# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_H:\Report\2014\2014529\mo_2014529.CIF
_audit_block_doi                 10.5517/cc140kzp
_database_code_depnum_ccdc_archive 'CCDC 1043242'
_audit_update_record             
;
2015-01-13 deposited with the CCDC.
2015-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            20120034
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H39 Br N3 O3 S'
_chemical_formula_weight         793.72
_chemical_absolute_configuration ad

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   P21

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

_cell_length_a                   11.085(3)
_cell_length_b                   11.910(3)
_cell_length_c                   15.798(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.025(18)
_cell_angle_gamma                90.00
_cell_volume                     2032.0(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6169
_cell_measurement_theta_min      4.50
_cell_measurement_theta_max      54.87

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             822
_exptl_absorpt_coefficient_mu    1.112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6526
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13617
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_sigmaI/netI    0.2044
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         27.77
_reflns_number_total             7412
_reflns_number_gt                3567
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1978P)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       0.0043(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_number_reflns         7412
_refine_ls_number_parameters     484
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1925
_refine_ls_R_factor_gt           0.0992
_refine_ls_wR_factor_ref         0.3330
_refine_ls_wR_factor_gt          0.2484
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_restrained_S_all      0.956
_refine_ls_shift/su_max          0.010
_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
Br1 Br 0.82944(14) 0.41383(12) 0.61599(9) 0.0868(5) Uani 1 1 d . . .
S1 S 0.0272(2) 0.0875(2) 0.64673(14) 0.0483(6) Uani 1 1 d . . .
O2 O 0.9017(7) 0.1704(7) 0.9385(6) 0.066(2) Uani 1 1 d . . .
O1S O 0.0310(6) 0.1897(5) 0.2699(3) 0.0415(14) Uani 1 1 d . . .
O2S O 0.1331(6) 0.2901(7) 0.1333(7) 0.077(3) Uani 1 1 d . . .
N1 N 0.3504(7) 0.0497(5) 0.7834(4) 0.0338(15) Uani 1 1 d . . .
C15 C 0.9701(11) 0.1809(11) 0.8745(10) 0.075(4) Uani 1 1 d . . .
H15A H 0.9205 0.2175 0.8244 0.113 Uiso 1 1 calc R . .
H15B H 0.9935 0.1077 0.8584 0.113 Uiso 1 1 calc R . .
H15C H 1.0431 0.2246 0.8967 0.113 Uiso 1 1 calc R . .
O3 O 0.3705(7) -0.0451(6) 0.6585(4) 0.0543(17) Uani 1 1 d . . .
C38 C 0.6721(11) 0.3480(9) 0.6095(7) 0.061(3) Uani 1 1 d . . .
C37 C 0.5970(11) 0.3245(10) 0.5300(7) 0.062(3) Uani 1 1 d . . .
H37 H 0.6186 0.3449 0.4786 0.074 Uiso 1 1 calc R . .
C36 C 0.4878(11) 0.2691(8) 0.5302(6) 0.055(3) Uani 1 1 d . . .
C41 C 0.4539(9) 0.2406(8) 0.6091(5) 0.042(2) Uani 1 1 d . . .
C34 C 0.3353(10) 0.1838(8) 0.5851(6) 0.050(2) Uani 1 1 d . . .
C23 C 0.2628(9) 0.1345(7) 0.6449(5) 0.042(2) Uani 1 1 d . . .
C22 C 0.3365(9) 0.0339(7) 0.6952(5) 0.0378(19) Uani 1 1 d . . .
C1 C 0.4223(8) -0.0238(7) 0.8557(5) 0.0359(18) Uani 1 1 d . . .
C9 C 0.5508(9) 0.0261(7) 0.8819(5) 0.0386(19) Uani 1 1 d . . .
C10 C 0.5993(8) 0.0773(7) 0.9598(5) 0.0403(19) Uani 1 1 d . . .
H10 H 0.5530 0.0800 1.0021 0.048 Uiso 1 1 calc R . .
