(5) 0.8168(7) 0.092(2) Uani 1 1 d . . .
H39A H 0.2445 0.2237 0.8071 0.111 Uiso 1 1 calc R . .
H39B H 0.1816 0.2274 0.7614 0.111 Uiso 1 1 calc R . .
C38 C 0.2098(4) 0.0823(6) 0.7952(8) 0.122(3) Uani 1 1 d . . .
H38A H 0.1730 0.0583 0.7728 0.146 Uiso 1 1 calc R . .
H38B H 0.2302 0.0666 0.7242 0.146 Uiso 1 1 calc R . .
H1A H 0.0992(17) 0.874(4) 0.129(4) 0.044(12) Uiso 1 1 d . . .


_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 C7 1.720(4) . ?
S1 C3 1.748(4) . ?
N1 C7 1.317(5) . ?
N1 C4 1.383(5) . ?
O1 C1 1.361(4) . ?
C8 C9 1.398(5) . ?
C8 C13 1.405(5) . ?
C8 C7 1.450(5) . ?
C3 C4 1.390(5) . ?
C3 C2 1.395(5) . ?
C13 C12 1.376(5) . ?
C5 C6 1.376(5) . ?
C5 C4 1.393(5) . ?
C1 C2 1.388(5) . ?
C1 C6 1.397(5) . ?
C10 C9 1.389(5) . ?
C10 C11 1.394(5) . ?
C12 C11 1.399(5) . ?
C22 C27 1.388(6) . ?
C22 C23 1.389(6) . ?
C22 C21 1.496(5) . ?
C14 C21 1.358(6) . ?
C14 C15 1.487(6) . ?
C14 C11 1.494(5) . ?
C16 C17 1.378(7) . ?
C16 C15 1.400(6) . ?
C28 C29 1.395(6) . ?
C28 C33 1.405(7) . ?
C28 C21 1.484(6) . ?
C15 C20 1.389(6) . ?
C27 C26 1.381(6) . ?
C24 C23 1.375(6) . ?
C24 C25 1.382(7) . ?
C20 C19 1.379(7) . ?
C19 C18 1.372(8) . ?
C29 C30 1.394(8) . ?
C25 C26 1.371(7) . ?
C33 C32 1.371(8) . ?
C30 C31 1.379(10) . ?
C17 C18 1.375(9) . ?
C32 C31 1.369(10) . ?
O2 C37 1.422(6) . ?
O2 C34 1.433(6) . ?
C34 C35 1.509(8) . ?
C37 C36 1.500(9) . ?
C35 C36 1.501(9) . ?
O3 C38 1.355(9) . ?
O3 C41 1.452(9) . ?
C41 C40 1.476(10) . ?
C40 C39 1.460(10) . ?
C39 C38 1.480(10) . ?

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
C7 S1 C3 90.84(17) . . ?
C7 N1 C4 115.0(3) . . ?
C9 C8 C13 118.2(3) . . ?
C9 C8 C7 120.0(3) . . ?
C13 C8 C7 121.8(3) . . ?
N1 C7 C8 125.4(3) . . ?
N1 C7 S1 112.2(3) . . ?
C8 C7 S1 122.4(3) . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 S1 109.7(3) . . ?
C2 C3 S1 128.6(3) . . ?
C12 C13 C8 120.6(3) . . ?
C6 C5 C4 117.7(3) . . ?
N1 C4 C3 112.3(3) . . ?
N1 C4 C5 126.8(3) . . ?
C3 C4 C5 120.9(3) . . ?
O1 C1 C2 122.8(3) . . ?
O1 C1 C6 115.8(3) . . ?
C2 C1 C6 121.5(3) . . ?
C1 C2 C3 116.8(3) . . ?
C9 C10 C11 120.9(4) . . ?
C13 C12 C11 121.3(4) . . ?
C5 C6 C1 121.4(3) . . ?
C10 C9 C8 120.7(3) . . ?
C27 C22 C23 117.8(4) . . ?
C27 C22 C21 120.9(4) . . ?
C23 C22 C21 121.3(4) . . ?
C21 C14 C15 122.1(3) . . ?
C21 C14 C11 121.7(4) . . ?
C15 C14 C11 116.1(3) . . ?
C17 C16 C15 120.3(5) . . ?
C29 C28 C33 118.1(5) . . ?
C29 C28 C21 121.6(4) . . ?
C33 C28 C21 120.2(4) . . ?
C10 C11 C12 118.1(3) . . ?
C10 C11 C14 121.7(3) . . ?
