# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1474614'
_audit_update_record             
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H31 B P, Br4 Ga'
_chemical_formula_sum            'C25 H31 B Br4 Ga P'
_chemical_formula_weight         762.60
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.2483(4)
_cell_length_b                   15.5100(5)
_cell_length_c                   15.3013(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.0940(10)
_cell_angle_gamma                90
_cell_volume                     2906.80(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6385
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      24.57
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6012
_exptl_absorpt_correction_T_max  0.7460

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_number            28885
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.5
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             5108
_reflns_number_gt                3866
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0450P)²+4.4691P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5108
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.088
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.845
_refine_diff_density_min         -1.392
_refine_diff_density_rms         0.101

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3692(3) 0.3536(3) 0.2798(3) 0.0247(10) Uani 1 1 d . . .
C2 C 0.3609(3) 0.3320(3) 0.3694(3) 0.0256(11) Uani 1 1 d . . .
C3 C 0.2934(3) 0.3830(3) 0.4251(3) 0.0272(11) Uani 1 1 d . . .
C4 C 0.2854(4) 0.3599(3) 0.5126(3) 0.0383(13) Uani 1 1 d . . .
H4 H 0.2419 0.3936 0.5509 0.046 Uiso 1 1 calc R . .
C5 C 0.3405(5) 0.2876(4) 0.5450(4) 0.0466(14) Uani 1 1 d . . .
H5 H 0.3311 0.271 0.6043 0.056 Uiso 1 1 calc R . .
C6 C 0.4077(5) 0.2406(4) 0.4921(4) 0.0473(15) Uani 1 1 d . . .
H6 H 0.445 0.1922 0.5158 0.057 Uiso 1 1 calc R . .
C7 C 0.4233(4) 0.2617(3) 0.4038(3) 0.0314(12) Uani 1 1 d . . .
C8 C 0.4954(4) 0.2194(3) 0.3455(4) 0.0388(13) Uani 1 1 d . . .
H8 H 0.538 0.1726 0.3665 0.047 Uiso 1 1 calc R . .
C9 C 0.5055(4) 0.2437(3) 0.2611(4) 0.0385(13) Uani 1 1 d . . .
H9 H 0.5572 0.2153 0.2249 0.046 Uiso 1 1 calc R . .
C10 C 0.4406(4) 0.3108(3) 0.2256(3) 0.0320(12) Uani 1 1 d . . .
H10 H 0.4461 0.3258 0.1656 0.038 Uiso 1 1 calc R . .
C11 C 0.1631(4) 0.3896(3) 0.1893(3) 0.0317(12) Uani 1 1 d . . .
H11 H 0.105 0.4343 0.1816 0.038 Uiso 1 1 calc R . .
C12 C 0.2058(5) 0.3655(4) 0.0980(3) 0.0497(15) Uani 1 1 d . . .
H12A H 0.2622 0.321 0.1035 0.075 Uiso 1 1 calc R . .
H12B H 0.2369 0.4167 0.07 0.075 Uiso 1 1 calc R . .
H12C H 0.1454 0.3434 0.0623 0.075 Uiso 1 1 calc R . .
C13 C 0.1120(4) 0.3128(4) 0.2356(4) 0.0489(15) Uani 1 1 d . . .
H13A H 0.0473 0.2938 0.2032 0.073 Uiso 1 1 calc R . .
H13B H 0.0908 0.3296 0.2949 0.073 Uiso 1 1 calc R . .
H13C H 0.1651 0.2656 0.2384 0.073 Uiso 1 1 calc R . .
C14 C 0.3354(4) 0.5259(3) 0.1956(3) 0.0317(11) Uani 1 1 d . . .
H14 H 0.3693 0.5018 0.1414 0.038 Uiso 1 1 calc R . .
C15 C 0.2492(4) 0.5923(3) 0.1680(4) 0.0453(14) Uani 1 1 d . . .
H15A H 0.2111 0.6138 0.2199 0.068 Uiso 1 1 calc R . .
H15B H 0.1964 0.5651 0.1284 0.068 Uiso 1 1 calc R . .
H15C H 0.2848 0.6405 0.138 0.068 Uiso 1 1 calc R . .
C16 C 0.4262(4) 0.5661(3) 0.2510(4) 0.0443(14) Uani 1 1 d . . .
H16A H 0.4649 0.6095 0.2165 0.066 Uiso 1 1 calc R . .
H16B H 0.4775 0.521 0.2694 0.066 Uiso 1 1 calc R . .
H16C H 0.3942 0.5933 0.3028 0.066 Uiso 1 1 calc R . .
C17 C 0.1885(4) 0.5417(3) 0.4225(3) 0.0249(10) Uani 1 1 d . . .
C18 C 0.0787(3) 0.5655(3) 0.4078(3) 0.0278(11) Uani 1 1 d . . .
C19 C 0.0355(4) 0.6381(3) 0.4489(3) 0.0341(12) Uani 1 1 d . . .
H19 H -0.0393 0.652 0.44 0.041 Uiso 1 1 calc R . .
C20 C 0.0983(4) 0.6903(3) 0.5020(3) 0.0363(12) Uani 1 1 d . . .
C21 C 0.2065(4) 0.6676(3) 0.5155(3) 0.0332(12) Uani 1 1 d . . .
H21 H 0.2507 0.7036 0.5512 0.04 Uiso 1 1 calc R . .
C22 C 0.2527(4) 0.5944(3) 0.4786(3) 0.0319(12) Uani 1 1 d . . .
C23 C 0.0054(4) 0.5109(4) 0.3516(4) 0.0403(13) Uani 1 1 d . . .
H23A H -0.0707 0.5286 0.36 0.061 Uiso 1 1 calc R . .
H23B H 0.0136 0.4502 0.368 0.061 Uiso 1 1 calc R . .
H23C H 0.0253 0.5183 0.29 0.061 Uiso 1 1 calc R . .
C24 C 0.0511(5) 0.7693(4) 0.5467(4) 0.0558(16) Uani 1 1 d . . .
H24A H -0.0283 0.7702 0.5386 0.084 Uiso 1 1 calc R . .
H24B H 0.083 0.8214 0.5211 0.084 Uiso 1 1 calc R . .
H24C H 0.0681 0.7672 0.6093 0.084 Uiso 1 1 calc R . .
C25 C 0.3711(4) 0.5739(4) 0.4997(4) 0.0507(15) Uani 1 1 d . . .
H25A H 0.401 0.5359 0.4545 0.076 Uiso 1 1 calc R . .
H25B H 0.3753 0.545 0.5566 0.076 Uiso 1 1 calc R . .
H25C H 0.4133 0.6275 0.5017 0.076 Uiso 1 1 calc R . .
B1 B 0.2393(4) 0.4606(4) 0.3806(4) 0.0265(12) Uani 1 1 d . . .
P1 P 0.27222(9) 0.43727(8) 0.25505(8) 0.0234(3) Uani 1 1 d . . .
Ga1 Ga 0.24688(4) 0.52103(3) 0.83490(3) 0.02703(15) Uani 1 1 d . . .
Br1 Br 0.27008(4) 0.39260(4) 0.75967(4) 0.05335(19) Uani 1 1 d . . .
Br2 Br 0.38879(4) 0.53980(4) 0.93383(3) 0.04425(17) Uani 1 1 d . . .
Br3 Br 0.08475(4) 0.51168(3) 0.91269(4) 0.03891(16) Uani 1 1 d . . .
Br4 Br 0.23387(6) 0.63736(4) 0.74156(4) 0.0642(2) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.378(6) . ?
C1 C2 1.415(6) . ?
C1 P1 1.799(4) . ?
C2 C3 1.427(6) . ?
C2 C7 1.430(6) . ?
C3 C4 1.390(7) . ?
C3 B1 1.533(7) . ?
C4 C5 1.400(7) . ?
C4 H4 0.95 . ?
C5 C6 1.366(8) . ?
C5 H5 0.95 . ?
C6 C7 1.404(7) . ?
C6 H6 0.95 . ?
C7 C8 1.416(7) . ?
C8 C9 1.351(7) . ?
C8 H8 0.95 . ?
C9 C10 1.417(7) . ?
C9 H9 0.95 . ?
C10 H10 0.95 . ?
C11 C13 1.520(7) . ?
C11 C12 1.539(7) . ?
C11 P1 1.828(5) . ?
C11 H11 1 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 C16 1.530(7) . ?
C14 C15 1.535(7) . ?
C14 P1 1.822(5) . ?
C14 H14 1 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.413(6) . ?
C17 C22 1.421(6) . ?
C17 B1 1.544(7) . ?
C18 C19 1.394(7) . ?
C18 C23 1.504(7) . ?
C19 C20 1.381(7) . ?
C19 H19 0.95 . ?
C20 C21 1.387(7) . ?
C20 C24 1.517(7) . ?
C21 C22 1.390(7) . ?
C21 H21 0.95 . ?
C22 C25 1.518(7) . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
B1 P1 1.996(6) . ?
Ga1 Br4 2.3065(8) . ?
Ga1 Br1 2.3185(8) . ?
Ga1 Br2 2.3214(7) . ?
Ga1 Br3 2.3214(7) . ?

