# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_MePBH
_database_code_depnum_ccdc_archive 'CCDC 2097155'
loop_
_audit_author_name
_audit_author_address
'Naokazu Kano'
;Gakushuin University
Japan
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H12 B F12 O2 P'
_chemical_formula_sum            'C19 H12 B F12 O2 P'
_chemical_formula_weight         542.07

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'
P P 0.1023 0.0942 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.9207(8)
_cell_length_b                   9.8092(4)
_cell_length_c                   11.5077(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2022.91(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    6600
_cell_measurement_theta_min      3.0790
_cell_measurement_theta_max      27.4835

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.780
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.262
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8950
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_detector       CCD
_diffrn_measurement_device       
;
Saturn724 (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       dtprofit.ref
_diffrn_reflns_number            14952
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.106
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.241
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 0.915
_reflns_number_total             4198
_reflns_number_gt                4121
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_max     0.809
_reflns_Friedel_fraction_full    0.835
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 7.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 45.0671
	          2theta: -19.7479
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 7.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 45.0671
	          2theta: -19.7479

;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_orient_matrix_UB_11      0.0659
_diffrn_orient_matrix_UB_12      0.0026
_diffrn_orient_matrix_UB_13      0.0777
_diffrn_orient_matrix_UB_21      0.0647
_diffrn_orient_matrix_UB_22      0.0168
_diffrn_orient_matrix_UB_23      -0.0555
_diffrn_orient_matrix_UB_31      -0.0091
_diffrn_orient_matrix_UB_32      0.0547
_diffrn_orient_matrix_UB_33      0.0059
_diffrn_orient_matrix_type       d*Trek

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+0.4376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1702 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.05(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4198
_refine_ls_number_parameters     320
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0567
_refine_ls_wR_factor_gt          0.0561
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.97429(3) 0.08215(4) 0.10194(5) 0.01321(10) Uani 1 1 d . . . . .
B1 B 1.01272(12) 0.2348(2) 0.0096(2) 0.0144(4) Uani 1 1 d . . . . .
H1 H 1.0345(14) 0.202(3) -0.079(2) 0.022 Uiso 1 1 d . U . . .
C1 C 0.92500(10) 0.17143(19) 0.21580(18) 0.0146(4) Uani 1 1 d . . . . .
C2 C 0.91057(11) 0.1037(2) 0.3199(2) 0.0190(4) Uani 1 1 d . . . . .
H2 H 0.9228 0.0099 0.3272 0.023 Uiso 1 1 calc R U . . .
C3 C 0.87856(12) 0.1717(2) 0.4130(2) 0.0213(4) Uani 1 1 d . . . . .
H3 H 0.8669 0.1240 0.4825 0.026 Uiso 1 1 calc R U . . .
C4 C 0.86374(12) 0.3096(2) 0.40376(19) 0.0207(4) Uani 1 1 d . . . . .
H4 H 0.8446 0.3580 0.4687 0.025 Uiso 1 1 calc R U . . .
C5 C 0.87667(12) 0.3775(2) 0.3004(2) 0.0197(4) Uani 1 1 d . . . . .
H5 H 0.8648 0.4716 0.2946 0.024 Uiso 1 1 calc R U . . .
C6 C 0.90677(10) 0.31026(19) 0.20427(19) 0.0141(4) Uani 1 1 d . . . . .
C7 C 0.91183(10) 0.38741(19) 0.08797(19) 0.0157(4) Uani 1 1 d . . . . .
C8 C 0.83121(11) 0.3929(2) 0.03783(19) 0.0198(4) Uani 1 1 d . . . . .
F1 F 0.80928(7) 0.26485(13) 0.01218(13) 0.0254(3) Uani 1 1 d . . . . .
F2 F 0.78072(7) 0.44335(13) 0.11035(13) 0.0267(3) Uani 1 1 d . . . . .
F3 F 0.82798(7) 0.46491(15) -0.06009(13) 0.0297(3) Uani 1 1 d . . . . .
C9 C 0.94263(12) 0.53480(19) 0.1061(2) 0.0220(4) Uani 1 1 d . . . . .
F4 F 0.89055(8) 0.62212(13) 0.14612(14) 0.0316(3) Uani 1 1 d . . . . .
F5 F 0.99855(7) 0.53636(12) 0.18173(13) 0.0277(3) Uani 1 1 d . . . . .
F6 F 0.96771(8) 0.58754(13) 0.00740(14) 0.0334(3) Uani 1 1 d . . . . .
O1 O 0.95212(7) 0.33053(14) -0.00329(13) 0.0167(3) Uani 1 1 d . . . . .
C10 C 1.05607(10) 0.00353(19) 0.16474(17) 0.0143(4) Uani 1 1 d . . . . .
C11 C 1.05256(12) -0.1317(2) 0.2039(2) 0.0186(4) Uani 1 1 d . . . . .
H6 H 1.0060 -0.1779 0.2039 0.022 Uiso 1 1 calc R U . . .
C12 C 1.11552(13) -0.1988(2) 0.2422(2) 0.0225(4) Uani 1 1 d . . . . .
H7 H 1.1122 -0.2902 0.2690 0.027 Uiso 1 1 calc R U . . .
C13 C 1.18362(12) -0.1322(2) 0.2414(2) 0.0240(5) Uani 1 1 d . . . . .
H8 H 1.2273 -0.1783 0.2667 0.029 Uiso 1 1 calc R U . . .
C14 C 1.18805(11) 0.0023(2) 0.2035(2) 0.0208(4) Uani 1 1 d . . . . .
H9 H 1.2351 0.0468 0.2032 0.025 Uiso 1 1 calc R U . . .
C15 C 1.12507(11) 0.07306(19) 0.16606(18) 0.0150(4) Uani 1 1 d . . . . .
C16 C 1.13216(10) 0.2235(2) 0.12832(17) 0.0140(4) Uani 1 1 d . . . . .
C17 C 1.18896(11) 0.23833(19) 0.0271(2) 0.0161(4) Uani 1 1 d . . . . .
F7 F 1.17668(7) 0.14334(13) -0.05406(12) 0.0237(3) Uani 1 1 d . . . . .
F8 F 1.26028(7) 0.22347(14) 0.06082(13) 0.0276(3) Uani 1 1 d . . . . .
F9 F 1.18355(7) 0.35924(12) -0.02384(11) 0.0221(3) Uani 1 1 d . . . . .
C18 C 1.15607(12) 0.3098(2) 0.23444(19) 0.0193(4) Uani 1 1 d . . . . .
F10 F 1.10608(8) 0.29344(14) 0.31952(12) 0.0283(3) Uani 1 1 d . . . . .
F11 F 1.15848(7) 0.44185(12) 0.20852(12) 0.0240(3) Uani 1 1 d . . . . .
F12 F 1.22273(8) 0.27614(15) 0.27753(13) 0.0339(4) Uani 1 1 d . . . . .
O2 O 1.06617(7) 0.28642(12) 0.09508(13) 0.0142(3) Uani 1 1 d . . . . .
C19 C 0.91417(12) -0.0492(2) 0.0448(2) 0.0245(5) Uani 1 1 d . . . . .
H10 H 0.9424 -0.1065 -0.0094 0.037 Uiso 1 1 calc R U . . .
H11 H 0.8721 -0.0071 0.0040 0.037 Uiso 1 1 calc R U . . .
H12 H 0.8954 -0.1055 0.1088 0.037 Uiso 1 1 calc R U . . .


_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 C19 1.804(2) . ?
P1 C1 1.807(2) . ?
P1 C10 1.807(2) . ?
P1 B1 1.961(2) . ?
B1 O1 1.443(2) . ?
B1 O2 1.463(3) . ?
B1 H1 1.14(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.540(3) . ?
C7 O1 1.391(3) . ?
C7 C8 1.557(3) . ?
C7 C9 1.562(3) . ?
C8 F2 1.327(2) . ?
C8 F3 1.331(2) . ?
C8 F1 1.349(2) . ?
C9 F5 1.327(3) . ?
C9 F6 1.327(3) . ?
C9 F4 1.348(2) . ?
C10 C11 1.402(3) . ?
C10 C15 1.412(3) . ?
C11 C12 1.379(3) . ?
C11 H6 0.9500 . ?
C12 C13 1.384(3) . ?
C12 H7 0.9500 . ?
C13 C14 1.392(3) . ?
C13 H8 0.9500 . ?
C14 C15 1.394(3) . ?
C14 H9 0.9500 . ?
C15 C16 1.543(3) . ?
C16 O2 1.388(2) . ?
C16 C18 1.546(3) . ?
C16 C17 1.554(3) . ?
C17 F9 1.327(2) . ?
C17 F7 1.337(2) . ?
C17 F8 1.344(2) . ?
C18 F11 1.330(2) . ?
C18 F12 1.335(2) . ?
C18 F10 1.337(3) . ?
C19 H10 0.9800 . ?
C19 H11 0.9800 . ?
C19 H12 0.9800 . ?