C12 C11 C14 120.2(3) . . ?
C20 C15 C16 117.8(4) . . ?
C20 C15 C14 120.5(4) . . ?
C16 C15 C14 121.6(4) . . ?
C26 C27 C22 120.7(4) . . ?
C14 C21 C28 123.0(3) . . ?
C14 C21 C22 122.1(4) . . ?
C28 C21 C22 114.9(4) . . ?
C23 C24 C25 119.9(4) . . ?
C19 C20 C15 121.4(5) . . ?
C18 C19 C20 119.8(6) . . ?
C24 C23 C22 121.4(4) . . ?
C30 C29 C28 119.9(5) . . ?
C26 C25 C24 119.5(4) . . ?
C25 C26 C27 120.6(5) . . ?
C32 C33 C28 121.1(5) . . ?
C31 C30 C29 120.3(6) . . ?
C18 C17 C16 120.6(5) . . ?
C31 C32 C33 120.2(6) . . ?
C19 C18 C17 120.0(5) . . ?
C32 C31 C30 120.3(6) . . ?
C37 O2 C34 108.1(4) . . ?
O2 C34 C35 105.5(4) . . ?
O2 C37 C36 107.1(4) . . ?
C36 C35 C34 105.0(5) . . ?
C37 C36 C35 105.9(5) . . ?
C38 O3 C41 106.4(6) . . ?
O3 C41 C40 104.5(6) . . ?
C39 C40 C41 104.0(6) . . ?
C40 C39 C38 97.9(6) . . ?
O3 C38 C39 110.0(7) . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        66.93
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.904
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.082
_database_code_depnum_ccdc_archive 'CCDC 981046'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H24 N O S, Cl'
_chemical_formula_sum            'C33 H24 Cl N O S'
_chemical_formula_weight         518.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   21.1014(11)
_cell_length_b                   9.2666(6)
_cell_length_c                   13.5115(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.0620(10)
_cell_angle_gamma                90.00
_cell_volume                     2601.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16944
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.41
_reflns_number_total             5839
_reflns_number_gt                4205
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0806P)²+0.5429P] where P=(Fo²+2Fc²)/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         5839
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1597
_refine_ls_wR_factor_gt          0.1448
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_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
C1 C 0.57662(11) 0.2538(3) 0.35022(17) 0.0295(5) Uani 1 1 d . . .
C2 C 0.51385(11) 0.2448(3) 0.36915(17) 0.0290(5) Uani 1 1 d . . .
H2A H 0.4944 0.1546 0.3787 0.035 Uiso 1 1 calc R . .
C3 C 0.48086(11) 0.3755(3) 0.37333(17) 0.0282(5) Uani 1 1 d . . .
C4 C 0.50947(11) 0.5080(3) 0.36027(16) 0.0267(5) Uani 1 1 d . . .
C5 C 0.57205(11) 0.5158(3) 0.33992(18) 0.0317(5) Uani 1 1 d . . .
H5A H 0.5915 0.6059 0.3300 0.038 Uiso 1 1 calc R . .
C6 C 0.60458(11) 0.3879(3) 0.33472(18) 0.0316(5) Uani 1 1 d . . .
H6A H 0.6470 0.3903 0.3203 0.038 Uiso 1 1 calc R . .
C7 C 0.41061(11) 0.5883(2) 0.38440(17) 0.0270(5) Uani 1 1 d . . .
C8 C 0.35838(11) 0.6896(3) 0.39088(17) 0.0285(5) Uani 1 1 d . . .
C9 C 0.29540(11) 0.6379(3) 0.38448(19) 0.0327(5) Uani 1 1 d . . .
H9A H 0.2875 0.5371 0.3781 0.039 Uiso 1 1 calc R . .
C10 C 0.24464(12) 0.7313(3) 0.38730(19) 0.0357(6) Uani 1 1 d . . .
H10A H 0.2026 0.6932 0.3845 0.043 Uiso 1 1 calc R . .
C11 C 0.25389(11) 0.8797(3) 0.39410(19) 0.0333(5) Uani 1 1 d . . .
C12 C 0.31726(12) 0.9311(3) 0.40244(19) 0.0337(5) Uani 1 1 d . . .
H12A H 0.3249 1.0320 0.4088 0.040 Uiso 1 1 calc R . .
C22 C 0.13716(12) 1.2103(3) 0.3589(2) 0.0358(6) Uani 1 1 d . . .
C28 C 0.22210(11) 1.1308(3) 0.2591(2) 0.0343(6) Uani 1 1 d . . .
