# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_exp_6257
_database_code_depnum_ccdc_archive 'CCDC 1059226'
_audit_update_record             
;
2015-04-11 deposited with the CCDC.
2015-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H28 B2 F4 N2 O2 S2'
_chemical_formula_weight         754.40

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'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   13.0567(5)
_cell_length_b                   16.8890(7)
_cell_length_c                   32.3602(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7135.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5357
_cell_measurement_theta_min      4.4880
_cell_measurement_theta_max      71.2170

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3104
_exptl_absorpt_coefficient_mu    1.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8642
_exptl_absorpt_correction_T_max  0.8797
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\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            25277
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_sigmaI/netI    0.0504
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.73
_diffrn_reflns_theta_max         67.24
_reflns_number_total             6394
_reflns_number_gt                4613
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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 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)+(0.0681P)²+1.4104P] where P=(Fo²+2Fc²)/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         6394
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1452
_refine_ls_wR_factor_gt          0.1279
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.46495(6) 0.32427(5) 0.29613(2) 0.0527(2) Uani 1 1 d . . .
S2 S 0.57303(6) 0.67288(4) 0.54110(2) 0.0552(2) Uani 1 1 d . . .
B1 B 0.6095(3) 0.2856(2) 0.18626(10) 0.0505(8) Uani 1 1 d . . .
B2 B 0.3330(3) 0.5208(2) 0.54159(11) 0.0550(8) Uani 1 1 d . . .
F1 F 0.55230(14) 0.24615(12) 0.15758(5) 0.0691(5) Uani 1 1 d . . .
F2 F 0.65352(15) 0.35153(11) 0.16892(5) 0.0703(5) Uani 1 1 d . . .
F3 F 0.34439(16) 0.44045(10) 0.53881(7) 0.0779(6) Uani 1 1 d . . .
F4 F 0.27346(15) 0.54025(12) 0.57525(6) 0.0773(6) Uani 1 1 d . . .
O1 O 0.68704(16) 0.23349(13) 0.20307(6) 0.0605(6) Uani 1 1 d . . .
O2 O 0.28654(16) 0.55019(12) 0.50377(6) 0.0617(6) Uani 1 1 d . . .
N1 N 0.53901(17) 0.31277(13) 0.22307(7) 0.0459(5) Uani 1 1 d . . .
N2 N 0.43951(18) 0.56165(13) 0.54651(7) 0.0490(6) Uani 1 1 d . . .
C1 C 0.3990(2) 0.37003(16) 0.25577(9) 0.0495(7) Uani 1 1 d . . .
C2 C 0.3089(2) 0.41386(18) 0.25727(11) 0.0587(8) Uani 1 1 d . . .
H2 H 0.2747 0.4223 0.2821 0.070 Uiso 1 1 calc R . .
C3 C 0.2723(3) 0.44425(18) 0.22077(12) 0.0646(9) Uani 1 1 d . . .
H3 H 0.2123 0.4739 0.2209 0.078 Uiso 1 1 calc R . .
C4 C 0.3231(3) 0.43169(18) 0.18353(11) 0.0621(8) Uani 1 1 d . . .
H4 H 0.2959 0.4526 0.1593 0.075 Uiso 1 1 calc R . .
C5 C 0.4125(2) 0.38913(18) 0.18190(10) 0.0557(7) Uani 1 1 d . . .
H5 H 0.4465 0.3812 0.1570 0.067 Uiso 1 1 calc R . .
C6 C 0.4507(2) 0.35825(16) 0.21857(9) 0.0475(6) Uani 1 1 d . . .
C7 C 0.5576(2) 0.29050(16) 0.26196(8) 0.0445(6) Uani 1 1 d . . .
C8 C 0.6413(2) 0.24141(16) 0.27359(8) 0.0434(6) Uani 1 1 d . . .
C9 C 0.7039(2) 0.21520(17) 0.24248(8) 0.0466(6) Uani 1 1 d . . .
C10 C 0.6553(2) 0.22080(16) 0.31793(8) 0.0434(6) Uani 1 1 d . . .
C11 C 0.6683(2) 0.27978(19) 0.34759(9) 0.0549(7) Uani 1 1 d . . .
H11 H 0.6630 0.3327 0.3400 0.066 Uiso 1 1 calc R . .
C12 C 0.6892(3) 0.2601(2) 0.38829(10) 0.0692(9) Uani 1 1 d . . .
H12 H 0.6965 0.2999 0.4079 0.083 Uiso 1 1 calc R . .
C13 C 0.6991(3) 0.1825(2) 0.39972(10) 0.0706(10) Uani 1 1 d . . .
H13 H 0.7166 0.1697 0.4268 0.085 Uiso 1 1 calc R . .
C14 C 0.6831(3) 0.1236(2) 0.37127(9) 0.0631(8) Uani 1 1 d . . .
H14 H 0.6878 0.0708 0.3793 0.076 Uiso 1 1 calc R . .
C15 C 0.6600(2) 0.14222(18) 0.33067(8) 0.0514(7) Uani 1 1 d . . .
H15 H 0.6476 0.1019 0.3118 0.062 Uiso 1 1 calc R . .
C16 C 0.7946(2) 0.16280(16) 0.24660(8) 0.0463(6) Uani 1 1 d . . .
C17 C 0.8614(2) 0.16611(18) 0.28001(10) 0.0546(7) Uani 1 1 d . . .
H17 H 0.8489 0.2010 0.3017 0.065 Uiso 1 1 calc R . .
C18 C 0.9468(2) 0.1171(2) 0.28094(12) 0.0658(9) Uani 1 1 d . . .
H18 H 0.9912 0.1191 0.3034 0.079 Uiso 1 1 calc R . .
C19 C 0.9663(3) 0.0657(2) 0.24891(13) 0.0699(10) Uani 1 1 d . . .
H19 H 1.0237 0.0331 0.2499 0.084 Uiso 1 1 calc R . .
C20 C 0.9015(3) 0.0622(2) 0.21549(11) 0.0676(9) Uani 1 1 d . . .
H20 H 0.9147 0.0274 0.1939 0.081 Uiso 1 1 calc R . .
C21 C 0.8166(2) 0.11083(18) 0.21431(9) 0.0568(7) Uani 1 1 d . . .
H21 H 0.7733 0.1089 0.1915 0.068 Uiso 1 1 calc R . .
C22 C 0.5957(2) 0.59641(17) 0.57599(8) 0.0516(7) Uani 1 1 d . . .
C23 C 0.6801(3) 0.5861(2) 0.60172(9) 0.0603(8) Uani 1 1 d . . .
H23 H 0.7333 0.6228 0.6023 0.072 Uiso 1 1 calc R . .
C24 C 0.6820(3) 0.5200(2) 0.62618(10) 0.0668(9) Uani 1 1 d . . .
