# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_BNM
_database_code_depnum_ccdc_archive 'CCDC 1499042'
_audit_update_record             
;
2016-08-13 deposited with the CCDC.
2016-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 B N S'
_chemical_formula_weight         447.42

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'
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                   13.7895(16)
_cell_length_b                   19.910(2)
_cell_length_c                   18.5249(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.484(5)
_cell_angle_gamma                90.00
_cell_volume                     5062.7(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4471
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1904
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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 kapa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40326
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4471
_reflns_number_gt                3718
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kapa apex ccd'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        Shelxs-97
_computing_structure_solution    Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'


_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 > 2σ(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)+(0.0855P)²+4.2421P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4471
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1589
_refine_ls_wR_factor_gt          0.1507
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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 0.34537(5) 0.33633(4) 0.19691(4) 0.0664(2) Uani 1 1 d . . .
C18 C 0.21822(13) 0.34211(9) 0.50182(10) 0.0338(4) Uani 1 1 d . . .
C13 C 0.15865(13) 0.36178(9) 0.43896(10) 0.0320(4) Uani 1 1 d . . .
N1 N 0.20241(11) 0.37766(8) 0.30316(8) 0.0350(4) Uani 1 1 d . . .
B1 B 0.20355(14) 0.40229(10) 0.37574(12) 0.0319(5) Uani 1 1 d . . .
C14 C 0.05714(13) 0.35184(9) 0.43919(11) 0.0356(4) Uani 1 1 d . . .
C15 C 0.01942(14) 0.32434(9) 0.49942(12) 0.0396(5) Uani 1 1 d . . .
H006 H -0.0475 0.3177 0.4981 0.048 Uiso 1 1 calc R . .
C24 C 0.19887(14) 0.52672(10) 0.42505(11) 0.0401(5) Uani 1 1 d . . .
C19 C 0.25218(14) 0.47429(9) 0.39546(10) 0.0350(4) Uani 1 1 d . . .
C16 C 0.07759(15) 0.30638(10) 0.56128(11) 0.0419(5) Uani 1 1 d . . .
C1 C 0.19513(14) 0.30741(9) 0.28056(10) 0.0384(5) Uani 1 1 d . . .
C17 C 0.17722(15) 0.31528(10) 0.56087(11) 0.0405(5) Uani 1 1 d . . .
H011 H 0.2179 0.3028 0.6016 0.049 Uiso 1 1 calc R . .
C12 C 0.21295(14) 0.42410(10) 0.24470(10) 0.0381(4) Uani 1 1 d . . .
C11 C 0.15703(16) 0.48246(10) 0.23884(12) 0.0446(5) Uani 1 1 d . . .
H013 H 0.1124 0.4909 0.2724 0.054 Uiso 1 1 calc R . .
C27 C 0.32772(14) 0.34958(11) 0.50646(12) 0.0448(5) Uani 1 1 d . . .
H01A H 0.3460 0.3688 0.4622 0.067 Uiso 1 1 calc R . .
H01B H 0.3577 0.3063 0.5137 0.067 Uiso 1 1 calc R . .
H01C H 0.3490 0.3784 0.5464 0.067 Uiso 1 1 calc R . .
C23 C 0.24419(17) 0.58727(11) 0.44618(12) 0.0489(5) Uani 1 1 d . . .
H015 H 0.2071 0.6212 0.4644 0.059 Uiso 1 1 calc R . .
C7 C 0.27617(16) 0.41100(12) 0.19224(12) 0.0496(5) Uani 1 1 d . . .
C20 C 0.35199(14) 0.48630(11) 0.38927(11) 0.0420(5) Uani 1 1 d . . .
C2 C 0.12820(17) 0.26301(10) 0.30481(11) 0.0457(5) Uani 1 1 d . . .
H018 H 0.0835 0.2782 0.3356 0.055 Uiso 1 1 calc R . .
C6 C 0.25848(17) 0.28338(11) 0.23175(12) 0.0507(6) Uani 1 1 d . . .
C22 C 0.34191(17) 0.59839(11) 0.44102(13) 0.0515(6) Uani 1 1 d . . .
C25 C -0.01656(15) 0.37202(12) 0.37650(13) 0.0496(5) Uani 1 1 d . . .
H02A H 0.0170 0.3906 0.3381 0.074 Uiso 1 1 calc R . .
H02B H -0.0603 0.4050 0.3929 0.074 Uiso 1 1 calc R . .
H02C H -0.0529 0.3332 0.3590 0.074 Uiso 1 1 calc R . .
C21 C 0.39450(16) 0.54737(11) 0.41278(13) 0.0506(5) Uani 1 1 d . . .
