# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_erk6958

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C63 H21 B3 F45 P3'
_chemical_formula_weight         1758.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   R-3c

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'
'-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-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-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+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   25.0360(4)
_cell_length_b                   25.0360(4)
_cell_length_c                   35.7640(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     19413.6(7)
_cell_formula_units_Z            12
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7445
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             10368
_exptl_absorpt_coefficient_mu    2.463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4391
_exptl_absorpt_correction_T_max  0.7908
_exptl_absorpt_process_details   
'denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'Ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            59983
_diffrn_reflns_av_R_equivalents  0.058
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         5.12
_diffrn_reflns_theta_max         66.99
_reflns_number_total             3823
_reflns_number_gt                3189
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 

 The hydrogen at B1 atom was refined freely.
;

_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)+(0.0550P)²+33.3418P] 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         3823
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.24632(3) 0.51384(3) 0.523615(18) 0.04667(18) Uani 1 1 d . . .
B1 B 0.21410(12) 0.66376(12) 0.51183(8) 0.0477(6) Uani 1 1 d . . .
H01 H 0.2275(11) 0.6711(11) 0.4813(7) 0.049(6) Uiso 1 1 d . . .
C1 C 0.21321(11) 0.55972(11) 0.50509(8) 0.0532(6) Uani 1 1 d . . .
H1 H 0.2323 0.5761 0.4804 0.064 Uiso 1 1 calc R . .
C2 C 0.23090(11) 0.61520(10) 0.53104(7) 0.0497(6) Uani 1 1 d . . .
H2A H 0.2752 0.6359 0.5363 0.060 Uiso 1 1 calc R . .
H2B H 0.2087 0.6007 0.5548 0.060 Uiso 1 1 calc R . .
C3 C 0.14298(12) 0.52130(13) 0.49927(10) 0.0748(9) Uani 1 1 d . . .
H3A H 0.1224 0.5126 0.5233 0.112 Uiso 1 1 calc R . .
H3B H 0.1328 0.4828 0.4870 0.112 Uiso 1 1 calc R . .
H3C H 0.1295 0.5442 0.4839 0.112 Uiso 1 1 calc R . .
C11 C 0.21341(11) 0.49258(11) 0.57066(7) 0.0504(6) Uani 1 1 d . . .
F12 F 0.11689(7) 0.41175(8) 0.54964(5) 0.0760(5) Uani 1 1 d . . .
C12 C 0.15342(12) 0.44522(12) 0.57782(8) 0.0589(6) Uani 1 1 d . . .
F13 F 0.07196(8) 0.38403(9) 0.61885(6) 0.0958(6) Uani 1 1 d . . .
C13 C 0.12982(13) 0.42947(13) 0.61308(9) 0.0679(8) Uani 1 1 d . . .
F14 F 0.14440(10) 0.44452(11) 0.67761(5) 0.0988(6) Uani 1 1 d . . .
C14 C 0.16585(15) 0.46054(15) 0.64314(9) 0.0688(8) Uani 1 1 d . . .
F15 F 0.26057(9) 0.53829(10) 0.66682(5) 0.0874(6) Uani 1 1 d . . .
C15 C 0.22514(13) 0.50825(14) 0.63732(8) 0.0633(7) Uani 1 1 d . . .
F16 F 0.30434(6) 0.57328(7) 0.59741(4) 0.0634(4) Uani 1 1 d . . .
C16 C 0.24737(11) 0.52433(11) 0.60168(7) 0.0525(6) Uani 1 1 d . . .
C21 C 0.21442(10) 0.44034(10) 0.49786(7) 0.0500(6) Uani 1 1 d . . .
F22 F 0.21258(8) 0.48649(7) 0.44054(5) 0.0720(5) Uani 1 1 d . . .
C22 C 0.20457(12) 0.43704(11) 0.45980(8) 0.0563(6) Uani 1 1 d . . .
F23 F 0.17738(9) 0.38284(8) 0.40252(5) 0.0855(5) Uani 1 1 d . . .
C23 C 0.18720(13) 0.38388(13) 0.43911(8) 0.0639(7) Uani 1 1 d . . .
F24 F 0.16351(9) 0.28080(8) 0.43718(6) 0.0907(6) Uani 1 1 d . . .
C24 C 0.18019(13) 0.33236(12) 0.45674(9) 0.0670(8) Uani 1 1 d . . .
F25 F 0.18471(8) 0.28361(7) 0.51177(6) 0.0818(5) Uani 1 1 d . . .
C25 C 0.19041(12) 0.33374(11) 0.49424(9) 0.0614(7) Uani 1 1 d . . .
F26 F 0.21806(7) 0.38541(7) 0.55107(4) 0.0645(4) Uani 1 1 d . . .
C26 C 0.20760(11) 0.38687(11) 0.51449(8) 0.0528(6) Uani 1 1 d . . .
C31 C 0.14330(11) 0.64871(10) 0.51596(7) 0.0484(5) Uani 1 1 d . . .
F32 F 0.12847(8) 0.64436(9) 0.45061(4) 0.0782(5) Uani 1 1 d . . .
C32 C 0.10630(12) 0.64064(12) 0.48521(8) 0.0555(6) Uani 1 1 d . . .
F33 F 0.01266(9) 0.62013(10) 0.45682(6) 0.0964(6) Uani 1 1 d . . .
C33 C 0.04629(13) 0.62838(13) 0.48795(9) 0.0662(8) Uani 1 1 d . . .
F34 F -0.03715(7) 0.61351(9) 0.52543(7) 0.0985(7) Uani 1 1 d . . .
C34 C 0.02106(12) 0.62443(13) 0.52226(10) 0.0689(8) Uani 1 1 d . . .
F35 F 0.03078(8) 0.62652(10) 0.58779(6) 0.0942(6) Uani 1 1 d . . .
C35 C 0.05526(12) 0.63127(13) 0.55365(9) 0.0647(7) Uani 1 1 d . . .
F36 F 0.14680(7) 0.65080(9) 0.58173(4) 0.0744(5) Uani 1 1 d . . .
C36 C 0.11487(11) 0.64298(12) 0.54958(7) 0.0554(6) Uani 1 1 d . . .


_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
P1 C11 1.832(3) . ?
P1 C1 1.843(2) . ?
P1 C21 1.845(2) . ?
P1 B1 2.006(3) 2_665 ?
B1 C31 1.624(3) . ?
B1 C2 1.624(3) . ?
B1 P1 2.006(3) 3_565 ?
B1 H01 1.13(2) . ?
C1 C3 1.539(3) . ?
C1 C2 1.540(3) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C11 C16 1.382(4) . ?
C11 C12 1.395(4) . ?
F12 C12 1.337(3) . ?
C12 C13 1.364(4) . ?
F13 C13 1.337(3) . ?
C13 C14 1.369(4) . ?
F14 C14 1.324(3) . ?
C14 C15 1.379(4) . ?
F15 C15 1.341(3) . ?
C15 C16 1.368(4) . ?
F16 C16 1.346(3) . ?
C21 C22 1.378(4) . ?
C21 C26 1.395(3) . ?
F22 C22 1.342(3) . ?
C22 C23 1.389(4) . ?
F23 C23 1.329(3) . ?
C23 C24 1.366(4) . ?
F24 C24 1.338(3) . ?
C24 C25 1.363(4) . ?
F25 C25 1.345(3) . ?
C25 C26 1.381(4) . ?
F26 C26 1.338(3) . ?
C31 C36 1.368(4) . ?
C31 C32 1.386(3) . ?
F32 C32 1.340(3) . ?
C32 C33 1.378(4) . ?
F33 C33 1.348(3) . ?