H24 H 0.7377 0.5115 0.6435 0.080 Uiso 1 1 calc R . .
C25 C 0.6031(3) 0.4655(2) 0.62578(10) 0.0676(9) Uani 1 1 d . . .
H25 H 0.6068 0.4212 0.6428 0.081 Uiso 1 1 calc R . .
C26 C 0.5188(3) 0.47557(19) 0.60052(10) 0.0619(8) Uani 1 1 d . . .
H26 H 0.4654 0.4391 0.6006 0.074 Uiso 1 1 calc R . .
C27 C 0.5161(2) 0.54170(17) 0.57499(9) 0.0518(7) Uani 1 1 d . . .
C28 C 0.4602(2) 0.62864(17) 0.52610(8) 0.0472(6) Uani 1 1 d . . .
C29 C 0.3935(2) 0.66156(16) 0.49553(8) 0.0460(6) Uani 1 1 d . . .
C30 C 0.3085(2) 0.61832(17) 0.48497(8) 0.0477(6) Uani 1 1 d . . .
C31 C 0.4208(2) 0.74049(17) 0.47824(8) 0.0477(7) Uani 1 1 d . . .
C32 C 0.5088(3) 0.75082(19) 0.45499(9) 0.0585(8) Uani 1 1 d . . .
H32 H 0.5512 0.7078 0.4496 0.070 Uiso 1 1 calc R . .
C33 C 0.5342(3) 0.8251(2) 0.43962(11) 0.0749(10) Uani 1 1 d . . .
H33 H 0.5936 0.8318 0.4242 0.090 Uiso 1 1 calc R . .
C34 C 0.4718(4) 0.8883(2) 0.44714(12) 0.0843(12) Uani 1 1 d . . .
H34 H 0.4888 0.9378 0.4366 0.101 Uiso 1 1 calc R . .
C35 C 0.3838(3) 0.8793(2) 0.47017(11) 0.0737(10) Uani 1 1 d . . .
H35 H 0.3417 0.9226 0.4753 0.088 Uiso 1 1 calc R . .
C36 C 0.3583(3) 0.80586(18) 0.48551(9) 0.0558(7) Uani 1 1 d . . .
H36 H 0.2987 0.7998 0.5009 0.067 Uiso 1 1 calc R . .
C37 C 0.2329(2) 0.63807(17) 0.45242(8) 0.0475(7) Uani 1 1 d . . .
C38 C 0.2572(2) 0.68175(18) 0.41720(8) 0.0519(7) Uani 1 1 d . . .
H38 H 0.3230 0.7017 0.4137 0.062 Uiso 1 1 calc R . .
C39 C 0.1832(2) 0.69546(19) 0.38736(9) 0.0579(8) Uani 1 1 d . . .
H39 H 0.1995 0.7251 0.3641 0.069 Uiso 1 1 calc R . .
C40 C 0.0859(3) 0.6656(2) 0.39184(10) 0.0620(8) Uani 1 1 d . . .
H40 H 0.0369 0.6744 0.3715 0.074 Uiso 1 1 calc R . .
C41 C 0.0614(2) 0.6226(2) 0.42674(11) 0.0622(8) Uani 1 1 d . . .
H41 H -0.0047 0.6031 0.4301 0.075 Uiso 1 1 calc R . .
C42 C 0.1343(2) 0.60841(18) 0.45655(9) 0.0551(7) Uani 1 1 d . . .
H42 H 0.1173 0.5786 0.4797 0.066 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
S1 C7 1.735(3) . ?
S1 C1 1.745(3) . ?
S2 C28 1.721(3) . ?
S2 C22 1.741(3) . ?
B1 F1 1.365(4) . ?
B1 F2 1.373(4) . ?
B1 O1 1.447(4) . ?
B1 N1 1.574(4) . ?
B2 F3 1.368(4) . ?
B2 F4 1.378(4) . ?
B2 O2 1.453(4) . ?
B2 N2 1.561(4) . ?
O1 C9 1.331(3) . ?
O2 C30 1.333(3) . ?
N1 C7 1.336(3) . ?
N1 C6 1.393(3) . ?
N2 C28 1.338(3) . ?
N2 C27 1.402(4) . ?
C1 C2 1.391(4) . ?
C1 C6 1.395(4) . ?
C2 C3 1.374(5) . ?
C3 C4 1.392(5) . ?
C4 C5 1.372(4) . ?
C5 C6 1.389(4) . ?
C7 C8 1.423(4) . ?
C8 C9 1.370(4) . ?
C8 C10 1.488(3) . ?
C9 C16 1.484(4) . ?
C10 C15 1.391(4) . ?
C10 C11 1.394(4) . ?
C11 C12 1.385(4) . ?
C12 C13 1.368(5) . ?
C13 C14 1.372(5) . ?
C14 C15 1.384(4) . ?
C16 C17 1.390(4) . ?
C16 C21 1.395(4) . ?
C17 C18 1.389(4) . ?
C18 C19 1.376(5) . ?
C19 C20 1.375(5) . ?
C20 C21 1.380(4) . ?
C22 C27 1.390(4) . ?
C22 C23 1.393(4) . ?
C23 C24 1.369(4) . ?
C24 C25 1.381(5) . ?
C25 C26 1.381(5) . ?
C26 C27 1.390(4) . ?
C28 C29 1.431(4) . ?
C29 C30 1.371(4) . ?
C29 C31 1.489(4) . ?
C30 C37 1.481(4) . ?
C31 C32 1.385(4) . ?
C31 C36 1.393(4) . ?
C32 C33 1.390(4) . ?
C33 C34 1.364(5) . ?
C34 C35 1.378(6) . ?
C35 C36 1.377(5) . ?
C37 C42 1.389(4) . ?
C37 C38 1.394(4) . ?
C38 C39 1.385(4) . ?
C39 C40 1.373(4) . ?
C40 C41 1.381(4) . ?
C41 C42 1.376(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
C7 S1 C1 90.70(13) . . ?
C28 S2 C22 90.36(14) . . ?
F1 B1 F2 110.3(3) . . ?
F1 B1 O1 110.0(3) . . ?
F2 B1 O1 110.8(3) . . ?
F1 B1 N1 109.7(3) . . ?
F2 B1 N1 108.5(3) . . ?
O1 B1 N1 107.6(2) . . ?
F3 B2 F4 110.5(3) . . ?
F3 B2 O2 109.2(3) . . ?
F4 B2 O2 110.4(3) . . ?
F3 B2 N2 110.3(3) . . ?
F4 B2 N2 108.5(3) . . ?
O2 B2 N2 107.9(2) . . ?
C9 O1 B1 128.1(2) . . ?
C30 O2 B2 126.1(2) . . ?
