# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_tcj056
_database_code_depnum_ccdc_archive 'CCDC 1968981'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-29 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H29 B F15 N4 O P'
_chemical_formula_weight         848.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   16.698(5)
_cell_length_b                   10.978(3)
_cell_length_c                   19.835(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.241(10)
_cell_angle_gamma                90
_cell_volume                     3524.4(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3817
_cell_measurement_theta_min      3.63
_cell_measurement_theta_max      25.31

_exptl_crystal_description       column
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   0.7017
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.195
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22867
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.816
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6407
_reflns_number_gt                4076
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0631P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6407
_refine_ls_number_parameters     518
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.53218(4) 0.25643(6) 0.26392(4) 0.02625(19) Uani 1 1 d . . . . .
H1P H 0.5175(3) 0.138(2) 0.27054(13) 0.031 Uiso 1 1 calc R U . . .
N2 N 0.60972(14) 0.2323(2) 0.22576(12) 0.0307(6) Uani 1 1 d . . . . .
N1 N 0.55591(14) 0.2832(2) 0.34955(12) 0.0297(5) Uani 1 1 d . . . . .
N3 N 0.43683(14) 0.2838(2) 0.21682(13) 0.0362(6) Uani 1 1 d . . . . .
N4 N 0.55236(14) 0.43489(19) 0.25174(12) 0.0294(5) Uani 1 1 d . . . . .
C13 C 0.52099(19) 0.2030(3) 0.39425(16) 0.0419(8) Uani 1 1 d . . . . .
H13A H 0.554568 0.208323 0.442212 0.063 Uiso 1 1 calc R U . . .
H13B H 0.520831 0.118833 0.377793 0.063 Uiso 1 1 calc R U . . .
H13C H 0.464268 0.228394 0.392577 0.063 Uiso 1 1 calc R U . . .
C22 C 0.65615(19) 0.3354(2) 0.20810(17) 0.0373(7) Uani 1 1 d . . . . .
H22A H 0.674464 0.317811 0.165280 0.045 Uiso 1 1 calc R U . . .
H22B H 0.705498 0.351892 0.246370 0.045 Uiso 1 1 calc R U . . .
C21 C 0.5987(2) 0.4433(3) 0.19702(16) 0.0397(8) Uani 1 1 d . . . . .
H21A H 0.630396 0.520315 0.201486 0.048 Uiso 1 1 calc R U . . .
H21B H 0.560398 0.440197 0.150211 0.048 Uiso 1 1 calc R U . . .
C11 C 0.60231(18) 0.4774(3) 0.32080(15) 0.0349(7) Uani 1 1 d . . . . .
H11A H 0.595341 0.566221 0.326033 0.042 Uiso 1 1 calc R U . . .
H11B H 0.661649 0.459993 0.325790 0.042 Uiso 1 1 calc R U . . .
C12 C 0.57004(19) 0.4075(3) 0.37507(15) 0.0355(7) Uani 1 1 d . . . . .
H12A H 0.611094 0.408974 0.420558 0.043 Uiso 1 1 calc R U . . .
H12B H 0.517945 0.444139 0.380794 0.043 Uiso 1 1 calc R U . . .
C23 C 0.6591(2) 0.1207(3) 0.24284(16) 0.0414(8) Uani 1 1 d . . . . .
H23A H 0.684417 0.100680 0.204599 0.062 Uiso 1 1 calc R U . . .
H23B H 0.623316 0.053508 0.249756 0.062 Uiso 1 1 calc R U . . .
H23C H 0.702468 0.133531 0.285552 0.062 Uiso 1 1 calc R U . . .
C33 C 0.3792(2) 0.1848(3) 0.18855(18) 0.0506(9) Uani 1 1 d . . . . .
H33A H 0.324054 0.205210 0.194216 0.076 Uiso 1 1 calc R U . . .
H33B H 0.398257 0.109132 0.213534 0.076 Uiso 1 1 calc R U . . .
H33C H 0.376704 0.174133 0.139028 0.076 Uiso 1 1 calc R U . . .
C32 C 0.4134(2) 0.4030(3) 0.18569(17) 0.0443(8) Uani 1 1 d . . . . .
H32A H 0.355048 0.421104 0.184626 0.053 Uiso 1 1 calc R U . . .
H32B H 0.420141 0.405242 0.137484 0.053 Uiso 1 1 calc R U . . .
C31 C 0.46999(18) 0.4946(3) 0.23050(16) 0.0401(8) Uani 1 1 d . . . . .
H31A H 0.473247 0.569998 0.203881 0.048 Uiso 1 1 calc R U . . .
H31B H 0.449601 0.515819 0.271848 0.048 Uiso 1 1 calc R U . . .
O1 O 0.67458(11) 0.80192(16) 0.41859(9) 0.0298(5) Uani 1 1 d . . . . .
C407 C 0.59442(16) 0.8384(2) 0.39650(14) 0.0271(6) Uani 1 1 d . . . . .
C408 C 0.54677(17) 0.8745(3) 0.43761(15) 0.0328(7) Uani 1 1 d . . . . .
H40A H 0.568265 0.876268 0.486620 0.039 Uiso 1 1 calc R U . . .
H40B H 0.491288 0.898612 0.417920 0.039 Uiso 1 1 calc R U . . .
B1 B 0.72805(19) 0.8256(3) 0.48906(16) 0.0255(7) Uani 1 1 d . . . . .
C406 C 0.62079(18) 0.7976(2) 0.28020(14) 0.0318(7) Uani 1 1 d . . . . .
H406 H 0.675477 0.775134 0.303682 0.038 Uiso 1 1 calc R U . . .
C401 C 0.56605(16) 0.8320(2) 0.31891(14) 0.0264(6) Uani 1 1 d . . . . .
C104 C 0.73152(16) 1.2329(2) 0.51590(15) 0.0283(6) Uani 1 1 d . . . . .
C105 C 0.75744(16) 1.1776(2) 0.46268(14) 0.0285(7) Uani 1 1 d . . . . .
C106 C 0.75493(16) 1.0532(3) 0.45770(13) 0.0276(6) Uani 1 1 d . . . . .
C201 C 0.82167(17) 0.7762(2) 0.48445(13) 0.0279(7) Uani 1 1 d . . . . .
C103 C 0.70096(16) 1.1617(2) 0.56120(14) 0.0265(6) Uani 1 1 d . . . . .
C405 C 0.5981(2) 0.7950(3) 0.20773(15) 0.0393(8) Uani 1 1 d . . . . .
H405 H 0.636855 0.771059 0.182356 0.047 Uiso 1 1 calc R U . . .
C102 C 0.69892(16) 1.0366(2) 0.55325(13) 0.0253(6) Uani 1 1 d . . . . .
C403 C 0.4629(2) 0.8596(3) 0.20988(16) 0.0417(8) Uani 1 1 d . . . . .
H403 H 0.408082 0.880806 0.186015 0.050 Uiso 1 1 calc R U . . .
C404 C 0.5184(2) 0.8275(3) 0.17295(16) 0.0409(8) Uani 1 1 d . . . . .
H404 H 0.502579 0.827500 0.123546 0.049 Uiso 1 1 calc R U . . .
C101 C 0.72743(15) 0.9748(2) 0.50257(13) 0.0237(6) Uani 1 1 d . . . . .
C402 C 0.48582(18) 0.8615(3) 0.28299(16) 0.0370(7) Uani 1 1 d . . . . .
H402 H 0.446252 0.883168 0.308080 0.044 Uiso 1 1 calc R U . . .
C302 C 0.75119(17) 0.7496(3) 0.61969(15) 0.0310(7) Uani 1 1 d . . . . .
C202 C 0.89621(18) 0.8361(3) 0.50850(15) 0.0332(7) Uani 1 1 d . . . . .
C301 C 0.70704(16) 0.7377(2) 0.55090(14) 0.0269(6) Uani 1 1 d . . . . .
C206 C 0.8293(2) 0.6635(3) 0.45422(15) 0.0402(8) Uani 1 1 d . . . . .
C306 C 0.65468(18) 0.6376(3) 0.53882(16) 0.0348(7) Uani 1 1 d . . . . .
C303 C 0.74385(19) 0.6716(3) 0.67274(16) 0.0421(8) Uani 1 1 d . . . . .
C305 C 0.6478(2) 0.5546(3) 0.58948(19) 0.0422(8) Uani 1 1 d . . . . .
C304 C 0.6924(2) 0.5714(3) 0.65636(19) 0.0476(9) Uani 1 1 d . . . . .
C205 C 0.9027(3) 0.6175(3) 0.44550(16) 0.0540(10) Uani 1 1 d . . . . .
C203 C 0.97119(19) 0.7935(3) 0.50005(18) 0.0492(9) Uani 1 1 d . . . . .
C204 C 0.9737(2) 0.6827(4) 0.46730(19) 0.0587(11) Uani 1 1 d . . . . .
F102 F 0.66458(9) 0.97460(13) 0.59870(8) 0.0321(4) Uani 1 1 d . . . . .
F105 F 0.78511(10) 1.24703(14) 0.41682(8) 0.0404(4) Uani 1 1 d . . . . .
F106 F 0.78326(10) 1.00493(14) 0.40427(8) 0.0365(4) Uani 1 1 d . . . . .
F103 F 0.67340(10) 1.21471(14) 0.61257(8) 0.0374(4) Uani 1 1 d . . . . .
F104 F 0.73553(10) 1.35537(14) 0.52347(9) 0.0404(4) Uani 1 1 d . . . . .
F302 F 0.80653(10) 0.84162(15) 0.63802(8) 0.0395(4) Uani 1 1 d . . . . .
F202 F 0.90050(10) 0.94352(16) 0.54317(9) 0.0461(5) Uani 1 1 d . . . . .
F206 F 0.76236(13) 0.59189(16) 0.43090(10) 0.0577(6) Uani 1 1 d . . . . .
F305 F 0.59614(12) 0.45770(15) 0.57267(12) 0.0615(6) Uani 1 1 d . . . . .
F306 F 0.60720(11) 0.61303(15) 0.47447(10) 0.0501(5) Uani 1 1 d . . . . .