C13 C 0.36902(11) 0.8387(3) 0.40166(18) 0.0304(5) Uani 1 1 d . . .
H13A H 0.4114 0.8763 0.4084 0.036 Uiso 1 1 calc R . .
C14 C 0.19762(12) 0.9767(3) 0.3992(2) 0.0356(6) Uani 1 1 d . . .
C15 C 0.15361(12) 0.9257(3) 0.4680(2) 0.0374(6) Uani 1 1 d . . .
C16 C 0.17760(15) 0.8878(3) 0.5671(2) 0.0472(7) Uani 1 1 d . . .
H16A H 0.2222 0.8977 0.5933 0.057 Uiso 1 1 calc R . .
C17 C 0.13472(17) 0.8341(4) 0.6289(2) 0.0572(8) Uani 1 1 d . . .
H17A H 0.1504 0.8096 0.6971 0.069 Uiso 1 1 calc R . .
C18 C 0.07056(17) 0.8177(4) 0.5895(3) 0.0591(9) Uani 1 1 d . . .
H18A H 0.0420 0.7831 0.6312 0.071 Uiso 1 1 calc R . .
C19 C 0.04716(15) 0.8503(4) 0.4911(3) 0.0586(9) Uani 1 1 d . . .
H19A H 0.0030 0.8355 0.4642 0.070 Uiso 1 1 calc R . .
C20 C 0.08824(13) 0.9050(3) 0.4311(3) 0.0495(7) Uani 1 1 d . . .
H20A H 0.0716 0.9290 0.3632 0.059 Uiso 1 1 calc R . .
C21 C 0.18607(12) 1.0987(3) 0.3438(2) 0.0358(6) Uani 1 1 d . . .
C23 C 0.13044(13) 1.2581(3) 0.4547(2) 0.0418(6) Uani 1 1 d . . .
H23A H 0.1530 1.2097 0.5122 0.050 Uiso 1 1 calc R . .
C24 C 0.09151(14) 1.3749(3) 0.4674(3) 0.0514(8) Uani 1 1 d . . .
H24A H 0.0883 1.4066 0.5332 0.062 Uiso 1 1 calc R . .
C25A C 0.05772(14) 1.4448(4) 0.3854(3) 0.0536(8) Uani 1 1 d . . .
H25A H 0.0311 1.5247 0.3946 0.064 Uiso 1 1 calc R . .
C26 C 0.06226(14) 1.3995(3) 0.2897(3) 0.0522(8) Uani 1 1 d . . .
H26A H 0.0383 1.4472 0.2331 0.063 Uiso 1 1 calc R . .
C27 C 0.10221(13) 1.2832(3) 0.2759(2) 0.0454(7) Uani 1 1 d . . .
H27A H 0.1057 1.2534 0.2098 0.055 Uiso 1 1 calc R . .
C29 C 0.25115(12) 1.2637(3) 0.2537(2) 0.0436(7) Uani 1 1 d . . .
H29A H 0.2494 1.3334 0.3047 0.052 Uiso 1 1 calc R . .
C30 C 0.28316(13) 1.2967(4) 0.1738(3) 0.0551(8) Uani 1 1 d . . .
H30A H 0.3041 1.3871 0.1717 0.066 Uiso 1 1 calc R . .
C31 C 0.28392(14) 1.1966(4) 0.0983(2) 0.0570(9) Uani 1 1 d . . .
H31A H 0.3057 1.2178 0.0442 0.068 Uiso 1 1 calc R . .
C32 C 0.25334(15) 1.0671(4) 0.1013(2) 0.0563(8) Uani 1 1 d . . .
H32A H 0.2529 1.0001 0.0480 0.068 Uiso 1 1 calc R . .
C33 C 0.22307(13) 1.0327(3) 0.1810(2) 0.0432(7) Uani 1 1 d . . .
H33A H 0.2028 0.9414 0.1826 0.052 Uiso 1 1 calc R . .
Cl1 Cl 0.55596(3) 0.87587(7) 0.42267(5) 0.03831(18) Uani 1 1 d . . .
H1A H 0.5939(14) 0.059(4) 0.362(2) 0.048(9) Uiso 1 1 d . . .
N1 N 0.46906(9) 0.6234(2) 0.36966(14) 0.0279(4) Uani 1 1 d . . .
H1B H 0.4814 0.7137 0.3661 0.034 Uiso 1 1 calc R . .
O1 O 0.61423(8) 0.1361(2) 0.34509(13) 0.0343(4) Uani 1 1 d . . .