H022 H 0.4607 0.5538 0.4092 0.061 Uiso 1 1 calc R . .
C3 C 0.1269(2) 0.19549(11) 0.28364(13) 0.0582(6) Uani 1 1 d . . .
H023 H 0.0825 0.1661 0.3015 0.070 Uiso 1 1 calc R . .
C28 C 0.09189(17) 0.51977(12) 0.43460(16) 0.0583(6) Uani 1 1 d . . .
H02D H 0.0695 0.4763 0.4181 0.088 Uiso 1 1 calc R . .
H02E H 0.0559 0.5538 0.4069 0.088 Uiso 1 1 calc R . .
H02F H 0.0822 0.5248 0.4849 0.088 Uiso 1 1 calc R . .
C8 C 0.2837(2) 0.45638(15) 0.13592(14) 0.0668(7) Uani 1 1 d . . .
H025 H 0.3253 0.4471 0.1005 0.080 Uiso 1 1 calc R . .
C30 C 0.41856(16) 0.43532(13) 0.35871(15) 0.0594(6) Uani 1 1 d . . .
H02G H 0.3818 0.3960 0.3437 0.089 Uiso 1 1 calc R . .
H02H H 0.4697 0.4233 0.3953 0.089 Uiso 1 1 calc R . .
H02I H 0.4464 0.4544 0.3178 0.089 Uiso 1 1 calc R . .
C10 C 0.1672(2) 0.52790(12) 0.18362(14) 0.0612(7) Uani 1 1 d . . .
H027 H 0.1313 0.5675 0.1812 0.073 Uiso 1 1 calc R . .
C4 C 0.1904(2) 0.17224(13) 0.23673(15) 0.0685(8) Uani 1 1 d . . .
H028 H 0.1899 0.1273 0.2232 0.082 Uiso 1 1 calc R . .
C26 C 0.0340(2) 0.27839(15) 0.62666(15) 0.0663(7) Uani 1 1 d . . .
H02J H -0.0355 0.2759 0.6168 0.099 Uiso 1 1 calc R . .
H02K H 0.0502 0.3072 0.6676 0.099 Uiso 1 1 calc R . .
H02L H 0.0596 0.2342 0.6371 0.099 Uiso 1 1 calc R . .
C5 C 0.2545(2) 0.21615(13) 0.21025(15) 0.0659(7) Uani 1 1 d . . .
H030 H 0.2962 0.2009 0.1772 0.079 Uiso 1 1 calc R . .
C9 C 0.2304(2) 0.51455(15) 0.13221(16) 0.0719(8) Uani 1 1 d . . .
H031 H 0.2369 0.5450 0.0949 0.086 Uiso 1 1 calc R . .
C29 C 0.3891(2) 0.66497(14) 0.46504(19) 0.0800(9) Uani 1 1 d . . .
H03A H 0.4571 0.6638 0.4577 0.120 Uiso 1 1 calc R . .
H03B H 0.3820 0.6721 0.5155 0.120 Uiso 1 1 calc R . .
H03C H 0.3580 0.7009 0.4370 0.120 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.764(2) . ?
S1 C6 1.764(3) . ?
C18 C17 1.385(3) . ?
C18 C13 1.415(3) . ?
C18 C27 1.511(3) . ?
C13 C14 1.414(3) . ?
C13 B1 1.595(3) . ?
N1 B1 1.430(3) . ?
N1 C12 1.442(2) . ?
N1 C1 1.461(2) . ?
B1 C19 1.610(3) . ?
C14 C15 1.388(3) . ?
C14 C25 1.522(3) . ?
C15 C16 1.382(3) . ?
C24 C23 1.397(3) . ?
C24 C19 1.417(3) . ?
C24 C28 1.509(3) . ?
C19 C20 1.412(3) . ?
C16 C17 1.386(3) . ?
C16 C26 1.509(3) . ?
C1 C2 1.384(3) . ?
C1 C6 1.400(3) . ?
C12 C7 1.391(3) . ?
C12 C11 1.393(3) . ?
C11 C10 1.383(3) . ?
C23 C22 1.378(3) . ?
C7 C8 1.392(3) . ?
C20 C21 1.401(3) . ?
C20 C30 1.514(3) . ?
C2 C3 1.400(3) . ?
C6 C5 1.396(3) . ?
C22 C21 1.380(3) . ?
C22 C29 1.524(3) . ?
C3 C4 1.372(4) . ?
C8 C9 1.370(4) . ?
C10 C9 1.377(4) . ?
C4 C5 1.366(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 C6 97.96(11) . . ?
