# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_FINAL_a
_database_code_depnum_ccdc_archive 'CCDC 1963229'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C24 H33 B N O4 P, C H2 Cl2'
_chemical_formula_sum            'C25 H35 B Cl2 N O4 P'
_chemical_formula_weight         526.26
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.4602(8)
_cell_length_b                   8.5103(9)
_cell_length_c                   18.4139(19)
_cell_angle_alpha                83.507(5)
_cell_angle_beta                 85.826(4)
_cell_angle_gamma                81.688(4)
_cell_volume                     1301.3(2)
_cell_formula_units_Z            2
_cell_measurement_Temperature    150(2)
_cell_measurement_reflns_used    3769
_cell_measurement_theta_max      25.66
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.343
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1562 before and 0.0505 after correction.
The Ratio of minimum to maximum transmission is 0.9192.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3430
_exptl_crystal_description       plate
_exptl_crystal_F_000             557.0252
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19957
_diffrn_reflns_theta_full        26.0169
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.62
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                3584
_reflns_number_total             5124
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.6215
_refine_diff_density_min         -0.5539
_refine_diff_density_rms         0.1220
_refine_ls_d_res_high            0.8102
_refine_ls_d_res_low             7.7704
_refine_ls_goodness_of_fit_ref   1.0323
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    51
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.0323
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0374P)²+0.5764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0987
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C25(H25a,H25b)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C19(H19), C22(H22), C13(H13), C14(H14)
2.c Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c), C7(H7a,H7b,H7c), C18(H18a,H18b,H18c), C9(H9a,H9b,H9c),
 C24(H24a,H24b,H24c), C4(H4a,H4b,H4c), C8(H8a,H8b,H8c), C5(H5a,H5b,H5c),
 C21(H21a,H21b,H21c)
;
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_refinement_flags_posn
P1 P 0.33257(7) 0.78968(7) 0.73111(3) 0.01416(15) Uani 1.000000 .
Cl1 Cl 0.31412(8) 0.12736(8) 1.01974(4) 0.02846(18) Uani 1.000000 .
Cl2 Cl 0.36755(8) 0.41231(9) 0.92194(4) 0.0357(2) Uani 1.000000 .
O4 O 0.69191(18) 0.63215(18) 0.82663(9) 0.0189(4) Uani 1.000000 .
O3 O 0.62397(18) 0.42429(19) 0.76613(9) 0.0178(4) Uani 1.000000 .
O1 O 0.42424(17) 0.65479(18) 0.78221(9) 0.0172(4) Uani 1.000000 .
O2 O 0.65580(17) 0.68793(19) 0.69971(9) 0.0187(4) Uani 1.000000 .
N1 N 0.5727(2) 0.6908(2) 0.63589(11) 0.0177(5) Uani 1.000000 .
C16 C 0.3342(3) 0.7253(3) 0.57423(13) 0.0147(5) Uani 1.000000 .
C11 C 0.7629(3) 0.4866(3) 0.85731(13) 0.0164(5) Uani 1.000000 .
C10 C 0.7237(3) 0.3641(3) 0.82088(13) 0.0155(5) Uani 1.000000 .
C1 C 0.4220(3) 0.7432(3) 0.64030(13) 0.0146(5) Uani 1.000000 .
C23 C 0.2709(3) 0.8572(3) 0.52722(13) 0.0174(5) Uani 1.000000 .
C17 C 0.3208(3) 0.5689(3) 0.55856(13) 0.0169(5) Uani 1.000000 .
C12 C 0.8590(3) 0.4573(3) 0.91549(14) 0.0207(6) Uani 1.000000 .
H12 H 0.8844(3) 0.5419(3) 0.94015(14) 0.0248(7) Uiso 1.000000 R
C15 C 0.7824(3) 0.2076(3) 0.84135(14) 0.0193(6) Uani 1.000000 .
H15 H 0.7576(3) 0.1235(3) 0.81618(14) 0.0232(7) Uiso 1.000000 R
C6 C 0.1218(3) 0.7550(3) 0.74509(14) 0.0184(6) Uani 1.000000 .
C2 C 0.3730(3) 0.9873(3) 0.75456(13) 0.0181(6) Uani 1.000000 .
C19 C 0.2395(3) 0.5507(3) 0.49804(14) 0.0197(6) Uani 1.000000 .
H19 H 0.2269(3) 0.4460(3) 0.48844(14) 0.0237(7) Uiso 1.000000 R
C20 C 0.1755(3) 0.6797(3) 0.45078(14) 0.0207(6) Uani 1.000000 .
C22 C 0.1932(3) 0.8314(3) 0.46631(14) 0.0214(6) Uani 1.000000 .
H22 H 0.1510(3) 0.9208(3) 0.43443(14) 0.0257(7) Uiso 1.000000 R
C3 C 0.5225(3) 1.0384(3) 0.71066(15) 0.0230(6) Uani 1.000000 .
H3a H 0.5410(11) 1.1424(9) 0.7238(6) 0.0345(9) Uiso 1.000000 GR
H3b H 0.6156(4) 0.9589(9) 0.7221(6) 0.0345(9) Uiso 1.000000 GR
H3c H 0.5059(7) 1.0464(17) 0.65817(15) 0.0345(9) Uiso 1.000000 GR
C7 C 0.1165(3) 0.5785(3) 0.73605(14) 0.0227(6) Uani 1.000000 .
H7a H 0.0082(5) 0.5528(5) 0.7492(8) 0.0340(9) Uiso 1.000000 GR
H7b H 0.1459(17) 0.5592(5) 0.6850(2) 0.0340(9) Uiso 1.000000 GR
H7c H 0.1922(13) 0.5110(3) 0.7681(6) 0.0340(9) Uiso 1.000000 GR
C18 C 0.3940(3) 0.4198(3) 0.60302(14) 0.0209(6) Uani 1.000000 .
H18a H 0.3211(8) 0.3392(7) 0.6070(7) 0.0313(9) Uiso 1.000000 GR
H18b H 0.4961(9) 0.3782(10) 0.5789(4) 0.0313(9) Uiso 1.000000 GR
H18c H 0.4123(17) 0.4452(5) 0.6521(3) 0.0313(9) Uiso 1.000000 GR
C13 C 0.9182(3) 0.2983(3) 0.93713(14) 0.0240(6) Uani 1.000000 .
H13 H 0.9852(3) 0.2739(3) 0.97726(14) 0.0288(7) Uiso 1.000000 R
C9 C 0.0115(3) 0.8601(3) 0.69092(15) 0.0258(6) Uani 1.000000 .
H9a H -0.0967(5) 0.8305(13) 0.6987(6) 0.0387(10) Uiso 1.000000 GR
H9b H 0.0083(15) 0.9725(3) 0.6988(6) 0.0387(10) Uiso 1.000000 GR
H9c H 0.0524(11) 0.8444(15) 0.64071(15) 0.0387(10) Uiso 1.000000 GR
C24 C 0.2867(3) 1.0266(3) 0.53955(15) 0.0264(6) Uani 1.000000 .
H24a H 0.3874(10) 1.0281(4) 0.5625(8) 0.0395(10) Uiso 1.000000 GR
H24b H 0.2863(19) 1.0931(5) 0.49247(17) 0.0395(10) Uiso 1.000000 GR
H24c H 0.1968(11) 1.0685(7) 0.5717(7) 0.0395(10) Uiso 1.000000 GR
C4 C 0.2322(3) 1.1216(3) 0.74091(15) 0.0245(6) Uani 1.000000 .
H4a H 0.2619(7) 1.2226(5) 0.7525(8) 0.0367(9) Uiso 1.000000 GR
H4b H 0.2066(13) 1.1315(13) 0.6894(2) 0.0367(9) Uiso 1.000000 GR
H4c H 0.1385(6) 1.0961(10) 0.7721(6) 0.0367(9) Uiso 1.000000 GR
C14 C 0.8809(3) 0.1768(3) 0.90121(14) 0.0240(6) Uani 1.000000 .
H14 H 0.9224(3) 0.0696(3) 0.91710(14) 0.0288(7) Uiso 1.000000 R
C8 C 0.0644(3) 0.7827(3) 0.82455(14) 0.0248(6) Uani 1.000000 .
H8a H -0.0439(8) 0.7546(17) 0.8345(3) 0.0372(9) Uiso 1.000000 GR
H8b H 0.1369(11) 0.7158(14) 0.85826(14) 0.0372(9) Uiso 1.000000 GR
H8c H 0.0638(17) 0.8953(5) 0.8314(3) 0.0372(9) Uiso 1.000000 GR
C5 C 0.4060(3) 0.9668(3) 0.83626(14) 0.0297(7) Uani 1.000000 .
H5a H 0.4247(19) 1.0692(6) 0.8512(2) 0.0445(10) Uiso 1.000000 GR
H5b H 0.3135(9) 0.9306(18) 0.86501(16) 0.0445(10) Uiso 1.000000 GR
H5c H 0.5007(12) 0.8875(15) 0.8447(2) 0.0445(10) Uiso 1.000000 GR
C21 C 0.0955(3) 0.6519(3) 0.38374(15) 0.0296(7) Uani 1.000000 .
H21a H 0.1527(12) 0.5570(12) 0.3631(5) 0.0444(10) Uiso 1.000000 GR
H21b H -0.0157(7) 0.636(2) 0.3973(2) 0.0444(10) Uiso 1.000000 GR
H21c H 0.0973(18) 0.7449(9) 0.3472(4) 0.0444(10) Uiso 1.000000 GR
C25 C 0.4409(3) 0.2755(3) 0.99501(15) 0.0265(6) Uani 1.000000 .
H25a H 0.4496(3) 0.3337(3) 1.03786(15) 0.0318(8) Uiso 1.000000 R
H25b H 0.5493(3) 0.2236(3) 0.98061(15) 0.0318(8) Uiso 1.000000 R
B1 B 0.5998(3) 0.5974(3) 0.76793(16) 0.0179(6) Uani 1.000000 .


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 O1 1.5522(16) . ?
P1 C1 1.845(2) . ?
P1 C6 1.844(2) . ?
P1 C2 1.867(2) . ?
Cl1 C25 1.771(3) . ?
Cl2 C25 1.763(3) . ?
O4 C11 1.375(3) . ?
O4 B1 1.457(3) . ?
O3 C10 1.368(3) . ?
O3 B1 1.462(3) . ?
O1 B1 1.509(3) . ?
O2 N1 1.409(2) . ?
O2 B1 1.482(3) . ?
N1 C1 1.289(3) . ?
C16 C1 1.504(3) . ?
C16 C23 1.404(3) . ?
C16 C17 1.415(3) . ?
C11 C10 1.392(3) . ?
C11 C12 1.371(3) . ?
C10 C15 1.373(3) . ?
C23 C22 1.394(3) . ?
C23 C24 1.511(3) . ?
C17 C19 1.386(3) . ?
C17 C18 1.509(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.408(3) . ?
C6 C7 1.537(3) . ?
C6 C9 1.536(3) . ?
C6 C8 1.540(3) . ?
C2 C3 1.540(3) . ?
C2 C4 1.541(3) . ?
C2 C5 1.536(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(3) . ?
C20 C22 1.384(3) . ?
C20 C21 1.508(3) . ?
C22 H22 0.9500 . ?
C3 H3a 0.9800 . ?
C3 H3b 0.9800 . ?
C3 H3c 0.9800 . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 . ?
C18 H18a 0.9800 . ?
C18 H18b 0.9800 . ?
C18 H18c 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.373(4) . ?
C9 H9a 0.9800 . ?
C9 H9b 0.9800 . ?
C9 H9c 0.9800 . ?
C24 H24a 0.9800 . ?
C24 H24b 0.9800 . ?
C24 H24c 0.9800 . ?
C4 H4a 0.9800 . ?
C4 H4b 0.9800 . ?
C4 H4c 0.9800 . ?
C14 H14 0.9500 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C5 H5a 0.9800 . ?
C5 H5b 0.9800 . ?
C5 H5c 0.9800 . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?
C25 H25a 0.9900 . ?
C25 H25b 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 O1 101.49(9) . . ?
C6 P1 O1 104.40(10) . . ?
C6 P1 C1 112.79(11) . . ?
C2 P1 O1 109.27(10) . . ?
C2 P1 C1 112.52(11) . . ?
C2 P1 C6 115.06(11) . . ?
B1 O4 C11 105.81(18) . . ?
B1 O3 C10 105.83(18) . . ?
B1 O1 P1 121.76(16) . . ?
B1 O2 N1 118.74(17) . . ?
C1 N1 O2 116.41(19) . . ?
C23 C16 C1 122.2(2) . . ?
C17 C16 C1 118.0(2) . . ?
C17 C16 C23 119.8(2) . . ?
C10 C11 O4 110.4(2) . . ?
C12 C11 O4 127.6(2) . . ?
C12 C11 C10 122.0(2) . . ?
C11 C10 O3 110.61(19) . . ?
C15 C10 O3 128.4(2) . . ?
C15 C10 C11 121.0(2) . . ?
N1 C1 P1 117.12(17) . . ?
C16 C1 P1 126.88(16) . . ?
C16 C1 N1 114.6(2) . . ?
C22 C23 C16 119.1(2) . . ?
C24 C23 C16 122.2(2) . . ?
C24 C23 C22 118.7(2) . . ?
C19 C17 C16 118.5(2) . . ?
C18 C17 C16 123.6(2) . . ?
C18 C17 C19 117.8(2) . . ?
H12 C12 C11 121.29(15) . . ?
C13 C12 C11 117.4(2) . . ?
C13 C12 H12 121.29(15) . . ?
H15 C15 C10 121.39(14) . . ?
C14 C15 C10 117.2(2) . . ?
C14 C15 H15 121.39(15) . . ?
C7 C6 P1 107.47(15) . . ?
C9 C6 P1 113.39(18) . . ?
C9 C6 C7 109.1(2) . . ?
C8 C6 P1 108.29(17) . . ?
C8 C6 C7 107.8(2) . . ?
C8 C6 C9 110.63(19) . . ?
C3 C2 P1 111.02(16) . . ?
C4 C2 P1 113.29(17) . . ?
C4 C2 C3 108.2(2) . . ?
C5 C2 P1 106.92(17) . . ?
C5 C2 C3 108.3(2) . . ?
C5 C2 C4 109.0(2) . . ?
H19 C19 C17 118.70(14) . . ?
C20 C19 C17 122.6(2) . . ?
C20 C19 H19 118.70(14) . . ?
C22 C20 C19 117.8(2) . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 C22 122.1(2) . . ?
C20 C22 C23 122.2(2) . . ?
H22 C22 C23 118.92(14) . . ?
H22 C22 C20 118.92(14) . . ?
H3a C3 C2 109.5 . . ?
H3b C3 C2 109.5 . . ?
H3b C3 H3a 109.5 . . ?
H3c C3 C2 109.5 . . ?
H3c C3 H3a 109.5 . . ?
H3c C3 H3b 109.5 . . ?
H7a C7 C6 109.5 . . ?
H7b C7 C6 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C6 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H18a C18 C17 109.5 . . ?
H18b C18 C17 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C17 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H13 C13 C12 119.54(15) . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.54(14) . . ?
H9a C9 C6 109.5 . . ?
H9b C9 C6 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C6 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H24a C24 C23 109.5 . . ?
H24b C24 C23 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C23 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
H4a C4 C2 109.5 . . ?
H4b C4 C2 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 C2 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
C13 C14 C15 121.4(2) . . ?
H14 C14 C15 119.28(15) . . ?
H14 C14 C13 119.28(14) . . ?
H8a C8 C6 109.5 . . ?
H8b C8 C6 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C6 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H5a C5 C2 109.5 . . ?
H5b C5 C2 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 C2 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?
H21a C21 C20 109.5 . . ?
H21b C21 C20 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C20 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
Cl2 C25 Cl1 111.54(14) . . ?
H25a C25 Cl1 109.32(9) . . ?
H25a C25 Cl2 109.32(9) . . ?
H25b C25 Cl1 109.32(8) . . ?
H25b C25 Cl2 109.32(9) . . ?
H25b C25 H25a 108.0 . . ?
O3 B1 O4 107.37(19) . . ?
O1 B1 O4 110.5(2) . . ?
O1 B1 O3 109.6(2) . . ?
O2 B1 O4 107.1(2) . . ?
O2 B1 O3 114.2(2) . . ?
O2 B1 O1 108.01(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_FINAL_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1963232'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C28 H30 B O5 P, C H2 Cl2'
_chemical_formula_sum            'C29 H32 B Cl2 O5 P'
_chemical_formula_weight         573.28
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.4123(12)
_cell_length_b                   23.192(3)
_cell_length_c                   14.1688(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.502(7)
_cell_angle_gamma                90
_cell_volume                     2759.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2342
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.58
_cell_measurement_theta_min      2.58
_exptl_absorpt_coefficient_mu    0.332
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.3799
_exptl_crystal_description       shard
_exptl_crystal_F_000             1202.1330
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0907
_diffrn_reflns_av_unetI/netI     0.1078
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19845
_diffrn_reflns_theta_full        25.6804
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.27
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9975
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -10
_reflns_limit_k_max              28
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              -7
_reflns_number_gt                2997
_reflns_number_total             5226
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         1.9383
_refine_diff_density_min         -1.5629
_refine_diff_density_rms         0.1765
_refine_ls_d_res_high            0.8200
_refine_ls_d_res_low             8.9670
_refine_ls_goodness_of_fit_ref   1.0494
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    51
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1489
_refine_ls_R_factor_gt           0.0808
_refine_ls_restrained_S_all      1.0494
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1082P)²+4.9001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1971
_refine_ls_wR_factor_ref         0.2358
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C29(H29a,H29b)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C24(H24), C25(H25), C14(H14), C12(H12), C13(H13), C4(H4), C7(H7),
 C26(H26), C27(H27), C6(H6), C5(H5)
2.c Idealised Me refined as rotating group:
 C20(H20a,H20b,H20c), C21(H21a,H21b,H21c), C16(H16a,H16b,H16c), C18(H18a,H18b,
 H18c), C22(H22a,H22b,H22c), C17(H17a,H17b,H17c)
;
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_refinement_flags_posn
P1 P 0.69032(15) 0.71197(5) 0.43172(8) 0.0174(3) Uani 1.000000 .
Cl2 Cl 0.1981(3) 0.61347(9) 0.75120(15) 0.0745(7) Uani 1.000000 .
O2 O 0.3997(4) 0.70777(14) 0.4813(2) 0.0222(8) Uani 1.000000 .
O4 O 0.3086(4) 0.78608(14) 0.3749(2) 0.0239(8) Uani 1.000000 .
O1 O 0.5893(4) 0.76698(14) 0.4127(2) 0.0212(8) Uani 1.000000 .
Cl1 Cl 0.0378(5) 0.52133(13) 0.8388(3) 0.1636(17) Uani 1.000000 .
O5 O 0.4137(4) 0.80825(14) 0.5272(2) 0.0250(8) Uani 1.000000 .
O3 O 0.4776(5) 0.63077(15) 0.6177(2) 0.0323(9) Uani 1.000000 .
C23 C 0.2448(6) 0.8361(2) 0.4049(3) 0.0217(11) Uani 1.000000 .
C28 C 0.3058(6) 0.8491(2) 0.4963(3) 0.0227(11) Uani 1.000000 .
C19 C 0.7915(6) 0.6966(2) 0.3215(3) 0.0214(11) Uani 1.000000 .
C11 C 0.3301(6) 0.6499(2) 0.3112(3) 0.0260(12) Uani 1.000000 .
H11 H 0.2812(6) 0.6858(2) 0.3234(3) 0.0312(14) Uiso 1.000000 R
C1 C 0.5066(6) 0.6648(2) 0.4590(3) 0.0198(11) Uani 1.000000 .
C24 C 0.1332(6) 0.8708(2) 0.3585(4) 0.0265(12) Uani 1.000000 .
H24 H 0.0919(6) 0.8620(2) 0.2963(4) 0.0318(14) Uiso 1.000000 R
C8 C 0.6267(6) 0.5487(2) 0.4327(4) 0.0277(12) Uani 1.000000 .
C10 C 0.4485(6) 0.6287(2) 0.3736(3) 0.0230(11) Uani 1.000000 .
C2 C 0.5371(6) 0.6236(2) 0.5430(4) 0.0230(11) Uani 1.000000 .
C15 C 0.8304(6) 0.7279(2) 0.5348(3) 0.0222(11) Uani 1.000000 .
C3 C 0.6368(6) 0.5727(2) 0.5237(4) 0.0282(12) Uani 1.000000 .
C25 C 0.0824(7) 0.9197(2) 0.4061(4) 0.0353(14) Uani 1.000000 .
H25 H 0.0046(7) 0.9444(2) 0.3762(4) 0.0424(17) Uiso 1.000000 R
C9 C 0.5156(6) 0.5745(2) 0.3583(4) 0.0275(12) Uani 1.000000 .
C14 C 0.4695(7) 0.5449(2) 0.2766(4) 0.0347(14) Uani 1.000000 .
H14 H 0.5179(7) 0.5089(2) 0.2641(4) 0.0416(16) Uiso 1.000000 R
C20 C 0.6675(6) 0.7003(2) 0.2370(3) 0.0289(13) Uani 1.000000 .
H20a H 0.7223(6) 0.7037(15) 0.1782(4) 0.0434(19) Uiso 1.000000 GR
H20b H 0.602(3) 0.6653(7) 0.2348(14) 0.0434(19) Uiso 1.000000 GR
H20c H 0.599(3) 0.7341(8) 0.2444(12) 0.0434(19) Uiso 1.000000 GR
C12 C 0.2825(7) 0.6187(2) 0.2305(4) 0.0322(13) Uani 1.000000 .
H12 H 0.2007(7) 0.6333(2) 0.1878(4) 0.0387(16) Uiso 1.000000 R
C21 C 0.8767(6) 0.6382(2) 0.3205(4) 0.0304(13) Uani 1.000000 .
H21a H 0.933(3) 0.6346(6) 0.2623(11) 0.0456(19) Uiso 1.000000 GR
H21b H 0.953(3) 0.6356(6) 0.3753(13) 0.0456(19) Uiso 1.000000 GR
H21c H 0.7983(7) 0.6071(2) 0.323(2) 0.0456(19) Uiso 1.000000 GR
C13 C 0.3535(7) 0.5669(3) 0.2125(4) 0.0367(14) Uani 1.000000 .
H13 H 0.3235(7) 0.5462(3) 0.1563(4) 0.0441(17) Uiso 1.000000 R
C16 C 0.7401(7) 0.7242(2) 0.6262(3) 0.0325(13) Uani 1.000000 .
H16a H 0.803(2) 0.7427(13) 0.6781(7) 0.049(2) Uiso 1.000000 GR
H16b H 0.6373(19) 0.7439(13) 0.6165(9) 0.049(2) Uiso 1.000000 GR
H16c H 0.722(4) 0.6837(2) 0.6419(14) 0.049(2) Uiso 1.000000 GR
C4 C 0.7303(7) 0.5473(2) 0.5963(4) 0.0356(14) Uani 1.000000 .
H4 H 0.7344(7) 0.5637(2) 0.6578(4) 0.0427(17) Uiso 1.000000 R
C18 C 0.8844(7) 0.7911(2) 0.5257(4) 0.0326(13) Uani 1.000000 .
H18a H 0.952(3) 0.8019(5) 0.5819(12) 0.049(2) Uiso 1.000000 GR
H18b H 0.945(4) 0.7953(4) 0.4693(14) 0.049(2) Uiso 1.000000 GR
H18c H 0.7908(7) 0.8163(3) 0.520(2) 0.049(2) Uiso 1.000000 GR
C7 C 0.7148(7) 0.4990(2) 0.4182(4) 0.0371(14) Uani 1.000000 .
H7 H 0.7103(7) 0.4817(2) 0.3574(4) 0.0446(17) Uiso 1.000000 R
C22 C 0.9143(6) 0.7446(2) 0.3082(4) 0.0290(12) Uani 1.000000 .
H22a H 0.957(3) 0.7408(9) 0.2457(10) 0.0435(19) Uiso 1.000000 GR
H22b H 0.8628(11) 0.7823(2) 0.313(2) 0.0435(19) Uiso 1.000000 GR
H22c H 1.001(2) 0.7412(9) 0.3572(14) 0.0435(19) Uiso 1.000000 GR
C26 C 0.1447(8) 0.9323(2) 0.4964(4) 0.0401(15) Uani 1.000000 .
H26 H 0.1086(8) 0.9658(2) 0.5273(4) 0.0481(18) Uiso 1.000000 R
C27 C 0.2589(7) 0.8973(2) 0.5435(4) 0.0343(14) Uani 1.000000 .
H27 H 0.3021(7) 0.9064(2) 0.6052(4) 0.0412(17) Uiso 1.000000 R
C6 C 0.8085(7) 0.4746(2) 0.4908(5) 0.0443(16) Uani 1.000000 .
H6 H 0.8680(7) 0.4408(2) 0.4793(5) 0.053(2) Uiso 1.000000 R
C17 C 0.9759(7) 0.6872(3) 0.5424(4) 0.0401(15) Uani 1.000000 .
H17a H 1.037(3) 0.6942(11) 0.6024(13) 0.060(2) Uiso 1.000000 GR
H17b H 0.9394(7) 0.6471(3) 0.540(3) 0.060(2) Uiso 1.000000 GR
H17c H 1.043(2) 0.6946(11) 0.4897(15) 0.060(2) Uiso 1.000000 GR
C5 C 0.8167(7) 0.4988(3) 0.5797(5) 0.0439(16) Uani 1.000000 .
H5 H 0.8821(7) 0.4819(3) 0.6292(5) 0.0527(19) Uiso 1.000000 R
B1 B 0.4237(7) 0.7664(3) 0.4494(4) 0.0245(13) Uani 1.000000 .
C29 C 0.0775(13) 0.5934(4) 0.8410(8) 0.101(3) Uani 1.000000 .
H29a H 0.1311(13) 0.6037(4) 0.9029(8) 0.121(4) Uiso 1.000000 R
H29b H -0.0239(13) 0.6151(4) 0.8341(8) 0.121(4) Uiso 1.000000 R