C7 N1 C6 113.8(2) . . ?
C7 N1 B1 121.7(2) . . ?
C6 N1 B1 124.5(2) . . ?
C28 N2 C27 112.6(2) . . ?
C28 N2 B2 120.2(2) . . ?
C27 N2 B2 126.7(2) . . ?
C2 C1 C6 121.0(3) . . ?
C2 C1 S1 128.8(2) . . ?
C6 C1 S1 110.1(2) . . ?
C3 C2 C1 117.6(3) . . ?
C2 C3 C4 121.5(3) . . ?
C5 C4 C3 121.2(3) . . ?
C4 C5 C6 118.0(3) . . ?
C5 C6 N1 126.4(3) . . ?
C5 C6 C1 120.7(3) . . ?
N1 C6 C1 112.9(2) . . ?
N1 C7 C8 123.6(2) . . ?
N1 C7 S1 112.4(2) . . ?
C8 C7 S1 124.0(2) . . ?
C9 C8 C7 116.9(2) . . ?
C9 C8 C10 124.1(2) . . ?
C7 C8 C10 119.0(2) . . ?
O1 C9 C8 122.1(3) . . ?
O1 C9 C16 110.9(2) . . ?
C8 C9 C16 127.0(2) . . ?
C15 C10 C11 118.2(3) . . ?
C15 C10 C8 121.0(2) . . ?
C11 C10 C8 120.8(3) . . ?
C12 C11 C10 120.5(3) . . ?
C13 C12 C11 120.4(3) . . ?
C12 C13 C14 120.0(3) . . ?
C13 C14 C15 120.3(3) . . ?
C14 C15 C10 120.5(3) . . ?
C17 C16 C21 118.6(3) . . ?
C17 C16 C9 123.1(3) . . ?
C21 C16 C9 118.2(3) . . ?
C18 C17 C16 119.8(3) . . ?
C19 C18 C17 120.6(3) . . ?
C20 C19 C18 120.4(3) . . ?
C19 C20 C21 119.4(3) . . ?
C20 C21 C16 121.3(3) . . ?
C27 C22 C23 121.5(3) . . ?
C27 C22 S2 110.5(2) . . ?
C23 C22 S2 127.9(2) . . ?
C24 C23 C22 117.5(3) . . ?
C23 C24 C25 121.7(3) . . ?
C24 C25 C26 121.1(3) . . ?
C25 C26 C27 118.1(3) . . ?
C26 C27 C22 120.1(3) . . ?
C26 C27 N2 127.0(3) . . ?
C22 C27 N2 112.9(2) . . ?
N2 C28 C29 123.1(3) . . ?
N2 C28 S2 113.6(2) . . ?
C29 C28 S2 123.2(2) . . ?
C30 C29 C28 117.3(2) . . ?
C30 C29 C31 125.2(3) . . ?
C28 C29 C31 117.5(2) . . ?
O2 C30 C29 121.3(3) . . ?
O2 C30 C37 112.1(2) . . ?
C29 C30 C37 126.6(3) . . ?
C32 C31 C36 118.6(3) . . ?
C32 C31 C29 121.0(3) . . ?
C36 C31 C29 120.4(3) . . ?
C31 C32 C33 120.4(3) . . ?
C34 C33 C32 120.0(4) . . ?
C33 C34 C35 120.5(3) . . ?
C36 C35 C34 119.7(4) . . ?
C35 C36 C31 120.8(3) . . ?
C42 C37 C38 118.7(3) . . ?
C42 C37 C30 117.9(3) . . ?
C38 C37 C30 123.3(3) . . ?
C39 C38 C37 120.0(3) . . ?
C40 C39 C38 120.6(3) . . ?
C39 C40 C41 119.6(3) . . ?
C42 C41 C40 120.3(3) . . ?
C41 C42 C37 120.7(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        67.24
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_compound
_database_code_depnum_ccdc_archive 'CCDC 1059227'
_audit_update_record             
;
2015-04-11 deposited with the CCDC.
2015-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H19 B F2 N2 O S'
_chemical_formula_weight         420.27

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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                   12.4688(11)
_cell_length_b                   11.0347(9)
_cell_length_c                   14.9694(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.2580(10)
_cell_angle_gamma                90.00
_cell_volume                     2059.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1428
_cell_measurement_theta_min      2.2815
_cell_measurement_theta_max      20.0935

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9254
_exptl_absorpt_correction_T_max  0.9699
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            10131
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_sigmaI/netI    0.1001
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3630
_reflns_number_gt                1738
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0529P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3630
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_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
F1 F 0.69667(16) 0.06848(18) -0.01680(13) 0.0662(7) Uani 1 1 d . . .
F2 F 0.65679(16) 0.18939(18) 0.09976(16) 0.0739(7) Uani 1 1 d . . .
N1 N 0.7362(2) -0.0050(2) 0.12985(17) 0.0419(7) Uani 1 1 d . . .
N2 N 1.2875(3) 0.4160(3) 0.0220(2) 0.0681(10) Uani 1 1 d . . .
O1 O 0.83508(18) 0.16259(19) 0.06033(15) 0.0492(6) Uani 1 1 d . . .
S1 S 0.81951(8) -0.16766(9) 0.23039(7) 0.0550(3) Uani 1 1 d . . .
B1 B 0.7288(3) 0.1076(4) 0.0670(3) 0.0462(11) Uani 1 1 d . . .
C1 C 0.8298(3) -0.0420(3) 0.1628(2) 0.0404(9) Uani 1 1 d . . .
C2 C 0.6506(3) -0.0774(3) 0.1564(2) 0.0474(9) Uani 1 1 d . . .
C3 C 0.6818(3) -0.1727(3) 0.2120(2) 0.0513(10) Uani 1 1 d . . .
C4 C 0.6085(3) -0.2565(4) 0.2453(3) 0.0717(13) Uani 1 1 d . . .
H4 H 0.6299 -0.3196 0.2825 0.086 Uiso 1 1 calc R . .
C5 C 0.5025(3) -0.2413(5) 0.2207(3) 0.0851(15) Uani 1 1 d . . .
H5 H 0.4514 -0.2955 0.2418 0.102 Uiso 1 1 calc R . .
C6 C 0.4708(3) -0.1479(4) 0.1656(3) 0.0792(14) Uani 1 1 d . . .
H6 H 0.3986 -0.1402 0.1506 0.095 Uiso 1 1 calc R . .
C7 C 0.5435(3) -0.0654(4) 0.1322(3) 0.0655(12) Uani 1 1 d . . .
H7 H 0.5214 -0.0034 0.0943 0.079 Uiso 1 1 calc R . .
C8 C 0.9282(2) 0.0176(3) 0.1463(2) 0.0358(8) Uani 1 1 d . . .
