# Electronic Supplementary Material (ESI) for ChemComm.
# 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_jl_a
_database_code_depnum_ccdc_archive 'CCDC 1949060'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_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         'C34 H38 B N2 O2 P'
_chemical_formula_sum            'C34 H38 B N2 O2 P'
_chemical_formula_weight         548.44
_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                   11.121(6)
_cell_length_b                   11.314(4)
_cell_length_c                   14.001(6)
_cell_angle_alpha                103.251(17)
_cell_angle_beta                 106.399(18)
_cell_angle_gamma                100.506(18)
_cell_volume                     1586.5(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8825
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.7030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0639 before and 0.0549 after correction.
The Ratio of minimum to maximum transmission is 0.9425.
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    1.148
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49533
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.268
_diffrn_reflns_theta_min         2.792
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_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                5581
_reflns_number_total             7818
_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         0.332
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         7818
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.019
_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)+(0.0509P)²+0.3869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1008
_refine_ls_wR_factor_ref         0.1137
_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.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C28(H28), C30(H30)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C)
;
_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
P1 P 0.47121(4) 0.54477(4) 0.36328(3) 0.02197(10) Uani 1 1 d . . . . .
O1 O 0.21275(12) 0.63216(12) 0.03269(9) 0.0394(3) Uani 1 1 d . . . . .
O2 O 0.32176(14) 0.56081(13) -0.07107(9) 0.0498(4) Uani 1 1 d . . . . .
N1 N 0.40286(13) 0.62404(12) 0.19647(10) 0.0252(3) Uani 1 1 d . . . . .
N2 N 0.51199(12) 0.63377(12) 0.28347(9) 0.0224(3) Uani 1 1 d . . . . .
B1 B 0.63125(17) 0.73143(16) 0.31855(13) 0.0231(3) Uani 1 1 d . . . . .
C1 C 0.0172(2) 0.6935(2) -0.02271(19) 0.0612(6) Uani 1 1 d . . . . .
H1A H -0.060682 0.682624 -0.081834 0.092 Uiso 1 1 calc GR . . . .
H1B H 0.066018 0.782397 0.004984 0.092 Uiso 1 1 calc GR . . . .
H1C H -0.008414 0.666273 0.031940 0.092 Uiso 1 1 calc GR . . . .
C2 C 0.10027(19) 0.61622(19) -0.05796(14) 0.0452(5) Uani 1 1 d . . . . .
H2A H 0.050971 0.526461 -0.088201 0.054 Uiso 1 1 calc R . . . .
H2B H 0.128633 0.644379 -0.111928 0.054 Uiso 1 1 calc R . . . .
C3 C 0.31508(17) 0.60005(15) 0.01433(12) 0.0309(4) Uani 1 1 d . . . . .
C4 C 0.42431(16) 0.61540(15) 0.11075(12) 0.0279(3) Uani 1 1 d . . . . .
H4 H 0.509350 0.618712 0.108362 0.034 Uiso 1 1 calc R . . . .
C5 C 0.33690(15) 0.60365(14) 0.38877(12) 0.0234(3) Uani 1 1 d . . . . .
C6 C 0.36526(17) 0.68479(14) 0.48848(13) 0.0294(4) Uani 1 1 d . . . . .
H6 H 0.448823 0.702310 0.539161 0.035 Uiso 1 1 calc R . . . .
C7 C 0.27237(19) 0.74025(16) 0.51436(14) 0.0369(4) Uani 1 1 d . . . . .
H7 H 0.292769 0.795726 0.582280 0.044 Uiso 1 1 calc R . . . .
C8 C 0.15031(18) 0.71450(15) 0.44107(15) 0.0369(4) Uani 1 1 d . . . . .
H8 H 0.086980 0.752678 0.458563 0.044 Uiso 1 1 calc R . . . .
C9 C 0.12031(17) 0.63314(16) 0.34224(15) 0.0361(4) Uani 1 1 d . . . . .
H9 H 0.036144 0.615193 0.292289 0.043 Uiso 1 1 calc R . . . .
C10 C 0.21265(16) 0.57757(15) 0.31569(13) 0.0294(3) Uani 1 1 d . . . . .
H10 H 0.191346 0.521738 0.247754 0.035 Uiso 1 1 calc R . . . .
C11 C 0.38631(15) 0.39031(14) 0.26657(12) 0.0243(3) Uani 1 1 d . . . . .
C12 C 0.30063(17) 0.30480(15) 0.29040(14) 0.0319(4) Uani 1 1 d . . . . .
H12 H 0.281473 0.330034 0.352775 0.038 Uiso 1 1 calc R . . . .
C13 C 0.24288(18) 0.18259(16) 0.22345(15) 0.0398(4) Uani 1 1 d . . . . .
H13 H 0.184905 0.125012 0.240531 0.048 Uiso 1 1 calc R . . . .
C14 C 0.26973(19) 0.14497(17) 0.13231(15) 0.0407(4) Uani 1 1 d . . . . .
H14 H 0.228769 0.062278 0.086059 0.049 Uiso 1 1 calc R . . . .
C15 C 0.35626(18) 0.22788(16) 0.10861(14) 0.0363(4) Uani 1 1 d . . . . .
H15 H 0.375384 0.201776 0.046318 0.044 Uiso 1 1 calc R . . . .
C16 C 0.41523(16) 0.34897(15) 0.17542(12) 0.0286(3) Uani 1 1 d . . . . .
H16 H 0.476031 0.404664 0.159222 0.034 Uiso 1 1 calc R . . . .
C17 C 0.74562(15) 0.73240(13) 0.41650(11) 0.0231(3) Uani 1 1 d . . . . .
C18 C 0.80696(17) 0.84297(14) 0.50245(12) 0.0287(3) Uani 1 1 d . . . . .
C19 C 0.90476(16) 0.84170(14) 0.58990(12) 0.0290(3) Uani 1 1 d . . . . .
H19 H 0.946652 0.917573 0.645459 0.035 Uiso 1 1 calc R . . . .
C20 C 0.94301(15) 0.73339(15) 0.59858(12) 0.0258(3) Uani 1 1 d . . . . .
C21 C 0.88577(14) 0.62596(14) 0.51338(12) 0.0241(3) Uani 1 1 d . . . . .
H21 H 0.911704 0.551205 0.517208 0.029 Uiso 1 1 calc R . . . .
C22 C 0.79183(14) 0.62399(13) 0.42266(11) 0.0217(3) Uani 1 1 d . . . . .
C23 C 0.7679(2) 0.96422(17) 0.50474(15) 0.0534(6) Uani 1 1 d . . . . .
H23A H 0.816934 1.026831 0.572633 0.080 Uiso 1 1 calc GR . . . .
H23B H 0.674671 0.948845 0.493588 0.080 Uiso 1 1 calc GR . . . .
H23C H 0.786793 0.995743 0.449495 0.080 Uiso 1 1 calc GR . . . .
C24 C 1.04312(17) 0.73244(17) 0.69651(13) 0.0363(4) Uani 1 1 d . . . . .
H24A H 1.041969 0.796813 0.756247 0.054 Uiso 1 1 calc GR . . . .
H24B H 1.129446 0.750432 0.689788 0.054 Uiso 1 1 calc GR . . . .
H24C H 1.023095 0.649469 0.707201 0.054 Uiso 1 1 calc GR . . . .
C25 C 0.74556(16) 0.50458(14) 0.33245(12) 0.0282(3) Uani 1 1 d . . . . .
H25A H 0.819735 0.471376 0.327403 0.042 Uiso 1 1 calc GR . . . .
H25B H 0.705002 0.522892 0.267574 0.042 Uiso 1 1 calc GR . . . .
H25C H 0.681923 0.442011 0.343853 0.042 Uiso 1 1 calc GR . . . .
C26 C 0.64021(15) 0.83566(14) 0.25963(11) 0.0243(3) Uani 1 1 d . . . . .
C27 C 0.55438(16) 0.91414(14) 0.25399(12) 0.0277(3) Uani 1 1 d . . . . .
C28 C 0.56592(16) 1.00493(15) 0.20180(12) 0.0314(4) Uani 1 1 d . . . . .
H28 H 0.508258 1.057527 0.199049 0.038 Uiso 1 1 calc R . . . .
C29 C 0.65851(17) 1.02084(14) 0.15396(12) 0.0306(4) Uani 1 1 d . . . . .
C30 C 0.74422(16) 0.94532(15) 0.16162(12) 0.0300(4) Uani 1 1 d . . . . .
H30 H 0.809230 0.955740 0.130203 0.036 Uiso 1 1 calc R . . . .
C31 C 0.73757(15) 0.85444(14) 0.21422(12) 0.0265(3) Uani 1 1 d . . . . .
C32 C 0.44912(19) 0.90473(17) 0.30303(15) 0.0388(4) Uani 1 1 d . . . . .
H32A H 0.431702 0.987164 0.322324 0.058 Uiso 1 1 calc GR . . . .
H32B H 0.477983 0.877807 0.365516 0.058 Uiso 1 1 calc GR . . . .
H32C H 0.369598 0.843127 0.252982 0.058 Uiso 1 1 calc GR . . . .
C33 C 0.66502(19) 1.11668(17) 0.09424(14) 0.0426(5) Uani 1 1 d . . . . .
H33A H 0.658221 1.196366 0.135256 0.064 Uiso 1 1 calc GR . . . .
H33B H 0.593148 1.085305 0.027521 0.064 Uiso 1 1 calc GR . . . .
H33C H 0.747891 1.130278 0.081366 0.064 Uiso 1 1 calc GR . . . .
C34 C 0.83425(18) 0.77575(17) 0.21850(15) 0.0385(4) Uani 1 1 d . . . . .
H34A H 0.787450 0.686339 0.188590 0.058 Uiso 1 1 calc GR . . . .
H34B H 0.888303 0.791756 0.291190 0.058 Uiso 1 1 calc GR . . . .
H34C H 0.889602 0.798196 0.178477 0.058 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
P1 N2 1.7617(13) . ?
P1 C5 1.8322(17) . ?
P1 C11 1.8359(17) . ?
O1 C2 1.458(2) . ?
O1 C3 1.329(2) . ?
O2 C3 1.205(2) . ?
N1 N2 1.4226(18) . ?
N1 C4 1.274(2) . ?
N2 B1 1.439(2) . ?
B1 C17 1.582(2) . ?
B1 C26 1.591(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.488(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.489(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(2) . ?
C5 C10 1.399(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.383(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.395(2) . ?
C11 C16 1.401(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.395(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.419(2) . ?
C17 C22 1.425(2) . ?
C18 C19 1.394(2) . ?
C18 C23 1.509(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(2) . ?
C20 C21 1.389(2) . ?
C20 C24 1.506(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(2) . ?
C22 C25 1.511(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.416(2) . ?
C26 C31 1.410(2) . ?
C27 C28 1.398(2) . ?
C27 C32 1.515(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(2) . ?
C29 C30 1.390(2) . ?
C29 C33 1.517(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.398(2) . ?
C31 C34 1.513(2) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
N2 P1 C5 100.98(6) . . ?
N2 P1 C11 100.99(7) . . ?
C5 P1 C11 102.44(8) . . ?
C3 O1 C2 116.90(14) . . ?
C4 N1 N2 115.47(13) . . ?
N1 N2 P1 112.47(10) . . ?
N1 N2 B1 122.94(12) . . ?
B1 N2 P1 122.33(10) . . ?
N2 B1 C17 118.19(13) . . ?
N2 B1 C26 118.61(14) . . ?
C17 B1 C26 123.16(14) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 107.67(16) . . ?
O1 C2 H2A 110.2 . . ?
O1 C2 H2B 110.2 . . ?
C1 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
O1 C3 C4 113.65(14) . . ?
O2 C3 O1 124.82(16) . . ?
O2 C3 C4 121.53(17) . . ?
N1 C4 C3 119.51(16) . . ?
N1 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C6 C5 P1 115.95(12) . . ?
C6 C5 C10 118.80(14) . . ?
C10 C5 P1 125.20(12) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.67(16) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 119.91(16) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.07(16) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.38(17) . . ?
C10 C9 H9 119.8 . . ?
C5 C10 H10 119.9 . . ?
C9 C10 C5 120.16(16) . . ?
C9 C10 H10 119.9 . . ?
C12 C11 P1 118.61(12) . . ?
C12 C11 C16 118.24(15) . . ?
C16 C11 P1 122.71(12) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.57(16) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.21(17) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.88(16) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.20(17) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.85(16) . . ?
C15 C16 H16 119.6 . . ?
C18 C17 B1 120.75(13) . . ?
C18 C17 C22 117.15(14) . . ?
C22 C17 B1 122.10(13) . . ?
C17 C18 C23 122.20(15) . . ?
C19 C18 C17 120.31(14) . . ?
C19 C18 C23 117.47(15) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.27(15) . . ?
C20 C19 H19 118.9 . . ?
C19 C20 C21 117.47(14) . . ?
C19 C20 C24 121.28(14) . . ?
C21 C20 C24 121.25(14) . . ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.32(14) . . ?
C22 C21 H21 118.8 . . ?
C17 C22 C25 122.70(13) . . ?
C21 C22 C17 120.23(14) . . ?
C21 C22 C25 117.05(13) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 B1 121.46(14) . . ?
C31 C26 B1 120.20(13) . . ?
C31 C26 C27 118.31(14) . . ?
C26 C27 C32 122.64(14) . . ?
C28 C27 C26 119.63(15) . . ?
C28 C27 C32 117.73(14) . . ?
C27 C28 H28 118.9 . . ?
C29 C28 C27 122.27(15) . . ?
C29 C28 H28 118.9 . . ?
C28 C29 C30 117.82(15) . . ?
C28 C29 C33 120.98(16) . . ?
C30 C29 C33 121.20(17) . . ?
C29 C30 H30 119.0 . . ?
C29 C30 C31 121.93(16) . . ?
C31 C30 H30 119.0 . . ?
C26 C31 C34 121.44(14) . . ?
C30 C31 C26 119.97(15) . . ?
C30 C31 C34 118.57(15) . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
C27 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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_jl_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1949062'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_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         'C22 H28 B N2 O4 P'
_chemical_formula_sum            'C22 H28 B N2 O4 P'
_chemical_formula_weight         426.24
_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      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                   13.5150(13)
_cell_length_b                   12.4763(13)
_cell_length_c                   13.4773(13)
_cell_angle_alpha                90
_cell_angle_beta                 97.705(4)
_cell_angle_gamma                90
_cell_volume                     2252.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9693
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0684 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.9449.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            58891
_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         29.575
_diffrn_reflns_theta_min         2.585
_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                5297
_reflns_number_total             6329
_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         0.404
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         6329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.006
_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)+(0.0560P)²+0.6325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.1008
_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.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C)
;
_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
P1 P 0.16440(2) 0.49097(2) 0.45112(2) 0.01881(8) Uani 1 1 d . . . . .
O1 O 0.52599(5) 0.53999(6) 0.26985(5) 0.01920(16) Uani 1 1 d . . . . .
O2 O 0.44161(5) 0.59225(6) 0.39282(5) 0.01826(15) Uani 1 1 d . . . . .
O3 O 0.36664(6) 0.60337(6) 0.54784(5) 0.01754(15) Uani 1 1 d . . . . .
O4 O 0.30134(6) 0.70749(6) 0.41228(5) 0.01854(15) Uani 1 1 d . . . . .
N1 N 0.27579(6) 0.50948(7) 0.40064(6) 0.01749(17) Uani 1 1 d . . . . .
N2 N 0.28635(7) 0.45475(7) 0.31771(6) 0.01892(18) Uani 1 1 d . . . . .
B1 B 0.34173(8) 0.60537(9) 0.44224(8) 0.0160(2) Uani 1 1 d . . . . .
C1 C 0.69180(9) 0.59614(12) 0.25225(10) 0.0332(3) Uani 1 1 d . . . . .
H1A H 0.746098 0.645707 0.276009 0.050 Uiso 1 1 calc GR . . . .
H1B H 0.667333 0.611517 0.181924 0.050 Uiso 1 1 calc GR . . . .
H1C H 0.716554 0.522291 0.258433 0.050 Uiso 1 1 calc GR . . . .
C2 C 0.60810(8) 0.60982(9) 0.31417(8) 0.0219(2) Uani 1 1 d . . . . .
H2A H 0.630296 0.588943 0.384503 0.026 Uiso 1 1 calc R . . . .
H2B H 0.585946 0.685501 0.312976 0.026 Uiso 1 1 calc R . . . .
C3 C 0.44637(8) 0.53704(8) 0.31541(7) 0.01674(19) Uani 1 1 d . . . . .
C4 C 0.36656(8) 0.46872(9) 0.27420(7) 0.0191(2) Uani 1 1 d . . . . .
H4 H 0.371718 0.432173 0.213271 0.023 Uiso 1 1 calc R . . . .
C5 C 0.37552(8) 0.71359(8) 0.58088(7) 0.0189(2) Uani 1 1 d . . . . .