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 O1 1.547(3) . ?
P1 C19 1.858(5) . ?
P1 C1 1.951(5) . ?
P1 C15 1.857(5) . ?
Cl2 C29 1.738(9) . ?
O2 C1 1.391(6) . ?
O2 B1 1.451(7) . ?
O4 C23 1.358(6) . ?
O4 B1 1.462(7) . ?
O1 B1 1.517(7) . ?
Cl1 C29 1.705(9) . ?
O5 C28 1.366(6) . ?
O5 B1 1.474(7) . ?
O3 C2 1.209(6) . ?
C23 C28 1.397(7) . ?
C23 C24 1.374(7) . ?
C28 C27 1.371(7) . ?
C19 C20 1.541(7) . ?
C19 C21 1.533(7) . ?
C19 C22 1.537(7) . ?
C11 H11 0.9500 . ?
C11 C10 1.381(7) . ?
C11 C12 1.391(7) . ?
C1 C10 1.528(7) . ?
C1 C2 1.536(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.399(7) . ?
C8 C3 1.403(7) . ?
C8 C9 1.490(8) . ?
C8 C7 1.392(7) . ?
C10 C9 1.399(7) . ?
C2 C3 1.483(7) . ?
C15 C16 1.542(7) . ?
C15 C18 1.542(7) . ?
C15 C17 1.543(7) . ?
C3 C4 1.387(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.384(8) . ?
C9 C14 1.382(7) . ?
C14 H14 0.9500 . ?
C14 C13 1.390(8) . ?
C20 H20a 0.9800 . ?
C20 H20b 0.9800 . ?
C20 H20c 0.9800 . ?
C12 H12 0.9500 . ?
C12 C13 1.372(8) . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?
C13 H13 0.9500 . ?
C16 H16a 0.9800 . ?
C16 H16b 0.9800 . ?
C16 H16c 0.9800 . ?
C4 H4 0.9500 . ?
C4 C5 1.368(8) . ?
C18 H18a 0.9800 . ?
C18 H18b 0.9800 . ?
C18 H18c 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.378(8) . ?
C22 H22a 0.9800 . ?
C22 H22b 0.9800 . ?
C22 H22c 0.9800 . ?
C26 H26 0.9500 . ?
C26 C27 1.397(8) . ?
C27 H27 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.376(9) . ?
C17 H17a 0.9800 . ?
C17 H17b 0.9800 . ?
C17 H17c 0.9800 . ?
C5 H5 0.9500 . ?
C29 H29a 0.9900 . ?
C29 H29b 0.9900 . ?