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
C19 P1 C1 108.58(10) . . ?
C19 P1 C10 108.98(10) . . ?
C1 P1 C10 108.26(9) . . ?
C19 P1 B1 123.92(11) . . ?
C1 P1 B1 101.21(9) . . ?
C10 P1 B1 104.94(9) . . ?
O1 B1 O2 109.69(16) . . ?
O1 B1 P1 106.75(14) . . ?
O2 B1 P1 97.46(14) . . ?
O1 B1 H1 110.5(13) . . ?
O2 B1 H1 118.5(13) . . ?
P1 B1 H1 112.8(13) . . ?
C2 C1 C6 119.96(19) . . ?
C2 C1 P1 118.88(15) . . ?
C6 C1 P1 120.96(15) . . ?
C3 C2 C1 120.76(19) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.4(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.33(19) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.28(18) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 118.17(19) . . ?
C5 C6 C7 118.63(17) . . ?
C1 C6 C7 122.96(18) . . ?
O1 C7 C6 119.30(15) . . ?
O1 C7 C8 102.46(16) . . ?
C6 C7 C8 106.54(15) . . ?
O1 C7 C9 106.79(16) . . ?
C6 C7 C9 111.07(17) . . ?
C8 C7 C9 110.20(15) . . ?
F2 C8 F3 107.77(16) . . ?
F2 C8 F1 106.62(17) . . ?
F3 C8 F1 107.22(18) . . ?
F2 C8 C7 114.38(18) . . ?
F3 C8 C7 111.89(17) . . ?
F1 C8 C7 108.60(15) . . ?
F5 C9 F6 107.52(17) . . ?
F5 C9 F4 106.95(19) . . ?
F6 C9 F4 106.21(16) . . ?
F5 C9 C7 111.42(16) . . ?
F6 C9 C7 111.49(19) . . ?
F4 C9 C7 112.91(17) . . ?
C7 O1 B1 125.01(17) . . ?
C11 C10 C15 119.52(17) . . ?
C11 C10 P1 119.71(15) . . ?
C15 C10 P1 120.56(14) . . ?
C12 C11 C10 121.16(19) . . ?
C12 C11 H6 119.4 . . ?
C10 C11 H6 119.4 . . ?
C11 C12 C13 119.6(2) . . ?
C11 C12 H7 120.2 . . ?
C13 C12 H7 120.2 . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H8 120.0 . . ?
C14 C13 H8 120.0 . . ?
C13 C14 C15 121.54(19) . . ?
C13 C14 H9 119.2 . . ?
C15 C14 H9 119.2 . . ?
C14 C15 C10 118.15(17) . . ?
C14 C15 C16 119.80(17) . . ?
C10 C15 C16 122.05(17) . . ?
O2 C16 C15 115.64(15) . . ?
O2 C16 C18 102.14(15) . . ?
C15 C16 C18 108.90(16) . . ?
O2 C16 C17 108.06(16) . . ?
C15 C16 C17 110.75(15) . . ?
C18 C16 C17 111.06(16) . . ?
F9 C17 F7 107.60(18) . . ?
F9 C17 F8 107.10(15) . . ?
F7 C17 F8 106.42(16) . . ?
F9 C17 C16 111.54(16) . . ?
F7 C17 C16 110.52(15) . . ?
F8 C17 C16 113.35(18) . . ?
F11 C18 F12 107.16(17) . . ?
F11 C18 F10 107.64(17) . . ?
F12 C18 F10 107.34(18) . . ?
F11 C18 C16 111.41(17) . . ?
F12 C18 C16 113.95(17) . . ?
F10 C18 C16 109.09(16) . . ?
C16 O2 B1 126.11(15) . . ?
P1 C19 H10 109.5 . . ?
P1 C19 H11 109.5 . . ?
H10 C19 H11 109.5 . . ?
P1 C19 H12 109.5 . . ?
H10 C19 H12 109.5 . . ?
H11 C19 H12 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C19 P1 C1 C2 69.41(18) . . . . ?
C10 P1 C1 C2 -48.77(18) . . . . ?
B1 P1 C1 C2 -158.77(16) . . . . ?
C19 P1 C1 C6 -115.88(17) . . . . ?
C10 P1 C1 C6 125.95(16) . . . . ?
B1 P1 C1 C6 15.94(18) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
P1 C1 C2 C3 174.54(17) . . . . ?
C1 C2 C3 C4 -2.7(3) . . . . ?
C2 C3 C4 C5 3.8(3) . . . . ?
C3 C4 C5 C6 -1.8(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C4 C5 C6 C7 173.43(18) . . . . ?
C2 C1 C6 C5 2.1(3) . . . . ?
P1 C1 C6 C5 -172.54(15) . . . . ?
C2 C1 C6 C7 -172.17(18) . . . . ?
P1 C1 C6 C7 13.2(3) . . . . ?
C5 C6 C7 O1 169.86(17) . . . . ?
C1 C6 C7 O1 -15.9(3) . . . . ?
C5 C6 C7 C8 -75.0(2) . . . . ?
C1 C6 C7 C8 99.3(2) . . . . ?
C5 C6 C7 C9 45.0(2) . . . . ?
C1 C6 C7 C9 -140.71(18) . . . . ?
O1 C7 C8 F2 179.40(16) . . . . ?
C6 C7 C8 F2 53.3(2) . . . . ?
C9 C7 C8 F2 -67.2(2) . . . . ?
O1 C7 C8 F3 -57.7(2) . . . . ?
C6 C7 C8 F3 176.26(17) . . . . ?
C9 C7 C8 F3 55.7(2) . . . . ?
O1 C7 C8 F1 60.5(2) . . . . ?
C6 C7 C8 F1 -65.6(2) . . . . ?
C9 C7 C8 F1 173.82(17) . . . . ?
O1 C7 C9 F5 -90.1(2) . . . . ?
C6 C7 C9 F5 41.5(2) . . . . ?
C8 C7 C9 F5 159.30(17) . . . . ?
O1 C7 C9 F6 30.0(2) . . . . ?
C6 C7 C9 F6 161.61(16) . . . . ?
C8 C7 C9 F6 -80.6(2) . . . . ?
O1 C7 C9 F4 149.47(18) . . . . ?
C6 C7 C9 F4 -78.9(2) . . . . ?
C8 C7 C9 F4 38.9(3) . . . . ?
C6 C7 O1 B1 -25.3(3) . . . . ?
C8 C7 O1 B1 -142.62(17) . . . . ?
C9 C7 O1 B1 101.5(2) . . . . ?
O2 B1 O1 C7 -49.6(2) . . . . ?
P1 B1 O1 C7 55.0(2) . . . . ?
C19 P1 C10 C11 -24.6(2) . . . . ?
C1 P1 C10 C11 93.37(18) . . . . ?
B1 P1 C10 C11 -159.18(17) . . . . ?
C19 P1 C10 C15 150.19(17) . . . . ?
C1 P1 C10 C15 -91.88(18) . . . . ?
B1 P1 C10 C15 15.57(19) . . . . ?
C15 C10 C11 C12 -0.9(3) . . . . ?
P1 C10 C11 C12 173.92(18) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C10 -1.5(3) . . . . ?
C13 C14 C15 C16 178.1(2) . . . . ?
C11 C10 C15 C14 1.8(3) . . . . ?
P1 C10 C15 C14 -172.93(16) . . . . ?
C11 C10 C15 C16 -177.78(19) . . . . ?
P1 C10 C15 C16 7.5(3) . . . . ?
C14 C15 C16 O2 -178.49(19) . . . . ?
C10 C15 C16 O2 1.1(3) . . . . ?
C14 C15 C16 C18 -64.2(2) . . . . ?
C10 C15 C16 C18 115.4(2) . . . . ?
C14 C15 C16 C17 58.2(2) . . . . ?
C10 C15 C16 C17 -122.2(2) . . . . ?
O2 C16 C17 F9 38.1(2) . . . . ?
C15 C16 C17 F9 165.75(16) . . . . ?
C18 C16 C17 F9 -73.1(2) . . . . ?
O2 C16 C17 F7 -81.52(19) . . . . ?
C15 C16 C17 F7 46.1(2) . . . . ?
C18 C16 C17 F7 167.23(16) . . . . ?
O2 C16 C17 F8 159.12(15) . . . . ?
C15 C16 C17 F8 -73.3(2) . . . . ?
C18 C16 C17 F8 47.9(2) . . . . ?
O2 C16 C18 F11 -53.3(2) . . . . ?
C15 C16 C18 F11 -176.08(16) . . . . ?
C17 C16 C18 F11 61.7(2) . . . . ?
O2 C16 C18 F12 -174.68(17) . . . . ?
C15 C16 C18 F12 62.5(2) . . . . ?
C17 C16 C18 F12 -59.7(2) . . . . ?
O2 C16 C18 F10 65.40(19) . . . . ?
C15 C16 C18 F10 -57.4(2) . . . . ?
C17 C16 C18 F10 -179.60(16) . . . . ?
C15 C16 O2 B1 -51.8(3) . . . . ?
C18 C16 O2 B1 -169.89(17) . . . . ?
C17 C16 O2 B1 72.9(2) . . . . ?
O1 B1 O2 C16 -178.59(16) . . . . ?
P1 B1 O2 C16 70.6(2) . . . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.039