C6 C 0.48365(9) 0.74935(10) 0.57966(9) 0.0263(2) Uani 1 1 d . . . . .
H6A H 0.528547 0.701524 0.622258 0.040 Uiso 1 1 calc GR . . . .
H6B H 0.491896 0.822882 0.604997 0.040 Uiso 1 1 calc GR . . . .
H6C H 0.499765 0.746554 0.510944 0.040 Uiso 1 1 calc GR . . . .
C7 C 0.34929(11) 0.71988(11) 0.68686(8) 0.0316(3) Uani 1 1 d . . . . .
H7A H 0.400480 0.682665 0.732636 0.047 Uiso 1 1 calc GR . . . .
H7B H 0.284309 0.685862 0.689378 0.047 Uiso 1 1 calc GR . . . .
H7C H 0.346145 0.795166 0.706940 0.047 Uiso 1 1 calc GR . . . .
C8 C 0.30100(8) 0.77354(8) 0.50029(8) 0.0196(2) Uani 1 1 d . . . . .
C9 C 0.33375(10) 0.88632(9) 0.47553(10) 0.0302(3) Uani 1 1 d . . . . .
H9A H 0.283169 0.918589 0.425506 0.045 Uiso 1 1 calc GR . . . .
H9B H 0.397603 0.882659 0.448751 0.045 Uiso 1 1 calc GR . . . .
H9C H 0.341538 0.930154 0.536411 0.045 Uiso 1 1 calc GR . . . .
C10 C 0.19446(9) 0.77743(11) 0.52661(10) 0.0308(3) Uani 1 1 d . . . . .
H10A H 0.148860 0.801440 0.468138 0.046 Uiso 1 1 calc GR . . . .
H10B H 0.191512 0.827547 0.582128 0.046 Uiso 1 1 calc GR . . . .
H10C H 0.174736 0.705791 0.546439 0.046 Uiso 1 1 calc GR . . . .
C11 C 0.07423(8) 0.48833(9) 0.33667(8) 0.0199(2) Uani 1 1 d . . . . .
C12 C -0.00255(8) 0.41367(9) 0.32013(9) 0.0230(2) Uani 1 1 d . . . . .
H12 H -0.005079 0.355912 0.365660 0.028 Uiso 1 1 calc R . . . .
C13 C -0.07590(9) 0.42278(10) 0.23730(9) 0.0279(2) Uani 1 1 d . . . . .
H13 H -0.128187 0.371464 0.226763 0.034 Uiso 1 1 calc R . . . .
C14 C -0.07261(9) 0.50640(11) 0.17050(10) 0.0317(3) Uani 1 1 d . . . . .
H14 H -0.122166 0.512145 0.113694 0.038 Uiso 1 1 calc R . . . .
C15 C 0.00334(10) 0.58202(11) 0.18663(10) 0.0335(3) Uani 1 1 d . . . . .
H15 H 0.005483 0.639642 0.140891 0.040 Uiso 1 1 calc R . . . .
C16 C 0.07611(9) 0.57361(10) 0.26942(9) 0.0278(2) Uani 1 1 d . . . . .
H16 H 0.127425 0.625991 0.280478 0.033 Uiso 1 1 calc R . . . .
C17 C 0.17024(8) 0.35144(9) 0.49214(8) 0.0198(2) Uani 1 1 d . . . . .
C18 C 0.24267(9) 0.27746(10) 0.47289(9) 0.0260(2) Uani 1 1 d . . . . .
H18 H 0.290280 0.296501 0.430102 0.031 Uiso 1 1 calc R . . . .
C19 C 0.24563(11) 0.17592(10) 0.51596(10) 0.0330(3) Uani 1 1 d . . . . .
H19 H 0.295875 0.126493 0.503164 0.040 Uiso 1 1 calc R . . . .
C20 C 0.17578(10) 0.14636(11) 0.57742(10) 0.0343(3) Uani 1 1 d . . . . .
H20 H 0.177955 0.076858 0.606413 0.041 Uiso 1 1 calc R . . . .
C21 C 0.10306(11) 0.21845(12) 0.59626(11) 0.0379(3) Uani 1 1 d . . . . .
H21 H 0.054372 0.198049 0.637369 0.046 Uiso 1 1 calc R . . . .
C22 C 0.10088(9) 0.32080(11) 0.55522(10) 0.0319(3) Uani 1 1 d . . . . .
H22 H 0.051750 0.370555 0.570161 0.038 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.7484(9) . ?
P1 C11 1.8335(11) . ?
P1 C17 1.8251(12) . ?
O1 C2 1.4729(13) . ?
O1 C3 1.3090(12) . ?
O2 B1 1.5918(13) . ?
O2 C3 1.2591(12) . ?
O3 B1 1.4181(13) . ?
O3 C5 1.4455(12) . ?
O4 B1 1.4231(13) . ?
O4 C8 1.4447(12) . ?
N1 N2 1.3338(12) . ?
N1 B1 1.5510(14) . ?
N2 C4 1.3113(13) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.5028(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.4275(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.5302(16) . ?
C5 C7 1.5191(15) . ?
C5 C8 1.5685(15) . ?
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 C9 1.5254(16) . ?
C8 C10 1.5291(16) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.3900(15) . ?
C11 C16 1.4001(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.3947(16) . ?
C13 H13 0.9500 . ?
C13 C14 1.3826(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.3896(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.3889(18) . ?
C16 H16 0.9500 . ?
C17 C18 1.3948(16) . ?
C17 C22 1.4005(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.3919(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.3866(19) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3904(19) . ?
C22 H22 0.9500 . ?

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 P1 C11 100.65(5) . . ?
N1 P1 C17 103.85(5) . . ?
C17 P1 C11 103.56(5) . . ?
C3 O1 C2 116.64(8) . . ?
C3 O2 B1 122.91(8) . . ?
B1 O3 C5 106.93(8) . . ?
B1 O4 C8 108.73(8) . . ?
N2 N1 P1 116.93(7) . . ?
N2 N1 B1 125.23(8) . . ?
B1 N1 P1 116.37(6) . . ?
C4 N2 N1 119.63(9) . . ?
O3 B1 O2 108.51(8) . . ?
O3 B1 O4 109.32(8) . . ?
O3 B1 N1 113.37(8) . . ?
O4 B1 O2 106.74(8) . . ?
O4 B1 N1 114.08(9) . . ?
N1 B1 O2 104.35(8) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 106.85(9) . . ?
O1 C2 H2A 110.4 . . ?
O1 C2 H2B 110.4 . . ?
C1 C2 H2A 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
O1 C3 C4 117.40(9) . . ?
O2 C3 O1 120.65(9) . . ?
O2 C3 C4 121.95(9) . . ?
N2 C4 C3 122.16(9) . . ?
N2 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
O3 C5 C6 108.30(9) . . ?
O3 C5 C7 108.58(9) . . ?
O3 C5 C8 102.78(8) . . ?
C6 C5 C8 112.27(9) . . ?
C7 C5 C6 109.80(9) . . ?
C7 C5 C8 114.67(9) . . ?
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 . . ?
O4 C8 C5 102.95(8) . . ?
O4 C8 C9 108.27(9) . . ?
O4 C8 C10 108.38(9) . . ?
C9 C8 C5 114.40(9) . . ?
C9 C8 C10 109.35(10) . . ?
C10 C8 C5 113.06(9) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 P1 123.00(8) . . ?
C12 C11 C16 118.91(10) . . ?
C16 C11 P1 117.59(8) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.59(11) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.08(11) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.87(11) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.20(12) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.33(11) . . ?
C15 C16 H16 119.8 . . ?
C18 C17 P1 125.29(8) . . ?
C18 C17 C22 118.42(11) . . ?
C22 C17 P1 116.04(9) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.42(11) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.49(12) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.68(12) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.19(12) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.79(12) . . ?
C21 C22 H22 119.6 . . ?

_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_cut_a
_database_code_depnum_ccdc_archive 'CCDC 1949065'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_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         '2(C18 H36 B N2 O4 P)'
_chemical_formula_sum            'C36 H72 B2 N4 O8 P2'
_chemical_formula_weight         772.53
_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      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_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.7588(10)
_cell_length_b                   18.6613(19)
_cell_length_c                   24.353(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4435.0(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6439
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.73
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0784 before and 0.0701 after correction.
The Ratio of minimum to maximum transmission is 0.9210.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1288
_diffrn_reflns_av_unetI/netI     0.0666
_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       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            74655
_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         28.698
_diffrn_reflns_theta_min         2.499
_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                3600
_reflns_number_total             5726
_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         0.355
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         5726
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.002
_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)+(0.0398P)²+1.6713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1092
_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.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_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
P1 P 0.56284(5) 0.79219(2) 0.37640(2) 0.01711(11) Uani 1 1 d . . . . .
O1 O -0.02152(13) 0.74358(7) 0.36031(5) 0.0258(3) Uani 1 1 d . . . . .
O2 O 0.18843(13) 0.70061(6) 0.34335(5) 0.0212(3) Uani 1 1 d . . . . .
O3 O 0.42063(13) 0.66123(6) 0.32047(5) 0.0191(3) Uani 1 1 d . . . . .
O4 O 0.33883(13) 0.64566(6) 0.40888(5) 0.0204(3) Uani 1 1 d . . . . .
N1 N 0.29991(17) 0.81991(8) 0.39534(6) 0.0236(4) Uani 1 1 d . . . . .
N2 N 0.38708(16) 0.77112(8) 0.37596(6) 0.0184(3) Uani 1 1 d . . . . .
B1 B 0.3430(2) 0.69257(11) 0.36284(8) 0.0174(4) Uani 1 1 d . . . . .
C1 C -0.0724(2) 0.61551(11) 0.37006(9) 0.0339(5) Uani 1 1 d . . . . .
H1A H -0.113647 0.574228 0.351469 0.051 Uiso 1 1 calc GR . . . .
H1B H -0.122797 0.625516 0.404007 0.051 Uiso 1 1 calc GR . . . .
H1C H 0.023451 0.604837 0.378854 0.051 Uiso 1 1 calc GR . . . .
C2 C -0.0788(2) 0.68009(11) 0.33286(8) 0.0290(5) Uani 1 1 d . . . . .
H2A H -0.026642 0.670293 0.298817 0.035 Uiso 1 1 calc R . . . .
H2B H -0.175314 0.689522 0.322560 0.035 Uiso 1 1 calc R . . . .
C3 C 0.1124(2) 0.74725(10) 0.36555(7) 0.0213(4) Uani 1 1 d . . . . .
C4 C 0.1676(2) 0.80698(10) 0.39378(8) 0.0260(4) Uani 1 1 d . . . . .
H4 H 0.106972 0.838751 0.412188 0.031 Uiso 1 1 calc R . . . .
C5 C 0.43382(19) 0.58571(9) 0.33307(7) 0.0202(4) Uani 1 1 d . . . . .
C6 C 0.3169(2) 0.54626(10) 0.30473(8) 0.0271(4) Uani 1 1 d . . . . .
H6A H 0.318798 0.556743 0.265307 0.041 Uiso 1 1 calc GR . . . .
H6B H 0.229304 0.562084 0.320220 0.041 Uiso 1 1 calc GR . . . .
H6C H 0.327408 0.494563 0.310430 0.041 Uiso 1 1 calc GR . . . .
C7 C 0.5692(2) 0.56022(11) 0.30972(9) 0.0322(5) Uani 1 1 d . . . . .
H7A H 0.566614 0.563356 0.269566 0.048 Uiso 1 1 calc GR . . . .
H7B H 0.585096 0.510395 0.320718 0.048 Uiso 1 1 calc GR . . . .
H7C H 0.643483 0.590433 0.323778 0.048 Uiso 1 1 calc GR . . . .
C8 C 0.4231(2) 0.58398(9) 0.39712(8) 0.0223(4) Uani 1 1 d . . . . .
C9 C 0.3537(2) 0.51745(11) 0.42031(9) 0.0351(5) Uani 1 1 d . . . . .
H9A H 0.350631 0.520678 0.460452 0.053 Uiso 1 1 calc GR . . . .
H9B H 0.405633 0.474761 0.409515 0.053 Uiso 1 1 calc GR . . . .
H9C H 0.260189 0.514088 0.405868 0.053 Uiso 1 1 calc GR . . . .
C10 C 0.5608(2) 0.59483(11) 0.42574(8) 0.0317(5) Uani 1 1 d . . . . .
H10A H 0.545715 0.602525 0.465084 0.048 Uiso 1 1 calc GR . . . .
H10B H 0.607072 0.636710 0.410060 0.048 Uiso 1 1 calc GR . . . .
H10C H 0.617996 0.552221 0.420435 0.048 Uiso 1 1 calc GR . . . .
C11 C 0.57187(19) 0.85777(9) 0.31774(7) 0.0199(4) Uani 1 1 d . . . . .
C12 C 0.5618(2) 0.81112(11) 0.26564(7) 0.0307(5) Uani 1 1 d . . . . .
H12A H 0.570664 0.841577 0.233049 0.046 Uiso 1 1 calc GR . . . .
H12B H 0.472936 0.786700 0.264928 0.046 Uiso 1 1 calc GR . . . .
H12C H 0.635487 0.775427 0.265822 0.046 Uiso 1 1 calc GR . . . .
C13 C 0.7133(2) 0.89340(11) 0.31865(8) 0.0292(5) Uani 1 1 d . . . . .
H13A H 0.728246 0.918986 0.284026 0.044 Uiso 1 1 calc GR . . . .
H13B H 0.784105 0.856649 0.323212 0.044 Uiso 1 1 calc GR . . . .
H13C H 0.717935 0.927347 0.349296 0.044 Uiso 1 1 calc GR . . . .
C14 C 0.4599(2) 0.91490(11) 0.31491(8) 0.0289(5) Uani 1 1 d . . . . .
H14A H 0.475565 0.945708 0.282937 0.043 Uiso 1 1 calc GR . . . .
H14B H 0.462040 0.943978 0.348413 0.043 Uiso 1 1 calc GR . . . .
H14C H 0.370224 0.891649 0.311580 0.043 Uiso 1 1 calc GR . . . .
C15 C 0.5911(2) 0.84006(10) 0.44364(7) 0.0243(4) Uani 1 1 d . . . . .
C16 C 0.5264(3) 0.79175(12) 0.48773(8) 0.0406(6) Uani 1 1 d . . . . .
H16A H 0.555354 0.808005 0.524203 0.061 Uiso 1 1 calc GR . . . .
H16B H 0.556398 0.742172 0.482092 0.061 Uiso 1 1 calc GR . . . .
H16C H 0.426359 0.794281 0.485014 0.061 Uiso 1 1 calc GR . . . .
C17 C 0.5394(2) 0.91708(10) 0.45172(8) 0.0299(5) Uani 1 1 d . . . . .
H17A H 0.558481 0.932568 0.489398 0.045 Uiso 1 1 calc GR . . . .
H17B H 0.440386 0.918810 0.445039 0.045 Uiso 1 1 calc GR . . . .
H17C H 0.586227 0.949005 0.425868 0.045 Uiso 1 1 calc GR . . . .
C18 C 0.7477(2) 0.83877(13) 0.45232(9) 0.0397(6) Uani 1 1 d . . . . .
H18A H 0.769002 0.854031 0.489863 0.060 Uiso 1 1 calc GR . . . .
H18B H 0.791502 0.871431 0.426151 0.060 Uiso 1 1 calc GR . . . .
H18C H 0.782040 0.790018 0.446448 0.060 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
P1 N2 1.7597(16) . ?
P1 C11 1.8832(18) . ?
P1 C15 1.8855(18) . ?
O1 C2 1.471(2) . ?
O1 C3 1.315(2) . ?
O2 B1 1.589(2) . ?
O2 C3 1.265(2) . ?
O3 B1 1.407(2) . ?
O3 C5 1.448(2) . ?
O4 B1 1.423(2) . ?
O4 C8 1.443(2) . ?
N1 N2 1.332(2) . ?
N1 C4 1.314(3) . ?
N2 B1 1.561(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.509(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.416(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.523(2) . ?
C5 C7 1.515(3) . ?
C5 C8 1.564(3) . ?
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 C9 1.523(3) . ?
C8 C10 1.527(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.542(2) . ?
C11 C13 1.532(3) . ?
C11 C14 1.528(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.537(3) . ?
C15 C17 1.536(3) . ?
C15 C18 1.543(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
N2 P1 C11 100.73(8) . . ?
N2 P1 C15 104.69(8) . . ?
C11 P1 C15 110.12(8) . . ?
C3 O1 C2 117.65(15) . . ?
C3 O2 B1 119.62(14) . . ?
B1 O3 C5 107.27(13) . . ?
B1 O4 C8 108.53(13) . . ?
C4 N1 N2 119.45(16) . . ?
N1 N2 P1 117.87(12) . . ?
N1 N2 B1 122.58(15) . . ?
