# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ax2005_MesStarPCNtBu_cmpd_3a
_database_code_depnum_ccdc_archive 'CCDC 2086496'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H38 NP'
_chemical_formula_sum            'C23 H38 N P'
_chemical_formula_weight         359.51

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'
N N 0.0311 0.0180 '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'

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.8225(5)
_cell_length_b                   9.7226(4)
_cell_length_c                   20.8398(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.3433(17)
_cell_angle_gamma                90
_cell_volume                     2348.65(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9961
_cell_measurement_theta_min      5.04
_cell_measurement_theta_max      66.51

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.017
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.047
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35629
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.813
_diffrn_reflns_theta_max         66.739
_diffrn_reflns_theta_full        66.739
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4158
_reflns_number_gt                3731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine. 
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+0.5902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4158
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.25105(3) 0.62270(4) 0.30257(2) 0.03588(12) Uani 1 1 d . . . . .
N1 N 0.47783(10) 0.73775(12) 0.33659(6) 0.0374(3) Uani 1 1 d . . . . .
C1 C 0.21122(10) 0.61450(12) 0.38482(6) 0.0259(3) Uani 1 1 d . . . . .
C2 C 0.13833(10) 0.71666(13) 0.40381(6) 0.0279(3) Uani 1 1 d . . . . .
C3 C 0.12579(10) 0.71874(13) 0.46878(6) 0.0290(3) Uani 1 1 d . . . . .
H3 H 0.0789 0.7882 0.4821 0.035 Uiso 1 1 calc R U . . .
C4 C 0.17857(10) 0.62415(12) 0.51508(6) 0.0256(3) Uani 1 1 d . . . . .
C5 C 0.24029(10) 0.51902(12) 0.49364(6) 0.0251(3) Uani 1 1 d . . . . .
H5 H 0.2733 0.4506 0.5242 0.030 Uiso 1 1 calc R U . . .
C6 C 0.25668(9) 0.50812(12) 0.42914(6) 0.0247(3) Uani 1 1 d . . . . .
C7 C 0.06830(12) 0.82440(15) 0.35660(7) 0.0387(3) Uani 1 1 d . . . . .
C8 C -0.00228(14) 0.7536(2) 0.29579(8) 0.0534(4) Uani 1 1 d . . . . .
H8A H -0.0506 0.8218 0.2686 0.080 Uiso 1 1 calc R U . . .
H8B H -0.0514 0.6825 0.3094 0.080 Uiso 1 1 calc R U . . .
H8C H 0.0502 0.7111 0.2705 0.080 Uiso 1 1 calc R U . . .
C9 C 0.14697(14) 0.93609(16) 0.33650(9) 0.0525(4) Uani 1 1 d . . . . .
H9A H 0.0996 1.0057 0.3098 0.079 Uiso 1 1 calc R U . . .
H9B H 0.1995 0.8941 0.3111 0.079 Uiso 1 1 calc R U . . .
H9C H 0.1919 0.9795 0.3758 0.079 Uiso 1 1 calc R U . . .
C10 C -0.02006(14) 0.90048(19) 0.38886(10) 0.0554(4) Uani 1 1 d . . . . .
H10A H 0.0206 0.9563 0.4253 0.083 Uiso 1 1 calc R U . . .
H10B H -0.0693 0.8333 0.4053 0.083 Uiso 1 1 calc R U . . .
H10C H -0.0678 0.9602 0.3565 0.083 Uiso 1 1 calc R U . . .
C11 C 0.16678(11) 0.63795(14) 0.58686(6) 0.0314(3) Uani 1 1 d . . . . .
C12 C 0.23192(14) 0.76703(18) 0.61517(8) 0.0478(4) Uani 1 1 d . . . . .
H12A H 0.3138 0.7573 0.6135 0.072 Uiso 1 1 calc R U . . .
H12B H 0.2237 0.7791 0.6607 0.072 Uiso 1 1 calc R U . . .
H12C H 0.2000 0.8474 0.5895 0.072 Uiso 1 1 calc R U . . .
C13 C 0.03952(13) 0.6502(2) 0.59178(8) 0.0495(4) Uani 1 1 d . . . . .
H13A H 0.0335 0.6577 0.6379 0.074 Uiso 1 1 calc R U . . .
H13B H -0.0024 0.5685 0.5725 0.074 Uiso 1 1 calc R U . . .
H13C H 0.0061 0.7324 0.5681 0.074 Uiso 1 1 calc R U . . .
C14 C 0.21764(15) 0.51415(18) 0.62812(7) 0.0472(4) Uani 1 1 d . . . . .
H14A H 0.3002 0.5070 0.6278 0.071 Uiso 1 1 calc R U . . .
H14B H 0.1785 0.4300 0.6097 0.071 Uiso 1 1 calc R U . . .
H14C H 0.2068 0.5262 0.6732 0.071 Uiso 1 1 calc R U . . .
C15 C 0.32001(11) 0.37708(13) 0.41160(6) 0.0302(3) Uani 1 1 d . . . . .
C16 C 0.25351(12) 0.30777(15) 0.34929(7) 0.0380(3) Uani 1 1 d . . . . .
H16A H 0.2510 0.3696 0.3119 0.057 Uiso 1 1 calc R U . . .
H16B H 0.1747 0.2873 0.3546 0.057 Uiso 1 1 calc R U . . .
H16C H 0.2924 0.2221 0.3416 0.057 Uiso 1 1 calc R U . . .
C17 C 0.32825(15) 0.26728(15) 0.46561(8) 0.0462(4) Uani 1 1 d . . . . .
H17A H 0.2513 0.2498 0.4747 0.069 Uiso 1 1 calc R U . . .
H17B H 0.3793 0.3002 0.5055 0.069 Uiso 1 1 calc R U . . .
H17C H 0.3595 0.1820 0.4510 0.069 Uiso 1 1 calc R U . . .
C18 C 0.44477(12) 0.40757(16) 0.40476(8) 0.0419(3) Uani 1 1 d . . . . .
H18A H 0.4844 0.3210 0.3994 0.063 Uiso 1 1 calc R U . . .
H18B H 0.4853 0.4550 0.4441 0.063 Uiso 1 1 calc R U . . .
H18C H 0.4441 0.4661 0.3664 0.063 Uiso 1 1 calc R U . . .
C19 C 0.37940(12) 0.69838(14) 0.32529(6) 0.0352(3) Uani 1 1 d . . . . .
C20 C 0.52516(12) 0.87986(14) 0.33605(7) 0.0374(3) Uani 1 1 d . . . . .
C21 C 0.50029(14) 0.95467(16) 0.39562(8) 0.0478(4) Uani 1 1 d . . . . .
H21A H 0.4167 0.9607 0.3927 0.072 Uiso 1 1 calc R U . . .
H21B H 0.5330 1.0475 0.3974 0.072 Uiso 1 1 calc R U . . .
H21C H 0.5351 0.9041 0.4353 0.072 Uiso 1 1 calc R U . . .
C22 C 0.46761(17) 0.9516(2) 0.27376(9) 0.0657(5) Uani 1 1 d . . . . .
H22A H 0.4809 0.8987 0.2359 0.099 Uiso 1 1 calc R U . . .
H22B H 0.5001 1.0440 0.2725 0.099 Uiso 1 1 calc R U . . .
H22C H 0.3845 0.9584 0.2725 0.099 Uiso 1 1 calc R U . . .
C23 C 0.65438(14) 0.86426(17) 0.33998(10) 0.0547(4) Uani 1 1 d . . . . .
H23A H 0.6890 0.8189 0.3812 0.082 Uiso 1 1 calc R U . . .
H23B H 0.6892 0.9553 0.3382 0.082 Uiso 1 1 calc R U . . .
H23C H 0.6682 0.8085 0.3031 0.082 Uiso 1 1 calc R U . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C19 1.6690(15) . ?
P1 C1 1.8664(12) . ?
N1 C19 1.2034(18) . ?
N1 C20 1.4916(17) . ?
C1 C6 1.4201(17) . ?
C1 C2 1.4213(18) . ?
C2 C3 1.3910(18) . ?
C2 C7 1.5588(17) . ?
C3 C4 1.3890(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3802(17) . ?
C4 C11 1.5353(17) . ?
C5 C6 1.3992(17) . ?
C5 H5 0.9500 . ?
C6 C15 1.5574(16) . ?
C7 C8 1.537(2) . ?
C7 C10 1.538(2) . ?
C7 C9 1.540(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.5288(19) . ?
C11 C14 1.532(2) . ?
C11 C13 1.5327(18) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.5351(18) . ?
C15 C18 1.5382(18) . ?
C15 C17 1.5405(19) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 C22 1.512(2) . ?
C20 C21 1.517(2) . ?
C20 C23 1.521(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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
C19 P1 C1 97.92(6) . . ?
C19 N1 C20 130.02(13) . . ?
C6 C1 C2 120.03(11) . . ?
C6 C1 P1 119.80(9) . . ?
C2 C1 P1 120.15(9) . . ?
C3 C2 C1 117.89(11) . . ?
C3 C2 C7 117.36(11) . . ?
C1 C2 C7 124.73(11) . . ?
C4 C3 C2 123.18(11) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 H3 118.4 . . ?
C5 C4 C3 117.35(11) . . ?
C5 C4 C11 122.36(11) . . ?
C3 C4 C11 120.30(11) . . ?
C4 C5 C6 123.29(11) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C5 C6 C1 117.62(11) . . ?
C5 C6 C15 116.83(10) . . ?
C1 C6 C15 125.52(10) . . ?
C8 C7 C10 105.71(13) . . ?
C8 C7 C9 110.53(13) . . ?
C10 C7 C9 106.15(13) . . ?
C8 C7 C2 110.74(12) . . ?
C10 C7 C2 111.67(12) . . ?
C9 C7 C2 111.79(11) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C14 108.43(12) . . ?
C12 C11 C13 109.68(12) . . ?
C14 C11 C13 107.80(12) . . ?
C12 C11 C4 108.20(11) . . ?
C14 C11 C4 112.18(11) . . ?
C13 C11 C4 110.51(11) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C18 110.31(11) . . ?
C16 C15 C17 105.19(11) . . ?
C18 C15 C17 106.10(12) . . ?
C16 C15 C6 111.58(10) . . ?
C18 C15 C6 112.22(10) . . ?
C17 C15 C6 111.07(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 P1 170.38(12) . . ?
N1 C20 C22 109.11(13) . . ?
N1 C20 C21 107.73(11) . . ?
C22 C20 C21 110.77(14) . . ?
N1 C20 C23 106.35(12) . . ?
C22 C20 C23 111.69(14) . . ?
C21 C20 C23 110.99(14) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
C19 P1 C1 C6 -80.72(10) . . . . ?
C19 P1 C1 C2 97.44(10) . . . . ?
C6 C1 C2 C3 8.08(17) . . . . ?
P1 C1 C2 C3 -170.08(9) . . . . ?
C6 C1 C2 C7 -170.07(11) . . . . ?
P1 C1 C2 C7 11.77(16) . . . . ?
C1 C2 C3 C4 -1.66(18) . . . . ?
C7 C2 C3 C4 176.63(11) . . . . ?
C2 C3 C4 C5 -4.02(18) . . . . ?
C2 C3 C4 C11 176.29(11) . . . . ?
C3 C4 C5 C6 3.43(17) . . . . ?
C11 C4 C5 C6 -176.89(11) . . . . ?
C4 C5 C6 C1 2.78(17) . . . . ?
C4 C5 C6 C15 -175.23(11) . . . . ?
C2 C1 C6 C5 -8.60(16) . . . . ?
P1 C1 C6 C5 169.57(8) . . . . ?
C2 C1 C6 C15 169.22(11) . . . . ?
P1 C1 C6 C15 -12.61(16) . . . . ?
C3 C2 C7 C8 -127.20(13) . . . . ?
C1 C2 C7 C8 50.96(17) . . . . ?
C3 C2 C7 C10 -9.68(17) . . . . ?
C1 C2 C7 C10 168.48(13) . . . . ?
C3 C2 C7 C9 109.08(15) . . . . ?
C1 C2 C7 C9 -72.76(17) . . . . ?
C5 C4 C11 C12 112.52(14) . . . . ?
C3 C4 C11 C12 -67.81(15) . . . . ?
C5 C4 C11 C14 -7.05(17) . . . . ?
C3 C4 C11 C14 172.62(12) . . . . ?
C5 C4 C11 C13 -127.38(13) . . . . ?
C3 C4 C11 C13 52.29(16) . . . . ?
C5 C6 C15 C16 130.15(12) . . . . ?
C1 C6 C15 C16 -47.68(16) . . . . ?
C5 C6 C15 C18 -105.46(13) . . . . ?
C1 C6 C15 C18 76.71(15) . . . . ?
C5 C6 C15 C17 13.12(16) . . . . ?
C1 C6 C15 C17 -164.71(12) . . . . ?
C19 N1 C20 C22 -47.8(2) . . . . ?
C19 N1 C20 C21 72.55(19) . . . . ?
C19 N1 C20 C23 -168.39(15) . . . . ?

_refine_diff_density_max         0.274
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.034


####################################################################### 
# 
# 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_ax1978_MesStarPHCN_cmpd_4a
_database_code_depnum_ccdc_archive 'CCDC 2086499'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_vrf_PLAT414_ax1978_MesStarPHCN_cmpd_4a 
;
PROBLEM: Short Intra D-H..H-X       H2       ..H16C             1.67 Ang.  
RESPONSE: Short Intramolecular H...H contact H2...H16C are observed
due to to steric reasons
;

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H30 N P'
_chemical_formula_sum            'C19 H30 N P'
_chemical_formula_weight         303.41

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'
N N 0.0311 0.0180 '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'

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.0042(3)
_cell_length_b                   15.3676(6)
_cell_length_c                   19.9448(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1840.31(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9913
_cell_measurement_theta_min      3.63
_cell_measurement_theta_max      66.37

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.256
_shelx_estimated_absorpt_T_min   0.720
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13962
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         5.287
_diffrn_reflns_theta_max         64.991
_diffrn_reflns_theta_full        64.991
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3113
_reflns_number_gt                3073
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine. The position of H1 was fixed using the
 AFIX1 command.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0444P)²+0.7404P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.44(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3113
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0962
_refine_ls_wR_factor_gt          0.0950
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.4444(4) 0.43552(15) 0.65478(12) 0.0229(5) Uani 1 1 d . . . . .
C2 C 0.4157(4) 0.46076(16) 0.58702(12) 0.0226(5) Uani 1 1 d . . . . .
C3 C 0.2909(4) 0.53573(16) 0.57429(12) 0.0221(5) Uani 1 1 d . . . . .
H3 H 0.2677 0.5526 0.5290 0.027 Uiso 1 1 calc R U . . .
C4 C 0.1997(4) 0.58638(15) 0.62453(12) 0.0214(5) Uani 1 1 d . . . . .
C5 C 0.2584(4) 0.56687(15) 0.69023(12) 0.0223(5) Uani 1 1 d . . . . .
H5 H 0.2115 0.6049 0.7250 0.027 Uiso 1 1 calc R U . . .
C6 C 0.3832(4) 0.49369(16) 0.70711(12) 0.0226(5) Uani 1 1 d . . . . .
C7 C 0.5215(4) 0.41382(16) 0.52578(12) 0.0273(5) Uani 1 1 d . . . . .
C8 C 0.7722(5) 0.39900(19) 0.53783(14) 0.0327(6) Uani 1 1 d . . . . .
H8A H 0.8395 0.3737 0.4975 0.049 Uiso 1 1 calc R U . . .
H8B H 0.7924 0.3591 0.5757 0.049 Uiso 1 1 calc R U . . .
H8C H 0.8441 0.4547 0.5479 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4004(5) 0.3281(2) 0.50846(15) 0.0355(6) Uani 1 1 d . . . . .
H9A H 0.2411 0.3395 0.5025 0.053 Uiso 1 1 calc R U . . .
H9B H 0.4214 0.2862 0.5450 0.053 Uiso 1 1 calc R U . . .
H9C H 0.4619 0.3041 0.4669 0.053 Uiso 1 1 calc R U . . .
C10 C 0.5084(6) 0.46995(19) 0.46226(13) 0.0389(6) Uani 1 1 d . . . . .
H10A H 0.5727 0.5274 0.4713 0.058 Uiso 1 1 calc R U . . .
H10B H 0.3523 0.4766 0.4488 0.058 Uiso 1 1 calc R U . . .
H10C H 0.5918 0.4417 0.4260 0.058 Uiso 1 1 calc R U . . .
C11 C 0.0491(4) 0.66474(16) 0.60973(12) 0.0250(5) Uani 1 1 d . . . . .
C12 C -0.0104(5) 0.67148(18) 0.53541(14) 0.0361(6) Uani 1 1 d . . . . .
H12A H 0.1264 0.6765 0.5089 0.054 Uiso 1 1 calc R U . . .
H12B H -0.1034 0.7230 0.5280 0.054 Uiso 1 1 calc R U . . .
H12C H -0.0922 0.6193 0.5217 0.054 Uiso 1 1 calc R U . . .
C13 C 0.1685(5) 0.74896(17) 0.63071(15) 0.0341(6) Uani 1 1 d . . . . .
H13A H 0.2010 0.7470 0.6788 0.051 Uiso 1 1 calc R U . . .
H13B H 0.0725 0.7990 0.6211 0.051 Uiso 1 1 calc R U . . .
H13C H 0.3080 0.7546 0.6056 0.051 Uiso 1 1 calc R U . . .
C14 C -0.1688(5) 0.65596(19) 0.64945(16) 0.0353(6) Uani 1 1 d . . . . .
H14A H -0.2432 0.6015 0.6370 0.053 Uiso 1 1 calc R U . . .
H14B H -0.2665 0.7052 0.6391 0.053 Uiso 1 1 calc R U . . .
H14C H -0.1357 0.6555 0.6976 0.053 Uiso 1 1 calc R U . . .
C15 C 0.4587(4) 0.48359(17) 0.78144(12) 0.0269(6) Uani 1 1 d . . . . .
C16 C 0.7112(5) 0.46692(19) 0.78486(14) 0.0326(6) Uani 1 1 d . . . . .
H16A H 0.7565 0.4599 0.8318 0.049 Uiso 1 1 calc R U . . .
H16B H 0.7908 0.5164 0.7651 0.049 Uiso 1 1 calc R U . . .
H16C H 0.7472 0.4138 0.7599 0.049 Uiso 1 1 calc R U . . .
C17 C 0.3280(5) 0.41257(18) 0.81867(14) 0.0331(6) Uani 1 1 d . . . . .
H17A H 0.3578 0.3560 0.7979 0.050 Uiso 1 1 calc R U . . .
H17B H 0.1683 0.4253 0.8161 0.050 Uiso 1 1 calc R U . . .
H17C H 0.3745 0.4112 0.8658 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4216(5) 0.56885(19) 0.82069(13) 0.0356(6) Uani 1 1 d . . . . .
H18A H 0.4836 0.5629 0.8659 0.053 Uiso 1 1 calc R U . . .
H18B H 0.2616 0.5809 0.8237 0.053 Uiso 1 1 calc R U . . .
H18C H 0.4960 0.6169 0.7974 0.053 Uiso 1 1 calc R U . . .
C19 C 0.2410(5) 0.27789(17) 0.67402(15) 0.0345(6) Uani 1 1 d . . . . .
N1 N 0.0685(5) 0.24655(19) 0.67432(17) 0.0541(8) Uani 1 1 d . . . . .
P1 P 0.51726(13) 0.32255(5) 0.67765(5) 0.0443(2) Uani 1 1 d . . . . .
H2 H 0.5919 0.3274 0.7392 0.050 Uiso 1 1 d . . . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.417(3) . ?
C1 C6 1.422(3) . ?
C1 P1 1.848(2) . ?
C2 C3 1.397(4) . ?
C2 C7 1.554(3) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 C11 1.535(3) . ?
C5 C6 1.393(3) . ?
C5 H5 0.9500 . ?
C6 C15 1.558(3) . ?
C7 C10 1.535(4) . ?
C7 C8 1.541(4) . ?
C7 C9 1.544(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.528(4) . ?
C11 C14 1.535(4) . ?
C11 C13 1.538(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.536(4) . ?
C15 C16 1.539(4) . ?
C15 C18 1.543(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N1 1.143(4) . ?
C19 P1 1.796(3) . ?
P1 H2 1.3097 . ?

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
C2 C1 C6 119.8(2) . . ?
C2 C1 P1 121.44(18) . . ?
C6 C1 P1 118.07(18) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C7 117.3(2) . . ?
C1 C2 C7 124.9(2) . . ?
C4 C3 C2 123.0(2) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C3 C4 C5 117.5(2) . . ?
C3 C4 C11 122.4(2) . . ?
C5 C4 C11 120.0(2) . . ?
C4 C5 C6 122.6(2) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C5 C6 C1 118.0(2) . . ?
C5 C6 C15 117.8(2) . . ?
C1 C6 C15 124.1(2) . . ?
C10 C7 C8 105.2(2) . . ?
C10 C7 C9 105.7(2) . . ?
C8 C7 C9 111.6(2) . . ?
C10 C7 C2 111.5(2) . . ?
C8 C7 C2 110.2(2) . . ?
C9 C7 C2 112.3(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C4 112.2(2) . . ?
C12 C11 C14 107.9(2) . . ?
C4 C11 C14 109.5(2) . . ?
C12 C11 C13 108.4(2) . . ?
C4 C11 C13 109.5(2) . . ?
C14 C11 C13 109.3(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C16 111.3(2) . . ?
C17 C15 C18 106.5(2) . . ?
C16 C15 C18 105.1(2) . . ?
C17 C15 C6 112.5(2) . . ?
C16 C15 C6 110.2(2) . . ?
C18 C15 C6 110.9(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 P1 176.4(3) . . ?
C19 P1 C1 97.49(11) . . ?
C19 P1 H2 112.1 . . ?
C1 P1 H2 105.0 . . ?

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
C6 C1 C2 C3 -11.4(3) . . . . ?
P1 C1 C2 C3 158.75(19) . . . . ?
C6 C1 C2 C7 165.7(2) . . . . ?
P1 C1 C2 C7 -24.2(3) . . . . ?
C1 C2 C3 C4 1.4(4) . . . . ?
C7 C2 C3 C4 -175.9(2) . . . . ?
C2 C3 C4 C5 7.8(4) . . . . ?
C2 C3 C4 C11 -175.5(2) . . . . ?
C3 C4 C5 C6 -7.2(3) . . . . ?
C11 C4 C5 C6 176.0(2) . . . . ?
C4 C5 C6 C1 -2.5(3) . . . . ?
C4 C5 C6 C15 174.0(2) . . . . ?
C2 C1 C6 C5 11.9(3) . . . . ?
P1 C1 C6 C5 -158.52(18) . . . . ?
C2 C1 C6 C15 -164.3(2) . . . . ?
P1 C1 C6 C15 25.2(3) . . . . ?
C3 C2 C7 C10 11.7(3) . . . . ?
C1 C2 C7 C10 -165.3(2) . . . . ?
C3 C2 C7 C8 128.2(2) . . . . ?
C1 C2 C7 C8 -48.9(3) . . . . ?
C3 C2 C7 C9 -106.7(3) . . . . ?
C1 C2 C7 C9 76.3(3) . . . . ?
C3 C4 C11 C12 7.6(3) . . . . ?
C5 C4 C11 C12 -175.8(2) . . . . ?
C3 C4 C11 C14 127.4(3) . . . . ?
C5 C4 C11 C14 -56.0(3) . . . . ?
C3 C4 C11 C13 -112.8(3) . . . . ?
C5 C4 C11 C13 63.9(3) . . . . ?
C5 C6 C15 C17 106.9(3) . . . . ?
C1 C6 C15 C17 -76.9(3) . . . . ?
C5 C6 C15 C16 -128.3(2) . . . . ?
C1 C6 C15 C16 48.0(3) . . . . ?
C5 C6 C15 C18 -12.3(3) . . . . ?
C1 C6 C15 C18 164.0(2) . . . . ?
C2 C1 P1 C19 -82.2(2) . . . . ?
C6 C1 P1 C19 88.0(2) . . . . ?

_refine_diff_density_max         0.459
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.042


####################################################################### 
# 
# 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_ax1968_TerPCNXyl_cmpd_3e
_database_code_depnum_ccdc_archive 'CCDC 2086497'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H34 N P'
_chemical_formula_sum            'C33 H34 N P'
_chemical_formula_weight         475.58

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

#==============================================================================

# CRYSTAL DATA

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

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

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

_cell_length_a                   14.6249(13)
_cell_length_b                   7.7621(7)
_cell_length_c                   24.362(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.5246(21)
_cell_angle_gamma                90
_cell_volume                     2677.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8989
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      29.51

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.124
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45239
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.480
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7124
_reflns_number_gt                5345
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0580P)²+1.1154P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7124
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.24546(9) 0.79204(18) 0.50463(6) 0.0204(3) Uani 1 1 d . . . . .
C2 C 0.30414(9) 0.93151(19) 0.52845(6) 0.0218(3) Uani 1 1 d . . . . .
C3 C 0.28405(10) 1.0950(2) 0.50519(6) 0.0262(3) Uani 1 1 d . . . . .
H3 H 0.3228 1.1890 0.5218 0.031 Uiso 1 1 calc R U . . .
C4 C 0.20908(11) 1.1246(2) 0.45847(7) 0.0282(3) Uani 1 1 d . . . . .
H4 H 0.1959 1.2376 0.4437 0.034 Uiso 1 1 calc R U . . .
C5 C 0.15369(10) 0.9869(2) 0.43378(6) 0.0268(3) Uani 1 1 d . . . . .
H5 H 0.1030 1.0060 0.4014 0.032 Uiso 1 1 calc R U . . .
C6 C 0.17091(10) 0.82085(19) 0.45556(6) 0.0219(3) Uani 1 1 d . . . . .
C7 C 0.39027(10) 0.91606(18) 0.57690(6) 0.0218(3) Uani 1 1 d . . . . .
C8 C 0.47340(10) 0.84585(19) 0.56748(6) 0.0238(3) Uani 1 1 d . . . . .
C9 C 0.55608(10) 0.8506(2) 0.61141(7) 0.0287(3) Uani 1 1 d . . . . .
H9 H 0.6126 0.8041 0.6051 0.034 Uiso 1 1 calc R U . . .
C10 C 0.55773(11) 0.9211(2) 0.66386(7) 0.0308(3) Uani 1 1 d . . . . .
C11 C 0.47455(11) 0.9870(2) 0.67281(6) 0.0303(3) Uani 1 1 d . . . . .
H11 H 0.4746 1.0330 0.7090 0.036 Uiso 1 1 calc R U . . .
C12 C 0.39059(10) 0.9874(2) 0.62997(6) 0.0255(3) Uani 1 1 d . . . . .
C13 C 0.47561(11) 0.7694(2) 0.51095(7) 0.0297(3) Uani 1 1 d . . . . .
H13A H 0.5403 0.7343 0.5117 0.045 Uiso 1 1 calc R U . . .
H13B H 0.4541 0.8555 0.4811 0.045 Uiso 1 1 calc R U . . .
H13C H 0.4339 0.6688 0.5033 0.045 Uiso 1 1 calc R U . . .
C14 C 0.64850(13) 0.9282(3) 0.71037(8) 0.0459(5) Uani 1 1 d . . . . .
H14A H 0.6926 0.8412 0.7031 0.069 Uiso 1 1 calc R U . . .
H14B H 0.6347 0.9052 0.7470 0.069 Uiso 1 1 calc R U . . .
H14C H 0.6769 1.0428 0.7110 0.069 Uiso 1 1 calc R U . . .
C15 C 0.30233(12) 1.0653(2) 0.64118(7) 0.0355(4) Uani 1 1 d . . . . .
H15A H 0.3150 1.1008 0.6810 0.053 Uiso 1 1 calc R U . . .
H15B H 0.2514 0.9797 0.6332 0.053 Uiso 1 1 calc R U . . .
H15C H 0.2833 1.1659 0.6167 0.053 Uiso 1 1 calc R U . . .
C16 C 0.10954(10) 0.67717(19) 0.42586(6) 0.0223(3) Uani 1 1 d . . . . .
C17 C 0.14081(10) 0.5709(2) 0.38760(6) 0.0240(3) Uani 1 1 d . . . . .
C18 C 0.07988(11) 0.4456(2) 0.35743(6) 0.0289(3) Uani 1 1 d . . . . .
H18 H 0.1010 0.3736 0.3316 0.035 Uiso 1 1 calc R U . . .
C19 C -0.01079(11) 0.4237(2) 0.36434(7) 0.0320(4) Uani 1 1 d . . . . .
C20 C -0.04030(11) 0.5301(2) 0.40228(7) 0.0320(4) Uani 1 1 d . . . . .
H20 H -0.1023 0.5165 0.4072 0.038 Uiso 1 1 calc R U . . .
C21 C 0.01819(10) 0.6565(2) 0.43351(6) 0.0264(3) Uani 1 1 d . . . . .
C22 C 0.23834(11) 0.5907(2) 0.37818(7) 0.0331(4) Uani 1 1 d . . . . .
H22A H 0.2460 0.5102 0.3487 0.050 Uiso 1 1 calc R U . . .
H22B H 0.2857 0.5657 0.4135 0.050 Uiso 1 1 calc R U . . .
H22C H 0.2467 0.7090 0.3662 0.050 Uiso 1 1 calc R U . . .
C23 C -0.07592(13) 0.2866(3) 0.33204(10) 0.0511(5) Uani 1 1 d . . . . .
H23A H -0.0685 0.1806 0.3546 0.077 Uiso 1 1 calc R U . . .
H23B H -0.0600 0.2639 0.2960 0.077 Uiso 1 1 calc R U . . .
H23C H -0.1415 0.3264 0.3247 0.077 Uiso 1 1 calc R U . . .
C24 C -0.01782(12) 0.7672(2) 0.47417(8) 0.0387(4) Uani 1 1 d . . . . .
H24A H -0.0334 0.8819 0.4577 0.058 Uiso 1 1 calc R U . . .
H24B H 0.0310 0.7774 0.5099 0.058 Uiso 1 1 calc R U . . .
H24C H -0.0745 0.7145 0.4815 0.058 Uiso 1 1 calc R U . . .
C25 C 0.31046(10) 0.58375(19) 0.59736(6) 0.0241(3) Uani 1 1 d . . . . .
C26 C 0.42401(10) 0.5533(2) 0.69011(6) 0.0258(3) Uani 1 1 d . . . . .
C27 C 0.50172(11) 0.4677(2) 0.67869(6) 0.0275(3) Uani 1 1 d . . . . .
C28 C 0.58300(11) 0.4558(2) 0.72300(7) 0.0346(4) Uani 1 1 d . . . . .
H28 H 0.6363 0.3957 0.7171 0.042 Uiso 1 1 calc R U . . .
C29 C 0.58773(12) 0.5298(3) 0.77530(7) 0.0388(4) Uani 1 1 d . . . . .
H29 H 0.6444 0.5218 0.8046 0.047 Uiso 1 1 calc R U . . .
C30 C 0.51035(12) 0.6152(2) 0.78516(7) 0.0343(4) Uani 1 1 d . . . . .
H30 H 0.5148 0.6675 0.8210 0.041 Uiso 1 1 calc R U . . .
C31 C 0.42630(11) 0.6255(2) 0.74326(6) 0.0293(3) Uani 1 1 d . . . . .
C32 C 0.49973(12) 0.3937(2) 0.62150(7) 0.0312(3) Uani 1 1 d . . . . .
H32A H 0.5023 0.4874 0.5950 0.047 Uiso 1 1 calc R U . . .
H32B H 0.4414 0.3278 0.6076 0.047 Uiso 1 1 calc R U . . .
H32C H 0.5543 0.3176 0.6246 0.047 Uiso 1 1 calc R U . . .
C33 C 0.34121(12) 0.7123(3) 0.75467(7) 0.0414(4) Uani 1 1 d . . . . .
H33A H 0.3568 0.7564 0.7936 0.062 Uiso 1 1 calc R U . . .
H33B H 0.2894 0.6291 0.7498 0.062 Uiso 1 1 calc R U . . .
H33C H 0.3219 0.8081 0.7281 0.062 Uiso 1 1 calc R U . . .
N2 N 0.33804(9) 0.56920(17) 0.64802(5) 0.0275(3) Uani 1 1 d . . . . .
P1 P 0.25697(3) 0.56655(5) 0.52866(2) 0.02413(10) Uani 1 1 d . . . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.4126(19) . ?
C1 C6 1.4190(18) . ?
C1 P1 1.8399(15) . ?
C2 C3 1.391(2) . ?
C2 C7 1.4995(18) . ?
C3 C4 1.387(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(2) . ?
C5 H5 0.9500 . ?
C6 C16 1.4991(19) . ?
C7 C8 1.403(2) . ?
C7 C12 1.405(2) . ?
C8 C9 1.3999(19) . ?
C8 C13 1.507(2) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(2) . ?
C10 C14 1.515(2) . ?
C11 C12 1.398(2) . ?
C11 H11 0.9500 . ?
C12 C15 1.511(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C21 1.404(2) . ?
C16 C17 1.405(2) . ?
C17 C18 1.397(2) . ?
C17 C22 1.508(2) . ?
C18 C19 1.388(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 C23 1.511(2) . ?
C20 C21 1.395(2) . ?
C20 H20 0.9500 . ?
C21 C24 1.503(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 N2 1.2037(19) . ?
C25 P1 1.6658(15) . ?
C26 C27 1.403(2) . ?
C26 C31 1.404(2) . ?
C26 N2 1.4144(18) . ?
C27 C28 1.394(2) . ?
C27 C32 1.501(2) . ?
C28 C29 1.383(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(2) . ?
C30 H30 0.9500 . ?
C31 C33 1.501(2) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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
C2 C1 C6 118.99(13) . . ?
C2 C1 P1 126.91(10) . . ?
C6 C1 P1 114.05(10) . . ?
C3 C2 C1 119.15(12) . . ?
C3 C2 C7 116.34(12) . . ?
C1 C2 C7 124.48(13) . . ?
C4 C3 C2 121.89(14) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C5 C4 C3 118.99(14) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 121.25(13) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.61(13) . . ?
C5 C6 C16 118.39(12) . . ?
C1 C6 C16 122.00(13) . . ?
C8 C7 C12 120.04(13) . . ?
C8 C7 C2 119.58(13) . . ?
C12 C7 C2 120.06(13) . . ?
C9 C8 C7 118.85(14) . . ?
C9 C8 C13 119.78(14) . . ?
C7 C8 C13 121.36(12) . . ?
C10 C9 C8 121.85(15) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 118.55(13) . . ?
C9 C10 C14 120.92(16) . . ?
C11 C10 C14 120.52(16) . . ?
C10 C11 C12 121.64(15) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C7 119.05(14) . . ?
C11 C12 C15 119.74(14) . . ?
C7 C12 C15 121.21(13) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 120.01(13) . . ?
C21 C16 C6 119.71(13) . . ?
C17 C16 C6 120.14(13) . . ?
C18 C17 C16 119.15(14) . . ?
C18 C17 C22 119.59(14) . . ?
C16 C17 C22 121.26(13) . . ?
C19 C18 C17 121.61(15) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C20 C19 C18 118.31(14) . . ?
C20 C19 C23 120.38(16) . . ?
C18 C19 C23 121.30(16) . . ?
C19 C20 C21 122.11(15) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 H20 118.9 . . ?
C20 C21 C16 118.81(14) . . ?
C20 C21 C24 119.56(14) . . ?
C16 C21 C24 121.64(14) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 P1 167.14(13) . . ?
C27 C26 C31 122.60(13) . . ?
C27 C26 N2 120.97(14) . . ?
C31 C26 N2 116.43(14) . . ?
C28 C27 C26 116.97(15) . . ?
C28 C27 C32 120.53(15) . . ?
C26 C27 C32 122.49(13) . . ?
C29 C28 C27 121.46(16) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 120.30(15) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C31 120.77(16) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C30 C31 C26 117.83(15) . . ?
C30 C31 C33 120.78(15) . . ?
C26 C31 C33 121.39(14) . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C27 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C25 N2 C26 139.44(15) . . ?
C25 P1 C1 103.06(7) . . ?