C11 C 0.7175(9) 0.1258(8) 0.9770(8) 0.058(3) Uani 1 1 d . . .
H11 H 0.7487 0.1598 1.0304 0.069 Uiso 1 1 calc R . .
C12 C 0.7871(10) 0.1236(8) 0.9164(7) 0.050(2) Uani 1 1 d . . .
N3 N 0.3898(9) 0.2385(9) 0.4623(5) 0.061(2) Uani 1 1 d . . .
C35 C 0.3036(11) 0.1842(12) 0.4940(6) 0.064(3) Uani 1 1 d . . .
H35 H 0.2328 0.1513 0.4602 0.077 Uiso 1 1 calc R . .
C40 C 0.5318(10) 0.2651(10) 0.6876(6) 0.056(3) Uani 1 1 d . . .
H40 H 0.5085 0.2482 0.7391 0.067 Uiso 1 1 calc R . .
C39 C 0.6470(12) 0.3158(10) 0.6897(6) 0.062(3) Uani 1 1 d . . .
H39 H 0.7043 0.3276 0.7418 0.075 Uiso 1 1 calc R . .
C24 C 0.2568(8) 0.2086(7) 0.7208(5) 0.0342(18) Uani 1 1 d . . .
C25 C 0.2094(9) 0.3181(8) 0.7191(6) 0.047(2) Uani 1 1 d . . .
H25 H 0.1717 0.3514 0.6666 0.057 Uiso 1 1 calc R . .
C26 C 0.2191(9) 0.3744(8) 0.7942(7) 0.050(2) Uani 1 1 d . . .
H26 H 0.1859 0.4461 0.7941 0.061 Uiso 1 1 calc R . .
C27 C 0.2807(9) 0.3235(8) 0.8743(6) 0.048(2) Uani 1 1 d . . .
H27 H 0.2901 0.3641 0.9256 0.058 Uiso 1 1 calc R . .
C28 C 0.3251(9) 0.2188(7) 0.8769(5) 0.040(2) Uani 1 1 d . . .
H28 H 0.3633 0.1856 0.9294 0.048 Uiso 1 1 calc R . .
C29 C 0.3122(8) 0.1594(7) 0.7969(5) 0.0365(19) Uani 1 1 d . . .
C16 C 0.4260(9) -0.1471(6) 0.8242(5) 0.043(2) Uani 1 1 d . . .
C17 C 0.5326(10) -0.2106(8) 0.8500(6) 0.048(2) Uani 1 1 d . . .
H17 H 0.6061 -0.1767 0.8787 0.058 Uiso 1 1 calc R . .
C18 C 0.5293(13) -0.3236(10) 0.8333(9) 0.071(3) Uani 1 1 d . . .
H18 H 0.6007 -0.3659 0.8528 0.086 Uiso 1 1 calc R . .
C19 C 0.4257(11) -0.3755(8) 0.7893(8) 0.060(3) Uani 1 1 d . . .
H19 H 0.4266 -0.4518 0.7771 0.072 Uiso 1 1 calc R . .
C20 C 0.3190(13) -0.3140(10) 0.7629(8) 0.067(3) Uani 1 1 d . . .
H20 H 0.2469 -0.3491 0.7330 0.081 Uiso 1 1 calc R . .
C21 C 0.3180(9) -0.2011(8) 0.7804(6) 0.046(2) Uani 1 1 d . . .
H21 H 0.2450 -0.1603 0.7629 0.056 Uiso 1 1 calc R . .
C2 C 0.3512(8) -0.0342(7) 0.9275(5) 0.0354(18) Uani 1 1 d . . .
C7 C 0.4048(10) -0.0793(8) 1.0098(5) 0.051(2) Uani 1 1 d . . .
H7 H 0.4879 -0.0995 1.0201 0.061 Uiso 1 1 calc R . .
C6 C 0.3480(10) -0.0954(9) 1.0735(5) 0.053(3) Uani 1 1 d . . .
