# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1881945'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_date             2018-11-08T13:16:52-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C20 H15 O P'
_chemical_formula_weight         302.29

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

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

_cell_length_a                   10.703(10)
_cell_length_b                   10.124(9)
_cell_length_c                   14.561(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.534(14)
_cell_angle_gamma                90
_cell_volume                     1575(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8993
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.13

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

_exptl_crystal_description       blade
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.105
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             632

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

_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6889
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.982

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_number            21843
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         27.139
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_coverage         0
_reflns_number_total             3466
_reflns_number_gt                2868
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0311P)²+0.7433P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3466
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.042

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.40222(3) 0.78110(4) 0.76129(2) 0.02007(10) Uani 1 1 d . . . . .
O1 O 0.55651(11) 1.09675(12) 0.87783(8) 0.0407(3) Uani 1 1 d . . . . .
C1 C 0.49957(14) 0.90880(16) 0.77909(10) 0.0293(3) Uani 1 1 d . . . . .
C2 C 0.52450(13) 1.00381(15) 0.83153(10) 0.0240(3) Uani 1 1 d . . . . .
C3 C 0.33963(12) 0.77955(14) 0.64308(9) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.34820(13) 0.89429(15) 0.59063(10) 0.0259(3) Uani 1 1 d . . . . .
H4 H 0.388852 0.970225 0.616555 0.031 Uiso 1 1 calc R U . . .
C5 C 0.29701(14) 0.89746(16) 0.50002(10) 0.0310(4) Uani 1 1 d . . . . .
H5 H 0.303246 0.975321 0.464174 0.037 Uiso 1 1 calc R U . . .
C6 C 0.23702(14) 0.78657(17) 0.46249(10) 0.0309(4) Uani 1 1 d . . . . .
H6 H 0.201216 0.789279 0.401177 0.037 Uiso 1 1 calc R U . . .
C7 C 0.22901(14) 0.67181(17) 0.51393(10) 0.0297(3) Uani 1 1 d . . . . .
H7 H 0.187963 0.596303 0.4877 0.036 Uiso 1 1 calc R U . . .
C8 C 0.28122(13) 0.66711(15) 0.60424(10) 0.0254(3) Uani 1 1 d . . . . .
H8 H 0.277113 0.588092 0.639116 0.031 Uiso 1 1 calc R U . . .
C9 C 0.27246(13) 0.78258(14) 0.83543(9) 0.0202(3) Uani 1 1 d . . . . .
C10 C 0.29822(14) 0.81685(15) 0.92798(9) 0.0249(3) Uani 1 1 d . . . . .
H10 H 0.381397 0.8376 0.949762 0.03 Uiso 1 1 calc R U . . .
C11 C 0.20197(14) 0.82046(16) 0.98784(10) 0.0290(3) Uani 1 1 d . . . . .
H11 H 0.219404 0.844064 1.05046 0.035 Uiso 1 1 calc R U . . .
C12 C 0.07994(14) 0.78950(15) 0.95614(10) 0.0282(3) Uani 1 1 d . . . . .
H12 H 0.014218 0.792485 0.997063 0.034 Uiso 1 1 calc R U . . .
C13 C 0.05446(14) 0.75431(15) 0.86477(10) 0.0281(3) Uani 1 1 d . . . . .
H13 H -0.028667 0.732442 0.843504 0.034 Uiso 1 1 calc R U . . .
C14 C 0.14999(13) 0.75086(14) 0.80410(10) 0.0244(3) Uani 1 1 d . . . . .
H14 H 0.132029 0.727011 0.741578 0.029 Uiso 1 1 calc R U . . .
C15 C 0.48408(12) 0.62624(14) 0.78159(9) 0.0217(3) Uani 1 1 d . . . . .
C16 C 0.45232(13) 0.53704(15) 0.84947(10) 0.0255(3) Uani 1 1 d . . . . .
H16 H 0.38121 0.553024 0.883812 0.031 Uiso 1 1 calc R U . . .
C17 C 0.52508(15) 0.42446(16) 0.86681(11) 0.0309(3) Uani 1 1 d . . . . .
H17 H 0.503429 0.363644 0.912906 0.037 Uiso 1 1 calc R U . . .
C18 C 0.62887(15) 0.40129(17) 0.81688(11) 0.0341(4) Uani 1 1 d . . . . .
H18 H 0.67852 0.324775 0.829117 0.041 Uiso 1 1 calc R U . . .
C19 C 0.66077(15) 0.48931(17) 0.74900(11) 0.0346(4) Uani 1 1 d . . . . .
H19 H 0.731888 0.472667 0.714804 0.042 Uiso 1 1 calc R U . . .
C20 C 0.58903(14) 0.60133(16) 0.73110(10) 0.0289(3) Uani 1 1 d . . . . .
H20 H 0.610939 0.661352 0.684586 0.035 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.6707(19) . ?
P1 C3 1.808(2) . ?
P1 C9 1.8110(18) . ?
P1 C15 1.811(2) . ?
O1 C2 1.1953(19) . ?
C1 C2 1.247(2) . ?
C3 C4 1.396(2) . ?
C3 C8 1.401(2) . ?
C4 C5 1.398(2) . ?
C4 H4 0.95 . ?
C5 C6 1.388(2) . ?
C5 H5 0.95 . ?
C6 C7 1.388(2) . ?
C6 H6 0.95 . ?
C7 C8 1.398(2) . ?
C7 H7 0.95 . ?
C8 H8 0.95 . ?
C9 C14 1.398(2) . ?
C9 C10 1.402(2) . ?
C10 C11 1.390(2) . ?
C10 H10 0.95 . ?
C11 C12 1.394(2) . ?
C11 H11 0.95 . ?
C12 C13 1.388(2) . ?
C12 H12 0.95 . ?
C13 C14 1.392(2) . ?
C13 H13 0.95 . ?
C14 H14 0.95 . ?
C15 C16 1.396(2) . ?
C15 C20 1.403(2) . ?
C16 C17 1.395(2) . ?
C16 H16 0.95 . ?
C17 C18 1.385(2) . ?
C17 H17 0.95 . ?
C18 C19 1.389(3) . ?
C18 H18 0.95 . ?
C19 C20 1.385(2) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?

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 C3 110.20(7) . . ?
C1 P1 C9 113.26(8) . . ?
C3 P1 C9 108.35(9) . . ?
C1 P1 C15 110.71(10) . . ?
C3 P1 C15 107.15(7) . . ?
C9 P1 C15 106.91(7) . . ?
C2 C1 P1 143.13(13) . . ?
O1 C2 C1 174.78(16) . . ?
C4 C3 C8 119.86(14) . . ?
C4 C3 P1 118.72(11) . . ?
C8 C3 P1 121.41(11) . . ?
C3 C4 C5 120.02(14) . . ?
C3 C4 H4 120 . . ?
C5 C4 H4 120 . . ?
C6 C5 C4 119.86(15) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C7 C6 C5 120.46(15) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 120.12(15) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C3 119.65(14) . . ?
C7 C8 H8 120.2 . . ?
C3 C8 H8 120.2 . . ?
C14 C9 C10 119.68(13) . . ?
C14 C9 P1 122.78(12) . . ?
C10 C9 P1 117.54(11) . . ?
C11 C10 C9 119.97(14) . . ?
C11 C10 H10 120 . . ?
C9 C10 H10 120 . . ?
C10 C11 C12 120.13(15) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 119.99(13) . . ?
C13 C12 H12 120 . . ?
C11 C12 H12 120 . . ?
C12 C13 C14 120.40(14) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C9 119.83(14) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
C16 C15 C20 119.51(14) . . ?
C16 C15 P1 122.61(11) . . ?
C20 C15 P1 117.71(12) . . ?
C17 C16 C15 119.94(14) . . ?
C17 C16 H16 120 . . ?
C15 C16 H16 120 . . ?
C18 C17 C16 120.03(15) . . ?
C18 C17 H17 120 . . ?
C16 C17 H17 120 . . ?
C17 C18 C19 120.35(15) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C18 120.09(15) . . ?
C20 C19 H19 120 . . ?
C18 C19 H19 120 . . ?
C19 C20 C15 120.07(15) . . ?
C19 C20 H20 120 . . ?
C15 C20 H20 120 . . ?


####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1881948'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT250_5                   
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.3 Note  
RESPONSE: Due to the positional disorder of the interstitial toluene 
          molecule.  Attempts to model this molecule as positionally
          disordered over multiple sites did not improve the model.
;
_vrf_PLAT340_5                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00466 Ang.  
RESPONSE: This is due to weak high angle data.
;
_vrf_PLAT911_5                   
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600         14 Report
RESPONSE: These reflections were not collected using only omega scans.
;
_vrf_PLAT906_5                   
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.013 Check 
RESPONSE: Due to weak high angle data.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T15:12:19-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C45 H41 B F15 O P'
_chemical_formula_weight         924.56

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

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

_cell_length_a                   11.2805(14)
_cell_length_b                   13.0713(17)
_cell_length_c                   15.639(2)
_cell_angle_alpha                102.466(2)
_cell_angle_beta                 110.532(2)
_cell_angle_gamma                96.260(2)
_cell_volume                     2065.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3161
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      24.14

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

_exptl_crystal_description       chip
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.126
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.065
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             948

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

_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6735
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.989

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_number            21668
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.445
_diffrn_reflns_theta_max         25.435
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_coverage         0
_reflns_number_total             7602
_reflns_number_gt                5100
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+0.6961P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7602
_refine_ls_number_parameters     569
_refine_ls_number_restraints     507
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1131
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.061

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.00989(7) 0.05945(6) 0.72304(5) 0.01575(17) Uani 1 1 d . . . . .
F1 F 0.52735(14) 0.52789(12) 0.75881(11) 0.0212(4) Uani 1 1 d . . . . .
F2 F 0.77905(14) 0.53644(12) 0.84705(11) 0.0242(4) Uani 1 1 d . . . . .
F3 F 0.86604(14) 0.35620(13) 0.88207(11) 0.0265(4) Uani 1 1 d . . . . .
F4 F 0.69316(16) 0.16921(13) 0.82667(12) 0.0295(4) Uani 1 1 d . . . . .
F5 F 0.44255(15) 0.15957(12) 0.74035(11) 0.0248(4) Uani 1 1 d . . . . .
F6 F 0.25608(15) 0.55649(12) 0.64760(11) 0.0225(4) Uani 1 1 d . . . . .
F7 F 0.26628(16) 0.63203(13) 0.50554(11) 0.0283(4) Uani 1 1 d . . . . .
F8 F 0.33728(15) 0.51864(13) 0.37112(11) 0.0265(4) Uani 1 1 d . . . . .
F9 F 0.39896(16) 0.32444(13) 0.38172(11) 0.0271(4) Uani 1 1 d . . . . .
F10 F 0.39241(15) 0.24711(12) 0.52434(11) 0.0220(4) Uani 1 1 d . . . . .
F11 F 0.05594(14) 0.36766(12) 0.60720(10) 0.0229(4) Uani 1 1 d . . . . .
F12 F -0.07491(15) 0.45581(13) 0.70740(11) 0.0280(4) Uani 1 1 d . . . . .
F13 F 0.04554(16) 0.54064(14) 0.89937(12) 0.0319(4) Uani 1 1 d . . . . .
F14 F 0.29192(16) 0.52079(14) 0.98916(11) 0.0314(4) Uani 1 1 d . . . . .
F15 F 0.42195(15) 0.43098(14) 0.89361(10) 0.0274(4) Uani 1 1 d . . . . .
O1 O 0.24537(17) 0.22626(14) 0.62454(12) 0.0169(4) Uani 1 1 d . . . . .
C1 C 0.1095(3) 0.1207(2) 0.68073(19) 0.0188(6) Uani 1 1 d . . . . .
C2 C 0.1767(3) 0.1738(2) 0.65567(18) 0.0164(6) Uani 1 1 d . . . . .
C3 C 0.4723(2) 0.3420(2) 0.73953(18) 0.0144(6) Uani 1 1 d . . . . .
C4 C 0.5652(3) 0.4356(2) 0.77135(18) 0.0160(6) Uani 1 1 d . . . . .
C5 C 0.6952(3) 0.4426(2) 0.81797(18) 0.0165(6) Uani 1 1 d . . . . .
C6 C 0.7393(3) 0.3527(2) 0.83645(18) 0.0175(6) Uani 1 1 d . . . . .
C7 C 0.6513(3) 0.2583(2) 0.80891(19) 0.0200(6) Uani 1 1 d . . . . .
C8 C 0.5218(3) 0.2553(2) 0.76241(19) 0.0173(6) Uani 1 1 d . . . . .
C9 C 0.3196(2) 0.3961(2) 0.59251(18) 0.0144(6) Uani 1 1 d . . . . .
C10 C 0.2901(2) 0.4941(2) 0.58303(18) 0.0166(6) Uani 1 1 d . . . . .
C11 C 0.2946(3) 0.5356(2) 0.50976(19) 0.0180(6) Uani 1 1 d . . . . .
C12 C 0.3315(3) 0.4787(2) 0.44210(19) 0.0183(6) Uani 1 1 d . . . . .
C13 C 0.3621(2) 0.3808(2) 0.44768(18) 0.0176(6) Uani 1 1 d . . . . .
C14 C 0.3565(2) 0.3426(2) 0.52177(19) 0.0161(6) Uani 1 1 d . . . . .
C15 C 0.2474(3) 0.3971(2) 0.74393(19) 0.0163(6) Uani 1 1 d . . . . .
C16 C 0.1188(3) 0.4051(2) 0.70288(18) 0.0171(6) Uani 1 1 d . . . . .
C17 C 0.0492(3) 0.4501(2) 0.7524(2) 0.0193(6) Uani 1 1 d . . . . .
C18 C 0.1086(3) 0.4915(2) 0.8492(2) 0.0215(6) Uani 1 1 d . . . . .
C19 C 0.2337(3) 0.4828(2) 0.89415(19) 0.0203(6) Uani 1 1 d . . . . .
C20 C 0.2994(3) 0.4357(2) 0.84207(19) 0.0170(6) Uani 1 1 d . . . . .
C21 C 0.0360(3) -0.0765(2) 0.72068(19) 0.0169(6) Uani 1 1 d . . . . .
H21 H 0.109958 -0.070637 0.78131 0.02 Uiso 1 1 calc R U . . .
C22 C 0.0787(3) -0.1253(2) 0.6401(2) 0.0207(6) Uani 1 1 d . . . . .
H22A H 0.008514 -0.13298 0.578016 0.025 Uiso 1 1 calc R U . . .
H22B H 0.155681 -0.076851 0.644417 0.025 Uiso 1 1 calc R U . . .
C23 C 0.1108(3) -0.2347(2) 0.6464(2) 0.0223(7) Uani 1 1 d . . . . .
H23A H 0.131892 -0.266855 0.591544 0.027 Uiso 1 1 calc R U . . .
H23B H 0.187792 -0.225606 0.704997 0.027 Uiso 1 1 calc R U . . .
C24 C -0.0016(3) -0.3098(2) 0.6474(2) 0.0227(7) Uani 1 1 d . . . . .
H24A H -0.075718 -0.325333 0.585916 0.027 Uiso 1 1 calc R U . . .
H24B H 0.024316 -0.378219 0.6554 0.027 Uiso 1 1 calc R U . . .
C25 C -0.0424(3) -0.2609(2) 0.7273(2) 0.0216(7) Uani 1 1 d . . . . .
H25A H 0.02932 -0.251077 0.789105 0.026 Uiso 1 1 calc R U . . .
H25B H -0.117436 -0.31019 0.72486 0.026 Uiso 1 1 calc R U . . .
C26 C -0.0788(3) -0.1528(2) 0.7198(2) 0.0192(6) Uani 1 1 d . . . . .
H26A H -0.102116 -0.121392 0.773759 0.023 Uiso 1 1 calc R U . . .
H26B H -0.154667 -0.16295 0.660268 0.023 Uiso 1 1 calc R U . . .
C27 C 0.0511(3) 0.1387(2) 0.84464(18) 0.0183(6) Uani 1 1 d . . . . .
H27 H 0.025093 0.208764 0.840292 0.022 Uiso 1 1 calc R U . . .
C28 C -0.0235(3) 0.0900(2) 0.89618(19) 0.0217(7) Uani 1 1 d . . . . .
H28A H -0.117524 0.077443 0.858544 0.026 Uiso 1 1 calc R U . . .
H28B H -0.000726 0.02024 0.902549 0.026 Uiso 1 1 calc R U . . .
C29 C 0.0088(3) 0.1650(2) 0.9947(2) 0.0289(7) Uani 1 1 d . . . . .
H29A H -0.022372 0.231869 0.987781 0.035 Uiso 1 1 calc R U . . .
H29B H -0.036545 0.130611 1.028248 0.035 Uiso 1 1 calc R U . . .
C30 C 0.1534(3) 0.1920(3) 1.0534(2) 0.0317(8) Uani 1 1 d . . . . .
H30A H 0.171453 0.243932 1.115029 0.038 Uiso 1 1 calc R U . . .
H30B H 0.18328 0.126376 1.066372 0.038 Uiso 1 1 calc R U . . .
C31 C 0.2263(3) 0.2392(3) 1.0012(2) 0.0330(8) Uani 1 1 d . . . . .
H31A H 0.320269 0.253315 1.039379 0.04 Uiso 1 1 calc R U . . .
H31B H 0.202136 0.308285 0.993816 0.04 Uiso 1 1 calc R U . . .
C32 C 0.1971(3) 0.1646(2) 0.9037(2) 0.0283(7) Uani 1 1 d . . . . .
H32A H 0.227738 0.09758 0.910915 0.034 Uiso 1 1 calc R U . . .
H32B H 0.243378 0.199008 0.870698 0.034 Uiso 1 1 calc R U . . .
C33 C -0.1555(3) 0.0613(2) 0.65091(18) 0.0168(6) Uani 1 1 d . . . . .
H33 H -0.214092 0.02403 0.675045 0.02 Uiso 1 1 calc R U . . .
C34 C -0.1915(3) 0.0010(2) 0.54636(18) 0.0200(6) Uani 1 1 d . . . . .
H34A H -0.129249 0.032492 0.522874 0.024 Uiso 1 1 calc R U . . .
H34B H -0.185254 -0.07479 0.541578 0.024 Uiso 1 1 calc R U . . .
C35 C -0.3284(3) 0.0067(2) 0.4842(2) 0.0223(7) Uani 1 1 d . . . . .
H35A H -0.345798 -0.028234 0.417018 0.027 Uiso 1 1 calc R U . . .
H35B H -0.39143 -0.032817 0.502452 0.027 Uiso 1 1 calc R U . . .
C36 C -0.3467(3) 0.1220(2) 0.4942(2) 0.0228(7) Uani 1 1 d . . . . .
H36A H -0.437405 0.122577 0.455745 0.027 Uiso 1 1 calc R U . . .
H36B H -0.290015 0.159873 0.469933 0.027 Uiso 1 1 calc R U . . .
C37 C -0.3142(3) 0.1798(2) 0.59785(19) 0.0214(6) Uani 1 1 d . . . . .
H37A H -0.323642 0.255071 0.603304 0.026 Uiso 1 1 calc R U . . .
H37B H -0.37559 0.145312 0.620487 0.026 Uiso 1 1 calc R U . . .
C38 C -0.1765(3) 0.1768(2) 0.6597(2) 0.0200(6) Uani 1 1 d . . . . .
H38A H -0.158791 0.212586 0.726767 0.024 Uiso 1 1 calc R U . . .
H38B H -0.114901 0.216628 0.640431 0.024 Uiso 1 1 calc R U . . .
C39 C 0.3890(4) 0.8135(3) 0.9021(2) 0.0452(9) Uani 1 1 d . . . . .
C40 C 0.3828(3) 0.9179(3) 0.9000(2) 0.0396(9) Uani 1 1 d . . . . .
H40 H 0.353039 0.960303 0.942667 0.048 Uiso 1 1 calc R U . . .
C41 C 0.4175(4) 0.9618(3) 0.8399(3) 0.0538(10) Uani 1 1 d . . . . .
H41 H 0.410252 1.033564 0.839879 0.065 Uiso 1 1 calc R U . . .
C42 C 0.4635(4) 0.9031(4) 0.7778(3) 0.0699(13) Uani 1 1 d . . . . .
H42 H 0.49106 0.934571 0.736827 0.084 Uiso 1 1 calc R U . . .
C43 C 0.4685(4) 0.7981(4) 0.7770(3) 0.0733(14) Uani 1 1 d . . . . .
H43 H 0.49665 0.755844 0.733231 0.088 Uiso 1 1 calc R U . . .
C44 C 0.4335(4) 0.7541(3) 0.8384(3) 0.0544(11) Uani 1 1 d . . . . .
H44 H 0.43955 0.68199 0.837779 0.065 Uiso 1 1 calc R U . . .
C45 C 0.3519(5) 0.7691(3) 0.9686(3) 0.0748(14) Uani 1 1 d . . . . .
H45A H 0.409866 0.721862 0.991809 0.112 Uiso 1 1 calc R U . . .
H45B H 0.262792 0.728198 0.936579 0.112 Uiso 1 1 calc R U . . .
H45C H 0.357777 0.827336 1.022155 0.112 Uiso 1 1 calc R U . . .
B1 B 0.3222(3) 0.3441(2) 0.6792(2) 0.0162(7) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.701(3) . ?
P1 C33 1.817(3) . ?
P1 C27 1.825(3) . ?
P1 C21 1.828(3) . ?
F1 C4 1.353(3) . ?
F2 C5 1.346(3) . ?
F3 C6 1.346(3) . ?
F4 C7 1.351(3) . ?
F5 C8 1.355(3) . ?
F6 C10 1.348(3) . ?
F7 C11 1.343(3) . ?
F8 C12 1.343(3) . ?
F9 C13 1.349(3) . ?
F10 C14 1.358(3) . ?
F11 C16 1.358(3) . ?
F12 C17 1.347(3) . ?
F13 C18 1.344(3) . ?
F14 C19 1.346(3) . ?
F15 C20 1.350(3) . ?
O1 C2 1.265(3) . ?
O1 B1 1.573(3) . ?
C1 C2 1.192(4) . ?
C3 C8 1.378(4) . ?
C3 C4 1.391(4) . ?
C3 B1 1.630(4) . ?
C4 C5 1.372(4) . ?
C5 C6 1.373(4) . ?
C6 C7 1.377(4) . ?
C7 C8 1.376(4) . ?
C9 C10 1.383(4) . ?
C9 C14 1.393(4) . ?
C9 B1 1.636(4) . ?
C10 C11 1.383(4) . ?
C11 C12 1.373(4) . ?
C12 C13 1.374(4) . ?
C13 C14 1.375(4) . ?
C15 C20 1.387(4) . ?
C15 C16 1.392(4) . ?
C15 B1 1.625(4) . ?
C16 C17 1.376(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.368(4) . ?
C19 C20 1.378(4) . ?
C21 C26 1.540(4) . ?
C21 C22 1.540(4) . ?
C21 H21 1 . ?
C22 C23 1.528(4) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.523(4) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 C25 1.519(4) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 C26 1.530(4) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 C28 1.531(4) . ?
C27 C32 1.535(4) . ?
C27 H27 1 . ?
C28 C29 1.531(4) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C29 C30 1.520(4) . ?
C29 H29A 0.99 . ?
C29 H29B 0.99 . ?
C30 C31 1.517(4) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
C31 C32 1.523(4) . ?
C31 H31A 0.99 . ?
C31 H31B 0.99 . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
C33 C38 1.538(4) . ?
C33 C34 1.539(4) . ?
C33 H33 1 . ?
C34 C35 1.529(4) . ?
C34 H34A 0.99 . ?
C34 H34B 0.99 . ?
C35 C36 1.525(4) . ?
C35 H35A 0.99 . ?
C35 H35B 0.99 . ?
C36 C37 1.526(4) . ?
C36 H36A 0.99 . ?
C36 H36B 0.99 . ?
C37 C38 1.525(4) . ?
C37 H37A 0.99 . ?
C37 H37B 0.99 . ?
C38 H38A 0.99 . ?
C38 H38B 0.99 . ?
C39 C40 1.381(5) . ?
C39 C44 1.396(5) . ?
C39 C45 1.451(5) . ?
C40 C41 1.345(5) . ?
C40 H40 0.95 . ?
C41 C42 1.385(6) . ?
C41 H41 0.95 . ?
C42 C43 1.377(6) . ?
C42 H42 0.95 . ?
C43 C44 1.365(6) . ?
C43 H43 0.95 . ?
C44 H44 0.95 . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?