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
C10 C1 C2 121.1(4) . . ?
C10 C1 P1 129.8(4) . . ?
C2 C1 P1 109.1(3) . . ?
C1 C2 C3 119.2(4) . . ?
C1 C2 C7 119.8(4) . . ?
C3 C2 C7 120.9(4) . . ?
C4 C3 C2 118.2(4) . . ?
C4 C3 B1 126.8(4) . . ?
C2 C3 B1 114.9(4) . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 120.5(5) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 122.0(5) . . ?
C5 C6 H6 119 . . ?
C7 C6 H6 119 . . ?
C6 C7 C8 125.7(5) . . ?
C6 C7 C2 117.2(5) . . ?
C8 C7 C2 117.1(5) . . ?
C9 C8 C7 122.0(4) . . ?
C9 C8 H8 119 . . ?
C7 C8 H8 119 . . ?
C8 C9 C10 121.3(5) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C1 C10 C9 118.6(5) . . ?
C1 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C13 C11 C12 111.9(4) . . ?
C13 C11 P1 111.2(3) . . ?
C12 C11 P1 110.4(3) . . ?
C13 C11 H11 107.7 . . ?
C12 C11 H11 107.7 . . ?
P1 C11 H11 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C14 C15 112.2(4) . . ?
C16 C14 P1 109.8(4) . . ?
C15 C14 P1 110.5(3) . . ?
C16 C14 H14 108 . . ?
C15 C14 H14 108 . . ?
P1 C14 H14 108 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 118.2(4) . . ?
C18 C17 B1 122.1(4) . . ?
C22 C17 B1 119.7(4) . . ?
C19 C18 C17 120.1(4) . . ?
C19 C18 C23 119.0(4) . . ?
C17 C18 C23 120.8(4) . . ?
C20 C19 C18 121.8(4) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C19 C20 C21 118.0(5) . . ?
C19 C20 C24 121.8(5) . . ?
C21 C20 C24 120.2(5) . . ?
C20 C21 C22 122.5(5) . . ?
C20 C21 H21 118.7 . . ?
C22 C21 H21 118.7 . . ?
C21 C22 C17 119.3(4) . . ?
C21 C22 C25 118.3(4) . . ?
C17 C22 C25 122.4(4) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C3 B1 C17 129.0(4) . . ?
C3 B1 P1 101.4(3) . . ?
C17 B1 P1 129.0(4) . . ?
C1 P1 C14 111.6(2) . . ?
C1 P1 C11 107.9(2) . . ?
C14 P1 C11 110.0(2) . . ?
C1 P1 B1 93.6(2) . . ?
C14 P1 B1 115.5(2) . . ?
C11 P1 B1 117.0(2) . . ?
Br4 Ga1 Br1 111.91(3) . . ?
Br4 Ga1 Br2 110.89(3) . . ?
Br1 Ga1 Br2 109.83(3) . . ?
Br4 Ga1 Br3 107.94(3) . . ?
Br1 Ga1 Br3 107.85(3) . . ?
Br2 Ga1 Br3 108.28(3) . . ?
####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1474615'
_audit_update_record             
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H21 B F6 N O4 P S2'
_chemical_formula_sum            'C18 H21 B F6 N O4 P S2'
_chemical_formula_weight         535.26
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_Int_Tables_number      60
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   30.337(3)
_cell_length_b                   7.7017(6)
_cell_length_c                   19.3533(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4521.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    2896
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      23.39
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2192
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6910
_exptl_absorpt_correction_T_max  0.7461

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.1124
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_number            39674
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.1
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        26.73
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             4797
_reflns_number_gt                2979
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0804P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0036(5)
_refine_ls_number_reflns         4797
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1046
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1524
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_restrained_S_all      1.03
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.102

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
O O 0.0106 0.006 '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'
P P 0.1023 0.0942 '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'

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
H1 H 0.0812(10) 0.614(4) 1.0373(15) 0.018(8) Uiso 1 1 d . . .
C1 C 0.14226(10) 0.7506(4) 0.89191(16) 0.0212(7) Uani 1 1 d . . .
C2 C 0.16526(10) 0.6193(4) 0.92900(16) 0.0219(7) Uani 1 1 d . . .
C3 C 0.15203(10) 0.5792(4) 0.99808(16) 0.0229(7) Uani 1 1 d . . .
C4 C 0.17337(11) 0.4453(4) 1.03095(18) 0.0293(8) Uani 1 1 d . . .
H4 H 0.1645 0.4125 1.0762 0.035 Uiso 1 1 calc R . .
C5 C 0.20844(11) 0.3554(5) 0.9985(2) 0.0349(9) Uani 1 1 d . . .
H5 H 0.2229 0.2642 1.0225 0.042 Uiso 1 1 calc R . .
C6 C 0.22174(12) 0.3974(5) 0.9335(2) 0.0346(9) Uani 1 1 d . . .
H6 H 0.2459 0.3375 0.9132 0.041 Uiso 1 1 calc R . .
C7 C 0.20011(10) 0.5289(4) 0.89579(18) 0.0259(8) Uani 1 1 d . . .
C8 C 0.21058(11) 0.5735(5) 0.82713(19) 0.0329(9) Uani 1 1 d . . .
H8 H 0.2341 0.515 0.8046 0.04 Uiso 1 1 calc R . .
C9 C 0.18790(11) 0.6979(5) 0.79218(18) 0.0326(9) Uani 1 1 d . . .
H9 H 0.1955 0.7237 0.7457 0.039 Uiso 1 1 calc R . .
C10 C 0.15319(11) 0.7890(5) 0.82458(17) 0.0273(8) Uani 1 1 d . . .
H10 H 0.1375 0.8762 0.8001 0.033 Uiso 1 1 calc R . .
C11 C 0.04487(10) 0.7855(5) 0.90697(16) 0.0275(8) Uani 1 1 d . . .
H11 H 0.0217 0.8268 0.9399 0.033 Uiso 1 1 calc R . .
C12 C 0.04027(15) 0.5884(5) 0.9013(2) 0.0525(12) Uani 1 1 d . . .
H12A H 0.0111 0.5596 0.8827 0.079 Uiso 1 1 calc R . .
H12B H 0.0436 0.5361 0.9472 0.079 Uiso 1 1 calc R . .
H12C H 0.0631 0.543 0.8704 0.079 Uiso 1 1 calc R . .
C13 C 0.03536(13) 0.8696(5) 0.83697(19) 0.0406(10) Uani 1 1 d . . .
H13A H 0.0573 0.8308 0.8032 0.061 Uiso 1 1 calc R . .
H13B H 0.0368 0.9962 0.8415 0.061 Uiso 1 1 calc R . .
H13C H 0.0059 0.8357 0.8213 0.061 Uiso 1 1 calc R . .
C14 C 0.10461(11) 1.0749(4) 0.95518(17) 0.0265(8) Uani 1 1 d . . .
H14 H 0.1303 1.092 0.9867 0.032 Uiso 1 1 calc R . .
C15 C 0.11533(13) 1.1775(5) 0.88958(18) 0.0370(9) Uani 1 1 d . . .
H15A H 0.0909 1.1668 0.8568 0.055 Uiso 1 1 calc R . .
H15B H 0.1423 1.1314 0.8686 0.055 Uiso 1 1 calc R . .
H15C H 0.1197 1.3001 0.9014 0.055 Uiso 1 1 calc R . .
C16 C 0.06479(12) 1.1505(5) 0.9932(2) 0.0383(9) Uani 1 1 d . . .
H16A H 0.0711 1.2708 1.0066 0.057 Uiso 1 1 calc R . .
H16B H 0.0588 1.0814 1.0347 0.057 Uiso 1 1 calc R . .
H16C H 0.039 1.1479 0.9628 0.057 Uiso 1 1 calc R . .
C17 C 0.19687(12) 0.8124(6) 1.17464(19) 0.0376(9) Uani 1 1 d . . .
C18 C 0.08000(14) 0.5786(7) 1.1929(2) 0.0493(12) Uani 1 1 d . . .
B1 B 0.11112(12) 0.6895(5) 1.02676(18) 0.0223(8) Uani 1 1 d . . .
N1 N 0.11888(8) 0.7944(4) 1.09804(13) 0.0224(6) Uani 1 1 d . . .
O1 O 0.15102(9) 1.0842(3) 1.13855(14) 0.0423(7) Uani 1 1 d . . .
O2 O 0.18665(7) 0.9104(3) 1.04679(12) 0.0329(6) Uani 1 1 d . . .
O3 O 0.08666(9) 0.9101(4) 1.20993(14) 0.0531(8) Uani 1 1 d . . .
O4 O 0.03710(8) 0.8036(4) 1.11771(13) 0.0439(7) Uani 1 1 d . . .
F1 F 0.18083(8) 0.8280(3) 1.23728(11) 0.0572(7) Uani 1 1 d . . .
F2 F 0.23558(8) 0.8891(4) 1.17276(14) 0.0752(9) Uani 1 1 d . . .
F3 F 0.20192(8) 0.6475(3) 1.16081(12) 0.0603(7) Uani 1 1 d . . .
F4 F 0.11634(9) 0.5599(4) 1.22789(17) 0.0947(12) Uani 1 1 d . . .
F5 F 0.04685(10) 0.5642(5) 1.23557(15) 0.0913(11) Uani 1 1 d . . .
F6 F 0.07651(11) 0.4524(4) 1.14850(16) 0.0776(9) Uani 1 1 d . . .
P1 P 0.09882(3) 0.84005(11) 0.94482(4) 0.0200(2) Uani 1 1 d . . .
S1 S 0.16220(3) 0.92150(12) 1.10911(4) 0.0277(2) Uani 1 1 d . . .
S2 S 0.07768(3) 0.79616(14) 1.15386(4) 0.0350(3) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.377(4) . ?
C1 C2 1.423(4) . ?
C1 P1 1.806(3) . ?
C2 C7 1.420(4) . ?
C2 C3 1.430(4) . ?
C3 C4 1.374(5) . ?
C3 B1 1.603(5) . ?
C4 C5 1.416(5) . ?
C4 H4 0.95 . ?
C5 C6 1.361(5) . ?
C5 H5 0.95 . ?
C6 C7 1.410(5) . ?
C6 H6 0.95 . ?
C7 C8 1.409(5) . ?
C8 C9 1.360(5) . ?
C8 H8 0.95 . ?
C9 C10 1.412(5) . ?
C9 H9 0.95 . ?
C10 H10 0.95 . ?
C11 C12 1.528(5) . ?
C11 C13 1.529(5) . ?
C11 P1 1.842(3) . ?
C11 H11 1 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 C16 1.530(5) . ?
C14 C15 1.530(5) . ?
C14 P1 1.828(3) . ?
C14 H14 1 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 F3 1.307(4) . ?
C17 F1 1.312(4) . ?
C17 F2 1.315(4) . ?
C17 S1 1.849(4) . ?
C18 F6 1.302(5) . ?
C18 F4 1.302(5) . ?
C18 F5 1.306(5) . ?
C18 S2 1.839(5) . ?
B1 N1 1.616(4) . ?
B1 P1 1.999(4) . ?
B1 H1 1.10(3) . ?
N1 S2 1.652(3) . ?
N1 S1 1.653(3) . ?
O1 S1 1.418(3) . ?
O2 S1 1.418(2) . ?
O3 S2 1.422(3) . ?
O4 S2 1.417(2) . ?

