# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_DipPIMe2_cmpd1b
_database_code_depnum_ccdc_archive 'CCDC 2289296'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

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

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H25 N2 P'
_chemical_formula_sum            'C17 H25 N2 P'
_chemical_formula_weight         288.36

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   8.0396(2)
_cell_length_b                   15.6897(4)
_cell_length_c                   58.4856(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7377.3(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9139
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      28.81

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.038
_exptl_crystal_F_000             2496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.408
_exptl_crystal_size_mid          0.389
_exptl_crystal_size_min          0.104
_exptl_absorpt_coefficient_mu    0.143
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_T_max  0.985
_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            91471
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -82
_diffrn_reflns_limit_l_max       82
_diffrn_reflns_theta_min         1.393
_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             10753
_reflns_number_gt                9313
_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-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3v2020.1 (Farrugia, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

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

# 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.
 
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 -0.013  0.000  0.000       195        44 ' '
   2 -0.010  0.000  0.500       195        44 ' '
   3 -0.006  0.500  0.000       195        44 ' '
   4 -0.019  0.500  0.500       195        44 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details                           ?
Overall the unit cell contains four molecules of C6H14,
which were treated as diffuse contribution to the overall
scattering using Platon/Squeeze

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0422P)²+9.4483P] 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         10753
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.1811
_refine_ls_wR_factor_gt          0.1771
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_restrained_S_all      1.199
_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 0.5445(3) 0.74032(13) 0.30404(4) 0.0256(4) Uani 1 1 d . . . . .
C2 C 0.5285(3) 0.65022(14) 0.30340(4) 0.0299(4) Uani 1 1 d . . . . .
C3 C 0.4405(3) 0.61261(15) 0.28559(4) 0.0366(5) Uani 1 1 d . . . . .
H3 H 0.433292 0.552226 0.284952 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3637(3) 0.65993(17) 0.26891(4) 0.0389(5) Uani 1 1 d . . . . .
H4 H 0.301609 0.632629 0.257188 0.047 Uiso 1 1 calc R U . . .
C5 C 0.3776(3) 0.74775(16) 0.26935(4) 0.0341(5) Uani 1 1 d . . . . .
H5 H 0.324142 0.780682 0.257871 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4689(3) 0.78874(14) 0.28638(4) 0.0290(4) Uani 1 1 d . . . . .
C7 C 0.6007(4) 0.59319(15) 0.32167(5) 0.0399(6) Uani 1 1 d . . . . .
H7 H 0.675418 0.628928 0.331415 0.048 Uiso 1 1 calc R U . . .
C8 C 0.7051(7) 0.5215(3) 0.31172(7) 0.0907(15) Uani 1 1 d . . . . .
H8A H 0.633743 0.483373 0.302780 0.136 Uiso 1 1 calc R U . . .
H8B H 0.757374 0.489390 0.324165 0.136 Uiso 1 1 calc R U . . .
H8C H 0.791412 0.545528 0.301803 0.136 Uiso 1 1 calc R U . . .
C9 C 0.4626(5) 0.5582(2) 0.33704(6) 0.0628(9) Uani 1 1 d . . . . .
H9A H 0.403341 0.605697 0.344258 0.094 Uiso 1 1 calc R U . . .
H9B H 0.511541 0.521844 0.348893 0.094 Uiso 1 1 calc R U . . .
H9C H 0.384642 0.524705 0.327825 0.094 Uiso 1 1 calc R U . . .
C10 C 0.4819(3) 0.88550(15) 0.28594(4) 0.0363(5) Uani 1 1 d . . . . .
H10 H 0.587005 0.901083 0.294077 0.044 Uiso 1 1 calc R U . . .
C11 C 0.4926(4) 0.9234(2) 0.26194(5) 0.0522(7) Uani 1 1 d . . . . .
H11A H 0.580563 0.894489 0.253318 0.078 Uiso 1 1 calc R U . . .
H11B H 0.518207 0.984361 0.263012 0.078 Uiso 1 1 calc R U . . .
H11C H 0.385963 0.915753 0.254095 0.078 Uiso 1 1 calc R U . . .
C12 C 0.3388(4) 0.92555(18) 0.29923(5) 0.0520(7) Uani 1 1 d . . . . .
H12A H 0.349310 0.987760 0.298825 0.078 Uiso 1 1 calc R U . . .
H12B H 0.342265 0.905945 0.315137 0.078 Uiso 1 1 calc R U . . .
H12C H 0.232882 0.908699 0.292287 0.078 Uiso 1 1 calc R U . . .
C13 C 0.8446(3) 0.76704(14) 0.32934(4) 0.0292(4) Uani 1 1 d . . . . .
C14 C 1.1029(3) 0.7522(2) 0.34361(5) 0.0457(6) Uani 1 1 d . . . . .
H14 H 1.193472 0.753351 0.354038 0.055 Uiso 1 1 calc R U . . .
C15 C 1.1089(3) 0.7264(2) 0.32202(5) 0.0469(7) Uani 1 1 d . . . . .
H15 H 1.204232 0.705952 0.314142 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8835(4) 0.81335(19) 0.36966(4) 0.0449(6) Uani 1 1 d . . . . .
H16A H 0.864560 0.874601 0.367678 0.067 Uiso 1 1 calc R U . . .
H16B H 0.967614 0.804303 0.381549 0.067 Uiso 1 1 calc R U . . .
H16C H 0.779327 0.785696 0.374207 0.067 Uiso 1 1 calc R U . . .
C17 C 0.9139(4) 0.7299(3) 0.28876(4) 0.0571(9) Uani 1 1 d . . . . .
H17A H 0.855997 0.781718 0.283859 0.086 Uiso 1 1 calc R U . . .
H17B H 0.843417 0.680176 0.285782 0.086 Uiso 1 1 calc R U . . .
H17C H 1.018353 0.724258 0.280250 0.086 Uiso 1 1 calc R U . . .
C18 C 0.2519(3) 0.64889(13) 0.42847(3) 0.0280(4) Uani 1 1 d . . . . .
C19 C 0.1898(3) 0.69455(14) 0.44762(4) 0.0292(4) Uani 1 1 d . . . . .
C20 C 0.2994(3) 0.72623(16) 0.46388(4) 0.0358(5) Uani 1 1 d . . . . .
H20 H 0.257278 0.757733 0.476486 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4684(3) 0.71276(19) 0.46206(4) 0.0422(6) Uani 1 1 d . . . . .
H21 H 0.542255 0.735608 0.473161 0.051 Uiso 1 1 calc R U . . .
C22 C 0.5294(3) 0.66550(17) 0.44386(4) 0.0377(5) Uani 1 1 d . . . . .
H22 H 0.645385 0.654514 0.442919 0.045 Uiso 1 1 calc R U . . .
C23 C 0.4246(3) 0.63379(14) 0.42693(4) 0.0313(4) Uani 1 1 d . . . . .
C24 C 0.0048(3) 0.71052(15) 0.45055(4) 0.0333(5) Uani 1 1 d . . . . .
H24 H -0.055275 0.663710 0.442397 0.040 Uiso 1 1 calc R U . . .
C25 C -0.0474(4) 0.79431(18) 0.43948(5) 0.0455(6) Uani 1 1 d . . . . .
H25A H 0.006682 0.841848 0.447410 0.068 Uiso 1 1 calc R U . . .
H25B H -0.168441 0.800624 0.440560 0.068 Uiso 1 1 calc R U . . .
H25C H -0.014076 0.794330 0.423367 0.068 Uiso 1 1 calc R U . . .
C26 C -0.0512(4) 0.7084(2) 0.47569(5) 0.0508(7) Uani 1 1 d . . . . .
H26A H -0.005393 0.757768 0.483769 0.076 Uiso 1 1 calc R U . . .
H26B H -0.011057 0.655862 0.482897 0.076 Uiso 1 1 calc R U . . .
H26C H -0.172980 0.710042 0.476414 0.076 Uiso 1 1 calc R U . . .
C27 C 0.5043(3) 0.58729(17) 0.40683(4) 0.0383(5) Uani 1 1 d . . . . .
H27 H 0.413698 0.560576 0.397558 0.046 Uiso 1 1 calc R U . . .
C28 C 0.6246(4) 0.51693(19) 0.41431(6) 0.0575(8) Uani 1 1 d . . . . .
H28A H 0.720437 0.542527 0.422053 0.086 Uiso 1 1 calc R U . . .
H28B H 0.662607 0.485242 0.400854 0.086 Uiso 1 1 calc R U . . .
H28C H 0.567588 0.478005 0.424820 0.086 Uiso 1 1 calc R U . . .
C29 C 0.5952(4) 0.65145(19) 0.39177(5) 0.0475(7) Uani 1 1 d . . . . .
H29A H 0.517055 0.695539 0.386716 0.071 Uiso 1 1 calc R U . . .
H29B H 0.641451 0.622179 0.378409 0.071 Uiso 1 1 calc R U . . .
H29C H 0.685458 0.677894 0.400516 0.071 Uiso 1 1 calc R U . . .
C30 C 0.1112(3) 0.51453(14) 0.40213(4) 0.0306(4) Uani 1 1 d . . . . .
C31 C 0.1153(4) 0.37179(17) 0.40697(5) 0.0480(7) Uani 1 1 d . . . . .
H31 H 0.128792 0.317512 0.413924 0.058 Uiso 1 1 calc R U . . .
C32 C 0.0662(4) 0.38683(17) 0.38554(5) 0.0459(6) Uani 1 1 d . . . . .
H32 H 0.038028 0.344978 0.374456 0.055 Uiso 1 1 calc R U . . .
C33 C 0.1707(4) 0.46151(17) 0.44156(4) 0.0452(6) Uani 1 1 d . . . . .
H33A H 0.285806 0.479510 0.444192 0.068 Uiso 1 1 calc R U . . .
H33B H 0.150333 0.407375 0.449431 0.068 Uiso 1 1 calc R U . . .
H33C H 0.094569 0.505020 0.447483 0.068 Uiso 1 1 calc R U . . .
C34 C 0.0160(4) 0.51826(19) 0.36168(4) 0.0454(6) Uani 1 1 d . . . . .
H34A H -0.092564 0.545402 0.363892 0.068 Uiso 1 1 calc R U . . .
H34B H 0.009143 0.477407 0.349042 0.068 Uiso 1 1 calc R U . . .
H34C H 0.099277 0.561878 0.358082 0.068 Uiso 1 1 calc R U . . .
P1 P 0.63229(8) 0.79697(4) 0.32902(2) 0.03124(14) Uani 1 1 d . . . . .
P2 P 0.10887(9) 0.62690(4) 0.40444(2) 0.03431(15) Uani 1 1 d . . . . .
N1 N 0.9414(3) 0.77693(13) 0.34826(3) 0.0344(4) Uani 1 1 d . . . . .
N2 N 0.9496(2) 0.73513(15) 0.31309(3) 0.0371(5) Uani 1 1 d . . . . .
N3 N 0.1429(3) 0.45061(13) 0.41721(4) 0.0367(4) Uani 1 1 d . . . . .
N4 N 0.0636(3) 0.47423(13) 0.38234(4) 0.0353(4) 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 1.419(3) . ?
C1 C2 1.420(3) . ?
C1 P1 1.850(2) . ?
C2 C3 1.391(3) . ?
C2 C7 1.510(3) . ?
C3 C4 1.373(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(3) . ?
C5 H5 0.9500 . ?
C6 C10 1.522(3) . ?
C7 C8 1.519(4) . ?
C7 C9 1.530(4) . ?
C7 H7 1.0000 . ?
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 C12 1.524(4) . ?
C10 C11 1.527(4) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N1 1.361(3) . ?
C13 N2 1.366(3) . ?
C13 P1 1.771(2) . ?
C14 C15 1.327(4) . ?
C14 N1 1.382(3) . ?
C14 H14 0.9500 . ?
C15 N2 1.390(3) . ?
C15 H15 0.9500 . ?
C16 N1 1.453(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 N2 1.453(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C23 1.411(3) . ?
C18 C19 1.420(3) . ?
C18 P2 1.849(2) . ?
C19 C20 1.389(3) . ?
C19 C24 1.518(3) . ?
C20 C21 1.379(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.387(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(3) . ?
C22 H22 0.9500 . ?
C23 C27 1.525(3) . ?
C24 C25 1.524(4) . ?
C24 C26 1.538(4) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C29 1.524(4) . ?
C27 C28 1.531(4) . ?
C27 H27 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 N3 1.360(3) . ?
C30 N4 1.373(3) . ?
C30 P2 1.768(2) . ?
C31 C32 1.335(4) . ?
C31 N3 1.392(3) . ?
C31 H31 0.9500 . ?
C32 N4 1.384(3) . ?
C32 H32 0.9500 . ?
C33 N3 1.451(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 N4 1.443(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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 118.4(2) . . ?
C6 C1 P1 118.76(16) . . ?
C2 C1 P1 122.25(17) . . ?
C3 C2 C1 119.2(2) . . ?
C3 C2 C7 118.3(2) . . ?
C1 C2 C7 122.5(2) . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 121.0(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.9(2) . . ?
C5 C6 C10 119.0(2) . . ?
C1 C6 C10 121.1(2) . . ?
C2 C7 C8 112.3(2) . . ?
C2 C7 C9 110.5(2) . . ?
C8 C7 C9 111.1(3) . . ?
C2 C7 H7 107.6 . . ?
C8 C7 H7 107.6 . . ?
C9 C7 H7 107.6 . . ?
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 . . ?
C6 C10 C12 110.5(2) . . ?
C6 C10 C11 114.1(2) . . ?
C12 C10 C11 110.5(2) . . ?
C6 C10 H10 107.1 . . ?
C12 C10 H10 107.1 . . ?
C11 C10 H10 107.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 104.7(2) . . ?
N1 C13 P1 121.97(18) . . ?
N2 C13 P1 133.26(17) . . ?
C15 C14 N1 107.9(2) . . ?
C15 C14 H14 126.1 . . ?
N1 C14 H14 126.1 . . ?
C14 C15 N2 107.1(2) . . ?
C14 C15 H15 126.4 . . ?
N2 C15 H15 126.4 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 118.8(2) . . ?
C23 C18 P2 122.14(17) . . ?
C19 C18 P2 118.34(17) . . ?
C20 C19 C18 119.8(2) . . ?
C20 C19 C24 119.0(2) . . ?
C18 C19 C24 121.1(2) . . ?
C21 C20 C19 121.2(2) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 119.3(2) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C21 C22 C23 121.5(2) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C22 C23 C18 119.3(2) . . ?
C22 C23 C27 117.7(2) . . ?
C18 C23 C27 122.9(2) . . ?
C19 C24 C25 111.4(2) . . ?
C19 C24 C26 113.0(2) . . ?
C25 C24 C26 110.1(2) . . ?
C19 C24 H24 107.3 . . ?
C25 C24 H24 107.3 . . ?
C26 C24 H24 107.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C29 C27 C23 109.3(2) . . ?
C29 C27 C28 109.8(2) . . ?
C23 C27 C28 113.0(2) . . ?
C29 C27 H27 108.2 . . ?
C23 C27 H27 108.2 . . ?
C28 C27 H27 108.2 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 N4 105.03(19) . . ?
N3 C30 P2 133.47(17) . . ?
N4 C30 P2 121.36(18) . . ?
C32 C31 N3 107.1(2) . . ?
C32 C31 H31 126.4 . . ?
N3 C31 H31 126.4 . . ?
C31 C32 N4 107.8(2) . . ?
C31 C32 H32 126.1 . . ?
N4 C32 H32 126.1 . . ?
N3 C33 H33A 109.5 . . ?
N3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N4 C34 H34A 109.5 . . ?
N4 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N4 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C13 P1 C1 104.41(10) . . ?
C30 P2 C18 103.74(10) . . ?
C13 N1 C14 110.2(2) . . ?
C13 N1 C16 124.2(2) . . ?
C14 N1 C16 125.5(2) . . ?
C13 N2 C15 110.1(2) . . ?
C13 N2 C17 125.4(2) . . ?
C15 N2 C17 123.0(2) . . ?
C30 N3 C31 110.3(2) . . ?
C30 N3 C33 125.3(2) . . ?
C31 N3 C33 123.5(2) . . ?
C30 N4 C32 109.8(2) . . ?
C30 N4 C34 124.0(2) . . ?
C32 N4 C34 126.3(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
C6 C1 C2 C3 0.2(3) . . . . ?
P1 C1 C2 C3 170.99(18) . . . . ?
C6 C1 C2 C7 -178.5(2) . . . . ?
P1 C1 C2 C7 -7.7(3) . . . . ?
C1 C2 C3 C4 -2.1(4) . . . . ?
C7 C2 C3 C4 176.7(2) . . . . ?
C2 C3 C4 C5 1.9(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C4 C5 C6 C1 -2.1(4) . . . . ?
C4 C5 C6 C10 179.3(2) . . . . ?
C2 C1 C6 C5 1.8(3) . . . . ?
P1 C1 C6 C5 -169.27(17) . . . . ?
C2 C1 C6 C10 -179.7(2) . . . . ?
P1 C1 C6 C10 9.2(3) . . . . ?
C3 C2 C7 C8 52.1(4) . . . . ?
C1 C2 C7 C8 -129.2(3) . . . . ?
C3 C2 C7 C9 -72.6(3) . . . . ?
C1 C2 C7 C9 106.1(3) . . . . ?
C5 C6 C10 C12 89.1(3) . . . . ?
C1 C6 C10 C12 -89.4(3) . . . . ?
C5 C6 C10 C11 -36.2(3) . . . . ?
C1 C6 C10 C11 145.3(2) . . . . ?
N1 C14 C15 N2 -0.1(3) . . . . ?
C23 C18 C19 C20 2.5(3) . . . . ?
P2 C18 C19 C20 -167.81(18) . . . . ?
C23 C18 C19 C24 -178.2(2) . . . . ?
P2 C18 C19 C24 11.4(3) . . . . ?
C18 C19 C20 C21 -1.3(4) . . . . ?
C24 C19 C20 C21 179.5(2) . . . . ?
C19 C20 C21 C22 -1.1(4) . . . . ?
C20 C21 C22 C23 2.3(4) . . . . ?
C21 C22 C23 C18 -1.0(4) . . . . ?
C21 C22 C23 C27 176.3(2) . . . . ?
C19 C18 C23 C22 -1.4(3) . . . . ?
P2 C18 C23 C22 168.54(19) . . . . ?
C19 C18 C23 C27 -178.5(2) . . . . ?
P2 C18 C23 C27 -8.6(3) . . . . ?
C20 C19 C24 C25 88.6(3) . . . . ?
C18 C19 C24 C25 -90.6(3) . . . . ?
C20 C19 C24 C26 -36.0(3) . . . . ?
C18 C19 C24 C26 144.7(2) . . . . ?
C22 C23 C27 C29 -71.2(3) . . . . ?
C18 C23 C27 C29 106.0(3) . . . . ?
C22 C23 C27 C28 51.3(3) . . . . ?
C18 C23 C27 C28 -131.5(3) . . . . ?
N3 C31 C32 N4 0.2(4) . . . . ?
N1 C13 P1 C1 -162.30(18) . . . . ?
N2 C13 P1 C1 20.6(3) . . . . ?
C6 C1 P1 C13 -121.46(17) . . . . ?
C2 C1 P1 C13 67.8(2) . . . . ?
N3 C30 P2 C18 25.6(3) . . . . ?
N4 C30 P2 C18 -159.44(19) . . . . ?
C23 C18 P2 C30 67.9(2) . . . . ?
C19 C18 P2 C30 -122.10(18) . . . . ?
N2 C13 N1 C14 0.5(3) . . . . ?
P1 C13 N1 C14 -177.38(19) . . . . ?
N2 C13 N1 C16 176.9(2) . . . . ?
P1 C13 N1 C16 -0.9(3) . . . . ?
C15 C14 N1 C13 -0.2(3) . . . . ?
C15 C14 N1 C16 -176.7(3) . . . . ?
N1 C13 N2 C15 -0.5(3) . . . . ?
P1 C13 N2 C15 177.0(2) . . . . ?
N1 C13 N2 C17 -166.8(3) . . . . ?
P1 C13 N2 C17 10.7(4) . . . . ?
C14 C15 N2 C13 0.4(3) . . . . ?
C14 C15 N2 C17 167.1(3) . . . . ?
N4 C30 N3 C31 -0.1(3) . . . . ?
P2 C30 N3 C31 175.4(2) . . . . ?
N4 C30 N3 C33 -169.2(2) . . . . ?
P2 C30 N3 C33 6.3(4) . . . . ?
C32 C31 N3 C30 -0.1(3) . . . . ?
C32 C31 N3 C33 169.3(3) . . . . ?
N3 C30 N4 C32 0.2(3) . . . . ?
P2 C30 N4 C32 -176.0(2) . . . . ?
N3 C30 N4 C34 179.3(2) . . . . ?
P2 C30 N4 C34 3.1(3) . . . . ?
C31 C32 N4 C30 -0.2(3) . . . . ?
C31 C32 N4 C34 -179.3(3) . . . . ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.057


####################################################################### 
# 
# 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_ax1806_TipPIMe4_cmpd2c
_database_code_depnum_ccdc_archive 'CCDC 2289298'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-09-21 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

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

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H35 N2 P'
_chemical_formula_sum            'C22 H35 N2 P'
_chemical_formula_weight         358.49

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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   30.2653(7)
_cell_length_b                   9.5140(2)
_cell_length_c                   15.0351(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4329.27(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      66.58

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.151
_shelx_estimated_absorpt_T_min   0.778
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.778
_exptl_absorpt_correction_T_max  0.945
_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            34196
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.920
_diffrn_reflns_theta_max         65.979
_diffrn_reflns_theta_full        65.979
_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 0.930
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             7020
_reflns_number_gt                6730
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.854
_reflns_Friedel_fraction_full    0.854

_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-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3v2020.1 (Farrugia, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

