# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_ad170874
_database_code_depnum_ccdc_archive 'CCDC 1942003'
loop_
_audit_author_name
_audit_author_address
'Andreas Decken'
;University of New Brunswick
Canada
;
_audit_update_record             
;
2019-07-21 deposited with the CCDC.	2019-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H24 F12 N P3'
_exptl_crystal_recrystallization_method Et2O/MeCN
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless

_diffrn_ambient_temperature      173(2)
_chemical_formula_weight         659.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   36.731(9)
_cell_length_b                   9.552(2)
_cell_length_c                   16.611(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.527(6)
_cell_angle_gamma                90.00
_cell_volume                     5642(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6732
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.58
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2672
_exptl_absorpt_coefficient_mu    0.308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8020
_exptl_absorpt_correction_T_max  0.9699
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
; 
Crystal decay was monitored by repeating the initial 50 frames
at the end of the data collection and analyzing duplicate
reflections
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              K760
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART1000/P4'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18818
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.208
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6302
_reflns_number_gt                4700
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0453P)²+8.0096P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6302
_refine_ls_number_parameters     466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1156
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.11362(2) 0.50056(5) 0.29908(3) 0.02441(13) Uani 1 1 d . . . . .
N1 N 0.16375(6) 0.2440(2) 0.07922(12) 0.0397(5) Uani 1 1 d . . . . .
C1 C 0.12891(7) 0.5793(2) 0.21265(14) 0.0317(5) Uani 1 1 d . . . . .
C2 C 0.14231(6) 0.4665(2) 0.16318(13) 0.0301(5) Uani 1 1 d . . . . .
C3 C 0.11748(7) 0.4054(3) 0.09497(14) 0.0355(5) Uani 1 1 d . . . . .
C4 C 0.12855(8) 0.2944(3) 0.05442(16) 0.0399(6) Uani 1 1 d . . . . .
C5 C 0.18865(7) 0.3028(3) 0.14363(18) 0.0469(6) Uani 1 1 d . . . . .
C6 C 0.17879(7) 0.4147(3) 0.18559(16) 0.0394(6) Uani 1 1 d . . . . .
C7 C 0.17432(12) 0.1211(4) 0.0345(2) 0.0617(9) Uani 1 1 d . . . . .
C8 C 0.08659(6) 0.3496(2) 0.25728(13) 0.0260(4) Uani 1 1 d . . . . .
C9 C 0.04878(6) 0.3691(3) 0.21635(16) 0.0380(5) Uani 1 1 d . . . . .
C10 C 0.02879(7) 0.2595(3) 0.17133(18) 0.0484(7) Uani 1 1 d . . . . .
C11 C 0.04615(7) 0.1321(3) 0.16690(17) 0.0445(6) Uani 1 1 d . . . . .
C12 C 0.08364(7) 0.1125(2) 0.20699(15) 0.0353(5) Uani 1 1 d . . . . .
C13 C 0.10408(6) 0.2209(2) 0.25264(14) 0.0288(4) Uani 1 1 d . . . . .
C14 C 0.15388(6) 0.4550(2) 0.38149(13) 0.0280(4) Uani 1 1 d . . . . .
C15 C 0.15203(6) 0.3431(3) 0.43367(15) 0.0359(5) Uani 1 1 d . . . . .
C16 C 0.18198(8) 0.3158(3) 0.50155(17) 0.0458(6) Uani 1 1 d . . . . .
C17 C 0.21359(7) 0.3983(3) 0.51684(18) 0.0510(7) Uani 1 1 d . . . . .
C18 C 0.21527(8) 0.5118(4) 0.4661(2) 0.0582(8) Uani 1 1 d . . . . .
C19 C 0.18563(7) 0.5403(3) 0.39813(17) 0.0455(6) Uani 1 1 d . . . . .
C20 C 0.08379(6) 0.6210(2) 0.33600(13) 0.0268(4) Uani 1 1 d . . . . .
C21 C 0.08382(7) 0.7645(2) 0.31967(15) 0.0349(5) Uani 1 1 d . . . . .
C22 C 0.06090(8) 0.8521(3) 0.35199(17) 0.0443(6) Uani 1 1 d . . . . .
C23 C 0.03759(8) 0.7982(3) 0.39811(17) 0.0440(6) Uani 1 1 d . . . . .
C24 C 0.03730(7) 0.6553(3) 0.41390(16) 0.0394(5) Uani 1 1 d . . . . .