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_R2PB
_database_code_depnum_ccdc_archive 'CCDC 2097156'
loop_
_audit_author_name
_audit_author_address
'Naokazu Kano'
;Gakushuin University
Japan
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H8 B F12 O2 P'
_chemical_formula_sum            'C18 H8 B F12 O2 P'
_chemical_formula_weight         526.02

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.6824(3)
_cell_length_b                   11.6360(7)
_cell_length_c                   12.2850(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.8761(16)
_cell_angle_gamma                90
_cell_volume                     934.79(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    93

_cell_measurement_reflns_used    8621

_cell_measurement_theta_min      6.23

_cell_measurement_theta_max      55.09


_exptl_crystal_description       block

_exptl_crystal_colour            colorless

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.281
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.8433

_exptl_absorpt_correction_T_max  1.0000

_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'

_diffrn_measurement_method       ω

_diffrn_detector_area_resol_mean 10.000

_diffrn_reflns_number            8927
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.115
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4220
_reflns_number_gt                4080
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.973
_reflns_Friedel_fraction_max     0.978
_reflns_Friedel_fraction_full    0.994

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    SIR2014
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0233P)²+0.2389P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1930 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?

_refine_ls_number_reflns         4220
_refine_ls_number_parameters     307
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_ref         0.0506
_refine_ls_wR_factor_gt          0.0498
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.05690(7) 0.27717(4) 0.47505(4) 0.01231(10) Uani 1 1 d . . . . .
B1 B -0.0023(3) 0.18661(19) 0.34575(18) 0.0131(4) Uani 1 1 d . . . . .
C1 C 0.0908(3) 0.40714(17) 0.39383(16) 0.0134(4) Uani 1 1 d . . . . .
C2 C 0.2240(3) 0.49319(18) 0.44340(18) 0.0177(4) Uani 1 1 d . . . . .
H1 H 0.3070 0.4798 0.5149 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2389(4) 0.59745(19) 0.39162(19) 0.0194(4) Uani 1 1 d . . . . .
H2 H 0.3330 0.6540 0.4265 0.023 Uiso 1 1 calc R U . . .
C4 C 0.1151(3) 0.61871(18) 0.28829(18) 0.0177(4) Uani 1 1 d . . . . .
H3 H 0.1210 0.6909 0.2529 0.021 Uiso 1 1 calc R U . . .
C5 C -0.0166(3) 0.53447(18) 0.23724(17) 0.0160(4) Uani 1 1 d . . . . .
H4 H -0.0994 0.5492 0.1660 0.019 Uiso 1 1 calc R U . . .
C6 C -0.0315(3) 0.42776(17) 0.28770(17) 0.0131(4) Uani 1 1 d . . . . .
O1 O -0.1268(2) 0.22327(12) 0.25036(12) 0.0156(3) Uani 1 1 d . . . . .
C8 C -0.3957(4) 0.35697(19) 0.25817(19) 0.0193(4) Uani 1 1 d . . . . .
F1 F -0.3828(2) 0.33530(13) 0.36595(12) 0.0265(3) Uani 1 1 d . . . . .
F2 F -0.4603(2) 0.46474(12) 0.23959(12) 0.0264(3) Uani 1 1 d . . . . .
F3 F -0.5390(2) 0.28855(13) 0.20147(14) 0.0318(3) Uani 1 1 d . . . . .
C9 C -0.2064(4) 0.34260(19) 0.09911(18) 0.0197(4) Uani 1 1 d . . . . .
F4 F -0.3087(2) 0.43485(12) 0.05224(11) 0.0260(3) Uani 1 1 d . . . . .
F5 F -0.3057(2) 0.25096(12) 0.05088(11) 0.0274(3) Uani 1 1 d . . . . .
F6 F -0.0226(2) 0.34305(13) 0.07338(11) 0.0265(3) Uani 1 1 d . . . . .
C10 C 0.3109(3) 0.21522(17) 0.52811(16) 0.0125(4) Uani 1 1 d . . . . .
C11 C 0.4414(3) 0.27462(19) 0.61414(16) 0.0157(4) Uani 1 1 d . . . . .
H5 H 0.4021 0.3485 0.6352 0.019 Uiso 1 1 calc R U . . .
C12 C 0.6249(3) 0.2288(2) 0.66873(17) 0.0178(4) Uani 1 1 d . . . . .
H6 H 0.7115 0.2714 0.7256 0.021 Uiso 1 1 calc R U . . .
C13 C 0.6822(3) 0.1208(2) 0.64047(18) 0.0189(4) Uani 1 1 d . . . . .
H7 H 0.8087 0.0888 0.6776 0.023 Uiso 1 1 calc R U . . .
C14 C 0.5547(3) 0.05902(19) 0.55786(17) 0.0164(4) Uani 1 1 d . . . . .
H8 H 0.5939 -0.0159 0.5398 0.020 Uiso 1 1 calc R U . . .
C15 C 0.3692(3) 0.10466(18) 0.50039(16) 0.0128(4) Uani 1 1 d . . . . .
C17 C 0.1223(3) -0.06207(18) 0.47398(17) 0.0161(4) Uani 1 1 d . . . . .
F7 F -0.0065(2) -0.00709(12) 0.52636(11) 0.0238(3) Uani 1 1 d . . . . .
F8 F 0.2495(2) -0.12323(11) 0.54905(11) 0.0232(3) Uani 1 1 d . . . . .
F9 F 0.0111(2) -0.13513(11) 0.40230(11) 0.0226(3) Uani 1 1 d . . . . .
C18 C 0.3595(3) -0.03362(18) 0.33743(17) 0.0167(4) Uani 1 1 d . . . . .
F10 F 0.4738(2) -0.11974(12) 0.38741(10) 0.0245(3) Uani 1 1 d . . . . .
F11 F 0.2371(2) -0.07843(12) 0.24802(10) 0.0213(3) Uani 1 1 d . . . . .
F12 F 0.4812(2) 0.04169(12) 0.30229(11) 0.0264(3) Uani 1 1 d . . . . .
O2 O 0.0784(2) 0.08125(12) 0.33586(12) 0.0156(3) Uani 1 1 d . . . . .
C7 C -0.1838(3) 0.33881(18) 0.22786(17) 0.0144(4) Uani 1 1 d . . . . .
C16 C 0.2330(3) 0.02730(17) 0.41425(16) 0.0126(4) 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 C10 1.836(2) . ?
P1 C1 1.851(2) . ?
P1 B1 1.879(2) . ?
B1 O2 1.355(3) . ?
B1 O1 1.359(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.410(3) . ?
C2 C3 1.383(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H3 0.9500 . ?
C5 C6 1.400(3) . ?
C5 H4 0.9500 . ?
C6 C7 1.530(3) . ?
O1 C7 1.409(2) . ?
C8 F3 1.327(3) . ?
C8 F2 1.331(3) . ?
C8 F1 1.333(3) . ?
C8 C7 1.551(3) . ?
C9 F5 1.329(3) . ?
C9 F6 1.330(3) . ?
C9 F4 1.337(3) . ?
C9 C7 1.558(3) . ?
C10 C11 1.406(3) . ?
C10 C15 1.406(3) . ?
C11 C12 1.378(3) . ?
C11 H5 0.9500 . ?
C12 C13 1.379(3) . ?
C12 H6 0.9500 . ?
C13 C14 1.384(3) . ?
C13 H7 0.9500 . ?
C14 C15 1.398(3) . ?
C14 H8 0.9500 . ?
C15 C16 1.537(3) . ?
C17 F8 1.326(2) . ?
C17 F9 1.334(2) . ?
C17 F7 1.339(2) . ?
C17 C16 1.546(3) . ?
C18 F12 1.327(3) . ?
C18 F10 1.331(2) . ?
C18 F11 1.333(2) . ?
C18 C16 1.560(3) . ?
O2 C16 1.407(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 P1 C1 107.77(9) . . ?
C10 P1 B1 95.64(10) . . ?
C1 P1 B1 91.74(9) . . ?
O2 B1 O1 113.03(18) . . ?
O2 B1 P1 124.39(16) . . ?
O1 B1 P1 122.54(16) . . ?
C2 C1 C6 118.58(19) . . ?
C2 C1 P1 119.30(15) . . ?
C6 C1 P1 121.70(16) . . ?
C3 C2 C1 122.0(2) . . ?
C3 C2 H1 119.0 . . ?
C1 C2 H1 119.0 . . ?
C2 C3 C4 119.4(2) . . ?
C2 C3 H2 120.3 . . ?
C4 C3 H2 120.3 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H3 120.2 . . ?
C3 C4 H3 120.2 . . ?
C4 C5 C6 121.72(19) . . ?
C4 C5 H4 119.1 . . ?
C6 C5 H4 119.1 . . ?
C5 C6 C1 118.68(19) . . ?
C5 C6 C7 119.21(18) . . ?
C1 C6 C7 122.09(18) . . ?
B1 O1 C7 124.17(16) . . ?
F3 C8 F2 107.57(18) . . ?
F3 C8 F1 107.45(19) . . ?
F2 C8 F1 107.52(18) . . ?
F3 C8 C7 112.83(18) . . ?
F2 C8 C7 111.53(18) . . ?
F1 C8 C7 109.72(17) . . ?
F5 C9 F6 107.32(18) . . ?
F5 C9 F4 106.75(17) . . ?
F6 C9 F4 108.03(18) . . ?
F5 C9 C7 111.41(18) . . ?
F6 C9 C7 109.87(18) . . ?
F4 C9 C7 113.20(18) . . ?
C11 C10 C15 118.16(19) . . ?
C11 C10 P1 117.33(16) . . ?
C15 C10 P1 123.73(15) . . ?
C12 C11 C10 121.8(2) . . ?
C12 C11 H5 119.1 . . ?
C10 C11 H5 119.1 . . ?
C11 C12 C13 119.7(2) . . ?
C11 C12 H6 120.1 . . ?
C13 C12 H6 120.1 . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 H7 120.1 . . ?
C14 C13 H7 120.1 . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 H8 119.3 . . ?
C15 C14 H8 119.3 . . ?
C14 C15 C10 119.08(19) . . ?
C14 C15 C16 117.57(18) . . ?
C10 C15 C16 123.24(18) . . ?
F8 C17 F9 107.90(17) . . ?
F8 C17 F7 107.82(17) . . ?
F9 C17 F7 107.23(18) . . ?
F8 C17 C16 112.95(17) . . ?
F9 C17 C16 111.78(16) . . ?
F7 C17 C16 108.94(17) . . ?
F12 C18 F10 108.36(19) . . ?
F12 C18 F11 107.66(17) . . ?
F10 C18 F11 106.39(17) . . ?
F12 C18 C16 109.95(17) . . ?
F10 C18 C16 113.20(16) . . ?
F11 C18 C16 111.05(18) . . ?
B1 O2 C16 126.31(16) . . ?
O1 C7 C6 115.14(17) . . ?
O1 C7 C8 107.83(17) . . ?
C6 C7 C8 110.04(17) . . ?
O1 C7 C9 101.07(16) . . ?
C6 C7 C9 112.62(18) . . ?
C8 C7 C9 109.71(17) . . ?
O2 C16 C15 117.22(16) . . ?
O2 C16 C17 105.61(17) . . ?
C15 C16 C17 109.91(16) . . ?
O2 C16 C18 101.62(15) . . ?
C15 C16 C18 111.40(17) . . ?
C17 C16 C18 110.68(16) . . ?

