# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1960498'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2019-10-21 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2019-05-07
_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         'F6 P, C40 H36 N3 O3'
_chemical_formula_sum            'C40 H36 F6 N3 O3 P'
_chemical_formula_weight         751.69
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H36 F6 N3 O3 P1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.20579(16)
_cell_length_b                   29.4208(8)
_cell_length_c                   16.5731(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.223(2)
_cell_angle_gamma                90
_cell_volume                     3994.76(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5376
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      73.1660
_cell_measurement_theta_min      3.9590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.193
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.401
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1560
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0275
0 -1 0 0.0155
-1 -1 -1 0.1173
0 -1 2 0.1194
0 1 -2 0.1229
2 2 1 0.2951

_exptl_crystal_size_max          0.581
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.043
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0008 0.9981 -0.0002 -0.0386 -0.0315 -0.0159
0.0008 -0.9981 0.0002 0.0386 0.0315 0.0159
-1.0007 -1.0007 -0.9996 0.0212 -0.0489 0.2143
0.0009 -1.0008 1.9993 -0.0634 0.1803 -0.0301
-0.0009 1.0008 -1.9993 0.0634 -0.1803 0.0301
2.0013 2.0029 0.9997 0.0087 0.0234 -0.4056

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14983
_diffrn_reflns_point_group_measured_fraction_full 0.718
_diffrn_reflns_point_group_measured_fraction_max 0.686
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.588
_diffrn_reflns_theta_min         3.004
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  38.00   1.00   12.50    --  -37.69  57.00   0.00   91
  2  ω     84.00 121.00   1.00   23.00    --   37.69 178.00 -90.00   37
  3  ω     77.00 104.00   1.00   23.00    --  110.40  77.00 -60.00   27
  4  ω     79.00 175.00   1.00   23.00    --  110.40  45.00 -90.00   96
  5  ω    104.00 151.00   1.00   23.00    --  110.40 111.00 -30.00   47
  6  ω     98.00 130.00   1.00   23.00    --   37.69 178.00  90.00   32
  7  ω     75.00 161.00   1.00   23.00    --  110.40  77.00 150.00   86
  8  ω     29.00  98.00   1.00   23.00    --  110.40-111.00  60.00   69
  9  ω     26.00 146.00   1.00   23.00    --  110.40 -77.00 150.00  120
 10  ω    -74.00  40.00   1.00   23.00    --  -37.69  77.00  90.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0684700000
_diffrn_orient_matrix_UB_12      -0.0385931000
_diffrn_orient_matrix_UB_13      -0.0510721000
_diffrn_orient_matrix_UB_21      0.0061070000
_diffrn_orient_matrix_UB_22      -0.0315320000
_diffrn_orient_matrix_UB_23      0.0744016000
_diffrn_orient_matrix_UB_31      -0.1750963000
_diffrn_orient_matrix_UB_32      -0.0160526000
_diffrn_orient_matrix_UB_33      -0.0230127000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.391
_reflns_Friedel_fraction_full    0.426
_reflns_Friedel_fraction_max     0.394
_reflns_number_gt                7802
_reflns_number_total             11054
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.50(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1056
_refine_ls_number_reflns         11054
_refine_ls_number_restraints     445
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.034
_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)+(0.1355P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1859
_refine_ls_wR_factor_ref         0.2124
_refine_special_details          
;
 Refined as a 2-component inversion twin.

The molecule of interest is well-defined. However the structure presents some problems:
The Flack parameter is 0.5 suggesting racemic twinning. (however data were not collected with absolute structure determination
 in mind so that the Friedel coverage pair is unfortunately too low for this parameter to be reliable.).
 In the asymmetric unit,  two cations are present. They are superimposable after inversion. (
 there is an inversion centre at 0.29284  0.50244  0.29299). The solvents possibly present are methanol, dichloromethane and cyclohexane. 
 Attempts to model the solvent with disordered dichloromethane molecules were made but were still unsatisfactory
 so that the squeeze/bypass procedure was used.  Two hole were located in the asymmetric unit. A small one (101 A3) containing 
 the equivalent of 40 electrons and a large one (50 A3) containing the equivalent of 50 electron. 
 Without using the solvent maps, the r factors were  R1=15.8% and wR2=41.20 %. 
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.50(6)
 0.50(6)
2. 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
3. Restrained distances
 F4B-F1B \\sim F4B-F3B \\sim F4B-F6B \\sim F1B-F5B \\sim F1B-F2B \\sim F1B-F3B
\\sim F5B-F2B \\sim F5B-F6B
 \\sim F2B-F3B \\sim F2B-F6B \\sim F3B-F6B
 with sigma of 0.04
 P1-F4B \\sim P1-F1AA \\sim P1-F5 \\sim P1-F5B \\sim P1-F1 \\sim P1-F1B \\sim
P1-F2B \\sim P1-F3 \\sim P1-F3B
 \\sim P1-F6 \\sim P1-F6B \\sim P1-F4
 with sigma of 0.02
 P1-F4B \\sim P1-F1B \\sim P1-F5B \\sim P1-F2B \\sim P1-F3B \\sim P1-F6B
 with sigma of 0.02
 P1-F5 \\sim P1-F6 \\sim P1-F4 \\sim P1-F3 \\sim P1-F1AA \\sim P1-F1
 with sigma of 0.02
 F1-F6 \\sim F1-F3 \\sim F1-F5 \\sim F5-F1AA \\sim F4-F6 \\sim F4-F3 \\sim
F4-F5 \\sim F4-F1AA
 with sigma of 0.04
 F6-F3 \\sim F3-F5 \\sim F5-F1AA \\sim F1AA-F6
 with sigma of 0.04
 F1B-F2B \\sim F1B-F3B \\sim F1B-F4B \\sim F1B-F5B \\sim F6B-F2B \\sim F6B-F3B
\\sim F6B-F4B \\sim F6B-F5B
 with sigma of 0.04
 F2B-F3B \\sim F3B-F4B \\sim F4B-F5B \\sim F5B-F2B
 with sigma of 0.04
 F9-F12 \\sim F12-F11 \\sim F11-F10 \\sim F10-F9
 with sigma of 0.03
 F9B-F10B \\sim F10B-F11B \\sim F11B-F12B \\sim F12B-F9B
 with sigma of 0.02
 F8-F9 \\sim F8-F10 \\sim F8-F11 \\sim F8-F12 \\sim F7-F9 \\sim F7-F10 \\sim
F7-F11 \\sim F7-F12
 with sigma of 0.04
 F8-F9B \\sim F8-F10B \\sim F8-F11B \\sim F8-F12B \\sim F7-F9B \\sim F7-F10B
\\sim F7-F11B \\sim F7-F12B
 with sigma of 0.04
4. Rigid body (RIGU) restrains
 P1, F1B, F2B, F3B, F4B, F5B, F6B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P1, F1, F1AA, F3, F4, F5, F6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P2, F7, F8, F9, F10, F11, F12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F1)=Sof(F1AA)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=1-FVAR(1)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=FVAR(1)
 Sof(F9B)=Sof(F10B)=Sof(F11B)=Sof(F12B)=1-FVAR(2)
 Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C35(H35A,H35B), C44(H44A,H44B), C45(H45A,H45B), C34B(H34C,
 H34D), C35B(H35C,H35D), C44B(H44C,H44D), C45B(H45C,H45D)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C21(H21), C29(H29), C30(H30), C31(H31), C39(H39), C40(H40), C41(H41),
  C4B(H4B), C5B(H5B), C6B(H6B), C7B(H7B), C11B(H11B), C12B(H12B), C13B(H13B),
 C14B(H14B), C15B(H15B), C21B(H21B), C29B(H29B), C30B(H30B), C31B(H31B),
 C39B(H39B), C40B(H40B), C41B(H41B)
6.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C28(H28A,H28B,H28C), C36(H36A,H36B,H36C), C46(H46A,H46B,
 H46C), C23B(H23D,H23E,H23F), C28B(H28D,H28E,H28F), C36B(H36D,H36E,H36F),
 C46B(H46D,H46E,H46F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.1645(3) 0.61500(11) 0.21848(15) 0.0890(7) Uani 1 1 d D U . . .
F1 F 0.186(2) 0.6098(7) 0.3135(8) 0.093(6) Uani 0.39(2) 1 d D U P A 2
F1AA F 0.199(3) 0.5618(5) 0.2109(14) 0.117(6) Uani 0.39(2) 1 d D U P A 2
F1B F 0.196(2) 0.6005(8) 0.3128(7) 0.208(9) Uani 0.61(2) 1 d D U P A 1
F2B F 0.029(3) 0.6516(9) 0.2357(17) 0.298(13) Uani 0.61(2) 1 d D U P A 1
F3 F 0.122(3) 0.6659(4) 0.2297(8) 0.102(6) Uani 0.39(2) 1 d D U P A 2
F3B F 0.292(3) 0.6558(9) 0.2285(12) 0.219(11) Uani 0.61(2) 1 d D U P A 1
F4 F 0.142(2) 0.6199(6) 0.1233(6) 0.100(5) Uani 0.39(2) 1 d D U P A 2
F4B F 0.296(3) 0.5809(10) 0.1978(13) 0.244(12) Uani 0.61(2) 1 d D U P A 1
F5 F -0.0181(14) 0.6002(8) 0.2215(8) 0.102(7) Uani 0.39(2) 1 d D U P A 2
F5B F 0.036(3) 0.5772(7) 0.2045(13) 0.210(10) Uani 0.61(2) 1 d D U P A 1
F6 F 0.3486(15) 0.6251(8) 0.2145(12) 0.107(6) Uani 0.39(2) 1 d D U P A 2
F6B F 0.140(2) 0.6303(10) 0.1245(8) 0.260(13) Uani 0.61(2) 1 d D U P A 1
P2 P 0.41684(19) 0.38903(8) 0.36877(10) 0.0586(4) Uani 1 1 d . U . . .
F7 F 0.4470(5) 0.38003(19) 0.4627(2) 0.0794(13) Uani 1 1 d D U . . .
F8 F 0.3892(6) 0.3965(2) 0.2748(3) 0.0876(14) Uani 1 1 d D U . . .
F9 F 0.5926(19) 0.4031(8) 0.3629(10) 0.089(8) Uani 0.34(3) 1 d D U P B 1
F9B F 0.5804(11) 0.3647(5) 0.3526(6) 0.130(8) Uani 0.66(3) 1 d D . P B 2
F10 F 0.459(3) 0.3384(5) 0.3546(8) 0.085(8) Uani 0.34(3) 1 d D U P B 1
F10B F 0.3237(15) 0.3421(3) 0.3568(5) 0.099(6) Uani 0.66(3) 1 d D . P B 2
F11 F 0.2290(17) 0.3749(7) 0.3741(9) 0.086(8) Uani 0.34(3) 1 d D U P B 1
F11B F 0.2554(11) 0.4128(5) 0.3836(6) 0.124(7) Uani 0.66(3) 1 d D . P B 2
F12 F 0.365(3) 0.4383(5) 0.3864(10) 0.090(7) Uani 0.34(3) 1 d D U P B 1
F12B F 0.5107(18) 0.4353(4) 0.3781(6) 0.137(9) Uani 0.66(3) 1 d D . P B 2
O1 O 0.5481(5) 0.46691(18) -0.0442(3) 0.0624(12) Uani 1 1 d . . . . .
O22 O 0.2437(5) 0.50079(15) -0.0422(2) 0.0508(10) Uani 1 1 d . . . . .
O27 O -0.0167(5) 0.47595(16) -0.1345(2) 0.0519(10) Uani 1 1 d . . . . .
N9 N 0.3706(7) 0.3489(2) 0.0470(3) 0.0559(13) Uani 1 1 d . . . . .
N33 N -0.2322(7) 0.5771(2) 0.0525(3) 0.0560(13) Uani 1 1 d . . . . .
N43 N -0.1140(6) 0.42181(19) 0.1297(3) 0.0507(12) Uani 1 1 d . . . . .
C2 C 0.4880(7) 0.4311(3) -0.0203(3) 0.0532(15) Uani 1 1 d . . . . .
C3 C 0.5824(7) 0.3882(2) -0.0209(3) 0.0504(13) Uani 1 1 d . . . . .
C4 C 0.7353(7) 0.3882(3) -0.0542(4) 0.0635(18) Uani 1 1 d . . . . .
H4 H 0.778233 0.415599 -0.074540 0.076 Uiso 1 1 calc R . . . .
C5 C 0.8247(9) 0.3482(3) -0.0577(5) 0.0672(19) Uani 1 1 d . . . . .
H5 H 0.927034 0.347971 -0.081723 0.081 Uiso 1 1 calc R . . . .
C6 C 0.7626(9) 0.3087(3) -0.0255(5) 0.070(2) Uani 1 1 d . . . . .
H6 H 0.823549 0.281345 -0.027600 0.084 Uiso 1 1 calc R . . . .
C7 C 0.6149(9) 0.3085(3) 0.0093(4) 0.0661(18) Uani 1 1 d . . . . .
H7 H 0.575046 0.281124 0.031153 0.079 Uiso 1 1 calc R . . . .
C8 C 0.5225(8) 0.3482(2) 0.0128(4) 0.0549(15) Uani 1 1 d . . . . .
C10 C 0.3186(8) 0.3082(2) 0.0889(4) 0.0591(16) Uani 1 1 d . . . . .
C11 C 0.2219(10) 0.2768(3) 0.0466(5) 0.0704(19) Uani 1 1 d . . . . .
H11 H 0.193228 0.281445 -0.009102 0.084 Uiso 1 1 calc R . . . .
C12 C 0.1676(11) 0.2392(3) 0.0851(6) 0.083(2) Uani 1 1 d . . . . .
H12 H 0.099075 0.218031 0.056238 0.100 Uiso 1 1 calc R . . . .
C13 C 0.2117(14) 0.2317(3) 0.1657(7) 0.096(3) Uani 1 1 d . . . . .
H13 H 0.174498 0.205288 0.192132 0.115 Uiso 1 1 calc R . . . .
C14 C 0.3103(16) 0.2627(4) 0.2075(6) 0.108(4) Uani 1 1 d . . . . .
H14 H 0.340507 0.256987 0.262743 0.129 Uiso 1 1 calc R . . . .
C15 C 0.3678(10) 0.3026(3) 0.1715(4) 0.071(2) Uani 1 1 d . . . . .
H15 H 0.434622 0.324084 0.200455 0.085 Uiso 1 1 calc R . . . .
C16 C 0.2741(7) 0.3867(2) 0.0476(3) 0.0509(14) Uani 1 1 d . . . . .
C17 C 0.3216(7) 0.4270(2) 0.0080(3) 0.0488(13) Uani 1 1 d . . . . .
C18 C 0.2084(7) 0.4625(2) 0.0012(3) 0.0453(12) Uani 1 1 d . . . . .
C19 C 0.0528(7) 0.4602(2) 0.0345(3) 0.0477(13) Uani 1 1 d . . . . .
C20 C 0.0221(7) 0.4218(2) 0.0844(3) 0.0467(13) Uani 1 1 d . . . . .
C21 C 0.1280(8) 0.3854(3) 0.0861(4) 0.0539(14) Uani 1 1 d . . . . .
H21 H 0.100349 0.358631 0.114426 0.065 Uiso 1 1 calc R . . . .
C23 C 0.3102(10) 0.5376(3) 0.0048(5) 0.0702(19) Uani 1 1 d . . . . .
H23A H 0.291472 0.566103 -0.024724 0.105 Uiso 1 1 calc GR . . . .
H23B H 0.427741 0.532890 0.015265 0.105 Uiso 1 1 calc GR . . . .
H23C H 0.257135 0.538980 0.056282 0.105 Uiso 1 1 calc GR . . . .
C24 C -0.0689(7) 0.4955(2) 0.0273(3) 0.0487(13) Uani 1 1 d . . . . .
C25 C -0.0873(7) 0.5273(2) -0.0372(3) 0.0497(13) Uani 1 1 d . . . . .
C26 C -0.0451(7) 0.5196(2) -0.1182(4) 0.0501(13) Uani 1 1 d . . . . .