C25 C 0.06059(6) 0.5665(2) 0.38354(14) 0.0323(5) Uani 1 1 d . . . . .
P2 P 0.06570(2) 0.80985(6) 0.02234(4) 0.03116(14) Uani 1 1 d . . . . .
P3 P 0.30027(2) 0.56210(7) 0.71779(5) 0.04566(19) Uani 1 1 d . . . . .
F1 F 0.04488(5) 0.66179(16) 0.01377(11) 0.0610(5) Uani 1 1 d . . . . .
F2 F 0.08710(5) 0.95676(18) 0.03117(10) 0.0618(5) Uani 1 1 d . . . . .
F3 F 0.06467(4) 0.81578(15) 0.11816(8) 0.0440(3) Uani 1 1 d . . . . .
F4 F 0.06681(4) 0.80145(15) -0.07390(8) 0.0434(3) Uani 1 1 d . . . . .
F5 F 0.02659(4) 0.88851(17) -0.00378(10) 0.0512(4) Uani 1 1 d . . . . .
F6 F 0.10523(5) 0.7304(2) 0.04817(10) 0.0683(6) Uani 1 1 d . . . . .
F7 F 0.27193(6) 0.6250(3) 0.63728(14) 0.0975(8) Uani 1 1 d . . . . .
F8 F 0.32905(5) 0.4981(3) 0.79495(15) 0.1047(9) Uani 1 1 d . . . . .
F9 F 0.30252(6) 0.4217(2) 0.6686(2) 0.1160(10) Uani 1 1 d . . . . .
F10 F 0.29792(6) 0.7054(2) 0.76346(15) 0.0899(7) Uani 1 1 d . . . . .
F11 F 0.26617(5) 0.5042(2) 0.74949(19) 0.1069(9) Uani 1 1 d . . . . .
F12 F 0.33455(5) 0.6238(2) 0.68573(12) 0.0656(5) Uani 1 1 d . . . . .
H1A H 0.1476(7) 0.646(3) 0.2314(17) 0.045(7) Uiso 1 1 d . . . . .
H1B H 0.1067(8) 0.624(3) 0.1776(17) 0.046(7) Uiso 1 1 d . . . . .
H3 H 0.0931(8) 0.439(3) 0.0772(17) 0.044(7) Uiso 1 1 d . . . . .
H4 H 0.1131(8) 0.248(3) 0.0104(19) 0.052(8) Uiso 1 1 d . . . . .
H5 H 0.2117(9) 0.265(3) 0.1601(19) 0.061(9) Uiso 1 1 d . . . . .
H6 H 0.1963(7) 0.448(3) 0.2296(17) 0.044(7) Uiso 1 1 d . . . . .
H7A H 0.1976(12) 0.085(4) 0.068(3) 0.102(14) Uiso 1 1 d . . . . .
H7B H 0.1792(11) 0.150(4) -0.015(3) 0.093(13) Uiso 1 1 d . . . . .
H7C H 0.1551(14) 0.046(6) 0.032(3) 0.14(2) Uiso 1 1 d . . . . .
H9 H 0.0372(7) 0.463(3) 0.2189(17) 0.045(7) Uiso 1 1 d . . . . .
H10 H 0.0040(8) 0.277(3) 0.1429(18) 0.055(8) Uiso 1 1 d . . . . .
H11 H 0.0331(8) 0.056(3) 0.1362(18) 0.054(8) Uiso 1 1 d . . . . .
H12 H 0.0960(7) 0.029(3) 0.2016(16) 0.040(7) Uiso 1 1 d . . . . .
H13 H 0.1296(7) 0.208(2) 0.2769(15) 0.030(6) Uiso 1 1 d . . . . .
H15 H 0.1307(7) 0.287(3) 0.4230(16) 0.040(7) Uiso 1 1 d . . . . .
H16 H 0.1802(8) 0.239(3) 0.5389(18) 0.052(8) Uiso 1 1 d . . . . .
H17 H 0.2340(8) 0.376(3) 0.5623(18) 0.050(8) Uiso 1 1 d . . . . .
H18 H 0.2373(10) 0.570(4) 0.475(2) 0.085(11) Uiso 1 1 d . . . . .
H19 H 0.1877(7) 0.618(3) 0.3664(17) 0.046(8) Uiso 1 1 d . . . . .