C33 C34 1.361(5) . ?
F34 C34 1.346(3) . ?
C34 C35 1.370(4) . ?
F35 C35 1.345(3) . ?
C35 C36 1.377(4) . ?
F36 C36 1.357(3) . ?

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
C11 P1 C1 103.54(12) . . ?
C11 P1 C21 105.14(11) . . ?
C1 P1 C21 109.69(11) . . ?
C11 P1 B1 124.38(12) . 2_665 ?
C1 P1 B1 113.13(12) . 2_665 ?
C21 P1 B1 100.19(11) . 2_665 ?
C31 B1 C2 116.7(2) . . ?
C31 B1 P1 106.22(16) . 3_565 ?
C2 B1 P1 118.31(18) . 3_565 ?
C31 B1 H01 109.0(12) . . ?
C2 B1 H01 111.3(12) . . ?
P1 B1 H01 92.5(12) 3_565 . ?
C3 C1 C2 111.6(2) . . ?
C3 C1 P1 112.85(18) . . ?
C2 C1 P1 109.23(16) . . ?
C3 C1 H1 107.6 . . ?
C2 C1 H1 107.6 . . ?
P1 C1 H1 107.6 . . ?
C1 C2 B1 110.8(2) . . ?
C1 C2 H2A 109.5 . . ?
B1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
B1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C16 C11 C12 115.7(2) . . ?
C16 C11 P1 120.81(19) . . ?
C12 C11 P1 123.5(2) . . ?
F12 C12 C13 117.0(2) . . ?
F12 C12 C11 120.2(2) . . ?
C13 C12 C11 122.8(3) . . ?
F13 C13 C12 121.1(3) . . ?
F13 C13 C14 119.2(3) . . ?
C12 C13 C14 119.7(3) . . ?
F14 C14 C13 120.5(3) . . ?
F14 C14 C15 120.1(3) . . ?
C13 C14 C15 119.5(3) . . ?
F15 C15 C16 120.7(3) . . ?
F15 C15 C14 119.4(3) . . ?
C16 C15 C14 119.9(3) . . ?
F16 C16 C15 117.6(2) . . ?
F16 C16 C11 120.0(2) . . ?
C15 C16 C11 122.4(2) . . ?
C22 C21 C26 115.5(2) . . ?
C22 C21 P1 121.88(18) . . ?
C26 C21 P1 121.92(19) . . ?
F22 C22 C21 120.8(2) . . ?
F22 C22 C23 116.2(2) . . ?
C21 C22 C23 123.0(2) . . ?
F23 C23 C24 120.0(3) . . ?
F23 C23 C22 120.6(3) . . ?
C24 C23 C22 119.3(3) . . ?
F24 C24 C25 120.2(3) . . ?
F24 C24 C23 120.0(3) . . ?
C25 C24 C23 119.8(2) . . ?
F25 C25 C24 120.3(2) . . ?
F25 C25 C26 119.4(3) . . ?
C24 C25 C26 120.3(2) . . ?
F26 C26 C25 117.2(2) . . ?
F26 C26 C21 120.7(2) . . ?
C25 C26 C21 122.0(3) . . ?
C36 C31 C32 114.0(2) . . ?
C36 C31 B1 123.7(2) . . ?
C32 C31 B1 122.3(2) . . ?
F32 C32 C33 116.6(2) . . ?
F32 C32 C31 119.9(2) . . ?
C33 C32 C31 123.4(3) . . ?
F33 C33 C34 120.1(3) . . ?
F33 C33 C32 120.2(3) . . ?
C34 C33 C32 119.7(3) . . ?
F34 C34 C33 120.5(3) . . ?
F34 C34 C35 120.1(3) . . ?
C33 C34 C35 119.4(2) . . ?
F35 C35 C34 120.3(3) . . ?
F35 C35 C36 120.8(3) . . ?
C34 C35 C36 118.9(3) . . ?
F36 C36 C31 119.4(2) . . ?
F36 C36 C35 116.0(2) . . ?
C31 C36 C35 124.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 P1 C1 C3 -66.6(2) . . . . ?
C21 P1 C1 C3 45.2(2) . . . . ?
B1 P1 C1 C3 156.1(2) 2_665 . . . ?
C11 P1 C1 C2 58.20(19) . . . . ?
C21 P1 C1 C2 170.01(17) . . . . ?
B1 P1 C1 C2 -79.1(2) 2_665 . . . ?
C3 C1 C2 B1 -65.3(3) . . . . ?
P1 C1 C2 B1 169.16(17) . . . . ?
C31 B1 C2 C1 83.0(3) . . . . ?
P1 B1 C2 C1 -148.30(18) 3_565 . . . ?
C1 P1 C11 C16 -100.3(2) . . . . ?
C21 P1 C11 C16 144.61(19) . . . . ?
B1 P1 C11 C16 30.6(2) 2_665 . . . ?
C1 P1 C11 C12 78.4(2) . . . . ?
C21 P1 C11 C12 -36.7(2) . . . . ?
B1 P1 C11 C12 -150.7(2) 2_665 . . . ?
C16 C11 C12 F12 -179.9(2) . . . . ?
P1 C11 C12 F12 1.3(3) . . . . ?
C16 C11 C12 C13 -2.0(4) . . . . ?
P1 C11 C12 C13 179.2(2) . . . . ?
F12 C12 C13 F13 -2.4(4) . . . . ?
C11 C12 C13 F13 179.6(2) . . . . ?
F12 C12 C13 C14 177.5(2) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
F13 C13 C14 F14 2.2(4) . . . . ?
C12 C13 C14 F14 -177.7(3) . . . . ?
F13 C13 C14 C15 -178.7(3) . . . . ?
C12 C13 C14 C15 1.4(4) . . . . ?
F14 C14 C15 F15 -0.3(4) . . . . ?
C13 C14 C15 F15 -179.4(3) . . . . ?
F14 C14 C15 C16 179.4(2) . . . . ?
C13 C14 C15 C16 0.3(4) . . . . ?
F15 C15 C16 F16 -3.7(4) . . . . ?
C14 C15 C16 F16 176.6(2) . . . . ?
F15 C15 C16 C11 176.7(2) . . . . ?
C14 C15 C16 C11 -3.0(4) . . . . ?
C12 C11 C16 F16 -175.8(2) . . . . ?
P1 C11 C16 F16 3.0(3) . . . . ?
C12 C11 C16 C15 3.7(4) . . . . ?
P1 C11 C16 C15 -177.5(2) . . . . ?
C11 P1 C21 C22 150.1(2) . . . . ?
C1 P1 C21 C22 39.4(2) . . . . ?
B1 P1 C21 C22 -79.9(2) 2_665 . . . ?
C11 P1 C21 C26 -39.7(2) . . . . ?
C1 P1 C21 C26 -150.5(2) . . . . ?
B1 P1 C21 C26 90.3(2) 2_665 . . . ?
C26 C21 C22 F22 -176.9(2) . . . . ?
P1 C21 C22 F22 -6.2(4) . . . . ?
C26 C21 C22 C23 1.9(4) . . . . ?
P1 C21 C22 C23 172.6(2) . . . . ?
F22 C22 C23 F23 -2.2(4) . . . . ?
C21 C22 C23 F23 179.0(2) . . . . ?
F22 C22 C23 C24 177.9(3) . . . . ?
C21 C22 C23 C24 -1.0(4) . . . . ?
F23 C23 C24 F24 0.1(4) . . . . ?
C22 C23 C24 F24 -180.0(3) . . . . ?
F23 C23 C24 C25 179.9(3) . . . . ?
C22 C23 C24 C25 -0.1(4) . . . . ?
F24 C24 C25 F25 1.0(4) . . . . ?