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

# 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 C13-15 iPr group was found to be disordered
 and was split into 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0541P)²+0.2906P] 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_abs_structure_details 
;
 Flack x determined using 2758 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.042(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7020
_refine_ls_number_parameters     497
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0844
_refine_ls_wR_factor_gt          0.0829
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.038
_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 0.89655(2) 0.68947(6) 0.85158(5) 0.03462(16) Uani 1 1 d . . . . .
N1 N 0.93707(6) 0.41255(19) 0.85954(15) 0.0292(4) Uani 1 1 d . . . . .
N2 N 0.86602(6) 0.4237(2) 0.87757(13) 0.0273(4) Uani 1 1 d . . . . .
C1 C 0.95413(7) 0.7575(2) 0.84859(19) 0.0287(5) Uani 1 1 d . . . . .
C2 C 0.97195(8) 0.8058(2) 0.76700(17) 0.0282(5) Uani 1 1 d . . . . .
C3 C 1.01348(8) 0.8692(2) 0.76646(17) 0.0278(5) Uani 1 1 d . . . . .
H3 H 1.025027 0.901991 0.711493 0.033 Uiso 1 1 calc R U . . .
C4 C 1.03861(7) 0.8863(2) 0.84264(17) 0.0261(4) Uani 1 1 d . . . . .
C5 C 1.02075(8) 0.8397(3) 0.92253(18) 0.0313(5) Uani 1 1 d . . . . .
H5 H 1.037410 0.850712 0.975626 0.038 Uiso 1 1 calc R U . . .
C6 C 0.97905(8) 0.7770(2) 0.92716(18) 0.0307(5) Uani 1 1 d . . . . .
C7 C 0.94667(8) 0.7915(3) 0.6801(2) 0.0376(6) Uani 1 1 d . . . . .
H7 H 0.926170 0.709760 0.687024 0.045 Uiso 1 1 calc R U . . .
C8 C 0.97612(11) 0.7605(4) 0.5998(2) 0.0508(7) Uani 1 1 d . . . . .
H8A H 0.994423 0.842890 0.586713 0.076 Uiso 1 1 calc R U . . .
H8B H 0.957598 0.738718 0.548123 0.076 Uiso 1 1 calc R U . . .
H8C H 0.995203 0.679931 0.613049 0.076 Uiso 1 1 calc R U . . .
C9 C 0.91814(11) 0.9207(4) 0.6627(2) 0.0581(8) Uani 1 1 d . . . . .
H9A H 0.898573 0.936727 0.713655 0.087 Uiso 1 1 calc R U . . .
H9B H 0.900333 0.905441 0.609133 0.087 Uiso 1 1 calc R U . . .
H9C H 0.937165 1.002921 0.654158 0.087 Uiso 1 1 calc R U . . .
C10 C 1.08355(7) 0.9578(2) 0.83666(17) 0.0301(5) Uani 1 1 d . . . . .
H10 H 1.094832 0.942567 0.774899 0.036 Uiso 1 1 calc R U . . .
C11 C 1.07874(9) 1.1160(3) 0.8497(3) 0.0511(8) Uani 1 1 d . . . . .
H11A H 1.057394 1.153024 0.806642 0.077 Uiso 1 1 calc R U . . .
H11B H 1.107438 1.161445 0.840599 0.077 Uiso 1 1 calc R U . . .
H11C H 1.068290 1.135092 0.910178 0.077 Uiso 1 1 calc R U . . .
C12 C 1.11767(9) 0.8974(4) 0.8999(3) 0.0549(8) Uani 1 1 d . . . . .
H12A H 1.108351 0.914328 0.961441 0.082 Uiso 1 1 calc R U . . .
H12B H 1.146268 0.942772 0.889472 0.082 Uiso 1 1 calc R U . . .
H12C H 1.120434 0.796008 0.889803 0.082 Uiso 1 1 calc R U . . .
C13A C 0.9590(8) 0.7359(19) 1.0208(11) 0.032(4) Uani 0.50(6) 1 d D U P A 1
H13A H 0.935041 0.665313 1.010689 0.039 Uiso 0.50(6) 1 calc R U P A 1
C14A C 0.9391(8) 0.861(3) 1.0617(18) 0.053(4) Uani 0.50(6) 1 d D . P A 1
H14A H 0.917093 0.900832 1.021072 0.079 Uiso 0.50(6) 1 calc R U P A 1
H14B H 0.924708 0.834190 1.117592 0.079 Uiso 0.50(6) 1 calc R U P A 1
H14C H 0.962122 0.930601 1.073597 0.079 Uiso 0.50(6) 1 calc R U P A 1
C15A C 0.9943(6) 0.668(3) 1.0827(19) 0.070(5) Uani 0.50(6) 1 d D . P A 1
H15A H 1.006899 0.585164 1.053544 0.105 Uiso 0.50(6) 1 calc R U P A 1
H15B H 1.017753 0.736318 1.094818 0.105 Uiso 0.50(6) 1 calc R U P A 1
H15C H 0.980339 0.639908 1.138814 0.105 Uiso 0.50(6) 1 calc R U P A 1
C13B C 0.9647(9) 0.730(2) 1.0126(14) 0.046(6) Uani 0.50(6) 1 d D U P A 2
H13B H 0.937104 0.674680 1.003012 0.055 Uiso 0.50(6) 1 calc R U P A 2
C14B C 0.9958(9) 0.638(4) 1.061(2) 0.089(8) Uani 0.50(6) 1 d D . P A 2
H14D H 0.983058 0.612272 1.118341 0.133 Uiso 0.50(6) 1 calc R U P A 2
H14E H 1.001276 0.553475 1.025604 0.133 Uiso 0.50(6) 1 calc R U P A 2
H14F H 1.023700 0.688472 1.070265 0.133 Uiso 0.50(6) 1 calc R U P A 2
C15B C 0.9520(13) 0.857(3) 1.075(2) 0.068(6) Uani 0.50(6) 1 d D . P A 2
H15D H 0.942343 0.821017 1.132716 0.102 Uiso 0.50(6) 1 calc R U P A 2
H15E H 0.977786 0.918009 1.082992 0.102 Uiso 0.50(6) 1 calc R U P A 2
H15F H 0.927976 0.910969 1.047551 0.102 Uiso 0.50(6) 1 calc R U P A 2
C16 C 0.90261(7) 0.5051(2) 0.86392(15) 0.0251(4) Uani 1 1 d . . . . .
C17 C 0.92147(8) 0.2745(2) 0.86872(17) 0.0325(5) Uani 1 1 d . . . . .
C18 C 0.87762(8) 0.2814(2) 0.87938(16) 0.0314(5) Uani 1 1 d . . . . .
C19 C 0.98214(8) 0.4463(3) 0.8339(3) 0.0492(8) Uani 1 1 d . . . . .
H19A H 0.981841 0.500401 0.778423 0.074 Uiso 1 1 calc R U . . .
H19B H 0.998843 0.359182 0.825035 0.074 Uiso 1 1 calc R U . . .
H19C H 0.996113 0.502090 0.880907 0.074 Uiso 1 1 calc R U . . .
C20 C 0.82198(7) 0.4813(3) 0.88614(19) 0.0364(6) Uani 1 1 d . . . . .
H20A H 0.820892 0.544420 0.937600 0.055 Uiso 1 1 calc R U . . .
H20B H 0.800749 0.404620 0.894477 0.055 Uiso 1 1 calc R U . . .
H20C H 0.814457 0.533831 0.832164 0.055 Uiso 1 1 calc R U . . .
C21 C 0.95170(11) 0.1509(3) 0.8675(3) 0.0510(7) Uani 1 1 d . . . . .
H21A H 0.934746 0.065155 0.879362 0.077 Uiso 1 1 calc R U . . .
H21B H 0.974414 0.162495 0.913410 0.077 Uiso 1 1 calc R U . . .
H21C H 0.965825 0.143740 0.809057 0.077 Uiso 1 1 calc R U . . .
C22 C 0.84390(10) 0.1678(3) 0.8917(2) 0.0424(6) Uani 1 1 d . . . . .
H22A H 0.858666 0.076130 0.892837 0.064 Uiso 1 1 calc R U . . .
H22B H 0.822768 0.170325 0.842291 0.064 Uiso 1 1 calc R U . . .
H22C H 0.828188 0.182551 0.947887 0.064 Uiso 1 1 calc R U . . .
P2 P 0.80535(2) 0.15642(6) 0.64818(4) 0.03089(14) Uani 1 1 d . . . . .
N3 N 0.79227(6) 0.3123(2) 0.48532(13) 0.0270(4) Uani 1 1 d . . . . .
N4 N 0.84809(6) 0.3738(2) 0.56691(14) 0.0273(4) Uani 1 1 d . . . . .
C23 C 0.74784(7) 0.0951(2) 0.63256(14) 0.0257(4) Uani 1 1 d . . . . .
C24 C 0.74046(7) -0.0502(2) 0.62160(15) 0.0260(4) Uani 1 1 d . . . . .
C25 C 0.69735(8) -0.1033(2) 0.62309(15) 0.0269(5) Uani 1 1 d . . . . .
H25 H 0.693025 -0.201769 0.617244 0.032 Uiso 1 1 calc R U . . .
C26 C 0.66075(7) -0.0171(2) 0.63281(15) 0.0273(5) Uani 1 1 d . . . . .
C27 C 0.66841(7) 0.1271(2) 0.64069(17) 0.0294(5) Uani 1 1 d . . . . .
H27 H 0.643787 0.188611 0.645027 0.035 Uiso 1 1 calc R U . . .
C28 C 0.71050(7) 0.1838(2) 0.64243(16) 0.0280(5) Uani 1 1 d . . . . .
C29 C 0.77843(8) -0.1534(3) 0.60713(18) 0.0317(5) Uani 1 1 d . . . . .
H29 H 0.806194 -0.097091 0.601605 0.038 Uiso 1 1 calc R U . . .
C30 C 0.77269(14) -0.2348(5) 0.5214(3) 0.0801(14) Uani 1 1 d . . . . .
H30A H 0.800129 -0.284920 0.507512 0.120 Uiso 1 1 calc R U . . .
H30B H 0.765681 -0.169559 0.472985 0.120 Uiso 1 1 calc R U . . .
H30C H 0.748562 -0.302632 0.528224 0.120 Uiso 1 1 calc R U . . .
C31 C 0.78427(13) -0.2519(5) 0.6842(3) 0.0739(12) Uani 1 1 d . . . . .
H31A H 0.757173 -0.306701 0.692680 0.111 Uiso 1 1 calc R U . . .
H31B H 0.790482 -0.197683 0.738229 0.111 Uiso 1 1 calc R U . . .
H31C H 0.808980 -0.315709 0.672161 0.111 Uiso 1 1 calc R U . . .
C32 C 0.61358(7) -0.0721(3) 0.63727(18) 0.0333(5) Uani 1 1 d . . . . .
H32 H 0.595990 -0.021141 0.591103 0.040 Uiso 1 1 calc R U . . .
C33 C 0.60941(9) -0.2290(3) 0.6186(2) 0.0408(6) Uani 1 1 d . . . . .
H33A H 0.622274 -0.250139 0.560259 0.061 Uiso 1 1 calc R U . . .
H33B H 0.578141 -0.255702 0.618779 0.061 Uiso 1 1 calc R U . . .
H33C H 0.625144 -0.281984 0.664614 0.061 Uiso 1 1 calc R U . . .
C34 C 0.59302(9) -0.0391(3) 0.7280(2) 0.0464(7) Uani 1 1 d . . . . .
H34A H 0.609775 -0.087043 0.774769 0.070 Uiso 1 1 calc R U . . .
H34B H 0.562302 -0.071632 0.728918 0.070 Uiso 1 1 calc R U . . .
H34C H 0.593818 0.062614 0.738307 0.070 Uiso 1 1 calc R U . . .
C35 C 0.71538(8) 0.3419(2) 0.6600(2) 0.0344(5) Uani 1 1 d . . . . .
H35 H 0.745061 0.371467 0.637497 0.041 Uiso 1 1 calc R U . . .
C36 C 0.71433(12) 0.3689(3) 0.7595(2) 0.0523(8) Uani 1 1 d . . . . .
H36A H 0.718025 0.469635 0.770742 0.078 Uiso 1 1 calc R U . . .
H36B H 0.738367 0.316834 0.788170 0.078 Uiso 1 1 calc R U . . .
H36C H 0.685939 0.337514 0.783701 0.078 Uiso 1 1 calc R U . . .
C37 C 0.68088(14) 0.4303(3) 0.6126(3) 0.0690(11) Uani 1 1 d . . . . .
H37A H 0.651724 0.411579 0.638387 0.104 Uiso 1 1 calc R U . . .
H37B H 0.680574 0.406360 0.549248 0.104 Uiso 1 1 calc R U . . .
H37C H 0.688067 0.530145 0.619722 0.104 Uiso 1 1 calc R U . . .
C38 C 0.81346(7) 0.2823(2) 0.56323(15) 0.0256(4) Uani 1 1 d . . . . .
C39 C 0.81343(8) 0.4234(2) 0.44158(17) 0.0290(5) Uani 1 1 d . . . . .
C40 C 0.84833(8) 0.4601(2) 0.49189(18) 0.0296(5) Uani 1 1 d . . . . .
C41 C 0.75883(9) 0.2248(3) 0.44360(18) 0.0396(6) Uani 1 1 d . . . . .
H41A H 0.764622 0.125881 0.457521 0.059 Uiso 1 1 calc R U . . .
H41B H 0.759725 0.238387 0.379010 0.059 Uiso 1 1 calc R U . . .
H41C H 0.729598 0.251166 0.466108 0.059 Uiso 1 1 calc R U . . .
C42 C 0.87840(8) 0.3805(3) 0.6411(2) 0.0402(6) Uani 1 1 d . . . . .
H42A H 0.861668 0.389589 0.696656 0.060 Uiso 1 1 calc R U . . .
H42B H 0.897879 0.462078 0.634109 0.060 Uiso 1 1 calc R U . . .
H42C H 0.896196 0.294540 0.642978 0.060 Uiso 1 1 calc R U . . .
C43 C 0.79568(9) 0.4839(3) 0.3577(2) 0.0435(6) Uani 1 1 d . . . . .
H43A H 0.813632 0.565061 0.340172 0.065 Uiso 1 1 calc R U . . .
H43B H 0.765056 0.513980 0.367063 0.065 Uiso 1 1 calc R U . . .
H43C H 0.796652 0.412735 0.310674 0.065 Uiso 1 1 calc R U . . .
C44 C 0.88262(10) 0.5702(3) 0.4783(2) 0.0442(6) Uani 1 1 d . . . . .
H44A H 0.877017 0.619359 0.422201 0.066 Uiso 1 1 calc R U . . .
H44B H 0.911870 0.526104 0.476285 0.066 Uiso 1 1 calc R U . . .
H44C H 0.881545 0.637481 0.527628 0.066 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 C16 1.773(2) . ?
P1 C1 1.859(2) . ?
N1 C16 1.367(3) . ?
N1 C17 1.402(3) . ?
N1 C19 1.453(3) . ?
N2 C16 1.367(3) . ?
N2 C18 1.399(3) . ?
N2 C20 1.447(3) . ?
C1 C6 1.414(4) . ?
C1 C2 1.417(4) . ?
C2 C3 1.394(3) . ?
C2 C7 1.520(4) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(4) . ?
C4 C10 1.523(3) . ?
C5 C6 1.398(3) . ?
C5 H5 0.9500 . ?
C6 C13B 1.43(2) . ?
C6 C13A 1.582(19) . ?
C7 C9 1.525(4) . ?
C7 C8 1.530(4) . ?
C7 H7 1.0000 . ?
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 C12 1.517(4) . ?
C10 C11 1.524(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13A C14A 1.47(3) . ?
C13A C15A 1.56(2) . ?
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 C14B 1.48(3) . ?
C13B C15B 1.57(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 . ?
C17 C18 1.338(4) . ?
C17 C21 1.490(4) . ?
C18 C22 1.498(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
P2 C38 1.768(2) . ?
P2 C23 1.850(2) . ?
N3 C38 1.366(3) . ?
N3 C39 1.400(3) . ?
N3 C41 1.452(3) . ?
N4 C38 1.364(3) . ?
N4 C40 1.395(3) . ?
N4 C42 1.446(3) . ?
C23 C24 1.410(3) . ?
C23 C28 1.418(3) . ?
C24 C25 1.400(3) . ?
C24 C29 1.527(3) . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.397(3) . ?
C26 C32 1.522(3) . ?
C27 C28 1.384(3) . ?
C27 H27 0.9500 . ?
C28 C35 1.535(3) . ?
C29 C31 1.501(4) . ?
C29 C30 1.514(5) . ?
C29 H29 1.0000 . ?
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 C33 1.524(4) . ?
C32 C34 1.532(4) . ?
C32 H32 1.0000 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C37 1.518(4) . ?
C35 C36 1.518(5) . ?
C35 H35 1.0000 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C39 C40 1.345(4) . ?
C39 C43 1.487(4) . ?
C40 C44 1.488(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
C16 P1 C1 104.47(9) . . ?
C16 N1 C17 109.98(18) . . ?
C16 N1 C19 125.9(2) . . ?
C17 N1 C19 123.3(2) . . ?
C16 N2 C18 110.37(19) . . ?
C16 N2 C20 123.0(2) . . ?
C18 N2 C20 126.6(2) . . ?
C6 C1 C2 118.54(19) . . ?
C6 C1 P1 121.70(19) . . ?
C2 C1 P1 119.38(18) . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 C7 119.2(2) . . ?
C1 C2 C7 121.6(2) . . ?
C4 C3 C2 122.8(2) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C3 C4 C5 117.6(2) . . ?
C3 C4 C10 119.6(2) . . ?
C5 C4 C10 122.7(2) . . ?
C4 C5 C6 122.0(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 119.7(2) . . ?
C5 C6 C13B 116.9(8) . . ?
C1 C6 C13B 123.3(8) . . ?
C5 C6 C13A 119.7(7) . . ?
C1 C6 C13A 120.4(7) . . ?
C2 C7 C9 111.1(2) . . ?
C2 C7 C8 113.7(2) . . ?
C9 C7 C8 110.5(3) . . ?
C2 C7 H7 107.0 . . ?
C9 C7 H7 107.0 . . ?
C8 C7 H7 107.0 . . ?
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 . . ?
C12 C10 C4 113.7(2) . . ?
C12 C10 C11 111.0(3) . . ?
C4 C10 C11 110.35(18) . . ?
C12 C10 H10 107.2 . . ?
C4 C10 H10 107.2 . . ?
C11 C10 H10 107.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14A C13A C15A 111.5(14) . . ?
C14A C13A C6 109.3(14) . . ?
C15A C13A C6 111.8(17) . . ?
C14A C13A H13A 108.0 . . ?
C15A C13A H13A 108.0 . . ?
C6 C13A H13A 108.0 . . ?
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 . . ?
C6 C13B C14B 116(2) . . ?
C6 C13B C15B 111.9(17) . . ?
C14B C13B C15B 108.6(16) . . ?
C6 C13B H13B 106.8 . . ?
C14B C13B H13B 106.8 . . ?
C15B C13B H13B 106.8 . . ?
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 . . ?
N1 C16 N2 105.08(18) . . ?
N1 C16 P1 135.33(16) . . ?
N2 C16 P1 119.51(16) . . ?
C18 C17 N1 107.5(2) . . ?
C18 C17 C21 130.4(2) . . ?
N1 C17 C21 122.1(2) . . ?
C17 C18 N2 107.1(2) . . ?
C17 C18 C22 130.9(2) . . ?
N2 C18 C22 122.0(2) . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C38 P2 C23 104.62(10) . . ?
C38 N3 C39 110.23(19) . . ?
C38 N3 C41 125.3(2) . . ?
C39 N3 C41 123.3(2) . . ?
C38 N4 C40 110.31(19) . . ?
C38 N4 C42 123.2(2) . . ?
C40 N4 C42 126.5(2) . . ?
C24 C23 C28 118.0(2) . . ?
C24 C23 P2 118.21(16) . . ?
C28 C23 P2 123.28(17) . . ?
C25 C24 C23 120.0(2) . . ?
C25 C24 C29 118.1(2) . . ?
C23 C24 C29 121.9(2) . . ?
C26 C25 C24 122.2(2) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C25 C26 C27 117.2(2) . . ?
C25 C26 C32 123.5(2) . . ?
C27 C26 C32 119.3(2) . . ?
C28 C27 C26 122.5(2) . . ?
C28 C27 H27 118.7 . . ?
C26 C27 H27 118.7 . . ?
C27 C28 C23 120.0(2) . . ?
C27 C28 C35 118.3(2) . . ?
C23 C28 C35 121.6(2) . . ?
C31 C29 C30 110.6(3) . . ?
C31 C29 C24 112.3(2) . . ?
C30 C29 C24 111.3(2) . . ?
C31 C29 H29 107.4 . . ?
C30 C29 H29 107.4 . . ?
C24 C29 H29 107.4 . . ?
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 . . ?
C26 C32 C33 113.9(2) . . ?
C26 C32 C34 110.5(2) . . ?
C33 C32 C34 109.4(2) . . ?
C26 C32 H32 107.6 . . ?
C33 C32 H32 107.6 . . ?
C34 C32 H32 107.6 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C37 C35 C36 110.7(3) . . ?
C37 C35 C28 113.4(2) . . ?
C36 C35 C28 109.4(2) . . ?
C37 C35 H35 107.7 . . ?
C36 C35 H35 107.7 . . ?
C28 C35 H35 107.7 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N4 C38 N3 105.20(19) . . ?
N4 C38 P2 120.66(17) . . ?
N3 C38 P2 134.11(17) . . ?
C40 C39 N3 106.9(2) . . ?
C40 C39 C43 131.3(2) . . ?
N3 C39 C43 121.7(2) . . ?
C39 C40 N4 107.3(2) . . ?
C39 C40 C44 130.8(3) . . ?
N4 C40 C44 121.9(2) . . ?
N3 C41 H41A 109.5 . . ?
N3 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N3 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N4 C42 H42A 109.5 . . ?
N4 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N4 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C40 C44 H44A 109.5 . . ?
C40 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C40 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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
C16 P1 C1 C6 -79.9(2) . . . . ?
C16 P1 C1 C2 107.20(18) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
P1 C1 C2 C3 173.84(16) . . . . ?
C6 C1 C2 C7 -178.6(2) . . . . ?
P1 C1 C2 C7 -5.5(3) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C7 C2 C3 C4 180.0(2) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C2 C3 C4 C10 -179.5(2) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C10 C4 C5 C6 178.6(2) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C13B 178.6(11) . . . . ?
C4 C5 C6 C13A -175.6(9) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
P1 C1 C6 C5 -174.47(17) . . . . ?
C2 C1 C6 C13B -178.9(12) . . . . ?
P1 C1 C6 C13B 8.1(12) . . . . ?
C2 C1 C6 C13A 175.1(9) . . . . ?
P1 C1 C6 C13A 2.2(10) . . . . ?
C3 C2 C7 C9 -88.9(3) . . . . ?
C1 C2 C7 C9 90.4(3) . . . . ?
C3 C2 C7 C8 36.5(3) . . . . ?
C1 C2 C7 C8 -144.2(2) . . . . ?
C3 C4 C10 C12 -144.7(3) . . . . ?
C5 C4 C10 C12 37.0(3) . . . . ?
C3 C4 C10 C11 89.9(3) . . . . ?
C5 C4 C10 C11 -88.5(3) . . . . ?
C5 C6 C13A C14A 81.8(14) . . . . ?
C1 C6 C13A C14A -94.9(13) . . . . ?
C5 C6 C13A C15A -42.2(17) . . . . ?
C1 C6 C13A C15A 141.1(14) . . . . ?
C5 C6 C13B C14B -52(2) . . . . ?
C1 C6 C13B C14B 125(2) . . . . ?
C5 C6 C13B C15B 73(2) . . . . ?
C1 C6 C13B C15B -109.8(17) . . . . ?
C17 N1 C16 N2 1.2(3) . . . . ?
C19 N1 C16 N2 171.2(3) . . . . ?
C17 N1 C16 P1 -175.6(2) . . . . ?
C19 N1 C16 P1 -5.6(4) . . . . ?
C18 N2 C16 N1 -1.5(3) . . . . ?
C20 N2 C16 N1 -180.0(2) . . . . ?
C18 N2 C16 P1 175.92(17) . . . . ?
C20 N2 C16 P1 -2.6(3) . . . . ?
C1 P1 C16 N1 -10.2(3) . . . . ?
C1 P1 C16 N2 173.35(19) . . . . ?
C16 N1 C17 C18 -0.4(3) . . . . ?
C19 N1 C17 C18 -170.7(3) . . . . ?
C16 N1 C17 C21 -179.3(3) . . . . ?
C19 N1 C17 C21 10.3(4) . . . . ?
N1 C17 C18 N2 -0.5(3) . . . . ?
C21 C17 C18 N2 178.3(3) . . . . ?
N1 C17 C18 C22 179.6(3) . . . . ?
C21 C17 C18 C22 -1.6(5) . . . . ?
C16 N2 C18 C17 1.3(3) . . . . ?
C20 N2 C18 C17 179.7(2) . . . . ?
C16 N2 C18 C22 -178.9(2) . . . . ?
C20 N2 C18 C22 -0.4(4) . . . . ?
C38 P2 C23 C24 124.44(17) . . . . ?
C38 P2 C23 C28 -64.0(2) . . . . ?
C28 C23 C24 C25 -1.7(3) . . . . ?
P2 C23 C24 C25 170.34(18) . . . . ?
C28 C23 C24 C29 177.8(2) . . . . ?
P2 C23 C24 C29 -10.2(3) . . . . ?
C23 C24 C25 C26 1.7(3) . . . . ?
C29 C24 C25 C26 -177.8(2) . . . . ?
C24 C25 C26 C27 0.4(3) . . . . ?
C24 C25 C26 C32 -178.2(2) . . . . ?
C25 C26 C27 C28 -2.5(4) . . . . ?
C32 C26 C27 C28 176.2(2) . . . . ?
C26 C27 C28 C23 2.5(4) . . . . ?
C26 C27 C28 C35 -174.4(2) . . . . ?
C24 C23 C28 C27 -0.3(3) . . . . ?
P2 C23 C28 C27 -171.93(18) . . . . ?
C24 C23 C28 C35 176.5(2) . . . . ?
P2 C23 C28 C35 4.9(3) . . . . ?
C25 C24 C29 C31 -67.9(4) . . . . ?
C23 C24 C29 C31 112.7(3) . . . . ?
C25 C24 C29 C30 56.8(4) . . . . ?
C23 C24 C29 C30 -122.7(3) . . . . ?
C25 C26 C32 C33 -7.2(3) . . . . ?
C27 C26 C32 C33 174.2(2) . . . . ?
C25 C26 C32 C34 116.4(3) . . . . ?
C27 C26 C32 C34 -62.2(3) . . . . ?
C27 C28 C35 C37 -40.5(4) . . . . ?
C23 C28 C35 C37 142.6(3) . . . . ?
C27 C28 C35 C36 83.6(3) . . . . ?
C23 C28 C35 C36 -93.3(3) . . . . ?
C40 N4 C38 N3 0.1(2) . . . . ?
C42 N4 C38 N3 177.8(2) . . . . ?
C40 N4 C38 P2 178.47(16) . . . . ?
C42 N4 C38 P2 -3.8(3) . . . . ?
C39 N3 C38 N4 -0.8(2) . . . . ?
C41 N3 C38 N4 166.9(2) . . . . ?
C39 N3 C38 P2 -178.86(19) . . . . ?
C41 N3 C38 P2 -11.1(4) . . . . ?
C23 P2 C38 N4 164.07(18) . . . . ?
C23 P2 C38 N3 -18.1(3) . . . . ?
C38 N3 C39 C40 1.2(3) . . . . ?
C41 N3 C39 C40 -166.8(2) . . . . ?
C38 N3 C39 C43 -176.1(2) . . . . ?
C41 N3 C39 C43 15.9(4) . . . . ?
N3 C39 C40 N4 -1.1(3) . . . . ?
C43 C39 C40 N4 175.8(3) . . . . ?
N3 C39 C40 C44 179.6(3) . . . . ?
C43 C39 C40 C44 -3.5(5) . . . . ?
C38 N4 C40 C39 0.7(3) . . . . ?
C42 N4 C40 C39 -177.0(2) . . . . ?
C38 N4 C40 C44 -179.9(2) . . . . ?
C42 N4 C40 C44 2.4(4) . . . . ?

_refine_diff_density_max         0.227
_refine_diff_density_min         -0.174
_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_ax1943_DipPIiPr2_cmpd3b
_database_code_depnum_ccdc_archive 'CCDC 2289300'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         'C21 H33 N2 P'
_chemical_formula_sum            'C21 H33 N2 P'
_chemical_formula_weight         344.46

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                   10.2794(5)
_cell_length_b                   14.6603(7)
_cell_length_c                   15.1574(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.1081(9)
_cell_angle_gamma                90
_cell_volume                     2158.35(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6542
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      29.44

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.060
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.132
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.974
__exptl_absorpt_correction_type  multi-scan
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_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            27210
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.988
_diffrn_reflns_theta_max         29.994
_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             6312
_reflns_number_gt                4917
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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 isopropyl groups of the Dip and the IiPr2
 moiety were found to be disordered and were 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0627P)²+0.4188P] 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         6312
_refine_ls_number_parameters     259
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1266
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.41999(11) 0.73110(8) 0.72658(8) 0.0238(2) Uani 1 1 d . . . . .
C2 C 0.47128(13) 0.73215(9) 0.82582(8) 0.0295(2) Uani 1 1 d . . . . .
C3 C 0.60515(13) 0.76269(10) 0.87151(9) 0.0352(3) Uani 1 1 d . . . . .
H3 H 0.6401 0.7615 0.9378 0.042 Uiso 1 1 calc R U . . .
C4 C 0.68779(13) 0.79458(10) 0.82243(10) 0.0370(3) Uani 1 1 d . . . . .
H4 H 0.7790 0.8144 0.8547 0.044 Uiso 1 1 calc R U . . .
C5 C 0.63676(13) 0.79743(9) 0.72572(10) 0.0335(3) Uani 1 1 d . . . . .
H5 H 0.6929 0.8210 0.6922 0.040 Uiso 1 1 calc R U . . .
C6 C 0.50449(12) 0.76637(8) 0.67681(8) 0.0269(2) Uani 1 1 d . . . . .
C7 C 0.38492(16) 0.70509(13) 0.88662(10) 0.0490(4) Uani 1 1 d . . . . .
H7 H 0.2898 0.6909 0.8443 0.059 Uiso 1 1 calc R U . . .
C8 C 0.37484(18) 0.78447(16) 0.94981(12) 0.0621(5) Uani 1 1 d . . . . .
H8A H 0.4670 0.7996 0.9922 0.093 Uiso 1 1 calc R U . . .
H8B H 0.3158 0.7668 0.9863 0.093 Uiso 1 1 calc R U . . .
H8C H 0.3353 0.8378 0.9113 0.093 Uiso 1 1 calc R U . . .
C9 C 0.4398(3) 0.62134(16) 0.94613(13) 0.0813(7) Uani 1 1 d . . . . .
H9A H 0.4430 0.5698 0.9057 0.122 Uiso 1 1 calc R U . . .
H9B H 0.3792 0.6063 0.9822 0.122 Uiso 1 1 calc R U . . .
H9C H 0.5327 0.6339 0.9889 0.122 Uiso 1 1 calc R U . . .
C10A C 0.4510(4) 0.77327(19) 0.5693(3) 0.0333(7) Uani 0.887(4) 1 d D . P A 1
H10A H 0.3758 0.7272 0.5458 0.040 Uiso 0.887(4) 1 calc R U P A 1
C11A C 0.5603(2) 0.7517(2) 0.52477(15) 0.0572(6) Uani 0.887(4) 1 d D . P A 1
H11A H 0.5996 0.6914 0.5453 0.086 Uiso 0.887(4) 1 calc R U P A 1
H11B H 0.5185 0.7521 0.4566 0.086 Uiso 0.887(4) 1 calc R U P A 1
H11C H 0.6333 0.7978 0.5436 0.086 Uiso 0.887(4) 1 calc R U P A 1
C12A C 0.3886(3) 0.86651(14) 0.53848(13) 0.0532(6) Uani 0.887(4) 1 d D . P A 1
H12A H 0.3185 0.8794 0.5677 0.080 Uiso 0.887(4) 1 calc R U P A 1
H12B H 0.4609 0.9131 0.5574 0.080 Uiso 0.887(4) 1 calc R U P A 1
H12C H 0.3461 0.8673 0.4704 0.080 Uiso 0.887(4) 1 calc R U P A 1
C10B C 0.468(4) 0.7759(15) 0.580(3) 0.0333(7) Uani 0.113(4) 1 d D . P A 2
H10B H 0.3689 0.7576 0.5549 0.040 Uiso 0.113(4) 1 calc R U P A 2
C11B C 0.545(2) 0.7088(15) 0.5386(13) 0.0572(6) Uani 0.113(4) 1 d D . P A 2
H11D H 0.5166 0.7176 0.4709 0.086 Uiso 0.113(4) 1 calc R U P A 2
H11E H 0.6442 0.7194 0.5660 0.086 Uiso 0.113(4) 1 calc R U P A 2
H11F H 0.5235 0.6463 0.5522 0.086 Uiso 0.113(4) 1 calc R U P A 2
C12B C 0.474(2) 0.8732(10) 0.5443(11) 0.0532(6) Uani 0.113(4) 1 d D . P A 2
H12D H 0.4466 0.8724 0.4760 0.080 Uiso 0.113(4) 1 calc R U P A 2
H12E H 0.4113 0.9126 0.5637 0.080 Uiso 0.113(4) 1 calc R U P A 2
H12F H 0.5682 0.8967 0.5703 0.080 Uiso 0.113(4) 1 calc R U P A 2
C13 C 0.23409(12) 0.58465(8) 0.70176(8) 0.0267(2) Uani 1 1 d . . . . .
C14 C 0.27140(17) 0.43871(10) 0.75112(13) 0.0466(4) Uani 1 1 d . . . . .
H14 H 0.3167 0.3823 0.7718 0.056 Uiso 1 1 calc R U . . .
C15 C 0.13988(17) 0.45765(10) 0.73945(13) 0.0476(4) Uani 1 1 d . . . . .
H15 H 0.0744 0.4172 0.7502 0.057 Uiso 1 1 calc R U . . .
C16A C 0.4604(7) 0.5161(4) 0.7121(3) 0.0315(12) Uani 0.658(14) 1 d D . P B 1
H16A H 0.5039 0.5772 0.7312 0.038 Uiso 0.658(14) 1 calc R U P B 1
C17A C 0.5569(6) 0.4443(4) 0.7717(5) 0.0669(16) Uani 0.658(14) 1 d D . P B 1
H17A H 0.6448 0.4460 0.7595 0.100 Uiso 0.658(14) 1 calc R U P B 1
H17B H 0.5727 0.4570 0.8378 0.100 Uiso 0.658(14) 1 calc R U P B 1
H17C H 0.5152 0.3838 0.7559 0.100 Uiso 0.658(14) 1 calc R U P B 1
C18A C 0.4433(5) 0.5026(5) 0.6091(3) 0.0562(11) Uani 0.658(14) 1 d D . P B 1
H18A H 0.5340 0.5027 0.6009 0.084 Uiso 0.658(14) 1 calc R U P B 1
H18B H 0.3976 0.4441 0.5878 0.084 Uiso 0.658(14) 1 calc R U P B 1
H18C H 0.3873 0.5522 0.5725 0.084 Uiso 0.658(14) 1 calc R U P B 1
C16B C 0.4733(15) 0.5174(10) 0.7124(8) 0.051(4) Uani 0.342(14) 1 d D . P B 2
H16B H 0.4929 0.5813 0.6973 0.061 Uiso 0.342(14) 1 calc R U P B 2
C17B C 0.5873(9) 0.4875(12) 0.7990(6) 0.073(3) Uani 0.342(14) 1 d D . P B 2
H17D H 0.5909 0.5286 0.8508 0.110 Uiso 0.342(14) 1 calc R U P B 2
H17E H 0.5694 0.4251 0.8153 0.110 Uiso 0.342(14) 1 calc R U P B 2
H17F H 0.6754 0.4895 0.7872 0.110 Uiso 0.342(14) 1 calc R U P B 2
C18B C 0.4588(10) 0.4586(10) 0.6285(7) 0.062(3) Uani 0.342(14) 1 d D . P B 2
H18D H 0.3834 0.4817 0.5751 0.093 Uiso 0.342(14) 1 calc R U P B 2
H18E H 0.5448 0.4601 0.6138 0.093 Uiso 0.342(14) 1 calc R U P B 2
H18F H 0.4389 0.3958 0.6419 0.093 Uiso 0.342(14) 1 calc R U P B 2
C19 C -0.01588(14) 0.59456(10) 0.69077(12) 0.0432(4) Uani 1 1 d . . . . .
H19 H -0.0066 0.6574 0.6679 0.052 Uiso 1 1 calc R U . . .
C20 C -0.0479(3) 0.6028(2) 0.78110(18) 0.0933(8) Uani 1 1 d . . . . .
H20A H -0.0584 0.5417 0.8042 0.140 Uiso 1 1 calc R U . . .
H20B H -0.1335 0.6372 0.7699 0.140 Uiso 1 1 calc R U . . .
H20C H 0.0276 0.6347 0.8276 0.140 Uiso 1 1 calc R U . . .
C21 C -0.1273(2) 0.54544(14) 0.61556(19) 0.0827(8) Uani 1 1 d . . . . .
H21A H -0.1003 0.5401 0.5595 0.124 Uiso 1 1 calc R U . . .
H21B H -0.2135 0.5799 0.6007 0.124 Uiso 1 1 calc R U . . .
H21C H -0.1404 0.4844 0.6376 0.124 Uiso 1 1 calc R U . . .
N1 N 0.33021(12) 0.51635(7) 0.72747(8) 0.0329(2) Uani 1 1 d . . . . .
N2 N 0.11624(11) 0.54709(7) 0.70886(9) 0.0348(3) Uani 1 1 d . . . . .
P1 P 0.24129(3) 0.69761(2) 0.66019(2) 0.02690(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 1.4212(16) . ?
C1 C2 1.4218(16) . ?
C1 P1 1.8488(11) . ?
C2 C3 1.3964(17) . ?
C2 C7 1.5266(18) . ?
C3 C4 1.381(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3950(17) . ?
C5 H5 0.9500 . ?
C6 C10B 1.39(4) . ?
C6 C10A 1.543(4) . ?
C7 C9 1.519(3) . ?
C7 C8 1.532(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10A C12A 1.517(3) . ?
C10A C11A 1.522(3) . ?
C10A H10A 1.0000 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C10B C11B 1.524(18) . ?
C10B C12B 1.535(18) . ?
C10B H10B 1.0000 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13 N2 1.3666(15) . ?
C13 N1 1.3706(16) . ?
C13 P1 1.7821(12) . ?
C14 C15 1.334(2) . ?
C14 N1 1.3898(17) . ?
C14 H14 0.9500 . ?
C15 N2 1.3855(18) . ?
C15 H15 0.9500 . ?
C16A N1 1.431(7) . ?
C16A C17A 1.523(5) . ?
C16A C18A 1.526(5) . ?
C16A H16A 1.0000 . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C16B C18B 1.503(12) . ?
C16B C17B 1.510(12) . ?
C16B N1 1.560(16) . ?
C16B H16B 1.0000 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19 N2 1.4698(17) . ?
C19 C21 1.508(3) . ?
C19 C20 1.514(3) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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 118.57(10) . . ?
C6 C1 P1 118.60(9) . . ?
C2 C1 P1 122.48(9) . . ?
C3 C2 C1 119.48(11) . . ?
C3 C2 C7 117.21(11) . . ?
C1 C2 C7 123.26(11) . . ?
C4 C3 C2 121.42(12) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.55(12) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 121.18(12) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C10B C6 C5 114.0(17) . . ?
C10B C6 C1 126.3(17) . . ?
C5 C6 C1 119.69(11) . . ?
C5 C6 C10A 119.22(17) . . ?
C1 C6 C10A 121.07(17) . . ?
C9 C7 C2 113.10(16) . . ?
C9 C7 C8 109.31(14) . . ?
C2 C7 C8 110.59(14) . . ?
C9 C7 H7 107.9 . . ?
C2 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
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 . . ?
C12A C10A C11A 110.5(2) . . ?
C12A C10A C6 110.7(2) . . ?
C11A C10A C6 113.3(3) . . ?
C12A C10A H10A 107.4 . . ?
C11A C10A H10A 107.4 . . ?
C6 C10A H10A 107.4 . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C6 C10B C11B 112(2) . . ?
C6 C10B C12B 116(2) . . ?
C11B C10B C12B 111.4(19) . . ?
C6 C10B H10B 105.5 . . ?
C11B C10B H10B 105.5 . . ?
C12B C10B H10B 105.5 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
N2 C13 N1 104.98(10) . . ?
N2 C13 P1 122.87(9) . . ?
N1 C13 P1 132.06(9) . . ?
C15 C14 N1 107.63(13) . . ?
C15 C14 H14 126.2 . . ?
N1 C14 H14 126.2 . . ?
C14 C15 N2 107.49(12) . . ?
C14 C15 H15 126.3 . . ?
N2 C15 H15 126.3 . . ?
N1 C16A C17A 111.6(4) . . ?
N1 C16A C18A 111.5(4) . . ?
C17A C16A C18A 110.6(4) . . ?
N1 C16A H16A 107.7 . . ?
C17A C16A H16A 107.7 . . ?
C18A C16A H16A 107.7 . . ?
C16A C17A H17A 109.5 . . ?
C16A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C16A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C16A C18A H18A 109.5 . . ?
C16A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C16A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C18B C16B C17B 113.8(10) . . ?
C18B C16B N1 106.3(9) . . ?
C17B C16B N1 111.7(10) . . ?
C18B C16B H16B 108.3 . . ?
C17B C16B H16B 108.3 . . ?
N1 C16B H16B 108.3 . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C16B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C16B C18B H18D 109.5 . . ?
C16B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C16B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
N2 C19 C21 109.96(15) . . ?
N2 C19 C20 109.26(14) . . ?
C21 C19 C20 112.69(19) . . ?
N2 C19 H19 108.3 . . ?
C21 C19 H19 108.3 . . ?
C20 C19 H19 108.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C13 N1 C14 109.74(11) . . ?
C13 N1 C16A 125.5(2) . . ?
C14 N1 C16A 123.3(2) . . ?
C13 N1 C16B 125.3(5) . . ?
C14 N1 C16B 123.8(6) . . ?
C13 N2 C15 110.17(11) . . ?
C13 N2 C19 125.69(11) . . ?
C15 N2 C19 124.10(11) . . ?
C13 P1 C1 101.72(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 -3.60(18) . . . . ?
P1 C1 C2 C3 -176.70(10) . . . . ?
C6 C1 C2 C7 173.69(13) . . . . ?
P1 C1 C2 C7 0.59(18) . . . . ?
C1 C2 C3 C4 2.0(2) . . . . ?
C7 C2 C3 C4 -175.48(14) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 -1.7(2) . . . . ?
C4 C5 C6 C10B 178.6(9) . . . . ?
C4 C5 C6 C1 0.01(19) . . . . ?
C4 C5 C6 C10A 178.43(16) . . . . ?
C2 C1 C6 C10B -175.7(10) . . . . ?
P1 C1 C6 C10B -2.4(11) . . . . ?
C2 C1 C6 C5 2.64(17) . . . . ?
P1 C1 C6 C5 176.01(9) . . . . ?
C2 C1 C6 C10A -175.75(15) . . . . ?
P1 C1 C6 C10A -2.39(18) . . . . ?
C3 C2 C7 C9 -66.29(18) . . . . ?
C1 C2 C7 C9 116.37(16) . . . . ?
C3 C2 C7 C8 56.69(18) . . . . ?
C1 C2 C7 C8 -120.66(15) . . . . ?
C5 C6 C10A C12A -85.6(3) . . . . ?
C1 C6 C10A C12A 92.8(3) . . . . ?
C5 C6 C10A C11A 39.1(3) . . . . ?
C1 C6 C10A C11A -142.5(2) . . . . ?
C5 C6 C10B C11B 72(2) . . . . ?
C1 C6 C10B C11B -110(2) . . . . ?
C5 C6 C10B C12B -58(3) . . . . ?
C1 C6 C10B C12B 121(2) . . . . ?
N1 C14 C15 N2 -0.20(19) . . . . ?
N2 C13 N1 C14 -0.81(15) . . . . ?
P1 C13 N1 C14 -177.26(12) . . . . ?
N2 C13 N1 C16A 165.6(3) . . . . ?
P1 C13 N1 C16A -10.8(3) . . . . ?
N2 C13 N1 C16B 167.0(6) . . . . ?
P1 C13 N1 C16B -9.4(6) . . . . ?
C15 C14 N1 C13 0.65(18) . . . . ?
C15 C14 N1 C16A -166.2(3) . . . . ?
C15 C14 N1 C16B -167.4(5) . . . . ?
C17A C16A N1 C13 164.3(4) . . . . ?
C18A C16A N1 C13 -71.6(5) . . . . ?
C17A C16A N1 C14 -31.0(5) . . . . ?
C18A C16A N1 C14 93.1(4) . . . . ?
C18B C16B N1 C13 -101.3(11) . . . . ?
C17B C16B N1 C13 134.0(9) . . . . ?
C18B C16B N1 C14 64.9(11) . . . . ?
C17B C16B N1 C14 -59.8(12) . . . . ?
N1 C13 N2 C15 0.69(15) . . . . ?
P1 C13 N2 C15 177.55(11) . . . . ?
N1 C13 N2 C19 178.35(13) . . . . ?
P1 C13 N2 C19 -4.79(19) . . . . ?
C14 C15 N2 C13 -0.32(19) . . . . ?
C14 C15 N2 C19 -178.01(15) . . . . ?
C21 C19 N2 C13 122.20(17) . . . . ?
C20 C19 N2 C13 -113.63(18) . . . . ?
C21 C19 N2 C15 -60.5(2) . . . . ?
C20 C19 N2 C15 63.7(2) . . . . ?
N2 C13 P1 C1 148.64(11) . . . . ?
N1 C13 P1 C1 -35.44(13) . . . . ?
C6 C1 P1 C13 128.22(10) . . . . ?
C2 C1 P1 C13 -58.69(11) . . . . ?