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 C33 108.12(13) . . ?
C1 P1 C27 106.77(13) . . ?
C33 P1 C27 109.51(12) . . ?
C1 P1 C21 109.52(13) . . ?
C33 P1 C21 112.19(12) . . ?
C27 P1 C21 110.55(13) . . ?
C2 O1 B1 122.4(2) . . ?
C2 C1 P1 172.8(3) . . ?
C1 C2 O1 176.7(3) . . ?
C8 C3 C4 113.7(2) . . ?
C8 C3 B1 127.3(2) . . ?
C4 C3 B1 119.0(2) . . ?
F1 C4 C5 116.3(2) . . ?
F1 C4 C3 119.2(2) . . ?
C5 C4 C3 124.4(2) . . ?
F2 C5 C4 120.9(2) . . ?
F2 C5 C6 119.9(2) . . ?
C4 C5 C6 119.2(2) . . ?
F3 C6 C5 121.0(2) . . ?
F3 C6 C7 120.0(2) . . ?
C5 C6 C7 119.0(3) . . ?
F4 C7 C8 120.6(2) . . ?
F4 C7 C6 119.6(2) . . ?
C8 C7 C6 119.7(2) . . ?
F5 C8 C7 115.4(2) . . ?
F5 C8 C3 120.7(2) . . ?
C7 C8 C3 123.9(2) . . ?
C10 C9 C14 113.8(2) . . ?
C10 C9 B1 126.5(2) . . ?
C14 C9 B1 119.5(2) . . ?
F6 C10 C9 120.7(2) . . ?
F6 C10 C11 115.5(2) . . ?
C9 C10 C11 123.8(2) . . ?
F7 C11 C12 119.8(2) . . ?
F7 C11 C10 120.7(2) . . ?
C12 C11 C10 119.5(3) . . ?
F8 C12 C11 120.0(2) . . ?
F8 C12 C13 120.5(2) . . ?
C11 C12 C13 119.4(2) . . ?
F9 C13 C12 119.9(2) . . ?
F9 C13 C14 121.0(2) . . ?
C12 C13 C14 119.1(2) . . ?
F10 C14 C13 115.7(2) . . ?
F10 C14 C9 119.9(2) . . ?
C13 C14 C9 124.3(3) . . ?
C20 C15 C16 113.3(2) . . ?
C20 C15 B1 125.7(2) . . ?
C16 C15 B1 121.0(2) . . ?
F11 C16 C17 116.5(2) . . ?
F11 C16 C15 118.9(2) . . ?
C17 C16 C15 124.6(2) . . ?
F12 C17 C18 119.8(2) . . ?
F12 C17 C16 121.1(2) . . ?
C18 C17 C16 119.1(3) . . ?
F13 C18 C19 120.2(3) . . ?
F13 C18 C17 120.8(3) . . ?
C19 C18 C17 119.1(3) . . ?
F14 C19 C18 119.6(2) . . ?
F14 C19 C20 120.4(3) . . ?
C18 C19 C20 120.0(3) . . ?
F15 C20 C19 115.0(2) . . ?
F15 C20 C15 121.1(2) . . ?
C19 C20 C15 123.9(3) . . ?
C26 C21 C22 111.0(2) . . ?
C26 C21 P1 113.95(18) . . ?
C22 C21 P1 112.61(18) . . ?
C26 C21 H21 106.2 . . ?
C22 C21 H21 106.2 . . ?
P1 C21 H21 106.2 . . ?
C23 C22 C21 110.6(2) . . ?
C23 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C24 C23 C22 111.6(2) . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108 . . ?
C25 C24 C23 111.2(2) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108 . . ?
C24 C25 C26 111.2(2) . . ?
C24 C25 H25A 109.4 . . ?
C26 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108 . . ?
C25 C26 C21 109.8(2) . . ?
C25 C26 H26A 109.7 . . ?
C21 C26 H26A 109.7 . . ?
C25 C26 H26B 109.7 . . ?
C21 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C28 C27 C32 110.8(2) . . ?
C28 C27 P1 113.62(19) . . ?
C32 C27 P1 112.57(19) . . ?
C28 C27 H27 106.4 . . ?
C32 C27 H27 106.4 . . ?
P1 C27 H27 106.4 . . ?
C29 C28 C27 110.4(2) . . ?
C29 C28 H28A 109.6 . . ?
C27 C28 H28A 109.6 . . ?
C29 C28 H28B 109.6 . . ?
C27 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C30 C29 C28 111.6(2) . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108 . . ?
C31 C30 C29 110.5(2) . . ?
C31 C30 H30A 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C30 C31 C32 111.8(3) . . ?
C30 C31 H31A 109.3 . . ?
C32 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 107.9 . . ?
C31 C32 C27 110.0(2) . . ?
C31 C32 H32A 109.7 . . ?
C27 C32 H32A 109.7 . . ?
C31 C32 H32B 109.7 . . ?
C27 C32 H32B 109.7 . . ?
H32A C32 H32B 108.2 . . ?
C38 C33 C34 110.6(2) . . ?
C38 C33 P1 110.83(18) . . ?
C34 C33 P1 111.17(18) . . ?
C38 C33 H33 108.1 . . ?
C34 C33 H33 108.1 . . ?
P1 C33 H33 108.1 . . ?
C35 C34 C33 111.6(2) . . ?
C35 C34 H34A 109.3 . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34B 109.3 . . ?
C33 C34 H34B 109.3 . . ?
H34A C34 H34B 108 . . ?
C36 C35 C34 111.7(2) . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35B 109.3 . . ?
C34 C35 H35B 109.3 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 C37 110.5(2) . . ?
C35 C36 H36A 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 108.1 . . ?
C38 C37 C36 110.9(2) . . ?
C38 C37 H37A 109.5 . . ?
C36 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 108.1 . . ?
C37 C38 C33 111.5(2) . . ?
C37 C38 H38A 109.3 . . ?
C33 C38 H38A 109.3 . . ?
C37 C38 H38B 109.3 . . ?
C33 C38 H38B 109.3 . . ?
H38A C38 H38B 108 . . ?
C40 C39 C44 117.0(4) . . ?
C40 C39 C45 120.8(4) . . ?
C44 C39 C45 122.2(4) . . ?
C41 C40 C39 122.4(4) . . ?
C41 C40 H40 118.8 . . ?
C39 C40 H40 118.8 . . ?
C40 C41 C42 120.5(4) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C43 C42 C41 118.5(5) . . ?
C43 C42 H42 120.8 . . ?
C41 C42 H42 120.8 . . ?
C44 C43 C42 120.8(4) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C39 120.9(4) . . ?
C43 C44 H44 119.6 . . ?
C39 C44 H44 119.6 . . ?
C39 C45 H45A 109.5 . . ?
C39 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C39 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O1 B1 C15 107.2(2) . . ?
O1 B1 C3 109.3(2) . . ?
C15 B1 C3 114.0(2) . . ?
O1 B1 C9 102.4(2) . . ?
C15 B1 C9 115.6(2) . . ?
C3 B1 C9 107.5(2) . . ?


####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1881952'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT242_10                  
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Al1 Check 
RESPONSE: The methyl groups of the Al(Me)3 moiety were able to rotate slightly, 
          similar to a CF3 group, and resulted in slightly larger Ueq values 
          for the carbon atoms.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T15:14:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C26 H33 Al2 O P'
_chemical_formula_weight         446.45

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

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

_cell_length_a                   8.6481(10)
_cell_length_b                   22.635(3)
_cell_length_c                   13.7034(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.665(2)
_cell_angle_gamma                90
_cell_volume                     2682.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.76

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

_exptl_crystal_description       blocky
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.475
_exptl_crystal_size_min          0.32
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             952

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

_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7007
_shelx_estimated_absorpt_T_min   0.918
_shelx_estimated_absorpt_T_max   0.944

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

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_number            28610
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.737
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             5483
_reflns_number_gt                4410
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+0.8529P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5483
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1127
_refine_ls_wR_factor_gt          0.1054
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.042

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.45952(5) 0.65582(2) 0.32584(3) 0.03117(13) Uani 1 1 d . . . . .
Al1 Al 0.28493(7) 0.90043(2) 0.30653(5) 0.04400(17) Uani 1 1 d . . . . .
Al2 Al 0.17946(6) 0.76176(2) 0.38974(4) 0.03361(14) Uani 1 1 d . . . . .
O1 O 0.31778(13) 0.82061(5) 0.34055(9) 0.0345(3) Uani 1 1 d . . . . .
C1 C 0.37445(19) 0.72380(7) 0.34213(13) 0.0329(4) Uani 1 1 d . . . . .
C2 C 0.42234(19) 0.77745(7) 0.31373(12) 0.0314(4) Uani 1 1 d . . . . .
C3 C 0.5607(2) 0.79902(9) 0.26108(16) 0.0447(5) Uani 1 1 d . . . . .
H3A H 0.632911 0.766218 0.251577 0.067 Uiso 1 1 calc R U . . .
H3B H 0.611479 0.830121 0.299518 0.067 Uiso 1 1 calc R U . . .
H3C H 0.528874 0.814955 0.197456 0.067 Uiso 1 1 calc R U . . .
C4 C -0.0035(2) 0.75570(11) 0.30625(17) 0.0567(6) Uani 1 1 d . . . . .
H4A H -0.0515 0.716863 0.315044 0.085 Uiso 1 1 calc R U . . .
H4B H 0.026187 0.76051 0.237914 0.085 Uiso 1 1 calc R U . . .
H4C H -0.077384 0.786661 0.323763 0.085 Uiso 1 1 calc R U . . .
C5 C 0.1490(3) 0.76555(11) 0.53028(16) 0.0550(6) Uani 1 1 d . . . . .
H5A H 0.050935 0.746419 0.546592 0.082 Uiso 1 1 calc R U . . .
H5B H 0.146337 0.806958 0.551074 0.082 Uiso 1 1 calc R U . . .
H5C H 0.234244 0.745177 0.563845 0.082 Uiso 1 1 calc R U . . .
C6 C 0.1016(3) 0.91637(11) 0.38664(19) 0.0705(7) Uani 1 1 d . . . . .
H6A H 0.084107 0.959094 0.390173 0.106 Uiso 1 1 calc R U . . .
H6B H 0.118615 0.900697 0.452551 0.106 Uiso 1 1 calc R U . . .
H6C H 0.010855 0.897249 0.35699 0.106 Uiso 1 1 calc R U . . .
C7 C 0.4653(4) 0.94716(11) 0.3467(3) 0.0955(10) Uani 1 1 d . . . . .
H7A H 0.444917 0.989094 0.334178 0.143 Uiso 1 1 calc R U . . .
H7B H 0.555547 0.934561 0.309481 0.143 Uiso 1 1 calc R U . . .
H7C H 0.485543 0.941228 0.416512 0.143 Uiso 1 1 calc R U . . .
C8 C 0.2502(3) 0.89994(12) 0.16355(18) 0.0761(8) Uani 1 1 d . . . . .
H8A H 0.243093 0.940672 0.139687 0.114 Uiso 1 1 calc R U . . .
H8B H 0.153667 0.879027 0.148286 0.114 Uiso 1 1 calc R U . . .
H8C H 0.336568 0.87987 0.131881 0.114 Uiso 1 1 calc R U . . .
C9 C 0.57918(19) 0.63569(7) 0.42908(13) 0.0325(4) Uani 1 1 d . . . . .
C10 C 0.5938(2) 0.57728(9) 0.45867(16) 0.0486(5) Uani 1 1 d . . . . .
H10 H 0.537734 0.547034 0.42576 0.058 Uiso 1 1 calc R U . . .
C11 C 0.6906(2) 0.56343(10) 0.53635(18) 0.0585(6) Uani 1 1 d . . . . .
H11 H 0.699492 0.52355 0.557289 0.07 Uiso 1 1 calc R U . . .
C12 C 0.7737(2) 0.60647(11) 0.58341(16) 0.0522(5) Uani 1 1 d . . . . .
H12 H 0.83971 0.596377 0.636761 0.063 Uiso 1 1 calc R U . . .
C13 C 0.7620(2) 0.66410(10) 0.55374(15) 0.0477(5) Uani 1 1 d . . . . .
H13 H 0.82123 0.693828 0.585752 0.057 Uiso 1 1 calc R U . . .
C14 C 0.6637(2) 0.67906(8) 0.47701(14) 0.0399(4) Uani 1 1 d . . . . .
H14 H 0.654275 0.719139 0.457266 0.048 Uiso 1 1 calc R U . . .
C15 C 0.5759(2) 0.64842(7) 0.21869(13) 0.0337(4) Uani 1 1 d . . . . .
C16 C 0.5134(3) 0.66588(10) 0.12974(16) 0.0532(5) Uani 1 1 d . . . . .
H16 H 0.412443 0.682364 0.127079 0.064 Uiso 1 1 calc R U . . .
C17 C 0.5958(3) 0.65960(11) 0.04556(16) 0.0604(6) Uani 1 1 d . . . . .
H17 H 0.550829 0.670944 -0.015188 0.072 Uiso 1 1 calc R U . . .
C18 C 0.7426(3) 0.63705(11) 0.04870(17) 0.0603(6) Uani 1 1 d . . . . .
H18 H 0.79957 0.632951 -0.009764 0.072 Uiso 1 1 calc R U . . .
C19 C 0.8075(3) 0.62034(11) 0.13634(17) 0.0610(6) Uani 1 1 d . . . . .
H19 H 0.909798 0.605074 0.138475 0.073 Uiso 1 1 calc R U . . .
C20 C 0.7242(2) 0.62569(9) 0.22183(15) 0.0441(5) Uani 1 1 d . . . . .
H20 H 0.7689 0.613751 0.282329 0.053 Uiso 1 1 calc R U . . .
C21 C 0.3036(2) 0.60319(7) 0.31685(14) 0.0359(4) Uani 1 1 d . . . . .
C22 C 0.1926(2) 0.60289(8) 0.38918(16) 0.0440(5) Uani 1 1 d . . . . .
H22 H 0.202328 0.628702 0.443577 0.053 Uiso 1 1 calc R U . . .
C23 C 0.0679(2) 0.56493(9) 0.38178(18) 0.0532(6) Uani 1 1 d . . . . .
H23 H -0.008052 0.564637 0.431284 0.064 Uiso 1 1 calc R U . . .
C24 C 0.0534(2) 0.52764(9) 0.3032(2) 0.0585(6) Uani 1 1 d . . . . .
H24 H -0.033546 0.502142 0.297947 0.07 Uiso 1 1 calc R U . . .
C25 C 0.1637(3) 0.52708(10) 0.2326(2) 0.0633(6) Uani 1 1 d . . . . .
H25 H 0.153997 0.500734 0.178933 0.076 Uiso 1 1 calc R U . . .
C26 C 0.2895(2) 0.56478(9) 0.23901(17) 0.0510(5) Uani 1 1 d . . . . .
H26 H 0.36605 0.564205 0.189852 0.061 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.7211(17) . ?
P1 C15 1.7977(19) . ?
P1 C9 1.8017(18) . ?
P1 C21 1.8023(18) . ?
Al1 O1 1.8867(13) . ?
Al1 C7 1.958(3) . ?
Al1 C6 1.972(2) . ?
Al1 C8 1.979(3) . ?
Al2 O1 1.9179(13) . ?
Al2 C4 1.947(2) . ?
Al2 C5 1.949(2) . ?
Al2 C1 2.0083(18) . ?
Al2 C2 2.3820(18) . ?
O1 C2 1.3837(19) . ?
C1 C2 1.342(2) . ?
C2 C3 1.487(2) . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C3 H3C 0.98 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 C14 1.385(3) . ?
C9 C10 1.388(2) . ?
C10 C11 1.382(3) . ?
C10 H10 0.95 . ?
C11 C12 1.368(3) . ?
C11 H11 0.95 . ?
C12 C13 1.370(3) . ?
C12 H12 0.95 . ?
C13 C14 1.387(3) . ?
C13 H13 0.95 . ?
C14 H14 0.95 . ?
C15 C20 1.382(3) . ?
C15 C16 1.385(3) . ?
C16 C17 1.370(3) . ?
C16 H16 0.95 . ?
C17 C18 1.369(3) . ?
C17 H17 0.95 . ?
C18 C19 1.373(3) . ?
C18 H18 0.95 . ?
C19 C20 1.388(3) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 C26 1.380(3) . ?
C21 C22 1.388(3) . ?
C22 C23 1.382(3) . ?
C22 H22 0.95 . ?
C23 C24 1.373(3) . ?
C23 H23 0.95 . ?
C24 C25 1.367(3) . ?
C24 H24 0.95 . ?
C25 C26 1.385(3) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?