B1 N2 P1 118.65(12) . . ?
O3 B1 O2 109.34(14) . . ?
O3 B1 O4 109.74(15) . . ?
O3 B1 N2 113.10(15) . . ?
O4 B1 O2 105.42(14) . . ?
O4 B1 N2 115.11(15) . . ?
N2 B1 O2 103.53(13) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 110.77(16) . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
O1 C3 C4 117.78(17) . . ?
O2 C3 O1 120.37(17) . . ?
O2 C3 C4 121.74(18) . . ?
N1 C4 C3 122.16(17) . . ?
N1 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
O3 C5 C6 107.93(14) . . ?
O3 C5 C7 107.67(15) . . ?
O3 C5 C8 103.04(13) . . ?
C6 C5 C8 113.08(15) . . ?
C7 C5 C6 109.35(15) . . ?
C7 C5 C8 115.23(16) . . ?
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 . . ?
O4 C8 C5 102.67(14) . . ?
O4 C8 C9 108.86(16) . . ?
O4 C8 C10 107.77(15) . . ?
C9 C8 C5 114.61(16) . . ?
C9 C8 C10 109.29(16) . . ?
C10 C8 C5 113.18(16) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 P1 104.73(12) . . ?
C13 C11 P1 108.26(12) . . ?
C13 C11 C12 108.31(16) . . ?
C14 C11 P1 117.00(13) . . ?
C14 C11 C12 108.14(15) . . ?
C14 C11 C13 110.01(15) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P1 105.59(13) . . ?
C16 C15 C18 107.55(17) . . ?
C17 C15 P1 120.43(13) . . ?
C17 C15 C16 108.94(16) . . ?
C17 C15 C18 108.81(17) . . ?
C18 C15 P1 104.84(13) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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_jl_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1949064'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_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         '2(C31 H32 B N2 O2 P)'
_chemical_formula_sum            'C62 H64 B2 N4 O4 P2'
_chemical_formula_weight         1012.73
_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      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                   10.1822(4)
_cell_length_b                   19.0995(7)
_cell_length_c                   29.5034(11)
_cell_angle_alpha                90
_cell_angle_beta                 96.455(2)
_cell_angle_gamma                90
_cell_volume                     5701.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0752 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.9315.
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    1.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_unetI/netI     0.0579
_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       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            97036
_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         28.282
_diffrn_reflns_theta_min         1.272
_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                9436
_reflns_number_total             14150
_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         0.313
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     675
_refine_ls_number_reflns         14150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      0.990
_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)+(0.0805P)²+1.0216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1258
_refine_ls_wR_factor_ref         0.1489
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C25(H25), C34(H34), C35(H35), C36(H36), C37(H37),
 C38(H38), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44), C46(H46), C47(H47),
  C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C61(H61A,H61B,H61C), C62(H62A,
 H62B,H62C)
;
_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
P1 P 0.20124(5) 0.29437(2) 0.88676(2) 0.02151(11) Uani 1 1 d . . . . .
P2 P 0.35117(5) 0.30933(2) 0.60867(2) 0.02427(12) Uani 1 1 d . . . . .
O1 O 0.55480(12) 0.28294(6) 0.84088(4) 0.0248(3) Uani 1 1 d . . . . .
O2 O 0.43960(14) 0.19756(6) 0.87494(4) 0.0288(3) Uani 1 1 d . . . . .
O3 O 0.00229(13) 0.27271(7) 0.65528(4) 0.0280(3) Uani 1 1 d . . . . .
O4 O 0.14519(15) 0.19567(7) 0.62633(5) 0.0350(3) Uani 1 1 d . . . . .
N1 N 0.35920(14) 0.31807(7) 0.87747(5) 0.0201(3) Uani 1 1 d . . . . .
N2 N 0.37371(14) 0.39027(7) 0.86543(5) 0.0199(3) Uani 1 1 d . . . . .
N3 N 0.19092(14) 0.32147(8) 0.62038(5) 0.0218(3) Uani 1 1 d . . . . .
N4 N 0.15820(14) 0.39147(8) 0.63278(5) 0.0218(3) Uani 1 1 d . . . . .
B1 B 0.4514(2) 0.26738(11) 0.86533(7) 0.0222(4) Uani 1 1 d . . . . .
B2 B 0.1128(2) 0.26398(12) 0.63329(7) 0.0242(4) Uani 1 1 d . . . . .
C1 C 0.48348(17) 0.49791(9) 0.87120(6) 0.0211(4) Uani 1 1 d . . . . .
C2 C 0.42361(19) 0.51891(10) 0.82846(7) 0.0285(4) Uani 1 1 d . . . . .
H2 H 0.378257 0.485649 0.808502 0.034 Uiso 1 1 calc R . . . .
C3 C 0.4304(2) 0.58826(11) 0.81519(7) 0.0352(5) Uani 1 1 d . . . . .
H3 H 0.389331 0.602394 0.786115 0.042 Uiso 1 1 calc R . . . .
C4 C 0.4963(2) 0.63705(11) 0.84391(8) 0.0388(5) Uani 1 1 d . . . . .
H4 H 0.501021 0.684461 0.834498 0.047 Uiso 1 1 calc R . . . .
C5 C 0.5552(2) 0.61689(11) 0.88618(8) 0.0385(5) Uani 1 1 d . . . . .
H5 H 0.600168 0.650504 0.905965 0.046 Uiso 1 1 calc R . . . .
C6 C 0.54904(19) 0.54744(10) 0.90002(7) 0.0296(4) Uani 1 1 d . . . . .
H6 H 0.589740 0.533801 0.929238 0.036 Uiso 1 1 calc R . . . .
C7 C 0.47273(16) 0.42370(9) 0.88600(6) 0.0184(4) Uani 1 1 d . . . . .
C8 C 0.57265(17) 0.39663(9) 0.92286(6) 0.0207(4) Uani 1 1 d . . . . .
C9 C 0.70661(18) 0.40061(10) 0.91756(6) 0.0262(4) Uani 1 1 d . . . . .
H9 H 0.733537 0.419591 0.890313 0.031 Uiso 1 1 calc R . . . .
C10 C 0.80117(19) 0.37709(10) 0.95173(7) 0.0305(4) Uani 1 1 d . . . . .
H10 H 0.892311 0.379630 0.947700 0.037 Uiso 1 1 calc R . . . .
C11 C 0.7630(2) 0.35017(11) 0.99131(7) 0.0338(5) Uani 1 1 d . . . . .
H11 H 0.827662 0.333860 1.014637 0.041 Uiso 1 1 calc R . . . .
C12 C 0.6305(2) 0.34678(12) 0.99728(7) 0.0403(5) Uani 1 1 d . . . . .
H12 H 0.604453 0.328642 1.024895 0.048 Uiso 1 1 calc R . . . .
C13 C 0.5350(2) 0.36976(11) 0.96310(7) 0.0311(5) Uani 1 1 d . . . . .
H13 H 0.444049 0.367046 0.967323 0.037 Uiso 1 1 calc R . . . .
C14 C 0.10417(18) 0.33515(10) 0.83776(6) 0.0244(4) Uani 1 1 d . . . . .
C15 C 0.1471(2) 0.33080(11) 0.79460(7) 0.0333(5) Uani 1 1 d . . . . .
H15 H 0.230712 0.310510 0.791412 0.040 Uiso 1 1 calc R . . . .
C16 C 0.0698(2) 0.35556(12) 0.75627(7) 0.0417(5) Uani 1 1 d . . . . .
H16 H 0.101340 0.352875 0.727223 0.050 Uiso 1 1 calc R . . . .
C17 C -0.0524(2) 0.38396(15) 0.76020(8) 0.0509(6) Uani 1 1 d . . . . .
H17 H -0.105860 0.400637 0.733943 0.061 Uiso 1 1 calc R . . . .
C18 C -0.0967(2) 0.38804(17) 0.80244(8) 0.0591(8) Uani 1 1 d . . . . .
H18 H -0.181340 0.407346 0.805305 0.071 Uiso 1 1 calc R . . . .
C19 C -0.0187(2) 0.36420(14) 0.84093(7) 0.0431(6) Uani 1 1 d . . . . .
H19 H -0.050336 0.367895 0.869931 0.052 Uiso 1 1 calc R . . . .
C20 C 0.17146(16) 0.35262(9) 0.93374(6) 0.0212(4) Uani 1 1 d . . . . .
C21 C 0.16896(18) 0.42562(10) 0.93119(7) 0.0262(4) Uani 1 1 d . . . . .
H21 H 0.174826 0.448151 0.902782 0.031 Uiso 1 1 calc R . . . .
C22 C 0.1579(2) 0.46543(11) 0.96991(7) 0.0356(5) Uani 1 1 d . . . . .
H22 H 0.156969 0.515081 0.967975 0.043 Uiso 1 1 calc R . . . .
C23 C 0.1484(2) 0.43302(13) 1.01133(8) 0.0397(5) Uani 1 1 d . . . . .
H23 H 0.141044 0.460558 1.037737 0.048 Uiso 1 1 calc R . . . .
C24 C 0.1494(2) 0.36122(13) 1.01452(7) 0.0372(5) Uani 1 1 d . . . . .
H24 H 0.142397 0.339171 1.043008 0.045 Uiso 1 1 calc R . . . .
C25 C 0.16087(18) 0.32089(11) 0.97578(6) 0.0273(4) Uani 1 1 d . . . . .
H25 H 0.161456 0.271273 0.978015 0.033 Uiso 1 1 calc R . . . .
C26 C 0.5237(2) 0.16087(10) 0.84562(7) 0.0307(5) Uani 1 1 d . . . . .
C27 C 0.4350(2) 0.14202(12) 0.80225(8) 0.0433(6) Uani 1 1 d . . . . .
H27A H 0.358485 0.115458 0.810209 0.065 Uiso 1 1 calc GR . . . .
H27B H 0.484797 0.113504 0.782485 0.065 Uiso 1 1 calc GR . . . .
H27C H 0.404644 0.184970 0.786179 0.065 Uiso 1 1 calc GR . . . .
C28 C 0.5774(3) 0.09531(11) 0.87027(8) 0.0461(6) Uani 1 1 d . . . . .
H28A H 0.504359 0.063261 0.874136 0.069 Uiso 1 1 calc GR . . . .
H28B H 0.622301 0.108077 0.900268 0.069 Uiso 1 1 calc GR . . . .
H28C H 0.640328 0.072272 0.852318 0.069 Uiso 1 1 calc GR . . . .
C29 C 0.6296(2) 0.21763(10) 0.83837(7) 0.0290(4) Uani 1 1 d . . . . .
C30 C 0.6819(2) 0.21495(12) 0.79225(7) 0.0408(5) Uani 1 1 d . . . . .
H30A H 0.747366 0.252195 0.790462 0.061 Uiso 1 1 calc GR . . . .
H30B H 0.608777 0.221539 0.768067 0.061 Uiso 1 1 calc GR . . . .
H30C H 0.723547 0.169379 0.788424 0.061 Uiso 1 1 calc GR . . . .
C31 C 0.7432(2) 0.22007(12) 0.87640(8) 0.0403(5) Uani 1 1 d . . . . .
H31A H 0.798693 0.260982 0.872218 0.060 Uiso 1 1 calc GR . . . .
H31B H 0.796305 0.177376 0.875617 0.060 Uiso 1 1 calc GR . . . .
H31C H 0.707997 0.223429 0.905900 0.060 Uiso 1 1 calc GR . . . .
C32 C 0.05023(17) 0.41773(9) 0.61316(6) 0.0213(4) Uani 1 1 d . . . . .
C33 C 0.01684(17) 0.48832(10) 0.63006(6) 0.0238(4) Uani 1 1 d . . . . .
C34 C -0.0621(2) 0.53455(11) 0.60258(8) 0.0371(5) Uani 1 1 d . . . . .
H34 H -0.094405 0.521475 0.572306 0.045 Uiso 1 1 calc R . . . .
C35 C -0.0939(2) 0.59987(12) 0.61923(9) 0.0453(6) Uani 1 1 d . . . . .
H35 H -0.147523 0.631239 0.600253 0.054 Uiso 1 1 calc R . . . .
C36 C -0.0476(2) 0.61920(11) 0.66324(8) 0.0416(6) Uani 1 1 d . . . . .
H36 H -0.070546 0.663472 0.674743 0.050 Uiso 1 1 calc R . . . .
C37 C 0.0318(2) 0.57397(11) 0.69036(8) 0.0382(5) Uani 1 1 d . . . . .
H37 H 0.064748 0.587660 0.720457 0.046 Uiso 1 1 calc R . . . .
C38 C 0.0643(2) 0.50870(10) 0.67433(7) 0.0296(4) Uani 1 1 d . . . . .
H38 H 0.118813 0.477873 0.693453 0.035 Uiso 1 1 calc R . . . .
C39 C -0.04217(17) 0.38573(9) 0.57589(6) 0.0225(4) Uani 1 1 d . . . . .
C40 C -0.17372(19) 0.37648(12) 0.58249(7) 0.0365(5) Uani 1 1 d . . . . .
H40 H -0.202384 0.388383 0.611050 0.044 Uiso 1 1 calc R . . . .
C41 C -0.2640(2) 0.35014(12) 0.54808(8) 0.0402(5) Uani 1 1 d . . . . .
H41 H -0.353820 0.344076 0.553152 0.048 Uiso 1 1 calc R . . . .
C42 C -0.2238(2) 0.33284(11) 0.50670(7) 0.0370(5) Uani 1 1 d . . . . .
H42 H -0.285603 0.314886 0.483038 0.044 Uiso 1 1 calc R . . . .
C43 C -0.0936(2) 0.34158(12) 0.49958(7) 0.0416(6) Uani 1 1 d . . . . .
H43 H -0.065842 0.329764 0.470865 0.050 Uiso 1 1 calc R . . . .
C44 C -0.0022(2) 0.36763(11) 0.53416(7) 0.0337(5) Uani 1 1 d . . . . .
H44 H 0.087761 0.372963 0.529077 0.040 Uiso 1 1 calc R . . . .
C45 C 0.44306(18) 0.35979(10) 0.65488(7) 0.0274(4) Uani 1 1 d . . . . .
C46 C 0.54571(19) 0.40520(11) 0.64803(7) 0.0338(5) Uani 1 1 d . . . . .
H46 H 0.567083 0.413326 0.617954 0.041 Uiso 1 1 calc R . . . .
C47 C 0.6177(2) 0.43896(13) 0.68465(8) 0.0444(6) Uani 1 1 d . . . . .
H47 H 0.687450 0.469943 0.679434 0.053 Uiso 1 1 calc R . . . .
C48 C 0.5876(2) 0.42734(14) 0.72854(8) 0.0501(7) Uani 1 1 d . . . . .
H48 H 0.635143 0.451186 0.753465 0.060 Uiso 1 1 calc R . . . .
C49 C 0.4884(3) 0.38105(14) 0.73609(8) 0.0508(6) Uani 1 1 d . . . . .
H49 H 0.469019 0.372339 0.766344 0.061 Uiso 1 1 calc R . . . .
C50 C 0.4167(2) 0.34720(13) 0.69986(7) 0.0398(5) Uani 1 1 d . . . . .
H50 H 0.349131 0.315128 0.705490 0.048 Uiso 1 1 calc R . . . .
C51 C 0.35814(17) 0.36557(10) 0.55895(6) 0.0229(4) Uani 1 1 d . . . . .
C52 C 0.37735(18) 0.33204(12) 0.51826(7) 0.0310(5) Uani 1 1 d . . . . .
H52 H 0.390899 0.282828 0.518087 0.037 Uiso 1 1 calc R . . . .
C53 C 0.3769(2) 0.36984(14) 0.47776(7) 0.0407(6) Uani 1 1 d . . . . .
H53 H 0.391029 0.346568 0.450266 0.049 Uiso 1 1 calc R . . . .
C54 C 0.3560(2) 0.44107(14) 0.47788(8) 0.0427(6) Uani 1 1 d . . . . .
H54 H 0.354922 0.466795 0.450282 0.051 Uiso 1 1 calc R . . . .
C55 C 0.3364(2) 0.47556(12) 0.51791(7) 0.0363(5) Uani 1 1 d . . . . .
H55 H 0.322161 0.524717 0.517718 0.044 Uiso 1 1 calc R . . . .
C56 C 0.33778(18) 0.43811(10) 0.55831(7) 0.0267(4) Uani 1 1 d . . . . .
H56 H 0.324775 0.461879 0.585736 0.032 Uiso 1 1 calc R . . . .
C57 C -0.0545(2) 0.20274(11) 0.65881(7) 0.0350(5) Uani 1 1 d . . . . .
C58 C -0.1152(2) 0.19876(14) 0.70332(7) 0.0450(6) Uani 1 1 d . . . . .
H58A H -0.188488 0.232137 0.702644 0.068 Uiso 1 1 calc GR . . . .
H58B H -0.048079 0.210305 0.728682 0.068 Uiso 1 1 calc GR . . . .