C28 C 0.0489(9) 0.4654(3) -0.2118(4) 0.0663(19) Uani 1 1 d . . . . .
H28A H -0.024621 0.477186 -0.255490 0.099 Uiso 1 1 calc GR . . . .
H28B H 0.059136 0.432376 -0.217350 0.099 Uiso 1 1 calc GR . . . .
H28C H 0.156623 0.479512 -0.214674 0.099 Uiso 1 1 calc GR . . . .
C29 C -0.0462(10) 0.5532(3) -0.1732(4) 0.0644(18) Uani 1 1 d . . . . .
H29 H -0.011484 0.547651 -0.226078 0.077 Uiso 1 1 calc R . . . .
C30 C -0.0990(11) 0.5964(3) -0.1515(5) 0.073(2) Uani 1 1 d . . . . .
H30 H -0.095382 0.620494 -0.189543 0.087 Uiso 1 1 calc R . . . .
C31 C -0.1559(11) 0.6051(3) -0.0771(5) 0.073(2) Uani 1 1 d . . . . .
H31 H -0.191220 0.634844 -0.064132 0.087 Uiso 1 1 calc R . . . .
C32 C -0.1621(8) 0.5703(2) -0.0201(4) 0.0544(15) Uani 1 1 d . . . . .
C34 C -0.2776(10) 0.6232(3) 0.0779(5) 0.0684(18) Uani 1 1 d . . . . .
H34A H -0.197116 0.645196 0.058589 0.082 Uiso 1 1 calc R . . . .
H34B H -0.272043 0.624567 0.137721 0.082 Uiso 1 1 calc R . . . .
C35 C -0.4474(11) 0.6375(3) 0.0464(5) 0.077(2) Uani 1 1 d . . . . .
H35A H -0.456602 0.634193 -0.013162 0.092 Uiso 1 1 calc R . . . .
H35B H -0.529569 0.617391 0.069404 0.092 Uiso 1 1 calc R . . . .
C36 C -0.4817(14) 0.6865(3) 0.0688(8) 0.105(3) Uani 1 1 d . . . . .
H36A H -0.585296 0.696182 0.041889 0.158 Uiso 1 1 calc GR . . . .
H36B H -0.393348 0.705969 0.051537 0.158 Uiso 1 1 calc GR . . . .
H36C H -0.488701 0.688858 0.127493 0.158 Uiso 1 1 calc GR . . . .
C37 C -0.2604(7) 0.5408(2) 0.1025(3) 0.0506(14) Uani 1 1 d . . . . .
C38 C -0.1733(7) 0.4991(2) 0.0914(3) 0.0476(13) Uani 1 1 d . . . . .
C39 C -0.3670(8) 0.5438(3) 0.1658(4) 0.0599(17) Uani 1 1 d . . . . .
H39 H -0.422527 0.571403 0.175689 0.072 Uiso 1 1 calc R . . . .
C40 C -0.3895(9) 0.5065(3) 0.2130(4) 0.0677(19) Uani 1 1 d . . . . .
H40 H -0.465328 0.508632 0.254031 0.081 Uiso 1 1 calc R . . . .
C41 C -0.3075(8) 0.4654(3) 0.2043(4) 0.0576(16) Uani 1 1 d . . . . .
H41 H -0.325899 0.440393 0.238870 0.069 Uiso 1 1 calc R . . . .
C42 C -0.1977(7) 0.4622(2) 0.1433(3) 0.0473(13) Uani 1 1 d . . . . .
C44 C -0.1647(7) 0.3796(2) 0.1676(3) 0.0507(14) Uani 1 1 d . . . . .
H44A H -0.144195 0.354031 0.130744 0.061 Uiso 1 1 calc R . . . .
H44B H -0.283841 0.381033 0.174031 0.061 Uiso 1 1 calc R . . . .
C45 C -0.0789(9) 0.3696(3) 0.2501(4) 0.0665(19) Uani 1 1 d . . . . .
H45A H 0.039767 0.375084 0.247590 0.080 Uiso 1 1 calc R . . . .
H45B H -0.121012 0.390317 0.291194 0.080 Uiso 1 1 calc R . . . .
C46 C -0.1086(12) 0.3205(3) 0.2741(5) 0.084(2) Uani 1 1 d . . . . .
H46A H -0.057529 0.300072 0.236182 0.126 Uiso 1 1 calc GR . . . .
H46B H -0.226223 0.314587 0.272789 0.126 Uiso 1 1 calc GR . . . .
H46C H -0.060966 0.315125 0.328862 0.126 Uiso 1 1 calc GR . . . .
O1B O 0.0307(5) 0.54525(18) 0.6288(3) 0.0608(11) Uani 1 1 d . . . . .
O22B O 0.3272(5) 0.50768(16) 0.6247(2) 0.0528(10) Uani 1 1 d . . . . .
O27B O 0.5867(5) 0.52937(16) 0.7205(2) 0.0539(10) Uani 1 1 d . . . . .
N9B N 0.2243(6) 0.66029(19) 0.5350(3) 0.0501(12) Uani 1 1 d . . . . .
N33B N 0.8005(6) 0.4265(2) 0.5326(3) 0.0548(13) Uani 1 1 d . . . . .
N43B N 0.7029(6) 0.5821(2) 0.4585(3) 0.0528(12) Uani 1 1 d . . . . .
C2B C 0.0956(7) 0.5800(2) 0.6052(3) 0.0493(13) Uani 1 1 d . . . . .
C3B C 0.0088(7) 0.6230(3) 0.6029(3) 0.0528(15) Uani 1 1 d . . . . .
C4B C -0.1472(7) 0.6250(3) 0.6361(4) 0.0540(15) Uani 1 1 d . . . . .
H4B H -0.193931 0.598430 0.657783 0.065 Uiso 1 1 calc R . . . .
C5B C -0.2305(8) 0.6659(3) 0.6366(4) 0.0616(17) Uani 1 1 d . . . . .
H5B H -0.333619 0.667267 0.659801 0.074 Uiso 1 1 calc R . . . .
C6B C -0.1670(9) 0.7044(3) 0.6042(4) 0.069(2) Uani 1 1 d . . . . .
H6B H -0.226965 0.731977 0.604991 0.083 Uiso 1 1 calc R . . . .
C7B C -0.0153(8) 0.7037(3) 0.5702(4) 0.0604(16) Uani 1 1 d . . . . .
H7B H 0.027733 0.730419 0.547341 0.072 Uiso 1 1 calc R . . . .
C8B C 0.0740(7) 0.6621(2) 0.5702(4) 0.0515(14) Uani 1 1 d . . . . .
C10B C 0.2831(8) 0.7002(2) 0.4953(4) 0.0582(16) Uani 1 1 d . . . . .
C11B C 0.3757(9) 0.7320(3) 0.5409(6) 0.073(2) Uani 1 1 d . . . . .
H11B H 0.397024 0.728414 0.597499 0.088 Uiso 1 1 calc R . . . .
C12B C 0.4386(10) 0.7712(4) 0.4972(9) 0.101(4) Uani 1 1 d . . . . .
H12B H 0.502338 0.793885 0.525035 0.122 Uiso 1 1 calc R . . . .
C13B C 0.4045(11) 0.7744(4) 0.4184(8) 0.094(3) Uani 1 1 d . . . . .
H13B H 0.445368 0.799894 0.390859 0.112 Uiso 1 1 calc R . . . .
C14B C 0.3156(13) 0.7437(4) 0.3749(6) 0.091(3) Uani 1 1 d . . . . .
H14B H 0.294496 0.747591 0.318349 0.109 Uiso 1 1 calc R . . . .
C15B C 0.2559(9) 0.7065(3) 0.4142(4) 0.0674(18) Uani 1 1 d . . . . .
H15B H 0.193790 0.684553 0.383759 0.081 Uiso 1 1 calc R . . . .
C16B C 0.3175(6) 0.6216(2) 0.5380(3) 0.0463(13) Uani 1 1 d . . . . .
C17B C 0.2623(6) 0.5816(2) 0.5762(3) 0.0461(13) Uani 1 1 d . . . . .
C18B C 0.3727(7) 0.5446(2) 0.5842(3) 0.0477(13) Uani 1 1 d . . . . .
C19B C 0.5276(7) 0.5459(2) 0.5508(3) 0.0475(13) Uani 1 1 d . . . . .
C20B C 0.5661(7) 0.5833(2) 0.5020(4) 0.0505(14) Uani 1 1 d . . . . .
C21B C 0.4649(7) 0.6219(2) 0.4993(4) 0.0514(14) Uani 1 1 d . . . . .
H21B H 0.496546 0.648277 0.471068 0.062 Uiso 1 1 calc R . . . .
C23B C 0.2541(10) 0.4709(3) 0.5777(5) 0.073(2) Uani 1 1 d . . . . .
H23D H 0.332937 0.459199 0.540505 0.110 Uiso 1 1 calc GR . . . .
H23E H 0.157031 0.482015 0.546658 0.110 Uiso 1 1 calc GR . . . .
H23F H 0.222878 0.446482 0.613956 0.110 Uiso 1 1 calc GR . . . .
C24B C 0.6449(6) 0.5085(2) 0.5587(3) 0.0475(13) Uani 1 1 d . . . . .
C25B C 0.6581(7) 0.4755(2) 0.6213(4) 0.0531(14) Uani 1 1 d . . . . .
C26B C 0.6121(7) 0.4851(2) 0.7021(4) 0.0525(14) Uani 1 1 d . . . . .
C28B C 0.5211(9) 0.5387(3) 0.7970(4) 0.0679(19) Uani 1 1 d . . . . .
H28D H 0.489047 0.570710 0.799296 0.102 Uiso 1 1 calc GR . . . .
H28E H 0.603894 0.532241 0.840406 0.102 Uiso 1 1 calc GR . . . .
H28F H 0.425290 0.519410 0.803654 0.102 Uiso 1 1 calc GR . . . .
C29B C 0.6064(9) 0.4503(3) 0.7573(4) 0.0599(16) Uani 1 1 d . . . . .
H29B H 0.571060 0.455620 0.810100 0.072 Uiso 1 1 calc R . . . .
C30B C 0.6548(10) 0.4064(3) 0.7331(5) 0.072(2) Uani 1 1 d . . . . .
H30B H 0.642830 0.381929 0.769628 0.087 Uiso 1 1 calc R . . . .
C31B C 0.7165(8) 0.3974(3) 0.6617(4) 0.0647(18) Uani 1 1 d . . . . .
H31B H 0.752215 0.367669 0.649124 0.078 Uiso 1 1 calc R . . . .
C32B C 0.7270(7) 0.4330(2) 0.6061(4) 0.0563(15) Uani 1 1 d . . . . .
C34B C 0.8536(8) 0.3805(3) 0.5111(5) 0.0649(18) Uani 1 1 d . . . . .
H34C H 0.853787 0.378153 0.451551 0.078 Uiso 1 1 calc R . . . .
H34D H 0.773272 0.358238 0.529714 0.078 Uiso 1 1 calc R . . . .
C35B C 1.0223(8) 0.3676(3) 0.5471(5) 0.0655(18) Uani 1 1 d . . . . .
H35C H 1.104570 0.388091 0.525002 0.079 Uiso 1 1 calc R . . . .
H35D H 1.025440 0.372036 0.606373 0.079 Uiso 1 1 calc R . . . .
C36B C 1.0657(10) 0.3195(3) 0.5292(6) 0.083(2) Uani 1 1 d . . . . .
H36D H 1.045323 0.313547 0.471281 0.125 Uiso 1 1 calc GR . . . .
H36E H 0.998751 0.298941 0.560107 0.125 Uiso 1 1 calc GR . . . .
H36F H 1.181327 0.314312 0.544365 0.125 Uiso 1 1 calc GR . . . .
C37B C 0.8348(7) 0.4621(3) 0.4844(4) 0.0561(15) Uani 1 1 d . . . . .
C38B C 0.7525(7) 0.5045(2) 0.4961(4) 0.0499(14) Uani 1 1 d . . . . .
C39B C 0.9409(9) 0.4587(3) 0.4214(4) 0.0656(19) Uani 1 1 d . . . . .
H39B H 0.993261 0.430571 0.411587 0.079 Uiso 1 1 calc R . . . .
C40B C 0.9695(8) 0.4956(3) 0.3739(4) 0.068(2) Uani 1 1 d . . . . .
H40B H 1.043283 0.492765 0.332018 0.081 Uiso 1 1 calc R . . . .
C41B C 0.8933(8) 0.5373(3) 0.3852(4) 0.0663(19) Uani 1 1 d . . . . .
H41B H 0.918023 0.562574 0.352364 0.080 Uiso 1 1 calc R . . . .
C42B C 0.7804(7) 0.5420(3) 0.4450(4) 0.0528(14) Uani 1 1 d . . . . .
C44B C 0.7581(9) 0.6245(3) 0.4201(4) 0.0601(16) Uani 1 1 d . . . . .
H44C H 0.876586 0.622122 0.412554 0.072 Uiso 1 1 calc R . . . .
H44D H 0.741764 0.650202 0.457434 0.072 Uiso 1 1 calc R . . . .
C45B C 0.6727(10) 0.6351(3) 0.3406(4) 0.076(2) Uani 1 1 d . . . . .
H45C H 0.553340 0.632482 0.345276 0.091 Uiso 1 1 calc R . . . .
H45D H 0.705543 0.612840 0.299834 0.091 Uiso 1 1 calc R . . . .
C46B C 0.7138(15) 0.6831(4) 0.3127(6) 0.106(4) Uani 1 1 d . . . . .
H46D H 0.642699 0.691185 0.265419 0.159 Uiso 1 1 calc GR . . . .
H46E H 0.828041 0.684218 0.298446 0.159 Uiso 1 1 calc GR . . . .
H46F H 0.697104 0.704752 0.356493 0.159 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F1 1.583(13) . ?
P1 F1AA 1.597(13) . ?
P1 F1B 1.627(12) . ?
P1 F2B 1.584(13) . ?
P1 F3 1.552(12) . ?
P1 F3B 1.596(12) . ?
P1 F4 1.584(11) . ?
P1 F4B 1.528(12) . ?
P1 F5 1.564(12) . ?
P1 F5B 1.542(12) . ?
P1 F6 1.545(12) . ?
P1 F6B 1.624(12) . ?
P2 F7 1.585(4) . ?
P2 F8 1.577(4) . ?
P2 F9 1.509(15) . ?
P2 F9B 1.558(8) . ?
P2 F10 1.550(14) . ?
P2 F10B 1.586(8) . ?
P2 F11 1.604(13) . ?
P2 F11B 1.530(7) . ?
P2 F12 1.542(15) . ?
P2 F12B 1.567(9) . ?
O1 C2 1.236(8) . ?
O22 C18 1.376(7) . ?
O22 C23 1.423(9) . ?
O27 C26 1.335(8) . ?
O27 C28 1.451(7) . ?
N9 C8 1.398(8) . ?
N9 C10 1.460(8) . ?
N9 C16 1.367(8) . ?
N33 C32 1.378(8) . ?
N33 C34 1.475(10) . ?
N33 C37 1.381(9) . ?
N43 C20 1.380(7) . ?
N43 C42 1.396(8) . ?
N43 C44 1.462(8) . ?
C2 C3 1.481(10) . ?
C2 C17 1.474(8) . ?
C3 C4 1.399(8) . ?
C3 C8 1.403(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.371(10) . ?
C7 H7 0.9500 . ?
C7 C8 1.395(10) . ?
C10 C11 1.382(11) . ?
C10 C15 1.414(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.364(12) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(15) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(16) . ?
C14 H14 0.9500 . ?
C14 C15 1.410(12) . ?
C15 H15 0.9500 . ?
C16 C17 1.421(9) . ?
C16 C21 1.390(8) . ?
C17 C18 1.397(9) . ?
C18 C19 1.420(8) . ?
C19 C20 1.430(9) . ?
C19 C24 1.442(9) . ?
C20 C21 1.380(9) . ?
C21 H21 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.421(8) . ?
C24 C38 1.405(8) . ?
C25 C26 1.423(8) . ?
C25 C32 1.442(9) . ?