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 O1 106.6(2) . . ?
C1 P1 O1 93.64(19) . . ?
C1 P1 C19 117.9(2) . . ?
C15 P1 O1 106.8(2) . . ?
C15 P1 C19 113.5(2) . . ?
C15 P1 C1 115.3(2) . . ?
B1 O2 C1 119.8(4) . . ?
B1 O4 C23 107.3(4) . . ?
B1 O1 P1 116.0(3) . . ?
B1 O5 C28 106.5(4) . . ?
C28 C23 O4 110.2(4) . . ?
C24 C23 O4 128.5(5) . . ?
C24 C23 C28 121.3(5) . . ?
C23 C28 O5 110.3(4) . . ?
C27 C28 O5 127.9(5) . . ?
C27 C28 C23 121.8(5) . . ?
C20 C19 P1 108.6(3) . . ?
C21 C19 P1 114.5(3) . . ?
C21 C19 C20 109.6(4) . . ?
C22 C19 P1 108.1(3) . . ?
C22 C19 C20 107.1(4) . . ?
C22 C19 C21 108.6(4) . . ?
C10 C11 H11 120.0(3) . . ?
C12 C11 H11 120.0(3) . . ?
C12 C11 C10 120.0(5) . . ?
O2 C1 P1 100.0(3) . . ?
C10 C1 P1 111.7(3) . . ?
C10 C1 O2 113.1(4) . . ?
C2 C1 P1 114.0(3) . . ?
C2 C1 O2 110.5(4) . . ?
C2 C1 C10 107.6(4) . . ?
H24 C24 C23 121.2(3) . . ?
C25 C24 C23 117.6(5) . . ?
C25 C24 H24 121.2(3) . . ?
C9 C8 C3 119.4(4) . . ?
C7 C8 C3 117.4(5) . . ?
C7 C8 C9 123.0(5) . . ?
C1 C10 C11 119.6(4) . . ?
C9 C10 C11 120.2(5) . . ?
C9 C10 C1 120.1(4) . . ?
C1 C2 O3 122.3(4) . . ?
C3 C2 O3 122.7(4) . . ?
C3 C2 C1 115.0(4) . . ?
C16 C15 P1 109.1(3) . . ?
C18 C15 P1 107.4(3) . . ?
C18 C15 C16 106.6(4) . . ?
C17 C15 P1 113.3(3) . . ?
C17 C15 C16 109.7(4) . . ?
C17 C15 C18 110.5(4) . . ?
C2 C3 C8 118.8(5) . . ?
C4 C3 C8 120.9(5) . . ?
C4 C3 C2 120.2(5) . . ?
H25 C25 C24 119.7(3) . . ?
C26 C25 C24 120.6(5) . . ?
C26 C25 H25 119.7(3) . . ?
C10 C9 C8 119.5(4) . . ?
C14 C9 C8 121.6(5) . . ?
C14 C9 C10 118.8(5) . . ?
H14 C14 C9 119.5(3) . . ?
C13 C14 C9 121.0(5) . . ?
C13 C14 H14 119.5(3) . . ?
H20a C20 C19 109.5 . . ?
H20b C20 C19 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C19 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H12 C12 C11 120.0(3) . . ?
C13 C12 C11 120.1(5) . . ?
C13 C12 H12 120.0(3) . . ?
H21a C21 C19 109.5 . . ?
H21b C21 C19 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C19 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C12 C13 C14 119.8(5) . . ?
H13 C13 C14 120.1(3) . . ?
H13 C13 C12 120.1(3) . . ?
H16a C16 C15 109.5 . . ?
H16b C16 C15 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C15 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?
H4 C4 C3 119.8(3) . . ?
C5 C4 C3 120.3(6) . . ?
C5 C4 H4 119.8(4) . . ?
H18a C18 C15 109.5 . . ?
H18b C18 C15 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C15 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H7 C7 C8 119.5(3) . . ?
C6 C7 C8 121.0(6) . . ?
C6 C7 H7 119.5(4) . . ?
H22a C22 C19 109.5 . . ?
H22b C22 C19 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C19 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
H26 C26 C25 119.1(3) . . ?
C27 C26 C25 121.9(5) . . ?
C27 C26 H26 119.1(3) . . ?
C26 C27 C28 116.8(5) . . ?
H27 C27 C28 121.6(3) . . ?
H27 C27 C26 121.6(3) . . ?
H6 C6 C7 119.7(4) . . ?
C5 C6 C7 120.6(6) . . ?
C5 C6 H6 119.7(4) . . ?
H17a C17 C15 109.5 . . ?
H17b C17 C15 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C15 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
C6 C5 C4 119.7(6) . . ?
H5 C5 C4 120.2(4) . . ?
H5 C5 C6 120.2(4) . . ?
O4 B1 O2 114.7(4) . . ?
O1 B1 O2 105.2(4) . . ?
O1 B1 O4 109.3(4) . . ?
O5 B1 O2 111.7(4) . . ?
O5 B1 O4 105.6(4) . . ?
O5 B1 O1 110.3(4) . . ?
Cl1 C29 Cl2 111.8(5) . . ?
H29a C29 Cl2 109.3(4) . . ?
H29a C29 Cl1 109.3(4) . . ?
H29b C29 Cl2 109.3(4) . . ?
H29b C29 Cl1 109.3(4) . . ?
H29b C29 H29a 107.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_final_a
_database_code_depnum_ccdc_archive 'CCDC 1963234'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H26 B O3 P'
_chemical_formula_sum            'C24 H26 B O3 P'
_chemical_formula_weight         404.23
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1682(5)
_cell_length_b                   10.2095(6)
_cell_length_c                   11.9282(8)
_cell_angle_alpha                95.406(4)
_cell_angle_beta                 100.075(4)
_cell_angle_gamma                103.545(4)
_cell_volume                     1058.01(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3613
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.53
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.7195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0674 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.9638.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24975
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.505
_diffrn_reflns_theta_min         2.618
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4411
_reflns_number_total             7037
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         7037
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0541P)²+0.3798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1414
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C04(H04), C13(H13), C20(H20), C16(H16), C07(H07), C23(H23), C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C09(H09A,H09B,H09C), C18(H18A,H18B,H18C), C12(H12A,H12B,H12C), C06(H06A,H06B,
 H06C), C15(H15A,H15B,H15C), C03(H03A,H03B,H03C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
P01 P 0.33576(5) 0.43759(5) 0.33166(4) 0.01920(12) Uani 1 1 d . . . . .
O03 O 0.51456(14) 0.72443(12) 0.46619(11) 0.0215(3) Uani 1 1 d . . . . .
O02 O 0.33658(14) 0.71991(13) 0.58299(11) 0.0240(3) Uani 1 1 d . . . . .
O01 O 0.28836(14) 0.53277(13) 0.43354(11) 0.0248(3) Uani 1 1 d . . . . .
C10 C 0.30589(19) 0.53490(17) 0.21097(15) 0.0188(3) Uani 1 1 d . . . . .
C11 C 0.1681(2) 0.57047(18) 0.16994(16) 0.0207(4) Uani 1 1 d . . . . .
C01 C 0.17127(19) 0.28629(17) 0.29832(15) 0.0184(3) Uani 1 1 d . . . . .
C17 C 0.43439(19) 0.58002(17) 0.16014(16) 0.0204(4) Uani 1 1 d . . . . .
C19 C 0.4535(2) 0.83944(18) 0.61561(16) 0.0214(4) Uani 1 1 d . . . . .
C02 C 0.0678(2) 0.24354(18) 0.37103(16) 0.0213(4) Uani 1 1 d . . . . .
C08 C 0.1674(2) 0.19554(18) 0.19995(16) 0.0211(4) Uani 1 1 d . . . . .
C04 C -0.0382(2) 0.11647(19) 0.33974(17) 0.0252(4) Uani 1 1 d . . . . .
H04 H -0.109321 0.089457 0.387570 0.030 Uiso 1 1 calc R . . . .
C24 C 0.5590(2) 0.84233(18) 0.54540(16) 0.0213(4) Uani 1 1 d . . . . .
C13 C 0.1613(2) 0.64649(19) 0.07923(17) 0.0256(4) Uani 1 1 d . . . . .
H13 H 0.068335 0.669727 0.051604 0.031 Uiso 1 1 calc R . . . .
C05 C -0.0445(2) 0.02815(18) 0.24251(18) 0.0253(4) Uani 1 1 d . . . . .
C14 C 0.2853(2) 0.68975(19) 0.02748(17) 0.0267(4) Uani 1 1 d . . . . .
C09 C 0.2811(2) 0.2278(2) 0.12217(18) 0.0292(4) Uani 1 1 d . . . . .
H09A H 0.279388 0.144239 0.073695 0.044 Uiso 1 1 calc GR . . . .
H09B H 0.384194 0.266304 0.169119 0.044 Uiso 1 1 calc GR . . . .
H09C H 0.253401 0.293846 0.073354 0.044 Uiso 1 1 calc GR . . . .
C20 C 0.4674(2) 0.9446(2) 0.70125(17) 0.0276(4) Uani 1 1 d . . . . .
H20 H 0.394694 0.941817 0.749322 0.033 Uiso 1 1 calc R . . . .
C16 C 0.4203(2) 0.65528(19) 0.06935(16) 0.0251(4) Uani 1 1 d . . . . .
H16 H 0.506064 0.684084 0.034802 0.030 Uiso 1 1 calc R . . . .
C18 C 0.5884(2) 0.5534(2) 0.20272(18) 0.0270(4) Uani 1 1 d . . . . .
H18A H 0.658155 0.586626 0.152091 0.040 Uiso 1 1 calc GR . . . .
H18B H 0.576120 0.455442 0.202595 0.040 Uiso 1 1 calc GR . . . .
H18C H 0.630978 0.600984 0.281119 0.040 Uiso 1 1 calc GR . . . .
C07 C 0.0602(2) 0.06960(19) 0.17397(17) 0.0251(4) Uani 1 1 d . . . . .
H07 H 0.058899 0.010365 0.107207 0.030 Uiso 1 1 calc R . . . .
C23 C 0.6851(2) 0.95064(19) 0.55703(17) 0.0258(4) Uani 1 1 d . . . . .
H23 H 0.757498 0.952157 0.508790 0.031 Uiso 1 1 calc R . . . .
C12 C 0.0286(2) 0.5337(2) 0.22340(18) 0.0285(4) Uani 1 1 d . . . . .
H12A H -0.057544 0.557997 0.176630 0.043 Uiso 1 1 calc GR . . . .
H12B H 0.051196 0.583520 0.301340 0.043 Uiso 1 1 calc GR . . . .
H12C H 0.001725 0.435598 0.226860 0.043 Uiso 1 1 calc GR . . . .
C21 C 0.5945(2) 1.0557(2) 0.71361(18) 0.0315(5) Uani 1 1 d . . . . .
H21 H 0.608383 1.131048 0.771091 0.038 Uiso 1 1 calc R . . . .
C22 C 0.7009(2) 1.0579(2) 0.64332(19) 0.0311(5) Uani 1 1 d . . . . .
H22 H 0.786499 1.134576 0.654422 0.037 Uiso 1 1 calc R . . . .
C06 C -0.1565(3) -0.1109(2) 0.2152(2) 0.0406(6) Uani 1 1 d . . . . .
H06A H -0.188597 -0.137920 0.285618 0.061 Uiso 1 1 calc GR . . . .
H06B H -0.107001 -0.177305 0.183865 0.061 Uiso 1 1 calc GR . . . .
H06C H -0.246307 -0.107571 0.158460 0.061 Uiso 1 1 calc GR . . . .
C15 C 0.2769(3) 0.7771(2) -0.0675(2) 0.0415(6) Uani 1 1 d . . . . .
H15A H 0.173044 0.789467 -0.087061 0.062 Uiso 1 1 calc GR . . . .
H15B H 0.301735 0.732489 -0.135504 0.062 Uiso 1 1 calc GR . . . .
H15C H 0.350265 0.865989 -0.041743 0.062 Uiso 1 1 calc GR . . . .
C03 C 0.0657(2) 0.3228(2) 0.48404(18) 0.0321(5) Uani 1 1 d . . . . .
H03A H -0.008567 0.267756 0.521965 0.048 Uiso 1 1 calc GR . . . .
H03B H 0.036425 0.407047 0.469818 0.048 Uiso 1 1 calc GR . . . .
H03C H 0.167880 0.344979 0.533627 0.048 Uiso 1 1 calc GR . . . .
B01 B 0.3783(2) 0.6522(2) 0.49184(18) 0.0219(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
P01 O01 1.6643(13) . ?
P01 C10 1.8421(18) . ?
P01 C01 1.8444(17) . ?
O03 C24 1.389(2) . ?
O03 B01 1.394(2) . ?
O02 C19 1.394(2) . ?
O02 B01 1.391(2) . ?
O01 B01 1.349(2) . ?
C10 C11 1.414(3) . ?
C10 C17 1.420(2) . ?
C11 C13 1.391(3) . ?
C11 C12 1.513(3) . ?
C01 C02 1.417(2) . ?
C01 C08 1.415(2) . ?
C17 C16 1.391(3) . ?
C17 C18 1.510(3) . ?
C19 C24 1.383(3) . ?
C19 C20 1.377(3) . ?
C02 C04 1.399(2) . ?
C02 C03 1.511(3) . ?
C08 C09 1.514(3) . ?
C08 C07 1.393(2) . ?
C04 H04 0.9500 . ?
C04 C05 1.384(3) . ?
C24 C23 1.377(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.390(3) . ?
C05 C07 1.385(3) . ?
C05 C06 1.513(3) . ?
C14 C16 1.388(3) . ?
C14 C15 1.509(3) . ?
C09 H09A 0.9800 . ?
C09 H09B 0.9800 . ?
C09 H09C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.398(3) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C07 H07 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.393(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.391(3) . ?
C22 H22 0.9500 . ?
C06 H06A 0.9800 . ?
C06 H06B 0.9800 . ?
C06 H06C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C03 H03A 0.9800 . ?
C03 H03B 0.9800 . ?
C03 H03C 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
O01 P01 C10 100.05(7) . . ?
O01 P01 C01 102.02(7) . . ?
C10 P01 C01 104.81(8) . . ?
C24 O03 B01 104.02(14) . . ?
B01 O02 C19 103.85(14) . . ?
B01 O01 P01 124.84(12) . . ?
C11 C10 P01 124.68(13) . . ?
C11 C10 C17 119.20(16) . . ?
C17 C10 P01 116.08(13) . . ?
C10 C11 C12 122.74(17) . . ?
C13 C11 C10 118.99(16) . . ?
C13 C11 C12 118.23(17) . . ?
C02 C01 P01 125.98(13) . . ?
C08 C01 P01 114.78(12) . . ?
C08 C01 C02 118.32(15) . . ?
C10 C17 C18 122.78(16) . . ?
C16 C17 C10 119.11(17) . . ?
C16 C17 C18 118.09(16) . . ?
C24 C19 O02 109.70(15) . . ?
C20 C19 O02 128.00(17) . . ?
C20 C19 C24 122.28(17) . . ?
C01 C02 C03 124.99(16) . . ?
C04 C02 C01 118.71(17) . . ?
C04 C02 C03 116.26(16) . . ?
C01 C08 C09 122.13(16) . . ?
C07 C08 C01 120.25(16) . . ?
C07 C08 C09 117.59(17) . . ?
C02 C04 H04 118.4 . . ?
C05 C04 C02 123.24(17) . . ?
C05 C04 H04 118.4 . . ?
C19 C24 O03 109.64(15) . . ?
C23 C24 O03 128.36(17) . . ?
C23 C24 C19 122.00(17) . . ?
C11 C13 H13 118.7 . . ?
C14 C13 C11 122.50(18) . . ?
C14 C13 H13 118.7 . . ?
C04 C05 C07 117.43(16) . . ?
C04 C05 C06 121.25(18) . . ?
C07 C05 C06 121.27(18) . . ?
C13 C14 C15 121.37(19) . . ?
C16 C14 C13 117.89(17) . . ?
C16 C14 C15 120.67(18) . . ?
C08 C09 H09A 109.5 . . ?
C08 C09 H09B 109.5 . . ?
C08 C09 H09C 109.5 . . ?
H09A C09 H09B 109.5 . . ?
H09A C09 H09C 109.5 . . ?
H09B C09 H09C 109.5 . . ?
C19 C20 H20 121.8 . . ?
C19 C20 C21 116.36(19) . . ?
C21 C20 H20 121.8 . . ?
C17 C16 H16 118.9 . . ?
C14 C16 C17 122.29(17) . . ?
C14 C16 H16 118.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C08 C07 H07 119.0 . . ?
C05 C07 C08 122.00(18) . . ?
C05 C07 H07 119.0 . . ?
C24 C23 H23 121.8 . . ?
C24 C23 C22 116.44(18) . . ?
C22 C23 H23 121.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.23(19) . . ?
C22 C21 H21 119.4 . . ?
C23 C22 H22 119.2 . . ?
C21 C22 C23 121.68(18) . . ?
C21 C22 H22 119.2 . . ?
C05 C06 H06A 109.5 . . ?
C05 C06 H06B 109.5 . . ?
C05 C06 H06C 109.5 . . ?
H06A C06 H06B 109.5 . . ?
H06A C06 H06C 109.5 . . ?
H06B C06 H06C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C02 C03 H03A 109.5 . . ?
C02 C03 H03B 109.5 . . ?
C02 C03 H03C 109.5 . . ?
H03A C03 H03B 109.5 . . ?
H03A C03 H03C 109.5 . . ?
H03B C03 H03C 109.5 . . ?
O02 B01 O03 112.80(16) . . ?
O01 B01 O03 125.67(17) . . ?
O01 B01 O02 121.45(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_final_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1967895'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C32 H50 B2 N2 O8 P2'
_chemical_formula_sum            'C32 H50 B2 N2 O8 P2'
_chemical_formula_weight         674.36
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   10.2242(5)
_cell_length_b                   12.1371(6)
_cell_length_c                   27.8749(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.860(4)
_cell_angle_gamma                90
_cell_volume                     3417.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1884
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.76
_cell_measurement_theta_min      2.24
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0772 before and 0.0655 after correction.
The Ratio of minimum to maximum transmission is 0.7940.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3104
_exptl_crystal_description       shard
_exptl_crystal_F_000             1441.5221
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.1292
_diffrn_reflns_av_unetI/netI     0.1370
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            24213
_diffrn_reflns_theta_full        26.1004
_diffrn_reflns_theta_max         26.10
_diffrn_reflns_theta_min         1.48
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9973
_diffrn_measured_fraction_theta_max 0.9973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              34
_reflns_limit_l_min              0
_reflns_number_gt                3793
_reflns_number_total             6773
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.7930
_refine_diff_density_min         -0.8177
_refine_diff_density_rms         0.1933
_refine_ls_d_res_high            0.8077
_refine_ls_d_res_low             13.7711
_refine_ls_goodness_of_fit_ref   1.0499
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    73
_refine_ls_number_parameters     428
_refine_ls_number_reflns         6773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1475
_refine_ls_R_factor_gt           0.0684
_refine_ls_restrained_S_all      1.0499
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1503
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C20(H20), C21(H21), C15(H15), C16(H16), C23(H23), C14(H14), C22(H22)
2.d Idealised Me refined as rotating group:
 C4(H4a,H4b,H4c), C12(H12a,H12b,H12c), C27(H27a,H27b,H27c), C32(H32a,H32b,
 H32c), C26(H26a,H26b,H26c), C6(H6a,H6b,H6c), C7(H7a,H7b,H7c), C10(H10a,H10b,
 H10c), C28(H28a,H28b,H28c), C8(H8a,H8b,H8c), C30(H30a,H30b,H30c), C31(H31a,
 H31b,H31c), C11(H11a,H11b,H11c)
;
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_refinement_flags_posn
P2 P 0.08582(9) 0.47259(8) 0.37075(4) 0.0212(3) Uani 1.000000 .
P1 P 0.45133(9) 0.66657(8) 0.33585(4) 0.0200(3) Uani 1.000000 .
O3 O 0.3673(2) 0.36322(19) 0.35930(9) 0.0210(6) Uani 1.000000 .
O2 O 0.4370(2) 0.47406(19) 0.42751(9) 0.0226(6) Uani 1.000000 .
O6 O 0.0242(2) 0.75932(19) 0.34514(9) 0.0238(6) Uani 1.000000 .
O1 O 0.4548(2) 0.54264(19) 0.34774(9) 0.0215(6) Uani 1.000000 .
O8 O 0.0056(2) 0.57691(19) 0.38017(9) 0.0232(6) Uani 1.000000 .
O7 O 0.0665(2) 0.7367(2) 0.43012(9) 0.0234(6) Uani 1.000000 .
O5 O 0.2744(2) 0.86864(19) 0.39067(9) 0.0241(6) Uani 1.000000 .
O4 O 0.2608(3) 0.8955(2) 0.31019(10) 0.0312(7) Uani 1.000000 .
N2 N 0.2275(3) 0.6492(2) 0.37931(10) 0.0201(7) Uani 1.000000 .
N1 N 0.2318(3) 0.5278(2) 0.36910(11) 0.0202(7) Uani 1.000000 .
C19 C -0.0229(3) 0.8476(3) 0.36801(14) 0.0212(9) Uani 1.000000 .
C2 C 0.2681(3) 0.8353(3) 0.34491(15) 0.0225(9) Uani 1.000000 .
C24 C 0.0015(3) 0.8342(3) 0.41807(14) 0.0207(9) Uani 1.000000 .
C18 C 0.4618(4) 0.3100(3) 0.39136(14) 0.0227(9) Uani 1.000000 .
C13 C 0.5029(4) 0.3758(3) 0.43181(14) 0.0206(9) Uani 1.000000 .
C17 C 0.5123(4) 0.2051(3) 0.38803(15) 0.0260(10) Uani 1.000000 .
H17 H 0.4835(4) 0.1593(3) 0.36080(15) 0.0312(12) Uiso 1.000000 R
C25 C 0.0783(4) 0.3819(3) 0.42351(14) 0.0256(9) Uani 1.000000 .
C3 C 0.2719(4) 0.9880(3) 0.39851(15) 0.0301(10) Uani 1.000000 .
H3a H 0.3316(4) 1.0255(3) 0.37896(15) 0.0362(12) Uiso 1.000000 R
H3b H 0.1812(4) 1.0168(3) 0.38880(15) 0.0362(12) Uiso 1.000000 R
C29 C 0.0110(4) 0.4187(3) 0.31132(14) 0.0257(9) Uani 1.000000 .
C20 C -0.0829(4) 0.9409(3) 0.34678(15) 0.0272(10) Uani 1.000000 .
H20 H -0.0990(4) 0.9494(3) 0.31250(15) 0.0327(12) Uiso 1.000000 R
C5 C 0.4766(4) 0.6722(3) 0.27128(14) 0.0269(9) Uani 1.000000 .
C1 C 0.2778(3) 0.7101(3) 0.33986(14) 0.0199(9) Uani 1.000000 .
H1 H 0.2215(3) 0.6889(3) 0.30865(14) 0.0239(11) Uiso 1.000000 R
C21 C -0.1189(4) 1.0220(3) 0.37730(16) 0.0306(10) Uani 1.000000 .
H21 H -0.1587(4) 1.0882(3) 0.36387(16) 0.0367(12) Uiso 1.000000 R
C15 C 0.6480(4) 0.2339(3) 0.46536(16) 0.0324(10) Uani 1.000000 .
H15 H 0.7126(4) 0.2065(3) 0.49073(16) 0.0389(13) Uiso 1.000000 R
C16 C 0.6064(4) 0.1693(3) 0.42598(16) 0.0312(10) Uani 1.000000 .
H16 H 0.6431(4) 0.0977(3) 0.42449(16) 0.0374(12) Uiso 1.000000 R
C23 C -0.0379(4) 0.9119(3) 0.44835(15) 0.0262(10) Uani 1.000000 .
H23 H -0.0252(4) 0.9015(3) 0.48253(15) 0.0315(11) Uiso 1.000000 R
C4 C 0.3173(4) 1.0078(3) 0.45172(15) 0.0353(11) Uani 1.000000 .
H4a H 0.321(2) 1.0873(3) 0.4581(2) 0.0530(16) Uiso 1.000000 GR
H4b H 0.2550(13) 0.9733(17) 0.47058(16) 0.0530(16) Uiso 1.000000 GR
H4c H 0.4055(11) 0.9759(18) 0.4612(2) 0.0530(16) Uiso 1.000000 GR
C9 C 0.5768(4) 0.7355(3) 0.38013(14) 0.0262(9) Uani 1.000000 .
C14 C 0.5966(4) 0.3406(3) 0.46897(14) 0.0278(10) Uani 1.000000 .
H14 H 0.6259(4) 0.3864(3) 0.49615(14) 0.0333(12) Uiso 1.000000 R
C12 C 0.5347(4) 0.7257(3) 0.43085(14) 0.0314(10) Uani 1.000000 .
H12a H 0.5995(13) 0.7635(17) 0.4548(2) 0.0471(15) Uiso 1.000000 GR
H12b H 0.4475(11) 0.7595(17) 0.4302(3) 0.0471(15) Uiso 1.000000 GR
H12c H 0.530(2) 0.6477(3) 0.4397(4) 0.0471(15) Uiso 1.000000 GR
C22 C -0.0975(4) 1.0075(3) 0.42701(17) 0.0337(11) Uani 1.000000 .
H22 H -0.1239(4) 1.0637(3) 0.44723(17) 0.0404(13) Uiso 1.000000 R
C27 C 0.1335(4) 0.2659(3) 0.41814(17) 0.0404(12) Uani 1.000000 .
H27a H 0.130(2) 0.2237(8) 0.4479(4) 0.0606(18) Uiso 1.000000 GR
H27b H 0.0807(16) 0.2286(8) 0.3905(6) 0.0606(18) Uiso 1.000000 GR
H27c H 0.2257(9) 0.2711(3) 0.4126(10) 0.0606(18) Uiso 1.000000 GR
C32 C -0.0055(4) 0.5179(3) 0.27683(14) 0.0340(11) Uani 1.000000 .
H32a H -0.051(2) 0.4945(5) 0.2449(3) 0.0511(16) Uiso 1.000000 GR
H32b H -0.058(2) 0.5748(9) 0.2900(4) 0.0511(16) Uiso 1.000000 GR
H32c H 0.0818(4) 0.5476(12) 0.2736(7) 0.0511(16) Uiso 1.000000 GR
C26 C 0.1557(4) 0.4410(4) 0.46708(14) 0.0354(11) Uani 1.000000 .
H26a H 0.143(2) 0.4025(12) 0.49695(16) 0.0531(16) Uiso 1.000000 GR
H26b H 0.2500(5) 0.4415(18) 0.4641(5) 0.0531(16) Uiso 1.000000 GR
H26c H 0.1238(17) 0.5169(7) 0.4682(5) 0.0531(16) Uiso 1.000000 GR
C6 C 0.3622(4) 0.6092(4) 0.24171(14) 0.0363(11) Uani 1.000000 .
H6a H 0.3823(11) 0.5956(18) 0.2090(3) 0.0544(16) Uiso 1.000000 GR
H6b H 0.3500(16) 0.5387(9) 0.2576(5) 0.0544(16) Uiso 1.000000 GR
H6c H 0.2808(6) 0.6528(9) 0.2396(8) 0.0544(16) Uiso 1.000000 GR
C7 C 0.4827(5) 0.7893(3) 0.25086(16) 0.0420(12) Uani 1.000000 .
H7a H 0.481(3) 0.7856(4) 0.2156(2) 0.0630(18) Uiso 1.000000 GR
H7b H 0.4067(14) 0.8319(7) 0.2581(8) 0.0630(18) Uiso 1.000000 GR
H7c H 0.5649(13) 0.8250(8) 0.2658(7) 0.0630(18) Uiso 1.000000 GR
C10 C 0.7083(4) 0.6725(4) 0.38218(16) 0.0387(12) Uani 1.000000 .
H10a H 0.7705(9) 0.6971(15) 0.4104(5) 0.0581(17) Uiso 1.000000 GR
H10b H 0.6921(5) 0.5933(4) 0.3849(9) 0.0581(17) Uiso 1.000000 GR
H10c H 0.7459(13) 0.6869(17) 0.3525(4) 0.0581(17) Uiso 1.000000 GR
C28 C -0.0674(4) 0.3708(3) 0.43203(15) 0.0345(11) Uani 1.000000 .
H28a H -0.0696(4) 0.3397(18) 0.4643(4) 0.0518(17) Uiso 1.000000 GR
H28b H -0.1092(8) 0.4437(4) 0.4298(8) 0.0518(17) Uiso 1.000000 GR
H28c H -0.1153(7) 0.3222(16) 0.4073(5) 0.0518(17) Uiso 1.000000 GR
C8 C 0.6055(4) 0.6099(4) 0.26633(16) 0.0449(13) Uani 1.000000 .
H8a H 0.6115(14) 0.600(2) 0.23187(16) 0.0673(19) Uiso 1.000000 GR
H8b H 0.6817(4) 0.6527(11) 0.2818(9) 0.0673(19) Uiso 1.000000 GR
H8c H 0.6050(13) 0.5379(10) 0.2822(9) 0.0673(19) Uiso 1.000000 GR
C30 C 0.0980(5) 0.3315(4) 0.29080(16) 0.0455(13) Uani 1.000000 .
H30a H 0.0580(15) 0.3120(17) 0.2577(4) 0.0683(19) Uiso 1.000000 GR
H30b H 0.1867(9) 0.3617(9) 0.2905(9) 0.0683(19) Uiso 1.000000 GR
H30c H 0.104(2) 0.2655(9) 0.3113(6) 0.0683(19) Uiso 1.000000 GR
B1 B 0.3679(4) 0.4773(3) 0.37712(16) 0.0202(10) Uani 1.000000 .
C31 C -0.1272(4) 0.3704(4) 0.31322(16) 0.0432(12) Uani 1.000000 .
H31a H -0.1696(11) 0.351(2) 0.2803(2) 0.0648(18) Uiso 1.000000 GR
H31b H -0.1187(5) 0.3039(13) 0.3335(8) 0.0648(18) Uiso 1.000000 GR
H31c H -0.1813(9) 0.4249(9) 0.3271(9) 0.0648(18) Uiso 1.000000 GR
C11 C 0.5974(4) 0.8576(3) 0.36822(16) 0.0376(11) Uani 1.000000 .
H11a H 0.6603(19) 0.8909(6) 0.3943(5) 0.0564(17) Uiso 1.000000 GR
H11b H 0.632(2) 0.8630(3) 0.3375(5) 0.0564(17) Uiso 1.000000 GR
H11c H 0.5126(6) 0.8966(5) 0.3653(9) 0.0564(17) Uiso 1.000000 GR
B2 B 0.0822(4) 0.6824(4) 0.38446(16) 0.0230(10) Uani 1.000000 .