H6 H 0.3898 -0.1276 1.1255 0.063 Uiso 1 1 calc R . .
C5 C 0.2241(10) -0.0635(8) 1.0619(5) 0.047(2) Uani 1 1 d . . .
C4 C 0.1618(10) -0.0264(9) 0.9800(7) 0.053(2) Uani 1 1 d . . .
H4 H 0.0773 -0.0120 0.9692 0.064 Uiso 1 1 calc R . .
C3 C 0.2265(10) -0.0106(8) 0.9136(6) 0.050(2) Uani 1 1 d . . .
H3 H 0.1844 0.0161 0.8596 0.060 Uiso 1 1 calc R . .
O1 O 0.1699(8) -0.0743(8) 1.1299(4) 0.0661(19) Uani 1 1 d . . .
C13 C 0.7377(11) 0.0758(10) 0.8374(8) 0.062(3) Uani 1 1 d . . .
H13 H 0.7837 0.0757 0.7949 0.074 Uiso 1 1 calc R . .
C14 C 0.6217(10) 0.0282(8) 0.8191(6) 0.050(2) Uani 1 1 d . . .
H14 H 0.5903 -0.0029 0.7646 0.060 Uiso 1 1 calc R . .
N2 N 0.1422(7) 0.0915(7) 0.5935(4) 0.0421(16) Uani 1 1 d . . .
C30 C -0.0955(12) 0.0341(11) 0.5570(7) 0.066(3) Uani 1 1 d . . .
C33 C -0.2098(11) 0.0301(13) 0.5943(9) 0.076(4) Uani 1 1 d . . .
H33A H -0.2745 -0.0096 0.5551 0.114 Uiso 1 1 calc R . .
H33B H -0.2368 0.1053 0.6020 0.114 Uiso 1 1 calc R . .
H33C H -0.1906 -0.0077 0.6493 0.114 Uiso 1 1 calc R . .
C32 C -0.0614(12) -0.0864(13) 0.5326(8) 0.077(3) Uani 1 1 d . . .
H32A H -0.1314 -0.1196 0.4937 0.115 Uiso 1 1 calc R . .
H32B H -0.0388 -0.1312 0.5843 0.115 Uiso 1 1 calc R . .
H32C H 0.0071 -0.0826 0.5047 0.115 Uiso 1 1 calc R . .
O4 O 0.0451(8) -0.0027(7) 0.7131(4) 0.069(2) Uani 1 1 d . . .
C8 C 0.0357(17) -0.0394(15) 1.1155(9) 0.101(5) Uani 1 1 d . . .
H8A H -0.0147 -0.0897 1.0749 0.151 Uiso 1 1 calc R . .
H8B H 0.0263 0.0357 1.0927 0.151 Uiso 1 1 calc R . .
H8C H 0.0104 -0.0418 1.1697 0.151 Uiso 1 1 calc R . .
C31 C -0.1079(15) 0.117(2) 0.4800(10) 0.124(8) Uani 1 1 d . . .
H31A H -0.1358 0.1885 0.4962 0.186 Uiso 1 1 calc R . .
H31B H -0.1667 0.0882 0.4307 0.186 Uiso 1 1 calc R . .
H31C H -0.0289 0.1258 0.4655 0.186 Uiso 1 1 calc R . .
C42 C 0.3942(15) 0.2449(19) 0.3699(7) 0.104(6) Uani 1 1 d . . .
H42A H 0.3267 0.2026 0.3358 0.156 Uiso 1 1 calc R . .
H42B H 0.4712 0.2145 0.3622 0.156 Uiso 1 1 calc R . .
H42C H 0.3874 0.3219 0.3514 0.156 Uiso 1 1 calc R . .


_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 C38 1.894(12) . ?
S1 O4 1.483(8) . ?
S1 N2 1.678(8) . ?
S1 C30 1.843(11) . ?
O2 C12 1.359(13) . ?