C26 C29 1.346(9) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29 0.9500 . ?
C29 C30 1.397(11) . ?
C30 H30 0.9500 . ?
C30 C31 1.367(11) . ?
C31 H31 0.9500 . ?
C31 C32 1.395(10) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.519(12) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.518(12) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.436(9) . ?
C37 C39 1.406(8) . ?
C38 C42 1.407(9) . ?
C39 H39 0.9500 . ?
C39 C40 1.366(11) . ?
C40 H40 0.9500 . ?
C40 C41 1.394(11) . ?
C41 H41 0.9500 . ?
C41 C42 1.395(8) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.531(9) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.524(12) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
O1B C2B 1.226(8) . ?
O22B C18B 1.341(8) . ?
O22B C23B 1.444(8) . ?
O27B C26B 1.357(8) . ?
O27B C28B 1.430(8) . ?
N9B C8B 1.395(7) . ?
N9B C10B 1.442(9) . ?
N9B C16B 1.371(8) . ?
N33B C32B 1.402(8) . ?
N33B C34B 1.474(9) . ?
N33B C37B 1.357(9) . ?
N43B C20B 1.370(7) . ?
N43B C42B 1.364(9) . ?
N43B C44B 1.483(9) . ?
C2B C3B 1.453(10) . ?
C2B C17B 1.476(8) . ?
C3B C4B 1.423(8) . ?
C3B C8B 1.390(10) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.384(10) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.369(12) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.395(9) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.426(10) . ?
C10B C11B 1.400(10) . ?
C10B C15B 1.364(10) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.472(15) . ?
C12B H12B 0.9500 . ?
C12B C13B 1.324(16) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.344(16) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.377(12) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.421(9) . ?
C16B C21B 1.401(8) . ?
C17B C18B 1.417(9) . ?
C18B C19B 1.415(8) . ?
C19B C20B 1.413(9) . ?
C19B C24B 1.463(9) . ?
C20B C21B 1.406(9) . ?
C21B H21B 0.9500 . ?
C23B H23D 0.9800 . ?
C23B H23E 0.9800 . ?
C23B H23F 0.9800 . ?
C24B C25B 1.421(9) . ?
C24B C38B 1.404(8) . ?
C25B C26B 1.438(9) . ?
C25B C32B 1.402(10) . ?
C26B C29B 1.375(10) . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
C29B H29B 0.9500 . ?
C29B C30B 1.416(11) . ?
C30B H30B 0.9500 . ?
C30B C31B 1.339(11) . ?
C31B H31B 0.9500 . ?
C31B C32B 1.400(11) . ?
C34B H34C 0.9900 . ?
C34B H34D 0.9900 . ?
C34B C35B 1.523(10) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C35B C36B 1.495(11) . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?
C37B C38B 1.436(9) . ?
C37B C39B 1.400(9) . ?
C38B C42B 1.416(10) . ?
C39B H39B 0.9500 . ?
C39B C40B 1.371(12) . ?
C40B H40B 0.9500 . ?
C40B C41B 1.393(11) . ?
C41B H41B 0.9500 . ?
C41B C42B 1.402(9) . ?
C44B H44C 0.9900 . ?
C44B H44D 0.9900 . ?
C44B C45B 1.490(10) . ?
C45B H45C 0.9900 . ?
C45B H45D 0.9900 . ?
C45B C46B 1.529(14) . ?
C46B H46D 0.9800 . ?
C46B H46E 0.9800 . ?
C46B H46F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 F1AA 88.4(11) . . ?
F1 P1 F4 179.6(11) . . ?
F2B P1 F1B 94.6(11) . . ?
F2B P1 F3B 86.2(11) . . ?
F2B P1 F6B 86.2(12) . . ?
F3 P1 F1 89.3(8) . . ?
F3 P1 F1AA 176.3(10) . . ?
F3 P1 F4 90.9(8) . . ?
F3 P1 F5 92.5(10) . . ?
F3B P1 F1B 91.7(9) . . ?
F3B P1 F6B 86.5(10) . . ?
F4 P1 F1AA 91.3(10) . . ?
F4B P1 F1B 88.1(11) . . ?
F4B P1 F2B 177.1(13) . . ?
F4B P1 F3B 92.7(11) . . ?
F4B P1 F5B 88.8(12) . . ?
F4B P1 F6B 91.1(11) . . ?
F5 P1 F1 89.7(9) . . ?
F5 P1 F1AA 84.5(9) . . ?
F5 P1 F4 90.0(8) . . ?
F5B P1 F1B 91.5(9) . . ?
F5B P1 F2B 92.1(11) . . ?
F5B P1 F3B 176.5(11) . . ?
F5B P1 F6B 90.4(10) . . ?
F6 P1 F1 90.4(10) . . ?
F6 P1 F1AA 90.3(9) . . ?
F6 P1 F3 92.7(10) . . ?
F6 P1 F4 89.9(9) . . ?
F6 P1 F5 174.8(11) . . ?
F6B P1 F1B 178.0(10) . . ?
F7 P2 F10B 91.4(4) . . ?
F7 P2 F11 90.0(6) . . ?
F8 P2 F7 178.3(3) . . ?
F8 P2 F10B 87.6(4) . . ?
F8 P2 F11 90.3(6) . . ?
F9 P2 F7 90.7(6) . . ?
F9 P2 F8 89.0(6) . . ?
F9 P2 F10 91.9(9) . . ?
F9 P2 F11 178.9(10) . . ?
F9 P2 F12 91.8(9) . . ?
F9B P2 F7 90.2(4) . . ?
F9B P2 F8 88.4(4) . . ?
F9B P2 F10B 89.5(6) . . ?
F9B P2 F12B 89.6(6) . . ?
F10 P2 F7 88.0(5) . . ?
F10 P2 F8 90.3(5) . . ?
F10 P2 F11 88.9(9) . . ?
F11B P2 F7 90.4(4) . . ?
F11B P2 F8 91.0(4) . . ?
F11B P2 F9B 179.3(6) . . ?
F11B P2 F10B 90.1(6) . . ?
F11B P2 F12B 90.7(7) . . ?
F12 P2 F7 90.1(6) . . ?
F12 P2 F8 91.7(6) . . ?
F12 P2 F10 175.8(9) . . ?
F12 P2 F11 87.4(9) . . ?
F12B P2 F7 90.0(4) . . ?
F12B P2 F8 91.0(4) . . ?
F12B P2 F10B 178.4(6) . . ?
C18 O22 C23 114.9(5) . . ?
C26 O27 C28 117.5(5) . . ?
C8 N9 C10 118.3(6) . . ?
C16 N9 C8 123.0(6) . . ?
C16 N9 C10 118.6(5) . . ?
C32 N33 C34 120.5(6) . . ?
C32 N33 C37 120.3(6) . . ?
C37 N33 C34 119.2(5) . . ?
C20 N43 C42 120.5(5) . . ?
C20 N43 C44 119.6(5) . . ?
C42 N43 C44 119.8(5) . . ?
O1 C2 C3 120.4(5) . . ?
O1 C2 C17 124.4(6) . . ?
C17 C2 C3 115.2(6) . . ?
C4 C3 C2 119.0(7) . . ?
C4 C3 C8 119.8(7) . . ?
C8 C3 C2 121.2(5) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(8) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.2(6) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.1(8) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.6(8) . . ?
C8 C7 H7 119.7 . . ?
N9 C8 C3 119.4(6) . . ?
C7 C8 N9 121.8(7) . . ?
C7 C8 C3 118.8(6) . . ?
C11 C10 N9 118.8(7) . . ?
C11 C10 C15 122.5(7) . . ?
C15 C10 N9 118.7(7) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.9(8) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.5(9) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(9) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 118.7 . . ?
C13 C14 C15 122.6(9) . . ?
C15 C14 H14 118.7 . . ?
C10 C15 H15 122.5 . . ?
C14 C15 C10 115.0(8) . . ?
C14 C15 H15 122.5 . . ?
N9 C16 C17 120.2(5) . . ?
N9 C16 C21 119.7(6) . . ?
C21 C16 C17 120.1(6) . . ?
C16 C17 C2 119.9(6) . . ?
C18 C17 C2 122.4(6) . . ?
C18 C17 C16 117.6(5) . . ?
O22 C18 C17 119.7(5) . . ?
O22 C18 C19 117.6(5) . . ?
C17 C18 C19 122.7(6) . . ?
C18 C19 C20 117.0(6) . . ?
C18 C19 C24 124.5(6) . . ?
C20 C19 C24 118.2(5) . . ?
N43 C20 C19 119.3(6) . . ?
C21 C20 N43 121.1(5) . . ?
C21 C20 C19 119.6(5) . . ?
C16 C21 H21 119.1 . . ?
C20 C21 C16 121.8(6) . . ?
C20 C21 H21 119.1 . . ?
O22 C23 H23A 109.5 . . ?
O22 C23 H23B 109.5 . . ?
O22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C19 125.4(5) . . ?
C38 C24 C19 116.1(5) . . ?
C38 C24 C25 118.4(6) . . ?
C24 C25 C26 125.7(6) . . ?
C24 C25 C32 117.3(5) . . ?
C26 C25 C32 116.9(6) . . ?
O27 C26 C25 113.5(5) . . ?
O27 C26 C29 124.3(6) . . ?
C29 C26 C25 122.0(7) . . ?
O27 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
O27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29 120.5 . . ?
C26 C29 C30 118.9(6) . . ?
C30 C29 H29 120.5 . . ?
C29 C30 H30 119.0 . . ?
C31 C30 C29 122.0(7) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.0(8) . . ?
C32 C31 H31 120.0 . . ?
N33 C32 C25 120.1(6) . . ?
N33 C32 C31 121.1(7) . . ?
C31 C32 C25 118.7(6) . . ?
N33 C34 H34A 108.9 . . ?
N33 C34 H34B 108.9 . . ?
N33 C34 C35 113.4(7) . . ?
H34A C34 H34B 107.7 . . ?
C35 C34 H34A 108.9 . . ?
C35 C34 H34B 108.9 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 C34 110.9(9) . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N33 C37 C38 118.9(5) . . ?
N33 C37 C39 122.1(6) . . ?
C39 C37 C38 119.0(6) . . ?
C24 C38 C37 119.3(6) . . ?
C24 C38 C42 121.2(6) . . ?
C42 C38 C37 119.5(5) . . ?
C37 C39 H39 120.5 . . ?
C40 C39 C37 119.0(7) . . ?
C40 C39 H39 120.5 . . ?
C39 C40 H40 118.1 . . ?
C39 C40 C41 123.8(6) . . ?
C41 C40 H40 118.1 . . ?
C40 C41 H41 121.0 . . ?
C40 C41 C42 118.0(6) . . ?
C42 C41 H41 121.0 . . ?
N43 C42 C38 118.0(5) . . ?
C41 C42 N43 121.3(6) . . ?
C41 C42 C38 120.7(6) . . ?
N43 C44 H44A 108.6 . . ?
N43 C44 H44B 108.6 . . ?
N43 C44 C45 114.8(5) . . ?
H44A C44 H44B 107.6 . . ?
C45 C44 H44A 108.6 . . ?
C45 C44 H44B 108.6 . . ?
C44 C45 H45A 109.6 . . ?
C44 C45 H45B 109.6 . . ?
H45A C45 H45B 108.2 . . ?
C46 C45 C44 110.1(7) . . ?
C46 C45 H45A 109.6 . . ?
C46 C45 H45B 109.6 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C18B O22B C23B 117.2(5) . . ?
C26B O27B C28B 117.0(6) . . ?
C8B N9B C10B 119.1(5) . . ?
C16B N9B C8B 121.3(6) . . ?
C16B N9B C10B 119.5(5) . . ?
C32B N33B C34B 118.8(6) . . ?
C37B N33B C32B 121.4(6) . . ?
C37B N33B C34B 119.6(6) . . ?
C20B N43B C44B 118.9(6) . . ?
C42B N43B C20B 120.8(6) . . ?
C42B N43B C44B 120.2(5) . . ?
O1B C2B C3B 120.9(6) . . ?
O1B C2B C17B 123.9(6) . . ?
C3B C2B C17B 115.1(6) . . ?
C4B C3B C2B 118.4(6) . . ?
C8B C3B C2B 122.1(5) . . ?
C8B C3B C4B 119.4(6) . . ?
C3B C4B H4B 120.2 . . ?
C5B C4B C3B 119.5(7) . . ?
C5B C4B H4B 120.2 . . ?
C4B C5B H5B 119.4 . . ?
C6B C5B C4B 121.2(6) . . ?
C6B C5B H5B 119.4 . . ?
C5B C6B H6B 119.5 . . ?
C5B C6B C7B 120.9(7) . . ?
C7B C6B H6B 119.5 . . ?
C6B C7B H7B 120.6 . . ?
C6B C7B C8B 118.9(7) . . ?
C8B C7B H7B 120.6 . . ?
N9B C8B C7B 119.9(6) . . ?
C3B C8B N9B 120.1(6) . . ?
C3B C8B C7B 120.0(5) . . ?
C11B C10B N9B 118.9(7) . . ?
C15B C10B N9B 121.3(7) . . ?
C15B C10B C11B 119.7(8) . . ?
C10B C11B H11B 121.5 . . ?
C10B C11B C12B 117.0(9) . . ?
C12B C11B H11B 121.5 . . ?
C11B C12B H12B 120.7 . . ?
C13B C12B C11B 118.6(9) . . ?
C13B C12B H12B 120.7 . . ?
C12B C13B H13B 117.9 . . ?
C12B C13B C14B 124.2(10) . . ?
C14B C13B H13B 117.9 . . ?
C13B C14B H14B 120.8 . . ?
C13B C14B C15B 118.4(10) . . ?
C15B C14B H14B 120.8 . . ?
C10B C15B C14B 122.1(9) . . ?
C10B C15B H15B 118.9 . . ?
C14B C15B H15B 118.9 . . ?
N9B C16B C17B 120.8(5) . . ?
N9B C16B C21B 118.2(6) . . ?
C21B C16B C17B 120.9(6) . . ?
C16B C17B C2B 119.8(6) . . ?
C18B C17B C2B 122.9(6) . . ?
C18B C17B C16B 117.3(5) . . ?
O22B C18B C17B 118.4(5) . . ?
O22B C18B C19B 119.8(6) . . ?
C19B C18B C17B 121.8(6) . . ?
C18B C19B C24B 123.2(6) . . ?
C20B C19B C18B 118.6(6) . . ?
C20B C19B C24B 118.0(5) . . ?
N43B C20B C19B 119.9(6) . . ?
N43B C20B C21B 120.3(6) . . ?
C21B C20B C19B 119.8(5) . . ?
C16B C21B C20B 120.2(6) . . ?
C16B C21B H21B 119.9 . . ?
C20B C21B H21B 119.9 . . ?
O22B C23B H23D 109.5 . . ?
O22B C23B H23E 109.5 . . ?
O22B C23B H23F 109.5 . . ?
H23D C23B H23E 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
C25B C24B C19B 127.0(5) . . ?
C38B C24B C19B 115.8(6) . . ?
C38B C24B C25B 117.2(6) . . ?
C24B C25B C26B 122.2(6) . . ?
C32B C25B C24B 119.5(6) . . ?
C32B C25B C26B 118.1(6) . . ?
O27B C26B C25B 116.7(6) . . ?
O27B C26B C29B 123.5(6) . . ?
C29B C26B C25B 119.6(6) . . ?
O27B C28B H28D 109.5 . . ?
O27B C28B H28E 109.5 . . ?
O27B C28B H28F 109.5 . . ?
H28D C28B H28E 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C26B C29B H29B 121.0 . . ?
C26B C29B C30B 118.0(6) . . ?
C30B C29B H29B 121.0 . . ?
C29B C30B H30B 118.1 . . ?
C31B C30B C29B 123.8(8) . . ?
C31B C30B H30B 118.1 . . ?
C30B C31B H31B 120.9 . . ?
C30B C31B C32B 118.3(8) . . ?
C32B C31B H31B 120.9 . . ?
C25B C32B N33B 118.3(6) . . ?
C31B C32B N33B 121.1(6) . . ?