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
P2 O8 1.553(2) . ?
P2 N1 1.644(3) . ?
P2 C25 1.848(4) . ?
P2 C29 1.835(4) . ?
P1 O1 1.539(2) . ?
P1 C5 1.859(4) . ?
P1 C1 1.871(3) . ?
P1 C9 1.839(4) . ?
O3 C18 1.372(4) . ?
O3 B1 1.471(5) . ?
O2 C13 1.366(4) . ?
O2 B1 1.472(5) . ?
O6 C19 1.372(4) . ?
O6 B2 1.491(5) . ?
O1 B1 1.521(5) . ?
O8 B2 1.496(5) . ?
O7 C24 1.373(4) . ?
O7 B2 1.464(5) . ?
O5 C2 1.331(4) . ?
O5 C3 1.465(4) . ?
O4 C2 1.206(4) . ?
N2 N1 1.502(4) . ?
N2 C1 1.481(4) . ?
N2 B2 1.568(5) . ?
N1 B1 1.505(5) . ?
C19 C24 1.389(5) . ?
C19 C20 1.377(5) . ?
C2 C1 1.530(5) . ?
C24 C23 1.367(5) . ?
C18 C13 1.392(5) . ?
C18 C17 1.383(5) . ?
C13 C14 1.367(5) . ?
C17 H17 0.9500 . ?
C17 C16 1.386(5) . ?
C25 C27 1.533(5) . ?
C25 C26 1.523(5) . ?
C25 C28 1.549(5) . ?
C3 H3a 0.9900 . ?
C3 H3b 0.9900 . ?
C3 C4 1.504(5) . ?
C29 C32 1.534(5) . ?
C29 C30 1.547(5) . ?
C29 C31 1.538(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(5) . ?
C5 C6 1.529(5) . ?
C5 C7 1.535(5) . ?
C5 C8 1.544(5) . ?
C1 H1 1.0000 . ?
C21 H21 0.9500 . ?
C21 C22 1.381(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.363(6) . ?
C15 C14 1.406(5) . ?
C16 H16 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.399(5) . ?
C4 H4a 0.9800 . ?
C4 H4b 0.9800 . ?
C4 H4c 0.9800 . ?
C9 C12 1.545(5) . ?
C9 C10 1.540(5) . ?
C9 C11 1.540(5) . ?
C14 H14 0.9500 . ?
C12 H12a 0.9800 . ?
C12 H12b 0.9800 . ?
C12 H12c 0.9800 . ?
C22 H22 0.9500 . ?
C27 H27a 0.9800 . ?
C27 H27b 0.9800 . ?
C27 H27c 0.9800 . ?
C32 H32a 0.9800 . ?
C32 H32b 0.9800 . ?
C32 H32c 0.9800 . ?
C26 H26a 0.9800 . ?
C26 H26b 0.9800 . ?
C26 H26c 0.9800 . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 0.9800 . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 . ?
C10 H10a 0.9800 . ?
C10 H10b 0.9800 . ?
C10 H10c 0.9800 . ?
C28 H28a 0.9800 . ?
C28 H28b 0.9800 . ?
C28 H28c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C30 H30a 0.9800 . ?
C30 H30b 0.9800 . ?
C30 H30c 0.9800 . ?
C31 H31a 0.9800 . ?
C31 H31b 0.9800 . ?
C31 H31c 0.9800 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 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
N1 P2 O8 100.25(14) . . ?
C25 P2 O8 105.26(16) . . ?
C25 P2 N1 114.50(16) . . ?
C29 P2 O8 106.60(16) . . ?
C29 P2 N1 111.99(16) . . ?
C29 P2 C25 116.32(17) . . ?
C5 P1 O1 104.03(15) . . ?
C1 P1 O1 104.73(14) . . ?
C1 P1 C5 108.78(17) . . ?
C9 P1 O1 108.01(16) . . ?
C9 P1 C5 116.52(17) . . ?
C9 P1 C1 113.66(17) . . ?
B1 O3 C18 104.9(3) . . ?
B1 O2 C13 105.3(3) . . ?
B2 O6 C19 106.0(3) . . ?
B1 O1 P1 129.0(2) . . ?
B2 O8 P2 115.3(2) . . ?
B2 O7 C24 106.8(3) . . ?
C3 O5 C2 116.4(3) . . ?
C1 N2 N1 109.0(2) . . ?
B2 N2 N1 109.0(3) . . ?
B2 N2 C1 112.4(3) . . ?
N2 N1 P2 110.0(2) . . ?
B1 N1 P2 130.7(2) . . ?
B1 N1 N2 115.1(3) . . ?
C24 C19 O6 110.7(3) . . ?
C20 C19 O6 127.4(3) . . ?
C20 C19 C24 121.8(3) . . ?
O4 C2 O5 124.9(4) . . ?
C1 C2 O5 113.3(3) . . ?
C1 C2 O4 121.7(4) . . ?
C19 C24 O7 110.6(3) . . ?
C23 C24 O7 128.4(3) . . ?
C23 C24 C19 121.0(3) . . ?
C13 C18 O3 110.6(3) . . ?
C17 C18 O3 128.5(4) . . ?
C17 C18 C13 120.9(4) . . ?
C18 C13 O2 110.3(3) . . ?
C14 C13 O2 128.2(4) . . ?
C14 C13 C18 121.6(4) . . ?
H17 C17 C18 121.3(2) . . ?
C16 C17 C18 117.4(4) . . ?
C16 C17 H17 121.3(2) . . ?
C27 C25 P2 114.1(3) . . ?
C26 C25 P2 105.9(3) . . ?
C26 C25 C27 110.8(3) . . ?
C28 C25 P2 109.4(3) . . ?
C28 C25 C27 108.2(3) . . ?
C28 C25 C26 108.2(3) . . ?
H3a C3 O5 110.27(18) . . ?
H3b C3 O5 110.27(19) . . ?
H3b C3 H3a 108.5 . . ?
C4 C3 O5 107.2(3) . . ?
C4 C3 H3a 110.3(2) . . ?
C4 C3 H3b 110.3(2) . . ?
C32 C29 P2 106.0(3) . . ?
C30 C29 P2 113.2(3) . . ?
C30 C29 C32 108.6(3) . . ?
C31 C29 P2 111.2(3) . . ?
C31 C29 C32 107.9(3) . . ?
C31 C29 C30 109.6(3) . . ?
H20 C20 C19 121.2(2) . . ?
C21 C20 C19 117.6(4) . . ?
C21 C20 H20 121.2(2) . . ?
C6 C5 P1 107.1(3) . . ?
C7 C5 P1 114.4(3) . . ?
C7 C5 C6 109.6(3) . . ?
C8 C5 P1 108.4(3) . . ?
C8 C5 C6 107.4(3) . . ?
C8 C5 C7 109.6(3) . . ?
N2 C1 P1 110.1(2) . . ?
C2 C1 P1 111.2(2) . . ?
C2 C1 N2 113.1(3) . . ?
H1 C1 P1 107.39(12) . . ?
H1 C1 N2 107.39(18) . . ?
H1 C1 C2 107.4(2) . . ?
H21 C21 C20 119.7(2) . . ?
C22 C21 C20 120.5(4) . . ?
C22 C21 H21 119.7(2) . . ?
C16 C15 H15 119.5(2) . . ?
C14 C15 H15 119.5(3) . . ?
C14 C15 C16 120.9(4) . . ?
C15 C16 C17 121.9(4) . . ?
H16 C16 C17 119.1(2) . . ?
H16 C16 C15 119.1(2) . . ?
H23 C23 C24 121.3(2) . . ?
C22 C23 C24 117.4(4) . . ?
C22 C23 H23 121.3(2) . . ?
H4a C4 C3 109.5 . . ?
H4b C4 C3 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 C3 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
C12 C9 P1 108.4(2) . . ?
C10 C9 P1 108.3(3) . . ?
C10 C9 C12 107.0(3) . . ?
C11 C9 P1 113.4(3) . . ?
C11 C9 C12 109.8(3) . . ?
C11 C9 C10 109.8(3) . . ?
C15 C14 C13 117.3(4) . . ?
H14 C14 C13 121.3(2) . . ?
H14 C14 C15 121.3(3) . . ?
H12a C12 C9 109.5 . . ?
H12b C12 C9 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C9 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C23 C22 C21 121.6(4) . . ?
H22 C22 C21 119.2(2) . . ?
H22 C22 C23 119.2(2) . . ?
H27a C27 C25 109.5 . . ?
H27b C27 C25 109.5 . . ?
H27b C27 H27a 109.5 . . ?
H27c C27 C25 109.5 . . ?
H27c C27 H27a 109.5 . . ?
H27c C27 H27b 109.5 . . ?
H32a C32 C29 109.5 . . ?
H32b C32 C29 109.5 . . ?
H32b C32 H32a 109.5 . . ?
H32c C32 C29 109.5 . . ?
H32c C32 H32a 109.5 . . ?
H32c C32 H32b 109.5 . . ?
H26a C26 C25 109.5 . . ?
H26b C26 C25 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 C25 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 109.5 . . ?
H6a C6 C5 109.5 . . ?
H6b C6 C5 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 C5 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
H7a C7 C5 109.5 . . ?
H7b C7 C5 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C5 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H10a C10 C9 109.5 . . ?
H10b C10 C9 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C9 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H28a C28 C25 109.5 . . ?
H28b C28 C25 109.5 . . ?
H28b C28 H28a 109.5 . . ?
H28c C28 C25 109.5 . . ?
H28c C28 H28a 109.5 . . ?
H28c C28 H28b 109.5 . . ?
H8a C8 C5 109.5 . . ?
H8b C8 C5 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C5 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H30a C30 C29 109.5 . . ?
H30b C30 C29 109.5 . . ?
H30b C30 H30a 109.5 . . ?
H30c C30 C29 109.5 . . ?
H30c C30 H30a 109.5 . . ?
H30c C30 H30b 109.5 . . ?
O2 B1 O3 105.9(3) . . ?
O1 B1 O3 106.3(3) . . ?
O1 B1 O2 107.1(3) . . ?
N1 B1 O3 112.2(3) . . ?
N1 B1 O2 116.7(3) . . ?
N1 B1 O1 108.1(3) . . ?
H31a C31 C29 109.5 . . ?
H31b C31 C29 109.5 . . ?
H31b C31 H31a 109.5 . . ?
H31c C31 C29 109.5 . . ?
H31c C31 H31a 109.5 . . ?
H31c C31 H31b 109.5 . . ?
H11a C11 C9 109.5 . . ?
H11b C11 C9 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C9 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
O8 B2 O6 109.5(3) . . ?
O7 B2 O6 105.8(3) . . ?
O7 B2 O8 109.2(3) . . ?
N2 B2 O6 111.6(3) . . ?
N2 B2 O8 105.4(3) . . ?
N2 B2 O7 115.3(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_FINAL_a_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1963231'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C28 H44 B2 O6 P2'
_chemical_formula_sum            'C28 H44 B2 O6 P2'
_chemical_formula_weight         560.25
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   10.0680(8)
_cell_length_b                   15.7236(12)
_cell_length_c                   10.3832(6)
_cell_angle_alpha                90
_cell_angle_beta                 116.613(4)
_cell_angle_gamma                90
_cell_volume                     1469.57(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3838
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.08
_cell_measurement_theta_min      2.55
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0836 before and 0.0668 after correction.
The Ratio of minimum to maximum transmission is 0.8918.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2660
_exptl_crystal_description       SHARD
_exptl_crystal_F_000             600.6918
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23334
_diffrn_reflns_theta_full        27.8746
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         3.40
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -13
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2604
_reflns_number_total             3496
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.4771
_refine_diff_density_min         -0.3776
_refine_diff_density_rms         0.0946
_refine_ls_d_res_high            0.7601
_refine_ls_d_res_low             5.9994
_refine_ls_goodness_of_fit_ref   1.0312
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.0312
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+0.5761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0988
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C13(H13), C12(H12)
2.b Idealised Me refined as rotating group:
 C2(H2a,H2b,H2c), C6(H6a,H6b,H6c), C4(H4a,H4b,H4c), C8(H8a,H8b,H8c), C3(H3a,
 H3b,H3c), C7(H7a,H7b,H7c)
;
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_refinement_flags_posn
P1 P 0.66175(5) 0.44440(3) 0.54345(4) 0.01380(12) Uani 1.000000 .
O2 O 0.27732(13) 0.38837(8) 0.53671(12) 0.0167(3) Uani 1.000000 .
O1 O 0.52448(13) 0.41048(7) 0.56287(12) 0.0155(3) Uani 1.000000 .
O3 O 0.44463(14) 0.46763(8) 0.73525(12) 0.0178(3) Uani 1.000000 .
C9 C 0.27336(19) 0.36136(11) 0.66086(17) 0.0148(4) Uani 1.000000 .
C14 C 0.3721(2) 0.40854(11) 0.77826(18) 0.0162(4) Uani 1.000000 .
C10 C 0.18819(19) 0.29732(11) 0.67538(19) 0.0166(4) Uani 1.000000 .
H10 H 0.12137(19) 0.26532(11) 0.59471(19) 0.0200(4) Uiso 1.000000 R
C1 C 0.8103(2) 0.46975(11) 0.72702(18) 0.0168(4) Uani 1.000000 .
C5 C 0.7097(2) 0.35402(11) 0.45757(18) 0.0173(4) Uani 1.000000 .
C2 C 0.7633(2) 0.55269(12) 0.77418(18) 0.0196(4) Uani 1.000000 .
H2a H 0.6704(7) 0.5433(2) 0.7809(12) 0.0294(6) Uiso 1.000000 GR
H2b H 0.8412(6) 0.5702(4) 0.8684(6) 0.0294(6) Uiso 1.000000 GR
H2c H 0.7486(13) 0.5974(2) 0.7033(7) 0.0294(6) Uiso 1.000000 GR
C11 C 0.2042(2) 0.28121(12) 0.81496(19) 0.0198(4) Uani 1.000000 .
H11 H 0.1468(2) 0.23764(12) 0.82920(19) 0.0237(5) Uiso 1.000000 R
C6 C 0.7726(2) 0.27822(12) 0.5609(2) 0.0236(4) Uani 1.000000 .
H6a H 0.7042(7) 0.2635(5) 0.6012(11) 0.0354(6) Uiso 1.000000 GR
H6b H 0.7840(13) 0.2293(3) 0.5081(4) 0.0354(6) Uiso 1.000000 GR
H6c H 0.8695(7) 0.2936(3) 0.6391(8) 0.0354(6) Uiso 1.000000 GR
C13 C 0.3887(2) 0.39318(12) 0.91561(18) 0.0216(4) Uani 1.000000 .
H13 H 0.4557(2) 0.42548(12) 0.99574(18) 0.0259(5) Uiso 1.000000 R
C12 C 0.3026(2) 0.32796(12) 0.93178(19) 0.0234(4) Uani 1.000000 .
H12 H 0.3120(2) 0.31553(12) 1.02500(19) 0.0281(5) Uiso 1.000000 R
C4 C 0.9610(2) 0.48358(13) 0.7260(2) 0.0243(4) Uani 1.000000 .
H4a H 0.9960(7) 0.4296(2) 0.7051(13) 0.0364(6) Uiso 1.000000 GR
H4b H 0.9497(4) 0.5254(6) 0.6518(9) 0.0364(6) Uiso 1.000000 GR
H4c H 1.0332(4) 0.5045(8) 0.8205(5) 0.0364(6) Uiso 1.000000 GR
C8 C 0.5659(2) 0.32489(13) 0.32831(19) 0.0221(4) Uani 1.000000 .
H8a H 0.5250(7) 0.3720(3) 0.2598(6) 0.0332(6) Uiso 1.000000 GR
H8b H 0.5877(3) 0.2768(5) 0.2808(8) 0.0332(6) Uiso 1.000000 GR
H8c H 0.4933(5) 0.3074(7) 0.3620(2) 0.0332(6) Uiso 1.000000 GR
C3 C 0.8218(2) 0.40045(13) 0.83642(18) 0.0252(4) Uani 1.000000 .
H3a H 0.7225(3) 0.3878(6) 0.8269(10) 0.0378(7) Uiso 1.000000 GR
H3b H 0.8648(13) 0.3488(3) 0.8177(9) 0.0378(7) Uiso 1.000000 GR
H3c H 0.8853(12) 0.4207(3) 0.9343(2) 0.0378(7) Uiso 1.000000 GR
C7 C 0.8208(2) 0.38353(13) 0.4021(2) 0.0238(4) Uani 1.000000 .
H7a H 0.7788(6) 0.4317(5) 0.3364(11) 0.0358(6) Uiso 1.000000 GR
H7b H 0.9139(5) 0.4010(8) 0.4838(2) 0.0358(6) Uiso 1.000000 GR
H7c H 0.8405(11) 0.3366(3) 0.3509(12) 0.0358(6) Uiso 1.000000 GR
B1 B 0.4002(2) 0.44932(13) 0.5822(2) 0.0157(4) Uani 1.000000 .


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 O1 1.5763(12) . ?
P1 C1 1.8640(18) . ?
P1 C5 1.8530(18) . ?
P1 B1 2.038(2) 3_666 ?
O2 C9 1.3747(19) . ?
O2 B1 1.466(2) . ?
O1 B1 1.485(2) . ?
O3 C14 1.374(2) . ?
O3 B1 1.474(2) . ?
C9 C14 1.392(2) . ?
C9 C10 1.374(2) . ?
C14 C13 1.381(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.407(2) . ?
C1 C2 1.540(2) . ?
C1 C4 1.537(3) . ?
C1 C3 1.540(2) . ?
C5 C6 1.537(2) . ?
C5 C8 1.539(2) . ?
C5 C7 1.541(2) . ?
C2 H2a 0.9800 . ?
C2 H2b 0.9800 . ?
C2 H2c 0.9800 . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 0.9800 . ?
C13 H13 0.9500 . ?
C13 C12 1.400(3) . ?
C12 H12 0.9500 . ?
C4 H4a 0.9800 . ?
C4 H4b 0.9800 . ?
C4 H4c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C3 H3a 0.9800 . ?
C3 H3b 0.9800 . ?
C3 H3c 0.9800 . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 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
C1 P1 O1 106.82(7) . . ?
C5 P1 O1 103.56(7) . . ?
C5 P1 C1 113.17(8) . . ?
B1 P1 O1 108.96(7) 3_666 . ?
B1 P1 C1 110.76(8) 3_666 . ?
B1 P1 C5 113.06(8) 3_666 . ?
B1 O2 C9 105.94(13) . . ?
B1 O1 P1 135.93(11) . . ?
B1 O3 C14 105.64(13) . . ?
C14 C9 O2 110.32(15) . . ?
C10 C9 O2 127.66(15) . . ?
C10 C9 C14 122.02(15) . . ?
C9 C14 O3 110.52(14) . . ?
C13 C14 O3 128.15(16) . . ?
C13 C14 C9 121.33(16) . . ?
H10 C10 C9 121.45(10) . . ?
C11 C10 C9 117.09(16) . . ?
C11 C10 H10 121.45(11) . . ?
C2 C1 P1 106.63(12) . . ?
C4 C1 P1 111.43(12) . . ?
C4 C1 C2 109.08(15) . . ?
C3 C1 P1 111.32(12) . . ?
C3 C1 C2 107.27(14) . . ?
C3 C1 C4 110.91(16) . . ?
C6 C5 P1 111.93(12) . . ?
C8 C5 P1 107.56(12) . . ?
C8 C5 C6 108.07(15) . . ?
C7 C5 P1 109.76(13) . . ?
C7 C5 C6 110.69(15) . . ?
C7 C5 C8 108.71(14) . . ?
H2a C2 C1 109.5 . . ?
H2b C2 C1 109.5 . . ?
H2b C2 H2a 109.5 . . ?
H2c C2 C1 109.5 . . ?
H2c C2 H2a 109.5 . . ?
H2c C2 H2b 109.5 . . ?
H11 C11 C10 119.54(11) . . ?
C12 C11 C10 120.91(17) . . ?
C12 C11 H11 119.54(10) . . ?
H6a C6 C5 109.5 . . ?
H6b C6 C5 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 C5 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
H13 C13 C14 121.42(11) . . ?
C12 C13 C14 117.17(17) . . ?
C12 C13 H13 121.42(10) . . ?
C13 C12 C11 121.47(16) . . ?
H12 C12 C11 119.26(10) . . ?
H12 C12 C13 119.26(10) . . ?
H4a C4 C1 109.5 . . ?
H4b C4 C1 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 C1 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
H8a C8 C5 109.5 . . ?
H8b C8 C5 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C5 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H3a C3 C1 109.5 . . ?
H3b C3 C1 109.5 . . ?
H3b C3 H3a 109.5 . . ?
H3c C3 C1 109.5 . . ?
H3c C3 H3a 109.5 . . ?
H3c C3 H3b 109.5 . . ?
H7a C7 C5 109.5 . . ?
H7b C7 C5 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C5 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
O2 B1 P1 110.97(12) . 3_666 ?
O1 B1 P1 106.59(11) . 3_666 ?
O1 B1 O2 109.17(14) . . ?
O3 B1 P1 112.84(12) . 3_666 ?
O3 B1 O2 106.25(13) . . ?
O3 B1 O1 111.03(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_FINAL_a_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1963230'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 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         'C21 H27 B N O4 P'
_chemical_formula_sum            'C21 H27 B N O4 P'
_chemical_formula_weight         399.21

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.434(10)
_cell_length_b                   12.992(10)
_cell_length_c                   14.929(12)
_cell_angle_alpha                69.501(17)
_cell_angle_beta                 87.98(3)
_cell_angle_gamma                70.60(4)
_cell_volume                     2122(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3738
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      22.90