C9 C 0.9265(3) 0.1201(3) 0.0944(2) 0.0402(9) Uani 1 1 d . . .
C10 C 1.0204(3) 0.1938(3) 0.0722(2) 0.0385(9) Uani 1 1 d . . .
C11 C 1.0110(3) 0.3185(3) 0.0638(2) 0.0482(10) Uani 1 1 d . . .
H11 H 0.9436 0.3538 0.0693 0.058 Uiso 1 1 calc R . .
C12 C 1.0975(3) 0.3913(3) 0.0476(2) 0.0533(10) Uani 1 1 d . . .
H12 H 1.0879 0.4747 0.0435 0.064 Uiso 1 1 calc R . .
C13 C 1.2003(3) 0.3427(3) 0.0370(2) 0.0477(9) Uani 1 1 d . . .
C14 C 1.2092(3) 0.2163(3) 0.0410(2) 0.0464(9) Uani 1 1 d . . .
H14 H 1.2754 0.1801 0.0311 0.056 Uiso 1 1 calc R . .
C15 C 1.1220(3) 0.1452(3) 0.0590(2) 0.0427(9) Uani 1 1 d . . .
H15 H 1.1310 0.0616 0.0627 0.051 Uiso 1 1 calc R . .
C16 C 1.2836(4) 0.5447(4) 0.0417(3) 0.0923(16) Uani 1 1 d . . .
H16A H 1.2183 0.5784 0.0181 0.139 Uiso 1 1 calc R . .
H16B H 1.3439 0.5843 0.0149 0.139 Uiso 1 1 calc R . .
H16C H 1.2858 0.5564 0.1053 0.139 Uiso 1 1 calc R . .
C17 C 1.3930(3) 0.3640(4) 0.0087(3) 0.0952(16) Uani 1 1 d . . .
H17A H 1.4251 0.3464 0.0656 0.143 Uiso 1 1 calc R . .
H17B H 1.4372 0.4205 -0.0231 0.143 Uiso 1 1 calc R . .
H17C H 1.3866 0.2905 -0.0253 0.143 Uiso 1 1 calc R . .
C18 C 1.0258(3) -0.0283(3) 0.1938(2) 0.0397(9) Uani 1 1 d . . .
C19 C 1.0727(3) 0.0406(3) 0.2606(2) 0.0503(10) Uani 1 1 d . . .
H19 H 1.0414 0.1137 0.2772 0.060 Uiso 1 1 calc R . .
C20 C 1.1647(3) 0.0023(4) 0.3029(3) 0.0608(11) Uani 1 1 d . . .
H20 H 1.1963 0.0501 0.3469 0.073 Uiso 1 1 calc R . .
C21 C 1.2096(3) -0.1059(4) 0.2801(3) 0.0668(12) Uani 1 1 d . . .
H21 H 1.2722 -0.1315 0.3085 0.080 Uiso 1 1 calc R . .
C22 C 1.1635(3) -0.1770(3) 0.2162(3) 0.0633(11) Uani 1 1 d . . .
H22 H 1.1934 -0.2518 0.2023 0.076 Uiso 1 1 calc R . .
C23 C 1.0716(3) -0.1375(3) 0.1717(2) 0.0507(10) Uani 1 1 d . . .
H23 H 1.0411 -0.1851 0.1270 0.061 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
F1 B1 1.384(4) . ?
F2 B1 1.366(4) . ?
N1 C1 1.329(4) . ?
N1 C2 1.392(4) . ?
N1 B1 1.561(5) . ?
N2 C13 1.374(4) . ?
N2 C17 1.450(5) . ?
N2 C16 1.451(5) . ?
O1 C9 1.332(3) . ?
O1 B1 1.461(5) . ?
S1 C1 1.721(3) . ?
S1 C3 1.739(3) . ?
C1 C8 1.415(4) . ?
C2 C7 1.388(4) . ?
C2 C3 1.397(4) . ?
C3 C4 1.393(5) . ?
C4 C5 1.380(5) . ?
C5 C6 1.377(5) . ?
C6 C7 1.381(5) . ?
C8 C9 1.373(4) . ?
C8 C18 1.495(4) . ?
C9 C10 1.465(4) . ?
C10 C11 1.387(4) . ?
C10 C15 1.390(4) . ?
C11 C12 1.368(5) . ?
C12 C13 1.399(5) . ?
C13 C14 1.401(4) . ?
C14 C15 1.369(4) . ?
C18 C23 1.375(4) . ?
C18 C19 1.383(4) . ?
C19 C20 1.375(4) . ?
C20 C21 1.362(5) . ?
C21 C22 1.362(5) . ?
C22 C23 1.393(5) . ?

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
C1 N1 C2 113.0(3) . . ?
C1 N1 B1 121.2(3) . . ?
C2 N1 B1 125.8(3) . . ?
C13 N2 C17 120.5(3) . . ?
C13 N2 C16 121.0(4) . . ?
C17 N2 C16 116.5(3) . . ?
C9 O1 B1 127.1(3) . . ?
C1 S1 C3 90.52(17) . . ?
F2 B1 F1 110.1(3) . . ?
F2 B1 O1 110.4(3) . . ?
F1 B1 O1 109.1(3) . . ?
F2 B1 N1 110.3(3) . . ?
F1 B1 N1 108.3(3) . . ?
O1 B1 N1 108.7(3) . . ?
N1 C1 C8 123.6(3) . . ?
N1 C1 S1 113.5(3) . . ?
C8 C1 S1 122.9(3) . . ?
C7 C2 N1 127.5(3) . . ?
C7 C2 C3 119.5(3) . . ?
N1 C2 C3 113.0(3) . . ?
C4 C3 C2 122.1(3) . . ?
C4 C3 S1 127.9(3) . . ?
C2 C3 S1 110.0(3) . . ?
C5 C4 C3 116.9(4) . . ?
C6 C5 C4 121.5(4) . . ?
C5 C6 C7 121.5(4) . . ?
C6 C7 C2 118.4(4) . . ?
C9 C8 C1 118.1(3) . . ?
C9 C8 C18 123.9(3) . . ?
C1 C8 C18 117.7(3) . . ?
O1 C9 C8 121.2(3) . . ?
O1 C9 C10 113.7(3) . . ?
C8 C9 C10 125.1(3) . . ?
C11 C10 C15 116.6(3) . . ?
C11 C10 C9 120.2(3) . . ?
C15 C10 C9 123.2(3) . . ?
C12 C11 C10 122.1(3) . . ?
C11 C12 C13 121.3(3) . . ?
N2 C13 C12 121.2(3) . . ?
N2 C13 C14 122.1(4) . . ?
C12 C13 C14 116.7(3) . . ?
C15 C14 C13 121.2(3) . . ?