C31B C32B C25B 120.6(6) . . ?
N33B C34B H34C 108.7 . . ?
N33B C34B H34D 108.7 . . ?
N33B C34B C35B 114.1(6) . . ?
H34C C34B H34D 107.6 . . ?
C35B C34B H34C 108.7 . . ?
C35B C34B H34D 108.7 . . ?
C34B C35B H35C 109.2 . . ?
C34B C35B H35D 109.2 . . ?
H35C C35B H35D 107.9 . . ?
C36B C35B C34B 112.2(7) . . ?
C36B C35B H35C 109.2 . . ?
C36B C35B H35D 109.2 . . ?
C35B C36B H36D 109.5 . . ?
C35B C36B H36E 109.5 . . ?
C35B C36B H36F 109.5 . . ?
H36D C36B H36E 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
N33B C37B C38B 118.4(6) . . ?
N33B C37B C39B 122.8(7) . . ?
C39B C37B C38B 118.8(7) . . ?
C24B C38B C37B 119.5(6) . . ?
C24B C38B C42B 120.4(6) . . ?
C42B C38B C37B 120.1(5) . . ?
C37B C39B H39B 119.9 . . ?
C40B C39B C37B 120.3(7) . . ?
C40B C39B H39B 119.9 . . ?
C39B C40B H40B 119.1 . . ?
C39B C40B C41B 121.9(6) . . ?
C41B C40B H40B 119.1 . . ?
C40B C41B H41B 120.0 . . ?
C40B C41B C42B 120.1(8) . . ?
C42B C41B H41B 120.0 . . ?
N43B C42B C38B 118.9(5) . . ?
N43B C42B C41B 122.2(7) . . ?
C41B C42B C38B 118.8(7) . . ?
N43B C44B H44C 108.6 . . ?
N43B C44B H44D 108.6 . . ?
N43B C44B C45B 114.6(7) . . ?
H44C C44B H44D 107.6 . . ?
C45B C44B H44C 108.6 . . ?
C45B C44B H44D 108.6 . . ?
C44B C45B H45C 109.4 . . ?
C44B C45B H45D 109.4 . . ?
C44B C45B C46B 111.1(8) . . ?
H45C C45B H45D 108.0 . . ?
C46B C45B H45C 109.4 . . ?
C46B C45B H45D 109.4 . . ?
C45B C46B H46D 109.5 . . ?
C45B C46B H46E 109.5 . . ?
C45B C46B H46F 109.5 . . ?
H46D C46B H46E 109.5 . . ?
H46D C46B H46F 109.5 . . ?
H46E C46B H46F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 -4.5(9) . . . . ?
O1 C2 C3 C8 174.0(6) . . . . ?
O1 C2 C17 C16 -168.7(6) . . . . ?
O1 C2 C17 C18 8.1(10) . . . . ?
O22 C18 C19 C20 -175.5(5) . . . . ?
O22 C18 C19 C24 -1.4(8) . . . . ?
O27 C26 C29 C30 171.4(7) . . . . ?
N9 C10 C11 C12 -178.0(7) . . . . ?
N9 C10 C15 C14 179.1(8) . . . . ?
N9 C16 C17 C2 -11.5(9) . . . . ?
N9 C16 C17 C18 171.5(5) . . . . ?
N9 C16 C21 C20 -176.2(6) . . . . ?
N33 C34 C35 C36 -175.5(7) . . . . ?
N33 C37 C38 C24 -3.5(8) . . . . ?
N33 C37 C38 C42 178.4(5) . . . . ?
N33 C37 C39 C40 179.9(6) . . . . ?
N43 C20 C21 C16 -173.2(6) . . . . ?
N43 C44 C45 C46 -166.1(6) . . . . ?
C2 C3 C4 C5 -178.2(6) . . . . ?
C2 C3 C8 N9 0.4(9) . . . . ?
C2 C3 C8 C7 178.8(6) . . . . ?
C2 C17 C18 O22 8.4(9) . . . . ?
C2 C17 C18 C19 -174.6(5) . . . . ?
C3 C2 C17 C16 12.9(8) . . . . ?
C3 C2 C17 C18 -170.3(5) . . . . ?
C3 C4 C5 C6 -1.9(11) . . . . ?
C4 C3 C8 N9 179.0(6) . . . . ?
C4 C3 C8 C7 -2.6(9) . . . . ?
C4 C5 C6 C7 0.2(12) . . . . ?
C5 C6 C7 C8 0.3(12) . . . . ?
C6 C7 C8 N9 179.2(7) . . . . ?
C6 C7 C8 C3 0.9(10) . . . . ?
C8 N9 C10 C11 -94.2(8) . . . . ?
C8 N9 C10 C15 86.4(8) . . . . ?
C8 N9 C16 C17 4.0(9) . . . . ?
C8 N9 C16 C21 -177.0(6) . . . . ?
C8 C3 C4 C5 3.2(9) . . . . ?
C10 N9 C8 C3 -173.8(6) . . . . ?
C10 N9 C8 C7 7.8(10) . . . . ?
C10 N9 C16 C17 179.5(6) . . . . ?
C10 N9 C16 C21 -1.5(9) . . . . ?
C10 C11 C12 C13 -1.5(13) . . . . ?
C11 C10 C15 C14 -0.2(12) . . . . ?
C11 C12 C13 C14 0.5(15) . . . . ?
C12 C13 C14 C15 0.6(17) . . . . ?
C13 C14 C15 C10 -0.7(15) . . . . ?
C15 C10 C11 C12 1.3(12) . . . . ?
C16 N9 C8 C3 1.7(9) . . . . ?
C16 N9 C8 C7 -176.7(6) . . . . ?
C16 N9 C10 C11 90.0(8) . . . . ?
C16 N9 C10 C15 -89.3(8) . . . . ?
C16 C17 C18 O22 -174.8(5) . . . . ?
C16 C17 C18 C19 2.3(9) . . . . ?
C17 C2 C3 C4 173.9(5) . . . . ?
C17 C2 C3 C8 -7.5(8) . . . . ?
C17 C16 C21 C20 2.9(9) . . . . ?
C17 C18 C19 C20 7.3(8) . . . . ?
C17 C18 C19 C24 -178.5(5) . . . . ?
C18 C19 C20 N43 168.4(5) . . . . ?
C18 C19 C20 C21 -12.0(8) . . . . ?
C18 C19 C24 C25 28.1(10) . . . . ?
C18 C19 C24 C38 -149.8(6) . . . . ?
C19 C20 C21 C16 7.2(9) . . . . ?
C19 C24 C25 C26 28.8(10) . . . . ?
C19 C24 C25 C32 -154.1(6) . . . . ?
C19 C24 C38 C37 160.2(5) . . . . ?
C19 C24 C38 C42 -21.7(8) . . . . ?
C20 N43 C42 C38 19.1(8) . . . . ?
C20 N43 C42 C41 -163.5(6) . . . . ?
C20 N43 C44 C45 85.2(7) . . . . ?
C20 C19 C24 C25 -157.8(6) . . . . ?
C20 C19 C24 C38 24.2(8) . . . . ?
C21 C16 C17 C2 169.4(6) . . . . ?
C21 C16 C17 C18 -7.5(8) . . . . ?
C23 O22 C18 C17 -96.0(7) . . . . ?
C23 O22 C18 C19 86.8(7) . . . . ?
C24 C19 C20 N43 -6.1(8) . . . . ?
C24 C19 C20 C21 173.5(5) . . . . ?
C24 C25 C26 O27 13.4(9) . . . . ?
C24 C25 C26 C29 -171.1(6) . . . . ?
C24 C25 C32 N33 -8.8(9) . . . . ?
C24 C25 C32 C31 168.7(6) . . . . ?
C24 C38 C42 N43 0.5(9) . . . . ?
C24 C38 C42 C41 -177.0(6) . . . . ?
C25 C24 C38 C37 -17.9(8) . . . . ?
C25 C24 C38 C42 160.2(6) . . . . ?
C25 C26 C29 C30 -3.6(11) . . . . ?
C26 C25 C32 N33 168.5(6) . . . . ?
C26 C25 C32 C31 -14.0(9) . . . . ?
C26 C29 C30 C31 -2.7(13) . . . . ?
C28 O27 C26 C25 -171.7(5) . . . . ?
C28 O27 C26 C29 12.9(9) . . . . ?
C29 C30 C31 C32 0.1(14) . . . . ?
C30 C31 C32 N33 -174.1(8) . . . . ?
C30 C31 C32 C25 8.4(12) . . . . ?
C32 N33 C34 C35 86.9(8) . . . . ?
C32 N33 C37 C38 19.0(9) . . . . ?
C32 N33 C37 C39 -163.4(6) . . . . ?
C32 C25 C26 O27 -163.7(5) . . . . ?
C32 C25 C26 C29 11.8(9) . . . . ?
C34 N33 C32 C25 167.1(6) . . . . ?
C34 N33 C32 C31 -10.4(10) . . . . ?
C34 N33 C37 C38 -160.9(6) . . . . ?
C34 N33 C37 C39 16.8(9) . . . . ?
C37 N33 C32 C25 -12.7(9) . . . . ?
C37 N33 C32 C31 169.8(7) . . . . ?
C37 N33 C34 C35 -93.3(8) . . . . ?
C37 C38 C42 N43 178.6(5) . . . . ?
C37 C38 C42 C41 1.1(9) . . . . ?
C37 C39 C40 C41 2.6(11) . . . . ?
C38 C24 C25 C26 -153.3(6) . . . . ?
C38 C24 C25 C32 23.8(8) . . . . ?
C38 C37 C39 C40 -2.5(9) . . . . ?
C39 C37 C38 C24 178.8(6) . . . . ?
C39 C37 C38 C42 0.7(8) . . . . ?
C39 C40 C41 C42 -0.8(11) . . . . ?
C40 C41 C42 N43 -178.5(6) . . . . ?
C40 C41 C42 C38 -1.1(9) . . . . ?
C42 N43 C20 C19 -16.1(8) . . . . ?
C42 N43 C20 C21 164.4(6) . . . . ?
C42 N43 C44 C45 -91.2(7) . . . . ?
C44 N43 C20 C19 167.6(5) . . . . ?
C44 N43 C20 C21 -12.0(8) . . . . ?
C44 N43 C42 C38 -164.6(5) . . . . ?
C44 N43 C42 C41 12.9(8) . . . . ?
O1B C2B C3B C4B 6.1(9) . . . . ?
O1B C2B C3B C8B -174.4(6) . . . . ?
O1B C2B C17B C16B 169.9(5) . . . . ?
O1B C2B C17B C18B -9.9(9) . . . . ?
O22B C18B C19B C20B 174.0(5) . . . . ?
O22B C18B C19B C24B -0.6(9) . . . . ?
O27B C26B C29B C30B -172.4(6) . . . . ?
N9B C10B C11B C12B 177.6(6) . . . . ?
N9B C10B C15B C14B -177.9(7) . . . . ?
N9B C16B C17B C2B 6.6(8) . . . . ?
N9B C16B C17B C18B -173.6(5) . . . . ?
N9B C16B C21B C20B 178.8(5) . . . . ?
N33B C34B C35B C36B 175.5(7) . . . . ?
N33B C37B C38B C24B 2.5(8) . . . . ?
N33B C37B C38B C42B -177.7(5) . . . . ?
N33B C37B C39B C40B 179.2(6) . . . . ?
N43B C20B C21B C16B 174.3(6) . . . . ?
N43B C44B C45B C46B 169.7(6) . . . . ?
C2B C3B C4B C5B 178.3(6) . . . . ?
C2B C3B C8B N9B 2.8(9) . . . . ?
C2B C3B C8B C7B -179.3(6) . . . . ?
C2B C17B C18B O22B -4.5(8) . . . . ?
C2B C17B C18B C19B 175.4(5) . . . . ?
C3B C2B C17B C16B -9.1(8) . . . . ?
C3B C2B C17B C18B 171.2(5) . . . . ?
C3B C4B C5B C6B 1.3(10) . . . . ?
C4B C3B C8B N9B -177.8(5) . . . . ?
C4B C3B C8B C7B 0.1(9) . . . . ?
C4B C5B C6B C7B -0.4(11) . . . . ?
C5B C6B C7B C8B -0.6(10) . . . . ?
C6B C7B C8B N9B 178.7(6) . . . . ?
C6B C7B C8B C3B 0.7(10) . . . . ?
C8B N9B C10B C11B 88.5(8) . . . . ?
C8B N9B C10B C15B -94.2(7) . . . . ?
C8B N9B C16B C17B 1.1(9) . . . . ?
C8B N9B C16B C21B 178.2(5) . . . . ?
C8B C3B C4B C5B -1.1(9) . . . . ?
C10B N9B C8B C3B 174.8(6) . . . . ?
C10B N9B C8B C7B -3.1(8) . . . . ?
C10B N9B C16B C17B -179.6(5) . . . . ?
C10B N9B C16B C21B -2.5(8) . . . . ?
C10B C11B C12B C13B 0.1(12) . . . . ?
C11B C10B C15B C14B -0.6(11) . . . . ?
C11B C12B C13B C14B -0.2(14) . . . . ?
C12B C13B C14B C15B -0.1(15) . . . . ?
C13B C14B C15B C10B 0.5(13) . . . . ?
C15B C10B C11B C12B 0.3(10) . . . . ?
C16B N9B C8B C3B -5.9(9) . . . . ?
C16B N9B C8B C7B 176.2(6) . . . . ?
C16B N9B C10B C11B -90.9(7) . . . . ?
C16B N9B C10B C15B 86.4(8) . . . . ?
C16B C17B C18B O22B 175.7(5) . . . . ?
C16B C17B C18B C19B -4.3(8) . . . . ?
C17B C2B C3B C4B -174.9(5) . . . . ?
C17B C2B C3B C8B 4.5(8) . . . . ?
C17B C16B C21B C20B -4.1(9) . . . . ?
C17B C18B C19B C20B -5.9(9) . . . . ?
C17B C18B C19B C24B 179.4(5) . . . . ?
C18B C19B C20B N43B -169.4(5) . . . . ?
C18B C19B C20B C21B 11.4(9) . . . . ?
C18B C19B C24B C25B -26.5(9) . . . . ?
C18B C19B C24B C38B 151.9(6) . . . . ?
C19B C20B C21B C16B -6.5(9) . . . . ?
C19B C24B C25B C26B -29.0(9) . . . . ?
C19B C24B C25B C32B 154.8(6) . . . . ?
C19B C24B C38B C37B -160.5(5) . . . . ?
C19B C24B C38B C42B 19.7(8) . . . . ?
C20B N43B C42B C38B -19.9(8) . . . . ?
C20B N43B C42B C41B 163.6(6) . . . . ?
C20B N43B C44B C45B -82.9(7) . . . . ?
C20B C19B C24B C25B 158.8(6) . . . . ?
C20B C19B C24B C38B -22.8(8) . . . . ?
C21B C16B C17B C2B -170.4(5) . . . . ?
C21B C16B C17B C18B 9.4(8) . . . . ?
C23B O22B C18B C17B 94.7(7) . . . . ?
C23B O22B C18B C19B -85.3(7) . . . . ?
C24B C19B C20B N43B 5.5(8) . . . . ?
C24B C19B C20B C21B -173.7(5) . . . . ?
C24B C25B C26B O27B -13.0(9) . . . . ?
C24B C25B C26B C29B 171.2(6) . . . . ?
C24B C25B C32B N33B 8.5(9) . . . . ?
C24B C25B C32B C31B -169.1(6) . . . . ?
C24B C38B C42B N43B 1.0(9) . . . . ?
C24B C38B C42B C41B 177.6(6) . . . . ?
C25B C24B C38B C37B 18.1(8) . . . . ?
C25B C24B C38B C42B -161.7(6) . . . . ?
C25B C26B C29B C30B 3.2(10) . . . . ?
C26B C25B C32B N33B -167.9(5) . . . . ?
C26B C25B C32B C31B 14.6(9) . . . . ?
C26B C29B C30B C31B 4.9(12) . . . . ?
C28B O27B C26B C25B 172.3(5) . . . . ?