_refine_diff_density_max         0.314
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_ax1572_IMe2_PTipp_cmpd1c
_database_code_depnum_ccdc_archive 'CCDC 2289297'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H31 N2 P'
_chemical_formula_sum            'C20 H31 N2 P'
_chemical_formula_weight         330.44

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   31.2584(9)
_cell_length_b                   8.8082(2)
_cell_length_c                   14.9274(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.1280(10)
_cell_angle_gamma                90
_cell_volume                     3927.68(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      30.05

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.518
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.142
_shelx_estimated_absorpt_T_min   0.930
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?

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

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            35241
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.411
_diffrn_reflns_theta_max         28.000
_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             4746
_reflns_number_gt                3961
_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-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3v2020.1 (Farrugia, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

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

# 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 isopropyl group in para-position was 
 found to be disordered and was split in two parts, which were 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.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0563P)²+2.4580P] 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         4746
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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 0.69476(2) 0.46265(4) 0.38418(2) 0.02721(10) Uani 1 1 d . . . . .
N1 N 0.66002(3) 0.37900(12) 0.18892(7) 0.0277(2) Uani 1 1 d . . . . .
N2 N 0.72281(3) 0.27510(13) 0.26655(8) 0.0296(2) Uani 1 1 d . . . . .
C1 C 0.63925(4) 0.55049(14) 0.37014(8) 0.0239(2) Uani 1 1 d . . . . .
C2 C 0.60335(4) 0.46501(13) 0.38361(8) 0.0246(2) Uani 1 1 d . . . . .
C3 C 0.56642(4) 0.53923(15) 0.39764(9) 0.0282(3) Uani 1 1 d . . . . .
H3 H 0.542771 0.480335 0.407588 0.034 Uiso 1 1 calc R U . . .
C4 C 0.56313(4) 0.69668(15) 0.39754(9) 0.0303(3) Uani 1 1 d . . . . .
C5 C 0.59734(4) 0.77897(14) 0.37874(9) 0.0293(3) Uani 1 1 d . . . . .
H5 H 0.595181 0.886555 0.376062 0.035 Uiso 1 1 calc R U . . .
C6 C 0.63476(4) 0.71010(14) 0.36362(8) 0.0260(2) Uani 1 1 d . . . . .
C7 C 0.60332(4) 0.29214(14) 0.38180(9) 0.0276(3) Uani 1 1 d . . . . .
H7 H 0.628254 0.258829 0.357024 0.033 Uiso 1 1 calc R U . . .
C8 C 0.61233(5) 0.22698(16) 0.48031(10) 0.0403(3) Uani 1 1 d . . . . .
H8A H 0.641068 0.265187 0.520261 0.060 Uiso 1 1 calc R U . . .
H8B H 0.613348 0.115924 0.477494 0.060 Uiso 1 1 calc R U . . .
H8C H 0.588359 0.257962 0.506448 0.060 Uiso 1 1 calc R U . . .
C9 C 0.55967(5) 0.22885(17) 0.31648(11) 0.0388(3) Uani 1 1 d . . . . .
H9A H 0.562292 0.118592 0.311037 0.058 Uiso 1 1 calc R U . . .
H9B H 0.553815 0.275420 0.254408 0.058 Uiso 1 1 calc R U . . .
H9C H 0.534938 0.251987 0.342141 0.058 Uiso 1 1 calc R U . . .
C10A C 0.52344(9) 0.7811(3) 0.4183(2) 0.0381(5) Uani 0.855(4) 1 d . . P A 1
H10 H 0.521381 0.884187 0.389316 0.046 Uiso 0.855(4) 1 calc R U P A 1
C11A C 0.53212(10) 0.8020(5) 0.5202(3) 0.0530(8) Uani 0.855(4) 1 d . . P A 1
H11A H 0.560875 0.853758 0.546098 0.080 Uiso 0.855(4) 1 calc R U P A 1
H11B H 0.508161 0.863422 0.531840 0.080 Uiso 0.855(4) 1 calc R U P A 1
H11C H 0.533095 0.702701 0.550367 0.080 Uiso 0.855(4) 1 calc R U P A 1
C12A C 0.47942(6) 0.7016(3) 0.37502(15) 0.0543(6) Uani 0.855(4) 1 d . . P A 1
H12A H 0.474679 0.689522 0.307526 0.081 Uiso 0.855(4) 1 calc R U P A 1
H12B H 0.479960 0.601496 0.403970 0.081 Uiso 0.855(4) 1 calc R U P A 1
H12C H 0.455027 0.762218 0.385443 0.081 Uiso 0.855(4) 1 calc R U P A 1
C10B C 0.5321(7) 0.762(3) 0.4160(18) 0.0381(5) Uani 0.145(4) 1 d . . P A 2
H10B H 0.519036 0.664733 0.430108 0.046 Uiso 0.145(4) 1 calc R U P A 2
C11B C 0.5428(8) 0.826(4) 0.532(2) 0.0530(8) Uani 0.145(4) 1 d . . P A 2
H11D H 0.516035 0.876867 0.539001 0.080 Uiso 0.145(4) 1 calc R U P A 2
H11E H 0.550488 0.739919 0.574730 0.080 Uiso 0.145(4) 1 calc R U P A 2
H11F H 0.567767 0.898519 0.546144 0.080 Uiso 0.145(4) 1 calc R U P A 2
C12B C 0.4876(4) 0.8154(18) 0.3529(9) 0.0543(6) Uani 0.145(4) 1 d . . P A 2
H12D H 0.470558 0.863974 0.390655 0.081 Uiso 0.145(4) 1 calc R U P A 2
H12E H 0.492455 0.888482 0.307391 0.081 Uiso 0.145(4) 1 calc R U P A 2
H12F H 0.470728 0.728157 0.319551 0.081 Uiso 0.145(4) 1 calc R U P A 2
C13 C 0.66938(4) 0.81054(15) 0.33920(9) 0.0317(3) Uani 1 1 d . . . . .
H13 H 0.689235 0.742278 0.315570 0.038 Uiso 1 1 calc R U . . .
C14 C 0.69907(5) 0.8913(2) 0.42596(11) 0.0488(4) Uani 1 1 d . . . . .
H14A H 0.680730 0.959887 0.451070 0.073 Uiso 1 1 calc R U . . .
H14B H 0.722119 0.949969 0.408778 0.073 Uiso 1 1 calc R U . . .
H14C H 0.713394 0.815936 0.473637 0.073 Uiso 1 1 calc R U . . .
C15 C 0.64843(6) 0.92347(18) 0.26108(12) 0.0454(4) Uani 1 1 d . . . . .
H15A H 0.629273 0.868995 0.206756 0.068 Uiso 1 1 calc R U . . .
H15B H 0.672143 0.976690 0.242972 0.068 Uiso 1 1 calc R U . . .
H15C H 0.630410 0.997257 0.283354 0.068 Uiso 1 1 calc R U . . .
C16 C 0.69016(4) 0.37211(14) 0.27637(8) 0.0244(2) Uani 1 1 d . . . . .
C17 C 0.67452(5) 0.28973(17) 0.12659(9) 0.0351(3) Uani 1 1 d . . . . .
H17 H 0.659549 0.276261 0.061773 0.042 Uiso 1 1 calc R U . . .
C18 C 0.71344(5) 0.22630(17) 0.17472(10) 0.0357(3) Uani 1 1 d . . . . .
H18 H 0.731274 0.160133 0.150348 0.043 Uiso 1 1 calc R U . . .
C19 C 0.62139(4) 0.47820(16) 0.16025(9) 0.0333(3) Uani 1 1 d . . . . .
H19A H 0.599330 0.447225 0.191675 0.050 Uiso 1 1 calc R U . . .
H19B H 0.608004 0.471386 0.092196 0.050 Uiso 1 1 calc R U . . .
H19C H 0.630712 0.583077 0.177509 0.050 Uiso 1 1 calc R U . . .
C20 C 0.76211(4) 0.23504(18) 0.34287(10) 0.0375(3) Uani 1 1 d . . . . .
H20A H 0.782406 0.322318 0.358296 0.056 Uiso 1 1 calc R U . . .
H20B H 0.777470 0.149403 0.323861 0.056 Uiso 1 1 calc R U . . .
H20C H 0.752984 0.206366 0.397994 0.056 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 C16 1.7637(12) . ?
P1 C1 1.8546(12) . ?
N1 C16 1.3679(15) . ?
N1 C17 1.3921(16) . ?
N1 C19 1.4492(16) . ?
N2 C16 1.3716(15) . ?
N2 C18 1.3831(17) . ?
N2 C20 1.4515(17) . ?
C1 C6 1.4134(17) . ?
C1 C2 1.4139(16) . ?
C2 C3 1.3950(16) . ?
C2 C7 1.5229(17) . ?
C3 C4 1.3907(18) . ?
C3 H3 0.9500 . ?
C4 C10B 1.229(16) . ?
C4 C5 1.3872(18) . ?
C4 C10A 1.554(2) . ?
C5 C6 1.3937(17) . ?
C5 H5 0.9500 . ?
C6 C13 1.5228(17) . ?
C7 C8 1.5255(18) . ?
C7 C9 1.5295(18) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10A C11A 1.476(5) . ?
C10A C12A 1.509(4) . ?
C10A H10 1.0000 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C10B C12B 1.51(2) . ?
C10B C11B 1.75(4) . ?
C10B H10B 1.0000 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13 C15 1.526(2) . ?
C13 C14 1.5287(19) . ?
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 . ?
C17 C18 1.339(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
C16 P1 C1 105.27(5) . . ?
C16 N1 C17 110.14(10) . . ?
C16 N1 C19 126.04(10) . . ?
C17 N1 C19 123.39(11) . . ?
C16 N2 C18 110.63(11) . . ?
C16 N2 C20 123.50(11) . . ?
C18 N2 C20 125.85(11) . . ?
C6 C1 C2 118.21(11) . . ?
C6 C1 P1 119.56(9) . . ?
C2 C1 P1 121.14(9) . . ?
C3 C2 C1 119.88(11) . . ?
C3 C2 C7 118.36(11) . . ?
C1 C2 C7 121.76(10) . . ?
C4 C3 C2 122.10(11) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C10B C4 C5 120.4(12) . . ?
C10B C4 C3 122.1(12) . . ?
C5 C4 C3 117.40(11) . . ?
C5 C4 C10A 119.92(16) . . ?
C3 C4 C10A 122.68(16) . . ?
C4 C5 C6 122.61(12) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C5 C6 C1 119.52(11) . . ?
C5 C6 C13 118.38(11) . . ?
C1 C6 C13 122.09(11) . . ?
C2 C7 C8 111.10(10) . . ?
C2 C7 C9 111.81(11) . . ?
C8 C7 C9 110.74(11) . . ?
C2 C7 H7 107.7 . . ?
C8 C7 H7 107.7 . . ?
C9 C7 H7 107.7 . . ?
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 . . ?
C11A C10A C12A 111.5(2) . . ?
C11A C10A C4 110.5(2) . . ?
C12A C10A C4 111.9(2) . . ?
C11A C10A H10 107.5 . . ?
C12A C10A H10 107.5 . . ?
C4 C10A H10 107.5 . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C4 C10B C12B 131(2) . . ?
C4 C10B C11B 116.0(19) . . ?
C12B C10B C11B 112.9(15) . . ?
C4 C10B H10B 92.3 . . ?
C12B C10B H10B 92.3 . . ?
C11B C10B H10B 92.3 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C6 C13 C15 112.72(11) . . ?
C6 C13 C14 111.38(11) . . ?
C15 C13 C14 111.15(13) . . ?
C6 C13 H13 107.1 . . ?
C15 C13 H13 107.1 . . ?
C14 C13 H13 107.1 . . ?
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 . . ?
N1 C16 N2 104.53(10) . . ?
N1 C16 P1 134.34(9) . . ?
N2 C16 P1 121.06(9) . . ?
C18 C17 N1 107.47(12) . . ?
C18 C17 H17 126.3 . . ?
N1 C17 H17 126.3 . . ?
C17 C18 N2 107.22(11) . . ?
C17 C18 H18 126.4 . . ?
N2 C18 H18 126.4 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C16 P1 C1 C6 -109.29(10) . . . . ?
C16 P1 C1 C2 82.90(10) . . . . ?
C6 C1 C2 C3 -5.16(17) . . . . ?
P1 C1 C2 C3 162.81(9) . . . . ?
C6 C1 C2 C7 173.86(11) . . . . ?
P1 C1 C2 C7 -18.17(15) . . . . ?
C1 C2 C3 C4 0.99(18) . . . . ?
C7 C2 C3 C4 -178.07(12) . . . . ?
C2 C3 C4 C10B -175.1(15) . . . . ?
C2 C3 C4 C5 2.75(19) . . . . ?
C2 C3 C4 C10A -176.65(18) . . . . ?
C10B C4 C5 C6 175.6(14) . . . . ?
C3 C4 C5 C6 -2.28(19) . . . . ?
C10A C4 C5 C6 177.14(18) . . . . ?
C4 C5 C6 C1 -1.92(19) . . . . ?
C4 C5 C6 C13 177.30(12) . . . . ?
C2 C1 C6 C5 5.61(17) . . . . ?
P1 C1 C6 C5 -162.56(9) . . . . ?
C2 C1 C6 C13 -173.59(11) . . . . ?
P1 C1 C6 C13 18.24(16) . . . . ?
C3 C2 C7 C8 -74.93(14) . . . . ?
C1 C2 C7 C8 106.03(13) . . . . ?
C3 C2 C7 C9 49.35(15) . . . . ?
C1 C2 C7 C9 -129.69(12) . . . . ?
C5 C4 C10A C11A -93.5(3) . . . . ?
C3 C4 C10A C11A 85.9(3) . . . . ?
C5 C4 C10A C12A 141.52(19) . . . . ?
C3 C4 C10A C12A -39.1(3) . . . . ?
C5 C4 C10B C12B 91(3) . . . . ?
C3 C4 C10B C12B -92(3) . . . . ?
C5 C4 C10B C11B -81(2) . . . . ?
C3 C4 C10B C11B 97(2) . . . . ?
C5 C6 C13 C15 -48.71(16) . . . . ?
C1 C6 C13 C15 130.49(13) . . . . ?
C5 C6 C13 C14 77.02(16) . . . . ?
C1 C6 C13 C14 -103.78(15) . . . . ?
C17 N1 C16 N2 -1.04(14) . . . . ?
C19 N1 C16 N2 -173.68(12) . . . . ?
C17 N1 C16 P1 175.66(11) . . . . ?
C19 N1 C16 P1 3.0(2) . . . . ?
C18 N2 C16 N1 1.33(14) . . . . ?
C20 N2 C16 N1 179.61(12) . . . . ?
C18 N2 C16 P1 -175.91(9) . . . . ?
C20 N2 C16 P1 2.37(17) . . . . ?
C1 P1 C16 N1 14.13(14) . . . . ?
C1 P1 C16 N2 -169.60(10) . . . . ?
C16 N1 C17 C18 0.37(16) . . . . ?
C19 N1 C17 C18 173.25(12) . . . . ?
N1 C17 C18 N2 0.46(16) . . . . ?
C16 N2 C18 C17 -1.15(16) . . . . ?
C20 N2 C18 C17 -179.38(13) . . . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.176
_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_ax1959_DipPIiPr2Me2_cmpd4b
_database_code_depnum_ccdc_archive 'CCDC 2289302'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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 H37 N2 P'
_chemical_formula_sum            'C23 H37 N2 P'
_chemical_formula_weight         372.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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/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                   10.4539(9)
_cell_length_b                   15.7979(13)
_cell_length_c                   14.8454(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.127(2)
_cell_angle_gamma                90
_cell_volume                     2355.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9755
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      30.45

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.051
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.125
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_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            59977
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.924
_diffrn_reflns_theta_max         29.999
_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             6873
_reflns_number_gt                5553
_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)+(0.0616P)²+0.2408P] 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         6873
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.25449(9) 0.25720(6) 0.70176(6) 0.01942(18) Uani 1 1 d . . . . .
C2 C 0.12182(10) 0.23168(6) 0.65744(7) 0.02284(19) Uani 1 1 d . . . . .
C3 C 0.04574(11) 0.19420(7) 0.71051(8) 0.0320(2) Uani 1 1 d . . . . .
H3 H -0.0428 0.1767 0.6804 0.038 Uiso 1 1 calc R U . . .
C4 C 0.09690(12) 0.18203(8) 0.80601(8) 0.0362(3) Uani 1 1 d . . . . .
H4 H 0.0428 0.1582 0.8414 0.043 Uiso 1 1 calc R U . . .
C5 C 0.22713(12) 0.20475(7) 0.84988(7) 0.0307(2) Uani 1 1 d . . . . .
H5 H 0.2620 0.1958 0.9154 0.037 Uiso 1 1 calc R U . . .
C6 C 0.30839(10) 0.24060(6) 0.79951(7) 0.02295(19) Uani 1 1 d . . . . .
C7 C 0.06040(10) 0.24207(7) 0.55220(7) 0.0264(2) Uani 1 1 d . . . . .
H7 H 0.1107 0.2884 0.5311 0.032 Uiso 1 1 calc R U . . .
C8 C 0.07873(15) 0.16269(9) 0.49958(9) 0.0457(3) Uani 1 1 d . . . . .
H8A H 0.1740 0.1515 0.5104 0.069 Uiso 1 1 calc R U . . .
H8B H 0.0371 0.1707 0.4323 0.069 Uiso 1 1 calc R U . . .
H8C H 0.0369 0.1146 0.5220 0.069 Uiso 1 1 calc R U . . .
C9 C -0.08512(13) 0.26840(11) 0.52491(10) 0.0506(4) Uani 1 1 d . . . . .
H9A H -0.1390 0.2226 0.5399 0.076 Uiso 1 1 calc R U . . .
H9B H -0.1148 0.2801 0.4575 0.076 Uiso 1 1 calc R U . . .
H9C H -0.0954 0.3195 0.5597 0.076 Uiso 1 1 calc R U . . .
C10 C 0.45323(11) 0.25699(7) 0.85273(7) 0.0271(2) Uani 1 1 d . . . . .
H10 H 0.5015 0.2737 0.8060 0.033 Uiso 1 1 calc R U . . .
C11 C 0.52060(12) 0.17734(8) 0.90344(8) 0.0367(3) Uani 1 1 d . . . . .
H11A H 0.4794 0.1620 0.9529 0.055 Uiso 1 1 calc R U . . .
H11B H 0.6156 0.1885 0.9313 0.055 Uiso 1 1 calc R U . . .
H11C H 0.5099 0.1306 0.8585 0.055 Uiso 1 1 calc R U . . .
C12 C 0.46791(13) 0.32935(8) 0.92352(8) 0.0361(3) Uani 1 1 d . . . . .
H12A H 0.4250 0.3803 0.8913 0.054 Uiso 1 1 calc R U . . .
H12B H 0.5626 0.3407 0.9524 0.054 Uiso 1 1 calc R U . . .
H12C H 0.4256 0.3133 0.9722 0.054 Uiso 1 1 calc R U . . .
C13 C 0.40957(9) 0.39802(6) 0.69575(6) 0.01987(18) Uani 1 1 d . . . . .
C14 C 0.41173(11) 0.51983(6) 0.77644(7) 0.0275(2) Uani 1 1 d . . . . .
C15 C 0.53877(11) 0.50308(7) 0.77680(7) 0.0275(2) Uani 1 1 d . . . . .
C16 C 0.36212(15) 0.59092(8) 0.82442(10) 0.0444(3) Uani 1 1 d . . . . .
H16A H 0.3342 0.5686 0.8776 0.067 Uiso 1 1 calc R U . . .
H16B H 0.2862 0.6183 0.7800 0.067 Uiso 1 1 calc R U . . .
H16C H 0.4335 0.6324 0.8470 0.067 Uiso 1 1 calc R U . . .
C17 C 0.66218(13) 0.55029(8) 0.82639(9) 0.0393(3) Uani 1 1 d . . . . .
H17A H 0.6377 0.6046 0.8488 0.059 Uiso 1 1 calc R U . . .
H17B H 0.7162 0.5603 0.7830 0.059 Uiso 1 1 calc R U . . .
H17C H 0.7135 0.5168 0.8798 0.059 Uiso 1 1 calc R U . . .
C18 C 0.18552(10) 0.45544(7) 0.68858(8) 0.0284(2) Uani 1 1 d . . . . .
H18 H 0.1610 0.4017 0.6522 0.034 Uiso 1 1 calc R U . . .
C19 C 0.11466(14) 0.45345(10) 0.76517(11) 0.0461(3) Uani 1 1 d . . . . .
H19A H 0.1508 0.4073 0.8089 0.069 Uiso 1 1 calc R U . . .
H19B H 0.0192 0.4444 0.7369 0.069 Uiso 1 1 calc R U . . .
H19C H 0.1284 0.5074 0.7990 0.069 Uiso 1 1 calc R U . . .
C20 C 0.14177(13) 0.52740(8) 0.61853(10) 0.0418(3) Uani 1 1 d . . . . .
H20A H 0.1638 0.5817 0.6510 0.063 Uiso 1 1 calc R U . . .
H20B H 0.0454 0.5240 0.5899 0.063 Uiso 1 1 calc R U . . .
H20C H 0.1879 0.5227 0.5696 0.063 Uiso 1 1 calc R U . . .
C21 C 0.64793(10) 0.38831(7) 0.69890(8) 0.0313(2) Uani 1 1 d . . . . .
H21 H 0.6128 0.3342 0.6664 0.038 Uiso 1 1 calc R U . . .
C22 C 0.69005(13) 0.44292(8) 0.62743(9) 0.0396(3) Uani 1 1 d . . . . .
H22A H 0.6121 0.4556 0.5748 0.059 Uiso 1 1 calc R U . . .
H22B H 0.7563 0.4124 0.6044 0.059 Uiso 1 1 calc R U . . .
H22C H 0.7288 0.4959 0.6572 0.059 Uiso 1 1 calc R U . . .
C23 C 0.76349(12) 0.36446(10) 0.78335(11) 0.0500(4) Uani 1 1 d . . . . .
H23A H 0.8110 0.4158 0.8111 0.075 Uiso 1 1 calc R U . . .
H23B H 0.8247 0.3268 0.7631 0.075 Uiso 1 1 calc R U . . .
H23C H 0.7289 0.3354 0.8301 0.075 Uiso 1 1 calc R U . . .
N1 N 0.33222(8) 0.45519(5) 0.72552(6) 0.02295(17) Uani 1 1 d . . . . .
N2 N 0.53658(8) 0.42833(5) 0.72611(6) 0.02348(17) Uani 1 1 d . . . . .
P1 P 0.35818(2) 0.30206(2) 0.62993(2) 0.02080(7) Uani 1 1 d . . . . .


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

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.4184(13) . ?
C1 C6 1.4275(13) . ?
C1 P1 1.8592(9) . ?
C2 C3 1.3972(14) . ?
C2 C7 1.5240(14) . ?
C3 C4 1.3827(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3834(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.3980(14) . ?
C5 H5 0.9500 . ?
C6 C10 1.5229(14) . ?
C7 C8 1.5175(16) . ?
C7 C9 1.5196(16) . ?
C7 H7 1.0000 . ?
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 C12 1.5314(16) . ?
C10 C11 1.5335(16) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N2 1.3648(12) . ?
C13 N1 1.3651(12) . ?
C13 P1 1.8028(10) . ?
C14 C15 1.3527(16) . ?
C14 N1 1.3986(13) . ?
C14 C16 1.4977(16) . ?
C15 N2 1.3971(13) . ?
C15 C17 1.4949(15) . ?
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 N1 1.4783(13) . ?
C18 C19 1.5199(16) . ?
C18 C20 1.5227(16) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N2 1.4762(13) . ?
C21 C22 1.5243(17) . ?
C21 C23 1.5270(17) . ?
C21 H21 1.0000 . ?
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
C2 C1 C6 118.58(8) . . ?
C2 C1 P1 119.54(7) . . ?
C6 C1 P1 121.64(7) . . ?
C3 C2 C1 119.69(9) . . ?
C3 C2 C7 118.69(9) . . ?
C1 C2 C7 121.61(9) . . ?
C4 C3 C2 121.23(10) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.77(10) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.20(10) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.42(9) . . ?
C5 C6 C10 117.10(9) . . ?
C1 C6 C10 123.44(8) . . ?
C8 C7 C9 110.44(11) . . ?
C8 C7 C2 111.18(9) . . ?
C9 C7 C2 114.10(10) . . ?
C8 C7 H7 106.9 . . ?
C9 C7 H7 106.9 . . ?
C2 C7 H7 106.9 . . ?
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 . . ?
C6 C10 C12 112.25(9) . . ?
C6 C10 C11 111.72(9) . . ?
C12 C10 C11 109.32(9) . . ?
C6 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C11 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 N1 105.69(8) . . ?
N2 C13 P1 126.16(7) . . ?
N1 C13 P1 128.15(7) . . ?
C15 C14 N1 107.15(9) . . ?
C15 C14 C16 127.88(10) . . ?
N1 C14 C16 124.91(10) . . ?
C14 C15 N2 107.09(9) . . ?
C14 C15 C17 128.06(10) . . ?
N2 C15 C17 124.73(10) . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 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 . . ?
N1 C18 C19 113.17(10) . . ?
N1 C18 C20 109.83(9) . . ?
C19 C18 C20 114.20(10) . . ?
N1 C18 H18 106.3 . . ?
C19 C18 H18 106.3 . . ?
C20 C18 H18 106.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C22 110.51(9) . . ?
N2 C21 C23 112.65(11) . . ?
C22 C21 C23 113.30(10) . . ?
N2 C21 H21 106.6 . . ?
C22 C21 H21 106.6 . . ?
C23 C21 H21 106.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 N1 C14 109.96(8) . . ?
C13 N1 C18 121.90(8) . . ?
C14 N1 C18 126.73(9) . . ?
C13 N2 C15 110.08(8) . . ?
C13 N2 C21 121.88(9) . . ?
C15 N2 C21 127.82(9) . . ?
C13 P1 C1 98.22(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
C6 C1 C2 C3 2.44(14) . . . . ?
P1 C1 C2 C3 176.93(8) . . . . ?
C6 C1 C2 C7 -176.01(9) . . . . ?
P1 C1 C2 C7 -1.52(13) . . . . ?
C1 C2 C3 C4 0.57(17) . . . . ?
C7 C2 C3 C4 179.06(11) . . . . ?
C2 C3 C4 C5 -2.09(19) . . . . ?
C3 C4 C5 C6 0.51(19) . . . . ?
C4 C5 C6 C1 2.53(17) . . . . ?
C4 C5 C6 C10 -175.34(11) . . . . ?
C2 C1 C6 C5 -3.95(14) . . . . ?
P1 C1 C6 C5 -178.31(8) . . . . ?
C2 C1 C6 C10 173.77(9) . . . . ?
P1 C1 C6 C10 -0.59(14) . . . . ?
C3 C2 C7 C8 -85.77(13) . . . . ?
C1 C2 C7 C8 92.69(12) . . . . ?
C3 C2 C7 C9 39.92(14) . . . . ?
C1 C2 C7 C9 -141.61(11) . . . . ?
C5 C6 C10 C12 -70.35(12) . . . . ?
C1 C6 C10 C12 111.88(11) . . . . ?
C5 C6 C10 C11 52.87(13) . . . . ?
C1 C6 C10 C11 -124.91(10) . . . . ?
N1 C14 C15 N2 0.02(11) . . . . ?
C16 C14 C15 N2 177.27(11) . . . . ?
N1 C14 C15 C17 -176.12(10) . . . . ?
C16 C14 C15 C17 1.1(2) . . . . ?
N2 C13 N1 C14 -1.52(11) . . . . ?
P1 C13 N1 C14 178.54(7) . . . . ?
N2 C13 N1 C18 165.82(8) . . . . ?
P1 C13 N1 C18 -14.12(13) . . . . ?
C15 C14 N1 C13 0.95(11) . . . . ?
C16 C14 N1 C13 -176.41(11) . . . . ?
C15 C14 N1 C18 -165.63(10) . . . . ?
C16 C14 N1 C18 17.01(17) . . . . ?
C19 C18 N1 C13 127.60(11) . . . . ?
C20 C18 N1 C13 -103.47(11) . . . . ?
C19 C18 N1 C14 -67.29(14) . . . . ?
C20 C18 N1 C14 61.64(13) . . . . ?
N1 C13 N2 C15 1.53(10) . . . . ?
P1 C13 N2 C15 -178.52(7) . . . . ?
N1 C13 N2 C21 -173.45(9) . . . . ?
P1 C13 N2 C21 6.49(13) . . . . ?
C14 C15 N2 C13 -0.98(11) . . . . ?
C17 C15 N2 C13 175.32(10) . . . . ?
C14 C15 N2 C21 173.63(10) . . . . ?
C17 C15 N2 C21 -10.07(17) . . . . ?
C22 C21 N2 C13 106.53(11) . . . . ?
C23 C21 N2 C13 -125.62(11) . . . . ?
C22 C21 N2 C15 -67.51(14) . . . . ?
C23 C21 N2 C15 60.35(14) . . . . ?
N2 C13 P1 C1 131.41(8) . . . . ?
N1 C13 P1 C1 -48.66(9) . . . . ?
C2 C1 P1 C13 127.62(8) . . . . ?
C6 C1 P1 C13 -58.07(9) . . . . ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.247
_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_ax2217_cmpd5a
_database_code_depnum_ccdc_archive 'CCDC 2289304'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-09-21 deposited with the CCDC.	2023-09-26 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         'C36 H44 N4 P2'
_chemical_formula_sum            'C36 H44 N4 P2'
_chemical_formula_weight         594.69

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                   15.3256(7)
_cell_length_b                   27.6449(13)
_cell_length_c                   15.9718(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.864(2)
_cell_angle_gamma                90
_cell_volume                     6763.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9715
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      66.62

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_F_000             2544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.386
_shelx_estimated_absorpt_T_min   0.819
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.934
_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            69488
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.197
_diffrn_reflns_theta_max         66.907
_diffrn_reflns_theta_full        66.907
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             11850
_reflns_number_gt                9471
_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-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3v2020.1 (Farrugia, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