C17 C18 C13 120.52(17) . . ?
C17 C18 C27 118.28(17) . . ?
C13 C18 C27 121.20(17) . . ?
C18 C13 C14 117.13(17) . . ?
C18 C13 B1 120.58(16) . . ?
C14 C13 B1 121.79(16) . . ?
B1 N1 C12 119.57(15) . . ?
B1 N1 C1 126.31(16) . . ?
C12 N1 C1 114.07(15) . . ?
N1 B1 C13 123.15(16) . . ?
N1 B1 C19 119.06(17) . . ?
C13 B1 C19 117.80(16) . . ?
C15 C14 C13 120.31(17) . . ?
C15 C14 C25 116.32(17) . . ?
C13 C14 C25 123.34(18) . . ?
C16 C15 C14 122.44(18) . . ?
C23 C24 C19 120.64(19) . . ?
C23 C24 C28 117.55(19) . . ?
C19 C24 C28 121.81(18) . . ?
C20 C19 C24 116.89(17) . . ?
C20 C19 B1 121.36(17) . . ?
C24 C19 B1 121.57(16) . . ?
C15 C16 C17 117.36(18) . . ?
C15 C16 C26 121.1(2) . . ?
C17 C16 C26 121.5(2) . . ?
C2 C1 C6 117.90(19) . . ?
C2 C1 N1 123.27(18) . . ?
C6 C1 N1 118.83(19) . . ?
C18 C17 C16 122.22(18) . . ?
C7 C12 C11 118.8(2) . . ?
C7 C12 N1 121.30(18) . . ?
C11 C12 N1 119.91(18) . . ?
C10 C11 C12 120.6(2) . . ?
C22 C23 C24 122.3(2) . . ?
C12 C7 C8 119.9(2) . . ?
C12 C7 S1 119.74(17) . . ?
C8 C7 S1 120.33(19) . . ?
C21 C20 C19 120.24(19) . . ?
C21 C20 C30 116.58(19) . . ?
C19 C20 C30 123.17(18) . . ?
C1 C2 C3 120.9(2) . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 S1 118.6(2) . . ?
C1 C6 S1 121.30(17) . . ?
C23 C22 C21 117.45(19) . . ?
C23 C22 C29 120.8(2) . . ?
C21 C22 C29 121.7(2) . . ?
C22 C21 C20 122.5(2) . . ?
C4 C3 C2 120.6(3) . . ?
C9 C8 C7 120.5(3) . . ?
C9 C10 C11 120.1(2) . . ?
C5 C4 C3 119.0(2) . . ?
C4 C5 C6 121.3(3) . . ?
C8 C9 C10 120.0(2) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_BNX
_database_code_depnum_ccdc_archive 'CCDC 1499043'
_audit_update_record             
;
2016-08-13 deposited with the CCDC.
2016-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 B N S'
_chemical_formula_weight         419.37

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'
B B 0.0013 0.0007 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   R3c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   18.7282(6)
_cell_length_b                   18.7282(6)
_cell_length_c                   34.3232(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     10425.8(6)
_cell_formula_units_Z            18
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4080
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3996
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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 kapa apex ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17890
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_av_sigmaI/netI    0.0830
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4080
_reflns_number_gt                2337
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker kapa apex ccd'
_computing_cell_refinement       'Bruker saint'
_computing_data_reduction        Shelxs-97
_computing_structure_solution    Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'

_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 > 2σ(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)+(0.0533P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(13)
_refine_ls_number_reflns         4080
_refine_ls_number_parameters     284
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1226
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1568
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.011
_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 0.52874(9) 0.29406(10) 0.45951(4) 0.0723(4) Uani 1 1 d . . .
C12 C 0.3616(3) 0.1989(3) 0.47108(13) 0.0494(12) Uani 1 1 d . . .
C24 C 0.1989(3) 0.2346(3) 0.41058(14) 0.0542(13) Uani 1 1 d . . .
N1 N 0.3630(2) 0.2750(2) 0.48021(10) 0.0466(9) Uani 1 1 d . . .
C11 C 0.2895(3) 0.1227(3) 0.47254(15) 0.0625(14) Uani 1 1 d . . .
H5 H 0.2401 0.1196 0.4795 0.075 Uiso 1 1 calc R . .
C13 C 0.3392(3) 0.3986(3) 0.46433(13) 0.0531(13) Uani 1 1 d . . .
C6 C 0.5097(3) 0.3433(3) 0.49855(14) 0.0557(13) Uani 1 1 d . . .
C2 C 0.4169(3) 0.3665(3) 0.53651(13) 0.0545(13) Uani 1 1 d . . .