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
C10 C1 C2 120.8(3) . . ?
C10 C1 P1 129.1(3) . . ?
C2 C1 P1 110.0(2) . . ?
C7 C2 C1 119.0(3) . . ?
C7 C2 C3 121.8(3) . . ?
C1 C2 C3 119.2(3) . . ?
C4 C3 C2 117.6(3) . . ?
C4 C3 B1 127.0(3) . . ?
C2 C3 B1 115.3(3) . . ?
C3 C4 C5 121.1(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 123.9(3) . . ?
C8 C7 C2 118.4(3) . . ?
C6 C7 C2 117.7(3) . . ?
C9 C8 C7 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C1 C10 C9 119.5(3) . . ?
C1 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C13 109.9(3) . . ?
C12 C11 P1 109.7(2) . . ?
C13 C11 P1 115.1(3) . . ?
C12 C11 H11 107.3 . . ?
C13 C11 H11 107.3 . . ?
P1 C11 H11 107.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C14 C15 111.7(3) . . ?
C16 C14 P1 110.7(2) . . ?
C15 C14 P1 116.1(2) . . ?
C16 C14 H14 105.8 . . ?
C15 C14 H14 105.8 . . ?
P1 C14 H14 105.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
F3 C17 F1 108.8(3) . . ?
F3 C17 F2 109.0(3) . . ?
F1 C17 F2 108.4(3) . . ?
F3 C17 S1 111.6(2) . . ?
F1 C17 S1 112.4(3) . . ?
F2 C17 S1 106.6(3) . . ?
F6 C18 F4 109.2(4) . . ?
F6 C18 F5 106.9(4) . . ?
F4 C18 F5 108.3(4) . . ?
F6 C18 S2 114.0(3) . . ?
F4 C18 S2 110.3(3) . . ?
F5 C18 S2 107.9(3) . . ?
C3 B1 N1 116.6(3) . . ?
C3 B1 P1 100.2(2) . . ?
N1 B1 P1 114.5(2) . . ?
C3 B1 H1 115.2(16) . . ?
N1 B1 H1 103.1(16) . . ?
P1 B1 H1 107.4(16) . . ?
B1 N1 S2 116.9(2) . . ?
B1 N1 S1 121.5(2) . . ?
S2 N1 S1 120.78(16) . . ?
C1 P1 C14 111.69(15) . . ?
C1 P1 C11 109.63(15) . . ?
C14 P1 C11 110.77(16) . . ?
C1 P1 B1 95.30(15) . . ?
C14 P1 B1 117.95(15) . . ?
C11 P1 B1 110.43(16) . . ?
O1 S1 O2 121.35(17) . . ?
O1 S1 N1 112.67(15) . . ?
O2 S1 N1 105.65(13) . . ?
O1 S1 C17 105.18(17) . . ?
O2 S1 C17 104.97(17) . . ?
N1 S1 C17 105.78(16) . . ?
O4 S2 O3 121.20(17) . . ?
O4 S2 N1 109.55(14) . . ?
O3 S2 N1 111.07(16) . . ?
O4 S2 C18 105.84(19) . . ?
O3 S2 C18 104.0(2) . . ?
N1 S2 C18 103.42(17) . . ?
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1474616'
_audit_update_record             
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C34 H26 B N P, Br4 Ga'
_chemical_formula_sum            'C34 H26 B Br4 Ga N P'
_chemical_formula_weight         879.66
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5932(11)
_cell_length_b                   14.1435(11)
_cell_length_c                   19.2716(16)
_cell_angle_alpha                90
_cell_angle_beta                 107.068(3)
_cell_angle_gamma                90
_cell_volume                     3281.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9602
_cell_measurement_theta_min      3.24
_cell_measurement_theta_max      25.37
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.32
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.5403
_exptl_absorpt_correction_T_max  0.7452

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0107
_diffrn_reflns_number            136889
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         5.12
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             6435
_reflns_number_gt                5767
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.1426P)²+38.4384P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0036(7)
_refine_ls_number_reflns         6435
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.08
_refine_ls_wR_factor_ref         0.248
_refine_ls_wR_factor_gt          0.2398
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.98
_refine_diff_density_min         -3.172
_refine_diff_density_rms         0.222