H21 H 0.0989(7) 0.804(3) 0.2884(15) 0.033(6) Uiso 1 1 d . . . . .
H22 H 0.0614(7) 0.950(3) 0.3433(16) 0.046(7) Uiso 1 1 d . . . . .
H23 H 0.0231(8) 0.854(3) 0.4224(18) 0.056(8) Uiso 1 1 d . . . . .
H24 H 0.0213(8) 0.617(3) 0.4463(19) 0.060(9) Uiso 1 1 d . . . . .
H25 H 0.0614(7) 0.474(3) 0.3960(16) 0.040(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C8 1.789(2) . ?
P1 C14 1.799(2) . ?
P1 C20 1.799(2) . ?
P1 C1 1.830(2) . ?
N1 C4 1.344(3) . ?
N1 C5 1.344(3) . ?
N1 C7 1.491(3) . ?
C1 C2 1.511(3) . ?
C1 H1A 0.93(3) . ?
C1 H1B 0.98(3) . ?
C2 C6 1.389(3) . ?
C2 C3 1.392(3) . ?
C3 C4 1.371(3) . ?
C3 H3 0.93(3) . ?
C4 H4 0.92(3) . ?
C5 C6 1.373(4) . ?
C5 H5 0.90(3) . ?
C6 H6 0.90(3) . ?
C7 H7A 0.96(4) . ?
C7 H7B 0.92(4) . ?
C7 H7C 1.00(5) . ?
C8 C9 1.397(3) . ?
C8 C13 1.399(3) . ?
C9 C10 1.385(3) . ?
C9 H9 1.00(3) . ?
C10 C11 1.385(4) . ?
C10 H10 0.93(3) . ?
C11 C12 1.384(3) . ?
C11 H11 0.94(3) . ?
C12 C13 1.387(3) . ?
C12 H12 0.93(3) . ?
C13 H13 0.93(2) . ?
C14 C15 1.389(3) . ?
C14 C19 1.392(3) . ?
C15 C16 1.388(3) . ?
C15 H15 0.93(3) . ?
C16 C17 1.373(4) . ?
C16 H16 0.97(3) . ?
C17 C18 1.385(4) . ?
C17 H17 0.95(3) . ?
C18 C19 1.384(4) . ?
C18 H18 0.96(4) . ?
C19 H19 0.92(3) . ?
C20 C21 1.397(3) . ?
C20 C25 1.400(3) . ?
C21 C22 1.387(3) . ?
C21 H21 0.93(3) . ?
C22 C23 1.383(4) . ?
C22 H22 0.95(3) . ?
C23 C24 1.391(4) . ?
C23 H23 0.91(3) . ?
C24 C25 1.386(3) . ?
C24 H24 0.96(3) . ?
C25 H25 0.91(3) . ?
P2 F5 1.5823(15) . ?
P2 F1 1.5970(17) . ?
P2 F2 1.5969(17) . ?
P2 F6 1.5987(16) . ?
P2 F3 1.6024(15) . ?
P2 F4 1.6115(15) . ?
P3 F8 1.566(2) . ?
P3 F11 1.576(2) . ?
P3 F10 1.578(2) . ?
P3 F9 1.583(2) . ?
P3 F7 1.592(2) . ?
P3 F12 1.5978(18) . ?

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
C8 P1 C14 111.77(10) . . ?
C8 P1 C20 108.75(10) . . ?
C14 P1 C20 110.49(10) . . ?
C8 P1 C1 106.05(10) . . ?
C14 P1 C1 109.94(11) . . ?
C20 P1 C1 109.73(10) . . ?
C4 N1 C5 120.3(2) . . ?
C4 N1 C7 118.7(3) . . ?
C5 N1 C7 121.0(2) . . ?
C2 C1 P1 109.85(15) . . ?
C2 C1 H1A 110.9(16) . . ?
P1 C1 H1A 111.4(17) . . ?
C2 C1 H1B 109.2(16) . . ?
P1 C1 H1B 105.9(16) . . ?
H1A C1 H1B 110(2) . . ?
C6 C2 C3 117.4(2) . . ?
C6 C2 C1 122.2(2) . . ?
C3 C2 C1 120.4(2) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6(17) . . ?
C2 C3 H3 119.7(17) . . ?
N1 C4 C3 120.5(2) . . ?
N1 C4 H4 115.3(18) . . ?
C3 C4 H4 124.2(18) . . ?
N1 C5 C6 121.1(2) . . ?