_exptl_crystal_description       SHARD
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   0.7001
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.155
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31899
_diffrn_reflns_av_unetI/netI     0.0928
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.462
_diffrn_reflns_theta_max         26.198
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8423
_reflns_number_gt                5058
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0495P)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         8423
_refine_ls_number_parameters     517
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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
P2 P 0.82277(5) 0.35540(6) 0.15901(5) 0.02020(16) Uani 1 1 d . . . . .
P1 P 0.31863(5) 0.36539(6) 0.42472(5) 0.02294(17) Uani 1 1 d . . . . .
O4 O 0.19708(13) 0.64224(14) 0.22434(11) 0.0242(4) Uani 1 1 d . . . . .
O7 O 0.70220(13) 0.62506(14) 0.20340(11) 0.0229(4) Uani 1 1 d . . . . .
O6 O 0.80589(13) 0.48755(13) 0.12722(11) 0.0231(4) Uani 1 1 d . . . . .
O5 O 0.82311(13) 0.42529(14) 0.29920(11) 0.0236(4) Uani 1 1 d . . . . .
O2 O 0.31421(13) 0.44237(14) 0.24189(11) 0.0245(4) Uani 1 1 d . . . . .
O8 O 0.90113(13) 0.57461(14) 0.20643(11) 0.0243(4) Uani 1 1 d . . . . .
O3 O 0.39613(13) 0.58491(14) 0.24852(12) 0.0253(4) Uani 1 1 d . . . . .
O1 O 0.29398(14) 0.49912(14) 0.38010(11) 0.0252(4) Uani 1 1 d . . . . .
N2 N 0.85359(16) 0.22249(17) 0.34816(14) 0.0228(5) Uani 1 1 d . . . . .
N1 N 0.35593(17) 0.23700(18) 0.31105(14) 0.0254(5) Uani 1 1 d . . . . .
C37 C 0.7340(2) 0.7174(2) 0.20130(17) 0.0202(6) Uani 1 1 d . . . . .
C42 C 0.8522(2) 0.6867(2) 0.20427(16) 0.0206(6) Uani 1 1 d . . . . .
C21 C 0.2343(2) 0.7292(2) 0.16622(17) 0.0220(6) Uani 1 1 d . . . . .
C16 C 0.3527(2) 0.6938(2) 0.17911(17) 0.0213(6) Uani 1 1 d . . . . .
C38 C 0.6649(2) 0.8248(2) 0.19976(17) 0.0258(6) Uani 1 1 d . . . . .
H38A H 0.5839 0.8459 0.1970 0.031 Uiso 1 1 calc R U . . .
C1 C 0.33550(19) 0.3390(2) 0.31303(17) 0.0231(6) Uani 1 1 d . . . . .
C23 C 0.8550(2) 0.1935(2) 0.44884(17) 0.0244(6) Uani 1 1 d . . . . .
C22 C 0.83834(19) 0.3240(2) 0.28719(17) 0.0211(6) Uani 1 1 d . . . . .
C2 C 0.3567(2) 0.2119(2) 0.22576(18) 0.0245(6) Uani 1 1 d . . . . .
C29 C 0.9547(2) 0.2842(2) 0.11540(18) 0.0254(6) Uani 1 1 d . . . . .
C41 C 0.9064(2) 0.7622(2) 0.20740(18) 0.0280(6) Uani 1 1 d . . . . .
H41A H 0.9874 0.7409 0.2097 0.034 Uiso 1 1 calc R U . . .
C17 C 0.4117(2) 0.7617(2) 0.12396(18) 0.0268(6) Uani 1 1 d . . . . .
H17A H 0.4929 0.7371 0.1324 0.032 Uiso 1 1 calc R U . . .
C33 C 0.68903(19) 0.3385(2) 0.13044(17) 0.0220(6) Uani 1 1 d . . . . .
C20 C 0.1699(2) 0.8358(2) 0.10023(18) 0.0273(6) Uani 1 1 d . . . . .
H20A H 0.0886 0.8609 0.0933 0.033 Uiso 1 1 calc R U . . .
C24 C 0.8512(2) 0.2674(2) 0.49878(18) 0.0295(6) Uani 1 1 d . . . . .
H24A H 0.8506 0.3446 0.4649 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3475(2) 0.2533(2) 0.05598(19) 0.0328(7) Uani 1 1 d . . . . .
H4A H 0.3431 0.3065 -0.0077 0.039 Uiso 1 1 calc R U . . .
C18 C 0.3479(2) 0.8681(2) 0.05503(19) 0.0310(7) Uani 1 1 d . . . . .
H18A H 0.3863 0.9165 0.0145 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2297(2) 0.9050(2) 0.04420(18) 0.0314(7) Uani 1 1 d . . . . .
H19A H 0.1885 0.9791 -0.0025 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3503(2) 0.2893(2) 0.13229(18) 0.0286(6) Uani 1 1 d . . . . .
H3A H 0.3478 0.3668 0.1210 0.034 Uiso 1 1 calc R U . . .
C39 C 0.7197(2) 0.9024(2) 0.20252(19) 0.0324(7) Uani 1 1 d . . . . .
H39A H 0.6748 0.9781 0.2012 0.039 Uiso 1 1 calc R U . . .
C40 C 0.8368(2) 0.8714(2) 0.20708(19) 0.0342(7) Uani 1 1 d . . . . .
H40A H 0.8711 0.9256 0.2101 0.041 Uiso 1 1 calc R U . . .
C31 C 0.9741(2) 0.1545(2) 0.1379(2) 0.0369(7) Uani 1 1 d . . . . .
H31A H 1.0515 0.1160 0.1239 0.055 Uiso 1 1 calc R U . . .
H31B H 0.9179 0.1472 0.0982 0.055 Uiso 1 1 calc R U . . .
H31C H 0.9652 0.1174 0.2059 0.055 Uiso 1 1 calc R U . . .
C34 C 0.6915(2) 0.2120(2) 0.1792(2) 0.0378(7) Uani 1 1 d . . . . .
H34A H 0.6157 0.2084 0.1685 0.057 Uiso 1 1 calc R U . . .
H34B H 0.7120 0.1858 0.2483 0.057 Uiso 1 1 calc R U . . .
H34C H 0.7482 0.1612 0.1518 0.057 Uiso 1 1 calc R U . . .
C5 C 0.3509(2) 0.1415(2) 0.0705(2) 0.0369(7) Uani 1 1 d . . . . .
H5A H 0.3487 0.1178 0.0174 0.044 Uiso 1 1 calc R U . . .
C35 C 0.6638(2) 0.3785(2) 0.02149(18) 0.0344(7) Uani 1 1 d . . . . .
H35A H 0.5879 0.3773 0.0072 0.052 Uiso 1 1 calc R U . . .
H35B H 0.7219 0.3255 -0.0033 0.052 Uiso 1 1 calc R U . . .
H35C H 0.6654 0.4580 -0.0091 0.052 Uiso 1 1 calc R U . . .
C12 C 0.1888(2) 0.3384(2) 0.47009(18) 0.0280(6) Uani 1 1 d . . . . .
C7 C 0.3610(2) 0.0998(2) 0.2396(2) 0.0370(7) Uani 1 1 d . . . . .
H7A H 0.3663 0.0457 0.3030 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4510(2) 0.2998(2) 0.50399(18) 0.0313(7) Uani 1 1 d . . . . .
C25 C 0.8484(2) 0.2285(3) 0.59741(19) 0.0362(7) Uani 1 1 d . . . . .
H25A H 0.8461 0.2792 0.6309 0.043 Uiso 1 1 calc R U . . .
C32 C 0.9513(2) 0.3496(2) 0.00714(19) 0.0372(7) Uani 1 1 d . . . . .
H32A H 1.0262 0.3188 -0.0151 0.056 Uiso 1 1 calc R U . . .
H32B H 0.9331 0.4331 -0.0055 0.056 Uiso 1 1 calc R U . . .
H32C H 0.8926 0.3387 -0.0271 0.056 Uiso 1 1 calc R U . . .
C28 C 0.8576(2) 0.0806(2) 0.5005(2) 0.0405(7) Uani 1 1 d . . . . .
H28A H 0.8618 0.0286 0.4678 0.049 Uiso 1 1 calc R U . . .
C30 C 1.0511(2) 0.2967(2) 0.1689(2) 0.0369(7) Uani 1 1 d . . . . .
H30A H 1.1241 0.2675 0.1436 0.055 Uiso 1 1 calc R U . . .
H30B H 1.0560 0.2514 0.2376 0.055 Uiso 1 1 calc R U . . .
H30C H 1.0341 0.3793 0.1595 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3575(3) 0.0648(2) 0.1626(2) 0.0451(8) Uani 1 1 d . . . . .
H6A H 0.3597 -0.0124 0.1735 0.054 Uiso 1 1 calc R U . . .
C36 C 0.5965(2) 0.4194(2) 0.16908(19) 0.0322(7) Uani 1 1 d . . . . .
H36A H 0.5223 0.4120 0.1588 0.048 Uiso 1 1 calc R U . . .
H36B H 0.5924 0.5004 0.1353 0.048 Uiso 1 1 calc R U . . .
H36C H 0.6153 0.3975 0.2379 0.048 Uiso 1 1 calc R U . . .
C26 C 0.8491(3) 0.1170(3) 0.6474(2) 0.0482(8) Uani 1 1 d . . . . .
H26A H 0.8461 0.0910 0.7151 0.058 Uiso 1 1 calc R U . . .
C13 C 0.1541(2) 0.3870(3) 0.55047(19) 0.0418(8) Uani 1 1 d . . . . .
H13A H 0.0781 0.3842 0.5678 0.063 Uiso 1 1 calc R U . . .
H13B H 0.1521 0.4681 0.5284 0.063 Uiso 1 1 calc R U . . .
H13C H 0.2099 0.3398 0.6067 0.063 Uiso 1 1 calc R U . . .
C14 C 0.0968(2) 0.4073(3) 0.38414(19) 0.0385(7) Uani 1 1 d . . . . .
H14A H 0.0231 0.3998 0.4045 0.058 Uiso 1 1 calc R U . . .
H14B H 0.1189 0.3759 0.3327 0.058 Uiso 1 1 calc R U . . .
H14C H 0.0899 0.4899 0.3605 0.058 Uiso 1 1 calc R U . . .
C10 C 0.4414(2) 0.3625(3) 0.5753(2) 0.0493(9) Uani 1 1 d . . . . .
H10A H 0.5152 0.3334 0.6132 0.074 Uiso 1 1 calc R U . . .
H10B H 0.3826 0.3474 0.6184 0.074 Uiso 1 1 calc R U . . .
H10C H 0.4204 0.4468 0.5401 0.074 Uiso 1 1 calc R U . . .
C27 C 0.8541(3) 0.0432(3) 0.5985(2) 0.0524(9) Uani 1 1 d . . . . .
H27A H 0.8552 -0.0341 0.6329 0.063 Uiso 1 1 calc R U . . .
C9 C 0.5447(2) 0.3219(3) 0.4380(2) 0.0422(8) Uani 1 1 d . . . . .
H9A H 0.6170 0.2965 0.4770 0.063 Uiso 1 1 calc R U . . .
H9B H 0.5226 0.4055 0.3998 0.063 Uiso 1 1 calc R U . . .
H9C H 0.5544 0.2778 0.3950 0.063 Uiso 1 1 calc R U . . .
C15 C 0.2031(3) 0.2086(3) 0.5050(2) 0.0531(9) Uani 1 1 d . . . . .
H15A H 0.1282 0.1994 0.5164 0.080 Uiso 1 1 calc R U . . .
H15B H 0.2537 0.1667 0.5648 0.080 Uiso 1 1 calc R U . . .
H15C H 0.2368 0.1763 0.4560 0.080 Uiso 1 1 calc R U . . .
C11 C 0.4800(3) 0.1685(3) 0.5557(2) 0.0602(10) Uani 1 1 d . . . . .
H11A H 0.5575 0.1347 0.5884 0.090 Uiso 1 1 calc R U . . .
H11B H 0.4764 0.1321 0.5089 0.090 Uiso 1 1 calc R U . . .
H11C H 0.4250 0.1542 0.6030 0.090 Uiso 1 1 calc R U . . .
B1 B 0.3000(2) 0.5453(3) 0.2730(2) 0.0241(7) Uani 1 1 d . . . . .
B2 B 0.8078(2) 0.5301(3) 0.2087(2) 0.0230(7) 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
P2 O6 1.554(2) . ?
P2 C22 1.814(3) . ?
P2 C29 1.819(3) . ?
P2 C33 1.831(3) . ?
P1 O1 1.551(2) . ?
P1 C1 1.808(3) . ?
P1 C12 1.822(3) . ?
P1 C8 1.826(3) . ?
O4 C21 1.369(3) . ?
O4 B1 1.451(3) . ?
O7 C37 1.373(3) . ?
O7 B2 1.454(3) . ?
O6 B2 1.507(3) . ?
O5 C22 1.341(3) . ?
O5 B2 1.508(3) . ?
O2 C1 1.337(3) . ?
O2 B1 1.518(3) . ?
O8 C42 1.368(3) . ?
O8 B2 1.453(3) . ?
O3 C16 1.368(3) . ?
O3 B1 1.440(3) . ?
O1 B1 1.508(3) . ?
N2 C22 1.268(3) . ?
N2 C23 1.415(3) . ?
N1 C1 1.274(3) . ?
N1 C2 1.419(3) . ?
C37 C38 1.367(3) . ?
C37 C42 1.387(3) . ?
C42 C41 1.376(3) . ?
C21 C20 1.376(3) . ?
C21 C16 1.387(3) . ?
C16 C17 1.369(3) . ?
C38 C39 1.403(3) . ?
C38 H38A 0.9500 . ?
C23 C28 1.388(4) . ?
C23 C24 1.396(4) . ?
C2 C7 1.382(4) . ?
C2 C3 1.391(3) . ?
C29 C31 1.533(4) . ?
C29 C30 1.546(3) . ?
C29 C32 1.535(4) . ?
C41 C40 1.394(4) . ?
C41 H41A 0.9500 . ?
C17 C18 1.390(4) . ?
C17 H17A 0.9500 . ?
C33 C35 1.533(3) . ?
C33 C36 1.528(3) . ?
C33 C34 1.537(4) . ?
C20 C19 1.391(3) . ?
C20 H20A 0.9500 . ?
C24 C25 1.383(4) . ?
C24 H24A 0.9500 . ?
C4 C3 1.380(4) . ?
C4 C5 1.377(4) . ?
C4 H4A 0.9500 . ?
C18 C19 1.382(4) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C3 H3A 0.9500 . ?
C39 C40 1.373(4) . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C5 C6 1.372(4) . ?
C5 H5A 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C12 C13 1.529(4) . ?
C12 C15 1.530(4) . ?
C12 C14 1.541(4) . ?
C7 C6 1.382(4) . ?
C7 H7A 0.9500 . ?
C8 C11 1.525(4) . ?
C8 C9 1.535(4) . ?
C8 C10 1.532(4) . ?
C25 C26 1.375(4) . ?
C25 H25A 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C28 C27 1.375(4) . ?
C28 H28A 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C6 H6A 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C26 C27 1.380(4) . ?
C26 H26A 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C27 H27A 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 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
O6 P2 C22 96.32(10) . . ?
O6 P2 C29 108.22(11) . . ?
C22 P2 C29 112.32(12) . . ?
O6 P2 C33 109.44(11) . . ?
C22 P2 C33 108.20(11) . . ?
C29 P2 C33 119.78(12) . . ?
O1 P1 C1 96.45(11) . . ?
O1 P1 C12 109.36(12) . . ?
C1 P1 C12 107.03(11) . . ?
O1 P1 C8 107.88(11) . . ?
C1 P1 C8 113.47(13) . . ?
C12 P1 C8 120.05(13) . . ?
C21 O4 B1 105.51(19) . . ?
C37 O7 B2 106.15(18) . . ?
B2 O6 P2 114.55(15) . . ?
C22 O5 B2 116.08(19) . . ?
C1 O2 B1 115.6(2) . . ?
C42 O8 B2 106.24(19) . . ?
C16 O3 B1 105.46(19) . . ?
B1 O1 P1 114.47(15) . . ?
C22 N2 C23 125.2(2) . . ?
C1 N1 C2 124.4(2) . . ?
O7 C37 C38 127.9(2) . . ?
O7 C37 C42 110.2(2) . . ?
C38 C37 C42 121.9(2) . . ?
O8 C42 C41 127.8(2) . . ?
O8 C42 C37 110.39(19) . . ?
C41 C42 C37 121.7(2) . . ?
O4 C21 C20 128.0(2) . . ?
O4 C21 C16 110.0(2) . . ?
C20 C21 C16 122.0(2) . . ?
C17 C16 O3 127.9(2) . . ?
C17 C16 C21 121.4(2) . . ?
O3 C16 C21 110.6(2) . . ?
C37 C38 C39 116.6(2) . . ?
C37 C38 H38A 121.7 . . ?
C39 C38 H38A 121.7 . . ?
N1 C1 O2 130.9(2) . . ?
N1 C1 P1 121.32(19) . . ?
O2 C1 P1 107.56(18) . . ?
C28 C23 C24 118.6(2) . . ?
C28 C23 N2 114.9(2) . . ?
C24 C23 N2 126.5(2) . . ?
N2 C22 O5 130.8(2) . . ?
N2 C22 P2 121.79(19) . . ?
O5 C22 P2 107.31(17) . . ?
C7 C2 C3 118.6(2) . . ?
C7 C2 N1 114.9(2) . . ?
C3 C2 N1 126.5(2) . . ?
C31 C29 C30 109.9(2) . . ?
C31 C29 C32 111.3(2) . . ?
C30 C29 C32 109.5(2) . . ?
C31 C29 P2 111.75(17) . . ?
C30 C29 P2 105.22(18) . . ?
C32 C29 P2 109.05(18) . . ?
C42 C41 C40 116.7(2) . . ?
C42 C41 H41A 121.6 . . ?
C40 C41 H41A 121.6 . . ?
C16 C17 C18 117.2(2) . . ?
C16 C17 H17A 121.4 . . ?
C18 C17 H17A 121.4 . . ?
C35 C33 C36 109.3(2) . . ?
C35 C33 C34 110.1(2) . . ?
C36 C33 C34 109.8(2) . . ?
C35 C33 P2 110.57(16) . . ?
C36 C33 P2 104.99(17) . . ?
C34 C33 P2 111.94(17) . . ?
C21 C20 C19 116.7(2) . . ?
C21 C20 H20A 121.7 . . ?
C19 C20 H20A 121.7 . . ?
C25 C24 C23 120.2(2) . . ?
C25 C24 H24A 119.9 . . ?
C23 C24 H24A 119.9 . . ?
C3 C4 C5 121.1(3) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18A 119.3 . . ?
C17 C18 H18A 119.3 . . ?
C18 C19 C20 121.4(2) . . ?
C18 C19 H19A 119.3 . . ?
C20 C19 H19A 119.3 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C40 C39 C38 121.6(3) . . ?
C40 C39 H39A 119.2 . . ?
C38 C39 H39A 119.2 . . ?
C39 C40 C41 121.5(2) . . ?
C39 C40 H40A 119.3 . . ?
C41 C40 H40A 119.3 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C13 C12 C15 110.8(2) . . ?
C13 C12 C14 109.5(2) . . ?
C15 C12 C14 109.7(2) . . ?
C13 C12 P1 109.36(17) . . ?
C15 C12 P1 112.15(19) . . ?
C14 C12 P1 105.14(18) . . ?
C6 C7 C2 121.1(3) . . ?
C6 C7 H7A 119.4 . . ?
C2 C7 H7A 119.4 . . ?
C11 C8 C9 109.2(2) . . ?
C11 C8 C10 111.4(3) . . ?
C9 C8 C10 109.3(2) . . ?
C11 C8 P1 112.17(19) . . ?
C9 C8 P1 105.27(19) . . ?
C10 C8 P1 109.3(2) . . ?
C24 C25 C26 120.6(3) . . ?
C24 C25 H25A 119.7 . . ?
C26 C25 H25A 119.7 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C28 C23 120.6(3) . . ?
C27 C28 H28A 119.7 . . ?
C23 C28 H28A 119.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 H6A 119.9 . . ?
C5 C6 H6A 119.9 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C25 C26 C27 119.4(3) . . ?
C25 C26 H26A 120.3 . . ?
C27 C26 H26A 120.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C28 C27 C26 120.6(3) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 B1 O4 107.9(2) . . ?
O3 B1 O2 109.9(2) . . ?
O4 B1 O2 110.7(2) . . ?
O3 B1 O1 111.6(2) . . ?
O4 B1 O1 111.7(2) . . ?
O2 B1 O1 105.1(2) . . ?
O8 B2 O7 107.0(2) . . ?
O8 B2 O5 110.2(2) . . ?
O7 B2 O5 111.6(2) . . ?
O8 B2 O6 111.8(2) . . ?
O7 B2 O6 110.8(2) . . ?
O5 B2 O6 105.6(2) . . ?