C23 C24 C25 F25 -178.8(3) . . . . ?
F24 C24 C25 C26 -180.0(2) . . . . ?
C23 C24 C25 C26 0.2(4) . . . . ?
F25 C25 C26 F26 0.3(4) . . . . ?
C24 C25 C26 F26 -178.7(2) . . . . ?
F25 C25 C26 C21 179.8(2) . . . . ?
C24 C25 C26 C21 0.8(4) . . . . ?
C22 C21 C26 F26 177.8(2) . . . . ?
P1 C21 C26 F26 7.0(3) . . . . ?
C22 C21 C26 C25 -1.8(4) . . . . ?
P1 C21 C26 C25 -172.5(2) . . . . ?
C2 B1 C31 C36 59.0(3) . . . . ?
P1 B1 C31 C36 -75.4(3) 3_565 . . . ?
C2 B1 C31 C32 -121.2(3) . . . . ?
P1 B1 C31 C32 104.5(2) 3_565 . . . ?
C36 C31 C32 F32 -179.2(2) . . . . ?
B1 C31 C32 F32 0.9(4) . . . . ?
C36 C31 C32 C33 0.5(4) . . . . ?
B1 C31 C32 C33 -179.4(2) . . . . ?
F32 C32 C33 F33 0.7(4) . . . . ?
C31 C32 C33 F33 -179.0(2) . . . . ?
F32 C32 C33 C34 -179.5(2) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
F33 C33 C34 F34 -1.3(4) . . . . ?
C32 C33 C34 F34 178.9(3) . . . . ?
F33 C33 C34 C35 178.2(3) . . . . ?
C32 C33 C34 C35 -1.5(4) . . . . ?
F34 C34 C35 F35 0.7(4) . . . . ?
C33 C34 C35 F35 -178.9(3) . . . . ?
F34 C34 C35 C36 -179.4(3) . . . . ?
C33 C34 C35 C36 1.0(4) . . . . ?
C32 C31 C36 F36 -179.1(2) . . . . ?
B1 C31 C36 F36 0.8(4) . . . . ?
C32 C31 C36 C35 -1.0(4) . . . . ?
B1 C31 C36 C35 178.8(3) . . . . ?
F35 C35 C36 F36 -1.7(4) . . . . ?
C34 C35 C36 F36 178.4(2) . . . . ?
F35 C35 C36 C31 -179.8(2) . . . . ?
C34 C35 C36 C31 0.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        66.99
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.043
_database_code_depnum_ccdc_archive 'CCDC 1001587'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_erk7391

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H12 B F15 N P'
_chemical_formula_weight         665.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   10.1327(3)
_cell_length_b                   18.2392(7)
_cell_length_c                   14.6954(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.180(2)
_cell_angle_gamma                90.00
_cell_volume                     2688.26(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4591
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    2.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7070
_exptl_absorpt_correction_T_max  0.9036
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22071
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         67.55
_reflns_number_total             4724
_reflns_number_gt                3795
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 

 The hydrogen at B1 atom was refined freely.
;

_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)+(0.0465P)²+1.1129P] 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         4724
_refine_ls_number_parameters     402
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1084
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.069
_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
P1 P 0.79848(6) 0.24225(3) 0.13623(4) 0.05790(18) Uani 1 1 d . . .
B1 B 0.6820(3) 0.42581(15) 0.2790(2) 0.0599(6) Uani 1 1 d . . .
H01 H 0.743(2) 0.4247(11) 0.3520(15) 0.054(6) Uiso 1 1 d . . .
N1 N 0.53474(19) 0.44928(10) 0.29910(13) 0.0564(5) Uani 1 1 d . . .
C1 C 0.8192(3) 0.32061(13) 0.21669(17) 0.0636(6) Uani 1 1 d . . .
H1 H 0.8714 0.3598 0.1919 0.076 Uiso 1 1 calc R . .
C2 C 0.6781(3) 0.34851(13) 0.22499(17) 0.0629(6) Uani 1 1 d . . .
H2A H 0.6318 0.3120 0.2578 0.076 Uiso 1 1 calc R . .
H2B H 0.6278 0.3545 0.1634 0.076 Uiso 1 1 calc R . .
C3 C 0.8931(3) 0.29298(17) 0.30842(19) 0.0845(8) Uani 1 1 d . . .
H3A H 0.9004 0.3324 0.3532 0.127 Uiso 1 1 calc R . .
H3B H 0.9816 0.2766 0.2999 0.127 Uiso 1 1 calc R . .
H3C H 0.8442 0.2525 0.3303 0.127 Uiso 1 1 calc R . .
C11 C 0.9645(2) 0.22019(12) 0.10436(16) 0.0555(5) Uani 1 1 d . . .
F12 F 0.86180(14) 0.11445(7) 0.03506(10) 0.0713(4) Uani 1 1 d . . .
C12 C 0.9730(2) 0.15457(12) 0.05797(15) 0.0559(5) Uani 1 1 d . . .
F13 F 1.09055(17) 0.06417(8) -0.01243(13) 0.0912(5) Uani 1 1 d . . .
C13 C 1.0891(3) 0.12772(13) 0.03291(17) 0.0628(6) Uani 1 1 d . . .
F14 F 1.31825(16) 0.14108(10) 0.03048(14) 0.0980(5) Uani 1 1 d . . .
C14 C 1.2044(3) 0.16652(14) 0.05475(19) 0.0687(7) Uani 1 1 d . . .
F15 F 1.31520(16) 0.27049(10) 0.12187(15) 0.1027(6) Uani 1 1 d . . .
C15 C 1.2029(2) 0.23170(14) 0.1011(2) 0.0699(7) Uani 1 1 d . . .
F16 F 1.08964(17) 0.32306(9) 0.16700(14) 0.0965(5) Uani 1 1 d . . .
C16 C 1.0839(3) 0.25772(13) 0.12403(19) 0.0657(6) Uani 1 1 d . . .
C21 C 0.7251(3) 0.28557(13) 0.02713(17) 0.0638(6) Uani 1 1 d . . .
F22 F 0.56443(17) 0.19151(10) 0.00592(14) 0.0996(5) Uani 1 1 d . . .
C22 C 0.6129(3) 0.25429(16) -0.0228(2) 0.0758(7) Uani 1 1 d . . .
F23 F 0.4393(2) 0.25237(15) -0.14780(17) 0.1391(9) Uani 1 1 d . . .
C23 C 0.5483(4) 0.2847(2) -0.1029(2) 0.0969(10) Uani 1 1 d . . .
F24 F 0.5329(3) 0.37695(16) -0.21365(15) 0.1570(11) Uani 1 1 d U . .
C24 C 0.5959(5) 0.3485(3) -0.1354(2) 0.1094(13) Uani 1 1 d U . .
F25 F 0.7518(3) 0.44429(13) -0.11910(17) 0.1460(10) Uani 1 1 d . . .
C25 C 0.7061(4) 0.3813(2) -0.0886(3) 0.1001(11) Uani 1 1 d . . .
F26 F 0.8778(2) 0.38411(9) 0.03358(13) 0.0982(6) Uani 1 1 d . . .
C26 C 0.7687(3) 0.34954(16) -0.0093(2) 0.0774(8) Uani 1 1 d . . .
C31 C 0.7384(2) 0.49151(12) 0.21885(16) 0.0563(5) Uani 1 1 d . . .
F32 F 0.94173(15) 0.50003(9) 0.32042(11) 0.0826(4) Uani 1 1 d . . .
C32 C 0.8628(2) 0.52275(14) 0.24373(17) 0.0626(6) Uani 1 1 d . . .