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1391(5) 0.0632(4) 0.1158(3) 0.0196(12) Uani 1 1 d . . .
C2 C -0.0411(5) 0.0164(4) 0.1119(3) 0.0178(12) Uani 1 1 d . . .
C3 C 0.0654(5) 0.0533(4) 0.1527(3) 0.0183(12) Uani 1 1 d . . .
C4 C 0.1594(6) 0.0101(5) 0.1449(3) 0.0245(14) Uani 1 1 d . . .
H4 H 0.2305 0.0348 0.17 0.029 Uiso 1 1 calc R . .
C5 C 0.1513(7) -0.0707(5) 0.1000(4) 0.0308(16) Uani 1 1 d . . .
H5 H 0.2168 -0.099 0.0946 0.037 Uiso 1 1 calc R . .
C6 C 0.0492(8) -0.1081(5) 0.0643(4) 0.0330(17) Uani 1 1 d . . .
H6 H 0.0454 -0.164 0.0364 0.04 Uiso 1 1 calc R . .
C7 C -0.0501(6) -0.0655(5) 0.0682(3) 0.0251(14) Uani 1 1 d . . .
C8 C -0.1585(8) -0.0989(5) 0.0310(4) 0.0375(19) Uani 1 1 d . . .
H8 H -0.1664 -0.1546 0.0022 0.045 Uiso 1 1 calc R . .
C9 C -0.2515(7) -0.0526(6) 0.0356(4) 0.0371(18) Uani 1 1 d . . .
H9 H -0.3228 -0.0763 0.01 0.045 Uiso 1 1 calc R . .
C10 C -0.2433(6) 0.0294(5) 0.0776(4) 0.0299(15) Uani 1 1 d . . .
H10 H -0.3084 0.0615 0.08 0.036 Uiso 1 1 calc R . .
C11 C -0.1394(5) 0.2691(4) 0.1119(3) 0.0177(12) Uani 1 1 d . . .
C12 C -0.2432(6) 0.3116(5) 0.0955(4) 0.0285(15) Uani 1 1 d . . .
H12 H -0.2977 0.2894 0.1167 0.034 Uiso 1 1 calc R . .
C13 C -0.2661(6) 0.3881(6) 0.0469(4) 0.0329(16) Uani 1 1 d . . .
H13 H -0.3364 0.4184 0.0359 0.04 Uiso 1 1 calc R . .
C14 C -0.1888(7) 0.4195(6) 0.0151(4) 0.0343(17) Uani 1 1 d . . .
H14 H -0.2057 0.4715 -0.0175 0.041 Uiso 1 1 calc R . .
C15 C -0.0854(7) 0.3756(5) 0.0305(4) 0.0314(16) Uani 1 1 d . . .
H15 H -0.0323 0.3968 0.0077 0.038 Uiso 1 1 calc R . .
C16 C -0.0605(5) 0.3010(5) 0.0790(3) 0.0214(13) Uani 1 1 d . . .
H16 H 0.0103 0.2713 0.0901 0.026 Uiso 1 1 calc R . .
C17 C -0.1759(5) 0.1712(5) 0.2385(4) 0.0241(14) Uani 1 1 d . . .
C18 C -0.1941(6) 0.2573(6) 0.2680(4) 0.0343(17) Uani 1 1 d . . .
H18 H -0.1758 0.3151 0.2492 0.041 Uiso 1 1 calc R . .
C19 C -0.2402(7) 0.2569(9) 0.3262(5) 0.048(2) Uani 1 1 d . . .
H19 H -0.2551 0.315 0.3461 0.057 Uiso 1 1 calc R . .
C20 C -0.2634(8) 0.1739(10) 0.3540(5) 0.056(3) Uani 1 1 d . . .
H20 H -0.2904 0.1747 0.3951 0.068 Uiso 1 1 calc R . .
C21 C -0.2485(11) 0.0890(11) 0.3237(7) 0.078(4) Uani 1 1 d . . .
H21 H -0.2686 0.0316 0.3422 0.094 Uiso 1 1 calc R . .
C22 C -0.2040(8) 0.0873(7) 0.2659(5) 0.047(2) Uani 1 1 d . . .
H22 H -0.1927 0.0287 0.2451 0.056 Uiso 1 1 calc R . .
C23 C 0.0955(5) 0.2527(4) 0.3042(3) 0.0152(11) Uani 1 1 d . . .
C24 C 0.0871(6) 0.2343(5) 0.3734(3) 0.0242(14) Uani 1 1 d . . .
H24 H 0.1022 0.1728 0.3938 0.029 Uiso 1 1 calc R . .
C25 C 0.0565(7) 0.3066(6) 0.4122(4) 0.0327(16) Uani 1 1 d . . .
H25 H 0.0507 0.2945 0.4595 0.039 Uiso 1 1 calc R . .
C26 C 0.0343(7) 0.3965(5) 0.3825(4) 0.0329(16) Uani 1 1 d . . .
H26 H 0.0125 0.4455 0.4092 0.039 Uiso 1 1 calc R . .
C27 C 0.0439(6) 0.4147(5) 0.3138(4) 0.0301(15) Uani 1 1 d . . .
H27 H 0.0298 0.4764 0.2937 0.036 Uiso 1 1 calc R . .
C28 C 0.0743(6) 0.3427(5) 0.2744(4) 0.0229(13) Uani 1 1 d . . .
H28 H 0.0805 0.3549 0.2272 0.027 Uiso 1 1 calc R . .
C29 C 0.2397(5) 0.1439(4) 0.2939(3) 0.0161(11) Uani 1 1 d . . .
C30 C 0.3283(6) 0.2056(5) 0.2973(4) 0.0273(14) Uani 1 1 d . . .
H30 H 0.3144 0.2688 0.2803 0.033 Uiso 1 1 calc R . .
C31 C 0.4363(6) 0.1733(6) 0.3258(5) 0.0361(17) Uani 1 1 d . . .
H31 H 0.4968 0.2147 0.3287 0.043 Uiso 1 1 calc R . .
C32 C 0.4564(6) 0.0810(6) 0.3499(4) 0.0328(16) Uani 1 1 d . . .
H32 H 0.5307 0.0587 0.3676 0.039 Uiso 1 1 calc R . .
C33 C 0.3695(6) 0.0215(5) 0.3484(4) 0.0258(14) Uani 1 1 d . . .
H33 H 0.3843 -0.0409 0.367 0.031 Uiso 1 1 calc R . .
C34 C 0.2589(5) 0.0520(5) 0.3197(3) 0.0214(13) Uani 1 1 d . . .
H34 H 0.1988 0.0106 0.318 0.026 Uiso 1 1 calc R . .
N1 N 0.1272(4) 0.1768(4) 0.2637(3) 0.0148(10) Uani 1 1 d . . .
P1 P -0.10562(12) 0.16744(11) 0.17017(8) 0.0152(4) Uani 1 1 d . . .
Ga1 Ga 0.41888(6) 0.30825(5) 0.12045(4) 0.0247(3) Uani 1 1 d . . .
Br1 Br 0.23726(11) 0.29189(12) 0.10843(10) 0.0898(6) Uani 1 1 d . . .
Br2 Br 0.43173(14) 0.39219(13) 0.02503(10) 0.0947(6) Uani 1 1 d . . .
Br3 Br 0.50043(7) 0.16299(6) 0.12221(6) 0.0449(3) Uani 1 1 d . . .
Br4 Br 0.50451(9) 0.38660(8) 0.22444(7) 0.0649(4) Uani 1 1 d . . .
B1 B 0.0543(5) 0.1369(5) 0.2028(4) 0.0158(12) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.388(9) . ?
C1 C2 1.422(9) . ?
C1 P1 1.786(6) . ?
C2 C7 1.417(9) . ?
C2 C3 1.439(9) . ?
C3 C4 1.379(9) . ?
C3 B1 1.558(9) . ?
C4 C5 1.419(10) . ?
C4 H4 0.95 . ?
C5 C6 1.374(12) . ?
C5 H5 0.95 . ?
C6 C7 1.410(11) . ?
C6 H6 0.95 . ?
C7 C8 1.424(11) . ?
C8 C9 1.368(13) . ?
C8 H8 0.95 . ?
C9 C10 1.400(11) . ?
C9 H9 0.95 . ?
C10 H10 0.95 . ?
C11 C12 1.388(9) . ?
C11 C16 1.401(9) . ?
C11 P1 1.796(6) . ?
C12 C13 1.404(11) . ?
C12 H12 0.95 . ?
C13 C14 1.367(12) . ?
C13 H13 0.95 . ?
C14 C15 1.394(12) . ?
C14 H14 0.95 . ?
C15 C16 1.385(10) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C22 1.386(11) . ?
C17 C18 1.390(11) . ?
C17 P1 1.790(7) . ?
C18 C19 1.406(11) . ?
C18 H18 0.95 . ?
C19 C20 1.357(17) . ?
C19 H19 0.95 . ?
C20 C21 1.37(2) . ?
C20 H20 0.95 . ?
C21 C22 1.387(13) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
C23 C28 1.390(9) . ?
C23 C24 1.393(9) . ?
C23 N1 1.452(7) . ?
C24 C25 1.386(10) . ?
C24 H24 0.95 . ?
C25 C26 1.389(12) . ?
C25 H25 0.95 . ?
C26 C27 1.389(11) . ?
C26 H26 0.95 . ?
C27 C28 1.390(10) . ?
C27 H27 0.95 . ?
C28 H28 0.95 . ?
C29 C34 1.388(9) . ?
C29 C30 1.402(9) . ?
C29 N1 1.442(7) . ?
C30 C31 1.386(10) . ?
C30 H30 0.95 . ?
C31 C32 1.384(12) . ?
C31 H31 0.95 . ?
C32 C33 1.374(11) . ?
C32 H32 0.95 . ?
C33 C34 1.407(9) . ?
C33 H33 0.95 . ?
C34 H34 0.95 . ?
N1 B1 1.380(8) . ?
P1 B1 1.973(7) . ?
Ga1 Br2 2.2342(16) . ?
Ga1 Br1 2.2422(14) . ?
Ga1 Br4 2.2669(13) . ?
Ga1 Br3 2.2927(11) . ?