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 C15 115.69(8) . . ?
C1 P1 C9 111.51(8) . . ?
C15 P1 C9 107.21(8) . . ?
C1 P1 C21 106.22(8) . . ?
C15 P1 C21 107.95(9) . . ?
C9 P1 C21 107.99(8) . . ?
O1 Al1 C7 109.32(10) . . ?
O1 Al1 C6 99.06(8) . . ?
C7 Al1 C6 112.81(14) . . ?
O1 Al1 C8 105.07(9) . . ?
C7 Al1 C8 113.12(15) . . ?
C6 Al1 C8 115.99(12) . . ?
O1 Al2 C4 110.39(8) . . ?
O1 Al2 C5 114.13(8) . . ?
C4 Al2 C5 117.74(10) . . ?
O1 Al2 C1 69.73(6) . . ?
C4 Al2 C1 117.31(9) . . ?
C5 Al2 C1 117.63(9) . . ?
O1 Al2 C2 35.51(5) . . ?
C4 Al2 C2 117.93(8) . . ?
C5 Al2 C2 123.76(8) . . ?
C1 Al2 C2 34.28(6) . . ?
C2 O1 Al1 135.03(10) . . ?
C2 O1 Al2 90.87(9) . . ?
Al1 O1 Al2 131.24(6) . . ?
C2 C1 P1 129.60(14) . . ?
C2 C1 Al2 88.29(11) . . ?
P1 C1 Al2 141.85(10) . . ?
C1 C2 O1 110.91(15) . . ?
C1 C2 C3 133.68(16) . . ?
O1 C2 C3 115.41(14) . . ?
C1 C2 Al2 57.43(10) . . ?
O1 C2 Al2 53.62(7) . . ?
C3 C2 Al2 168.48(13) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
Al2 C4 H4A 109.5 . . ?
Al2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
Al2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
Al2 C5 H5A 109.5 . . ?
Al2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Al2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Al1 C6 H6A 109.5 . . ?
Al1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
Al1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Al1 C7 H7A 109.5 . . ?
Al1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Al1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Al1 C8 H8A 109.5 . . ?
Al1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Al1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 119.38(17) . . ?
C14 C9 P1 119.22(14) . . ?
C10 C9 P1 121.32(15) . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.11(19) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H13 120 . . ?
C14 C13 H13 120 . . ?
C9 C14 C13 120.14(18) . . ?
C9 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C20 C15 C16 119.09(18) . . ?
C20 C15 P1 122.51(14) . . ?
C16 C15 P1 118.40(14) . . ?
C17 C16 C15 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H18 120 . . ?
C19 C18 H18 120 . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 119.79(19) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C26 C21 C22 119.54(18) . . ?
C26 C21 P1 121.91(15) . . ?
C22 C21 P1 118.52(14) . . ?
C23 C22 C21 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.2(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.3(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 120.0(2) . . ?
C21 C26 H26 120 . . ?
C25 C26 H26 120 . . ?



# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8
_database_code_depnum_ccdc_archive 'CCDC 1881951'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT911_8                   
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600          2 Report
RESPONSE: These two reflections were missed when measuring with omega scans.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T16:10:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C43 H36 Br N2 O P'
_chemical_formula_weight         707.62

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

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

_cell_length_a                   10.3865(8)
_cell_length_b                   13.6653(10)
_cell_length_c                   14.2202(11)
_cell_angle_alpha                113.8390(10)
_cell_angle_beta                 90.9690(10)
_cell_angle_gamma                102.4640(10)
_cell_volume                     1790.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      27.06

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.385
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.135
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             732

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

_exptl_absorpt_coefficient_mu    1.229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6483
_shelx_estimated_absorpt_T_min   0.649
_shelx_estimated_absorpt_T_max   0.852

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_unetI/netI     0.032
_diffrn_reflns_number            31758
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.576
_diffrn_reflns_theta_max         27.128
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             7925
_reflns_number_gt                6810
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+0.7488P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7925
_refine_ls_number_parameters     438
_refine_ls_number_restraints     363
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.33
_refine_diff_density_rms         0.058

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Br1 Br 0.94215(2) 0.08712(2) 0.33906(2) 0.02134(6) Uani 1 1 d . . . . .
P1 P 0.59482(4) 0.34847(3) 0.28093(3) 0.01095(9) Uani 1 1 d . . . . .
O1 O 0.81243(12) 0.24718(10) 0.29680(9) 0.0175(3) Uani 1 1 d . . . . .
H1 H 0.853(2) 0.1997(17) 0.2967(15) 0.021 Uiso 1 1 d . U . . .
N1 N 0.2296(2) 0.78112(17) 0.30090(16) 0.0436(5) Uani 1 1 d . . . . .
N2 N 0.3317(2) 0.18001(19) 0.61046(16) 0.0488(5) Uani 1 1 d . . . . .
C1 C 0.69453(16) 0.29261(13) 0.18294(12) 0.0118(3) Uani 1 1 d . . . . .
C2 C 0.79044(16) 0.24874(13) 0.20519(13) 0.0134(3) Uani 1 1 d . . . . .
C3 C 0.86408(16) 0.20791(13) 0.11617(13) 0.0146(3) Uani 1 1 d . . . . .
C4 C 0.97066(17) 0.15886(14) 0.10375(15) 0.0191(4) Uani 1 1 d . . . . .
H4 H 1.009552 0.14812 0.158689 0.023 Uiso 1 1 calc R U . . .
C5 C 1.01793(18) 0.12615(14) 0.00737(16) 0.0237(4) Uani 1 1 d . . . . .
H5 H 1.091323 0.093276 -0.003518 0.028 Uiso 1 1 calc R U . . .
C6 C 0.95957(19) 0.14081(15) -0.07308(15) 0.0235(4) Uani 1 1 d . . . . .
H6 H 0.991564 0.115169 -0.138792 0.028 Uiso 1 1 calc R U . . .
C7 C 0.85471(18) 0.19255(14) -0.05914(14) 0.0195(4) Uani 1 1 d . . . . .
H7 H 0.815902 0.203471 -0.113986 0.023 Uiso 1 1 calc R U . . .
C8 C 0.80918(16) 0.22738(13) 0.03704(13) 0.0147(3) Uani 1 1 d . . . . .
C9 C 0.69935(16) 0.28890(13) 0.07336(12) 0.0128(3) Uani 1 1 d . . . . .
C10 C 0.57155(17) 0.22070(13) -0.00010(13) 0.0149(3) Uani 1 1 d . . . . .
C11 C 0.48546(17) 0.13814(14) 0.01751(14) 0.0175(4) Uani 1 1 d . . . . .
H11 H 0.505124 0.125332 0.076427 0.021 Uiso 1 1 calc R U . . .
C12 C 0.37143(18) 0.07437(15) -0.04974(15) 0.0249(4) Uani 1 1 d . . . . .
H12 H 0.31329 0.018826 -0.036171 0.03 Uiso 1 1 calc R U . . .
C13 C 0.3417(2) 0.09093(16) -0.13629(16) 0.0304(5) Uani 1 1 d . . . . .
H13 H 0.261987 0.048833 -0.1811 0.036 Uiso 1 1 calc R U . . .
C14 C 0.4294(2) 0.16961(16) -0.15702(15) 0.0290(5) Uani 1 1 d . . . . .
H14 H 0.411087 0.179756 -0.217703 0.035 Uiso 1 1 calc R U . . .
C15 C 0.54383(19) 0.23387(15) -0.08993(14) 0.0217(4) Uani 1 1 d . . . . .
H15 H 0.603626 0.287146 -0.105355 0.026 Uiso 1 1 calc R U . . .
C16 C 0.74454(17) 0.40810(13) 0.08276(12) 0.0143(3) Uani 1 1 d . . . . .
C17 C 0.87914(18) 0.46226(14) 0.10477(14) 0.0200(4) Uani 1 1 d . . . . .
H17 H 0.943219 0.423392 0.108547 0.024 Uiso 1 1 calc R U . . .
C18 C 0.9206(2) 0.57236(15) 0.12124(15) 0.0250(4) Uani 1 1 d . . . . .
H18 H 1.01249 0.60819 0.136483 0.03 Uiso 1 1 calc R U . . .
C19 C 0.8282(2) 0.62981(15) 0.11544(14) 0.0236(4) Uani 1 1 d . . . . .
H19 H 0.856379 0.704964 0.126598 0.028 Uiso 1 1 calc R U . . .
C20 C 0.6949(2) 0.57712(14) 0.09333(14) 0.0211(4) Uani 1 1 d . . . . .
H20 H 0.631346 0.616285 0.089258 0.025 Uiso 1 1 calc R U . . .
C21 C 0.65310(18) 0.46728(14) 0.07700(13) 0.0163(3) Uani 1 1 d . . . . .
H21 H 0.561076 0.432034 0.061718 0.02 Uiso 1 1 calc R U . . .
C22 C 0.70494(16) 0.44434(13) 0.39542(13) 0.0141(3) Uani 1 1 d . . . . .
C23 C 0.69378(17) 0.43504(14) 0.48895(13) 0.0170(3) Uani 1 1 d . . . . .
H23 H 0.624083 0.380455 0.494446 0.02 Uiso 1 1 calc R U . . .
C24 C 0.78525(18) 0.50611(15) 0.57422(14) 0.0219(4) Uani 1 1 d . . . . .
H24 H 0.77891 0.499434 0.638036 0.026 Uiso 1 1 calc R U . . .
C25 C 0.88557(18) 0.58659(15) 0.56660(15) 0.0240(4) Uani 1 1 d . . . . .
H25 H 0.947189 0.635542 0.625481 0.029 Uiso 1 1 calc R U . . .
C26 C 0.89670(18) 0.59623(15) 0.47377(15) 0.0227(4) Uani 1 1 d . . . . .
H26 H 0.965528 0.651953 0.469133 0.027 Uiso 1 1 calc R U . . .
C27 C 0.80757(17) 0.52469(14) 0.38757(14) 0.0182(4) Uani 1 1 d . . . . .
H27 H 0.81616 0.530223 0.323381 0.022 Uiso 1 1 calc R U . . .
C28 C 0.48763(16) 0.24269(13) 0.30754(12) 0.0134(3) Uani 1 1 d . . . . .
C29 C 0.38176(17) 0.26965(14) 0.36347(13) 0.0169(3) Uani 1 1 d . . . . .
H29 H 0.372116 0.343291 0.390538 0.02 Uiso 1 1 calc R U . . .
C30 C 0.29109(18) 0.18960(15) 0.37952(15) 0.0216(4) Uani 1 1 d . . . . .
H30 H 0.219208 0.20814 0.417844 0.026 Uiso 1 1 calc R U . . .
C31 C 0.30482(18) 0.08182(15) 0.33966(15) 0.0228(4) Uani 1 1 d . . . . .
H31 H 0.240956 0.026351 0.349229 0.027 Uiso 1 1 calc R U . . .
C32 C 0.41103(18) 0.05507(14) 0.28616(14) 0.0212(4) Uani 1 1 d . . . . .
H32 H 0.420803 -0.018497 0.260072 0.025 Uiso 1 1 calc R U . . .
C33 C 0.50354(17) 0.13523(14) 0.27036(13) 0.0167(3) Uani 1 1 d . . . . .
H33 H 0.577272 0.116989 0.234426 0.02 Uiso 1 1 calc R U . . .
C34 C 0.48558(16) 0.41824(13) 0.24664(12) 0.0134(3) Uani 1 1 d . . . . .
C35 C 0.37150(17) 0.35444(14) 0.17721(13) 0.0159(3) Uani 1 1 d . . . . .
H35 H 0.351065 0.276302 0.151324 0.019 Uiso 1 1 calc R U . . .
C36 C 0.28830(18) 0.40553(15) 0.14628(14) 0.0200(4) Uani 1 1 d . . . . .
H36 H 0.211477 0.362355 0.098367 0.024 Uiso 1 1 calc R U . . .
C37 C 0.31738(18) 0.52004(16) 0.18543(14) 0.0220(4) Uani 1 1 d . . . . .
H37 H 0.260835 0.554892 0.16358 0.026 Uiso 1 1 calc R U . . .
C38 C 0.42834(18) 0.58330(15) 0.25604(14) 0.0210(4) Uani 1 1 d . . . . .
H38 H 0.446865 0.661484 0.283503 0.025 Uiso 1 1 calc R U . . .
C39 C 0.51280(17) 0.53285(14) 0.28695(13) 0.0167(3) Uani 1 1 d . . . . .
H39 H 0.588953 0.576459 0.335472 0.02 Uiso 1 1 calc R U . . .
C40 C 0.2800(2) 0.82086(18) 0.38372(18) 0.0314(5) Uani 1 1 d . . . . .
C41 C 0.3453(3) 0.8722(2) 0.48939(19) 0.0497(6) Uani 1 1 d . . . . .
H41A H 0.290787 0.843339 0.532411 0.074 Uiso 1 1 calc R U . . .
H41B H 0.356708 0.952234 0.516959 0.074 Uiso 1 1 calc R U . . .
H41C H 0.432397 0.855508 0.489959 0.074 Uiso 1 1 calc R U . . .
C42 C 0.2210(3) 0.17354(18) 0.61339(16) 0.0337(5) Uani 1 1 d . . . . .
C43 C 0.0802(2) 0.16441(18) 0.61608(17) 0.0340(5) Uani 1 1 d . . . . .
H43A H 0.065144 0.235253 0.663859 0.051 Uiso 1 1 calc R U . . .
H43B H 0.04197 0.10734 0.639654 0.051 Uiso 1 1 calc R U . . .
H43C H 0.037866 0.14445 0.546572 0.051 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.7684(16) . ?
P1 C28 1.7983(17) . ?
P1 C22 1.8003(17) . ?
P1 C34 1.8051(16) . ?
O1 C2 1.328(2) . ?
O1 H1 0.85(2) . ?
N1 C40 1.138(3) . ?
N2 C42 1.136(3) . ?
C1 C2 1.361(2) . ?
C1 C9 1.541(2) . ?
C2 C3 1.465(2) . ?
C3 C4 1.392(2) . ?
C3 C8 1.396(2) . ?
C4 C5 1.393(3) . ?
C4 H4 0.95 . ?
C5 C6 1.389(3) . ?
C5 H5 0.95 . ?
C6 C7 1.397(3) . ?
C6 H6 0.95 . ?
C7 C8 1.383(2) . ?
C7 H7 0.95 . ?
C8 C9 1.535(2) . ?
C9 C10 1.534(2) . ?
C9 C16 1.544(2) . ?
C10 C11 1.391(2) . ?
C10 C15 1.394(2) . ?
C11 C12 1.385(3) . ?
C11 H11 0.95 . ?
C12 C13 1.380(3) . ?
C12 H12 0.95 . ?
C13 C14 1.384(3) . ?
C13 H13 0.95 . ?
C14 C15 1.389(3) . ?
C14 H14 0.95 . ?
C15 H15 0.95 . ?
C16 C21 1.395(2) . ?
C16 C17 1.397(2) . ?
C17 C18 1.391(2) . ?
C17 H17 0.95 . ?
C18 C19 1.386(3) . ?
C18 H18 0.95 . ?
C19 C20 1.380(3) . ?
C19 H19 0.95 . ?
C20 C21 1.389(2) . ?
C20 H20 0.95 . ?
C21 H21 0.95 . ?
C22 C23 1.391(2) . ?
C22 C27 1.397(2) . ?
C23 C24 1.388(2) . ?
C23 H23 0.95 . ?
C24 C25 1.383(3) . ?
C24 H24 0.95 . ?
C25 C26 1.383(3) . ?
C25 H25 0.95 . ?
C26 C27 1.385(3) . ?
C26 H26 0.95 . ?
C27 H27 0.95 . ?
C28 C33 1.394(2) . ?
C28 C29 1.395(2) . ?
C29 C30 1.378(2) . ?
C29 H29 0.95 . ?
C30 C31 1.389(3) . ?
C30 H30 0.95 . ?
C31 C32 1.381(3) . ?
C31 H31 0.95 . ?
C32 C33 1.388(2) . ?
C32 H32 0.95 . ?
C33 H33 0.95 . ?
C34 C39 1.393(2) . ?
C34 C35 1.399(2) . ?
C35 C36 1.387(2) . ?
C35 H35 0.95 . ?
C36 C37 1.391(3) . ?
C36 H36 0.95 . ?
C37 C38 1.383(3) . ?
C37 H37 0.95 . ?
C38 C39 1.390(2) . ?
C38 H38 0.95 . ?
C39 H39 0.95 . ?
C40 C41 1.456(3) . ?
C41 H41A 0.98 . ?
C41 H41B 0.98 . ?
C41 H41C 0.98 . ?
C42 C43 1.444(3) . ?
C43 H43A 0.98 . ?
C43 H43B 0.98 . ?
C43 H43C 0.98 . ?