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
C10 P1 B1 O2 26.5(2) . . . . ?
C1 P1 B1 O2 134.54(19) . . . . ?
C10 P1 B1 O1 -151.04(18) . . . . ?
C1 P1 B1 O1 -42.99(19) . . . . ?
C10 P1 C1 C2 -54.43(19) . . . . ?
B1 P1 C1 C2 -150.92(18) . . . . ?
C10 P1 C1 C6 133.00(17) . . . . ?
B1 P1 C1 C6 36.52(18) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
P1 C1 C2 C3 -172.71(17) . . . . ?
C1 C2 C3 C4 1.4(3) . . . . ?
C2 C3 C4 C5 -1.9(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
C4 C5 C6 C7 178.7(2) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
P1 C1 C6 C5 171.59(15) . . . . ?
C2 C1 C6 C7 -179.16(19) . . . . ?
P1 C1 C6 C7 -6.5(3) . . . . ?
O2 B1 O1 C7 -161.61(18) . . . . ?
P1 B1 O1 C7 16.2(3) . . . . ?
C1 P1 C10 C11 71.93(17) . . . . ?
B1 P1 C10 C11 165.58(16) . . . . ?
C1 P1 C10 C15 -118.39(17) . . . . ?
B1 P1 C10 C15 -24.74(18) . . . . ?
C15 C10 C11 C12 1.8(3) . . . . ?
P1 C10 C11 C12 172.11(16) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C15 1.2(3) . . . . ?
C13 C14 C15 C10 -0.6(3) . . . . ?
C13 C14 C15 C16 -176.96(19) . . . . ?
C11 C10 C15 C14 -0.9(3) . . . . ?
P1 C10 C15 C14 -170.50(15) . . . . ?
C11 C10 C15 C16 175.26(18) . . . . ?
P1 C10 C15 C16 5.7(3) . . . . ?
O1 B1 O2 C16 170.72(18) . . . . ?
P1 B1 O2 C16 -7.0(3) . . . . ?
B1 O1 C7 C6 26.6(3) . . . . ?
B1 O1 C7 C8 -96.6(2) . . . . ?
B1 O1 C7 C9 148.28(19) . . . . ?
C5 C6 C7 O1 150.02(19) . . . . ?
C1 C6 C7 O1 -31.9(3) . . . . ?
C5 C6 C7 C8 -87.9(2) . . . . ?
C1 C6 C7 C8 90.2(2) . . . . ?
C5 C6 C7 C9 34.9(3) . . . . ?
C1 C6 C7 C9 -147.0(2) . . . . ?
F3 C8 C7 O1 -59.0(2) . . . . ?
F2 C8 C7 O1 179.75(17) . . . . ?
F1 C8 C7 O1 60.7(2) . . . . ?
F3 C8 C7 C6 174.64(17) . . . . ?
F2 C8 C7 C6 53.4(2) . . . . ?
F1 C8 C7 C6 -65.6(2) . . . . ?
F3 C8 C7 C9 50.2(2) . . . . ?
F2 C8 C7 C9 -71.0(2) . . . . ?
F1 C8 C7 C9 169.97(17) . . . . ?
F5 C9 C7 O1 43.9(2) . . . . ?
F6 C9 C7 O1 -74.9(2) . . . . ?
F4 C9 C7 O1 164.24(18) . . . . ?
F5 C9 C7 C6 167.32(18) . . . . ?
F6 C9 C7 C6 48.5(2) . . . . ?
F4 C9 C7 C6 -72.4(2) . . . . ?
F5 C9 C7 C8 -69.8(2) . . . . ?
F6 C9 C7 C8 171.44(17) . . . . ?
F4 C9 C7 C8 50.6(2) . . . . ?
B1 O2 C16 C15 -20.3(3) . . . . ?
B1 O2 C16 C17 102.5(2) . . . . ?
B1 O2 C16 C18 -141.90(19) . . . . ?
C14 C15 C16 O2 -162.75(17) . . . . ?
C10 C15 C16 O2 21.0(3) . . . . ?
C14 C15 C16 C17 76.7(2) . . . . ?
C10 C15 C16 C17 -99.5(2) . . . . ?
C14 C15 C16 C18 -46.3(2) . . . . ?
C10 C15 C16 C18 137.44(19) . . . . ?
F8 C17 C16 O2 178.08(16) . . . . ?
F9 C17 C16 O2 56.2(2) . . . . ?
F7 C17 C16 O2 -62.1(2) . . . . ?
F8 C17 C16 C15 -54.6(2) . . . . ?
F9 C17 C16 C15 -176.50(17) . . . . ?
F7 C17 C16 C15 65.2(2) . . . . ?
F8 C17 C16 C18 68.9(2) . . . . ?
F9 C17 C16 C18 -53.0(2) . . . . ?
F7 C17 C16 C18 -171.35(16) . . . . ?
F12 C18 C16 O2 79.2(2) . . . . ?
F10 C18 C16 O2 -159.50(17) . . . . ?
F11 C18 C16 O2 -39.9(2) . . . . ?
F12 C18 C16 C15 -46.4(2) . . . . ?
F10 C18 C16 C15 74.9(2) . . . . ?
F11 C18 C16 C15 -165.50(17) . . . . ?
F12 C18 C16 C17 -169.05(16) . . . . ?
F10 C18 C16 C17 -47.7(2) . . . . ?
F11 C18 C16 C17 71.9(2) . . . . ?