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
C6 C1 C2 C3 3.6(2) . . . . ?
P1 C1 C2 C3 -179.04(11) . . . . ?
C6 C1 C2 C7 -174.33(13) . . . . ?
P1 C1 C2 C7 3.0(2) . . . . ?
C1 C2 C3 C4 -1.3(2) . . . . ?
C7 C2 C3 C4 176.80(14) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C3 C4 C5 C6 1.1(2) . . . . ?
C4 C5 C6 C1 1.2(2) . . . . ?
C4 C5 C6 C16 -178.58(14) . . . . ?
C2 C1 C6 C5 -3.6(2) . . . . ?
P1 C1 C6 C5 178.76(11) . . . . ?
C2 C1 C6 C16 176.18(13) . . . . ?
P1 C1 C6 C16 -1.47(18) . . . . ?
C3 C2 C7 C8 -102.75(16) . . . . ?
C1 C2 C7 C8 75.28(19) . . . . ?
C3 C2 C7 C12 70.79(18) . . . . ?
C1 C2 C7 C12 -111.18(17) . . . . ?
C12 C7 C8 C9 -0.9(2) . . . . ?
C2 C7 C8 C9 172.67(13) . . . . ?
C12 C7 C8 C13 -179.60(14) . . . . ?
C2 C7 C8 C13 -6.1(2) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C13 C8 C9 C10 179.31(15) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C8 C9 C10 C14 -178.70(15) . . . . ?
C9 C10 C11 C12 -1.6(2) . . . . ?
C14 C10 C11 C12 177.77(16) . . . . ?
C10 C11 C12 C7 1.3(2) . . . . ?
C10 C11 C12 C15 -178.21(15) . . . . ?
C8 C7 C12 C11 0.0(2) . . . . ?
C2 C7 C12 C11 -173.53(14) . . . . ?
C8 C7 C12 C15 179.46(14) . . . . ?
C2 C7 C12 C15 6.0(2) . . . . ?
C5 C6 C16 C21 -77.43(18) . . . . ?
C1 C6 C16 C21 102.79(17) . . . . ?
C5 C6 C16 C17 98.32(17) . . . . ?
C1 C6 C16 C17 -81.46(18) . . . . ?
C21 C16 C17 C18 0.2(2) . . . . ?
C6 C16 C17 C18 -175.54(13) . . . . ?
C21 C16 C17 C22 179.62(14) . . . . ?
C6 C16 C17 C22 3.9(2) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
C22 C17 C18 C19 -179.42(15) . . . . ?
C17 C18 C19 C20 0.0(2) . . . . ?
C17 C18 C19 C23 -179.31(16) . . . . ?
C18 C19 C20 C21 -0.3(2) . . . . ?
C23 C19 C20 C21 179.03(17) . . . . ?
C19 C20 C21 C16 0.5(2) . . . . ?
C19 C20 C21 C24 -179.72(16) . . . . ?
C17 C16 C21 C20 -0.5(2) . . . . ?
C6 C16 C21 C20 175.30(14) . . . . ?
C17 C16 C21 C24 179.81(14) . . . . ?
C6 C16 C21 C24 -4.4(2) . . . . ?
C31 C26 C27 C28 0.3(2) . . . . ?
N2 C26 C27 C28 -178.98(14) . . . . ?
C31 C26 C27 C32 -178.75(15) . . . . ?
N2 C26 C27 C32 2.0(2) . . . . ?
C26 C27 C28 C29 -1.9(2) . . . . ?
C32 C27 C28 C29 177.10(16) . . . . ?
C27 C28 C29 C30 1.2(3) . . . . ?
C28 C29 C30 C31 1.2(3) . . . . ?
C29 C30 C31 C26 -2.8(3) . . . . ?
C29 C30 C31 C33 177.64(17) . . . . ?
C27 C26 C31 C30 2.0(2) . . . . ?
N2 C26 C31 C30 -178.66(14) . . . . ?
C27 C26 C31 C33 -178.39(16) . . . . ?
N2 C26 C31 C33 0.9(2) . . . . ?
P1 C25 N2 C26 127.8(6) . . . . ?
C27 C26 N2 C25 -32.5(3) . . . . ?
C31 C26 N2 C25 148.2(2) . . . . ?
N2 C25 P1 C1 144.1(6) . . . . ?
C2 C1 P1 C25 27.03(15) . . . . ?
C6 C1 P1 C25 -155.54(11) . . . . ?

_refine_diff_density_max         0.954
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.049


####################################################################### 
# 
# 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_ax2039_MesStar2_PH_PCNBCF15_cmpd_8
_database_code_depnum_ccdc_archive 'CCDC 2086504'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C55 H59 B F15 N P2'
_chemical_formula_sum            'C55 H59 B F15 N P2'
_chemical_formula_weight         1091.78

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 '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'

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.3569(3)
_cell_length_b                   25.3573(8)
_cell_length_c                   20.2715(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.1057(16)
_cell_angle_gamma                90
_cell_volume                     5310.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      66.23

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             2264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.539
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72366
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.795
_diffrn_reflns_theta_max         65.995
_diffrn_reflns_theta_full        65.995
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9256
_reflns_number_gt                7779
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine. One of the p-tBu groups (C11-C14) was found
 to be disordered and was split in two parts. The occupancy of each part was
 allowed to refine freely and the thermal ellipsoids of both parts were
 restrained to be equal using the EADP command.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0752P)²+2.7261P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9256
_refine_ls_number_parameters     699
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.3921(2) 0.44204(8) 0.63316(10) 0.0282(4) Uani 1 1 d . . . . .
C2 C 0.4620(2) 0.49005(8) 0.62573(10) 0.0285(4) Uani 1 1 d . . . . .
C3 C 0.3920(2) 0.53723(8) 0.62543(10) 0.0313(4) Uani 1 1 d . . . . .
H3 H 0.4376 0.5695 0.6221 0.038 Uiso 1 1 calc R U . . .
C4 C 0.2589(2) 0.53906(9) 0.62975(11) 0.0322(5) Uani 1 1 d . . . . .
C5 C 0.1926(2) 0.49134(9) 0.62900(11) 0.0339(5) Uani 1 1 d . . . . .
H5 H 0.1008 0.4922 0.6284 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2533(2) 0.44242(8) 0.62906(11) 0.0314(4) Uani 1 1 d . . . . .
C7 C 0.6100(2) 0.49385(9) 0.61534(11) 0.0324(5) Uani 1 1 d . . . . .
C8 C 0.6958(2) 0.48659(9) 0.67986(12) 0.0356(5) Uani 1 1 d . . . . .
H8A H 0.6911 0.4499 0.6945 0.053 Uiso 1 1 calc R U . . .
H8B H 0.6653 0.5099 0.7140 0.053 Uiso 1 1 calc R U . . .
H8C H 0.7856 0.4954 0.6721 0.053 Uiso 1 1 calc R U . . .
C9 C 0.6448(2) 0.54939(10) 0.58979(13) 0.0414(5) Uani 1 1 d . . . . .
H9A H 0.6297 0.5758 0.6237 0.062 Uiso 1 1 calc R U . . .
H9B H 0.5904 0.5574 0.5495 0.062 Uiso 1 1 calc R U . . .
H9C H 0.7361 0.5501 0.5800 0.062 Uiso 1 1 calc R U . . .
C10 C 0.6492(2) 0.45483(10) 0.56168(12) 0.0390(5) Uani 1 1 d . . . . .
H10A H 0.7411 0.4594 0.5546 0.058 Uiso 1 1 calc R U . . .
H10B H 0.5973 0.4617 0.5203 0.058 Uiso 1 1 calc R U . . .
H10C H 0.6340 0.4186 0.5761 0.058 Uiso 1 1 calc R U . . .
C11A C 0.1859(5) 0.5926(2) 0.6344(3) 0.0367(7) Uani 0.863(5) 1 d D . P A 1
C12A C 0.2268(5) 0.61747(16) 0.7003(2) 0.0746(14) Uani 0.863(5) 1 d D . P A 1
H12A H 0.3211 0.6216 0.7044 0.112 Uiso 0.863(5) 1 calc R U P A 1
H12B H 0.1856 0.6521 0.7033 0.112 Uiso 0.863(5) 1 calc R U P A 1
H12C H 0.2001 0.5948 0.7361 0.112 Uiso 0.863(5) 1 calc R U P A 1
C13A C 0.2222(4) 0.62851(13) 0.5780(2) 0.0599(11) Uani 0.863(5) 1 d D . P A 1
H13A H 0.1953 0.6120 0.5355 0.090 Uiso 0.863(5) 1 calc R U P A 1
H13B H 0.1784 0.6626 0.5814 0.090 Uiso 0.863(5) 1 calc R U P A 1
H13C H 0.3161 0.6340 0.5810 0.090 Uiso 0.863(5) 1 calc R U P A 1
C14A C 0.0400(3) 0.58623(13) 0.6283(3) 0.0631(11) Uani 0.863(5) 1 d D . P A 1
H14A H 0.0133 0.5701 0.5855 0.095 Uiso 0.863(5) 1 calc R U P A 1
H14B H 0.0133 0.5636 0.6640 0.095 Uiso 0.863(5) 1 calc R U P A 1
H14C H -0.0011 0.6209 0.6313 0.095 Uiso 0.863(5) 1 calc R U P A 1
C11B C 0.198(3) 0.5883(13) 0.6311(16) 0.0367(7) Uani 0.137(5) 1 d D . P A 2
C12B C 0.078(3) 0.5904(9) 0.5838(13) 0.0746(14) Uani 0.137(5) 1 d D . P A 2
H12D H 0.0378 0.6253 0.5861 0.112 Uiso 0.137(5) 1 calc R U P A 2
H12E H 0.1020 0.5839 0.5387 0.112 Uiso 0.137(5) 1 calc R U P A 2
H12F H 0.0164 0.5634 0.5961 0.112 Uiso 0.137(5) 1 calc R U P A 2
C13B C 0.280(2) 0.6370(8) 0.6173(14) 0.0599(11) Uani 0.137(5) 1 d D . P A 2
H13D H 0.2269 0.6688 0.6197 0.090 Uiso 0.137(5) 1 calc R U P A 2
H13E H 0.3536 0.6391 0.6504 0.090 Uiso 0.137(5) 1 calc R U P A 2
H13F H 0.3118 0.6341 0.5731 0.090 Uiso 0.137(5) 1 calc R U P A 2
C14B C 0.149(2) 0.5967(9) 0.6990(13) 0.0631(11) Uani 0.137(5) 1 d D . P A 2
H14D H 0.1061 0.6311 0.7004 0.095 Uiso 0.137(5) 1 calc R U P A 2
H14E H 0.0873 0.5688 0.7081 0.095 Uiso 0.137(5) 1 calc R U P A 2
H14F H 0.2222 0.5957 0.7325 0.095 Uiso 0.137(5) 1 calc R U P A 2
C15 C 0.1639(2) 0.39344(9) 0.61621(12) 0.0352(5) Uani 1 1 d . . . . .
C16 C 0.1745(2) 0.35131(9) 0.67085(12) 0.0377(5) Uani 1 1 d . . . . .
H16A H 0.1582 0.3675 0.7133 0.057 Uiso 1 1 calc R U . . .
H16B H 0.2615 0.3360 0.6735 0.057 Uiso 1 1 calc R U . . .
H16C H 0.1104 0.3235 0.6605 0.057 Uiso 1 1 calc R U . . .
C17 C 0.1940(2) 0.37069(9) 0.54809(12) 0.0389(5) Uani 1 1 d . . . . .
H17A H 0.2870 0.3638 0.5478 0.058 Uiso 1 1 calc R U . . .
H17B H 0.1679 0.3962 0.5133 0.058 Uiso 1 1 calc R U . . .
H17C H 0.1460 0.3377 0.5401 0.058 Uiso 1 1 calc R U . . .
C18 C 0.0189(2) 0.40836(10) 0.60947(16) 0.0473(6) Uani 1 1 d . . . . .
H18A H -0.0329 0.3768 0.5983 0.071 Uiso 1 1 calc R U . . .
H18B H 0.0040 0.4348 0.5744 0.071 Uiso 1 1 calc R U . . .
H18C H -0.0063 0.4229 0.6514 0.071 Uiso 1 1 calc R U . . .
C19 C 0.5934(2) 0.39371(9) 0.81215(11) 0.0330(5) Uani 1 1 d . . . . .
C20 C 0.7141(2) 0.36652(9) 0.81398(11) 0.0353(5) Uani 1 1 d . . . . .
C21 C 0.8262(2) 0.39503(10) 0.83040(12) 0.0386(5) Uani 1 1 d . . . . .
H21 H 0.9073 0.3776 0.8295 0.046 Uiso 1 1 calc R U . . .
C22 C 0.8248(2) 0.44805(10) 0.84810(12) 0.0392(5) Uani 1 1 d . . . . .
C23 C 0.7057(2) 0.47062(9) 0.85571(11) 0.0382(5) Uani 1 1 d . . . . .
H23 H 0.7035 0.5056 0.8724 0.046 Uiso 1 1 calc R U . . .
C24 C 0.5886(2) 0.44500(9) 0.84026(11) 0.0341(5) Uani 1 1 d . . . . .
C25 C 0.7273(2) 0.30565(9) 0.80401(13) 0.0407(5) Uani 1 1 d . . . . .
C26 C 0.6422(3) 0.27693(10) 0.85180(15) 0.0501(6) Uani 1 1 d . . . . .
H26A H 0.5511 0.2860 0.8410 0.075 Uiso 1 1 calc R U . . .
H26B H 0.6676 0.2877 0.8973 0.075 Uiso 1 1 calc R U . . .
H26C H 0.6536 0.2387 0.8475 0.075 Uiso 1 1 calc R U . . .
C27 C 0.8666(3) 0.28702(11) 0.82213(16) 0.0533(7) Uani 1 1 d . . . . .
H27A H 0.8709 0.2486 0.8181 0.080 Uiso 1 1 calc R U . . .
H27B H 0.8926 0.2973 0.8678 0.080 Uiso 1 1 calc R U . . .
H27C H 0.9251 0.3033 0.7921 0.080 Uiso 1 1 calc R U . . .
C28 C 0.6929(3) 0.28726(11) 0.73293(14) 0.0531(7) Uani 1 1 d . . . . .
H28A H 0.7242 0.2511 0.7275 0.080 Uiso 1 1 calc R U . . .
H28B H 0.7338 0.3107 0.7021 0.080 Uiso 1 1 calc R U . . .
H28C H 0.5988 0.2882 0.7237 0.080 Uiso 1 1 calc R U . . .
C29 C 0.9513(3) 0.47840(11) 0.86177(15) 0.0474(6) Uani 1 1 d . . . . .
C30 C 1.0363(3) 0.47083(17) 0.80415(18) 0.0753(11) Uani 1 1 d . . . . .
H30A H 1.0530 0.4331 0.7982 0.113 Uiso 1 1 calc R U . . .
H30B H 1.1187 0.4894 0.8135 0.113 Uiso 1 1 calc R U . . .
H30C H 0.9921 0.4851 0.7637 0.113 Uiso 1 1 calc R U . . .
C31 C 1.0216(3) 0.45650(12) 0.92517(15) 0.0500(6) Uani 1 1 d . . . . .
H31A H 0.9633 0.4575 0.9611 0.075 Uiso 1 1 calc R U . . .
H31B H 1.0983 0.4780 0.9372 0.075 Uiso 1 1 calc R U . . .
H31C H 1.0481 0.4200 0.9177 0.075 Uiso 1 1 calc R U . . .
C32 C 0.9286(4) 0.53707(12) 0.8731(3) 0.0859(14) Uani 1 1 d . . . . .
H32A H 0.8896 0.5530 0.8324 0.129 Uiso 1 1 calc R U . . .
H32B H 1.0114 0.5543 0.8856 0.129 Uiso 1 1 calc R U . . .
H32C H 0.8702 0.5415 0.9087 0.129 Uiso 1 1 calc R U . . .
C33 C 0.4639(3) 0.47335(9) 0.85888(12) 0.0395(5) Uani 1 1 d . . . . .
C34 C 0.3780(3) 0.43517(10) 0.89551(13) 0.0439(6) Uani 1 1 d . . . . .
H34A H 0.2995 0.4536 0.9070 0.066 Uiso 1 1 calc R U . . .
H34B H 0.4257 0.4226 0.9359 0.066 Uiso 1 1 calc R U . . .
H34C H 0.3540 0.4051 0.8668 0.066 Uiso 1 1 calc R U . . .
C35 C 0.4978(3) 0.51850(12) 0.90848(15) 0.0543(7) Uani 1 1 d . . . . .
H35A H 0.5441 0.5464 0.8864 0.081 Uiso 1 1 calc R U . . .
H35B H 0.5527 0.5048 0.9460 0.081 Uiso 1 1 calc R U . . .
H35C H 0.4180 0.5329 0.9244 0.081 Uiso 1 1 calc R U . . .
C36 C 0.3901(3) 0.50010(11) 0.79937(14) 0.0471(6) Uani 1 1 d . . . . .
H36A H 0.4514 0.5191 0.7734 0.071 Uiso 1 1 calc R U . . .
H36B H 0.3268 0.5250 0.8152 0.071 Uiso 1 1 calc R U . . .
H36C H 0.3451 0.4732 0.7716 0.071 Uiso 1 1 calc R U . . .
C37 C 0.4562(2) 0.32958(8) 0.62099(10) 0.0293(4) Uani 1 1 d . . . . .
C38 C 0.6058(2) 0.21736(8) 0.55088(10) 0.0287(4) Uani 1 1 d . . . . .
C39 C 0.7122(2) 0.25061(9) 0.55171(11) 0.0331(5) Uani 1 1 d . . . . .
C40 C 0.8339(2) 0.23425(10) 0.53731(13) 0.0413(5) Uani 1 1 d . . . . .
C41 C 0.8549(2) 0.18241(11) 0.52156(14) 0.0439(6) Uani 1 1 d . . . . .
C42 C 0.7518(2) 0.14759(9) 0.51961(12) 0.0384(5) Uani 1 1 d . . . . .
C43 C 0.6317(2) 0.16582(9) 0.53300(11) 0.0310(4) Uani 1 1 d . . . . .
C44 C 0.3781(2) 0.23638(8) 0.48940(10) 0.0273(4) Uani 1 1 d . . . . .
C45 C 0.4004(2) 0.27749(8) 0.44693(11) 0.0311(4) Uani 1 1 d . . . . .
C46 C 0.3443(2) 0.28199(9) 0.38372(12) 0.0377(5) Uani 1 1 d . . . . .
C47 C 0.2599(2) 0.24377(10) 0.35918(12) 0.0382(5) Uani 1 1 d . . . . .
C48 C 0.2344(2) 0.20173(9) 0.39913(12) 0.0340(5) Uani 1 1 d . . . . .
C49 C 0.2931(2) 0.19845(8) 0.46234(11) 0.0294(4) Uani 1 1 d . . . . .
C50 C 0.3835(2) 0.19897(8) 0.61733(10) 0.0279(4) Uani 1 1 d . . . . .
C51 C 0.2520(2) 0.20636(9) 0.62350(11) 0.0321(5) Uani 1 1 d . . . . .
C52 C 0.1816(2) 0.18093(10) 0.66918(12) 0.0390(5) Uani 1 1 d . . . . .
C53 C 0.2441(3) 0.14622(10) 0.71242(11) 0.0396(5) Uani 1 1 d . . . . .
C54 C 0.3742(3) 0.13771(9) 0.70937(11) 0.0369(5) Uani 1 1 d . . . . .
C55 C 0.4419(2) 0.16433(8) 0.66345(11) 0.0313(5) Uani 1 1 d . . . . .
B1 B 0.4562(2) 0.23343(9) 0.56273(11) 0.0267(5) Uani 1 1 d . . . . .
N1 N 0.45567(17) 0.29023(7) 0.59390(9) 0.0283(4) Uani 1 1 d . . . . .
F1 F 0.70215(13) 0.30244(5) 0.56683(8) 0.0413(3) Uani 1 1 d . . . . .
F2 F 0.93187(14) 0.26899(7) 0.53807(10) 0.0578(4) Uani 1 1 d . . . . .
F3 F 0.97282(15) 0.16581(7) 0.50813(10) 0.0623(5) Uani 1 1 d . . . . .
F4 F 0.76987(15) 0.09685(6) 0.50458(9) 0.0535(4) Uani 1 1 d . . . . .
F5 F 0.53351(13) 0.13075(5) 0.52854(7) 0.0363(3) Uani 1 1 d . . . . .
F6 F 0.48541(14) 0.31600(5) 0.46684(7) 0.0397(3) Uani 1 1 d . . . . .
F7 F 0.37426(18) 0.32260(6) 0.34513(8) 0.0554(4) Uani 1 1 d . . . . .
F8 F 0.20415(17) 0.24687(6) 0.29781(7) 0.0546(4) Uani 1 1 d . . . . .
F9 F 0.15295(14) 0.16375(6) 0.37555(7) 0.0449(3) Uani 1 1 d . . . . .
F10 F 0.26334(13) 0.15570(5) 0.49754(6) 0.0353(3) Uani 1 1 d . . . . .
F11 F 0.18609(12) 0.24072(5) 0.58292(7) 0.0396(3) Uani 1 1 d . . . . .
F12 F 0.05451(14) 0.19022(7) 0.67184(8) 0.0556(4) Uani 1 1 d . . . . .
F13 F 0.17870(17) 0.12146(7) 0.75812(8) 0.0549(4) Uani 1 1 d . . . . .
F14 F 0.43623(16) 0.10445(6) 0.75234(7) 0.0485(4) Uani 1 1 d . . . . .
F15 F 0.56999(13) 0.15499(5) 0.66566(7) 0.0399(3) Uani 1 1 d . . . . .
P1 P 0.50030(5) 0.38867(2) 0.66486(3) 0.02666(13) Uani 1 1 d . . . . .
P2 P 0.45171(6) 0.36311(2) 0.76624(3) 0.03495(15) Uani 1 1 d . . . . .
H1B H 0.3637(18) 0.3775(7) 0.7500(9) 0.002(4) Uiso 1 1 d . . . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.430(3) . ?
C1 C6 1.434(3) . ?
C1 P1 1.843(2) . ?
C2 C3 1.399(3) . ?
C2 C7 1.565(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C4 C11B 1.40(4) . ?
C4 C11A 1.561(5) . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C15 1.560(3) . ?
C7 C8 1.538(3) . ?
C7 C10 1.546(3) . ?
C7 C9 1.552(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11A C12A 1.510(7) . ?
C11A C14A 1.517(6) . ?
C11A C13A 1.529(5) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C11B C14B 1.51(2) . ?
C11B C12B 1.51(2) . ?
C11B C13B 1.537(19) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15 C16 1.537(3) . ?
C15 C18 1.545(3) . ?
C15 C17 1.549(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.422(3) . ?
C19 C20 1.426(3) . ?
C19 P2 1.851(2) . ?
C20 C21 1.387(3) . ?
C20 C25 1.564(3) . ?
C21 C22 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(4) . ?
C22 C29 1.528(3) . ?
C23 C24 1.392(3) . ?
C23 H23 0.9500 . ?
C24 C33 1.548(3) . ?
C25 C28 1.532(4) . ?
C25 C27 1.537(4) . ?
C25 C26 1.539(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.525(5) . ?
C29 C32 1.526(4) . ?
C29 C31 1.535(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C36 1.539(3) . ?
C33 C34 1.541(3) . ?
C33 C35 1.547(4) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 N1 1.139(3) . ?
C37 P1 1.785(2) . ?
C38 C39 1.387(3) . ?
C38 C43 1.387(3) . ?
C38 B1 1.636(3) . ?
C39 F1 1.355(3) . ?
C39 C40 1.378(3) . ?
C40 F2 1.343(3) . ?
C40 C41 1.374(4) . ?
C41 F3 1.338(3) . ?
C41 C42 1.384(4) . ?
C42 F4 1.338(3) . ?
C42 C43 1.373(3) . ?
C43 F5 1.349(3) . ?
C44 C45 1.382(3) . ?
C44 C49 1.390(3) . ?
C44 B1 1.642(3) . ?
C45 F6 1.357(3) . ?
C45 C46 1.373(3) . ?
C46 F7 1.343(3) . ?
C46 C47 1.375(3) . ?
C47 F8 1.336(3) . ?
C47 C48 1.376(3) . ?
C48 F9 1.345(3) . ?
C48 C49 1.381(3) . ?
C49 F10 1.346(2) . ?
C50 C51 1.389(3) . ?
C50 C55 1.390(3) . ?
C50 B1 1.636(3) . ?
C51 F11 1.350(3) . ?
C51 C52 1.379(3) . ?
C52 F12 1.343(3) . ?
C52 C53 1.371(4) . ?
C53 F13 1.342(3) . ?
C53 C54 1.370(4) . ?
C54 F14 1.342(3) . ?
C54 C55 1.381(3) . ?
C55 F15 1.345(3) . ?
B1 N1 1.573(3) . ?
P1 P2 2.2461(8) . ?
P2 H1B 1.015(19) . ?

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
C2 C1 C6 120.08(19) . . ?
C2 C1 P1 111.22(15) . . ?
C6 C1 P1 127.39(16) . . ?
C3 C2 C1 117.53(19) . . ?
C3 C2 C7 117.35(19) . . ?
C1 C2 C7 125.09(18) . . ?
C4 C3 C2 123.0(2) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C3 C4 C5 117.5(2) . . ?
C3 C4 C11B 118.9(11) . . ?
C5 C4 C11B 123.5(12) . . ?
C3 C4 C11A 121.4(2) . . ?
C5 C4 C11A 121.1(3) . . ?
C6 C5 C4 123.6(2) . . ?
C6 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
C5 C6 C1 117.22(19) . . ?
C5 C6 C15 116.57(19) . . ?
C1 C6 C15 125.79(19) . . ?
C8 C7 C10 110.92(19) . . ?
C8 C7 C9 105.02(18) . . ?
C10 C7 C9 105.50(19) . . ?
C8 C7 C2 112.92(18) . . ?
C10 C7 C2 111.35(17) . . ?
C9 C7 C2 110.70(18) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12A C11A C14A 109.4(4) . . ?
C12A C11A C13A 110.2(4) . . ?
C14A C11A C13A 107.4(4) . . ?
C12A C11A C4 108.1(4) . . ?
C14A C11A C4 112.7(3) . . ?
C13A C11A C4 109.1(3) . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C13A H13A 109.5 . . ?
C11A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C11A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C4 C11B C14B 109(2) . . ?
C4 C11B C12B 112(2) . . ?
C14B C11B C12B 105(2) . . ?
C4 C11B C13B 117(2) . . ?
C14B C11B C13B 106(2) . . ?
C12B C11B C13B 107(2) . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C16 C15 C18 104.6(2) . . ?
C16 C15 C17 112.03(19) . . ?
C18 C15 C17 105.6(2) . . ?
C16 C15 C6 114.98(19) . . ?
C18 C15 C6 112.41(18) . . ?
C17 C15 C6 106.90(19) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 119.2(2) . . ?
C24 C19 P2 122.37(18) . . ?
C20 C19 P2 118.20(17) . . ?
C21 C20 C19 118.1(2) . . ?
C21 C20 C25 117.8(2) . . ?
C19 C20 C25 123.9(2) . . ?
C20 C21 C22 122.8(2) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 H21 118.6 . . ?
C23 C22 C21 117.1(2) . . ?
C23 C22 C29 122.2(2) . . ?
C21 C22 C29 120.6(2) . . ?
C22 C23 C24 123.6(2) . . ?
C22 C23 H23 118.2 . . ?
C24 C23 H23 118.2 . . ?
C23 C24 C19 117.5(2) . . ?
C23 C24 C33 117.2(2) . . ?
C19 C24 C33 125.2(2) . . ?
C28 C25 C27 106.4(2) . . ?
C28 C25 C26 110.1(2) . . ?
C27 C25 C26 105.9(2) . . ?
C28 C25 C20 113.9(2) . . ?
C27 C25 C20 111.2(2) . . ?
C26 C25 C20 109.1(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C32 110.0(3) . . ?
C30 C29 C22 109.4(2) . . ?
C32 C29 C22 112.3(2) . . ?
C30 C29 C31 109.3(3) . . ?
C32 C29 C31 107.2(3) . . ?
C22 C29 C31 108.6(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C36 C33 C34 112.5(2) . . ?
C36 C33 C35 105.1(2) . . ?
C34 C33 C35 105.3(2) . . ?
C36 C33 C24 112.9(2) . . ?
C34 C33 C24 110.28(19) . . ?
C35 C33 C24 110.4(2) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N1 C37 P1 165.4(2) . . ?
C39 C38 C43 114.0(2) . . ?
C39 C38 B1 127.36(19) . . ?
C43 C38 B1 118.41(19) . . ?
F1 C39 C40 115.2(2) . . ?
F1 C39 C38 121.2(2) . . ?
C40 C39 C38 123.6(2) . . ?
F2 C40 C41 119.9(2) . . ?
F2 C40 C39 120.1(2) . . ?
C41 C40 C39 120.0(2) . . ?
F3 C41 C40 120.7(2) . . ?
F3 C41 C42 120.5(2) . . ?
C40 C41 C42 118.9(2) . . ?
F4 C42 C43 120.8(2) . . ?
F4 C42 C41 120.0(2) . . ?
C43 C42 C41 119.2(2) . . ?
F5 C43 C42 117.0(2) . . ?
F5 C43 C38 118.66(19) . . ?
C42 C43 C38 124.3(2) . . ?
C45 C44 C49 113.90(19) . . ?
C45 C44 B1 120.35(18) . . ?
C49 C44 B1 125.64(18) . . ?
F6 C45 C46 116.10(19) . . ?
F6 C45 C44 119.41(19) . . ?
C46 C45 C44 124.5(2) . . ?
F7 C46 C45 120.5(2) . . ?
F7 C46 C47 119.8(2) . . ?
C45 C46 C47 119.7(2) . . ?
F8 C47 C46 121.1(2) . . ?
F8 C47 C48 120.4(2) . . ?
C46 C47 C48 118.5(2) . . ?
F9 C48 C47 119.2(2) . . ?
F9 C48 C49 120.6(2) . . ?
C47 C48 C49 120.2(2) . . ?
F10 C49 C48 116.01(19) . . ?
F10 C49 C44 120.71(19) . . ?
C48 C49 C44 123.3(2) . . ?
C51 C50 C55 114.0(2) . . ?
C51 C50 B1 119.38(19) . . ?
C55 C50 B1 126.40(19) . . ?
F11 C51 C52 116.3(2) . . ?
F11 C51 C50 119.24(19) . . ?
C52 C51 C50 124.5(2) . . ?
F12 C52 C53 120.4(2) . . ?
F12 C52 C51 120.8(2) . . ?
C53 C52 C51 118.8(2) . . ?
F13 C53 C54 120.3(2) . . ?
F13 C53 C52 120.2(2) . . ?
C54 C53 C52 119.5(2) . . ?
F14 C54 C53 119.7(2) . . ?
F14 C54 C55 120.1(2) . . ?
C53 C54 C55 120.1(2) . . ?
F15 C55 C54 116.0(2) . . ?
F15 C55 C50 121.0(2) . . ?
C54 C55 C50 123.0(2) . . ?
N1 B1 C50 101.68(16) . . ?
N1 B1 C38 108.51(17) . . ?
C50 B1 C38 116.92(17) . . ?
N1 B1 C44 107.84(16) . . ?
C50 B1 C44 114.60(17) . . ?
C38 B1 C44 106.75(17) . . ?
C37 N1 B1 174.9(2) . . ?
C37 P1 C1 108.36(10) . . ?
C37 P1 P2 98.49(7) . . ?
C1 P1 P2 111.12(7) . . ?
C19 P2 P1 96.76(7) . . ?
C19 P2 H1B 132.3(10) . . ?
P1 P2 H1B 81.6(10) . . ?