F303 F 0.78663(12) 0.6899(2) 0.73872(9) 0.0641(6) Uani 1 1 d . . . . .
F304 F 0.68776(13) 0.48956(19) 0.70632(12) 0.0737(7) Uani 1 1 d . . . . .
F205 F 0.90540(16) 0.5079(2) 0.41527(10) 0.0859(8) Uani 1 1 d . . . . .
F203 F 1.04129(12) 0.8584(2) 0.52561(14) 0.0818(8) Uani 1 1 d . . . . .
F204 F 1.04689(14) 0.6404(2) 0.45895(12) 0.0955(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N3 1.663(2) . ?
P1 N1 1.672(2) . ?
P1 N2 1.674(2) . ?
P1 N4 2.013(2) . ?
P1 H1P 1.34(3) . ?
N2 C22 1.463(3) . ?
N2 C23 1.468(3) . ?
N1 C12 1.454(3) . ?
N1 C13 1.468(3) . ?
N3 C32 1.458(4) . ?
N3 C33 1.469(4) . ?
N4 C21 1.483(3) . ?
N4 C31 1.488(4) . ?
N4 C11 1.493(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C22 C21 1.506(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C11 C12 1.525(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C32 C31 1.510(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
O1 C407 1.362(3) . ?
O1 B1 1.485(3) . ?
C407 C408 1.332(4) . ?
C407 C401 1.496(4) . ?
C408 H40A 0.9500 . ?
C408 H40B 0.9500 . ?
B1 C101 1.659(4) . ?
B1 C301 1.665(4) . ?
B1 C201 1.678(4) . ?
C406 C401 1.383(4) . ?
C406 C405 1.394(4) . ?
C406 H406 0.9500 . ?
C401 C402 1.392(4) . ?
C104 F104 1.353(3) . ?
C104 C105 1.377(4) . ?
C104 C103 1.380(4) . ?
C105 F105 1.352(3) . ?
C105 C106 1.369(4) . ?
C106 F106 1.369(3) . ?
C106 C101 1.395(4) . ?
C201 C202 1.384(4) . ?
C201 C206 1.395(4) . ?
C103 F103 1.349(3) . ?
C103 C102 1.382(4) . ?
C405 C404 1.386(4) . ?
C405 H405 0.9500 . ?
C102 F102 1.363(3) . ?
C102 C101 1.391(4) . ?
C403 C404 1.361(4) . ?
C403 C402 1.406(4) . ?
C403 H403 0.9500 . ?
C404 H404 0.9500 . ?
C402 H402 0.9500 . ?
C302 F302 1.357(3) . ?
C302 C303 1.385(4) . ?
C302 C301 1.388(4) . ?
C202 F202 1.358(3) . ?
C202 C203 1.385(4) . ?
C301 C306 1.388(4) . ?
C206 F206 1.352(4) . ?
C206 C205 1.375(5) . ?
C306 F306 1.354(3) . ?
C306 C305 1.382(4) . ?
C303 F303 1.343(4) . ?
C303 C304 1.385(5) . ?
C305 F305 1.358(4) . ?
C305 C304 1.365(5) . ?
C304 F304 1.354(3) . ?
C205 F205 1.349(4) . ?
C205 C204 1.361(5) . ?
C203 F203 1.357(4) . ?
C203 C204 1.385(5) . ?
C204 F204 1.355(4) . ?

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
N3 P1 N1 119.58(13) . . ?
N3 P1 N2 120.98(13) . . ?
N1 P1 N2 118.07(12) . . ?
N3 P1 N4 85.52(11) . . ?
N1 P1 N4 86.90(10) . . ?
N2 P1 N4 85.93(10) . . ?
N3 P1 H1P 93.3 . . ?
N1 P1 H1P 94.3 . . ?
N2 P1 H1P 94.1 . . ?
N4 P1 H1P 178.6 . . ?
C22 N2 C23 113.6(2) . . ?
C22 N2 P1 120.01(18) . . ?
C23 N2 P1 118.72(19) . . ?
C12 N1 C13 114.0(2) . . ?
C12 N1 P1 119.74(18) . . ?
C13 N1 P1 118.54(19) . . ?
C32 N3 C33 114.8(2) . . ?
C32 N3 P1 121.3(2) . . ?
C33 N3 P1 121.9(2) . . ?
C21 N4 C31 112.2(2) . . ?
C21 N4 C11 112.2(2) . . ?
C31 N4 C11 113.0(2) . . ?
C21 N4 P1 106.34(16) . . ?
C31 N4 P1 107.02(17) . . ?
C11 N4 P1 105.48(16) . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C22 C21 106.7(2) . . ?
N2 C22 H22A 110.4 . . ?
C21 C22 H22A 110.4 . . ?
N2 C22 H22B 110.4 . . ?
C21 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
N4 C21 C22 105.8(2) . . ?
N4 C21 H21A 110.6 . . ?
C22 C21 H21A 110.6 . . ?
N4 C21 H21B 110.6 . . ?
C22 C21 H21B 110.6 . . ?
H21A C21 H21B 108.7 . . ?
N4 C11 C12 106.0(2) . . ?
N4 C11 H11A 110.5 . . ?
C12 C11 H11A 110.5 . . ?
N4 C11 H11B 110.5 . . ?
C12 C11 H11B 110.5 . . ?
H11A C11 H11B 108.7 . . ?
N1 C12 C11 106.4(2) . . ?
N1 C12 H12A 110.5 . . ?
C11 C12 H12A 110.5 . . ?
N1 C12 H12B 110.5 . . ?
C11 C12 H12B 110.5 . . ?
H12A C12 H12B 108.6 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C33 H33A 109.5 . . ?
N3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N3 C32 C31 106.5(2) . . ?
N3 C32 H32A 110.4 . . ?
C31 C32 H32A 110.4 . . ?
N3 C32 H32B 110.4 . . ?
C31 C32 H32B 110.4 . . ?
H32A C32 H32B 108.6 . . ?
N4 C31 C32 105.9(2) . . ?
N4 C31 H31A 110.6 . . ?
C32 C31 H31A 110.6 . . ?
N4 C31 H31B 110.6 . . ?
C32 C31 H31B 110.6 . . ?
H31A C31 H31B 108.7 . . ?
C407 O1 B1 124.5(2) . . ?
C408 C407 O1 125.3(2) . . ?
C408 C407 C401 123.9(3) . . ?
O1 C407 C401 110.8(2) . . ?
C407 C408 H40A 120.0 . . ?
C407 C408 H40B 120.0 . . ?
H40A C408 H40B 120.0 . . ?
O1 B1 C101 107.4(2) . . ?
O1 B1 C301 113.9(2) . . ?
C101 B1 C301 116.3(2) . . ?
O1 B1 C201 104.2(2) . . ?
C101 B1 C201 111.8(2) . . ?
C301 B1 C201 102.7(2) . . ?
C401 C406 C405 121.9(3) . . ?
C401 C406 H406 119.0 . . ?
C405 C406 H406 119.0 . . ?
C406 C401 C402 117.6(3) . . ?
C406 C401 C407 119.9(2) . . ?
C402 C401 C407 122.5(3) . . ?
F104 C104 C105 120.5(2) . . ?
F104 C104 C103 120.4(2) . . ?
C105 C104 C103 119.1(2) . . ?
F105 C105 C106 121.5(2) . . ?
F105 C105 C104 119.4(2) . . ?
C106 C105 C104 119.0(2) . . ?
C105 C106 F106 115.6(2) . . ?
C105 C106 C101 125.4(2) . . ?
F106 C106 C101 119.0(2) . . ?
C202 C201 C206 113.5(3) . . ?
C202 C201 B1 126.7(2) . . ?
C206 C201 B1 119.7(3) . . ?
F103 C103 C104 119.8(2) . . ?
F103 C103 C102 120.8(2) . . ?
C104 C103 C102 119.4(2) . . ?
C404 C405 C406 119.5(3) . . ?
C404 C405 H405 120.2 . . ?
C406 C405 H405 120.2 . . ?
F102 C102 C103 115.1(2) . . ?
F102 C102 C101 120.6(2) . . ?
C103 C102 C101 124.4(3) . . ?
C404 C403 C402 120.7(3) . . ?
C404 C403 H403 119.7 . . ?
C402 C403 H403 119.7 . . ?
C403 C404 C405 119.7(3) . . ?
C403 C404 H404 120.1 . . ?
C405 C404 H404 120.1 . . ?
C102 C101 C106 112.6(2) . . ?
C102 C101 B1 128.0(2) . . ?
C106 C101 B1 119.3(2) . . ?
C401 C402 C403 120.5(3) . . ?
C401 C402 H402 119.7 . . ?
C403 C402 H402 119.7 . . ?
F302 C302 C303 116.0(3) . . ?
F302 C302 C301 119.7(2) . . ?
C303 C302 C301 124.3(3) . . ?
F202 C202 C201 121.2(2) . . ?
F202 C202 C203 114.7(3) . . ?
C201 C202 C203 124.1(3) . . ?
C306 C301 C302 113.8(3) . . ?
C306 C301 B1 124.7(2) . . ?
C302 C301 B1 120.8(2) . . ?
F206 C206 C205 115.6(3) . . ?
F206 C206 C201 120.5(3) . . ?
C205 C206 C201 124.0(3) . . ?
F306 C306 C305 114.8(3) . . ?
F306 C306 C301 121.2(3) . . ?
C305 C306 C301 123.9(3) . . ?
F303 C303 C304 119.9(3) . . ?
F303 C303 C302 121.5(3) . . ?
C304 C303 C302 118.6(3) . . ?
F305 C305 C304 120.4(3) . . ?
F305 C305 C306 120.0(3) . . ?
C304 C305 C306 119.6(3) . . ?
F304 C304 C305 120.4(3) . . ?
F304 C304 C303 120.0(3) . . ?
C305 C304 C303 119.6(3) . . ?
F205 C205 C204 119.3(3) . . ?
F205 C205 C206 120.7(4) . . ?
C204 C205 C206 120.0(3) . . ?
F203 C203 C202 120.0(3) . . ?
F203 C203 C204 120.9(3) . . ?
C202 C203 C204 119.1(3) . . ?
F204 C204 C205 121.5(4) . . ?