H58C H -0.148255 0.151258 0.707448 0.068 Uiso 1 1 calc GR . . . .
C59 C -0.1616(3) 0.19488(15) 0.61881(8) 0.0551(7) Uani 1 1 d . . . . .
H59A H -0.227050 0.232300 0.619886 0.083 Uiso 1 1 calc GR . . . .
H59B H -0.205031 0.149327 0.620632 0.083 Uiso 1 1 calc GR . . . .
H59C H -0.121777 0.197938 0.590146 0.083 Uiso 1 1 calc GR . . . .
C60 C 0.0676(2) 0.15457(11) 0.65583(7) 0.0389(5) Uani 1 1 d . . . . .
C61 C 0.0375(3) 0.08371(13) 0.63329(10) 0.0709(9) Uani 1 1 d . . . . .
H61A H -0.006675 0.090755 0.602361 0.106 Uiso 1 1 calc GR . . . .
H61B H -0.020475 0.056865 0.651206 0.106 Uiso 1 1 calc GR . . . .
H61C H 0.120096 0.057955 0.631803 0.106 Uiso 1 1 calc GR . . . .
C62 C 0.1539(3) 0.14569(14) 0.70099(9) 0.0536(7) Uani 1 1 d . . . . .
H62A H 0.238912 0.125246 0.695486 0.080 Uiso 1 1 calc GR . . . .
H62B H 0.109529 0.114635 0.720903 0.080 Uiso 1 1 calc GR . . . .
H62C H 0.168724 0.191463 0.715684 0.080 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
P1 N1 1.7222(15) . ?
P1 C14 1.8311(19) . ?
P1 C20 1.8291(18) . ?
P2 N3 1.7212(15) . ?
P2 C45 1.837(2) . ?
P2 C51 1.8259(19) . ?
O1 B1 1.374(2) . ?
O1 C29 1.467(2) . ?
O2 B1 1.371(2) . ?
O2 C26 1.463(2) . ?
O3 B2 1.371(2) . ?
O3 C57 1.465(2) . ?
O4 B2 1.367(3) . ?
O4 C60 1.467(2) . ?
N1 N2 1.4358(19) . ?
N1 B1 1.422(3) . ?
N2 C7 1.287(2) . ?
N3 N4 1.435(2) . ?
N3 B2 1.432(3) . ?
N4 C32 1.285(2) . ?
C1 C2 1.396(3) . ?
C1 C6 1.392(3) . ?
C1 C7 1.491(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.495(2) . ?
C8 C9 1.392(3) . ?
C8 C13 1.386(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.372(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.394(3) . ?
C14 C19 1.381(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.374(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.374(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(3) . ?
C20 C25 1.395(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.375(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.394(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.524(3) . ?
C26 C28 1.519(3) . ?
C26 C29 1.560(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.517(3) . ?
C29 C31 1.520(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.490(2) . ?
C32 C39 1.495(2) . ?
C33 C34 1.391(3) . ?
C33 C38 1.396(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.392(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.381(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.377(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.387(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.386(3) . ?
C39 C44 1.383(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.385(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.371(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.375(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.394(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.390(3) . ?
C45 C50 1.404(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.394(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.382(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.380(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.385(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.394(3) . ?
C51 C56 1.401(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.396(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.377(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.386(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.389(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.515(3) . ?
C57 C59 1.521(3) . ?
C57 C60 1.558(3) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 C61 1.524(3) . ?
C60 C62 1.520(3) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 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 P1 C14 101.15(8) . . ?
N1 P1 C20 101.43(8) . . ?
C20 P1 C14 102.64(8) . . ?
N3 P2 C45 101.28(8) . . ?
N3 P2 C51 101.85(8) . . ?
C51 P2 C45 103.00(9) . . ?
B1 O1 C29 105.97(14) . . ?
B1 O2 C26 105.84(14) . . ?
B2 O3 C57 105.94(15) . . ?
B2 O4 C60 105.46(15) . . ?
N2 N1 P1 114.57(11) . . ?
B1 N1 P1 121.05(13) . . ?
B1 N1 N2 120.16(14) . . ?
C7 N2 N1 117.19(14) . . ?
N4 N3 P2 115.41(11) . . ?
B2 N3 P2 121.16(13) . . ?
B2 N3 N4 119.65(14) . . ?
C32 N4 N3 117.39(15) . . ?
O1 B1 N1 123.46(17) . . ?
O2 B1 O1 114.13(17) . . ?
O2 B1 N1 122.31(17) . . ?
O3 B2 N3 122.85(18) . . ?
O4 B2 O3 114.33(17) . . ?
O4 B2 N3 122.77(18) . . ?
C2 C1 C7 119.92(16) . . ?
C6 C1 C2 119.16(17) . . ?
C6 C1 C7 120.89(16) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.97(19) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.95(19) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.21(19) . . ?
C5 C6 H6 119.9 . . ?
N2 C7 C1 114.40(15) . . ?
N2 C7 C8 127.19(15) . . ?
C1 C7 C8 118.39(15) . . ?
C9 C8 C7 119.63(16) . . ?
C13 C8 C7 121.32(16) . . ?
C13 C8 C9 119.00(17) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.60(18) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 119.98(18) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.04(19) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.37(19) . . ?
C13 C12 H12 119.8 . . ?
C8 C13 C12 120.00(19) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 P1 119.93(15) . . ?
C19 C14 P1 122.00(15) . . ?
C19 C14 C15 117.71(18) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.1(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.4(2) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C18 121.0(2) . . ?
C14 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C21 C20 P1 124.75(14) . . ?
C25 C20 P1 116.45(14) . . ?
C25 C20 C21 118.61(17) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.36(19) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.7(2) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.71(19) . . ?
C24 C25 H25 119.6 . . ?
O2 C26 C27 106.16(17) . . ?
O2 C26 C28 108.37(16) . . ?
O2 C26 C29 101.99(14) . . ?
C27 C26 C29 113.72(17) . . ?
C28 C26 C27 110.77(18) . . ?
C28 C26 C29 114.93(18) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O1 C29 C26 102.33(14) . . ?
O1 C29 C30 108.10(16) . . ?
O1 C29 C31 107.04(15) . . ?
C30 C29 C26 114.68(17) . . ?
C30 C29 C31 110.36(18) . . ?
C31 C29 C26 113.61(17) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N4 C32 C33 114.73(16) . . ?
N4 C32 C39 127.40(16) . . ?
C33 C32 C39 117.88(15) . . ?
C34 C33 C32 121.19(17) . . ?
C34 C33 C38 119.00(18) . . ?
C38 C33 C32 119.81(17) . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.3(2) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(2) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.2 . . ?
C37 C36 C35 119.6(2) . . ?
C37 C36 H36 120.2 . . ?
C36 C37 H37 119.6 . . ?
C36 C37 C38 120.9(2) . . ?
C38 C37 H37 119.6 . . ?
C33 C38 H38 120.0 . . ?
C37 C38 C33 119.92(19) . . ?
C37 C38 H38 120.0 . . ?
C40 C39 C32 119.14(16) . . ?
C44 C39 C32 122.20(16) . . ?
C44 C39 C40 118.60(17) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 C39 121.04(19) . . ?
C41 C40 H40 119.5 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.0(2) . . ?
C42 C41 H41 120.0 . . ?
C41 C42 H42 120.1 . . ?
C41 C42 C43 119.77(19) . . ?
C43 C42 H42 120.1 . . ?
C42 C43 H43 119.8 . . ?
C42 C43 C44 120.5(2) . . ?
C44 C43 H43 119.8 . . ?
C39 C44 C43 120.10(19) . . ?
C39 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C46 C45 P2 123.22(16) . . ?
C46 C45 C50 118.08(19) . . ?
C50 C45 P2 118.43(16) . . ?
C45 C46 H46 119.5 . . ?
C45 C46 C47 121.0(2) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 120.0 . . ?
C48 C47 C46 119.9(2) . . ?
C48 C47 H47 120.0 . . ?
C47 C48 H48 120.1 . . ?
C49 C48 C47 119.9(2) . . ?
C49 C48 H48 120.1 . . ?
C48 C49 H49 119.8 . . ?
C48 C49 C50 120.4(2) . . ?
C50 C49 H49 119.8 . . ?
C45 C50 H50 119.7 . . ?
C49 C50 C45 120.7(2) . . ?
C49 C50 H50 119.7 . . ?
C52 C51 P2 116.32(15) . . ?
C52 C51 C56 118.55(18) . . ?
C56 C51 P2 125.01(14) . . ?
C51 C52 H52 119.6 . . ?
C51 C52 C53 120.8(2) . . ?
C53 C52 H52 119.6 . . ?
C52 C53 H53 120.2 . . ?
C54 C53 C52 119.6(2) . . ?
C54 C53 H53 120.2 . . ?
C53 C54 H54 119.7 . . ?
C53 C54 C55 120.6(2) . . ?
C55 C54 H54 119.7 . . ?
C54 C55 H55 120.1 . . ?
C54 C55 C56 119.9(2) . . ?
C56 C55 H55 120.1 . . ?
C51 C56 H56 119.7 . . ?
C55 C56 C51 120.54(19) . . ?
C55 C56 H56 119.7 . . ?
O3 C57 C58 108.08(17) . . ?
O3 C57 C59 106.81(17) . . ?
O3 C57 C60 102.15(15) . . ?
C58 C57 C59 109.95(19) . . ?
C58 C57 C60 115.17(18) . . ?
C59 C57 C60 113.90(19) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
O4 C60 C57 101.78(16) . . ?
O4 C60 C61 108.17(18) . . ?
O4 C60 C62 106.46(18) . . ?
C61 C60 C57 115.2(2) . . ?
C62 C60 C57 113.75(18) . . ?
C62 C60 C61 110.6(2) . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
C60 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 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_jl_a_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1949066'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_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         '2(C31 H24 B N2 O2 P)'
_chemical_formula_sum            'C62 H48 B2 N4 O4 P2'
_chemical_formula_weight         996.60
_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'
N N 0.0061 0.0033 '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                   25.3105(14)
_cell_length_b                   13.9331(8)
_cell_length_c                   15.4998(9)
_cell_angle_alpha                90
_cell_angle_beta                 107.602(3)
_cell_angle_gamma                90
_cell_volume                     5210.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.76
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0827 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.9396.
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    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            125531
_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         30.034
_diffrn_reflns_theta_min         2.628
_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                10462
_reflns_number_total             15226
_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         0.326
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.00037(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     760
_refine_ls_number_reflns         15226
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.014
_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)+(0.0424P)²+2.4236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1178
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Same fragment restrains
{C21, C22, C23, C24, C25} sigma for 1-2: 0.02, 1-3: 0.04
as
{C21B, C22B, C23B, C24B, C25B}
{C33, C34, C35, C36, C37} sigma for 1-2: 0.02, 1-3: 0.04
as
{C33B, C34B, C35B, C36B, C37B}
3. Others
 Sof(C21B)=Sof(H21B)=Sof(C22B)=Sof(H22B)=Sof(C23B)=Sof(H23B)=Sof(C24B)=
 Sof(H24B)=Sof(C25B)=Sof(H25B)=1-FVAR(1)
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(H25)=FVAR(1)
 Sof(C33B)=Sof(H33B)=Sof(C34B)=Sof(H34B)=Sof(C35B)=Sof(H35B)=Sof(C36B)=
 Sof(H36B)=Sof(C37B)=Sof(H37B)=1-FVAR(2)
 Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=Sof(C36)=Sof(H36)=
 Sof(C37)=Sof(H37)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22), C23(H23),
  C24(H24), C25(H25), C21B(H21B), C22B(H22B), C23B(H23B), C24B(H24B),
 C25B(H25B), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C33(H33),
 C34(H34), C35(H35), C36(H36), C37(H37), C33B(H33B), C34B(H34B), C35B(H35B),
 C36B(H36B), C37B(H37B), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43),
 C45(H45), C46(H46), C47(H47), C48(H48), C52(H52), C53(H53), C54(H54), C55(H55),
  C56(H56), C58(H58), C59(H59), C60(H60), C61(H61), C62(H62)
;
_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
P1 P 0.44984(2) 0.44367(3) 0.72275(2) 0.02371(8) Uani 1 1 d . . . . .
P2 P 0.05040(2) 0.56441(3) 0.27978(3) 0.03050(9) Uani 1 1 d . . . . .
O1 O 0.42149(4) 0.47529(7) 0.90157(6) 0.0246(2) Uani 1 1 d . . . . .
O2 O 0.32762(4) 0.44758(8) 0.83859(7) 0.0306(2) Uani 1 1 d . . . . .
O3 O 0.07939(4) 0.51932(7) 0.48455(7) 0.0277(2) Uani 1 1 d . . . . .
O4 O 0.17313(4) 0.54967(8) 0.51712(8) 0.0343(3) Uani 1 1 d . . . . .
N1 N 0.38909(5) 0.41223(8) 0.74489(8) 0.0239(2) Uani 1 1 d . . . . .
N2 N 0.34187(5) 0.39087(9) 0.66756(8) 0.0251(2) Uani 1 1 d . . . . .
N3 N 0.11267(5) 0.58644(9) 0.36216(9) 0.0281(3) Uani 1 1 d . . . . .
N4 N 0.16039(5) 0.60551(9) 0.33228(9) 0.0279(3) Uani 1 1 d . . . . .
B1 B 0.37973(7) 0.44246(11) 0.82593(11) 0.0230(3) Uani 1 1 d . . . . .
B2 B 0.12140(7) 0.55421(12) 0.45193(12) 0.0272(3) Uani 1 1 d . . . . .
C1 C 0.46290(6) 0.33982(10) 0.66044(10) 0.0243(3) Uani 1 1 d . . . . .
C2 C 0.50692(6) 0.27947(11) 0.70437(11) 0.0308(3) Uani 1 1 d . . . . .
H2 H 0.529073 0.293861 0.764303 0.037 Uiso 1 1 calc R . . . .
C3 C 0.51848(7) 0.19830(11) 0.66074(12) 0.0349(4) Uani 1 1 d . . . . .
H3 H 0.548426 0.157560 0.691107 0.042 Uiso 1 1 calc R . . . .
C4 C 0.48662(7) 0.17681(11) 0.57359(12) 0.0335(3) Uani 1 1 d . . . . .
H4 H 0.494805 0.121655 0.543927 0.040 Uiso 1 1 calc R . . . .
C5 C 0.44266(7) 0.23583(11) 0.52940(11) 0.0318(3) Uani 1 1 d . . . . .
H5 H 0.420545 0.220805 0.469595 0.038 Uiso 1 1 calc R . . . .
C6 C 0.43091(6) 0.31692(10) 0.57244(10) 0.0271(3) Uani 1 1 d . . . . .
H6 H 0.400811 0.357188 0.541709 0.033 Uiso 1 1 calc R . . . .
C7 C 0.42566(6) 0.53310(10) 0.63244(10) 0.0242(3) Uani 1 1 d . . . . .
C8 C 0.45790(7) 0.55302(11) 0.57599(11) 0.0318(3) Uani 1 1 d . . . . .
H8 H 0.489368 0.514328 0.579400 0.038 Uiso 1 1 calc R . . . .
C9 C 0.44470(8) 0.62869(12) 0.51471(12) 0.0391(4) Uani 1 1 d . . . . .
H9 H 0.467148 0.641143 0.476704 0.047 Uiso 1 1 calc R . . . .
C10 C 0.39932(8) 0.68563(11) 0.50877(12) 0.0395(4) Uani 1 1 d . . . . .
H10 H 0.390575 0.737679 0.467276 0.047 Uiso 1 1 calc R . . . .
C11 C 0.36662(8) 0.66646(12) 0.56366(12) 0.0387(4) Uani 1 1 d . . . . .
H11 H 0.334994 0.705063 0.559384 0.046 Uiso 1 1 calc R . . . .
C12 C 0.37969(7) 0.59110(11) 0.62506(11) 0.0327(3) Uani 1 1 d . . . . .
H12 H 0.356922 0.578912 0.662608 0.039 Uiso 1 1 calc R . . . .
C13 C 0.39375(6) 0.50281(10) 0.96250(9) 0.0234(3) Uani 1 1 d . . . . .
C14 C 0.41588(7) 0.54075(11) 1.04780(10) 0.0295(3) Uani 1 1 d . . . . .
H14 H 0.454547 0.551370 1.073434 0.035 Uiso 1 1 calc R . . . .
C15 C 0.37803(7) 0.56272(12) 1.09442(11) 0.0349(4) Uani 1 1 d . . . . .
H15 H 0.391295 0.588619 1.153773 0.042 Uiso 1 1 calc R . . . .
C16 C 0.32184(8) 0.54776(14) 1.05642(12) 0.0439(4) Uani 1 1 d . . . . .
H16 H 0.297347 0.564354 1.089938 0.053 Uiso 1 1 calc R . . . .