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
C6 C1 C2 C3 10.2(3) . . . . ?
P1 C1 C2 C3 -157.61(16) . . . . ?
C6 C1 C2 C7 -167.42(19) . . . . ?
P1 C1 C2 C7 24.7(3) . . . . ?
C1 C2 C3 C4 -2.2(3) . . . . ?
C7 C2 C3 C4 175.65(19) . . . . ?
C2 C3 C4 C5 -5.2(3) . . . . ?
C2 C3 C4 C11B 178.0(15) . . . . ?
C2 C3 C4 C11A 175.5(3) . . . . ?
C3 C4 C5 C6 4.9(3) . . . . ?
C11B C4 C5 C6 -178.6(16) . . . . ?
C11A C4 C5 C6 -175.9(3) . . . . ?
C4 C5 C6 C1 2.9(3) . . . . ?
C4 C5 C6 C15 -170.0(2) . . . . ?
C2 C1 C6 C5 -10.6(3) . . . . ?
P1 C1 C6 C5 155.14(18) . . . . ?
C2 C1 C6 C15 161.6(2) . . . . ?
P1 C1 C6 C15 -32.7(3) . . . . ?
C3 C2 C7 C8 103.8(2) . . . . ?
C1 C2 C7 C8 -78.6(3) . . . . ?
C3 C2 C7 C10 -130.7(2) . . . . ?
C1 C2 C7 C10 47.0(3) . . . . ?
C3 C2 C7 C9 -13.6(3) . . . . ?
C1 C2 C7 C9 164.0(2) . . . . ?
C3 C4 C11A C12A -67.7(4) . . . . ?
C5 C4 C11A C12A 113.1(4) . . . . ?
C3 C4 C11A C14A 171.3(3) . . . . ?
C5 C4 C11A C14A -7.9(5) . . . . ?
C3 C4 C11A C13A 52.1(5) . . . . ?
C5 C4 C11A C13A -127.1(4) . . . . ?
C3 C4 C11B C14B -111.4(18) . . . . ?
C5 C4 C11B C14B 72(2) . . . . ?
C3 C4 C11B C12B 133.0(16) . . . . ?
C5 C4 C11B C12B -43(2) . . . . ?
C3 C4 C11B C13B 9(3) . . . . ?
C5 C4 C11B C13B -167.6(16) . . . . ?
C5 C6 C15 C16 -122.9(2) . . . . ?
C1 C6 C15 C16 64.8(3) . . . . ?
C5 C6 C15 C18 -3.3(3) . . . . ?
C1 C6 C15 C18 -175.6(2) . . . . ?
C5 C6 C15 C17 112.1(2) . . . . ?
C1 C6 C15 C17 -60.2(3) . . . . ?
C24 C19 C20 C21 -13.3(3) . . . . ?
P2 C19 C20 C21 161.19(18) . . . . ?
C24 C19 C20 C25 161.8(2) . . . . ?
P2 C19 C20 C25 -23.8(3) . . . . ?
C19 C20 C21 C22 3.2(4) . . . . ?
C25 C20 C21 C22 -172.2(2) . . . . ?
C20 C21 C22 C23 6.7(4) . . . . ?
C20 C21 C22 C29 -176.4(2) . . . . ?
C21 C22 C23 C24 -6.8(4) . . . . ?
C29 C22 C23 C24 176.4(2) . . . . ?
C22 C23 C24 C19 -3.1(3) . . . . ?
C22 C23 C24 C33 173.4(2) . . . . ?
C20 C19 C24 C23 13.2(3) . . . . ?
P2 C19 C24 C23 -161.01(17) . . . . ?
C20 C19 C24 C33 -163.0(2) . . . . ?
P2 C19 C24 C33 22.8(3) . . . . ?
C21 C20 C25 C28 -114.0(3) . . . . ?
C19 C20 C25 C28 70.9(3) . . . . ?
C21 C20 C25 C27 6.2(3) . . . . ?
C19 C20 C25 C27 -168.9(2) . . . . ?
C21 C20 C25 C26 122.6(2) . . . . ?
C19 C20 C25 C26 -52.5(3) . . . . ?
C23 C22 C29 C30 -131.8(3) . . . . ?
C21 C22 C29 C30 51.5(3) . . . . ?
C23 C22 C29 C32 -9.3(4) . . . . ?
C21 C22 C29 C32 173.9(3) . . . . ?
C23 C22 C29 C31 109.0(3) . . . . ?
C21 C22 C29 C31 -67.8(3) . . . . ?
C23 C24 C33 C36 101.9(3) . . . . ?
C19 C24 C33 C36 -81.9(3) . . . . ?
C23 C24 C33 C34 -131.3(2) . . . . ?
C19 C24 C33 C34 44.9(3) . . . . ?
C23 C24 C33 C35 -15.4(3) . . . . ?
C19 C24 C33 C35 160.8(2) . . . . ?
C43 C38 C39 F1 178.6(2) . . . . ?
B1 C38 C39 F1 3.7(3) . . . . ?
C43 C38 C39 C40 -1.1(3) . . . . ?
B1 C38 C39 C40 -176.0(2) . . . . ?
F1 C39 C40 F2 -0.8(3) . . . . ?
C38 C39 C40 F2 178.9(2) . . . . ?
F1 C39 C40 C41 179.8(2) . . . . ?
C38 C39 C40 C41 -0.5(4) . . . . ?
F2 C40 C41 F3 1.3(4) . . . . ?
C39 C40 C41 F3 -179.3(2) . . . . ?
F2 C40 C41 C42 -178.5(2) . . . . ?
C39 C40 C41 C42 0.9(4) . . . . ?
F3 C41 C42 F4 0.4(4) . . . . ?
C40 C41 C42 F4 -179.8(2) . . . . ?
F3 C41 C42 C43 -179.4(2) . . . . ?
C40 C41 C42 C43 0.4(4) . . . . ?
F4 C42 C43 F5 -1.7(3) . . . . ?
C41 C42 C43 F5 178.1(2) . . . . ?
F4 C42 C43 C38 178.0(2) . . . . ?
C41 C42 C43 C38 -2.2(4) . . . . ?
C39 C38 C43 F5 -177.81(18) . . . . ?
B1 C38 C43 F5 -2.4(3) . . . . ?
C39 C38 C43 C42 2.5(3) . . . . ?
B1 C38 C43 C42 177.9(2) . . . . ?
C49 C44 C45 F6 -177.59(19) . . . . ?
B1 C44 C45 F6 -1.3(3) . . . . ?
C49 C44 C45 C46 0.6(3) . . . . ?
B1 C44 C45 C46 176.9(2) . . . . ?
F6 C45 C46 F7 0.1(3) . . . . ?
C44 C45 C46 F7 -178.1(2) . . . . ?
F6 C45 C46 C47 178.2(2) . . . . ?
C44 C45 C46 C47 0.0(4) . . . . ?
F7 C46 C47 F8 -1.6(4) . . . . ?
C45 C46 C47 F8 -179.7(2) . . . . ?
F7 C46 C47 C48 177.9(2) . . . . ?
C45 C46 C47 C48 -0.2(4) . . . . ?
F8 C47 C48 F9 0.2(4) . . . . ?
C46 C47 C48 F9 -179.3(2) . . . . ?
F8 C47 C48 C49 179.4(2) . . . . ?
C46 C47 C48 C49 -0.1(4) . . . . ?
F9 C48 C49 F10 -0.1(3) . . . . ?
C47 C48 C49 F10 -179.3(2) . . . . ?
F9 C48 C49 C44 179.9(2) . . . . ?
C47 C48 C49 C44 0.6(4) . . . . ?
C45 C44 C49 F10 179.14(19) . . . . ?
B1 C44 C49 F10 3.1(3) . . . . ?
C45 C44 C49 C48 -0.9(3) . . . . ?
B1 C44 C49 C48 -176.9(2) . . . . ?
C55 C50 C51 F11 177.52(18) . . . . ?
B1 C50 C51 F11 2.0(3) . . . . ?
C55 C50 C51 C52 -2.2(3) . . . . ?
B1 C50 C51 C52 -177.7(2) . . . . ?
F11 C51 C52 F12 0.5(3) . . . . ?
C50 C51 C52 F12 -179.9(2) . . . . ?
F11 C51 C52 C53 -178.9(2) . . . . ?
C50 C51 C52 C53 0.7(3) . . . . ?
F12 C52 C53 F13 -0.4(3) . . . . ?
C51 C52 C53 F13 179.0(2) . . . . ?
F12 C52 C53 C54 -179.3(2) . . . . ?
C51 C52 C53 C54 0.1(3) . . . . ?
F13 C53 C54 F14 0.0(3) . . . . ?
C52 C53 C54 F14 178.8(2) . . . . ?
F13 C53 C54 C55 -178.2(2) . . . . ?
C52 C53 C54 C55 0.6(3) . . . . ?
F14 C54 C55 F15 -0.6(3) . . . . ?
C53 C54 C55 F15 177.62(19) . . . . ?
F14 C54 C55 C50 179.52(19) . . . . ?
C53 C54 C55 C50 -2.3(3) . . . . ?
C51 C50 C55 F15 -176.98(18) . . . . ?
B1 C50 C55 F15 -1.8(3) . . . . ?
C51 C50 C55 C54 2.9(3) . . . . ?
B1 C50 C55 C54 178.1(2) . . . . ?
C51 C50 B1 N1 70.1(2) . . . . ?
C55 C50 B1 N1 -104.9(2) . . . . ?
C51 C50 B1 C38 -171.97(18) . . . . ?
C55 C50 B1 C38 13.1(3) . . . . ?
C51 C50 B1 C44 -45.9(3) . . . . ?
C55 C50 B1 C44 139.1(2) . . . . ?
C39 C38 B1 N1 -14.8(3) . . . . ?
C43 C38 B1 N1 170.49(18) . . . . ?
C39 C38 B1 C50 -129.0(2) . . . . ?
C43 C38 B1 C50 56.3(3) . . . . ?
C39 C38 B1 C44 101.2(2) . . . . ?
C43 C38 B1 C44 -73.5(2) . . . . ?
C45 C44 B1 N1 44.1(3) . . . . ?
C49 C44 B1 N1 -140.0(2) . . . . ?
C45 C44 B1 C50 156.52(19) . . . . ?
C49 C44 B1 C50 -27.6(3) . . . . ?
C45 C44 B1 C38 -72.3(2) . . . . ?
C49 C44 B1 C38 103.5(2) . . . . ?
N1 C37 P1 C1 142.3(7) . . . . ?
N1 C37 P1 P2 -102.0(8) . . . . ?
C2 C1 P1 C37 -138.40(15) . . . . ?
C6 C1 P1 C37 54.9(2) . . . . ?
C2 C1 P1 P2 114.44(14) . . . . ?
C6 C1 P1 P2 -52.3(2) . . . . ?
C24 C19 P2 P1 93.85(18) . . . . ?
C20 C19 P2 P1 -80.41(18) . . . . ?

_refine_diff_density_max         0.565
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.055


####################################################################### 
# 
# 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_ax2025_DipTerPCNXyl_cmpd_3f
_database_code_depnum_ccdc_archive 'CCDC 2086498'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H46 N P'
_chemical_formula_sum            'C39 H46 N P'
_chemical_formula_weight         559.74

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

#==============================================================================

# CRYSTAL DATA

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

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

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

_cell_length_a                   11.2216(15)
_cell_length_b                   21.266(3)
_cell_length_c                   14.998(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.581(2)
_cell_angle_gamma                90
_cell_volume                     3328.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9574
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      30.36

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.109
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            84027
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.746
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8859
_reflns_number_gt                7167
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0474P)²+1.2438P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8859
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1065
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.75183(10) 0.31132(5) 0.81840(7) 0.01541(19) Uani 1 1 d . . . . .
C2 C 0.71079(10) 0.28972(5) 0.89181(8) 0.0162(2) Uani 1 1 d . . . . .
C3 C 0.79790(11) 0.26201(5) 0.97418(8) 0.0191(2) Uani 1 1 d . . . . .
H3 H 0.7699 0.2482 1.0235 0.023 Uiso 1 1 calc R U . . .
C4 C 0.92546(11) 0.25450(5) 0.98479(8) 0.0204(2) Uani 1 1 d . . . . .
H4 H 0.9844 0.2352 1.0407 0.024 Uiso 1 1 calc R U . . .
C5 C 0.96584(10) 0.27543(5) 0.91309(8) 0.0190(2) Uani 1 1 d . . . . .
H5 H 1.0531 0.2701 0.9206 0.023 Uiso 1 1 calc R U . . .
C6 C 0.88148(10) 0.30422(5) 0.82985(8) 0.0165(2) Uani 1 1 d . . . . .
C7 C 0.57408(10) 0.29886(5) 0.88261(8) 0.0179(2) Uani 1 1 d . . . . .
C8 C 0.48629(11) 0.24851(5) 0.85504(8) 0.0209(2) Uani 1 1 d . . . . .
C9 C 0.35864(12) 0.26065(6) 0.84172(10) 0.0288(3) Uani 1 1 d . . . . .
H9 H 0.2978 0.2275 0.8221 0.035 Uiso 1 1 calc R U . . .
C10 C 0.31903(12) 0.32009(7) 0.85654(10) 0.0323(3) Uani 1 1 d . . . . .
H10 H 0.2315 0.3275 0.8463 0.039 Uiso 1 1 calc R U . . .
C11 C 0.40676(12) 0.36876(6) 0.88629(10) 0.0301(3) Uani 1 1 d . . . . .
H11 H 0.3792 0.4091 0.8979 0.036 Uiso 1 1 calc R U . . .
C12 C 0.53504(11) 0.35928(5) 0.89942(9) 0.0221(2) Uani 1 1 d . . . . .
C13 C 0.52742(12) 0.18335(5) 0.83509(9) 0.0240(2) Uani 1 1 d . . . . .
H13 H 0.6188 0.1774 0.8785 0.029 Uiso 1 1 calc R U . . .
C14 C 0.52202(16) 0.17830(6) 0.73238(11) 0.0362(3) Uani 1 1 d . . . . .
H14A H 0.4342 0.1861 0.6879 0.054 Uiso 1 1 calc R U . . .
H14B H 0.5487 0.1360 0.7214 0.054 Uiso 1 1 calc R U . . .
H14C H 0.5797 0.2095 0.7218 0.054 Uiso 1 1 calc R U . . .
C15 C 0.44929(15) 0.12988(6) 0.85561(11) 0.0358(3) Uani 1 1 d . . . . .
H15A H 0.3630 0.1295 0.8061 0.054 Uiso 1 1 calc R U . . .
H15B H 0.4434 0.1364 0.9185 0.054 Uiso 1 1 calc R U . . .
H15C H 0.4916 0.0896 0.8553 0.054 Uiso 1 1 calc R U . . .
C16 C 0.63121(12) 0.41291(6) 0.93402(10) 0.0263(3) Uani 1 1 d . . . . .
H16 H 0.7075 0.4013 0.9181 0.032 Uiso 1 1 calc R U . . .
C17 C 0.67704(17) 0.41869(8) 1.04337(11) 0.0435(4) Uani 1 1 d . . . . .
H17A H 0.6038 0.4282 1.0619 0.065 Uiso 1 1 calc R U . . .
H17B H 0.7404 0.4526 1.0652 0.065 Uiso 1 1 calc R U . . .
H17C H 0.7162 0.3790 1.0729 0.065 Uiso 1 1 calc R U . . .
C18 C 0.58073(16) 0.47551(6) 0.88439(14) 0.0447(4) Uani 1 1 d . . . . .
H18A H 0.5512 0.4699 0.8147 0.067 Uiso 1 1 calc R U . . .
H18B H 0.6494 0.5069 0.9048 0.067 Uiso 1 1 calc R U . . .
H18C H 0.5092 0.4898 0.9019 0.067 Uiso 1 1 calc R U . . .
C19 C 0.93574(10) 0.32529(5) 0.75725(8) 0.0184(2) Uani 1 1 d . . . . .
C20 C 0.95257(11) 0.28102(6) 0.69299(8) 0.0224(2) Uani 1 1 d . . . . .
C21 C 1.01068(12) 0.30065(7) 0.62967(9) 0.0303(3) Uani 1 1 d . . . . .
H21 H 1.0222 0.2715 0.5856 0.036 Uiso 1 1 calc R U . . .
C22 C 1.05160(13) 0.36207(7) 0.63052(10) 0.0344(3) Uani 1 1 d . . . . .
H22 H 1.0909 0.3747 0.5871 0.041 Uiso 1 1 calc R U . . .
C23 C 1.03561(12) 0.40524(7) 0.69423(10) 0.0299(3) Uani 1 1 d . . . . .
H23 H 1.0640 0.4473 0.6939 0.036 Uiso 1 1 calc R U . . .
C24 C 0.97831(11) 0.38793(6) 0.75904(8) 0.0222(2) Uani 1 1 d . . . . .
C25 C 0.90608(12) 0.21357(6) 0.68988(9) 0.0257(2) Uani 1 1 d . . . . .
H25 H 0.8844 0.2067 0.7481 0.031 Uiso 1 1 calc R U . . .
C26 C 0.78448(15) 0.20315(8) 0.60253(13) 0.0481(4) Uani 1 1 d . . . . .
H26A H 0.7199 0.2343 0.6022 0.072 Uiso 1 1 calc R U . . .
H26B H 0.7515 0.1608 0.6049 0.072 Uiso 1 1 calc R U . . .
H26C H 0.8036 0.2077 0.5442 0.072 Uiso 1 1 calc R U . . .
C27 C 1.00770(16) 0.16550(8) 0.69242(17) 0.0583(5) Uani 1 1 d . . . . .
H27A H 0.9738 0.1230 0.6921 0.087 Uiso 1 1 calc R U . . .
H27B H 1.0837 0.1715 0.7507 0.087 Uiso 1 1 calc R U . . .
H27C H 1.0310 0.1710 0.6360 0.087 Uiso 1 1 calc R U . . .
C28 C 0.96821(11) 0.43447(5) 0.83321(9) 0.0242(2) Uani 1 1 d . . . . .
H28 H 0.8886 0.4242 0.8455 0.029 Uiso 1 1 calc R U . . .
C29 C 1.08270(13) 0.42746(6) 0.92863(10) 0.0315(3) Uani 1 1 d . . . . .
H29A H 1.0830 0.3850 0.9540 0.047 Uiso 1 1 calc R U . . .
H29B H 1.0754 0.4584 0.9748 0.047 Uiso 1 1 calc R U . . .
H29C H 1.1626 0.4345 0.9178 0.047 Uiso 1 1 calc R U . . .
C30 C 0.95879(14) 0.50301(6) 0.80090(11) 0.0345(3) Uani 1 1 d . . . . .
H30A H 1.0413 0.5165 0.7990 0.052 Uiso 1 1 calc R U . . .
H30B H 0.9368 0.5294 0.8461 0.052 Uiso 1 1 calc R U . . .
H30C H 0.8922 0.5070 0.7368 0.052 Uiso 1 1 calc R U . . .
C31 C 0.66978(10) 0.40425(5) 0.67224(8) 0.0199(2) Uani 1 1 d . . . . .
C32 C 0.67885(11) 0.48432(5) 0.55510(9) 0.0229(2) Uani 1 1 d . . . . .
C33 C 0.66836(11) 0.55035(6) 0.55173(9) 0.0263(3) Uani 1 1 d . . . . .
C34 C 0.67055(12) 0.58044(6) 0.46973(10) 0.0330(3) Uani 1 1 d . . . . .
H34 H 0.6642 0.6250 0.4655 0.040 Uiso 1 1 calc R U . . .
C35 C 0.68177(13) 0.54671(7) 0.39443(11) 0.0356(3) Uani 1 1 d . . . . .
H35 H 0.6819 0.5681 0.3389 0.043 Uiso 1 1 calc R U . . .
C36 C 0.69285(13) 0.48172(7) 0.39962(10) 0.0331(3) Uani 1 1 d . . . . .
H36 H 0.7013 0.4591 0.3476 0.040 Uiso 1 1 calc R U . . .
C37 C 0.69176(11) 0.44898(6) 0.48006(9) 0.0264(3) Uani 1 1 d . . . . .
C38 C 0.65168(13) 0.58659(6) 0.63234(11) 0.0327(3) Uani 1 1 d . . . . .
H38A H 0.6357 0.6309 0.6141 0.049 Uiso 1 1 calc R U . . .
H38B H 0.7296 0.5830 0.6899 0.049 Uiso 1 1 calc R U . . .
H38C H 0.5788 0.5695 0.6456 0.049 Uiso 1 1 calc R U . . .
C39 C 0.70070(14) 0.37845(6) 0.48515(10) 0.0312(3) Uani 1 1 d . . . . .
H39A H 0.7109 0.3622 0.4272 0.047 Uiso 1 1 calc R U . . .
H39B H 0.6223 0.3611 0.4899 0.047 Uiso 1 1 calc R U . . .
H39C H 0.7747 0.3660 0.5416 0.047 Uiso 1 1 calc R U . . .
N1 N 0.66734(9) 0.45460(5) 0.63534(7) 0.0233(2) Uani 1 1 d . . . . .
P1 P 0.61874(3) 0.33964(2) 0.71176(2) 0.01994(8) Uani 1 1 d . . . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.4090(14) . ?
C1 C2 1.4171(14) . ?
C1 P1 1.8423(11) . ?
C2 C3 1.3932(15) . ?
C2 C7 1.5016(15) . ?
C3 C4 1.3902(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.3850(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.4001(15) . ?
C5 H5 0.9500 . ?
C6 C19 1.4983(15) . ?
C7 C12 1.4098(15) . ?
C7 C8 1.4101(15) . ?
C8 C9 1.3957(17) . ?
C8 C13 1.5246(16) . ?
C9 C10 1.3847(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3842(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.3940(16) . ?
C11 H11 0.9500 . ?
C12 C16 1.5240(17) . ?
C13 C14 1.5230(18) . ?
C13 C15 1.5344(17) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C18 1.5288(19) . ?
C16 C17 1.533(2) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.4089(16) . ?
C19 C24 1.4122(16) . ?
C20 C21 1.3989(17) . ?
C20 C25 1.5211(17) . ?
C21 C22 1.383(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.3976(17) . ?
C23 H23 0.9500 . ?
C24 C28 1.5240(17) . ?
C25 C26 1.5206(19) . ?
C25 C27 1.5214(19) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.5274(17) . ?
C28 C29 1.5390(17) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 N1 1.2009(15) . ?
C31 P1 1.6785(12) . ?
C32 C37 1.4044(18) . ?
C32 N1 1.4067(15) . ?
C32 C33 1.4086(16) . ?
C33 C34 1.3945(18) . ?
C33 C38 1.502(2) . ?
C34 C35 1.382(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.387(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.3969(18) . ?
C36 H36 0.9500 . ?
C37 C39 1.5034(18) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 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
C6 C1 C2 119.12(9) . . ?
C6 C1 P1 127.73(8) . . ?
C2 C1 P1 112.90(8) . . ?
C3 C2 C1 120.24(10) . . ?
C3 C2 C7 119.74(10) . . ?
C1 C2 C7 119.98(9) . . ?
C4 C3 C2 120.48(10) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 119.43(10) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.73(10) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 119.00(10) . . ?
C5 C6 C19 117.17(9) . . ?
C1 C6 C19 123.83(9) . . ?
C12 C7 C8 121.00(10) . . ?
C12 C7 C2 118.40(10) . . ?
C8 C7 C2 120.57(10) . . ?
C9 C8 C7 118.09(11) . . ?
C9 C8 C13 120.59(11) . . ?
C7 C8 C13 121.24(10) . . ?
C10 C9 C8 121.27(12) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 120.13(11) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 120.83(12) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 118.62(11) . . ?
C11 C12 C16 120.34(11) . . ?
C7 C12 C16 121.02(10) . . ?
C14 C13 C8 111.11(10) . . ?
C14 C13 C15 109.73(10) . . ?
C8 C13 C15 113.43(11) . . ?
C14 C13 H13 107.4 . . ?
C8 C13 H13 107.4 . . ?
C15 C13 H13 107.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 C18 113.37(12) . . ?
C12 C16 C17 109.96(11) . . ?
C18 C16 C17 111.69(12) . . ?
C12 C16 H16 107.2 . . ?
C18 C16 H16 107.2 . . ?
C17 C16 H16 107.2 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 120.93(10) . . ?
C20 C19 C6 119.33(10) . . ?
C24 C19 C6 119.56(10) . . ?
C21 C20 C19 118.56(12) . . ?
C21 C20 C25 120.06(11) . . ?
C19 C20 C25 121.36(10) . . ?
C22 C21 C20 120.78(12) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 120.40(12) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 121.02(12) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C23 C24 C19 118.30(11) . . ?
C23 C24 C28 120.89(11) . . ?
C19 C24 C28 120.74(10) . . ?
C26 C25 C20 110.65(11) . . ?
C26 C25 C27 110.52(13) . . ?
C20 C25 C27 112.78(11) . . ?
C26 C25 H25 107.6 . . ?
C20 C25 H25 107.6 . . ?
C27 C25 H25 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 C30 113.78(11) . . ?
C24 C28 C29 110.79(10) . . ?
C30 C28 C29 108.92(10) . . ?
C24 C28 H28 107.7 . . ?
C30 C28 H28 107.7 . . ?
C29 C28 H28 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 P1 160.00(10) . . ?
C37 C32 N1 120.94(11) . . ?
C37 C32 C33 122.45(11) . . ?
N1 C32 C33 116.48(11) . . ?
C34 C33 C32 117.43(13) . . ?
C34 C33 C38 121.48(12) . . ?
C32 C33 C38 121.06(11) . . ?
C35 C34 C33 121.26(12) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C34 C35 C36 120.29(13) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C37 121.06(14) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 H36 119.5 . . ?
C36 C37 C32 117.50(12) . . ?
C36 C37 C39 121.30(12) . . ?
C32 C37 C39 121.18(11) . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C33 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C31 N1 C32 143.24(12) . . ?
C31 P1 C1 107.53(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
C6 C1 C2 C3 0.16(15) . . . . ?
P1 C1 C2 C3 174.79(8) . . . . ?
C6 C1 C2 C7 177.86(9) . . . . ?
P1 C1 C2 C7 -7.51(12) . . . . ?
C1 C2 C3 C4 -0.83(16) . . . . ?
C7 C2 C3 C4 -178.54(10) . . . . ?
C2 C3 C4 C5 0.69(17) . . . . ?
C3 C4 C5 C6 0.14(17) . . . . ?
C4 C5 C6 C1 -0.80(16) . . . . ?
C4 C5 C6 C19 179.73(10) . . . . ?
C2 C1 C6 C5 0.64(15) . . . . ?
P1 C1 C6 C5 -173.10(8) . . . . ?
C2 C1 C6 C19 -179.93(10) . . . . ?
P1 C1 C6 C19 6.33(16) . . . . ?
C3 C2 C7 C12 101.62(12) . . . . ?
C1 C2 C7 C12 -76.10(13) . . . . ?
C3 C2 C7 C8 -80.23(14) . . . . ?
C1 C2 C7 C8 102.05(12) . . . . ?
C12 C7 C8 C9 2.10(17) . . . . ?
C2 C7 C8 C9 -176.00(10) . . . . ?
C12 C7 C8 C13 178.93(10) . . . . ?
C2 C7 C8 C13 0.83(16) . . . . ?
C7 C8 C9 C10 -1.04(18) . . . . ?
C13 C8 C9 C10 -177.88(12) . . . . ?
C8 C9 C10 C11 -0.8(2) . . . . ?
C9 C10 C11 C12 1.6(2) . . . . ?
C10 C11 C12 C7 -0.58(19) . . . . ?
C10 C11 C12 C16 -178.83(12) . . . . ?
C8 C7 C12 C11 -1.32(17) . . . . ?
C2 C7 C12 C11 176.82(11) . . . . ?
C8 C7 C12 C16 176.92(11) . . . . ?
C2 C7 C12 C16 -4.94(16) . . . . ?
C9 C8 C13 C14 92.00(14) . . . . ?
C7 C8 C13 C14 -84.74(14) . . . . ?
C9 C8 C13 C15 -32.17(16) . . . . ?
C7 C8 C13 C15 151.08(11) . . . . ?
C11 C12 C16 C18 -43.63(17) . . . . ?
C7 C12 C16 C18 138.16(12) . . . . ?
C11 C12 C16 C17 82.19(15) . . . . ?
C7 C12 C16 C17 -96.02(14) . . . . ?
C5 C6 C19 C20 80.90(13) . . . . ?
C1 C6 C19 C20 -98.54(13) . . . . ?
C5 C6 C19 C24 -94.25(12) . . . . ?
C1 C6 C19 C24 86.31(13) . . . . ?
C24 C19 C20 C21 -1.00(16) . . . . ?
C6 C19 C20 C21 -176.08(10) . . . . ?
C24 C19 C20 C25 -179.48(10) . . . . ?
C6 C19 C20 C25 5.44(16) . . . . ?
C19 C20 C21 C22 0.45(18) . . . . ?
C25 C20 C21 C22 178.95(12) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C21 C22 C23 C24 0.1(2) . . . . ?
C22 C23 C24 C19 -0.67(18) . . . . ?
C22 C23 C24 C28 176.22(12) . . . . ?
C20 C19 C24 C23 1.11(16) . . . . ?
C6 C19 C24 C23 176.18(10) . . . . ?
C20 C19 C24 C28 -175.79(10) . . . . ?
C6 C19 C24 C28 -0.72(16) . . . . ?
C21 C20 C25 C26 -73.98(15) . . . . ?
C19 C20 C25 C26 104.47(14) . . . . ?
C21 C20 C25 C27 50.39(17) . . . . ?
C19 C20 C25 C27 -131.16(14) . . . . ?
C23 C24 C28 C30 29.56(16) . . . . ?
C19 C24 C28 C30 -153.63(11) . . . . ?
C23 C24 C28 C29 -93.56(14) . . . . ?
C19 C24 C28 C29 83.26(13) . . . . ?
C37 C32 C33 C34 0.32(18) . . . . ?
N1 C32 C33 C34 -175.65(10) . . . . ?
C37 C32 C33 C38 178.61(11) . . . . ?
N1 C32 C33 C38 2.64(17) . . . . ?
C32 C33 C34 C35 0.40(19) . . . . ?
C38 C33 C34 C35 -177.88(12) . . . . ?
C33 C34 C35 C36 -0.9(2) . . . . ?
C34 C35 C36 C37 0.6(2) . . . . ?
C35 C36 C37 C32 0.10(19) . . . . ?
C35 C36 C37 C39 178.58(13) . . . . ?
N1 C32 C37 C36 175.23(11) . . . . ?
C33 C32 C37 C36 -0.56(18) . . . . ?
N1 C32 C37 C39 -3.25(18) . . . . ?
C33 C32 C37 C39 -179.04(11) . . . . ?
P1 C31 N1 C32 -109.3(3) . . . . ?
C37 C32 N1 C31 5.2(2) . . . . ?
C33 C32 N1 C31 -178.82(15) . . . . ?
N1 C31 P1 C1 -149.9(3) . . . . ?
C6 C1 P1 C31 -45.91(11) . . . . ?
C2 C1 P1 C31 140.02(8) . . . . ?