_refine_diff_density_max         0.293
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.039



_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Pc
_diffrn_radiation_source         'sealed X-ray tube'
_diffrn_radiation_monochromator  graphite
####################################################################### 
# 
# 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_PBDMAP
_database_code_depnum_ccdc_archive 'CCDC 2097158'
loop_
_audit_author_name
_audit_author_address
'Naokazu Kano'
;Gakushuin University
Japan
;
_audit_update_record             
;
2021-09-14 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 B F12 N2 O2 P'
_chemical_formula_weight         648.19

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.114(6)
_cell_length_b                   10.372(4)
_cell_length_c                   16.930(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.236(5)
_cell_angle_gamma                90
_cell_volume                     2534.8(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    123
_cell_measurement_reflns_used    3429
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.97

_exptl_crystal_description       block

_exptl_crystal_colour            colorless

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.227
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   none

_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.333

_diffrn_reflns_number            14461
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.411
_diffrn_reflns_theta_max         28.461
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6083
_reflns_number_gt                4368
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'

_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'

_computing_data_reduction        'SAINT (Bruker AXS, 2004)'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'XSHELL (Bruker AXS,2002)'

_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'


_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_computing_publication_material  'XCIF (Bruker AXS, 2001)'


_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0858P)²+16.8702P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6083
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0849
_refine_ls_wR_factor_ref         0.2673
_refine_ls_wR_factor_gt          0.2531
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_vrf_PLAT930_PBDMAP              
;
PROBLEM: _B FCF-based Twin Law ( 1 0 0) Est.d BASF 0.20 
RESPONSE: This is due to overlap of reflections.
;
_vrf_PLAT934_PBDMAP              
;
PROBLEM: _B Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 10
RESPONSE: This is due to low-order reflections.
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.7184(4) 0.6274(5) 0.7574(4) 0.0154(11) Uani 1 1 d . . . . .
C1 C 0.7555(3) 0.7529(5) 0.9056(3) 0.0169(10) Uani 1 1 d . . . . .
C2 C 0.7936(4) 0.7459(5) 0.9920(3) 0.0214(11) Uani 1 1 d . . . . .
H2 H 0.7742 0.6785 1.0210 0.026 Uiso 1 1 calc R U . . .
C3 C 0.8577(4) 0.8330(6) 1.0357(4) 0.0245(12) Uani 1 1 d . . . . .
H3 H 0.8844 0.8235 1.0938 0.029 Uiso 1 1 calc R U . . .
C4 C 0.8835(4) 0.9363(6) 0.9940(4) 0.0254(12) Uani 1 1 d . . . . .
H4 H 0.9265 0.9989 1.0236 0.030 Uiso 1 1 calc R U . . .
C5 C 0.8455(4) 0.9459(5) 0.9091(4) 0.0236(11) Uani 1 1 d . . . . .
H5 H 0.8629 1.0163 0.8809 0.028 Uiso 1 1 calc R U . . .
C6 C 0.7824(3) 0.8550(5) 0.8636(3) 0.0184(10) Uani 1 1 d . . . . .
C7 C 0.7429(3) 0.8689(5) 0.7692(3) 0.0164(10) Uani 1 1 d . . . . .
C8 C 0.6621(4) 0.9666(5) 0.7502(4) 0.0239(11) Uani 1 1 d . . . . .
C9 C 0.8178(4) 0.9179(5) 0.7303(3) 0.0229(11) Uani 1 1 d . . . . .
C10 C 0.7432(4) 0.4851(5) 0.9084(3) 0.0188(10) Uani 1 1 d . . . . .
C11 C 0.7158(4) 0.4324(6) 0.9743(3) 0.0253(12) Uani 1 1 d . . . . .
H11 H 0.6625 0.4660 0.9857 0.030 Uiso 1 1 calc R U . . .
C12 C 0.7645(4) 0.3330(6) 1.0229(4) 0.0300(13) Uani 1 1 d . . . . .
H12 H 0.7468 0.3022 1.0689 0.036 Uiso 1 1 calc R U . . .
C13 C 0.8396(4) 0.2790(6) 1.0031(4) 0.0308(14) Uani 1 1 d . . . . .
H13 H 0.8724 0.2088 1.0345 0.037 Uiso 1 1 calc R U . . .
C14 C 0.8663(4) 0.3276(6) 0.9380(4) 0.0253(12) Uani 1 1 d . . . . .
H14 H 0.9170 0.2889 0.9247 0.030 Uiso 1 1 calc R U . . .
C15 C 0.8209(4) 0.4327(5) 0.8907(3) 0.0186(10) Uani 1 1 d . . . . .
C16 C 0.8609(3) 0.4880(5) 0.8231(3) 0.0178(10) Uani 1 1 d . . . . .
C17 C 0.8670(4) 0.3812(6) 0.7606(4) 0.0238(11) Uani 1 1 d . . . . .
C18 C 0.9587(4) 0.5456(5) 0.8650(3) 0.0219(11) Uani 1 1 d . . . . .
C19 C 0.6787(4) 0.5518(5) 0.6095(3) 0.0190(10) Uani 1 1 d . . . . .
H19 H 0.7204 0.6174 0.6042 0.023 Uiso 1 1 calc R U . . .
C20 C 0.6403(4) 0.4735(5) 0.5424(3) 0.0200(10) Uani 1 1 d . . . . .
H20 H 0.6556 0.4859 0.4924 0.024 Uiso 1 1 calc R U . . .
C21 C 0.5780(3) 0.3746(5) 0.5480(3) 0.0190(10) Uani 1 1 d . . . . .
C22 C 0.5603(4) 0.3628(5) 0.6253(3) 0.0205(11) Uani 1 1 d . . . . .
H22 H 0.5195 0.2976 0.6331 0.025 Uiso 1 1 calc R U . . .
C23 C 0.6016(3) 0.4447(5) 0.6888(3) 0.0179(10) Uani 1 1 d . . . . .
H23 H 0.5885 0.4342 0.7400 0.022 Uiso 1 1 calc R U . . .
C24 C 0.5547(4) 0.3121(6) 0.4033(3) 0.0271(12) Uani 1 1 d . . . . .
H24A H 0.5435 0.4019 0.3851 0.041 Uiso 1 1 calc R U . . .
H24B H 0.5129 0.2555 0.3626 0.041 Uiso 1 1 calc R U . . .
H24C H 0.6191 0.2892 0.4084 0.041 Uiso 1 1 calc R U . . .
C25 C 0.4751(5) 0.1954(6) 0.4920(4) 0.0338(14) Uani 1 1 d . . . . .
H25A H 0.5093 0.1312 0.5320 0.051 Uiso 1 1 calc R U . . .
H25B H 0.4479 0.1539 0.4382 0.051 Uiso 1 1 calc R U . . .
H25C H 0.4256 0.2325 0.5114 0.051 Uiso 1 1 calc R U . . .
F1 F 0.6836(3) 1.0779(3) 0.7911(2) 0.0320(8) Uani 1 1 d . . . . .
F2 F 0.6295(3) 0.9961(4) 0.6696(2) 0.0377(9) Uani 1 1 d . . . . .
F3 F 0.5914(2) 0.9159(4) 0.7724(3) 0.0367(9) Uani 1 1 d . . . . .
F4 F 0.8966(2) 0.8550(4) 0.7592(3) 0.0361(9) Uani 1 1 d . . . . .
F5 F 0.8365(3) 1.0446(3) 0.7433(2) 0.0321(8) Uani 1 1 d . . . . .
F6 F 0.7904(3) 0.9033(4) 0.6485(2) 0.0403(10) Uani 1 1 d . . . . .
F7 F 0.9322(2) 0.2923(3) 0.7924(2) 0.0318(8) Uani 1 1 d . . . . .
F8 F 0.8847(3) 0.4301(4) 0.6936(2) 0.0334(8) Uani 1 1 d . . . . .
F9 F 0.7857(2) 0.3186(3) 0.7331(2) 0.0290(8) Uani 1 1 d . . . . .
F10 F 1.0196(2) 0.4605(3) 0.9101(2) 0.0306(8) Uani 1 1 d . . . . .
F11 F 0.9958(2) 0.5944(4) 0.8088(2) 0.0305(8) Uani 1 1 d . . . . .
F12 F 0.9515(2) 0.6420(3) 0.9151(2) 0.0266(7) Uani 1 1 d . . . . .
N1 N 0.6603(3) 0.5401(4) 0.6826(3) 0.0157(8) Uani 1 1 d . . . . .
N2 N 0.5378(3) 0.2967(5) 0.4836(3) 0.0235(10) Uani 1 1 d . . . . .
O1 O 0.7051(2) 0.7581(3) 0.7239(2) 0.0168(7) Uani 1 1 d . . . . .
O2 O 0.8149(2) 0.5924(3) 0.7758(2) 0.0162(7) Uani 1 1 d . . . . .
P1 P 0.67440(9) 0.62273(13) 0.85512(8) 0.0166(3) 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
B1 O2 1.445(6) . ?
B1 O1 1.461(6) . ?
B1 N1 1.593(7) . ?
B1 P1 1.957(6) . ?
C1 C6 1.401(7) . ?
C1 C2 1.406(7) . ?
C1 P1 1.853(5) . ?
C2 C3 1.371(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.399(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.538(7) . ?
C7 O1 1.406(6) . ?
C7 C8 1.545(7) . ?
C7 C9 1.554(7) . ?
C8 F1 1.336(6) . ?
C8 F2 1.341(7) . ?
C8 F3 1.341(7) . ?
C9 F4 1.318(7) . ?
C9 F6 1.332(7) . ?
C9 F5 1.348(6) . ?
C10 C15 1.404(7) . ?
C10 C11 1.409(8) . ?
C10 P1 1.838(5) . ?
C11 C12 1.387(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.377(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.405(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.554(7) . ?
C16 O2 1.404(6) . ?
C16 C17 1.553(7) . ?
C16 C18 1.556(7) . ?
C17 F8 1.340(7) . ?
C17 F7 1.340(6) . ?
C17 F9 1.345(6) . ?
C18 F12 1.336(6) . ?
C18 F11 1.338(7) . ?
C18 F10 1.339(6) . ?
C19 N1 1.352(7) . ?
C19 C20 1.377(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.415(7) . ?
C20 H20 0.9500 . ?
C21 N2 1.349(7) . ?
C21 C22 1.417(8) . ?
C22 C23 1.368(7) . ?
C22 H22 0.9500 . ?
C23 N1 1.353(7) . ?
C23 H23 0.9500 . ?
C24 N2 1.465(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 N2 1.450(8) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