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 C28 111.54(7) . . ?
C1 P1 C22 107.36(8) . . ?
C28 P1 C22 109.96(8) . . ?
C1 P1 C34 113.15(7) . . ?
C28 P1 C34 105.31(8) . . ?
C22 P1 C34 109.52(8) . . ?
C2 O1 H1 115.0(14) . . ?
C2 C1 C9 110.68(14) . . ?
C2 C1 P1 117.85(12) . . ?
C9 C1 P1 131.38(12) . . ?
O1 C2 C1 122.90(15) . . ?
O1 C2 C3 126.62(15) . . ?
C1 C2 C3 110.46(14) . . ?
C4 C3 C8 121.80(16) . . ?
C4 C3 C2 130.78(16) . . ?
C8 C3 C2 107.42(14) . . ?
C3 C4 C5 117.21(17) . . ?
C3 C4 H4 121.4 . . ?
C5 C4 H4 121.4 . . ?
C6 C5 C4 121.13(17) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 121.23(17) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 117.91(17) . . ?
C8 C7 H7 121 . . ?
C6 C7 H7 121 . . ?
C7 C8 C3 120.62(16) . . ?
C7 C8 C9 128.26(16) . . ?
C3 C8 C9 111.12(14) . . ?
C10 C9 C8 108.40(13) . . ?
C10 C9 C1 114.00(13) . . ?
C8 C9 C1 100.14(13) . . ?
C10 C9 C16 114.18(13) . . ?
C8 C9 C16 110.55(13) . . ?
C1 C9 C16 108.66(13) . . ?
C11 C10 C15 118.31(16) . . ?
C11 C10 C9 120.45(15) . . ?
C15 C10 C9 121.06(15) . . ?
C12 C11 C10 120.87(17) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.48(19) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.19(18) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C15 120.61(18) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 120.43(18) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C21 C16 C17 118.10(15) . . ?
C21 C16 C9 121.52(15) . . ?
C17 C16 C9 120.22(15) . . ?
C18 C17 C16 120.91(17) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.11(18) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C18 119.56(17) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.51(17) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 120.81(17) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C23 C22 C27 120.12(16) . . ?
C23 C22 P1 120.94(13) . . ?
C27 C22 P1 118.83(13) . . ?
C24 C23 C22 119.51(17) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C25 C24 C23 120.23(17) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.38(17) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 120.03(17) . . ?
C25 C26 H26 120 . . ?
C27 C26 H26 120 . . ?
C26 C27 C22 119.71(17) . . ?
C26 C27 H27 120.1 . . ?
C22 C27 H27 120.1 . . ?
C33 C28 C29 119.80(15) . . ?
C33 C28 P1 122.37(13) . . ?
C29 C28 P1 117.76(12) . . ?
C30 C29 C28 120.09(16) . . ?
C30 C29 H29 120 . . ?
C28 C29 H29 120 . . ?
C29 C30 C31 120.01(16) . . ?
C29 C30 H30 120 . . ?
C31 C30 H30 120 . . ?
C32 C31 C30 120.19(16) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 120.26(16) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C28 119.61(16) . . ?
C32 C33 H33 120.2 . . ?
C28 C33 H33 120.2 . . ?
C39 C34 C35 119.84(15) . . ?
C39 C34 P1 121.66(13) . . ?
C35 C34 P1 118.49(12) . . ?
C36 C35 C34 119.85(16) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 119.99(17) . . ?
C35 C36 H36 120 . . ?
C37 C36 H36 120 . . ?
C38 C37 C36 120.23(16) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
C37 C38 C39 120.21(16) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C38 C39 C34 119.85(16) . . ?
C38 C39 H39 120.1 . . ?
C34 C39 H39 120.1 . . ?
N1 C40 C41 179.5(3) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N2 C42 C43 179.4(3) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1881946'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_date             2018-11-16T15:11:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C20 H33 O P'
_chemical_formula_weight         320.43

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

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

_cell_length_a                   14.1064(19)
_cell_length_b                   14.0310(19)
_cell_length_c                   19.066(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.466(2)
_cell_angle_gamma                90
_cell_volume                     3599.7(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      27.17

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_F_000             1408

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

_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6903
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.964

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_number            41888
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.513
_diffrn_reflns_theta_max         27.194
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             8008
_reflns_number_gt                6726
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+1.4877P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8008
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.044
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.045

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.95718(2) 0.60424(2) 0.66255(2) 0.01102(8) Uani 1 1 d . . . . .
P2 P 0.50012(2) 0.47588(2) 0.68947(2) 0.01163(8) Uani 1 1 d . . . . .
O1 O 0.93451(8) 0.32634(7) 0.66415(5) 0.0240(2) Uani 1 1 d . . . . .
O2 O 0.41984(8) 0.74505(7) 0.63657(6) 0.0272(2) Uani 1 1 d . . . . .
C1 C 0.93629(10) 0.49353(9) 0.62834(7) 0.0165(3) Uani 1 1 d . . . . .
C2 C 0.93644(9) 0.40942(9) 0.64963(7) 0.0138(2) Uani 1 1 d . . . . .
C3 C 0.99363(9) 0.60712(9) 0.76323(7) 0.0131(2) Uani 1 1 d . . . . .
H3 H 0.994737 0.675244 0.778876 0.016 Uiso 1 1 calc R U . . .
C4 C 1.09830(9) 0.56569(9) 0.79740(7) 0.0160(3) Uani 1 1 d . . . . .
H4A H 1.099832 0.4988 0.781264 0.019 Uiso 1 1 calc R U . . .
H4B H 1.146897 0.602565 0.780205 0.019 Uiso 1 1 calc R U . . .
C5 C 1.12730(10) 0.56950(9) 0.88147(7) 0.0181(3) Uani 1 1 d . . . . .
H5A H 1.19407 0.541072 0.902473 0.022 Uiso 1 1 calc R U . . .
H5B H 1.130507 0.636782 0.897648 0.022 Uiso 1 1 calc R U . . .
C6 C 1.05272(11) 0.51585(10) 0.91005(7) 0.0203(3) Uani 1 1 d . . . . .
H6A H 1.071776 0.521495 0.964257 0.024 Uiso 1 1 calc R U . . .
H6B H 1.053522 0.447444 0.897514 0.024 Uiso 1 1 calc R U . . .
C7 C 0.94809(10) 0.55581(10) 0.87642(7) 0.0204(3) Uani 1 1 d . . . . .
H7A H 0.945752 0.622276 0.893259 0.024 Uiso 1 1 calc R U . . .
H7B H 0.900261 0.517738 0.89358 0.024 Uiso 1 1 calc R U . . .
C8 C 0.91769(10) 0.55374(9) 0.79231(7) 0.0169(3) Uani 1 1 d . . . . .
H8A H 0.851481 0.583634 0.772229 0.02 Uiso 1 1 calc R U . . .
H8B H 0.912684 0.486762 0.775248 0.02 Uiso 1 1 calc R U . . .
C9 C 1.05787(9) 0.65820(9) 0.63431(7) 0.0117(2) Uani 1 1 d . . . . .
H9 H 1.117187 0.616181 0.65398 0.014 Uiso 1 1 calc R U . . .
C10 C 1.03595(9) 0.65961(9) 0.55028(7) 0.0152(3) Uani 1 1 d . . . . .
H10A H 1.018601 0.594548 0.530512 0.018 Uiso 1 1 calc R U . . .
H10B H 0.978402 0.7017 0.528165 0.018 Uiso 1 1 calc R U . . .
C11 C 1.12632(10) 0.69543(10) 0.52945(7) 0.0177(3) Uani 1 1 d . . . . .
H11A H 1.1813 0.649014 0.54651 0.021 Uiso 1 1 calc R U . . .
H11B H 1.109127 0.70004 0.47526 0.021 Uiso 1 1 calc R U . . .
C12 C 1.16080(11) 0.79260(10) 0.56328(7) 0.0212(3) Uani 1 1 d . . . . .
H12A H 1.222376 0.811051 0.551994 0.025 Uiso 1 1 calc R U . . .
H12B H 1.109275 0.840843 0.541198 0.025 Uiso 1 1 calc R U . . .
C13 C 1.18043(10) 0.79133(10) 0.64632(7) 0.0204(3) Uani 1 1 d . . . . .
H13A H 1.198902 0.85616 0.666223 0.025 Uiso 1 1 calc R U . . .
H13B H 1.236871 0.748211 0.66899 0.025 Uiso 1 1 calc R U . . .
C14 C 1.08871(10) 0.75774(9) 0.66632(7) 0.0150(3) Uani 1 1 d . . . . .
H14A H 1.033352 0.803092 0.646535 0.018 Uiso 1 1 calc R U . . .
H14B H 1.103692 0.755837 0.720466 0.018 Uiso 1 1 calc R U . . .
C15 C 0.84819(9) 0.68179(8) 0.62620(7) 0.0121(2) Uani 1 1 d . . . . .
H15 H 0.855274 0.710566 0.580047 0.015 Uiso 1 1 calc R U . . .
C16 C 0.74951(9) 0.62663(9) 0.60355(7) 0.0142(3) Uani 1 1 d . . . . .
H16A H 0.753414 0.574153 0.569815 0.017 Uiso 1 1 calc R U . . .
H16B H 0.737507 0.598323 0.647681 0.017 Uiso 1 1 calc R U . . .
C17 C 0.66360(9) 0.69290(9) 0.56545(7) 0.0157(3) Uani 1 1 d . . . . .
H17A H 0.672613 0.716353 0.518894 0.019 Uiso 1 1 calc R U . . .
H17B H 0.600358 0.656941 0.553311 0.019 Uiso 1 1 calc R U . . .
C18 C 0.65802(9) 0.77764(9) 0.61426(7) 0.0159(3) Uani 1 1 d . . . . .
H18A H 0.604227 0.821099 0.587088 0.019 Uiso 1 1 calc R U . . .
H18B H 0.641867 0.754692 0.658431 0.019 Uiso 1 1 calc R U . . .
C19 C 0.75621(9) 0.83185(9) 0.63779(7) 0.0165(3) Uani 1 1 d . . . . .
H19A H 0.751721 0.884297 0.671383 0.02 Uiso 1 1 calc R U . . .
H19B H 0.768992 0.860308 0.593978 0.02 Uiso 1 1 calc R U . . .
C20 C 0.84239(9) 0.76596(9) 0.67659(7) 0.0144(3) Uani 1 1 d . . . . .
H20A H 0.832595 0.741553 0.722641 0.017 Uiso 1 1 calc R U . . .
H20B H 0.905546 0.802117 0.689504 0.017 Uiso 1 1 calc R U . . .
C21 C 0.49806(10) 0.58833(9) 0.65993(7) 0.0179(3) Uani 1 1 d . . . . .
C22 C 0.45510(9) 0.66709(9) 0.64913(7) 0.0155(3) Uani 1 1 d . . . . .
C23 C 0.59306(9) 0.40914(9) 0.65997(7) 0.0124(2) Uani 1 1 d . . . . .
H23 H 0.659373 0.436823 0.686762 0.015 Uiso 1 1 calc R U . . .
C24 C 0.57796(9) 0.42418(9) 0.57748(7) 0.0149(3) Uani 1 1 d . . . . .
H24A H 0.511542 0.40017 0.549072 0.018 Uiso 1 1 calc R U . . .
H24B H 0.580359 0.493209 0.56739 0.018 Uiso 1 1 calc R U . . .
C25 C 0.65771(10) 0.37251(10) 0.55231(7) 0.0175(3) Uani 1 1 d . . . . .
H25A H 0.642935 0.379791 0.498442 0.021 Uiso 1 1 calc R U . . .
H25B H 0.72321 0.402117 0.576059 0.021 Uiso 1 1 calc R U . . .
C26 C 0.66247(10) 0.26694(10) 0.57153(7) 0.0196(3) Uani 1 1 d . . . . .
H26A H 0.717268 0.23653 0.557247 0.023 Uiso 1 1 calc R U . . .
H26B H 0.599501 0.235661 0.543716 0.023 Uiso 1 1 calc R U . . .
C27 C 0.67946(10) 0.25347(10) 0.65375(7) 0.0176(3) Uani 1 1 d . . . . .
H27A H 0.744873 0.280475 0.681301 0.021 Uiso 1 1 calc R U . . .
H27B H 0.680398 0.184537 0.665017 0.021 Uiso 1 1 calc R U . . .
C28 C 0.59795(9) 0.30223(9) 0.67860(7) 0.0144(3) Uani 1 1 d . . . . .
H28A H 0.611779 0.293942 0.73231 0.017 Uiso 1 1 calc R U . . .
H28B H 0.533043 0.272137 0.653814 0.017 Uiso 1 1 calc R U . . .
C29 C 0.38099(9) 0.41292(9) 0.65064(7) 0.0129(2) Uani 1 1 d . . . . .
H29 H 0.384024 0.383601 0.603557 0.015 Uiso 1 1 calc R U . . .
C30 C 0.36255(9) 0.33022(9) 0.69812(7) 0.0149(3) Uani 1 1 d . . . . .
H30A H 0.419515 0.2856 0.709381 0.018 Uiso 1 1 calc R U . . .
H30B H 0.357025 0.35561 0.74518 0.018 Uiso 1 1 calc R U . . .
C31 C 0.26716(9) 0.27696(9) 0.65781(7) 0.0171(3) Uani 1 1 d . . . . .
H31A H 0.275066 0.247029 0.61288 0.021 Uiso 1 1 calc R U . . .
H31B H 0.255301 0.225659 0.689828 0.021 Uiso 1 1 calc R U . . .
C32 C 0.17773(9) 0.34402(9) 0.63667(7) 0.0176(3) Uani 1 1 d . . . . .
H32A H 0.117905 0.308364 0.60838 0.021 Uiso 1 1 calc R U . . .
H32B H 0.165539 0.369013 0.681752 0.021 Uiso 1 1 calc R U . . .
C33 C 0.19585(9) 0.42687(10) 0.59051(7) 0.0176(3) Uani 1 1 d . . . . .
H33A H 0.138796 0.471319 0.579948 0.021 Uiso 1 1 calc R U . . .
H33B H 0.200643 0.402229 0.543037 0.021 Uiso 1 1 calc R U . . .
C34 C 0.29117(9) 0.48062(9) 0.62994(7) 0.0165(3) Uani 1 1 d . . . . .
H34A H 0.283928 0.510778 0.674998 0.02 Uiso 1 1 calc R U . . .
H34B H 0.302466 0.53172 0.597541 0.02 Uiso 1 1 calc R U . . .
C35 C 0.53572(9) 0.47189(9) 0.79003(7) 0.0136(2) Uani 1 1 d . . . . .
H35 H 0.536875 0.403891 0.805986 0.016 Uiso 1 1 calc R U . . .
C36 C 0.46062(10) 0.52706(9) 0.81871(7) 0.0169(3) Uani 1 1 d . . . . .
H36A H 0.455467 0.593392 0.800239 0.02 Uiso 1 1 calc R U . . .
H36B H 0.394301 0.497073 0.799668 0.02 Uiso 1 1 calc R U . . .
C37 C 0.49185(10) 0.52809(10) 0.90289(7) 0.0199(3) Uani 1 1 d . . . . .
H37A H 0.443414 0.565955 0.919538 0.024 Uiso 1 1 calc R U . . .
H37B H 0.491355 0.462158 0.921273 0.024 Uiso 1 1 calc R U . . .
C38 C 0.59525(10) 0.57059(10) 0.93483(7) 0.0213(3) Uani 1 1 d . . . . .
H38A H 0.614964 0.567369 0.989183 0.026 Uiso 1 1 calc R U . . .
H38B H 0.594413 0.638429 0.920398 0.026 Uiso 1 1 calc R U . . .
C39 C 0.67040(11) 0.51631(11) 0.90702(8) 0.0239(3) Uani 1 1 d . . . . .
H39A H 0.675841 0.450077 0.92571 0.029 Uiso 1 1 calc R U . . .
H39B H 0.736456 0.546738 0.926314 0.029 Uiso 1 1 calc R U . . .
C40 C 0.64019(10) 0.51476(10) 0.82304(7) 0.0188(3) Uani 1 1 d . . . . .
H40A H 0.688962 0.476659 0.806941 0.023 Uiso 1 1 calc R U . . .
H40B H 0.641056 0.580561 0.804501 0.023 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.6763(13) . ?
P1 C9 1.8274(12) . ?
P1 C3 1.8326(13) . ?
P1 C15 1.8407(12) . ?
P2 C21 1.6727(13) . ?
P2 C35 1.8313(13) . ?
P2 C23 1.8316(13) . ?
P2 C29 1.8455(13) . ?
O1 C2 1.2003(16) . ?
O2 C22 1.1957(16) . ?
C1 C2 1.2477(18) . ?
C3 C4 1.5379(17) . ?
C3 C8 1.5402(17) . ?
C3 H3 1 . ?
C4 C5 1.5316(18) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 C6 1.5213(19) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
C6 C7 1.528(2) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 C8 1.5310(18) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C9 C14 1.5339(17) . ?
C9 C10 1.5380(17) . ?
C9 H9 1 . ?
C10 C11 1.5294(17) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 C12 1.5242(19) . ?
C11 H11A 0.99 . ?
C11 H11B 0.99 . ?
C12 C13 1.5232(18) . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 C14 1.5291(18) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.5370(17) . ?
C15 C20 1.5401(17) . ?
C15 H15 1 . ?
C16 C17 1.5272(17) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 C18 1.5263(18) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 C19 1.5250(17) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 C20 1.5297(17) . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?
C21 C22 1.2473(19) . ?
C23 C24 1.5369(17) . ?
C23 C28 1.5384(17) . ?
C23 H23 1 . ?
C24 C25 1.5317(18) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 C26 1.5226(19) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 C27 1.5247(18) . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 C28 1.5303(17) . ?
C27 H27A 0.99 . ?
C27 H27B 0.99 . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C29 C34 1.5373(17) . ?
C29 C30 1.5411(17) . ?
C29 H29 1 . ?
C30 C31 1.5293(17) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
C31 C32 1.5278(18) . ?
C31 H31A 0.99 . ?
C31 H31B 0.99 . ?
C32 C33 1.5252(18) . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
C33 C34 1.5281(18) . ?
C33 H33A 0.99 . ?
C33 H33B 0.99 . ?
C34 H34A 0.99 . ?
C34 H34B 0.99 . ?
C35 C36 1.5390(17) . ?
C35 C40 1.5404(18) . ?
C35 H35 1 . ?
C36 C37 1.5315(18) . ?
C36 H36A 0.99 . ?
C36 H36B 0.99 . ?
C37 C38 1.5233(19) . ?
C37 H37A 0.99 . ?
C37 H37B 0.99 . ?
C38 C39 1.5240(19) . ?
C38 H38A 0.99 . ?
C38 H38B 0.99 . ?
C39 C40 1.5286(19) . ?
C39 H39A 0.99 . ?
C39 H39B 0.99 . ?
C40 H40A 0.99 . ?
C40 H40B 0.99 . ?