_refine_diff_density_max         0.344
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.043


####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2086503'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H37 N P, K C18 H36 O6 N2, C6 H6'
_chemical_formula_sum            'C55 H79 K N3 O6 P'
_chemical_formula_weight         948.28

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'
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'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#==============================================================================

# CRYSTAL DATA

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

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

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

_cell_length_a                   10.9300(2)
_cell_length_b                   22.7400(4)
_cell_length_c                   21.6453(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.0940(10)
_cell_angle_gamma                90
_cell_volume                     5379.89(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9451
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      66.68

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_F_000             2048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.533
_shelx_estimated_absorpt_T_min   0.665
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.665
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            52338
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.818
_diffrn_reflns_theta_max         65.998
_diffrn_reflns_theta_full        65.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9370
_reflns_number_gt                8427
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine. One of the iso-propyl groups (C13-C15) was 
 found to be disordered and was split in two parts. The occupancy of each part
 was allowed to refine freely.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 
 loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.000  0.500  0.000       367        80 ' '
   2  0.500  1.000  0.500       367        80 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details                                               
The unit cell contains two severely disordered benzene molecules. These 
have been treated as a diffuse contribution to the overall scattering 
without specific atom positions by SQUEEZE/PLATON.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0453P)²+1.2334P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9370
_refine_ls_number_parameters     557
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0852
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.50321(3) 0.56268(2) 0.29328(2) 0.03105(9) Uani 1 1 d . . . . .
N1 N 0.46722(13) 0.44553(5) 0.34347(5) 0.0426(3) Uani 1 1 d . . . . .
C1 C 0.47862(11) 0.56540(6) 0.21000(5) 0.0248(2) Uani 1 1 d . . . . .
C2 C 0.46526(11) 0.51955(6) 0.16610(6) 0.0261(3) Uani 1 1 d . . . . .
C3 C 0.45278(12) 0.53260(6) 0.10345(6) 0.0327(3) Uani 1 1 d . . . . .
H3 H 0.4436 0.5013 0.0748 0.039 Uiso 1 1 calc R U . . .
C4 C 0.45332(13) 0.58992(7) 0.08178(6) 0.0365(3) Uani 1 1 d . . . . .
H4 H 0.4452 0.5979 0.0389 0.044 Uiso 1 1 calc R U . . .
C5 C 0.46601(12) 0.63544(6) 0.12400(6) 0.0330(3) Uani 1 1 d . . . . .
H5 H 0.4667 0.6750 0.1098 0.040 Uiso 1 1 calc R U . . .
C6 C 0.47773(11) 0.62403(6) 0.18675(6) 0.0271(3) Uani 1 1 d . . . . .
C7 C 0.47108(11) 0.45608(6) 0.18454(5) 0.0260(3) Uani 1 1 d . . . . .
C8 C 0.36317(12) 0.42398(6) 0.19576(6) 0.0283(3) Uani 1 1 d . . . . .
C9 C 0.37336(13) 0.36619(6) 0.21641(6) 0.0322(3) Uani 1 1 d . . . . .
H9 H 0.3013 0.3442 0.2246 0.039 Uiso 1 1 calc R U . . .
C10 C 0.48632(13) 0.34026(6) 0.22519(6) 0.0342(3) Uani 1 1 d . . . . .
H10 H 0.4916 0.3014 0.2410 0.041 Uiso 1 1 calc R U . . .
C11 C 0.59172(13) 0.37101(6) 0.21099(6) 0.0319(3) Uani 1 1 d . . . . .
H11 H 0.6690 0.3524 0.2154 0.038 Uiso 1 1 calc R U . . .
C12 C 0.58612(12) 0.42905(6) 0.19027(5) 0.0276(3) Uani 1 1 d . . . . .
C13A C 0.2350(2) 0.45289(17) 0.18745(18) 0.0294(6) Uani 0.853(3) 1 d . . P A 1
H13A H 0.2434 0.4857 0.1570 0.035 Uiso 0.853(3) 1 calc R U P A 1
C14A C 0.14018(18) 0.40950(10) 0.16216(10) 0.0488(5) Uani 0.853(3) 1 d . . P A
1
H14A H 0.1695 0.3930 0.1231 0.073 Uiso 0.853(3) 1 calc R U P A 1
H14B H 0.1278 0.3777 0.1921 0.073 Uiso 0.853(3) 1 calc R U P A 1
H14C H 0.0626 0.4300 0.1551 0.073 Uiso 0.853(3) 1 calc R U P A 1
C15A C 0.19179(17) 0.47887(10) 0.24752(9) 0.0449(5) Uani 0.853(3) 1 d . . P A 1
H15A H 0.2533 0.5065 0.2631 0.067 Uiso 0.853(3) 1 calc R U P A 1
H15B H 0.1144 0.4997 0.2408 0.067 Uiso 0.853(3) 1 calc R U P A 1
H15C H 0.1796 0.4473 0.2778 0.067 Uiso 0.853(3) 1 calc R U P A 1
C13B C 0.261(2) 0.4472(12) 0.1883(13) 0.0294(6) Uani 0.147(3) 1 d . . P A 2
H13B H 0.2797 0.4900 0.1829 0.035 Uiso 0.147(3) 1 calc R U P A 2
C14B C 0.1657(11) 0.4447(7) 0.2469(6) 0.0488(5) Uani 0.147(3) 1 d . . P A 2
H14D H 0.0892 0.4644 0.2355 0.073 Uiso 0.147(3) 1 calc R U P A 2
H14E H 0.1489 0.4036 0.2575 0.073 Uiso 0.147(3) 1 calc R U P A 2
H14F H 0.2022 0.4647 0.2826 0.073 Uiso 0.147(3) 1 calc R U P A 2
C15B C 0.1784(10) 0.4317(6) 0.1335(6) 0.0449(5) Uani 0.147(3) 1 d . . P A 2
H15D H 0.1027 0.4548 0.1360 0.067 Uiso 0.147(3) 1 calc R U P A 2
H15E H 0.2207 0.4409 0.0948 0.067 Uiso 0.147(3) 1 calc R U P A 2
H15F H 0.1587 0.3897 0.1347 0.067 Uiso 0.147(3) 1 calc R U P A 2
C16 C 0.70296(12) 0.46128(6) 0.17297(6) 0.0328(3) Uani 1 1 d . . . . .
H16 H 0.6797 0.5019 0.1597 0.039 Uiso 1 1 calc R U . . .
C17 C 0.76530(19) 0.43154(10) 0.11853(10) 0.0679(6) Uani 1 1 d . . . . .
H17A H 0.8389 0.4537 0.1072 0.102 Uiso 1 1 calc R U . . .
H17B H 0.7090 0.4304 0.0833 0.102 Uiso 1 1 calc R U . . .
H17C H 0.7882 0.3913 0.1300 0.102 Uiso 1 1 calc R U . . .
C18 C 0.79067(16) 0.46698(10) 0.22699(8) 0.0613(5) Uani 1 1 d . . . . .
H18A H 0.7475 0.4839 0.2625 0.092 Uiso 1 1 calc R U . . .
H18B H 0.8588 0.4927 0.2154 0.092 Uiso 1 1 calc R U . . .
H18C H 0.8224 0.4281 0.2380 0.092 Uiso 1 1 calc R U . . .
C19 C 0.49359(12) 0.67430(5) 0.23101(6) 0.0285(3) Uani 1 1 d . . . . .
C20 C 0.39075(12) 0.69773(6) 0.26164(6) 0.0305(3) Uani 1 1 d . . . . .
C21 C 0.40797(14) 0.74330(6) 0.30387(6) 0.0361(3) Uani 1 1 d . . . . .
H21 H 0.3393 0.7598 0.3243 0.043 Uiso 1 1 calc R U . . .
C22 C 0.52380(15) 0.76471(6) 0.31633(7) 0.0399(3) Uani 1 1 d . . . . .
H22 H 0.5343 0.7956 0.3454 0.048 Uiso 1 1 calc R U . . .
C23 C 0.62422(14) 0.74133(6) 0.28655(7) 0.0387(3) Uani 1 1 d . . . . .
H23 H 0.7034 0.7564 0.2954 0.046 Uiso 1 1 calc R U . . .
C24 C 0.61123(12) 0.69582(6) 0.24365(6) 0.0327(3) Uani 1 1 d . . . . .
C25 C 0.26278(12) 0.67442(6) 0.24823(6) 0.0327(3) Uani 1 1 d . . . . .
H25 H 0.2714 0.6327 0.2342 0.039 Uiso 1 1 calc R U . . .
C26 C 0.20338(14) 0.70885(7) 0.19551(7) 0.0408(3) Uani 1 1 d . . . . .
H26A H 0.1977 0.7505 0.2069 0.061 Uiso 1 1 calc R U . . .
H26B H 0.1212 0.6933 0.1876 0.061 Uiso 1 1 calc R U . . .
H26C H 0.2532 0.7049 0.1581 0.061 Uiso 1 1 calc R U . . .
C27 C 0.17877(14) 0.67451(8) 0.30462(7) 0.0443(3) Uani 1 1 d . . . . .
H27A H 0.1588 0.7151 0.3158 0.066 Uiso 1 1 calc R U . . .
H27B H 0.2203 0.6553 0.3393 0.066 Uiso 1 1 calc R U . . .
H27C H 0.1033 0.6531 0.2948 0.066 Uiso 1 1 calc R U . . .
C28 C 0.72358(13) 0.67154(7) 0.21105(7) 0.0383(3) Uani 1 1 d . . . . .
H28 H 0.6971 0.6366 0.1863 0.046 Uiso 1 1 calc R U . . .
C29 C 0.77559(17) 0.71693(8) 0.16616(9) 0.0561(4) Uani 1 1 d . . . . .
H29A H 0.7118 0.7289 0.1369 0.084 Uiso 1 1 calc R U . . .
H29B H 0.8443 0.6996 0.1435 0.084 Uiso 1 1 calc R U . . .
H29C H 0.8040 0.7514 0.1893 0.084 Uiso 1 1 calc R U . . .
C30 C 0.82244(15) 0.65104(9) 0.25609(9) 0.0566(4) Uani 1 1 d . . . . .
H30A H 0.8508 0.6845 0.2808 0.085 Uiso 1 1 calc R U . . .
H30B H 0.8913 0.6346 0.2329 0.085 Uiso 1 1 calc R U . . .
H30C H 0.7886 0.6209 0.2835 0.085 Uiso 1 1 calc R U . . .
C31 C 0.48061(12) 0.48882(6) 0.31609(6) 0.0302(3) Uani 1 1 d . . . . .
K1 K 0.95454(2) 0.35144(2) 0.50347(2) 0.02965(8) Uani 1 1 d . . . . .
N2 N 0.68373(10) 0.36341(5) 0.48785(5) 0.0339(2) Uani 1 1 d . . . . .
N3 N 1.22577(11) 0.34041(6) 0.51780(6) 0.0400(3) Uani 1 1 d . . . . .
O1 O 0.80360(9) 0.25920(4) 0.54288(5) 0.0367(2) Uani 1 1 d . . . . .
O2 O 1.05946(9) 0.23879(4) 0.53273(4) 0.0366(2) Uani 1 1 d . . . . .
O3 O 1.07811(11) 0.42671(5) 0.58545(5) 0.0470(3) Uani 1 1 d . . . . .
O4 O 0.83346(10) 0.45271(5) 0.55109(4) 0.0422(2) Uani 1 1 d . . . . .
O5 O 0.85317(9) 0.34905(4) 0.38561(4) 0.0354(2) Uani 1 1 d . . . . .
O6 O 1.10733(8) 0.36009(4) 0.39749(4) 0.0342(2) Uani 1 1 d . . . . .
C32 C 0.62725(13) 0.32101(7) 0.53039(7) 0.0388(3) Uani 1 1 d . . . . .
H32A H 0.5382 0.3196 0.5221 0.047 Uiso 1 1 calc R U . . .
H32B H 0.6387 0.3352 0.5733 0.047 Uiso 1 1 calc R U . . .
C33 C 0.67820(13) 0.25944(7) 0.52559(7) 0.0388(3) Uani 1 1 d . . . . .
H33A H 0.6316 0.2328 0.5530 0.047 Uiso 1 1 calc R U . . .
H33B H 0.6696 0.2450 0.4826 0.047 Uiso 1 1 calc R U . . .
C34 C 0.85541(14) 0.20210(6) 0.53757(8) 0.0430(3) Uani 1 1 d . . . . .
H34A H 0.8627 0.1912 0.4935 0.052 Uiso 1 1 calc R U . . .
H34B H 0.8020 0.1729 0.5582 0.052 Uiso 1 1 calc R U . . .
C35 C 0.97885(14) 0.20220(7) 0.56722(7) 0.0421(3) Uani 1 1 d . . . . .
H35A H 0.9724 0.2170 0.6101 0.051 Uiso 1 1 calc R U . . .
H35B H 1.0115 0.1616 0.5687 0.051 Uiso 1 1 calc R U . . .
C36 C 1.17523(15) 0.24267(8) 0.56246(8) 0.0489(4) Uani 1 1 d . . . . .
H36A H 1.2091 0.2028 0.5689 0.059 Uiso 1 1 calc R U . . .
H36B H 1.1660 0.2617 0.6033 0.059 Uiso 1 1 calc R U . . .
C37 C 1.26089(14) 0.27823(8) 0.52285(9) 0.0505(4) Uani 1 1 d . . . . .
H37A H 1.3444 0.2758 0.5405 0.061 Uiso 1 1 calc R U . . .
H37B H 1.2632 0.2608 0.4810 0.061 Uiso 1 1 calc R U . . .
C38 C 1.26348(15) 0.37183(8) 0.57404(8) 0.0498(4) Uani 1 1 d . . . . .
H38A H 1.3536 0.3761 0.5737 0.060 Uiso 1 1 calc R U . . .
H38B H 1.2416 0.3476 0.6104 0.060 Uiso 1 1 calc R U . . .
C39 C 1.20755(16) 0.43138(8) 0.58152(8) 0.0520(4) Uani 1 1 d . . . . .
H39A H 1.2398 0.4502 0.6195 0.062 Uiso 1 1 calc R U . . .
H39B H 1.2298 0.4564 0.5459 0.062 Uiso 1 1 calc R U . . .
C40 C 1.02332(18) 0.48329(7) 0.59433(8) 0.0536(4) Uani 1 1 d . . . . .
H40A H 1.0372 0.5080 0.5573 0.064 Uiso 1 1 calc R U . . .
H40B H 1.0616 0.5031 0.6302 0.064 Uiso 1 1 calc R U . . .
C41 C 0.89017(18) 0.47657(7) 0.60509(7) 0.0510(4) Uani 1 1 d . . . . .
H41A H 0.8762 0.4501 0.6407 0.061 Uiso 1 1 calc R U . . .
H41B H 0.8537 0.5153 0.6148 0.061 Uiso 1 1 calc R U . . .
C42 C 0.70470(16) 0.44833(7) 0.56041(7) 0.0477(4) Uani 1 1 d . . . . .
H42A H 0.6705 0.4877 0.5693 0.057 Uiso 1 1 calc R U . . .
H42B H 0.6878 0.4225 0.5962 0.057 Uiso 1 1 calc R U . . .
C43 C 0.64541(14) 0.42354(7) 0.50373(7) 0.0432(3) Uani 1 1 d . . . . .
H43A H 0.5556 0.4238 0.5097 0.052 Uiso 1 1 calc R U . . .
H43B H 0.6639 0.4497 0.4684 0.052 Uiso 1 1 calc R U . . .
C44 C 0.64842(13) 0.35050(7) 0.42350(7) 0.0390(3) Uani 1 1 d . . . . .
H44A H 0.5658 0.3667 0.4157 0.047 Uiso 1 1 calc R U . . .
H44B H 0.6440 0.3073 0.4179 0.047 Uiso 1 1 calc R U . . .
C45 C 0.73612(13) 0.37559(7) 0.37684(6) 0.0381(3) Uani 1 1 d . . . . .
H45A H 0.7061 0.3676 0.3345 0.046 Uiso 1 1 calc R U . . .
H45B H 0.7424 0.4187 0.3822 0.046 Uiso 1 1 calc R U . . .
C46 C 0.93086(13) 0.35838(6) 0.33401(6) 0.0350(3) Uani 1 1 d . . . . .
H46A H 0.9409 0.4011 0.3267 0.042 Uiso 1 1 calc R U . . .
H46B H 0.8940 0.3406 0.2966 0.042 Uiso 1 1 calc R U . . .
C47 C 1.05234(13) 0.33102(6) 0.34646(6) 0.0371(3) Uani 1 1 d . . . . .
H47A H 1.0420 0.2887 0.3559 0.045 Uiso 1 1 calc R U . . .
H47B H 1.1053 0.3347 0.3096 0.045 Uiso 1 1 calc R U . . .
C48 C 1.23394(13) 0.34612(8) 0.40251(7) 0.0438(4) Uani 1 1 d . . . . .
H48A H 1.2797 0.3647 0.3683 0.053 Uiso 1 1 calc R U . . .
H48B H 1.2454 0.3030 0.3997 0.053 Uiso 1 1 calc R U . . .
C49 C 1.28162(13) 0.36814(8) 0.46334(7) 0.0452(4) Uani 1 1 d . . . . .
H49A H 1.3711 0.3615 0.4649 0.054 Uiso 1 1 calc R U . . .
H49B H 1.2676 0.4111 0.4656 0.054 Uiso 1 1 calc R U . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C31 1.7680(14) . ?
P1 C1 1.8232(12) . ?
N1 C31 1.1585(19) . ?
C1 C2 1.4179(18) . ?
C1 C6 1.4250(18) . ?
C2 C3 1.3948(18) . ?
C2 C7 1.4988(18) . ?
C3 C4 1.385(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3885(18) . ?
C5 H5 0.9500 . ?
C6 C19 1.5014(18) . ?
C7 C12 1.4050(18) . ?
C7 C8 1.4085(18) . ?
C8 C13B 1.24(2) . ?
C8 C9 1.3926(19) . ?
C8 C13A 1.558(2) . ?
C9 C10 1.381(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3951(19) . ?
C11 H11 0.9500 . ?
C12 C16 1.5199(18) . ?
C13A C15A 1.505(4) . ?
C13A C14A 1.531(4) . ?
C13A H13A 1.0000 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C13B C15B 1.53(3) . ?
C13B C14B 1.65(3) . ?
C13B H13B 1.0000 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16 C18 1.516(2) . ?
C16 C17 1.521(2) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.4023(19) . ?
C19 C20 1.4103(19) . ?
C20 C21 1.394(2) . ?
C20 C25 1.5233(19) . ?
C21 C22 1.383(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(2) . ?
C23 H23 0.9500 . ?
C24 C28 1.521(2) . ?
C25 C26 1.528(2) . ?
C25 C27 1.529(2) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.527(2) . ?
C28 C29 1.528(2) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
K1 O5 2.7801(10) . ?
K1 O1 2.8025(10) . ?
K1 O3 2.8097(11) . ?
K1 O6 2.8465(10) . ?
K1 O4 2.8498(10) . ?
K1 O2 2.8770(10) . ?
K1 N3 2.9908(13) . ?
K1 N2 2.9910(12) . ?
N2 C32 1.4699(18) . ?
N2 C43 1.4710(19) . ?
N2 C44 1.4742(19) . ?
N3 C37 1.469(2) . ?
N3 C38 1.470(2) . ?
N3 C49 1.4704(19) . ?
O1 C33 1.4203(17) . ?
O1 C34 1.4214(18) . ?
O2 C36 1.4214(19) . ?
O2 C35 1.4240(17) . ?
O3 C39 1.421(2) . ?
O3 C40 1.432(2) . ?
O4 C42 1.425(2) . ?
O4 C41 1.4292(19) . ?
O5 C46 1.4201(16) . ?
O5 C45 1.4270(17) . ?
O6 C47 1.4199(16) . ?
O6 C48 1.4238(17) . ?
C32 C33 1.510(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.493(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.506(2) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.495(3) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.482(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.497(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.506(2) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.491(2) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.501(2) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C31 P1 C1 106.73(6) . . ?
C2 C1 C6 116.79(11) . . ?
C2 C1 P1 130.72(10) . . ?
C6 C1 P1 112.44(9) . . ?
C3 C2 C1 120.33(12) . . ?
C3 C2 C7 117.89(11) . . ?
C1 C2 C7 121.69(11) . . ?
C4 C3 C2 121.92(13) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 118.65(12) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 120.92(13) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 121.38(12) . . ?
C5 C6 C19 119.49(12) . . ?
C1 C6 C19 119.10(11) . . ?
C12 C7 C8 120.50(12) . . ?
C12 C7 C2 118.85(11) . . ?
C8 C7 C2 120.65(11) . . ?
C13B C8 C9 121.0(13) . . ?
C13B C8 C7 120.4(13) . . ?
C9 C8 C7 118.55(12) . . ?
C9 C8 C13A 120.45(18) . . ?
C7 C8 C13A 120.97(18) . . ?
C10 C9 C8 121.20(13) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 119.90(13) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.92(13) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C7 118.75(12) . . ?
C11 C12 C16 119.94(12) . . ?
C7 C12 C16 121.29(12) . . ?
C15A C13A C14A 110.4(2) . . ?
C15A C13A C8 110.4(2) . . ?
C14A C13A C8 112.2(2) . . ?
C15A C13A H13A 107.9 . . ?
C14A C13A H13A 107.9 . . ?
C8 C13A H13A 107.9 . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C13A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C13A C15A H15A 109.5 . . ?
C13A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C13A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C8 C13B C15B 122(2) . . ?
C8 C13B C14B 117.1(19) . . ?
C15B C13B C14B 102.2(14) . . ?
C8 C13B H13B 104.5 . . ?
C15B C13B H13B 104.5 . . ?
C14B C13B H13B 104.5 . . ?
C13B C14B H14D 109.5 . . ?
C13B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C13B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C13B C15B H15D 109.5 . . ?
C13B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C13B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C18 C16 C12 112.43(12) . . ?
C18 C16 C17 110.61(15) . . ?
C12 C16 C17 110.74(12) . . ?
C18 C16 H16 107.6 . . ?
C12 C16 H16 107.6 . . ?
C17 C16 H16 107.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 120.51(12) . . ?
C24 C19 C6 119.67(12) . . ?
C20 C19 C6 119.75(11) . . ?
C21 C20 C19 118.82(13) . . ?
C21 C20 C25 120.42(12) . . ?
C19 C20 C25 120.75(12) . . ?
C22 C21 C20 120.80(13) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 120.13(13) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 121.03(13) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C23 C24 C19 118.70(13) . . ?
C23 C24 C28 119.73(13) . . ?
C19 C24 C28 121.57(12) . . ?
C20 C25 C26 110.66(11) . . ?
C20 C25 C27 113.58(12) . . ?
C26 C25 C27 109.91(12) . . ?
C20 C25 H25 107.5 . . ?
C26 C25 H25 107.5 . . ?
C27 C25 H25 107.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 C30 112.68(13) . . ?
C24 C28 C29 110.56(13) . . ?
C30 C28 C29 110.40(14) . . ?
C24 C28 H28 107.7 . . ?
C30 C28 H28 107.7 . . ?
C29 C28 H28 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 P1 165.45(12) . . ?
O5 K1 O1 91.77(3) . . ?
O5 K1 O3 141.43(3) . . ?
O1 K1 O3 123.11(3) . . ?
O5 K1 O6 59.69(3) . . ?
O1 K1 O6 130.05(3) . . ?
O3 K1 O6 100.65(3) . . ?
O5 K1 O4 99.39(3) . . ?
O1 K1 O4 102.75(3) . . ?
O3 K1 O4 60.16(3) . . ?
O6 K1 O4 120.61(3) . . ?
O5 K1 O2 110.04(3) . . ?
O1 K1 O2 60.07(3) . . ?
O3 K1 O2 102.26(3) . . ?
O6 K1 O2 90.27(3) . . ?
O4 K1 O2 145.59(3) . . ?
O5 K1 N3 119.15(3) . . ?
O1 K1 N3 119.31(3) . . ?
O3 K1 N3 60.67(4) . . ?
O6 K1 N3 60.44(3) . . ?
O4 K1 N3 119.41(4) . . ?
O2 K1 N3 60.51(3) . . ?
O5 K1 N2 60.35(3) . . ?
O1 K1 N2 61.29(3) . . ?
O3 K1 N2 119.38(3) . . ?
O6 K1 N2 118.98(3) . . ?
O4 K1 N2 60.48(3) . . ?
O2 K1 N2 119.99(3) . . ?
N3 K1 N2 179.33(3) . . ?
C32 N2 C43 110.08(11) . . ?
C32 N2 C44 110.59(12) . . ?
C43 N2 C44 109.37(11) . . ?
C32 N2 K1 106.63(8) . . ?
C43 N2 K1 109.89(9) . . ?
C44 N2 K1 110.25(8) . . ?
C37 N3 C38 109.48(13) . . ?
C37 N3 C49 111.32(13) . . ?
C38 N3 C49 109.83(13) . . ?
C37 N3 K1 110.32(9) . . ?
C38 N3 K1 108.77(9) . . ?
C49 N3 K1 107.07(8) . . ?
C33 O1 C34 111.51(11) . . ?
C33 O1 K1 119.03(8) . . ?
C34 O1 K1 115.11(8) . . ?
C36 O2 C35 110.50(11) . . ?
C36 O2 K1 113.49(9) . . ?
C35 O2 K1 112.89(8) . . ?
C39 O3 C40 110.94(13) . . ?
C39 O3 K1 119.02(9) . . ?
C40 O3 K1 115.55(9) . . ?
C42 O4 C41 109.74(12) . . ?
C42 O4 K1 117.00(9) . . ?
C41 O4 K1 113.68(9) . . ?
C46 O5 C45 111.67(10) . . ?
C46 O5 K1 118.74(8) . . ?
C45 O5 K1 118.02(8) . . ?
C47 O6 C48 111.45(11) . . ?
C47 O6 K1 110.28(8) . . ?
C48 O6 K1 119.64(8) . . ?
N2 C32 C33 114.18(11) . . ?
N2 C32 H32A 108.7 . . ?
C33 C32 H32A 108.7 . . ?
N2 C32 H32B 108.7 . . ?
C33 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
O1 C33 C32 109.95(12) . . ?
O1 C33 H33A 109.7 . . ?
C32 C33 H33A 109.7 . . ?
O1 C33 H33B 109.7 . . ?
C32 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
O1 C34 C35 108.88(13) . . ?
O1 C34 H34A 109.9 . . ?
C35 C34 H34A 109.9 . . ?
O1 C34 H34B 109.9 . . ?
C35 C34 H34B 109.9 . . ?
H34A C34 H34B 108.3 . . ?
O2 C35 C34 109.57(12) . . ?
O2 C35 H35A 109.8 . . ?
C34 C35 H35A 109.8 . . ?
O2 C35 H35B 109.8 . . ?
C34 C35 H35B 109.8 . . ?
H35A C35 H35B 108.2 . . ?
O2 C36 C37 109.24(13) . . ?
O2 C36 H36A 109.8 . . ?
C37 C36 H36A 109.8 . . ?
O2 C36 H36B 109.8 . . ?
C37 C36 H36B 109.8 . . ?
H36A C36 H36B 108.3 . . ?
N3 C37 C36 113.36(14) . . ?
N3 C37 H37A 108.9 . . ?
C36 C37 H37A 108.9 . . ?
N3 C37 H37B 108.9 . . ?
C36 C37 H37B 108.9 . . ?
H37A C37 H37B 107.7 . . ?
N3 C38 C39 114.58(13) . . ?
N3 C38 H38A 108.6 . . ?
C39 C38 H38A 108.6 . . ?
N3 C38 H38B 108.6 . . ?
C39 C38 H38B 108.6 . . ?
H38A C38 H38B 107.6 . . ?
O3 C39 C38 110.25(14) . . ?
O3 C39 H39A 109.6 . . ?
C38 C39 H39A 109.6 . . ?
O3 C39 H39B 109.6 . . ?
C38 C39 H39B 109.6 . . ?
H39A C39 H39B 108.1 . . ?
O3 C40 C41 109.84(14) . . ?
O3 C40 H40A 109.7 . . ?
C41 C40 H40A 109.7 . . ?
O3 C40 H40B 109.7 . . ?
C41 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
O4 C41 C40 109.59(13) . . ?
O4 C41 H41A 109.8 . . ?
C40 C41 H41A 109.8 . . ?
O4 C41 H41B 109.8 . . ?
C40 C41 H41B 109.8 . . ?
H41A C41 H41B 108.2 . . ?
O4 C42 C43 109.67(12) . . ?
O4 C42 H42A 109.7 . . ?
C43 C42 H42A 109.7 . . ?
O4 C42 H42B 109.7 . . ?
C43 C42 H42B 109.7 . . ?
H42A C42 H42B 108.2 . . ?
N2 C43 C42 114.75(13) . . ?
N2 C43 H43A 108.6 . . ?
C42 C43 H43A 108.6 . . ?
N2 C43 H43B 108.6 . . ?
C42 C43 H43B 108.6 . . ?
H43A C43 H43B 107.6 . . ?
N2 C44 C45 113.10(12) . . ?
N2 C44 H44A 109.0 . . ?
C45 C44 H44A 109.0 . . ?
N2 C44 H44B 109.0 . . ?
C45 C44 H44B 109.0 . . ?
H44A C44 H44B 107.8 . . ?
O5 C45 C44 108.79(11) . . ?
O5 C45 H45A 109.9 . . ?
C44 C45 H45A 109.9 . . ?
O5 C45 H45B 109.9 . . ?
C44 C45 H45B 109.9 . . ?
H45A C45 H45B 108.3 . . ?
O5 C46 C47 109.21(11) . . ?
O5 C46 H46A 109.8 . . ?
C47 C46 H46A 109.8 . . ?
O5 C46 H46B 109.8 . . ?
C47 C46 H46B 109.8 . . ?
H46A C46 H46B 108.3 . . ?
O6 C47 C46 108.79(11) . . ?
O6 C47 H47A 109.9 . . ?
C46 C47 H47A 109.9 . . ?
O6 C47 H47B 109.9 . . ?
C46 C47 H47B 109.9 . . ?
H47A C47 H47B 108.3 . . ?
O6 C48 C49 109.18(12) . . ?
O6 C48 H48A 109.8 . . ?
C49 C48 H48A 109.8 . . ?
O6 C48 H48B 109.8 . . ?
C49 C48 H48B 109.8 . . ?
H48A C48 H48B 108.3 . . ?
N3 C49 C48 114.59(13) . . ?
N3 C49 H49A 108.6 . . ?
C48 C49 H49A 108.6 . . ?
N3 C49 H49B 108.6 . . ?
C48 C49 H49B 108.6 . . ?
H49A C49 H49B 107.6 . . ?