_refine_diff_density_max         0.305
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_final_a_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1967896'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 B N2 O3 P'
_chemical_formula_sum            'C27 H32 B N2 O3 P'
_chemical_formula_weight         474.32
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.168(5)
_cell_length_b                   14.565(7)
_cell_length_c                   16.547(7)
_cell_angle_alpha                104.696(13)
_cell_angle_beta                 90.64(2)
_cell_angle_gamma                103.469(12)
_cell_volume                     2525(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4112
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0609 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.9446.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       shard
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0808
_diffrn_reflns_av_unetI/netI     0.1076
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            40668
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.690
_diffrn_reflns_theta_min         1.880
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6106
_reflns_number_total             10653
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         1.019
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         10653
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.0634
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+1.0551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1519
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C5, C6, C7, C8
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
3. Uiso/Uaniso restraints and constraints
C5 \\sim C6 \\sim C7 \\sim C8: within 2A with sigma of 0.003 and sigma for
terminal atoms of 0.006
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim
Ueq: with sigma of 0.003 and sigma for terminal atoms of 0.006
4.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C27(H27), C17(H17), C14(H14), C48(H48), C54(H54), C47(H47),
 C23(H23), C44(H44), C21(H21), C46(H46), C40(H40), C50(H50), C25(H25), C13(H13),
  C26(H26), C24(H24), C53(H53), C37(H37), C12(H12), C20(H20), C45(H45),
 C51(H51), C52(H52), C19(H19), C38(H38), C39(H39), C18(H18)
4.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C29(H29A,H29B,H29C), C2(H2A,H2B,H2C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
P2 P -0.06541(7) 0.12937(6) 0.31160(5) 0.02081(19) Uani 1 1 d . . . . .
P1 P 0.34000(7) 0.85208(6) 0.15405(5) 0.0234(2) Uani 1 1 d . . . . .
O6 O 0.20471(17) 0.14154(14) 0.43844(12) 0.0238(5) Uani 1 1 d . . . . .
O2 O 0.61402(17) 0.83369(14) 0.04161(12) 0.0240(5) Uani 1 1 d . . . . .
O4 O 0.07076(16) 0.11791(14) 0.31364(12) 0.0233(5) Uani 1 1 d . . . . .
O5 O 0.25143(17) 0.25568(14) 0.35795(12) 0.0257(5) Uani 1 1 d . . . . .
O3 O 0.55706(17) 0.70944(14) 0.11098(12) 0.0262(5) Uani 1 1 d . . . . .
O1 O 0.48182(17) 0.85739(14) 0.15626(12) 0.0242(5) Uani 1 1 d . . . . .
N4 N 0.0519(2) 0.24801(17) 0.43337(14) 0.0212(6) Uani 1 1 d . . . . .
N3 N -0.0616(2) 0.22682(18) 0.38832(14) 0.0230(6) Uani 1 1 d . . . . .
N2 N 0.3820(2) 0.73862(18) 0.02823(15) 0.0244(6) Uani 1 1 d . . . . .
N1 N 0.2840(2) 0.7701(2) 0.06671(17) 0.0358(7) Uani 1 1 d . . . . .
C42 C 0.0772(3) 0.3156(2) 0.50519(17) 0.0213(7) Uani 1 1 d . . . . .
C22 C 0.2430(3) 0.6161(2) -0.08788(18) 0.0222(7) Uani 1 1 d . . . . .
C9 C 0.6776(3) 0.7183(2) 0.08942(17) 0.0212(7) Uani 1 1 d . . . . .
C43 C 0.2008(3) 0.3383(2) 0.55203(17) 0.0224(7) Uani 1 1 d . . . . .
C10 C 0.7109(3) 0.7909(2) 0.04813(18) 0.0217(7) Uani 1 1 d . . . . .
C16 C 0.4767(3) 0.6467(2) -0.08435(18) 0.0235(7) Uani 1 1 d . . . . .
C49 C -0.0109(3) 0.3725(2) 0.54425(17) 0.0244(7) Uani 1 1 d . . . . .
C15 C 0.3646(3) 0.6714(2) -0.04360(18) 0.0217(7) Uani 1 1 d . . . . .
C41 C 0.3311(3) 0.1736(2) 0.43665(18) 0.0263(7) Uani 1 1 d . . . . .
C11 C 0.8266(3) 0.8132(2) 0.01949(18) 0.0262(7) Uani 1 1 d . . . . .
H11 H 0.849335 0.863191 -0.008786 0.031 Uiso 1 1 calc R . . . .
C1 C 0.3200(3) 0.9714(2) 0.14814(18) 0.0266(7) Uani 1 1 d . . . . .
C27 C 0.1293(3) 0.6105(2) -0.0519(2) 0.0318(8) Uani 1 1 d . . . . .
H27 H 0.126581 0.646612 0.004308 0.038 Uiso 1 1 calc R . . . .
C36 C 0.3583(3) 0.2402(2) 0.38894(18) 0.0255(7) Uani 1 1 d . . . . .
C32 C -0.1609(3) 0.0167(2) 0.33125(19) 0.0248(7) Uani 1 1 d . . . . .
C17 C 0.5440(3) 0.7042(2) -0.13214(19) 0.0314(8) Uani 1 1 d . . . . .
H17 H 0.521780 0.761934 -0.136694 0.038 Uiso 1 1 calc R . . . .
C14 C 0.7581(3) 0.6653(2) 0.10516(19) 0.0290(7) Uani 1 1 d . . . . .
H14 H 0.734991 0.616259 0.134322 0.035 Uiso 1 1 calc R . . . .
C28 C -0.1061(3) 0.1546(2) 0.21317(18) 0.0273(7) Uani 1 1 d . . . . .
C48 C 0.2109(3) 0.2982(2) 0.61913(19) 0.0289(7) Uani 1 1 d . . . . .
H48 H 0.141607 0.253407 0.631559 0.035 Uiso 1 1 calc R . . . .
C54 C -0.1374(3) 0.3326(2) 0.54421(18) 0.0302(8) Uani 1 1 d . . . . .
H54 H -0.171213 0.265209 0.518038 0.036 Uiso 1 1 calc R . . . .
C47 C 0.3217(3) 0.3232(3) 0.6680(2) 0.0351(8) Uani 1 1 d . . . . .
H47 H 0.328246 0.294636 0.713046 0.042 Uiso 1 1 calc R . . . .
C23 C 0.2419(3) 0.5608(2) -0.17102(19) 0.0298(7) Uani 1 1 d . . . . .
H23 H 0.317474 0.562662 -0.197146 0.036 Uiso 1 1 calc R . . . .
C44 C 0.3035(3) 0.4046(2) 0.5359(2) 0.0325(8) Uani 1 1 d . . . . .
H44 H 0.298389 0.432664 0.490450 0.039 Uiso 1 1 calc R . . . .
C21 C 0.5087(3) 0.5612(2) -0.08111(19) 0.0294(8) Uani 1 1 d . . . . .
H21 H 0.461089 0.519620 -0.051198 0.035 Uiso 1 1 calc R . . . .
C46 C 0.4222(3) 0.3895(3) 0.6511(2) 0.0364(8) Uani 1 1 d . . . . .
H46 H 0.497483 0.407056 0.684888 0.044 Uiso 1 1 calc R . . . .
C40 C 0.4222(3) 0.1459(3) 0.47445(19) 0.0338(8) Uani 1 1 d . . . . .
H40 H 0.403269 0.100442 0.507470 0.041 Uiso 1 1 calc R . . . .
C50 C 0.0349(3) 0.4721(2) 0.58325(18) 0.0322(8) Uani 1 1 d . . . . .
H50 H 0.120823 0.500704 0.584970 0.039 Uiso 1 1 calc R . . . .
C25 C 0.0222(3) 0.4997(2) -0.1792(2) 0.0374(8) Uani 1 1 d . . . . .
H25 H -0.052508 0.460724 -0.210038 0.045 Uiso 1 1 calc R . . . .
C13 C 0.8757(3) 0.6873(3) 0.0762(2) 0.0337(8) Uani 1 1 d . . . . .
H13 H 0.933921 0.652160 0.085633 0.040 Uiso 1 1 calc R . . . .
C26 C 0.0205(3) 0.5529(2) -0.0975(2) 0.0350(8) Uani 1 1 d . . . . .
H26 H -0.055699 0.550093 -0.072188 0.042 Uiso 1 1 calc R . . . .
C24 C 0.1326(3) 0.5035(3) -0.2157(2) 0.0375(8) Uani 1 1 d . . . . .
H24 H 0.134021 0.466643 -0.271785 0.045 Uiso 1 1 calc R . . . .
C53 C -0.2149(3) 0.3913(3) 0.5825(2) 0.0410(9) Uani 1 1 d . . . . .
H53 H -0.300641 0.363222 0.582499 0.049 Uiso 1 1 calc R . . . .
C37 C 0.4789(3) 0.2816(3) 0.37575(19) 0.0352(8) Uani 1 1 d . . . . .
H37 H 0.497626 0.326920 0.342586 0.042 Uiso 1 1 calc R . . . .
C12 C 0.9090(3) 0.7590(2) 0.0339(2) 0.0324(8) Uani 1 1 d . . . . .
H12 H 0.989279 0.771714 0.014365 0.039 Uiso 1 1 calc R . . . .
C33 C -0.1301(3) -0.0747(2) 0.2739(2) 0.0375(8) Uani 1 1 d . . . . .
H33A H -0.177372 -0.133344 0.288294 0.056 Uiso 1 1 calc GR . . . .
H33B H -0.041594 -0.070281 0.281666 0.056 Uiso 1 1 calc GR . . . .
H33C H -0.151663 -0.078694 0.215364 0.056 Uiso 1 1 calc GR . . . .
C20 C 0.6088(3) 0.5357(3) -0.1208(2) 0.0389(9) Uani 1 1 d . . . . .
H20 H 0.631125 0.477910 -0.116585 0.047 Uiso 1 1 calc R . . . .
C45 C 0.4136(3) 0.4301(3) 0.5858(2) 0.0382(9) Uani 1 1 d . . . . .
H45 H 0.482855 0.475815 0.574443 0.046 Uiso 1 1 calc R . . . .
C51 C -0.0438(4) 0.5302(3) 0.6197(2) 0.0408(9) Uani 1 1 d . . . . .
H51 H -0.011456 0.598198 0.644440 0.049 Uiso 1 1 calc R . . . .
C52 C -0.1677(3) 0.4894(3) 0.62004(19) 0.0408(9) Uani 1 1 d . . . . .
H52 H -0.220653 0.528727 0.646092 0.049 Uiso 1 1 calc R . . . .
C19 C 0.6766(3) 0.5940(3) -0.1665(2) 0.0399(9) Uani 1 1 d . . . . .
H19 H 0.745867 0.576693 -0.193469 0.048 Uiso 1 1 calc R . . . .
C34 C -0.2998(3) 0.0105(3) 0.3205(2) 0.0419(9) Uani 1 1 d . . . . .
H34A H -0.346753 -0.045226 0.339153 0.063 Uiso 1 1 calc GR . . . .
H34B H -0.323792 0.001654 0.261357 0.063 Uiso 1 1 calc GR . . . .
H34C H -0.317480 0.070995 0.354169 0.063 Uiso 1 1 calc GR . . . .
C35 C -0.1245(3) 0.0222(3) 0.4229(2) 0.0389(9) Uani 1 1 d . . . . .
H35A H -0.168318 -0.037941 0.436498 0.058 Uiso 1 1 calc GR . . . .
H35B H -0.146944 0.078551 0.460356 0.058 Uiso 1 1 calc GR . . . .
H35C H -0.035293 0.029583 0.430115 0.058 Uiso 1 1 calc GR . . . .
C30 C -0.1363(3) 0.0625(3) 0.1379(2) 0.0415(9) Uani 1 1 d . . . . .
H30A H -0.144372 0.082030 0.086001 0.062 Uiso 1 1 calc GR . . . .
H30B H -0.214004 0.018540 0.145196 0.062 Uiso 1 1 calc GR . . . .
H30C H -0.069598 0.028588 0.134776 0.062 Uiso 1 1 calc GR . . . .
C38 C 0.5715(3) 0.2533(3) 0.4137(2) 0.0455(10) Uani 1 1 d . . . . .
H38 H 0.655415 0.279800 0.406177 0.055 Uiso 1 1 calc R . . . .
C31 C -0.2158(3) 0.2028(3) 0.2243(2) 0.0422(9) Uani 1 1 d . . . . .
H31A H -0.231768 0.222665 0.173670 0.063 Uiso 1 1 calc GR . . . .
H31B H -0.196250 0.260556 0.272482 0.063 Uiso 1 1 calc GR . . . .
H31C H -0.289352 0.156040 0.233854 0.063 Uiso 1 1 calc GR . . . .
C39 C 0.5438(3) 0.1880(3) 0.4618(2) 0.0475(10) Uani 1 1 d . . . . .
H39 H 0.609334 0.170934 0.487135 0.057 Uiso 1 1 calc R . . . .
C29 C 0.0084(3) 0.2274(2) 0.1954(2) 0.0402(9) Uani 1 1 d . . . . .
H29A H -0.013227 0.253337 0.149546 0.060 Uiso 1 1 calc GR . . . .
H29B H 0.074442 0.193757 0.179524 0.060 Uiso 1 1 calc GR . . . .
H29C H 0.036758 0.281408 0.245843 0.060 Uiso 1 1 calc GR . . . .
C18 C 0.6434(3) 0.6773(3) -0.1730(2) 0.0386(9) Uani 1 1 d . . . . .
H18 H 0.688758 0.716569 -0.205628 0.046 Uiso 1 1 calc R . . . .
B2 B 0.1507(3) 0.1890(3) 0.3855(2) 0.0221(8) Uani 1 1 d . . . . .
B1 B 0.5157(3) 0.7857(3) 0.0844(2) 0.0234(8) Uani 1 1 d . . . . .
C2 C 0.1847(3) 0.9686(3) 0.1300(3) 0.0522(11) Uani 1 1 d . . . . .
H2A H 0.178555 1.031058 0.120289 0.078 Uiso 1 1 calc GR . . . .
H2B H 0.138218 0.957600 0.177948 0.078 Uiso 1 1 calc GR . . . .
H2C H 0.150446 0.915370 0.080023 0.078 Uiso 1 1 calc GR . . . .
C3 C 0.3905(4) 0.9929(3) 0.0737(3) 0.0658(13) Uani 1 1 d . . . . .
H3A H 0.380487 1.055020 0.065404 0.099 Uiso 1 1 calc GR . . . .
H3B H 0.357849 0.940069 0.023134 0.099 Uiso 1 1 calc GR . . . .
H3C H 0.478302 0.997274 0.084814 0.099 Uiso 1 1 calc GR . . . .
C4 C 0.3746(4) 1.0521(3) 0.2271(3) 0.0737(14) Uani 1 1 d . . . . .
H4A H 0.370144 1.115616 0.218986 0.111 Uiso 1 1 calc GR . . . .
H4B H 0.461084 1.052341 0.238295 0.111 Uiso 1 1 calc GR . . . .
H4C H 0.327796 1.040199 0.274680 0.111 Uiso 1 1 calc GR . . . .
C5 C 0.2793(3) 0.8098(3) 0.2448(2) 0.0374(7) Uani 1 1 d . U . . .
C6 C 0.1428(3) 0.7996(3) 0.2486(3) 0.0612(10) Uani 1 1 d . U . . .
H6A H 0.113363 0.768686 0.293164 0.092 Uiso 1 1 calc GR . . . .
H6B H 0.100297 0.758960 0.194756 0.092 Uiso 1 1 calc GR . . . .
H6C H 0.125553 0.864466 0.260216 0.092 Uiso 1 1 calc GR . . . .
C7 C 0.3004(4) 0.7057(3) 0.2276(3) 0.0783(12) Uani 1 1 d . U . . .
H7A H 0.283646 0.681136 0.277249 0.117 Uiso 1 1 calc GR . . . .
H7B H 0.386187 0.707603 0.214532 0.117 Uiso 1 1 calc GR . . . .
H7C H 0.244746 0.662225 0.179936 0.117 Uiso 1 1 calc GR . . . .
C8 C 0.3497(4) 0.8717(4) 0.3250(3) 0.0888(14) Uani 1 1 d . U . . .
H8A H 0.331764 0.837317 0.368949 0.133 Uiso 1 1 calc GR . . . .
H8B H 0.325047 0.933822 0.341460 0.133 Uiso 1 1 calc GR . . . .
H8C H 0.438326 0.884656 0.317318 0.133 Uiso 1 1 calc GR . . . .