O2 C15 1.400(15) . ?
N1 C22 1.379(10) . ?
N1 C29 1.405(11) . ?
N1 C1 1.515(10) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O3 C22 1.209(11) . ?
C38 C37 1.370(16) . ?
C38 C39 1.410(15) . ?
C37 C36 1.379(16) . ?
C37 H37 0.9300 . ?
C36 N3 1.392(14) . ?
C36 C41 1.422(14) . ?
C41 C40 1.374(13) . ?
C41 C34 1.451(14) . ?
C34 C35 1.403(13) . ?
C34 C23 1.492(14) . ?
C23 N2 1.490(12) . ?
C23 C24 1.502(12) . ?
C23 C22 1.564(11) . ?
C1 C2 1.525(13) . ?
C1 C9 1.512(13) . ?
C1 C16 1.555(11) . ?
C9 C10 1.371(12) . ?
C9 C14 1.399(14) . ?
C10 C11 1.401(14) . ?
C10 H10 0.9300 . ?
C11 C12 1.357(16) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(16) . ?
N3 C35 1.340(15) . ?
N3 C42 1.474(13) . ?
C35 H35 0.9300 . ?
C40 C39 1.406(15) . ?
C40 H40 0.9300 . ?
C39 H39 0.9300 . ?
C24 C29 1.354(11) . ?
C24 C25 1.403(13) . ?
C25 C26 1.346(14) . ?
C25 H25 0.9300 . ?
C26 C27 1.429(14) . ?
C26 H26 0.9300 . ?
C27 C28 1.338(14) . ?
C27 H27 0.9300 . ?
C28 C29 1.427(12) . ?
C28 H28 0.9300 . ?
C16 C17 1.384(14) . ?
C16 C21 1.397(13) . ?
C17 C18 1.371(16) . ?
C17 H17 0.9300 . ?
C18 C19 1.351(19) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(18) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(15) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C2 C3 1.379(14) . ?
C2 C7 1.409(11) . ?
C7 C6 1.315(14) . ?
C7 H7 0.9300 . ?
C6 C5 1.398(15) . ?
C6 H6 0.9300 . ?
C5 O1 1.349(12) . ?
C5 C4 1.393(13) . ?
C4 C3 1.411(15) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
O1 C8 1.511(19) . ?
C13 C14 1.375(15) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C30 C33 1.513(18) . ?
C30 C31 1.549(19) . ?
C30 C32 1.55(2) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 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
O4 S1 N2 112.3(5) . . ?
O4 S1 C30 104.5(5) . . ?
N2 S1 C30 97.9(5) . . ?
C12 O2 C15 118.5(9) . . ?
C22 N1 C29 108.2(6) . . ?
C22 N1 C1 127.1(7) . . ?
C29 N1 C1 123.2(6) . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C37 C38 C39 124.4(10) . . ?
C37 C38 Br1 119.7(9) . . ?
C39 C38 Br1 115.5(8) . . ?
C36 C37 C38 116.7(10) . . ?
C36 C37 H37 121.7 . . ?
C38 C37 H37 121.7 . . ?
C37 C36 N3 131.0(9) . . ?
C37 C36 C41 121.4(9) . . ?
N3 C36 C41 107.4(10) . . ?
C40 C41 C36 120.3(9) . . ?
C40 C41 C34 133.1(8) . . ?
C36 C41 C34 106.6(8) . . ?
C35 C34 C41 105.6(9) . . ?
C35 C34 C23 127.2(9) . . ?
C41 C34 C23 127.2(7) . . ?
C34 C23 N2 109.6(7) . . ?
C34 C23 C24 113.7(7) . . ?
N2 C23 C24 116.2(8) . . ?
C34 C23 C22 109.2(8) . . ?
N2 C23 C22 108.4(7) . . ?
C24 C23 C22 99.0(6) . . ?
O3 C22 N1 127.9(8) . . ?
O3 C22 C23 122.4(7) . . ?