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
C31 P1 C1 C2 -10.57(13) . . . . ?
C31 P1 C1 C6 172.01(9) . . . . ?
C6 C1 C2 C3 0.38(17) . . . . ?
P1 C1 C2 C3 -176.95(10) . . . . ?
C6 C1 C2 C7 176.89(11) . . . . ?
P1 C1 C2 C7 -0.43(18) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C7 C2 C3 C4 -176.41(12) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C4 C5 C6 C1 0.7(2) . . . . ?
C4 C5 C6 C19 178.89(12) . . . . ?
C2 C1 C6 C5 -0.86(18) . . . . ?
P1 C1 C6 C5 176.95(10) . . . . ?
C2 C1 C6 C19 -179.01(11) . . . . ?
P1 C1 C6 C19 -1.20(14) . . . . ?
C3 C2 C7 C12 92.91(14) . . . . ?
C1 C2 C7 C12 -83.69(15) . . . . ?
C3 C2 C7 C8 -86.88(15) . . . . ?
C1 C2 C7 C8 96.52(14) . . . . ?
C12 C7 C8 C13B -177.1(15) . . . . ?
C2 C7 C8 C13B 2.7(15) . . . . ?
C12 C7 C8 C9 4.07(18) . . . . ?
C2 C7 C8 C9 -176.14(11) . . . . ?
C12 C7 C8 C13A -177.97(19) . . . . ?
C2 C7 C8 C13A 1.8(2) . . . . ?
C13B C8 C9 C10 -179.6(15) . . . . ?
C7 C8 C9 C10 -0.74(19) . . . . ?
C13A C8 C9 C10 -178.7(2) . . . . ?
C8 C9 C10 C11 -2.6(2) . . . . ?
C9 C10 C11 C12 2.7(2) . . . . ?
C10 C11 C12 C7 0.56(18) . . . . ?
C10 C11 C12 C16 -178.01(12) . . . . ?
C8 C7 C12 C11 -3.98(17) . . . . ?
C2 C7 C12 C11 176.23(11) . . . . ?
C8 C7 C12 C16 174.57(11) . . . . ?
C2 C7 C12 C16 -5.22(17) . . . . ?
C9 C8 C13A C15A 85.8(3) . . . . ?
C7 C8 C13A C15A -92.1(3) . . . . ?
C9 C8 C13A C14A -37.8(3) . . . . ?
C7 C8 C13A C14A 144.3(2) . . . . ?
C9 C8 C13B C15B -74(2) . . . . ?
C7 C8 C13B C15B 107(2) . . . . ?
C9 C8 C13B C14B 53(2) . . . . ?
C7 C8 C13B C14B -126.2(16) . . . . ?
C11 C12 C16 C18 -61.29(18) . . . . ?
C7 C12 C16 C18 120.18(15) . . . . ?
C11 C12 C16 C17 63.01(18) . . . . ?
C7 C12 C16 C17 -115.53(16) . . . . ?
C5 C6 C19 C24 -87.34(15) . . . . ?
C1 C6 C19 C24 90.84(15) . . . . ?
C5 C6 C19 C20 95.51(15) . . . . ?
C1 C6 C19 C20 -86.31(15) . . . . ?
C24 C19 C20 C21 1.08(19) . . . . ?
C6 C19 C20 C21 178.20(12) . . . . ?
C24 C19 C20 C25 -179.84(12) . . . . ?
C6 C19 C20 C25 -2.71(18) . . . . ?
C19 C20 C21 C22 -0.9(2) . . . . ?
C25 C20 C21 C22 179.97(12) . . . . ?
C20 C21 C22 C23 0.5(2) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
C22 C23 C24 C19 0.3(2) . . . . ?
C22 C23 C24 C28 179.25(13) . . . . ?
C20 C19 C24 C23 -0.76(19) . . . . ?
C6 C19 C24 C23 -177.88(12) . . . . ?
C20 C19 C24 C28 -179.70(12) . . . . ?
C6 C19 C24 C28 3.17(18) . . . . ?
C21 C20 C25 C26 89.05(15) . . . . ?
C19 C20 C25 C26 -90.01(15) . . . . ?
C21 C20 C25 C27 -35.12(18) . . . . ?
C19 C20 C25 C27 145.81(13) . . . . ?
C23 C24 C28 C30 54.92(18) . . . . ?
C19 C24 C28 C30 -126.15(15) . . . . ?
C23 C24 C28 C29 -69.16(17) . . . . ?
C19 C24 C28 C29 109.77(16) . . . . ?
C1 P1 C31 N1 -170.6(5) . . . . ?
C43 N2 C32 C33 -169.43(13) . . . . ?
C44 N2 C32 C33 69.60(15) . . . . ?
K1 N2 C32 C33 -50.27(14) . . . . ?
C34 O1 C33 C32 -178.67(12) . . . . ?
K1 O1 C33 C32 -40.91(14) . . . . ?
N2 C32 C33 O1 63.82(16) . . . . ?
C33 O1 C34 C35 -169.51(11) . . . . ?
K1 O1 C34 C35 50.97(14) . . . . ?
C36 O2 C35 C34 176.10(13) . . . . ?
K1 O2 C35 C34 47.80(14) . . . . ?
O1 C34 C35 O2 -66.69(16) . . . . ?
C35 O2 C36 C37 176.25(13) . . . . ?
K1 O2 C36 C37 -55.78(16) . . . . ?
C38 N3 C37 C36 78.75(17) . . . . ?
C49 N3 C37 C36 -159.63(14) . . . . ?
K1 N3 C37 C36 -40.91(16) . . . . ?
O2 C36 C37 N3 67.13(19) . . . . ?
C37 N3 C38 C39 -166.05(14) . . . . ?
C49 N3 C38 C39 71.43(18) . . . . ?
K1 N3 C38 C39 -45.44(16) . . . . ?
C40 O3 C39 C38 178.42(13) . . . . ?
K1 O3 C39 C38 -43.82(16) . . . . ?
N3 C38 C39 O3 61.39(19) . . . . ?
C39 O3 C40 C41 -173.86(13) . . . . ?
K1 O3 C40 C41 46.79(15) . . . . ?
C42 O4 C41 C40 -177.75(13) . . . . ?
K1 O4 C41 C40 49.09(15) . . . . ?
O3 C40 C41 O4 -64.33(17) . . . . ?
C41 O4 C42 C43 179.80(12) . . . . ?
K1 O4 C42 C43 -48.77(14) . . . . ?
C32 N2 C43 C42 74.47(16) . . . . ?
C44 N2 C43 C42 -163.83(12) . . . . ?
K1 N2 C43 C42 -42.67(14) . . . . ?
O4 C42 C43 N2 62.82(16) . . . . ?
C32 N2 C44 C45 -158.15(12) . . . . ?
C43 N2 C44 C45 80.46(15) . . . . ?
K1 N2 C44 C45 -40.48(14) . . . . ?
C46 O5 C45 C44 164.37(12) . . . . ?
K1 O5 C45 C44 -52.73(14) . . . . ?
N2 C44 C45 O5 62.57(16) . . . . ?
C45 O5 C46 C47 178.63(11) . . . . ?
K1 O5 C46 C47 36.03(14) . . . . ?
C48 O6 C47 C46 -165.89(12) . . . . ?
K1 O6 C47 C46 58.75(12) . . . . ?
O5 C46 C47 O6 -63.75(15) . . . . ?
C47 O6 C48 C49 -169.13(12) . . . . ?
K1 O6 C48 C49 -38.44(16) . . . . ?
C37 N3 C49 C48 68.03(17) . . . . ?
C38 N3 C49 C48 -170.55(14) . . . . ?
K1 N3 C49 C48 -52.62(15) . . . . ?
O6 C48 C49 N3 63.40(18) . . . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.033



####################################################################### 
# 
# 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_ax1958_TerPHCN_cmpd_4b
_database_code_depnum_ccdc_archive 'CCDC 2086500'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H26 N P'
_chemical_formula_sum            'C25 H26 N P'
_chemical_formula_weight         371.44

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

#==============================================================================

# CRYSTAL DATA

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

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

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

_cell_length_a                   11.3511(7)
_cell_length_b                   12.5307(8)
_cell_length_c                   15.0165(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.3326(10)
_cell_angle_gamma                90
_cell_volume                     2126.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9255
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      30.51

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.138
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26951
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.121
_diffrn_reflns_theta_max         29.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6205
_reflns_number_gt                5058
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0684P)²+0.6941P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6205
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1331
_refine_ls_wR_factor_gt          0.1234
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.52118(3) 0.51995(3) 0.36090(2) 0.03368(11) Uani 1 1 d . . . . .
N1 N 0.50408(19) 0.75128(15) 0.38614(16) 0.0860(7) Uani 1 1 d . . . . .
C1 C 0.40930(10) 0.49836(9) 0.26533(7) 0.0221(2) Uani 1 1 d . . . . .
C2 C 0.44328(10) 0.49972(10) 0.17732(8) 0.0239(2) Uani 1 1 d . . . . .
C3 C 0.35909(11) 0.47662(11) 0.10625(8) 0.0298(3) Uani 1 1 d . . . . .
H3 H 0.3809 0.4785 0.0467 0.036 Uiso 1 1 calc R U . . .
C4 C 0.24374(11) 0.45092(12) 0.12168(8) 0.0336(3) Uani 1 1 d . . . . .
H4 H 0.1874 0.4346 0.0728 0.040 Uiso 1 1 calc R U . . .
C5 C 0.21041(11) 0.44901(11) 0.20841(8) 0.0295(3) Uani 1 1 d . . . . .
H5 H 0.1314 0.4310 0.2184 0.035 Uiso 1 1 calc R U . . .
C6 C 0.29183(10) 0.47320(9) 0.28098(7) 0.0228(2) Uani 1 1 d . . . . .
C7 C 0.56717(10) 0.52619(10) 0.15810(7) 0.0245(2) Uani 1 1 d . . . . .
C8 C 0.65219(11) 0.44480(11) 0.15707(8) 0.0288(3) Uani 1 1 d . . . . .
C9 C 0.76680(12) 0.47106(13) 0.13818(8) 0.0342(3) Uani 1 1 d . . . . .
H9 H 0.8241 0.4160 0.1365 0.041 Uiso 1 1 calc R U . . .
C10 C 0.79899(11) 0.57538(14) 0.12183(8) 0.0362(3) Uani 1 1 d . . . . .
C11 C 0.71395(13) 0.65450(13) 0.12285(9) 0.0374(3) Uani 1 1 d . . . . .
H11 H 0.7353 0.7261 0.1113 0.045 Uiso 1 1 calc R U . . .
C12 C 0.59736(12) 0.63223(11) 0.14044(8) 0.0318(3) Uani 1 1 d . . . . .
C13 C 0.62171(15) 0.33121(12) 0.17757(12) 0.0433(3) Uani 1 1 d . . . . .
H13A H 0.5827 0.3289 0.2331 0.065 Uiso 1 1 calc R U . . .
H13B H 0.6942 0.2884 0.1846 0.065 Uiso 1 1 calc R U . . .
H13C H 0.5683 0.3023 0.1284 0.065 Uiso 1 1 calc R U . . .
C14 C 0.92496(13) 0.60290(19) 0.10610(11) 0.0556(5) Uani 1 1 d . . . . .
H14A H 0.9249 0.6590 0.0606 0.083 Uiso 1 1 calc R U . . .
H14B H 0.9646 0.5393 0.0854 0.083 Uiso 1 1 calc R U . . .
H14C H 0.9671 0.6282 0.1620 0.083 Uiso 1 1 calc R U . . .
C15 C 0.50679(16) 0.71994(13) 0.13866(13) 0.0500(4) Uani 1 1 d . . . . .
H15A H 0.4597 0.7201 0.0806 0.075 Uiso 1 1 calc R U . . .
H15B H 0.5469 0.7888 0.1480 0.075 Uiso 1 1 calc R U . . .
H15C H 0.4548 0.7080 0.1863 0.075 Uiso 1 1 calc R U . . .
C16 C 0.25154(9) 0.47315(9) 0.37306(7) 0.0217(2) Uani 1 1 d . . . . .
C17 C 0.26233(10) 0.38066(10) 0.42597(8) 0.0237(2) Uani 1 1 d . . . . .
C18 C 0.22079(10) 0.38247(10) 0.51054(8) 0.0259(2) Uani 1 1 d . . . . .
H18 H 0.2282 0.3201 0.5466 0.031 Uiso 1 1 calc R U . . .
C19 C 0.16876(10) 0.47317(10) 0.54367(8) 0.0260(2) Uani 1 1 d . . . . .
C20 C 0.15881(11) 0.56337(10) 0.48985(8) 0.0274(2) Uani 1 1 d . . . . .
H20 H 0.1234 0.6257 0.5115 0.033 Uiso 1 1 calc R U . . .
C21 C 0.19913(10) 0.56537(10) 0.40494(8) 0.0247(2) Uani 1 1 d . . . . .
C22 C 0.31890(13) 0.28103(11) 0.39368(9) 0.0350(3) Uani 1 1 d . . . . .
H22A H 0.3178 0.2252 0.4393 0.052 Uiso 1 1 calc R U . . .
H22B H 0.4009 0.2963 0.3825 0.052 Uiso 1 1 calc R U . . .
H22C H 0.2749 0.2567 0.3382 0.052 Uiso 1 1 calc R U . . .
C23 C 0.12598(14) 0.47402(13) 0.63581(9) 0.0371(3) Uani 1 1 d . . . . .
H23A H 0.1684 0.5292 0.6722 0.056 Uiso 1 1 calc R U . . .
H23B H 0.1408 0.4042 0.6640 0.056 Uiso 1 1 calc R U . . .
H23C H 0.0409 0.4892 0.6310 0.056 Uiso 1 1 calc R U . . .
C24 C 0.18420(13) 0.66487(11) 0.34860(10) 0.0367(3) Uani 1 1 d . . . . .
H24A H 0.1272 0.6512 0.2967 0.055 Uiso 1 1 calc R U . . .
H24B H 0.2606 0.6851 0.3281 0.055 Uiso 1 1 calc R U . . .
H24C H 0.1551 0.7230 0.3843 0.055 Uiso 1 1 calc R U . . .
C25 C 0.50876(15) 0.66090(14) 0.37467(12) 0.0497(4) Uani 1 1 d . . . . .
H1A H 0.615(3) 0.521(3) 0.333(2) 0.038(9) Uiso 0.5 1 d . . P . .
H1B H 0.475(3) 0.495(3) 0.426(2) 0.034(8) Uiso 0.5 1 d . . P . .


#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

_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 C25 1.7853(18) . ?
P1 C1 1.8458(12) . ?
P1 H1A 1.18(3) . ?
P1 H1B 1.19(3) . ?
N1 C25 1.148(2) . ?
C1 C2 1.4109(15) . ?
C1 C6 1.4109(15) . ?
C2 C3 1.3951(17) . ?
C2 C7 1.4988(16) . ?
C3 C4 1.3886(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3899(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3952(16) . ?
C5 H5 0.9500 . ?
C6 C16 1.4962(15) . ?
C7 C12 1.4036(18) . ?
C7 C8 1.4052(18) . ?
C8 C9 1.3964(18) . ?
C8 C13 1.503(2) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(2) . ?
C10 C14 1.5105(19) . ?
C11 C12 1.4014(18) . ?
C11 H11 0.9500 . ?
C12 C15 1.503(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.4040(16) . ?
C16 C21 1.4041(16) . ?
C17 C18 1.3954(15) . ?
C17 C22 1.5046(17) . ?
C18 C19 1.3938(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.3880(18) . ?
C19 C23 1.5083(16) . ?
C20 C21 1.3944(16) . ?
C20 H20 0.9500 . ?
C21 C24 1.5074(18) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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
C25 P1 C1 100.31(6) . . ?
C25 P1 H1A 96.8(16) . . ?
C1 P1 H1A 107.9(17) . . ?
C25 P1 H1B 97.0(16) . . ?
C1 P1 H1B 106.0(16) . . ?
H1A P1 H1B 140(2) . . ?
C2 C1 C6 120.24(10) . . ?
C2 C1 P1 119.89(8) . . ?
C6 C1 P1 119.72(8) . . ?
C3 C2 C1 119.11(10) . . ?
C3 C2 C7 119.14(10) . . ?
C1 C2 C7 121.75(10) . . ?
C4 C3 C2 120.67(11) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.22(11) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.66(11) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 119.08(10) . . ?
C5 C6 C16 118.98(10) . . ?
C1 C6 C16 121.93(10) . . ?
C12 C7 C8 120.33(11) . . ?
C12 C7 C2 119.73(11) . . ?
C8 C7 C2 119.94(11) . . ?
C9 C8 C7 119.01(13) . . ?
C9 C8 C13 120.07(13) . . ?
C7 C8 C13 120.91(11) . . ?
C10 C9 C8 121.63(13) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C11 C10 C9 118.55(12) . . ?
C11 C10 C14 120.61(16) . . ?
C9 C10 C14 120.81(16) . . ?
C10 C11 C12 122.08(13) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C7 118.39(13) . . ?
C11 C12 C15 120.48(13) . . ?
C7 C12 C15 121.12(12) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 120.26(10) . . ?
C17 C16 C6 120.35(10) . . ?
C21 C16 C6 119.36(10) . . ?
C18 C17 C16 118.85(11) . . ?
C18 C17 C22 119.82(11) . . ?
C16 C17 C22 121.33(10) . . ?
C19 C18 C17 121.90(11) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C18 118.06(10) . . ?
C20 C19 C23 120.84(12) . . ?
C18 C19 C23 121.09(12) . . ?
C19 C20 C21 122.09(11) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C20 C21 C16 118.84(11) . . ?
C20 C21 C24 119.92(11) . . ?
C16 C21 C24 121.23(11) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 P1 177.41(16) . . ?

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
C25 P1 C1 C2 92.61(12) . . . . ?
C25 P1 C1 C6 -91.81(12) . . . . ?
C6 C1 C2 C3 0.44(18) . . . . ?
P1 C1 C2 C3 176.00(10) . . . . ?
C6 C1 C2 C7 179.93(11) . . . . ?
P1 C1 C2 C7 -4.51(16) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C7 C2 C3 C4 179.48(13) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C4 C5 C6 C16 178.34(12) . . . . ?
C2 C1 C6 C5 0.48(18) . . . . ?
P1 C1 C6 C5 -175.09(10) . . . . ?
C2 C1 C6 C16 -178.67(11) . . . . ?
P1 C1 C6 C16 5.76(16) . . . . ?
C3 C2 C7 C12 87.91(15) . . . . ?
C1 C2 C7 C12 -91.57(15) . . . . ?
C3 C2 C7 C8 -91.54(15) . . . . ?
C1 C2 C7 C8 88.98(15) . . . . ?
C12 C7 C8 C9 -0.06(18) . . . . ?
C2 C7 C8 C9 179.39(11) . . . . ?
C12 C7 C8 C13 178.83(13) . . . . ?
C2 C7 C8 C13 -1.72(18) . . . . ?
C7 C8 C9 C10 1.00(18) . . . . ?
C13 C8 C9 C10 -177.89(13) . . . . ?
C8 C9 C10 C11 -1.19(19) . . . . ?
C8 C9 C10 C14 176.90(13) . . . . ?
C9 C10 C11 C12 0.4(2) . . . . ?
C14 C10 C11 C12 -177.65(13) . . . . ?
C10 C11 C12 C7 0.5(2) . . . . ?
C10 C11 C12 C15 -178.44(14) . . . . ?
C8 C7 C12 C11 -0.65(18) . . . . ?
C2 C7 C12 C11 179.90(11) . . . . ?
C8 C7 C12 C15 178.24(13) . . . . ?
C2 C7 C12 C15 -1.21(19) . . . . ?
C5 C6 C16 C17 92.62(14) . . . . ?
C1 C6 C16 C17 -88.23(14) . . . . ?
C5 C6 C16 C21 -85.24(15) . . . . ?
C1 C6 C16 C21 93.91(14) . . . . ?
C21 C16 C17 C18 -0.36(17) . . . . ?
C6 C16 C17 C18 -178.20(10) . . . . ?
C21 C16 C17 C22 -179.56(11) . . . . ?
C6 C16 C17 C22 2.60(17) . . . . ?
C16 C17 C18 C19 0.19(17) . . . . ?
C22 C17 C18 C19 179.40(12) . . . . ?
C17 C18 C19 C20 0.04(18) . . . . ?
C17 C18 C19 C23 -179.12(12) . . . . ?
C18 C19 C20 C21 -0.11(18) . . . . ?
C23 C19 C20 C21 179.06(12) . . . . ?
C19 C20 C21 C16 -0.06(18) . . . . ?
C19 C20 C21 C24 178.93(12) . . . . ?
C17 C16 C21 C20 0.30(17) . . . . ?
C6 C16 C21 C20 178.16(11) . . . . ?
C17 C16 C21 C24 -178.68(12) . . . . ?
C6 C16 C21 C24 -0.82(17) . . . . ?

_refine_diff_density_max         0.855
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.049


####################################################################### 
# 
# 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_ax1991_MesStarPCHNB_C6F5_2_tBu_cmpd_9
_database_code_depnum_ccdc_archive 'CCDC 2086505'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H39 B F10 N P'
_chemical_formula_sum            'C35 H39 B F10 N P'
_chemical_formula_weight         705.45

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 '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'

#==============================================================================

# CRYSTAL DATA

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

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

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

_cell_length_a                   18.1837(4)
_cell_length_b                   9.1923(2)
_cell_length_c                   22.6189(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.1270(10)
_cell_angle_gamma                90
_cell_volume                     3526.62(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      66.60

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.389
_shelx_estimated_absorpt_T_min   0.642
_shelx_estimated_absorpt_T_max   0.897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_T_max  0.897
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         microfocus
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37110
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.691
_diffrn_reflns_theta_max         66.620
_diffrn_reflns_theta_full        66.620
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6227
_reflns_number_gt                5902
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine. One of the C6F5 groups (C24-C29) was found to be
 disordered and was split in two parts and the occupancy of each part was 
 allowed to refine freely. SIMU and DELU comments were applied to restrain the Uij 
 and the ADPs of the atoms in the minor orientation. 
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+1.2468P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6227
_refine_ls_number_parameters     579
_refine_ls_number_restraints     222
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0902
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.52847(6) 0.78590(12) 0.66080(5) 0.0206(2) Uani 1 1 d . . . . .
C2 C 0.56879(6) 0.83740(12) 0.62146(5) 0.0202(2) Uani 1 1 d . . . . .
C3 C 0.61248(6) 0.96561(12) 0.63925(5) 0.0213(2) Uani 1 1 d . . . . .
H3 H 0.6380 1.0030 0.6124 0.026 Uiso 1 1 calc R U . . .
C4 C 0.62024(6) 1.04062(12) 0.69435(6) 0.0217(2) Uani 1 1 d . . . . .
C5 C 0.58899(7) 0.97643(13) 0.73563(6) 0.0236(2) Uani 1 1 d . . . . .
H5 H 0.5979 1.0221 0.7753 0.028 Uiso 1 1 calc R U . . .
C6 C 0.54517(7) 0.84820(12) 0.72176(6) 0.0216(2) Uani 1 1 d . . . . .
C7 C 0.56944(7) 0.75678(13) 0.56119(6) 0.0237(2) Uani 1 1 d . . . . .
C8 C 0.58975(8) 0.59480(13) 0.57560(6) 0.0295(3) Uani 1 1 d . . . . .
H8A H 0.5486 0.5480 0.5874 0.044 Uiso 1 1 calc R U . . .
H8B H 0.6405 0.5862 0.6107 0.044 Uiso 1 1 calc R U . . .
H8C H 0.5931 0.5471 0.5379 0.044 Uiso 1 1 calc R U . . .
C9 C 0.49110(8) 0.77209(14) 0.50478(6) 0.0308(3) Uani 1 1 d . . . . .
H9A H 0.4971 0.7324 0.4666 0.046 Uiso 1 1 calc R U . . .
H9B H 0.4766 0.8751 0.4981 0.046 Uiso 1 1 calc R U . . .
H9C H 0.4497 0.7185 0.5137 0.046 Uiso 1 1 calc R U . . .
C10 C 0.63386(8) 0.81771(15) 0.53868(7) 0.0327(3) Uani 1 1 d . . . . .
H10A H 0.6374 0.7572 0.5042 0.049 Uiso 1 1 calc R U . . .
H10B H 0.6847 0.8171 0.5740 0.049 Uiso 1 1 calc R U . . .
H10C H 0.6205 0.9176 0.5235 0.049 Uiso 1 1 calc R U . . .
C11A C 0.66239(15) 1.1873(4) 0.71019(10) 0.0238(4) Uani 0.881(3) 1 d D . P A 1
C12A C 0.69548(9) 1.23873(16) 0.66046(7) 0.0326(4) Uani 0.881(3) 1 d D . P A 1
H12A H 0.6523 1.2499 0.6195 0.049 Uiso 0.881(3) 1 calc R U P A 1
H12B H 0.7332 1.1669 0.6565 0.049 Uiso 0.881(3) 1 calc R U P A 1
H12C H 0.7221 1.3324 0.6735 0.049 Uiso 0.881(3) 1 calc R U P A 1
C13A C 0.73192(10) 1.17517(19) 0.77365(8) 0.0402(4) Uani 0.881(3) 1 d D . P A 1
H13A H 0.7695 1.1025 0.7699 0.060 Uiso 0.881(3) 1 calc R U P A 1
H13B H 0.7124 1.1456 0.8069 0.060 Uiso 0.881(3) 1 calc R U P A 1
H13C H 0.7583 1.2697 0.7845 0.060 Uiso 0.881(3) 1 calc R U P A 1
C14A C 0.60408(11) 1.30241(17) 0.71567(10) 0.0424(5) Uani 0.881(3) 1 d D . P A
1
H14A H 0.6304 1.3972 0.7251 0.064 Uiso 0.881(3) 1 calc R U P A 1
H14B H 0.5856 1.2755 0.7499 0.064 Uiso 0.881(3) 1 calc R U P A 1
H14C H 0.5590 1.3081 0.6756 0.064 Uiso 0.881(3) 1 calc R U P A 1
C11B C 0.6729(13) 1.185(3) 0.7201(9) 0.0238(4) Uani 0.119(3) 1 d D . P A 2
C12B C 0.7546(6) 1.1568(13) 0.7208(6) 0.036(3) Uani 0.119(3) 1 d D . P A 2
H12D H 0.7848 1.2477 0.7297 0.054 Uiso 0.119(3) 1 calc R U P A 2
H12E H 0.7515 1.1191 0.6794 0.054 Uiso 0.119(3) 1 calc R U P A 2
H12F H 0.7809 1.0851 0.7538 0.054 Uiso 0.119(3) 1 calc R U P A 2
C13B C 0.6739(7) 1.2428(13) 0.7827(5) 0.036(3) Uani 0.119(3) 1 d D . P A 2
H13D H 0.7004 1.1727 0.8163 0.053 Uiso 0.119(3) 1 calc R U P A 2
H13E H 0.6196 1.2577 0.7806 0.053 Uiso 0.119(3) 1 calc R U P A 2
H13F H 0.7023 1.3356 0.7919 0.053 Uiso 0.119(3) 1 calc R U P A 2
C14B C 0.6279(9) 1.2925(13) 0.6665(6) 0.049(4) Uani 0.119(3) 1 d D . P A 2
H14D H 0.6516 1.3894 0.6766 0.073 Uiso 0.119(3) 1 calc R U P A 2
H14E H 0.5725 1.2971 0.6626 0.073 Uiso 0.119(3) 1 calc R U P A 2
H14F H 0.6311 1.2590 0.6263 0.073 Uiso 0.119(3) 1 calc R U P A 2
C15 C 0.52218(7) 0.77959(14) 0.77546(6) 0.0256(3) Uani 1 1 d . . . . .
C16 C 0.44051(8) 0.82874(16) 0.77304(6) 0.0326(3) Uani 1 1 d . . . . .
H16A H 0.4004 0.7972 0.7330 0.049 Uiso 1 1 calc R U . . .
H16B H 0.4395 0.9350 0.7761 0.049 Uiso 1 1 calc R U . . .
H16C H 0.4294 0.7854 0.8085 0.049 Uiso 1 1 calc R U . . .
C17 C 0.52551(10) 0.61291(16) 0.77386(7) 0.0400(3) Uani 1 1 d . . . . .
H17A H 0.5164 0.5730 0.8108 0.060 Uiso 1 1 calc R U . . .
H17B H 0.5775 0.5822 0.7747 0.060 Uiso 1 1 calc R U . . .
H17C H 0.4848 0.5771 0.7350 0.060 Uiso 1 1 calc R U . . .
C18 C 0.58139(9) 0.82478(19) 0.84065(7) 0.0425(4) Uani 1 1 d . . . . .
H18A H 0.5739 0.9278 0.8481 0.064 Uiso 1 1 calc R U . . .
H18B H 0.6352 0.8096 0.8417 0.064 Uiso 1 1 calc R U . . .
H18C H 0.5728 0.7658 0.8737 0.064 Uiso 1 1 calc R U . . .
C19 C 0.37070(7) 0.76988(13) 0.61459(5) 0.0238(2) Uani 1 1 d . . . . .
H19 H 0.3820 0.8668 0.6297 0.029 Uiso 1 1 calc R U . . .
C20 C 0.24038(7) 0.84334(14) 0.53827(6) 0.0276(3) Uani 1 1 d . . . . .
C21 C 0.25987(8) 0.99451(15) 0.56825(7) 0.0379(3) Uani 1 1 d . . . . .
H21A H 0.3127 1.0232 0.5705 0.057 Uiso 1 1 calc R U . . .
H21B H 0.2582 0.9922 0.6111 0.057 Uiso 1 1 calc R U . . .
H21C H 0.2212 1.0650 0.5424 0.057 Uiso 1 1 calc R U . . .
C22 C 0.25900(9) 0.83772(16) 0.47776(6) 0.0359(3) Uani 1 1 d . . . . .
H22A H 0.3157 0.8517 0.4882 0.054 Uiso 1 1 calc R U . . .
H22B H 0.2300 0.9150 0.4489 0.054 Uiso 1 1 calc R U . . .
H22C H 0.2432 0.7429 0.4573 0.054 Uiso 1 1 calc R U . . .
C23 C 0.15268(8) 0.81634(17) 0.52364(8) 0.0405(3) Uani 1 1 d . . . . .
H23A H 0.1222 0.8991 0.4999 0.061 Uiso 1 1 calc R U . . .
H23B H 0.1432 0.8049 0.5634 0.061 Uiso 1 1 calc R U . . .
H23C H 0.1364 0.7276 0.4982 0.061 Uiso 1 1 calc R U . . .
B1 B 0.26480(8) 0.59030(16) 0.59407(6) 0.0243(3) Uani 1 1 d . . . . .
C24A C 0.3095(3) 0.4983(5) 0.65586(17) 0.0250(7) Uani 0.811(9) 1 d D . P B 1
C25A C 0.3468(2) 0.3669(4) 0.65409(16) 0.0284(6) Uani 0.811(9) 1 d D . P B 1
C26A C 0.38125(15) 0.2797(3) 0.70589(16) 0.0385(6) Uani 0.811(9) 1 d D . P B 1
C27A C 0.37826(17) 0.3217(4) 0.76377(14) 0.0443(7) Uani 0.811(9) 1 d D . P B 1
C28A C 0.34074(18) 0.4480(5) 0.76834(12) 0.0420(7) Uani 0.811(9) 1 d D . P B 1
C29A C 0.3068(2) 0.5330(4) 0.71478(17) 0.0328(7) Uani 0.811(9) 1 d D . P B 1
F1A F 0.35062(18) 0.3223(3) 0.59840(13) 0.0357(5) Uani 0.811(9) 1 d D . P B 1
F2A F 0.41792(11) 0.1551(2) 0.70123(14) 0.0572(6) Uani 0.811(9) 1 d D . P B 1
F3A F 0.41234(14) 0.2390(4) 0.81515(11) 0.0707(8) Uani 0.811(9) 1 d D . P B 1
F4A F 0.33800(14) 0.4898(4) 0.82401(8) 0.0657(7) Uani 0.811(9) 1 d D . P B 1
F5A F 0.2696(2) 0.6555(3) 0.72094(16) 0.0425(5) Uani 0.811(9) 1 d D . P B 1
C24B C 0.3070(19) 0.512(2) 0.6636(9) 0.037(3) Uani 0.189(9) 1 d D U P B 2
C25B C 0.3000(12) 0.5778(19) 0.7156(7) 0.034(3) Uani 0.189(9) 1 d D U P B 2
C26B C 0.3285(9) 0.5086(18) 0.7725(5) 0.044(3) Uani 0.189(9) 1 d D U P B 2
C27B C 0.3627(10) 0.3758(19) 0.7763(6) 0.052(3) Uani 0.189(9) 1 d D U P B 2
C28B C 0.3701(9) 0.3062(15) 0.7269(7) 0.048(3) Uani 0.189(9) 1 d D U P B 2
C29B C 0.3379(12) 0.376(2) 0.6678(8) 0.043(3) Uani 0.189(9) 1 d D U P B 2
F1B F 0.2647(8) 0.7085(17) 0.7119(6) 0.045(3) Uani 0.189(9) 1 d D U P B 2
F2B F 0.3225(6) 0.572(2) 0.8247(4) 0.071(3) Uani 0.189(9) 1 d D U P B 2
F3B F 0.3924(8) 0.3069(18) 0.8335(5) 0.086(4) Uani 0.189(9) 1 d D U P B 2
F4B F 0.4027(8) 0.1778(10) 0.7284(7) 0.086(4) Uani 0.189(9) 1 d D U P B 2
F5B F 0.3461(10) 0.3146(16) 0.6181(7) 0.052(3) Uani 0.189(9) 1 d D U P B 2
C30 C 0.19259(7) 0.49960(14) 0.54705(6) 0.0266(3) Uani 1 1 d . . . . .
C31 C 0.13154(8) 0.45277(16) 0.56539(7) 0.0348(3) Uani 1 1 d . . . . .
C32 C 0.07519(9) 0.35468(19) 0.53098(8) 0.0447(4) Uani 1 1 d . . . . .
C33 C 0.07914(9) 0.29782(18) 0.47597(8) 0.0456(4) Uani 1 1 d . . . . .
C34 C 0.13833(9) 0.34092(16) 0.45571(7) 0.0391(3) Uani 1 1 d . . . . .
C35 C 0.19377(8) 0.44011(15) 0.49129(6) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.29004(6) 0.72892(11) 0.58418(5) 0.0234(2) Uani 1 1 d . . . . .
F6 F 0.12616(5) 0.50535(11) 0.61914(4) 0.0499(2) Uani 1 1 d . . . . .
F7 F 0.01726(6) 0.31401(15) 0.55106(6) 0.0719(4) Uani 1 1 d . . . . .
F8 F 0.02578(7) 0.19962(13) 0.44279(5) 0.0716(3) Uani 1 1 d . . . . .
F9 F 0.14251(7) 0.28543(12) 0.40208(5) 0.0592(3) Uani 1 1 d . . . . .
F10 F 0.25166(5) 0.47655(10) 0.47016(4) 0.0410(2) Uani 1 1 d . . . . .
P1 P 0.44654(2) 0.65666(3) 0.62507(2) 0.02499(10) Uani 1 1 d . . . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.4211(16) . ?
C1 C2 1.4226(16) . ?
C1 P1 1.8482(11) . ?
C2 C3 1.3969(16) . ?
C2 C7 1.5555(16) . ?
C3 C4 1.3863(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3877(17) . ?
C4 C11A 1.528(4) . ?
C4 C11B 1.62(3) . ?
C5 C6 1.3937(17) . ?
C5 H5 0.9500 . ?
C6 C15 1.5537(16) . ?
C7 C9 1.5384(17) . ?
C7 C8 1.5404(17) . ?
C7 C10 1.5410(17) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11A C12A 1.529(3) . ?
C11A C14A 1.535(3) . ?
C11A C13A 1.537(3) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C11B C12B 1.503(18) . ?
C11B C13B 1.507(18) . ?
C11B C14B 1.550(18) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15 C17 1.5343(19) . ?
C15 C16 1.5343(17) . ?
C15 C18 1.5367(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N1 1.4278(15) . ?
C19 P1 1.6751(13) . ?
C19 H19 0.9500 . ?
C20 N1 1.5245(16) . ?
C20 C22 1.5246(18) . ?
C20 C23 1.5277(18) . ?
C20 C21 1.5308(19) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
B1 N1 1.3995(18) . ?
B1 C24A 1.585(4) . ?
B1 C30 1.5948(17) . ?
B1 C24B 1.645(19) . ?
C24A C29A 1.388(4) . ?
C24A C25A 1.393(4) . ?
C25A F1A 1.350(3) . ?
C25A C26A 1.370(4) . ?
C26A F2A 1.349(3) . ?
C26A C27A 1.384(3) . ?
C27A F3A 1.339(3) . ?
C27A C28A 1.370(4) . ?
C28A F4A 1.334(3) . ?
C28A C29A 1.386(4) . ?
C29A F5A 1.346(3) . ?
C24B C29B 1.362(17) . ?
C24B C25B 1.367(17) . ?
C25B F1B 1.350(14) . ?
C25B C26B 1.359(14) . ?
C26B C27B 1.359(13) . ?
C26B F2B 1.359(12) . ?
C27B C28B 1.336(14) . ?
C27B F3B 1.364(12) . ?
C28B F4B 1.315(13) . ?
C28B C29B 1.407(15) . ?
C29B F5B 1.315(13) . ?
C30 C35 1.3819(18) . ?
C30 C31 1.3864(18) . ?
C31 F6 1.3442(16) . ?
C31 C32 1.376(2) . ?
C32 F7 1.3419(18) . ?
C32 C33 1.375(2) . ?
C33 F8 1.3397(17) . ?
C33 C34 1.371(2) . ?
C34 F9 1.3430(18) . ?
C34 C35 1.382(2) . ?
C35 F10 1.3457(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 119.65(10) . . ?
C6 C1 P1 122.68(9) . . ?
C2 C1 P1 117.15(9) . . ?
C3 C2 C1 117.93(10) . . ?
C3 C2 C7 118.12(10) . . ?
C1 C2 C7 123.93(10) . . ?
C4 C3 C2 122.80(11) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C3 C4 C5 117.36(11) . . ?
C3 C4 C11A 121.98(13) . . ?
C5 C4 C11A 120.65(13) . . ?
C3 C4 C11B 125.9(7) . . ?
C5 C4 C11B 116.1(7) . . ?
C4 C5 C6 123.22(11) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C5 C6 C1 117.65(10) . . ?
C5 C6 C15 117.42(10) . . ?
C1 C6 C15 124.85(10) . . ?
C9 C7 C8 110.10(10) . . ?
C9 C7 C10 106.25(10) . . ?
C8 C7 C10 105.57(10) . . ?
C9 C7 C2 112.70(10) . . ?
C8 C7 C2 110.61(10) . . ?
C10 C7 C2 111.29(10) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C11A C12A 113.42(18) . . ?
C4 C11A C14A 108.94(19) . . ?
C12A C11A C14A 108.2(2) . . ?
C4 C11A C13A 109.2(2) . . ?
C12A C11A C13A 107.4(2) . . ?
C14A C11A C13A 109.52(19) . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C13A H13A 109.5 . . ?
C11A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C11A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C12B C11B C13B 111.9(16) . . ?
C12B C11B C14B 111.1(16) . . ?
C13B C11B C14B 109.5(16) . . ?
C12B C11B C4 108.5(15) . . ?
C13B C11B C4 115.7(16) . . ?
C14B C11B C4 99.5(13) . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C17 C15 C16 109.82(11) . . ?
C17 C15 C18 105.82(12) . . ?
C16 C15 C18 106.80(11) . . ?
C17 C15 C6 111.28(10) . . ?
C16 C15 C6 112.48(10) . . ?
C18 C15 C6 110.34(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 P1 123.69(9) . . ?
N1 C19 H19 118.2 . . ?
P1 C19 H19 118.2 . . ?
N1 C20 C22 108.63(10) . . ?
N1 C20 C23 110.56(10) . . ?
C22 C20 C23 110.63(12) . . ?
N1 C20 C21 109.80(10) . . ?
C22 C20 C21 109.72(11) . . ?
C23 C20 C21 107.48(12) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 B1 C24A 122.3(2) . . ?
N1 B1 C30 127.45(11) . . ?
C24A B1 C30 110.3(2) . . ?
N1 B1 C24B 118.8(11) . . ?
C30 B1 C24B 113.5(11) . . ?
C29A C24A C25A 114.4(3) . . ?
C29A C24A B1 122.6(3) . . ?
C25A C24A B1 122.5(3) . . ?
F1A C25A C26A 117.3(3) . . ?
F1A C25A C24A 118.7(3) . . ?
C26A C25A C24A 124.0(3) . . ?
F2A C26A C25A 121.1(2) . . ?
F2A C26A C27A 120.0(2) . . ?
C25A C26A C27A 119.0(2) . . ?
F3A C27A C28A 120.2(3) . . ?
F3A C27A C26A 120.0(3) . . ?
C28A C27A C26A 119.8(2) . . ?
F4A C28A C27A 120.3(3) . . ?
F4A C28A C29A 120.4(3) . . ?
C27A C28A C29A 119.3(2) . . ?
F5A C29A C28A 117.6(3) . . ?
F5A C29A C24A 119.0(3) . . ?
C28A C29A C24A 123.4(3) . . ?
C29B C24B C25B 120.6(15) . . ?
C29B C24B B1 120.4(13) . . ?
C25B C24B B1 118.4(13) . . ?
F1B C25B C26B 119.1(13) . . ?
F1B C25B C24B 121.8(13) . . ?
C26B C25B C24B 119.1(14) . . ?
C25B C26B C27B 119.4(11) . . ?
C25B C26B F2B 119.9(11) . . ?
C27B C26B F2B 120.7(10) . . ?
C28B C27B C26B 123.9(10) . . ?
C28B C27B F3B 116.5(11) . . ?
C26B C27B F3B 119.6(11) . . ?
F4B C28B C27B 126.1(11) . . ?
F4B C28B C29B 117.7(12) . . ?
C27B C28B C29B 116.3(11) . . ?
F5B C29B C24B 120.5(14) . . ?
F5B C29B C28B 118.6(13) . . ?
C24B C29B C28B 120.5(13) . . ?
C35 C30 C31 115.33(12) . . ?
C35 C30 B1 122.39(11) . . ?
C31 C30 B1 121.22(11) . . ?
F6 C31 C32 117.72(12) . . ?
F6 C31 C30 119.09(12) . . ?
C32 C31 C30 123.19(13) . . ?
F7 C32 C33 120.25(14) . . ?
F7 C32 C31 120.42(15) . . ?
C33 C32 C31 119.33(14) . . ?
F8 C33 C34 120.31(15) . . ?
F8 C33 C32 119.97(15) . . ?
C34 C33 C32 119.72(13) . . ?
F9 C34 C33 119.92(13) . . ?
F9 C34 C35 120.64(14) . . ?
C33 C34 C35 119.44(14) . . ?
F10 C35 C30 119.80(11) . . ?
F10 C35 C34 117.21(12) . . ?
C30 C35 C34 122.98(13) . . ?
B1 N1 C19 120.15(10) . . ?
B1 N1 C20 126.09(10) . . ?
C19 N1 C20 113.56(9) . . ?
C19 P1 C1 98.93(6) . . ?