_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
P2 O4 1.569(2) . ?
P2 N3 1.638(3) . ?
P2 C32 1.843(3) . ?
P2 C28 1.833(3) . ?
P1 O1 1.567(2) . ?
P1 N1 1.631(3) . ?
P1 C1 1.830(3) . ?
P1 C5 1.842(3) . ?
O6 C41 1.383(3) . ?
O6 B2 1.449(4) . ?
O2 C10 1.385(3) . ?
O2 B1 1.451(4) . ?
O4 B2 1.485(4) . ?
O5 C36 1.382(4) . ?
O5 B2 1.464(4) . ?
O3 C9 1.382(3) . ?
O3 B1 1.458(4) . ?
O1 B1 1.487(4) . ?
N4 N3 1.392(3) . ?
N4 C42 1.316(4) . ?
N4 B2 1.643(4) . ?
N2 N1 1.384(3) . ?
N2 C15 1.313(4) . ?
N2 B1 1.652(4) . ?
C42 C43 1.500(4) . ?
C42 C49 1.482(4) . ?
C22 C15 1.483(4) . ?
C22 C27 1.402(4) . ?
C22 C23 1.405(4) . ?
C9 C10 1.383(4) . ?
C9 C14 1.375(4) . ?
C43 C48 1.394(4) . ?
C43 C44 1.393(4) . ?
C10 C11 1.376(4) . ?
C16 C15 1.503(4) . ?
C16 C17 1.396(4) . ?
C16 C21 1.386(4) . ?
C49 C54 1.397(4) . ?
C49 C50 1.398(4) . ?
C41 C36 1.383(4) . ?
C41 C40 1.377(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.399(4) . ?
C1 C2 1.527(4) . ?
C1 C3 1.529(4) . ?
C1 C4 1.526(5) . ?
C27 H27 0.9500 . ?
C27 C26 1.390(4) . ?
C36 C37 1.386(4) . ?
C32 C33 1.540(4) . ?
C32 C34 1.538(4) . ?
C32 C35 1.543(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.397(4) . ?
C28 C30 1.548(4) . ?
C28 C31 1.540(4) . ?
C28 C29 1.544(4) . ?
C48 H48 0.9500 . ?
C48 C47 1.391(4) . ?
C54 H54 0.9500 . ?
C54 C53 1.400(4) . ?
C47 H47 0.9500 . ?
C47 C46 1.383(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(4) . ?
C44 H44 0.9500 . ?
C44 C45 1.392(4) . ?
C21 H21 0.9500 . ?
C21 C20 1.380(4) . ?
C46 H46 0.9500 . ?
C46 C45 1.370(5) . ?
C40 H40 0.9500 . ?
C40 C39 1.396(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.397(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.379(5) . ?
C25 C24 1.374(5) . ?
C13 H13 0.9500 . ?
C13 C12 1.384(5) . ?
C26 H26 0.9500 . ?
C24 H24 0.9500 . ?
C53 H53 0.9500 . ?
C53 C52 1.377(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.396(5) . ?
C12 H12 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C19 1.381(5) . ?
C45 H45 0.9500 . ?
C51 H51 0.9500 . ?
C51 C52 1.373(5) . ?
C52 H52 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.376(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C38 H38 0.9500 . ?
C38 C39 1.373(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C39 H39 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C18 H18 0.9500 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.500(5) . ?
C5 C7 1.544(5) . ?
C5 C8 1.494(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 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
O4 P2 N3 103.74(12) . . ?
O4 P2 C32 105.54(12) . . ?
O4 P2 C28 110.34(12) . . ?
N3 P2 C32 112.71(13) . . ?
N3 P2 C28 108.32(14) . . ?
C28 P2 C32 115.51(14) . . ?
O1 P1 N1 104.00(12) . . ?
O1 P1 C1 107.71(12) . . ?
O1 P1 C5 107.69(14) . . ?
N1 P1 C1 109.56(15) . . ?
N1 P1 C5 110.67(16) . . ?
C1 P1 C5 116.42(15) . . ?
C41 O6 B2 105.7(2) . . ?
C10 O2 B1 105.5(2) . . ?
B2 O4 P2 113.08(17) . . ?
C36 O5 B2 105.1(2) . . ?
C9 O3 B1 105.5(2) . . ?
B1 O1 P1 112.90(18) . . ?
N3 N4 B2 114.4(2) . . ?
C42 N4 N3 120.8(2) . . ?
C42 N4 B2 124.6(2) . . ?
N4 N3 P2 106.04(17) . . ?
N1 N2 B1 114.0(2) . . ?
C15 N2 N1 121.1(2) . . ?
C15 N2 B1 124.7(2) . . ?
N2 N1 P1 107.34(19) . . ?
N4 C42 C43 119.9(2) . . ?
N4 C42 C49 123.6(3) . . ?
C49 C42 C43 116.5(2) . . ?
C27 C22 C15 125.1(3) . . ?
C27 C22 C23 117.3(3) . . ?
C23 C22 C15 117.6(3) . . ?
O3 C9 C10 110.5(2) . . ?
C14 C9 O3 127.4(3) . . ?
C14 C9 C10 122.1(3) . . ?
C48 C43 C42 118.8(3) . . ?
C44 C43 C42 122.5(3) . . ?
C44 C43 C48 118.5(3) . . ?
C9 C10 O2 110.5(2) . . ?
C11 C10 O2 127.8(3) . . ?
C11 C10 C9 121.7(3) . . ?
C17 C16 C15 121.0(3) . . ?
C21 C16 C15 120.2(3) . . ?
C21 C16 C17 118.6(3) . . ?
C54 C49 C42 123.9(3) . . ?
C54 C49 C50 117.9(3) . . ?
C50 C49 C42 118.2(3) . . ?
N2 C15 C22 125.6(3) . . ?
N2 C15 C16 117.7(3) . . ?
C22 C15 C16 116.7(2) . . ?
C36 C41 O6 110.4(3) . . ?
C40 C41 O6 127.7(3) . . ?
C40 C41 C36 121.9(3) . . ?
C10 C11 H11 121.5 . . ?
C10 C11 C12 117.0(3) . . ?
C12 C11 H11 121.5 . . ?
C2 C1 P1 111.7(2) . . ?
C2 C1 C3 108.0(3) . . ?
C3 C1 P1 105.2(2) . . ?
C4 C1 P1 112.1(2) . . ?
C4 C1 C2 110.5(3) . . ?
C4 C1 C3 109.0(3) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 C22 120.8(3) . . ?
C26 C27 H27 119.6 . . ?
O5 C36 C41 110.8(2) . . ?
O5 C36 C37 127.6(3) . . ?
C41 C36 C37 121.7(3) . . ?
C33 C32 P2 110.9(2) . . ?
C33 C32 C35 108.5(3) . . ?
C34 C32 P2 112.1(2) . . ?
C34 C32 C33 110.1(3) . . ?
C34 C32 C35 109.8(3) . . ?
C35 C32 P2 105.2(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C9 C14 H14 121.6 . . ?
C9 C14 C13 116.7(3) . . ?
C13 C14 H14 121.6 . . ?
C30 C28 P2 113.4(2) . . ?
C31 C28 P2 109.6(2) . . ?
C31 C28 C30 110.1(3) . . ?
C31 C28 C29 109.3(3) . . ?
C29 C28 P2 106.0(2) . . ?
C29 C28 C30 108.4(2) . . ?
C43 C48 H48 119.7 . . ?
C47 C48 C43 120.5(3) . . ?
C47 C48 H48 119.7 . . ?
C49 C54 H54 119.8 . . ?
C49 C54 C53 120.5(3) . . ?
C53 C54 H54 119.8 . . ?
C48 C47 H47 120.0 . . ?
C46 C47 C48 120.0(3) . . ?
C46 C47 H47 120.0 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C43 C44 H44 119.7 . . ?
C45 C44 C43 120.7(3) . . ?
C45 C44 H44 119.7 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.9(3) . . ?
C20 C21 H21 119.6 . . ?
C47 C46 H46 119.9 . . ?
C45 C46 C47 120.3(3) . . ?
C45 C46 H46 119.9 . . ?
C41 C40 H40 121.7 . . ?
C41 C40 C39 116.6(3) . . ?
C39 C40 H40 121.7 . . ?
C49 C50 H50 119.5 . . ?
C51 C50 C49 121.0(3) . . ?
C51 C50 H50 119.5 . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.6(3) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.4(3) . . ?
C12 C13 H13 119.3 . . ?
C27 C26 H26 119.7 . . ?
C25 C26 C27 120.6(3) . . ?
C25 C26 H26 119.7 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C54 C53 H53 119.7 . . ?
C52 C53 C54 120.5(3) . . ?
C52 C53 H53 119.7 . . ?
C36 C37 H37 121.7 . . ?
C36 C37 C38 116.5(3) . . ?
C38 C37 H37 121.7 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C21 C20 H20 119.9 . . ?
C21 C20 C19 120.1(3) . . ?
C19 C20 H20 119.9 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 120.1(3) . . ?
C46 C45 H45 120.0 . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.2(3) . . ?
C52 C51 H51 119.9 . . ?
C53 C52 H52 120.1 . . ?
C51 C52 C53 119.8(3) . . ?
C51 C52 H52 120.1 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C37 C38 H38 119.3 . . ?
C39 C38 C37 121.5(3) . . ?
C39 C38 H38 119.3 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C40 C39 H39 119.1 . . ?
C38 C39 C40 121.8(3) . . ?
C38 C39 H39 119.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
O6 B2 O4 112.5(3) . . ?
O6 B2 O5 107.9(2) . . ?
O6 B2 N4 112.5(2) . . ?
O4 B2 N4 101.2(2) . . ?
O5 B2 O4 111.9(2) . . ?
O5 B2 N4 110.8(2) . . ?
O2 B1 O3 107.9(2) . . ?
O2 B1 O1 111.0(2) . . ?
O2 B1 N2 114.7(3) . . ?
O3 B1 O1 111.8(3) . . ?
O3 B1 N2 109.9(2) . . ?
O1 B1 N2 101.4(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 P1 112.7(3) . . ?
C6 C5 C7 106.9(3) . . ?
C7 C5 P1 103.6(2) . . ?
C8 C5 P1 111.8(3) . . ?
C8 C5 C6 112.1(3) . . ?
C8 C5 C7 109.2(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_final_a_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1963235'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H22 B O3 P S2, C H2 Cl2'
_chemical_formula_sum            'C16 H24 B Cl2 O3 P S2'
_chemical_formula_weight         441.15
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   12.9760(13)
_cell_length_b                   14.0764(12)
_cell_length_c                   12.6962(12)
_cell_angle_alpha                90
_cell_angle_beta                 111.493(5)
_cell_angle_gamma                90
_cell_volume                     2157.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5352
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      23.21
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1116 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.9103.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       shard
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            37162
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.731
_diffrn_reflns_theta_min         2.404
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2829
_reflns_number_total             4582
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.684
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4582
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+1.6837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1171
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1A-C1A \\sim Cl2A-C1A
 with sigma of 0.005
3. Rigid bond restraints
 Cl1A, Cl2A, C1A
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003
4. Uiso/Uaniso restraints and constraints
Cl1A \\sim Cl2A \\sim C1A: within 2A with sigma of 0.003 and sigma for terminal
atoms of 0.006
5.a Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C13(H13), C12(H12)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C7(H7A,H7B,H7C), C4(H4A,H4B,H4C), C3(H3A,H3B,H3C), C8(H8A,
 H8B,H8C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
P01 P 0.20874(6) 0.65426(5) 0.42215(6) 0.03024(19) Uani 1 1 d . . . . .
S01 S 0.19606(8) 0.45164(6) 0.37951(7) 0.0476(2) Uani 1 1 d . . . . .
S02 S 0.14467(8) 0.52429(7) 0.57750(7) 0.0551(3) Uani 1 1 d . . . . .
O01 O 0.23448(16) 0.63182(13) 0.31440(15) 0.0355(5) Uani 1 1 d . . . . .
O03 O 0.15384(16) 0.52099(15) 0.15786(16) 0.0401(5) Uani 1 1 d . . . . .
O02 O 0.34303(16) 0.51146(15) 0.26704(16) 0.0407(5) Uani 1 1 d . . . . .
C10 C 0.3237(2) 0.4866(2) 0.1567(2) 0.0358(7) Uani 1 1 d . . . . .
C15 C 0.2115(2) 0.4911(2) 0.0926(2) 0.0347(7) Uani 1 1 d . . . . .
C2 C 0.3367(2) 0.7006(2) 0.5289(2) 0.0398(7) Uani 1 1 d . . . . .
C6 C 0.0834(2) 0.7279(2) 0.3735(2) 0.0396(7) Uani 1 1 d . . . . .
C01 C 0.1795(2) 0.5372(2) 0.4665(2) 0.0355(7) Uani 1 1 d . . . . .
C11 C 0.3999(3) 0.4606(2) 0.1101(3) 0.0467(8) Uani 1 1 d . . . . .
H11 H 0.4769 0.4575 0.1542 0.056 Uiso 1 1 calc R . . . .
C14 C 0.1698(3) 0.4686(2) -0.0211(2) 0.0432(8) Uani 1 1 d . . . . .
H14 H 0.0927 0.4708 -0.0647 0.052 Uiso 1 1 calc R . . . .
C13 C 0.2471(3) 0.4425(2) -0.0684(3) 0.0507(9) Uani 1 1 d . . . . .
H13 H 0.2220 0.4267 -0.1465 0.061 Uiso 1 1 calc R . . . .
C12 C 0.3587(3) 0.4391(2) -0.0051(3) 0.0523(9) Uani 1 1 d . . . . .
H12 H 0.4088 0.4217 -0.0407 0.063 Uiso 1 1 calc R . . . .
C9 C -0.0067(3) 0.6662(3) 0.2872(3) 0.0575(10) Uani 1 1 d . . . . .
H9A H 0.0193 0.6450 0.2277 0.086 Uiso 1 1 calc GR . . . .
H9B H -0.0745 0.7037 0.2534 0.086 Uiso 1 1 calc GR . . . .
H9C H -0.0221 0.6107 0.3258 0.086 Uiso 1 1 calc GR . . . .
B01 B 0.2359(3) 0.5347(2) 0.2700(3) 0.0359(8) Uani 1 1 d . . . . .
C7 C 0.1048(3) 0.8151(2) 0.3105(3) 0.0575(10) Uani 1 1 d . . . . .
H7A H 0.1305 0.7937 0.2508 0.086 Uiso 1 1 calc GR . . . .
H7B H 0.1615 0.8555 0.3640 0.086 Uiso 1 1 calc GR . . . .
H7C H 0.0361 0.8514 0.2766 0.086 Uiso 1 1 calc GR . . . .
C4 C 0.4207(3) 0.6186(3) 0.5553(3) 0.0601(10) Uani 1 1 d . . . . .
H4A H 0.4285 0.5972 0.4851 0.090 Uiso 1 1 calc GR . . . .
H4B H 0.3945 0.5658 0.5891 0.090 Uiso 1 1 calc GR . . . .
H4C H 0.4926 0.6406 0.6084 0.090 Uiso 1 1 calc GR . . . .
C3 C 0.3794(3) 0.7835(3) 0.4780(3) 0.0617(10) Uani 1 1 d . . . . .
H3A H 0.3832 0.7640 0.4054 0.093 Uiso 1 1 calc GR . . . .
H3B H 0.4534 0.8019 0.5300 0.093 Uiso 1 1 calc GR . . . .
H3C H 0.3289 0.8377 0.4660 0.093 Uiso 1 1 calc GR . . . .
C8 C 0.0435(3) 0.7601(3) 0.4676(3) 0.0662(11) Uani 1 1 d . . . . .
H8A H 0.0998 0.8008 0.5211 0.099 Uiso 1 1 calc GR . . . .
H8B H 0.0309 0.7043 0.5075 0.099 Uiso 1 1 calc GR . . . .
H8C H -0.0258 0.7957 0.4343 0.099 Uiso 1 1 calc GR . . . .
C5 C 0.3205(3) 0.7336(3) 0.6367(3) 0.0752(13) Uani 1 1 d . . . . .
H5A H 0.2911 0.6811 0.6679 0.113 Uiso 1 1 calc GR . . . .
H5B H 0.2683 0.7869 0.6187 0.113 Uiso 1 1 calc GR . . . .
H5C H 0.3918 0.7540 0.6925 0.113 Uiso 1 1 calc GR . . . .
Cl1A Cl 0.70571(8) 0.73972(7) 0.74207(9) 0.0685(3) Uani 1 1 d D U . . .
Cl2A Cl 0.58441(9) 0.85586(10) 0.84448(13) 0.1077(5) Uani 1 1 d D U . . .
C1A C 0.7016(3) 0.7845(3) 0.8691(3) 0.0716(10) Uani 1 1 d D U . . .
H1AA H 0.7692 0.8224 0.9079 0.086 Uiso 1 1 calc R . . . .
H1AB H 0.7004 0.7310 0.9193 0.086 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
P01 O01 1.5548(19) . ?
P01 C2 1.836(3) . ?
P01 C6 1.834(3) . ?
P01 C01 1.826(3) . ?
S01 C01 1.700(3) . ?
S01 B01 2.024(4) . ?
S02 C01 1.640(3) . ?
O01 B01 1.481(4) . ?
O03 C15 1.370(3) . ?
O03 B01 1.444(4) . ?
O02 C10 1.375(3) . ?
O02 B01 1.442(4) . ?
C10 C15 1.384(4) . ?
C10 C11 1.376(4) . ?
C15 C14 1.380(4) . ?
C2 C4 1.537(5) . ?
C2 C3 1.533(4) . ?
C2 C5 1.531(4) . ?
C6 C9 1.543(4) . ?
C6 C7 1.546(4) . ?
C6 C8 1.535(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.394(5) . ?
C14 H14 0.9500 . ?
C14 C13 1.394(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.375(5) . ?
C12 H12 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
Cl1A C1A 1.750(3) . ?
Cl2A C1A 1.753(3) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?

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
O01 P01 C2 107.08(13) . . ?
O01 P01 C6 105.56(12) . . ?
O01 P01 C01 102.93(12) . . ?
C6 P01 C2 119.92(14) . . ?
C01 P01 C2 109.10(14) . . ?
C01 P01 C6 110.79(14) . . ?
C01 S01 B01 99.32(14) . . ?
B01 O01 P01 124.01(18) . . ?
C15 O03 B01 105.5(2) . . ?
C10 O02 B01 105.4(2) . . ?
O02 C10 C15 110.3(3) . . ?
O02 C10 C11 127.9(3) . . ?
C11 C10 C15 121.7(3) . . ?
O03 C15 C10 110.4(2) . . ?
O03 C15 C14 127.6(3) . . ?
C14 C15 C10 122.0(3) . . ?
C4 C2 P01 105.7(2) . . ?
C3 C2 P01 109.2(2) . . ?
C3 C2 C4 109.1(3) . . ?
C5 C2 P01 112.6(2) . . ?
C5 C2 C4 110.6(3) . . ?
C5 C2 C3 109.6(3) . . ?
C9 C6 P01 105.6(2) . . ?
C9 C6 C7 108.2(3) . . ?
C7 C6 P01 108.5(2) . . ?
C8 C6 P01 114.5(2) . . ?
C8 C6 C9 109.6(3) . . ?
C8 C6 C7 110.1(3) . . ?
S01 C01 P01 110.44(16) . . ?
S02 C01 P01 121.23(17) . . ?
S02 C01 S01 128.33(18) . . ?
C10 C11 H11 121.7 . . ?
C10 C11 C12 116.7(3) . . ?
C12 C11 H11 121.7 . . ?
C15 C14 H14 121.9 . . ?
C15 C14 C13 116.3(3) . . ?
C13 C14 H14 121.9 . . ?
C14 C13 H13 119.1 . . ?
C12 C13 C14 121.8(3) . . ?
C12 C13 H13 119.1 . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.5(3) . . ?
C13 C12 H12 119.2 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O01 B01 S01 103.26(19) . . ?
O03 B01 S01 108.5(2) . . ?
O03 B01 O01 113.0(3) . . ?
O02 B01 S01 112.2(2) . . ?
O02 B01 O01 111.5(2) . . ?
O02 B01 O03 108.3(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Cl1A C1A Cl2A 111.1(2) . . ?
Cl1A C1A H1AA 109.4 . . ?
Cl1A C1A H1AB 109.4 . . ?
Cl2A C1A H1AA 109.4 . . ?
Cl2A C1A H1AB 109.4 . . ?
H1AA C1A H1AB 108.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_final_a_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1967897'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2019-12-20 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         '2(C37 H36 B N2 O3 P), C H2 Cl2'
_chemical_formula_sum            'C75 H74 B2 Cl2 N4 O6 P2'
_chemical_formula_weight         1281.84

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   11.635(17)
_cell_length_b                   12.086(18)
_cell_length_c                   13.25(2)
_cell_angle_alpha                90.56(5)
_cell_angle_beta                 109.67(5)
_cell_angle_gamma                91.88(3)
_cell_volume                     1752(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4590
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      22.95

_exptl_crystal_description       shard
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_F_000             674
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.192
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7030
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37731
_diffrn_reflns_av_unetI/netI     0.0983
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.020
_diffrn_reflns_theta_max         27.094
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7629
_reflns_number_gt                4425
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep 3'
_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)+(0.1037P)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         7629
_refine_ls_number_parameters     458
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.1964
_refine_ls_wR_factor_gt          0.1660
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.075
_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 0.43795(7) 1.35095(7) -0.30920(6) 0.0203(2) Uani 1 1 d . . . . .
O3 O 0.19469(17) 1.19084(16) -0.50480(15) 0.0234(5) Uani 1 1 d . . . . .
O2 O 0.15259(17) 1.38067(16) -0.51759(14) 0.0218(5) Uani 1 1 d . . . . .
O1 O 0.36349(17) 1.32669(17) -0.43015(15) 0.0227(5) Uani 1 1 d . . . . .
N1 N 0.3407(2) 1.3184(2) -0.24877(18) 0.0241(6) Uani 1 1 d . . . . .
N2 N 0.2270(2) 1.3001(2) -0.32822(18) 0.0212(6) Uani 1 1 d . . . . .
C17 C 0.5991(3) 1.1824(2) -0.3178(2) 0.0227(7) Uani 1 1 d . . . . .
C10 C 0.5676(3) 1.2649(2) -0.2557(2) 0.0219(7) Uani 1 1 d . . . . .
C32 C 0.0094(3) 1.2574(3) -0.3913(2) 0.0232(7) Uani 1 1 d . . . . .
C24 C 0.1099(3) 1.2126(3) -0.6032(2) 0.0223(7) Uani 1 1 d . . . . .
C20 C 0.0049(3) 1.3688(3) -0.7031(2) 0.0270(7) Uani 1 1 d . . . . .
H20 H -0.0109 1.4455 -0.7080 0.032 Uiso 1 1 calc R U . . .
C26 C 0.1227(3) 1.3074(3) -0.1927(2) 0.0277(7) Uani 1 1 d . . . . .
C25 C 0.1272(3) 1.2900(2) -0.3027(2) 0.0223(7) Uani 1 1 d . . . . .
C19 C 0.0850(3) 1.3253(2) -0.6111(2) 0.0206(6) Uani 1 1 d . . . . .
C1 C 0.4907(2) 1.4952(2) -0.2955(2) 0.0209(7) Uani 1 1 d . . . . .
C2 C 0.4323(3) 1.5772(3) -0.2543(2) 0.0243(7) Uani 1 1 d . . . . .
C11 C 0.6369(3) 1.2796(3) -0.1452(2) 0.0285(7) Uani 1 1 d . . . . .
C37 C -0.0203(3) 1.1445(3) -0.4134(3) 0.0302(8) Uani 1 1 d . . . . .
H37 H 0.0355 1.0909 -0.3760 0.036 Uiso 1 1 calc R U . . .
C16 C 0.7030(3) 1.1211(3) -0.2676(3) 0.0297(8) Uani 1 1 d . . . . .
H16 H 0.7266 1.0676 -0.3091 0.036 Uiso 1 1 calc R U . . .
C5 C 0.5783(3) 1.7181(3) -0.2756(2) 0.0279(7) Uani 1 1 d . . . . .
C7 C 0.6315(3) 1.6381(3) -0.3182(2) 0.0276(7) Uani 1 1 d . . . . .
H7 H 0.6987 1.6589 -0.3403 0.033 Uiso 1 1 calc R U . . .
C23 C 0.0545(3) 1.1400(3) -0.6878(2) 0.0295(7) Uani 1 1 d . . . . .
H23 H 0.0713 1.0635 -0.6829 0.035 Uiso 1 1 calc R U . . .
C8 C 0.5897(3) 1.5272(3) -0.3299(2) 0.0231(7) Uani 1 1 d . . . . .
C33 C -0.0730(3) 1.3344(3) -0.4479(2) 0.0266(7) Uani 1 1 d . . . . .
H33 H -0.0533 1.4113 -0.4345 0.032 Uiso 1 1 calc R U . . .
C21 C -0.0521(3) 1.2948(3) -0.7891(2) 0.0336(8) Uani 1 1 d . . . . .
H21 H -0.1081 1.3218 -0.8534 0.040 Uiso 1 1 calc R U . . .
C4 C 0.4793(3) 1.6856(3) -0.2453(2) 0.0287(7) Uani 1 1 d . . . . .
H4 H 0.4414 1.7405 -0.2168 0.034 Uiso 1 1 calc R U . . .
C34 C -0.1844(3) 1.2997(3) -0.5244(2) 0.0331(8) Uani 1 1 d . . . . .
H34 H -0.2405 1.3529 -0.5620 0.040 Uiso 1 1 calc R U . . .
C14 C 0.7728(3) 1.1357(3) -0.1596(3) 0.0383(9) Uani 1 1 d . . . . .
C13 C 0.7368(3) 1.2141(3) -0.1001(3) 0.0353(8) Uani 1 1 d . . . . .
H13 H 0.7821 1.2233 -0.0259 0.042 Uiso 1 1 calc R U . . .
C36 C -0.1315(3) 1.1102(3) -0.4902(3) 0.0359(8) Uani 1 1 d . . . . .
H36 H -0.1512 1.0334 -0.5046 0.043 Uiso 1 1 calc R U . . .
C18 C 0.5270(3) 1.1556(3) -0.4352(2) 0.0309(8) Uani 1 1 d . . . . .
H18A H 0.5655 1.0956 -0.4608 0.046 Uiso 1 1 calc R U . . .
H18B H 0.5262 1.2215 -0.4779 0.046 Uiso 1 1 calc R U . . .
H18C H 0.4431 1.1325 -0.4424 0.046 Uiso 1 1 calc R U . . .
C22 C -0.0281(3) 1.1833(3) -0.7821(2) 0.0346(8) Uani 1 1 d . . . . .
H22 H -0.0679 1.1350 -0.8415 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3212(3) 1.5550(3) -0.2210(3) 0.0356(8) Uani 1 1 d . . . . .
H3A H 0.2913 1.6254 -0.2044 0.053 Uiso 1 1 calc R U . . .
H3B H 0.3436 1.5088 -0.1574 0.053 Uiso 1 1 calc R U . . .
H3C H 0.2569 1.5164 -0.2797 0.053 Uiso 1 1 calc R U . . .
C35 C -0.2132(3) 1.1875(3) -0.5454(3) 0.0367(9) Uani 1 1 d . . . . .
H35 H -0.2888 1.1639 -0.5975 0.044 Uiso 1 1 calc R U . . .
C27 C 0.0129(3) 1.3386(3) -0.1823(3) 0.0348(8) Uani 1 1 d . . . . .
H27 H -0.0576 1.3427 -0.2445 0.042 Uiso 1 1 calc R U . . .
C12 C 0.6073(3) 1.3638(3) -0.0731(3) 0.0396(9) Uani 1 1 d . . . . .
H12A H 0.6528 1.3483 0.0020 0.059 Uiso 1 1 calc R U . . .
H12B H 0.5195 1.3593 -0.0848 0.059 Uiso 1 1 calc R U . . .
H12C H 0.6305 1.4383 -0.0898 0.059 Uiso 1 1 calc R U . . .
C28 C 0.0052(4) 1.3639(3) -0.0817(3) 0.0496(10) Uani 1 1 d . . . . .
H28 H -0.0697 1.3876 -0.0767 0.060 Uiso 1 1 calc R U . . .
C9 C 0.6508(3) 1.4480(3) -0.3832(3) 0.0350(8) Uani 1 1 d . . . . .
H9A H 0.6974 1.4901 -0.4203 0.053 Uiso 1 1 calc R U . . .
H9B H 0.5885 1.4003 -0.4352 0.053 Uiso 1 1 calc R U . . .
H9C H 0.7062 1.4021 -0.3287 0.053 Uiso 1 1 calc R U . . .
C6 C 0.6253(3) 1.8375(3) -0.2653(3) 0.0440(9) Uani 1 1 d . . . . .
H6A H 0.5595 1.8845 -0.3067 0.066 Uiso 1 1 calc R U . . .
H6B H 0.6934 1.8441 -0.2929 0.066 Uiso 1 1 calc R U . . .
H6C H 0.6532 1.8613 -0.1897 0.066 Uiso 1 1 calc R U . . .
B1 B 0.2309(3) 1.2978(3) -0.4508(3) 0.0198(7) Uani 1 1 d . . . . .
C29 C 0.1039(4) 1.3549(4) 0.0094(3) 0.0586(13) Uani 1 1 d . . . . .
H29 H 0.0975 1.3716 0.0776 0.070 Uiso 1 1 calc R U . . .
C31 C 0.2227(3) 1.2970(4) -0.0980(3) 0.0576(13) Uani 1 1 d . . . . .
H31 H 0.2982 1.2732 -0.1018 0.069 Uiso 1 1 calc R U . . .
C15 C 0.8861(4) 1.0695(4) -0.1090(3) 0.0620(13) Uani 1 1 d . . . . .
H15A H 0.9372 1.1062 -0.0418 0.093 Uiso 1 1 calc R U . . .
H15B H 0.9325 1.0649 -0.1584 0.093 Uiso 1 1 calc R U . . .
H15C H 0.8618 0.9947 -0.0941 0.093 Uiso 1 1 calc R U . . .
C30 C 0.2122(4) 1.3215(5) 0.0016(3) 0.0746(17) Uani 1 1 d . . . . .
H30 H 0.2809 1.3149 0.0648 0.090 Uiso 1 1 calc R U . . .
Cl1A Cl -0.3304(11) 0.9995(9) -0.8219(12) 0.183(4) Uani 0.285(5) 1 d D U P A -1
Cl2A Cl -0.5292(14) 1.0322(13) -1.0398(12) 0.251(6) Uani 0.285(5) 1 d D U P A
-1
C1A C -0.390(3) 1.055(3) -0.933(2) 0.207(6) Uani 0.285(5) 1 d D U P A -1
H1AA H -0.3275 1.0502 -0.9673 0.248 Uiso 0.285(5) 1 calc R U P A -1
H1AB H -0.3912 1.1341 -0.9134 0.248 Uiso 0.285(5) 1 calc R U P A -1
Cl1B Cl -0.3235(8) 0.9871(7) -0.7412(8) 0.104(3) Uani 0.215(5) 1 d D U P A -2
Cl2B Cl -0.3209(9) 0.9682(9) -0.9471(7) 0.137(4) Uani 0.215(5) 1 d D U P A -2
C1B C -0.403(2) 0.933(2) -0.8621(15) 0.095(5) Uani 0.215(5) 1 d D U P A -2
H1BA H -0.4859 0.9633 -0.8887 0.114 Uiso 0.215(5) 1 calc R U P A -2
H1BB H -0.4123 0.8512 -0.8585 0.114 Uiso 0.215(5) 1 calc R U P A -2