H8 H 0.3635 0.3551 0.5418 0.065 Uiso 1 1 calc R . .
C1 C 0.4311(3) 0.3295(3) 0.50450(13) 0.0467(11) Uani 1 1 d . . .
C19 C 0.2181(3) 0.2369(3) 0.45041(14) 0.0498(12) Uani 1 1 d . . .
C21 C 0.0743(4) 0.1365(4) 0.4623(2) 0.0766(17) Uani 1 1 d . . .
H11 H 0.0322 0.1042 0.4797 0.092 Uiso 1 1 calc R . .
C16 C 0.3887(6) 0.5664(4) 0.4568(2) 0.099(3) Uani 1 1 d . . .
H12 H 0.4052 0.6219 0.4543 0.119 Uiso 1 1 calc R . .
C20 C 0.1543(3) 0.1866(3) 0.47600(15) 0.0602(14) Uani 1 1 d . . .
C28 C 0.2643(4) 0.2855(4) 0.38102(15) 0.0775(18) Uani 1 1 d . . .
H14A H 0.2844 0.3430 0.3858 0.116 Uiso 1 1 calc R . .
H14B H 0.2411 0.2716 0.3553 0.116 Uiso 1 1 calc R . .
H14C H 0.3090 0.2744 0.3831 0.116 Uiso 1 1 calc R . .
C18 C 0.2976(4) 0.4330(4) 0.48446(15) 0.0658(15) Uani 1 1 d . . .
B1 B 0.3078(3) 0.3018(3) 0.46569(14) 0.0468(13) Uani 1 1 d . . .
C14 C 0.4056(3) 0.4512(4) 0.44083(16) 0.0664(16) Uani 1 1 d . . .
C3 C 0.4802(4) 0.4194(3) 0.56036(15) 0.0663(15) Uani 1 1 d . . .
H18 H 0.4702 0.4452 0.5811 0.080 Uiso 1 1 calc R . .
C9 C 0.3636(4) 0.0540(4) 0.45487(16) 0.0738(17) Uani 1 1 d . . .
H19 H 0.3644 0.0057 0.4494 0.089 Uiso 1 1 calc R . .
C5 C 0.5736(3) 0.3955(4) 0.52323(16) 0.0662(15) Uani 1 1 d . . .
H20 H 0.6264 0.4041 0.5193 0.079 Uiso 1 1 calc R . .
C17 C 0.3239(5) 0.5170(5) 0.4803(2) 0.089(2) Uani 1 1 d . . .
H21 H 0.2968 0.5394 0.4938 0.107 Uiso 1 1 calc R . .
C7 C 0.4344(3) 0.2011(3) 0.46164(14) 0.0595(13) Uani 1 1 d . . .
C23 C 0.1190(4) 0.1834(4) 0.39727(19) 0.0766(18) Uani 1 1 d . . .
H23 H 0.1070 0.1821 0.3709 0.092 Uiso 1 1 calc R . .
C22 C 0.0571(4) 0.1344(4) 0.4233(2) 0.0835(19) Uani 1 1 d . . .
H24 H 0.0037 0.1001 0.4144 0.100 Uiso 1 1 calc R . .
C15 C 0.4288(4) 0.5349(4) 0.4372(2) 0.086(2) Uani 1 1 d . . .
H25 H 0.4726 0.5690 0.4210 0.103 Uiso 1 1 calc R . .
C27 C 0.1671(4) 0.1812(4) 0.51924(16) 0.0808(18) Uani 1 1 d . . .
H26A H 0.2246 0.2146 0.5253 0.121 Uiso 1 1 calc R . .
H26B H 0.1486 0.1249 0.5262 0.121 Uiso 1 1 calc R . .
H26C H 0.1362 0.2006 0.5336 0.121 Uiso 1 1 calc R . .
C8 C 0.4351(4) 0.1283(4) 0.45409(15) 0.0706(16) Uani 1 1 d . . .
H27 H 0.4847 0.1303 0.4485 0.085 Uiso 1 1 calc R . .
C4 C 0.5588(4) 0.4340(3) 0.55326(17) 0.0757(17) Uani 1 1 d . . .
H28 H 0.6021 0.4703 0.5691 0.091 Uiso 1 1 calc R . .
C10 C 0.2913(4) 0.0508(3) 0.46364(17) 0.0745(16) Uani 1 1 d . . .
H29 H 0.2426 0.0003 0.4637 0.089 Uiso 1 1 calc R . .
C25 C 0.4567(4) 0.4239(4) 0.41754(17) 0.088(2) Uani 1 1 d . . .