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

# 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)+(0.0750P)²+9.4561P] 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         11850
_refine_ls_number_parameters     777
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1882
_refine_ls_wR_factor_gt          0.1778
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
P1 P 0.69895(6) 0.30810(3) 0.57159(6) 0.0398(2) Uani 1 1 d . . . . .
P2 P 0.74409(6) 0.45003(3) 0.87447(6) 0.0378(2) Uani 1 1 d . . . . .
N1 N 0.80910(19) 0.39293(10) 0.55675(17) 0.0347(6) Uani 1 1 d . . . . .
N2 N 0.70915(19) 0.38289(10) 0.45816(18) 0.0369(6) Uani 1 1 d . . . . .
N3 N 0.8614(2) 0.36920(10) 0.85678(18) 0.0359(6) Uani 1 1 d . . . . .
N4 N 0.7915(2) 0.37094(11) 0.97209(19) 0.0454(8) Uani 1 1 d . . . . .
C1 C 0.8339(2) 0.38086(11) 0.7072(2) 0.0327(7) Uani 1 1 d . . . . .
H1 H 0.772866 0.378377 0.714761 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8671(2) 0.38845(11) 0.6284(2) 0.0326(7) Uani 1 1 d . . . . .
C3 C 0.9554(2) 0.39256(12) 0.6177(2) 0.0374(7) Uani 1 1 d . . . . .
H3 H 0.976840 0.399071 0.563662 0.045 Uiso 1 1 calc R U . . .
C4 C 1.0136(2) 0.38719(13) 0.6858(2) 0.0410(8) Uani 1 1 d . . . . .
H4 H 1.074688 0.389181 0.678202 0.049 Uiso 1 1 calc R U . . .
C5 C 0.9820(2) 0.37894(12) 0.7646(2) 0.0375(7) Uani 1 1 d . . . . .
H5 H 1.021134 0.374650 0.811444 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8931(2) 0.37703(11) 0.7744(2) 0.0327(7) Uani 1 1 d . . . . .
C7 C 0.8135(3) 0.43214(13) 0.5017(2) 0.0415(8) Uani 1 1 d . . . . .
H7 H 0.853369 0.458398 0.506040 0.050 Uiso 1 1 calc R U . . .
C8 C 0.7515(3) 0.42597(13) 0.4421(2) 0.0427(8) Uani 1 1 d . . . . .
H8 H 0.738646 0.447328 0.396733 0.051 Uiso 1 1 calc R U . . .
C9 C 0.7440(2) 0.36173(12) 0.5299(2) 0.0346(7) Uani 1 1 d . . . . .
C10 C 0.6405(3) 0.36059(13) 0.4045(2) 0.0418(8) Uani 1 1 d . . . . .
H10 H 0.640403 0.325074 0.416351 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5523(3) 0.38031(17) 0.4254(3) 0.0541(10) Uani 1 1 d . . . . .
H11A H 0.542395 0.375268 0.485110 0.081 Uiso 1 1 calc R U . . .
H11B H 0.506949 0.363498 0.391977 0.081 Uiso 1 1 calc R U . . .
H11C H 0.550139 0.414989 0.412842 0.081 Uiso 1 1 calc R U . . .
C12 C 0.6610(3) 0.36746(16) 0.3126(2) 0.0512(10) Uani 1 1 d . . . . .
H12A H 0.657676 0.401917 0.298390 0.077 Uiso 1 1 calc R U . . .
H12B H 0.618573 0.349448 0.277535 0.077 Uiso 1 1 calc R U . . .
H12C H 0.719929 0.355446 0.302678 0.077 Uiso 1 1 calc R U . . .
C13 C 0.7898(2) 0.28084(11) 0.6322(2) 0.0330(7) Uani 1 1 d . . . . .
C14 C 0.8727(2) 0.27139(11) 0.6007(2) 0.0343(7) Uani 1 1 d . . . . .
C15 C 0.9348(2) 0.24593(13) 0.6484(2) 0.0429(8) Uani 1 1 d . . . . .
H15 H 0.990891 0.240656 0.626605 0.051 Uiso 1 1 calc R U . . .
C16 C 0.9166(3) 0.22793(14) 0.7276(3) 0.0460(9) Uani 1 1 d . . . . .
C17 C 0.8351(3) 0.23634(13) 0.7574(2) 0.0417(8) Uani 1 1 d . . . . .
H17 H 0.821213 0.223467 0.810523 0.050 Uiso 1 1 calc R U . . .
C18 C 0.7720(2) 0.26287(12) 0.7133(2) 0.0387(8) Uani 1 1 d . . . . .
C19 C 0.8953(3) 0.28630(13) 0.5127(2) 0.0408(8) Uani 1 1 d . . . . .
H19A H 0.904136 0.321380 0.510802 0.061 Uiso 1 1 calc R U . . .
H19B H 0.847342 0.277314 0.473597 0.061 Uiso 1 1 calc R U . . .
H19C H 0.948838 0.269830 0.496690 0.061 Uiso 1 1 calc R U . . .
C20 C 0.9838(3) 0.1988(2) 0.7780(3) 0.0711(14) Uani 1 1 d . . . . .
H20A H 0.955006 0.171640 0.805083 0.107 Uiso 1 1 calc R U . . .
H20B H 1.011704 0.219593 0.820776 0.107 Uiso 1 1 calc R U . . .
H20C H 1.028114 0.186517 0.740577 0.107 Uiso 1 1 calc R U . . .
C21 C 0.6856(3) 0.27143(16) 0.7525(3) 0.0558(11) Uani 1 1 d . . . . .
H21A H 0.639000 0.256930 0.717311 0.084 Uiso 1 1 calc R U . . .
H21B H 0.675435 0.306301 0.757387 0.084 Uiso 1 1 calc R U . . .
H21C H 0.686010 0.256661 0.808259 0.084 Uiso 1 1 calc R U . . .
C22 C 0.8862(3) 0.32851(13) 0.9035(2) 0.0477(9) Uani 1 1 d . . . . .
H22 H 0.926576 0.304356 0.887675 0.057 Uiso 1 1 calc R U . . .
C23 C 0.8431(3) 0.32985(14) 0.9739(3) 0.0553(11) Uani 1 1 d . . . . .
H23 H 0.846869 0.306709 1.017836 0.066 Uiso 1 1 calc R U . . .
C24 C 0.8024(2) 0.39626(12) 0.8994(2) 0.0352(7) Uani 1 1 d . . . . .
C25 C 0.7417(3) 0.38735(16) 1.0439(3) 0.0548(11) Uani 1 1 d . . . . .
H25 H 0.714791 0.419297 1.028937 0.066 Uiso 1 1 calc R U . . .
C26 C 0.6690(4) 0.3525(2) 1.0610(4) 0.0892(19) Uani 1 1 d . . . . .
H26A H 0.635341 0.346092 1.008918 0.134 Uiso 1 1 calc R U . . .
H26B H 0.630546 0.366535 1.102397 0.134 Uiso 1 1 calc R U . . .
H26C H 0.693665 0.322123 1.082778 0.134 Uiso 1 1 calc R U . . .
C27 C 0.8043(4) 0.3951(2) 1.1195(3) 0.0779(16) Uani 1 1 d . . . . .
H27A H 0.828360 0.363869 1.137985 0.117 Uiso 1 1 calc R U . . .
H27B H 0.772672 0.409879 1.165319 0.117 Uiso 1 1 calc R U . . .
H27C H 0.852042 0.416483 1.103650 0.117 Uiso 1 1 calc R U . . .
C28 C 0.8156(2) 0.47994(11) 0.8002(2) 0.0330(7) Uani 1 1 d . . . . .
C29 C 0.7807(2) 0.49521(12) 0.7214(2) 0.0382(8) Uani 1 1 d . . . . .
C30 C 0.8339(3) 0.51839(13) 0.6651(3) 0.0449(9) Uani 1 1 d . . . . .
H30 H 0.809577 0.528151 0.612313 0.054 Uiso 1 1 calc R U . . .
C31 C 0.9209(3) 0.52769(14) 0.6836(3) 0.0503(10) Uani 1 1 d . . . . .
C32 C 0.9535(2) 0.51482(13) 0.7626(3) 0.0497(10) Uani 1 1 d . . . . .
H32 H 1.012539 0.522225 0.777334 0.060 Uiso 1 1 calc R U . . .
C33 C 0.9033(2) 0.49169(12) 0.8206(3) 0.0398(8) Uani 1 1 d . . . . .
C34 C 0.6870(3) 0.48579(17) 0.6952(3) 0.0551(11) Uani 1 1 d . . . . .
H34A H 0.648876 0.496221 0.739823 0.083 Uiso 1 1 calc R U . . .
H34B H 0.678757 0.451122 0.684854 0.083 Uiso 1 1 calc R U . . .
H34C H 0.672491 0.503881 0.643860 0.083 Uiso 1 1 calc R U . . .
C35 C 0.9791(3) 0.5495(2) 0.6192(4) 0.0792(17) Uani 1 1 d . . . . .
H35A H 0.999326 0.581316 0.638394 0.119 Uiso 1 1 calc R U . . .
H35B H 0.946188 0.552909 0.565848 0.119 Uiso 1 1 calc R U . . .
H35C H 1.029446 0.528282 0.611423 0.119 Uiso 1 1 calc R U . . .
C36 C 0.9452(3) 0.47951(14) 0.9049(3) 0.0502(10) Uani 1 1 d . . . . .
H36A H 0.961905 0.445291 0.905920 0.075 Uiso 1 1 calc R U . . .
H36B H 0.903629 0.485752 0.948950 0.075 Uiso 1 1 calc R U . . .
H36C H 0.997273 0.499593 0.914452 0.075 Uiso 1 1 calc R U . . .
P3 P 0.76678(6) 0.69241(3) 0.10013(6) 0.0380(2) Uani 1 1 d . . . . .
P4 P 0.76939(5) 0.56744(3) 0.38583(5) 0.03264(19) Uani 1 1 d . . . . .
N5 N 0.64277(19) 0.61318(10) 0.08088(17) 0.0359(6) Uani 1 1 d . . . . .
N6 N 0.7424(2) 0.61868(11) -0.01317(18) 0.0397(7) Uani 1 1 d . . . . .
N7 N 0.62905(17) 0.63820(10) 0.38157(17) 0.0304(6) Uani 1 1 d . . . . .
N8 N 0.72329(19) 0.64390(10) 0.48616(17) 0.0341(6) Uani 1 1 d . . . . .
C37 C 0.6363(2) 0.62534(11) 0.2314(2) 0.0295(6) Uani 1 1 d . . . . .
H37 H 0.697948 0.628778 0.235259 0.035 Uiso 1 1 calc R U . . .
C38 C 0.5933(2) 0.61690(11) 0.1546(2) 0.0324(7) Uani 1 1 d . . . . .
C39 C 0.5036(2) 0.61084(12) 0.1492(2) 0.0387(8) Uani 1 1 d . . . . .
H39 H 0.475285 0.603858 0.096767 0.046 Uiso 1 1 calc R U . . .
C40 C 0.4556(2) 0.61500(13) 0.2202(2) 0.0404(8) Uani 1 1 d . . . . .
H40 H 0.393938 0.611212 0.216458 0.048 Uiso 1 1 calc R U . . .
C41 C 0.4963(2) 0.62466(12) 0.2974(2) 0.0374(7) Uani 1 1 d . . . . .
H41 H 0.462910 0.628514 0.346011 0.045 Uiso 1 1 calc R U . . .
C42 C 0.5862(2) 0.62857(11) 0.3021(2) 0.0304(7) Uani 1 1 d . . . . .
C43 C 0.6302(3) 0.57524(14) 0.0240(2) 0.0458(9) Uani 1 1 d . . . . .
H43 H 0.585493 0.551446 0.025290 0.055 Uiso 1 1 calc R U . . .
C44 C 0.6917(3) 0.57840(14) -0.0323(2) 0.0482(9) Uani 1 1 d . . . . .
H44 H 0.699718 0.556818 -0.077660 0.058 Uiso 1 1 calc R U . . .
C45 C 0.7126(2) 0.64093(12) 0.0578(2) 0.0352(7) Uani 1 1 d . . . . .
C46 C 0.8182(3) 0.63551(15) -0.0583(2) 0.0464(9) Uani 1 1 d . . . . .
H46 H 0.821193 0.671506 -0.052660 0.056 Uiso 1 1 calc R U . . .
C47 C 0.9019(3) 0.6145(2) -0.0187(3) 0.0656(13) Uani 1 1 d . . . . .
H47A H 0.907155 0.624336 0.040163 0.098 Uiso 1 1 calc R U . . .
H47B H 0.952304 0.626615 -0.048701 0.098 Uiso 1 1 calc R U . . .
H47C H 0.900108 0.579150 -0.022323 0.098 Uiso 1 1 calc R U . . .
C48 C 0.8083(3) 0.62352(17) -0.1513(2) 0.0566(11) Uani 1 1 d . . . . .
H48A H 0.813011 0.588467 -0.159046 0.085 Uiso 1 1 calc R U . . .
H48B H 0.854440 0.639776 -0.181715 0.085 Uiso 1 1 calc R U . . .
H48C H 0.751154 0.634619 -0.172772 0.085 Uiso 1 1 calc R U . . .
C49 C 0.6895(2) 0.72134(11) 0.1697(2) 0.0316(7) Uani 1 1 d . . . . .
C50 C 0.6040(2) 0.73588(12) 0.1455(2) 0.0347(7) Uani 1 1 d . . . . .
C51 C 0.5558(2) 0.76386(13) 0.1998(2) 0.0412(8) Uani 1 1 d . . . . .
H51 H 0.498236 0.773309 0.182992 0.049 Uiso 1 1 calc R U . . .
C52 C 0.5892(3) 0.77843(13) 0.2776(2) 0.0441(9) Uani 1 1 d . . . . .
C53 C 0.6726(2) 0.76385(12) 0.3011(2) 0.0383(8) Uani 1 1 d . . . . .
H53 H 0.696247 0.773627 0.354206 0.046 Uiso 1 1 calc R U . . .
C54 C 0.7234(2) 0.73534(11) 0.2499(2) 0.0341(7) Uani 1 1 d . . . . .
C55 C 0.5622(2) 0.72307(13) 0.0610(2) 0.0409(8) Uani 1 1 d . . . . .
H55A H 0.535434 0.690942 0.063993 0.061 Uiso 1 1 calc R U . . .
H55B H 0.606869 0.722938 0.018482 0.061 Uiso 1 1 calc R U . . .
H55C H 0.517276 0.747047 0.045941 0.061 Uiso 1 1 calc R U . . .
C56 C 0.5365(3) 0.80985(19) 0.3346(3) 0.0680(14) Uani 1 1 d . . . . .
H56A H 0.511193 0.836901 0.302463 0.102 Uiso 1 1 calc R U . . .
H56B H 0.574573 0.822435 0.380058 0.102 Uiso 1 1 calc R U . . .
H56C H 0.489610 0.790610 0.358281 0.102 Uiso 1 1 calc R U . . .
C57 C 0.8121(2) 0.71985(15) 0.2827(2) 0.0464(9) Uani 1 1 d . . . . .
H57A H 0.823367 0.733876 0.338329 0.070 Uiso 1 1 calc R U . . .
H57B H 0.856669 0.731087 0.244520 0.070 Uiso 1 1 calc R U . . .
H57C H 0.814230 0.684486 0.286519 0.070 Uiso 1 1 calc R U . . .
C58 C 0.6045(2) 0.67704(12) 0.4314(2) 0.0371(7) Uani 1 1 d . . . . .
H58 H 0.555075 0.697294 0.421999 0.045 Uiso 1 1 calc R U . . .
C59 C 0.6632(2) 0.68055(13) 0.4948(2) 0.0392(8) Uani 1 1 d . . . . .
H59 H 0.663519 0.704098 0.538112 0.047 Uiso 1 1 calc R U . . .
C60 C 0.7036(2) 0.61695(11) 0.41574(19) 0.0298(6) Uani 1 1 d . . . . .
C61 C 0.8004(2) 0.63677(13) 0.5409(2) 0.0385(8) Uani 1 1 d . . . . .
H61 H 0.821071 0.602836 0.532823 0.046 Uiso 1 1 calc R U . . .
C62 C 0.8732(3) 0.67050(16) 0.5160(3) 0.0519(10) Uani 1 1 d . . . . .
H62A H 0.884347 0.666247 0.456395 0.078 Uiso 1 1 calc R U . . .
H62B H 0.926393 0.662974 0.549258 0.078 Uiso 1 1 calc R U . . .
H62C H 0.856042 0.704065 0.526349 0.078 Uiso 1 1 calc R U . . .
C63 C 0.7776(3) 0.64235(16) 0.6324(2) 0.0548(10) Uani 1 1 d . . . . .
H63A H 0.760410 0.675884 0.643043 0.082 Uiso 1 1 calc R U . . .
H63B H 0.828522 0.634061 0.668238 0.082 Uiso 1 1 calc R U . . .
H63C H 0.729075 0.620686 0.644944 0.082 Uiso 1 1 calc R U . . .
C64 C 0.6959(2) 0.53374(11) 0.3138(2) 0.0308(6) Uani 1 1 d . . . . .
C65 C 0.7253(2) 0.52195(11) 0.2335(2) 0.0322(7) Uani 1 1 d . . . . .
C66 C 0.6704(2) 0.49729(12) 0.1770(2) 0.0386(8) Uani 1 1 d . . . . .
H66 H 0.691435 0.489249 0.123450 0.046 Uiso 1 1 calc R U . . .
C67 C 0.5869(2) 0.48419(13) 0.1961(3) 0.0443(9) Uani 1 1 d . . . . .
C68 C 0.5596(2) 0.49376(13) 0.2772(3) 0.0421(8) Uani 1 1 d . . . . .
H68 H 0.503025 0.483694 0.292413 0.051 Uiso 1 1 calc R U . . .
C69 C 0.6125(2) 0.51743(12) 0.3359(2) 0.0352(7) Uani 1 1 d . . . . .
C70 C 0.8135(2) 0.53797(14) 0.2044(2) 0.0425(8) Uani 1 1 d . . . . .
H70A H 0.824631 0.523107 0.150106 0.064 Uiso 1 1 calc R U . . .
H70B H 0.858821 0.527945 0.245483 0.064 Uiso 1 1 calc R U . . .
H70C H 0.814198 0.573271 0.198777 0.064 Uiso 1 1 calc R U . . .
C71 C 0.5250(3) 0.46115(17) 0.1317(3) 0.0651(13) Uani 1 1 d . . . . .
H71A H 0.477481 0.483705 0.117481 0.098 Uiso 1 1 calc R U . . .
H71B H 0.500813 0.431372 0.154733 0.098 Uiso 1 1 calc R U . . .
H71C H 0.556869 0.453501 0.081101 0.098 Uiso 1 1 calc R U . . .
C72 C 0.5788(3) 0.52471(14) 0.4223(3) 0.0470(9) Uani 1 1 d . . . . .
H72A H 0.563313 0.558791 0.429824 0.070 Uiso 1 1 calc R U . . .
H72B H 0.624137 0.515587 0.464044 0.070 Uiso 1 1 calc R U . . .
H72C H 0.527040 0.504505 0.429386 0.070 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 C9 1.774(3) . ?
P1 C13 1.832(3) . ?
P2 C24 1.773(4) . ?
P2 C28 1.838(3) . ?
N1 C9 1.377(4) . ?
N1 C7 1.398(4) . ?
N1 C2 1.432(4) . ?
N2 C9 1.379(4) . ?
N2 C8 1.384(5) . ?
N2 C10 1.471(4) . ?
N3 C24 1.371(4) . ?
N3 C22 1.396(5) . ?
N3 C6 1.434(4) . ?
N4 C24 1.370(4) . ?
N4 C23 1.383(5) . ?
N4 C25 1.470(5) . ?
C1 C6 1.386(5) . ?
C1 C2 1.388(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.375(5) . ?
C3 C4 1.392(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.379(5) . ?
C5 H5 0.9500 . ?
C7 C8 1.335(5) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C10 C11 1.505(6) . ?
C10 C12 1.523(5) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.407(5) . ?
C13 C18 1.422(5) . ?
C14 C15 1.390(5) . ?
C14 C19 1.516(4) . ?
C15 C16 1.395(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.371(6) . ?
C16 C20 1.517(6) . ?
C17 C18 1.387(5) . ?
C17 H17 0.9500 . ?
C18 C21 1.502(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.323(6) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C25 C26 1.505(7) . ?
C25 C27 1.534(7) . ?
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 C33 1.409(5) . ?
C28 C29 1.417(5) . ?
C29 C30 1.389(5) . ?
C29 C34 1.504(5) . ?
C30 C31 1.381(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.389(6) . ?
C31 C35 1.507(6) . ?
C32 C33 1.380(6) . ?
C32 H32 0.9500 . ?
C33 C36 1.511(5) . ?
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 . ?
P3 C45 1.771(4) . ?
P3 C49 1.834(3) . ?
P4 C60 1.775(3) . ?
P4 C64 1.837(3) . ?
N5 C45 1.376(5) . ?
N5 C43 1.397(5) . ?
N5 C38 1.424(4) . ?
N6 C45 1.380(4) . ?
N6 C44 1.386(5) . ?
N6 C46 1.464(5) . ?
N7 C60 1.381(4) . ?
N7 C58 1.396(4) . ?
N7 C42 1.436(4) . ?
N8 C60 1.375(4) . ?
N8 C59 1.379(4) . ?
N8 C61 1.460(4) . ?
C37 C42 1.389(4) . ?
C37 C38 1.392(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.386(5) . ?
C39 C40 1.377(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.388(5) . ?
C40 H40 0.9500 . ?
C41 C42 1.382(5) . ?
C41 H41 0.9500 . ?
C43 C44 1.326(6) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C46 C48 1.524(5) . ?
C46 C47 1.526(6) . ?
C46 H46 1.0000 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.412(5) . ?
C49 C54 1.420(5) . ?
C50 C51 1.391(5) . ?
C50 C55 1.517(5) . ?
C51 C52 1.389(6) . ?
C51 H51 0.9500 . ?
C52 C53 1.381(5) . ?
C52 C56 1.511(5) . ?
C53 C54 1.392(5) . ?
C53 H53 0.9500 . ?
C54 C57 1.503(5) . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C59 1.336(5) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C61 C62 1.518(6) . ?
C61 C63 1.522(5) . ?
C61 H61 1.0000 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 C65 1.410(4) . ?
C64 C69 1.411(5) . ?
C65 C66 1.392(5) . ?
C65 C70 1.510(5) . ?
C66 C67 1.375(6) . ?
C66 H66 0.9500 . ?
C67 C68 1.398(6) . ?
C67 C71 1.517(5) . ?
C68 C69 1.384(5) . ?
C68 H68 0.9500 . ?
C69 C72 1.503(5) . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 P1 C13 104.11(16) . . ?
C24 P2 C28 102.42(15) . . ?
C9 N1 C7 109.8(3) . . ?
C9 N1 C2 128.3(3) . . ?
C7 N1 C2 121.9(3) . . ?
C9 N2 C8 110.4(3) . . ?
C9 N2 C10 123.9(3) . . ?
C8 N2 C10 125.7(3) . . ?
C24 N3 C22 110.3(3) . . ?
C24 N3 C6 128.5(3) . . ?
C22 N3 C6 121.2(3) . . ?
C24 N4 C23 110.6(3) . . ?
C24 N4 C25 125.7(3) . . ?
C23 N4 C25 123.3(3) . . ?
C6 C1 C2 117.7(3) . . ?
C6 C1 H1 121.2 . . ?
C2 C1 H1 121.2 . . ?
C3 C2 C1 121.1(3) . . ?
C3 C2 N1 118.8(3) . . ?
C1 C2 N1 120.1(3) . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C1 122.3(3) . . ?
C5 C6 N3 118.4(3) . . ?
C1 C6 N3 119.3(3) . . ?
C8 C7 N1 107.6(3) . . ?
C8 C7 H7 126.2 . . ?
N1 C7 H7 126.2 . . ?
C7 C8 N2 107.7(3) . . ?
C7 C8 H8 126.1 . . ?
N2 C8 H8 126.1 . . ?
N1 C9 N2 104.5(3) . . ?
N1 C9 P1 133.9(3) . . ?
N2 C9 P1 121.4(3) . . ?
N2 C10 C11 110.4(3) . . ?
N2 C10 C12 110.1(3) . . ?
C11 C10 C12 112.6(3) . . ?
N2 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C12 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 117.5(3) . . ?
C14 C13 P1 124.6(3) . . ?
C18 C13 P1 117.5(3) . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 C19 118.3(3) . . ?
C13 C14 C19 121.1(3) . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 117.8(3) . . ?
C17 C16 C20 121.1(4) . . ?
C15 C16 C20 121.1(4) . . ?
C16 C17 C18 122.7(3) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 C21 118.8(3) . . ?
C13 C18 C21 121.4(3) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N3 107.3(3) . . ?
C23 C22 H22 126.4 . . ?
N3 C22 H22 126.4 . . ?
C22 C23 N4 107.8(3) . . ?
C22 C23 H23 126.1 . . ?
N4 C23 H23 126.1 . . ?
N4 C24 N3 104.0(3) . . ?
N4 C24 P2 123.0(3) . . ?
N3 C24 P2 132.9(3) . . ?
N4 C25 C26 110.5(4) . . ?
N4 C25 C27 109.2(4) . . ?
C26 C25 C27 113.2(4) . . ?
N4 C25 H25 107.9 . . ?
C26 C25 H25 107.9 . . ?
C27 C25 H25 107.9 . . ?
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 . . ?
C33 C28 C29 117.8(3) . . ?
C33 C28 P2 122.6(3) . . ?
C29 C28 P2 119.4(3) . . ?
C30 C29 C28 120.0(3) . . ?
C30 C29 C34 118.3(3) . . ?
C28 C29 C34 121.7(3) . . ?
C31 C30 C29 122.1(4) . . ?
C31 C30 H30 119.0 . . ?
C29 C30 H30 119.0 . . ?
C30 C31 C32 117.5(4) . . ?
C30 C31 C35 121.1(4) . . ?
C32 C31 C35 121.3(4) . . ?
C33 C32 C31 122.5(4) . . ?
C33 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
C32 C33 C28 120.0(4) . . ?
C32 C33 C36 118.1(4) . . ?
C28 C33 C36 121.9(3) . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C31 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 . . ?
C45 P3 C49 106.12(15) . . ?
C60 P4 C64 102.56(15) . . ?
C45 N5 C43 109.6(3) . . ?
C45 N5 C38 128.4(3) . . ?
C43 N5 C38 121.7(3) . . ?
C45 N6 C44 109.9(3) . . ?
C45 N6 C46 123.5(3) . . ?
C44 N6 C46 126.5(3) . . ?
C60 N7 C58 109.7(3) . . ?
C60 N7 C42 128.3(3) . . ?
C58 N7 C42 121.6(3) . . ?
C60 N8 C59 110.5(3) . . ?
C60 N8 C61 124.7(3) . . ?
C59 N8 C61 124.7(3) . . ?
C42 C37 C38 118.0(3) . . ?
C42 C37 H37 121.0 . . ?
C38 C37 H37 121.0 . . ?
C39 C38 C37 121.0(3) . . ?
C39 C38 N5 119.6(3) . . ?
C37 C38 N5 119.4(3) . . ?
C40 C39 C38 119.6(3) . . ?
C40 C39 H39 120.2 . . ?
C38 C39 H39 120.2 . . ?
C39 C40 C41 120.7(3) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C42 C41 C40 118.8(3) . . ?
C42 C41 H41 120.6 . . ?
C40 C41 H41 120.6 . . ?
C41 C42 C37 121.8(3) . . ?
C41 C42 N7 119.3(3) . . ?
C37 C42 N7 118.8(3) . . ?
C44 C43 N5 107.7(3) . . ?
C44 C43 H43 126.1 . . ?
N5 C43 H43 126.1 . . ?
C43 C44 N6 108.0(3) . . ?
C43 C44 H44 126.0 . . ?
N6 C44 H44 126.0 . . ?
N5 C45 N6 104.6(3) . . ?
N5 C45 P3 134.8(3) . . ?
N6 C45 P3 120.5(3) . . ?
N6 C46 C48 110.8(4) . . ?
N6 C46 C47 110.3(3) . . ?
C48 C46 C47 112.1(3) . . ?
N6 C46 H46 107.8 . . ?
C48 C46 H46 107.8 . . ?
C47 C46 H46 107.8 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C54 118.5(3) . . ?
C50 C49 P3 124.8(3) . . ?
C54 C49 P3 116.1(3) . . ?
C51 C50 C49 119.7(3) . . ?
C51 C50 C55 117.8(3) . . ?
C49 C50 C55 122.5(3) . . ?
C52 C51 C50 122.1(4) . . ?
C52 C51 H51 119.0 . . ?
C50 C51 H51 119.0 . . ?
C53 C52 C51 118.0(3) . . ?
C53 C52 C56 120.8(4) . . ?
C51 C52 C56 121.2(4) . . ?
C52 C53 C54 122.4(3) . . ?
C52 C53 H53 118.8 . . ?
C54 C53 H53 118.8 . . ?
C53 C54 C49 119.3(3) . . ?
C53 C54 C57 118.2(3) . . ?
C49 C54 C57 122.5(3) . . ?
C50 C55 H55A 109.5 . . ?
C50 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C50 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C52 C56 H56A 109.5 . . ?
C52 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C52 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C54 C57 H57A 109.5 . . ?
C54 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C54 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59 C58 N7 107.5(3) . . ?
C59 C58 H58 126.3 . . ?
N7 C58 H58 126.3 . . ?
C58 C59 N8 107.9(3) . . ?
C58 C59 H59 126.1 . . ?
N8 C59 H59 126.1 . . ?
N8 C60 N7 104.5(3) . . ?
N8 C60 P4 121.8(2) . . ?
N7 C60 P4 133.8(2) . . ?
N8 C61 C62 110.4(3) . . ?
N8 C61 C63 110.8(3) . . ?
C62 C61 C63 112.5(3) . . ?
N8 C61 H61 107.6 . . ?
C62 C61 H61 107.6 . . ?
C63 C61 H61 107.6 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C65 C64 C69 118.1(3) . . ?
C65 C64 P4 118.6(2) . . ?
C69 C64 P4 123.2(3) . . ?
C66 C65 C64 119.9(3) . . ?
C66 C65 C70 118.1(3) . . ?
C64 C65 C70 121.8(3) . . ?
C67 C66 C65 122.1(3) . . ?
C67 C66 H66 118.9 . . ?
C65 C66 H66 118.9 . . ?
C66 C67 C68 117.7(3) . . ?
C66 C67 C71 121.7(4) . . ?
C68 C67 C71 120.6(4) . . ?
C69 C68 C67 122.0(3) . . ?
C69 C68 H68 119.0 . . ?
C67 C68 H68 119.0 . . ?
C68 C69 C64 119.9(3) . . ?
C68 C69 C72 118.3(3) . . ?
C64 C69 C72 121.8(3) . . ?
C65 C70 H70A 109.5 . . ?
C65 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
C65 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C67 C71 H71A 109.5 . . ?
C67 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C67 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C69 C72 H72A 109.5 . . ?
C69 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C69 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 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
C6 C1 C2 C3 -0.7(5) . . . . ?
C6 C1 C2 N1 -179.7(3) . . . . ?
C9 N1 C2 C3 127.7(4) . . . . ?
C7 N1 C2 C3 -51.4(5) . . . . ?
C9 N1 C2 C1 -53.3(5) . . . . ?
C7 N1 C2 C1 127.6(4) . . . . ?
C1 C2 C3 C4 2.6(5) . . . . ?
N1 C2 C3 C4 -178.4(3) . . . . ?
C2 C3 C4 C5 -1.6(5) . . . . ?
C3 C4 C5 C6 -1.1(5) . . . . ?
C4 C5 C6 C1 3.1(5) . . . . ?
C4 C5 C6 N3 -179.0(3) . . . . ?
C2 C1 C6 C5 -2.1(5) . . . . ?
C2 C1 C6 N3 180.0(3) . . . . ?
C24 N3 C6 C5 126.5(4) . . . . ?
C22 N3 C6 C5 -57.2(5) . . . . ?
C24 N3 C6 C1 -55.5(5) . . . . ?
C22 N3 C6 C1 120.8(4) . . . . ?
C9 N1 C7 C8 0.8(4) . . . . ?
C2 N1 C7 C8 -179.9(3) . . . . ?
N1 C7 C8 N2 -1.0(4) . . . . ?
C9 N2 C8 C7 0.9(4) . . . . ?
C10 N2 C8 C7 -175.4(3) . . . . ?
C7 N1 C9 N2 -0.3(4) . . . . ?
C2 N1 C9 N2 -179.5(3) . . . . ?
C7 N1 C9 P1 -175.4(3) . . . . ?
C2 N1 C9 P1 5.3(6) . . . . ?
C8 N2 C9 N1 -0.4(4) . . . . ?
C10 N2 C9 N1 176.1(3) . . . . ?
C8 N2 C9 P1 175.5(3) . . . . ?
C10 N2 C9 P1 -8.0(5) . . . . ?
C13 P1 C9 N1 -29.8(4) . . . . ?
C13 P1 C9 N2 155.7(3) . . . . ?
C9 N2 C10 C11 97.5(4) . . . . ?
C8 N2 C10 C11 -86.6(4) . . . . ?
C9 N2 C10 C12 -137.6(3) . . . . ?
C8 N2 C10 C12 38.3(5) . . . . ?
C9 P1 C13 C14 -52.6(3) . . . . ?
C9 P1 C13 C18 135.1(3) . . . . ?
C18 C13 C14 C15 -0.9(5) . . . . ?
P1 C13 C14 C15 -173.1(3) . . . . ?
C18 C13 C14 C19 176.0(3) . . . . ?
P1 C13 C14 C19 3.7(5) . . . . ?
C13 C14 C15 C16 1.6(5) . . . . ?
C19 C14 C15 C16 -175.3(3) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C14 C15 C16 C20 178.1(4) . . . . ?
C15 C16 C17 C18 -1.9(6) . . . . ?
C20 C16 C17 C18 179.8(4) . . . . ?
C16 C17 C18 C13 2.6(6) . . . . ?
C16 C17 C18 C21 -178.1(4) . . . . ?
C14 C13 C18 C17 -1.2(5) . . . . ?
P1 C13 C18 C17 171.6(3) . . . . ?
C14 C13 C18 C21 179.6(4) . . . . ?
P1 C13 C18 C21 -7.6(5) . . . . ?
C24 N3 C22 C23 0.5(5) . . . . ?
C6 N3 C22 C23 -176.5(4) . . . . ?
N3 C22 C23 N4 -0.1(5) . . . . ?
C24 N4 C23 C22 -0.3(5) . . . . ?
C25 N4 C23 C22 -173.0(4) . . . . ?
C23 N4 C24 N3 0.6(4) . . . . ?
C25 N4 C24 N3 173.0(4) . . . . ?
C23 N4 C24 P2 178.1(3) . . . . ?
C25 N4 C24 P2 -9.4(6) . . . . ?
C22 N3 C24 N4 -0.6(4) . . . . ?
C6 N3 C24 N4 176.1(3) . . . . ?
C22 N3 C24 P2 -177.8(3) . . . . ?
C6 N3 C24 P2 -1.1(6) . . . . ?
C28 P2 C24 N4 156.5(3) . . . . ?
C28 P2 C24 N3 -26.8(4) . . . . ?
C24 N4 C25 C26 120.7(5) . . . . ?
C23 N4 C25 C26 -67.8(6) . . . . ?
C24 N4 C25 C27 -114.1(5) . . . . ?
C23 N4 C25 C27 57.4(6) . . . . ?
C24 P2 C28 C33 -57.3(3) . . . . ?
C24 P2 C28 C29 127.5(3) . . . . ?
C33 C28 C29 C30 3.7(5) . . . . ?
P2 C28 C29 C30 179.2(3) . . . . ?
C33 C28 C29 C34 -178.0(4) . . . . ?
P2 C28 C29 C34 -2.5(5) . . . . ?
C28 C29 C30 C31 -0.6(6) . . . . ?
C34 C29 C30 C31 -178.9(4) . . . . ?
C29 C30 C31 C32 -2.7(6) . . . . ?
C29 C30 C31 C35 175.3(4) . . . . ?
C30 C31 C32 C33 2.8(6) . . . . ?
C35 C31 C32 C33 -175.2(4) . . . . ?
C31 C32 C33 C28 0.5(6) . . . . ?
C31 C32 C33 C36 -179.8(4) . . . . ?
C29 C28 C33 C32 -3.7(5) . . . . ?
P2 C28 C33 C32 -179.0(3) . . . . ?
C29 C28 C33 C36 176.5(3) . . . . ?
P2 C28 C33 C36 1.2(5) . . . . ?
C42 C37 C38 C39 -1.4(5) . . . . ?
C42 C37 C38 N5 -179.7(3) . . . . ?
C45 N5 C38 C39 140.1(4) . . . . ?
C43 N5 C38 C39 -46.8(5) . . . . ?
C45 N5 C38 C37 -41.6(5) . . . . ?
C43 N5 C38 C37 131.6(3) . . . . ?
C37 C38 C39 C40 2.4(5) . . . . ?
N5 C38 C39 C40 -179.2(3) . . . . ?
C38 C39 C40 C41 -0.7(5) . . . . ?
C39 C40 C41 C42 -2.0(5) . . . . ?
C40 C41 C42 C37 3.0(5) . . . . ?
C40 C41 C42 N7 -179.6(3) . . . . ?
C38 C37 C42 C41 -1.4(5) . . . . ?
C38 C37 C42 N7 -178.8(3) . . . . ?
C60 N7 C42 C41 136.4(3) . . . . ?
C58 N7 C42 C41 -52.6(4) . . . . ?
C60 N7 C42 C37 -46.1(4) . . . . ?
C58 N7 C42 C37 124.9(3) . . . . ?
C45 N5 C43 C44 1.5(4) . . . . ?
C38 N5 C43 C44 -172.9(3) . . . . ?
N5 C43 C44 N6 -1.5(5) . . . . ?
C45 N6 C44 C43 1.0(5) . . . . ?
C46 N6 C44 C43 179.2(4) . . . . ?
C43 N5 C45 N6 -0.8(4) . . . . ?
C38 N5 C45 N6 173.0(3) . . . . ?
C43 N5 C45 P3 -178.1(3) . . . . ?
C38 N5 C45 P3 -4.3(6) . . . . ?
C44 N6 C45 N5 -0.1(4) . . . . ?
C46 N6 C45 N5 -178.4(3) . . . . ?
C44 N6 C45 P3 177.7(3) . . . . ?
C46 N6 C45 P3 -0.6(5) . . . . ?
C49 P3 C45 N5 -20.7(4) . . . . ?
C49 P3 C45 N6 162.3(3) . . . . ?
C45 N6 C46 C48 -150.1(3) . . . . ?
C44 N6 C46 C48 31.9(5) . . . . ?
C45 N6 C46 C47 85.2(4) . . . . ?
C44 N6 C46 C47 -92.8(5) . . . . ?
C45 P3 C49 C50 -54.9(3) . . . . ?
C45 P3 C49 C54 133.6(2) . . . . ?
C54 C49 C50 C51 0.9(5) . . . . ?
P3 C49 C50 C51 -170.4(3) . . . . ?
C54 C49 C50 C55 179.5(3) . . . . ?
P3 C49 C50 C55 8.2(4) . . . . ?
C49 C50 C51 C52 0.3(5) . . . . ?
C55 C50 C51 C52 -178.4(3) . . . . ?
C50 C51 C52 C53 -0.7(5) . . . . ?
C50 C51 C52 C56 178.5(4) . . . . ?
C51 C52 C53 C54 -0.1(5) . . . . ?
C56 C52 C53 C54 -179.3(4) . . . . ?
C52 C53 C54 C49 1.3(5) . . . . ?
C52 C53 C54 C57 -177.7(3) . . . . ?
C50 C49 C54 C53 -1.7(5) . . . . ?
P3 C49 C54 C53 170.4(2) . . . . ?
C50 C49 C54 C57 177.3(3) . . . . ?
P3 C49 C54 C57 -10.6(4) . . . . ?
C60 N7 C58 C59 0.9(4) . . . . ?
C42 N7 C58 C59 -171.6(3) . . . . ?
N7 C58 C59 N8 -1.1(4) . . . . ?
C60 N8 C59 C58 0.8(4) . . . . ?
C61 N8 C59 C58 176.9(3) . . . . ?
C59 N8 C60 N7 -0.2(4) . . . . ?
C61 N8 C60 N7 -176.3(3) . . . . ?
C59 N8 C60 P4 179.0(2) . . . . ?
C61 N8 C60 P4 2.9(4) . . . . ?
C58 N7 C60 N8 -0.4(3) . . . . ?
C42 N7 C60 N8 171.5(3) . . . . ?
C58 N7 C60 P4 -179.6(3) . . . . ?
C42 N7 C60 P4 -7.7(5) . . . . ?
C64 P4 C60 N8 161.5(3) . . . . ?
C64 P4 C60 N7 -19.5(3) . . . . ?
C60 N8 C61 C62 94.8(4) . . . . ?
C59 N8 C61 C62 -80.8(4) . . . . ?
C60 N8 C61 C63 -139.9(3) . . . . ?
C59 N8 C61 C63 44.6(5) . . . . ?
C60 P4 C64 C65 127.3(3) . . . . ?
C60 P4 C64 C69 -55.1(3) . . . . ?
C69 C64 C65 C66 3.6(5) . . . . ?
P4 C64 C65 C66 -178.7(3) . . . . ?
C69 C64 C65 C70 179.8(3) . . . . ?
P4 C64 C65 C70 -2.5(4) . . . . ?
C64 C65 C66 C67 0.8(5) . . . . ?
C70 C65 C66 C67 -175.6(3) . . . . ?
C65 C66 C67 C68 -4.0(5) . . . . ?
C65 C66 C67 C71 174.7(4) . . . . ?
C66 C67 C68 C69 2.8(5) . . . . ?
C71 C67 C68 C69 -175.9(4) . . . . ?
C67 C68 C69 C64 1.6(5) . . . . ?
C67 C68 C69 C72 -178.0(3) . . . . ?
C65 C64 C69 C68 -4.7(5) . . . . ?
P4 C64 C69 C68 177.7(3) . . . . ?
C65 C64 C69 C72 174.9(3) . . . . ?
P4 C64 C69 C72 -2.7(5) . . . . ?