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 C9 109.31(6) . . ?
C1 P1 C3 112.91(6) . . ?
C9 P1 C3 107.52(6) . . ?
C1 P1 C15 111.83(6) . . ?
C9 P1 C15 106.22(6) . . ?
C3 P1 C15 108.75(6) . . ?
C21 P2 C35 110.67(6) . . ?
C21 P2 C23 108.70(6) . . ?
C35 P2 C23 108.02(6) . . ?
C21 P2 C29 113.25(6) . . ?
C35 P2 C29 109.62(6) . . ?
C23 P2 C29 106.36(6) . . ?
C2 C1 P1 140.08(11) . . ?
O1 C2 C1 174.61(14) . . ?
C4 C3 C8 110.29(10) . . ?
C4 C3 P1 111.55(8) . . ?
C8 C3 P1 111.07(9) . . ?
C4 C3 H3 107.9 . . ?
C8 C3 H3 107.9 . . ?
P1 C3 H3 107.9 . . ?
C5 C4 C3 110.55(10) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 111.18(11) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108 . . ?
C5 C6 C7 110.66(11) . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C6 C7 C8 111.35(11) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108 . . ?
C7 C8 C3 111.18(11) . . ?
C7 C8 H8A 109.4 . . ?
C3 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C3 C8 H8B 109.4 . . ?
H8A C8 H8B 108 . . ?
C14 C9 C10 110.30(10) . . ?
C14 C9 P1 114.37(8) . . ?
C10 C9 P1 112.41(8) . . ?
C14 C9 H9 106.4 . . ?
C10 C9 H9 106.4 . . ?
P1 C9 H9 106.4 . . ?
C11 C10 C9 110.62(10) . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 C10 111.65(11) . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108 . . ?
C13 C12 C11 111.39(11) . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108 . . ?
C12 C13 C14 111.06(11) . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108 . . ?
C13 C14 C9 109.97(10) . . ?
C13 C14 H14A 109.7 . . ?
C9 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C9 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 C20 110.37(10) . . ?
C16 C15 P1 113.07(8) . . ?
C20 C15 P1 114.40(8) . . ?
C16 C15 H15 106.1 . . ?
C20 C15 H15 106.1 . . ?
P1 C15 H15 106.1 . . ?
C17 C16 C15 110.46(10) . . ?
C17 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
C17 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 C16 111.29(10) . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108 . . ?
C19 C18 C17 111.06(10) . . ?
C19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108 . . ?
C18 C19 C20 111.14(10) . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108 . . ?
C19 C20 C15 110.19(10) . . ?
C19 C20 H20A 109.6 . . ?
C15 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C15 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 P2 148.18(12) . . ?
O2 C22 C21 174.73(14) . . ?
C24 C23 C28 110.68(10) . . ?
C24 C23 P2 110.60(8) . . ?
C28 C23 P2 114.47(8) . . ?
C24 C23 H23 106.9 . . ?
C28 C23 H23 106.9 . . ?
P2 C23 H23 106.9 . . ?
C25 C24 C23 111.49(10) . . ?
C25 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108 . . ?
C26 C25 C24 111.62(11) . . ?
C26 C25 H25A 109.3 . . ?
C24 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C24 C25 H25B 109.3 . . ?
H25A C25 H25B 108 . . ?
C25 C26 C27 110.49(11) . . ?
C25 C26 H26A 109.6 . . ?
C27 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C27 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
C26 C27 C28 111.23(11) . . ?
C26 C27 H27A 109.4 . . ?
C28 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C28 C27 H27B 109.4 . . ?
H27A C27 H27B 108 . . ?
C27 C28 C23 110.49(10) . . ?
C27 C28 H28A 109.6 . . ?
C23 C28 H28A 109.6 . . ?
C27 C28 H28B 109.6 . . ?
C23 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C34 C29 C30 110.16(10) . . ?
C34 C29 P2 112.85(9) . . ?
C30 C29 P2 114.75(9) . . ?
C34 C29 H29 106.1 . . ?
C30 C29 H29 106.1 . . ?
P2 C29 H29 106.1 . . ?
C31 C30 C29 110.54(10) . . ?
C31 C30 H30A 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C32 C31 C30 111.35(11) . . ?
C32 C31 H31A 109.4 . . ?
C30 C31 H31A 109.4 . . ?
C32 C31 H31B 109.4 . . ?
C30 C31 H31B 109.4 . . ?
H31A C31 H31B 108 . . ?
C33 C32 C31 110.70(11) . . ?
C33 C32 H32A 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C32 C33 C34 111.56(11) . . ?
C32 C33 H33A 109.3 . . ?
C34 C33 H33A 109.3 . . ?
C32 C33 H33B 109.3 . . ?
C34 C33 H33B 109.3 . . ?
H33A C33 H33B 108 . . ?
C33 C34 C29 110.92(10) . . ?
C33 C34 H34A 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 108 . . ?
C36 C35 C40 109.55(10) . . ?
C36 C35 P2 110.79(9) . . ?
C40 C35 P2 110.11(9) . . ?
C36 C35 H35 108.8 . . ?
C40 C35 H35 108.8 . . ?
P2 C35 H35 108.8 . . ?
C37 C36 C35 111.40(11) . . ?
C37 C36 H36A 109.3 . . ?
C35 C36 H36A 109.3 . . ?
C37 C36 H36B 109.3 . . ?
C35 C36 H36B 109.3 . . ?
H36A C36 H36B 108 . . ?
C38 C37 C36 111.25(11) . . ?
C38 C37 H37A 109.4 . . ?
C36 C37 H37A 109.4 . . ?
C38 C37 H37B 109.4 . . ?
C36 C37 H37B 109.4 . . ?
H37A C37 H37B 108 . . ?
C37 C38 C39 110.36(11) . . ?
C37 C38 H38A 109.6 . . ?
C39 C38 H38A 109.6 . . ?
C37 C38 H38B 109.6 . . ?
C39 C38 H38B 109.6 . . ?
H38A C38 H38B 108.1 . . ?
C38 C39 C40 111.55(11) . . ?
C38 C39 H39A 109.3 . . ?
C40 C39 H39A 109.3 . . ?
C38 C39 H39B 109.3 . . ?
C40 C39 H39B 109.3 . . ?
H39A C39 H39B 108 . . ?
C39 C40 C35 111.42(11) . . ?
C39 C40 H40A 109.3 . . ?
C35 C40 H40A 109.3 . . ?
C39 C40 H40B 109.3 . . ?
C35 C40 H40B 109.3 . . ?
H40A C40 H40B 108 . . ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7
_database_code_depnum_ccdc_archive 'CCDC 1881950'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_CHEMW03_7                   
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: Four toulene molecules were treated by SQUEEZE/PLATON and the 
          squeezed atoms were added to the UNIT card and are reflected 
          in the F000, Mr, Mu, and Dx values reported in the CIF file.
;
_vrf_PLAT340_7                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0043 Ang.  
RESPONSE: The high angle data was weak.
;
_vrf_PLAT905_7                   
;
PROBLEM: Negative K value in the Analysis of Variance ...     -2.511 Report
RESPONSE: Weak high angle data due to poorly diffracting crystal.
;
_vrf_PLAT911_7                   
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600          3 Report
RESPONSE: These reflections were not collected using only omega scans.
;
_vrf_PLAT978_7                   
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: The majority of the residual electron density was located around 
          the fluorine and oxygen atoms.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T15:10:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C46 H37 B F3 O P'
_chemical_formula_weight         704.53

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

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

_cell_length_a                   9.7980(10)
_cell_length_b                   18.6088(18)
_cell_length_c                   20.228(2)
_cell_angle_alpha                101.7930(10)
_cell_angle_beta                 95.8660(10)
_cell_angle_gamma                99.2710(10)
_cell_volume                     3528.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8963
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      25.22

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

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.025
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             1472

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

_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6616
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.997

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.1132
_diffrn_reflns_av_unetI/netI     0.1088
_diffrn_reflns_number            55003
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.039
_diffrn_reflns_theta_max         25.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             12997
_reflns_number_gt                7421
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         12997
_refine_ls_number_parameters     811
_refine_ls_number_restraints     756
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1333
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.95
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#

_refine_special_details          
;
# SQUEEZE RESULTS (Version = 150216)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1 -0.500  0.000  0.500       723       194 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details                           ?
  The unit cell contains 4 disordered toluene which have been 
  treated as a diffuse contribution to the overall scattering 
  without specific atoms positions by SQUEEZE/PLATON. The 
  squeezed atoms were added to the UNIT card and are reflected 
  in the F000, Mr, Mu, and Dx values reported in the CIF file.
  
  References:
  Spek, A.L. (2003). J. Appl. Cryst. 36, 7-13.
  Spek, A.L. (2009). Acta Cryst. D65, 148-155.
;

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.44167(8) 0.24969(4) 0.50935(4) 0.01879(19) Uani 1 1 d . . . . .
P2 P 0.58980(8) 0.22282(5) 0.93229(4) 0.0202(2) Uani 1 1 d . . . . .
F1 F 0.11225(18) 0.41055(10) 0.63840(9) 0.0373(5) Uani 1 1 d . . . . .
F2 F 0.34320(17) 0.43269(9) 0.67872(8) 0.0285(4) Uani 1 1 d . . . . .
F3 F 0.26750(19) 0.47519(9) 0.58611(9) 0.0348(5) Uani 1 1 d . . . . .
F4 F 0.27735(18) 0.02373(9) 0.80082(9) 0.0307(4) Uani 1 1 d . . . . .
F5 F 0.09805(18) 0.07374(11) 0.84268(9) 0.0442(5) Uani 1 1 d . . . . .
F6 F 0.2082(2) 0.00234(10) 0.90017(10) 0.0455(5) Uani 1 1 d . . . . .
O1 O 0.2659(2) 0.34759(11) 0.57699(10) 0.0218(5) Uani 1 1 d . . . . .
O2 O 0.3273(2) 0.12024(11) 0.89415(10) 0.0270(5) Uani 1 1 d . . . . .
C1 C 0.2928(3) 0.27494(16) 0.47074(14) 0.0177(7) Uani 1 1 d . . . . .
C2 C 0.2274(3) 0.32411(16) 0.51061(15) 0.0188(7) Uani 1 1 d . . . . .
C3 C 0.1113(3) 0.34183(16) 0.46835(15) 0.0176(7) Uani 1 1 d . . . . .
C4 C 0.0121(3) 0.38675(16) 0.48353(16) 0.0220(7) Uani 1 1 d . . . . .
H4 H 0.009832 0.412026 0.529117 0.026 Uiso 1 1 calc R U . . .
C5 C -0.0822(3) 0.39347(17) 0.43080(16) 0.0247(7) Uani 1 1 d . . . . .
H5 H -0.149884 0.424012 0.440214 0.03 Uiso 1 1 calc R U . . .
C6 C -0.0799(3) 0.35645(17) 0.36432(16) 0.0248(7) Uani 1 1 d . . . . .
H6 H -0.145678 0.362291 0.328821 0.03 Uiso 1 1 calc R U . . .
C7 C 0.0165(3) 0.31109(17) 0.34868(16) 0.0224(7) Uani 1 1 d . . . . .
H7 H 0.016656 0.285184 0.30306 0.027 Uiso 1 1 calc R U . . .
C8 C 0.1131(3) 0.30430(16) 0.40129(15) 0.0190(7) Uani 1 1 d . . . . .
C9 C 0.2293(3) 0.25905(16) 0.39527(15) 0.0196(7) Uani 1 1 d . . . . .
C10 C 0.3381(3) 0.29320(17) 0.35453(14) 0.0190(7) Uani 1 1 d . . . . .
C11 C 0.3569(3) 0.36989(17) 0.35758(15) 0.0236(7) Uani 1 1 d . . . . .
H11 H 0.294175 0.398003 0.378834 0.028 Uiso 1 1 calc R U . . .
C12 C 0.4647(3) 0.40567(18) 0.33041(15) 0.0254(7) Uani 1 1 d . . . . .
H12 H 0.477137 0.458095 0.334016 0.03 Uiso 1 1 calc R U . . .
C13 C 0.5539(3) 0.36509(19) 0.29805(15) 0.0278(8) Uani 1 1 d . . . . .
H13 H 0.62975 0.389519 0.280171 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5329(3) 0.28882(19) 0.29169(15) 0.0271(8) Uani 1 1 d . . . . .
H14 H 0.592411 0.260576 0.267789 0.033 Uiso 1 1 calc R U . . .
C15 C 0.4257(3) 0.25281(17) 0.31980(15) 0.0230(7) Uani 1 1 d . . . . .
H15 H 0.412528 0.200215 0.315162 0.028 Uiso 1 1 calc R U . . .
C16 C 0.1575(3) 0.17761(16) 0.36425(15) 0.0199(7) Uani 1 1 d . . . . .
C17 C 0.0985(3) 0.13376(17) 0.40574(16) 0.0215(7) Uani 1 1 d . . . . .
H17 H 0.112966 0.152096 0.453811 0.026 Uiso 1 1 calc R U . . .
C18 C 0.0185(3) 0.06335(17) 0.37749(16) 0.0256(7) Uani 1 1 d . . . . .
H18 H -0.021237 0.0338 0.406315 0.031 Uiso 1 1 calc R U . . .
C19 C -0.0034(3) 0.03619(18) 0.30793(17) 0.0274(8) Uani 1 1 d . . . . .
H19 H -0.057735 -0.01211 0.288779 0.033 Uiso 1 1 calc R U . . .
C20 C 0.0536(3) 0.07932(17) 0.26609(16) 0.0272(8) Uani 1 1 d . . . . .
H20 H 0.037919 0.060933 0.218029 0.033 Uiso 1 1 calc R U . . .
C21 C 0.1337(3) 0.14935(17) 0.29414(16) 0.0246(7) Uani 1 1 d . . . . .
H21 H 0.173149 0.178584 0.265 0.03 Uiso 1 1 calc R U . . .
C22 C 0.5688(3) 0.33239(16) 0.54828(15) 0.0183(7) Uani 1 1 d . . . . .
C23 C 0.5745(3) 0.39359(17) 0.51850(16) 0.0236(7) Uani 1 1 d . . . . .
H23 H 0.506035 0.392816 0.481395 0.028 Uiso 1 1 calc R U . . .
C24 C 0.6802(3) 0.45612(17) 0.54287(16) 0.0249(7) Uani 1 1 d . . . . .
H24 H 0.684511 0.497814 0.522282 0.03 Uiso 1 1 calc R U . . .
C25 C 0.7784(3) 0.45701(17) 0.59713(16) 0.0245(7) Uani 1 1 d . . . . .
H25 H 0.850607 0.499532 0.613932 0.029 Uiso 1 1 calc R U . . .
C26 C 0.7726(3) 0.39662(17) 0.62712(16) 0.0252(7) Uani 1 1 d . . . . .
H26 H 0.840513 0.397725 0.66453 0.03 Uiso 1 1 calc R U . . .
C27 C 0.6680(3) 0.33439(17) 0.60287(15) 0.0218(7) Uani 1 1 d . . . . .
H27 H 0.664227 0.292913 0.623737 0.026 Uiso 1 1 calc R U . . .
C28 C 0.4001(3) 0.19464(16) 0.57052(15) 0.0210(7) Uani 1 1 d . . . . .
C29 C 0.5026(3) 0.16073(17) 0.59858(16) 0.0248(7) Uani 1 1 d . . . . .
H29 H 0.59166 0.16501 0.583496 0.03 Uiso 1 1 calc R U . . .
C30 C 0.4754(3) 0.12153(18) 0.64750(17) 0.0309(8) Uani 1 1 d . . . . .
H30 H 0.547152 0.100494 0.667256 0.037 Uiso 1 1 calc R U . . .
C31 C 0.3450(3) 0.11196(18) 0.66876(17) 0.0315(8) Uani 1 1 d . . . . .
H31 H 0.327031 0.084523 0.702715 0.038 Uiso 1 1 calc R U . . .
C32 C 0.2413(3) 0.14304(17) 0.63971(16) 0.0266(8) Uani 1 1 d . . . . .
H32 H 0.150554 0.135203 0.65267 0.032 Uiso 1 1 calc R U . . .
C33 C 0.2682(3) 0.18528(16) 0.59212(15) 0.0224(7) Uani 1 1 d . . . . .
H33 H 0.19726 0.208009 0.574016 0.027 Uiso 1 1 calc R U . . .
C34 C 0.5241(3) 0.19249(16) 0.44844(15) 0.0195(7) Uani 1 1 d . . . . .
C35 C 0.4549(3) 0.12022(17) 0.41691(16) 0.0251(7) Uani 1 1 d . . . . .
H35 H 0.367953 0.10048 0.429205 0.03 Uiso 1 1 calc R U . . .
C36 C 0.5147(3) 0.07749(19) 0.36730(17) 0.0325(8) Uani 1 1 d . . . . .
H36 H 0.467047 0.028562 0.344987 0.039 Uiso 1 1 calc R U . . .
C37 C 0.6426(3) 0.10504(19) 0.34983(17) 0.0314(8) Uani 1 1 d . . . . .
H37 H 0.682151 0.075403 0.31555 0.038 Uiso 1 1 calc R U . . .
C38 C 0.7119(3) 0.17562(18) 0.38249(16) 0.0270(8) Uani 1 1 d . . . . .
H38 H 0.801104 0.194027 0.371636 0.032 Uiso 1 1 calc R U . . .
C39 C 0.6534(3) 0.22019(17) 0.43099(15) 0.0222(7) Uani 1 1 d . . . . .
H39 H 0.700961 0.269424 0.452332 0.027 Uiso 1 1 calc R U . . .
C40 C 0.4541(3) 0.21608(16) 0.98294(14) 0.0191(7) Uani 1 1 d . . . . .
C41 C 0.3391(3) 0.16220(17) 0.95634(15) 0.0221(7) Uani 1 1 d . . . . .
C42 C 0.2396(3) 0.16089(17) 1.00632(15) 0.0209(7) Uani 1 1 d . . . . .
C43 C 0.1056(3) 0.11813(17) 1.00295(16) 0.0247(7) Uani 1 1 d . . . . .
H43 H 0.062101 0.0824 0.962724 0.03 Uiso 1 1 calc R U . . .
C44 C 0.0399(3) 0.13015(18) 1.06040(16) 0.0270(8) Uani 1 1 d . . . . .
H44 H -0.050534 0.102128 1.0597 0.032 Uiso 1 1 calc R U . . .
C45 C 0.1033(3) 0.18224(18) 1.11892(16) 0.0274(8) Uani 1 1 d . . . . .
H45 H 0.055882 0.189081 1.157779 0.033 Uiso 1 1 calc R U . . .
C46 C 0.2348(3) 0.22468(18) 1.12193(15) 0.0242(7) Uani 1 1 d . . . . .
H46 H 0.277584 0.26051 1.162213 0.029 Uiso 1 1 calc R U . . .
C47 C 0.3016(3) 0.21361(17) 1.06519(15) 0.0200(7) Uani 1 1 d . . . . .
C48 C 0.4456(3) 0.25446(16) 1.05639(15) 0.0189(7) Uani 1 1 d . . . . .
C49 C 0.5613(3) 0.23551(17) 1.10494(14) 0.0198(7) Uani 1 1 d . . . . .
C50 C 0.5426(3) 0.16494(17) 1.11968(15) 0.0238(7) Uani 1 1 d . . . . .
H50 H 0.457127 0.130953 1.102415 0.029 Uiso 1 1 calc R U . . .
C51 C 0.6459(3) 0.14330(18) 1.15895(15) 0.0268(8) Uani 1 1 d . . . . .
H51 H 0.631106 0.094817 1.168203 0.032 Uiso 1 1 calc R U . . .
C52 C 0.7698(3) 0.19194(19) 1.18454(16) 0.0280(8) Uani 1 1 d . . . . .
H52 H 0.840651 0.17725 1.21168 0.034 Uiso 1 1 calc R U . . .
C53 C 0.7911(3) 0.26207(19) 1.17074(15) 0.0267(8) Uani 1 1 d . . . . .
H53 H 0.876763 0.295691 1.188433 0.032 Uiso 1 1 calc R U . . .
C54 C 0.6882(3) 0.28385(18) 1.13120(15) 0.0225(7) Uani 1 1 d . . . . .
H54 H 0.704181 0.33228 1.12186 0.027 Uiso 1 1 calc R U . . .
C55 C 0.4381(3) 0.33773(17) 1.06802(15) 0.0213(7) Uani 1 1 d . . . . .
C56 C 0.3920(3) 0.36853(17) 1.01504(16) 0.0246(7) Uani 1 1 d . . . . .
H56 H 0.371652 0.338417 0.969988 0.03 Uiso 1 1 calc R U . . .
C57 C 0.3749(3) 0.44247(18) 1.02634(17) 0.0299(8) Uani 1 1 d . . . . .
H57 H 0.342246 0.462206 0.989223 0.036 Uiso 1 1 calc R U . . .
C58 C 0.4051(4) 0.4872(2) 1.09098(18) 0.0377(9) Uani 1 1 d . . . . .
H58 H 0.396569 0.538274 1.098575 0.045 Uiso 1 1 calc R U . . .
C59 C 0.4476(4) 0.45726(19) 1.14452(18) 0.0396(9) Uani 1 1 d . . . . .
H59 H 0.465875 0.487516 1.189529 0.048 Uiso 1 1 calc R U . . .
C60 C 0.4642(3) 0.38305(18) 1.13353(17) 0.0301(8) Uani 1 1 d . . . . .
H60 H 0.493675 0.363145 1.171099 0.036 Uiso 1 1 calc R U . . .
C61 C 0.6363(3) 0.13254(16) 0.90653(15) 0.0209(7) Uani 1 1 d . . . . .
C62 C 0.6578(3) 0.09195(17) 0.95596(16) 0.0274(8) Uani 1 1 d . . . . .
H62 H 0.640793 0.11008 1.001215 0.033 Uiso 1 1 calc R U . . .
C63 C 0.7042(3) 0.02467(18) 0.93884(17) 0.0311(8) Uani 1 1 d . . . . .
H63 H 0.719027 -0.003078 0.97262 0.037 Uiso 1 1 calc R U . . .
C64 C 0.7288(3) -0.00187(19) 0.87392(17) 0.0334(8) Uani 1 1 d . . . . .
H64 H 0.762289 -0.047409 0.862963 0.04 Uiso 1 1 calc R U . . .
C65 C 0.7050(4) 0.03756(19) 0.82384(18) 0.0394(9) Uani 1 1 d . . . . .
H65 H 0.720134 0.018506 0.778453 0.047 Uiso 1 1 calc R U . . .
C66 C 0.6592(3) 0.10467(18) 0.84029(16) 0.0301(8) Uani 1 1 d . . . . .
H66 H 0.643238 0.131803 0.80614 0.036 Uiso 1 1 calc R U . . .
C67 C 0.7461(3) 0.28655(16) 0.97615(14) 0.0187(7) Uani 1 1 d . . . . .
C68 C 0.7458(3) 0.36264(17) 0.99485(15) 0.0227(7) Uani 1 1 d . . . . .
H68 H 0.661575 0.38043 0.986287 0.027 Uiso 1 1 calc R U . . .
C69 C 0.8660(3) 0.41268(18) 1.02566(15) 0.0270(8) Uani 1 1 d . . . . .
H69 H 0.864287 0.46451 1.03889 0.032 Uiso 1 1 calc R U . . .
C70 C 0.9896(3) 0.38669(19) 1.03720(17) 0.0326(8) Uani 1 1 d . . . . .
H70 H 1.07268 0.420947 1.058308 0.039 Uiso 1 1 calc R U . . .
C71 C 0.9922(3) 0.31123(19) 1.01814(17) 0.0336(9) Uani 1 1 d . . . . .
H71 H 1.07727 0.293863 1.025613 0.04 Uiso 1 1 calc R U . . .
C72 C 0.8707(3) 0.26099(18) 0.98811(16) 0.0267(8) Uani 1 1 d . . . . .
H72 H 0.87224 0.209084 0.975657 0.032 Uiso 1 1 calc R U . . .
C73 C 0.5444(3) 0.25821(16) 0.85862(15) 0.0226(7) Uani 1 1 d . . . . .
C74 C 0.4072(3) 0.26048(17) 0.83398(16) 0.0278(8) Uani 1 1 d . . . . .
H74 H 0.332425 0.240564 0.855307 0.033 Uiso 1 1 calc R U . . .
C75 C 0.3793(3) 0.29163(19) 0.77856(16) 0.0336(8) Uani 1 1 d . . . . .
H75 H 0.285849 0.293903 0.762647 0.04 Uiso 1 1 calc R U . . .
C76 C 0.4867(4) 0.31925(19) 0.74656(17) 0.0341(8) Uani 1 1 d . . . . .
H76 H 0.467368 0.340428 0.708495 0.041 Uiso 1 1 calc R U . . .
C77 C 0.6223(4) 0.31619(19) 0.76974(17) 0.0357(9) Uani 1 1 d . . . . .
H77 H 0.696185 0.334671 0.747192 0.043 Uiso 1 1 calc R U . . .
C78 C 0.6513(3) 0.28639(18) 0.82561(16) 0.0304(8) Uani 1 1 d . . . . .
H78 H 0.745298 0.285171 0.841611 0.036 Uiso 1 1 calc R U . . .
B1 B 0.2452(4) 0.4189(2) 0.62093(19) 0.0234(8) Uani 1 1 d . . . . .
B2 B 0.2239(4) 0.0531(2) 0.8594(2) 0.0276(9) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.760(3) . ?
P1 C22 1.796(3) . ?
P1 C28 1.798(3) . ?
P1 C34 1.802(3) . ?
P2 C40 1.763(3) . ?
P2 C73 1.792(3) . ?
P2 C61 1.800(3) . ?
P2 C67 1.802(3) . ?
F1 B1 1.378(4) . ?
F2 B1 1.387(4) . ?
F3 B1 1.378(4) . ?
F4 B2 1.390(4) . ?
F5 B2 1.380(4) . ?
F6 B2 1.375(4) . ?
O1 C2 1.319(3) . ?
O1 B1 1.495(4) . ?
O2 C41 1.321(3) . ?
O2 B2 1.473(4) . ?
C1 C2 1.375(4) . ?
C1 C9 1.539(4) . ?
C2 C3 1.473(4) . ?
C3 C8 1.396(4) . ?
C3 C4 1.398(4) . ?
C4 C5 1.377(4) . ?
C4 H4 0.95 . ?
C5 C6 1.384(4) . ?
C5 H5 0.95 . ?
C6 C7 1.383(4) . ?
C6 H6 0.95 . ?
C7 C8 1.390(4) . ?
C7 H7 0.95 . ?
C8 C9 1.522(4) . ?
C9 C16 1.537(4) . ?
C9 C10 1.548(4) . ?
C10 C15 1.382(4) . ?
C10 C11 1.397(4) . ?
C11 C12 1.379(4) . ?
C11 H11 0.95 . ?
C12 C13 1.376(4) . ?
C12 H12 0.95 . ?
C13 C14 1.378(4) . ?
C13 H13 0.95 . ?
C14 C15 1.388(4) . ?
C14 H14 0.95 . ?
C15 H15 0.95 . ?
C16 C21 1.389(4) . ?
C16 C17 1.390(4) . ?
C17 C18 1.389(4) . ?
C17 H17 0.95 . ?
C18 C19 1.376(4) . ?
C18 H18 0.95 . ?
C19 C20 1.379(4) . ?
C19 H19 0.95 . ?
C20 C21 1.383(4) . ?
C20 H20 0.95 . ?
C21 H21 0.95 . ?
C22 C27 1.385(4) . ?
C22 C23 1.389(4) . ?
C23 C24 1.394(4) . ?
C23 H23 0.95 . ?
C24 C25 1.380(4) . ?
C24 H24 0.95 . ?
C25 C26 1.378(4) . ?
C25 H25 0.95 . ?
C26 C27 1.384(4) . ?
C26 H26 0.95 . ?
C27 H27 0.95 . ?
C28 C33 1.401(4) . ?
C28 C29 1.401(4) . ?
C29 C30 1.367(4) . ?
C29 H29 0.95 . ?
C30 C31 1.385(4) . ?
C30 H30 0.95 . ?
C31 C32 1.385(4) . ?
C31 H31 0.95 . ?
C32 C33 1.381(4) . ?
C32 H32 0.95 . ?
C33 H33 0.95 . ?
C34 C35 1.394(4) . ?
C34 C39 1.396(4) . ?
C35 C36 1.388(4) . ?
C35 H35 0.95 . ?
C36 C37 1.384(4) . ?
C36 H36 0.95 . ?
C37 C38 1.374(4) . ?
C37 H37 0.95 . ?
C38 C39 1.384(4) . ?
C38 H38 0.95 . ?
C39 H39 0.95 . ?
C40 C41 1.363(4) . ?
C40 C48 1.528(4) . ?
C41 C42 1.475(4) . ?
C42 C47 1.390(4) . ?
C42 C43 1.409(4) . ?
C43 C44 1.381(4) . ?
C43 H43 0.95 . ?
C44 C45 1.383(4) . ?
C44 H44 0.95 . ?
C45 C46 1.387(4) . ?
C45 H45 0.95 . ?
C46 C47 1.374(4) . ?
C46 H46 0.95 . ?
C47 C48 1.536(4) . ?
C48 C55 1.534(4) . ?
C48 C49 1.555(4) . ?
C49 C50 1.393(4) . ?
C49 C54 1.395(4) . ?
C50 C51 1.384(4) . ?
C50 H50 0.95 . ?
C51 C52 1.374(4) . ?
C51 H51 0.95 . ?
C52 C53 1.378(4) . ?
C52 H52 0.95 . ?
C53 C54 1.386(4) . ?
C53 H53 0.95 . ?
C54 H54 0.95 . ?
C55 C56 1.384(4) . ?
C55 C60 1.392(4) . ?
C56 C57 1.388(4) . ?
C56 H56 0.95 . ?
C57 C58 1.374(4) . ?
C57 H57 0.95 . ?
C58 C59 1.373(4) . ?
C58 H58 0.95 . ?
C59 C60 1.392(4) . ?
C59 H59 0.95 . ?
C60 H60 0.95 . ?
C61 C66 1.389(4) . ?
C61 C62 1.390(4) . ?
C62 C63 1.390(4) . ?
C62 H62 0.95 . ?
C63 C64 1.366(4) . ?
C63 H63 0.95 . ?
C64 C65 1.389(5) . ?
C64 H64 0.95 . ?
C65 C66 1.383(4) . ?
C65 H65 0.95 . ?
C66 H66 0.95 . ?
C67 C68 1.390(4) . ?
C67 C72 1.396(4) . ?
C68 C69 1.379(4) . ?
C68 H68 0.95 . ?
C69 C70 1.390(4) . ?
C69 H69 0.95 . ?
C70 C71 1.383(4) . ?
C70 H70 0.95 . ?
C71 C72 1.386(4) . ?
C71 H71 0.95 . ?
C72 H72 0.95 . ?
C73 C78 1.388(4) . ?
C73 C74 1.395(4) . ?
C74 C75 1.386(4) . ?
C74 H74 0.95 . ?
C75 C76 1.375(5) . ?
C75 H75 0.95 . ?
C76 C77 1.376(4) . ?
C76 H76 0.95 . ?
C77 C78 1.381(4) . ?
C77 H77 0.95 . ?
C78 H78 0.95 . ?