N1 C5 H5 118(2) . . ?
C6 C5 H5 121(2) . . ?
C5 C6 C2 120.1(2) . . ?
C5 C6 H6 117.4(17) . . ?
C2 C6 H6 122.4(17) . . ?
N1 C7 H7A 108(3) . . ?
N1 C7 H7B 109(2) . . ?
H7A C7 H7B 106(3) . . ?
N1 C7 H7C 109(3) . . ?
H7A C7 H7C 106(4) . . ?
H7B C7 H7C 118(4) . . ?
C9 C8 C13 120.30(19) . . ?
C9 C8 P1 117.95(16) . . ?
C13 C8 P1 120.81(16) . . ?
C10 C9 C8 119.3(2) . . ?
C10 C9 H9 121.9(15) . . ?
C8 C9 H9 118.8(15) . . ?
C9 C10 C11 120.3(2) . . ?
C9 C10 H10 117.2(18) . . ?
C11 C10 H10 122.5(18) . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 117.8(17) . . ?
C10 C11 H11 121.6(17) . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 121.2(16) . . ?
C13 C12 H12 118.8(16) . . ?
C12 C13 C8 119.5(2) . . ?
C12 C13 H13 119.2(15) . . ?
C8 C13 H13 121.1(15) . . ?
C15 C14 C19 119.8(2) . . ?
C15 C14 P1 120.11(16) . . ?
C19 C14 P1 119.82(18) . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.5(16) . . ?
C14 C15 H15 119.6(16) . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 120.1(17) . . ?
C15 C16 H16 119.6(17) . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17 119.1(17) . . ?
C18 C17 H17 120.8(17) . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119(2) . . ?
C17 C18 H18 121(2) . . ?
C18 C19 C14 119.7(3) . . ?
C18 C19 H19 117.6(17) . . ?
C14 C19 H19 122.7(17) . . ?
C21 C20 C25 120.3(2) . . ?
C21 C20 P1 122.06(17) . . ?
C25 C20 P1 117.63(16) . . ?
C22 C21 C20 119.1(2) . . ?
C22 C21 H21 118.5(15) . . ?
C20 C21 H21 122.4(15) . . ?
C23 C22 C21 120.7(2) . . ?
C23 C22 H22 119.4(17) . . ?
C21 C22 H22 119.9(17) . . ?
C22 C23 C24 120.3(2) . . ?
C22 C23 H23 122.7(18) . . ?
C24 C23 H23 116.8(19) . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 119.5(18) . . ?
C23 C24 H24 120.7(18) . . ?
C24 C25 C20 119.8(2) . . ?
C24 C25 H25 120.1(16) . . ?
C20 C25 H25 120.1(16) . . ?
F5 P2 F1 90.84(10) . . ?
F5 P2 F2 90.00(10) . . ?
F1 P2 F2 179.16(10) . . ?
F5 P2 F6 179.65(9) . . ?
F1 P2 F6 89.19(11) . . ?
F2 P2 F6 89.97(11) . . ?
F5 P2 F3 90.56(8) . . ?
F1 P2 F3 89.42(8) . . ?
F2 P2 F3 90.65(9) . . ?
F6 P2 F3 89.79(8) . . ?
F5 P2 F4 89.93(8) . . ?
F1 P2 F4 89.90(8) . . ?
F2 P2 F4 90.02(9) . . ?
F6 P2 F4 89.72(8) . . ?
F3 P2 F4 179.16(8) . . ?
F8 P3 F11 91.11(13) . . ?
F8 P3 F10 92.98(15) . . ?
F11 P3 F10 90.00(13) . . ?
F8 P3 F9 88.86(16) . . ?
F11 P3 F9 91.36(15) . . ?
F10 P3 F9 177.69(16) . . ?
F8 P3 F7 177.94(14) . . ?
F11 P3 F7 90.35(14) . . ?
F10 P3 F7 88.47(14) . . ?
F9 P3 F7 89.66(15) . . ?
F8 P3 F12 89.44(11) . . ?
F11 P3 F12 178.90(12) . . ?
F10 P3 F12 89.02(11) . . ?
F9 P3 F12 89.61(13) . . ?
F7 P3 F12 89.12(12) . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.055

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_ad170764
_database_code_depnum_ccdc_archive 'CCDC 1942004'
loop_
_audit_author_name
_audit_author_address
'Andreas Decken'
;University of New Brunswick
Canada
;
_audit_update_record             
;
2019-07-21 deposited with the CCDC.	2019-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 F6 N P2'
_exptl_crystal_recrystallization_method 'Vapour deposition'
_chemical_melting_point          ?