F33 F 1.03648(17) 0.60534(10) 0.22392(13) 0.0979(5) Uani 1 1 d . . .
C33 C 0.9145(3) 0.57752(15) 0.1944(2) 0.0701(7) Uani 1 1 d . . .
F34 F 0.8906(2) 0.65715(10) 0.06758(13) 0.1068(6) Uani 1 1 d . . .
C34 C 0.8421(3) 0.60310(15) 0.1158(2) 0.0754(7) Uani 1 1 d . . .
C35 C 0.7183(3) 0.57370(16) 0.08641(19) 0.0755(7) Uani 1 1 d . . .
F35 F 0.6454(2) 0.59913(11) 0.00920(12) 0.1063(6) Uani 1 1 d . . .
F36 F 0.54785(16) 0.49257(10) 0.10615(11) 0.0881(5) Uani 1 1 d . . .
C36 C 0.6709(3) 0.51918(14) 0.13773(18) 0.0661(6) Uani 1 1 d . . .
C42 C 0.4210(3) 0.41998(14) 0.25807(19) 0.0700(7) Uani 1 1 d . . .
H42 H 0.4246 0.3838 0.2129 0.084 Uiso 1 1 calc R . .
C43 C 0.2989(3) 0.44064(15) 0.2793(2) 0.0787(8) Uani 1 1 d . . .
H43 H 0.2207 0.4184 0.2497 0.094 Uiso 1 1 calc R . .
C44 C 0.2919(3) 0.49382(15) 0.3439(2) 0.0762(7) Uani 1 1 d . . .
H44 H 0.2091 0.5088 0.3592 0.091 Uiso 1 1 calc R . .
C45 C 0.4073(3) 0.52460(16) 0.3856(2) 0.0820(8) Uani 1 1 d . . .
H45 H 0.4049 0.5618 0.4295 0.098 Uiso 1 1 calc R . .
C46 C 0.5267(3) 0.50103(14) 0.36308(18) 0.0711(7) Uani 1 1 d . . .
H46 H 0.6058 0.5218 0.3935 0.085 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C21 1.846(3) . ?
P1 C1 1.848(2) . ?
P1 C11 1.853(2) . ?
B1 C2 1.616(4) . ?
B1 N1 1.619(3) . ?
B1 C31 1.639(4) . ?
B1 H01 1.16(2) . ?
N1 C42 1.334(3) . ?
N1 C46 1.343(3) . ?
C1 C3 1.531(4) . ?
C1 C2 1.538(3) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C11 C16 1.385(3) . ?
C11 C12 1.386(3) . ?
F12 C12 1.345(3) . ?
C12 C13 1.373(3) . ?
F13 C13 1.338(3) . ?
C13 C14 1.365(4) . ?
F14 C14 1.338(3) . ?
C14 C15 1.371(4) . ?
F15 C15 1.338(3) . ?
C15 C16 1.381(4) . ?
F16 C16 1.346(3) . ?
C21 C26 1.382(4) . ?
C21 C22 1.385(4) . ?
F22 C22 1.337(3) . ?
C22 C23 1.379(4) . ?
F23 C23 1.340(4) . ?
C23 C24 1.371(6) . ?
F24 C24 1.338(4) . ?
C24 C25 1.364(6) . ?
F25 C25 1.339(4) . ?
C25 C26 1.373(4) . ?
F26 C26 1.349(4) . ?
C31 C36 1.382(3) . ?
C31 C32 1.385(3) . ?
F32 C32 1.351(3) . ?
C32 C33 1.380(4) . ?
F33 C33 1.349(3) . ?
C33 C34 1.360(4) . ?
F34 C34 1.347(3) . ?
C34 C35 1.376(4) . ?
C35 F35 1.345(3) . ?
C35 C36 1.375(4) . ?
F36 C36 1.357(3) . ?
C42 C43 1.371(4) . ?
C42 H42 0.9400 . ?
C43 C44 1.366(4) . ?
C43 H43 0.9400 . ?
C44 C45 1.362(4) . ?
C44 H44 0.9400 . ?
C45 C46 1.368(4) . ?
C45 H45 0.9400 . ?
C46 H46 0.9400 . ?

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
C21 P1 C1 102.69(11) . . ?
C21 P1 C11 98.14(11) . . ?
C1 P1 C11 107.78(11) . . ?
C2 B1 N1 111.2(2) . . ?
C2 B1 C31 111.0(2) . . ?
N1 B1 C31 107.81(19) . . ?
C2 B1 H01 114.2(11) . . ?
N1 B1 H01 102.9(11) . . ?
C31 B1 H01 109.2(11) . . ?
C42 N1 C46 117.6(2) . . ?
C42 N1 B1 124.8(2) . . ?
C46 N1 B1 117.6(2) . . ?
C3 C1 C2 112.5(2) . . ?
C3 C1 P1 107.79(17) . . ?
C2 C1 P1 106.53(17) . . ?
C3 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
P1 C1 H1 110.0 . . ?
C1 C2 B1 111.7(2) . . ?
C1 C2 H2A 109.3 . . ?
B1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
B1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C16 C11 C12 114.6(2) . . ?
C16 C11 P1 129.62(18) . . ?
C12 C11 P1 115.71(17) . . ?
F12 C12 C13 117.3(2) . . ?
F12 C12 C11 119.0(2) . . ?
C13 C12 C11 123.7(2) . . ?
F13 C13 C14 119.8(2) . . ?
F13 C13 C12 120.9(2) . . ?
C14 C13 C12 119.3(2) . . ?
F14 C14 C13 119.9(2) . . ?
F14 C14 C15 120.3(2) . . ?
C13 C14 C15 119.8(2) . . ?
F15 C15 C14 120.1(2) . . ?
F15 C15 C16 120.4(2) . . ?
C14 C15 C16 119.4(2) . . ?
F16 C16 C15 116.0(2) . . ?
F16 C16 C11 120.9(2) . . ?
C15 C16 C11 123.1(2) . . ?
C26 C21 C22 115.2(3) . . ?
C26 C21 P1 125.9(2) . . ?
C22 C21 P1 118.8(2) . . ?
F22 C22 C23 117.6(3) . . ?
F22 C22 C21 119.7(3) . . ?
C23 C22 C21 122.7(3) . . ?
F23 C23 C24 120.5(3) . . ?
F23 C23 C22 120.1(4) . . ?
C24 C23 C22 119.5(4) . . ?
F24 C24 C25 121.3(4) . . ?
F24 C24 C23 118.7(5) . . ?
C25 C24 C23 120.0(3) . . ?
F25 C25 C24 120.4(4) . . ?
F25 C25 C26 120.4(4) . . ?
C24 C25 C26 119.3(3) . . ?
F26 C26 C25 116.6(3) . . ?
F26 C26 C21 120.0(3) . . ?
C25 C26 C21 123.4(3) . . ?
C36 C31 C32 113.4(2) . . ?
C36 C31 B1 124.4(2) . . ?
C32 C31 B1 122.2(2) . . ?
F32 C32 C33 115.9(2) . . ?
F32 C32 C31 120.2(2) . . ?
C33 C32 C31 123.9(2) . . ?
F33 C33 C34 120.2(2) . . ?
F33 C33 C32 120.1(3) . . ?
C34 C33 C32 119.7(2) . . ?
F34 C34 C33 120.3(3) . . ?
F34 C34 C35 120.3(3) . . ?
C33 C34 C35 119.4(2) . . ?
F35 C35 C36 121.3(3) . . ?
F35 C35 C34 119.8(3) . . ?
C36 C35 C34 118.9(3) . . ?
F36 C36 C35 116.5(2) . . ?
F36 C36 C31 118.8(2) . . ?
