# Supplementary Material (ESI) for Perkin Transactions
# This journal is © The Royal Society of Chemistry 2002
data_g1obal

_journal_coden_Cambridge 207     


_publ_requested_journal       'Perkin Transactions 1'

loop_
_publ_author_name
'Chong, Hyun-soon '
'Bishwajit Ganguly'
'Grant Broker'
'Robin D. Rogers'
'Martin W. Brechbiel'

_publ_contact_author_name     	'Dr Martin W Brechbiel'  
_publ_contact_author_address 
;
Dr Martin W Brechbiel
Chemistry Section, Radiation Oncology Branch
National Cancer Institute
Building 10, Rm B3B69
NIH
Bethesda
20892
UNITED STATES OF AMERICA
;

_publ_contact_author_email       'MARTINWB@MAIL.NIH.GOV'

_publ_section_title
;
Stereoselective and Regioselective Synthesis of Azepane and Azepine
Derivatives via Piperidine Ring Expansion.                                                                 
; 
_database_code_CSD                  177553

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common			?             
_chemical_melting_point 		?           
_chemical_formula_moiety          'C28 H35 N3 O4 S2, C H2 Cl2'
_chemical_formula_sum 
'C29 H37 Cl2 N3 O4 S2' 
_chemical_formula_weight          626.64 

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            Triclinic 
_symmetry_space_group_name_H-M    P-1 

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, -y, -z' 

_cell_length_a                    10.245(8) 
_cell_length_b                    10.338(8) 
_cell_length_c                    15.970(12) 
_cell_angle_alpha                 79.037(13) 
_cell_angle_beta                  88.444(13) 
_cell_angle_gamma                 65.605(11) 
_cell_volume                      1509.7(19) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     975 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 

_exptl_crystal_description        fragment 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.22
_exptl_crystal_size_mid           0.14 
_exptl_crystal_size_min           0.03 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.378 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              660 
_exptl_absorpt_coefficient_mu     0.393 
_exptl_absorpt_correction_type    SADABS 
_exptl_absorpt_correction_T_min   0.44 
_exptl_absorpt_correction_T_max   0.97
_exptl_absorpt_process_details
;    
2-theta dependent absorption corrections applied for an effective sphere
with mu*diameter =   0.040
;