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 C22 109.50(14) . . ?
C1 P1 C28 112.15(14) . . ?
C22 P1 C28 110.91(14) . . ?
C1 P1 C34 112.21(14) . . ?
C22 P1 C34 106.83(13) . . ?
C28 P1 C34 105.07(14) . . ?
C40 P2 C73 112.65(14) . . ?
C40 P2 C61 109.51(14) . . ?
C73 P2 C61 109.89(14) . . ?
C40 P2 C67 113.30(13) . . ?
C73 P2 C67 104.07(14) . . ?
C61 P2 C67 107.17(14) . . ?
C2 O1 B1 126.8(2) . . ?
C41 O2 B2 130.1(2) . . ?
C2 C1 C9 110.9(2) . . ?
C2 C1 P1 118.0(2) . . ?
C9 C1 P1 130.6(2) . . ?
O1 C2 C1 122.1(3) . . ?
O1 C2 C3 128.1(3) . . ?
C1 C2 C3 109.8(3) . . ?
C8 C3 C4 120.4(3) . . ?
C8 C3 C2 106.8(2) . . ?
C4 C3 C2 132.8(3) . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 118.4(3) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C7 C8 C3 120.5(3) . . ?
C7 C8 C9 127.0(3) . . ?
C3 C8 C9 112.4(2) . . ?
C8 C9 C16 106.2(2) . . ?
C8 C9 C1 99.9(2) . . ?
C16 C9 C1 115.0(2) . . ?
C8 C9 C10 109.6(2) . . ?
C16 C9 C10 115.6(2) . . ?
C1 C9 C10 109.2(2) . . ?
C15 C10 C11 118.1(3) . . ?
C15 C10 C9 123.2(3) . . ?
C11 C10 C9 118.5(3) . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C14 120.2(3) . . ?
C10 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C21 C16 C17 118.3(3) . . ?
C21 C16 C9 121.3(3) . . ?
C17 C16 C9 119.8(3) . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 120.0(3) . . ?
C19 C20 H20 120 . . ?
C21 C20 H20 120 . . ?
C20 C21 C16 121.1(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C27 C22 C23 119.5(3) . . ?
C27 C22 P1 122.0(2) . . ?
C23 C22 P1 118.3(2) . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
C33 C28 C29 118.5(3) . . ?
C33 C28 P1 122.1(2) . . ?
C29 C28 P1 119.4(2) . . ?
C30 C29 C28 120.5(3) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 121.2(3) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C30 118.9(3) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C33 C32 C31 120.8(3) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C32 C33 C28 120.1(3) . . ?
C32 C33 H33 120 . . ?
C28 C33 H33 120 . . ?
C35 C34 C39 119.8(3) . . ?
C35 C34 P1 119.0(2) . . ?
C39 C34 P1 121.1(2) . . ?
C36 C35 C34 119.1(3) . . ?
C36 C35 H35 120.4 . . ?
C34 C35 H35 120.4 . . ?
C37 C36 C35 121.0(3) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C38 C37 C36 119.4(3) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.8(3) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C38 C39 C34 119.7(3) . . ?
C38 C39 H39 120.1 . . ?
C34 C39 H39 120.1 . . ?
C41 C40 C48 111.3(2) . . ?
C41 C40 P2 116.6(2) . . ?
C48 C40 P2 131.7(2) . . ?
O2 C41 C40 121.3(3) . . ?
O2 C41 C42 128.8(3) . . ?
C40 C41 C42 109.9(3) . . ?
C47 C42 C43 120.8(3) . . ?
C47 C42 C41 107.1(3) . . ?
C43 C42 C41 132.1(3) . . ?
C44 C43 C42 117.4(3) . . ?
C44 C43 H43 121.3 . . ?
C42 C43 H43 121.3 . . ?
C43 C44 C45 121.2(3) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 121.2(3) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C47 C46 C45 118.4(3) . . ?
C47 C46 H46 120.8 . . ?
C45 C46 H46 120.8 . . ?
C46 C47 C42 120.9(3) . . ?
C46 C47 C48 127.5(3) . . ?
C42 C47 C48 111.5(2) . . ?
C40 C48 C55 115.3(2) . . ?
C40 C48 C47 100.1(2) . . ?
C55 C48 C47 106.6(2) . . ?
C40 C48 C49 109.1(2) . . ?
C55 C48 C49 114.8(2) . . ?
C47 C48 C49 109.8(2) . . ?
C50 C49 C54 117.6(3) . . ?
C50 C49 C48 118.9(3) . . ?
C54 C49 C48 123.3(3) . . ?
C51 C50 C49 121.4(3) . . ?
C51 C50 H50 119.3 . . ?
C49 C50 H50 119.3 . . ?
C52 C51 C50 120.0(3) . . ?
C52 C51 H51 120 . . ?
C50 C51 H51 120 . . ?
C51 C52 C53 119.8(3) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C52 C53 C54 120.4(3) . . ?
C52 C53 H53 119.8 . . ?
C54 C53 H53 119.8 . . ?
C53 C54 C49 120.8(3) . . ?
C53 C54 H54 119.6 . . ?
C49 C54 H54 119.6 . . ?
C56 C55 C60 117.7(3) . . ?
C56 C55 C48 121.3(3) . . ?
C60 C55 C48 120.7(3) . . ?
C55 C56 C57 121.4(3) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 H56 119.3 . . ?
C58 C57 C56 120.2(3) . . ?
C58 C57 H57 119.9 . . ?
C56 C57 H57 119.9 . . ?
C59 C58 C57 119.3(3) . . ?
C59 C58 H58 120.4 . . ?
C57 C58 H58 120.4 . . ?
C58 C59 C60 120.7(3) . . ?
C58 C59 H59 119.7 . . ?
C60 C59 H59 119.7 . . ?
C55 C60 C59 120.6(3) . . ?
C55 C60 H60 119.7 . . ?
C59 C60 H60 119.7 . . ?
C66 C61 C62 119.5(3) . . ?
C66 C61 P2 122.1(2) . . ?
C62 C61 P2 118.2(2) . . ?
C61 C62 C63 119.7(3) . . ?
C61 C62 H62 120.2 . . ?
C63 C62 H62 120.2 . . ?
C64 C63 C62 120.6(3) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
C63 C64 C65 120.2(3) . . ?
C63 C64 H64 119.9 . . ?
C65 C64 H64 119.9 . . ?
C66 C65 C64 119.8(3) . . ?
C66 C65 H65 120.1 . . ?
C64 C65 H65 120.1 . . ?
C65 C66 C61 120.3(3) . . ?
C65 C66 H66 119.9 . . ?
C61 C66 H66 119.9 . . ?
C68 C67 C72 119.2(3) . . ?
C68 C67 P2 120.0(2) . . ?
C72 C67 P2 120.7(2) . . ?
C69 C68 C67 120.9(3) . . ?
C69 C68 H68 119.5 . . ?
C67 C68 H68 119.5 . . ?
C68 C69 C70 119.5(3) . . ?
C68 C69 H69 120.3 . . ?
C70 C69 H69 120.3 . . ?
C71 C70 C69 120.4(3) . . ?
C71 C70 H70 119.8 . . ?
C69 C70 H70 119.8 . . ?
C70 C71 C72 119.9(3) . . ?
C70 C71 H71 120 . . ?
C72 C71 H71 120 . . ?
C71 C72 C67 120.1(3) . . ?
C71 C72 H72 120 . . ?
C67 C72 H72 120 . . ?
C78 C73 C74 118.5(3) . . ?
C78 C73 P2 118.3(2) . . ?
C74 C73 P2 123.1(2) . . ?
C75 C74 C73 120.4(3) . . ?
C75 C74 H74 119.8 . . ?
C73 C74 H74 119.8 . . ?
C76 C75 C74 120.2(3) . . ?
C76 C75 H75 119.9 . . ?
C74 C75 H75 119.9 . . ?
C75 C76 C77 119.9(3) . . ?
C75 C76 H76 120 . . ?
C77 C76 H76 120 . . ?
C76 C77 C78 120.3(3) . . ?
C76 C77 H77 119.8 . . ?
C78 C77 H77 119.8 . . ?
C77 C78 C73 120.6(3) . . ?
C77 C78 H78 119.7 . . ?
C73 C78 H78 119.7 . . ?
F1 B1 F3 110.7(3) . . ?
F1 B1 F2 110.2(3) . . ?
F3 B1 F2 111.1(3) . . ?
F1 B1 O1 109.9(3) . . ?
F3 B1 O1 109.1(3) . . ?
F2 B1 O1 105.7(2) . . ?
F6 B2 F5 110.4(3) . . ?
F6 B2 F4 110.7(3) . . ?
F5 B2 F4 110.5(3) . . ?
F6 B2 O2 110.9(3) . . ?
F5 B2 O2 109.1(3) . . ?
F4 B2 O2 105.1(3) . . ?