H31A H 0.5095 0.4443 0.4298 0.132 Uiso 1 1 calc R . .
H31B H 0.4643 0.4455 0.3915 0.132 Uiso 1 1 calc R . .
H31C H 0.4287 0.3648 0.4166 0.132 Uiso 1 1 calc R . .
C26 C 0.2255(4) 0.3829(4) 0.51035(19) 0.0874(19) Uani 1 1 d . . .
H33A H 0.1831 0.3380 0.4958 0.131 Uiso 1 1 calc R . .
H33B H 0.2047 0.4168 0.5203 0.131 Uiso 1 1 calc R . .
H33C H 0.2424 0.3615 0.5316 0.131 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.756(5) . ?
S1 C6 1.761(5) . ?
C12 C7 1.382(6) . ?
C12 C11 1.390(7) . ?
C12 N1 1.447(6) . ?
C24 C23 1.391(7) . ?
C24 C19 1.409(6) . ?
C24 C28 1.507(7) . ?
N1 C1 1.435(6) . ?
N1 B1 1.445(6) . ?
C11 C10 1.398(7) . ?
C13 C14 1.394(7) . ?
C13 C18 1.415(7) . ?
C13 B1 1.602(7) . ?
C6 C1 1.377(6) . ?
C6 C5 1.391(7) . ?
C2 C3 1.372(6) . ?
C2 C1 1.394(6) . ?
C19 C20 1.400(7) . ?
C19 B1 1.592(7) . ?
C21 C22 1.371(8) . ?
C21 C20 1.394(7) . ?
C16 C15 1.344(10) . ?
C16 C17 1.361(10) . ?
C20 C27 1.515(7) . ?
C18 C17 1.400(8) . ?
C18 C26 1.492(8) . ?
C14 C15 1.407(8) . ?
C14 C25 1.518(8) . ?
C3 C4 1.378(8) . ?
C9 C10 1.359(8) . ?
C9 C8 1.367(8) . ?
C5 C4 1.363(7) . ?
C7 C8 1.394(7) . ?
C23 C22 1.387(8) . ?

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 C6 97.0(2) . . ?
C7 C12 C11 118.4(4) . . ?
C7 C12 N1 119.3(5) . . ?
C11 C12 N1 122.2(4) . . ?
C23 C24 C19 120.7(5) . . ?
C23 C24 C28 118.0(5) . . ?
C19 C24 C28 121.3(5) . . ?
C1 N1 B1 119.3(4) . . ?
C1 N1 C12 113.4(4) . . ?
B1 N1 C12 127.1(4) . . ?
C12 C11 C10 120.2(5) . . ?
C14 C13 C18 117.4(5) . . ?
C14 C13 B1 120.6(5) . . ?
C18 C13 B1 121.8(5) . . ?
C1 C6 C5 120.4(5) . . ?
C1 C6 S1 119.4(4) . . ?
C5 C6 S1 120.2(4) . . ?
C3 C2 C1 121.2(5) . . ?
C6 C1 C2 118.4(4) . . ?
C6 C1 N1 122.3(4) . . ?
C2 C1 N1 119.2(4) . . ?
C20 C19 C24 118.0(4) . . ?
C20 C19 B1 121.8(4) . . ?
C24 C19 B1 119.9(4) . . ?
C22 C21 C20 120.5(6) . . ?
C15 C16 C17 120.1(7) . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 C27 116.0(5) . . ?
C19 C20 C27 123.3(5) . . ?
C17 C18 C13 119.8(6) . . ?
C17 C18 C26 117.9(6) . . ?
C13 C18 C26 122.3(5) . . ?
N1 B1 C19 120.9(4) . . ?
N1 B1 C13 118.8(4) . . ?
C19 B1 C13 120.3(4) . . ?
C13 C14 C15 120.5(6) . . ?
C13 C14 C25 123.8(5) . . ?
C15 C14 C25 115.7(6) . . ?
C2 C3 C4 119.3(5) . . ?
C10 C9 C8 119.8(5) . . ?
C4 C5 C6 120.0(5) . . ?
C16 C17 C18 121.2(7) . . ?
C12 C7 C8 120.5(5) . . ?
C12 C7 S1 121.8(4) . . ?
C8 C7 S1 117.7(4) . . ?
C22 C23 C24 120.0(6) . . ?
C21 C22 C23 120.2(6) . . ?
C16 C15 C14 121.0(7) . . ?
C9 C8 C7 120.5(6) . . ?
C5 C4 C3 120.6(5) . . ?
C9 C10 C11 120.7(6) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.043