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
C10 C1 C2 120.8(6) . . ?
C10 C1 P1 128.2(6) . . ?
C2 C1 P1 110.9(4) . . ?
C7 C2 C1 119.5(6) . . ?
C7 C2 C3 121.4(6) . . ?
C1 C2 C3 119.1(5) . . ?
C4 C3 C2 118.2(6) . . ?
C4 C3 B1 129.8(6) . . ?
C2 C3 B1 112.0(5) . . ?
C3 C4 C5 120.8(7) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.3(7) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.5(6) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C2 117.6(7) . . ?
C6 C7 C8 124.4(7) . . ?
C2 C7 C8 118.0(7) . . ?
C9 C8 C7 121.3(7) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 121.1(7) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C1 C10 C9 119.3(7) . . ?
C1 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C16 120.1(6) . . ?
C12 C11 P1 121.6(5) . . ?
C16 C11 P1 118.1(5) . . ?
C11 C12 C13 118.8(7) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C14 C13 C12 121.0(7) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.2(7) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.7(7) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C11 120.1(6) . . ?
C15 C16 H16 120 . . ?
C11 C16 H16 120 . . ?
C22 C17 C18 120.2(7) . . ?
C22 C17 P1 119.4(6) . . ?
C18 C17 P1 120.2(6) . . ?
C17 C18 C19 118.6(9) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 120.4(10) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 121.1(8) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 119.6(11) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 120.0(10) . . ?
C17 C22 H22 120 . . ?
C21 C22 H22 120 . . ?
C28 C23 C24 120.5(6) . . ?
C28 C23 N1 120.3(5) . . ?
C24 C23 N1 119.2(5) . . ?
C25 C24 C23 119.3(6) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 120.5(7) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 C25 120.0(6) . . ?
C27 C26 H26 120 . . ?
C25 C26 H26 120 . . ?
C26 C27 C28 120.0(7) . . ?
C26 C27 H27 120 . . ?
C28 C27 H27 120 . . ?
C27 C28 C23 119.7(6) . . ?
C27 C28 H28 120.2 . . ?
C23 C28 H28 120.2 . . ?
C34 C29 C30 120.9(6) . . ?
C34 C29 N1 119.6(6) . . ?
C30 C29 N1 119.5(6) . . ?
C31 C30 C29 119.3(7) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C32 C31 C30 120.3(7) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 120.3(6) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.7(6) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C29 C34 C33 118.4(6) . . ?
C29 C34 H34 120.8 . . ?
C33 C34 H34 120.8 . . ?
B1 N1 C29 122.8(5) . . ?
B1 N1 C23 122.7(5) . . ?
C29 N1 C23 114.4(5) . . ?
C1 P1 C17 111.9(3) . . ?
C1 P1 C11 108.8(3) . . ?
C17 P1 C11 111.0(3) . . ?
C1 P1 B1 92.8(3) . . ?
C17 P1 B1 116.8(3) . . ?
C11 P1 B1 114.0(3) . . ?
Br2 Ga1 Br1 106.73(8) . . ?
Br2 Ga1 Br4 109.71(7) . . ?
Br1 Ga1 Br4 110.36(6) . . ?
Br2 Ga1 Br3 110.37(6) . . ?
Br1 Ga1 Br3 110.36(6) . . ?
Br4 Ga1 Br3 109.28(5) . . ?
N1 B1 C3 132.7(6) . . ?
N1 B1 P1 122.9(5) . . ?
C3 B1 P1 103.7(4) . . ?
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1474617'
_audit_update_record             
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H29 B N P'
_chemical_formula_sum            'C31 H29 B N P'
_chemical_formula_weight         457.33
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.9184(3)
_cell_length_b                   22.8078(12)
_cell_length_c                   16.1979(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.927(2)
_cell_angle_gamma                90
_cell_volume                     2500.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      27.02
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.13
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.7117
_exptl_absorpt_correction_T_max  0.7459

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_number            38483
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         5.11
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             5074
_reflns_number_gt                4200
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0380P)²+1.3818P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5074
_refine_ls_number_parameters     318
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.1028
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.27
_refine_diff_density_rms         0.039