C35 C36 C31 124.6(2) . . ?
N1 C42 C43 122.4(2) . . ?
N1 C42 H42 118.8 . . ?
C43 C42 H42 118.8 . . ?
C44 C43 C42 119.4(3) . . ?
C44 C43 H43 120.3 . . ?
C42 C43 H43 120.3 . . ?
C45 C44 C43 118.6(3) . . ?
C45 C44 H44 120.7 . . ?
C43 C44 H44 120.7 . . ?
C44 C45 C46 119.6(3) . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
N1 C46 C45 122.3(3) . . ?
N1 C46 H46 118.9 . . ?
C45 C46 H46 118.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 B1 N1 C42 -15.6(3) . . . . ?
C31 B1 N1 C42 106.3(3) . . . . ?
C2 B1 N1 C46 163.0(2) . . . . ?
C31 B1 N1 C46 -75.1(3) . . . . ?
C21 P1 C1 C3 -174.31(19) . . . . ?
C11 P1 C1 C3 -71.3(2) . . . . ?
C21 P1 C1 C2 64.72(18) . . . . ?
C11 P1 C1 C2 167.70(15) . . . . ?
C3 C1 C2 B1 72.3(3) . . . . ?
P1 C1 C2 B1 -169.84(17) . . . . ?
N1 B1 C2 C1 -172.51(19) . . . . ?
C31 B1 C2 C1 67.5(3) . . . . ?
C21 P1 C11 C16 98.4(2) . . . . ?
C1 P1 C11 C16 -7.8(3) . . . . ?
C21 P1 C11 C12 -85.28(19) . . . . ?
C1 P1 C11 C12 168.53(17) . . . . ?
C16 C11 C12 F12 -179.4(2) . . . . ?
P1 C11 C12 F12 3.7(3) . . . . ?
C16 C11 C12 C13 0.1(3) . . . . ?
P1 C11 C12 C13 -176.78(19) . . . . ?
F12 C12 C13 F13 0.0(3) . . . . ?
C11 C12 C13 F13 -179.5(2) . . . . ?
F12 C12 C13 C14 -180.0(2) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
F13 C13 C14 F14 0.3(4) . . . . ?
C12 C13 C14 F14 -179.8(2) . . . . ?
F13 C13 C14 C15 179.9(2) . . . . ?
C12 C13 C14 C15 -0.1(4) . . . . ?
F14 C14 C15 F15 0.4(4) . . . . ?
C13 C14 C15 F15 -179.2(3) . . . . ?
F14 C14 C15 C16 178.8(2) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
F15 C15 C16 F16 0.3(4) . . . . ?
C14 C15 C16 F16 -178.1(2) . . . . ?
F15 C15 C16 C11 179.9(2) . . . . ?
C14 C15 C16 C11 1.6(4) . . . . ?
C12 C11 C16 F16 178.5(2) . . . . ?
P1 C11 C16 F16 -5.2(4) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
P1 C11 C16 C15 175.2(2) . . . . ?
C1 P1 C21 C26 46.2(2) . . . . ?
C11 P1 C21 C26 -64.2(2) . . . . ?
C1 P1 C21 C22 -131.0(2) . . . . ?
C11 P1 C21 C22 118.6(2) . . . . ?
C26 C21 C22 F22 178.7(2) . . . . ?
P1 C21 C22 F22 -3.8(3) . . . . ?
C26 C21 C22 C23 -0.3(4) . . . . ?
P1 C21 C22 C23 177.2(2) . . . . ?
F22 C22 C23 F23 1.6(4) . . . . ?
C21 C22 C23 F23 -179.3(3) . . . . ?
F22 C22 C23 C24 -179.1(3) . . . . ?
C21 C22 C23 C24 0.0(5) . . . . ?
F23 C23 C24 F24 -1.3(5) . . . . ?
C22 C23 C24 F24 179.4(3) . . . . ?
F23 C23 C24 C25 179.4(3) . . . . ?
C22 C23 C24 C25 0.0(5) . . . . ?
F24 C24 C25 F25 1.8(5) . . . . ?
C23 C24 C25 F25 -178.8(3) . . . . ?
F24 C24 C25 C26 -179.1(3) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
F25 C25 C26 F26 -1.4(4) . . . . ?
C24 C25 C26 F26 179.5(3) . . . . ?
F25 C25 C26 C21 178.4(3) . . . . ?
C24 C25 C26 C21 -0.7(5) . . . . ?
C22 C21 C26 F26 -179.5(2) . . . . ?
P1 C21 C26 F26 3.2(4) . . . . ?
C22 C21 C26 C25 0.7(4) . . . . ?
P1 C21 C26 C25 -176.7(2) . . . . ?
C2 B1 C31 C36 68.5(3) . . . . ?
N1 B1 C31 C36 -53.5(3) . . . . ?
C2 B1 C31 C32 -108.8(3) . . . . ?
N1 B1 C31 C32 129.1(2) . . . . ?
C36 C31 C32 F32 -178.5(2) . . . . ?
B1 C31 C32 F32 -0.9(3) . . . . ?
C36 C31 C32 C33 1.6(4) . . . . ?
B1 C31 C32 C33 179.2(2) . . . . ?
F32 C32 C33 F33 -0.4(4) . . . . ?
C31 C32 C33 F33 179.5(2) . . . . ?
F32 C32 C33 C34 179.4(2) . . . . ?
C31 C32 C33 C34 -0.7(4) . . . . ?
F33 C33 C34 F34 -1.0(4) . . . . ?
C32 C33 C34 F34 179.2(2) . . . . ?
F33 C33 C34 C35 179.6(3) . . . . ?
C32 C33 C34 C35 -0.2(4) . . . . ?
F34 C34 C35 F35 0.0(4) . . . . ?
C33 C34 C35 F35 179.4(3) . . . . ?
F34 C34 C35 C36 -179.2(2) . . . . ?
C33 C34 C35 C36 0.2(4) . . . . ?
F35 C35 C36 F36 0.2(4) . . . . ?
C34 C35 C36 F36 179.4(2) . . . . ?
F35 C35 C36 C31 -178.4(2) . . . . ?
C34 C35 C36 C31 0.9(4) . . . . ?
C32 C31 C36 F36 179.8(2) . . . . ?
B1 C31 C36 F36 2.2(4) . . . . ?
C32 C31 C36 C35 -1.7(4) . . . . ?
B1 C31 C36 C35 -179.2(3) . . . . ?
C46 N1 C42 C43 -0.3(4) . . . . ?
B1 N1 C42 C43 178.3(2) . . . . ?
N1 C42 C43 C44 0.9(4) . . . . ?
C42 C43 C44 C45 -0.2(4) . . . . ?
C43 C44 C45 C46 -1.0(4) . . . . ?
C42 N1 C46 C45 -1.0(4) . . . . ?
B1 N1 C46 C45 -179.7(3) . . . . ?
C44 C45 C46 N1 1.6(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        67.55
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.037
_database_code_depnum_ccdc_archive 'CCDC 1001588'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_erk7328

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 B F15 N P'
_chemical_formula_weight         747.29

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'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.5845(2)
_cell_length_b                   11.8194(4)
_cell_length_c                   15.2277(4)
_cell_angle_alpha                105.663(2)
_cell_angle_beta                 102.191(2)
_cell_angle_gamma                90.4090(10)
_cell_volume                     1619.75(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    3193
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9618
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13030
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5560
_reflns_number_gt                4162
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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)+(0.0000P)²+2.3675P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5560
_refine_ls_number_parameters     455
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1238
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.144
_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
P1 P 0.99992(12) 0.80841(9) 0.23811(7) 0.0535(3) Uani 1 1 d . . .