C28B O27B C26B C29B -12.0(9) . . . . ?
C29B C30B C31B C32B -3.1(11) . . . . ?
C30B C31B C32B N33B 175.6(6) . . . . ?
C30B C31B C32B C25B -6.9(10) . . . . ?
C32B N33B C34B C35B -84.5(8) . . . . ?
C32B N33B C37B C38B -18.6(8) . . . . ?
C32B N33B C37B C39B 164.4(6) . . . . ?
C32B C25B C26B O27B 163.3(5) . . . . ?
C32B C25B C26B C29B -12.6(9) . . . . ?
C34B N33B C32B C25B -172.0(6) . . . . ?
C34B N33B C32B C31B 5.5(9) . . . . ?
C34B N33B C37B C38B 166.6(5) . . . . ?
C34B N33B C37B C39B -10.4(9) . . . . ?
C37B N33B C32B C25B 13.2(8) . . . . ?
C37B N33B C32B C31B -169.3(6) . . . . ?
C37B N33B C34B C35B 90.5(8) . . . . ?
C37B C38B C42B N43B -178.8(5) . . . . ?
C37B C38B C42B C41B -2.2(9) . . . . ?
C37B C39B C40B C41B -1.1(11) . . . . ?
C38B C24B C25B C26B 152.6(6) . . . . ?
C38B C24B C25B C32B -23.6(8) . . . . ?
C38B C37B C39B C40B 2.2(10) . . . . ?
C39B C37B C38B C24B 179.6(6) . . . . ?
C39B C37B C38B C42B -0.6(9) . . . . ?
C39B C40B C41B C42B -1.9(11) . . . . ?
C40B C41B C42B N43B 179.9(6) . . . . ?
C40B C41B C42B C38B 3.4(10) . . . . ?
C42B N43B C20B C19B 16.4(8) . . . . ?
C42B N43B C20B C21B -164.5(6) . . . . ?
C42B N43B C44B C45B 92.1(7) . . . . ?
C44B N43B C20B C19B -168.7(6) . . . . ?
C44B N43B C20B C21B 10.5(8) . . . . ?
C44B N43B C42B C38B 165.2(6) . . . . ?
C44B N43B C42B C41B -11.2(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.004 0.251 -0.052 334.0 99.3 ?
2 -0.621 0.751 0.052 334.0 99.5 ?
3 0.245 0.468 0.200 12.2 2.4 ?
4 0.400 0.533 0.367 7.2 1.0 ?
5 0.600 0.033 0.633 7.2 1.0 ?
6 0.755 0.968 0.800 12.2 2.4 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.312
_oxdiff_exptl_absorpt_empirical_full_min 0.796
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.50(6)
2 0.50(6)

####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1960500'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2019-10-21 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2019-01-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'F6 P, C59 H43 N4 O2, C2 H3 N'
_chemical_formula_sum            'C61 H46 F6 N5 O2 P'
_chemical_formula_weight         1026.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C61 H46 F6 N5 O2 P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   27.6234(11)
_cell_length_b                   16.7146(5)
_cell_length_c                   21.7661(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.545(4)
_cell_angle_gamma                90
_cell_volume                     9633.6(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4769
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      68.3490
_cell_measurement_theta_min      4.0220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.151
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             4256
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.0604
0 1 -2 0.0518
0 1 1 0.0259
1 0 0 0.0040
-1 0 0 0.0049
0 0 1 0.0221
0 -2 -1 0.0624
1 -1 -2 0.0592

_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.009
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0101 -1.0015 0.9961 -0.0172 0.0185 0.1154
-0.0115 1.0039 -1.9953 0.0689 0.0101 -0.1596
-0.0073 0.9966 1.0022 -0.0862 -0.0758 -0.0270
0.9990 0.0025 -0.0004 -0.0455 0.0361 -0.0020
-0.9990 -0.0025 0.0004 0.0455 -0.0361 0.0020
0.0014 -0.0024 0.9992 -0.0517 -0.0286 0.0442
0.0160 -1.9956 -1.0052 0.1207 0.1229 0.0981
1.0050 -0.9916 -2.0018 0.0924 0.1406 -0.0193

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20397
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.175
_diffrn_reflns_theta_min         4.036
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4670
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  30.00   1.00   25.00    --  -40.65  38.00   0.00   92
  2  ω   -107.00 -17.00   1.00   25.00    --  -40.65 -38.00-180.00   90
  3  ω   -113.00 -76.00   1.00   25.00    --  -40.65-138.00 -69.00   37
  4  ω     29.00  91.00   1.00   45.00    --  100.00 -30.00 150.00   62
  5  ω     73.00 168.00   1.00   45.00    --  100.00  45.00 -30.00   95
  6  ω    101.00 170.00   1.00   45.00    --  100.00 111.00-180.00   69
  7  ω    103.00 170.00   1.00   45.00    --  100.00 111.00 150.00   67
  8  ω    147.00 177.00   1.00   45.00    --  100.00 111.00   0.00   30
  9  ω     92.00 157.00   1.00   45.00    --  100.00  45.00  90.00   65
 10  ω    104.00 154.00   1.00   45.00    --  100.00 111.00  30.00   50
 11  ω    125.00 167.00   1.00   45.00    --  100.00 111.00 120.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0454642000
_diffrn_orient_matrix_UB_12      -0.0347530000
_diffrn_orient_matrix_UB_13      -0.0517764000
_diffrn_orient_matrix_UB_21      0.0362826000
_diffrn_orient_matrix_UB_22      -0.0467847000
_diffrn_orient_matrix_UB_23      -0.0288289000
_diffrn_orient_matrix_UB_31      -0.0018106000
_diffrn_orient_matrix_UB_32      -0.0713761000
_diffrn_orient_matrix_UB_33      0.0440700000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5789
_reflns_number_total             8977
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     745
_refine_ls_number_reflns         8977
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0840P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1556
_refine_special_details          
;
One of the side propyl chain is disordered and was refined using two component with the following restraints :
SADI C36B C35 C35 C36
SADI N34 C35B N34 C35
SADI C36 C35 C35B C36B
SADI C37 C36 C36B C37B
RIGU C36B C37B C35B
RIGU C35 C36 C37

The PF6- anion is also disordered in one plane and was refined using 2 times 4  fluorin atom in this plane with the folloewinf restraints:
SADI C37 C36 C36B C37B
SADI P1 F6 P1 F10 P1 F5 P1 F9 P1 F4 P1 F7 P1 F11 P1 F8
;

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C36B-C35 \\sim C35-C36
 with sigma of 0.02
 N34-C35B \\sim N34-C35
 with sigma of 0.02
 C36-C35 \\sim C35B-C36B
 with sigma of 0.02
 C37-C36 \\sim C36B-C37B
 with sigma of 0.02
 P1-F6 \\sim P1-F10 \\sim P1-F5 \\sim P1-F9 \\sim P1-F4 \\sim P1-F7 \\sim
P1-F11 \\sim P1-F8
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C36B, C37B, C35B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C35, C36, C37
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C35)=Sof(H35C)=Sof(H35D)=Sof(C36)=Sof(H36C)=Sof(H36D)=Sof(C37)=Sof(H37D)=
 Sof(H37E)=Sof(H37F)=1-FVAR(1)
 Sof(C36B)=Sof(H36A)=Sof(H36B)=Sof(C37B)=Sof(H37A)=Sof(H37B)=Sof(H37C)=
 Sof(C35B)=Sof(H35A)=Sof(H35B)=FVAR(1)
 Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=1-FVAR(2)
 Sof(F4)=Sof(F5)=Sof(F6)=Sof(F7)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C36B(H36A,H36B), C35B(H35A,H35B), C26(H26A,H26B), C27(H27A,H27B), C35(H35C,
 H35D), C36(H36C,H36D)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20), C22(H22), C23(H23), C30(H30), C31(H31), C32(H32),
  C42(H42), C43(H43), C46(H46), C50(H50), C51(H51), C52(H52), C53(H53),
 C54(H54), C56(H56), C57(H57), C58(H58), C59(H59), C64(H64)
5.c Idealised Me refined as rotating group:
 C37B(H37A,H37B,H37C), C28(H28A,H28B,H28C), C37(H37D,H37E,H37F), C72(H72A,H72B,
 H72C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.49465(3) 0.80942(5) 0.63466(4) 0.0567(2) Uani 1 1 d D . . . .
F2 F 0.53837(8) 0.84277(16) 0.69218(11) 0.0994(7) Uani 1 1 d . . . . .
F3 F 0.45062(8) 0.77658(17) 0.57565(10) 0.1001(8) Uani 1 1 d . . . . .
F4 F 0.4786(10) 0.7553(17) 0.6845(6) 0.162(10) Uani 0.341(19) 1 d D . P A 3
F5 F 0.4635(6) 0.8788(12) 0.6514(10) 0.126(7) Uani 0.341(19) 1 d D . P A 3
F6 F 0.5071(7) 0.8589(15) 0.5803(4) 0.127(8) Uani 0.341(19) 1 d D . P A 3
F7 F 0.5268(6) 0.7393(15) 0.6171(10) 0.155(9) Uani 0.341(19) 1 d D . P A 3
F8 F 0.4972(3) 0.7272(4) 0.6662(5) 0.108(3) Uani 0.659(19) 1 d D . P A 4
F9 F 0.4507(2) 0.8364(7) 0.6624(3) 0.095(2) Uani 0.659(19) 1 d D . P A 4
F10 F 0.4929(2) 0.8952(4) 0.6025(5) 0.118(3) Uani 0.659(19) 1 d D . P A 4
F11 F 0.53803(19) 0.7863(5) 0.6039(3) 0.091(2) Uani 0.659(19) 1 d D . P A 4
O19 O 0.62638(8) 0.70259(15) 0.54758(9) 0.0684(6) Uani 1 1 d . . . . .
O62 O 0.70740(8) 0.24655(11) 0.63001(9) 0.0553(5) Uani 1 1 d . . . . .
N5 N 0.76580(8) 0.61743(12) 0.64809(10) 0.0408(5) Uani 1 1 d . . . . .
N25 N 0.70074(8) 0.65058(12) 0.94729(9) 0.0398(5) Uani 1 1 d . . . . .
N34 N 0.85882(8) 0.52501(13) 0.94907(11) 0.0463(5) Uani 1 1 d D . . . .
N48 N 0.62821(8) 0.37410(12) 0.73051(9) 0.0398(5) Uani 1 1 d . . . . .
C36B C 0.9191(3) 0.4440(5) 1.0304(4) 0.060(2) Uani 0.554(10) 1 d D U P B 1
H36A H 0.898039 0.450902 1.060015 0.072 Uiso 0.554(10) 1 calc R . P B 1
H36B H 0.907381 0.395434 1.004417 0.072 Uiso 0.554(10) 1 calc R . P B 1
C1 C 0.71623(9) 0.60947(13) 0.84782(11) 0.0348(5) Uani 1 1 d . . . . .
C37B C 0.9726(3) 0.4340(5) 1.0679(4) 0.102(3) Uani 0.554(10) 1 d D U P B 1
H37A H 0.975755 0.387875 1.096576 0.152 Uiso 0.554(10) 1 calc GR . P B 1
H37B H 0.984285 0.482297 1.093280 0.152 Uiso 0.554(10) 1 calc GR . P B 1
H37C H 0.993258 0.425083 1.038590 0.152 Uiso 0.554(10) 1 calc GR . P B 1
C2 C 0.70479(9) 0.62392(13) 0.77910(11) 0.0350(5) Uani 1 1 d . . . . .
C3 C 0.73982(9) 0.61044(13) 0.74514(11) 0.0355(5) Uani 1 1 d . . . . .
H3 H 0.771779 0.588290 0.766893 0.043 Uiso 1 1 calc R . . . .
C35B C 0.9128(4) 0.5168(10) 0.9863(9) 0.057(4) Uani 0.554(10) 1 d D U P B 1
H35A H 0.924104 0.565699 1.012096 0.068 Uiso 0.554(10) 1 calc R . P B 1
H35B H 0.933835 0.510282 0.956606 0.068 Uiso 0.554(10) 1 calc R . P B 1
C4 C 0.72932(9) 0.62851(13) 0.68013(12) 0.0368(5) Uani 1 1 d . . . . .
C6 C 0.81641(10) 0.59335(15) 0.68282(12) 0.0408(6) Uani 1 1 d . . . . .
C7 C 0.84996(11) 0.64986(17) 0.71650(15) 0.0562(7) Uani 1 1 d . . . . .
H7 H 0.839637 0.703862 0.718048 0.067 Uiso 1 1 calc R . . . .
C8 C 0.89903(12) 0.6268(2) 0.74813(18) 0.0733(10) Uani 1 1 d . . . . .
H8 H 0.922169 0.664970 0.772435 0.088 Uiso 1 1 calc R . . . .
C9 C 0.91438(12) 0.5490(2) 0.74450(16) 0.0666(9) Uani 1 1 d . . . . .
H9 H 0.948205 0.533828 0.765472 0.080 Uiso 1 1 calc R . . . .
C10 C 0.88067(11) 0.49321(18) 0.71045(14) 0.0557(7) Uani 1 1 d . . . . .
H10 H 0.891333 0.439655 0.707583 0.067 Uiso 1 1 calc R . . . .
C11 C 0.83137(10) 0.51488(16) 0.68045(13) 0.0474(6) Uani 1 1 d . . . . .
H11 H 0.807814 0.475907 0.658227 0.057 Uiso 1 1 calc R . . . .
C12 C 0.75500(10) 0.63204(14) 0.58183(12) 0.0428(6) Uani 1 1 d . . . . .
C13 C 0.79207(12) 0.62055(16) 0.55050(14) 0.0536(7) Uani 1 1 d . . . . .
H13 H 0.824806 0.602769 0.573842 0.064 Uiso 1 1 calc R . . . .
C14 C 0.78110(14) 0.63505(18) 0.48558(14) 0.0609(8) Uani 1 1 d . . . . .
H14 H 0.806691 0.627693 0.464771 0.073 Uiso 1 1 calc R . . . .
C15 C 0.73366(13) 0.66004(18) 0.45019(14) 0.0602(8) Uani 1 1 d . . . . .
H15 H 0.726443 0.668193 0.405289 0.072 Uiso 1 1 calc R . . . .
C16 C 0.69706(12) 0.67298(17) 0.48056(13) 0.0531(7) Uani 1 1 d . . . . .
H16 H 0.664592 0.691176 0.456581 0.064 Uiso 1 1 calc R . . . .
C17 C 0.70719(11) 0.65955(15) 0.54688(12) 0.0451(6) Uani 1 1 d . . . . .
C18 C 0.66774(10) 0.67599(16) 0.57758(12) 0.0465(6) Uani 1 1 d . . . . .
C19 C 0.68130(9) 0.65896(14) 0.64694(12) 0.0394(5) Uani 1 1 d . . . . .
C20 C 0.64675(9) 0.67441(14) 0.68067(12) 0.0402(5) Uani 1 1 d . . . . .
H20 H 0.614661 0.695834 0.658552 0.048 Uiso 1 1 calc R . . . .
C21 C 0.65776(9) 0.65940(14) 0.74623(11) 0.0377(5) Uani 1 1 d . . . . .
C22 C 0.62419(9) 0.68339(15) 0.78193(12) 0.0409(6) Uani 1 1 d . . . . .
H22 H 0.591731 0.703314 0.759644 0.049 Uiso 1 1 calc R . . . .
C23 C 0.63728(9) 0.67857(15) 0.84661(12) 0.0417(6) Uani 1 1 d . . . . .
H23 H 0.614537 0.696862 0.869093 0.050 Uiso 1 1 calc R . . . .
C24 C 0.68519(9) 0.64606(13) 0.88139(12) 0.0376(5) Uani 1 1 d . . . . .
C26 C 0.66424(11) 0.67265(15) 0.98284(13) 0.0458(6) Uani 1 1 d . . . . .
H26A H 0.642422 0.716634 0.960005 0.055 Uiso 1 1 calc R . . . .
H26B H 0.682900 0.692287 1.025995 0.055 Uiso 1 1 calc R . . . .