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
C6 C1 C2 C3 -11.80(16) . . . . ?
P1 C1 C2 C3 160.17(8) . . . . ?
C6 C1 C2 C7 166.03(10) . . . . ?
P1 C1 C2 C7 -22.00(15) . . . . ?
C1 C2 C3 C4 2.41(17) . . . . ?
C7 C2 C3 C4 -175.55(10) . . . . ?
C2 C3 C4 C5 6.13(17) . . . . ?
C2 C3 C4 C11A -174.72(13) . . . . ?
C2 C3 C4 C11B 176.9(8) . . . . ?
C3 C4 C5 C6 -5.53(17) . . . . ?
C11A C4 C5 C6 175.32(13) . . . . ?
C11B C4 C5 C6 -177.2(7) . . . . ?
C4 C5 C6 C1 -3.61(17) . . . . ?
C4 C5 C6 C15 173.11(11) . . . . ?
C2 C1 C6 C5 12.35(16) . . . . ?
P1 C1 C6 C5 -159.16(9) . . . . ?
C2 C1 C6 C15 -164.11(11) . . . . ?
P1 C1 C6 C15 24.39(16) . . . . ?
C3 C2 C7 C9 -107.18(12) . . . . ?
C1 C2 C7 C9 74.99(14) . . . . ?
C3 C2 C7 C8 129.09(11) . . . . ?
C1 C2 C7 C8 -48.74(15) . . . . ?
C3 C2 C7 C10 12.07(15) . . . . ?
C1 C2 C7 C10 -165.76(11) . . . . ?
C3 C4 C11A C12A -1.1(2) . . . . ?
C5 C4 C11A C12A 177.98(13) . . . . ?
C3 C4 C11A C14A 119.44(16) . . . . ?
C5 C4 C11A C14A -61.4(2) . . . . ?
C3 C4 C11A C13A -120.95(16) . . . . ?
C5 C4 C11A C13A 58.2(2) . . . . ?
C3 C4 C11B C12B -51.1(14) . . . . ?
C5 C4 C11B C12B 119.8(10) . . . . ?
C3 C4 C11B C13B -177.8(8) . . . . ?
C5 C4 C11B C13B -6.9(15) . . . . ?
C3 C4 C11B C14B 65.0(12) . . . . ?
C5 C4 C11B C14B -124.1(9) . . . . ?
C5 C6 C15 C17 -142.76(12) . . . . ?
C1 C6 C15 C17 33.70(16) . . . . ?
C5 C6 C15 C16 93.53(13) . . . . ?
C1 C6 C15 C16 -90.01(14) . . . . ?
C5 C6 C15 C18 -25.61(15) . . . . ?
C1 C6 C15 C18 150.86(12) . . . . ?
N1 B1 C24A C29A 72.3(5) . . . . ?
C30 B1 C24A C29A -109.8(4) . . . . ?
N1 B1 C24A C25A -115.4(4) . . . . ?
C30 B1 C24A C25A 62.5(5) . . . . ?
C29A C24A C25A F1A 178.4(4) . . . . ?
B1 C24A C25A F1A 5.5(7) . . . . ?
C29A C24A C25A C26A -2.4(7) . . . . ?
B1 C24A C25A C26A -175.3(4) . . . . ?
F1A C25A C26A F2A 0.6(4) . . . . ?
C24A C25A C26A F2A -178.7(4) . . . . ?
F1A C25A C26A C27A -179.7(3) . . . . ?
C24A C25A C26A C27A 1.1(5) . . . . ?
F2A C26A C27A F3A 0.6(4) . . . . ?
C25A C26A C27A F3A -179.2(3) . . . . ?
F2A C26A C27A C28A -179.8(2) . . . . ?
C25A C26A C27A C28A 0.5(4) . . . . ?
F3A C27A C28A F4A 0.1(4) . . . . ?
C26A C27A C28A F4A -179.6(2) . . . . ?
F3A C27A C28A C29A 179.1(3) . . . . ?
C26A C27A C28A C29A -0.6(4) . . . . ?
F4A C28A C29A F5A -1.8(5) . . . . ?
C27A C28A C29A F5A 179.2(3) . . . . ?
F4A C28A C29A C24A 178.0(4) . . . . ?
C27A C28A C29A C24A -1.0(6) . . . . ?
C25A C24A C29A F5A -177.8(4) . . . . ?
B1 C24A C29A F5A -4.9(7) . . . . ?
C25A C24A C29A C28A 2.3(7) . . . . ?
B1 C24A C29A C28A 175.2(4) . . . . ?
N1 B1 C24B C29B -127(2) . . . . ?
C30 B1 C24B C29B 58(3) . . . . ?
N1 B1 C24B C25B 63(3) . . . . ?
C30 B1 C24B C25B -112(2) . . . . ?
C29B C24B C25B F1B -175(2) . . . . ?
B1 C24B C25B F1B -5(3) . . . . ?
C29B C24B C25B C26B 4(4) . . . . ?
B1 C24B C25B C26B 174.3(17) . . . . ?
F1B C25B C26B C27B 178.7(17) . . . . ?
C24B C25B C26B C27B -1(3) . . . . ?
F1B C25B C26B F2B -1(2) . . . . ?
C24B C25B C26B F2B 179.5(19) . . . . ?
C25B C26B C27B C28B 0(3) . . . . ?
F2B C26B C27B C28B 179.5(12) . . . . ?
C25B C26B C27B F3B 179.2(13) . . . . ?
F2B C26B C27B F3B -1(2) . . . . ?
C26B C27B C28B F4B -180.0(15) . . . . ?
F3B C27B C28B F4B 0(2) . . . . ?
C26B C27B C28B C29B -2(3) . . . . ?
F3B C27B C28B C29B 178.7(14) . . . . ?
C25B C24B C29B F5B -179(2) . . . . ?
B1 C24B C29B F5B 11(4) . . . . ?
C25B C24B C29B C28B -6(4) . . . . ?
B1 C24B C29B C28B -176.4(19) . . . . ?
F4B C28B C29B F5B -4(3) . . . . ?
C27B C28B C29B F5B 177.6(17) . . . . ?
F4B C28B C29B C24B -177(2) . . . . ?
C27B C28B C29B C24B 5(3) . . . . ?
N1 B1 C30 C35 70.38(18) . . . . ?
C24A B1 C30 C35 -107.4(2) . . . . ?
C24B B1 C30 C35 -115.4(9) . . . . ?
N1 B1 C30 C31 -121.98(15) . . . . ?
C24A B1 C30 C31 60.3(2) . . . . ?
C24B B1 C30 C31 52.3(9) . . . . ?
C35 C30 C31 F6 179.96(12) . . . . ?
B1 C30 C31 F6 11.5(2) . . . . ?
C35 C30 C31 C32 -0.4(2) . . . . ?
B1 C30 C31 C32 -168.84(14) . . . . ?
F6 C31 C32 F7 0.0(2) . . . . ?
C30 C31 C32 F7 -179.69(15) . . . . ?
F6 C31 C32 C33 -179.55(15) . . . . ?
C30 C31 C32 C33 0.8(3) . . . . ?
F7 C32 C33 F8 -1.1(3) . . . . ?
C31 C32 C33 F8 178.41(15) . . . . ?
F7 C32 C33 C34 179.58(16) . . . . ?
C31 C32 C33 C34 -0.9(3) . . . . ?
F8 C33 C34 F9 0.6(2) . . . . ?
C32 C33 C34 F9 179.85(15) . . . . ?
F8 C33 C34 C35 -178.67(14) . . . . ?
C32 C33 C34 C35 0.6(2) . . . . ?
C31 C30 C35 F10 -178.69(12) . . . . ?
B1 C30 C35 F10 -10.37(19) . . . . ?
C31 C30 C35 C34 0.1(2) . . . . ?
B1 C30 C35 C34 168.41(13) . . . . ?
F9 C34 C35 F10 -0.6(2) . . . . ?
C33 C34 C35 F10 178.58(13) . . . . ?
F9 C34 C35 C30 -179.46(13) . . . . ?
C33 C34 C35 C30 -0.2(2) . . . . ?
C24A B1 N1 C19 24.9(2) . . . . ?
C30 B1 N1 C19 -152.61(12) . . . . ?
C24B B1 N1 C19 33.4(10) . . . . ?
C24A B1 N1 C20 -160.5(2) . . . . ?
C30 B1 N1 C20 21.95(19) . . . . ?
C24B B1 N1 C20 -152.0(10) . . . . ?
P1 C19 N1 B1 38.11(15) . . . . ?
P1 C19 N1 C20 -137.09(10) . . . . ?
C22 C20 N1 B1 -98.73(13) . . . . ?
C23 C20 N1 B1 22.85(17) . . . . ?
C21 C20 N1 B1 141.28(12) . . . . ?
C22 C20 N1 C19 76.14(13) . . . . ?
C23 C20 N1 C19 -162.29(11) . . . . ?
C21 C20 N1 C19 -43.86(14) . . . . ?
N1 C19 P1 C1 176.17(9) . . . . ?
C6 C1 P1 C19 67.37(10) . . . . ?
C2 C1 P1 C19 -104.34(9) . . . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.039


####################################################################### 
# 
# 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_ax2026_MesStarPHCNBCF15_cmpd_5a
_database_code_depnum_ccdc_archive 'CCDC 2086502'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H30 B F15 N P'
_chemical_formula_sum            'C37 H30 B F15 N P'
_chemical_formula_weight         815.40

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

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   10.3933(15)
_cell_length_b                   17.413(3)
_cell_length_c                   20.363(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3685.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9901
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             1656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.179
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47418
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.539
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10755
_reflns_number_gt                8295
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.810
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+0.6671P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2983 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10755
_refine_ls_number_parameters     545
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.0978
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.72196(6) 0.50073(5) 0.62403(3) 0.03352(15) Uani 1 1 d . . . . .
C1 C 0.5563(2) 0.46520(14) 0.63355(11) 0.0245(5) Uani 1 1 d . . . . .
C2 C 0.5319(2) 0.38713(13) 0.61628(12) 0.0257(5) Uani 1 1 d . . . . .
C3 C 0.4041(2) 0.36272(15) 0.61631(13) 0.0310(5) Uani 1 1 d . . . . .
H3 H 0.3861 0.3115 0.6031 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3028(2) 0.40864(16) 0.63441(14) 0.0347(6) Uani 1 1 d . . . . .
C5 C 0.3310(3) 0.48294(16) 0.65464(15) 0.0385(6) Uani 1 1 d . . . . .
H5 H 0.2620 0.5146 0.6689 0.046 Uiso 1 1 calc R U . . .
C6 C 0.4547(3) 0.51375(14) 0.65516(13) 0.0314(5) Uani 1 1 d . . . . .
C7 C 0.6357(2) 0.32621(15) 0.59974(14) 0.0322(6) Uani 1 1 d . . . . .
C8 C 0.7109(3) 0.34551(17) 0.53628(14) 0.0403(6) Uani 1 1 d . . . . .
H8A H 0.7661 0.3902 0.5441 0.060 Uiso 1 1 calc R U . . .
H8B H 0.6501 0.3571 0.5009 0.060 Uiso 1 1 calc R U . . .
H8C H 0.7641 0.3014 0.5237 0.060 Uiso 1 1 calc R U . . .
C9 C 0.5763(3) 0.24650(16) 0.58764(19) 0.0491(8) Uani 1 1 d . . . . .
H9A H 0.5195 0.2488 0.5493 0.074 Uiso 1 1 calc R U . . .
H9B H 0.5266 0.2309 0.6263 0.074 Uiso 1 1 calc R U . . .
H9C H 0.6450 0.2091 0.5796 0.074 Uiso 1 1 calc R U . . .
C10 C 0.7273(3) 0.31636(17) 0.65804(16) 0.0428(7) Uani 1 1 d . . . . .
H10A H 0.7959 0.2803 0.6462 0.064 Uiso 1 1 calc R U . . .
H10B H 0.6795 0.2963 0.6958 0.064 Uiso 1 1 calc R U . . .
H10C H 0.7652 0.3662 0.6694 0.064 Uiso 1 1 calc R U . . .
C11A C 0.157(2) 0.3864(18) 0.6311(14) 0.056(7) Uani 0.521(11) 1 d D . P A 1
C12A C 0.0936(11) 0.4233(8) 0.5707(6) 0.090(4) Uani 0.521(11) 1 d D . P A 1
H12A H 0.1481 0.4153 0.5321 0.135 Uiso 0.521(11) 1 calc R U P A 1
H12B H 0.0093 0.3996 0.5633 0.135 Uiso 0.521(11) 1 calc R U P A 1
H12C H 0.0826 0.4785 0.5784 0.135 Uiso 0.521(11) 1 calc R U P A 1
C13A C 0.1520(7) 0.2928(5) 0.6110(6) 0.077(3) Uani 0.521(11) 1 d D . P A 1
H13A H 0.1956 0.2850 0.5688 0.115 Uiso 0.521(11) 1 calc R U P A 1
H13B H 0.1952 0.2625 0.6450 0.115 Uiso 0.521(11) 1 calc R U P A 1
H13C H 0.0621 0.2763 0.6073 0.115 Uiso 0.521(11) 1 calc R U P A 1
C14A C 0.0932(10) 0.3919(9) 0.6915(5) 0.081(4) Uani 0.521(11) 1 d D . P A 1
H14A H 0.1440 0.3662 0.7256 0.122 Uiso 0.521(11) 1 calc R U P A 1
H14B H 0.0820 0.4461 0.7032 0.122 Uiso 0.521(11) 1 calc R U P A 1
H14C H 0.0087 0.3672 0.6881 0.122 Uiso 0.521(11) 1 calc R U P A 1
C11B C 0.169(2) 0.3739(19) 0.6329(11) 0.036(3) Uani 0.479(11) 1 d D . P A 2
C12B C 0.1618(7) 0.3024(5) 0.6752(7) 0.078(4) Uani 0.479(11) 1 d D . P A 2
H12D H 0.1975 0.3134 0.7187 0.117 Uiso 0.479(11) 1 calc R U P A 2
H12E H 0.0717 0.2864 0.6796 0.117 Uiso 0.479(11) 1 calc R U P A 2
H12F H 0.2113 0.2610 0.6545 0.117 Uiso 0.479(11) 1 calc R U P A 2
C13B C 0.0753(8) 0.4352(6) 0.6750(5) 0.052(2) Uani 0.479(11) 1 d D . P A 2
H13D H 0.1046 0.4377 0.7207 0.078 Uiso 0.479(11) 1 calc R U P A 2
H13E H 0.0807 0.4864 0.6552 0.078 Uiso 0.479(11) 1 calc R U P A 2
H13F H -0.0140 0.4172 0.6738 0.078 Uiso 0.479(11) 1 calc R U P A 2
C14B C 0.1241(9) 0.3723(10) 0.5688(5) 0.089(5) Uani 0.479(11) 1 d D . P A 2
H14D H 0.0377 0.3499 0.5679 0.133 Uiso 0.479(11) 1 calc R U P A 2
H14E H 0.1207 0.4248 0.5514 0.133 Uiso 0.479(11) 1 calc R U P A 2
H14F H 0.1820 0.3413 0.5416 0.133 Uiso 0.479(11) 1 calc R U P A 2
C15 C 0.4701(3) 0.59817(15) 0.67917(15) 0.0396(7) Uani 1 1 d . . . . .
C16 C 0.5675(4) 0.60509(19) 0.73680(15) 0.0533(9) Uani 1 1 d . . . . .
H16A H 0.5952 0.6586 0.7412 0.080 Uiso 1 1 calc R U . . .
H16B H 0.6425 0.5726 0.7279 0.080 Uiso 1 1 calc R U . . .
H16C H 0.5263 0.5884 0.7777 0.080 Uiso 1 1 calc R U . . .
C17 C 0.5056(3) 0.65174(16) 0.62110(17) 0.0456(7) Uani 1 1 d . . . . .
H17A H 0.4481 0.6415 0.5840 0.068 Uiso 1 1 calc R U . . .
H17B H 0.5948 0.6422 0.6078 0.068 Uiso 1 1 calc R U . . .
H17C H 0.4963 0.7054 0.6348 0.068 Uiso 1 1 calc R U . . .
C18 C 0.3420(4) 0.62980(18) 0.7068(2) 0.0615(10) Uani 1 1 d . . . . .
H18A H 0.3554 0.6821 0.7232 0.092 Uiso 1 1 calc R U . . .
H18B H 0.3126 0.5969 0.7429 0.092 Uiso 1 1 calc R U . . .
H18C H 0.2770 0.6304 0.6720 0.092 Uiso 1 1 calc R U . . .
C19 C 0.7070(2) 0.53650(14) 0.54152(12) 0.0267(5) Uani 1 1 d . . . . .
C20 C 0.5994(2) 0.51115(14) 0.37925(12) 0.0280(5) Uani 1 1 d . . . . .
C21 C 0.5072(2) 0.46837(17) 0.41288(13) 0.0350(6) Uani 1 1 d . . . . .
C22 C 0.4440(3) 0.40635(16) 0.38531(15) 0.0388(6) Uani 1 1 d . . . . .
C23 C 0.4651(3) 0.38682(15) 0.32117(15) 0.0363(6) Uani 1 1 d . . . . .
C24 C 0.5503(3) 0.42983(16) 0.28485(14) 0.0355(6) Uani 1 1 d . . . . .
C25 C 0.6139(2) 0.49053(15) 0.31408(13) 0.0322(5) Uani 1 1 d . . . . .
C26 C 0.8354(2) 0.57476(14) 0.38533(12) 0.0271(5) Uani 1 1 d . . . . .
C27 C 0.9180(3) 0.51505(16) 0.40089(13) 0.0348(6) Uani 1 1 d . . . . .
C28 C 1.0432(3) 0.50985(18) 0.37871(15) 0.0433(7) Uani 1 1 d . . . . .
C29 C 1.0907(3) 0.56520(18) 0.33815(15) 0.0410(7) Uani 1 1 d . . . . .
C30 C 1.0128(3) 0.62517(17) 0.31969(14) 0.0385(6) Uani 1 1 d . . . . .
C31 C 0.8883(3) 0.62904(15) 0.34348(13) 0.0320(5) Uani 1 1 d . . . . .
C32 C 0.6234(2) 0.66414(14) 0.41537(12) 0.0281(5) Uani 1 1 d . . . . .
C33 C 0.6806(3) 0.72226(16) 0.45140(14) 0.0359(6) Uani 1 1 d . . . . .
C34 C 0.6318(3) 0.79529(17) 0.45735(16) 0.0435(7) Uani 1 1 d . . . . .
C35 C 0.5192(3) 0.81368(17) 0.42543(16) 0.0426(7) Uani 1 1 d . . . . .
C36 C 0.4582(3) 0.75877(18) 0.38923(16) 0.0433(7) Uani 1 1 d . . . . .
C37 C 0.5106(3) 0.68594(16) 0.38463(15) 0.0378(6) Uani 1 1 d . . . . .
B1 B 0.6878(3) 0.57828(16) 0.41318(13) 0.0265(5) Uani 1 1 d . . . . .
N1 N 0.70023(19) 0.55478(12) 0.48807(10) 0.0267(4) Uani 1 1 d . . . . .
F1 F 0.47584(16) 0.48617(12) 0.47491(8) 0.0547(5) Uani 1 1 d . . . . .
F2 F 0.36047(18) 0.36505(13) 0.42171(10) 0.0629(6) Uani 1 1 d . . . . .
F3 F 0.40514(18) 0.32714(10) 0.29319(10) 0.0510(5) Uani 1 1 d . . . . .
F4 F 0.5693(2) 0.41204(12) 0.22152(9) 0.0580(5) Uani 1 1 d . . . . .
F5 F 0.69334(17) 0.53086(10) 0.27484(7) 0.0491(5) Uani 1 1 d . . . . .
F6 F 0.87600(17) 0.45610(11) 0.43854(9) 0.0531(5) Uani 1 1 d . . . . .
F7 F 1.11736(19) 0.44948(14) 0.39542(11) 0.0690(6) Uani 1 1 d . . . . .
F8 F 1.21202(16) 0.56058(13) 0.31551(10) 0.0608(5) Uani 1 1 d . . . . .
F9 F 1.05685(19) 0.67977(11) 0.27871(10) 0.0574(5) Uani 1 1 d . . . . .
F10 F 0.81642(17) 0.68851(9) 0.32258(9) 0.0466(4) Uani 1 1 d . . . . .
F11 F 0.79314(18) 0.70768(10) 0.48289(10) 0.0525(5) Uani 1 1 d . . . . .
F12 F 0.6934(2) 0.84889(11) 0.49354(12) 0.0716(6) Uani 1 1 d . . . . .
F13 F 0.46945(19) 0.88453(10) 0.43070(11) 0.0601(5) Uani 1 1 d . . . . .
F14 F 0.34764(19) 0.77589(12) 0.35895(13) 0.0717(7) Uani 1 1 d . . . . .
F15 F 0.4450(2) 0.63560(11) 0.34784(11) 0.0637(6) Uani 1 1 d . . . . .
H1A H 0.797(8) 0.441(5) 0.618(4) 0.076 Uiso 0.5 1 d . U P . .
H1B H 0.719(8) 0.564(5) 0.650(4) 0.076 Uiso 0.5 1 d . U P . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C19 1.799(3) . ?
P1 C1 1.840(2) . ?
P1 H1A 1.30(8) . ?
P1 H1B 1.22(8) . ?
C1 C6 1.423(3) . ?
C1 C2 1.427(3) . ?
C2 C3 1.395(3) . ?
C2 C7 1.550(3) . ?
C3 C4 1.372(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(4) . ?
C4 C11B 1.52(2) . ?
C4 C11A 1.56(2) . ?
C5 C6 1.393(4) . ?
C5 H5 0.9500 . ?
C6 C15 1.557(4) . ?
C7 C10 1.531(4) . ?
C7 C9 1.539(4) . ?
C7 C8 1.547(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11A C14A 1.40(2) . ?
C11A C12A 1.54(3) . ?
C11A C13A 1.68(3) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C11B C14B 1.39(3) . ?
C11B C12B 1.52(3) . ?
C11B C13B 1.68(3) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15 C18 1.547(4) . ?
C15 C17 1.551(4) . ?
C15 C16 1.555(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N1 1.136(3) . ?
C20 C25 1.383(4) . ?
C20 C21 1.393(3) . ?
C20 B1 1.639(4) . ?
C21 F1 1.341(3) . ?
C21 C22 1.383(4) . ?
C22 F2 1.349(3) . ?
C22 C23 1.367(4) . ?
C23 F3 1.339(3) . ?
C23 C24 1.375(4) . ?
C24 F4 1.341(3) . ?
C24 C25 1.381(4) . ?
C25 F5 1.347(3) . ?
C26 C27 1.385(4) . ?
C26 C31 1.387(4) . ?
C26 B1 1.636(4) . ?
C27 F6 1.354(3) . ?
C27 C28 1.380(4) . ?
C28 F7 1.347(3) . ?
C28 C29 1.362(4) . ?
C29 F8 1.345(3) . ?
C29 C30 1.374(4) . ?
C30 F9 1.345(3) . ?
C30 C31 1.383(4) . ?
C31 F10 1.346(3) . ?
C32 C37 1.382(4) . ?
C32 C33 1.384(4) . ?
C32 B1 1.639(4) . ?
C33 F11 1.358(3) . ?
C33 C34 1.374(4) . ?
C34 F12 1.351(4) . ?
C34 C35 1.376(4) . ?
C35 F13 1.342(3) . ?
C35 C36 1.364(5) . ?
C36 F14 1.337(3) . ?
C36 C37 1.383(4) . ?
C37 F15 1.339(3) . ?
B1 N1 1.584(3) . ?