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
O2 B1 O1 109.3(4) . . ?
O2 B1 N1 108.2(4) . . ?
O1 B1 N1 103.7(4) . . ?
O2 B1 P1 112.7(4) . . ?
O1 B1 P1 108.0(3) . . ?
N1 B1 P1 114.4(3) . . ?
C6 C1 C2 118.4(5) . . ?
C6 C1 P1 124.6(4) . . ?
C2 C1 P1 117.0(4) . . ?
C3 C2 C1 122.3(5) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 119.3(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 121.9(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 118.9(5) . . ?
C5 C6 C7 120.0(5) . . ?
C1 C6 C7 121.1(5) . . ?
O1 C7 C6 117.4(4) . . ?
O1 C7 C8 104.8(4) . . ?
C6 C7 C8 108.5(4) . . ?
O1 C7 C9 105.4(4) . . ?
C6 C7 C9 111.3(4) . . ?
C8 C7 C9 109.1(4) . . ?
F1 C8 F2 106.8(4) . . ?
F1 C8 F3 106.6(5) . . ?
F2 C8 F3 106.9(5) . . ?
F1 C8 C7 113.8(4) . . ?
F2 C8 C7 113.0(5) . . ?
F3 C8 C7 109.3(4) . . ?
F4 C9 F6 107.3(5) . . ?
F4 C9 F5 107.4(5) . . ?
F6 C9 F5 105.4(5) . . ?
F4 C9 C7 111.9(5) . . ?
F6 C9 C7 111.2(5) . . ?
F5 C9 C7 113.1(4) . . ?
C15 C10 C11 118.6(5) . . ?
C15 C10 P1 125.7(4) . . ?
C11 C10 P1 115.7(4) . . ?
C12 C11 C10 122.0(6) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C13 118.8(6) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C14 C13 C12 119.9(6) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 122.1(6) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C10 C15 C14 118.4(5) . . ?
C10 C15 C16 123.2(5) . . ?
C14 C15 C16 118.4(5) . . ?
O2 C16 C17 106.3(4) . . ?
O2 C16 C15 118.1(4) . . ?
C17 C16 C15 110.7(4) . . ?
O2 C16 C18 101.9(4) . . ?
C17 C16 C18 110.2(4) . . ?
C15 C16 C18 109.3(4) . . ?
F8 C17 F7 106.9(4) . . ?
F8 C17 F9 106.3(5) . . ?
F7 C17 F9 107.1(5) . . ?
F8 C17 C16 112.0(5) . . ?
F7 C17 C16 113.7(4) . . ?
F9 C17 C16 110.4(4) . . ?
F12 C18 F11 107.3(5) . . ?
F12 C18 F10 107.6(4) . . ?
F11 C18 F10 107.0(4) . . ?
F12 C18 C16 109.4(4) . . ?
F11 C18 C16 111.3(4) . . ?
F10 C18 C16 113.9(5) . . ?
N1 C19 C20 123.5(5) . . ?
N1 C19 H19 118.3 . . ?
C20 C19 H19 118.3 . . ?
C19 C20 C21 119.8(5) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
N2 C21 C20 121.9(5) . . ?
N2 C21 C22 122.1(5) . . ?
C20 C21 C22 115.9(5) . . ?
C23 C22 C21 120.3(5) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
N1 C23 C22 123.3(5) . . ?
N1 C23 H23 118.3 . . ?
C22 C23 H23 118.3 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 N1 C23 117.0(4) . . ?
C19 N1 B1 117.6(4) . . ?
C23 N1 B1 124.9(4) . . ?
C21 N2 C25 120.4(5) . . ?
C21 N2 C24 121.6(5) . . ?
C25 N2 C24 118.0(5) . . ?
C7 O1 B1 124.1(4) . . ?
C16 O2 B1 127.9(4) . . ?
C10 P1 C1 98.0(2) . . ?
C10 P1 B1 98.6(2) . . ?
C1 P1 B1 91.6(2) . . ?

_refine_diff_density_max         1.081
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.130

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_PBFKC
_database_code_depnum_ccdc_archive 'CCDC 2097157'
loop_
_audit_author_name
_audit_author_address
'Naokazu Kano'
;Gakushuin University
Japan
;
_audit_update_record             
;
2021-07-17 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H32 B F13 K O8 P'
_chemical_formula_weight         848.43

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   9.531(5)
_cell_length_b                   18.911(11)
_cell_length_c                   19.899(11)
_cell_angle_alpha                90
_cell_angle_beta                 95.162(8)
_cell_angle_gamma                90
_cell_volume                     3572(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    2301
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      26.55

_exptl_crystal_description       block

_exptl_crystal_colour            colourless

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.309
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   none

_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.333

_diffrn_reflns_number            18907
_diffrn_reflns_av_unetI/netI     0.1773
_diffrn_reflns_av_R_equivalents  0.1163
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.488
_diffrn_reflns_theta_max         27.544
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             8013
_reflns_number_gt                3835
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'

_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'

_computing_data_reduction        'SAINT (Bruker AXS, 2004)'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'XSHELL (Bruker AXS,2002)'

_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'


_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_computing_publication_material  'XCIF (Bruker AXS, 2001)'