_refine_diff_density_max         0.735
_refine_diff_density_min         -0.254
_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_ax2245_cmpd6c
_database_code_depnum_ccdc_archive 'CCDC 2289306'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-09-21 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
#=============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H68 N4 P2, 2 (C6 H6)'
_chemical_formula_sum            'C60 H80 N4 P2'
_chemical_formula_weight         919.22

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.3007(2)
_cell_length_b                   19.0539(5)
_cell_length_c                   26.0563(7)
_cell_angle_alpha                84.5580(10)
_cell_angle_beta                 85.3070(10)
_cell_angle_gamma                88.8780(10)
_cell_volume                     4088.46(18)
_cell_formula_units_Z            3
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      66.56

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_F_000             1494
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.020
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_T_max  0.905
_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            50513
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.709
_diffrn_reflns_theta_max         65.478
_diffrn_reflns_theta_full        65.478
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             13661
_reflns_number_gt                10821
_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-2014 (Sheldrick, 2014)'
_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+1.2088P] 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         13661
_refine_ls_number_parameters     917
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1344
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 1.17285(6) 0.31614(3) 0.78080(2) 0.04362(15) Uani 1 1 d . . . . .
P2 P 1.51849(5) 0.67357(2) 0.87417(2) 0.03299(12) Uani 1 1 d . . . . .
P3 P 0.16987(5) -0.32217(2) 0.55251(2) 0.03473(13) Uani 1 1 d . . . . .
N1 N 1.49389(18) 0.25133(8) 0.77755(6) 0.0364(3) Uani 1 1 d . . . . .
N2 N 1.47325(18) 0.35969(8) 0.79719(6) 0.0361(3) Uani 1 1 d . . . . .
N3 N 1.22526(18) 0.61402(8) 0.86540(6) 0.0331(3) Uani 1 1 d . . . . .
N4 N 1.18255(17) 0.72048(8) 0.88779(6) 0.0321(3) Uani 1 1 d . . . . .
N5 N -0.11977(18) -0.36686(8) 0.52343(6) 0.0346(3) Uani 1 1 d . . . . .
N6 N -0.15136(17) -0.26032(8) 0.54670(6) 0.0339(3) Uani 1 1 d . . . . .
C1 C 1.10074(19) 0.22756(9) 0.76965(7) 0.0324(4) Uani 1 1 d . . . . .
C2 C 1.0766(2) 0.21033(9) 0.71943(7) 0.0316(4) Uani 1 1 d . . . . .
C3 C 1.0235(2) 0.14325(9) 0.71229(7) 0.0316(4) Uani 1 1 d . . . . .
H3 H 1.008774 0.132024 0.678241 0.038 Uiso 1 1 calc R U . . .
C4 C 0.9914(2) 0.09226(9) 0.75352(7) 0.0300(4) Uani 1 1 d . . . . .
C5 C 1.0079(2) 0.11093(10) 0.80294(7) 0.0360(4) Uani 1 1 d . . . . .
H5 H 0.982600 0.077302 0.831635 0.043 Uiso 1 1 calc R U . . .
C6 C 1.0604(2) 0.17722(11) 0.81196(8) 0.0400(4) Uani 1 1 d . . . . .
C7 C 1.1053(2) 0.26396(10) 0.67206(8) 0.0406(4) Uani 1 1 d . . . . .
H7 H 1.182590 0.299733 0.680881 0.049 Uiso 1 1 calc R U . . .
C8 C 1.1782(3) 0.23236(13) 0.62346(9) 0.0577(6) Uani 1 1 d . . . . .
H8A H 1.098159 0.202561 0.610751 0.087 Uiso 1 1 calc R U . . .
H8B H 1.273836 0.203855 0.631752 0.087 Uiso 1 1 calc R U . . .
H8C H 1.209466 0.270422 0.596722 0.087 Uiso 1 1 calc R U . . .
C9 C 0.9483(3) 0.30234(13) 0.66038(9) 0.0575(6) Uani 1 1 d . . . . .
H9A H 0.968969 0.338136 0.631124 0.086 Uiso 1 1 calc R U . . .
H9B H 0.904893 0.325145 0.690829 0.086 Uiso 1 1 calc R U . . .
H9C H 0.869826 0.268485 0.651672 0.086 Uiso 1 1 calc R U . . .
C10 C 0.9488(2) 0.01667(10) 0.74660(8) 0.0389(4) Uani 1 1 d . . . . .
H10 H 0.878549 -0.001428 0.777890 0.047 Uiso 1 1 calc R U . . .
C11 C 0.8563(3) 0.00863(11) 0.69980(9) 0.0519(5) Uani 1 1 d . . . . .
H11A H 0.925360 0.022206 0.668233 0.078 Uiso 1 1 calc R U . . .
H11B H 0.759780 0.039059 0.700931 0.078 Uiso 1 1 calc R U . . .
H11C H 0.823976 -0.040587 0.699957 0.078 Uiso 1 1 calc R U . . .
C12 C 1.1026(3) -0.02832(12) 0.74523(10) 0.0580(6) Uani 1 1 d . . . . .
H12A H 1.075784 -0.077113 0.740776 0.087 Uiso 1 1 calc R U . . .
H12B H 1.153545 -0.026884 0.777741 0.087 Uiso 1 1 calc R U . . .
H12C H 1.177546 -0.009879 0.716281 0.087 Uiso 1 1 calc R U . . .
C13 C 1.0700(4) 0.19302(16) 0.86789(9) 0.0693(8) Uani 1 1 d . . . . .
H13 H 1.125148 0.239286 0.867534 0.083 Uiso 1 1 calc R U . . .
C14 C 0.9024(4) 0.20002(17) 0.89421(9) 0.0741(8) Uani 1 1 d . . . . .
H14A H 0.841354 0.236267 0.874459 0.111 Uiso 1 1 calc R U . . .
H14B H 0.910148 0.213513 0.929284 0.111 Uiso 1 1 calc R U . . .
H14C H 0.846962 0.154820 0.895966 0.111 Uiso 1 1 calc R U . . .
C15 C 1.1644(5) 0.1386(3) 0.89890(13) 0.154(3) Uani 1 1 d . . . . .
H15A H 1.102301 0.094941 0.905416 0.231 Uiso 1 1 calc R U . . .
H15B H 1.184692 0.156039 0.931925 0.231 Uiso 1 1 calc R U . . .
H15C H 1.267604 0.129144 0.879589 0.231 Uiso 1 1 calc R U . . .
C16 C 1.3822(2) 0.30374(9) 0.78603(6) 0.0284(4) Uani 1 1 d . . . . .
C17 C 1.6488(3) 0.27630(13) 0.78113(11) 0.0590(7) Uani 1 1 d . . . . .
H17 H 1.746732 0.250288 0.776181 0.071 Uiso 1 1 calc R U . . .
C18 C 1.6361(3) 0.34273(13) 0.79266(10) 0.0573(6) Uani 1 1 d . . . . .
H18 H 1.722702 0.372916 0.796973 0.069 Uiso 1 1 calc R U . . .
C19 C 1.4668(2) 0.18039(9) 0.76304(8) 0.0369(4) Uani 1 1 d . . . . .
H19 H 1.347503 0.172625 0.765595 0.044 Uiso 1 1 calc R U . . .
C20 C 1.5302(4) 0.17510(14) 0.70780(10) 0.0662(7) Uani 1 1 d . . . . .
H20A H 1.484519 0.213615 0.685636 0.099 Uiso 1 1 calc R U . . .
H20B H 1.499066 0.129788 0.696878 0.099 Uiso 1 1 calc R U . . .
H20C H 1.648303 0.178435 0.704877 0.099 Uiso 1 1 calc R U . . .
C21 C 1.5408(3) 0.12534(14) 0.79998(12) 0.0740(8) Uani 1 1 d . . . . .
H21A H 1.658638 0.130047 0.796653 0.111 Uiso 1 1 calc R U . . .
H21B H 1.512390 0.078238 0.791730 0.111 Uiso 1 1 calc R U . . .
H21C H 1.499354 0.132032 0.835514 0.111 Uiso 1 1 calc R U . . .
C22 C 1.4105(2) 0.42484(10) 0.81419(7) 0.0340(4) Uani 1 1 d . . . . .
C23 C 1.3080(2) 0.42414(10) 0.85868(7) 0.0369(4) Uani 1 1 d . . . . .
H23 H 1.276887 0.380588 0.877313 0.044 Uiso 1 1 calc R U . . .
C24 C 1.2507(2) 0.48711(10) 0.87609(7) 0.0367(4) Uani 1 1 d . . . . .
H24 H 1.179715 0.486915 0.906615 0.044 Uiso 1 1 calc R U . . .
C25 C 1.2971(2) 0.55030(9) 0.84887(7) 0.0322(4) Uani 1 1 d . . . . .
C26 C 1.4032(2) 0.55128(10) 0.80485(7) 0.0355(4) Uani 1 1 d . . . . .
H26 H 1.436859 0.594869 0.786800 0.043 Uiso 1 1 calc R U . . .
C27 C 1.4597(2) 0.48823(10) 0.78743(7) 0.0372(4) Uani 1 1 d . . . . .
H27 H 1.531926 0.488363 0.757205 0.045 Uiso 1 1 calc R U . . .
C28 C 1.0592(2) 0.62403(11) 0.87260(8) 0.0410(4) Uani 1 1 d . . . . .
H28 H 0.979069 0.590490 0.868625 0.049 Uiso 1 1 calc R U . . .
C29 C 1.0328(2) 0.68895(11) 0.88604(8) 0.0402(4) Uani 1 1 d . . . . .
H29 H 0.929999 0.710261 0.893221 0.048 Uiso 1 1 calc R U . . .
C30 C 1.3050(2) 0.67414(9) 0.87586(6) 0.0280(4) Uani 1 1 d . . . . .
C31 C 1.1960(2) 0.79340(9) 0.90098(7) 0.0342(4) Uani 1 1 d . . . . .
H31 H 1.313222 0.805625 0.897687 0.041 Uiso 1 1 calc R U . . .
C32 C 1.1322(3) 0.79927(12) 0.95630(9) 0.0541(6) Uani 1 1 d . . . . .
H32A H 1.015384 0.791179 0.959900 0.081 Uiso 1 1 calc R U . . .
H32B H 1.153666 0.846515 0.965867 0.081 Uiso 1 1 calc R U . . .
H32C H 1.185947 0.763949 0.979073 0.081 Uiso 1 1 calc R U . . .
C33 C 1.1111(3) 0.84357(12) 0.86292(9) 0.0534(5) Uani 1 1 d . . . . .
H33A H 1.150658 0.835154 0.827528 0.080 Uiso 1 1 calc R U . . .
H33B H 1.133373 0.892317 0.868913 0.080 Uiso 1 1 calc R U . . .
H33C H 0.994273 0.835648 0.867725 0.080 Uiso 1 1 calc R U . . .
C34 C 1.56813(19) 0.75993(9) 0.89628(7) 0.0284(4) Uani 1 1 d . . . . .
C35 C 1.5816(2) 0.76730(9) 0.94920(7) 0.0313(4) Uani 1 1 d . . . . .
C36 C 1.6240(2) 0.83215(10) 0.96436(8) 0.0385(4) Uani 1 1 d . . . . .
H36 H 1.631156 0.836674 1.000091 0.046 Uiso 1 1 calc R U . . .
C37 C 1.6559(2) 0.89007(11) 0.92928(9) 0.0431(5) Uani 1 1 d . . . . .
C38 C 1.6480(2) 0.88193(10) 0.87703(8) 0.0408(4) Uani 1 1 d . . . . .
H38 H 1.673216 0.920899 0.852335 0.049 Uiso 1 1 calc R U . . .
C39 C 1.6043(2) 0.81848(10) 0.85975(7) 0.0329(4) Uani 1 1 d . . . . .
C40 C 1.5495(2) 0.70586(10) 0.99045(7) 0.0376(4) Uani 1 1 d . . . . .
H40 H 1.465781 0.675839 0.978154 0.045 Uiso 1 1 calc R U . . .
C41 C 1.7016(3) 0.66059(12) 0.99568(8) 0.0478(5) Uani 1 1 d . . . . .
H41A H 1.737020 0.643714 0.962161 0.072 Uiso 1 1 calc R U . . .
H41B H 1.678267 0.620178 1.021209 0.072 Uiso 1 1 calc R U . . .
H41C H 1.787216 0.688743 1.007038 0.072 Uiso 1 1 calc R U . . .
C42 C 1.4859(3) 0.72636(14) 1.04386(9) 0.0572(6) Uani 1 1 d . . . . .
H42A H 1.448748 0.684098 1.065657 0.086 Uiso 1 1 calc R U . . .
H42B H 1.395643 0.759894 1.040206 0.086 Uiso 1 1 calc R U . . .
H42C H 1.572650 0.748195 1.059913 0.086 Uiso 1 1 calc R U . . .
C43 C 1.6938(4) 0.96014(12) 0.94903(11) 0.0639(7) Uani 1 1 d . . . . .
H43 H 1.653368 0.955073 0.986397 0.077 Uiso 1 1 calc R U . . .
C44 C 1.8614(5) 0.97292(18) 0.9491(2) 0.148(2) Uani 1 1 d . . . . .
H44A H 1.912094 0.973699 0.913752 0.222 Uiso 1 1 calc R U . . .
H44B H 1.911187 0.935422 0.971161 0.222 Uiso 1 1 calc R U . . .
H44C H 1.876903 1.018471 0.962494 0.222 Uiso 1 1 calc R U . . .
C45 C 1.5978(4) 1.01999(13) 0.92562(12) 0.0700(7) Uani 1 1 d . . . . .
H45A H 1.617211 1.062635 0.942362 0.105 Uiso 1 1 calc R U . . .
H45B H 1.482565 1.008706 0.930548 0.105 Uiso 1 1 calc R U . . .
H45C H 1.630465 1.027989 0.888554 0.105 Uiso 1 1 calc R U . . .
C46 C 1.5940(2) 0.81406(11) 0.80209(8) 0.0434(5) Uani 1 1 d . . . . .
H46 H 1.520399 0.774385 0.798059 0.052 Uiso 1 1 calc R U . . .
C47 C 1.7597(3) 0.79624(15) 0.77694(9) 0.0618(6) Uani 1 1 d . . . . .
H47A H 1.835069 0.834032 0.780676 0.093 Uiso 1 1 calc R U . . .
H47B H 1.751506 0.791423 0.740130 0.093 Uiso 1 1 calc R U . . .
H47C H 1.799257 0.751785 0.793790 0.093 Uiso 1 1 calc R U . . .
C48 C 1.5257(3) 0.88051(14) 0.77424(10) 0.0631(7) Uani 1 1 d . . . . .
H48A H 1.599614 0.919712 0.775409 0.095 Uiso 1 1 calc R U . . .
H48B H 1.420041 0.891927 0.791234 0.095 Uiso 1 1 calc R U . . .
H48C H 1.513553 0.872668 0.738131 0.095 Uiso 1 1 calc R U . . .
C49 C 0.23225(18) -0.23229(9) 0.56376(7) 0.0272(3) Uani 1 1 d . . . . .
C50 C 0.26204(19) -0.21697(9) 0.61424(7) 0.0281(4) Uani 1 1 d . . . . .
C51 C 0.3201(2) -0.15047(9) 0.62159(7) 0.0313(4) Uani 1 1 d . . . . .
H51 H 0.339306 -0.140384 0.655563 0.038 Uiso 1 1 calc R U . . .
C52 C 0.3505(2) -0.09871(9) 0.58085(7) 0.0328(4) Uani 1 1 d . . . . .
C53 C 0.3229(2) -0.11500(9) 0.53184(7) 0.0329(4) Uani 1 1 d . . . . .
H53 H 0.344614 -0.080291 0.503582 0.040 Uiso 1 1 calc R U . . .
C54 C 0.26486(19) -0.17987(9) 0.52198(7) 0.0297(4) Uani 1 1 d . . . . .
C55 C 0.2331(2) -0.27151(10) 0.66055(7) 0.0370(4) Uani 1 1 d . . . . .
H55 H 0.145314 -0.303063 0.652666 0.044 Uiso 1 1 calc R U . . .
C56 C 0.1776(3) -0.23998(13) 0.71094(9) 0.0584(6) Uani 1 1 d . . . . .
H56A H 0.144615 -0.277940 0.737554 0.088 Uiso 1 1 calc R U . . .
H56B H 0.085841 -0.207841 0.705195 0.088 Uiso 1 1 calc R U . . .
H56C H 0.266699 -0.213954 0.722380 0.088 Uiso 1 1 calc R U . . .
C57 C 0.3841(3) -0.31720(12) 0.66740(9) 0.0548(6) Uani 1 1 d . . . . .
H57A H 0.419660 -0.336077 0.634595 0.082 Uiso 1 1 calc R U . . .
H57B H 0.359346 -0.356249 0.693985 0.082 Uiso 1 1 calc R U . . .
H57C H 0.470196 -0.288640 0.678041 0.082 Uiso 1 1 calc R U . . .
C58 C 0.4068(3) -0.02479(10) 0.58740(8) 0.0446(5) Uani 1 1 d . . . . .
H58 H 0.480211 -0.009579 0.556138 0.053 Uiso 1 1 calc R U . . .
C59 C 0.5007(3) -0.01953(11) 0.63377(9) 0.0505(5) Uani 1 1 d . . . . .
H59A H 0.430341 -0.031176 0.665389 0.076 Uiso 1 1 calc R U . . .
H59B H 0.540367 0.028625 0.633464 0.076 Uiso 1 1 calc R U . . .
H59C H 0.592542 -0.052596 0.632713 0.076 Uiso 1 1 calc R U . . .
C60 C 0.2618(4) 0.02597(12) 0.58769(11) 0.0643(7) Uani 1 1 d . . . . .
H60A H 0.184522 0.011514 0.617087 0.096 Uiso 1 1 calc R U . . .
H60B H 0.209269 0.025091 0.555409 0.096 Uiso 1 1 calc R U . . .
H60C H 0.298579 0.073845 0.590743 0.096 Uiso 1 1 calc R U . . .
C61 C 0.2410(2) -0.19252(11) 0.46630(7) 0.0391(4) Uani 1 1 d . . . . .
H61 H 0.160807 -0.231155 0.466926 0.047 Uiso 1 1 calc R U . . .
C62 C 0.3992(3) -0.21687(16) 0.43985(9) 0.0609(6) Uani 1 1 d . . . . .
H62A H 0.480472 -0.180179 0.439489 0.091 Uiso 1 1 calc R U . . .
H62B H 0.382677 -0.225868 0.404251 0.091 Uiso 1 1 calc R U . . .
H62C H 0.436549 -0.260291 0.458732 0.091 Uiso 1 1 calc R U . . .
C63 C 0.1774(3) -0.12788(14) 0.43447(10) 0.0637(7) Uani 1 1 d . . . . .
H63A H 0.076410 -0.111311 0.451759 0.096 Uiso 1 1 calc R U . . .
H63B H 0.157347 -0.140519 0.399976 0.096 Uiso 1 1 calc R U . . .
H63C H 0.257710 -0.090368 0.431249 0.096 Uiso 1 1 calc R U . . .
C64 C -0.2993(2) -0.28211(12) 0.53263(9) 0.0473(5) Uani 1 1 d . . . . .
H64 H -0.397082 -0.255353 0.533248 0.057 Uiso 1 1 calc R U . . .
C65 C -0.2796(2) -0.34696(11) 0.51817(9) 0.0469(5) Uani 1 1 d . . . . .
H65 H -0.360395 -0.374694 0.506364 0.056 Uiso 1 1 calc R U . . .
C66 C -0.0374(2) -0.31266(9) 0.54155(6) 0.0281(4) Uani 1 1 d . . . . .
C67 C -0.1353(2) -0.19419(10) 0.57080(8) 0.0355(4) Uani 1 1 d . . . . .
H67 H -0.017379 -0.184594 0.570953 0.043 Uiso 1 1 calc R U . . .
C68 C -0.2057(4) -0.20168(14) 0.62589(9) 0.0650(7) Uani 1 1 d . . . . .
H68A H -0.322332 -0.209394 0.626804 0.098 Uiso 1 1 calc R U . . .
H68B H -0.186238 -0.158611 0.642106 0.098 Uiso 1 1 calc R U . . .
H68C H -0.154538 -0.241945 0.644754 0.098 Uiso 1 1 calc R U . . .
C69 C -0.2104(3) -0.13331(12) 0.53935(10) 0.0594(6) Uani 1 1 d . . . . .
H69A H -0.168807 -0.133112 0.503038 0.089 Uiso 1 1 calc R U . . .
H69B H -0.182936 -0.088898 0.552490 0.089 Uiso 1 1 calc R U . . .
H69C H -0.328106 -0.138406 0.542120 0.089 Uiso 1 1 calc R U . . .
C70 C -0.0549(2) -0.43385(9) 0.51147(7) 0.0333(4) Uani 1 1 d . . . . .
C71 C -0.0824(2) -0.45789(10) 0.46432(8) 0.0389(4) Uani 1 1 d . . . . .
H71 H -0.139096 -0.428926 0.439906 0.047 Uiso 1 1 calc R U . . .
C72 C 0.0273(2) -0.47599(10) 0.54707(8) 0.0384(4) Uani 1 1 d . . . . .
H72 H 0.045889 -0.459514 0.579337 0.046 Uiso 1 1 calc R U . . .
C80 C -0.2368(3) -0.43386(14) 0.67775(9) 0.0571(6) Uani 1 1 d . . . . .
H80 H -0.307756 -0.420647 0.651570 0.069 Uiso 1 1 calc R U . . .
C81 C -0.2145(4) -0.38932(13) 0.71406(11) 0.0660(7) Uani 1 1 d . . . . .
H81 H -0.272312 -0.345782 0.714005 0.079 Uiso 1 1 calc R U . . .
C82 C -0.1086(4) -0.40730(15) 0.75076(12) 0.0786(9) Uani 1 1 d . . . . .
H82 H -0.092014 -0.376041 0.776101 0.094 Uiso 1 1 calc R U . . .
C83 C -0.0257(4) -0.47081(16) 0.75102(11) 0.0709(8) Uani 1 1 d . . . . .
H83 H 0.049361 -0.482830 0.776147 0.085 Uiso 1 1 calc R U . . .
C84 C -0.0513(3) -0.51611(14) 0.71546(10) 0.0601(6) Uani 1 1 d . . . . .
H84 H 0.003952 -0.560266 0.716042 0.072 Uiso 1 1 calc R U . . .
C85 C -0.1582(3) -0.49766(14) 0.67843(10) 0.0589(6) Uani 1 1 d . . . . .
H85 H -0.177094 -0.529198 0.653490 0.071 Uiso 1 1 calc R U . . .
C86 C -0.3628(3) -0.49134(12) 0.36913(9) 0.0491(5) Uani 1 1 d . . . . .
H86 H -0.281393 -0.522129 0.355989 0.059 Uiso 1 1 calc R U . . .
C87 C -0.4481(3) -0.50964(12) 0.41563(9) 0.0497(5) Uani 1 1 d . . . . .
H87 H -0.425490 -0.553292 0.434607 0.060 Uiso 1 1 calc R U . . .
C88 C -0.5656(3) -0.46555(12) 0.43504(9) 0.0485(5) Uani 1 1 d . . . . .
H88 H -0.623844 -0.478554 0.467352 0.058 Uiso 1 1 calc R U . . .
C89 C -0.5989(3) -0.40236(13) 0.40750(11) 0.0592(6) Uani 1 1 d . . . . .
H89 H -0.680095 -0.371541 0.420736 0.071 Uiso 1 1 calc R U . . .
C90 C -0.5137(4) -0.38406(14) 0.36058(11) 0.0675(7) Uani 1 1 d . . . . .
H90 H -0.537054 -0.340684 0.341359 0.081 Uiso 1 1 calc R U . . .
C91 C -0.3957(3) -0.42806(13) 0.34154(9) 0.0558(6) Uani 1 1 d . . . . .
H91 H -0.336681 -0.414998 0.309379 0.067 Uiso 1 1 calc R U . . .
C92 C 0.8425(3) 0.40469(13) 0.98219(9) 0.0570(6) Uani 1 1 d . . . . .
H92 H 0.873857 0.382627 1.014145 0.068 Uiso 1 1 calc R U . . .
C93 C 0.9124(3) 0.38452(13) 0.93670(10) 0.0545(6) Uani 1 1 d . . . . .
H93 H 0.991492 0.347810 0.937038 0.065 Uiso 1 1 calc R U . . .
C94 C 0.8695(3) 0.41680(15) 0.89034(9) 0.0589(6) Uani 1 1 d . . . . .
H94 H 0.919242 0.402609 0.858780 0.071 Uiso 1 1 calc R U . . .
C95 C 0.7546(3) 0.46955(13) 0.88966(9) 0.0563(6) Uani 1 1 d . . . . .
H95 H 0.724625 0.491897 0.857626 0.068 Uiso 1 1 calc R U . . .
C96 C 0.6834(3) 0.48993(13) 0.93519(11) 0.0605(6) Uani 1 1 d . . . . .
H96 H 0.604325 0.526676 0.934805 0.073 Uiso 1 1 calc R U . . .
C97 C 0.7264(3) 0.45711(14) 0.98165(10) 0.0640(6) Uani 1 1 d . . . . .
H97 H 0.675714 0.470730 1.013268 0.077 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 C16 1.7641(17) . ?
P1 C1 1.8581(18) . ?
P2 C30 1.7685(17) . ?
P2 C34 1.8588(17) . ?
P3 C66 1.7698(17) . ?
P3 C49 1.8552(16) . ?
N1 C16 1.370(2) . ?
N1 C17 1.393(3) . ?
N1 C19 1.464(2) . ?
N2 C18 1.382(3) . ?
N2 C16 1.385(2) . ?
N2 C22 1.432(2) . ?
N3 C28 1.387(3) . ?
N3 C30 1.394(2) . ?
N3 C25 1.430(2) . ?
N4 C30 1.369(2) . ?
N4 C29 1.397(2) . ?
N4 C31 1.471(2) . ?
N5 C65 1.386(3) . ?
N5 C66 1.389(2) . ?
N5 C70 1.427(2) . ?
N6 C66 1.369(2) . ?
N6 C64 1.392(3) . ?
N6 C67 1.473(2) . ?
C1 C2 1.410(3) . ?
C1 C6 1.414(3) . ?
C2 C3 1.394(3) . ?
C2 C7 1.532(3) . ?
C3 C4 1.391(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(3) . ?
C4 C10 1.521(2) . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C13 1.524(3) . ?
C7 C9 1.520(3) . ?
C7 C8 1.529(3) . ?
C7 H7 1.0000 . ?
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 C11 1.514(3) . ?
C10 C12 1.524(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.502(5) . ?
C13 C14 1.509(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 . ?
C17 C18 1.329(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.503(3) . ?
C19 C21 1.511(3) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.380(3) . ?
C22 C27 1.387(3) . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.387(3) . ?
C26 C27 1.384(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.327(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C31 C32 1.508(3) . ?
C31 C33 1.518(3) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.413(3) . ?
C34 C39 1.416(3) . ?
C35 C36 1.392(3) . ?
C35 C40 1.524(3) . ?
C36 C37 1.380(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.392(3) . ?
C37 C43 1.523(3) . ?
C38 C39 1.394(3) . ?
C38 H38 0.9500 . ?
C39 C46 1.522(3) . ?
C40 C41 1.523(3) . ?
C40 C42 1.531(3) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.417(5) . ?
C43 C45 1.490(3) . ?
C43 H43 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.520(3) . ?
C46 C48 1.522(3) . ?
C46 H46 1.0000 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.416(2) . ?
C49 C54 1.419(3) . ?
C50 C51 1.400(2) . ?
C50 C55 1.522(2) . ?
C51 C52 1.389(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.380(3) . ?
C52 C58 1.522(3) . ?
C53 C54 1.389(3) . ?
C53 H53 0.9500 . ?
C54 C61 1.522(3) . ?
C55 C57 1.524(3) . ?
C55 C56 1.529(3) . ?
C55 H55 1.0000 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C59 1.503(3) . ?
C58 C60 1.529(3) . ?
C58 H58 1.0000 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.518(3) . ?
C61 C63 1.528(3) . ?
C61 H61 1.0000 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 C65 1.329(3) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C67 C68 1.500(3) . ?
C67 C69 1.510(3) . ?
C67 H67 1.0000 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 C72 1.383(3) . ?
C70 C71 1.389(3) . ?
C71 C72 1.382(3) 2_546 ?
C71 H71 0.9500 . ?
C72 H72 0.9500 . ?
C80 C81 1.355(4) . ?
C80 C85 1.368(4) . ?
C80 H80 0.9500 . ?
C81 C82 1.367(4) . ?
C81 H81 0.9500 . ?
C82 C83 1.380(4) . ?
C82 H82 0.9500 . ?
C83 C84 1.356(4) . ?
C83 H83 0.9500 . ?
C84 C85 1.380(4) . ?
C84 H84 0.9500 . ?
C85 H85 0.9500 . ?
C86 C87 1.371(3) . ?
C86 C91 1.379(3) . ?
C86 H86 0.9500 . ?
C87 C88 1.372(3) . ?
C87 H87 0.9500 . ?
C88 C89 1.377(3) . ?
C88 H88 0.9500 . ?
C89 C90 1.380(4) . ?
C89 H89 0.9500 . ?
C90 C91 1.369(4) . ?
C90 H90 0.9500 . ?
C91 H91 0.9500 . ?
C92 C93 1.362(4) . ?
C92 C97 1.374(4) . ?
C92 H92 0.9500 . ?
C93 C94 1.373(4) . ?
C93 H93 0.9500 . ?
C94 C95 1.371(4) . ?
C94 H94 0.9500 . ?
C95 C96 1.368(4) . ?
C95 H95 0.9500 . ?
C96 C97 1.379(4) . ?
C96 H96 0.9500 . ?
C97 H97 0.9500 . ?