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1881949'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT911_6                   
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: These reflections were not collected using only omega scans.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T15:13:28-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C38 H33 Al F15 O P'
_chemical_formula_weight         848.59

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

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

_cell_length_a                   11.1971(15)
_cell_length_b                   15.351(2)
_cell_length_c                   21.663(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.574(2)
_cell_angle_gamma                90
_cell_volume                     3711.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      26.07

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

_exptl_crystal_description       blocky
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.475
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.225
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_F_000             1728

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

_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6879
_shelx_estimated_absorpt_T_min   0.909
_shelx_estimated_absorpt_T_max   0.955

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_number            39040
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.886
_diffrn_reflns_theta_max         26.446
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_coverage         0
_reflns_number_total             7615
_reflns_number_gt                5895
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+2.0638P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7615
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0849
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Reflection 0 1 1 was omitted due to interference by the beamstop.
;

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.59375(4) 0.72209(3) 0.46874(2) 0.01882(11) Uani 1 1 d . . . . .
Al1 Al 0.39740(4) 0.68340(3) 0.69228(2) 0.01615(12) Uani 1 1 d . . . . .
F1 F 0.25860(9) 0.72292(8) 0.56173(5) 0.0365(3) Uani 1 1 d . . . . .
F2 F 0.02352(10) 0.72410(8) 0.52530(5) 0.0380(3) Uani 1 1 d . . . . .
F3 F -0.14075(9) 0.69730(7) 0.60874(5) 0.0319(3) Uani 1 1 d . . . . .
F4 F -0.06792(9) 0.67816(7) 0.73124(5) 0.0318(3) Uani 1 1 d . . . . .
F5 F 0.16727(9) 0.67950(7) 0.76864(4) 0.0261(2) Uani 1 1 d . . . . .
F6 F 0.38627(10) 0.48067(7) 0.70026(5) 0.0337(3) Uani 1 1 d . . . . .
F7 F 0.43585(10) 0.36872(7) 0.79331(6) 0.0369(3) Uani 1 1 d . . . . .
F8 F 0.50240(10) 0.42812(8) 0.90940(5) 0.0393(3) Uani 1 1 d . . . . .
F9 F 0.52086(11) 0.60332(8) 0.93020(5) 0.0385(3) Uani 1 1 d . . . . .
F10 F 0.47256(9) 0.71572(6) 0.83671(5) 0.0263(2) Uani 1 1 d . . . . .
F11 F 0.32555(9) 0.88555(7) 0.70942(5) 0.0317(3) Uani 1 1 d . . . . .
F12 F 0.46131(11) 1.02932(7) 0.71332(6) 0.0454(3) Uani 1 1 d . . . . .
F13 F 0.70287(11) 1.01716(8) 0.70525(6) 0.0435(3) Uani 1 1 d . . . . .
F14 F 0.80636(9) 0.85845(8) 0.69514(5) 0.0376(3) Uani 1 1 d . . . . .
F15 F 0.67056(9) 0.71328(7) 0.69419(5) 0.0299(3) Uani 1 1 d . . . . .
O1 O 0.45802(11) 0.62577(8) 0.62831(5) 0.0214(3) Uani 1 1 d . . . . .
C1 C 0.54090(16) 0.68863(12) 0.53612(8) 0.0239(4) Uani 1 1 d . . . . .
C2 C 0.50011(15) 0.65779(11) 0.58120(8) 0.0197(4) Uani 1 1 d . . . . .
C3 C 0.22332(15) 0.69698(11) 0.66657(8) 0.0179(4) Uani 1 1 d . . . . .
C4 C 0.17989(16) 0.71031(12) 0.60564(8) 0.0218(4) Uani 1 1 d . . . . .
C5 C 0.06028(16) 0.71109(12) 0.58545(8) 0.0233(4) Uani 1 1 d . . . . .
C6 C -0.02352(15) 0.69768(11) 0.62766(9) 0.0218(4) Uani 1 1 d . . . . .
C7 C 0.01396(15) 0.68633(11) 0.68945(8) 0.0203(4) Uani 1 1 d . . . . .
C8 C 0.13490(15) 0.68705(11) 0.70700(8) 0.0179(4) Uani 1 1 d . . . . .
C9 C 0.42943(14) 0.60299(11) 0.76391(8) 0.0170(4) Uani 1 1 d . . . . .
C10 C 0.42099(15) 0.51403(11) 0.75693(8) 0.0201(4) Uani 1 1 d . . . . .
C11 C 0.44526(15) 0.45467(11) 0.80394(9) 0.0240(4) Uani 1 1 d . . . . .
C12 C 0.47938(16) 0.48467(12) 0.86267(9) 0.0253(4) Uani 1 1 d . . . . .
C13 C 0.48853(16) 0.57290(13) 0.87295(8) 0.0242(4) Uani 1 1 d . . . . .
C14 C 0.46350(15) 0.62934(11) 0.82371(8) 0.0186(4) Uani 1 1 d . . . . .
C15 C 0.49214(15) 0.79334(11) 0.70024(7) 0.0177(4) Uani 1 1 d . . . . .
C16 C 0.44526(16) 0.87571(12) 0.70579(8) 0.0218(4) Uani 1 1 d . . . . .
C17 C 0.51298(18) 0.95088(12) 0.70791(9) 0.0282(4) Uani 1 1 d . . . . .
C18 C 0.63505(18) 0.94497(12) 0.70412(8) 0.0274(4) Uani 1 1 d . . . . .
C19 C 0.68705(16) 0.86457(13) 0.69906(8) 0.0245(4) Uani 1 1 d . . . . .
C20 C 0.61579(16) 0.79128(12) 0.69801(8) 0.0211(4) Uani 1 1 d . . . . .
C21 C 0.73076(15) 0.66177(11) 0.45675(8) 0.0190(4) Uani 1 1 d . . . . .
H21 H 0.797679 0.693103 0.480696 0.023 Uiso 1 1 calc R U . . .
C22 C 0.76101(15) 0.66155(12) 0.38863(8) 0.0203(4) Uani 1 1 d . . . . .
H22A H 0.696423 0.631841 0.362779 0.024 Uiso 1 1 calc R U . . .
H22B H 0.766745 0.722229 0.373676 0.024 Uiso 1 1 calc R U . . .
C23 C 0.88018(16) 0.61446(12) 0.38263(9) 0.0246(4) Uani 1 1 d . . . . .
H23A H 0.896999 0.61249 0.33847 0.029 Uiso 1 1 calc R U . . .
H23B H 0.945582 0.647477 0.405461 0.029 Uiso 1 1 calc R U . . .
C24 C 0.87775(18) 0.52226(12) 0.40793(9) 0.0279(4) Uani 1 1 d . . . . .
H24A H 0.956887 0.494543 0.404866 0.033 Uiso 1 1 calc R U . . .
H24B H 0.817107 0.487589 0.382882 0.033 Uiso 1 1 calc R U . . .
C25 C 0.84770(17) 0.52293(13) 0.47528(9) 0.0288(4) Uani 1 1 d . . . . .
H25A H 0.912506 0.552924 0.500799 0.035 Uiso 1 1 calc R U . . .
H25B H 0.84324 0.462217 0.490333 0.035 Uiso 1 1 calc R U . . .
C26 C 0.72892(17) 0.56875(12) 0.48315(9) 0.0269(4) Uani 1 1 d . . . . .
H26A H 0.714719 0.571169 0.527641 0.032 Uiso 1 1 calc R U . . .
H26B H 0.662643 0.535364 0.46137 0.032 Uiso 1 1 calc R U . . .
C27 C 0.62328(16) 0.83851(12) 0.47601(8) 0.0213(4) Uani 1 1 d . . . . .
H27 H 0.544071 0.866487 0.48125 0.026 Uiso 1 1 calc R U . . .
C28 C 0.70398(17) 0.86188(12) 0.53445(8) 0.0267(4) Uani 1 1 d . . . . .
H28A H 0.672245 0.834448 0.571136 0.032 Uiso 1 1 calc R U . . .
H28B H 0.785859 0.839265 0.530638 0.032 Uiso 1 1 calc R U . . .
C29 C 0.70841(17) 0.96071(13) 0.54289(9) 0.0286(4) Uani 1 1 d . . . . .
H29A H 0.627351 0.982421 0.549914 0.034 Uiso 1 1 calc R U . . .
H29B H 0.762438 0.97516 0.579882 0.034 Uiso 1 1 calc R U . . .
C30 C 0.75261(18) 1.00583(13) 0.48649(9) 0.0294(4) Uani 1 1 d . . . . .
H30A H 0.837354 0.989884 0.482605 0.035 Uiso 1 1 calc R U . . .
H30B H 0.74861 1.069733 0.492139 0.035 Uiso 1 1 calc R U . . .
C31 C 0.67743(18) 0.98018(12) 0.42708(9) 0.0286(4) Uani 1 1 d . . . . .
H31A H 0.595411 1.003801 0.428475 0.034 Uiso 1 1 calc R U . . .
H31B H 0.713001 1.006419 0.391043 0.034 Uiso 1 1 calc R U . . .
C32 C 0.67058(17) 0.88125(12) 0.41868(8) 0.0244(4) Uani 1 1 d . . . . .
H32A H 0.751186 0.858059 0.412319 0.029 Uiso 1 1 calc R U . . .
H32B H 0.616703 0.867101 0.381566 0.029 Uiso 1 1 calc R U . . .
C33 C 0.47704(15) 0.70401(12) 0.40582(8) 0.0221(4) Uani 1 1 d . . . . .
H33 H 0.512655 0.71504 0.365661 0.027 Uiso 1 1 calc R U . . .
C34 C 0.43394(17) 0.60889(13) 0.40611(9) 0.0293(4) Uani 1 1 d . . . . .
H34A H 0.50129 0.56982 0.398026 0.035 Uiso 1 1 calc R U . . .
H34B H 0.407923 0.59449 0.447522 0.035 Uiso 1 1 calc R U . . .
C35 C 0.32955(18) 0.59325(15) 0.35694(10) 0.0369(5) Uani 1 1 d . . . . .
H35A H 0.357898 0.601113 0.315164 0.044 Uiso 1 1 calc R U . . .
H35B H 0.300613 0.53261 0.360168 0.044 Uiso 1 1 calc R U . . .
C36 C 0.22680(18) 0.65622(16) 0.36545(10) 0.0386(5) Uani 1 1 d . . . . .
H36A H 0.161315 0.645848 0.332814 0.046 Uiso 1 1 calc R U . . .
H36B H 0.194908 0.645832 0.406137 0.046 Uiso 1 1 calc R U . . .
C37 C 0.26943(17) 0.74970(15) 0.36193(10) 0.0365(5) Uani 1 1 d . . . . .
H37A H 0.201907 0.789543 0.368159 0.044 Uiso 1 1 calc R U . . .
H37B H 0.296406 0.76094 0.320244 0.044 Uiso 1 1 calc R U . . .
C38 C 0.37272(16) 0.76852(13) 0.41098(9) 0.0286(4) Uani 1 1 d . . . . .
H38A H 0.343214 0.764076 0.45275 0.034 Uiso 1 1 calc R U . . .
H38B H 0.401894 0.828715 0.405612 0.034 Uiso 1 1 calc R U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.6977(19) . ?
P1 C27 1.8221(19) . ?
P1 C21 1.8281(18) . ?
P1 C33 1.8326(17) . ?
Al1 O1 1.8204(13) . ?
Al1 C9 1.9929(17) . ?
Al1 C15 1.9935(18) . ?
Al1 C3 1.9949(18) . ?
F1 C4 1.361(2) . ?
F2 C5 1.350(2) . ?
F3 C6 1.3435(19) . ?
F4 C7 1.3447(19) . ?
F5 C8 1.3603(18) . ?
F6 C10 1.3581(19) . ?
F7 C11 1.342(2) . ?
F8 C12 1.343(2) . ?
F9 C13 1.348(2) . ?
F10 C14 1.3576(19) . ?
F11 C16 1.357(2) . ?
F12 C17 1.345(2) . ?
F13 C18 1.342(2) . ?
F14 C19 1.349(2) . ?
F15 C20 1.351(2) . ?
O1 C2 1.258(2) . ?
C1 C2 1.207(2) . ?
C3 C8 1.382(2) . ?
C3 C4 1.385(2) . ?
C4 C5 1.375(2) . ?
C5 C6 1.377(3) . ?
C6 C7 1.381(2) . ?
C7 C8 1.377(2) . ?
C9 C10 1.376(2) . ?
C9 C14 1.381(2) . ?
C10 C11 1.377(3) . ?
C11 C12 1.378(3) . ?
C12 C13 1.375(3) . ?
C13 C14 1.385(2) . ?
C15 C16 1.378(2) . ?
C15 C20 1.390(2) . ?
C16 C17 1.380(3) . ?
C17 C18 1.379(3) . ?
C18 C19 1.373(3) . ?
C19 C20 1.378(2) . ?
C21 C26 1.539(2) . ?
C21 C22 1.540(2) . ?
C21 H21 1 . ?
C22 C23 1.532(2) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.519(3) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 C25 1.523(3) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 C26 1.526(3) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 C32 1.536(2) . ?
C27 C28 1.538(2) . ?
C27 H27 1 . ?
C28 C29 1.528(3) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C29 C30 1.521(3) . ?
C29 H29A 0.99 . ?
C29 H29B 0.99 . ?
C30 C31 1.532(3) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
C31 C32 1.531(3) . ?
C31 H31A 0.99 . ?
C31 H31B 0.99 . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
C33 C34 1.538(3) . ?
C33 C38 1.542(3) . ?
C33 H33 1 . ?
C34 C35 1.536(3) . ?
C34 H34A 0.99 . ?
C34 H34B 0.99 . ?
C35 C36 1.525(3) . ?
C35 H35A 0.99 . ?
C35 H35B 0.99 . ?
C36 C37 1.516(3) . ?
C36 H36A 0.99 . ?
C36 H36B 0.99 . ?
C37 C38 1.534(3) . ?
C37 H37A 0.99 . ?
C37 H37B 0.99 . ?
C38 H38A 0.99 . ?
C38 H38B 0.99 . ?

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 C27 107.20(9) . . ?
C1 P1 C21 108.84(8) . . ?
C27 P1 C21 111.13(8) . . ?
C1 P1 C33 108.47(9) . . ?
C27 P1 C33 109.06(8) . . ?
C21 P1 C33 111.98(8) . . ?
O1 Al1 C9 103.70(7) . . ?
O1 Al1 C15 104.42(7) . . ?
C9 Al1 C15 113.30(7) . . ?
O1 Al1 C3 104.69(7) . . ?
C9 Al1 C3 113.16(7) . . ?
C15 Al1 C3 115.92(7) . . ?
C2 O1 Al1 127.91(12) . . ?
C2 C1 P1 173.92(18) . . ?
C1 C2 O1 179.7(2) . . ?
C8 C3 C4 113.93(15) . . ?
C8 C3 Al1 123.03(12) . . ?
C4 C3 Al1 122.85(13) . . ?
F1 C4 C5 116.41(15) . . ?
F1 C4 C3 119.30(15) . . ?
C5 C4 C3 124.29(16) . . ?
F2 C5 C4 121.50(16) . . ?
F2 C5 C6 119.46(16) . . ?
C4 C5 C6 119.04(16) . . ?
F3 C6 C5 119.93(16) . . ?
F3 C6 C7 120.60(16) . . ?
C5 C6 C7 119.46(16) . . ?
F4 C7 C8 121.54(16) . . ?
F4 C7 C6 119.56(15) . . ?
C8 C7 C6 118.86(16) . . ?
F5 C8 C7 116.71(15) . . ?
F5 C8 C3 118.91(15) . . ?
C7 C8 C3 124.36(16) . . ?
C10 C9 C14 113.89(15) . . ?
C10 C9 Al1 121.50(13) . . ?
C14 C9 Al1 124.61(13) . . ?
F6 C10 C9 119.06(15) . . ?
F6 C10 C11 116.37(15) . . ?
C9 C10 C11 124.57(16) . . ?
F7 C11 C10 121.03(17) . . ?
F7 C11 C12 119.94(16) . . ?
C10 C11 C12 119.04(17) . . ?
F8 C12 C13 120.49(17) . . ?
F8 C12 C11 120.16(17) . . ?
C13 C12 C11 119.35(16) . . ?
F9 C13 C12 120.10(16) . . ?
F9 C13 C14 120.99(17) . . ?
C12 C13 C14 118.92(17) . . ?
F10 C14 C9 119.40(15) . . ?
F10 C14 C13 116.36(15) . . ?
C9 C14 C13 124.24(16) . . ?
C16 C15 C20 114.30(16) . . ?
C16 C15 Al1 125.49(13) . . ?
C20 C15 Al1 120.17(13) . . ?
F11 C16 C15 119.47(16) . . ?
F11 C16 C17 116.59(16) . . ?
C15 C16 C17 123.94(17) . . ?
F12 C17 C18 119.96(17) . . ?
F12 C17 C16 120.84(18) . . ?
C18 C17 C16 119.20(17) . . ?
F13 C18 C19 120.05(18) . . ?
F13 C18 C17 120.43(18) . . ?
C19 C18 C17 119.52(17) . . ?
F14 C19 C18 119.74(16) . . ?
F14 C19 C20 121.14(17) . . ?
C18 C19 C20 119.11(17) . . ?
F15 C20 C19 117.36(16) . . ?
F15 C20 C15 118.73(15) . . ?
C19 C20 C15 123.91(17) . . ?
C26 C21 C22 111.38(14) . . ?
C26 C21 P1 112.39(12) . . ?
C22 C21 P1 112.86(11) . . ?
C26 C21 H21 106.6 . . ?
C22 C21 H21 106.6 . . ?
P1 C21 H21 106.6 . . ?
C23 C22 C21 110.00(14) . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C24 C23 C22 111.60(15) . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108 . . ?
C23 C24 C25 110.56(15) . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C24 C25 C26 111.78(15) . . ?
C24 C25 H25A 109.3 . . ?
C26 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
C26 C25 H25B 109.3 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 C21 110.40(15) . . ?
C25 C26 H26A 109.6 . . ?
C21 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C21 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
C32 C27 C28 110.38(15) . . ?
C32 C27 P1 114.90(12) . . ?
C28 C27 P1 112.99(12) . . ?
C32 C27 H27 105.9 . . ?
C28 C27 H27 105.9 . . ?
P1 C27 H27 105.9 . . ?
C29 C28 C27 109.96(15) . . ?
C29 C28 H28A 109.7 . . ?
C27 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
C27 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
C30 C29 C28 111.44(15) . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108 . . ?
C29 C30 C31 111.44(16) . . ?
C29 C30 H30A 109.3 . . ?
C31 C30 H30A 109.3 . . ?
C29 C30 H30B 109.3 . . ?
C31 C30 H30B 109.3 . . ?
H30A C30 H30B 108 . . ?
C32 C31 C30 111.95(15) . . ?
C32 C31 H31A 109.2 . . ?
C30 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
C30 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C31 C32 C27 110.17(15) . . ?
C31 C32 H32A 109.6 . . ?
C27 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
C27 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 C38 111.69(15) . . ?
C34 C33 P1 110.24(12) . . ?
C38 C33 P1 110.37(12) . . ?
C34 C33 H33 108.1 . . ?
C38 C33 H33 108.1 . . ?
P1 C33 H33 108.1 . . ?
C35 C34 C33 111.54(16) . . ?
C35 C34 H34A 109.3 . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34B 109.3 . . ?
C33 C34 H34B 109.3 . . ?
H34A C34 H34B 108 . . ?
C36 C35 C34 110.90(17) . . ?
C36 C35 H35A 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108 . . ?
C37 C36 C35 110.50(17) . . ?
C37 C36 H36A 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 108.1 . . ?
C36 C37 C38 111.49(17) . . ?
C36 C37 H37A 109.3 . . ?
C38 C37 H37A 109.3 . . ?
C36 C37 H37B 109.3 . . ?
C38 C37 H37B 109.3 . . ?
H37A C37 H37B 108 . . ?
C37 C38 C33 111.24(16) . . ?
C37 C38 H38A 109.4 . . ?
C33 C38 H38A 109.4 . . ?
C37 C38 H38B 109.4 . . ?
C33 C38 H38B 109.4 . . ?
H38A C38 H38B 108 . . ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1881947'
loop_
_audit_author_name
_audit_author_address
'Daniel Unruh'
;Texas Tech University
United States of America
;
_audit_update_record             
;
2018-11-28 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;


# start Validation Reply Form
_vrf_CHEMW03_3                   
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: Four interstitial hexane molecules were present in the 
          unit cell and were treated with SQUEEZE/PLATON.
;
_vrf_PLAT340_3                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00454 Ang.  
RESPONSE: There was some slight positional disorder of phenyl groups that 
          a split model did not improve.
;
_vrf_PLAT431_3                   
;
PROBLEM: Short Inter HL..A  Contact F13    ..  O1      ..       2.82 Ang.  
RESPONSE: ... 
          