B1 B 0.8252(5) 1.1268(4) 0.3685(3) 0.0484(10) Uani 1 1 d . . .
C1 C 0.9471(4) 0.9616(3) 0.2524(3) 0.0501(9) Uani 1 1 d . . .
H1 H 0.8724 0.9659 0.1977 0.060 Uiso 1 1 calc R . .
C2 C 0.8875(4) 0.9962(3) 0.3422(2) 0.0470(9) Uani 1 1 d . . .
H2A H 0.9639 0.9914 0.3949 0.056 Uiso 1 1 calc R . .
H2B H 0.8106 0.9374 0.3359 0.056 Uiso 1 1 calc R . .
C4 C 0.7183(4) 1.1455(3) 0.2794(3) 0.0542(10) Uani 1 1 d . . .
H4 H 0.7600 1.1591 0.2322 0.065 Uiso 1 1 calc R . .
C5 C 0.5792(5) 1.1442(4) 0.2641(3) 0.0626(11) Uani 1 1 d . . .
H5 H 0.5397 1.1399 0.3147 0.075 Uiso 1 1 calc R . .
C6 C 0.4724(5) 1.1487(5) 0.1769(3) 0.0743(13) Uani 1 1 d . . .
C9 C 0.3627(6) 1.2358(5) 0.2044(4) 0.1031(18) Uani 1 1 d . . .
H9A H 0.3155 1.2115 0.2473 0.155 Uiso 1 1 calc R . .
H9B H 0.2923 1.2379 0.1489 0.155 Uiso 1 1 calc R . .
H9C H 0.4103 1.3135 0.2344 0.155 Uiso 1 1 calc R . .
C7 C 0.3968(6) 1.0246(5) 0.1317(4) 0.1055(19) Uani 1 1 d . . .
H7A H 0.4646 0.9703 0.1083 0.158 Uiso 1 1 calc R . .
H7B H 0.3184 1.0270 0.0803 0.158 Uiso 1 1 calc R . .
H7C H 0.3599 0.9983 0.1780 0.158 Uiso 1 1 calc R . .
C8 C 0.5440(6) 1.1865(6) 0.1080(4) 0.114(2) Uani 1 1 d . . .
H8A H 0.5968 1.2621 0.1386 0.170 Uiso 1 1 calc R . .
H8B H 0.4716 1.1932 0.0549 0.170 Uiso 1 1 calc R . .
H8C H 0.6092 1.1283 0.0867 0.170 Uiso 1 1 calc R . .
C3 C 1.0828(5) 1.0356(4) 0.2585(3) 0.0656(12) Uani 1 1 d . . .
H3A H 1.0580 1.1139 0.2550 0.098 Uiso 1 1 calc R . .
H3B H 1.1269 0.9984 0.2071 0.098 Uiso 1 1 calc R . .
H3C H 1.1495 1.0412 0.3174 0.098 Uiso 1 1 calc R . .
C21 C 0.8292(4) 0.7210(3) 0.2138(3) 0.0491(9) Uani 1 1 d . . .
F22 F 0.7110(3) 0.7996(2) 0.09433(18) 0.0777(7) Uani 1 1 d . . .
C22 C 0.7092(5) 0.7264(3) 0.1477(3) 0.0557(10) Uani 1 1 d . . .
F23 F 0.4711(3) 0.6663(3) 0.0672(2) 0.1037(10) Uani 1 1 d . . .
C23 C 0.5852(5) 0.6578(4) 0.1320(3) 0.0662(11) Uani 1 1 d . . .
F24 F 0.4582(3) 0.5138(3) 0.1690(2) 0.1006(10) Uani 1 1 d . . .
C24 C 0.5793(5) 0.5801(4) 0.1837(3) 0.0679(12) Uani 1 1 d . . .
C25 C 0.6952(6) 0.5711(4) 0.2492(3) 0.0657(12) Uani 1 1 d . . .
F25 F 0.6904(4) 0.4937(2) 0.2989(2) 0.0987(10) Uani 1 1 d . . .
F26 F 0.9314(3) 0.6251(2) 0.32716(18) 0.0815(8) Uani 1 1 d . . .
C26 C 0.8182(5) 0.6405(3) 0.2633(3) 0.0564(10) Uani 1 1 d . . .
C11 C 1.0373(4) 0.7561(3) 0.1194(3) 0.0563(10) Uani 1 1 d . . .
F12 F 0.9504(3) 0.9104(2) 0.05510(17) 0.0794(8) Uani 1 1 d . . .
C12 C 1.0139(5) 0.8098(4) 0.0471(3) 0.0646(12) Uani 1 1 d . . .
F13 F 1.0313(4) 0.8172(3) -0.1033(2) 0.1066(11) Uani 1 1 d . . .
C13 C 1.0544(6) 0.7622(4) -0.0363(3) 0.0775(14) Uani 1 1 d . . .
F14 F 1.1530(4) 0.6099(3) -0.1327(2) 0.1136(12) Uani 1 1 d . . .
C14 C 1.1167(5) 0.6580(5) -0.0511(4) 0.0793(15) Uani 1 1 d . . .
F15 F 1.1992(3) 0.4961(2) 0.0028(2) 0.1001(10) Uani 1 1 d . . .
C15 C 1.1398(5) 0.6002(4) 0.0171(4) 0.0746(14) Uani 1 1 d . . .
F16 F 1.1240(3) 0.5905(2) 0.1653(2) 0.0823(8) Uani 1 1 d . . .
C16 C 1.1005(5) 0.6509(4) 0.0999(3) 0.0639(11) Uani 1 1 d . . .
C31 C 0.7505(4) 1.1535(3) 0.4598(2) 0.0487(9) Uani 1 1 d . . .
F32 F 0.7487(4) 1.3554(2) 0.4666(2) 0.1023(11) Uani 1 1 d . . .
C32 C 0.7169(5) 1.2666(4) 0.5003(3) 0.0692(13) Uani 1 1 d . . .
F33 F 0.6199(5) 1.4088(3) 0.6085(3) 0.1408(15) Uani 1 1 d U . .
C33 C 0.6487(6) 1.2971(4) 0.5732(4) 0.0865(16) Uani 1 1 d . . .
F34 F 0.5467(4) 1.2395(3) 0.6837(2) 0.1172(12) Uani 1 1 d . . .
C34 C 0.6114(5) 1.2123(5) 0.6108(3) 0.0759(14) Uani 1 1 d . . .
F35 F 0.6020(3) 1.0143(3) 0.60996(19) 0.0854(8) Uani 1 1 d . . .
C35 C 0.6408(5) 1.0991(4) 0.5749(3) 0.0598(11) Uani 1 1 d . . .
F36 F 0.7275(3) 0.9573(2) 0.46869(18) 0.0746(7) Uani 1 1 d . . .
C36 C 0.7079(4) 1.0728(3) 0.5009(3) 0.0519(9) Uani 1 1 d . . .
N1 N 0.9627(4) 1.2254(2) 0.4010(2) 0.0505(8) Uani 1 1 d . . .
C42 C 1.0733(5) 1.2167(3) 0.4682(3) 0.0570(10) Uani 1 1 d . . .
H42 H 1.0659 1.1596 0.4999 0.068 Uiso 1 1 calc R . .
C43 C 1.1972(5) 1.2875(4) 0.4928(3) 0.0688(12) Uani 1 1 d . . .
H43 H 1.2738 1.2779 0.5396 0.083 Uiso 1 1 calc R . .
C44 C 1.2076(6) 1.3718(4) 0.4486(4) 0.0789(14) Uani 1 1 d . . .
H44 H 1.2924 1.4200 0.4633 0.095 Uiso 1 1 calc R . .