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
C16 P1 C1 104.11(8) . . ?
C30 P2 C34 104.41(8) . . ?
C66 P3 C49 104.37(7) . . ?
C16 N1 C17 109.73(16) . . ?
C16 N1 C19 128.35(15) . . ?
C17 N1 C19 121.79(16) . . ?
C18 N2 C16 110.47(16) . . ?
C18 N2 C22 123.60(16) . . ?
C16 N2 C22 125.82(15) . . ?
C28 N3 C30 110.17(15) . . ?
C28 N3 C25 122.68(15) . . ?
C30 N3 C25 127.15(15) . . ?
C30 N4 C29 110.20(15) . . ?
C30 N4 C31 127.93(15) . . ?
C29 N4 C31 121.87(15) . . ?
C65 N5 C66 109.96(16) . . ?
C65 N5 C70 123.24(15) . . ?
C66 N5 C70 126.80(15) . . ?
C66 N6 C64 110.16(15) . . ?
C66 N6 C67 127.30(15) . . ?
C64 N6 C67 121.91(15) . . ?
C2 C1 C6 118.54(16) . . ?
C2 C1 P1 121.07(14) . . ?
C6 C1 P1 120.30(14) . . ?
C3 C2 C1 119.70(17) . . ?
C3 C2 C7 118.64(16) . . ?
C1 C2 C7 121.65(16) . . ?
C4 C3 C2 121.97(17) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C5 C4 C3 117.77(16) . . ?
C5 C4 C10 118.97(16) . . ?
C3 C4 C10 123.16(16) . . ?
C4 C5 C6 122.26(17) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.59(17) . . ?
C5 C6 C13 118.05(19) . . ?
C1 C6 C13 122.36(18) . . ?
C9 C7 C8 109.36(19) . . ?
C9 C7 C2 110.11(17) . . ?
C8 C7 C2 114.28(17) . . ?
C9 C7 H7 107.6 . . ?
C8 C7 H7 107.6 . . ?
C2 C7 H7 107.6 . . ?
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 . . ?
C11 C10 C4 114.39(16) . . ?
C11 C10 C12 110.86(18) . . ?
C4 C10 C12 109.16(17) . . ?
C11 C10 H10 107.4 . . ?
C4 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C13 C14 109.3(3) . . ?
C15 C13 C6 113.4(3) . . ?
C14 C13 C6 110.3(2) . . ?
C15 C13 H13 107.9 . . ?
C14 C13 H13 107.9 . . ?
C6 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 . . ?
N1 C16 N2 104.21(15) . . ?
N1 C16 P1 136.37(13) . . ?
N2 C16 P1 119.16(13) . . ?
C18 C17 N1 108.30(18) . . ?
C18 C17 H17 125.9 . . ?
N1 C17 H17 125.9 . . ?
C17 C18 N2 107.19(18) . . ?
C17 C18 H18 126.4 . . ?
N2 C18 H18 126.4 . . ?
N1 C19 C20 109.84(17) . . ?
N1 C19 C21 110.69(19) . . ?
C20 C19 C21 112.4(2) . . ?
N1 C19 H19 107.9 . . ?
C20 C19 H19 107.9 . . ?
C21 C19 H19 107.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 120.48(17) . . ?
C23 C22 N2 119.57(17) . . ?
C27 C22 N2 119.87(17) . . ?
C22 C23 C24 119.79(17) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.75(17) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.63(17) . . ?
C24 C25 N3 118.29(16) . . ?
C26 C25 N3 120.97(16) . . ?
C27 C26 C25 119.45(17) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C26 C27 C22 119.88(17) . . ?
C26 C27 H27 120.1 . . ?
C22 C27 H27 120.1 . . ?
C29 C28 N3 107.57(16) . . ?
C29 C28 H28 126.2 . . ?
N3 C28 H28 126.2 . . ?
C28 C29 N4 108.03(17) . . ?
C28 C29 H29 126.0 . . ?
N4 C29 H29 126.0 . . ?
N4 C30 N3 104.00(14) . . ?
N4 C30 P2 136.25(13) . . ?
N3 C30 P2 119.67(13) . . ?
N4 C31 C32 110.30(16) . . ?
N4 C31 C33 109.99(16) . . ?
C32 C31 C33 112.63(17) . . ?
N4 C31 H31 107.9 . . ?
C32 C31 H31 107.9 . . ?
C33 C31 H31 107.9 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 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 . . ?
C35 C34 C39 118.69(16) . . ?
C35 C34 P2 120.96(13) . . ?
C39 C34 P2 120.20(13) . . ?
C36 C35 C34 119.58(17) . . ?
C36 C35 C40 118.91(16) . . ?
C34 C35 C40 121.51(16) . . ?
C37 C36 C35 122.30(18) . . ?
C37 C36 H36 118.8 . . ?
C35 C36 H36 118.8 . . ?
C36 C37 C38 117.94(18) . . ?
C36 C37 C43 119.2(2) . . ?
C38 C37 C43 122.8(2) . . ?
C37 C38 C39 122.15(18) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 H38 118.9 . . ?
C38 C39 C34 119.28(17) . . ?
C38 C39 C46 119.21(17) . . ?
C34 C39 C46 121.50(16) . . ?
C41 C40 C35 110.19(15) . . ?
C41 C40 C42 109.19(17) . . ?
C35 C40 C42 115.32(17) . . ?
C41 C40 H40 107.3 . . ?
C35 C40 H40 107.3 . . ?
C42 C40 H40 107.3 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C45 114.9(3) . . ?
C44 C43 C37 113.8(2) . . ?
C45 C43 C37 112.6(2) . . ?
C44 C43 H43 104.7 . . ?
C45 C43 H43 104.7 . . ?
C37 C43 H43 104.7 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C48 110.29(19) . . ?
C47 C46 C39 109.78(17) . . ?
C48 C46 C39 113.70(19) . . ?
C47 C46 H46 107.6 . . ?
C48 C46 H46 107.6 . . ?
C39 C46 H46 107.6 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C54 118.73(15) . . ?
C50 C49 P3 119.87(13) . . ?
C54 C49 P3 121.16(13) . . ?
C51 C50 C49 119.26(16) . . ?
C51 C50 C55 119.43(16) . . ?
C49 C50 C55 121.31(15) . . ?
C52 C51 C50 122.19(16) . . ?
C52 C51 H51 118.9 . . ?
C50 C51 H51 118.9 . . ?
C53 C52 C51 117.68(16) . . ?
C53 C52 C58 118.40(16) . . ?
C51 C52 C58 123.89(17) . . ?
C52 C53 C54 122.96(16) . . ?
C52 C53 H53 118.5 . . ?
C54 C53 H53 118.5 . . ?
C53 C54 C49 119.17(16) . . ?
C53 C54 C61 118.55(16) . . ?
C49 C54 C61 122.27(16) . . ?
C50 C55 C57 110.19(16) . . ?
C50 C55 C56 113.96(16) . . ?
C57 C55 C56 110.43(19) . . ?
C50 C55 H55 107.3 . . ?
C57 C55 H55 107.3 . . ?
C56 C55 H55 107.3 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59 C58 C52 114.66(17) . . ?
C59 C58 C60 111.11(19) . . ?
C52 C58 C60 109.52(18) . . ?
C59 C58 H58 107.1 . . ?
C52 C58 H58 107.1 . . ?
C60 C58 H58 107.1 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 H60A 109.5 . . ?
C58 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C58 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C54 109.78(16) . . ?
C62 C61 C63 109.1(2) . . ?
C54 C61 C63 113.68(18) . . ?
C62 C61 H61 108.0 . . ?
C54 C61 H61 108.0 . . ?
C63 C61 H61 108.0 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C65 C64 N6 107.93(17) . . ?
C65 C64 H64 126.0 . . ?
N6 C64 H64 126.0 . . ?
C64 C65 N5 107.67(17) . . ?
C64 C65 H65 126.2 . . ?
N5 C65 H65 126.2 . . ?
N6 C66 N5 104.28(14) . . ?
N6 C66 P3 134.92(13) . . ?
N5 C66 P3 120.80(13) . . ?
N6 C67 C68 110.61(17) . . ?
N6 C67 C69 110.58(17) . . ?
C68 C67 C69 112.17(18) . . ?
N6 C67 H67 107.8 . . ?
C68 C67 H67 107.8 . . ?
C69 C67 H67 107.8 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C67 C69 H69A 109.5 . . ?
C67 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C67 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C72 C70 C71 120.11(17) . . ?
C72 C70 N5 120.87(16) . . ?
C71 C70 N5 118.95(17) . . ?
C72 C71 C70 119.93(18) 2_546 . ?
C72 C71 H71 120.0 2_546 . ?
C70 C71 H71 120.0 . . ?
C71 C72 C70 119.96(18) 2_546 . ?
C71 C72 H72 120.0 2_546 . ?
C70 C72 H72 120.0 . . ?
C81 C80 C85 120.6(2) . . ?
C81 C80 H80 119.7 . . ?
C85 C80 H80 119.7 . . ?
C80 C81 C82 119.7(3) . . ?
C80 C81 H81 120.1 . . ?
C82 C81 H81 120.1 . . ?
C81 C82 C83 120.1(3) . . ?
C81 C82 H82 120.0 . . ?
C83 C82 H82 120.0 . . ?
C84 C83 C82 120.1(2) . . ?
C84 C83 H83 119.9 . . ?
C82 C83 H83 119.9 . . ?
C83 C84 C85 119.6(2) . . ?
C83 C84 H84 120.2 . . ?
C85 C84 H84 120.2 . . ?
C80 C85 C84 119.8(2) . . ?
C80 C85 H85 120.1 . . ?
C84 C85 H85 120.1 . . ?
C87 C86 C91 119.7(2) . . ?
C87 C86 H86 120.2 . . ?
C91 C86 H86 120.2 . . ?
C86 C87 C88 120.7(2) . . ?
C86 C87 H87 119.7 . . ?
C88 C87 H87 119.7 . . ?
C87 C88 C89 119.8(2) . . ?
C87 C88 H88 120.1 . . ?
C89 C88 H88 120.1 . . ?
C88 C89 C90 119.6(2) . . ?
C88 C89 H89 120.2 . . ?
C90 C89 H89 120.2 . . ?
C91 C90 C89 120.4(2) . . ?
C91 C90 H90 119.8 . . ?
C89 C90 H90 119.8 . . ?
C90 C91 C86 119.9(2) . . ?
C90 C91 H91 120.1 . . ?
C86 C91 H91 120.1 . . ?
C93 C92 C97 119.7(2) . . ?
C93 C92 H92 120.2 . . ?
C97 C92 H92 120.2 . . ?
C92 C93 C94 120.6(2) . . ?
C92 C93 H93 119.7 . . ?
C94 C93 H93 119.7 . . ?
C95 C94 C93 119.9(2) . . ?
C95 C94 H94 120.0 . . ?
C93 C94 H94 120.0 . . ?
C96 C95 C94 119.9(2) . . ?
C96 C95 H95 120.1 . . ?
C94 C95 H95 120.1 . . ?
C95 C96 C97 120.0(2) . . ?
C95 C96 H96 120.0 . . ?
C97 C96 H96 120.0 . . ?
C92 C97 C96 120.0(2) . . ?
C92 C97 H97 120.0 . . ?
C96 C97 H97 120.0 . . ?

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
C16 P1 C1 C2 -98.60(15) . . . . ?
C16 P1 C1 C6 84.89(15) . . . . ?
C6 C1 C2 C3 -3.9(2) . . . . ?
P1 C1 C2 C3 179.56(13) . . . . ?
C6 C1 C2 C7 175.33(17) . . . . ?
P1 C1 C2 C7 -1.2(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C7 C2 C3 C4 -178.54(16) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C2 C3 C4 C10 -174.02(17) . . . . ?
C3 C4 C5 C6 -2.3(3) . . . . ?
C10 C4 C5 C6 174.27(18) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C5 C6 C13 178.4(2) . . . . ?
C2 C1 C6 C5 4.0(3) . . . . ?
P1 C1 C6 C5 -179.44(14) . . . . ?
C2 C1 C6 C13 -175.3(2) . . . . ?
P1 C1 C6 C13 1.3(3) . . . . ?
C3 C2 C7 C9 85.8(2) . . . . ?
C1 C2 C7 C9 -93.4(2) . . . . ?
C3 C2 C7 C8 -37.7(2) . . . . ?
C1 C2 C7 C8 143.09(19) . . . . ?
C5 C4 C10 C11 151.57(18) . . . . ?
C3 C4 C10 C11 -32.0(3) . . . . ?
C5 C4 C10 C12 -83.6(2) . . . . ?
C3 C4 C10 C12 92.8(2) . . . . ?
C5 C6 C13 C15 52.0(3) . . . . ?
C1 C6 C13 C15 -128.8(3) . . . . ?
C5 C6 C13 C14 -70.9(3) . . . . ?
C1 C6 C13 C14 108.3(2) . . . . ?
C17 N1 C16 N2 -2.7(2) . . . . ?
C19 N1 C16 N2 -178.48(18) . . . . ?
C17 N1 C16 P1 171.04(18) . . . . ?
C19 N1 C16 P1 -4.7(3) . . . . ?
C18 N2 C16 N1 3.3(2) . . . . ?
C22 N2 C16 N1 -173.10(17) . . . . ?
C18 N2 C16 P1 -171.76(16) . . . . ?
C22 N2 C16 P1 11.8(2) . . . . ?
C1 P1 C16 N1 10.1(2) . . . . ?
C1 P1 C16 N2 -176.78(14) . . . . ?
C16 N1 C17 C18 1.2(3) . . . . ?
C19 N1 C17 C18 177.3(2) . . . . ?
N1 C17 C18 N2 0.9(3) . . . . ?
C16 N2 C18 C17 -2.7(3) . . . . ?
C22 N2 C18 C17 173.8(2) . . . . ?
C16 N1 C19 C20 108.4(2) . . . . ?
C17 N1 C19 C20 -66.9(3) . . . . ?
C16 N1 C19 C21 -126.9(2) . . . . ?
C17 N1 C19 C21 57.8(3) . . . . ?
C18 N2 C22 C23 -118.4(2) . . . . ?
C16 N2 C22 C23 57.6(3) . . . . ?
C18 N2 C22 C27 58.3(3) . . . . ?
C16 N2 C22 C27 -125.7(2) . . . . ?
C27 C22 C23 C24 1.5(3) . . . . ?
N2 C22 C23 C24 178.17(16) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
C23 C24 C25 C26 -1.3(3) . . . . ?
C23 C24 C25 N3 174.84(16) . . . . ?
C28 N3 C25 C24 -52.7(2) . . . . ?
C30 N3 C25 C24 128.25(19) . . . . ?
C28 N3 C25 C26 123.5(2) . . . . ?
C30 N3 C25 C26 -55.6(2) . . . . ?
C24 C25 C26 C27 1.6(3) . . . . ?
N3 C25 C26 C27 -174.44(16) . . . . ?
C25 C26 C27 C22 -0.3(3) . . . . ?
C23 C22 C27 C26 -1.2(3) . . . . ?
N2 C22 C27 C26 -177.85(16) . . . . ?
C30 N3 C28 C29 1.4(2) . . . . ?
C25 N3 C28 C29 -177.80(17) . . . . ?
N3 C28 C29 N4 -0.4(2) . . . . ?
C30 N4 C29 C28 -0.8(2) . . . . ?
C31 N4 C29 C28 179.28(17) . . . . ?
C29 N4 C30 N3 1.57(19) . . . . ?
C31 N4 C30 N3 -178.49(16) . . . . ?
C29 N4 C30 P2 -175.10(15) . . . . ?
C31 N4 C30 P2 4.8(3) . . . . ?
C28 N3 C30 N4 -1.82(19) . . . . ?
C25 N3 C30 N4 177.35(16) . . . . ?
C28 N3 C30 P2 175.53(13) . . . . ?
C25 N3 C30 P2 -5.3(2) . . . . ?
C34 P2 C30 N4 1.5(2) . . . . ?
C34 P2 C30 N3 -174.83(13) . . . . ?
C30 N4 C31 C32 -114.1(2) . . . . ?
C29 N4 C31 C32 65.8(2) . . . . ?
C30 N4 C31 C33 121.05(19) . . . . ?
C29 N4 C31 C33 -59.0(2) . . . . ?
C30 P2 C34 C35 90.50(14) . . . . ?
C30 P2 C34 C39 -93.96(14) . . . . ?
C39 C34 C35 C36 2.4(2) . . . . ?
P2 C34 C35 C36 177.96(13) . . . . ?
C39 C34 C35 C40 -178.10(15) . . . . ?
P2 C34 C35 C40 -2.5(2) . . . . ?
C34 C35 C36 C37 -0.9(3) . . . . ?
C40 C35 C36 C37 179.55(18) . . . . ?
C35 C36 C37 C38 -1.3(3) . . . . ?
C35 C36 C37 C43 177.2(2) . . . . ?
C36 C37 C38 C39 2.1(3) . . . . ?
C43 C37 C38 C39 -176.3(2) . . . . ?
C37 C38 C39 C34 -0.6(3) . . . . ?
C37 C38 C39 C46 178.41(18) . . . . ?
C35 C34 C39 C38 -1.6(2) . . . . ?
P2 C34 C39 C38 -177.26(14) . . . . ?
C35 C34 C39 C46 179.38(16) . . . . ?
P2 C34 C39 C46 3.7(2) . . . . ?
C36 C35 C40 C41 -95.3(2) . . . . ?
C34 C35 C40 C41 85.1(2) . . . . ?
C36 C35 C40 C42 28.8(2) . . . . ?
C34 C35 C40 C42 -150.72(18) . . . . ?
C36 C37 C43 C44 95.7(4) . . . . ?
C38 C37 C43 C44 -85.9(4) . . . . ?
C36 C37 C43 C45 -131.2(3) . . . . ?
C38 C37 C43 C45 47.2(3) . . . . ?
C38 C39 C46 C47 86.2(2) . . . . ?
C34 C39 C46 C47 -94.8(2) . . . . ?
C38 C39 C46 C48 -37.9(3) . . . . ?
C34 C39 C46 C48 141.14(19) . . . . ?
C66 P3 C49 C50 107.23(13) . . . . ?
C66 P3 C49 C54 -78.44(14) . . . . ?
C54 C49 C50 C51 1.0(2) . . . . ?
P3 C49 C50 C51 175.49(12) . . . . ?
C54 C49 C50 C55 -178.62(15) . . . . ?
P3 C49 C50 C55 -4.2(2) . . . . ?
C49 C50 C51 C52 -0.3(3) . . . . ?
C55 C50 C51 C52 179.30(16) . . . . ?
C50 C51 C52 C53 -0.6(3) . . . . ?
C50 C51 C52 C58 177.29(17) . . . . ?
C51 C52 C53 C54 0.8(3) . . . . ?
C58 C52 C53 C54 -177.17(17) . . . . ?
C52 C53 C54 C49 -0.1(3) . . . . ?
C52 C53 C54 C61 -179.18(16) . . . . ?
C50 C49 C54 C53 -0.8(2) . . . . ?
P3 C49 C54 C53 -175.18(13) . . . . ?
C50 C49 C54 C61 178.22(15) . . . . ?
P3 C49 C54 C61 3.8(2) . . . . ?
C51 C50 C55 C57 -91.6(2) . . . . ?
C49 C50 C55 C57 88.1(2) . . . . ?
C51 C50 C55 C56 33.2(2) . . . . ?
C49 C50 C55 C56 -147.15(18) . . . . ?
C53 C52 C58 C59 -154.63(18) . . . . ?
C51 C52 C58 C59 27.5(3) . . . . ?
C53 C52 C58 C60 79.7(2) . . . . ?
C51 C52 C58 C60 -98.1(2) . . . . ?
C53 C54 C61 C62 84.8(2) . . . . ?
C49 C54 C61 C62 -94.3(2) . . . . ?
C53 C54 C61 C63 -37.8(2) . . . . ?
C49 C54 C61 C63 143.22(19) . . . . ?
C66 N6 C64 C65 -0.7(2) . . . . ?
C67 N6 C64 C65 -172.28(18) . . . . ?
N6 C64 C65 N5 0.5(3) . . . . ?
C66 N5 C65 C64 -0.2(2) . . . . ?
C70 N5 C65 C64 179.81(18) . . . . ?
C64 N6 C66 N5 0.6(2) . . . . ?
C67 N6 C66 N5 171.57(16) . . . . ?
C64 N6 C66 P3 -179.46(16) . . . . ?
C67 N6 C66 P3 -8.4(3) . . . . ?
C65 N5 C66 N6 -0.2(2) . . . . ?
C70 N5 C66 N6 179.77(16) . . . . ?
C65 N5 C66 P3 179.78(14) . . . . ?
C70 N5 C66 P3 -0.2(2) . . . . ?
C49 P3 C66 N6 -10.5(2) . . . . ?
C49 P3 C66 N5 169.51(14) . . . . ?
C66 N6 C67 C68 -96.5(2) . . . . ?
C64 N6 C67 C68 73.6(2) . . . . ?
C66 N6 C67 C69 138.65(19) . . . . ?
C64 N6 C67 C69 -51.3(2) . . . . ?
C65 N5 C70 C72 -127.4(2) . . . . ?
C66 N5 C70 C72 52.6(3) . . . . ?
C65 N5 C70 C71 49.4(3) . . . . ?
C66 N5 C70 C71 -130.57(19) . . . . ?
C72 C70 C71 C72 -0.1(3) . . . 2_546 ?
N5 C70 C71 C72 -176.97(17) . . . 2_546 ?
C71 C70 C72 C71 0.1(3) . . . 2_546 ?
N5 C70 C72 C71 176.91(17) . . . 2_546 ?
C85 C80 C81 C82 2.1(4) . . . . ?
C80 C81 C82 C83 -0.5(5) . . . . ?
C81 C82 C83 C84 -1.2(5) . . . . ?
C82 C83 C84 C85 1.3(4) . . . . ?
C81 C80 C85 C84 -2.0(4) . . . . ?
C83 C84 C85 C80 0.3(4) . . . . ?
C91 C86 C87 C88 -0.1(3) . . . . ?
C86 C87 C88 C89 0.2(3) . . . . ?
C87 C88 C89 C90 0.1(4) . . . . ?
C88 C89 C90 C91 -0.5(4) . . . . ?
C89 C90 C91 C86 0.6(4) . . . . ?
C87 C86 C91 C90 -0.3(3) . . . . ?
C97 C92 C93 C94 0.9(4) . . . . ?
C92 C93 C94 C95 -0.4(4) . . . . ?
C93 C94 C95 C96 0.1(4) . . . . ?
C94 C95 C96 C97 -0.4(4) . . . . ?
C93 C92 C97 C96 -1.2(4) . . . . ?
C95 C96 C97 C92 1.0(4) . . . . ?