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'CCD area detector' 
_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             6846 
_diffrn_reflns_av_R_equivalents   0.0198 
_diffrn_reflns_av_sigmaI/netI     0.0211 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          2.21 
_diffrn_reflns_theta_max          23.27 
_reflns_number_total              4308 
_reflns_number_gt                 3814 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SHELXTL' 
_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 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^)+(0.0629P)^2^+1.1604P] 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          4308 
_refine_ls_number_parameters      371 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0466 
_refine_ls_R_factor_gt            0.0412 
_refine_ls_wR_factor_ref          0.1096 
_refine_ls_wR_factor_gt           0.1063 
_refine_ls_goodness_of_fit_ref    1.022 
_refine_ls_restrained_S_all       1.022 
_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 
Cl1 Cl 0.14330(8) -0.38691(8) 0.13713(6) 0.0534(2) Uani 1 1 d . . . 
Cl2 Cl -0.15602(8) -0.19937(9) 0.15271(6) 0.0565(2) Uani 1 1 d . . . 
S1 S 0.57811(6) 0.55991(6) 0.10532(4) 0.02730(18) Uani 1 1 d . . . 
S2 S 0.16823(7) 0.19592(7) 0.37504(4) 0.03470(19) Uani 1 1 d . . . 
O1 O 0.43426(18) 0.64921(17) 0.07029(10) 0.0329(4) Uani 1 1 d . . . 
O2 O 0.69233(19) 0.58979(19) 0.06438(11) 0.0363(4) Uani 1 1 d . . . 
O3 O 0.0490(2) 0.3178(2) 0.32940(13) 0.0461(5) Uani 1 1 d . . . 
O4 O 0.2068(2) 0.1954(2) 0.46066(12) 0.0453(5) Uani 1 1 d . . . 
N1 N 0.6211(2) 0.3893(2) 0.10735(14) 0.0286(5) Uani 1 1 d . . . 
H1N1 H 0.652(3) 0.372(3) 0.057(2) 0.045(8) Uiso 1 1 d . . . 
N2 N 0.4701(2) 0.1205(2) 0.18198(13) 0.0265(4) Uani 1 1 d . . . 
N3 N 0.3038(2) 0.1785(2) 0.31778(15) 0.0327(5) Uani 1 1 d . . . 
H1N3 H 0.281(3) 0.214(3) 0.2691(18) 0.028(8) Uiso 1 1 d . . . 
C1 C 0.5855(3) 0.1719(3) 0.17291(16) 0.0282(5) Uani 1 1 d . . . 
H1C H 0.6504 0.1251 0.1292 0.034 Uiso 1 1 calc R . . 
C2 C 0.4882(3) -0.0004(3) 0.25241(16) 0.0295(6) Uani 1 1 d . . . 
H2B H 0.5905 -0.0697 0.2595 0.035 Uiso 1 1 calc R . . 
H2C H 0.4316 -0.0516 0.2379 0.035 Uiso 1 1 calc R . . 
C3 C 0.4407(3) 0.0494(3) 0.33657(16) 0.0310(6) Uani 1 1 d . . . 
H3C H 0.4210 -0.0285 0.3746 0.037 Uiso 1 1 calc R . . 
C4 C 0.5496(3) 0.0778(3) 0.38479(17) 0.0367(6) Uani 1 1 d . . . 
H4B H 0.5070 0.1121 0.4371 0.044 Uiso 1 1 calc R . . 
H4C H 0.6351 -0.0147 0.4027 0.044 Uiso 1 1 calc R . . 
C5 C 0.5974(3) 0.1887(3) 0.33305(17) 0.0387(6) Uani 1 1 d . . . 
H5A H 0.6608 0.2075 0.3702 0.046 Uiso 1 1 calc R . . 
H5B H 0.5120 0.2808 0.3143 0.046 Uiso 1 1 calc R . . 
C6 C 0.6772(3) 0.1400(3) 0.25459(17) 0.0350(6) Uani 1 1 d . . . 
H6A H 0.7358 0.0342 0.2696 0.042 Uiso 1 1 calc R . . 
H6B H 0.7445 0.1869 0.2419 0.042 Uiso 1 1 calc R . . 
C7 C 0.5129(3) 0.3347(3) 0.13773(16) 0.0279(5) Uani 1 1 d . . . 