C45 C 1.0930(6) 1.3857(4) 0.3823(4) 0.0795(14) Uani 1 1 d . . .
H45 H 1.0968 1.4457 0.3528 0.095 Uiso 1 1 calc R . .
C46 C 0.9719(5) 1.3105(4) 0.3593(3) 0.0680(12) Uani 1 1 d . . .
H46 H 0.8938 1.3193 0.3132 0.082 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C21 1.843(4) . ?
P1 C1 1.852(4) . ?
P1 C11 1.858(4) . ?
B1 C4 1.587(6) . ?
B1 C2 1.637(5) . ?
B1 N1 1.653(5) . ?
B1 C31 1.653(5) . ?
C1 C3 1.534(5) . ?
C1 C2 1.548(5) . ?
C1 H1 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C4 C5 1.303(5) . ?
C4 H4 0.9400 . ?
C5 C6 1.510(6) . ?
C5 H5 0.9400 . ?
C6 C9 1.520(7) . ?
C6 C8 1.524(6) . ?
C6 C7 1.543(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C21 C22 1.374(6) . ?
C21 C26 1.379(5) . ?
F22 C22 1.340(4) . ?
C22 C23 1.373(6) . ?
F23 C23 1.334(5) . ?
C23 C24 1.368(6) . ?
F24 C24 1.340(5) . ?
C24 C25 1.354(7) . ?
C25 F25 1.342(5) . ?
C25 C26 1.375(6) . ?
F26 C26 1.345(5) . ?
C11 C16 1.374(6) . ?
C11 C12 1.393(6) . ?
F12 C12 1.327(5) . ?
C12 C13 1.380(6) . ?
F13 C13 1.333(6) . ?
C13 C14 1.356(7) . ?
F14 C14 1.338(5) . ?
C14 C15 1.373(7) . ?
F15 C15 1.342(5) . ?
C15 C16 1.374(6) . ?
F16 C16 1.358(5) . ?
C31 C36 1.377(5) . ?
C31 C32 1.384(5) . ?
F32 C32 1.346(5) . ?
C32 C33 1.373(6) . ?
F33 C33 1.338(5) . ?
C33 C34 1.360(7) . ?
F34 C34 1.349(4) . ?
C34 C35 1.358(6) . ?
F35 C35 1.340(4) . ?
C35 C36 1.378(5) . ?
F36 C36 1.349(4) . ?
N1 C42 1.335(5) . ?
N1 C46 1.337(5) . ?
C42 C43 1.371(6) . ?
C42 H42 0.9400 . ?
C43 C44 1.359(6) . ?
C43 H43 0.9400 . ?
C44 C45 1.370(7) . ?
C44 H44 0.9400 . ?
C45 C46 1.382(6) . ?
C45 H45 0.9400 . ?
C46 H46 0.9400 . ?

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
C21 P1 C1 104.05(17) . . ?
C21 P1 C11 97.47(16) . . ?
C1 P1 C11 106.73(18) . . ?
C4 B1 C2 109.8(3) . . ?
C4 B1 N1 109.5(3) . . ?
C2 B1 N1 107.6(3) . . ?
C4 B1 C31 111.3(3) . . ?
C2 B1 C31 114.0(3) . . ?
N1 B1 C31 104.3(3) . . ?
C3 C1 C2 113.7(3) . . ?
C3 C1 P1 106.0(3) . . ?
C2 C1 P1 106.5(2) . . ?
C3 C1 H1 110.1 . . ?
C2 C1 H1 110.1 . . ?
P1 C1 H1 110.1 . . ?
C1 C2 B1 116.6(3) . . ?
C1 C2 H2A 108.2 . . ?
B1 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
B1 C2 H2B 108.2 . . ?
H2A C2 H2B 107.3 . . ?
C5 C4 B1 127.3(4) . . ?
C5 C4 H4 116.3 . . ?
B1 C4 H4 116.3 . . ?
C4 C5 C6 129.3(4) . . ?
C4 C5 H5 115.4 . . ?
C6 C5 H5 115.4 . . ?
C5 C6 C9 108.8(4) . . ?
C5 C6 C8 111.9(4) . . ?
C9 C6 C8 109.0(5) . . ?
C5 C6 C7 107.5(4) . . ?
C9 C6 C7 109.3(4) . . ?
C8 C6 C7 110.3(5) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C22 C21 C26 115.5(4) . . ?
C22 C21 P1 125.5(3) . . ?
C26 C21 P1 119.0(3) . . ?
F22 C22 C23 117.4(4) . . ?
F22 C22 C21 119.8(4) . . ?
C23 C22 C21 122.8(4) . . ?
F23 C23 C24 119.9(4) . . ?
F23 C23 C22 120.7(4) . . ?
C24 C23 C22 119.4(4) . . ?
F24 C24 C25 120.5(4) . . ?
F24 C24 C23 119.5(5) . . ?
C25 C24 C23 119.9(4) . . ?
F25 C25 C24 120.0(4) . . ?
F25 C25 C26 120.5(5) . . ?
C24 C25 C26 119.5(4) . . ?
F26 C26 C25 116.9(4) . . ?
F26 C26 C21 120.2(4) . . ?
C25 C26 C21 122.9(4) . . ?
C16 C11 C12 114.6(4) . . ?
C16 C11 P1 116.1(4) . . ?
C12 C11 P1 129.2(3) . . ?
F12 C12 C13 116.4(4) . . ?
F12 C12 C11 121.3(3) . . ?
C13 C12 C11 122.4(4) . . ?
F13 C13 C14 119.4(4) . . ?
F13 C13 C12 120.4(5) . . ?
C14 C13 C12 120.2(5) . . ?
F14 C14 C13 120.5(5) . . ?
F14 C14 C15 119.7(5) . . ?
C13 C14 C15 119.8(4) . . ?
F15 C15 C14 120.5(4) . . ?
F15 C15 C16 120.9(5) . . ?
C14 C15 C16 118.6(4) . . ?
F16 C16 C15 116.8(4) . . ?
F16 C16 C11 118.8(4) . . ?
C15 C16 C11 124.4(5) . . ?
C36 C31 C32 112.5(3) . . ?
C36 C31 B1 127.2(3) . . ?
C32 C31 B1 120.2(3) . . ?
F32 C32 C33 115.4(4) . . ?
F32 C32 C31 119.8(3) . . ?
C33 C32 C31 124.8(4) . . ?
F33 C33 C34 119.6(4) . . ?
F33 C33 C32 121.2(5) . . ?
C34 C33 C32 119.2(4) . . ?
F34 C34 C35 119.7(4) . . ?
F34 C34 C33 120.8(4) . . ?
C35 C34 C33 119.5(4) . . ?
F35 C35 C34 120.1(4) . . ?
F35 C35 C36 120.8(4) . . ?
C34 C35 C36 119.1(4) . . ?
F36 C36 C31 120.9(3) . . ?
F36 C36 C35 114.2(3) . . ?
C31 C36 C35 125.0(4) . . ?
C42 N1 C46 118.0(4) . . ?
C42 N1 B1 119.1(3) . . ?
C46 N1 B1 122.8(4) . . ?
N1 C42 C43 122.7(4) . . ?
N1 C42 H42 118.6 . . ?
C43 C42 H42 118.6 . . ?
C44 C43 C42 119.0(5) . . ?
C44 C43 H43 120.5 . . ?
C42 C43 H43 120.5 . . ?
C43 C44 C45 119.2(5) . . ?
C43 C44 H44 120.4 . . ?
C45 C44 H44 120.4 . . ?
C44 C45 C46 119.1(4) . . ?
C44 C45 H45 120.5 . . ?