F204 C204 C203 119.4(4) . . ?
C205 C204 C203 119.1(3) . . ?

_refine_diff_density_max         0.279
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_pret_a
_database_code_depnum_ccdc_archive 'CCDC 1968982'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-29 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H26 F2 N4 O P, C18 H15 B F, C5 H6.64'
_chemical_formula_sum            'C40 H53 B F3 N4 O P'
_chemical_formula_weight         704.64
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5556(6)
_cell_length_b                   10.6686(5)
_cell_length_c                   18.9054(10)
_cell_angle_alpha                98.024(3)
_cell_angle_beta                 90.220(3)
_cell_angle_gamma                119.185(2)
_cell_volume                     1834.15(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7285
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.44
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0524 before and 0.0419 after correction.
The Ratio of minimum to maximum transmission is 0.9393.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       shard/block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23854
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.980
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4845
_reflns_number_total             6431
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         6431
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0763P)²+0.9225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1455
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C2S-C3SA \\sim C2S-C3SB
 with sigma of 0.02
 C3SA-C4SA \\sim C3SB-C4SB
 with sigma of 0.02
 C5S-C4SA \\sim C5S-C4SB
 with sigma of 0.02
 C1S-C3SA \\sim C1S-C3SB
 with sigma of 0.04
 C2S-C4SA \\sim C2S-C4SB
 with sigma of 0.04
 C5S-C3SA \\sim C5S-C3SB
 with sigma of 0.04
3. Others
 Sof(H10F)=Sof(H10G)=Sof(H20F)=Sof(H20G)=Sof(H30F)=Sof(H30G)=Sof(C1B)=
 Sof(H1BA)=Sof(H1BB)=Sof(C3B)=Sof(H3BA)=Sof(H3BB)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=
 1-FVAR(1)
 Sof(H10D)=Sof(H10E)=Sof(H20D)=Sof(H20E)=Sof(H30D)=Sof(H30E)=Sof(C103)=
 Sof(H10H)=Sof(H10I)=Sof(C203)=Sof(H20H)=Sof(H20I)=Sof(C303)=Sof(H30H)=
 Sof(H30I)=FVAR(1)
 Sof(H5SD)=Sof(H5SE)=Sof(H5SF)=Sof(C3SB)=Sof(H3SB)=Sof(C4SB)=Sof(H4SC)=
 Sof(H4SD)=1-FVAR(2)
 Sof(H2S)=Sof(H5SA)=Sof(H5SB)=Sof(H5SC)=Sof(C3SA)=Sof(H3SA)=Sof(C4SA)=
 Sof(H4SA)=Sof(H4SB)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C102(H10D,H10E), C102(H10F,H10G), C202(H20D,H20E), C202(H20F,H20G), C302(H30D,
 H30E), C302(H30F,H30G), C103(H10H,H10I), C203(H20H,H20I), C303(H30H,H30I),
 C1B(H1BA,H1BB), C3B(H3BA,H3BB), C2B(H2BA,H2BB), C4SA(H4SA,H4SB), C4SB(H4SC,
 H4SD)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C32(H32),
  C33(H33), C34(H34), C35(H35), C36(H36), C2S(H2S), C3SA(H3SA), C3SB(H3SB)
4.c Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C201(H20A,H20B,H20C), C301(H30A,H30B,H30C), C5S(H5SA,
 H5SB,H5SC), C5S(H5SD,H5SE,H5SF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.38695(6) 0.24986(6) 0.27711(3) 0.02796(18) Uani 1 1 d . . . . .
N1 N 0.4167(3) 0.1100(3) 0.26650(12) 0.0474(6) Uani 1 1 d . . . . .
N2 N 0.2139(2) 0.2107(2) 0.27671(11) 0.0367(5) Uani 1 1 d . . . . .
N3 N 0.5164(2) 0.4119(2) 0.26453(11) 0.0393(5) Uani 1 1 d . . . . .
N4 N 0.3521(2) 0.21117(19) 0.16839(10) 0.0278(4) Uani 1 1 d . . . . .
C101 C 0.4974(5) 0.0795(5) 0.3157(2) 0.0889(13) Uani 1 1 d . . . . .
H10A H 0.567746 0.170132 0.346258 0.133 Uiso 1 1 calc GR . . . .
H10B H 0.549352 0.035683 0.288975 0.133 Uiso 1 1 calc GR . . . .
H10C H 0.430454 0.011767 0.345614 0.133 Uiso 1 1 calc GR . . . .
C102 C 0.3722(3) 0.0134(3) 0.19738(16) 0.0487(7) Uani 1 1 d . . . . .
H10D H 0.266904 -0.058154 0.193728 0.058 Uiso 0.679(4) 1 calc R . P A 1
H10E H 0.427394 -0.039858 0.191123 0.058 Uiso 0.679(4) 1 calc R . P A 1
H10F H 0.313401 -0.088769 0.205160 0.058 Uiso 0.321(4) 1 calc R . P A 2
H10G H 0.459773 0.023436 0.174037 0.058 Uiso 0.321(4) 1 calc R . P A 2
C201 C 0.1134(3) 0.0945(4) 0.31445(17) 0.0757(12) Uani 1 1 d . . . . .
H20A H 0.061030 0.003573 0.280403 0.114 Uiso 1 1 calc GR . . . .
H20B H 0.043508 0.120386 0.336252 0.114 Uiso 1 1 calc GR . . . .
H20C H 0.168413 0.081596 0.351951 0.114 Uiso 1 1 calc GR . . . .
C202 C 0.1490(3) 0.2226(3) 0.21185(16) 0.0483(7) Uani 1 1 d . . . . .
H20D H 0.186786 0.325798 0.206906 0.058 Uiso 0.679(4) 1 calc R . P A 1
H20E H 0.041635 0.174177 0.211805 0.058 Uiso 0.679(4) 1 calc R . P A 1
H20F H 0.112598 0.292059 0.224078 0.058 Uiso 0.321(4) 1 calc R . P A 2
H20G H 0.064465 0.126609 0.192599 0.058 Uiso 0.321(4) 1 calc R . P A 2
C301 C 0.6183(3) 0.5324(3) 0.31923(16) 0.0610(9) Uani 1 1 d . . . . .
H30A H 0.586644 0.511315 0.366910 0.091 Uiso 1 1 calc GR . . . .
H30B H 0.620428 0.622395 0.311612 0.091 Uiso 1 1 calc GR . . . .
H30C H 0.715964 0.544055 0.315730 0.091 Uiso 1 1 calc GR . . . .
C302 C 0.5669(3) 0.4372(3) 0.19350(14) 0.0422(6) Uani 1 1 d . . . . .
H30D H 0.639174 0.404669 0.183332 0.051 Uiso 0.679(4) 1 calc R . P A 1
H30E H 0.612550 0.541940 0.190007 0.051 Uiso 0.679(4) 1 calc R . P A 1
H30F H 0.674423 0.483359 0.196161 0.051 Uiso 0.321(4) 1 calc R . P A 2
H30G H 0.538722 0.503708 0.175485 0.051 Uiso 0.321(4) 1 calc R . P A 2
C103 C 0.4048(5) 0.1086(4) 0.1434(2) 0.0428(11) Uani 0.679(4) 1 d . . P A 1
H10H H 0.354640 0.050902 0.096235 0.051 Uiso 0.679(4) 1 calc R . P A 1
H10I H 0.510874 0.162152 0.138625 0.051 Uiso 0.679(4) 1 calc R . P A 1
C203 C 0.1935(4) 0.1477(5) 0.1537(2) 0.0421(11) Uani 0.679(4) 1 d . . P A 1
H20H H 0.142762 0.041654 0.154251 0.051 Uiso 0.679(4) 1 calc R . P A 1
H20I H 0.170579 0.164849 0.106360 0.051 Uiso 0.679(4) 1 calc R . P A 1
C303 C 0.4343(4) 0.3503(4) 0.1421(2) 0.0421(11) Uani 0.679(4) 1 d . . P A 1
H30H H 0.376148 0.400240 0.141819 0.051 Uiso 0.679(4) 1 calc R . P A 1
H30I H 0.461587 0.334988 0.092860 0.051 Uiso 0.679(4) 1 calc R . P A 1
C1B C 0.2771(8) 0.0513(7) 0.1450(4) 0.0286(19) Uani 0.321(4) 1 d . . P A 2
H1BA H 0.286242 0.025033 0.093659 0.034 Uiso 0.321(4) 1 calc R . P A 2
H1BB H 0.173022 0.004041 0.154486 0.034 Uiso 0.321(4) 1 calc R . P A 2
C3B C 0.4956(9) 0.2847(9) 0.1399(4) 0.036(2) Uani 0.321(4) 1 d . . P A 2
H3BA H 0.487509 0.297330 0.089467 0.043 Uiso 0.321(4) 1 calc R . P A 2
H3BB H 0.550582 0.232433 0.143725 0.043 Uiso 0.321(4) 1 calc R . P A 2
C2B C 0.2595(9) 0.2756(9) 0.1513(4) 0.038(2) Uani 0.321(4) 1 d . . P A 2
H2BA H 0.209236 0.235101 0.102512 0.046 Uiso 0.321(4) 1 calc R . P A 2
H2BB H 0.316371 0.383056 0.156734 0.046 Uiso 0.321(4) 1 calc R . P A 2
O1 O 0.4203(2) 0.2817(2) 0.36492(9) 0.0472(5) Uani 1 1 d . . . . .
F1 F 0.3361(2) 0.50003(18) 0.36398(10) 0.0631(5) Uani 1 1 d . . . . .
F2 F 0.2657(2) 0.4717(2) 0.47092(11) 0.0826(6) Uani 1 1 d . . . . .
C1 C 0.3220(3) 0.4257(3) 0.41706(16) 0.0545(8) Uani 1 1 d . . . . .
C2 C 0.3545(3) 0.3225(3) 0.41871(14) 0.0461(7) Uani 1 1 d . . . . .