C14 C15 C10 122.1(3) . . ?
C23 C18 C19 118.8(3) . . ?
C23 C18 C8 121.3(3) . . ?
C19 C18 C8 119.9(3) . . ?
C20 C19 C18 120.9(4) . . ?
C21 C20 C19 119.8(4) . . ?
C20 C21 C22 120.5(4) . . ?
C21 C22 C23 120.0(4) . . ?
C18 C23 C22 120.0(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 1059228'
_audit_update_record             
;
2015-04-11 deposited with the CCDC.
2015-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H24 B N O S'
_chemical_formula_weight         493.40

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'
B B 0.0013 0.0007 '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                   10.9909(8)
_cell_length_b                   9.0950(7)
_cell_length_c                   26.758(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.025(2)
_cell_angle_gamma                90.00
_cell_volume                     2641.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1110
_cell_measurement_theta_min      2.3685
_cell_measurement_theta_max      18.6705

_exptl_crystal_description       ABC
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9455
_exptl_absorpt_correction_T_max  0.9823
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            13002
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_sigmaI/netI    0.1222
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.02
_reflns_number_total             4649
_reflns_number_gt                1901
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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 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)+(0.0486P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4649
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1360
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   0.724
_refine_ls_restrained_S_all      0.724
_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 0.41281(7) 0.28446(9) 0.85440(3) 0.0642(3) Uani 1 1 d . . .
O1 O 0.39795(16) 0.7220(2) 0.92631(6) 0.0514(5) Uani 1 1 d . . .
C1 C 0.2614(3) 0.3056(3) 0.82670(11) 0.0567(8) Uani 1 1 d . . .
C3 C 0.0660(4) 0.2426(4) 0.78091(12) 0.0821(11) Uani 1 1 d . . .
H3 H 0.0135 0.1751 0.7624 0.098 Uiso 1 1 calc R . .
C16 C 0.5974(2) 0.7156(4) 0.97366(10) 0.0473(7) Uani 1 1 d . . .
C6 C 0.2176(3) 0.4443(3) 0.83715(10) 0.0502(8) Uani 1 1 d . . .
N1 N 0.3077(2) 0.5317(2) 0.86631(8) 0.0473(6) Uani 1 1 d . . .
C22 C 0.3589(3) 0.7873(3) 0.83137(12) 0.0543(8) Uani 1 1 d . . .
C15 C 0.5044(2) 0.6496(3) 0.93385(10) 0.0475(8) Uani 1 1 d . . .
C5 C 0.0967(3) 0.4828(3) 0.81888(10) 0.0603(9) Uani 1 1 d . . .
H5 H 0.0664 0.5753 0.8252 0.072 Uiso 1 1 calc R . .
C32 C -0.0163(3) 0.8953(4) 0.86788(17) 0.0847(12) Uani 1 1 d . . .
H32 H -0.0672 0.9548 0.8453 0.102 Uiso 1 1 calc R . .
C12 C 0.8607(4) 0.2982(6) 0.90855(17) 0.1056(16) Uani 1 1 d . . .
H12 H 0.9338 0.2484 0.9069 0.127 Uiso 1 1 calc R . .
C11 C 0.7669(4) 0.2289(4) 0.92722(14) 0.0925(12) Uani 1 1 d . . .
H11 H 0.7770 0.1329 0.9391 0.111 Uiso 1 1 calc R . .
C31 C -0.0543(3) 0.8513(5) 0.91162(19) 0.0900(12) Uani 1 1 d . . .
H31 H -0.1311 0.8793 0.9188 0.108 Uiso 1 1 calc R . .
C26 C 0.3523(4) 0.8337(5) 0.74127(14) 0.0865(12) Uani 1 1 d . . .
H26 H 0.3175 0.8128 0.7081 0.104 Uiso 1 1 calc R . .
C23 C 0.4509(3) 0.8930(4) 0.83967(14) 0.0796(11) Uani 1 1 d . . .
H23 H 0.4853 0.9154 0.8728 0.096 Uiso 1 1 calc R . .
C19 C 0.7740(3) 0.8473(4) 1.04616(12) 0.0691(10) Uani 1 1 d . . .
H19 H 0.8335 0.8915 1.0700 0.083 Uiso 1 1 calc R . .
C8 C 0.5205(3) 0.5214(3) 0.90872(10) 0.0475(7) Uani 1 1 d . . .
C9 C 0.6405(3) 0.4438(4) 0.91013(11) 0.0527(8) Uani 1 1 d . . .
C24 C 0.4936(4) 0.9666(4) 0.80022(19) 0.0964(13) Uani 1 1 d . . .
H24 H 0.5567 1.0352 0.8072 0.116 Uiso 1 1 calc R . .
C13 C 0.8471(4) 0.4398(6) 0.89237(15) 0.0990(14) Uani 1 1 d . . .
H13 H 0.9128 0.4881 0.8815 0.119 Uiso 1 1 calc R . .
C7 C 0.4151(3) 0.4609(3) 0.87824(10) 0.0474(7) Uani 1 1 d . . .
C14 C 0.7365(3) 0.5126(4) 0.89189(12) 0.0714(10) Uani 1 1 d . . .
H14 H 0.7269 0.6079 0.8793 0.086 Uiso 1 1 calc R . .
C20 C 0.6869(3) 0.9309(4) 1.01719(12) 0.0732(10) Uani 1 1 d . . .
H20 H 0.6868 1.0323 1.0216 0.088 Uiso 1 1 calc R . .
C21 C 0.5990(3) 0.8662(4) 0.98139(11) 0.0648(9) Uani 1 1 d . . .
H21 H 0.5398 0.9247 0.9622 0.078 Uiso 1 1 calc R . .
C28 C 0.1766(2) 0.7632(3) 0.88940(12) 0.0508(8) Uani 1 1 d . . .
C29 C 0.1349(3) 0.7230(3) 0.93375(12) 0.0634(9) Uani 1 1 d . . .
H29 H 0.1852 0.6648 0.9570 0.076 Uiso 1 1 calc R . .
C17 C 0.6846(3) 0.6314(4) 1.00455(11) 0.0592(9) Uani 1 1 d . . .
H17 H 0.6831 0.5296 1.0014 0.071 Uiso 1 1 calc R . .
C18 C 0.7733(3) 0.6970(4) 1.03989(11) 0.0662(9) Uani 1 1 d . . .
H18 H 0.8327 0.6395 1.0594 0.079 Uiso 1 1 calc R . .
C4 C 0.0226(3) 0.3793(4) 0.79094(12) 0.0732(10) Uani 1 1 d . . .
H4 H -0.0589 0.4031 0.7786 0.088 Uiso 1 1 calc R . .
C2 C 0.1854(3) 0.2048(4) 0.79781(12) 0.0759(10) Uani 1 1 d . . .