C17 C 0.30019(7) 0.50885(15) 0.96995(12) 0.0437(4) Uani 1 1 d . . . . .
H17 H 0.261562 0.498474 0.943518 0.052 Uiso 1 1 calc R . . . .
C18 C 0.33784(6) 0.48633(11) 0.92507(10) 0.0291(3) Uani 1 1 d . . . . .
C19 C 0.31966(6) 0.30823(10) 0.66714(9) 0.0242(3) Uani 1 1 d . . . . .
C20 C 0.27088(6) 0.28689(11) 0.58723(10) 0.0289(3) Uani 1 1 d . . . . .
C21 C 0.2446(6) 0.2064(10) 0.5685(11) 0.044(3) Uani 0.47(2) 1 d D . P A 1
H21 H 0.256617 0.155075 0.610238 0.053 Uiso 0.47(2) 1 calc R . P A 1
C22 C 0.2001(9) 0.1895(10) 0.4916(14) 0.048(3) Uani 0.47(2) 1 d D . P A 1
H22 H 0.180794 0.130064 0.484117 0.058 Uiso 0.47(2) 1 calc R . P A 1
C23 C 0.1842(5) 0.2596(8) 0.4265(8) 0.0400(19) Uani 0.47(2) 1 d D . P A 1
H23 H 0.154439 0.249267 0.372821 0.048 Uiso 0.47(2) 1 calc R . P A 1
C24 C 0.2125(5) 0.3450(6) 0.4412(5) 0.0433(16) Uani 0.47(2) 1 d D . P A 1
H24 H 0.202321 0.393674 0.396303 0.052 Uiso 0.47(2) 1 calc R . P A 1
C25 C 0.2557(5) 0.3623(7) 0.5196(6) 0.0335(16) Uani 0.47(2) 1 d D . P A 1
H25 H 0.274754 0.421992 0.528833 0.040 Uiso 0.47(2) 1 calc R . P A 1
C21B C 0.2504(4) 0.1881(9) 0.5757(8) 0.0340(17) Uani 0.53(2) 1 d D . P A 2
H21B H 0.267703 0.139338 0.617543 0.041 Uiso 0.53(2) 1 calc R . P A 2
C22B C 0.2044(8) 0.1676(10) 0.5012(12) 0.046(2) Uani 0.53(2) 1 d D . P A 2
H22B H 0.192104 0.103111 0.489695 0.055 Uiso 0.53(2) 1 calc R . P A 2
C23B C 0.1772(5) 0.2381(9) 0.4450(8) 0.049(2) Uani 0.53(2) 1 d D . P A 2
H23B H 0.145473 0.222663 0.395730 0.059 Uiso 0.53(2) 1 calc R . P A 2
C24B C 0.1950(5) 0.3323(7) 0.4588(7) 0.055(3) Uani 0.53(2) 1 d D . P A 2
H24B H 0.175674 0.381550 0.419423 0.066 Uiso 0.53(2) 1 calc R . P A 2
C25B C 0.2413(4) 0.3540(7) 0.5306(6) 0.0405(18) Uani 0.53(2) 1 d D . P A 2
H25B H 0.252656 0.419093 0.540316 0.049 Uiso 0.53(2) 1 calc R . P A 2
C26 C 0.33887(7) 0.23142(11) 0.73693(10) 0.0329(3) Uani 1 1 d . . . . .
C27 C 0.31168(9) 0.21552(15) 0.80079(12) 0.0504(5) Uani 1 1 d . . . . .
H27 H 0.281760 0.255527 0.803187 0.061 Uiso 1 1 calc R . . . .
C28 C 0.32909(13) 0.13924(18) 0.86196(14) 0.0739(8) Uani 1 1 d . . . . .
H28 H 0.310972 0.127844 0.906461 0.089 Uiso 1 1 calc R . . . .
C29 C 0.37210(14) 0.08084(16) 0.85809(15) 0.0810(10) Uani 1 1 d . . . . .
H29 H 0.383626 0.029557 0.899969 0.097 Uiso 1 1 calc R . . . .
C30 C 0.39821(11) 0.09637(14) 0.79439(16) 0.0666(7) Uani 1 1 d . . . . .
H30 H 0.427748 0.055507 0.791824 0.080 Uiso 1 1 calc R . . . .
C31 C 0.38204(8) 0.17136(12) 0.73321(14) 0.0456(4) Uani 1 1 d . . . . .
H31 H 0.400407 0.181692 0.688858 0.055 Uiso 1 1 calc R . . . .
C32 C 0.06806(7) 0.47488(11) 0.20612(12) 0.0353(4) Uani 1 1 d . . . . .
C33 C 0.1088(5) 0.4120(7) 0.2297(6) 0.0388(17) Uani 0.53(2) 1 d D . P B 1
H33 H 0.134446 0.417036 0.288638 0.047 Uiso 0.53(2) 1 calc R . P B 1
C34 C 0.1166(6) 0.3385(8) 0.1738(8) 0.046(2) Uani 0.53(2) 1 d D . P B 1
H34 H 0.146136 0.294236 0.196273 0.055 Uiso 0.53(2) 1 calc R . P B 1
C35 C 0.0824(4) 0.3292(10) 0.0868(10) 0.052(3) Uani 0.53(2) 1 d D . P B 1
H35 H 0.088968 0.280700 0.048227 0.063 Uiso 0.53(2) 1 calc R . P B 1
C36 C 0.0389(3) 0.3906(7) 0.0567(6) 0.058(2) Uani 0.53(2) 1 d D . P B 1
H36 H 0.014095 0.383496 -0.002717 0.070 Uiso 0.53(2) 1 calc R . P B 1
C37 C 0.0305(3) 0.4637(6) 0.1121(5) 0.0467(15) Uani 0.53(2) 1 d D . P B 1
H37 H 0.000457 0.507033 0.089759 0.056 Uiso 0.53(2) 1 calc R . P B 1
C33B C 0.1219(5) 0.4293(8) 0.2267(8) 0.0380(17) Uani 0.47(2) 1 d D . P B 2
H33B H 0.152036 0.449934 0.276483 0.046 Uiso 0.47(2) 1 calc R . P B 2
C34B C 0.1282(6) 0.3545(10) 0.1714(11) 0.055(3) Uani 0.47(2) 1 d D . P B 2
H34B H 0.163499 0.325815 0.180462 0.065 Uiso 0.47(2) 1 calc R . P B 2
C35B C 0.0833(6) 0.3222(11) 0.1039(11) 0.063(4) Uani 0.47(2) 1 d D . P B 2
H35B H 0.086772 0.268483 0.068259 0.076 Uiso 0.47(2) 1 calc R . P B 2
C36B C 0.0338(6) 0.3670(9) 0.0879(9) 0.095(4) Uani 0.47(2) 1 d D . P B 2
H36B H 0.003155 0.347026 0.038714 0.114 Uiso 0.47(2) 1 calc R . P B 2
C37B C 0.0275(5) 0.4418(10) 0.1430(11) 0.086(4) Uani 0.47(2) 1 d D . P B 2
H37B H -0.008193 0.469220 0.133265 0.103 Uiso 0.47(2) 1 calc R . P B 2
C38 C 0.04065(6) 0.67032(11) 0.20763(10) 0.0284(3) Uani 1 1 d . . . . .
C39 C 0.07341(6) 0.69146(11) 0.15192(10) 0.0299(3) Uani 1 1 d . . . . .
H39 H 0.103748 0.650977 0.152671 0.036 Uiso 1 1 calc R . . . .
C40 C 0.06202(7) 0.77102(12) 0.09558(11) 0.0338(3) Uani 1 1 d . . . . .
H40 H 0.084897 0.785314 0.058673 0.041 Uiso 1 1 calc R . . . .
C41 C 0.01732(7) 0.82980(12) 0.09291(12) 0.0364(4) Uani 1 1 d . . . . .
H41 H 0.009108 0.883494 0.053311 0.044 Uiso 1 1 calc R . . . .
C42 C -0.01513(7) 0.81009(12) 0.14789(13) 0.0404(4) Uani 1 1 d . . . . .
H42 H -0.045554 0.850643 0.146467 0.048 Uiso 1 1 calc R . . . .
C43 C -0.00355(7) 0.73111(12) 0.20542(12) 0.0366(4) Uani 1 1 d . . . . .
H43 H -0.025917 0.718449 0.243524 0.044 Uiso 1 1 calc R . . . .
C44 C 0.10681(6) 0.49038(10) 0.57268(10) 0.0274(3) Uani 1 1 d . . . . .
C45 C 0.08441(7) 0.45010(11) 0.63490(11) 0.0334(3) Uani 1 1 d . . . . .
H45 H 0.045764 0.438733 0.621608 0.040 Uiso 1 1 calc R . . . .
C46 C 0.12196(8) 0.42705(13) 0.71861(11) 0.0400(4) Uani 1 1 d . . . . .
H46 H 0.108487 0.399667 0.764024 0.048 Uiso 1 1 calc R . . . .
C47 C 0.17832(8) 0.44291(13) 0.73743(12) 0.0435(4) Uani 1 1 d . . . . .
H47 H 0.202632 0.424875 0.794837 0.052 Uiso 1 1 calc R . . . .
C48 C 0.20009(7) 0.48472(13) 0.67401(12) 0.0422(4) Uani 1 1 d . . . . .
H48 H 0.238690 0.496203 0.686650 0.051 Uiso 1 1 calc R . . . .
C49 C 0.16279(7) 0.50848(11) 0.59222(11) 0.0316(3) Uani 1 1 d . . . . .
C50 C 0.18601(6) 0.68472(10) 0.35839(10) 0.0253(3) Uani 1 1 d . . . . .
C51 C 0.17046(6) 0.76262(11) 0.41277(11) 0.0303(3) Uani 1 1 d . . . . .
C52 C 0.19750(7) 0.77020(14) 0.50516(12) 0.0401(4) Uani 1 1 d . . . . .
H52 H 0.224340 0.723681 0.534635 0.048 Uiso 1 1 calc R . . . .
C53 C 0.18518(9) 0.84594(16) 0.55427(15) 0.0551(6) Uani 1 1 d . . . . .
H53 H 0.203169 0.850416 0.617529 0.066 Uiso 1 1 calc R . . . .
C54 C 0.14701(10) 0.91452(15) 0.51156(18) 0.0623(7) Uani 1 1 d . . . . .
H54 H 0.138775 0.966321 0.545233 0.075 Uiso 1 1 calc R . . . .
C55 C 0.12083(10) 0.90777(14) 0.41997(18) 0.0600(6) Uani 1 1 d . . . . .
H55 H 0.094875 0.955593 0.390500 0.072 Uiso 1 1 calc R . . . .
C56 C 0.13200(8) 0.83157(13) 0.37011(14) 0.0443(4) Uani 1 1 d . . . . .
H56 H 0.113342 0.826869 0.307088 0.053 Uiso 1 1 calc R . . . .
C57 C 0.23565(6) 0.70026(11) 0.32734(10) 0.0263(3) Uani 1 1 d . . . . .
C58 C 0.26503(6) 0.62228(11) 0.30898(10) 0.0298(3) Uani 1 1 d . . . . .
H58 H 0.254453 0.558843 0.319051 0.036 Uiso 1 1 calc R . . . .
C59 C 0.30960(6) 0.63685(12) 0.27611(11) 0.0334(3) Uani 1 1 d . . . . .
H59 H 0.329493 0.583305 0.263992 0.040 Uiso 1 1 calc R . . . .
C60 C 0.32527(7) 0.72862(13) 0.26086(12) 0.0368(4) Uani 1 1 d . . . . .
H60 H 0.355470 0.738276 0.237405 0.044 Uiso 1 1 calc R . . . .
C61 C 0.29692(8) 0.80603(13) 0.27982(15) 0.0494(5) Uani 1 1 d . . . . .
H61 H 0.307743 0.869314 0.269777 0.059 Uiso 1 1 calc R . . . .
C62 C 0.25247(8) 0.79206(12) 0.31362(14) 0.0441(4) Uani 1 1 d . . . . .
H62 H 0.233486 0.845960 0.327402 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.7300(12) . ?
P1 C1 1.8245(14) . ?
P1 C7 1.8354(15) . ?
P2 N3 1.7295(14) . ?
P2 C32 1.8351(17) . ?
P2 C38 1.8228(16) . ?
O1 B1 1.3969(19) . ?
O1 C13 1.3903(16) . ?
O2 B1 1.3928(18) . ?
O2 C18 1.3948(17) . ?
O3 B2 1.3957(18) . ?
O3 C44 1.3917(18) . ?
O4 B2 1.393(2) . ?
O4 C49 1.3918(18) . ?
N1 N2 1.4448(16) . ?
N1 B1 1.4112(19) . ?
N2 C19 1.2805(18) . ?
N3 N4 1.4429(16) . ?
N3 B2 1.414(2) . ?
N4 C50 1.2820(19) . ?
C1 C2 1.398(2) . ?
C1 C6 1.396(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(2) . ?
C7 C12 1.393(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.376(2) . ?
C13 C18 1.377(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.395(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.375(2) . ?
C19 C20 1.491(2) . ?
C19 C26 1.495(2) . ?
C20 C21 1.291(13) . ?
C20 C25 1.452(9) . ?
C20 C21B 1.463(10) . ?
C20 C25B 1.344(9) . ?
C21 H21 0.9500 . ?
C21 C22 1.392(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.374(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.372(9) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(9) . ?
C25 H25 0.9500 . ?
C21B H21B 0.9500 . ?
C21B C22B 1.399(9) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.354(10) . ?
C23B H23B 0.9500 . ?
C23B C24B 1.384(8) . ?
C24B H24B 0.9500 . ?
C24B C25B 1.383(8) . ?
C25B H25B 0.9500 . ?
C26 C27 1.384(2) . ?
C26 C31 1.391(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.404(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.375(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.361(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.318(11) . ?
C32 C37 1.488(8) . ?
C32 C33B 1.450(12) . ?
C32 C37B 1.271(10) . ?
C33 H33 0.9500 . ?
C33 C34 1.394(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.370(11) . ?
C35 H35 0.9500 . ?
C35 C36 1.361(9) . ?
C36 H36 0.9500 . ?
C36 C37 1.390(8) . ?
C37 H37 0.9500 . ?
C33B H33B 0.9500 . ?
C33B C34B 1.388(11) . ?
C34B H34B 0.9500 . ?
C34B C35B 1.368(12) . ?
C35B H35B 0.9500 . ?
C35B C36B 1.353(11) . ?
C36B H36B 0.9500 . ?
C36B C37B 1.387(10) . ?
C37B H37B 0.9500 . ?
C38 C39 1.397(2) . ?
C38 C43 1.395(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.386(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.387(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.378(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.391(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.377(2) . ?
C44 C49 1.380(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.394(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.385(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.392(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.373(2) . ?
C50 C51 1.498(2) . ?
C50 C57 1.4909(19) . ?
C51 C52 1.392(2) . ?
C51 C56 1.385(2) . ?
C52 H52 0.9500 . ?
C52 C53 1.391(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.378(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.376(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.392(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.394(2) . ?
C57 C62 1.385(2) . ?
C58 H58 0.9500 . ?
C58 C59 1.386(2) . ?
C59 H59 0.9500 . ?
C59 C60 1.380(2) . ?
C60 H60 0.9500 . ?
C60 C61 1.376(2) . ?
C61 H61 0.9500 . ?
C61 C62 1.391(2) . ?
C62 H62 0.9500 . ?

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 P1 C1 102.61(6) . . ?
N1 P1 C7 102.23(6) . . ?
C1 P1 C7 101.93(6) . . ?
N3 P2 C32 103.94(7) . . ?
N3 P2 C38 103.49(7) . . ?
C38 P2 C32 100.48(7) . . ?
C13 O1 B1 104.54(11) . . ?
B1 O2 C18 104.29(11) . . ?
C44 O3 B2 104.36(12) . . ?
C49 O4 B2 104.61(12) . . ?
N2 N1 P1 116.71(9) . . ?
B1 N1 P1 119.97(10) . . ?
B1 N1 N2 118.72(11) . . ?
C19 N2 N1 116.18(12) . . ?
N4 N3 P2 117.39(9) . . ?
B2 N3 P2 120.42(10) . . ?
B2 N3 N4 118.51(12) . . ?
C50 N4 N3 116.73(12) . . ?
O1 B1 N1 123.83(13) . . ?
O2 B1 O1 111.92(12) . . ?
O2 B1 N1 124.18(13) . . ?
O3 B2 N3 123.88(14) . . ?
O4 B2 O3 111.93(13) . . ?
O4 B2 N3 124.14(13) . . ?
C2 C1 P1 117.68(11) . . ?
C6 C1 P1 123.64(11) . . ?
C6 C1 C2 118.68(13) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.35(15) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.31(15) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.92(14) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.09(15) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.65(14) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 P1 119.40(11) . . ?
C8 C7 C12 117.80(14) . . ?