;
_vrf_PLAT905_3                   
;
PROBLEM: Negative K value in the Analysis of Variance ...     -2.208 Report
RESPONSE: Multiple crystals were tested and all were poor diffractors at 
          high angles.
;
_vrf_PLAT911_3                   
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L=  0.600          4 Report
RESPONSE: These reflections were not collected using only omega scans.
;
_vrf_PLAT230_3                   
;
PROBLEM: Hirshfeld Test Diff for    F11      --C16      .        6.0 s.u.  
RESPONSE: Due to some slight positional disorder of the C6F5 group that was
          not modeled.
;
# end Validation Reply Form

_audit_creation_date             2018-11-16T15:07:20-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_sum            'C38 H15 B F15 O P'
_chemical_formula_weight         814.28

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

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

_cell_length_a                   11.9223(18)
_cell_length_b                   17.418(3)
_cell_length_c                   19.227(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.096(2)
_cell_angle_gamma                90
_cell_volume                     3904.2(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4630
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      24.92

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             1624

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

_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5996
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.986

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_number            37581
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.594
_diffrn_reflns_theta_max         25.376
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             7159
_reflns_number_gt                4515
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

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

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²+1.5947P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7159
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1309
_refine_ls_wR_factor_gt          0.1141
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.052

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#

_refine_special_details          
;
# SQUEEZE RESULTS (Version = 150216)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.246  0.350  0.107       210        49 ' '
   2 -0.246  0.650 -0.107       210        49 ' '
   3  0.254  0.850  0.393       211        50 ' '
   4  0.746  0.150  0.607       210        49 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details                           ?
  
  The unit cell contains 4 interstitial hexane molecules
  that have been treated as a diffuse contribution to
  the overall scattering without specific atoms positions
  by SQUEEZE/PLATON.  The squeezed atoms were added to the
  UNIT card and are reflected in the F000, Mr, Mu, and Dx
  values reported in the CIF file. 
  
  References:
  Spek, A.L. (2003). J. Appl. Cryst. 36, 7-13.
  Spek, A.L. (2009). Acta Cryst. D65, 148-155.
;

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.11276(6) 0.38148(4) 0.72849(4) 0.0317(2) Uani 1 1 d . . . . .
F1 F 0.23351(13) 0.45778(9) 0.60802(9) 0.0361(4) Uani 1 1 d . . . . .
F2 F 0.35260(14) 0.56100(9) 0.55290(9) 0.0406(4) Uani 1 1 d . . . . .
F3 F 0.58437(14) 0.55036(9) 0.57147(9) 0.0428(4) Uani 1 1 d . . . . .
F4 F 0.69536(14) 0.42932(10) 0.64574(10) 0.0496(5) Uani 1 1 d . . . . .
F5 F 0.57763(13) 0.32289(9) 0.70004(9) 0.0420(4) Uani 1 1 d . . . . .
F6 F 0.48749(14) 0.16605(9) 0.71348(9) 0.0422(4) Uani 1 1 d . . . . .
F7 F 0.49453(17) 0.05807(10) 0.61839(11) 0.0610(6) Uani 1 1 d . . . . .
F8 F 0.37936(19) 0.07460(12) 0.48137(12) 0.0693(6) Uani 1 1 d . . . . .
F9 F 0.24938(16) 0.20378(12) 0.44297(9) 0.0561(5) Uani 1 1 d . . . . .
F10 F 0.23262(14) 0.30975(9) 0.53835(8) 0.0395(4) Uani 1 1 d . . . . .
F11 F 0.49241(15) 0.40656(10) 0.80460(9) 0.0470(5) Uani 1 1 d . . . . .
F12 F 0.54653(16) 0.37078(13) 0.94124(10) 0.0652(6) Uani 1 1 d . . . . .
F13 F 0.48021(18) 0.23384(15) 0.98875(10) 0.0774(7) Uani 1 1 d . . . . .
F14 F 0.34761(17) 0.13632(13) 0.89516(11) 0.0662(6) Uani 1 1 d . . . . .
F15 F 0.28765(14) 0.17254(9) 0.75899(9) 0.0421(4) Uani 1 1 d . . . . .
O1 O 0.07754(17) 0.21183(12) 0.62647(11) 0.0399(5) Uani 1 1 d . . . . .
C1 C 0.1935(2) 0.32109(15) 0.68500(14) 0.0282(6) Uani 1 1 d . . . . .
C2 C 0.1302(2) 0.26368(17) 0.65415(15) 0.0317(7) Uani 1 1 d . . . . .
C3 C 0.3993(2) 0.38510(16) 0.65890(15) 0.0301(6) Uani 1 1 d . . . . .
C4 C 0.3493(2) 0.44749(16) 0.61977(15) 0.0305(7) Uani 1 1 d . . . . .
C5 C 0.4083(3) 0.50216(16) 0.59065(15) 0.0333(7) Uani 1 1 d . . . . .
C6 C 0.5252(3) 0.49710(17) 0.59935(15) 0.0338(7) Uani 1 1 d . . . . .
C7 C 0.5804(2) 0.43545(17) 0.63695(16) 0.0365(7) Uani 1 1 d . . . . .
C8 C 0.5183(2) 0.38276(16) 0.66483(15) 0.0334(7) Uani 1 1 d . . . . .
C9 C 0.3529(2) 0.24228(16) 0.63299(15) 0.0312(7) Uani 1 1 d . . . . .
C10 C 0.4213(3) 0.17731(17) 0.64765(16) 0.0369(7) Uani 1 1 d . . . . .
C11 C 0.4289(3) 0.12110(17) 0.59867(19) 0.0430(8) Uani 1 1 d . . . . .
C12 C 0.3711(3) 0.12906(19) 0.52958(19) 0.0468(9) Uani 1 1 d . . . . .
C13 C 0.3056(3) 0.19339(19) 0.51086(17) 0.0433(8) Uani 1 1 d . . . . .
C14 C 0.2987(2) 0.24695(17) 0.56171(16) 0.0347(7) Uani 1 1 d . . . . .
C15 C 0.3875(2) 0.29127(17) 0.77310(15) 0.0323(7) Uani 1 1 d . . . . .
C16 C 0.4540(3) 0.33788(18) 0.82340(16) 0.0386(8) Uani 1 1 d . . . . .
C17 C 0.4850(3) 0.3203(2) 0.89559(17) 0.0489(9) Uani 1 1 d . . . . .
C18 C 0.4501(3) 0.2520(2) 0.91948(17) 0.0537(10) Uani 1 1 d . . . . .
C19 C 0.3840(3) 0.2032(2) 0.87203(18) 0.0480(9) Uani 1 1 d . . . . .
C20 C 0.3545(3) 0.22387(18) 0.80185(17) 0.0400(8) Uani 1 1 d . . . . .
C21 C 0.0239(2) 0.44703(15) 0.66893(15) 0.0307(7) Uani 1 1 d . . . . .
C22 C -0.0170(2) 0.42686(16) 0.59812(14) 0.0302(7) Uani 1 1 d . . . . .
H22 H 0.006704 0.379928 0.580506 0.036 Uiso 1 1 calc R U . . .
C23 C -0.0916(2) 0.47460(17) 0.55335(16) 0.0348(7) Uani 1 1 d . . . . .
H23 H -0.118698 0.460669 0.50498 0.042 Uiso 1 1 calc R U . . .
C24 C -0.1268(2) 0.54244(17) 0.57874(17) 0.0388(8) Uani 1 1 d . . . . .
H24 H -0.178602 0.575044 0.547903 0.047 Uiso 1 1 calc R U . . .
C25 C -0.0869(3) 0.56324(17) 0.64891(18) 0.0415(8) Uani 1 1 d . . . . .
H25 H -0.110964 0.610309 0.666058 0.05 Uiso 1 1 calc R U . . .
C26 C -0.0120(2) 0.51566(17) 0.69439(17) 0.0382(8) Uani 1 1 d . . . . .
H26 H 0.014795 0.529824 0.742736 0.046 Uiso 1 1 calc R U . . .
C27 C 0.0185(3) 0.32349(17) 0.76825(15) 0.0354(7) Uani 1 1 d . . . . .
C28 C -0.0927(3) 0.3461(2) 0.76859(18) 0.0526(9) Uani 1 1 d . . . . .
H28 H -0.121127 0.393183 0.74695 0.063 Uiso 1 1 calc R U . . .
C29 C -0.1624(3) 0.3005(2) 0.8002(2) 0.0645(11) Uani 1 1 d . . . . .
H29 H -0.23875 0.316406 0.799882 0.077 Uiso 1 1 calc R U . . .
C30 C -0.1223(3) 0.2319(2) 0.83233(19) 0.0562(10) Uani 1 1 d . . . . .
H30 H -0.171087 0.200615 0.853611 0.067 Uiso 1 1 calc R U . . .
C31 C -0.0124(3) 0.2095(2) 0.83328(19) 0.0527(9) Uani 1 1 d . . . . .
H31 H 0.015967 0.162902 0.855915 0.063 Uiso 1 1 calc R U . . .
C32 C 0.0576(3) 0.25471(19) 0.80134(17) 0.0461(8) Uani 1 1 d . . . . .
H32 H 0.133862 0.23847 0.801995 0.055 Uiso 1 1 calc R U . . .
C33 C 0.2037(3) 0.43619(18) 0.79683(16) 0.0412(8) Uani 1 1 d . . . . .
C34 C 0.2139(3) 0.4177(2) 0.86813(18) 0.0555(10) Uani 1 1 d . . . . .
H34 H 0.17234 0.375773 0.881813 0.067 Uiso 1 1 calc R U . . .
C35 C 0.2868(4) 0.4620(3) 0.9196(2) 0.0753(14) Uani 1 1 d . . . . .
H35 H 0.295047 0.449467 0.968543 0.09 Uiso 1 1 calc R U . . .
C36 C 0.3455(4) 0.5225(3) 0.9007(3) 0.0783(15) Uani 1 1 d . . . . .
H36 H 0.39404 0.552057 0.936304 0.094 Uiso 1 1 calc R U . . .
C37 C 0.3352(3) 0.5412(2) 0.8300(2) 0.0651(12) Uani 1 1 d . . . . .
H37 H 0.377383 0.583233 0.81705 0.078 Uiso 1 1 calc R U . . .
C38 C 0.2637(3) 0.49922(18) 0.77795(19) 0.0488(9) Uani 1 1 d . . . . .
H38 H 0.255299 0.513082 0.729348 0.059 Uiso 1 1 calc R U . . .
B1 B 0.3370(3) 0.31208(19) 0.68873(17) 0.0308(8) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.752(3) . ?
P1 C33 1.792(3) . ?
P1 C27 1.796(3) . ?
P1 C21 1.797(3) . ?
F1 C4 1.363(3) . ?
F2 C5 1.348(3) . ?
F3 C6 1.343(3) . ?
F4 C7 1.349(3) . ?
F5 C8 1.358(3) . ?
F6 C10 1.358(3) . ?
F7 C11 1.355(3) . ?
F8 C12 1.344(4) . ?
F9 C13 1.349(4) . ?
F10 C14 1.368(3) . ?
F11 C16 1.357(4) . ?
F12 C17 1.346(4) . ?
F13 C18 1.343(4) . ?
F14 C19 1.351(4) . ?
F15 C20 1.356(4) . ?
O1 C2 1.163(3) . ?
C1 C2 1.316(4) . ?
C1 B1 1.705(4) . ?
C3 C4 1.384(4) . ?
C3 C8 1.400(4) . ?
C3 B1 1.636(4) . ?
C4 C5 1.372(4) . ?
C5 C6 1.371(4) . ?
C6 C7 1.382(4) . ?
C7 C8 1.358(4) . ?
C9 C10 1.388(4) . ?
C9 C14 1.390(4) . ?
C9 B1 1.658(4) . ?
C10 C11 1.375(4) . ?
C11 C12 1.370(5) . ?
C12 C13 1.370(5) . ?
C13 C14 1.366(4) . ?
C15 C16 1.379(4) . ?
C15 C20 1.390(4) . ?
C15 B1 1.648(4) . ?
C16 C17 1.394(4) . ?
C17 C18 1.370(5) . ?
C18 C19 1.369(5) . ?
C19 C20 1.369(4) . ?
C21 C22 1.391(4) . ?
C21 C26 1.393(4) . ?
C22 C23 1.379(4) . ?
C22 H22 0.95 . ?
C23 C24 1.377(4) . ?
C23 H23 0.95 . ?
C24 C25 1.381(4) . ?
C24 H24 0.95 . ?
C25 C26 1.387(4) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 C28 1.384(4) . ?
C27 C32 1.390(4) . ?
C28 C29 1.379(5) . ?
C28 H28 0.95 . ?
C29 C30 1.384(5) . ?
C29 H29 0.95 . ?
C30 C31 1.363(5) . ?
C30 H30 0.95 . ?
C31 C32 1.381(4) . ?
C31 H31 0.95 . ?
C32 H32 0.95 . ?
C33 C34 1.389(5) . ?
C33 C38 1.399(5) . ?
C34 C35 1.404(5) . ?
C34 H34 0.95 . ?
C35 C36 1.357(6) . ?
C35 H35 0.95 . ?
C36 C37 1.378(6) . ?
C36 H36 0.95 . ?
C37 C38 1.381(4) . ?
C37 H37 0.95 . ?
C38 H38 0.95 . ?

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 C33 111.15(14) . . ?
C1 P1 C27 108.70(14) . . ?
C33 P1 C27 108.86(15) . . ?
C1 P1 C21 112.76(13) . . ?
C33 P1 C21 108.34(14) . . ?
C27 P1 C21 106.89(14) . . ?
C2 C1 B1 115.1(2) . . ?
C2 C1 P1 110.5(2) . . ?
B1 C1 P1 133.0(2) . . ?
O1 C2 C1 177.7(3) . . ?
C4 C3 C8 112.4(3) . . ?
C4 C3 B1 128.7(2) . . ?
C8 C3 B1 118.4(2) . . ?
F1 C4 C5 115.4(2) . . ?
F1 C4 C3 120.0(2) . . ?
C5 C4 C3 124.6(3) . . ?
F2 C5 C6 119.2(3) . . ?
F2 C5 C4 120.7(3) . . ?
C6 C5 C4 120.1(3) . . ?
F3 C6 C5 120.8(3) . . ?
F3 C6 C7 120.9(3) . . ?
C5 C6 C7 118.3(3) . . ?
F4 C7 C8 121.4(3) . . ?
F4 C7 C6 119.1(3) . . ?
C8 C7 C6 119.5(3) . . ?
C7 C8 F5 116.5(3) . . ?
C7 C8 C3 125.1(3) . . ?
F5 C8 C3 118.4(3) . . ?
C10 C9 C14 112.3(3) . . ?
C10 C9 B1 127.5(3) . . ?
C14 C9 B1 120.1(2) . . ?
F6 C10 C11 115.2(3) . . ?
F6 C10 C9 120.6(3) . . ?
C11 C10 C9 124.2(3) . . ?
F7 C11 C12 119.8(3) . . ?
F7 C11 C10 120.2(3) . . ?
C12 C11 C10 120.0(3) . . ?
F8 C12 C11 120.2(3) . . ?
F8 C12 C13 121.1(3) . . ?
C11 C12 C13 118.7(3) . . ?
F9 C13 C14 120.6(3) . . ?
F9 C13 C12 120.3(3) . . ?
C14 C13 C12 119.1(3) . . ?
C13 C14 F10 115.3(3) . . ?
C13 C14 C9 125.5(3) . . ?
F10 C14 C9 119.2(3) . . ?
C16 C15 C20 112.8(3) . . ?
C16 C15 B1 126.8(3) . . ?
C20 C15 B1 120.1(3) . . ?
F11 C16 C15 120.6(3) . . ?
F11 C16 C17 115.2(3) . . ?
C15 C16 C17 124.2(3) . . ?
F12 C17 C18 120.7(3) . . ?
F12 C17 C16 120.0(3) . . ?
C18 C17 C16 119.3(3) . . ?
F13 C18 C19 120.8(4) . . ?
F13 C18 C17 120.0(4) . . ?
C19 C18 C17 119.2(3) . . ?
F14 C19 C18 119.7(3) . . ?
F14 C19 C20 121.1(3) . . ?
C18 C19 C20 119.1(3) . . ?
F15 C20 C19 115.0(3) . . ?
F15 C20 C15 119.7(3) . . ?
C19 C20 C15 125.3(3) . . ?
C22 C21 C26 119.4(3) . . ?
C22 C21 P1 120.1(2) . . ?
C26 C21 P1 120.3(2) . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120 . . ?
C22 C23 H23 120 . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 120.2(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 119.7(3) . . ?
C25 C26 H26 120.1 . . ?
C21 C26 H26 120.1 . . ?
C28 C27 C32 118.2(3) . . ?
C28 C27 P1 121.8(2) . . ?
C32 C27 P1 120.0(2) . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 120.7(3) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 119.6(3) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C30 C31 C32 120.0(3) . . ?
C30 C31 H31 120 . . ?
C32 C31 H31 120 . . ?
C31 C32 C27 121.2(3) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C34 C33 C38 119.6(3) . . ?
C34 C33 P1 121.0(3) . . ?
C38 C33 P1 119.4(2) . . ?
C33 C34 C35 118.8(4) . . ?
C33 C34 H34 120.6 . . ?
C35 C34 H34 120.6 . . ?
C36 C35 C34 121.0(4) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C35 C36 C37 120.3(4) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C36 C37 C38 120.2(4) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C37 C38 C33 120.0(4) . . ?
C37 C38 H38 120 . . ?
C33 C38 H38 120 . . ?
C3 B1 C15 114.6(2) . . ?
C3 B1 C9 102.8(2) . . ?
C15 B1 C9 114.0(2) . . ?
C3 B1 C1 116.1(2) . . ?
C15 B1 C1 102.6(2) . . ?
C9 B1 C1 106.9(2) . . ?