_exptl_crystal_description       Irregular
_exptl_crystal_colour            Colourless

_diffrn_ambient_temperature      173(2)
_chemical_formula_weight         513.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_int_tables_number      1
_chemical_absolute_configuration ad

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

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.773(5)
_cell_length_b                   8.960(6)
_cell_length_c                   9.546(6)
_cell_angle_alpha                78.697(9)
_cell_angle_beta                 76.144(8)
_cell_angle_gamma                69.086(9)
_cell_volume                     598.5(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4498
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      28.04
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             264
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8682
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
; 
Crystal decay was monitored by repeating the initial 50 frames
at the end of the data collection and analyzing duplicate
reflections
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              K760
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART1000/P4'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            6798
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0656
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4901
_reflns_number_gt                4133
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_max     0.957
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0901P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(11)
_refine_ls_number_reflns         4901
_refine_ls_number_parameters     321
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1433
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.27301(14) 0.53987(12) 0.45552(12) 0.0312(3) Uani 1 1 d . . . . .
C1 C 0.1685(6) 0.4438(5) 0.6107(5) 0.0350(10) Uani 1 1 d . . . . .
H1 H 0.2491 0.3487 0.6551 0.042 Uiso 1 1 calc R U . . .
C2 C -0.0210(6) 0.4901(6) 0.6783(5) 0.0340(9) Uani 1 1 d . . . . .
C3 C -0.1649(7) 0.6328(6) 0.6357(5) 0.0356(10) Uani 1 1 d . . . . .
H3 H -0.1352 0.7042 0.5532 0.043 Uiso 1 1 calc R U . . .
C4 C -0.3449(7) 0.6681(6) 0.7121(5) 0.0383(10) Uani 1 1 d . . . . .
H4 H -0.4364 0.7657 0.6833 0.046 Uiso 1 1 calc R U . . .
C5 C -0.2676(7) 0.4286(6) 0.8695(6) 0.0414(11) Uani 1 1 d . . . . .
H5 H -0.3052 0.3574 0.9487 0.050 Uiso 1 1 calc R U . . .
C6 C -0.0839(7) 0.3886(6) 0.7998(5) 0.0405(11) Uani 1 1 d . . . . .
H6 H 0.0038 0.2908 0.8331 0.049 Uiso 1 1 calc R U . . .
C7 C -0.5932(8) 0.6113(8) 0.9059(7) 0.0508(14) Uani 1 1 d . . . . .
H7A H -0.6611 0.7238 0.8748 0.076 Uiso 1 1 calc R U . . .
H7B H -0.5951 0.5969 1.0107 0.076 Uiso 1 1 calc R U . . .
H7C H -0.6534 0.5412 0.8846 0.076 Uiso 1 1 calc R U . . .
C8 C 0.5055(6) 0.3985(5) 0.4097(5) 0.0314(9) Uani 1 1 d . . . . .
C9 C 0.6209(7) 0.3572(6) 0.5122(6) 0.0443(12) Uani 1 1 d . . . . .
H9 H 0.5781 0.4086 0.5981 0.053 Uiso 1 1 calc R U . . .
C10 C 0.7991(8) 0.2409(7) 0.4906(7) 0.0528(14) Uani 1 1 d . . . . .
H10 H 0.8772 0.2130 0.5609 0.063 Uiso 1 1 calc R U . . .
C11 C 0.8592(7) 0.1673(6) 0.3646(7) 0.0465(13) Uani 1 1 d . . . . .
H11 H 0.9795 0.0881 0.3484 0.056 Uiso 1 1 calc R U . . .
C12 C 0.7461(7) 0.2082(6) 0.2630(6) 0.0461(13) Uani 1 1 d . . . . .
H12 H 0.7900 0.1572 0.1768 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5670(6) 0.3236(6) 0.2840(5) 0.0366(10) Uani 1 1 d . . . . .
H13 H 0.4893 0.3501 0.2136 0.044 Uiso 1 1 calc R U . . .
C14 C 0.1461(6) 0.5903(6) 0.3062(5) 0.0366(10) Uani 1 1 d . . . . .
C15 C 0.0948(8) 0.4703(8) 0.2684(7) 0.0487(13) Uani 1 1 d . . . . .