C12 C7 P1 122.29(11) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.99(15) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.41(15) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.41(15) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.39(16) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 121.00(15) . . ?
C11 C12 H12 119.5 . . ?
C14 C13 O1 128.04(13) . . ?
C14 C13 C18 122.47(13) . . ?
C18 C13 O1 109.49(12) . . ?
C13 C14 H14 122.0 . . ?
C13 C14 C15 115.95(14) . . ?
C15 C14 H14 122.0 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.68(15) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.54(15) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 121.8 . . ?
C18 C17 C16 116.34(16) . . ?
C18 C17 H17 121.8 . . ?
C13 C18 O2 109.74(12) . . ?
C17 C18 O2 128.24(14) . . ?
C17 C18 C13 122.00(14) . . ?
N2 C19 C20 115.82(13) . . ?
N2 C19 C26 126.44(13) . . ?
C20 C19 C26 117.71(13) . . ?
C21 C20 C19 126.9(6) . . ?
C21 C20 C25 117.5(6) . . ?
C25 C20 C19 115.3(4) . . ?
C21B C20 C19 117.6(4) . . ?
C25B C20 C19 124.2(4) . . ?
C25B C20 C21B 117.8(5) . . ?
C20 C21 H21 117.7 . . ?
C20 C21 C22 124.6(11) . . ?
C22 C21 H21 117.7 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(12) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 120.9 . . ?
C24 C23 C22 118.2(10) . . ?
C24 C23 H23 120.9 . . ?
C23 C24 H24 119.0 . . ?
C23 C24 C25 122.0(8) . . ?
C25 C24 H24 119.0 . . ?
C20 C25 H25 120.9 . . ?
C24 C25 C20 118.2(7) . . ?
C24 C25 H25 120.9 . . ?
C20 C21B H21B 121.0 . . ?
C22B C21B C20 118.0(8) . . ?
C22B C21B H21B 121.0 . . ?
C21B C22B H22B 119.4 . . ?
C23B C22B C21B 121.2(10) . . ?
C23B C22B H22B 119.4 . . ?
C22B C23B H23B 119.7 . . ?
C22B C23B C24B 120.6(9) . . ?
C24B C23B H23B 119.7 . . ?
C23B C24B H24B 120.4 . . ?
C25B C24B C23B 119.3(7) . . ?
C25B C24B H24B 120.4 . . ?
C20 C25B C24B 122.9(6) . . ?
C20 C25B H25B 118.6 . . ?
C24B C25B H25B 118.6 . . ?
C27 C26 C19 120.60(17) . . ?
C27 C26 C31 120.01(17) . . ?
C31 C26 C19 119.23(15) . . ?
C26 C27 H27 120.6 . . ?
C26 C27 C28 118.8(2) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.6(2) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.1(2) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.5(2) . . ?
C31 C30 H30 119.7 . . ?
C26 C31 H31 120.1 . . ?
C30 C31 C26 119.9(2) . . ?
C30 C31 H31 120.1 . . ?
C33 C32 P2 126.6(4) . . ?
C33 C32 C37 114.6(5) . . ?
C37 C32 P2 118.5(3) . . ?
C33B C32 P2 123.4(4) . . ?
C37B C32 P2 115.7(6) . . ?
C37B C32 C33B 119.8(7) . . ?
C32 C33 H33 117.9 . . ?
C32 C33 C34 124.2(8) . . ?
C34 C33 H33 117.9 . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 121.0(10) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 120.5 . . ?
C36 C35 C34 118.9(10) . . ?
C36 C35 H35 120.5 . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.5(7) . . ?
C37 C36 H36 119.7 . . ?
C32 C37 H37 119.7 . . ?
C36 C37 C32 120.7(6) . . ?
C36 C37 H37 119.7 . . ?
C32 C33B H33B 121.0 . . ?
C34B C33B C32 117.9(9) . . ?
C34B C33B H33B 121.0 . . ?
C33B C34B H34B 120.1 . . ?
C35B C34B C33B 119.7(12) . . ?
C35B C34B H34B 120.1 . . ?
C34B C35B H35B 120.1 . . ?
C36B C35B C34B 119.8(11) . . ?
C36B C35B H35B 120.1 . . ?
C35B C36B H36B 119.8 . . ?
C35B C36B C37B 120.4(9) . . ?
C37B C36B H36B 119.8 . . ?
C32 C37B C36B 122.0(9) . . ?
C32 C37B H37B 119.0 . . ?
C36B C37B H37B 119.0 . . ?
C39 C38 P2 123.65(12) . . ?
C43 C38 P2 117.73(12) . . ?
C43 C38 C39 118.56(14) . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.56(15) . . ?
C40 C39 H39 119.7 . . ?
C39 C40 H40 119.9 . . ?
C39 C40 C41 120.21(15) . . ?
C41 C40 H40 119.9 . . ?
C40 C41 H41 120.1 . . ?
C42 C41 C40 119.81(15) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C43 120.31(16) . . ?
C43 C42 H42 119.8 . . ?
C38 C43 H43 119.7 . . ?
C42 C43 C38 120.52(15) . . ?
C42 C43 H43 119.7 . . ?
C45 C44 O3 128.07(14) . . ?
C45 C44 C49 122.25(15) . . ?
C49 C44 O3 109.68(12) . . ?
C44 C45 H45 122.1 . . ?
C44 C45 C46 115.88(15) . . ?
C46 C45 H45 122.1 . . ?
C45 C46 H46 119.1 . . ?
C47 C46 C45 121.88(16) . . ?
C47 C46 H46 119.1 . . ?
C46 C47 H47 119.3 . . ?
C46 C47 C48 121.39(16) . . ?
C48 C47 H47 119.3 . . ?
C47 C48 H48 121.8 . . ?
C49 C48 C47 116.39(16) . . ?
C49 C48 H48 121.8 . . ?
C44 C49 O4 109.40(13) . . ?
C48 C49 O4 128.39(15) . . ?
C48 C49 C44 122.18(15) . . ?
N4 C50 C51 127.40(13) . . ?
N4 C50 C57 114.74(13) . . ?
C57 C50 C51 117.83(12) . . ?
C52 C51 C50 120.17(15) . . ?
C56 C51 C50 120.02(15) . . ?
C56 C51 C52 119.64(16) . . ?
C51 C52 H52 120.0 . . ?
C53 C52 C51 119.92(19) . . ?
C53 C52 H52 120.0 . . ?
C52 C53 H53 119.9 . . ?
C54 C53 C52 120.3(2) . . ?
C54 C53 H53 119.9 . . ?
C53 C54 H54 120.1 . . ?
C55 C54 C53 119.82(18) . . ?
C55 C54 H54 120.1 . . ?
C54 C55 H55 119.7 . . ?
C54 C55 C56 120.6(2) . . ?
C56 C55 H55 119.7 . . ?
C51 C56 C55 119.7(2) . . ?
C51 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?
C58 C57 C50 120.42(13) . . ?
C62 C57 C50 120.80(13) . . ?
C62 C57 C58 118.76(14) . . ?
C57 C58 H58 119.8 . . ?
C59 C58 C57 120.31(14) . . ?
C59 C58 H58 119.8 . . ?
C58 C59 H59 119.8 . . ?
C60 C59 C58 120.44(15) . . ?
C60 C59 H59 119.8 . . ?
C59 C60 H60 120.2 . . ?
C61 C60 C59 119.62(14) . . ?
C61 C60 H60 120.2 . . ?
C60 C61 H61 119.9 . . ?
C60 C61 C62 120.29(16) . . ?
C62 C61 H61 119.9 . . ?
C57 C62 C61 120.55(16) . . ?
C57 C62 H62 119.7 . . ?
C61 C62 H62 119.7 . . ?

_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_Ph2PBMes2+Ph2CNN
_database_code_depnum_ccdc_archive 'CCDC 1949061'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C43 H42 B N2 P, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C43.5 H43 B Cl N2 P'
_chemical_formula_weight         671.09
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'
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_measurement_temperature    150(2)
_cell_length_a                   11.4929(15)
_cell_length_b                   12.5079(14)
_cell_length_c                   13.5474(17)
_cell_angle_alpha                95.608(6)
_cell_angle_beta                 107.365(6)
_cell_angle_gamma                97.228(6)
_cell_volume                     1825.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5383
_cell_measurement_theta_max      23.48
_cell_measurement_theta_min      2.30
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   multi-scan
_exptl_transmission_factor_max   0.7458
_exptl_transmission_factor_min   0.6878
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2211
_exptl_crystal_description       block
_exptl_crystal_F_000             710.7386
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43911
_diffrn_reflns_theta_full        28.2818
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.59
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_measured_fraction_theta_max 0.9988
_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              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                5343
_reflns_number_total             9041
_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         1.0493
_refine_diff_density_min         -0.9119
_refine_diff_density_rms         0.1232
_refine_ls_d_res_high            0.7500
_refine_ls_d_res_low             12.7973
_refine_ls_goodness_of_fit_ref   1.0275
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    75
_refine_ls_number_parameters     457
_refine_ls_number_reflns         9041
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0570
_refine_ls_restrained_S_all      1.0275
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+0.8972P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1396
_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. Others
 Fixed Sof: C1S(0.5) H1Sa(0.5) H1Sb(0.5) Cl1S(0.5) Cl2S(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C1S(H1Sa,H1Sb)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C25(H25), C28(H28), C30(H30), C37(H37), C39(H39)
3.c Idealised Me refined as rotating group:
 C32(H32a,H32b,H32c), C33(H33a,H33b,H33c), C34(H34a,H34b,H34c), C41(H41a,H41b,
 H41c), C42(H42a,H42b,H42c), C43(H43a,H43b,H43c)
;
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
_atom_site_disorder_group
P1 P 0.32247(5) 0.73545(5) 0.14112(5) 0.02274(15) Uani 1.000000 . .
N1 N 0.25736(16) 0.85312(13) 0.28580(13) 0.0207(4) Uani 1.000000 . .
N2 N 0.27913(15) 0.74660(13) 0.25474(13) 0.0190(4) Uani 1.000000 . .
B1 B 0.2962(2) 0.66393(19) 0.32096(19) 0.0201(5) Uani 1.000000 . .
C1 C 0.15231(19) 0.86315(16) 0.29730(15) 0.0185(4) Uani 1.000000 . .
C2 C 0.04101(19) 0.77691(16) 0.27499(17) 0.0212(5) Uani 1.000000 . .
C3 C 0.0033(2) 0.73975(17) 0.35586(18) 0.0251(5) Uani 1.000000 . .
H3 H 0.0528(2) 0.76355(17) 0.42636(18) 0.0301(6) Uiso 1.000000 R .
C4 C -0.1069(2) 0.66784(19) 0.3338(2) 0.0358(6) Uani 1.000000 . .
H4 H -0.1322(2) 0.64298(19) 0.3893(2) 0.0429(7) Uiso 1.000000 R .
C5 C -0.1790(3) 0.6326(2) 0.2324(2) 0.0482(7) Uani 1.000000 . .
H5 H -0.2540(3) 0.5834(2) 0.2178(2) 0.0578(9) Uiso 1.000000 R .
C6 C -0.1423(3) 0.6688(3) 0.1518(2) 0.0530(8) Uani 1.000000 . .
H6 H -0.1921(3) 0.6437(3) 0.0815(2) 0.0636(10) Uiso 1.000000 R .
C7 C -0.0335(2) 0.7416(2) 0.17195(19) 0.0365(6) Uani 1.000000 . .
H7 H -0.0099(2) 0.7672(2) 0.11587(19) 0.0438(7) Uiso 1.000000 R .
C8 C 0.1386(2) 0.97657(16) 0.33411(16) 0.0213(5) Uani 1.000000 . .
C9 C 0.2300(2) 1.06450(18) 0.34061(18) 0.0299(5) Uani 1.000000 . .
H9 H 0.3015(2) 1.05191(18) 0.32268(18) 0.0359(7) Uiso 1.000000 R .
C10 C 0.2174(3) 1.16967(19) 0.3729(2) 0.0389(6) Uani 1.000000 . .
H10 H 0.2797(3) 1.22887(19) 0.3764(2) 0.0467(8) Uiso 1.000000 R .
C11 C 0.1141(3) 1.18866(19) 0.4001(2) 0.0417(7) Uani 1.000000 . .
H11 H 0.1057(3) 1.26085(19) 0.4225(2) 0.0500(8) Uiso 1.000000 R .
C12 C 0.0238(3) 1.10319(19) 0.3948(2) 0.0382(6) Uani 1.000000 . .
H12 H -0.0468(3) 1.11623(19) 0.4140(2) 0.0459(8) Uiso 1.000000 R .
C13 C 0.0355(2) 0.99763(18) 0.36126(18) 0.0290(5) Uani 1.000000 . .
H13 H -0.0279(2) 0.93906(18) 0.35686(18) 0.0348(6) Uiso 1.000000 R .
C14 C 0.2161(2) 0.80883(18) 0.05430(17) 0.0250(5) Uani 1.000000 . .
C15 C 0.2209(2) 0.92175(19) 0.06580(18) 0.0294(5) Uani 1.000000 . .
H15 H 0.2805(2) 0.96632(19) 0.12439(18) 0.0353(6) Uiso 1.000000 R .
C16 C 0.1391(2) 0.9691(2) -0.0080(2) 0.0398(7) Uani 1.000000 . .
H16 H 0.1432(2) 1.0459(2) 0.0001(2) 0.0478(8) Uiso 1.000000 R .
C17 C 0.0514(2) 0.9046(3) -0.0934(2) 0.0430(7) Uani 1.000000 . .
H17 H -0.0043(2) 0.9374(3) -0.1437(2) 0.0516(8) Uiso 1.000000 R .
C18 C 0.0448(2) 0.7938(2) -0.10530(19) 0.0416(7) Uani 1.000000 . .
H18 H -0.0164(2) 0.7496(2) -0.16313(19) 0.0499(8) Uiso 1.000000 R .
C19 C 0.1276(2) 0.7462(2) -0.03272(18) 0.0334(6) Uani 1.000000 . .
H19 H 0.1239(2) 0.6694(2) -0.04255(18) 0.0401(7) Uiso 1.000000 R .
C20 C 0.4670(2) 0.83190(17) 0.17476(17) 0.0235(5) Uani 1.000000 . .
C21 C 0.5527(2) 0.8522(2) 0.27404(19) 0.0336(6) Uani 1.000000 . .
H21 H 0.5319(2) 0.8237(2) 0.33020(19) 0.0403(7) Uiso 1.000000 R .
C22 C 0.6684(2) 0.9134(2) 0.2925(2) 0.0422(7) Uani 1.000000 . .
H22 H 0.7257(2) 0.9271(2) 0.3611(2) 0.0506(8) Uiso 1.000000 R .
C23 C 0.7005(2) 0.9543(2) 0.2118(2) 0.0445(7) Uani 1.000000 . .
H23 H 0.7797(2) 0.9963(2) 0.2244(2) 0.0534(8) Uiso 1.000000 R .
C24 C 0.6163(2) 0.9338(2) 0.1123(2) 0.0457(7) Uani 1.000000 . .
H24 H 0.6377(2) 0.9617(2) 0.0563(2) 0.0548(8) Uiso 1.000000 R .
C25 C 0.5010(2) 0.8728(2) 0.0940(2) 0.0361(6) Uani 1.000000 . .
H25 H 0.4443(2) 0.8586(2) 0.0251(2) 0.0433(7) Uiso 1.000000 R .
C26 C 0.27927(19) 0.67870(16) 0.43386(16) 0.0199(5) Uani 1.000000 . .
C27 C 0.2020(2) 0.59611(17) 0.46077(18) 0.0258(5) Uani 1.000000 . .
C28 C 0.1816(2) 0.60896(18) 0.55701(19) 0.0309(6) Uani 1.000000 . .
H28 H 0.1305(2) 0.55195(18) 0.57310(19) 0.0370(7) Uiso 1.000000 R .
C29 C 0.2323(2) 0.7011(2) 0.63060(19) 0.0324(6) Uani 1.000000 . .
C30 C 0.3093(2) 0.78074(19) 0.60552(18) 0.0286(5) Uani 1.000000 . .
H30 H 0.3454(2) 0.84489(19) 0.65437(18) 0.0343(6) Uiso 1.000000 R .
C31 C 0.3362(2) 0.77076(17) 0.51127(17) 0.0225(5) Uani 1.000000 . .
C32 C 0.1344(2) 0.49385(18) 0.3866(2) 0.0367(6) Uani 1.000000 . .
H32a H 0.1944(2) 0.4504(7) 0.3726(10) 0.0550(9) Uiso 1.000000 GR .
H32b H 0.0811(12) 0.4513(7) 0.4182(6) 0.0550(9) Uiso 1.000000 GR .
H32c H 0.0837(12) 0.51353(18) 0.3210(5) 0.0550(9) Uiso 1.000000 GR .
C33 C 0.2074(3) 0.7124(2) 0.7339(2) 0.0508(8) Uani 1.000000 . .