H2 H 0.2155 0.1133 0.7902 0.091 Uiso 1 1 calc R . .
C33 C 0.0975(3) 0.8521(3) 0.85677(12) 0.0673(9) Uani 1 1 d . . .
H33 H 0.1215 0.8834 0.8267 0.081 Uiso 1 1 calc R . .
C10 C 0.6574(3) 0.3015(4) 0.92849(12) 0.0713(10) Uani 1 1 d . . .
H10 H 0.5943 0.2547 0.9418 0.086 Uiso 1 1 calc R . .
C27 C 0.3130(3) 0.7599(4) 0.78062(13) 0.0715(10) Uani 1 1 d . . .
H27 H 0.2527 0.6880 0.7730 0.086 Uiso 1 1 calc R . .
C30 C 0.0218(3) 0.7657(4) 0.94471(14) 0.0819(11) Uani 1 1 d . . .
H30 H -0.0028 0.7359 0.9748 0.098 Uiso 1 1 calc R . .
B1 B 0.3085(3) 0.7068(4) 0.87779(13) 0.0506(9) Uani 1 1 d . . .
C25 C 0.4428(4) 0.9382(4) 0.75107(18) 0.0955(13) Uani 1 1 d . . .
H25 H 0.4695 0.9892 0.7247 0.115 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
S1 C1 1.723(3) . ?
S1 C7 1.725(3) . ?
O1 C15 1.330(3) . ?
O1 B1 1.507(3) . ?
C1 C2 1.390(4) . ?
C1 C6 1.395(4) . ?
C3 C2 1.363(4) . ?
C3 C4 1.374(4) . ?
C3 H3 0.9300 . ?
C16 C21 1.385(4) . ?
C16 C17 1.392(4) . ?
C16 C15 1.482(4) . ?
C6 C5 1.386(4) . ?
C6 N1 1.407(3) . ?
N1 C7 1.339(3) . ?
N1 B1 1.621(4) . ?
C22 C27 1.395(4) . ?
C22 C23 1.388(4) . ?
C22 B1 1.613(4) . ?
C15 C8 1.371(4) . ?
C5 C4 1.385(4) . ?
C5 H5 0.9300 . ?
C32 C31 1.363(5) . ?
C32 C33 1.387(4) . ?
C32 H32 0.9300 . ?
C12 C13 1.359(5) . ?
C12 C11 1.368(5) . ?
C12 H12 0.9300 . ?
C11 C10 1.378(4) . ?
C11 H11 0.9300 . ?
C31 C30 1.363(4) . ?
C31 H31 0.9300 . ?
C26 C27 1.374(4) . ?
C26 C25 1.372(5) . ?
C26 H26 0.9300 . ?
C23 C24 1.392(5) . ?
C23 H23 0.9300 . ?
C19 C20 1.365(4) . ?
C19 C18 1.377(4) . ?
C19 H19 0.9300 . ?
C8 C7 1.419(3) . ?
C8 C9 1.491(4) . ?
C9 C14 1.381(4) . ?
C9 C10 1.386(4) . ?
C24 C25 1.370(5) . ?
C24 H24 0.9300 . ?
C13 C14 1.382(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C20 C21 1.381(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C28 C33 1.391(4) . ?
C28 C29 1.387(4) . ?
C28 B1 1.613(4) . ?
C29 C30 1.377(4) . ?
C29 H29 0.9300 . ?
C17 C18 1.383(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C4 H4 0.9300 . ?
C2 H2 0.9300 . ?
C33 H33 0.9300 . ?
C10 H10 0.9300 . ?
C27 H27 0.9300 . ?
C30 H30 0.9300 . ?
C25 H25 0.9300 . ?

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
C1 S1 C7 90.72(15) . . ?
C15 O1 B1 121.7(2) . . ?
C2 C1 C6 120.8(3) . . ?
C2 C1 S1 128.4(3) . . ?
C6 C1 S1 110.8(2) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C21 C16 C17 117.6(3) . . ?
C21 C16 C15 119.9(3) . . ?
C17 C16 C15 122.5(3) . . ?
C5 C6 N1 127.3(3) . . ?
C5 C6 C1 120.0(3) . . ?
N1 C6 C1 112.8(3) . . ?
C7 N1 C6 112.2(2) . . ?
C7 N1 B1 116.7(2) . . ?
C6 N1 B1 129.9(2) . . ?
C27 C22 C23 115.0(3) . . ?
C27 C22 B1 123.6(3) . . ?
C23 C22 B1 121.4(3) . . ?
O1 C15 C8 121.6(2) . . ?
O1 C15 C16 113.6(3) . . ?
C8 C15 C16 124.7(3) . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
C31 C32 C33 120.6(3) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C13 C12 C11 120.1(4) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C30 C31 C32 119.1(4) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C27 C26 C25 119.8(4) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C24 C23 C22 122.4(3) . . ?
C24 C23 H23 118.8 . . ?
C22 C23 H23 118.8 . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C15 C8 C7 117.1(3) . . ?
C15 C8 C9 124.8(3) . . ?
C7 C8 C9 118.0(3) . . ?
C14 C9 C10 118.7(3) . . ?
C14 C9 C8 119.9(3) . . ?
C10 C9 C8 121.3(3) . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C12 C13 C14 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
N1 C7 C8 124.0(3) . . ?
N1 C7 S1 113.5(2) . . ?
C8 C7 S1 122.5(2) . . ?
C13 C14 C9 120.0(4) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
C19 C20 C21 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C33 C28 C29 115.6(3) . . ?
C33 C28 B1 123.8(3) . . ?
C29 C28 B1 120.6(3) . . ?
C30 C29 C28 122.6(3) . . ?
C30 C29 H29 118.7 . . ?
C28 C29 H29 118.7 . . ?
C18 C17 C16 121.0(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C3 C4 C5 121.8(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C28 C33 C32 121.8(3) . . ?
C28 C33 H33 119.1 . . ?
C32 C33 H33 119.1 . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C26 C27 C22 123.4(3) . . ?
C26 C27 H27 118.3 . . ?
C22 C27 H27 118.3 . . ?
C31 C30 C29 120.3(4) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
O1 B1 C22 111.4(2) . . ?
O1 B1 C28 106.8(2) . . ?
C22 B1 C28 115.6(3) . . ?
O1 B1 N1 103.7(2) . . ?
C22 B1 N1 107.0(2) . . ?
C28 B1 N1 111.8(2) . . ?
C24 C25 C26 119.2(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.036
####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1059229'
_audit_update_record             
;
2015-04-11 deposited with the CCDC.