S1 S 0.40254(3) 0.40342(6) 0.39418(5) 0.03057(17) Uani 1 1 d . . .


_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
C1 O1 1.357(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.403(3) . ?
C3 C4 1.393(3) . ?
C3 S1 1.744(2) . ?
C4 N1 1.388(3) . ?
C4 C5 1.397(3) . ?
C5 C6 1.377(3) . ?
C7 N1 1.324(3) . ?
C7 C8 1.462(3) . ?
C7 S1 1.729(2) . ?
C8 C9 1.401(3) . ?
C8 C13 1.403(3) . ?
C9 C10 1.383(3) . ?
C10 C11 1.390(4) . ?
C11 C12 1.405(3) . ?
C11 C14 1.501(3) . ?
C12 C13 1.389(3) . ?
C22 C23 1.399(4) . ?
C22 C27 1.403(4) . ?
C22 C21 1.500(3) . ?
C28 C29 1.383(4) . ?
C28 C33 1.396(4) . ?
C28 C21 1.510(4) . ?
C14 C21 1.354(4) . ?
C14 C15 1.501(4) . ?
C15 C16 1.391(4) . ?
C15 C20 1.396(4) . ?
C16 C17 1.424(4) . ?
C17 C18 1.374(5) . ?
C18 C19 1.369(5) . ?
C19 C20 1.382(4) . ?
C23 C24 1.387(4) . ?
C24 C25A 1.371(5) . ?
C25A C26 1.378(5) . ?
C26 C27 1.401(4) . ?
C29 C30 1.404(4) . ?
C30 C31 1.381(5) . ?
C31 C32 1.366(5) . ?
C32 C33 1.382(4) . ?

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
O1 C1 C2 122.9(2) . . ?
O1 C1 C6 116.0(2) . . ?
C2 C1 C6 121.1(2) . . ?
C1 C2 C3 116.7(2) . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 S1 109.47(17) . . ?
C2 C3 S1 128.74(18) . . ?
N1 C4 C3 112.41(19) . . ?
N1 C4 C5 126.5(2) . . ?
C3 C4 C5 121.0(2) . . ?
C6 C5 C4 117.5(2) . . ?
C5 C6 C1 121.8(2) . . ?
N1 C7 C8 125.7(2) . . ?
N1 C7 S1 111.21(17) . . ?
C8 C7 S1 123.10(17) . . ?
C9 C8 C13 118.4(2) . . ?
C9 C8 C7 119.6(2) . . ?
C13 C8 C7 122.0(2) . . ?
C10 C9 C8 121.0(2) . . ?
C9 C10 C11 121.4(2) . . ?
C10 C11 C12 117.5(2) . . ?
C10 C11 C14 119.5(2) . . ?
C12 C11 C14 122.9(2) . . ?
C13 C12 C11 121.9(2) . . ?
C23 C22 C27 117.6(2) . . ?
C23 C22 C21 121.9(2) . . ?
C27 C22 C21 120.0(2) . . ?
C29 C28 C33 118.4(3) . . ?
C29 C28 C21 120.1(2) . . ?
C33 C28 C21 121.4(2) . . ?
C12 C13 C8 119.7(2) . . ?
C21 C14 C11 122.8(2) . . ?
C21 C14 C15 122.3(2) . . ?
C11 C14 C15 114.8(2) . . ?
C16 C15 C20 118.7(3) . . ?
C16 C15 C14 121.0(2) . . ?
C20 C15 C14 120.1(3) . . ?
C15 C16 C17 119.4(3) . . ?
C18 C17 C16 119.7(3) . . ?
C19 C18 C17 121.1(3) . . ?
C18 C19 C20 119.6(3) . . ?
C19 C20 C15 121.6(3) . . ?
C14 C21 C22 124.2(2) . . ?
C14 C21 C28 121.2(2) . . ?
C22 C21 C28 114.7(2) . . ?
C24 C23 C22 121.3(3) . . ?
C25A C24 C23 120.3(3) . . ?
C24 C25A C26 120.1(3) . . ?
C25A C26 C27 120.1(3) . . ?
C26 C27 C22 120.5(3) . . ?
C28 C29 C30 120.8(3) . . ?
C31 C30 C29 119.4(3) . . ?
C32 C31 C30 120.1(3) . . ?
C31 C32 C33 120.7(3) . . ?
C32 C33 C28 120.6(3) . . ?
C7 N1 C4 115.3(2) . . ?
C7 S1 C3 91.50(11) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.41
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.893
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 981049'