C3 C 0.3313(4) 0.2447(3) 0.48054(15) 0.0553(8) Uani 1 1 d . . . B 1
C4 C 0.2028(4) 0.1984(4) 0.51524(17) 0.0739(11) Uani 1 1 d . . . B 1
H4 H 0.128915 0.217079 0.499648 0.089 Uiso 1 1 calc R . . B 1
C5 C 0.1846(6) 0.1250(4) 0.5725(2) 0.0897(15) Uani 1 1 d . . . B 1
H5 H 0.097285 0.093295 0.595965 0.108 Uiso 1 1 calc R . . B 1
C6 C 0.2895(7) 0.0972(5) 0.5960(2) 0.1052(18) Uani 1 1 d . . . B 1
H6 H 0.276192 0.048315 0.635988 0.126 Uiso 1 1 calc R . . B 1
C7 C 0.4145(6) 0.1408(4) 0.5610(2) 0.0971(15) Uani 1 1 d . . . B 1
H7 H 0.487266 0.120346 0.576533 0.117 Uiso 1 1 calc R . . B 1
C8 C 0.4357(4) 0.2144(4) 0.50328(17) 0.0719(10) Uani 1 1 d . . . B 1
H8 H 0.522448 0.243851 0.479477 0.086 Uiso 1 1 calc R . . B 1
F1B F 0.28467(15) 0.08774(15) 0.76139(7) 0.0390(4) Uani 1 1 d . . . . .
B1 B 0.3044(3) 0.1180(3) 0.83952(14) 0.0273(6) Uani 1 1 d . . . . .
C11 C 0.4702(2) 0.2518(2) 0.86309(12) 0.0260(5) Uani 1 1 d . . . . .
C12 C 0.5791(3) 0.2879(2) 0.81562(14) 0.0340(6) Uani 1 1 d . . . . .
H12 H 0.553661 0.239932 0.767297 0.041 Uiso 1 1 calc R . . . .
C13 C 0.7237(3) 0.3918(3) 0.83659(17) 0.0432(7) Uani 1 1 d . . . . .
H13 H 0.794936 0.412143 0.802877 0.052 Uiso 1 1 calc R . . . .
C14 C 0.7640(3) 0.4653(3) 0.90587(17) 0.0424(7) Uani 1 1 d . . . . .
H14 H 0.863209 0.533889 0.920544 0.051 Uiso 1 1 calc R . . . .
C15 C 0.6589(3) 0.4383(2) 0.95375(14) 0.0363(6) Uani 1 1 d . . . . .
H15 H 0.684804 0.490964 1.001191 0.044 Uiso 1 1 calc R . . . .
C16 C 0.5147(2) 0.3334(2) 0.93231(13) 0.0307(5) Uani 1 1 d . . . . .
H16 H 0.443582 0.316464 0.965903 0.037 Uiso 1 1 calc R . . . .
C21 C 0.2790(2) -0.0304(2) 0.86781(12) 0.0263(5) Uani 1 1 d . . . . .
C22 C 0.3254(2) -0.0348(2) 0.93631(12) 0.0281(5) Uani 1 1 d . . . . .
H22 H 0.382661 0.054403 0.967741 0.034 Uiso 1 1 calc R . . . .
C23 C 0.2913(2) -0.1642(2) 0.96047(13) 0.0317(5) Uani 1 1 d . . . . .
H23 H 0.325013 -0.162193 1.007486 0.038 Uiso 1 1 calc R . . . .
C24 C 0.2083(3) -0.2954(3) 0.91597(15) 0.0381(6) Uani 1 1 d . . . . .
H24 H 0.181897 -0.384399 0.932541 0.046 Uiso 1 1 calc R . . . .
C25 C 0.1642(3) -0.2958(3) 0.84734(15) 0.0392(6) Uani 1 1 d . . . . .
H25 H 0.108550 -0.385642 0.816083 0.047 Uiso 1 1 calc R . . . .
C26 C 0.2004(2) -0.1657(2) 0.82329(13) 0.0315(5) Uani 1 1 d . . . . .
H26 H 0.171027 -0.168649 0.775249 0.038 Uiso 1 1 calc R . . . .
C31 C 0.1850(2) 0.1642(2) 0.86867(12) 0.0248(5) Uani 1 1 d . . . . .
C32 C 0.1330(2) 0.1500(2) 0.93676(12) 0.0273(5) Uani 1 1 d . . . . .
H32 H 0.163286 0.104421 0.967416 0.033 Uiso 1 1 calc R . . . .
C33 C 0.0390(2) 0.1998(2) 0.96137(13) 0.0312(5) Uani 1 1 d . . . . .
H33 H 0.006360 0.188112 1.008009 0.037 Uiso 1 1 calc R . . . .
C34 C -0.0069(2) 0.2661(2) 0.91797(14) 0.0360(6) Uani 1 1 d . . . . .
H34 H -0.069540 0.302276 0.934746 0.043 Uiso 1 1 calc R . . . .
C35 C 0.0393(2) 0.2792(2) 0.84990(15) 0.0364(6) Uani 1 1 d . . . . .
H35 H 0.007117 0.323480 0.819358 0.044 Uiso 1 1 calc R . . . .
C36 C 0.1324(2) 0.2282(2) 0.82566(13) 0.0289(5) Uani 1 1 d . . . . .
H36 H 0.161472 0.237132 0.778290 0.035 Uiso 1 1 calc R . . . .
C1S C -0.1100(10) 0.3101(12) 0.3929(5) 0.205(4) Uani 1 1 d D . . . .
C2S C -0.0470(10) 0.4308(11) 0.3602(5) 0.148(3) Uani 1 1 d D . . . .
H2S H -0.049084 0.418702 0.309350 0.178 Uiso 0.637(14) 1 calc R . P C 1
C5S C 0.1701(9) 0.8136(10) 0.4229(6) 0.248(5) Uani 1 1 d D . . . .
H5SA H 0.270931 0.886334 0.417821 0.371 Uiso 0.637(14) 1 calc GR . P C 1
H5SB H 0.166909 0.767898 0.464858 0.371 Uiso 0.637(14) 1 calc GR . P C 1
H5SC H 0.110463 0.861068 0.429134 0.371 Uiso 0.637(14) 1 calc GR . P C 1
H5SD H 0.137256 0.756559 0.462052 0.371 Uiso 0.363(14) 1 calc GR . P C 2
H5SE H 0.162600 0.902042 0.434956 0.371 Uiso 0.363(14) 1 calc GR . P C 2
H5SF H 0.271591 0.840375 0.415932 0.371 Uiso 0.363(14) 1 calc GR . P C 2
C3SA C 0.0192(12) 0.5691(12) 0.3989(5) 0.130(5) Uani 0.637(14) 1 d D . P C 1
H3SA H 0.010750 0.586942 0.448820 0.156 Uiso 0.637(14) 1 calc R . P C 1
C4SA C 0.1102(17) 0.6966(13) 0.3552(7) 0.131(6) Uani 0.637(14) 1 d D . P C 1
H4SA H 0.187297 0.685837 0.330022 0.157 Uiso 0.637(14) 1 calc R . P C 1
H4SB H 0.048539 0.711322 0.321390 0.157 Uiso 0.637(14) 1 calc R . P C 1
C3SB C 0.0210(15) 0.5624(17) 0.3406(6) 0.105(8) Uani 0.363(14) 1 d D . P C 2
H3SB H 0.051676 0.545616 0.294795 0.126 Uiso 0.363(14) 1 calc R . P C 2
C4SB C 0.0737(17) 0.7223(15) 0.3533(9) 0.087(7) Uani 0.363(14) 1 d D . P C 2
H4SC H -0.012610 0.735719 0.352440 0.104 Uiso 0.363(14) 1 calc R . P C 2
H4SD H 0.129090 0.763322 0.312418 0.104 Uiso 0.363(14) 1 calc R . P C 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 N1 1.655(2) . ?
P1 N2 1.663(2) . ?
P1 N3 1.651(2) . ?
P1 N4 2.0347(19) . ?
P1 O1 1.6481(19) . ?
N1 C101 1.430(4) . ?
N1 C102 1.462(4) . ?
N2 C201 1.464(3) . ?
N2 C202 1.453(4) . ?
N3 C301 1.467(3) . ?
N3 C302 1.458(3) . ?
N4 C103 1.476(4) . ?
N4 C203 1.475(4) . ?
N4 C303 1.469(4) . ?
N4 C1B 1.483(7) . ?
N4 C3B 1.472(8) . ?
N4 C2B 1.499(8) . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C102 H10D 0.9900 . ?
C102 H10E 0.9900 . ?
C102 H10F 0.9900 . ?
C102 H10G 0.9900 . ?
C102 C103 1.464(5) . ?
C102 C1B 1.629(8) . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 0.9800 . ?
C202 H20D 0.9900 . ?
C202 H20E 0.9900 . ?
C202 H20F 0.9900 . ?
C202 H20G 0.9900 . ?
C202 C203 1.481(5) . ?
C202 C2B 1.593(9) . ?
C301 H30A 0.9800 . ?
C301 H30B 0.9800 . ?
C301 H30C 0.9800 . ?
C302 H30D 0.9900 . ?
C302 H30E 0.9900 . ?
C302 H30F 0.9900 . ?
C302 H30G 0.9900 . ?
C302 C303 1.496(5) . ?
C302 C3B 1.607(8) . ?
C103 H10H 0.9900 . ?
C103 H10I 0.9900 . ?
C203 H20H 0.9900 . ?
C203 H20I 0.9900 . ?
C303 H30H 0.9900 . ?
C303 H30I 0.9900 . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
O1 C2 1.372(3) . ?
F1 C1 1.329(4) . ?
F2 C1 1.334(3) . ?
C1 C2 1.307(4) . ?
C2 C3 1.480(4) . ?
C3 C4 1.399(4) . ?
C3 C8 1.373(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.365(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(5) . ?
C8 H8 0.9500 . ?
F1B B1 1.459(3) . ?
B1 C11 1.637(3) . ?
B1 C21 1.640(3) . ?
B1 C31 1.634(3) . ?
C11 C12 1.396(3) . ?
C11 C16 1.403(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.394(3) . ?
C16 H16 0.9500 . ?
C21 C22 1.398(3) . ?
C21 C26 1.403(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.391(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.380(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.375(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(3) . ?
C26 H26 0.9500 . ?