H33a H 0.2840(5) 0.7123(15) 0.7905(2) 0.0763(12) Uiso 1.000000 GR .
H33b H 0.1768(17) 0.7810(8) 0.7441(7) 0.0763(12) Uiso 1.000000 GR .
H33c H 0.1453(13) 0.6513(9) 0.7343(6) 0.0763(12) Uiso 1.000000 GR .
C34 C 0.4327(2) 0.85829(18) 0.50044(18) 0.0288(5) Uani 1.000000 . .
H34a H 0.4507(10) 0.9187(5) 0.5574(7) 0.0431(8) Uiso 1.000000 GR .
H34b H 0.5083(5) 0.8283(4) 0.5037(11) 0.0431(8) Uiso 1.000000 GR .
H34c H 0.4017(6) 0.8848(8) 0.4332(5) 0.0431(8) Uiso 1.000000 GR .
C35 C 0.33063(19) 0.55323(16) 0.27666(16) 0.0206(5) Uani 1.000000 . .
C36 C 0.44379(19) 0.52029(16) 0.32761(16) 0.0210(5) Uani 1.000000 . .
C37 C 0.4690(2) 0.41855(17) 0.29554(17) 0.0267(5) Uani 1.000000 . .
H37 H 0.5458(2) 0.39812(17) 0.33087(17) 0.0321(6) Uiso 1.000000 R .
C38 C 0.3847(2) 0.34635(17) 0.21332(18) 0.0289(5) Uani 1.000000 . .
C39 C 0.2748(2) 0.37966(17) 0.16224(18) 0.0285(5) Uani 1.000000 . .
H39 H 0.2164(2) 0.33174(17) 0.10543(18) 0.0342(6) Uiso 1.000000 R .
C40 C 0.2467(2) 0.48076(17) 0.19097(17) 0.0256(5) Uani 1.000000 . .
C41 C 0.5419(2) 0.59391(18) 0.41725(18) 0.0273(5) Uani 1.000000 . .
H41a H 0.6025(8) 0.5512(3) 0.4543(7) 0.0409(8) Uiso 1.000000 GR .
H41b H 0.5835(9) 0.6517(7) 0.3899(2) 0.0409(8) Uiso 1.000000 GR .
H41c H 0.5030(3) 0.6265(9) 0.4655(6) 0.0409(8) Uiso 1.000000 GR .
C42 C 0.4114(3) 0.2353(2) 0.1798(2) 0.0466(7) Uani 1.000000 . .
H42a H 0.4455(16) 0.2008(6) 0.2418(2) 0.0699(11) Uiso 1.000000 GR .
H42b H 0.3347(4) 0.1897(5) 0.1346(12) 0.0699(11) Uiso 1.000000 GR .
H42c H 0.4713(13) 0.2435(2) 0.1415(12) 0.0699(11) Uiso 1.000000 GR .
C43 C 0.1235(2) 0.50677(19) 0.1287(2) 0.0390(7) Uani 1.000000 . .
H43a H 0.0571(2) 0.4509(7) 0.1315(11) 0.0585(10) Uiso 1.000000 GR .
H43b H 0.1125(7) 0.5781(6) 0.1583(8) 0.0585(10) Uiso 1.000000 GR .
H43c H 0.1209(6) 0.5082(13) 0.0559(3) 0.0585(10) Uiso 1.000000 GR .
C1S C 0.5100(6) 0.4482(5) 0.9449(5) 0.0513(17) Uani 0.500000 . -1
H1Sa H 0.5621(6) 0.4709(5) 0.9018(5) 0.062(2) Uiso 0.500000 R -1
H1Sb H 0.4460(6) 0.3862(5) 0.9037(5) 0.062(2) Uiso 0.500000 R -1
Cl1S Cl 0.6022(2) 0.40748(17) 1.06058(14) 0.0617(5) Uani 0.500000 . -1
Cl2S Cl 0.4401(2) 0.5557(2) 0.9772(3) 0.0875(8) Uani 0.500000 . -1


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 N2 1.7521(18) . ?
P1 C14 1.832(2) . ?
P1 C20 1.832(2) . ?
N1 N2 1.433(2) . ?
N1 C1 1.282(3) . ?
N2 B1 1.428(3) . ?
B1 C26 1.595(3) . ?
B1 C35 1.597(3) . ?
C1 C2 1.500(3) . ?
C1 C8 1.500(3) . ?
C2 C3 1.392(3) . ?
C2 C7 1.396(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.399(3) . ?
C8 C13 1.389(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(3) . ?
C14 C19 1.393(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.370(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C20 C25 1.388(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.382(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.423(3) . ?
C26 C31 1.421(3) . ?
C27 C28 1.390(3) . ?
C27 C32 1.511(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.386(3) . ?
C29 C30 1.383(3) . ?
C29 C33 1.506(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.398(3) . ?
C31 C34 1.508(3) . ?
C32 H32a 0.9800 . ?
C32 H32b 0.9800 . ?
C32 H32c 0.9800 . ?
C33 H33a 0.9800 . ?
C33 H33b 0.9800 . ?
C33 H33c 0.9800 . ?
C34 H34a 0.9800 . ?
C34 H34b 0.9800 . ?
C34 H34c 0.9800 . ?
C35 C36 1.411(3) . ?
C35 C40 1.416(3) . ?
C36 C37 1.397(3) . ?
C36 C41 1.515(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.391(3) . ?
C38 C39 1.383(3) . ?
C38 C42 1.516(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.392(3) . ?
C40 C43 1.510(3) . ?
C41 H41a 0.9800 . ?
C41 H41b 0.9800 . ?
C41 H41c 0.9800 . ?
C42 H42a 0.9800 . ?
C42 H42b 0.9800 . ?
C42 H42c 0.9800 . ?
C43 H43a 0.9800 . ?
C43 H43b 0.9800 . ?
C43 H43c 0.9800 . ?
C1S H1Sa 0.9900 . ?
C1S H1Sb 0.9900 . ?
C1S Cl1S 1.771(7) . ?
C1S Cl2S 1.735(6) . ?

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
C14 P1 N2 103.14(9) . . ?
C20 P1 N2 104.31(9) . . ?
C20 P1 C14 100.61(10) . . ?
C1 N1 N2 118.58(16) . . ?
N1 N2 P1 113.91(12) . . ?
B1 N2 P1 120.17(15) . . ?
B1 N2 N1 124.08(17) . . ?
C26 B1 N2 122.21(19) . . ?
C35 B1 N2 117.30(19) . . ?
C35 B1 C26 120.47(18) . . ?
C2 C1 N1 128.20(18) . . ?
C8 C1 N1 115.34(18) . . ?
C8 C1 C2 116.42(18) . . ?
C3 C2 C1 120.92(19) . . ?
C7 C2 C1 119.7(2) . . ?
C7 C2 C3 119.0(2) . . ?
H3 C3 C2 119.90(12) . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.90(15) . . ?
H4 C4 C3 119.76(15) . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.76(16) . . ?
H5 C5 C4 120.11(16) . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5 120.11(15) . . ?
H6 C6 C5 119.61(15) . . ?
C7 C6 C5 120.8(2) . . ?
C7 C6 H6 119.61(16) . . ?
C6 C7 C2 119.7(2) . . ?
H7 C7 C2 120.14(14) . . ?
H7 C7 C6 120.14(16) . . ?
C9 C8 C1 120.2(2) . . ?
C13 C8 C1 121.57(19) . . ?
C13 C8 C9 118.26(19) . . ?
H9 C9 C8 119.66(13) . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 H9 119.66(16) . . ?
H10 C10 C9 119.97(16) . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 119.97(14) . . ?
H11 C11 C10 119.98(14) . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 119.98(15) . . ?
H12 C12 C11 119.98(15) . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 119.98(15) . . ?
C12 C13 C8 120.9(2) . . ?
H13 C13 C8 119.54(12) . . ?
H13 C13 C12 119.54(15) . . ?
C15 C14 P1 125.32(17) . . ?
C19 C14 P1 116.44(18) . . ?
C19 C14 C15 118.2(2) . . ?
H15 C15 C14 119.83(13) . . ?
C16 C15 C14 120.3(2) . . ?
C16 C15 H15 119.83(16) . . ?
H16 C16 C15 119.90(16) . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.90(16) . . ?
H17 C17 C16 119.91(16) . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.91(15) . . ?
H18 C18 C17 120.07(15) . . ?
C19 C18 C17 119.9(2) . . ?
C19 C18 H18 120.07(16) . . ?
C18 C19 C14 121.3(2) . . ?
H19 C19 C14 119.37(14) . . ?
H19 C19 C18 119.37(16) . . ?
C21 C20 P1 122.95(17) . . ?
C25 C20 P1 118.08(17) . . ?
C25 C20 C21 118.1(2) . . ?
H21 C21 C20 119.53(14) . . ?
C22 C21 C20 120.9(2) . . ?
C22 C21 H21 119.53(16) . . ?
H22 C22 C21 119.84(16) . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.84(15) . . ?
H23 C23 C22 120.36(15) . . ?
C24 C23 C22 119.3(2) . . ?
C24 C23 H23 120.36(15) . . ?
H24 C24 C23 119.81(15) . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.81(16) . . ?
C24 C25 C20 120.9(2) . . ?
H25 C25 C20 119.53(14) . . ?
H25 C25 C24 119.53(16) . . ?
C27 C26 B1 119.27(18) . . ?
C31 C26 B1 124.22(18) . . ?
C31 C26 C27 116.5(2) . . ?
C28 C27 C26 120.4(2) . . ?
C32 C27 C26 122.8(2) . . ?
C32 C27 C28 116.7(2) . . ?
H28 C28 C27 118.48(13) . . ?
C29 C28 C27 123.0(2) . . ?
C29 C28 H28 118.48(14) . . ?
C30 C29 C28 116.7(2) . . ?
C33 C29 C28 121.5(2) . . ?
C33 C29 C30 121.8(2) . . ?
H30 C30 C29 118.62(14) . . ?
C31 C30 C29 122.8(2) . . ?
C31 C30 H30 118.62(13) . . ?
C30 C31 C26 120.4(2) . . ?
C34 C31 C26 123.01(19) . . ?
C34 C31 C30 116.46(19) . . ?
H32a C32 C27 109.5 . . ?
H32b C32 C27 109.5 . . ?
H32b C32 H32a 109.5 . . ?
H32c C32 C27 109.5 . . ?
H32c C32 H32a 109.5 . . ?
H32c C32 H32b 109.5 . . ?
H33a C33 C29 109.5 . . ?
H33b C33 C29 109.5 . . ?
H33b C33 H33a 109.5 . . ?
H33c C33 C29 109.5 . . ?
H33c C33 H33a 109.5 . . ?
H33c C33 H33b 109.5 . . ?
H34a C34 C31 109.5 . . ?
H34b C34 C31 109.5 . . ?
H34b C34 H34a 109.5 . . ?
H34c C34 C31 109.5 . . ?
H34c C34 H34a 109.5 . . ?
H34c C34 H34b 109.5 . . ?
C36 C35 B1 120.34(18) . . ?
C40 C35 B1 122.08(19) . . ?
C40 C35 C36 117.41(19) . . ?
C37 C36 C35 120.52(19) . . ?
C41 C36 C35 121.44(18) . . ?
C41 C36 C37 118.04(19) . . ?
H37 C37 C36 119.09(13) . . ?
C38 C37 C36 121.8(2) . . ?
C38 C37 H37 119.09(13) . . ?
C39 C38 C37 117.5(2) . . ?
C42 C38 C37 121.7(2) . . ?
C42 C38 C39 120.8(2) . . ?
H39 C39 C38 118.77(12) . . ?
C40 C39 C38 122.5(2) . . ?
C40 C39 H39 118.77(13) . . ?
C39 C40 C35 120.2(2) . . ?
C43 C40 C35 122.8(2) . . ?
C43 C40 C39 117.0(2) . . ?
H41a C41 C36 109.5 . . ?
H41b C41 C36 109.5 . . ?
H41b C41 H41a 109.5 . . ?
H41c C41 C36 109.5 . . ?
H41c C41 H41a 109.5 . . ?
H41c C41 H41b 109.5 . . ?
H42a C42 C38 109.5 . . ?
H42b C42 C38 109.5 . . ?
H42b C42 H42a 109.5 . . ?
H42c C42 C38 109.5 . . ?
H42c C42 H42a 109.5 . . ?
H42c C42 H42b 109.5 . . ?
H43a C43 C40 109.5 . . ?
H43b C43 C40 109.5 . . ?
H43b C43 H43a 109.5 . . ?
H43c C43 C40 109.5 . . ?
H43c C43 H43a 109.5 . . ?
H43c C43 H43b 109.5 . . ?
H1Sb C1S H1Sa 108.2 . . ?
Cl1S C1S H1Sa 109.8(2) . . ?
Cl1S C1S H1Sb 109.8(2) . . ?
Cl2S C1S H1Sa 109.8(3) . . ?
Cl2S C1S H1Sb 109.8(3) . . ?
Cl2S C1S Cl1S 109.5(4) . . ?

_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_Ph2PBMes2+furanylNN
_database_code_depnum_ccdc_archive 'CCDC 1949063'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-08-23 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_audit_creation_date             2019-08-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C43 H40 B N2 P'
_chemical_formula_sum            'C43 H40 B N2 P'
_chemical_formula_weight         626.61
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
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'
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'
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                   10.9419(8)
_cell_length_b                   12.4455(10)
_cell_length_c                   12.8932(9)
_cell_angle_alpha                94.044(4)
_cell_angle_beta                 94.334(4)
_cell_angle_gamma                96.359(4)
_cell_volume                     1734.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9878
_cell_measurement_theta_max      28.86
_cell_measurement_theta_min      2.64
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   multi-scan
_exptl_transmission_factor_max   0.7461
_exptl_transmission_factor_min   0.7103
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.1997
_exptl_crystal_description       shard
_exptl_crystal_F_000             664.4375
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            65691
_diffrn_reflns_theta_full        28.6988
_diffrn_reflns_theta_max         28.70
_diffrn_reflns_theta_min         1.65
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9993
_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              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                6595
_reflns_number_total             8961
_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         0.4034
_refine_diff_density_min         -0.3426
_refine_diff_density_rms         0.0787
_refine_ls_d_res_high            0.7400
_refine_ls_d_res_low             12.3297
_refine_ls_goodness_of_fit_ref   1.0541
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     430
_refine_ls_number_reflns         8961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.0541
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+0.6021P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1315
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C15(H15), C17(H17), C24(H24), C26(H26), C33(H33), C34(H34), C35(H35),
  C36(H36), C39(H39), C40(H40), C41(H41), C42(H42)
2.b Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c), C28(H28a,H28b,
 H28c), C29(H29a,H29b,H29c), C30(H30a,H30b,H30c)
;
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 0.08980(4) 0.62733(3) 0.65786(3) 0.02530(10) Uani 1.000000 .
B1 B 0.29948(16) 0.76345(13) 0.62943(13) 0.0231(3) Uani 1.000000 .
N1 N 0.22365(11) 0.71406(10) 0.70380(9) 0.0227(3) Uani 1.000000 .
N2 N 0.27718(12) 0.68823(10) 0.80251(10) 0.0246(3) Uani 1.000000 .
C1 C 0.00155(15) 0.62272(13) 0.77298(12) 0.0277(3) Uani 1.000000 .
C2 C 0.00481(15) 0.71184(14) 0.84567(13) 0.0318(4) Uani 1.000000 .
H2 H 0.06045(15) 0.77493(14) 0.83979(13) 0.0381(4) Uiso 1.000000 R
C3 C -0.07228(17) 0.70942(16) 0.92647(14) 0.0400(4) Uani 1.000000 .
H3 H -0.06801(17) 0.77018(16) 0.97607(14) 0.0479(5) Uiso 1.000000 R
C4 C -0.1553(2) 0.61870(18) 0.93493(16) 0.0476(5) Uani 1.000000 .
H4 H -0.2072(2) 0.61651(18) 0.99077(16) 0.0572(6) Uiso 1.000000 R
C5 C -0.1621(2) 0.53142(17) 0.86148(18) 0.0516(5) Uani 1.000000 .
H5 H -0.2201(2) 0.46961(17) 0.86621(18) 0.0619(6) Uiso 1.000000 R
C6 C -0.08487(18) 0.53322(15) 0.78078(15) 0.0408(4) Uani 1.000000 .
H6 H -0.09101(18) 0.47290(15) 0.73046(15) 0.0489(5) Uiso 1.000000 R
C7 C 0.14734(14) 0.49453(12) 0.65161(13) 0.0281(3) Uani 1.000000 .
C8 C 0.16717(17) 0.45097(15) 0.55259(15) 0.0382(4) Uani 1.000000 .
H8 H 0.14844(17) 0.48930(15) 0.49334(15) 0.0459(5) Uiso 1.000000 R
C9 C 0.21420(19) 0.35176(17) 0.53956(18) 0.0515(5) Uani 1.000000 .