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
O O 0.0106 0.006 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5884(2) 0.60268(7) 0.28276(10) 0.0257(3) Uani 1 1 d . . .
C2 C 0.5640(2) 0.60578(7) 0.36835(10) 0.0263(3) Uani 1 1 d . . .
C3 C 0.4040(2) 0.63696(7) 0.39299(10) 0.0272(3) Uani 1 1 d . . .
C4 C 0.3769(3) 0.62749(8) 0.47423(11) 0.0359(4) Uani 1 1 d . . .
H4 H 0.2663 0.6451 0.4907 0.043 Uiso 1 1 calc R . .
C5 C 0.5049(3) 0.59315(9) 0.53340(12) 0.0455(5) Uani 1 1 d . . .
H5 H 0.4761 0.5862 0.5874 0.055 Uiso 1 1 calc R . .
C6 C 0.6700(3) 0.56985(9) 0.51345(12) 0.0459(5) Uani 1 1 d . . .
H6 H 0.7628 0.5497 0.5552 0.055 Uiso 1 1 calc R . .
C7 C 0.7046(3) 0.57552(8) 0.43064(11) 0.0345(4) Uani 1 1 d . . .
C8 C 0.8759(3) 0.55159(8) 0.40850(12) 0.0426(4) Uani 1 1 d . . .
H8 H 0.9741 0.534 0.451 0.051 Uiso 1 1 calc R . .
C9 C 0.9027(3) 0.55326(8) 0.32789(12) 0.0402(4) Uani 1 1 d . . .
H9 H 1.0205 0.5382 0.3145 0.048 Uiso 1 1 calc R . .
C10 C 0.7554(2) 0.57736(8) 0.26446(11) 0.0330(4) Uani 1 1 d . . .
H10 H 0.771 0.5762 0.2076 0.04 Uiso 1 1 calc R . .
C11 C 0.4939(2) 0.63230(7) 0.10885(10) 0.0268(3) Uani 1 1 d . . .
C12 C 0.4809(3) 0.59211(8) 0.04369(10) 0.0346(4) Uani 1 1 d . . .
H12 H 0.4096 0.5567 0.0453 0.042 Uiso 1 1 calc R . .
C13 C 0.5708(3) 0.60301(9) -0.02399(11) 0.0421(4) Uani 1 1 d . . .
H13 H 0.5605 0.575 -0.0681 0.051 Uiso 1 1 calc R . .
C14 C 0.6746(3) 0.65414(9) -0.02734(11) 0.0412(4) Uani 1 1 d . . .
H14 H 0.7365 0.6615 -0.0735 0.049 Uiso 1 1 calc R . .
C15 C 0.6878(3) 0.69466(8) 0.03702(12) 0.0395(4) Uani 1 1 d . . .
H15 H 0.7591 0.7301 0.035 0.047 Uiso 1 1 calc R . .
C16 C 0.5983(2) 0.68410(7) 0.10429(11) 0.0336(4) Uani 1 1 d . . .
H16 H 0.6079 0.7124 0.1479 0.04 Uiso 1 1 calc R . .
C17 C 0.2530(2) 0.55205(7) 0.17825(10) 0.0275(3) Uani 1 1 d . . .
C18 C 0.0728(2) 0.55222(8) 0.12032(11) 0.0343(4) Uani 1 1 d . . .
H18 H 0.0236 0.5879 0.0937 0.041 Uiso 1 1 calc R . .
C19 C -0.0351(3) 0.50102(9) 0.10118(13) 0.0444(5) Uani 1 1 d . . .
H19 H -0.1561 0.5016 0.0608 0.053 Uiso 1 1 calc R . .
C20 C 0.0329(3) 0.44940(9) 0.14053(14) 0.0499(5) Uani 1 1 d . . .
H20 H -0.0414 0.4144 0.1275 0.06 Uiso 1 1 calc R . .
C21 C 0.2092(3) 0.44849(8) 0.19897(14) 0.0477(5) Uani 1 1 d . . .
H21 H 0.255 0.4128 0.2266 0.057 Uiso 1 1 calc R . .
C22 C 0.3198(3) 0.49931(7) 0.21760(12) 0.0365(4) Uani 1 1 d . . .
H22 H 0.4416 0.4982 0.2574 0.044 Uiso 1 1 calc R . .
C23 C 0.3902(2) 0.74398(7) 0.30795(10) 0.0258(3) Uani 1 1 d . . .
C24 C 0.3060(3) 0.77109(7) 0.23016(11) 0.0322(4) Uani 1 1 d . . .
C25 C 0.4104(3) 0.81406(8) 0.19647(12) 0.0403(4) Uani 1 1 d . . .
H25 H 0.3521 0.831 0.1436 0.048 Uiso 1 1 calc R . .
C26 C 0.5948(3) 0.83284(8) 0.23693(13) 0.0416(4) Uani 1 1 d . . .
C27 C 0.6741(3) 0.80855(8) 0.31520(12) 0.0383(4) Uani 1 1 d . . .
H27 H 0.7995 0.8217 0.345 0.046 Uiso 1 1 calc R . .
C28 C 0.5751(2) 0.76534(7) 0.35132(10) 0.0296(3) Uani 1 1 d . . .
C29 C 0.1036(3) 0.75563(9) 0.17960(12) 0.0462(5) Uani 1 1 d . . .
H29A H 0.0024 0.7739 0.2054 0.069 Uiso 1 1 calc R . .
H29B H 0.0866 0.713 0.1789 0.069 Uiso 1 1 calc R . .
H29C H 0.0904 0.77 0.1217 0.069 Uiso 1 1 calc R . .
C30 C 0.7042(4) 0.87989(10) 0.19956(17) 0.0648(7) Uani 1 1 d . . .
H30A H 0.6628 0.9186 0.2158 0.097 Uiso 1 1 calc R . .
H30B H 0.6742 0.8764 0.1379 0.097 Uiso 1 1 calc R . .
H30C H 0.8466 0.8752 0.2207 0.097 Uiso 1 1 calc R . .
C31 C 0.6702(3) 0.74586(9) 0.43962(11) 0.0396(4) Uani 1 1 d . . .
H31A H 0.7344 0.7078 0.4371 0.059 Uiso 1 1 calc R . .
H31B H 0.5688 0.7423 0.4736 0.059 Uiso 1 1 calc R . .
H31C H 0.7689 0.7748 0.4654 0.059 Uiso 1 1 calc R . .
B1 B 0.2833(3) 0.69043(8) 0.34355(11) 0.0274(4) Uani 1 1 d . . .
N1 N 0.0839(2) 0.69373(7) 0.34598(11) 0.0397(4) Uani 1 1 d D . .
P1 P 0.37716(6) 0.622911(17) 0.19996(2) 0.02509(11) Uani 1 1 d . . .
H1 H 0.009(3) 0.7240(7) 0.3266(13) 0.053(6) Uiso 1 1 d D . .
H2 H 0.024(3) 0.6635(7) 0.3634(13) 0.051(6) Uiso 1 1 d D . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.377(2) . ?
C1 C2 1.433(2) . ?
C1 P1 1.8268(16) . ?
C2 C7 1.427(2) . ?
C2 C3 1.440(2) . ?
C3 C4 1.384(2) . ?
C3 B1 1.597(2) . ?
C4 C5 1.402(3) . ?
C4 H4 0.95 . ?
C5 C6 1.358(3) . ?
C5 H5 0.95 . ?
C6 C7 1.416(2) . ?
C6 H6 0.95 . ?
C7 C8 1.416(2) . ?
C8 C9 1.357(3) . ?
C8 H8 0.95 . ?
C9 C10 1.401(2) . ?
C9 H9 0.95 . ?
C10 H10 0.95 . ?
C11 C12 1.387(2) . ?
C11 C16 1.394(2) . ?
C11 P1 1.8354(16) . ?
C12 C13 1.390(2) . ?
C12 H12 0.95 . ?
C13 C14 1.377(3) . ?
C13 H13 0.95 . ?
C14 C15 1.382(3) . ?
C14 H14 0.95 . ?
C15 C16 1.381(2) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C22 1.395(2) . ?
C17 C18 1.397(2) . ?
C17 P1 1.8299(16) . ?
C18 C19 1.386(2) . ?
C18 H18 0.95 . ?
C19 C20 1.375(3) . ?
C19 H19 0.95 . ?
C20 C21 1.381(3) . ?
C20 H20 0.95 . ?
C21 C22 1.387(3) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
C23 C28 1.413(2) . ?
C23 C24 1.416(2) . ?
C23 B1 1.596(2) . ?
C24 C25 1.394(3) . ?
C24 C29 1.511(3) . ?
C25 C26 1.376(3) . ?
C25 H25 0.95 . ?
C26 C27 1.389(3) . ?
C26 C30 1.510(3) . ?
C27 C28 1.396(2) . ?
C27 H27 0.95 . ?
C28 C31 1.512(2) . ?
C29 H29A 0.98 . ?
C29 H29B 0.98 . ?
C29 H29C 0.98 . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
B1 N1 1.390(2) . ?
N1 H1 0.881(9) . ?
N1 H2 0.879(9) . ?

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
C10 C1 C2 120.05(14) . . ?
C10 C1 P1 121.81(12) . . ?
C2 C1 P1 117.49(11) . . ?
C7 C2 C1 117.45(14) . . ?
C7 C2 C3 119.60(14) . . ?
C1 C2 C3 122.95(14) . . ?
C4 C3 C2 116.72(15) . . ?
C4 C3 B1 115.89(14) . . ?
C2 C3 B1 126.18(14) . . ?
C3 C4 C5 123.14(16) . . ?
C3 C4 H4 118.4 . . ?
C5 C4 H4 118.4 . . ?
C6 C5 C4 119.97(17) . . ?
C6 C5 H5 120 . . ?
C4 C5 H5 120 . . ?
C5 C6 C7 120.31(17) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C8 121.23(16) . . ?
C6 C7 C2 119.33(15) . . ?
C8 C7 C2 119.43(15) . . ?
C9 C8 C7 121.36(17) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 119.57(16) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C1 C10 C9 121.46(15) . . ?
C1 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C12 C11 C16 118.20(15) . . ?
C12 C11 P1 124.38(12) . . ?
C16 C11 P1 117.40(12) . . ?
C11 C12 C13 120.85(16) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.31(17) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.38(16) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.51(17) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C11 120.74(17) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C22 C17 C18 118.34(15) . . ?
C22 C17 P1 125.17(13) . . ?
C18 C17 P1 116.42(13) . . ?
C19 C18 C17 120.83(18) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 120.06(19) . . ?
C20 C19 H19 120 . . ?
C18 C19 H19 120 . . ?
C19 C20 C21 119.99(17) . . ?
C19 C20 H20 120 . . ?
C21 C20 H20 120 . . ?
C20 C21 C22 120.38(19) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 120.37(18) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C28 C23 C24 117.08(15) . . ?
C28 C23 B1 121.59(14) . . ?
C24 C23 B1 121.31(14) . . ?
C25 C24 C23 120.29(16) . . ?
C25 C24 C29 116.69(16) . . ?
C23 C24 C29 123.02(16) . . ?
C26 C25 C24 122.44(17) . . ?
C26 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
C25 C26 C27 117.60(17) . . ?
C25 C26 C30 121.5(2) . . ?
C27 C26 C30 120.9(2) . . ?
C26 C27 C28 121.92(17) . . ?
C26 C27 H27 119 . . ?
C28 C27 H27 119 . . ?
C27 C28 C23 120.50(16) . . ?
C27 C28 C31 116.67(15) . . ?
C23 C28 C31 122.74(15) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N1 B1 C23 120.35(15) . . ?
N1 B1 C3 116.49(15) . . ?
C23 B1 C3 122.18(14) . . ?
B1 N1 H1 123.0(14) . . ?
B1 N1 H2 120.0(14) . . ?
H1 N1 H2 117(2) . . ?
C1 P1 C17 100.98(7) . . ?
C1 P1 C11 101.62(7) . . ?
C17 P1 C11 102.46(7) . . ?
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1474618'
_audit_update_record             
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H30 B N P, C2 F6 N O4 S2'
_chemical_formula_sum            'C33 H30 B F6 N2 O4 P S2'
_chemical_formula_weight         738.49
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9898(4)
_cell_length_b                   12.2194(6)
_cell_length_c                   15.5624(8)
_cell_angle_alpha                91.453(2)
_cell_angle_beta                 91.387(2)
_cell_angle_gamma                106.552(2)
_cell_volume                     1637.28(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6169
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.18
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6603
_exptl_absorpt_correction_T_max  0.7457