C27 C 0.63169(12) 0.60258(18) 0.98945(17) 0.0619(8) Uani 1 1 d . . . . .
H27A H 0.607297 0.620505 1.012242 0.074 Uiso 1 1 calc R . . . .
H27B H 0.612119 0.584701 0.946138 0.074 Uiso 1 1 calc R . . . .
C28 C 0.66107(17) 0.5325(2) 1.0250(3) 0.1075(16) Uani 1 1 d . . . . .
H28A H 0.680758 0.549647 1.067860 0.161 Uiso 1 1 calc GR . . . .
H28B H 0.683937 0.512273 1.001428 0.161 Uiso 1 1 calc GR . . . .
H28C H 0.637608 0.490044 1.028704 0.161 Uiso 1 1 calc GR . . . .
C29 C 0.75067(10) 0.63336(14) 0.98069(12) 0.0408(6) Uani 1 1 d . . . . .
C30 C 0.77215(11) 0.65662(16) 1.04436(12) 0.0483(6) Uani 1 1 d . . . . .
H30 H 0.752757 0.684918 1.066953 0.058 Uiso 1 1 calc R . . . .
C31 C 0.82202(11) 0.63777(16) 1.07381(13) 0.0537(7) Uani 1 1 d . . . . .
H31 H 0.836645 0.655447 1.116564 0.064 Uiso 1 1 calc R . . . .
C32 C 0.85168(11) 0.59466(16) 1.04445(13) 0.0503(7) Uani 1 1 d . . . . .
H32 H 0.885899 0.583250 1.066598 0.060 Uiso 1 1 calc R . . . .
C33 C 0.83082(10) 0.56804(15) 0.98187(13) 0.0446(6) Uani 1 1 d . . . . .
C35 C 0.9148(5) 0.5132(11) 0.9705(11) 0.052(4) Uani 0.446(10) 1 d D U P B 2
H35C H 0.929495 0.558763 0.998751 0.063 Uiso 0.446(10) 1 calc R . P B 2
H35D H 0.927014 0.517397 0.932111 0.063 Uiso 0.446(10) 1 calc R . P B 2
C36 C 0.9370(4) 0.4367(5) 1.0057(4) 0.066(3) Uani 0.446(10) 1 d D U P B 2
H36C H 0.919359 0.390214 0.981106 0.079 Uiso 0.446(10) 1 calc R . P B 2
H36D H 0.973024 0.433124 1.006683 0.079 Uiso 0.446(10) 1 calc R . P B 2
C37 C 0.9337(5) 0.4309(6) 1.0713(5) 0.085(4) Uani 0.446(10) 1 d D U P B 2
H37D H 0.953313 0.474235 1.097121 0.128 Uiso 0.446(10) 1 calc GR . P B 2
H37E H 0.947177 0.379233 1.089630 0.128 Uiso 0.446(10) 1 calc GR . P B 2
H37F H 0.898275 0.435482 1.071155 0.128 Uiso 0.446(10) 1 calc GR . P B 2
C38 C 0.83532(9) 0.48623(15) 0.89278(13) 0.0430(6) Uani 1 1 d . . . . .
C39 C 0.78374(9) 0.50039(14) 0.86204(11) 0.0371(5) Uani 1 1 d . . . . .
C40 C 0.75934(9) 0.56506(14) 0.88410(11) 0.0368(5) Uani 1 1 d . . . . .
C41 C 0.78002(9) 0.58843(14) 0.94883(12) 0.0399(5) Uani 1 1 d . . . . .
C42 C 0.86294(10) 0.43119(16) 0.86502(15) 0.0523(7) Uani 1 1 d . . . . .
H42 H 0.898264 0.424864 0.883624 0.063 Uiso 1 1 calc R . . . .
C43 C 0.83904(10) 0.38830(16) 0.81259(15) 0.0508(7) Uani 1 1 d . . . . .
H43 H 0.858447 0.355034 0.793247 0.061 Uiso 1 1 calc R . . . .
C44 C 0.78594(9) 0.39128(14) 0.78547(13) 0.0418(6) Uani 1 1 d . . . . .
C45 C 0.75730(9) 0.44529(13) 0.81158(11) 0.0360(5) Uani 1 1 d . . . . .
C46 C 0.70487(9) 0.43869(14) 0.79215(11) 0.0362(5) Uani 1 1 d . . . . .
H46 H 0.685474 0.472330 0.811234 0.043 Uiso 1 1 calc R . . . .
C47 C 0.68024(9) 0.38413(14) 0.74556(11) 0.0363(5) Uani 1 1 d . . . . .
C49 C 0.60189(9) 0.40930(16) 0.77294(13) 0.0469(6) Uani 1 1 d . . . . .
C50 C 0.60110(11) 0.3672(2) 0.82731(15) 0.0612(8) Uani 1 1 d . . . . .
H50 H 0.616561 0.316007 0.835187 0.073 Uiso 1 1 calc R . . . .
C51 C 0.57798(14) 0.3991(3) 0.87024(19) 0.0812(11) Uani 1 1 d . . . . .
H51 H 0.577675 0.370492 0.907827 0.097 Uiso 1 1 calc R . . . .
C52 C 0.55557(14) 0.4724(3) 0.8579(2) 0.0885(13) Uani 1 1 d . . . . .
H52 H 0.539197 0.494231 0.887032 0.106 Uiso 1 1 calc R . . . .
C53 C 0.55618(12) 0.5153(2) 0.8043(2) 0.0809(12) Uani 1 1 d . . . . .
H53 H 0.540579 0.566434 0.796749 0.097 Uiso 1 1 calc R . . . .
C54 C 0.58000(11) 0.48334(18) 0.76043(17) 0.0618(8) Uani 1 1 d . . . . .
H54 H 0.580862 0.512338 0.723212 0.074 Uiso 1 1 calc R . . . .
C55 C 0.60237(10) 0.32435(15) 0.68059(12) 0.0441(6) Uani 1 1 d . . . . .
C56 C 0.54970(11) 0.31710(17) 0.66577(14) 0.0533(7) Uani 1 1 d . . . . .
H56 H 0.531586 0.345055 0.690186 0.064 Uiso 1 1 calc R . . . .
C57 C 0.52446(13) 0.26879(19) 0.61523(16) 0.0670(9) Uani 1 1 d . . . . .
H57 H 0.488783 0.264013 0.605150 0.080 Uiso 1 1 calc R . . . .
C58 C 0.55018(14) 0.2268(2) 0.57854(16) 0.0711(9) Uani 1 1 d . . . . .
H58 H 0.532199 0.194619 0.543455 0.085 Uiso 1 1 calc R . . . .
C59 C 0.60133(13) 0.23273(18) 0.59396(14) 0.0602(8) Uani 1 1 d . . . . .
H59 H 0.619030 0.203496 0.569742 0.072 Uiso 1 1 calc R . . . .
C60 C 0.62862(11) 0.28108(15) 0.64486(12) 0.0453(6) Uani 1 1 d . . . . .
C61 C 0.68320(11) 0.28507(14) 0.66001(12) 0.0438(6) Uani 1 1 d . . . . .
C63 C 0.70892(10) 0.33752(14) 0.71402(12) 0.0401(6) Uani 1 1 d . . . . .
C64 C 0.76078(10) 0.34115(15) 0.73545(12) 0.0420(6) Uani 1 1 d . . . . .
H64 H 0.780039 0.308412 0.715503 0.050 Uiso 1 1 calc R . . . .
N70 N 0.56407(18) 0.5066(3) 0.5965(2) 0.1224(15) Uani 1 1 d . . . . .
C71 C 0.54339(16) 0.5578(3) 0.5650(2) 0.0827(11) Uani 1 1 d . . . . .
C72 C 0.51816(16) 0.6214(3) 0.5240(2) 0.0980(13) Uani 1 1 d . . . . .
H72A H 0.492166 0.644583 0.541212 0.147 Uiso 1 1 calc GR . . . .
H72B H 0.502358 0.600199 0.480939 0.147 Uiso 1 1 calc GR . . . .
H72C H 0.542731 0.662759 0.521711 0.147 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F2 1.573(2) . ?
P1 F3 1.594(2) . ?
P1 F4 1.571(10) . ?
P1 F5 1.549(9) . ?
P1 F6 1.560(8) . ?
P1 F7 1.580(9) . ?
P1 F8 1.530(5) . ?
P1 F9 1.570(5) . ?
P1 F10 1.590(5) . ?
P1 F11 1.578(4) . ?
O19 C18 1.226(3) . ?
O62 C61 1.240(3) . ?
N5 C4 1.392(3) . ?
N5 C6 1.444(3) . ?
N5 C12 1.408(3) . ?
N25 C24 1.377(3) . ?
N25 C26 1.482(3) . ?
N25 C29 1.394(3) . ?
N34 C35B 1.487(10) . ?
N34 C33 1.393(4) . ?
N34 C35 1.495(12) . ?
N34 C38 1.375(3) . ?
N48 C47 1.390(3) . ?
N48 C49 1.453(3) . ?
N48 C55 1.393(3) . ?
C36B H36A 0.9900 . ?
C36B H36B 0.9900 . ?
C36B C37B 1.481(9) . ?
C36B C35B 1.529(11) . ?
C1 C2 1.458(3) . ?
C1 C24 1.414(3) . ?
C1 C40 1.434(3) . ?
C37B H37A 0.9800 . ?
C37B H37B 0.9800 . ?
C37B H37C 0.9800 . ?
C2 C3 1.393(3) . ?
C2 C21 1.422(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(3) . ?
C35B H35A 0.9900 . ?
C35B H35B 0.9900 . ?
C4 C19 1.412(3) . ?
C6 C7 1.379(4) . ?
C6 C11 1.381(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.396(4) . ?
C12 C17 1.401(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.374(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.408(4) . ?
C17 C18 1.458(4) . ?
C18 C19 1.476(3) . ?
C19 C20 1.384(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(3) . ?
C21 C22 1.426(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.353(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.432(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.508(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.507(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.398(4) . ?
C29 C41 1.422(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.377(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.392(4) . ?
C33 C41 1.424(4) . ?
C35 H35C 0.9900 . ?
C35 H35D 0.9900 . ?
C35 C36 1.527(12) . ?
C36 H36C 0.9900 . ?
C36 H36D 0.9900 . ?
C36 C37 1.459(11) . ?
C37 H37D 0.9800 . ?
C37 H37E 0.9800 . ?
C37 H37F 0.9800 . ?
C38 C39 1.411(3) . ?
C38 C42 1.434(4) . ?
C39 C40 1.427(3) . ?
C39 C45 1.460(3) . ?
C40 C41 1.416(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.350(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.417(4) . ?
C44 C45 1.421(3) . ?
C44 C64 1.393(4) . ?
C45 C46 1.393(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.389(3) . ?
C47 C63 1.420(3) . ?
C49 C50 1.382(4) . ?
C49 C54 1.370(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.381(4) . ?
C51 H51 0.9500 . ?
C51 C52 1.364(6) . ?
C52 H52 0.9500 . ?
C52 C53 1.375(6) . ?
C53 H53 0.9500 . ?
C53 C54 1.409(5) . ?
C54 H54 0.9500 . ?
C55 C56 1.403(4) . ?
C55 C60 1.405(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.383(4) . ?
C57 H57 0.9500 . ?
C57 C58 1.400(5) . ?
C58 H58 0.9500 . ?
C58 C59 1.360(5) . ?
C59 H59 0.9500 . ?
C59 C60 1.405(4) . ?
C60 C61 1.450(4) . ?
C61 C63 1.476(4) . ?
C63 C64 1.376(4) . ?
C64 H64 0.9500 . ?
N70 C71 1.143(6) . ?
C71 C72 1.434(6) . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 P1 F3 179.11(16) . . ?
F2 P1 F7 95.6(5) . . ?
F2 P1 F10 87.2(3) . . ?
F2 P1 F11 85.5(3) . . ?
F4 P1 F2 87.6(6) . . ?
F4 P1 F3 93.3(6) . . ?
F4 P1 F7 91.6(9) . . ?
F5 P1 F2 84.3(5) . . ?
F5 P1 F3 95.7(5) . . ?
F5 P1 F4 89.0(9) . . ?
F5 P1 F6 92.2(8) . . ?
F5 P1 F7 179.3(9) . . ?
F6 P1 F2 97.5(4) . . ?
F6 P1 F3 81.6(4) . . ?
F6 P1 F4 174.8(7) . . ?
F6 P1 F7 87.1(8) . . ?
F7 P1 F3 84.4(5) . . ?
F8 P1 F2 91.9(3) . . ?
F8 P1 F3 88.8(3) . . ?
F8 P1 F9 91.6(3) . . ?
F8 P1 F10 179.0(4) . . ?
F8 P1 F11 91.6(3) . . ?
F9 P1 F2 95.4(3) . . ?
F9 P1 F3 85.0(3) . . ?
F9 P1 F10 88.9(3) . . ?
F9 P1 F11 176.7(4) . . ?
F10 P1 F3 92.0(3) . . ?
F11 P1 F3 94.1(3) . . ?
F11 P1 F10 88.0(3) . . ?
C4 N5 C6 120.4(2) . . ?
C4 N5 C12 121.2(2) . . ?
C12 N5 C6 118.4(2) . . ?
C24 N25 C26 120.1(2) . . ?
C24 N25 C29 120.0(2) . . ?
C29 N25 C26 119.9(2) . . ?
C33 N34 C35B 112.7(9) . . ?
C33 N34 C35 125.7(11) . . ?
C38 N34 C35B 126.0(9) . . ?
C38 N34 C33 120.7(2) . . ?
C38 N34 C35 113.6(11) . . ?
C47 N48 C49 118.19(19) . . ?
C47 N48 C55 121.4(2) . . ?
C55 N48 C49 120.0(2) . . ?
H36A C36B H36B 108.1 . . ?
C37B C36B H36A 109.5 . . ?
C37B C36B H36B 109.5 . . ?
C37B C36B C35B 110.7(7) . . ?
C35B C36B H36A 109.5 . . ?
C35B C36B H36B 109.5 . . ?
C24 C1 C2 118.2(2) . . ?
C24 C1 C40 118.0(2) . . ?
C40 C1 C2 123.6(2) . . ?
C36B C37B H37A 109.5 . . ?
C36B C37B H37B 109.5 . . ?
C36B C37B H37C 109.5 . . ?
H37A C37B H37B 109.5 . . ?
H37A C37B H37C 109.5 . . ?
H37B C37B H37C 109.5 . . ?
C3 C2 C1 122.5(2) . . ?
C3 C2 C21 118.3(2) . . ?
C21 C2 C1 119.0(2) . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.9(2) . . ?
C4 C3 H3 119.1 . . ?
N34 C35B C36B 109.4(8) . . ?
N34 C35B H35A 109.8 . . ?
N34 C35B H35B 109.8 . . ?
C36B C35B H35A 109.8 . . ?
C36B C35B H35B 109.8 . . ?
H35A C35B H35B 108.2 . . ?
N5 C4 C3 120.6(2) . . ?
N5 C4 C19 120.0(2) . . ?
C3 C4 C19 119.4(2) . . ?
C7 C6 N5 119.4(2) . . ?
C7 C6 C11 120.5(3) . . ?
C11 C6 N5 120.0(2) . . ?
C6 C7 H7 120.4 . . ?
C6 C7 C8 119.1(3) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 119.9(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C6 C11 H11 120.1 . . ?
C10 C11 C6 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C13 C12 N5 120.4(3) . . ?
C13 C12 C17 119.3(2) . . ?
C17 C12 N5 120.3(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.9(3) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 C16 119.4(3) . . ?
C12 C17 C18 121.7(2) . . ?
C16 C17 C18 118.9(3) . . ?
O19 C18 C17 121.9(2) . . ?
O19 C18 C19 122.8(2) . . ?
C17 C18 C19 115.3(2) . . ?
C4 C19 C18 121.4(2) . . ?
C20 C19 C4 119.0(2) . . ?
C20 C19 C18 119.6(2) . . ?
C19 C20 H20 119.1 . . ?
C19 C20 C21 121.8(2) . . ?
C21 C20 H20 119.1 . . ?