N1 C22 C23 109.6(7) . . ?
N1 C1 C2 109.6(7) . . ?
N1 C1 C9 106.5(6) . . ?
C2 C1 C9 116.1(7) . . ?
N1 C1 C16 110.6(6) . . ?
C2 C1 C16 102.5(7) . . ?
C9 C1 C16 111.6(8) . . ?
C10 C9 C14 117.3(9) . . ?
C10 C9 C1 125.2(8) . . ?
C14 C9 C1 117.2(7) . . ?
C9 C10 C11 121.2(9) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 120.7(9) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
O2 C12 C11 117.2(10) . . ?
O2 C12 C13 124.3(11) . . ?
C11 C12 C13 118.5(10) . . ?
C35 N3 C36 109.7(8) . . ?
C35 N3 C42 125.5(10) . . ?
C36 N3 C42 123.7(10) . . ?
N3 C35 C34 110.5(9) . . ?
N3 C35 H35 124.8 . . ?
C34 C35 H35 124.8 . . ?
C41 C40 C39 119.7(9) . . ?
C41 C40 H40 120.1 . . ?
C39 C40 H40 120.1 . . ?
C40 C39 C38 117.2(9) . . ?
C40 C39 H39 121.4 . . ?
C38 C39 H39 121.4 . . ?
C29 C24 C25 120.8(8) . . ?
C29 C24 C23 111.2(7) . . ?
C25 C24 C23 127.9(7) . . ?
C26 C25 C24 119.4(8) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 119.7(8) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C28 C27 C26 121.5(8) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 118.1(8) . . ?
C27 C28 H28 120.9 . . ?
C29 C28 H28 120.9 . . ?
C24 C29 N1 111.0(7) . . ?
C24 C29 C28 120.5(8) . . ?
N1 C29 C28 128.5(7) . . ?
C17 C16 C21 118.3(8) . . ?
C17 C16 C1 120.3(8) . . ?
C21 C16 C1 120.8(9) . . ?
C16 C17 C18 119.7(11) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C19 C18 C17 122.1(12) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C18 C19 C20 119.1(10) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C19 C20 C21 120.4(11) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 120.4(11) . . ?
C20 C21 H21 119.8 . . ?
C16 C21 H21 119.8 . . ?
C3 C2 C7 115.1(9) . . ?
C3 C2 C1 122.1(7) . . ?
C7 C2 C1 122.5(8) . . ?
C6 C7 C2 125.9(10) . . ?
C6 C7 H7 117.0 . . ?
C2 C7 H7 117.0 . . ?
C7 C6 C5 119.1(8) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
O1 C5 C4 123.6(10) . . ?
O1 C5 C6 118.1(8) . . ?
C4 C5 C6 118.3(9) . . ?
C5 C4 C3 120.3(9) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C2 C3 C4 120.9(8) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 O1 C8 117.0(9) . . ?
C12 C13 C14 121.8(11) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C9 C14 C13 120.4(9) . . ?
C9 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C23 N2 S1 115.3(6) . . ?
C33 C30 C31 113.0(12) . . ?
C33 C30 C32 109.9(11) . . ?
C31 C30 C32 112.2(13) . . ?
C33 C30 S1 104.5(8) . . ?
C31 C30 S1 107.6(10) . . ?
C32 C30 S1 109.3(9) . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 C42 H42A 109.5 . . ?
N3 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N3 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C39 C38 C37 C36 2.5(19) . . . . ?
Br1 C38 C37 C36 175.3(8) . . . . ?
C38 C37 C36 N3 176.2(11) . . . . ?
C38 C37 C36 C41 1.6(17) . . . . ?
C37 C36 C41 C40 -2.0(16) . . . . ?
N3 C36 C41 C40 -177.7(10) . . . . ?
C37 C36 C41 C34 -180.0(10) . . . . ?
N3 C36 C41 C34 4.3(11) . . . . ?
C40 C41 C34 C35 -179.1(12) . . . . ?