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
C19 P1 C1 97.71(11) . . ?
C19 P1 H1A 104(4) . . ?
C1 P1 H1A 107(3) . . ?
C19 P1 H1B 96(4) . . ?
C1 P1 H1B 104(4) . . ?
H1A P1 H1B 140(5) . . ?
C6 C1 C2 120.7(2) . . ?
C6 C1 P1 121.84(19) . . ?
C2 C1 P1 117.43(17) . . ?
C3 C2 C1 117.3(2) . . ?
C3 C2 C7 117.0(2) . . ?
C1 C2 C7 125.6(2) . . ?
C4 C3 C2 123.6(2) . . ?
C4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 C11B 117.7(12) . . ?
C5 C4 C11B 124.8(12) . . ?
C3 C4 C11A 125.9(11) . . ?
C5 C4 C11A 116.6(11) . . ?
C4 C5 C6 123.8(2) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C5 C6 C1 117.0(2) . . ?
C5 C6 C15 117.5(2) . . ?
C1 C6 C15 125.6(2) . . ?
C10 C7 C9 105.8(2) . . ?
C10 C7 C8 111.0(2) . . ?
C9 C7 C8 105.4(2) . . ?
C10 C7 C2 109.9(2) . . ?
C9 C7 C2 111.9(2) . . ?
C8 C7 C2 112.6(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14A C11A C12A 117.9(19) . . ?
C14A C11A C4 113.9(18) . . ?
C12A C11A C4 110.4(17) . . ?
C14A C11A C13A 105.3(19) . . ?
C12A C11A C13A 101.3(16) . . ?
C4 C11A C13A 106.4(16) . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C13A H13A 109.5 . . ?
C11A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C11A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C14B C11B C4 109.7(14) . . ?
C14B C11B C12B 120(2) . . ?
C4 C11B C12B 111.2(18) . . ?
C14B C11B C13B 107(2) . . ?
C4 C11B C13B 105.5(16) . . ?
C12B C11B C13B 101.6(11) . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C18 C15 C17 105.6(2) . . ?
C18 C15 C16 104.9(3) . . ?
C17 C15 C16 112.0(3) . . ?
C18 C15 C6 111.2(2) . . ?
C17 C15 C6 110.7(2) . . ?
C16 C15 C6 112.2(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 P1 175.7(2) . . ?
C25 C20 C21 114.0(2) . . ?
C25 C20 B1 121.9(2) . . ?
C21 C20 B1 124.0(2) . . ?
F1 C21 C22 116.6(2) . . ?
F1 C21 C20 120.4(2) . . ?
C22 C21 C20 123.0(3) . . ?
F2 C22 C23 119.7(3) . . ?
F2 C22 C21 119.9(3) . . ?
C23 C22 C21 120.4(2) . . ?
F3 C23 C22 121.6(2) . . ?
F3 C23 C24 119.6(3) . . ?
C22 C23 C24 118.8(2) . . ?
F4 C24 C23 119.1(2) . . ?
F4 C24 C25 121.4(2) . . ?
C23 C24 C25 119.5(3) . . ?
F5 C25 C24 115.9(2) . . ?
F5 C25 C20 120.0(2) . . ?
C24 C25 C20 124.1(2) . . ?
C27 C26 C31 113.9(2) . . ?
C27 C26 B1 122.0(2) . . ?
C31 C26 B1 124.0(2) . . ?
F6 C27 C28 116.1(2) . . ?
F6 C27 C26 119.9(2) . . ?
C28 C27 C26 124.0(3) . . ?
F7 C28 C29 119.9(3) . . ?
F7 C28 C27 120.5(3) . . ?
C29 C28 C27 119.6(3) . . ?
F8 C29 C28 120.4(3) . . ?
F8 C29 C30 120.3(3) . . ?
C28 C29 C30 119.4(2) . . ?
F9 C30 C29 120.4(3) . . ?
F9 C30 C31 120.1(3) . . ?
C29 C30 C31 119.5(3) . . ?
F10 C31 C30 116.5(2) . . ?
F10 C31 C26 119.9(2) . . ?
C30 C31 C26 123.6(3) . . ?
C37 C32 C33 113.8(2) . . ?
C37 C32 B1 125.8(2) . . ?
C33 C32 B1 120.4(2) . . ?
F11 C33 C34 116.7(3) . . ?
F11 C33 C32 118.9(2) . . ?
C34 C33 C32 124.4(3) . . ?
F12 C34 C33 120.8(3) . . ?
F12 C34 C35 120.0(3) . . ?
C33 C34 C35 119.2(3) . . ?
F13 C35 C36 120.5(3) . . ?
F13 C35 C34 120.3(3) . . ?
C36 C35 C34 119.2(3) . . ?
F14 C36 C35 119.5(3) . . ?
F14 C36 C37 120.8(3) . . ?
C35 C36 C37 119.7(3) . . ?
F15 C37 C32 120.3(3) . . ?
F15 C37 C36 115.9(2) . . ?
C32 C37 C36 123.7(3) . . ?
N1 B1 C26 104.32(19) . . ?
N1 B1 C32 104.05(19) . . ?
C26 B1 C32 115.2(2) . . ?
N1 B1 C20 105.50(19) . . ?
C26 B1 C20 110.6(2) . . ?
C32 B1 C20 115.7(2) . . ?
C19 N1 B1 178.3(2) . . ?

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
C19 P1 C1 C6 -86.5(2) . . . . ?
C19 P1 C1 C2 91.47(19) . . . . ?
C6 C1 C2 C3 5.1(3) . . . . ?
P1 C1 C2 C3 -172.84(19) . . . . ?
C6 C1 C2 C7 -172.7(2) . . . . ?
P1 C1 C2 C7 9.4(3) . . . . ?
C1 C2 C3 C4 -2.7(4) . . . . ?
C7 C2 C3 C4 175.3(3) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C2 C3 C4 C11B -179.2(11) . . . . ?
C2 C3 C4 C11A 175.7(14) . . . . ?
C3 C4 C5 C6 2.4(4) . . . . ?
C11B C4 C5 C6 -179.5(12) . . . . ?
C11A C4 C5 C6 -174.6(12) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C4 C5 C6 C15 179.9(3) . . . . ?
C2 C1 C6 C5 -3.8(3) . . . . ?
P1 C1 C6 C5 174.0(2) . . . . ?
C2 C1 C6 C15 176.2(2) . . . . ?
P1 C1 C6 C15 -5.9(3) . . . . ?
C3 C2 C7 C10 -118.8(3) . . . . ?
C1 C2 C7 C10 59.0(3) . . . . ?
C3 C2 C7 C9 -1.5(3) . . . . ?
C1 C2 C7 C9 176.3(3) . . . . ?
C3 C2 C7 C8 117.0(3) . . . . ?
C1 C2 C7 C8 -65.2(3) . . . . ?
C3 C4 C11A C14A 122.9(18) . . . . ?
C5 C4 C11A C14A -60(3) . . . . ?
C3 C4 C11A C12A -101.8(18) . . . . ?
C5 C4 C11A C12A 75.0(17) . . . . ?
C3 C4 C11A C13A 7(2) . . . . ?
C5 C4 C11A C13A -175.9(9) . . . . ?
C3 C4 C11B C14B -79(2) . . . . ?
C5 C4 C11B C14B 103.2(17) . . . . ?
C3 C4 C11B C12B 56.5(16) . . . . ?
C5 C4 C11B C12B -121.6(15) . . . . ?
C3 C4 C11B C13B 165.9(10) . . . . ?
C5 C4 C11B C13B -12(2) . . . . ?
C5 C6 C15 C18 7.1(4) . . . . ?
C1 C6 C15 C18 -173.0(3) . . . . ?
C5 C6 C15 C17 -109.9(3) . . . . ?
C1 C6 C15 C17 70.0(3) . . . . ?
C5 C6 C15 C16 124.3(3) . . . . ?
C1 C6 C15 C16 -55.8(3) . . . . ?
C25 C20 C21 F1 -174.7(2) . . . . ?
B1 C20 C21 F1 7.3(4) . . . . ?
C25 C20 C21 C22 5.5(4) . . . . ?
B1 C20 C21 C22 -172.5(2) . . . . ?
F1 C21 C22 F2 -3.2(4) . . . . ?
C20 C21 C22 F2 176.7(2) . . . . ?
F1 C21 C22 C23 176.5(3) . . . . ?
C20 C21 C22 C23 -3.7(4) . . . . ?
F2 C22 C23 F3 -0.3(4) . . . . ?
C21 C22 C23 F3 -179.9(2) . . . . ?
F2 C22 C23 C24 179.7(3) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
F3 C23 C24 F4 1.5(4) . . . . ?
C22 C23 C24 F4 -178.6(3) . . . . ?
F3 C23 C24 C25 -178.8(2) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
F4 C24 C25 F5 1.2(4) . . . . ?
C23 C24 C25 F5 -178.5(3) . . . . ?
F4 C24 C25 C20 -179.2(3) . . . . ?
C23 C24 C25 C20 1.0(4) . . . . ?
C21 C20 C25 F5 175.4(2) . . . . ?
B1 C20 C25 F5 -6.6(4) . . . . ?
C21 C20 C25 C24 -4.2(4) . . . . ?
B1 C20 C25 C24 173.9(3) . . . . ?
C31 C26 C27 F6 -176.5(2) . . . . ?
B1 C26 C27 F6 2.1(4) . . . . ?
C31 C26 C27 C28 1.6(4) . . . . ?
B1 C26 C27 C28 -179.8(3) . . . . ?
F6 C27 C28 F7 -1.1(4) . . . . ?
C26 C27 C28 F7 -179.3(3) . . . . ?
F6 C27 C28 C29 177.1(3) . . . . ?
C26 C27 C28 C29 -1.1(5) . . . . ?
F7 C28 C29 F8 -1.1(5) . . . . ?
C27 C28 C29 F8 -179.3(3) . . . . ?
F7 C28 C29 C30 177.8(3) . . . . ?
C27 C28 C29 C30 -0.4(5) . . . . ?
F8 C29 C30 F9 0.1(4) . . . . ?
C28 C29 C30 F9 -178.8(3) . . . . ?
F8 C29 C30 C31 -180.0(3) . . . . ?
C28 C29 C30 C31 1.1(4) . . . . ?
F9 C30 C31 F10 1.0(4) . . . . ?
C29 C30 C31 F10 -178.9(2) . . . . ?
F9 C30 C31 C26 179.4(2) . . . . ?
C29 C30 C31 C26 -0.5(4) . . . . ?
C27 C26 C31 F10 177.5(2) . . . . ?
B1 C26 C31 F10 -1.1(4) . . . . ?
C27 C26 C31 C30 -0.8(4) . . . . ?
B1 C26 C31 C30 -179.3(2) . . . . ?
C37 C32 C33 F11 -179.0(2) . . . . ?
B1 C32 C33 F11 2.3(4) . . . . ?
C37 C32 C33 C34 0.4(4) . . . . ?
B1 C32 C33 C34 -178.3(3) . . . . ?
F11 C33 C34 F12 -0.7(4) . . . . ?
C32 C33 C34 F12 179.9(3) . . . . ?
F11 C33 C34 C35 178.8(3) . . . . ?
C32 C33 C34 C35 -0.6(5) . . . . ?
F12 C34 C35 F13 -0.8(5) . . . . ?
C33 C34 C35 F13 179.7(3) . . . . ?
F12 C34 C35 C36 -179.8(3) . . . . ?
C33 C34 C35 C36 0.7(5) . . . . ?
F13 C35 C36 F14 -0.2(4) . . . . ?
C34 C35 C36 F14 178.9(3) . . . . ?
F13 C35 C36 C37 -179.7(3) . . . . ?
C34 C35 C36 C37 -0.6(5) . . . . ?
C33 C32 C37 F15 179.8(3) . . . . ?
B1 C32 C37 F15 -1.6(4) . . . . ?
C33 C32 C37 C36 -0.3(4) . . . . ?
B1 C32 C37 C36 178.3(3) . . . . ?
F14 C36 C37 F15 0.9(4) . . . . ?
C35 C36 C37 F15 -179.6(3) . . . . ?
F14 C36 C37 C32 -179.1(3) . . . . ?
C35 C36 C37 C32 0.4(5) . . . . ?
C27 C26 B1 N1 43.5(3) . . . . ?
C31 C26 B1 N1 -138.0(2) . . . . ?
C27 C26 B1 C32 156.9(2) . . . . ?
C31 C26 B1 C32 -24.6(3) . . . . ?
C27 C26 B1 C20 -69.5(3) . . . . ?
C31 C26 B1 C20 109.0(3) . . . . ?
C37 C32 B1 N1 -123.5(3) . . . . ?
C33 C32 B1 N1 55.0(3) . . . . ?
C37 C32 B1 C26 122.9(3) . . . . ?
C33 C32 B1 C26 -58.5(3) . . . . ?
C37 C32 B1 C20 -8.3(4) . . . . ?
C33 C32 B1 C20 170.3(2) . . . . ?
C25 C20 B1 N1 -149.7(2) . . . . ?
C21 C20 B1 N1 28.1(3) . . . . ?
C25 C20 B1 C26 -37.5(3) . . . . ?
C21 C20 B1 C26 140.4(2) . . . . ?
C25 C20 B1 C32 95.9(3) . . . . ?
C21 C20 B1 C32 -86.3(3) . . . . ?

_refine_diff_density_max         0.373
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.041


####################################################################### 
# 
# 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_ks1517_DipTerPHCN_cmpd_4c
_database_code_depnum_ccdc_archive 'CCDC 2086501'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H38 N P'
_chemical_formula_sum            'C31 H38 N P'
_chemical_formula_weight         455.59

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

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   26.746(4)
_cell_length_b                   26.746(4)
_cell_length_c                   20.118(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     12463(4)
_cell_formula_units_Z            18
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    19529
_cell_measurement_theta_min      1.495
_cell_measurement_theta_max      27.875

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_F_000             4428
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.117
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_process_details   'LANA (Stoe & Cie, 2012)'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE-IPDS II'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            68947
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.638
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6358
_reflns_number_gt                4170
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1301P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6358
_refine_ls_number_parameters     314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1792
_refine_ls_wR_factor_gt          0.1695
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.79718(8) 0.59919(8) 0.45739(9) 0.0344(4) Uani 1 1 d . . . . .
C2 C 0.83083(8) 0.63619(8) 0.40575(9) 0.0361(4) Uani 1 1 d . . . . .
C3 C 0.85638(9) 0.61669(9) 0.36023(10) 0.0398(4) Uani 1 1 d . . . . .
H3 H 0.8794 0.6415 0.3254 0.048 Uiso 1 1 calc R U . . .
C4 C 0.84869(9) 0.56164(9) 0.36497(10) 0.0416(5) Uani 1 1 d . . . . .
H4 H 0.8651 0.5484 0.3325 0.050 Uiso 1 1 calc R U . . .
C5 C 0.81712(9) 0.52607(9) 0.41685(10) 0.0397(4) Uani 1 1 d . . . . .
H5 H 0.8127 0.4887 0.4204 0.048 Uiso 1 1 calc R U . . .
C6 C 0.79154(8) 0.54431(8) 0.46422(9) 0.0345(4) Uani 1 1 d . . . . .
C7 C 0.84317(9) 0.69723(9) 0.39947(10) 0.0383(4) Uani 1 1 d . . . . .
C8 C 0.88622(9) 0.74028(9) 0.43975(10) 0.0424(5) Uani 1 1 d . . . . .
C9 C 0.90108(11) 0.79746(10) 0.42885(12) 0.0506(5) Uani 1 1 d . . . . .
H9 H 0.9301 0.8271 0.4555 0.061 Uiso 1 1 calc R U . . .
C10 C 0.87415(11) 0.81174(10) 0.37980(12) 0.0523(6) Uani 1 1 d . . . . .
H10 H 0.8854 0.8511 0.3723 0.063 Uiso 1 1 calc R U . . .
C11 C 0.83121(10) 0.76928(10) 0.34184(11) 0.0475(5) Uani 1 1 d . . . . .
H11 H 0.8127 0.7796 0.3088 0.057 Uiso 1 1 calc R U . . .
C12 C 0.81439(9) 0.71145(9) 0.35088(10) 0.0407(5) Uani 1 1 d . . . . .
C13 C 0.91821(10) 0.72731(10) 0.49338(11) 0.0479(5) Uani 1 1 d . . . . .
H13 H 0.8977 0.6845 0.4997 0.057 Uiso 1 1 calc R U . . .
C14 C 0.91739(12) 0.75448(13) 0.55998(13) 0.0628(7) Uani 1 1 d . . . . .
H14A H 0.9395 0.7966 0.5561 0.094 Uiso 1 1 calc R U . . .
H14B H 0.9348 0.7420 0.5943 0.094 Uiso 1 1 calc R U . . .
H14C H 0.8774 0.7422 0.5722 0.094 Uiso 1 1 calc R U . . .
C15 C 0.97983(12) 0.74641(14) 0.47277(15) 0.0679(7) Uani 1 1 d . . . . .
H15A H 0.9795 0.7277 0.4308 0.102 Uiso 1 1 calc R U . . .
H15B H 0.9984 0.7355 0.5073 0.102 Uiso 1 1 calc R U . . .
H15C H 1.0013 0.7884 0.4670 0.102 Uiso 1 1 calc R U . . .
C16 C 0.76681(10) 0.66537(10) 0.30813(11) 0.0466(5) Uani 1 1 d . . . . .
H16 H 0.7524 0.6274 0.3311 0.056 Uiso 1 1 calc R U . . .
C17 C 0.79007(13) 0.66115(12) 0.23965(12) 0.0591(6) Uani 1 1 d . . . . .
H17A H 0.8033 0.6974 0.2154 0.089 Uiso 1 1 calc R U . . .
H17B H 0.7593 0.6292 0.2144 0.089 Uiso 1 1 calc R U . . .
H17C H 0.8224 0.6541 0.2456 0.089 Uiso 1 1 calc R U . . .
C18 C 0.71554(11) 0.67539(12) 0.29958(14) 0.0620(7) Uani 1 1 d . . . . .
H18A H 0.7001 0.6766 0.3434 0.093 Uiso 1 1 calc R U . . .
H18B H 0.6854 0.6439 0.2733 0.093 Uiso 1 1 calc R U . . .
H18C H 0.7284 0.7121 0.2766 0.093 Uiso 1 1 calc R U . . .
C19 C 0.76325(9) 0.50597(8) 0.52299(10) 0.0370(4) Uani 1 1 d . . . . .
C20 C 0.79833(9) 0.51090(9) 0.57802(10) 0.0411(5) Uani 1 1 d . . . . .
C21 C 0.77283(11) 0.47294(10) 0.63085(11) 0.0486(5) Uani 1 1 d . . . . .
H21 H 0.7954 0.4756 0.6685 0.058 Uiso 1 1 calc R U . . .
C22 C 0.71519(11) 0.43149(10) 0.62927(12) 0.0517(6) Uani 1 1 d . . . . .
H22 H 0.6987 0.4055 0.6655 0.062 Uiso 1 1 calc R U . . .
C23 C 0.68120(10) 0.42739(10) 0.57570(12) 0.0494(5) Uani 1 1 d . . . . .
H23 H 0.6415 0.3986 0.5754 0.059 Uiso 1 1 calc R U . . .
C24 C 0.70436(9) 0.46490(9) 0.52202(10) 0.0408(4) Uani 1 1 d . . . . .
C25 C 0.86134(10) 0.55741(10) 0.58183(11) 0.0465(5) Uani 1 1 d . . . . .
H25 H 0.8725 0.5770 0.5376 0.056 Uiso 1 1 calc R U . . .
C26 C 0.86991(13) 0.60292(12) 0.63349(15) 0.0666(7) Uani 1 1 d . . . . .
H26A H 0.8464 0.6203 0.6215 0.100 Uiso 1 1 calc R U . . .
H26B H 0.9107 0.6329 0.6348 0.100 Uiso 1 1 calc R U . . .
H26C H 0.8581 0.5847 0.6773 0.100 Uiso 1 1 calc R U . . .
C27 C 0.90133(11) 0.53331(11) 0.59624(13) 0.0539(6) Uani 1 1 d . . . . .
H27A H 0.8916 0.5140 0.6396 0.081 Uiso 1 1 calc R U . . .
H27B H 0.9415 0.5650 0.5968 0.081 Uiso 1 1 calc R U . . .
H27C H 0.8966 0.5055 0.5616 0.081 Uiso 1 1 calc R U . . .
C28 C 0.66639(9) 0.46025(9) 0.46336(11) 0.0440(5) Uani 1 1 d . . . . .
H28 H 0.6869 0.4974 0.4381 0.053 Uiso 1 1 calc R U . . .
C29 C 0.65736(13) 0.41204(13) 0.41635(14) 0.0646(7) Uani 1 1 d . . . . .
H29A H 0.6403 0.3754 0.4407 0.097 Uiso 1 1 calc R U . . .
H29B H 0.6946 0.4204 0.3977 0.097 Uiso 1 1 calc R U . . .
H29C H 0.6314 0.4091 0.3803 0.097 Uiso 1 1 calc R U . . .
C30 C 0.60807(11) 0.45190(13) 0.48481(14) 0.0615(7) Uani 1 1 d . . . . .
H30A H 0.5869 0.4531 0.4456 0.092 Uiso 1 1 calc R U . . .
H30B H 0.6140 0.4828 0.5156 0.092 Uiso 1 1 calc R U . . .
H30C H 0.5858 0.4145 0.5070 0.092 Uiso 1 1 calc R U . . .
C31 C 0.70067(10) 0.61080(10) 0.47237(11) 0.0439(5) Uani 1 1 d . . . . .
N1 N 0.65966(9) 0.60254(11) 0.44497(11) 0.0603(5) Uani 1 1 d . . . . .
P1 P 0.76363(2) 0.62442(3) 0.51842(3) 0.04239(17) Uani 1 1 d . . . . .
H1A H 0.791(2) 0.680(2) 0.507(2) 0.047(12) Uiso 0.5 1 d . . P . .
H1B H 0.7410(17) 0.5815(17) 0.5555(19) 0.030(10) Uiso 0.5 1 d . . P . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.405(3) . ?
C1 C2 1.406(3) . ?
C1 P1 1.837(2) . ?
C2 C3 1.391(3) . ?
C2 C7 1.501(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9500 . ?
C6 C19 1.499(3) . ?
C7 C8 1.408(3) . ?
C7 C12 1.409(3) . ?
C8 C9 1.392(3) . ?
C8 C13 1.521(3) . ?
C9 C10 1.383(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C16 1.520(3) . ?
C13 C15 1.519(4) . ?
C13 C14 1.530(3) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C18 1.533(3) . ?
C16 C17 1.539(3) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.399(3) . ?
C19 C20 1.414(3) . ?
C20 C21 1.390(3) . ?
C20 C25 1.516(3) . ?
C21 C22 1.378(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.379(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 C28 1.521(3) . ?
C25 C27 1.527(3) . ?
C25 C26 1.528(4) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.518(3) . ?
C28 C30 1.523(3) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 N1 1.146(3) . ?
C31 P1 1.793(2) . ?
P1 H1A 1.30(5) . ?
P1 H1B 1.24(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.27(17) . . ?
C6 C1 P1 120.10(14) . . ?
C2 C1 P1 119.57(15) . . ?
C3 C2 C1 118.95(18) . . ?
C3 C2 C7 118.07(17) . . ?
C1 C2 C7 122.90(17) . . ?
C4 C3 C2 120.92(18) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 119.99(19) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.88(19) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 118.88(17) . . ?
C5 C6 C19 117.87(17) . . ?
C1 C6 C19 123.07(17) . . ?
C8 C7 C12 120.82(19) . . ?
C8 C7 C2 119.09(18) . . ?
C12 C7 C2 119.97(18) . . ?
C9 C8 C7 118.4(2) . . ?
C9 C8 C13 118.6(2) . . ?
C7 C8 C13 123.03(19) . . ?
C10 C9 C8 120.9(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.2(2) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C7 118.3(2) . . ?
C11 C12 C16 120.15(19) . . ?
C7 C12 C16 121.51(18) . . ?
C15 C13 C8 111.7(2) . . ?
C15 C13 C14 110.5(2) . . ?
C8 C13 C14 111.7(2) . . ?
C15 C13 H13 107.6 . . ?
C8 C13 H13 107.6 . . ?
C14 C13 H13 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 C18 112.4(2) . . ?
C12 C16 C17 111.15(19) . . ?
C18 C16 C17 110.01(19) . . ?
C12 C16 H16 107.7 . . ?
C18 C16 H16 107.7 . . ?
C17 C16 H16 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 121.20(19) . . ?
C24 C19 C6 120.75(18) . . ?
C20 C19 C6 118.00(18) . . ?
C21 C20 C19 118.0(2) . . ?
C21 C20 C25 119.92(19) . . ?
C19 C20 C25 121.99(18) . . ?
C22 C21 C20 120.9(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 120.8(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C19 118.4(2) . . ?
C23 C24 C28 120.34(19) . . ?
C19 C24 C28 121.23(18) . . ?
C20 C25 C27 112.91(19) . . ?
C20 C25 C26 110.5(2) . . ?
C27 C25 C26 110.44(19) . . ?
C20 C25 H25 107.6 . . ?
C27 C25 H25 107.6 . . ?
C26 C25 H25 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C24 111.65(19) . . ?
C29 C28 C30 109.6(2) . . ?
C24 C28 C30 112.65(19) . . ?
C29 C28 H28 107.6 . . ?
C24 C28 H28 107.6 . . ?
C30 C28 H28 107.6 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 P1 177.5(2) . . ?
C31 P1 C1 99.32(9) . . ?
C31 P1 H1A 94(2) . . ?
C1 P1 H1A 101(2) . . ?
C31 P1 H1B 98.5(18) . . ?
C1 P1 H1B 99.5(18) . . ?
H1A P1 H1B 153(3) . . ?

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
C6 C1 C2 C3 2.5(3) . . . . ?
P1 C1 C2 C3 179.46(15) . . . . ?
C6 C1 C2 C7 -174.09(18) . . . . ?
P1 C1 C2 C7 2.8(3) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C7 C2 C3 C4 177.28(19) . . . . ?
C2 C3 C4 C5 -2.5(3) . . . . ?
C3 C4 C5 C6 1.4(3) . . . . ?
C4 C5 C6 C1 1.6(3) . . . . ?
C4 C5 C6 C19 -173.68(18) . . . . ?
C2 C1 C6 C5 -3.6(3) . . . . ?
P1 C1 C6 C5 179.54(15) . . . . ?
C2 C1 C6 C19 171.44(17) . . . . ?
P1 C1 C6 C19 -5.5(3) . . . . ?
C3 C2 C7 C8 -97.7(2) . . . . ?
C1 C2 C7 C8 79.0(2) . . . . ?
C3 C2 C7 C12 78.4(2) . . . . ?
C1 C2 C7 C12 -104.9(2) . . . . ?
C12 C7 C8 C9 -2.2(3) . . . . ?
C2 C7 C8 C9 173.83(19) . . . . ?
C12 C7 C8 C13 179.36(19) . . . . ?
C2 C7 C8 C13 -4.6(3) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C13 C8 C9 C10 178.7(2) . . . . ?
C8 C9 C10 C11 1.4(4) . . . . ?
C9 C10 C11 C12 -1.0(4) . . . . ?
C10 C11 C12 C7 -1.0(3) . . . . ?
C10 C11 C12 C16 -179.9(2) . . . . ?
C8 C7 C12 C11 2.6(3) . . . . ?
C2 C7 C12 C11 -173.38(18) . . . . ?
C8 C7 C12 C16 -178.49(19) . . . . ?
C2 C7 C12 C16 5.5(3) . . . . ?
C9 C8 C13 C15 -71.8(3) . . . . ?
C7 C8 C13 C15 106.6(3) . . . . ?
C9 C8 C13 C14 52.5(3) . . . . ?
C7 C8 C13 C14 -129.1(2) . . . . ?
C11 C12 C16 C18 -43.4(3) . . . . ?
C7 C12 C16 C18 137.7(2) . . . . ?
C11 C12 C16 C17 80.4(3) . . . . ?
C7 C12 C16 C17 -98.5(2) . . . . ?
C5 C6 C19 C24 -92.5(2) . . . . ?
C1 C6 C19 C24 92.4(2) . . . . ?
C5 C6 C19 C20 84.8(2) . . . . ?
C1 C6 C19 C20 -90.2(2) . . . . ?
C24 C19 C20 C21 1.2(3) . . . . ?
C6 C19 C20 C21 -176.12(18) . . . . ?
C24 C19 C20 C25 -176.25(19) . . . . ?
C6 C19 C20 C25 6.5(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C25 C20 C21 C22 178.0(2) . . . . ?
C20 C21 C22 C23 -1.2(4) . . . . ?
C21 C22 C23 C24 0.2(4) . . . . ?
C22 C23 C24 C19 1.5(3) . . . . ?
C22 C23 C24 C28 -179.6(2) . . . . ?
C20 C19 C24 C23 -2.2(3) . . . . ?
C6 C19 C24 C23 175.06(19) . . . . ?
C20 C19 C24 C28 178.95(18) . . . . ?
C6 C19 C24 C28 -3.8(3) . . . . ?
C21 C20 C25 C27 55.2(3) . . . . ?
C19 C20 C25 C27 -127.5(2) . . . . ?
C21 C20 C25 C26 -69.1(3) . . . . ?
C19 C20 C25 C26 108.3(2) . . . . ?
C23 C24 C28 C29 -80.0(3) . . . . ?
C19 C24 C28 C29 98.9(2) . . . . ?
C23 C24 C28 C30 43.9(3) . . . . ?
C19 C24 C28 C30 -137.3(2) . . . . ?
C6 C1 P1 C31 -100.64(17) . . . . ?
C2 C1 P1 C31 82.43(17) . . . . ?