_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0172P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8013
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1708
_refine_ls_R_factor_gt           0.0811
_refine_ls_wR_factor_ref         0.1140
_refine_ls_wR_factor_gt          0.0920
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.6864(4) 0.7275(2) 0.6787(2) 0.0232(11) Uani 1 1 d . . . . .
C1 C 0.6579(4) 0.85065(18) 0.58391(18) 0.0197(9) Uani 1 1 d . . . . .
C2 C 0.6121(4) 0.89527(19) 0.52899(19) 0.0253(9) Uani 1 1 d . . . . .
H2 H 0.5268 0.9191 0.5292 0.030 Uiso 1 1 calc R U . . .
C3 C 0.6919(4) 0.9037(2) 0.4756(2) 0.0308(10) Uani 1 1 d . . . . .
H3 H 0.6603 0.9332 0.4400 0.037 Uiso 1 1 calc R U . . .
C4 C 0.8190(4) 0.8688(2) 0.4741(2) 0.0301(10) Uani 1 1 d . . . . .
H4 H 0.8718 0.8741 0.4373 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8670(4) 0.82590(19) 0.52737(19) 0.0252(10) Uani 1 1 d . . . . .
H5 H 0.9530 0.8029 0.5262 0.030 Uiso 1 1 calc R U . . .
C6 C 0.7890(3) 0.81608(18) 0.58365(18) 0.0183(8) Uani 1 1 d . . . . .
C7 C 0.5690(4) 0.84525(19) 0.64460(18) 0.0205(9) Uani 1 1 d . . . . .
C8 C 0.6088(4) 0.9089(2) 0.6915(2) 0.0278(10) Uani 1 1 d . . . . .
C9 C 0.4094(4) 0.8457(2) 0.6231(2) 0.0346(11) Uani 1 1 d . . . . .
C10 C 0.8541(4) 0.62514(19) 0.59849(18) 0.0197(9) Uani 1 1 d . . . . .
C11 C 0.9246(4) 0.56479(19) 0.57788(18) 0.0247(9) Uani 1 1 d . . . . .
H11 H 0.8730 0.5241 0.5667 0.030 Uiso 1 1 calc R U . . .
C12 C 1.0698(4) 0.5643(2) 0.57372(19) 0.0279(10) Uani 1 1 d . . . . .
H12 H 1.1138 0.5238 0.5593 0.033 Uiso 1 1 calc R U . . .
C13 C 1.1480(4) 0.6240(2) 0.59105(18) 0.0272(10) Uani 1 1 d . . . . .
H13 H 1.2449 0.6243 0.5882 0.033 Uiso 1 1 calc R U . . .
C14 C 1.0800(4) 0.6836(2) 0.61275(17) 0.0241(9) Uani 1 1 d . . . . .
H14 H 1.1333 0.7236 0.6249 0.029 Uiso 1 1 calc R U . . .
C15 C 0.9348(4) 0.68594(19) 0.61698(17) 0.0200(9) Uani 1 1 d . . . . .
C16 C 0.6919(4) 0.62183(18) 0.59993(19) 0.0198(9) Uani 1 1 d . . . . .
C17 C 0.6208(4) 0.6165(2) 0.5270(2) 0.0273(10) Uani 1 1 d . . . . .
C18 C 0.6501(4) 0.5562(2) 0.6419(2) 0.0308(11) Uani 1 1 d . . . . .
C19 C 0.3072(4) 0.85840(19) 0.8496(2) 0.0345(11) Uani 1 1 d . . . . .
H19A H 0.2359 0.8898 0.8646 0.041 Uiso 1 1 calc R U . . .
H19B H 0.3283 0.8731 0.8049 0.041 Uiso 1 1 calc R U . . .
C20 C 0.4379(4) 0.8616(2) 0.8976(2) 0.0357(11) Uani 1 1 d . . . . .
H20A H 0.4725 0.9099 0.9009 0.043 Uiso 1 1 calc R U . . .
H20B H 0.4165 0.8465 0.9421 0.043 Uiso 1 1 calc R U . . .
C21 C 0.6716(4) 0.8221(2) 0.9151(2) 0.0373(11) Uani 1 1 d . . . . .
H21A H 0.6544 0.8191 0.9623 0.045 Uiso 1 1 calc R U . . .
H21B H 0.7161 0.8672 0.9076 0.045 Uiso 1 1 calc R U . . .
C22 C 0.7656(4) 0.7630(2) 0.8973(2) 0.0360(11) Uani 1 1 d . . . . .
H22A H 0.7805 0.7649 0.8498 0.043 Uiso 1 1 calc R U . . .
H22B H 0.8563 0.7666 0.9234 0.043 Uiso 1 1 calc R U . . .
C23 C 0.7871(4) 0.6382(2) 0.9092(2) 0.0343(11) Uani 1 1 d . . . . .
H23A H 0.8708 0.6440 0.9403 0.041 Uiso 1 1 calc R U . . .
H23B H 0.8162 0.6331 0.8640 0.041 Uiso 1 1 calc R U . . .
C24 C 0.7076(4) 0.5743(2) 0.9276(2) 0.0360(11) Uani 1 1 d . . . . .
H24A H 0.7703 0.5339 0.9331 0.043 Uiso 1 1 calc R U . . .
H24B H 0.6661 0.5821 0.9698 0.043 Uiso 1 1 calc R U . . .
C25 C 0.5307(4) 0.4959(2) 0.8810(2) 0.0324(11) Uani 1 1 d . . . . .
H25A H 0.4793 0.4962 0.9209 0.039 Uiso 1 1 calc R U . . .
H25B H 0.5990 0.4578 0.8852 0.039 Uiso 1 1 calc R U . . .
C26 C 0.4314(4) 0.48568(19) 0.8191(2) 0.0350(11) Uani 1 1 d . . . . .
H26A H 0.4822 0.4875 0.7791 0.042 Uiso 1 1 calc R U . . .
H26B H 0.3853 0.4401 0.8206 0.042 Uiso 1 1 calc R U . . .
C27 C 0.2328(4) 0.5409(2) 0.7590(2) 0.0325(11) Uani 1 1 d . . . . .
H27A H 0.1956 0.4937 0.7507 0.039 Uiso 1 1 calc R U . . .
H27B H 0.2798 0.5556 0.7200 0.039 Uiso 1 1 calc R U . . .
C28 C 0.1164(4) 0.5909(2) 0.7705(2) 0.0329(11) Uani 1 1 d . . . . .
H28A H 0.0458 0.5899 0.7323 0.039 Uiso 1 1 calc R U . . .
H28B H 0.0719 0.5769 0.8104 0.039 Uiso 1 1 calc R U . . .
C29 C 0.0765(4) 0.70681(19) 0.8091(2) 0.0264(10) Uani 1 1 d . . . . .
H29A H 0.0691 0.6929 0.8556 0.032 Uiso 1 1 calc R U . . .
H29B H -0.0161 0.7029 0.7849 0.032 Uiso 1 1 calc R U . . .
C30 C 0.1269(4) 0.78194(19) 0.8068(2) 0.0276(10) Uani 1 1 d . . . . .
H30A H 0.1399 0.7952 0.7607 0.033 Uiso 1 1 calc R U . . .
H30B H 0.0579 0.8135 0.8237 0.033 Uiso 1 1 calc R U . . .
F1 F 0.3586(2) 0.90996(13) 0.60233(13) 0.0538(7) Uani 1 1 d . . . . .
F2 F 0.3334(2) 0.82695(12) 0.67381(12) 0.0422(7) Uani 1 1 d . . . . .
F3 F 0.3767(2) 0.80007(13) 0.57254(12) 0.0449(7) Uani 1 1 d . . . . .
F4 F 0.5963(2) 0.97201(11) 0.65993(12) 0.0445(7) Uani 1 1 d . . . . .
F5 F 0.7422(2) 0.90387(12) 0.71826(11) 0.0377(6) Uani 1 1 d . . . . .
F6 F 0.5290(2) 0.91323(11) 0.74379(11) 0.0372(6) Uani 1 1 d . . . . .
F7 F 0.7348(3) 0.54943(12) 0.69854(12) 0.0415(6) Uani 1 1 d . . . . .
F8 F 0.5182(2) 0.56264(11) 0.65968(12) 0.0479(7) Uani 1 1 d . . . . .
F9 F 0.6537(2) 0.49470(11) 0.60791(12) 0.0477(7) Uani 1 1 d . . . . .
F10 F 0.4807(2) 0.60880(12) 0.52563(11) 0.0415(7) Uani 1 1 d . . . . .
F11 F 0.6669(2) 0.56164(12) 0.49101(11) 0.0396(6) Uani 1 1 d . . . . .
F12 F 0.6454(2) 0.67515(12) 0.49226(10) 0.0356(6) Uani 1 1 d . . . . .
F13 F 0.6953(2) 0.69127(11) 0.74159(10) 0.0282(5) Uani 1 1 d . . . . .
K1 K 0.46556(8) 0.68758(4) 0.81103(4) 0.0240(2) Uani 1 1 d . . . . .
O1 O 0.6265(2) 0.68096(12) 0.62460(12) 0.0200(6) Uani 1 1 d . . . . .
O2 O 0.5872(2) 0.78548(12) 0.68580(12) 0.0231(6) Uani 1 1 d . . . . .
O3 O 0.1728(2) 0.66120(13) 0.77927(12) 0.0265(6) Uani 1 1 d . . . . .
O4 O 0.2572(3) 0.78729(12) 0.84770(13) 0.0264(7) Uani 1 1 d . . . . .
O5 O 0.5424(3) 0.81689(13) 0.87391(13) 0.0283(6) Uani 1 1 d . . . . .
O6 O 0.6976(2) 0.69841(14) 0.91237(13) 0.0294(7) Uani 1 1 d . . . . .
O7 O 0.6000(3) 0.56157(13) 0.87443(13) 0.0281(7) Uani 1 1 d . . . . .
O8 O 0.3296(3) 0.54138(13) 0.81780(13) 0.0281(7) Uani 1 1 d . . . . .
P1 P 0.86784(10) 0.76601(5) 0.65652(5) 0.0215(2) 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
B1 F13 1.422(5) . ?
B1 O2 1.463(5) . ?
B1 O1 1.466(5) . ?
B1 P1 1.962(4) . ?
C1 C6 1.411(5) . ?
C1 C2 1.418(5) . ?
C1 C7 1.540(5) . ?
C2 C3 1.371(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.411(4) . ?
C5 H5 0.9300 . ?
C6 P1 1.835(4) . ?
C7 O2 1.398(4) . ?
C7 C9 1.542(5) . ?
C7 C8 1.549(5) . ?
C8 F5 1.337(4) . ?
C8 F6 1.346(4) . ?
C8 F4 1.349(4) . ?
C9 F3 1.341(5) . ?
C9 F2 1.341(4) . ?
C9 F1 1.360(4) . ?