H7A H 0.4433 0.3548 0.0900 0.033 Uiso 1 1 calc R . . 
H7B H 0.4598 0.3852 0.1830 0.033 Uiso 1 1 calc R . . 
C8 C 0.5809(3) 0.5700(2) 0.21417(15) 0.0265(5) Uani 1 1 d . . . 
C9 C 0.4558(3) 0.6478(3) 0.25054(16) 0.0303(6) Uani 1 1 d . . . 
H9A H 0.3666 0.6910 0.2181 0.036 Uiso 1 1 calc R . . 
C10 C 0.4615(3) 0.6621(3) 0.33447(16) 0.0323(6) Uani 1 1 d . . . 
H10A H 0.3753 0.7145 0.3596 0.039 Uiso 1 1 calc R . . 
C11 C 0.5908(3) 0.6013(3) 0.38290(16) 0.0322(6) Uani 1 1 d . . . 
C12 C 0.7157(3) 0.5219(3) 0.34488(16) 0.0338(6) Uani 1 1 d . . . 
H12A H 0.8051 0.4787 0.3771 0.041 Uiso 1 1 calc R . . 
C13 C 0.7112(3) 0.5054(3) 0.26147(16) 0.0311(6) Uani 1 1 d . . . 
H13A H 0.7966 0.4503 0.2366 0.037 Uiso 1 1 calc R . . 
C14 C 0.5971(3) 0.6198(3) 0.47367(18) 0.0464(7) Uani 1 1 d . . . 
H14A H 0.4998 0.6736 0.4905 0.070 Uiso 1 1 calc R . . 
H14B H 0.6554 0.6734 0.4782 0.070 Uiso 1 1 calc R . . 
H14C H 0.6404 0.5244 0.5114 0.070 Uiso 1 1 calc R . . 
C15 C 0.4333(3) 0.0937(3) 0.10007(16) 0.0302(6) Uani 1 1 d . . . 
H15A H 0.4992 -0.0055 0.0939 0.036 Uiso 1 1 calc R . . 
H15B H 0.4475 0.1627 0.0525 0.036 Uiso 1 1 calc R . . 
C16 C 0.2807(3) 0.1098(3) 0.09388(15) 0.0277(5) Uani 1 1 d . . . 
C17 C 0.2494(3) -0.0058(3) 0.08645(16) 0.0329(6) Uani 1 1 d . . . 
H17A H 0.3256 -0.0976 0.0855 0.039 Uiso 1 1 calc R . . 
C18 C 0.1087(3) 0.0104(3) 0.08032(17) 0.0382(6) Uani 1 1 d . . . 
H18A H 0.0890 -0.0702 0.0758 0.046 Uiso 1 1 calc R . . 
C19 C -0.0027(3) 0.1429(3) 0.08081(18) 0.0407(7) Uani 1 1 d . . . 
H19A H -0.0992 0.1539 0.0765 0.049 Uiso 1 1 calc R . . 
C20 C 0.0260(3) 0.2599(3) 0.08752(17) 0.0380(6) Uani 1 1 d . . . 
H20A H -0.0509 0.3515 0.0879 0.046 Uiso 1 1 calc R . . 
C21 C 0.1664(3) 0.2440(3) 0.09368(16) 0.0335(6) Uani 1 1 d . . . 
H21A H 0.1853 0.3252 0.0978 0.040 Uiso 1 1 calc R . . 
C22 C 0.1376(3) 0.0384(3) 0.37999(16) 0.0329(6) Uani 1 1 d . . . 
C23 C 0.0920(3) 0.0131(3) 0.30606(18) 0.0394(6) Uani 1 1 d . . . 
H23A H 0.0805 0.0780 0.2532 0.047 Uiso 1 1 calc R . . 
C24 C 0.0634(3) -0.1072(3) 0.30995(19) 0.0422(7) Uani 1 1 d . . . 
H24A H 0.0324 -0.1242 0.2592 0.051 Uiso 1 1 calc R . . 
C25 C 0.0788(3) -0.2041(3) 0.38658(19) 0.0407(7) Uani 1 1 d . . . 
C26 C 0.1275(3) -0.1783(3) 0.45919(18) 0.0418(7) Uani 1 1 d . . . 
H26A H 0.1412 -0.2443 0.5119 0.050 Uiso 1 1 calc R . . 
C27 C 0.1563(3) -0.0579(3) 0.45624(17) 0.0377(6) Uani 1 1 d . . . 
H27A H 0.1890 -0.0417 0.5067 0.045 Uiso 1 1 calc R . . 
C28 C 0.0441(4) -0.3332(4) 0.3900(2) 0.0571(8) Uani 1 1 d . . . 
H28A H 0.1172 -0.4039 0.3615 0.086 Uiso 1 1 calc R . . 
H28B H -0.0502 -0.3017 0.3610 0.086 Uiso 1 1 calc R . . 
H28C H 0.0426 -0.3778 0.4497 0.086 Uiso 1 1 calc R . . 
C29 C -0.0319(3) -0.3757(3) 0.1468(2) 0.0494(8) Uani 1 1 d . . . 
H29A H -0.0346 -0.4439 0.1989 0.059 Uiso 1 1 calc R . . 
H29B H -0.0597 -0.4050 0.0970 0.059 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 