_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 O1 1.563(3) . ?
P1 N1 1.631(3) . ?
P1 C10 1.805(4) . ?
P1 C1 1.816(4) . ?
O3 C24 1.378(4) . ?
O3 B1 1.451(4) . ?
O2 C19 1.375(4) . ?
O2 B1 1.466(4) . ?
O1 B1 1.501(4) . ?
N1 N2 1.395(4) . ?
N2 C25 1.317(4) . ?
N2 B1 1.640(5) . ?
C17 C16 1.407(4) . ?
C17 C10 1.420(4) . ?
C17 C18 1.523(5) . ?
C10 C11 1.419(4) . ?
C32 C33 1.392(4) . ?
C32 C37 1.400(5) . ?
C32 C25 1.511(4) . ?
C24 C23 1.378(4) . ?
C24 C19 1.400(5) . ?
C20 C19 1.383(4) . ?
C20 C21 1.403(5) . ?
C20 H20 0.9500 . ?
C26 C27 1.394(5) . ?
C26 C31 1.404(5) . ?
C26 C25 1.488(5) . ?
C1 C8 1.419(4) . ?
C1 C2 1.422(4) . ?
C2 C4 1.391(5) . ?
C2 C3 1.517(5) . ?
C11 C13 1.392(5) . ?
C11 C12 1.513(5) . ?
C37 C36 1.397(5) . ?
C37 H37 0.9500 . ?
C16 C14 1.392(5) . ?
C16 H16 0.9500 . ?
C5 C7 1.378(5) . ?
C5 C4 1.389(5) . ?
C5 C6 1.515(5) . ?
C7 C8 1.400(5) . ?
C7 H7 0.9500 . ?
C23 C22 1.413(5) . ?
C23 H23 0.9500 . ?
C8 C9 1.513(4) . ?
C33 C34 1.398(5) . ?
C33 H33 0.9500 . ?
C21 C22 1.383(5) . ?
C21 H21 0.9500 . ?
C4 H4 0.9500 . ?
C34 C35 1.389(5) . ?
C34 H34 0.9500 . ?
C14 C13 1.388(5) . ?
C14 C15 1.521(5) . ?
C13 H13 0.9500 . ?
C36 C35 1.384(5) . ?
C36 H36 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C22 H22 0.9500 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C35 H35 0.9500 . ?
C27 C28 1.397(5) . ?
C27 H27 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C28 C29 1.366(6) . ?
C28 H28 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C29 C30 1.372(6) . ?
C29 H29 0.9500 . ?
C31 C30 1.395(6) . ?
C31 H31 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C30 H30 0.9500 . ?
Cl1A C1A 1.564(18) . ?
Cl2A C1A 1.766(18) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
Cl1B C1B 1.673(18) . ?
Cl2B C1B 1.755(17) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?

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
O1 P1 N1 103.37(16) . . ?
O1 P1 C10 113.99(14) . . ?
N1 P1 C10 107.29(16) . . ?
O1 P1 C1 107.77(13) . . ?
N1 P1 C1 115.40(14) . . ?
C10 P1 C1 109.11(16) . . ?
C24 O3 B1 105.4(2) . . ?
C19 O2 B1 105.5(2) . . ?
B1 O1 P1 113.46(18) . . ?
N2 N1 P1 107.1(2) . . ?
C25 N2 N1 120.5(3) . . ?
C25 N2 B1 125.1(2) . . ?
N1 N2 B1 114.3(2) . . ?
C16 C17 C10 118.0(3) . . ?
C16 C17 C18 117.9(3) . . ?
C10 C17 C18 124.1(3) . . ?
C11 C10 C17 119.8(3) . . ?
C11 C10 P1 117.1(2) . . ?
C17 C10 P1 123.0(2) . . ?
C33 C32 C37 118.9(3) . . ?
C33 C32 C25 122.8(3) . . ?
C37 C32 C25 118.2(3) . . ?
C23 C24 O3 128.4(3) . . ?
C23 C24 C19 120.9(3) . . ?
O3 C24 C19 110.7(3) . . ?
C19 C20 C21 117.2(3) . . ?
C19 C20 H20 121.4 . . ?
C21 C20 H20 121.4 . . ?
C27 C26 C31 117.4(3) . . ?
C27 C26 C25 118.1(3) . . ?
C31 C26 C25 124.5(3) . . ?
N2 C25 C26 124.5(3) . . ?
N2 C25 C32 117.5(3) . . ?
C26 C25 C32 118.0(3) . . ?
O2 C19 C20 128.0(3) . . ?
O2 C19 C24 110.0(2) . . ?
C20 C19 C24 122.0(3) . . ?
C8 C1 C2 119.4(3) . . ?
C8 C1 P1 119.1(2) . . ?
C2 C1 P1 121.4(2) . . ?
C4 C2 C1 117.8(3) . . ?
C4 C2 C3 117.6(3) . . ?
C1 C2 C3 124.6(3) . . ?
C13 C11 C10 119.1(3) . . ?
C13 C11 C12 117.9(3) . . ?
C10 C11 C12 123.0(3) . . ?
C36 C37 C32 120.3(3) . . ?
C36 C37 H37 119.9 . . ?
C32 C37 H37 119.9 . . ?
C14 C16 C17 122.7(3) . . ?
C14 C16 H16 118.6 . . ?
C17 C16 H16 118.6 . . ?
C7 C5 C4 117.7(3) . . ?
C7 C5 C6 120.5(3) . . ?
C4 C5 C6 121.7(3) . . ?
C5 C7 C8 122.1(3) . . ?
C5 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C24 C23 C22 117.7(3) . . ?
C24 C23 H23 121.2 . . ?
C22 C23 H23 121.2 . . ?
C7 C8 C1 119.2(3) . . ?
C7 C8 C9 117.4(3) . . ?
C1 C8 C9 123.3(3) . . ?
C32 C33 C34 120.6(3) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C22 C21 C20 121.2(3) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C2 C4 C5 123.7(3) . . ?
C2 C4 H4 118.2 . . ?
C5 C4 H4 118.2 . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C13 C14 C16 117.9(3) . . ?
C13 C14 C15 121.0(3) . . ?
C16 C14 C15 121.1(3) . . ?
C14 C13 C11 122.5(3) . . ?
C14 C13 H13 118.8 . . ?
C11 C13 H13 118.8 . . ?
C35 C36 C37 120.3(3) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C22 C23 121.0(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C26 C27 C28 120.9(3) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C29 C28 C27 121.0(4) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O3 B1 O2 107.8(2) . . ?
O3 B1 O1 111.9(2) . . ?
O2 B1 O1 111.2(3) . . ?
O3 B1 N2 113.2(2) . . ?
O2 B1 N2 111.9(2) . . ?
O1 B1 N2 100.8(2) . . ?
C28 C29 C30 119.3(4) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C30 C31 C26 120.6(4) . . ?
C30 C31 H31 119.7 . . ?
C26 C31 H31 119.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C29 C30 C31 120.9(4) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
Cl1A C1A Cl2A 134(2) . . ?
Cl1A C1A H1AA 103.6 . . ?
Cl2A C1A H1AA 103.6 . . ?
Cl1A C1A H1AB 103.6 . . ?
Cl2A C1A H1AB 103.6 . . ?
H1AA C1A H1AB 105.3 . . ?
Cl1B C1B Cl2B 106.3(13) . . ?
Cl1B C1B H1BA 110.5 . . ?
Cl2B C1B H1BA 110.5 . . ?
Cl1B C1B H1BB 110.5 . . ?
Cl2B C1B H1BB 110.5 . . ?
H1BA C1B H1BB 108.7 . . ?

_refine_diff_density_max         0.984
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_FINAL_a_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 1963233'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C28 H44 B2 O8 P2'
_chemical_formula_sum            'C28 H44 B2 O8 P2'
_chemical_formula_weight         592.25
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   16.8669(15)
_cell_length_b                   10.5925(8)
_cell_length_c                   17.1483(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3063.8(5)
_cell_formula_units_Z            4
_cell_measurement_Temperature    150(2)
_cell_measurement_reflns_used    9937
_cell_measurement_theta_max      30.30
_cell_measurement_theta_min      2.38
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1582 before and 0.0406 after correction.
The Ratio of minimum to maximum transmission is 0.9519.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.2838
_exptl_crystal_description       shard
_exptl_crystal_F_000             1265.4715
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            50616
_diffrn_reflns_theta_full        27.8767
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         2.56
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              22
_reflns_limit_h_min              0
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                3116
_reflns_number_total             3648
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.4244
_refine_diff_density_min         -0.2989
_refine_diff_density_rms         0.0550
_refine_ls_d_res_high            0.7600
_refine_ls_d_res_low             7.9485
_refine_ls_goodness_of_fit_ref   1.1044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3648
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.1044
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²+1.2782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0994
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C4(H4a,H4b,H4c), C3(H3a,H3b,H3c), C2(H2a,
 H2b,H2c), C6(H6a,H6b,H6c)
;
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_refinement_flags_posn
P1 P 0.428957(19) 0.49401(3) 0.592422(18) 0.01668(10) Uani 1.000000 .
O2 O 0.45691(5) 0.21544(8) 0.47531(5) 0.0213(2) Uani 1.000000 .
O3 O 0.37562(6) 0.33658(8) 0.39320(5) 0.0209(2) Uani 1.000000 .
O1 O 0.41588(6) 0.42749(9) 0.51456(5) 0.0231(2) Uani 1.000000 .
O4 O 0.51167(6) 0.39729(9) 0.41197(6) 0.0274(2) Uani 1.000000 .
C9 C 0.39992(7) 0.14142(12) 0.44192(7) 0.0183(2) Uani 1.000000 .
C10 C 0.35138(7) 0.21385(11) 0.39351(7) 0.0177(2) Uani 1.000000 .
C11 C 0.28895(8) 0.16099(13) 0.35306(8) 0.0216(3) Uani 1.000000 .
H11 H 0.25609(8) 0.21049(13) 0.32005(8) 0.0259(3) Uiso 1.000000 R
C5 C 0.33495(8) 0.57327(12) 0.61375(8) 0.0210(3) Uani 1.000000 .
C14 C 0.38812(9) 0.01327(12) 0.45140(8) 0.0242(3) Uani 1.000000 .
H14 H 0.42151(9) -0.03601(12) 0.48401(8) 0.0291(3) Uiso 1.000000 R
C1 C 0.46691(8) 0.38030(13) 0.66330(8) 0.0245(3) Uani 1.000000 .
C12 C 0.27602(8) 0.03105(14) 0.36270(8) 0.0263(3) Uani 1.000000 .
H12 H 0.23333(8) -0.00830(14) 0.33596(8) 0.0315(4) Uiso 1.000000 R
C13 C 0.32435(9) -0.04076(13) 0.41049(8) 0.0266(3) Uani 1.000000 .
H13 H 0.31421(9) -0.12856(13) 0.41577(8) 0.0319(4) Uiso 1.000000 R
C7 C 0.31651(9) 0.65416(14) 0.54146(8) 0.0298(3) Uani 1.000000 .
H7a H 0.2658(3) 0.6977(9) 0.5489(3) 0.0447(5) Uiso 1.000000 GR
H7b H 0.3587(4) 0.7166(7) 0.5340(4) 0.0447(5) Uiso 1.000000 GR
H7c H 0.3132(7) 0.5997(2) 0.49537(14) 0.0447(5) Uiso 1.000000 GR
C8 C 0.34257(10) 0.66140(14) 0.68450(8) 0.0324(3) Uani 1.000000 .
H8a H 0.2940(3) 0.7113(8) 0.6899(4) 0.0486(5) Uiso 1.000000 GR
H8b H 0.3507(7) 0.61097(15) 0.73173(13) 0.0486(5) Uiso 1.000000 GR
H8c H 0.3878(5) 0.7181(8) 0.6770(3) 0.0486(5) Uiso 1.000000 GR
C4 C 0.47682(11) 0.44127(17) 0.74380(9) 0.0381(4) Uani 1.000000 .
H4a H 0.5030(7) 0.3816(5) 0.7791(2) 0.0572(6) Uiso 1.000000 GR
H4b H 0.5093(7) 0.5176(7) 0.73902(15) 0.0572(6) Uiso 1.000000 GR
H4c H 0.42461(12) 0.4636(11) 0.7647(3) 0.0572(6) Uiso 1.000000 GR
C3 C 0.54867(9) 0.33866(15) 0.63262(9) 0.0310(3) Uani 1.000000 .
H3a H 0.5714(3) 0.2756(9) 0.6680(4) 0.0465(5) Uiso 1.000000 GR
H3b H 0.54271(13) 0.3019(11) 0.5805(3) 0.0465(5) Uiso 1.000000 GR
H3c H 0.5840(2) 0.4120(3) 0.6298(7) 0.0465(5) Uiso 1.000000 GR
C2 C 0.41268(10) 0.26406(15) 0.66923(10) 0.0358(4) Uani 1.000000 .
H2a H 0.4373(4) 0.2010(5) 0.7033(6) 0.0537(5) Uiso 1.000000 GR
H2b H 0.3613(3) 0.2892(3) 0.6910(7) 0.0537(5) Uiso 1.000000 GR
H2c H 0.4048(6) 0.2279(7) 0.61721(14) 0.0537(5) Uiso 1.000000 GR
C6 C 0.26747(9) 0.47917(16) 0.62657(12) 0.0375(4) Uani 1.000000 .
H6a H 0.21684(12) 0.5245(2) 0.6282(8) 0.0562(6) Uiso 1.000000 GR
H6b H 0.2667(5) 0.4180(8) 0.5837(4) 0.0562(6) Uiso 1.000000 GR
H6c H 0.2756(4) 0.4347(9) 0.6760(4) 0.0562(6) Uiso 1.000000 GR
B1 B 0.44070(8) 0.34412(13) 0.44898(8) 0.0184(3) Uani 1.000000 .


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 O1 1.5258(9) . ?
P1 O4 1.5278(10) 5_666 ?
P1 C5 1.8311(13) . ?
P1 C1 1.8270(14) . ?
O2 C9 1.3661(15) . ?
O2 B1 1.4617(16) . ?
O3 C10 1.3628(15) . ?
O3 B1 1.4581(17) . ?
O1 B1 1.4899(16) . ?
O4 B1 1.4673(17) . ?
C9 C10 1.3958(18) . ?
C9 C14 1.3816(17) . ?
C10 C11 1.3797(17) . ?
C11 H11 0.9500 . ?
C11 C12 1.4034(19) . ?
C5 C7 1.5387(19) . ?
C5 C8 1.5362(19) . ?
C5 C6 1.5288(19) . ?
C14 H14 0.9500 . ?
C14 C13 1.406(2) . ?
C1 C4 1.533(2) . ?
C1 C3 1.541(2) . ?
C1 C2 1.537(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(2) . ?
C13 H13 0.9500 . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C4 H4a 0.9800 . ?
C4 H4b 0.9800 . ?
C4 H4c 0.9800 . ?
C3 H3a 0.9800 . ?
C3 H3b 0.9800 . ?
C3 H3c 0.9800 . ?
C2 H2a 0.9800 . ?
C2 H2b 0.9800 . ?
C2 H2c 0.9800 . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 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
O4 P1 O1 113.55(5) 5_666 . ?
C5 P1 O1 105.15(6) . . ?
C5 P1 O4 103.41(6) . 5_666 ?
C1 P1 O1 109.17(6) . . ?
C1 P1 O4 107.46(6) . 5_666 ?
C1 P1 C5 118.22(6) . . ?
B1 O2 C9 105.91(9) . . ?
B1 O3 C10 106.00(9) . . ?
B1 O1 P1 153.33(9) . . ?
B1 O4 P1 147.71(9) . 5_666 ?
C10 C9 O2 110.27(10) . . ?
C14 C9 O2 128.02(12) . . ?
C14 C9 C10 121.70(12) . . ?
C9 C10 O3 110.53(11) . . ?
C11 C10 O3 127.89(12) . . ?
C11 C10 C9 121.58(12) . . ?
H11 C11 C10 121.39(8) . . ?
C12 C11 C10 117.22(12) . . ?
C12 C11 H11 121.39(8) . . ?
C7 C5 P1 105.63(9) . . ?
C8 C5 P1 111.34(9) . . ?
C8 C5 C7 108.35(11) . . ?
C6 C5 P1 112.00(10) . . ?
C6 C5 C7 109.17(12) . . ?
C6 C5 C8 110.17(12) . . ?
H14 C14 C9 121.58(8) . . ?
C13 C14 C9 116.84(13) . . ?
C13 C14 H14 121.58(8) . . ?
C4 C1 P1 111.07(10) . . ?
C3 C1 P1 105.97(10) . . ?
C3 C1 C4 109.30(12) . . ?
C2 C1 P1 111.32(10) . . ?
C2 C1 C4 110.04(13) . . ?
C2 C1 C3 109.02(12) . . ?
H12 C12 C11 119.42(8) . . ?
C13 C12 C11 121.16(13) . . ?
C13 C12 H12 119.42(8) . . ?
C12 C13 C14 121.50(13) . . ?
H13 C13 C14 119.25(8) . . ?
H13 C13 C12 119.25(8) . . ?
H7a C7 C5 109.5 . . ?
H7b C7 C5 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C5 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C5 109.5 . . ?
H8b C8 C5 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C5 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H4a C4 C1 109.5 . . ?
H4b C4 C1 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 C1 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
H3a C3 C1 109.5 . . ?
H3b C3 C1 109.5 . . ?
H3b C3 H3a 109.5 . . ?
H3c C3 C1 109.5 . . ?
H3c C3 H3a 109.5 . . ?
H3c C3 H3b 109.5 . . ?
H2a C2 C1 109.5 . . ?
H2b C2 C1 109.5 . . ?
H2b C2 H2a 109.5 . . ?
H2c C2 C1 109.5 . . ?
H2c C2 H2a 109.5 . . ?
H2c C2 H2b 109.5 . . ?
H6a C6 C5 109.5 . . ?
H6b C6 C5 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 C5 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
O3 B1 O2 107.00(10) . . ?
O1 B1 O2 111.85(11) . . ?
O1 B1 O3 108.43(10) . . ?
O4 B1 O2 109.81(11) . . ?
O4 B1 O3 110.57(11) . . ?
O4 B1 O1 109.16(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