2015-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H29 B N2 O S'
_chemical_formula_weight         536.47

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'
B B 0.0013 0.0007 '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   'C2/c  '

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                   30.53(3)
_cell_length_b                   12.606(11)
_cell_length_c                   16.241(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.74(2)
_cell_angle_gamma                90.00
_cell_volume                     5806(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1554
_cell_measurement_theta_min      2.5405
_cell_measurement_theta_max      19.1185

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2256
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9467
_exptl_absorpt_correction_T_max  0.9790
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            14581
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_sigmaI/netI    0.1032
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5125
_reflns_number_gt                2294
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0481P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5125
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1273
_refine_ls_wR_factor_gt          0.1069
_refine_ls_goodness_of_fit_ref   0.809
_refine_ls_restrained_S_all      0.809
_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 0.21899(3) 0.20202(6) 0.34651(6) 0.0746(3) Uani 1 1 d . . .
O1 O 0.11959(6) 0.40797(14) 0.41652(12) 0.0519(5) Uani 1 1 d . . .
N1 N 0.18984(8) 0.38290(17) 0.37715(14) 0.0487(6) Uani 1 1 d . . .
N2 N -0.06098(10) 0.2169(2) 0.4552(2) 0.0855(9) Uani 1 1 d . . .
B1 B 0.15293(11) 0.4701(2) 0.3858(2) 0.0450(8) Uani 1 1 d . . .
C1 C 0.17714(10) 0.2804(2) 0.36464(18) 0.0519(7) Uani 1 1 d . . .
C2 C 0.23407(10) 0.4022(2) 0.37315(18) 0.0514(8) Uani 1 1 d . . .
C3 C 0.25598(11) 0.3107(2) 0.35791(19) 0.0613(8) Uani 1 1 d . . .
C4 C 0.30000(12) 0.3134(3) 0.3519(2) 0.0738(10) Uani 1 1 d . . .
H4 H 0.3144 0.2513 0.3437 0.089 Uiso 1 1 calc R . .
C5 C 0.32205(12) 0.4097(3) 0.3582(2) 0.0802(11) Uani 1 1 d . . .
H5 H 0.3516 0.4134 0.3540 0.096 Uiso 1 1 calc R . .
C6 C 0.30015(13) 0.5018(3) 0.3709(2) 0.0747(10) Uani 1 1 d . . .
H6 H 0.3152 0.5667 0.3742 0.090 Uiso 1 1 calc R . .
C7 C 0.25653(11) 0.4991(2) 0.37866(19) 0.0624(8) Uani 1 1 d . . .
H7 H 0.2425 0.5613 0.3875 0.075 Uiso 1 1 calc R . .
C8 C 0.13374(10) 0.2412(2) 0.36585(18) 0.0496(7) Uani 1 1 d . . .
C9 C 0.10676(10) 0.3081(2) 0.39509(17) 0.0462(7) Uani 1 1 d . . .
C10 C 0.06317(10) 0.2798(2) 0.40843(17) 0.0463(7) Uani 1 1 d . . .
C11 C 0.02606(11) 0.3517(2) 0.38536(19) 0.0569(8) Uani 1 1 d . . .
H11 H 0.0291 0.4160 0.3598 0.068 Uiso 1 1 calc R . .
C12 C -0.01506(11) 0.3310(2) 0.39902(19) 0.0611(8) Uani 1 1 d . . .
H12 H -0.0395 0.3803 0.3810 0.073 Uiso 1 1 calc R . .
C13 C -0.02052(11) 0.2370(2) 0.4396(2) 0.0606(8) Uani 1 1 d . . .
C14 C 0.01697(12) 0.1646(2) 0.4627(2) 0.0631(9) Uani 1 1 d . . .
H14 H 0.0144 0.1010 0.4895 0.076 Uiso 1 1 calc R . .
C15 C 0.05747(11) 0.1846(2) 0.44708(19) 0.0564(8) Uani 1 1 d . . .
H15 H 0.0813 0.1341 0.4624 0.068 Uiso 1 1 calc R . .
C16 C -0.09962(16) 0.2895(4) 0.4257(4) 0.164(2) Uani 1 1 d . . .
H16A H -0.1103 0.2970 0.3625 0.245 Uiso 1 1 calc R . .
H16B H -0.0896 0.3573 0.4532 0.245 Uiso 1 1 calc R . .
H16C H -0.1249 0.2631 0.4416 0.245 Uiso 1 1 calc R . .
C17 C -0.06538(15) 0.1235(3) 0.5018(3) 0.1309(17) Uani 1 1 d . . .
H17A H -0.0618 0.0617 0.4703 0.196 Uiso 1 1 calc R . .
H17B H -0.0959 0.1224 0.5060 0.196 Uiso 1 1 calc R . .
H17C H -0.0414 0.1237 0.5602 0.196 Uiso 1 1 calc R . .
C18 C 0.11941(12) 0.1305(2) 0.3357(2) 0.0562(8) Uani 1 1 d . . .
C19 C 0.07733(13) 0.1110(2) 0.2668(2) 0.0724(10) Uani 1 1 d . . .
H19 H 0.0576 0.1675 0.2399 0.087 Uiso 1 1 calc R . .
C20 C 0.06386(15) 0.0086(3) 0.2368(2) 0.0959(12) Uani 1 1 d . . .
H20 H 0.0353 -0.0036 0.1904 0.115 Uiso 1 1 calc R . .
C21 C 0.0933(2) -0.0754(3) 0.2763(3) 0.1008(15) Uani 1 1 d . . .
H21 H 0.0846 -0.1444 0.2566 0.121 Uiso 1 1 calc R . .
C22 C 0.13471(17) -0.0571(3) 0.3435(3) 0.0899(12) Uani 1 1 d . . .
H22 H 0.1547 -0.1137 0.3688 0.108 Uiso 1 1 calc R . .
C23 C 0.14795(12) 0.0445(3) 0.3754(2) 0.0715(10) Uani 1 1 d . . .
H23 H 0.1760 0.0553 0.4235 0.086 Uiso 1 1 calc R . .
C24 C 0.17981(10) 0.5517(2) 0.46444(19) 0.0468(7) Uani 1 1 d . . .
C25 C 0.18048(11) 0.6599(2) 0.4532(2) 0.0592(8) Uani 1 1 d . . .
H25 H 0.1649 0.6884 0.3970 0.071 Uiso 1 1 calc R . .
C26 C 0.20378(12) 0.7283(2) 0.5235(2) 0.0697(9) Uani 1 1 d . . .
H26 H 0.2036 0.8009 0.5135 0.084 Uiso 1 1 calc R . .
C27 C 0.22679(11) 0.6892(3) 0.6067(2) 0.0682(9) Uani 1 1 d . . .
H27 H 0.2422 0.7348 0.6535 0.082 Uiso 1 1 calc R . .