C31 C32 1.400(3) . ?
C31 C36 1.399(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.391(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.379(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.379(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.389(3) . ?
C36 H36 0.9500 . ?
C1S C2S 1.369(11) . ?
C2S H2S 0.9500 . ?
C2S C3SA 1.374(11) . ?
C2S C3SB 1.337(15) . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
C5S H5SD 0.9800 . ?
C5S H5SE 0.9800 . ?
C5S H5SF 0.9800 . ?
C5S C4SA 1.542(13) . ?
C5S C4SB 1.543(16) . ?
C3SA H3SA 0.9500 . ?
C3SA C4SA 1.582(14) . ?
C4SA H4SA 0.9900 . ?
C4SA H4SB 0.9900 . ?
C3SB H3SB 0.9500 . ?
C3SB C4SB 1.494(16) . ?
C4SB H4SC 0.9900 . ?
C4SB H4SD 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 N2 116.53(12) . . ?
N1 P1 N4 85.39(10) . . ?
N2 P1 N4 85.20(9) . . ?
N3 P1 N1 120.17(12) . . ?
N3 P1 N2 120.91(11) . . ?
N3 P1 N4 84.01(9) . . ?
O1 P1 N1 93.60(11) . . ?
O1 P1 N2 96.60(10) . . ?
O1 P1 N3 95.22(10) . . ?
O1 P1 N4 178.19(9) . . ?
C101 N1 P1 126.9(2) . . ?
C101 N1 C102 113.9(2) . . ?
C102 N1 P1 118.87(17) . . ?
C201 N2 P1 118.8(2) . . ?
C202 N2 P1 117.13(16) . . ?
C202 N2 C201 114.5(2) . . ?
C301 N3 P1 127.42(19) . . ?
C302 N3 P1 120.61(16) . . ?
C302 N3 C301 110.2(2) . . ?
C103 N4 P1 105.36(19) . . ?
C203 N4 P1 105.13(18) . . ?
C203 N4 C103 113.2(3) . . ?
C303 N4 P1 108.24(19) . . ?
C303 N4 C103 112.3(3) . . ?
C303 N4 C203 112.0(3) . . ?
C1B N4 P1 107.7(3) . . ?
C1B N4 C2B 112.2(4) . . ?
C3B N4 P1 107.0(3) . . ?
C3B N4 C1B 111.9(5) . . ?
C3B N4 C2B 111.6(5) . . ?
C2B N4 P1 105.9(3) . . ?
N1 C101 H10A 109.5 . . ?
N1 C101 H10B 109.5 . . ?
N1 C101 H10C 109.5 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
N1 C102 H10D 110.7 . . ?
N1 C102 H10E 110.7 . . ?
N1 C102 H10F 109.4 . . ?
N1 C102 H10G 109.4 . . ?
N1 C102 C103 105.4(2) . . ?
N1 C102 C1B 111.2(3) . . ?
H10D C102 H10E 108.8 . . ?
H10F C102 H10G 108.0 . . ?
C103 C102 H10D 110.7 . . ?
C103 C102 H10E 110.7 . . ?
C1B C102 H10F 109.4 . . ?
C1B C102 H10G 109.4 . . ?
N2 C201 H20A 109.5 . . ?
N2 C201 H20B 109.5 . . ?
N2 C201 H20C 109.5 . . ?
H20A C201 H20B 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
N2 C202 H20D 111.0 . . ?
N2 C202 H20E 111.0 . . ?
N2 C202 H20F 108.9 . . ?
N2 C202 H20G 108.9 . . ?
N2 C202 C203 103.7(2) . . ?
N2 C202 C2B 113.2(3) . . ?
H20D C202 H20E 109.0 . . ?
H20F C202 H20G 107.7 . . ?
C203 C202 H20D 111.0 . . ?
C203 C202 H20E 111.0 . . ?
C2B C202 H20F 108.9 . . ?
C2B C202 H20G 108.9 . . ?
N3 C301 H30A 109.5 . . ?
N3 C301 H30B 109.5 . . ?
N3 C301 H30C 109.5 . . ?
H30A C301 H30B 109.5 . . ?
H30A C301 H30C 109.5 . . ?
H30B C301 H30C 109.5 . . ?
N3 C302 H30D 110.6 . . ?
N3 C302 H30E 110.6 . . ?
N3 C302 H30F 109.8 . . ?
N3 C302 H30G 109.8 . . ?
N3 C302 C303 105.7(2) . . ?
N3 C302 C3B 109.3(3) . . ?
H30D C302 H30E 108.7 . . ?
H30F C302 H30G 108.3 . . ?
C303 C302 H30D 110.6 . . ?
C303 C302 H30E 110.6 . . ?
C3B C302 H30F 109.8 . . ?
C3B C302 H30G 109.8 . . ?
N4 C103 H10H 110.4 . . ?
N4 C103 H10I 110.4 . . ?
C102 C103 N4 106.6(3) . . ?
C102 C103 H10H 110.4 . . ?
C102 C103 H10I 110.4 . . ?
H10H C103 H10I 108.6 . . ?
N4 C203 C202 105.4(3) . . ?
N4 C203 H20H 110.7 . . ?
N4 C203 H20I 110.7 . . ?
C202 C203 H20H 110.7 . . ?
C202 C203 H20I 110.7 . . ?
H20H C203 H20I 108.8 . . ?
N4 C303 C302 104.9(3) . . ?
N4 C303 H30H 110.8 . . ?
N4 C303 H30I 110.8 . . ?
C302 C303 H30H 110.8 . . ?
C302 C303 H30I 110.8 . . ?
H30H C303 H30I 108.8 . . ?
N4 C1B C102 98.4(4) . . ?
N4 C1B H1BA 112.1 . . ?
N4 C1B H1BB 112.1 . . ?
C102 C1B H1BA 112.1 . . ?
C102 C1B H1BB 112.1 . . ?
H1BA C1B H1BB 109.7 . . ?
N4 C3B C302 99.4(5) . . ?
N4 C3B H3BA 111.9 . . ?
N4 C3B H3BB 111.9 . . ?
C302 C3B H3BA 111.9 . . ?
C302 C3B H3BB 111.9 . . ?
H3BA C3B H3BB 109.6 . . ?
N4 C2B C202 98.9(5) . . ?
N4 C2B H2BA 112.0 . . ?
N4 C2B H2BB 112.0 . . ?
C202 C2B H2BA 112.0 . . ?
C202 C2B H2BB 112.0 . . ?
H2BA C2B H2BB 109.7 . . ?
C2 O1 P1 131.05(19) . . ?
F1 C1 F2 108.9(3) . . ?
C2 C1 F1 127.7(3) . . ?
C2 C1 F2 123.4(3) . . ?
O1 C2 C3 113.8(3) . . ?
C1 C2 O1 123.0(3) . . ?
C1 C2 C3 123.1(3) . . ?
C4 C3 C2 120.9(3) . . ?
C8 C3 C2 119.7(3) . . ?
C8 C3 C4 119.3(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(4) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.1(4) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.7(5) . . ?
C8 C7 H7 119.6 . . ?
C3 C8 C7 120.1(4) . . ?
C3 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
F1B B1 C11 108.01(18) . . ?
F1B B1 C21 107.75(18) . . ?
F1B B1 C31 108.08(18) . . ?
C11 B1 C21 111.05(19) . . ?
C31 B1 C11 110.62(18) . . ?
C31 B1 C21 111.19(18) . . ?
C12 C11 B1 121.5(2) . . ?
C12 C11 C16 115.4(2) . . ?
C16 C11 B1 123.08(19) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 C11 122.3(2) . . ?
C13 C12 H12 118.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(2) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C11 C16 H16 118.7 . . ?
C15 C16 C11 122.7(2) . . ?
C15 C16 H16 118.7 . . ?
C22 C21 B1 124.50(19) . . ?
C22 C21 C26 115.4(2) . . ?
C26 C21 B1 120.0(2) . . ?
C21 C22 H22 118.6 . . ?
C23 C22 C21 122.8(2) . . ?
C23 C22 H22 118.6 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.9(2) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.4 . . ?
C25 C24 C23 119.2(2) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(2) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 H26 119.0 . . ?
C25 C26 C21 122.0(2) . . ?
C25 C26 H26 119.0 . . ?
C32 C31 B1 124.49(19) . . ?
C36 C31 B1 119.9(2) . . ?
C36 C31 C32 115.5(2) . . ?
C31 C32 H32 118.6 . . ?
C33 C32 C31 122.7(2) . . ?
C33 C32 H32 118.6 . . ?
C32 C33 H33 120.1 . . ?
C34 C33 C32 119.9(2) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 120.4 . . ?
C33 C34 C35 119.1(2) . . ?
C35 C34 H34 120.4 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.5(2) . . ?
C36 C35 H35 119.7 . . ?
C31 C36 H36 118.9 . . ?
C35 C36 C31 122.2(2) . . ?
C35 C36 H36 118.9 . . ?
C1S C2S H2S 119.1 . . ?
C1S C2S C3SA 121.7(9) . . ?
C3SA C2S H2S 119.1 . . ?
C3SB C2S C1S 169.3(9) . . ?
H5SA C5S H5SB 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
H5SD C5S H5SE 109.5 . . ?
H5SD C5S H5SF 109.5 . . ?
H5SE C5S H5SF 109.5 . . ?
C4SA C5S H5SA 109.5 . . ?
C4SA C5S H5SB 109.5 . . ?
C4SA C5S H5SC 109.5 . . ?
C4SB C5S H5SD 109.5 . . ?
C4SB C5S H5SE 109.5 . . ?
C4SB C5S H5SF 109.5 . . ?
C2S C3SA H3SA 122.1 . . ?
C2S C3SA C4SA 115.9(9) . . ?
C4SA C3SA H3SA 122.1 . . ?
C5S C4SA C3SA 93.3(9) . . ?
C5S C4SA H4SA 113.1 . . ?
C5S C4SA H4SB 113.1 . . ?
C3SA C4SA H4SA 113.1 . . ?
C3SA C4SA H4SB 113.1 . . ?
H4SA C4SA H4SB 110.4 . . ?
C2S C3SB H3SB 103.9 . . ?