C46 C45 H45 120.5 . . ?
N1 C46 C45 121.8(5) . . ?
N1 C46 H46 119.1 . . ?
C45 C46 H46 119.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21 P1 C1 C3 -172.0(3) . . . . ?
C11 P1 C1 C3 -69.5(3) . . . . ?
C21 P1 C1 C2 66.6(3) . . . . ?
C11 P1 C1 C2 169.0(2) . . . . ?
C3 C1 C2 B1 66.5(5) . . . . ?
P1 C1 C2 B1 -177.1(3) . . . . ?
C4 B1 C2 C1 49.2(4) . . . . ?
N1 B1 C2 C1 -69.9(4) . . . . ?
C31 B1 C2 C1 174.9(3) . . . . ?
C2 B1 C4 C5 105.9(5) . . . . ?
N1 B1 C4 C5 -136.2(4) . . . . ?
C31 B1 C4 C5 -21.4(6) . . . . ?
B1 C4 C5 C6 -172.8(4) . . . . ?
C4 C5 C6 C9 -135.0(5) . . . . ?
C4 C5 C6 C8 -14.5(7) . . . . ?
C4 C5 C6 C7 106.8(5) . . . . ?
C1 P1 C21 C22 50.2(4) . . . . ?
C11 P1 C21 C22 -59.2(4) . . . . ?
C1 P1 C21 C26 -131.4(3) . . . . ?
C11 P1 C21 C26 119.2(3) . . . . ?
C26 C21 C22 F22 -178.1(3) . . . . ?
P1 C21 C22 F22 0.3(5) . . . . ?
C26 C21 C22 C23 0.8(6) . . . . ?
P1 C21 C22 C23 179.2(3) . . . . ?
F22 C22 C23 F23 -1.2(6) . . . . ?
C21 C22 C23 F23 179.9(4) . . . . ?
F22 C22 C23 C24 178.8(4) . . . . ?
C21 C22 C23 C24 -0.1(7) . . . . ?
F23 C23 C24 F24 -0.5(7) . . . . ?
C22 C23 C24 F24 179.5(4) . . . . ?
F23 C23 C24 C25 179.7(4) . . . . ?
C22 C23 C24 C25 -0.3(7) . . . . ?
F24 C24 C25 F25 1.3(6) . . . . ?
C23 C24 C25 F25 -178.9(4) . . . . ?
F24 C24 C25 C26 -179.7(4) . . . . ?
C23 C24 C25 C26 0.0(6) . . . . ?
F25 C25 C26 F26 1.0(6) . . . . ?
C24 C25 C26 F26 -177.9(4) . . . . ?
F25 C25 C26 C21 179.6(3) . . . . ?
C24 C25 C26 C21 0.7(6) . . . . ?
C22 C21 C26 F26 177.5(3) . . . . ?
P1 C21 C26 F26 -1.1(5) . . . . ?
C22 C21 C26 C25 -1.0(5) . . . . ?
P1 C21 C26 C25 -179.6(3) . . . . ?
C21 P1 C11 C16 -83.0(3) . . . . ?
C1 P1 C11 C16 169.9(3) . . . . ?
C21 P1 C11 C12 99.0(4) . . . . ?
C1 P1 C11 C12 -8.2(4) . . . . ?
C16 C11 C12 F12 178.3(4) . . . . ?
P1 C11 C12 F12 -3.6(6) . . . . ?
C16 C11 C12 C13 -1.5(6) . . . . ?
P1 C11 C12 C13 176.6(4) . . . . ?
F12 C12 C13 F13 0.9(7) . . . . ?
C11 C12 C13 F13 -179.3(4) . . . . ?
F12 C12 C13 C14 -178.3(4) . . . . ?
C11 C12 C13 C14 1.5(7) . . . . ?
F13 C13 C14 F14 -0.9(7) . . . . ?
C12 C13 C14 F14 178.3(4) . . . . ?
F13 C13 C14 C15 -179.5(4) . . . . ?
C12 C13 C14 C15 -0.2(7) . . . . ?
F14 C14 C15 F15 0.4(7) . . . . ?
C13 C14 C15 F15 178.9(4) . . . . ?
F14 C14 C15 C16 -179.5(4) . . . . ?
C13 C14 C15 C16 -0.9(7) . . . . ?
F15 C15 C16 F16 -0.4(6) . . . . ?
C14 C15 C16 F16 179.4(4) . . . . ?
F15 C15 C16 C11 -179.0(4) . . . . ?
C14 C15 C16 C11 0.9(7) . . . . ?
C12 C11 C16 F16 -178.2(4) . . . . ?
P1 C11 C16 F16 3.4(5) . . . . ?
C12 C11 C16 C15 0.3(6) . . . . ?
P1 C11 C16 C15 -178.1(3) . . . . ?
C4 B1 C31 C36 109.4(4) . . . . ?
C2 B1 C31 C36 -15.5(6) . . . . ?
N1 B1 C31 C36 -132.6(4) . . . . ?
C4 B1 C31 C32 -66.8(5) . . . . ?
C2 B1 C31 C32 168.3(4) . . . . ?
N1 B1 C31 C32 51.2(5) . . . . ?
C36 C31 C32 F32 -178.5(4) . . . . ?
B1 C31 C32 F32 -1.8(7) . . . . ?
C36 C31 C32 C33 0.0(7) . . . . ?
B1 C31 C32 C33 176.7(5) . . . . ?
F32 C32 C33 F33 -1.4(8) . . . . ?
C31 C32 C33 F33 180.0(5) . . . . ?
F32 C32 C33 C34 179.3(5) . . . . ?
C31 C32 C33 C34 0.7(9) . . . . ?
F33 C33 C34 F34 -0.5(9) . . . . ?
C32 C33 C34 F34 178.8(5) . . . . ?
F33 C33 C34 C35 -180.0(5) . . . . ?
C32 C33 C34 C35 -0.7(9) . . . . ?
F34 C34 C35 F35 1.9(7) . . . . ?
C33 C34 C35 F35 -178.6(5) . . . . ?
F34 C34 C35 C36 -179.5(4) . . . . ?
C33 C34 C35 C36 0.0(7) . . . . ?
C32 C31 C36 F36 177.8(4) . . . . ?
B1 C31 C36 F36 1.4(6) . . . . ?
C32 C31 C36 C35 -0.8(6) . . . . ?
B1 C31 C36 C35 -177.3(4) . . . . ?
F35 C35 C36 F36 0.7(6) . . . . ?
C34 C35 C36 F36 -177.8(4) . . . . ?
F35 C35 C36 C31 179.4(4) . . . . ?
C34 C35 C36 C31 0.9(7) . . . . ?
C4 B1 N1 C42 -172.4(3) . . . . ?
C2 B1 N1 C42 -53.1(4) . . . . ?
C31 B1 N1 C42 68.3(4) . . . . ?
C4 B1 N1 C46 3.8(5) . . . . ?
C2 B1 N1 C46 123.1(4) . . . . ?
C31 B1 N1 C46 -115.4(4) . . . . ?
C46 N1 C42 C43 -3.0(6) . . . . ?
B1 N1 C42 C43 173.4(3) . . . . ?
N1 C42 C43 C44 1.3(6) . . . . ?
C42 C43 C44 C45 1.6(7) . . . . ?
C43 C44 C45 C46 -2.6(7) . . . . ?
C42 N1 C46 C45 1.9(6) . . . . ?
B1 N1 C46 C45 -174.4(4) . . . . ?
C44 C45 C46 N1 0.9(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.047
#=============================================================================
#  end of cif data for "erk7328" (compound 10)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

_database_code_depnum_ccdc_archive 'CCDC 1001589'