Cl1 0.0336(4) 0.0429(4) 0.0846(6) -0.0203(4) 0.0027(4) -0.0133(3) 
Cl2 0.0370(4) 0.0490(5) 0.0815(6) -0.0277(4) 0.0036(4) -0.0095(4) 
S1 0.0300(4) 0.0230(3) 0.0290(3) -0.0061(2) 0.0031(3) -0.0108(3) 
S2 0.0295(4) 0.0382(4) 0.0368(4) -0.0143(3) 0.0077(3) -0.0118(3) 
O1 0.0359(10) 0.0248(9) 0.0318(9) -0.0068(7) -0.0002(8) -0.0059(8) 
O2 0.0415(11) 0.0374(10) 0.0366(10) -0.0075(8) 0.0113(8) -0.0234(9) 
O3 0.0313(11) 0.0384(11) 0.0604(13) -0.0146(9) 0.0060(9) -0.0045(9) 
O4 0.0494(12) 0.0577(13) 0.0397(11) -0.0240(9) 0.0126(9) -0.0274(10) 
N1 0.0309(12) 0.0244(11) 0.0322(12) -0.0094(9) 0.0078(9) -0.0120(9) 
N2 0.0261(11) 0.0244(10) 0.0311(11) -0.0062(8) 0.0028(8) -0.0122(9) 
N3 0.0311(12) 0.0340(12) 0.0284(13) -0.0043(10) 0.0026(10) -0.0098(10) 
C1 0.0247(13) 0.0246(13) 0.0352(14) -0.0066(10) 0.0061(10) -0.0100(11) 
C2 0.0252(13) 0.0252(13) 0.0377(14) -0.0053(11) 0.0033(11) -0.0104(11) 
C3 0.0288(14) 0.0274(13) 0.0352(14) -0.0022(11) 0.0021(11) -0.0118(11) 
C4 0.0357(15) 0.0413(15) 0.0329(14) -0.0047(12) -0.0004(11) -0.0168(13) 
C5 0.0418(16) 0.0448(16) 0.0365(15) -0.0040(12) -0.0039(12) -0.0263(14) 
C6 0.0262(14) 0.0331(14) 0.0431(15) 0.0014(12) -0.0024(11) -0.0133(12) 
C7 0.0252(13) 0.0266(13) 0.0319(13) -0.0068(10) 0.0050(10) -0.0105(11) 
C8 0.0294(14) 0.0233(12) 0.0290(13) -0.0045(10) 0.0020(10) -0.0134(11) 
C9 0.0266(13) 0.0267(13) 0.0371(14) -0.0076(11) 0.0010(11) -0.0101(11) 
C10 0.0299(14) 0.0289(13) 0.0376(15) -0.0093(11) 0.0088(11) -0.0110(11) 
C11 0.0376(15) 0.0305(14) 0.0334(14) -0.0084(11) 0.0058(11) -0.0182(12) 
C12 0.0300(14) 0.0377(15) 0.0341(14) -0.0048(11) -0.0005(11) -0.0153(12) 
C13 0.0278(14) 0.0321(13) 0.0338(14) -0.0089(11) 0.0072(11) -0.0122(11) 
C14 0.0532(19) 0.0526(18) 0.0385(16) -0.0172(14) 0.0040(13) -0.0236(16) 
C15 0.0314(14) 0.0271(13) 0.0318(13) -0.0087(10) 0.0054(11) -0.0109(11) 
C16 0.0330(14) 0.0263(13) 0.0252(13) -0.0057(10) 0.0011(10) -0.0132(11) 
C17 0.0404(16) 0.0265(13) 0.0319(14) -0.0087(11) -0.0012(11) -0.0125(12) 
C18 0.0477(18) 0.0377(15) 0.0390(15) -0.0095(12) -0.0019(13) -0.0263(14) 
C19 0.0321(15) 0.0502(18) 0.0448(16) -0.0121(13) -0.0026(12) -0.0206(14) 
C20 0.0335(16) 0.0350(15) 0.0417(16) -0.0108(12) -0.0001(12) -0.0090(12) 
C21 0.0374(16) 0.0258(13) 0.0383(15) -0.0077(11) 0.0004(11) -0.0135(12) 
C22 0.0236(13) 0.0394(15) 0.0353(14) -0.0123(12) 0.0084(11) -0.0111(12) 
C23 0.0344(15) 0.0456(16) 0.0374(15) -0.0072(12) 0.0011(12) -0.0161(13) 
C24 0.0350(16) 0.0497(17) 0.0454(17) -0.0141(14) -0.0018(12) -0.0188(14) 
C25 0.0293(15) 0.0446(16) 0.0513(17) -0.0165(14) 0.0112(13) -0.0161(13) 
C26 0.0390(16) 0.0471(17) 0.0380(15) -0.0085(13) 0.0114(12) -0.0171(14) 
C27 0.0322(15) 0.0469(16) 0.0332(14) -0.0131(12) 0.0071(11) -0.0139(13) 
C28 0.060(2) 0.055(2) 0.065(2) -0.0122(16) 0.0076(17) -0.0326(18) 
C29 0.0379(17) 0.0388(16) 0.077(2) -0.0179(15) 0.0043(15) -0.0187(14) 