C2S C3SB C4SB 152.2(12) . . ?
C4SB C3SB H3SB 103.9 . . ?
C5S C4SB H4SC 107.8 . . ?
C5S C4SB H4SD 107.8 . . ?
C3SB C4SB C5S 118.1(12) . . ?
C3SB C4SB H4SC 107.8 . . ?
C3SB C4SB H4SD 107.8 . . ?
H4SC C4SB H4SD 107.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ABS012_01m_a
_database_code_depnum_ccdc_archive 'CCDC 1968983'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2019-11-29 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C F3 O3 S, C17 H28 N4 O P'
_chemical_formula_sum            'C18 H28 F3 N4 O4 P S'
_chemical_formula_weight         484.48
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      2
_cell_length_a                   9.0748(8)
_cell_length_b                   14.7556(14)
_cell_length_c                   17.4680(17)
_cell_angle_alpha                71.896(5)
_cell_angle_beta                 89.899(5)
_cell_angle_gamma                89.942(6)
_cell_volume                     2223.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3572
_cell_measurement_theta_max      21.95
_cell_measurement_theta_min      2.45
_exptl_absorpt_coefficient_mu    0.275
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0753 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.9266.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4473
_exptl_crystal_description       Shard
_exptl_crystal_F_000             1017.4989
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.1461
_diffrn_reflns_av_unetI/netI     0.2098
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34926
_diffrn_reflns_theta_full        27.5374
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         1.45
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_measured_fraction_theta_max 0.9899
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              19
_reflns_limit_k_min              -18
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                4332
_reflns_number_total             10143
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.7786
_refine_diff_density_min         -0.8350
_refine_diff_density_rms         0.2002
_refine_ls_d_res_high            0.7686
_refine_ls_d_res_low             14.0251
_refine_ls_goodness_of_fit_ref   0.7597
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     581
_refine_ls_number_reflns         10143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1458
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      0.7597
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0217P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0996
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C23(H23a,H23b), C22(H22a,H22b), C2(H2a,H2b), C4(H4a,H4b), C3(H3a,
 H3b), C6(H6a,H6b), C20(H20a,H20b), C21(H21a,H21b), C18(H18a,H18b), C5(H5a,H5b),
  C19(H19a,H19b)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C30(H30), C17(H17), C31(H31), C14(H14), C34(H34), C15(H15),
 C32(H32), C16(H16), C33(H33)
2.c Idealised Me refined as rotating group:
 C25(H25a,H25b,H25c), C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C26(H26a,H26b,H26c),
 C24(H24a,H24b,H24c), C9(H9a,H9b,H9c)
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
S1 S 0.33482(9) 0.65099(6) 0.87777(5) 0.0248(2) Uani 1.000000 .
P1 P 0.70282(8) 0.32922(6) 0.74172(5) 0.0183(2) Uani 1.000000 .
P2 P 0.79744(9) -0.17080(6) 0.74177(5) 0.0185(2) Uani 1.000000 .
S2 S 0.83485(9) -0.15120(6) 0.12233(5) 0.0248(2) Uani 1.000000 .
F6 F 0.63541(18) -0.04595(13) 0.02541(11) 0.0393(5) Uani 1.000000 .
F3 F 0.13551(18) 0.54549(13) 0.97439(11) 0.0389(5) Uani 1.000000 .
O2 O 0.7796(2) -0.16321(14) 0.64589(12) 0.0227(5) Uani 1.000000 .
O1 O 0.7207(2) 0.33726(14) 0.64594(12) 0.0234(5) Uani 1.000000 .
F5 F 0.8483(2) 0.01998(14) 0.01704(13) 0.0554(6) Uani 1.000000 .
F1 F 0.3481(2) 0.48012(14) 0.98270(13) 0.0556(7) Uani 1.000000 .
O5 O 0.4690(2) 0.62657(15) 0.84435(13) 0.0314(6) Uani 1.000000 .
O8 O 0.9684(2) -0.12609(15) 0.15548(13) 0.0314(6) Uani 1.000000 .
N8 N 0.8218(2) -0.18413(18) 0.85756(14) 0.0187(6) Uani 1.000000 .
F4 F 0.7097(2) 0.01104(16) 0.11808(14) 0.0618(7) Uani 1.000000 .
F2 F 0.2093(2) 0.48916(16) 0.88176(15) 0.0641(7) Uani 1.000000 .
N1 N 0.8703(2) 0.37268(18) 0.75071(14) 0.0213(6) Uani 1.000000 .
O7 O 0.8551(2) -0.19426(17) 0.05950(13) 0.0432(7) Uani 1.000000 .
N7 N 0.6295(2) -0.12683(17) 0.75046(14) 0.0206(7) Uani 1.000000 .
N6 N 0.8218(2) -0.28772(17) 0.76728(14) 0.0200(6) Uani 1.000000 .
O4 O 0.2236(2) 0.69516(18) 0.81979(13) 0.0468(8) Uani 1.000000 .
N2 N 0.6781(2) 0.21187(17) 0.76727(14) 0.0196(6) Uani 1.000000 .
N4 N 0.6786(2) 0.31627(17) 0.85745(14) 0.0189(6) Uani 1.000000 .
O3 O 0.3550(2) 0.69451(17) 0.94038(14) 0.0453(7) Uani 1.000000 .
O6 O 0.7232(2) -0.19563(18) 0.18036(14) 0.0477(7) Uani 1.000000 .
N5 N 0.9457(3) -0.10075(18) 0.72805(15) 0.0221(6) Uani 1.000000 .
N3 N 0.5541(2) 0.39925(17) 0.72805(15) 0.0221(7) Uani 1.000000 .
C1 C 0.9181(3) 0.3799(2) 0.82926(19) 0.0262(8) Uani 1.000000 .
H1a H 1.0222(3) 0.3652(2) 0.83737(19) 0.0315(10) Uiso 1.000000 R
H1b H 0.9016(3) 0.4439(2) 0.83164(19) 0.0315(10) Uiso 1.000000 R
C23 C 0.5823(3) -0.1199(2) 0.82907(18) 0.0254(8) Uani 1.000000 .
H23a H 0.5986(3) -0.0558(2) 0.83133(18) 0.0305(10) Uiso 1.000000 R
H23b H 0.4781(3) -0.1344(2) 0.83735(18) 0.0305(10) Uiso 1.000000 R
C22 C 0.6723(3) -0.1909(2) 0.89346(18) 0.0293(9) Uani 1.000000 .
H22a H 0.6330(3) -0.2549(2) 0.90494(18) 0.0351(10) Uiso 1.000000 R
H22b H 0.6739(3) -0.1740(2) 0.94283(18) 0.0351(10) Uiso 1.000000 R
C36 C 0.7536(4) -0.0356(3) 0.0683(2) 0.0307(9) Uani 1.000000 .
C12 C 0.7340(4) 0.3796(2) 0.50532(19) 0.0263(8) Uani 1.000000 .
C35 C 0.2543(3) 0.5363(2) 0.9317(2) 0.0285(9) Uani 1.000000 .
C27 C 0.7612(3) -0.0869(3) 0.57735(19) 0.0267(8) Uani 1.000000 .
C2 C 0.8279(3) 0.3088(2) 0.89314(19) 0.0285(9) Uani 1.000000 .
H2a H 0.8264(3) 0.3252(2) 0.94278(19) 0.0342(10) Uiso 1.000000 R
H2b H 0.8670(3) 0.2448(2) 0.90412(19) 0.0342(10) Uiso 1.000000 R
C10 C 0.7382(3) 0.4130(3) 0.5770(2) 0.0266(8) Uani 1.000000 .
C4 C 0.6514(3) 0.1582(2) 0.85125(18) 0.0239(8) Uani 1.000000 .
H4a H 0.5799(3) 0.1082(2) 0.85509(18) 0.0286(10) Uiso 1.000000 R
H4b H 0.7422(3) 0.1291(2) 0.87655(18) 0.0286(10) Uiso 1.000000 R
C3 C 0.5934(3) 0.2269(2) 0.89282(19) 0.0277(8) Uani 1.000000 .
H3a H 0.6092(3) 0.2021(2) 0.95050(19) 0.0332(10) Uiso 1.000000 R
H3b H 0.4889(3) 0.2381(2) 0.88274(19) 0.0332(10) Uiso 1.000000 R
C29 C 0.7654(3) -0.1203(2) 0.50488(19) 0.0283(8) Uani 1.000000 .
C6 C 0.4844(3) 0.4209(2) 0.79607(19) 0.0306(9) Uani 1.000000 .
H6a H 0.4545(3) 0.4873(2) 0.78039(19) 0.0367(11) Uiso 1.000000 R
H6b H 0.3979(3) 0.3814(2) 0.81388(19) 0.0367(11) Uiso 1.000000 R
C20 C 0.9068(3) -0.2732(2) 0.89264(19) 0.0295(9) Uani 1.000000 .
H20a H 1.0113(3) -0.2619(2) 0.88226(19) 0.0353(10) Uiso 1.000000 R
H20b H 0.8912(3) -0.2979(2) 0.95037(19) 0.0353(10) Uiso 1.000000 R
C25 C 0.7711(4) -0.3497(2) 0.72070(19) 0.0327(9) Uani 1.000000 .
H25a H 0.6747(9) -0.3738(10) 0.7388(7) 0.0490(13) Uiso 1.000000 GR
H25b H 0.7672(18) -0.3136(4) 0.6646(2) 0.0490(13) Uiso 1.000000 GR
H25c H 0.8383(11) -0.4020(7) 0.7284(9) 0.0490(13) Uiso 1.000000 GR
C7 C 0.9972(3) 0.3630(3) 0.70090(19) 0.0405(10) Uani 1.000000 .
H7a H 1.0496(14) 0.3053(8) 0.7276(6) 0.0607(16) Uiso 1.000000 GR
H7b H 0.9627(4) 0.3606(15) 0.6496(5) 0.0607(16) Uiso 1.000000 GR
H7c H 1.0617(12) 0.4166(8) 0.6930(10) 0.0607(16) Uiso 1.000000 GR
C21 C 0.8488(3) -0.3423(2) 0.85133(18) 0.0248(8) Uani 1.000000 .