C28 C 0.22698(12) 0.5830(3) 0.6205(2) 0.0722(9) Uani 1 1 d . . .
H28 H 0.2429 0.5552 0.6767 0.087 Uiso 1 1 calc R . .
C29 C 0.20341(11) 0.5161(2) 0.5506(2) 0.0638(9) Uani 1 1 d . . .
H29 H 0.2034 0.4437 0.5617 0.077 Uiso 1 1 calc R . .
C30 C 0.12369(10) 0.5229(2) 0.29179(18) 0.0487(7) Uani 1 1 d . . .
C31 C 0.08190(11) 0.5765(2) 0.2806(2) 0.0628(8) Uani 1 1 d . . .
H31 H 0.0719 0.5794 0.3282 0.075 Uiso 1 1 calc R . .
C32 C 0.05462(13) 0.6255(2) 0.2020(3) 0.0781(10) Uani 1 1 d . . .
H32 H 0.0267 0.6594 0.1969 0.094 Uiso 1 1 calc R . .
C33 C 0.06920(14) 0.6235(3) 0.1320(2) 0.0842(11) Uani 1 1 d . . .
H33 H 0.0514 0.6576 0.0794 0.101 Uiso 1 1 calc R . .
C34 C 0.10966(14) 0.5719(3) 0.1387(2) 0.0801(10) Uani 1 1 d . . .
H34 H 0.1192 0.5700 0.0906 0.096 Uiso 1 1 calc R . .
C35 C 0.13642(11) 0.5222(2) 0.2176(2) 0.0625(9) Uani 1 1 d . . .
H35 H 0.1639 0.4872 0.2212 0.075 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
S1 C1 1.724(3) . ?
S1 C3 1.741(3) . ?
O1 C9 1.326(3) . ?
O1 B1 1.508(3) . ?
N1 C1 1.343(3) . ?
N1 C2 1.397(4) . ?
N1 B1 1.617(4) . ?
N2 C13 1.374(4) . ?
N2 C16 1.428(4) . ?
N2 C17 1.432(4) . ?
B1 C30 1.601(4) . ?
B1 C24 1.609(4) . ?
C1 C8 1.421(4) . ?
C2 C7 1.387(4) . ?
C2 C3 1.401(4) . ?
C3 C4 1.384(4) . ?
C4 C5 1.373(4) . ?
C5 C6 1.393(4) . ?
C6 C7 1.384(4) . ?
C8 C9 1.380(3) . ?
C8 C18 1.490(4) . ?
C9 C10 1.469(4) . ?
C10 C11 1.389(4) . ?
C10 C15 1.395(3) . ?
C11 C12 1.378(4) . ?
C12 C13 1.396(4) . ?
C13 C14 1.402(4) . ?
C14 C15 1.375(4) . ?
C18 C19 1.378(4) . ?
C18 C23 1.391(4) . ?
C19 C20 1.388(4) . ?
C20 C21 1.384(5) . ?
C21 C22 1.349(5) . ?
C22 C23 1.386(4) . ?
C24 C25 1.378(4) . ?
C24 C29 1.390(4) . ?
C25 C26 1.396(4) . ?
C26 C27 1.364(4) . ?
C27 C28 1.357(4) . ?
C28 C29 1.383(4) . ?
C30 C31 1.395(4) . ?
C30 C35 1.396(4) . ?
C31 C32 1.385(4) . ?
C32 C33 1.366(4) . ?
C33 C34 1.364(4) . ?
C34 C35 1.388(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
C1 S1 C3 91.36(16) . . ?
C9 O1 B1 125.2(2) . . ?
C1 N1 C2 113.0(2) . . ?
C1 N1 B1 119.7(2) . . ?
C2 N1 B1 127.0(2) . . ?
C13 N2 C16 120.5(3) . . ?
C13 N2 C17 121.0(3) . . ?
C16 N2 C17 118.5(3) . . ?
O1 B1 C30 109.0(2) . . ?
O1 B1 C24 106.1(2) . . ?
C30 B1 C24 115.5(2) . . ?
O1 B1 N1 104.7(2) . . ?
C30 B1 N1 111.1(2) . . ?
C24 B1 N1 109.7(2) . . ?
N1 C1 C8 123.4(2) . . ?
N1 C1 S1 112.7(2) . . ?
C8 C1 S1 123.9(2) . . ?
C7 C2 N1 127.9(3) . . ?
C7 C2 C3 118.6(3) . . ?
N1 C2 C3 113.4(3) . . ?
C4 C3 C2 122.2(3) . . ?
C4 C3 S1 128.4(3) . . ?
C2 C3 S1 109.5(2) . . ?
C5 C4 C3 118.6(3) . . ?
C4 C5 C6 120.0(3) . . ?
C7 C6 C5 121.5(3) . . ?
C6 C7 C2 119.1(3) . . ?
C9 C8 C1 118.1(3) . . ?
C9 C8 C18 123.0(3) . . ?
C1 C8 C18 118.8(2) . . ?
O1 C9 C8 120.9(2) . . ?
O1 C9 C10 112.8(2) . . ?
C8 C9 C10 126.3(3) . . ?
C11 C10 C15 117.2(3) . . ?
C11 C10 C9 119.7(2) . . ?
C15 C10 C9 123.1(2) . . ?
C12 C11 C10 122.3(3) . . ?
C11 C12 C13 120.8(3) . . ?
N2 C13 C12 121.1(3) . . ?
N2 C13 C14 122.1(3) . . ?
C12 C13 C14 116.8(3) . . ?
C15 C14 C13 122.1(3) . . ?
C14 C15 C10 120.8(3) . . ?
C19 C18 C23 118.3(3) . . ?
C19 C18 C8 120.4(3) . . ?
C23 C18 C8 121.3(3) . . ?
C18 C19 C20 121.1(3) . . ?
C21 C20 C19 119.5(4) . . ?
C22 C21 C20 119.9(4) . . ?
C21 C22 C23 121.1(4) . . ?
C22 C23 C18 120.1(4) . . ?
C25 C24 C29 115.2(3) . . ?
C25 C24 B1 123.8(3) . . ?
C29 C24 B1 121.0(3) . . ?
C24 C25 C26 122.0(3) . . ?
C27 C26 C25 120.5(3) . . ?
C28 C27 C26 119.2(3) . . ?
C27 C28 C29 119.8(3) . . ?
C28 C29 C24 123.2(3) . . ?
C31 C30 C35 115.1(3) . . ?
C31 C30 B1 119.0(2) . . ?
C35 C30 B1 125.8(3) . . ?
C32 C31 C30 123.0(3) . . ?
C33 C32 C31 119.3(3) . . ?
C34 C33 C32 120.5(3) . . ?
C33 C34 C35 119.7(3) . . ?
C34 C35 C30 122.5(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.040