C2 C21 C22 119.1(2) . . ?
C20 C21 C2 119.5(2) . . ?
C20 C21 C22 121.4(2) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 C21 121.9(2) . . ?
C23 C22 H22 119.1 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
N25 C24 C1 120.5(2) . . ?
N25 C24 C23 119.8(2) . . ?
C1 C24 C23 119.7(2) . . ?
N25 C26 H26A 109.3 . . ?
N25 C26 H26B 109.3 . . ?
N25 C26 C27 111.7(2) . . ?
H26A C26 H26B 107.9 . . ?
C27 C26 H26A 109.3 . . ?
C27 C26 H26B 109.3 . . ?
C26 C27 H27A 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
C28 C27 C26 113.8(3) . . ?
C28 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N25 C29 C30 122.5(2) . . ?
N25 C29 C41 118.1(2) . . ?
C30 C29 C41 119.3(2) . . ?
C29 C30 H30 120.6 . . ?
C31 C30 C29 118.8(3) . . ?
C31 C30 H30 120.6 . . ?
C30 C31 H31 118.3 . . ?
C32 C31 C30 123.4(3) . . ?
C32 C31 H31 118.3 . . ?
C31 C32 H32 120.5 . . ?
C31 C32 C33 119.1(3) . . ?
C33 C32 H32 120.5 . . ?
N34 C33 C41 118.4(2) . . ?
C32 C33 N34 122.1(2) . . ?
C32 C33 C41 119.4(3) . . ?
N34 C35 H35C 107.3 . . ?
N34 C35 H35D 107.3 . . ?
N34 C35 C36 120.0(11) . . ?
H35C C35 H35D 106.9 . . ?
C36 C35 H35C 107.3 . . ?
C36 C35 H35D 107.3 . . ?
C35 C36 H36C 108.6 . . ?
C35 C36 H36D 108.6 . . ?
H36C C36 H36D 107.6 . . ?
C37 C36 C35 114.6(12) . . ?
C37 C36 H36C 108.6 . . ?
C37 C36 H36D 108.6 . . ?
C36 C37 H37D 109.5 . . ?
C36 C37 H37E 109.5 . . ?
C36 C37 H37F 109.5 . . ?
H37D C37 H37E 109.5 . . ?
H37D C37 H37F 109.5 . . ?
H37E C37 H37F 109.5 . . ?
N34 C38 C39 120.0(2) . . ?
N34 C38 C42 120.3(2) . . ?
C39 C38 C42 119.6(2) . . ?
C38 C39 C40 118.5(2) . . ?
C38 C39 C45 118.2(2) . . ?
C40 C39 C45 123.2(2) . . ?
C39 C40 C1 127.2(2) . . ?
C41 C40 C1 116.2(2) . . ?
C41 C40 C39 116.6(2) . . ?
C29 C41 C33 119.8(2) . . ?
C40 C41 C29 120.4(2) . . ?
C40 C41 C33 119.8(2) . . ?
C38 C42 H42 119.8 . . ?
C43 C42 C38 120.4(2) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 118.9 . . ?
C42 C43 C44 122.2(3) . . ?
C44 C43 H43 118.9 . . ?
C43 C44 C45 118.9(2) . . ?
C64 C44 C43 122.1(2) . . ?
C64 C44 C45 118.9(2) . . ?
C44 C45 C39 119.0(2) . . ?
C46 C45 C39 122.2(2) . . ?
C46 C45 C44 118.5(2) . . ?
C45 C46 H46 119.2 . . ?
C47 C46 C45 121.6(2) . . ?
C47 C46 H46 119.2 . . ?
N48 C47 C63 120.1(2) . . ?
C46 C47 N48 120.6(2) . . ?
C46 C47 C63 119.2(2) . . ?
C50 C49 N48 118.1(2) . . ?
C54 C49 N48 120.8(3) . . ?
C54 C49 C50 121.1(3) . . ?
C49 C50 H50 119.8 . . ?
C51 C50 C49 120.4(3) . . ?
C51 C50 H50 119.8 . . ?
C50 C51 H51 120.5 . . ?
C52 C51 C50 119.1(4) . . ?
C52 C51 H51 120.5 . . ?
C51 C52 H52 119.3 . . ?
C51 C52 C53 121.4(3) . . ?
C53 C52 H52 119.3 . . ?
C52 C53 H53 120.1 . . ?
C52 C53 C54 119.9(4) . . ?
C54 C53 H53 120.1 . . ?
C49 C54 C53 118.2(4) . . ?
C49 C54 H54 120.9 . . ?
C53 C54 H54 120.9 . . ?
N48 C55 C56 119.9(2) . . ?
N48 C55 C60 120.6(2) . . ?
C56 C55 C60 119.5(2) . . ?
C55 C56 H56 120.4 . . ?
C57 C56 C55 119.2(3) . . ?
C57 C56 H56 120.4 . . ?
C56 C57 H57 119.2 . . ?
C56 C57 C58 121.6(3) . . ?
C58 C57 H57 119.2 . . ?
C57 C58 H58 120.6 . . ?
C59 C58 C57 118.9(3) . . ?
C59 C58 H58 120.6 . . ?
C58 C59 H59 119.2 . . ?
C58 C59 C60 121.6(3) . . ?
C60 C59 H59 119.2 . . ?
C55 C60 C61 121.2(2) . . ?
C59 C60 C55 119.1(3) . . ?
C59 C60 C61 119.7(2) . . ?
O62 C61 C60 122.6(2) . . ?
O62 C61 C63 121.2(3) . . ?
C60 C61 C63 116.2(2) . . ?
C47 C63 C61 120.2(2) . . ?
C64 C63 C47 118.8(2) . . ?
C64 C63 C61 121.0(2) . . ?
C44 C64 H64 119.0 . . ?
C63 C64 C44 122.1(2) . . ?
C63 C64 H64 119.0 . . ?
N70 C71 C72 178.2(5) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.562
_oxdiff_exptl_absorpt_empirical_full_min 0.826
####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1960499'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2019-10-21 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2019-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(F6 P), 3(C H2 Cl2), 2(C46 H36 N3 O)'
_chemical_formula_sum            'C95 H78 Cl6 F12 N6 O2 P2'
_chemical_formula_weight         1838.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C47.5 H38 Cl3 F6 N3 O1 P1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6780(4)
_cell_length_b                   12.9347(5)
_cell_length_c                   27.785(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.912(8)
_cell_angle_gamma                90
_cell_volume                     4196.4(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9818
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      70.1910
_cell_measurement_theta_min      3.7840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.927
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.552
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1892
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0886
0 0 1 0.0283
0 0 -1 0.0283
0 -1 0 0.1078
2 1 0 0.1183
-1 2 0 0.1369
-1 0 0 0.0531

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.057
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9989 0.0002 0.0030 0.0074 -0.0285 -0.1284
-0.0004 0.0004 0.9988 -0.0508 -0.0219 0.0029
0.0004 -0.0004 -0.9988 0.0508 0.0219 -0.0029
-0.0000 -0.9991 0.0016 -0.0471 0.1061 -0.0262
1.9979 0.9995 0.0045 0.0619 -0.1631 -0.2306
-0.9989 1.9981 -0.0061 0.0868 -0.1837 0.1809
-0.9989 -0.0002 -0.0030 -0.0074 0.0285 0.1284

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            32242
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.791
_diffrn_reflns_theta_min         3.770
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4670
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00 -12.00   1.00    6.00    --  -41.74 125.00  30.00   79
  2  ω   -110.00  -1.00   1.00    6.00    --  -41.74 -19.00 -60.00  109
  3  ω   -116.00 -31.00   1.00    6.00    --  -41.74 -38.00-120.00   85
  4  ω     23.00  50.00   1.00    6.00    --   41.74-125.00-150.00   27
  5  ω     33.00  96.00   1.00    6.00    --   41.74-125.00 -90.00   63
  6  ω    114.00 169.00   1.00   15.00    --  100.00 125.00 150.00   55
  7  ω     75.00 172.00   1.00   15.00    --  100.00  30.00 150.00   97
  8  ω     96.00 173.00   1.00   15.00    --  100.00  30.00-120.00   77
  9  ω     58.00 101.00   1.00   15.00    --  100.00 -94.00 -30.00   43
 10  ω    112.00 139.00   1.00   15.00    --  100.00 125.00 120.00   27
 11  ω     86.00 116.00   1.00   15.00    --  100.00-125.00-120.00   30
 12  ω     77.00 170.00   1.00   15.00    --  100.00  61.00-180.00   93
 13  ω     91.00 117.00   1.00   15.00    --  100.00  61.00  90.00   26
 14  ω    121.00 163.00   1.00   15.00    --  100.00  61.00  90.00   42
 15  ω     17.00  66.00   1.00   15.00    --  100.00 -94.00   0.00   49
 16  ω     80.00 122.00   1.00   15.00    --  100.00 -61.00 120.00   42
 17  ω     30.00  57.00   1.00   15.00    --  100.00 -61.00 120.00   27
 18  ω     82.00 107.00   1.00   15.00    --  100.00 -94.00   0.00   25
 19  ω     33.00 118.00   1.00   15.00    --  100.00-125.00 -60.00   85
 20  ω     24.00 132.00   1.00   15.00    --  100.00 -77.00  60.00  108
 21  ω     36.00  89.00   1.00   15.00    --  100.00 -45.00-120.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0075595000
_diffrn_orient_matrix_UB_12      0.0470548000
_diffrn_orient_matrix_UB_13      -0.0509108000
_diffrn_orient_matrix_UB_21      -0.0284470000
_diffrn_orient_matrix_UB_22      -0.1062394000
_diffrn_orient_matrix_UB_23      -0.0218701000
_diffrn_orient_matrix_UB_31      -0.1285654000
_diffrn_orient_matrix_UB_32      0.0262489000
_diffrn_orient_matrix_UB_33      0.0028377000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6203
_reflns_number_total             7916
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         7916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1026P)²+5.7864P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1913
_refine_ls_wR_factor_ref         0.2057
_refine_special_details          
;
The crystal is split. 
A CH2Cl2 was modellled using 2 components. The following restraints/constrants were used :
DFIX_CCL2 1.771 0.01 Cl1 C1 Cl2 C1
DFIX_CCL2 2.916 0.03 Cl1 Cl2
RIGU_CCL2 Cl2 Cl1 C1
EADP C52_1 C52_2
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
3. Uiso/Uaniso restraints and constraints
Uanis(C52_1) = Uanis(C52_2)
4. Rigid body (RIGU) restrains
 Cl2_1
 Cl2_2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl3)=Sof(Cl2)=Sof(C52)=Sof(H52A)=Sof(H52B)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl2)=Sof(C52)=Sof(H52A)=Sof(H52B)=FVAR(1)
 Fixed Sof: C51(0.5) H51A(0.5) H51B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C32(H32A,H32B), C33(H33A,H33B), C24(H24A,H24B), C51(H51A,
 H51B), C52(H52A,H52B), C52(H52A,H52B)
6.b Aromatic/amide H refined with riding coordinates:
 C49(H49), C17(H17), C36(H36), C42(H42), C37(H37), C19(H19), C27(H27),
 C29(H29), C28(H28), C20(H20), C41(H41), C39(H39), C7(H7), C40(H40), C3(H3),
 C12(H12), C9(H9), C4(H4), C6(H6), C5(H5), C11(H11), C10(H10)
6.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.49360(11) 0.08083(10) 0.26630(3) 0.0620(3) Uani 1 1 d . . . . .
Cl1 Cl 1.00289(14) 0.52776(12) 0.55112(7) 0.1032(5) Uani 1 1 d . . . . .
O15 O 0.8854(2) -0.19369(16) 0.50570(9) 0.0428(5) Uani 1 1 d . . . . .
F4 F 0.5379(3) 0.0043(2) 0.22485(9) 0.0760(8) Uani 1 1 d . . . . .
F6 F 0.5903(3) 0.1602(2) 0.25021(9) 0.0796(8) Uani 1 1 d . . . . .
N31 N 0.6891(2) 0.53942(18) 0.53322(9) 0.0292(5) Uani 1 1 d . . . . .
N22 N 0.6849(2) 0.36587(19) 0.37957(8) 0.0319(5) Uani 1 1 d . . . . .
N1 N 0.9011(2) 0.07523(19) 0.58430(9) 0.0322(5) Uani 1 1 d . . . . .
F5 F 0.4088(3) 0.1274(3) 0.22868(10) 0.0921(10) Uani 1 1 d . . . . .
C47 C 0.7226(2) 0.2690(2) 0.45236(10) 0.0268(6) Uani 1 1 d . . . . .
C48 C 0.7717(2) 0.1750(2) 0.47281(10) 0.0260(6) Uani 1 1 d . . . . .
C46 C 0.6876(2) 0.4532(2) 0.45624(10) 0.0273(6) Uani 1 1 d . . . . .
C44 C 0.6473(2) 0.3556(2) 0.52945(10) 0.0271(6) Uani 1 1 d . . . . .
C45 C 0.6864(2) 0.3564(2) 0.48029(10) 0.0265(6) Uani 1 1 d . . . . .
C49 C 0.8162(2) 0.1709(2) 0.51891(10) 0.0284(6) Uani 1 1 d . . . . .
H49 H 0.818197 0.231867 0.537947 0.034 Uiso 1 1 calc R . . . .
C43 C 0.5938(2) 0.2673(2) 0.55332(10) 0.0278(6) Uani 1 1 d . . . . .
C18 C 0.7741(2) 0.0839(2) 0.44368(10) 0.0293(6) Uani 1 1 d . . . . .
C21 C 0.7079(2) 0.2735(2) 0.40202(10) 0.0289(6) Uani 1 1 d . . . . .
C35 C 0.6583(2) 0.4486(2) 0.55601(10) 0.0285(6) Uani 1 1 d . . . . .
C26 C 0.6897(2) 0.4584(2) 0.40519(10) 0.0299(6) Uani 1 1 d . . . . .
C16 C 0.8533(2) -0.0132(2) 0.51013(11) 0.0297(6) Uani 1 1 d . . . . .
C50 C 0.8584(2) 0.0785(2) 0.53816(10) 0.0289(6) Uani 1 1 d . . . . .
C38 C 0.5765(2) 0.2704(2) 0.60370(11) 0.0314(6) Uani 1 1 d . . . . .
F1 F 0.4536(3) 0.1597(4) 0.30631(10) 0.1149(14) Uani 1 1 d . . . . .
F2 F 0.5813(3) 0.0324(3) 0.30296(10) 0.1091(13) Uani 1 1 d . . . . .
C30 C 0.6880(2) 0.5466(2) 0.48369(10) 0.0290(6) Uani 1 1 d . . . . .
C17 C 0.8135(3) -0.0081(2) 0.46378(11) 0.0325(6) Uani 1 1 d . . . . .
H17 H 0.812694 -0.069090 0.444715 0.039 Uiso 1 1 calc R . . . .
C2 C 0.9091(3) 0.1694(2) 0.61264(10) 0.0331(6) Uani 1 1 d . . . . .
C8 C 0.9350(3) -0.0181(2) 0.60527(11) 0.0342(7) Uani 1 1 d . . . . .
C36 C 0.6400(3) 0.4484(2) 0.60676(11) 0.0349(7) Uani 1 1 d . . . . .
H36 H 0.653677 0.509662 0.624834 0.042 Uiso 1 1 calc R . . . .
C42 C 0.5519(3) 0.1803(2) 0.52843(11) 0.0315(6) Uani 1 1 d . . . . .
H42 H 0.558756 0.176526 0.494451 0.038 Uiso 1 1 calc R . . . .
C13 C 0.9291(3) -0.1108(2) 0.57915(12) 0.0360(7) Uani 1 1 d . . . . .
C37 C 0.6034(3) 0.3618(2) 0.62945(11) 0.0364(7) Uani 1 1 d . . . . .
H37 H 0.595691 0.362618 0.663437 0.044 Uiso 1 1 calc R . . . .
C19 C 0.7393(3) 0.0899(2) 0.39509(11) 0.0342(6) Uani 1 1 d . . . . .