H21a H 0.7582(3) -0.3716(2) 0.87683(18) 0.0297(10) Uiso 1.000000 R
H21b H 0.9205(3) -0.3922(2) 0.85479(18) 0.0297(10) Uiso 1.000000 R
C18 C 1.0152(3) -0.0792(2) 0.79534(19) 0.0297(9) Uani 1.000000 .
H18a H 1.1015(3) -0.1189(2) 0.81303(19) 0.0357(10) Uiso 1.000000 R
H18b H 1.0455(3) -0.0129(2) 0.77944(19) 0.0357(10) Uiso 1.000000 R
C5 C 0.5970(3) 0.4008(2) 0.86276(19) 0.0309(9) Uani 1.000000 .
H5a H 0.5491(3) 0.3876(2) 0.91477(19) 0.0370(11) Uiso 1.000000 R
H5b H 0.6628(3) 0.4547(2) 0.85504(19) 0.0370(11) Uiso 1.000000 R
C19 C 0.9027(3) -0.0988(2) 0.86238(19) 0.0318(9) Uani 1.000000 .
H19a H 0.8365(3) -0.0450(2) 0.85445(19) 0.0382(11) Uiso 1.000000 R
H19b H 0.9507(3) -0.1114(2) 0.91425(19) 0.0382(11) Uiso 1.000000 R
C8 C 0.7283(3) 0.1500(2) 0.72048(19) 0.0314(9) Uani 1.000000 .
H8a H 0.7289(19) 0.1856(4) 0.6642(2) 0.0470(13) Uiso 1.000000 GR
H8b H 0.8260(8) 0.1274(11) 0.7371(8) 0.0470(13) Uiso 1.000000 GR
H8c H 0.6627(12) 0.0967(7) 0.7297(8) 0.0470(13) Uiso 1.000000 GR
C26 C 0.5028(3) -0.1360(3) 0.7009(2) 0.0388(10) Uani 1.000000 .
H26a H 0.5364(4) -0.1329(14) 0.6480(4) 0.0582(15) Uiso 1.000000 GR
H26b H 0.4548(13) -0.1960(6) 0.7253(6) 0.0582(15) Uiso 1.000000 GR
H26c H 0.4345(11) -0.0850(8) 0.6969(10) 0.0582(15) Uiso 1.000000 GR
C13 C 0.8343(4) 0.4134(3) 0.4431(2) 0.0416(10) Uani 1.000000 .
H13 H 0.9069(4) 0.4564(3) 0.4466(2) 0.0499(12) Uiso 1.000000 R
C11 C 0.7574(4) 0.5029(3) 0.5746(3) 0.0402(10) Uani 1.000000 .
C30 C 0.6660(4) -0.0873(3) 0.4431(2) 0.0407(10) Uani 1.000000 .
H30 H 0.5925(4) -0.0449(3) 0.4468(2) 0.0488(12) Uiso 1.000000 R
C28 C 0.7428(4) 0.0036(3) 0.5743(2) 0.0394(10) Uani 1.000000 .
C17 C 0.6298(4) 0.3146(3) 0.4987(2) 0.0491(11) Uani 1.000000 .
H17 H 0.5646(4) 0.2890(3) 0.5411(2) 0.0589(13) Uiso 1.000000 R
C24 C 1.0557(4) -0.0957(3) 0.6645(2) 0.0476(11) Uani 1.000000 .
H24a H 1.1417(10) -0.1314(13) 0.6881(3) 0.0714(16) Uiso 1.000000 GR
H24b H 1.0145(9) -0.1220(14) 0.6254(7) 0.0714(16) Uiso 1.000000 GR
H24c H 1.0825(18) -0.0304(3) 0.6386(9) 0.0714(16) Uiso 1.000000 GR
C31 C 0.6751(4) -0.1173(3) 0.3747(2) 0.0533(12) Uani 1.000000 .
H31 H 0.6072(4) -0.0951(3) 0.3332(2) 0.0640(14) Uiso 1.000000 R
C14 C 0.8262(5) 0.3828(3) 0.3745(2) 0.0536(12) Uani 1.000000 .
H14 H 0.8946(5) 0.4046(3) 0.3332(2) 0.0643(14) Uiso 1.000000 R
C34 C 0.8698(4) -0.1853(3) 0.4988(2) 0.0502(12) Uani 1.000000 .
H34 H 0.9342(4) -0.2110(3) 0.5414(2) 0.0603(14) Uiso 1.000000 R
C9 C 0.4447(4) 0.4038(3) 0.6644(2) 0.0470(11) Uani 1.000000 .
H9a H 0.4785(12) 0.3664(13) 0.6317(8) 0.0706(17) Uiso 1.000000 GR
H9b H 0.3521(8) 0.3791(14) 0.6888(2) 0.0706(17) Uiso 1.000000 GR
H9c H 0.4322(18) 0.4688(3) 0.6315(8) 0.0706(17) Uiso 1.000000 GR
C15 C 0.7177(5) 0.3211(3) 0.3687(3) 0.0603(13) Uani 1.000000 .
H15 H 0.7100(5) 0.3024(3) 0.3227(3) 0.0724(15) Uiso 1.000000 R
C32 C 0.7833(5) -0.1790(3) 0.3688(2) 0.0607(13) Uani 1.000000 .
H32 H 0.7910(5) -0.1978(3) 0.3229(2) 0.0728(15) Uiso 1.000000 R
C16 C 0.6203(5) 0.2870(3) 0.4310(3) 0.0669(13) Uani 1.000000 .
H16 H 0.5470(5) 0.2446(3) 0.4273(3) 0.0803(15) Uiso 1.000000 R
C33 C 0.8805(5) -0.2129(3) 0.4309(3) 0.0692(15) Uani 1.000000 .
H33 H 0.9544(5) -0.2551(3) 0.4271(3) 0.0831(17) Uiso 1.000000 R
H11a H 0.772(3) 0.556(2) 0.516(2) 0.053(11) Uiso 1.000000 .
H28a H 0.728(3) 0.059(2) 0.5171(18) 0.035(9) Uiso 1.000000 .
H28b H 0.736(3) 0.021(2) 0.6260(19) 0.044(10) Uiso 1.000000 .
H11b H 0.758(4) 0.520(3) 0.623(2) 0.068(13) Uiso 1.000000 .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O5 1.4425(19) . ?
S1 O4 1.436(2) . ?
S1 O3 1.442(2) . ?
S1 C35 1.816(4) . ?
P1 O1 1.648(2) . ?
P1 N1 1.676(3) . ?
P1 N2 1.664(3) . ?
P1 N4 1.983(2) . ?
P1 N3 1.671(2) . ?
P2 O2 1.652(2) . ?
P2 N8 1.983(2) . ?
P2 N7 1.681(2) . ?
P2 N6 1.657(2) . ?
P2 N5 1.669(3) . ?
S2 O8 1.442(2) . ?
S2 O7 1.440(2) . ?
S2 O6 1.438(2) . ?
S2 C36 1.829(3) . ?
F6 C36 1.345(3) . ?
F3 C35 1.340(3) . ?
O2 C27 1.375(4) . ?
O1 C10 1.374(4) . ?
F5 C36 1.325(4) . ?
F1 C35 1.322(3) . ?
N8 C22 1.483(3) . ?
N8 C20 1.482(3) . ?
N8 C19 1.484(4) . ?
F4 C36 1.325(4) . ?
F2 C35 1.338(4) . ?
N1 C1 1.475(4) . ?
N1 C7 1.475(3) . ?
N7 C23 1.471(3) . ?
N7 C26 1.473(4) . ?
N6 C25 1.475(4) . ?
N6 C21 1.460(4) . ?
N2 C4 1.454(4) . ?
N2 C8 1.473(3) . ?
N4 C2 1.482(3) . ?
N4 C3 1.487(4) . ?
N4 C5 1.478(3) . ?
N5 C18 1.454(4) . ?
N5 C24 1.476(4) . ?
N3 C6 1.465(4) . ?
N3 C9 1.477(4) . ?
C1 H1a 0.9700 . ?
C1 H1b 0.9700 . ?
C1 C2 1.512(4) . ?
C23 H23a 0.9700 . ?
C23 H23b 0.9700 . ?
C23 C22 1.517(4) . ?
C22 H22a 0.9700 . ?
C22 H22b 0.9700 . ?
C12 C10 1.481(4) . ?
C12 C13 1.386(4) . ?
C12 C17 1.378(5) . ?
C27 C29 1.495(4) . ?
C27 C28 1.330(5) . ?
C2 H2a 0.9700 . ?
C2 H2b 0.9700 . ?
C10 C11 1.327(5) . ?
C4 H4a 0.9700 . ?
C4 H4b 0.9700 . ?
C4 C3 1.511(4) . ?
C3 H3a 0.9700 . ?
C3 H3b 0.9700 . ?
C29 C30 1.375(4) . ?
C29 C34 1.375(4) . ?
C6 H6a 0.9700 . ?
C6 H6b 0.9700 . ?
C6 C5 1.509(4) . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C21 1.516(4) . ?
C25 H25a 0.9600 . ?
C25 H25b 0.9600 . ?
C25 H25c 0.9600 . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C18 H18a 0.9700 . ?
C18 H18b 0.9700 . ?
C18 C19 1.511(4) . ?
C5 H5a 0.9700 . ?
C5 H5b 0.9700 . ?
C19 H19a 0.9700 . ?
C19 H19b 0.9700 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C26 H26a 0.9600 . ?
C26 H26b 0.9600 . ?
C26 H26c 0.9600 . ?
C13 H13 0.9300 . ?
C13 C14 1.408(5) . ?
C11 H11a 1.08(3) . ?
C11 H11b 0.95(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.399(5) . ?
C28 H28a 1.09(3) . ?
C28 H28b 1.02(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.367(5) . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C31 H31 0.9300 . ?
C31 C32 1.364(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.367(6) . ?
C34 H34 0.9300 . ?
C34 C33 1.372(5) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.370(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.367(5) . ?
C16 H16 0.9300 . ?
C33 H33 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 S1 O5 115.07(13) . . ?
O3 S1 O5 115.12(14) . . ?
O3 S1 O4 114.46(14) . . ?