C10 C11 1.404(5) . ?
C10 C15 1.414(5) . ?
C10 C16 1.550(5) . ?
C11 C12 1.394(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.389(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.394(5) . ?
C14 H14 0.9300 . ?
C15 P1 1.847(4) . ?
C16 O1 1.391(4) . ?
C16 C17 1.549(5) . ?
C16 C18 1.568(5) . ?
C17 F12 1.339(4) . ?
C17 F10 1.341(4) . ?
C17 F11 1.355(4) . ?
C18 F7 1.332(5) . ?
C18 F8 1.341(4) . ?
C18 F9 1.347(4) . ?
C19 O4 1.426(4) . ?
C19 C20 1.501(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O5 1.420(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O5 1.419(4) . ?
C21 C22 1.494(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O6 1.427(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O6 1.427(4) . ?
C23 C24 1.489(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O7 1.427(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 O7 1.417(4) . ?
C25 C26 1.495(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O8 1.431(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O8 1.424(4) . ?
C27 C28 1.492(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 O3 1.438(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 O3 1.428(4) . ?
C29 C30 1.502(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 O4 1.425(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
F13 K1 2.693(2) . ?
K1 O5 2.814(3) . ?
K1 O3 2.849(3) . ?
K1 O6 2.863(3) . ?
K1 O4 2.880(3) . ?
K1 O7 2.936(3) . ?
K1 O8 3.062(3) . ?
K1 O2 3.391(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
F13 B1 O2 105.3(3) . . ?
F13 B1 O1 110.2(3) . . ?
O2 B1 O1 107.9(3) . . ?
F13 B1 P1 113.1(3) . . ?
O2 B1 P1 109.5(3) . . ?
O1 B1 P1 110.5(3) . . ?
C6 C1 C2 119.0(3) . . ?
C6 C1 C7 121.5(3) . . ?
C2 C1 C7 119.4(3) . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.6(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.7(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 118.2(3) . . ?
C1 C6 P1 122.4(3) . . ?
C5 C6 P1 119.2(3) . . ?
O2 C7 C1 117.7(3) . . ?
O2 C7 C9 103.5(3) . . ?
C1 C7 C9 112.4(3) . . ?
O2 C7 C8 105.3(3) . . ?
C1 C7 C8 107.4(3) . . ?
C9 C7 C8 110.2(3) . . ?
F5 C8 F6 106.2(3) . . ?
F5 C8 F4 106.8(3) . . ?
F6 C8 F4 105.9(3) . . ?
F5 C8 C7 110.9(3) . . ?
F6 C8 C7 112.9(3) . . ?
F4 C8 C7 113.6(3) . . ?
F3 C9 F2 106.9(3) . . ?
F3 C9 F1 107.1(3) . . ?
F2 C9 F1 105.3(3) . . ?
F3 C9 C7 111.2(3) . . ?
F2 C9 C7 112.1(3) . . ?
F1 C9 C7 113.8(3) . . ?
C11 C10 C15 118.2(3) . . ?
C11 C10 C16 118.5(3) . . ?
C15 C10 C16 123.3(3) . . ?
C12 C11 C10 121.8(4) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C13 C14 C15 122.5(4) . . ?
C13 C14 H14 118.7 . . ?
C15 C14 H14 118.7 . . ?
C14 C15 C10 118.6(3) . . ?
C14 C15 P1 115.7(3) . . ?
C10 C15 P1 125.2(3) . . ?
O1 C16 C17 102.2(3) . . ?
O1 C16 C10 117.0(3) . . ?
C17 C16 C10 109.8(3) . . ?
O1 C16 C18 107.7(3) . . ?
C17 C16 C18 109.7(3) . . ?
C10 C16 C18 110.1(3) . . ?
F12 C17 F10 107.4(3) . . ?
F12 C17 F11 106.3(3) . . ?
F10 C17 F11 106.0(3) . . ?
F12 C17 C16 110.3(3) . . ?
F10 C17 C16 112.2(3) . . ?
F11 C17 C16 114.2(3) . . ?
F7 C18 F8 107.3(3) . . ?
F7 C18 F9 107.5(3) . . ?
F8 C18 F9 106.1(3) . . ?
F7 C18 C16 111.3(3) . . ?
F8 C18 C16 110.9(3) . . ?
F9 C18 C16 113.3(3) . . ?
O4 C19 C20 108.2(3) . . ?
O4 C19 H19A 110.1 . . ?
C20 C19 H19A 110.1 . . ?
O4 C19 H19B 110.1 . . ?
C20 C19 H19B 110.1 . . ?
H19A C19 H19B 108.4 . . ?
O5 C20 C19 109.3(3) . . ?
O5 C20 H20A 109.8 . . ?
C19 C20 H20A 109.8 . . ?
O5 C20 H20B 109.8 . . ?
C19 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
O5 C21 C22 108.6(3) . . ?
O5 C21 H21A 110.0 . . ?
C22 C21 H21A 110.0 . . ?
O5 C21 H21B 110.0 . . ?
C22 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
O6 C22 C21 107.4(3) . . ?
O6 C22 H22A 110.2 . . ?
C21 C22 H22A 110.2 . . ?
O6 C22 H22B 110.2 . . ?
C21 C22 H22B 110.2 . . ?
H22A C22 H22B 108.5 . . ?
O6 C23 C24 108.5(3) . . ?
O6 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
O6 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
O7 C24 C23 107.6(3) . . ?
O7 C24 H24A 110.2 . . ?
C23 C24 H24A 110.2 . . ?
O7 C24 H24B 110.2 . . ?
C23 C24 H24B 110.2 . . ?
H24A C24 H24B 108.5 . . ?
O7 C25 C26 107.7(3) . . ?
O7 C25 H25A 110.2 . . ?
C26 C25 H25A 110.2 . . ?
O7 C25 H25B 110.2 . . ?
C26 C25 H25B 110.2 . . ?
H25A C25 H25B 108.5 . . ?
O8 C26 C25 107.3(3) . . ?
O8 C26 H26A 110.2 . . ?
C25 C26 H26A 110.2 . . ?
O8 C26 H26B 110.2 . . ?
C25 C26 H26B 110.2 . . ?
H26A C26 H26B 108.5 . . ?
O8 C27 C28 107.8(3) . . ?
O8 C27 H27A 110.2 . . ?
C28 C27 H27A 110.2 . . ?
O8 C27 H27B 110.2 . . ?
C28 C27 H27B 110.2 . . ?
H27A C27 H27B 108.5 . . ?
O3 C28 C27 109.2(3) . . ?
O3 C28 H28A 109.8 . . ?
C27 C28 H28A 109.8 . . ?
O3 C28 H28B 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.3 . . ?
O3 C29 C30 109.8(3) . . ?
O3 C29 H29A 109.7 . . ?
C30 C29 H29A 109.7 . . ?
O3 C29 H29B 109.7 . . ?
C30 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
O4 C30 C29 108.3(3) . . ?
O4 C30 H30A 110.0 . . ?
C29 C30 H30A 110.0 . . ?
O4 C30 H30B 110.0 . . ?
C29 C30 H30B 110.0 . . ?
H30A C30 H30B 108.4 . . ?
B1 F13 K1 118.5(2) . . ?
F13 K1 O5 90.83(7) . . ?
F13 K1 O3 135.72(8) . . ?
O5 K1 O3 117.48(7) . . ?
F13 K1 O6 75.36(8) . . ?
O5 K1 O6 58.06(8) . . ?
O3 K1 O6 147.98(8) . . ?
F13 K1 O4 136.39(7) . . ?
O5 K1 O4 58.41(8) . . ?
O3 K1 O4 59.13(8) . . ?
O6 K1 O4 106.34(8) . . ?
F13 K1 O7 84.15(7) . . ?
O5 K1 O7 115.35(9) . . ?
O3 K1 O7 109.51(8) . . ?
O6 K1 O7 58.39(8) . . ?
O4 K1 O7 134.97(8) . . ?
F13 K1 O8 114.39(7) . . ?
O5 K1 O8 149.26(7) . . ?
O3 K1 O8 56.05(7) . . ?
O6 K1 O8 109.69(8) . . ?
O4 K1 O8 106.01(8) . . ?
O7 K1 O8 54.43(8) . . ?
F13 K1 O2 42.38(6) . . ?
O5 K1 O2 76.10(8) . . ?
O3 K1 O2 108.99(7) . . ?
O6 K1 O2 100.66(8) . . ?
O4 K1 O2 96.77(7) . . ?
O7 K1 O2 126.44(7) . . ?
O8 K1 O2 134.38(7) . . ?
C16 O1 B1 125.8(3) . . ?
C7 O2 B1 126.6(3) . . ?
C7 O2 K1 147.10(19) . . ?
B1 O2 K1 85.9(2) . . ?
C29 O3 C28 111.1(3) . . ?
C29 O3 K1 117.1(2) . . ?
C28 O3 K1 122.5(2) . . ?
C30 O4 C19 110.7(3) . . ?
C30 O4 K1 113.2(2) . . ?
C19 O4 K1 112.8(2) . . ?
C21 O5 C20 111.4(3) . . ?
C21 O5 K1 119.7(2) . . ?
C20 O5 K1 120.2(2) . . ?
C22 O6 C23 112.9(3) . . ?
C22 O6 K1 104.5(2) . . ?
C23 O6 K1 109.8(2) . . ?
C25 O7 C24 112.9(3) . . ?
C25 O7 K1 124.2(2) . . ?
C24 O7 K1 116.0(2) . . ?
C27 O8 C26 113.5(3) . . ?
C27 O8 K1 102.4(2) . . ?
C26 O8 K1 112.1(2) . . ?
C6 P1 C15 102.65(16) . . ?
C6 P1 B1 93.61(18) . . ?
C15 P1 B1 97.88(18) . . ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.082

_shelxl_version_number           2014/6