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_number            20842
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_reflns_number_total             6352
_reflns_number_gt                3893
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.1174P)²+3.8167P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.086(6)
_refine_ls_number_reflns         6352
_refine_ls_number_parameters     455
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1415
_refine_ls_R_factor_gt           0.0818
_refine_ls_wR_factor_ref         0.2558
_refine_ls_wR_factor_gt          0.2047
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.111

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
O O 0.0106 0.006 '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'
P P 0.1023 0.0942 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5695(6) 0.6064(5) 0.1775(4) 0.0383(12) Uani 1 1 d . . .
C2 C 0.4245(6) 0.5236(5) 0.1607(3) 0.0375(12) Uani 1 1 d . . .
C3 C 0.2870(6) 0.5452(4) 0.1913(3) 0.0338(11) Uani 1 1 d . . .
C4 C 0.1489(6) 0.4614(5) 0.1750(4) 0.0388(12) Uani 1 1 d . . .
H4 H 0.0553 0.4734 0.1946 0.047 Uiso 1 1 calc R . .
C5 C 0.1429(7) 0.3589(5) 0.1303(4) 0.0473(14) Uani 1 1 d . . .
H5 H 0.0457 0.3028 0.1208 0.057 Uiso 1 1 calc R . .
C6 C 0.2738(7) 0.3387(5) 0.1004(4) 0.0474(15) Uani 1 1 d . . .
H6 H 0.2672 0.2691 0.0698 0.057 Uiso 1 1 calc R . .
C7 C 0.4201(7) 0.4209(5) 0.1146(4) 0.0425(13) Uani 1 1 d . . .
C8 C 0.5633(7) 0.4047(5) 0.0873(4) 0.0503(15) Uani 1 1 d . . .
H8 H 0.5626 0.3372 0.0555 0.06 Uiso 1 1 calc R . .
C9 C 0.7013(8) 0.4854(5) 0.1065(4) 0.0506(15) Uani 1 1 d . . .
H9 H 0.7954 0.4725 0.0888 0.061 Uiso 1 1 calc R . .
C10 C 0.7061(7) 0.5879(5) 0.1525(4) 0.0450(14) Uani 1 1 d . . .
H10 H 0.8026 0.6433 0.1658 0.054 Uiso 1 1 calc R . .
C11 C 0.6777(6) 0.7686(5) 0.3238(4) 0.0374(12) Uani 1 1 d . . .
C12 C 0.7183(7) 0.8776(5) 0.3611(4) 0.0422(13) Uani 1 1 d . . .
H12 H 0.6769 0.9341 0.3376 0.051 Uiso 1 1 calc R . .
C13 C 0.8189(7) 0.9051(5) 0.4326(4) 0.0492(15) Uani 1 1 d . . .
H13 H 0.8462 0.9803 0.4574 0.059 Uiso 1 1 calc R . .
C14 C 0.8789(7) 0.8249(5) 0.4673(4) 0.0487(15) Uani 1 1 d . . .
H14 H 0.9471 0.8443 0.5165 0.058 Uiso 1 1 calc R . .
C15 C 0.8404(7) 0.7143(6) 0.4310(4) 0.0493(15) Uani 1 1 d . . .
H15 H 0.8824 0.6585 0.4552 0.059 Uiso 1 1 calc R . .
C16 C 0.7408(7) 0.6867(5) 0.3597(4) 0.0445(14) Uani 1 1 d . . .
H16 H 0.7148 0.6117 0.3347 0.053 Uiso 1 1 calc R . .
C17 C 0.5814(6) 0.8467(5) 0.1633(4) 0.0388(12) Uani 1 1 d . . .
C18 C 0.5375(6) 0.9447(5) 0.1852(4) 0.0390(12) Uani 1 1 d . . .
H18 H 0.4813 0.947 0.2358 0.047 Uiso 1 1 calc R . .
C19 C 0.5759(7) 1.0381(5) 0.1334(4) 0.0454(14) Uani 1 1 d . . .
H19 H 0.5479 1.105 0.1492 0.054 Uiso 1 1 calc R . .
C20 C 0.6553(7) 1.0348(5) 0.0580(4) 0.0491(15) Uani 1 1 d . . .
H20 H 0.6819 1.0991 0.0225 0.059 Uiso 1 1 calc R . .
C21 C 0.6947(7) 0.9368(6) 0.0356(4) 0.0507(15) Uani 1 1 d . . .
H21 H 0.7473 0.9335 -0.0161 0.061 Uiso 1 1 calc R . .
C22 C 0.6583(6) 0.8435(5) 0.0880(4) 0.0414(13) Uani 1 1 d . . .
H22 H 0.6864 0.7767 0.0719 0.05 Uiso 1 1 calc R . .
C23 C 0.2165(6) 0.7516(4) 0.2356(3) 0.0333(11) Uani 1 1 d . . .
C24 C 0.1577(6) 0.7659(5) 0.1528(4) 0.0386(12) Uani 1 1 d . . .
C25 C 0.0880(6) 0.8528(5) 0.1376(4) 0.0435(14) Uani 1 1 d . . .
H25 H 0.0472 0.8591 0.0817 0.052 Uiso 1 1 calc R . .
C26 C 0.0772(6) 0.9295(5) 0.2021(4) 0.0442(14) Uani 1 1 d . . .
C27 C 0.1346(6) 0.9161(5) 0.2826(4) 0.0431(13) Uani 1 1 d . . .
H27 H 0.125 0.9668 0.328 0.052 Uiso 1 1 calc R . .
C28 C 0.2059(6) 0.8320(4) 0.3007(4) 0.0364(12) Uani 1 1 d . . .
C29 C 0.1682(8) 0.6932(5) 0.0742(4) 0.0477(14) Uani 1 1 d . . .
H29A H 0.1419 0.7288 0.0225 0.071 Uiso 1 1 calc R . .
H29B H 0.0953 0.6169 0.0786 0.071 Uiso 1 1 calc R . .
H29C H 0.2741 0.6868 0.0707 0.071 Uiso 1 1 calc R . .
C30 C 0.0076(8) 1.0269(5) 0.1855(5) 0.0558(17) Uani 1 1 d . . .
H30A H -0.0995 1.0064 0.2048 0.084 Uiso 1 1 calc R . .
H30B H 0.0084 1.0412 0.1238 0.084 Uiso 1 1 calc R . .
H30C H 0.069 1.096 0.2171 0.084 Uiso 1 1 calc R . .
C31 C 0.2780(8) 0.8383(5) 0.3899(4) 0.0484(15) Uani 1 1 d . . .
H31A H 0.2817 0.9117 0.418 0.073 Uiso 1 1 calc R . .
H31B H 0.3836 0.8314 0.386 0.073 Uiso 1 1 calc R . .
H31C H 0.2156 0.7759 0.4235 0.073 Uiso 1 1 calc R . .
C32 C 0.4194(7) 0.2168(5) 0.3397(4) 0.0469(14) Uani 1 1 d . . .
C33 C 0.8746(7) 0.2719(5) 0.3346(4) 0.0482(14) Uani 1 1 d . . .
B1 B 0.3089(7) 0.6575(5) 0.2537(4) 0.0330(12) Uani 1 1 d . . .
N1 N 0.2890(5) 0.6062(4) 0.3478(3) 0.0363(10) Uani 1 1 d D . .
N2 N 0.6710(5) 0.3932(4) 0.3529(3) 0.0408(11) Uani 1 1 d . . .
O1 O 0.5309(5) 0.3101(4) 0.4871(3) 0.0495(10) Uani 1 1 d . . .
O2 O 0.4196(5) 0.4180(4) 0.3858(3) 0.0584(12) Uani 1 1 d . . .
O3 O 0.8603(5) 0.3847(4) 0.4750(3) 0.0518(11) Uani 1 1 d . . .
O4 O 0.9459(5) 0.4901(3) 0.3445(3) 0.0488(10) Uani 1 1 d . . .
F1 F 0.4850(5) 0.1352(3) 0.3520(4) 0.0821(15) Uani 1 1 d . . .
F2 F 0.2736(4) 0.1786(3) 0.3614(3) 0.0681(12) Uani 1 1 d . . .
F3 F 0.4205(6) 0.2334(4) 0.2557(3) 0.0902(15) Uani 1 1 d . . .
F4 F 0.8316(5) 0.2608(4) 0.2522(3) 0.0655(11) Uani 1 1 d . . .
F5 F 0.7987(5) 0.1775(3) 0.3733(3) 0.0718(12) Uani 1 1 d . . .