C35 S1 O5 103.87(14) . . ?
C35 S1 O4 103.20(15) . . ?
C35 S1 O3 102.78(15) . . ?
N1 P1 O1 95.64(12) . . ?
N2 P1 O1 91.49(11) . . ?
N2 P1 N1 119.60(12) . . ?
N4 P1 O1 178.48(12) . . ?
N4 P1 N1 85.52(11) . . ?
N4 P1 N2 87.09(11) . . ?
N3 P1 O1 94.99(11) . . ?
N3 P1 N1 120.55(14) . . ?
N3 P1 N2 118.36(13) . . ?
N3 P1 N4 85.24(11) . . ?
N8 P2 O2 178.11(10) . . ?
N7 P2 O2 95.45(11) . . ?
N7 P2 N8 85.93(10) . . ?
N6 P2 O2 91.30(11) . . ?
N6 P2 N8 86.89(11) . . ?
N6 P2 N7 119.66(13) . . ?
N5 P2 O2 95.22(12) . . ?
N5 P2 N8 85.17(12) . . ?
N5 P2 N7 120.31(13) . . ?
N5 P2 N6 118.58(12) . . ?
O7 S2 O8 115.42(13) . . ?
O6 S2 O8 115.27(14) . . ?
O6 S2 O7 114.41(16) . . ?
C36 S2 O8 103.39(15) . . ?
C36 S2 O7 102.69(14) . . ?
C36 S2 O6 103.15(15) . . ?
C27 O2 P2 132.4(2) . . ?
C10 O1 P1 133.1(2) . . ?
C22 N8 P2 107.46(17) . . ?
C20 N8 P2 105.95(17) . . ?
C20 N8 C22 111.5(2) . . ?
C19 N8 P2 107.28(19) . . ?
C19 N8 C22 112.1(2) . . ?
C19 N8 C20 112.2(2) . . ?
C1 N1 P1 119.73(19) . . ?
C7 N1 P1 122.8(2) . . ?
C7 N1 C1 111.5(2) . . ?
C23 N7 P2 119.18(18) . . ?
C26 N7 P2 123.2(2) . . ?
C26 N7 C23 111.6(2) . . ?
C25 N6 P2 125.61(19) . . ?
C21 N6 P2 119.7(2) . . ?
C21 N6 C25 111.4(2) . . ?
C4 N2 P1 119.2(2) . . ?
C8 N2 P1 125.6(2) . . ?
C8 N2 C4 112.0(2) . . ?
C2 N4 P1 107.45(17) . . ?
C3 N4 P1 105.80(18) . . ?
C3 N4 C2 111.1(2) . . ?
C5 N4 P1 107.63(18) . . ?
C5 N4 C2 112.7(2) . . ?
C5 N4 C3 111.8(2) . . ?
C18 N5 P2 121.1(2) . . ?
C24 N5 P2 122.5(2) . . ?
C24 N5 C18 110.0(2) . . ?
C6 N3 P1 120.81(18) . . ?
C9 N3 P1 122.2(2) . . ?
C9 N3 C6 110.5(2) . . ?
H1a C1 N1 110.32(14) . . ?
H1b C1 N1 110.32(15) . . ?
H1b C1 H1a 108.6 . . ?
C2 C1 N1 107.0(3) . . ?
C2 C1 H1a 110.32(15) . . ?
C2 C1 H1b 110.32(17) . . ?
H23a C23 N7 110.18(16) . . ?
H23b C23 N7 110.18(15) . . ?
H23b C23 H23a 108.5 . . ?
C22 C23 N7 107.6(2) . . ?
C22 C23 H23a 110.18(18) . . ?
C22 C23 H23b 110.18(17) . . ?
C23 C22 N8 103.8(2) . . ?
H22a C22 N8 110.99(16) . . ?
H22a C22 C23 110.99(19) . . ?
H22b C22 N8 110.99(16) . . ?
H22b C22 C23 110.99(16) . . ?
H22b C22 H22a 109.0 . . ?
F6 C36 S2 111.1(2) . . ?
F5 C36 S2 111.7(2) . . ?
F5 C36 F6 107.1(3) . . ?
F4 C36 S2 111.9(2) . . ?
F4 C36 F6 107.4(2) . . ?
F4 C36 F5 107.4(3) . . ?
C13 C12 C10 120.7(3) . . ?
C17 C12 C10 120.8(3) . . ?
C17 C12 C13 118.4(3) . . ?
F3 C35 S1 111.9(2) . . ?
F1 C35 S1 112.2(2) . . ?
F1 C35 F3 107.1(3) . . ?
F2 C35 S1 112.0(2) . . ?
F2 C35 F3 106.3(3) . . ?
F2 C35 F1 107.0(3) . . ?
C29 C27 O2 109.8(3) . . ?
C28 C27 O2 126.2(3) . . ?
C28 C27 C29 124.1(3) . . ?
C1 C2 N4 103.9(2) . . ?
H2a C2 N4 110.98(15) . . ?
H2a C2 C1 110.98(18) . . ?
H2b C2 N4 110.98(15) . . ?
H2b C2 C1 110.98(16) . . ?
H2b C2 H2a 109.0 . . ?
C12 C10 O1 110.2(3) . . ?
C11 C10 O1 125.1(3) . . ?
C11 C10 C12 124.7(3) . . ?
H4a C4 N2 110.14(17) . . ?
H4b C4 N2 110.14(14) . . ?
H4b C4 H4a 108.5 . . ?
C3 C4 N2 107.8(2) . . ?
C3 C4 H4a 110.14(18) . . ?
C3 C4 H4b 110.14(16) . . ?
C4 C3 N4 105.1(2) . . ?
H3a C3 N4 110.73(16) . . ?
H3a C3 C4 110.73(16) . . ?
H3b C3 N4 110.73(14) . . ?
H3b C3 C4 110.73(17) . . ?
H3b C3 H3a 108.8 . . ?
C30 C29 C27 121.3(3) . . ?
C34 C29 C27 120.2(3) . . ?
C34 C29 C30 118.5(3) . . ?
H6a C6 N3 110.29(16) . . ?
H6b C6 N3 110.29(17) . . ?
H6b C6 H6a 108.5 . . ?
C5 C6 N3 107.1(2) . . ?
C5 C6 H6a 110.29(17) . . ?
C5 C6 H6b 110.29(19) . . ?
H20a C20 N8 110.70(17) . . ?
H20b C20 N8 110.70(15) . . ?
H20b C20 H20a 108.8 . . ?
C21 C20 N8 105.2(2) . . ?
C21 C20 H20a 110.70(17) . . ?
C21 C20 H20b 110.70(18) . . ?
H25a C25 N6 109.5 . . ?
H25b C25 N6 109.5 . . ?
H25b C25 H25a 109.5 . . ?
H25c C25 N6 109.5 . . ?
H25c C25 H25a 109.5 . . ?
H25c C25 H25b 109.5 . . ?
H7a C7 N1 109.5 . . ?
H7b C7 N1 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 N1 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
C20 C21 N6 107.2(3) . . ?
H21a C21 N6 110.28(16) . . ?
H21a C21 C20 110.28(18) . . ?
H21b C21 N6 110.28(14) . . ?
H21b C21 C20 110.28(15) . . ?
H21b C21 H21a 108.5 . . ?
H18a C18 N5 110.27(14) . . ?
H18b C18 N5 110.27(17) . . ?
H18b C18 H18a 108.5 . . ?
C19 C18 N5 107.2(2) . . ?
C19 C18 H18a 110.27(17) . . ?
C19 C18 H18b 110.27(18) . . ?
C6 C5 N4 105.0(2) . . ?
H5a C5 N4 110.76(16) . . ?
H5a C5 C6 110.76(17) . . ?
H5b C5 N4 110.76(17) . . ?
H5b C5 C6 110.76(19) . . ?
H5b C5 H5a 108.8 . . ?
C18 C19 N8 104.6(2) . . ?
H19a C19 N8 110.83(14) . . ?
H19a C19 C18 110.83(17) . . ?
H19b C19 N8 110.83(15) . . ?
H19b C19 C18 110.83(17) . . ?
H19b C19 H19a 108.9 . . ?
H8a C8 N2 109.5 . . ?
H8b C8 N2 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 N2 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H26a C26 N7 109.5 . . ?
H26b C26 N7 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 N7 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 109.5 . . ?
H13 C13 C12 120.0(2) . . ?
C14 C13 C12 120.0(4) . . ?
C14 C13 H13 120.0(3) . . ?
H11a C11 C10 117.8(18) . . ?
H11b C11 C10 121(2) . . ?
H11b C11 H11a 121(3) . . ?
H30 C30 C29 119.9(2) . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9(2) . . ?
H28a C28 C27 121.2(16) . . ?
H28b C28 C27 120.4(18) . . ?
H28b C28 H28a 118(2) . . ?
H17 C17 C12 119.4(2) . . ?
C16 C17 C12 121.2(4) . . ?
C16 C17 H17 119.4(3) . . ?
H24a C24 N5 109.5 . . ?
H24b C24 N5 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 N5 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
H31 C31 C30 120.0(2) . . ?
C32 C31 C30 120.1(3) . . ?
C32 C31 H31 120.0(2) . . ?
H14 C14 C13 120.0(3) . . ?
C15 C14 C13 120.0(4) . . ?
C15 C14 H14 120.0(3) . . ?
H34 C34 C29 119.5(2) . . ?
C33 C34 C29 121.1(4) . . ?
C33 C34 H34 119.5(2) . . ?
H9a C9 N3 109.5 . . ?
H9b C9 N3 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 N3 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H15 C15 C14 120.2(3) . . ?
C16 C15 C14 119.6(4) . . ?
C16 C15 H15 120.2(3) . . ?
H32 C32 C31 120.2(2) . . ?
C33 C32 C31 119.6(4) . . ?
C33 C32 H32 120.2(2) . . ?
C15 C16 C17 120.8(4) . . ?
H16 C16 C17 119.6(3) . . ?
H16 C16 C15 119.6(3) . . ?
C32 C33 C34 120.5(4) . . ?
H33 C33 C34 119.8(2) . . ?
H33 C33 C32 119.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