C36 C41 C34 C35 -1.5(12) . . . . ?
C40 C41 C34 C23 0.4(18) . . . . ?
C36 C41 C34 C23 178.0(9) . . . . ?
C35 C34 C23 N2 -4.6(14) . . . . ?
C41 C34 C23 N2 176.0(9) . . . . ?
C35 C34 C23 C24 -136.5(11) . . . . ?
C41 C34 C23 C24 44.1(13) . . . . ?
C35 C34 C23 C22 114.0(12) . . . . ?
C41 C34 C23 C22 -65.4(12) . . . . ?
C29 N1 C22 O3 172.1(10) . . . . ?
C1 N1 C22 O3 6.1(15) . . . . ?
C29 N1 C22 C23 -10.0(10) . . . . ?
C1 N1 C22 C23 -176.0(8) . . . . ?
C34 C23 C22 O3 -56.1(12) . . . . ?
N2 C23 C22 O3 63.3(12) . . . . ?
C24 C23 C22 O3 -175.1(9) . . . . ?
C34 C23 C22 N1 125.9(8) . . . . ?
N2 C23 C22 N1 -114.7(8) . . . . ?
C24 C23 C22 N1 6.9(9) . . . . ?
C22 N1 C1 C2 -140.4(8) . . . . ?
C29 N1 C1 C2 55.6(10) . . . . ?
C22 N1 C1 C9 93.3(9) . . . . ?
C29 N1 C1 C9 -70.7(10) . . . . ?
C22 N1 C1 C16 -28.1(12) . . . . ?
C29 N1 C1 C16 167.9(8) . . . . ?
N1 C1 C9 C10 111.7(9) . . . . ?
C2 C1 C9 C10 -10.6(11) . . . . ?
C16 C1 C9 C10 -127.5(9) . . . . ?
N1 C1 C9 C14 -62.8(9) . . . . ?
C2 C1 C9 C14 174.9(7) . . . . ?
C16 C1 C9 C14 58.0(10) . . . . ?
C14 C9 C10 C11 -2.5(13) . . . . ?
C1 C9 C10 C11 -177.0(8) . . . . ?
C9 C10 C11 C12 0.3(14) . . . . ?
C15 O2 C12 C11 -172.9(10) . . . . ?
C15 O2 C12 C13 6.5(16) . . . . ?
C10 C11 C12 O2 -178.7(9) . . . . ?
C10 C11 C12 C13 1.9(15) . . . . ?
C37 C36 N3 C35 179.2(13) . . . . ?
C41 C36 N3 C35 -5.7(13) . . . . ?
C37 C36 N3 C42 11(2) . . . . ?
C41 C36 N3 C42 -174.1(14) . . . . ?
C36 N3 C35 C34 4.8(14) . . . . ?
C42 N3 C35 C34 173.0(14) . . . . ?
C41 C34 C35 N3 -2.0(14) . . . . ?
C23 C34 C35 N3 178.5(10) . . . . ?
C36 C41 C40 C39 -1.7(16) . . . . ?
C34 C41 C40 C39 175.7(11) . . . . ?
C41 C40 C39 C38 5.3(18) . . . . ?
C37 C38 C39 C40 -6.0(19) . . . . ?
Br1 C38 C39 C40 -179.1(9) . . . . ?
C34 C23 C24 C29 -116.9(8) . . . . ?
N2 C23 C24 C29 114.5(8) . . . . ?
C22 C23 C24 C29 -1.2(10) . . . . ?
C34 C23 C24 C25 59.0(12) . . . . ?
N2 C23 C24 C25 -69.6(12) . . . . ?
C22 C23 C24 C25 174.7(9) . . . . ?
C29 C24 C25 C26 -0.2(14) . . . . ?
C23 C24 C25 C26 -175.8(10) . . . . ?
C24 C25 C26 C27 1.9(15) . . . . ?
C25 C26 C27 C28 -2.7(16) . . . . ?