_refine_diff_density_max         1.679
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.070


####################################################################### 
# 
# 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_ax1975_DipTerCNXyl_HBArF_cmpd_10
_database_code_depnum_ccdc_archive 'CCDC 2086506'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C51 H47 N P B F10, C6 D6'
_chemical_formula_sum            'C57 H47 B D6 F10 N P'
_chemical_formula_weight         989.82

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

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

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

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

_cell_length_a                   10.5963(8)
_cell_length_b                   10.7434(8)
_cell_length_c                   21.9612(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.703(2)
_cell_angle_gamma                90
_cell_volume                     2471.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      24.92

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.133
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60346
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.876
_diffrn_reflns_theta_max         30.560
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             15075
_reflns_number_gt                11354
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.990
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms 
 were positioned geometrically and refined using a riding model, with C---H = 
 0.98 (methyl groups), 0.99Å (methylene groups), 1.00Å (methine groups) or 
 0.95 Å (aryl CH) and with Uiso(H) = 1.5 times Ueq(C) 
 (methyl groups) or with Uiso(H) = 1.2 times Ueq(C) 
 (methylene  groups, aryl CH, methine groups). Torsion angles of all methyl 
 groups were allowed to refine.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²+0.1810P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4424 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         15075
_refine_ls_number_parameters     663
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.0947
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS


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
H1 H 0.579(3) 0.649(2) 0.4543(13) 0.026(7) Uiso 1 1 d . . . . .
P1 P 0.58460(5) 0.85691(6) 0.51000(3) 0.02189(13) Uani 1 1 d . . . . .
B1 B 0.4990(3) 0.6986(3) 0.47018(14) 0.0242(6) Uani 1 1 d . . . . .
N1 N 0.5083(2) 0.8254(2) 0.62862(10) 0.0272(5) Uani 1 1 d . . . . .
C1 C 0.7569(2) 0.8620(2) 0.50685(11) 0.0199(4) Uani 1 1 d . . . . .
C2 C 0.7878(2) 0.8823(2) 0.44718(11) 0.0222(5) Uani 1 1 d . . . . .
C3 C 0.9153(2) 0.9024(2) 0.44053(12) 0.0253(5) Uani 1 1 d . . . . .
H3 H 0.9357 0.9203 0.4008 0.030 Uiso 1 1 calc R U . . .
C4 C 1.0127(2) 0.8969(2) 0.49012(12) 0.0269(5) Uani 1 1 d . . . . .
H4 H 1.0992 0.9069 0.4843 0.032 Uiso 1 1 calc R U . . .
C5 C 0.9822(2) 0.8767(2) 0.54816(12) 0.0254(5) Uani 1 1 d . . . . .
H5 H 1.0488 0.8715 0.5823 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8553(2) 0.8637(2) 0.55806(11) 0.0215(5) Uani 1 1 d . . . . .
C7 C 0.6903(2) 0.8824(2) 0.39009(11) 0.0214(5) Uani 1 1 d . . . . .
C8 C 0.6871(2) 0.7807(2) 0.34909(11) 0.0227(5) Uani 1 1 d . . . . .
C9 C 0.5976(2) 0.7816(2) 0.29589(12) 0.0263(5) Uani 1 1 d . . . . .
H9 H 0.5928 0.7127 0.2685 0.032 Uiso 1 1 calc R U . . .
C10 C 0.5154(3) 0.8811(3) 0.28215(12) 0.0290(6) Uani 1 1 d . . . . .
H10 H 0.4543 0.8799 0.2457 0.035 Uiso 1 1 calc R U . . .
C11 C 0.5220(2) 0.9824(3) 0.32132(12) 0.0284(6) Uani 1 1 d . . . . .
H11 H 0.4659 1.0507 0.3110 0.034 Uiso 1 1 calc R U . . .
C12 C 0.6089(2) 0.9862(2) 0.37549(11) 0.0233(5) Uani 1 1 d . . . . .
C13 C 0.7846(2) 0.6753(2) 0.35906(12) 0.0270(5) Uani 1 1 d . . . . .
H13 H 0.8303 0.6814 0.4023 0.032 Uiso 1 1 calc R U . . .
C14 C 0.7274(3) 0.5449(3) 0.35018(15) 0.0384(7) Uani 1 1 d . . . . .
H14A H 0.6835 0.5360 0.3078 0.058 Uiso 1 1 calc R U . . .
H14B H 0.6663 0.5322 0.3789 0.058 Uiso 1 1 calc R U . . .
H14C H 0.7957 0.4828 0.3581 0.058 Uiso 1 1 calc R U . . .
C15 C 0.8835(3) 0.6926(3) 0.31529(15) 0.0392(7) Uani 1 1 d . . . . .
H15A H 0.9518 0.6310 0.3250 0.059 Uiso 1 1 calc R U . . .
H15B H 0.9197 0.7766 0.3203 0.059 Uiso 1 1 calc R U . . .
H15C H 0.8420 0.6814 0.2726 0.059 Uiso 1 1 calc R U . . .
C16 C 0.6204(3) 1.1037(2) 0.41538(13) 0.0288(6) Uani 1 1 d . . . . .
H16 H 0.6546 1.0781 0.4585 0.035 Uiso 1 1 calc R U . . .
C17 C 0.4936(3) 1.1704(3) 0.41701(18) 0.0492(9) Uani 1 1 d . . . . .
H17A H 0.4603 1.2016 0.3758 0.074 Uiso 1 1 calc R U . . .
H17B H 0.5069 1.2403 0.4459 0.074 Uiso 1 1 calc R U . . .
H17C H 0.4322 1.1120 0.4304 0.074 Uiso 1 1 calc R U . . .
C18 C 0.7152(3) 1.1958(3) 0.39454(17) 0.0478(8) Uani 1 1 d . . . . .
H18A H 0.7977 1.1545 0.3947 0.072 Uiso 1 1 calc R U . . .
H18B H 0.7258 1.2669 0.4228 0.072 Uiso 1 1 calc R U . . .
H18C H 0.6828 1.2248 0.3528 0.072 Uiso 1 1 calc R U . . .
C19 C 0.8302(2) 0.8699(2) 0.62318(11) 0.0233(5) Uani 1 1 d . . . . .
C20 C 0.8033(2) 0.9891(2) 0.64560(12) 0.0287(6) Uani 1 1 d . . . . .
C21 C 0.7813(3) 0.9992(3) 0.70611(14) 0.0415(7) Uani 1 1 d . . . . .
H21 H 0.7598 1.0778 0.7216 0.050 Uiso 1 1 calc R U . . .
C22 C 0.7903(3) 0.8967(3) 0.74384(15) 0.0476(8) Uani 1 1 d . . . . .
H22 H 0.7736 0.9048 0.7849 0.057 Uiso 1 1 calc R U . . .
C23 C 0.8236(3) 0.7814(3) 0.72278(14) 0.0396(7) Uani 1 1 d . . . . .
H23 H 0.8319 0.7123 0.7501 0.048 Uiso 1 1 calc R U . . .
C24 C 0.8449(2) 0.7652(2) 0.66237(12) 0.0273(5) Uani 1 1 d . . . . .
C25 C 0.8062(3) 1.1066(3) 0.60673(14) 0.0336(6) Uani 1 1 d . . . . .
H25 H 0.8118 1.0799 0.5636 0.040 Uiso 1 1 calc R U . . .
C26 C 0.6889(3) 1.1854(4) 0.6048(2) 0.0676(12) Uani 1 1 d . . . . .
H26A H 0.6819 1.2145 0.6464 0.101 Uiso 1 1 calc R U . . .
H26B H 0.6134 1.1361 0.5888 0.101 Uiso 1 1 calc R U . . .
H26C H 0.6949 1.2572 0.5778 0.101 Uiso 1 1 calc R U . . .
C27 C 0.9269(3) 1.1818(3) 0.63010(17) 0.0468(8) Uani 1 1 d . . . . .
H27A H 0.9317 1.2541 0.6034 0.070 Uiso 1 1 calc R U . . .
H27B H 1.0024 1.1293 0.6296 0.070 Uiso 1 1 calc R U . . .
H27C H 0.9237 1.2100 0.6723 0.070 Uiso 1 1 calc R U . . .
C28 C 0.8830(2) 0.6393(3) 0.63875(13) 0.0314(6) Uani 1 1 d . . . . .
H28 H 0.9415 0.6564 0.6080 0.038 Uiso 1 1 calc R U . . .
C29 C 0.9569(3) 0.5577(3) 0.68887(16) 0.0492(8) Uani 1 1 d . . . . .
H29A H 0.9003 0.5323 0.7180 0.074 Uiso 1 1 calc R U . . .
H29B H 1.0291 0.6048 0.7107 0.074 Uiso 1 1 calc R U . . .
H29C H 0.9887 0.4836 0.6700 0.074 Uiso 1 1 calc R U . . .
C30 C 0.7687(3) 0.5701(3) 0.60494(18) 0.0477(8) Uani 1 1 d . . . . .
H30A H 0.7077 0.5533 0.6333 0.071 Uiso 1 1 calc R U . . .
H30B H 0.7970 0.4912 0.5891 0.071 Uiso 1 1 calc R U . . .
H30C H 0.7275 0.6210 0.5705 0.071 Uiso 1 1 calc R U . . .
C31 C 0.5632(2) 0.8373(2) 0.58707(12) 0.0238(5) Uani 1 1 d . . . . .
C32 C 0.4182(2) 0.8296(2) 0.66918(11) 0.0249(5) Uani 1 1 d . . . . .
C33 C 0.3307(3) 0.9283(2) 0.66264(13) 0.0294(6) Uani 1 1 d . . . . .
C34 C 0.2362(3) 0.9258(3) 0.70011(14) 0.0359(7) Uani 1 1 d . . . . .
H34 H 0.1755 0.9914 0.6973 0.043 Uiso 1 1 calc R U . . .
C35 C 0.2287(3) 0.8300(3) 0.74128(14) 0.0385(7) Uani 1 1 d . . . . .
H35 H 0.1623 0.8297 0.7659 0.046 Uiso 1 1 calc R U . . .
C36 C 0.3175(3) 0.7341(3) 0.74693(13) 0.0357(7) Uani 1 1 d . . . . .
H36 H 0.3122 0.6697 0.7761 0.043 Uiso 1 1 calc R U . . .
C37 C 0.4139(3) 0.7311(3) 0.71057(12) 0.0288(6) Uani 1 1 d . . . . .
C38 C 0.3383(3) 1.0310(3) 0.61699(14) 0.0420(7) Uani 1 1 d . . . . .
H38A H 0.2712 1.0924 0.6203 0.063 Uiso 1 1 calc R U . . .
H38B H 0.3264 0.9963 0.5752 0.063 Uiso 1 1 calc R U . . .
H38C H 0.4220 1.0713 0.6257 0.063 Uiso 1 1 calc R U . . .
C39 C 0.5087(3) 0.6267(3) 0.71540(15) 0.0411(7) Uani 1 1 d . . . . .
H39A H 0.4867 0.5645 0.7447 0.062 Uiso 1 1 calc R U . . .
H39B H 0.5944 0.6593 0.7298 0.062 Uiso 1 1 calc R U . . .
H39C H 0.5070 0.5879 0.6749 0.062 Uiso 1 1 calc R U . . .
C40 C 0.3916(2) 0.7344(3) 0.41145(12) 0.0271(5) Uani 1 1 d . . . . .
C41 C 0.3690(3) 0.6491(3) 0.36323(13) 0.0341(6) Uani 1 1 d . . . . .
C42 C 0.2808(3) 0.6668(3) 0.31062(14) 0.0422(8) Uani 1 1 d . . . . .
C43 C 0.2094(3) 0.7736(4) 0.30468(14) 0.0445(8) Uani 1 1 d . . . . .
C44 C 0.2245(3) 0.8595(3) 0.35135(14) 0.0388(7) Uani 1 1 d . . . . .
C45 C 0.3140(2) 0.8382(3) 0.40314(13) 0.0304(6) Uani 1 1 d . . . . .
F1 F 0.43266(16) 0.54018(17) 0.36652(8) 0.0447(4) Uani 1 1 d . . . . .
F2 F 0.2660(2) 0.5808(2) 0.26534(9) 0.0637(6) Uani 1 1 d . . . . .
F3 F 0.12503(18) 0.7944(2) 0.25309(9) 0.0634(6) Uani 1 1 d . . . . .
F4 F 0.15372(17) 0.96424(19) 0.34668(9) 0.0536(5) Uani 1 1 d . . . . .
F5 F 0.32194(15) 0.92829(15) 0.44705(8) 0.0368(4) Uani 1 1 d . . . . .
C46 C 0.4327(2) 0.6115(2) 0.51725(12) 0.0244(5) Uani 1 1 d . . . . .
C47 C 0.4644(2) 0.4875(2) 0.52691(12) 0.0285(6) Uani 1 1 d . . . . .
C48 C 0.3984(3) 0.4080(3) 0.56036(14) 0.0357(6) Uani 1 1 d . . . . .
C49 C 0.2983(3) 0.4522(3) 0.58732(14) 0.0376(7) Uani 1 1 d . . . . .
C50 C 0.2641(2) 0.5744(3) 0.57993(13) 0.0316(6) Uani 1 1 d . . . . .
C51 C 0.3297(2) 0.6499(2) 0.54478(12) 0.0255(5) Uani 1 1 d . . . . .
F6 F 0.56228(15) 0.43707(14) 0.50229(8) 0.0378(4) Uani 1 1 d . . . . .
F7 F 0.42924(19) 0.28660(16) 0.56603(10) 0.0548(5) Uani 1 1 d . . . . .
F8 F 0.23450(18) 0.37549(18) 0.62046(9) 0.0530(5) Uani 1 1 d . . . . .
F9 F 0.16621(16) 0.62001(17) 0.60549(8) 0.0441(4) Uani 1 1 d . . . . .
F10 F 0.28778(14) 0.76873(14) 0.53656(7) 0.0316(3) Uani 1 1 d . . . . .
C60 C 0.1174(6) 0.4967(7) 0.4316(2) 0.0902(19) Uani 1 1 d . . . . .
C61 C 0.0253(4) 0.4948(5) 0.4671(2) 0.0704(12) Uani 1 1 d . . . . .
C62 C -0.0124(4) 0.3827(5) 0.4886(2) 0.0678(12) Uani 1 1 d . . . . .
C63 C 0.0425(5) 0.2737(5) 0.4752(2) 0.0762(13) Uani 1 1 d . . . . .
C64 C 0.1379(6) 0.2760(7) 0.4389(3) 0.102(2) Uani 1 1 d . . . . .
C65 C 0.1744(6) 0.3917(9) 0.4165(3) 0.110(2) Uani 1 1 d . . . . .
D60 D 0.138(6) 0.585(6) 0.411(3) 0.132 Uiso 1 1 d . U . . .
D61 D -0.023(6) 0.569(6) 0.477(3) 0.132 Uiso 1 1 d . U . . .
D62 D -0.092(6) 0.385(5) 0.511(3) 0.132 Uiso 1 1 d . U . . .
D63 D 0.013(6) 0.197(6) 0.495(3) 0.132 Uiso 1 1 d . U . . .
D64 D 0.166(6) 0.205(7) 0.425(3) 0.132 Uiso 1 1 d . U . . .
D65 D 0.243(7) 0.376(6) 0.393(3) 0.132 Uiso 1 1 d . U . . .


#==============================================================================

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C31 1.754(3) . ?
P1 C1 1.838(2) . ?
P1 B1 2.060(3) . ?
B1 C46 1.630(4) . ?
B1 C40 1.632(4) . ?
B1 H1 1.10(3) . ?
N1 C31 1.161(3) . ?
N1 C32 1.401(3) . ?
C1 C6 1.413(3) . ?
C1 C2 1.415(3) . ?
C2 C3 1.398(3) . ?
C2 C7 1.499(3) . ?
C3 C4 1.384(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(3) . ?
C5 H5 0.9500 . ?
C6 C19 1.495(3) . ?
C7 C8 1.413(3) . ?
C7 C12 1.417(3) . ?
C8 C9 1.389(4) . ?
C8 C13 1.527(3) . ?
C9 C10 1.383(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(4) . ?
C11 H11 0.9500 . ?
C12 C16 1.531(4) . ?
C13 C14 1.527(4) . ?
C13 C15 1.537(4) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.528(4) . ?
C16 C18 1.528(4) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.411(4) . ?
C19 C20 1.416(4) . ?
C20 C21 1.388(4) . ?
C20 C25 1.526(4) . ?
C21 C22 1.374(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(4) . ?
C23 H23 0.9500 . ?
C24 C28 1.525(4) . ?
C25 C26 1.499(4) . ?
C25 C27 1.534(4) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.517(4) . ?
C28 C29 1.527(4) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 C37 1.400(4) . ?
C32 C33 1.402(4) . ?
C33 C34 1.389(4) . ?
C33 C38 1.501(4) . ?
C34 C35 1.380(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.388(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.389(4) . ?
C36 H36 0.9500 . ?
C37 C39 1.499(4) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C45 1.381(4) . ?
C40 C41 1.393(4) . ?
C41 F1 1.347(4) . ?
C41 C42 1.385(4) . ?
C42 F2 1.349(4) . ?
C42 C43 1.369(5) . ?
C43 F3 1.351(3) . ?
C43 C44 1.371(5) . ?
C44 F4 1.348(4) . ?
C44 C45 1.385(4) . ?
C45 F5 1.360(3) . ?
C46 C47 1.383(4) . ?
C46 C51 1.389(3) . ?
C47 F6 1.353(3) . ?
C47 C48 1.383(4) . ?
C48 F7 1.346(3) . ?
C48 C49 1.375(4) . ?
C49 F8 1.347(3) . ?
C49 C50 1.365(4) . ?
C50 F9 1.344(3) . ?
C50 C51 1.378(4) . ?
C51 F10 1.354(3) . ?
C60 C61 1.338(8) . ?
C60 C65 1.344(9) . ?
C60 D60 1.08(7) . ?
C61 C62 1.376(6) . ?
C61 D61 0.99(6) . ?
C62 C63 1.359(7) . ?
C62 D62 1.03(6) . ?
C63 C64 1.380(8) . ?
C63 D63 1.00(7) . ?
C64 C65 1.412(10) . ?
C64 D64 0.90(7) . ?
C65 D65 0.96(7) . ?

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
C31 P1 C1 108.30(11) . . ?
C31 P1 B1 101.38(12) . . ?
C1 P1 B1 112.61(11) . . ?
C46 B1 C40 108.7(2) . . ?
C46 B1 P1 114.15(18) . . ?
C40 B1 P1 110.52(18) . . ?
C46 B1 H1 110.6(14) . . ?
C40 B1 H1 110.1(15) . . ?
P1 B1 H1 102.7(14) . . ?
C31 N1 C32 165.1(3) . . ?
C6 C1 C2 119.3(2) . . ?
C6 C1 P1 125.99(17) . . ?
C2 C1 P1 114.18(17) . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 C7 117.8(2) . . ?
C1 C2 C7 123.3(2) . . ?
C4 C3 C2 121.9(2) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.6(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 C19 117.2(2) . . ?
C1 C6 C19 123.1(2) . . ?
C8 C7 C12 120.6(2) . . ?
C8 C7 C2 118.7(2) . . ?
C12 C7 C2 120.6(2) . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 C13 119.1(2) . . ?
C7 C8 C13 122.1(2) . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.4(2) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C7 118.2(2) . . ?
C11 C12 C16 119.9(2) . . ?
C7 C12 C16 121.8(2) . . ?
C8 C13 C14 114.5(2) . . ?
C8 C13 C15 109.3(2) . . ?
C14 C13 C15 109.1(2) . . ?
C8 C13 H13 107.9 . . ?
C14 C13 H13 107.9 . . ?
C15 C13 H13 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C18 108.9(3) . . ?
C17 C16 C12 113.9(3) . . ?
C18 C16 C12 111.2(2) . . ?
C17 C16 H16 107.5 . . ?
C18 C16 H16 107.5 . . ?
C12 C16 H16 107.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 121.2(2) . . ?
C24 C19 C6 121.9(2) . . ?
C20 C19 C6 116.6(2) . . ?
C21 C20 C19 118.4(3) . . ?
C21 C20 C25 119.4(2) . . ?
C19 C20 C25 122.1(2) . . ?
C22 C21 C20 120.6(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C24 121.1(3) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C19 117.6(2) . . ?
C23 C24 C28 121.7(2) . . ?
C19 C24 C28 120.7(2) . . ?
C26 C25 C20 113.3(3) . . ?
C26 C25 C27 110.9(3) . . ?
C20 C25 C27 109.6(2) . . ?
C26 C25 H25 107.6 . . ?
C20 C25 H25 107.6 . . ?
C27 C25 H25 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C30 C28 C24 111.6(2) . . ?
C30 C28 C29 110.8(3) . . ?
C24 C28 C29 113.4(3) . . ?
C30 C28 H28 106.9 . . ?
C24 C28 H28 106.9 . . ?
C29 C28 H28 106.9 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 P1 157.7(2) . . ?
C37 C32 N1 118.7(2) . . ?
C37 C32 C33 123.5(2) . . ?
N1 C32 C33 117.6(2) . . ?
C34 C33 C32 116.7(3) . . ?
C34 C33 C38 121.7(3) . . ?
C32 C33 C38 121.5(2) . . ?
C35 C34 C33 121.4(3) . . ?
C35 C34 H34 119.3 . . ?
C33 C34 H34 119.3 . . ?
C34 C35 C36 120.4(3) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C37 120.9(3) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C36 C37 C32 117.0(3) . . ?
C36 C37 C39 121.3(3) . . ?
C32 C37 C39 121.6(2) . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C33 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C45 C40 C41 113.6(2) . . ?
C45 C40 B1 128.7(2) . . ?
C41 C40 B1 117.7(2) . . ?
F1 C41 C42 115.7(3) . . ?
F1 C41 C40 120.2(2) . . ?
C42 C41 C40 124.1(3) . . ?
F2 C42 C43 120.2(3) . . ?
F2 C42 C41 120.6(3) . . ?
C43 C42 C41 119.2(3) . . ?
F3 C43 C42 120.3(3) . . ?
F3 C43 C44 120.2(3) . . ?
C42 C43 C44 119.5(3) . . ?
F4 C44 C43 120.3(3) . . ?
F4 C44 C45 120.3(3) . . ?
C43 C44 C45 119.4(3) . . ?
F5 C45 C40 120.6(2) . . ?
F5 C45 C44 115.2(3) . . ?
C40 C45 C44 124.2(3) . . ?
C47 C46 C51 114.1(2) . . ?
C47 C46 B1 122.2(2) . . ?
C51 C46 B1 123.2(2) . . ?
F6 C47 C46 120.5(2) . . ?
F6 C47 C48 116.4(2) . . ?
C46 C47 C48 123.1(3) . . ?
F7 C48 C49 119.1(3) . . ?
F7 C48 C47 120.8(3) . . ?
C49 C48 C47 120.0(3) . . ?
F8 C49 C50 120.4(3) . . ?
F8 C49 C48 120.3(3) . . ?
C50 C49 C48 119.3(2) . . ?
F9 C50 C49 120.6(2) . . ?
F9 C50 C51 120.4(2) . . ?
C49 C50 C51 119.0(3) . . ?
F10 C51 C50 116.5(2) . . ?
F10 C51 C46 119.1(2) . . ?
C50 C51 C46 124.4(2) . . ?
C61 C60 C65 121.7(6) . . ?
C61 C60 D60 118(3) . . ?
C65 C60 D60 120(3) . . ?
C60 C61 C62 119.2(6) . . ?
C60 C61 D61 124(4) . . ?
C62 C61 D61 116(4) . . ?
C63 C62 C61 121.6(5) . . ?
C63 C62 D62 122(3) . . ?
C61 C62 D62 116(3) . . ?
C62 C63 C64 119.0(5) . . ?
C62 C63 D63 117(4) . . ?
C64 C63 D63 124(4) . . ?
C63 C64 C65 118.7(6) . . ?
C63 C64 D64 120(4) . . ?
C65 C64 D64 120(4) . . ?
C60 C65 C64 119.7(5) . . ?
C60 C65 D65 133(4) . . ?
C64 C65 D65 107(4) . . ?

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
C31 P1 C1 C6 -6.4(2) . . . . ?
B1 P1 C1 C6 -117.7(2) . . . . ?
C31 P1 C1 C2 -177.73(17) . . . . ?
B1 P1 C1 C2 71.0(2) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
P1 C1 C2 C3 172.58(19) . . . . ?
C6 C1 C2 C7 -179.9(2) . . . . ?
P1 C1 C2 C7 -8.0(3) . . . . ?
C1 C2 C3 C4 3.2(4) . . . . ?
C7 C2 C3 C4 -176.3(2) . . . . ?
C2 C3 C4 C5 -3.0(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 C1 4.8(4) . . . . ?
C4 C5 C6 C19 -167.0(2) . . . . ?
C2 C1 C6 C5 -4.5(3) . . . . ?
P1 C1 C6 C5 -175.41(18) . . . . ?
C2 C1 C6 C19 166.8(2) . . . . ?
P1 C1 C6 C19 -4.1(3) . . . . ?
C3 C2 C7 C8 71.9(3) . . . . ?
C1 C2 C7 C8 -107.5(3) . . . . ?
C3 C2 C7 C12 -103.9(3) . . . . ?
C1 C2 C7 C12 76.7(3) . . . . ?
C12 C7 C8 C9 -3.6(3) . . . . ?
C2 C7 C8 C9 -179.3(2) . . . . ?
C12 C7 C8 C13 171.9(2) . . . . ?
C2 C7 C8 C13 -3.9(3) . . . . ?
C7 C8 C9 C10 1.8(4) . . . . ?
C13 C8 C9 C10 -173.8(2) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 -1.0(4) . . . . ?
C10 C11 C12 C7 -0.7(4) . . . . ?
C10 C11 C12 C16 175.5(2) . . . . ?
C8 C7 C12 C11 3.0(3) . . . . ?
C2 C7 C12 C11 178.7(2) . . . . ?
C8 C7 C12 C16 -173.1(2) . . . . ?
C2 C7 C12 C16 2.6(3) . . . . ?
C9 C8 C13 C14 -50.0(3) . . . . ?
C7 C8 C13 C14 134.6(3) . . . . ?
C9 C8 C13 C15 72.7(3) . . . . ?
C7 C8 C13 C15 -102.7(3) . . . . ?
C11 C12 C16 C17 36.1(3) . . . . ?
C7 C12 C16 C17 -147.8(3) . . . . ?
C11 C12 C16 C18 -87.4(3) . . . . ?
C7 C12 C16 C18 88.7(3) . . . . ?
C5 C6 C19 C24 -83.3(3) . . . . ?
C1 C6 C19 C24 105.2(3) . . . . ?
C5 C6 C19 C20 90.6(3) . . . . ?
C1 C6 C19 C20 -80.9(3) . . . . ?
C24 C19 C20 C21 -5.1(4) . . . . ?
C6 C19 C20 C21 -179.1(2) . . . . ?
C24 C19 C20 C25 170.9(2) . . . . ?
C6 C19 C20 C25 -3.0(3) . . . . ?
C19 C20 C21 C22 2.4(4) . . . . ?
C25 C20 C21 C22 -173.7(3) . . . . ?
C20 C21 C22 C23 1.1(5) . . . . ?
C21 C22 C23 C24 -2.0(5) . . . . ?
C22 C23 C24 C19 -0.6(4) . . . . ?
C22 C23 C24 C28 179.3(3) . . . . ?
C20 C19 C24 C23 4.2(4) . . . . ?
C6 C19 C24 C23 177.8(2) . . . . ?
C20 C19 C24 C28 -175.7(2) . . . . ?
C6 C19 C24 C28 -2.1(4) . . . . ?
C21 C20 C25 C26 -54.0(4) . . . . ?
C19 C20 C25 C26 130.0(3) . . . . ?
C21 C20 C25 C27 70.5(3) . . . . ?
C19 C20 C25 C27 -105.5(3) . . . . ?
C23 C24 C28 C30 97.4(3) . . . . ?
C19 C24 C28 C30 -82.7(3) . . . . ?
C23 C24 C28 C29 -28.6(4) . . . . ?
C19 C24 C28 C29 151.3(3) . . . . ?
C32 N1 C31 P1 -29.8(14) . . . . ?
C1 P1 C31 N1 -179.8(6) . . . . ?
B1 P1 C31 N1 -61.1(6) . . . . ?
C31 N1 C32 C37 151.6(9) . . . . ?
C31 N1 C32 C33 -23.6(11) . . . . ?
C37 C32 C33 C34 0.4(4) . . . . ?
N1 C32 C33 C34 175.3(2) . . . . ?
C37 C32 C33 C38 -179.2(3) . . . . ?
N1 C32 C33 C38 -4.2(4) . . . . ?
C32 C33 C34 C35 -0.6(4) . . . . ?
C38 C33 C34 C35 179.0(3) . . . . ?
C33 C34 C35 C36 1.1(4) . . . . ?
C34 C35 C36 C37 -1.3(4) . . . . ?
C35 C36 C37 C32 1.1(4) . . . . ?
C35 C36 C37 C39 -178.8(3) . . . . ?
N1 C32 C37 C36 -175.5(2) . . . . ?
C33 C32 C37 C36 -0.6(4) . . . . ?
N1 C32 C37 C39 4.3(4) . . . . ?
C33 C32 C37 C39 179.2(3) . . . . ?
C46 B1 C40 C45 93.3(3) . . . . ?
P1 B1 C40 C45 -32.7(3) . . . . ?
C46 B1 C40 C41 -84.2(3) . . . . ?
P1 B1 C40 C41 149.8(2) . . . . ?
C45 C40 C41 F1 -176.4(2) . . . . ?
B1 C40 C41 F1 1.5(4) . . . . ?
C45 C40 C41 C42 2.0(4) . . . . ?
B1 C40 C41 C42 179.9(3) . . . . ?
F1 C41 C42 F2 -2.8(4) . . . . ?
C40 C41 C42 F2 178.8(2) . . . . ?
F1 C41 C42 C43 178.0(2) . . . . ?
C40 C41 C42 C43 -0.4(4) . . . . ?
F2 C42 C43 F3 -1.0(4) . . . . ?
C41 C42 C43 F3 178.3(2) . . . . ?
F2 C42 C43 C44 179.4(3) . . . . ?
C41 C42 C43 C44 -1.4(4) . . . . ?
F3 C43 C44 F4 1.3(4) . . . . ?
C42 C43 C44 F4 -179.0(3) . . . . ?
F3 C43 C44 C45 -178.2(2) . . . . ?
C42 C43 C44 C45 1.5(4) . . . . ?
C41 C40 C45 F5 178.1(2) . . . . ?
B1 C40 C45 F5 0.5(4) . . . . ?
C41 C40 C45 C44 -1.9(4) . . . . ?
B1 C40 C45 C44 -179.5(2) . . . . ?
F4 C44 C45 F5 0.8(4) . . . . ?
C43 C44 C45 F5 -179.8(2) . . . . ?
F4 C44 C45 C40 -179.2(2) . . . . ?
C43 C44 C45 C40 0.2(4) . . . . ?
C40 B1 C46 C47 112.1(3) . . . . ?
P1 B1 C46 C47 -124.0(2) . . . . ?
C40 B1 C46 C51 -59.5(3) . . . . ?
P1 B1 C46 C51 64.4(3) . . . . ?
C51 C46 C47 F6 179.4(2) . . . . ?
B1 C46 C47 F6 7.1(4) . . . . ?
C51 C46 C47 C48 0.8(4) . . . . ?
B1 C46 C47 C48 -171.5(3) . . . . ?
F6 C47 C48 F7 -1.8(4) . . . . ?
C46 C47 C48 F7 176.9(3) . . . . ?
F6 C47 C48 C49 179.5(3) . . . . ?
C46 C47 C48 C49 -1.9(5) . . . . ?
F7 C48 C49 F8 1.9(4) . . . . ?
C47 C48 C49 F8 -179.3(3) . . . . ?
F7 C48 C49 C50 -177.8(3) . . . . ?
C47 C48 C49 C50 0.9(5) . . . . ?
F8 C49 C50 F9 -0.1(4) . . . . ?
C48 C49 C50 F9 179.7(3) . . . . ?
F8 C49 C50 C51 -178.8(3) . . . . ?
C48 C49 C50 C51 1.0(4) . . . . ?
F9 C50 C51 F10 -1.7(4) . . . . ?
C49 C50 C51 F10 176.9(2) . . . . ?
F9 C50 C51 C46 179.2(2) . . . . ?
C49 C50 C51 C46 -2.1(4) . . . . ?
C47 C46 C51 F10 -177.8(2) . . . . ?
B1 C46 C51 F10 -5.6(4) . . . . ?
C47 C46 C51 C50 1.2(4) . . . . ?
B1 C46 C51 C50 173.4(3) . . . . ?
C65 C60 C61 C62 -0.2(8) . . . . ?
C60 C61 C62 C63 0.7(7) . . . . ?
C61 C62 C63 C64 -0.3(8) . . . . ?
C62 C63 C64 C65 -0.4(8) . . . . ?
C61 C60 C65 C64 -0.6(9) . . . . ?
C63 C64 C65 C60 0.9(9) . . . . ?

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041