H9 H 0.22811(19) 0.32289(17) 0.47184(18) 0.0618(7) Uiso 1.000000 R
C10 C 0.24050(18) 0.29556(16) 0.6257(2) 0.0525(6) Uani 1.000000 .
H10 H 0.27251(18) 0.22789(16) 0.6171(2) 0.0630(7) Uiso 1.000000 R
C11 C 0.22043(17) 0.33741(15) 0.72411(18) 0.0455(5) Uani 1.000000 .
H11 H 0.23823(17) 0.29817(15) 0.78293(18) 0.0546(6) Uiso 1.000000 R
C12 C 0.17451(16) 0.43623(13) 0.73761(15) 0.0342(4) Uani 1.000000 .
H12 H 0.16136(16) 0.46462(13) 0.80568(15) 0.0410(4) Uiso 1.000000 R
C13 C 0.44017(14) 0.80717(12) 0.66209(11) 0.0225(3) Uani 1.000000 .
C14 C 0.52628(14) 0.73780(12) 0.69849(11) 0.0242(3) Uani 1.000000 .
C15 C 0.65011(15) 0.77782(13) 0.72210(12) 0.0272(3) Uani 1.000000 .
H15 H 0.70581(15) 0.73022(13) 0.74699(12) 0.0326(4) Uiso 1.000000 R
C16 C 0.69499(15) 0.88476(13) 0.71057(12) 0.0278(3) Uani 1.000000 .
C17 C 0.61150(15) 0.95226(12) 0.67263(12) 0.0267(3) Uani 1.000000 .
H17 H 0.64047(15) 1.02535(12) 0.66278(12) 0.0321(4) Uiso 1.000000 R
C18 C 0.48668(14) 0.91587(12) 0.64865(11) 0.0235(3) Uani 1.000000 .
C19 C 0.49282(16) 0.61786(13) 0.70809(14) 0.0321(4) Uani 1.000000 .
H19a H 0.5460(8) 0.57645(13) 0.6669(8) 0.0482(5) Uiso 1.000000 GR
H19b H 0.5045(11) 0.6026(2) 0.78149(18) 0.0482(5) Uiso 1.000000 GR
H19c H 0.4064(4) 0.5969(2) 0.6821(9) 0.0482(5) Uiso 1.000000 GR
C20 C 0.82899(16) 0.92646(16) 0.73987(15) 0.0399(4) Uani 1.000000 .
H20a H 0.8787(2) 0.8656(2) 0.7376(10) 0.0598(6) Uiso 1.000000 GR
H20b H 0.8573(4) 0.9783(8) 0.6905(6) 0.0598(6) Uiso 1.000000 GR
H20c H 0.8380(2) 0.9625(10) 0.8105(4) 0.0598(6) Uiso 1.000000 GR
C21 C 0.40382(16) 0.99681(13) 0.60920(12) 0.0291(3) Uani 1.000000 .
H21a H 0.45470(16) 1.0616(4) 0.5912(9) 0.0436(5) Uiso 1.000000 GR
H21b H 0.3521(8) 0.9640(3) 0.5472(5) 0.0436(5) Uiso 1.000000 GR
H21c H 0.3511(8) 1.0172(7) 0.6638(3) 0.0436(5) Uiso 1.000000 GR
C22 C 0.24084(14) 0.76677(12) 0.51245(11) 0.0241(3) Uani 1.000000 .
C23 C 0.29828(15) 0.71621(13) 0.43017(12) 0.0270(3) Uani 1.000000 .
C24 C 0.24999(16) 0.71828(13) 0.32693(12) 0.0304(3) Uani 1.000000 .
H24 H 0.28983(16) 0.68382(13) 0.27300(12) 0.0365(4) Uiso 1.000000 R
C25 C 0.14649(16) 0.76840(13) 0.29977(12) 0.0307(4) Uani 1.000000 .
C27 C 0.13526(15) 0.81815(13) 0.48440(12) 0.0264(3) Uani 1.000000 .
C26 C 0.09055(15) 0.81776(13) 0.37996(12) 0.0287(3) Uani 1.000000 .
H26 H 0.01934(15) 0.85257(13) 0.36351(12) 0.0345(4) Uiso 1.000000 R
C28 C 0.40965(17) 0.65633(15) 0.44904(14) 0.0361(4) Uani 1.000000 .
H28a H 0.4303(7) 0.6225(9) 0.3827(2) 0.0542(6) Uiso 1.000000 GR
H28b H 0.4798(4) 0.7075(2) 0.4797(9) 0.0542(6) Uiso 1.000000 GR
H28c H 0.3912(4) 0.6002(7) 0.4970(8) 0.0542(6) Uiso 1.000000 GR
C29 C 0.09714(19) 0.76861(17) 0.18706(13) 0.0419(4) Uani 1.000000 .
H29a H 0.1661(2) 0.7816(11) 0.14356(19) 0.0628(7) Uiso 1.000000 GR
H29b H 0.0500(11) 0.6983(4) 0.1642(3) 0.0628(7) Uiso 1.000000 GR
H29c H 0.0433(10) 0.8261(7) 0.1803(2) 0.0628(7) Uiso 1.000000 GR
C30 C 0.06706(17) 0.87758(15) 0.56359(13) 0.0342(4) Uani 1.000000 .
H30a H -0.0137(5) 0.8901(9) 0.5315(3) 0.0513(6) Uiso 1.000000 GR
H30b H 0.0556(11) 0.8339(5) 0.6232(5) 0.0513(6) Uiso 1.000000 GR
H30c H 0.1150(6) 0.9473(5) 0.5875(8) 0.0513(6) Uiso 1.000000 GR
C31 C 0.30871(14) 0.76546(12) 0.87430(11) 0.0233(3) Uani 1.000000 .
C32 C 0.37312(14) 0.73981(13) 0.97346(11) 0.0256(3) Uani 1.000000 .
C33 C 0.41136(16) 0.64259(14) 1.00297(13) 0.0327(4) Uani 1.000000 .
H33 H 0.39558(16) 0.57827(14) 0.95747(13) 0.0392(4) Uiso 1.000000 R
C34 C 0.47361(17) 0.64255(17) 1.10153(14) 0.0397(4) Uani 1.000000 .
H34 H 0.50074(17) 0.57720(17) 1.12342(14) 0.0476(5) Uiso 1.000000 R
C35 C 0.49635(16) 0.73576(18) 1.16758(13) 0.0405(4) Uani 1.000000 .
H35 H 0.53877(16) 0.73346(18) 1.23431(13) 0.0486(5) Uiso 1.000000 R
C36 C 0.45848(15) 0.83301(16) 1.13855(13) 0.0351(4) Uani 1.000000 .
H36 H 0.47454(15) 0.89698(16) 1.18451(13) 0.0421(5) Uiso 1.000000 R
C37 C 0.39652(14) 0.83446(13) 1.04063(11) 0.0260(3) Uani 1.000000 .
C38 C 0.34466(14) 0.92291(13) 0.98919(12) 0.0256(3) Uani 1.000000 .
C39 C 0.33873(16) 1.02917(14) 1.02621(14) 0.0339(4) Uani 1.000000 .
H39 H 0.37569(16) 1.05611(14) 1.09340(14) 0.0407(4) Uiso 1.000000 R
C40 C 0.27739(17) 1.09581(14) 0.96285(15) 0.0375(4) Uani 1.000000 .
H40 H 0.27280(17) 1.16908(14) 0.98684(15) 0.0451(5) Uiso 1.000000 R
C41 C 0.22304(17) 1.05603(14) 0.86512(15) 0.0356(4) Uani 1.000000 .
H41 H 0.17951(17) 1.10200(14) 0.82384(15) 0.0428(5) Uiso 1.000000 R
C42 C 0.23097(15) 0.95020(13) 0.82630(13) 0.0292(3) Uani 1.000000 .
H42 H 0.19493(15) 0.92433(13) 0.75855(13) 0.0351(4) Uiso 1.000000 R
C43 C 0.29245(14) 0.88288(12) 0.88819(12) 0.0245(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 N1 1.7577(13) . ?
P1 C1 1.8316(16) . ?
P1 C7 1.8314(17) . ?
B1 N1 1.441(2) . ?
B1 C13 1.590(2) . ?
B1 C22 1.599(2) . ?
N1 N2 1.4328(17) . ?
N2 C31 1.2854(19) . ?
C1 C2 1.396(2) . ?
C1 C6 1.394(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(2) . ?
C7 C12 1.398(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.382(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.423(2) . ?
C13 C18 1.419(2) . ?
C14 C15 1.394(2) . ?
C14 C19 1.513(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(2) . ?
C16 C17 1.393(2) . ?
C16 C20 1.511(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(2) . ?
C18 C21 1.517(2) . ?
C19 H19a 0.9800 . ?
C19 H19b 0.9800 . ?
C19 H19c 0.9800 . ?
C20 H20a 0.9800 . ?
C20 H20b 0.9800 . ?
C20 H20c 0.9800 . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?
C22 C23 1.418(2) . ?
C22 C27 1.417(2) . ?
C23 C24 1.398(2) . ?
C23 C28 1.510(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.386(2) . ?
C25 C26 1.382(2) . ?
C25 C29 1.512(2) . ?
C27 C26 1.397(2) . ?
C27 C30 1.509(2) . ?
C26 H26 0.9500 . ?
C28 H28a 0.9800 . ?
C28 H28b 0.9800 . ?
C28 H28c 0.9800 . ?
C29 H29a 0.9800 . ?
C29 H29b 0.9800 . ?
C29 H29c 0.9800 . ?
C30 H30a 0.9800 . ?
C30 H30b 0.9800 . ?
C30 H30c 0.9800 . ?
C31 C32 1.485(2) . ?
C31 C43 1.492(2) . ?
C32 C33 1.392(2) . ?
C32 C37 1.400(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.396(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.377(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.389(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.389(2) . ?
C37 C38 1.469(2) . ?
C38 C39 1.384(2) . ?
C38 C43 1.415(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.393(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.386(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.390(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.389(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 N1 102.63(7) . . ?
C7 P1 N1 101.85(7) . . ?
C7 P1 C1 102.21(7) . . ?
C13 B1 N1 120.33(13) . . ?
C22 B1 N1 118.39(13) . . ?
C22 B1 C13 121.18(13) . . ?
B1 N1 P1 119.01(10) . . ?
N2 N1 P1 113.30(9) . . ?
N2 N1 B1 120.78(12) . . ?
C31 N2 N1 118.59(12) . . ?
C2 C1 P1 122.23(13) . . ?
C6 C1 P1 118.85(13) . . ?
C6 C1 C2 118.28(15) . . ?
H2 C2 C1 119.58(10) . . ?
C3 C2 C1 120.83(17) . . ?
C3 C2 H2 119.58(11) . . ?
H3 C3 C2 119.90(11) . . ?
C4 C3 C2 120.20(18) . . ?
C4 C3 H3 119.90(11) . . ?
H4 C4 C3 120.28(11) . . ?
C5 C4 C3 119.44(18) . . ?
C5 C4 H4 120.28(12) . . ?
H5 C5 C4 119.70(12) . . ?
C6 C5 C4 120.59(19) . . ?
C6 C5 H5 119.70(12) . . ?
C5 C6 C1 120.58(18) . . ?
H6 C6 C1 119.71(10) . . ?
H6 C6 C5 119.71(12) . . ?
C8 C7 P1 116.12(13) . . ?
C12 C7 P1 125.20(13) . . ?
C12 C7 C8 118.67(16) . . ?
H8 C8 C7 119.66(11) . . ?
C9 C8 C7 120.68(19) . . ?
C9 C8 H8 119.66(13) . . ?
H9 C9 C8 120.17(13) . . ?
C10 C9 C8 119.66(19) . . ?
C10 C9 H9 120.17(12) . . ?
H10 C10 C9 119.88(12) . . ?
C11 C10 C9 120.24(18) . . ?
C11 C10 H10 119.88(12) . . ?
H11 C11 C10 119.82(12) . . ?
C12 C11 C10 120.36(19) . . ?
C12 C11 H11 119.82(12) . . ?
C11 C12 C7 120.38(18) . . ?
H12 C12 C7 119.81(10) . . ?
H12 C12 C11 119.81(12) . . ?
C14 C13 B1 121.80(13) . . ?
C18 C13 B1 120.82(13) . . ?
C18 C13 C14 117.22(14) . . ?
C15 C14 C13 120.26(14) . . ?
C19 C14 C13 123.36(14) . . ?
C19 C14 C15 116.29(13) . . ?
H15 C15 C14 118.81(9) . . ?
C16 C15 C14 122.38(14) . . ?
C16 C15 H15 118.81(9) . . ?
C17 C16 C15 117.52(15) . . ?
C20 C16 C15 121.07(15) . . ?
C20 C16 C17 121.40(15) . . ?
H17 C17 C16 118.98(9) . . ?
C18 C17 C16 122.03(14) . . ?
C18 C17 H17 118.98(9) . . ?
C17 C18 C13 120.56(14) . . ?
C21 C18 C13 121.90(14) . . ?
C21 C18 C17 117.54(13) . . ?
H19a C19 C14 109.5 . . ?
H19b C19 C14 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C14 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C16 109.5 . . ?
H20b C20 C16 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C16 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H21a C21 C18 109.5 . . ?
H21b C21 C18 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C18 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C23 C22 B1 118.43(13) . . ?
C27 C22 B1 124.52(13) . . ?
C27 C22 C23 117.04(13) . . ?
C24 C23 C22 119.93(15) . . ?
C28 C23 C22 122.63(14) . . ?
C28 C23 C24 117.42(14) . . ?
H24 C24 C23 118.56(10) . . ?
C25 C24 C23 122.88(15) . . ?
C25 C24 H24 118.56(9) . . ?
C26 C25 C24 117.19(14) . . ?
C29 C25 C24 121.18(16) . . ?
C29 C25 C26 121.62(16) . . ?
C26 C27 C22 120.78(14) . . ?
C30 C27 C22 122.69(13) . . ?
C30 C27 C26 116.52(14) . . ?
C27 C26 C25 122.17(15) . . ?
H26 C26 C25 118.91(9) . . ?
H26 C26 C27 118.91(10) . . ?
H28a C28 C23 109.5 . . ?
H28b C28 C23 109.5 . . ?
H28b C28 H28a 109.5 . . ?
H28c C28 C23 109.5 . . ?
H28c C28 H28a 109.5 . . ?
H28c C28 H28b 109.5 . . ?
H29a C29 C25 109.5 . . ?
H29b C29 C25 109.5 . . ?
H29b C29 H29a 109.5 . . ?
H29c C29 C25 109.5 . . ?
H29c C29 H29a 109.5 . . ?
H29c C29 H29b 109.5 . . ?
H30a C30 C27 109.5 . . ?
H30b C30 C27 109.5 . . ?
H30b C30 H30a 109.5 . . ?
H30c C30 C27 109.5 . . ?
H30c C30 H30a 109.5 . . ?
H30c C30 H30b 109.5 . . ?
C32 C31 N2 118.43(13) . . ?
C43 C31 N2 135.71(14) . . ?
C43 C31 C32 105.81(12) . . ?
C33 C32 C31 130.20(15) . . ?
C37 C32 C31 108.85(13) . . ?
C37 C32 C33 120.94(15) . . ?
H33 C33 C32 121.05(10) . . ?
C34 C33 C32 117.90(17) . . ?
C34 C33 H33 121.05(11) . . ?
H34 C34 C33 119.47(11) . . ?
C35 C34 C33 121.06(17) . . ?
C35 C34 H34 119.47(10) . . ?
H35 C35 C34 119.35(10) . . ?
C36 C35 C34 121.31(16) . . ?
C36 C35 H35 119.35(11) . . ?
H36 C36 C35 120.82(11) . . ?
C37 C36 C35 118.35(17) . . ?
C37 C36 H36 120.82(11) . . ?
C36 C37 C32 120.45(16) . . ?
C38 C37 C32 108.65(13) . . ?
C38 C37 C36 130.90(15) . . ?
C39 C38 C37 130.08(15) . . ?
C43 C38 C37 108.83(13) . . ?
C43 C38 C39 121.06(15) . . ?
H39 C39 C38 120.70(10) . . ?
C40 C39 C38 118.60(16) . . ?
C40 C39 H39 120.70(10) . . ?
H40 C40 C39 119.74(10) . . ?
C41 C40 C39 120.51(16) . . ?
C41 C40 H40 119.74(10) . . ?
H41 C41 C40 119.35(10) . . ?
C42 C41 C40 121.29(16) . . ?
C42 C41 H41 119.35(10) . . ?
H42 C42 C41 120.54(10) . . ?
C43 C42 C41 118.92(16) . . ?
C43 C42 H42 120.54(9) . . ?
C38 C43 C31 107.82(13) . . ?
C42 C43 C31 132.39(14) . . ?
C42 C43 C38 119.57(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