H15 H 0.1289 0.3647 0.3191 0.058 Uiso 1 1 calc R U . . .
C16 C -0.0065(9) 0.5062(9) 0.1559(7) 0.0602(16) Uani 1 1 d . . . . .
H16 H -0.0386 0.4246 0.1283 0.072 Uiso 1 1 calc R U . . .
C17 C -0.0589(8) 0.6599(9) 0.0860(6) 0.0576(16) Uani 1 1 d . . . . .
H17 H -0.1318 0.6852 0.0124 0.069 Uiso 1 1 calc R U . . .
C18 C -0.0069(9) 0.7803(8) 0.1210(7) 0.0574(16) Uani 1 1 d . . . . .
H18 H -0.0435 0.8862 0.0712 0.069 Uiso 1 1 calc R U . . .
C19 C 0.0996(8) 0.7434(6) 0.2302(6) 0.0474(13) Uani 1 1 d . . . . .
H19 H 0.1398 0.8232 0.2521 0.057 Uiso 1 1 calc R U . . .
C20 C 0.3061(7) 0.7225(5) 0.4789(5) 0.0365(10) Uani 1 1 d . . . . .
C21 C 0.4416(9) 0.7805(7) 0.3810(6) 0.0502(13) Uani 1 1 d . . . . .
H21 H 0.5185 0.7211 0.3036 0.060 Uiso 1 1 calc R U . . .
C22 C 0.4651(11) 0.9218(8) 0.3953(7) 0.0628(17) Uani 1 1 d . . . . .
H22 H 0.5565 0.9600 0.3281 0.075 Uiso 1 1 calc R U . . .
C23 C 0.3526(11) 1.0086(7) 0.5103(8) 0.0619(19) Uani 1 1 d . . . . .
H23 H 0.3680 1.1057 0.5221 0.074 Uiso 1 1 calc R U . . .
C24 C 0.2193(9) 0.9525(7) 0.6061(7) 0.0547(16) Uani 1 1 d . . . . .
H24 H 0.1432 1.0122 0.6835 0.066 Uiso 1 1 calc R U . . .
C25 C 0.1934(7) 0.8110(6) 0.5925(6) 0.0445(12) Uani 1 1 d . . . . .
H25 H 0.1004 0.7746 0.6594 0.053 Uiso 1 1 calc R U . . .
N1 N -0.3964(6) 0.5688(5) 0.8266(5) 0.0395(9) Uani 1 1 d . . . . .
P2 P 0.4487(2) 0.07408(17) 0.95433(16) 0.0509(4) Uani 1 1 d . . . . .
F2 F 0.3922(11) 0.2553(6) 0.8894(7) 0.120(2) Uani 1 1 d . . . . .
F1 F 0.5061(7) -0.1099(5) 1.0220(6) 0.0862(14) Uani 1 1 d . . . . .
F3 F 0.548(3) 0.112(2) 1.0615(16) 0.153(7) Uani 0.6 1 d D . P A 1
F4 F 0.644(2) 0.018(2) 0.838(2) 0.180(7) Uani 0.6 1 d D . P A 1
F5 F 0.350(3) 0.039(2) 0.8459(17) 0.153(7) Uani 0.6 1 d D . P A 1
F6 F 0.267(2) 0.104(2) 1.056(2) 0.180(7) Uani 0.6 1 d D . P A 1
F3A F 0.626(2) 0.0848(19) 0.992(2) 0.101(5) Uani 0.4 1 d D . P A 2
F4A F 0.547(3) 0.039(2) 0.8065(16) 0.121(6) Uani 0.4 1 d D . P A 2
F5A F 0.269(2) 0.0536(19) 0.920(3) 0.101(5) Uani 0.4 1 d D . P A 2
F6A F 0.318(3) 0.112(3) 1.1153(17) 0.121(6) Uani 0.4 1 d D . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.737(5) . ?
P1 C8 1.808(5) . ?
P1 C20 1.807(5) . ?
P1 C14 1.820(5) . ?
C1 C2 1.404(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.430(7) . ?
C2 C6 1.430(7) . ?
C3 C4 1.370(7) . ?
C3 H3 0.9500 . ?
C4 N1 1.345(7) . ?
C4 H4 0.9500 . ?
C5 N1 1.358(7) . ?
C5 C6 1.373(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N1 1.484(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C13 1.390(6) . ?