_refine_diff_density_max         0.519
_refine_diff_density_min         -0.430
_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_ks1562_cmpd7
_database_code_depnum_ccdc_archive 'CCDC 2289307'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-09-21 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'(C36 H44 Ga I2 N4 P2)+, (Ga I4)-, 2.06 (CH2 Cl2)'
_chemical_formula_sum            'C38.06 H48.11 Cl4.11 Ga2 I6 N4 P2'
_chemical_formula_weight         1670.14

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   14.9427(3)
_cell_length_b                   17.0844(3)
_cell_length_c                   23.0489(4)
_cell_angle_alpha                74.3750(10)
_cell_angle_beta                 74.2030(10)
_cell_angle_gamma                82.8170(10)
_cell_volume                     5444.13(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    73082
_cell_measurement_theta_max      29.56
_cell_measurement_theta_min      1.50

_exptl_crystal_description       plank
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_F_000             3137
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.026
_exptl_absorpt_coefficient_mu    4.683
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2522
_exptl_absorpt_correction_T_max  0.4260
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            73082
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.732
_diffrn_reflns_theta_max         26.499
_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             22576
_reflns_number_gt                18054
_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       
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_cell_refinement       
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.1.0 (STOE, 2021)
X-Area LANA 2.6.2.0 (STOE, 2021)
;
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.0, Darmstadt 2021
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0450P)²+8.0462P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         22576
_refine_ls_number_parameters     1276
_refine_ls_number_restraints     327
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0827
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.154
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.92946(2) -0.12938(2) 0.74816(2) 0.04364(8) Uani 1 1 d . . . . .
I3 I 0.47443(2) 0.32869(2) 0.74464(2) 0.04524(8) Uani 1 1 d . . . . .
I4 I 0.42243(2) 0.38415(2) 0.91187(2) 0.04752(8) Uani 1 1 d . . . . .
I2 I 0.81037(2) -0.01285(2) 0.88462(2) 0.04981(9) Uani 1 1 d . . . . .
Ga1 Ga 0.85978(3) 0.01019(3) 0.76520(2) 0.02991(10) Uani 1 1 d . . . . .
Ga2 Ga 0.47200(3) 0.44726(3) 0.79336(2) 0.03025(10) Uani 1 1 d . . . . .
Ga3 Ga 0.85415(9) 0.33823(8) 0.50031(6) 0.0326(3) Uani 0.619(3) 1 d D U P A 3
P4 P 0.35344(7) 0.55578(6) 0.78939(5) 0.0270(2) Uani 1 1 d . . . . .
P1 P 0.71415(7) 0.07046(7) 0.74351(5) 0.0296(2) Uani 1 1 d . . . . .
P2 P 0.96108(7) 0.11630(7) 0.74792(5) 0.0300(2) Uani 1 1 d . . . . .
P3 P 0.60861(7) 0.50721(7) 0.79340(5) 0.0302(2) Uani 1 1 d . . . . .
Cl2 Cl 1.10668(13) -0.23096(12) 0.89764(8) 0.0832(5) Uani 1 1 d . . . . .
Cl1 Cl 0.95493(14) -0.17573(14) 0.98706(7) 0.0891(6) Uani 1 1 d . . . . .
N7 N 0.3785(2) 0.5954(2) 0.65568(15) 0.0280(7) Uani 1 1 d . . . . .
N5 N 0.6989(2) 0.5235(2) 0.66228(16) 0.0306(7) Uani 1 1 d . . . . .
N8 N 0.2582(2) 0.6565(2) 0.70445(16) 0.0296(7) Uani 1 1 d . . . . .
N3 N 1.0363(2) 0.1361(2) 0.61513(16) 0.0305(7) Uani 1 1 d . . . . .
N1 N 0.7470(2) 0.0242(2) 0.62749(17) 0.0372(8) Uani 1 1 d . . . . .
N2 N 0.6020(2) 0.0503(2) 0.66876(18) 0.0389(9) Uani 1 1 d . . . . .
N4 N 1.0971(3) 0.2090(2) 0.65559(18) 0.0372(8) Uani 1 1 d . . . . .
N6 N 0.7877(2) 0.5433(2) 0.71644(16) 0.0332(8) Uani 1 1 d . . . . .
C38 C 0.6190(3) 0.5117(3) 0.64364(18) 0.0307(9) Uani 1 1 d . . . . .
C15 C 1.0330(3) 0.1522(2) 0.66949(19) 0.0296(8) Uani 1 1 d . . . . .
C37 C 0.5377(3) 0.5572(2) 0.66034(18) 0.0271(8) Uani 1 1 d . . . . .
H37 H 0.533896 0.594359 0.685205 0.032 Uiso 1 1 calc R U . . .
C45 C 0.3315(3) 0.6035(2) 0.71273(19) 0.0273(8) Uani 1 1 d . . . . .
C42 C 0.4620(3) 0.5475(2) 0.63995(18) 0.0293(8) Uani 1 1 d . . . . .
C51 C 0.7001(3) 0.5243(3) 0.72104(19) 0.0309(9) Uani 1 1 d . . . . .
C63 C 0.2425(3) 0.5072(2) 0.82903(19) 0.0295(8) Uani 1 1 d . . . . .
C28 C 0.6291(3) 0.0094(3) 0.8086(2) 0.0328(9) Uani 1 1 d . . . . .
C9 C 0.6883(3) 0.0468(3) 0.6774(2) 0.0343(9) Uani 1 1 d . . . . .
C20 C 1.1272(3) 0.0179(2) 0.7677(2) 0.0331(9) Uani 1 1 d . . . . .
C39 C 0.6269(3) 0.4602(3) 0.6053(2) 0.0362(10) Uani 1 1 d . . . . .
H39 H 0.683909 0.430081 0.593481 0.043 Uiso 1 1 calc R U . . .
C2 C 0.9866(3) 0.0747(3) 0.60633(19) 0.0318(9) Uani 1 1 d . . . . .
C43 C 0.3338(3) 0.6424(3) 0.6115(2) 0.0354(9) Uani 1 1 d . . . . .
H43 H 0.352516 0.647182 0.567947 0.042 Uiso 1 1 calc R U . . .
C21 C 1.1475(3) -0.0009(3) 0.7045(2) 0.0358(9) Uani 1 1 d . . . . .
H21A H 1.089483 -0.012776 0.697312 0.054 Uiso 1 1 calc R U . . .
H21B H 1.191744 -0.048221 0.703409 0.054 Uiso 1 1 calc R U . . .
H21C H 1.174290 0.046182 0.672055 0.054 Uiso 1 1 calc R U . . .
C19 C 1.0518(3) 0.0698(3) 0.7894(2) 0.0338(9) Uani 1 1 d . . . . .
C55 C 0.6676(3) 0.4255(3) 0.84301(19) 0.0336(9) Uani 1 1 d . . . . .
C1 C 0.8911(3) 0.0803(3) 0.62155(19) 0.0325(9) Uani 1 1 d . . . . .
H1 H 0.857024 0.124180 0.637209 0.039 Uiso 1 1 calc R U . . .
C70 C 0.2000(3) 0.4614(3) 0.8027(2) 0.0337(9) Uani 1 1 d . . . . .
C3 C 1.0374(3) 0.0131(3) 0.5816(2) 0.0363(10) Uani 1 1 d . . . . .
H3 H 1.103537 0.011281 0.570867 0.044 Uiso 1 1 calc R U . . .
C44 C 0.2592(3) 0.6797(3) 0.6422(2) 0.0358(9) Uani 1 1 d . . . . .
H44 H 0.214688 0.715834 0.624337 0.043 Uiso 1 1 calc R U . . .
C56 C 0.7139(3) 0.3563(3) 0.8254(2) 0.0370(10) Uani 1 1 d . . . . .
C49 C 0.7855(3) 0.5379(3) 0.6229(2) 0.0356(9) Uani 1 1 d . . . . .
H49 H 0.803193 0.538950 0.579884 0.043 Uiso 1 1 calc R U . . .
C13 C 1.1025(3) 0.1813(3) 0.5675(2) 0.0384(10) Uani 1 1 d . . . . .
H13 H 1.118279 0.180400 0.524827 0.046 Uiso 1 1 calc R U . . .
C35 C 0.6158(3) -0.0727(3) 0.8158(2) 0.0376(10) Uani 1 1 d . . . . .
C6 C 0.8463(3) 0.0198(3) 0.61329(19) 0.0343(9) Uani 1 1 d . . . . .
C41 C 0.4681(3) 0.4960(3) 0.6018(2) 0.0345(9) Uani 1 1 d . . . . .
H41 H 0.415688 0.490440 0.587747 0.041 Uiso 1 1 calc R U . . .
C64 C 0.1984(3) 0.5188(3) 0.8885(2) 0.0365(10) Uani 1 1 d . . . . .
C62 C 0.6617(3) 0.4359(3) 0.9026(2) 0.0401(10) Uani 1 1 d . . . . .
C50 C 0.8405(3) 0.5501(3) 0.6566(2) 0.0378(10) Uani 1 1 d . . . . .
H50 H 0.904556 0.561492 0.641728 0.045 Uiso 1 1 calc R U . . .
C46 C 0.1900(3) 0.6918(3) 0.7519(2) 0.0357(9) Uani 1 1 d . . . . .
H46 H 0.209267 0.672774 0.791883 0.043 Uiso 1 1 calc R U . . .
C29 C 0.5803(3) 0.0496(3) 0.8549(2) 0.0359(10) Uani 1 1 d . . . . .
C22 C 1.1900(3) -0.0160(3) 0.8041(2) 0.0385(10) Uani 1 1 d . . . . .
H22 H 1.240714 -0.050799 0.789117 0.046 Uiso 1 1 calc R U . . .
C52 C 0.8211(3) 0.5609(3) 0.7666(2) 0.0392(10) Uani 1 1 d . . . . .
H52 H 0.770642 0.548899 0.805971 0.047 Uiso 1 1 calc R U . . .
C71 C 0.2398(3) 0.4493(3) 0.7383(2) 0.0417(11) Uani 1 1 d . . . . .
H71A H 0.217338 0.494407 0.708196 0.063 Uiso 1 1 calc R U . . .
H71B H 0.220061 0.397865 0.736029 0.063 Uiso 1 1 calc R U . . .
H71C H 0.307947 0.447845 0.728535 0.063 Uiso 1 1 calc R U . . .
C66 C 0.1141(3) 0.4830(3) 0.9203(2) 0.0417(11) Uani 1 1 d . . . . .
H66 H 0.084373 0.491052 0.960435 0.050 Uiso 1 1 calc R U . . .
C5 C 0.8952(3) -0.0438(3) 0.5894(2) 0.0409(10) Uani 1 1 d . . . . .
H5 H 0.863129 -0.085343 0.584630 0.049 Uiso 1 1 calc R U . . .
C26 C 1.0445(3) 0.0887(3) 0.8463(2) 0.0411(10) Uani 1 1 d . . . . .
C31 C 0.5189(3) 0.0061(3) 0.9071(2) 0.0437(11) Uani 1 1 d . . . . .
H31 H 0.484444 0.033208 0.937896 0.052 Uiso 1 1 calc R U . . .
C34 C 0.5555(3) -0.1130(3) 0.8697(2) 0.0442(11) Uani 1 1 d . . . . .
H34 H 0.547630 -0.169045 0.875136 0.053 Uiso 1 1 calc R U . . .
C58 C 0.7512(3) 0.2968(3) 0.8686(2) 0.0426(11) Uani 1 1 d . . . . .
H58 H 0.782448 0.249397 0.856706 0.051 Uiso 1 1 calc R U . . .
C57 C 0.7281(3) 0.3419(3) 0.7617(2) 0.0417(11) Uani 1 1 d . . . . .
H57A H 0.671209 0.359341 0.747235 0.063 Uiso 1 1 calc R U . . .
H57B H 0.742541 0.283750 0.763776 0.063 Uiso 1 1 calc R U . . .
H57C H 0.779898 0.373082 0.732603 0.063 Uiso 1 1 calc R U . . .
C32 C 0.5063(3) -0.0760(3) 0.9158(2) 0.0460(12) Uani 1 1 d . . . . .
C16 C 1.1175(3) 0.2480(3) 0.7007(2) 0.0447(11) Uani 1 1 d . . . . .
H16 H 1.090435 0.214731 0.743588 0.054 Uiso 1 1 calc R U . . .
C69 C 0.1158(3) 0.4274(3) 0.8370(2) 0.0397(10) Uani 1 1 d . . . . .
H69 H 0.087107 0.396377 0.819229 0.048 Uiso 1 1 calc R U . . .
C40 C 0.5507(3) 0.4530(3) 0.5844(2) 0.0393(10) Uani 1 1 d . . . . .
H40 H 0.555508 0.418018 0.557701 0.047 Uiso 1 1 calc R U . . .
C61 C 0.7010(3) 0.3736(3) 0.9433(2) 0.0462(12) Uani 1 1 d . . . . .
H61 H 0.697316 0.379895 0.983655 0.055 Uiso 1 1 calc R U . . .
C65 C 0.2386(3) 0.5672(3) 0.9199(2) 0.0451(12) Uani 1 1 d . . . . .
H65A H 0.194635 0.571147 0.959341 0.068 Uiso 1 1 calc R U . . .
H65B H 0.250176 0.621966 0.892873 0.068 Uiso 1 1 calc R U . . .
H65C H 0.297410 0.540133 0.927936 0.068 Uiso 1 1 calc R U . . .
C48 C 0.0937(3) 0.6622(3) 0.7623(2) 0.0440(11) Uani 1 1 d . . . . .
H48A H 0.049632 0.684129 0.794913 0.066 Uiso 1 1 calc R U . . .
H48B H 0.096054 0.602581 0.775039 0.066 Uiso 1 1 calc R U . . .
H48C H 0.073310 0.680811 0.723566 0.066 Uiso 1 1 calc R U . . .
C30 C 0.5924(4) 0.1368(3) 0.8507(2) 0.0489(12) Uani 1 1 d . . . . .
H30A H 0.541068 0.156594 0.881021 0.073 Uiso 1 1 calc R U . . .
H30B H 0.592226 0.169554 0.808710 0.073 Uiso 1 1 calc R U . . .
H30C H 0.651688 0.141260 0.859727 0.073 Uiso 1 1 calc R U . . .
C14 C 1.1397(3) 0.2262(3) 0.5933(2) 0.0442(11) Uani 1 1 d . . . . .
H14 H 1.187149 0.263395 0.572153 0.053 Uiso 1 1 calc R U . . .
C67 C 0.0725(3) 0.4369(3) 0.8960(2) 0.0442(11) Uani 1 1 d . . . . .
C4 C 0.9912(3) -0.0457(3) 0.5726(2) 0.0428(11) Uani 1 1 d . . . . .
H4 H 1.025612 -0.087874 0.554802 0.051 Uiso 1 1 calc R U . . .
C7 C 0.6964(3) 0.0119(3) 0.5892(2) 0.0470(12) Uani 1 1 d . . . . .
H7 H 0.720722 -0.005012 0.551626 0.056 Uiso 1 1 calc R U . . .
C8 C 0.6074(3) 0.0283(3) 0.6145(2) 0.0488(12) Uani 1 1 d . . . . .
H8 H 0.556355 0.025383 0.598200 0.059 Uiso 1 1 calc R U . . .
C36 C 0.6629(3) -0.1200(3) 0.7683(2) 0.0449(11) Uani 1 1 d . . . . .
H36A H 0.663561 -0.178329 0.788517 0.067 Uiso 1 1 calc R U . . .
H36B H 0.726974 -0.103515 0.749421 0.067 Uiso 1 1 calc R U . . .
H36C H 0.628717 -0.108996 0.735892 0.067 Uiso 1 1 calc R U . . .
C10 C 0.5144(3) 0.0835(3) 0.7048(2) 0.0433(11) Uani 1 1 d . . . . .
H10 H 0.528652 0.099744 0.739728 0.052 Uiso 1 1 calc R U . . .
C59 C 0.7445(3) 0.3042(3) 0.9276(2) 0.0449(12) Uani 1 1 d . . . . .
C23 C 1.1805(4) -0.0001(3) 0.8615(2) 0.0461(12) Uani 1 1 d . . . . .
C47 C 0.1916(3) 0.7833(3) 0.7318(2) 0.0460(11) Uani 1 1 d . . . . .
H47A H 0.169817 0.803254 0.693634 0.069 Uiso 1 1 calc R U . . .
H47B H 0.255321 0.799414 0.723858 0.069 Uiso 1 1 calc R U . . .
H47C H 0.150645 0.806707 0.764702 0.069 Uiso 1 1 calc R U . . .
C54 C 0.8387(4) 0.6506(3) 0.7499(2) 0.0494(12) Uani 1 1 d . . . . .
H54A H 0.890341 0.663065 0.712666 0.074 Uiso 1 1 calc R U . . .
H54B H 0.854565 0.663930 0.784564 0.074 Uiso 1 1 calc R U . . .
H54C H 0.782442 0.682942 0.741723 0.074 Uiso 1 1 calc R U . . .
C12 C 0.4771(3) 0.1580(3) 0.6645(2) 0.0490(12) Uani 1 1 d . . . . .
H12A H 0.453514 0.142086 0.633883 0.073 Uiso 1 1 calc R U . . .
H12B H 0.527107 0.195430 0.642927 0.073 Uiso 1 1 calc R U . . .
H12C H 0.426455 0.185021 0.690537 0.073 Uiso 1 1 calc R U . . .
C11 C 0.4439(3) 0.0176(4) 0.7327(3) 0.0608(15) Uani 1 1 d . . . . .
H11A H 0.431890 -0.001565 0.699214 0.091 Uiso 1 1 calc R U . . .
H11B H 0.385662 0.040126 0.755612 0.091 Uiso 1 1 calc R U . . .
H11C H 0.468938 -0.027947 0.761035 0.091 Uiso 1 1 calc R U . . .
C25 C 1.1073(4) 0.0525(3) 0.8812(2) 0.0503(12) Uani 1 1 d . . . . .
H25 H 1.099872 0.064216 0.920314 0.060 Uiso 1 1 calc R U . . .
C72 C 0.6145(4) 0.5089(4) 0.9246(2) 0.0538(13) Uani 1 1 d . . . . .
H72A H 0.548495 0.512675 0.924539 0.081 Uiso 1 1 calc R U . . .
H72B H 0.644028 0.558074 0.896788 0.081 Uiso 1 1 calc R U . . .
H72C H 0.619887 0.503772 0.966901 0.081 Uiso 1 1 calc R U . . .
C27 C 0.9705(4) 0.1487(4) 0.8709(3) 0.0572(14) Uani 1 1 d . . . . .
H27A H 0.982724 0.158979 0.907768 0.086 Uiso 1 1 calc R U . . .
H27B H 0.909187 0.126197 0.882026 0.086 Uiso 1 1 calc R U . . .
H27C H 0.971655 0.199875 0.838761 0.086 Uiso 1 1 calc R U . . .
C53 C 0.9059(4) 0.5066(4) 0.7768(3) 0.0671(17) Uani 1 1 d . . . . .
H53A H 0.891436 0.449529 0.785492 0.101 Uiso 1 1 calc R U . . .
H53B H 0.924058 0.515457 0.812234 0.101 Uiso 1 1 calc R U . . .
H53C H 0.957236 0.519391 0.739426 0.101 Uiso 1 1 calc R U . . .
C60 C 0.7835(4) 0.2378(4) 0.9743(3) 0.0590(15) Uani 1 1 d . . . . .
H60A H 0.851147 0.241282 0.964922 0.089 Uiso 1 1 calc R U . . .
H60B H 0.769619 0.184463 0.971711 0.089 Uiso 1 1 calc R U . . .
H60C H 0.755029 0.244796 1.016342 0.089 Uiso 1 1 calc R U . . .
C73 C 1.0120(4) -0.1595(4) 0.9086(3) 0.0580(14) Uani 1 1 d . . . . .
H73A H 1.034658 -0.103803 0.892925 0.070 Uiso 1 1 calc R U . . .
H73B H 0.967991 -0.164446 0.884660 0.070 Uiso 1 1 calc R U . . .
C33 C 0.4425(4) -0.1223(4) 0.9741(3) 0.0653(17) Uani 1 1 d . . . . .
H33A H 0.479624 -0.159491 1.000159 0.098 Uiso 1 1 calc R U . . .
H33B H 0.401801 -0.153624 0.963033 0.098 Uiso 1 1 calc R U . . .
H33C H 0.404517 -0.083977 0.996990 0.098 Uiso 1 1 calc R U . . .
C68 C -0.0188(4) 0.3986(4) 0.9315(3) 0.0616(15) Uani 1 1 d . . . . .
H68A H -0.017399 0.374526 0.975008 0.092 Uiso 1 1 calc R U . . .
H68B H -0.028152 0.356037 0.912835 0.092 Uiso 1 1 calc R U . . .
H68C H -0.070036 0.440286 0.929804 0.092 Uiso 1 1 calc R U . . .
C24 C 1.2478(4) -0.0383(4) 0.9003(3) 0.0647(16) Uani 1 1 d . . . . .
H24A H 1.234304 -0.095490 0.919831 0.097 Uiso 1 1 calc R U . . .
H24B H 1.241543 -0.009280 0.932684 0.097 Uiso 1 1 calc R U . . .
H24C H 1.311498 -0.035101 0.873854 0.097 Uiso 1 1 calc R U . . .
C18 C 1.0693(5) 0.3323(4) 0.6944(4) 0.093(3) Uani 1 1 d . . . . .
H18A H 1.100021 0.368177 0.654802 0.140 Uiso 1 1 calc R U . . .
H18B H 1.072979 0.354172 0.728835 0.140 Uiso 1 1 calc R U . . .
H18C H 1.003830 0.329074 0.695524 0.140 Uiso 1 1 calc R U . . .
C17 C 1.2201(4) 0.2472(5) 0.6920(4) 0.092(3) Uani 1 1 d . . . . .
H17A H 1.247742 0.192453 0.690415 0.137 Uiso 1 1 calc R U . . .
H17B H 1.232915 0.262516 0.726852 0.137 Uiso 1 1 calc R U . . .
H17C H 1.247064 0.286099 0.652991 0.137 Uiso 1 1 calc R U . . .
I5A I 0.7153(2) 0.2292(2) 0.52948(16) 0.0680(9) Uani 0.269(3) 1 d D U P B 4
I6A I 0.8888(3) 0.3268(2) 0.60133(15) 0.0580(8) Uani 0.269(3) 1 d D U P B 4
I6 I 0.91387(13) 0.34389(12) 0.59151(8) 0.0637(4) Uani 0.619(3) 1 d D U P A 3
I7A I 0.7908(3) 0.46915(18) 0.45177(18) 0.0411(8) Uani 0.269(3) 1 d D U P B 4
I7 I 0.81377(11) 0.48306(8) 0.44342(8) 0.0403(3) Uani 0.619(3) 1 d D U P A 3
I5 I 0.71400(8) 0.25050(7) 0.54337(5) 0.0459(2) Uani 0.619(3) 1 d D U P A 3
I8A I 0.9862(2) 0.2778(3) 0.42701(19) 0.0351(7) Uani 0.269(3) 1 d D U P B 4
I8 I 0.97446(12) 0.27230(14) 0.42314(9) 0.0385(3) Uani 0.619(3) 1 d D U P A 3
Ga3A Ga 0.84514(18) 0.32584(18) 0.50248(12) 0.0351(8) Uani 0.269(3) 1 d D U P B
4
I12A I 0.44305(17) -0.17084(15) 0.6077(3) 0.0584(8) Uani 0.383(11) 1 d D U P C
2
I12 I 0.45642(18) -0.1836(2) 0.6311(2) 0.0602(7) Uani 0.617(11) 1 d D U P C 1
I9A I 0.6449(5) -0.0663(4) 0.4545(3) 0.0467(10) Uani 0.383(11) 1 d D U P C 2
I9 I 0.6325(3) -0.0624(2) 0.4624(2) 0.0431(5) Uani 0.617(11) 1 d D U P C 1
I10 I 0.5934(3) -0.3061(2) 0.49220(15) 0.0439(4) Uani 0.617(11) 1 d D U P C 1
I11A I 0.7238(5) -0.2395(6) 0.6019(3) 0.0551(12) Uani 0.383(11) 1 d D U P C 2
I10A I 0.6009(6) -0.3130(4) 0.4892(3) 0.0565(11) Uani 0.383(11) 1 d D U P C 2
I11 I 0.7327(3) -0.2307(3) 0.60118(17) 0.0438(4) Uani 0.617(11) 1 d D U P C 1
Ga4A Ga 0.6025(2) -0.1967(3) 0.5386(2) 0.0448(9) Uani 0.383(11) 1 d D U P C 2
Ga4 Ga 0.60197(14) -0.19537(19) 0.54544(13) 0.0361(4) Uani 0.617(11) 1 d D U P
C 1
Cl4 Cl 0.2251(2) 0.2474(2) 0.87344(17) 0.0925(11) Uani 0.619(3) 1 d D . P A 1
C74 C 0.3223(6) 0.1854(6) 0.8869(3) 0.074(3) Uani 0.619(3) 1 d D . P A 1
H74A H 0.330816 0.141256 0.865200 0.089 Uiso 0.619(3) 1 calc R U P A 1
H74B H 0.378254 0.217761 0.869639 0.089 Uiso 0.619(3) 1 calc R U P A 1
Cl6 Cl 0.7678(9) -0.2025(6) 1.1499(4) 0.195(5) Uani 0.381(3) 1 d D U P A 2
C75 C 0.718(2) -0.2373(9) 1.1026(9) 0.137(8) Uani 0.381(3) 1 d D U P A 2
H75A H 0.760436 -0.279585 1.085774 0.165 Uiso 0.381(3) 1 calc R U P A 2
H75B H 0.659182 -0.262983 1.128026 0.165 Uiso 0.381(3) 1 calc R U P A 2
Cl5 Cl 0.6934(11) -0.1610(11) 1.0410(5) 0.152(6) Uani 0.381(3) 1 d D U P A 2
Cl3 Cl 0.3113(4) 0.1431(4) 0.96573(17) 0.0786(13) Uani 0.619(3) 1 d D . P A 1
Cl7 Cl 0.9011(4) -0.3543(4) 0.9157(3) 0.0853(15) Uani 0.619(3) 1 d D . P A 3
Cl8 Cl 0.7402(10) -0.2660(7) 0.9081(7) 0.142(6) Uani 0.381(3) 1 d D . P A 4
C76 C 0.8056(6) -0.2947(11) 0.9406(8) 0.124(9) Uani 0.619(3) 1 d D . P A 3
H76A H 0.824734 -0.238067 0.929326 0.149 Uiso 0.619(3) 1 calc R U P A 3
H76B H 0.786679 -0.312100 0.986606 0.149 Uiso 0.619(3) 1 calc R U P A 3
Cl9 Cl 0.4623(2) -0.31699(15) 0.89873(18) 0.1027(11) Uani 0.731(3) 1 d D U P B
2
Cl10 Cl 0.5147(5) -0.2717(3) 0.7567(3) 0.079(2) Uani 0.269(3) 1 d D . P B 1
C77 C 0.4557(6) -0.2747(6) 0.8226(4) 0.081(3) Uani 0.731(3) 1 d D U P B 2
H77A H 0.511996 -0.244298 0.799074 0.097 Uiso 0.731(3) 1 calc R U P B 2
H77B H 0.453427 -0.318571 0.802465 0.097 Uiso 0.731(3) 1 calc R U P B 2
Cl11 Cl 0.3573(2) -0.2095(2) 0.82058(17) 0.0906(8) Uani 0.731(3) 1 d D U P B 2
Cl12 Cl 0.7097(4) -0.2938(4) 0.9138(3) 0.0938(16) Uani 0.619(3) 1 d D . P A 3
Cl13 Cl 0.8820(10) -0.3868(10) 0.9160(6) 0.176(7) Uani 0.381(3) 1 d D . P A 4
C78 C 0.7989(10) -0.3309(11) 0.9573(7) 0.063(7) Uani 0.381(3) 1 d D . P A 4
H78A H 0.755159 -0.367458 0.990719 0.076 Uiso 0.381(3) 1 calc R U P A 4
H78B H 0.828539 -0.299586 0.976817 0.076 Uiso 0.381(3) 1 calc R U P A 4
Cl14 Cl 0.3688(4) -0.2463(4) 0.8623(4) 0.076(2) Uani 0.269(3) 1 d D . P B 1
C79 C 0.4670(14) -0.3050(13) 0.8360(5) 0.047(6) Uani 0.269(3) 1 d D U P B 1
H79A H 0.450297 -0.362194 0.845627 0.057 Uiso 0.269(3) 1 calc R U P B 1
H79B H 0.514314 -0.303597 0.858533 0.057 Uiso 0.269(3) 1 calc R U P B 1
I5B I 1.02068(19) 0.46380(19) 0.50599(14) 0.0515(9) Uani 0.1113(9) 1 d D . P D
5
Ga3B Ga 0.89891(19) 0.37995(17) 0.50066(11) 0.0346(11) Uani 0.1113(9) 1 d D . P
D 5
I6B I 0.8295(2) 0.29750(15) 0.60765(11) 0.0379(8) Uani 0.1113(9) 1 d D . P D 5
I8B I 0.9710(4) 0.2876(3) 0.4312(2) 0.060(3) Uani 0.1113(9) 1 d D . P D 5
I7B I 0.7751(3) 0.4718(3) 0.4591(3) 0.061(3) Uani 0.1113(9) 1 d D . P D 5
Cl15 Cl 0.7658(9) 0.1163(7) 0.4403(6) 0.062(3) Uani 0.1113(9) 1 d D . P D 5
Cl16 Cl 0.6974(12) 0.2005(9) 0.5388(6) 0.066(5) Uani 0.1113(9) 1 d D U P D 5
C80 C 0.6643(8) 0.1576(17) 0.4859(10) 0.052(10) Uani 0.1113(9) 1 d D U P D 5
H80A H 0.632601 0.200124 0.458529 0.062 Uiso 0.1113(9) 1 calc R U P D 5
H80B H 0.620553 0.114271 0.509169 0.062 Uiso 0.1113(9) 1 calc R U P D 5