H19 H 0.736237 0.028372 0.376417 0.041 Uiso 1 1 calc R . . . .
C14 C 0.8903(3) -0.1128(2) 0.53004(12) 0.0347(7) Uani 1 1 d . . . . .
C27 C 0.6906(3) 0.5543(2) 0.38240(11) 0.0360(7) Uani 1 1 d . . . . .
H27 H 0.689391 0.558547 0.348264 0.043 Uiso 1 1 calc R . . . .
C29 C 0.6923(3) 0.6420(2) 0.45974(12) 0.0353(7) Uani 1 1 d . . . . .
H29 H 0.694608 0.704759 0.477491 0.042 Uiso 1 1 calc R . . . .
C28 C 0.6933(3) 0.6435(2) 0.41003(12) 0.0370(7) Uani 1 1 d . . . . .
H28 H 0.695809 0.708433 0.394114 0.044 Uiso 1 1 calc R . . . .
C23 C 0.6536(3) 0.3680(3) 0.32778(10) 0.0373(7) Uani 1 1 d . . . . .
H23A H 0.613422 0.433870 0.320844 0.045 Uiso 1 1 calc R . . . .
H23B H 0.598689 0.311205 0.321225 0.045 Uiso 1 1 calc R . . . .
C32 C 0.7103(3) 0.6347(2) 0.56130(11) 0.0327(6) Uani 1 1 d . . . . .
H32A H 0.761639 0.680460 0.542928 0.039 Uiso 1 1 calc R . . . .
H32B H 0.750246 0.616264 0.591813 0.039 Uiso 1 1 calc R . . . .
C20 C 0.7101(3) 0.1804(2) 0.37432(10) 0.0351(7) Uani 1 1 d . . . . .
H20 H 0.690900 0.182341 0.340984 0.042 Uiso 1 1 calc R . . . .
C41 C 0.5004(3) 0.0993(3) 0.55319(12) 0.0408(7) Uani 1 1 d . . . . .
H41 H 0.470562 0.042272 0.535496 0.049 Uiso 1 1 calc R . . . .
C39 C 0.5271(3) 0.1847(3) 0.62807(12) 0.0411(7) Uani 1 1 d . . . . .
H39 H 0.519000 0.187013 0.662014 0.049 Uiso 1 1 calc R . . . .
C33 C 0.6008(3) 0.6938(2) 0.57287(12) 0.0379(7) Uani 1 1 d . . . . .
H33A H 0.548126 0.691238 0.544618 0.045 Uiso 1 1 calc R . . . .
H33B H 0.562324 0.659537 0.600069 0.045 Uiso 1 1 calc R . . . .
C7 C 0.9974(3) 0.2370(2) 0.60336(12) 0.0381(7) Uani 1 1 d . . . . .
H7 H 1.049791 0.223944 0.578275 0.046 Uiso 1 1 calc R . . . .
F3 F 0.4019(4) -0.0011(4) 0.28249(12) 0.144(2) Uani 1 1 d . . . . .
C40 C 0.4915(3) 0.0997(3) 0.60314(13) 0.0456(8) Uani 1 1 d . . . . .
H40 H 0.461122 0.041659 0.619517 0.055 Uiso 1 1 calc R . . . .
C3 C 0.8296(3) 0.1871(3) 0.64920(11) 0.0408(7) Uani 1 1 d . . . . .
H3 H 0.769244 0.139421 0.654615 0.049 Uiso 1 1 calc R . . . .
C12 C 0.9609(3) -0.2041(3) 0.60185(15) 0.0462(8) Uani 1 1 d . . . . .
H12 H 0.957722 -0.267008 0.584221 0.055 Uiso 1 1 calc R . . . .
C9 C 0.9748(3) -0.0198(3) 0.65261(13) 0.0454(8) Uani 1 1 d . . . . .
H9 H 0.981743 0.042659 0.670369 0.055 Uiso 1 1 calc R . . . .
C24 C 0.7547(3) 0.3575(3) 0.29240(11) 0.0423(8) Uani 1 1 d . . . . .
H24A H 0.792959 0.290403 0.298726 0.051 Uiso 1 1 calc R . . . .
H24B H 0.722461 0.354658 0.259261 0.051 Uiso 1 1 calc R . . . .
C4 C 0.8410(3) 0.2756(3) 0.67731(12) 0.0487(9) Uani 1 1 d . . . . .
H4 H 0.788263 0.289045 0.702242 0.058 Uiso 1 1 calc R . . . .
C6 C 1.0071(3) 0.3250(3) 0.63193(13) 0.0479(8) Uani 1 1 d . . . . .
H6 H 1.067234 0.372819 0.626411 0.057 Uiso 1 1 calc R . . . .
C34 C 0.6240(3) 0.8055(3) 0.58584(14) 0.0481(8) Uani 1 1 d . . . . .
H34A H 0.551961 0.839411 0.594227 0.072 Uiso 1 1 calc GR . . . .
H34B H 0.657688 0.840912 0.558290 0.072 Uiso 1 1 calc GR . . . .
H34C H 0.677299 0.808498 0.613392 0.072 Uiso 1 1 calc GR . . . .
C5 C 0.9293(4) 0.3437(3) 0.66878(13) 0.0518(9) Uani 1 1 d . . . . .
H5 H 0.937331 0.403988 0.688077 0.062 Uiso 1 1 calc R . . . .
C25 C 0.8451(3) 0.4413(3) 0.29410(14) 0.0530(9) Uani 1 1 d . . . . .
H25A H 0.907369 0.423170 0.272444 0.080 Uiso 1 1 calc GR . . . .
H25B H 0.875428 0.447921 0.327044 0.080 Uiso 1 1 calc GR . . . .
H25C H 0.810925 0.507134 0.283918 0.080 Uiso 1 1 calc GR . . . .
C11 C 0.9957(3) -0.2051(3) 0.64837(16) 0.0575(10) Uani 1 1 d . . . . .
H11 H 1.014410 -0.268519 0.663825 0.069 Uiso 1 1 calc R . . . .
C10 C 1.0041(3) -0.1122(3) 0.67354(15) 0.0547(10) Uani 1 1 d . . . . .
H10 H 1.030749 -0.112879 0.706020 0.066 Uiso 1 1 calc R . . . .
C51 C 1.0081(8) 0.5657(6) 0.4924(5) 0.079(3) Uani 0.5 1 d . . P . .
H51A H 1.081295 0.602741 0.487855 0.094 Uiso 0.5 1 calc R . P . .
H51B H 0.945672 0.616226 0.486714 0.094 Uiso 0.5 1 calc R . P . .
Cl3_1 Cl 0.2045(12) 0.3876(17) 0.2996(3) 0.114(4) Uani 0.40(3) 1 d . . P A -1
Cl2_1 Cl 0.1661(13) 0.2832(8) 0.2156(6) 0.100(3) Uani 0.40(3) 1 d . U P A -1
C52_1 C 0.288(5) 0.338(6) 0.250(3) 0.092(7) Uani 0.40(3) 1 d . . P A -1
H52A_1 H 0.343372 0.284476 0.260822 0.111 Uiso 0.40(3) 1 calc R . P A -1
H52B_1 H 0.327605 0.393380 0.232548 0.111 Uiso 0.40(3) 1 calc R . P A -1
Cl3_2 Cl 0.1928(6) 0.4114(5) 0.2970(3) 0.0931(16) Uani 0.60(3) 1 d . . P A -2
Cl2_2 Cl 0.1962(7) 0.3210(12) 0.1975(4) 0.112(3) Uani 0.60(3) 1 d . U P A -2
C52_2 C 0.259(3) 0.329(4) 0.2555(17) 0.092(7) Uani 0.60(3) 1 d . . P A -2
H52A_2 H 0.260626 0.258327 0.269419 0.111 Uiso 0.60(3) 1 calc R . P A -2
H52B_2 H 0.339309 0.351480 0.252077 0.111 Uiso 0.60(3) 1 calc R . 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 F4 1.610(3) . ?
P1 F6 1.595(3) . ?
P1 F5 1.550(3) . ?
P1 F1 1.585(4) . ?
P1 F2 1.564(3) . ?
P1 F3 1.577(3) . ?
Cl1 C51 1.705(12) . ?
Cl1 C51 1.714(11) 3_766 ?
O15 C14 1.247(4) . ?
N31 C35 1.384(4) . ?
N31 C30 1.379(4) . ?
N31 C32 1.477(4) . ?
N22 C21 1.372(4) . ?
N22 C26 1.393(4) . ?
N22 C23 1.479(4) . ?
N1 C50 1.369(4) . ?
N1 C2 1.453(4) . ?
N1 C8 1.395(4) . ?
C47 C48 1.457(4) . ?
C47 C45 1.438(4) . ?
C47 C21 1.407(4) . ?
C48 C49 1.375(4) . ?
C48 C18 1.430(4) . ?
C46 C45 1.419(4) . ?
C46 C26 1.421(4) . ?
C46 C30 1.429(4) . ?
C44 C45 1.447(4) . ?
C44 C43 1.466(4) . ?
C44 C35 1.416(4) . ?
C49 C50 1.396(4) . ?
C43 C38 1.418(4) . ?
C43 C42 1.405(4) . ?
C18 C17 1.390(4) . ?
C18 C19 1.406(4) . ?
C21 C20 1.431(4) . ?
C35 C36 1.429(4) . ?
C26 C27 1.393(4) . ?
C16 C50 1.419(4) . ?
C16 C17 1.364(4) . ?
C16 C14 1.464(4) . ?
C38 C37 1.415(4) . ?
C38 C39 1.425(4) . ?
C30 C29 1.404(4) . ?
C2 C7 1.379(5) . ?
C2 C3 1.406(5) . ?
C8 C13 1.403(5) . ?
C8 C9 1.388(5) . ?
C36 C37 1.358(4) . ?
C42 C41 1.394(4) . ?
C13 C14 1.431(5) . ?
C13 C12 1.409(4) . ?
C19 C20 1.346(4) . ?
C27 C28 1.386(5) . ?
C29 C28 1.382(5) . ?
C23 C24 1.555(5) . ?
C32 C33 1.529(4) . ?
C41 C40 1.393(5) . ?
C39 C40 1.361(5) . ?
C33 C34 1.512(4) . ?
C7 C6 1.391(5) . ?
C3 C4 1.391(5) . ?
C12 C11 1.349(6) . ?
C9 C10 1.369(5) . ?
C24 C25 1.513(5) . ?
C4 C5 1.380(6) . ?
C6 C5 1.401(6) . ?
C11 C10 1.393(6) . ?
Cl3_1 C52_1 1.81(7) . ?
Cl2_1 C52_1 1.85(6) . ?
Cl3_2 C52_2 1.76(5) . ?
Cl2_2 C52_2 1.76(5) . ?

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
F6 P1 F4 87.61(16) . . ?
F5 P1 F4 88.02(15) . . ?
F5 P1 F6 90.49(19) . . ?
F5 P1 F1 91.8(2) . . ?
F5 P1 F2 178.2(2) . . ?
F5 P1 F3 91.4(2) . . ?
F1 P1 F4 177.62(19) . . ?
F1 P1 F6 90.02(18) . . ?
F2 P1 F4 90.29(19) . . ?
F2 P1 F6 88.91(18) . . ?
F2 P1 F1 89.9(2) . . ?
F2 P1 F3 89.2(2) . . ?
F3 P1 F4 91.0(2) . . ?
F3 P1 F6 177.7(3) . . ?
F3 P1 F1 91.3(2) . . ?
C51 Cl1 C51 62.0(5) . 3_766 ?
C35 N31 C32 120.6(2) . . ?
C30 N31 C35 121.0(2) . . ?
C30 N31 C32 118.0(2) . . ?
C21 N22 C26 120.6(2) . . ?
C21 N22 C23 120.1(2) . . ?
C26 N22 C23 119.2(2) . . ?
C50 N1 C2 120.1(2) . . ?
C50 N1 C8 121.0(3) . . ?
C8 N1 C2 118.9(2) . . ?
C45 C47 C48 124.3(2) . . ?
C21 C47 C48 117.6(2) . . ?
C21 C47 C45 118.1(2) . . ?
C49 C48 C47 122.4(2) . . ?
C49 C48 C18 119.0(3) . . ?
C18 C48 C47 118.6(2) . . ?
C45 C46 C26 120.8(3) . . ?
C45 C46 C30 119.6(2) . . ?
C26 C46 C30 119.5(2) . . ?
C45 C44 C43 125.2(2) . . ?
C35 C44 C45 117.3(2) . . ?
C35 C44 C43 117.5(3) . . ?
C47 C45 C44 127.1(2) . . ?
C46 C45 C47 115.7(2) . . ?
C46 C45 C44 117.1(2) . . ?
C48 C49 C50 121.0(3) . . ?
C38 C43 C44 119.6(3) . . ?
C42 C43 C44 123.3(3) . . ?
C42 C43 C38 117.0(3) . . ?
C17 C18 C48 119.2(3) . . ?
C17 C18 C19 121.4(3) . . ?
C19 C18 C48 119.4(3) . . ?
N22 C21 C47 120.5(3) . . ?
N22 C21 C20 119.6(3) . . ?
C47 C21 C20 119.8(3) . . ?
N31 C35 C44 120.3(3) . . ?
N31 C35 C36 119.8(2) . . ?
C44 C35 C36 119.9(3) . . ?
N22 C26 C46 117.9(2) . . ?
C27 C26 N22 122.2(3) . . ?
C27 C26 C46 119.8(3) . . ?
C50 C16 C14 121.2(3) . . ?
C17 C16 C50 119.2(3) . . ?
C17 C16 C14 119.5(3) . . ?
N1 C50 C49 120.4(3) . . ?
N1 C50 C16 120.0(3) . . ?
C49 C50 C16 119.6(3) . . ?
C43 C38 C39 120.8(3) . . ?
C37 C38 C43 119.3(3) . . ?
C37 C38 C39 119.8(3) . . ?
N31 C30 C46 118.4(2) . . ?
N31 C30 C29 122.2(3) . . ?
C29 C30 C46 119.4(3) . . ?
C16 C17 C18 121.7(3) . . ?
C7 C2 N1 118.2(3) . . ?
C7 C2 C3 122.4(3) . . ?
C3 C2 N1 119.4(3) . . ?
N1 C8 C13 120.8(3) . . ?
C9 C8 N1 119.9(3) . . ?
C9 C8 C13 119.3(3) . . ?
C37 C36 C35 120.8(3) . . ?
C41 C42 C43 120.6(3) . . ?
C8 C13 C14 121.4(3) . . ?
C8 C13 C12 119.4(3) . . ?
C12 C13 C14 119.3(3) . . ?
C36 C37 C38 121.6(3) . . ?
C20 C19 C18 121.8(3) . . ?
O15 C14 C16 121.5(3) . . ?
O15 C14 C13 122.9(3) . . ?
C13 C14 C16 115.6(3) . . ?
C28 C27 C26 119.3(3) . . ?
C28 C29 C30 119.2(3) . . ?
C29 C28 C27 122.8(3) . . ?
N22 C23 C24 115.8(3) . . ?
N31 C32 C33 113.2(2) . . ?
C19 C20 C21 120.6(3) . . ?
C40 C41 C42 121.9(3) . . ?
C40 C39 C38 120.6(3) . . ?
C34 C33 C32 112.4(3) . . ?
C2 C7 C6 117.8(3) . . ?
C39 C40 C41 118.9(3) . . ?
C4 C3 C2 118.8(3) . . ?
C11 C12 C13 120.7(3) . . ?
C10 C9 C8 119.6(3) . . ?
C25 C24 C23 117.0(3) . . ?
C5 C4 C3 119.6(3) . . ?
C7 C6 C5 120.7(4) . . ?
C4 C5 C6 120.7(3) . . ?
C12 C11 C10 119.4(3) . . ?
C9 C10 C11 121.6(4) . . ?
Cl1 C51 Cl1 118.0(5) . 3_766 ?
Cl3_1 C52_1 Cl2_1 96(3) . . ?
Cl3_2 C52_2 Cl2_2 117(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.993
_oxdiff_exptl_absorpt_empirical_full_min 0.712