C8 C9 1.393(7) . ?
C9 C10 1.401(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.374(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.403(7) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.385(8) . ?
C14 C15 1.404(8) . ?
C15 C16 1.402(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.370(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.398(10) . ?
C17 H17 0.9500 . ?
C18 C19 1.402(8) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C25 1.399(6) . ?
C20 C21 1.408(8) . ?
C21 C22 1.378(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.401(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.379(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(8) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
P2 F4A 1.470(13) . ?
P2 F6 1.479(17) . ?
P2 F3A 1.549(14) . ?
P2 F5 1.559(12) . ?
P2 F3 1.572(13) . ?
P2 F2 1.562(5) . ?
P2 F4 1.633(15) . ?
P2 F5A 1.592(14) . ?
P2 F1 1.590(4) . ?
P2 F6A 1.650(15) . ?

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 C8 104.4(2) . . ?
C1 P1 C20 115.6(2) . . ?
C8 P1 C20 105.9(2) . . ?
C1 P1 C14 112.9(2) . . ?
C8 P1 C14 111.3(2) . . ?
C20 P1 C14 106.7(2) . . ?
C2 C1 P1 127.7(4) . . ?
C2 C1 H1 116.2 . . ?
P1 C1 H1 116.2 . . ?
C1 C2 C3 125.9(4) . . ?
C1 C2 C6 119.6(4) . . ?
C3 C2 C6 114.5(4) . . ?
C4 C3 C2 120.9(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
N1 C4 C3 122.1(4) . . ?
N1 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
N1 C5 C6 120.8(5) . . ?
N1 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C2 121.8(5) . . ?
C5 C6 H6 119.1 . . ?
C2 C6 H6 119.1 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C8 C9 119.8(4) . . ?
C13 C8 P1 123.2(4) . . ?
C9 C8 P1 116.8(3) . . ?
C10 C9 C8 121.0(5) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 118.7(5) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C12 C11 C10 120.5(5) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.3(5) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C12 118.7(5) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C19 C14 C15 119.9(5) . . ?
C19 C14 P1 121.5(4) . . ?
C15 C14 P1 118.6(4) . . ?
C14 C15 C16 120.0(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 119.5(6) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 121.2(6) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C19 C18 C17 119.5(6) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C14 C19 C18 119.9(5) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C25 C20 C21 118.9(5) . . ?
C25 C20 P1 120.4(4) . . ?
C21 C20 P1 120.7(3) . . ?
C22 C21 C20 121.3(5) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 119.2(6) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 119.7(6) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 121.7(5) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C20 119.2(5) . . ?
C24 C25 H25 120.4 . . ?
C20 C25 H25 120.4 . . ?
C4 N1 C5 119.8(4) . . ?
C4 N1 C7 120.4(4) . . ?
C5 N1 C7 119.8(4) . . ?
F4A P2 F3A 91.5(10) . . ?
F6 P2 F5 86.6(9) . . ?
F6 P2 F3 93.9(9) . . ?
F5 P2 F3 178.8(7) . . ?
F4A P2 F2 86.4(8) . . ?
F6 P2 F2 90.5(8) . . ?
F3A P2 F2 90.7(7) . . ?
F5 P2 F2 89.8(7) . . ?
F3 P2 F2 89.1(7) . . ?
F6 P2 F4 171.7(10) . . ?
F5 P2 F4 87.5(8) . . ?
F3 P2 F4 92.1(9) . . ?
F2 P2 F4 95.4(7) . . ?
F4A P2 F5A 89.0(9) . . ?
F3A P2 F5A 177.0(7) . . ?
F2 P2 F5A 92.3(6) . . ?
F4A P2 F1 94.1(8) . . ?
F6 P2 F1 89.2(8) . . ?
F3A P2 F1 89.0(6) . . ?
F5 P2 F1 90.6(7) . . ?
F3 P2 F1 90.4(7) . . ?
F2 P2 F1 179.4(3) . . ?
F4 P2 F1 85.0(7) . . ?
F5A P2 F1 88.0(6) . . ?
F4A P2 F6A 173.7(10) . . ?
F3A P2 F6A 94.8(9) . . ?
F2 P2 F6A 93.6(9) . . ?
F5A P2 F6A 84.7(9) . . ?
F1 P2 F6A 86.0(8) . . ?

_refine_diff_density_max         0.535
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.083

_shelxl_version_number           2013-2