F6 F 1.0245(4) 0.2798(4) 0.3399(3) 0.0668(12) Uani 1 1 d . . .
P1 P 0.54068(15) 0.72738(12) 0.23441(9) 0.0352(4) Uani 1 1 d . . .
S1 S 0.51617(15) 0.34655(12) 0.40130(9) 0.0390(4) Uani 1 1 d . . .
S2 S 0.83908(16) 0.39757(12) 0.38513(10) 0.0400(4) Uani 1 1 d . . .
H101 H 0.329(7) 0.550(4) 0.352(4) 0.048 Uiso 1 1 d D . .
H201 H 0.330(7) 0.661(4) 0.385(3) 0.048 Uiso 1 1 d D . .
H301 H 0.1881(14) 0.589(5) 0.344(4) 0.048 Uiso 1 1 d D . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.373(8) . ?
C1 C2 1.418(8) . ?
C1 P1 1.789(6) . ?
C2 C7 1.420(8) . ?
C2 C3 1.426(8) . ?
C3 C4 1.378(8) . ?
C3 B1 1.623(8) . ?
C4 C5 1.405(8) . ?
C4 H4 0.95 . ?
C5 C6 1.360(9) . ?
C5 H5 0.95 . ?
C6 C7 1.418(8) . ?
C6 H6 0.95 . ?
C7 C8 1.430(8) . ?
C8 C9 1.368(9) . ?
C8 H8 0.95 . ?
C9 C10 1.416(8) . ?
C9 H9 0.95 . ?
C10 H10 0.95 . ?
C11 C12 1.385(8) . ?
C11 C16 1.403(8) . ?
C11 P1 1.799(6) . ?
C12 C13 1.388(9) . ?
C12 H12 0.95 . ?
C13 C14 1.362(9) . ?
C13 H13 0.95 . ?
C14 C15 1.397(9) . ?
C14 H14 0.95 . ?
C15 C16 1.381(9) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C22 1.380(8) . ?
C17 C18 1.400(8) . ?
C17 P1 1.812(6) . ?
C18 C19 1.381(8) . ?
C18 H18 0.95 . ?
C19 C20 1.393(9) . ?
C19 H19 0.95 . ?
C20 C21 1.381(9) . ?
C20 H20 0.95 . ?
C21 C22 1.385(8) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
C23 C24 1.414(8) . ?
C23 C28 1.417(7) . ?
C23 B1 1.624(8) . ?
C24 C25 1.401(8) . ?
C24 C29 1.514(8) . ?
C25 C26 1.380(9) . ?
C25 H25 0.95 . ?
C26 C27 1.374(9) . ?
C26 C30 1.519(8) . ?
C27 C28 1.389(8) . ?
C27 H27 0.95 . ?
C28 C31 1.509(8) . ?
C29 H29A 0.98 . ?
C29 H29B 0.98 . ?
C29 H29C 0.98 . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
C32 F1 1.310(7) . ?
C32 F2 1.316(7) . ?
C32 F3 1.329(8) . ?
C32 S1 1.813(6) . ?
C33 F4 1.322(8) . ?
C33 F6 1.324(7) . ?
C33 F5 1.329(7) . ?
C33 S2 1.819(7) . ?
B1 N1 1.602(8) . ?
B1 P1 2.047(6) . ?
N1 H101 0.871(10) . ?
N1 H201 0.872(10) . ?
N1 H301 0.871(10) . ?
N2 S1 1.565(5) . ?
N2 S2 1.566(5) . ?
O1 S1 1.433(4) . ?
O2 S1 1.416(4) . ?
O3 S2 1.426(4) . ?
O4 S2 1.431(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
C10 C1 C2 121.5(5) . . ?
C10 C1 P1 128.8(5) . . ?
C2 C1 P1 109.7(4) . . ?
C1 C2 C7 119.2(5) . . ?
C1 C2 C3 119.1(5) . . ?
C7 C2 C3 121.7(5) . . ?
C4 C3 C2 117.2(5) . . ?
C4 C3 B1 125.2(5) . . ?
C2 C3 B1 117.1(5) . . ?
C3 C4 C5 121.8(5) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C6 C5 C4 121.1(6) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 120.3(5) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C2 117.9(5) . . ?
C6 C7 C8 123.7(5) . . ?
C2 C7 C8 118.4(5) . . ?
C9 C8 C7 120.7(5) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 121.0(6) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C1 C10 C9 119.2(6) . . ?
C1 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C12 C11 C16 118.6(5) . . ?
C12 C11 P1 122.1(4) . . ?
C16 C11 P1 119.3(4) . . ?
C11 C12 C13 120.6(5) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.4(6) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.3(6) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.5(6) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C11 120.6(6) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C22 C17 C18 119.1(5) . . ?
C22 C17 P1 120.8(4) . . ?
C18 C17 P1 120.1(4) . . ?
C19 C18 C17 120.1(5) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 120.5(6) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 119.2(6) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 120.6(6) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.5(6) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C24 C23 C28 116.4(5) . . ?
C24 C23 B1 122.3(5) . . ?
C28 C23 B1 121.0(5) . . ?
C25 C24 C23 121.2(5) . . ?
C25 C24 C29 114.8(5) . . ?
C23 C24 C29 123.9(5) . . ?
C26 C25 C24 121.5(6) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 117.5(5) . . ?
C27 C26 C30 120.6(6) . . ?
C25 C26 C30 121.9(6) . . ?
C26 C27 C28 123.1(6) . . ?
C26 C27 H27 118.4 . . ?
C28 C27 H27 118.4 . . ?
C27 C28 C23 120.2(5) . . ?
C27 C28 C31 115.8(5) . . ?
C23 C28 C31 123.9(5) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
F1 C32 F2 107.7(5) . . ?
F1 C32 F3 106.4(5) . . ?
F2 C32 F3 107.7(5) . . ?
F1 C32 S1 112.4(4) . . ?
F2 C32 S1 110.3(4) . . ?
F3 C32 S1 112.0(4) . . ?
F4 C33 F6 107.7(5) . . ?
F4 C33 F5 108.5(5) . . ?
F6 C33 F5 107.8(5) . . ?
F4 C33 S2 111.6(4) . . ?
F6 C33 S2 110.1(4) . . ?
F5 C33 S2 111.1(4) . . ?
N1 B1 C3 103.2(4) . . ?
N1 B1 C23 114.8(4) . . ?
C3 B1 C23 122.2(5) . . ?
N1 B1 P1 108.5(4) . . ?
C3 B1 P1 96.4(3) . . ?
C23 B1 P1 109.7(3) . . ?
B1 N1 H101 112(4) . . ?
B1 N1 H201 108(4) . . ?
H101 N1 H201 112(6) . . ?
B1 N1 H301 93(4) . . ?
H101 N1 H301 117(6) . . ?
H201 N1 H301 113(6) . . ?
S1 N2 S2 127.6(3) . . ?
C1 P1 C11 109.9(3) . . ?
C1 P1 C17 108.5(3) . . ?
C11 P1 C17 106.7(3) . . ?
C1 P1 B1 96.5(2) . . ?
C11 P1 B1 120.9(3) . . ?
C17 P1 B1 113.5(2) . . ?
O2 S1 O1 118.6(3) . . ?
O2 S1 N2 109.0(3) . . ?
O1 S1 N2 116.2(2) . . ?
O2 S1 C32 103.2(3) . . ?
O1 S1 C32 104.9(3) . . ?
N2 S1 C32 102.7(3) . . ?
O3 S2 O4 118.3(3) . . ?
O3 S2 N2 116.4(3) . . ?
O4 S2 N2 108.0(3) . . ?
O3 S2 C33 104.7(3) . . ?
O4 S2 C33 103.2(3) . . ?
N2 S2 C33 104.4(3) . . ?


#===END