_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 
Cl1 C29 1.755(3) . ? 
Cl2 C29 1.759(3) . ? 
S1 O1 1.436(2) . ? 
S1 O2 1.4396(19) . ? 
S1 N1 1.626(2) . ? 
S1 C8 1.763(3) . ? 
S2 O3 1.428(2) . ? 
S2 O4 1.432(2) . ? 
S2 N3 1.608(2) . ? 
S2 C22 1.768(3) . ? 
N1 C7 1.471(3) . ? 
N2 C2 1.465(3) . ? 
N2 C1 1.477(3) . ? 
N2 C15 1.477(3) . ? 
N3 C3 1.471(3) . ? 
C1 C7 1.527(3) . ? 
C1 C6 1.530(4) . ? 
C2 C3 1.526(4) . ? 
C3 C4 1.526(4) . ? 
C4 C5 1.523(4) . ? 
C5 C6 1.528(4) . ? 
C8 C9 1.383(4) . ? 
C8 C13 1.388(4) . ? 
C9 C10 1.382(4) . ? 
C10 C11 1.390(4) . ? 
C11 C12 1.400(4) . ? 
C11 C14 1.504(4) . ? 
C12 C13 1.379(4) . ? 
C15 C16 1.506(4) . ? 
C16 C17 1.385(4) . ? 
C16 C21 1.398(4) . ? 
C17 C18 1.385(4) . ? 
C18 C19 1.375(4) . ? 
C19 C20 1.381(4) . ? 
C20 C21 1.383(4) . ? 
C22 C27 1.380(4) . ? 
C22 C23 1.389(4) . ? 
C23 C24 1.380(4) . ? 
C24 C25 1.393(4) . ? 
C25 C26 1.387(4) . ? 
C25 C28 1.508(4) . ? 
C26 C27 1.385(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 S1 O2 117.51(12) . . ? 
O1 S1 N1 111.83(11) . . ? 
O2 S1 N1 105.70(11) . . ? 
O1 S1 C8 107.15(11) . . ? 
O2 S1 C8 110.13(11) . . ? 
N1 S1 C8 103.67(11) . . ? 
O3 S2 O4 119.35(12) . . ? 
O3 S2 N3 106.04(13) . . ? 
O4 S2 N3 108.69(13) . . ? 
O3 S2 C22 108.93(13) . . ? 
O4 S2 C22 106.21(12) . . ? 
N3 S2 C22 107.08(12) . . ? 
C7 N1 S1 116.48(16) . . ? 
C2 N2 C1 117.33(19) . . ? 
C2 N2 C15 111.34(19) . . ? 
C1 N2 C15 111.14(18) . . ? 
C3 N3 S2 121.67(19) . . ? 
N2 C1 C7 106.40(19) . . ? 
N2 C1 C6 115.5(2) . . ? 
C7 C1 C6 110.5(2) . . ? 
N2 C2 C3 112.4(2) . . ? 
N3 C3 C4 111.4(2) . . ? 
N3 C3 C2 107.2(2) . . ? 
C4 C3 C2 115.5(2) . . ? 
C5 C4 C3 113.9(2) . . ? 
C4 C5 C6 113.2(2) . . ? 
C5 C6 C1 116.8(2) . . ? 
N1 C7 C1 110.1(2) . . ? 
C9 C8 C13 120.6(2) . . ? 
C9 C8 S1 120.27(19) . . ? 
C13 C8 S1 119.07(19) . . ? 
C10 C9 C8 119.4(2) . . ? 
C9 C10 C11 121.3(2) . . ? 
C10 C11 C12 118.1(2) . . ? 
C10 C11 C14 121.2(2) . . ? 
C12 C11 C14 120.7(2) . . ? 
C13 C12 C11 121.1(2) . . ? 
C12 C13 C8 119.4(2) . . ? 
N2 C15 C16 112.35(19) . . ? 
C17 C16 C21 118.2(2) . . ? 
C17 C16 C15 121.5(2) . . ? 
C21 C16 C15 120.3(2) . . ? 
C18 C17 C16 121.0(2) . . ? 
C19 C18 C17 120.2(2) . . ? 
C18 C19 C20 119.8(3) . . ? 
C19 C20 C21 120.1(3) . . ? 
C20 C21 C16 120.7(2) . . ? 
C27 C22 C23 119.8(3) . . ? 
C27 C22 S2 121.0(2) . . ? 
C23 C22 S2 119.2(2) . . ? 
C24 C23 C22 119.5(3) . . ? 
C23 C24 C25 121.5(3) . . ? 
C26 C25 C24 117.9(3) . . ? 
C26 C25 C28 121.3(3) . . ? 
C24 C25 C28 120.8(3) . . ? 
C27 C26 C25 121.2(3) . . ? 
C22 C27 C26 120.0(3) . . ? 
Cl1 C29 Cl2 111.68(16) . . ? 

_diffrn_measured_fraction_theta_max    0.989 
_diffrn_reflns_theta_full              23.27 
_diffrn_measured_fraction_theta_full   0.989 
_refine_diff_density_max    0.421 
_refine_diff_density_min   -0.307 
_refine_diff_density_rms    0.055