C26 C27 C28 C29 1.6(14) . . . . ?
C25 C24 C29 N1 178.9(8) . . . . ?
C23 C24 C29 N1 -4.8(10) . . . . ?
C25 C24 C29 C28 -0.9(13) . . . . ?
C23 C24 C29 C28 175.3(8) . . . . ?
C22 N1 C29 C24 9.4(10) . . . . ?
C1 N1 C29 C24 176.1(7) . . . . ?
C22 N1 C29 C28 -170.7(9) . . . . ?
C1 N1 C29 C28 -4.1(14) . . . . ?
C27 C28 C29 C24 0.2(13) . . . . ?
C27 C28 C29 N1 -179.6(9) . . . . ?
N1 C1 C16 C17 141.2(9) . . . . ?
C2 C1 C16 C17 -102.1(10) . . . . ?
C9 C1 C16 C17 22.9(11) . . . . ?
N1 C1 C16 C21 -48.4(11) . . . . ?
C2 C1 C16 C21 68.4(9) . . . . ?
C9 C1 C16 C21 -166.6(8) . . . . ?
C21 C16 C17 C18 -0.8(15) . . . . ?
C1 C16 C17 C18 169.9(10) . . . . ?
C16 C17 C18 C19 2.3(19) . . . . ?
C17 C18 C19 C20 -2(2) . . . . ?
C18 C19 C20 C21 0.5(19) . . . . ?
C19 C20 C21 C16 0.9(17) . . . . ?
C17 C16 C21 C20 -0.7(15) . . . . ?
C1 C16 C21 C20 -171.4(9) . . . . ?
N1 C1 C2 C3 18.8(11) . . . . ?
C9 C1 C2 C3 139.4(9) . . . . ?
C16 C1 C2 C3 -98.7(9) . . . . ?
N1 C1 C2 C7 -167.8(7) . . . . ?
C9 C1 C2 C7 -47.1(10) . . . . ?
C16 C1 C2 C7 74.7(9) . . . . ?
C3 C2 C7 C6 -3.0(14) . . . . ?
C1 C2 C7 C6 -176.9(10) . . . . ?
C2 C7 C6 C5 -1.7(16) . . . . ?
C7 C6 C5 O1 -176.0(10) . . . . ?
C7 C6 C5 C4 6.5(15) . . . . ?
O1 C5 C4 C3 176.1(10) . . . . ?
C6 C5 C4 C3 -6.5(15) . . . . ?
C7 C2 C3 C4 2.9(13) . . . . ?
C1 C2 C3 C4 176.8(8) . . . . ?
C5 C4 C3 C2 1.7(15) . . . . ?
C4 C5 O1 C8 -2.6(16) . . . . ?
C6 C5 O1 C8 -179.9(11) . . . . ?
O2 C12 C13 C14 179.0(10) . . . . ?
C11 C12 C13 C14 -1.7(16) . . . . ?
C10 C9 C14 C13 2.7(14) . . . . ?
C1 C9 C14 C13 177.7(9) . . . . ?
C12 C13 C14 C9 -0.7(16) . . . . ?
C34 C23 N2 S1 -153.6(7) . . . . ?
C24 C23 N2 S1 -23.1(9) . . . . ?
C22 C23 N2 S1 87.2(8) . . . . ?
O4 S1 N2 C23 -72.1(7) . . . . ?
C30 S1 N2 C23 178.6(7) . . . . ?
O4 S1 C30 C33 66.8(10) . . . . ?
N2 S1 C30 C33 -177.7(9) . . . . ?
O4 S1 C30 C31 -172.8(11) . . . . ?
N2 S1 C30 C31 -57.3(12) . . . . ?
O4 S1 C30 C32 -50.8(10) . . . . ?
N2 S1 C30 C32 64.7(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.951
_diffrn_reflns_theta_full        27.77
_diffrn_measured_fraction_theta_full 0.951
_refine_diff_density_max         1.867
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.163