_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
I1 Ga1 2.5662(6) . ?
I3 Ga2 2.5594(5) . ?
I4 Ga2 2.5854(5) . ?
I2 Ga1 2.5803(5) . ?
Ga1 P2 2.3887(12) . ?
Ga1 P1 2.4084(11) . ?
Ga2 P3 2.3960(12) . ?
Ga2 P4 2.3999(11) . ?
Ga3 I6 2.5253(9) . ?
Ga3 I5 2.5435(10) . ?
Ga3 I8 2.5486(11) . ?
Ga3 I7 2.5526(10) . ?
P4 C45 1.835(4) . ?
P4 C63 1.840(4) . ?
P1 C9 1.823(4) . ?
P1 C28 1.845(4) . ?
P2 C15 1.819(4) . ?
P2 C19 1.847(4) . ?
P3 C51 1.825(4) . ?
P3 C55 1.847(4) . ?
Cl2 C73 1.759(6) . ?
Cl1 C73 1.739(6) . ?
N7 C45 1.347(5) . ?
N7 C43 1.387(5) . ?
N7 C42 1.419(5) . ?
N5 C51 1.363(5) . ?
N5 C49 1.370(5) . ?
N5 C38 1.427(5) . ?
N8 C45 1.352(5) . ?
N8 C44 1.377(5) . ?
N8 C46 1.480(5) . ?
N3 C15 1.340(5) . ?
N3 C13 1.386(5) . ?
N3 C2 1.445(5) . ?
N1 C9 1.360(6) . ?
N1 C7 1.377(6) . ?
N1 C6 1.427(5) . ?
N2 C9 1.350(5) . ?
N2 C8 1.378(6) . ?
N2 C10 1.484(6) . ?
N4 C15 1.364(5) . ?
N4 C14 1.370(6) . ?
N4 C16 1.489(6) . ?
N6 C51 1.357(5) . ?
N6 C50 1.372(6) . ?
N6 C52 1.489(5) . ?
C38 C37 1.378(6) . ?
C38 C39 1.381(6) . ?
C37 C42 1.382(5) . ?
C37 H37 0.9500 . ?
C42 C41 1.380(6) . ?
C63 C70 1.404(6) . ?
C63 C64 1.405(6) . ?
C28 C35 1.399(6) . ?
C28 C29 1.411(6) . ?
C20 C22 1.397(6) . ?
C20 C19 1.409(6) . ?
C20 C21 1.518(6) . ?
C39 C40 1.382(6) . ?
C39 H39 0.9500 . ?
C2 C1 1.371(6) . ?
C2 C3 1.377(6) . ?
C43 C44 1.336(6) . ?
C43 H43 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C19 C26 1.406(6) . ?
C55 C56 1.394(6) . ?
C55 C62 1.409(6) . ?
C1 C6 1.379(6) . ?
C1 H1 0.9500 . ?
C70 C69 1.393(6) . ?
C70 C71 1.502(6) . ?
C3 C4 1.376(6) . ?
C3 H3 0.9500 . ?
C44 H44 0.9500 . ?
C56 C58 1.397(6) . ?
C56 C57 1.508(6) . ?
C49 C50 1.343(6) . ?
C49 H49 0.9500 . ?
C13 C14 1.335(7) . ?
C13 H13 0.9500 . ?
C35 C34 1.384(6) . ?
C35 C36 1.505(7) . ?
C6 C5 1.386(6) . ?
C41 C40 1.374(6) . ?
C41 H41 0.9500 . ?
C64 C66 1.395(6) . ?
C64 C65 1.500(6) . ?
C62 C61 1.403(7) . ?
C62 C72 1.495(7) . ?
C50 H50 0.9500 . ?
C46 C47 1.508(6) . ?
C46 C48 1.520(6) . ?
C46 H46 1.0000 . ?
C29 C31 1.389(6) . ?
C29 C30 1.496(7) . ?
C22 C23 1.387(7) . ?
C22 H22 0.9500 . ?
C52 C53 1.508(7) . ?
C52 C54 1.515(7) . ?
C52 H52 1.0000 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C66 C67 1.367(7) . ?
C66 H66 0.9500 . ?
C5 C4 1.379(7) . ?
C5 H5 0.9500 . ?
C26 C25 1.382(7) . ?
C26 C27 1.511(7) . ?
C31 C32 1.391(7) . ?
C31 H31 0.9500 . ?
C34 C32 1.374(7) . ?
C34 H34 0.9500 . ?
C58 C59 1.377(7) . ?
C58 H58 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C32 C33 1.502(7) . ?
C16 C17 1.490(8) . ?
C16 C18 1.516(8) . ?
C16 H16 1.0000 . ?
C69 C67 1.381(7) . ?
C69 H69 0.9500 . ?
C40 H40 0.9500 . ?
C61 C59 1.368(7) . ?
C61 H61 0.9500 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C14 H14 0.9500 . ?
C67 C68 1.512(6) . ?
C4 H4 0.9500 . ?
C7 C8 1.327(7) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C10 C12 1.502(7) . ?
C10 C11 1.525(7) . ?
C10 H10 1.0000 . ?
C59 C60 1.517(6) . ?
C23 C25 1.384(7) . ?
C23 C24 1.500(7) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C25 H25 0.9500 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
I5A Ga3A 2.5436(15) . ?
I6A Ga3A 2.5396(14) . ?
I7A Ga3A 2.5492(15) . ?
I8A Ga3A 2.5468(15) . ?
I12A Ga4A 2.5414(14) . ?
I12 Ga4 2.5370(10) . ?
I9A Ga4A 2.5456(13) . ?
I9 Ga4 2.5451(10) . ?
I10 Ga4 2.5489(10) . ?
I11A Ga4A 2.5465(14) . ?
I10A Ga4A 2.5469(14) . ?
I11 Ga4 2.5467(10) . ?
Cl4 C74 1.735(5) . ?
C74 Cl3 1.735(5) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
Cl6 C75 1.734(5) . ?
C75 Cl5 1.735(5) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
Cl7 C76 1.705(6) . ?
Cl8 C78 1.705(6) . ?
C76 Cl12 1.705(6) . ?
C76 H76A 0.9900 . ?
C76 H76B 0.9900 . ?
Cl9 C77 1.734(6) . ?
Cl10 C79 1.734(6) . ?
C77 Cl11 1.733(6) . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
Cl13 C78 1.705(6) . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
Cl14 C79 1.733(6) . ?
C79 H79A 0.9900 . ?
C79 H79B 0.9900 . ?
I5B I5B 1.306(7) 2_766 ?
I5B Ga3B 2.499(3) . ?
I5B Ga3B 3.012(4) 2_766 ?
Ga3B I8B 2.492(3) . ?
Ga3B I7B 2.496(3) . ?
Ga3B I6B 2.499(3) . ?
Cl15 C80 1.780(3) . ?
Cl16 C80 1.780(2) . ?
C80 H80A 0.9900 . ?
C80 H80B 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
P2 Ga1 P1 108.77(4) . . ?
P2 Ga1 I1 119.48(3) . . ?
P1 Ga1 I1 123.80(3) . . ?
P2 Ga1 I2 95.30(3) . . ?
P1 Ga1 I2 98.11(3) . . ?
I1 Ga1 I2 104.070(19) . . ?
P3 Ga2 P4 105.61(4) . . ?
P3 Ga2 I3 124.22(3) . . ?
P4 Ga2 I3 121.73(3) . . ?
P3 Ga2 I4 96.61(3) . . ?
P4 Ga2 I4 97.20(3) . . ?
I3 Ga2 I4 104.339(19) . . ?
I6 Ga3 I5 107.20(5) . . ?
I6 Ga3 I8 112.23(5) . . ?
I5 Ga3 I8 107.67(6) . . ?
I6 Ga3 I7 108.86(5) . . ?
I5 Ga3 I7 112.70(5) . . ?
I8 Ga3 I7 108.23(5) . . ?
C45 P4 C63 99.75(18) . . ?
C45 P4 Ga2 116.37(13) . . ?
C63 P4 Ga2 105.66(13) . . ?
C9 P1 C28 100.66(19) . . ?
C9 P1 Ga1 114.66(15) . . ?
C28 P1 Ga1 101.74(13) . . ?
C15 P2 C19 100.36(19) . . ?
C15 P2 Ga1 117.52(14) . . ?
C19 P2 Ga1 105.61(14) . . ?
C51 P3 C55 99.81(19) . . ?
C51 P3 Ga2 116.51(13) . . ?
C55 P3 Ga2 104.10(14) . . ?
C45 N7 C43 109.9(3) . . ?
C45 N7 C42 127.4(3) . . ?
C43 N7 C42 122.7(3) . . ?
C51 N5 C49 110.1(3) . . ?
C51 N5 C38 125.4(3) . . ?
C49 N5 C38 124.5(3) . . ?
C45 N8 C44 109.5(3) . . ?
C45 N8 C46 127.5(4) . . ?
C44 N8 C46 122.8(3) . . ?
C15 N3 C13 110.6(3) . . ?
C15 N3 C2 126.2(3) . . ?
C13 N3 C2 122.9(4) . . ?
C9 N1 C7 109.7(4) . . ?
C9 N1 C6 126.0(3) . . ?
C7 N1 C6 124.1(4) . . ?
C9 N2 C8 109.4(4) . . ?
C9 N2 C10 127.5(4) . . ?
C8 N2 C10 122.6(4) . . ?
C15 N4 C14 109.9(4) . . ?
C15 N4 C16 125.6(4) . . ?
C14 N4 C16 124.5(4) . . ?
C51 N6 C50 109.8(3) . . ?
C51 N6 C52 126.0(4) . . ?
C50 N6 C52 124.0(4) . . ?
C37 C38 C39 121.6(4) . . ?
C37 C38 N5 118.8(4) . . ?
C39 C38 N5 119.4(4) . . ?
N3 C15 N4 105.2(4) . . ?
N3 C15 P2 132.7(3) . . ?
N4 C15 P2 122.1(3) . . ?
C38 C37 C42 118.2(4) . . ?
C38 C37 H37 120.9 . . ?
C42 C37 H37 120.9 . . ?
N7 C45 N8 106.1(3) . . ?
N7 C45 P4 130.8(3) . . ?
N8 C45 P4 123.2(3) . . ?
C41 C42 C37 121.2(4) . . ?
C41 C42 N7 120.0(4) . . ?
C37 C42 N7 118.7(4) . . ?
N6 C51 N5 105.3(3) . . ?
N6 C51 P3 123.8(3) . . ?
N5 C51 P3 131.0(3) . . ?
C70 C63 C64 119.4(4) . . ?
C70 C63 P4 123.7(3) . . ?
C64 C63 P4 116.8(3) . . ?
C35 C28 C29 120.2(4) . . ?
C35 C28 P1 124.4(3) . . ?
C29 C28 P1 115.2(3) . . ?
N2 C9 N1 105.7(4) . . ?
N2 C9 P1 124.5(3) . . ?
N1 C9 P1 129.8(3) . . ?
C22 C20 C19 119.6(4) . . ?
C22 C20 C21 116.9(4) . . ?
C19 C20 C21 123.4(4) . . ?
C38 C39 C40 119.0(4) . . ?
C38 C39 H39 120.5 . . ?
C40 C39 H39 120.5 . . ?
C1 C2 C3 122.3(4) . . ?
C1 C2 N3 119.4(4) . . ?
C3 C2 N3 118.3(4) . . ?
C44 C43 N7 106.6(4) . . ?
C44 C43 H43 126.7 . . ?
N7 C43 H43 126.7 . . ?
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 . . ?
C26 C19 C20 118.6(4) . . ?
C26 C19 P2 116.8(3) . . ?
C20 C19 P2 124.6(3) . . ?
C56 C55 C62 120.2(4) . . ?
C56 C55 P3 124.3(3) . . ?
C62 C55 P3 115.5(3) . . ?
C2 C1 C6 117.5(4) . . ?
C2 C1 H1 121.2 . . ?
C6 C1 H1 121.2 . . ?
C69 C70 C63 118.8(4) . . ?
C69 C70 C71 118.2(4) . . ?
C63 C70 C71 123.0(4) . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C43 C44 N8 107.9(4) . . ?
C43 C44 H44 126.1 . . ?
N8 C44 H44 126.1 . . ?
C55 C56 C58 118.7(4) . . ?
C55 C56 C57 124.1(4) . . ?
C58 C56 C57 117.3(4) . . ?
C50 C49 N5 107.1(4) . . ?
C50 C49 H49 126.5 . . ?
N5 C49 H49 126.5 . . ?
C14 C13 N3 106.5(4) . . ?
C14 C13 H13 126.7 . . ?
N3 C13 H13 126.7 . . ?
C34 C35 C28 118.3(4) . . ?
C34 C35 C36 117.7(4) . . ?
C28 C35 C36 124.0(4) . . ?
C1 C6 C5 121.7(4) . . ?
C1 C6 N1 119.2(4) . . ?
C5 C6 N1 119.0(4) . . ?
C40 C41 C42 119.5(4) . . ?
C40 C41 H41 120.3 . . ?
C42 C41 H41 120.3 . . ?
C66 C64 C63 118.7(4) . . ?
C66 C64 C65 118.3(4) . . ?
C63 C64 C65 122.9(4) . . ?
C61 C62 C55 117.8(4) . . ?
C61 C62 C72 118.8(4) . . ?
C55 C62 C72 123.4(4) . . ?
C49 C50 N6 107.7(4) . . ?
C49 C50 H50 126.2 . . ?
N6 C50 H50 126.2 . . ?
N8 C46 C47 109.2(4) . . ?
N8 C46 C48 110.2(4) . . ?
C47 C46 C48 112.4(4) . . ?
N8 C46 H46 108.3 . . ?
C47 C46 H46 108.3 . . ?
C48 C46 H46 108.3 . . ?
C31 C29 C28 118.5(4) . . ?
C31 C29 C30 118.5(4) . . ?
C28 C29 C30 123.0(4) . . ?
C23 C22 C20 121.8(5) . . ?
C23 C22 H22 119.1 . . ?
C20 C22 H22 119.1 . . ?
N6 C52 C53 110.2(4) . . ?
N6 C52 C54 108.9(4) . . ?
C53 C52 C54 113.0(4) . . ?
N6 C52 H52 108.2 . . ?
C53 C52 H52 108.2 . . ?
C54 C52 H52 108.2 . . ?
C70 C71 H71A 109.5 . . ?
C70 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C70 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C67 C66 C64 122.8(4) . . ?
C67 C66 H66 118.6 . . ?
C64 C66 H66 118.6 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C25 C26 C19 119.7(5) . . ?
C25 C26 C27 117.9(4) . . ?
C19 C26 C27 122.4(4) . . ?
C29 C31 C32 122.2(5) . . ?
C29 C31 H31 118.9 . . ?
C32 C31 H31 118.9 . . ?
C32 C34 C35 123.3(5) . . ?
C32 C34 H34 118.3 . . ?
C35 C34 H34 118.3 . . ?
C59 C58 C56 122.5(5) . . ?
C59 C58 H58 118.8 . . ?
C56 C58 H58 118.8 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C34 C32 C31 117.5(4) . . ?
C34 C32 C33 121.6(5) . . ?
C31 C32 C33 120.9(5) . . ?
N4 C16 C17 109.9(4) . . ?
N4 C16 C18 109.3(4) . . ?
C17 C16 C18 113.9(5) . . ?
N4 C16 H16 107.9 . . ?
C17 C16 H16 107.9 . . ?
C18 C16 H16 107.9 . . ?
C67 C69 C70 122.5(4) . . ?
C67 C69 H69 118.8 . . ?
C70 C69 H69 118.8 . . ?
C41 C40 C39 120.5(4) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C59 C61 C62 122.9(4) . . ?
C59 C61 H61 118.5 . . ?
C62 C61 H61 118.5 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
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 . . ?
C13 C14 N4 107.7(4) . . ?
C13 C14 H14 126.1 . . ?
N4 C14 H14 126.1 . . ?
C66 C67 C69 117.8(4) . . ?
C66 C67 C68 121.7(5) . . ?
C69 C67 C68 120.5(5) . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C8 C7 N1 107.1(4) . . ?
C8 C7 H7 126.4 . . ?
N1 C7 H7 126.4 . . ?
C7 C8 N2 108.0(4) . . ?
C7 C8 H8 126.0 . . ?
N2 C8 H8 126.0 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N2 C10 C12 110.5(4) . . ?
N2 C10 C11 109.7(4) . . ?
C12 C10 C11 112.1(4) . . ?
N2 C10 H10 108.2 . . ?
C12 C10 H10 108.2 . . ?
C11 C10 H10 108.2 . . ?
C61 C59 C58 117.8(4) . . ?
C61 C59 C60 120.6(5) . . ?
C58 C59 C60 121.6(5) . . ?
C25 C23 C22 117.6(4) . . ?
C25 C23 C24 121.5(5) . . ?
C22 C23 C24 120.9(5) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C26 C25 C23 122.6(5) . . ?
C26 C25 H25 118.7 . . ?
C23 C25 H25 118.7 . . ?
C62 C72 H72A 109.5 . . ?
C62 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C62 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
Cl1 C73 Cl2 110.4(3) . . ?
Cl1 C73 H73A 109.6 . . ?
Cl2 C73 H73A 109.6 . . ?
Cl1 C73 H73B 109.6 . . ?
Cl2 C73 H73B 109.6 . . ?
H73A C73 H73B 108.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 . . ?
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 . . ?
I6A Ga3A I5A 109.13(7) . . ?
I6A Ga3A I8A 109.67(7) . . ?
I5A Ga3A I8A 109.30(7) . . ?
I6A Ga3A I7A 109.58(7) . . ?
I5A Ga3A I7A 109.93(7) . . ?
I8A Ga3A I7A 109.21(7) . . ?
I12A Ga4A I9A 107.9(2) . . ?
I12A Ga4A I11A 110.8(3) . . ?
I9A Ga4A I11A 110.9(3) . . ?
I12A Ga4A I10A 110.8(3) . . ?
I9A Ga4A I10A 110.1(3) . . ?
I11A Ga4A I10A 106.4(3) . . ?
I12 Ga4 I9 112.20(15) . . ?
I12 Ga4 I11 104.17(15) . . ?
I9 Ga4 I11 109.66(18) . . ?
I12 Ga4 I10 112.07(14) . . ?
I9 Ga4 I10 108.07(17) . . ?
I11 Ga4 I10 110.65(16) . . ?
Cl3 C74 Cl4 111.6(5) . . ?
Cl3 C74 H74A 109.3 . . ?
Cl4 C74 H74A 109.3 . . ?
Cl3 C74 H74B 109.3 . . ?
Cl4 C74 H74B 109.3 . . ?
H74A C74 H74B 108.0 . . ?
Cl5 C75 Cl6 113.3(6) . . ?
Cl5 C75 H75A 108.9 . . ?
Cl6 C75 H75A 108.9 . . ?
Cl5 C75 H75B 108.9 . . ?
Cl6 C75 H75B 108.9 . . ?
H75A C75 H75B 107.7 . . ?
Cl7 C76 Cl12 118.1(9) . . ?
Cl7 C76 H76A 107.8 . . ?
Cl12 C76 H76A 107.8 . . ?
Cl7 C76 H76B 107.8 . . ?
Cl12 C76 H76B 107.8 . . ?
H76A C76 H76B 107.1 . . ?
Cl11 C77 Cl9 110.5(5) . . ?
Cl11 C77 H77A 109.6 . . ?
Cl9 C77 H77A 109.6 . . ?
Cl11 C77 H77B 109.6 . . ?
Cl9 C77 H77B 109.6 . . ?
H77A C77 H77B 108.1 . . ?
Cl8 C78 Cl13 108.9(11) . . ?
Cl8 C78 H78A 109.9 . . ?
Cl13 C78 H78A 109.9 . . ?
Cl8 C78 H78B 109.9 . . ?
Cl13 C78 H78B 109.9 . . ?
H78A C78 H78B 108.3 . . ?
Cl14 C79 Cl10 112.5(8) . . ?
Cl14 C79 H79A 109.1 . . ?
Cl10 C79 H79A 109.1 . . ?
Cl14 C79 H79B 109.1 . . ?
Cl10 C79 H79B 109.1 . . ?
H79A C79 H79B 107.8 . . ?
I5B I5B Ga3B 99.9(2) 2_766 . ?
I5B I5B Ga3B 54.8(2) 2_766 2_766 ?
Ga3B I5B Ga3B 154.72(13) . 2_766 ?
I8B Ga3B I7B 109.74(7) . . ?
I8B Ga3B I6B 109.64(7) . . ?
I7B Ga3B I6B 109.65(7) . . ?
I8B Ga3B I5B 109.62(7) . . ?
I7B Ga3B I5B 109.33(7) . . ?
I6B Ga3B I5B 108.84(7) . . ?
Cl16 C80 Cl15 109.0(2) . . ?
Cl16 C80 H80A 109.9 . . ?
Cl15 C80 H80A 109.9 . . ?
Cl16 C80 H80B 109.9 . . ?
Cl15 C80 H80B 109.9 . . ?
H80A C80 H80B 108.3 . . ?

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
C51 N5 C38 C37 49.4(6) . . . . ?
C49 N5 C38 C37 -128.8(4) . . . . ?
C51 N5 C38 C39 -135.8(4) . . . . ?
C49 N5 C38 C39 46.0(6) . . . . ?
C13 N3 C15 N4 0.7(5) . . . . ?
C2 N3 C15 N4 174.6(4) . . . . ?
C13 N3 C15 P2 178.3(3) . . . . ?
C2 N3 C15 P2 -7.9(6) . . . . ?
C14 N4 C15 N3 -0.7(5) . . . . ?
C16 N4 C15 N3 178.3(4) . . . . ?
C14 N4 C15 P2 -178.6(3) . . . . ?
C16 N4 C15 P2 0.4(6) . . . . ?
C19 P2 C15 N3 120.6(4) . . . . ?
Ga1 P2 C15 N3 6.8(5) . . . . ?
C19 P2 C15 N4 -62.1(4) . . . . ?
Ga1 P2 C15 N4 -175.9(3) . . . . ?
C39 C38 C37 C42 2.9(6) . . . . ?
N5 C38 C37 C42 177.5(4) . . . . ?
C43 N7 C45 N8 -0.9(4) . . . . ?
C42 N7 C45 N8 178.6(4) . . . . ?
C43 N7 C45 P4 178.4(3) . . . . ?
C42 N7 C45 P4 -2.2(6) . . . . ?
C44 N8 C45 N7 1.1(4) . . . . ?
C46 N8 C45 N7 -173.9(4) . . . . ?
C44 N8 C45 P4 -178.2(3) . . . . ?
C46 N8 C45 P4 6.8(6) . . . . ?
C63 P4 C45 N7 -122.4(4) . . . . ?
Ga2 P4 C45 N7 -9.4(4) . . . . ?
C63 P4 C45 N8 56.7(3) . . . . ?
Ga2 P4 C45 N8 169.7(3) . . . . ?
C38 C37 C42 C41 -2.6(6) . . . . ?
C38 C37 C42 N7 -178.6(4) . . . . ?
C45 N7 C42 C41 131.3(4) . . . . ?
C43 N7 C42 C41 -49.3(6) . . . . ?
C45 N7 C42 C37 -52.6(6) . . . . ?
C43 N7 C42 C37 126.8(4) . . . . ?
C50 N6 C51 N5 -2.8(5) . . . . ?
C52 N6 C51 N5 172.6(4) . . . . ?
C50 N6 C51 P3 178.4(3) . . . . ?
C52 N6 C51 P3 -6.3(6) . . . . ?
C49 N5 C51 N6 2.8(5) . . . . ?
C38 N5 C51 N6 -175.6(4) . . . . ?
C49 N5 C51 P3 -178.5(3) . . . . ?
C38 N5 C51 P3 3.1(6) . . . . ?
C55 P3 C51 N6 -56.0(4) . . . . ?
Ga2 P3 C51 N6 -167.3(3) . . . . ?
C55 P3 C51 N5 125.5(4) . . . . ?
Ga2 P3 C51 N5 14.2(5) . . . . ?
C45 P4 C63 C70 46.6(4) . . . . ?
Ga2 P4 C63 C70 -74.4(4) . . . . ?
C45 P4 C63 C64 -132.1(3) . . . . ?
Ga2 P4 C63 C64 106.8(3) . . . . ?
C9 P1 C28 C35 49.0(4) . . . . ?
Ga1 P1 C28 C35 -69.2(4) . . . . ?
C9 P1 C28 C29 -135.3(3) . . . . ?
Ga1 P1 C28 C29 106.5(3) . . . . ?
C8 N2 C9 N1 1.3(5) . . . . ?
C10 N2 C9 N1 -170.3(4) . . . . ?
C8 N2 C9 P1 -179.7(4) . . . . ?
C10 N2 C9 P1 8.7(7) . . . . ?
C7 N1 C9 N2 -1.5(5) . . . . ?
C6 N1 C9 N2 173.8(4) . . . . ?
C7 N1 C9 P1 179.6(4) . . . . ?
C6 N1 C9 P1 -5.1(7) . . . . ?
C28 P1 C9 N2 49.2(4) . . . . ?
Ga1 P1 C9 N2 157.5(3) . . . . ?
C28 P1 C9 N1 -132.2(4) . . . . ?
Ga1 P1 C9 N1 -23.8(5) . . . . ?
C37 C38 C39 C40 -1.4(7) . . . . ?
N5 C38 C39 C40 -176.0(4) . . . . ?
C15 N3 C2 C1 62.9(6) . . . . ?
C13 N3 C2 C1 -123.9(4) . . . . ?
C15 N3 C2 C3 -118.3(5) . . . . ?
C13 N3 C2 C3 54.8(5) . . . . ?
C45 N7 C43 C44 0.3(5) . . . . ?
C42 N7 C43 C44 -179.2(4) . . . . ?
C22 C20 C19 C26 2.7(6) . . . . ?
C21 C20 C19 C26 -174.4(4) . . . . ?
C22 C20 C19 P2 -177.9(3) . . . . ?
C21 C20 C19 P2 5.1(6) . . . . ?
C15 P2 C19 C26 133.7(4) . . . . ?
Ga1 P2 C19 C26 -103.7(3) . . . . ?
C15 P2 C19 C20 -45.8(4) . . . . ?
Ga1 P2 C19 C20 76.8(4) . . . . ?
C51 P3 C55 C56 -48.3(4) . . . . ?
Ga2 P3 C55 C56 72.4(4) . . . . ?
C51 P3 C55 C62 133.1(3) . . . . ?
Ga2 P3 C55 C62 -106.2(3) . . . . ?
C3 C2 C1 C6 2.3(6) . . . . ?
N3 C2 C1 C6 -179.1(4) . . . . ?
C64 C63 C70 C69 -1.3(6) . . . . ?
P4 C63 C70 C69 180.0(3) . . . . ?
C64 C63 C70 C71 177.0(4) . . . . ?
P4 C63 C70 C71 -1.8(6) . . . . ?
C1 C2 C3 C4 -1.0(7) . . . . ?
N3 C2 C3 C4 -179.7(4) . . . . ?
N7 C43 C44 N8 0.4(5) . . . . ?
C45 N8 C44 C43 -1.0(5) . . . . ?
C46 N8 C44 C43 174.3(4) . . . . ?
C62 C55 C56 C58 2.1(6) . . . . ?
P3 C55 C56 C58 -176.5(3) . . . . ?
C62 C55 C56 C57 -176.7(4) . . . . ?
P3 C55 C56 C57 4.8(6) . . . . ?
C51 N5 C49 C50 -1.8(5) . . . . ?
C38 N5 C49 C50 176.7(4) . . . . ?
C15 N3 C13 C14 -0.4(5) . . . . ?
C2 N3 C13 C14 -174.5(4) . . . . ?
C29 C28 C35 C34 -1.2(6) . . . . ?
P1 C28 C35 C34 174.3(3) . . . . ?
C29 C28 C35 C36 178.4(4) . . . . ?
P1 C28 C35 C36 -6.1(6) . . . . ?
C2 C1 C6 C5 -1.2(6) . . . . ?
C2 C1 C6 N1 -178.8(4) . . . . ?
C9 N1 C6 C1 -41.3(6) . . . . ?
C7 N1 C6 C1 133.3(5) . . . . ?
C9 N1 C6 C5 141.0(5) . . . . ?
C7 N1 C6 C5 -44.3(7) . . . . ?
C37 C42 C41 C40 0.8(6) . . . . ?
N7 C42 C41 C40 176.8(4) . . . . ?
C70 C63 C64 C66 1.2(6) . . . . ?
P4 C63 C64 C66 -180.0(3) . . . . ?
C70 C63 C64 C65 -179.7(4) . . . . ?
P4 C63 C64 C65 -0.8(6) . . . . ?
C56 C55 C62 C61 -2.0(6) . . . . ?
P3 C55 C62 C61 176.7(3) . . . . ?
C56 C55 C62 C72 179.1(5) . . . . ?
P3 C55 C62 C72 -2.2(6) . . . . ?
N5 C49 C50 N6 0.0(5) . . . . ?
C51 N6 C50 C49 1.8(5) . . . . ?
C52 N6 C50 C49 -173.7(4) . . . . ?
C45 N8 C46 C47 121.6(4) . . . . ?
C44 N8 C46 C47 -52.8(5) . . . . ?
C45 N8 C46 C48 -114.6(4) . . . . ?
C44 N8 C46 C48 71.0(5) . . . . ?
C35 C28 C29 C31 -0.5(6) . . . . ?
P1 C28 C29 C31 -176.4(3) . . . . ?
C35 C28 C29 C30 178.9(4) . . . . ?
P1 C28 C29 C30 3.0(5) . . . . ?
C19 C20 C22 C23 0.1(6) . . . . ?
C21 C20 C22 C23 177.3(4) . . . . ?
C51 N6 C52 C53 125.9(5) . . . . ?
C50 N6 C52 C53 -59.4(6) . . . . ?
C51 N6 C52 C54 -109.6(5) . . . . ?
C50 N6 C52 C54 65.1(5) . . . . ?
C63 C64 C66 C67 0.1(7) . . . . ?
C65 C64 C66 C67 -179.1(5) . . . . ?
C1 C6 C5 C4 -1.0(7) . . . . ?
N1 C6 C5 C4 176.6(4) . . . . ?
C20 C19 C26 C25 -3.9(7) . . . . ?
P2 C19 C26 C25 176.6(4) . . . . ?
C20 C19 C26 C27 175.2(5) . . . . ?
P2 C19 C26 C27 -4.3(6) . . . . ?
C28 C29 C31 C32 1.9(6) . . . . ?
C30 C29 C31 C32 -177.4(4) . . . . ?
C28 C35 C34 C32 1.5(7) . . . . ?
C36 C35 C34 C32 -178.1(4) . . . . ?
C55 C56 C58 C59 -0.4(7) . . . . ?
C57 C56 C58 C59 178.5(4) . . . . ?
C35 C34 C32 C31 -0.1(7) . . . . ?
C35 C34 C32 C33 -179.1(5) . . . . ?
C29 C31 C32 C34 -1.6(7) . . . . ?
C29 C31 C32 C33 177.4(4) . . . . ?
C15 N4 C16 C17 133.3(6) . . . . ?
C14 N4 C16 C17 -47.8(7) . . . . ?
C15 N4 C16 C18 -101.0(6) . . . . ?
C14 N4 C16 C18 77.9(6) . . . . ?
C63 C70 C69 C67 0.0(7) . . . . ?
C71 C70 C69 C67 -178.3(5) . . . . ?
C42 C41 C40 C39 0.8(7) . . . . ?
C38 C39 C40 C41 -0.5(7) . . . . ?
C55 C62 C61 C59 0.2(7) . . . . ?
C72 C62 C61 C59 179.1(5) . . . . ?
N3 C13 C14 N4 0.0(5) . . . . ?
C15 N4 C14 C13 0.5(5) . . . . ?
C16 N4 C14 C13 -178.6(4) . . . . ?
C64 C66 C67 C69 -1.3(7) . . . . ?
C64 C66 C67 C68 179.8(5) . . . . ?
C70 C69 C67 C66 1.2(7) . . . . ?
C70 C69 C67 C68 -179.9(5) . . . . ?
C2 C3 C4 C5 -1.3(7) . . . . ?
C6 C5 C4 C3 2.2(7) . . . . ?
C9 N1 C7 C8 1.1(6) . . . . ?
C6 N1 C7 C8 -174.2(5) . . . . ?
N1 C7 C8 N2 -0.3(6) . . . . ?
C9 N2 C8 C7 -0.6(6) . . . . ?
C10 N2 C8 C7 171.4(5) . . . . ?
C9 N2 C10 C12 113.9(5) . . . . ?
C8 N2 C10 C12 -56.6(6) . . . . ?
C9 N2 C10 C11 -122.0(5) . . . . ?
C8 N2 C10 C11 67.4(6) . . . . ?
C62 C61 C59 C58 1.5(7) . . . . ?
C62 C61 C59 C60 -178.4(4) . . . . ?
C56 C58 C59 C61 -1.4(7) . . . . ?
C56 C58 C59 C60 178.5(4) . . . . ?
C20 C22 C23 C25 -1.6(7) . . . . ?
C20 C22 C23 C24 178.9(5) . . . . ?
C19 C26 C25 C23 2.5(8) . . . . ?
C27 C26 C25 C23 -176.7(5) . . . . ?
C22 C23 C25 C26 0.3(8) . . . . ?
C24 C23 C25 C26 179.8(5) . . . . ?

_refine_diff_density_max         2.083
_refine_diff_density_min         -1.143
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_ax2363_cmpd9
_database_code_depnum_ccdc_archive 'CCDC 2289309'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-09-22 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

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

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'(C48 H68 Cl Ge N4 P2)+, (Ge Cl3)-, 1.65 (C6 H5 F), 0.25 (C6 H14)'
_chemical_formula_sum            'C59.40 H79.75 Cl4 F1.65 Ge2 N4 P2'
_chemical_formula_weight         1230.09

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'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge -1.0885 0.8855 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# CRYSTAL DATA

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.6037(5)
_cell_length_b                   16.1076(8)
_cell_length_c                   22.4447(10)
_cell_angle_alpha                110.610(3)
_cell_angle_beta                 98.326(3)
_cell_angle_gamma                93.649(3)
_cell_volume                     3190.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9893
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      66.64

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_F_000             1282
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.510
_shelx_estimated_absorpt_T_min   0.390
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.778
_exptl_absorpt_correction_T_max  0.945
_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            49376
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.137
_diffrn_reflns_theta_max         66.754
_diffrn_reflns_theta_full        66.754
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             11150
_reflns_number_gt                9114
_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-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3v2020.1 (Farrugia, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

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

# 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 C19-C21 and C22-24 iPr group were found to be
 disordered and were split into two parts. The occupancy of each part was allowed
 to refine freely. The geometry of C19-C21 was modelled using the DFIX and SADI
 commands.

 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  0.000  0.000       219        46 ' '
   2  0.500  1.000  0.500       224        47 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details  
Overall the unit cell contains 3.3 molecules of C6H5
and 0.5 molecules of n-hexane.
While one of the C6H5F is positioned and disordered over
a special position with an overall occupancy of 0.9.
The n-hexane is similarly situated on a center of inversion
with an overall occupancy of 0.5 per cell. On the same position
a C6H5F molecule was found, which is disordered with an occupancy of 
0.4 per cell. These values match with the residual electron density
found using PLATON SQUEEZE.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1004P)²+2.0327P] 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         11150
_refine_ls_number_parameters     652
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1524
_refine_ls_wR_factor_gt          0.1399
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
Ge1 Ge 0.24043(4) 0.40747(2) 0.25059(2) 0.02871(12) Uani 1 1 d . . . . .
Cl1 Cl 0.21165(11) 0.34794(6) 0.13981(4) 0.0453(2) Uani 1 1 d . . . . .
P1 P 0.34418(8) 0.55660(5) 0.25200(4) 0.02932(18) Uani 1 1 d . . . . .
P2 P 0.48099(8) 0.36070(5) 0.24957(3) 0.02537(17) Uani 1 1 d . . . . .
N1 N 0.2626(3) 0.63995(19) 0.37580(13) 0.0310(6) Uani 1 1 d . . . . .
N2 N 0.2919(3) 0.7320(2) 0.32715(15) 0.0373(6) Uani 1 1 d . . . . .
N3 N 0.5067(3) 0.39025(18) 0.38635(12) 0.0259(5) Uani 1 1 d . . . . .
N4 N 0.6680(3) 0.31834(18) 0.34050(13) 0.0291(5) Uani 1 1 d . . . . .
C1 C 0.3868(3) 0.5170(2) 0.38367(14) 0.0262(6) Uani 1 1 d . . . . .
H1 H 0.462522 0.537166 0.367200 0.031 Uiso 1 1 calc R U . . .
C2 C 0.2696(3) 0.5629(2) 0.39326(14) 0.0280(6) Uani 1 1 d . . . . .
C3 C 0.1627(3) 0.5377(2) 0.42132(15) 0.0301(6) Uani 1 1 d . . . . .
H3 H 0.083701 0.570260 0.427934 0.036 Uiso 1 1 calc R U . . .
C4 C 0.1731(3) 0.4647(2) 0.43939(15) 0.0315(7) Uani 1 1 d . . . . .
H4 H 0.102390 0.448461 0.460213 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2857(3) 0.4142(2) 0.42759(14) 0.0289(6) Uani 1 1 d . . . . .
H5 H 0.290853 0.362841 0.438936 0.035 Uiso 1 1 calc R U . . .
C6 C 0.3899(3) 0.4406(2) 0.39894(14) 0.0257(6) Uani 1 1 d . . . . .
C7 C 0.2340(4) 0.7224(2) 0.41555(17) 0.0378(8) Uani 1 1 d . . . . .
H7 H 0.206855 0.735902 0.456677 0.045 Uiso 1 1 calc R U . . .
C8 C 0.2515(4) 0.7790(3) 0.38539(19) 0.0433(8) Uani 1 1 d . . . . .
H8 H 0.238644 0.840532 0.400916 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2964(3) 0.6455(2) 0.32059(16) 0.0311(7) Uani 1 1 d . . . . .
C10 C 0.3432(5) 0.7754(3) 0.2844(2) 0.0490(9) Uani 1 1 d . . . . .
H10 H 0.365773 0.727355 0.245784 0.059 Uiso 1 1 calc R U . . .
C11 C 0.4794(7) 0.8361(5) 0.3204(4) 0.095(2) Uani 1 1 d . . . . .
H11A H 0.458270 0.887828 0.355369 0.142 Uiso 1 1 calc R U . . .
H11B H 0.523472 0.856483 0.290379 0.142 Uiso 1 1 calc R U . . .
H11C H 0.544591 0.803177 0.338574 0.142 Uiso 1 1 calc R U . . .
C12 C 0.2309(7) 0.8225(4) 0.2610(3) 0.0767(16) Uani 1 1 d . . . . .
H12A H 0.144785 0.780290 0.239472 0.115 Uiso 1 1 calc R U . . .
H12B H 0.264440 0.846350 0.230334 0.115 Uiso 1 1 calc R U . . .
H12C H 0.209791 0.871650 0.297856 0.115 Uiso 1 1 calc R U . . .
C13 C 0.2288(4) 0.5763(2) 0.18648(16) 0.0328(7) Uani 1 1 d . . . . .
C14 C 0.2963(4) 0.5933(3) 0.1392(2) 0.0467(9) Uani 1 1 d D . . . .
C15 C 0.2142(5) 0.6141(4) 0.0910(2) 0.0567(12) Uani 1 1 d . . . . .
H15 H 0.259649 0.626743 0.059758 0.068 Uiso 1 1 calc R U . . .
C16 C 0.0704(5) 0.6172(3) 0.0868(2) 0.0514(10) Uani 1 1 d . . . . .
C17 C 0.0053(4) 0.5989(3) 0.13258(19) 0.0434(8) Uani 1 1 d . . . . .
H17 H -0.094007 0.600562 0.130188 0.052 Uiso 1 1 calc R U . . .
C18 C 0.0815(4) 0.5779(2) 0.18233(16) 0.0333(7) Uani 1 1 d . . . . .
C19A C 0.4589(6) 0.5989(6) 0.1435(4) 0.0467(19) Uani 0.695(14) 1 d D . P A 1
H19A H 0.502399 0.612272 0.189642 0.056 Uiso 0.695(14) 1 calc R U P A 1
C20A C 0.5261(9) 0.6700(6) 0.1225(5) 0.061(2) Uani 0.695(14) 1 d D . P A 1
H20A H 0.629469 0.671152 0.129943 0.092 Uiso 0.695(14) 1 calc R U P A 1
H20B H 0.501137 0.728601 0.147625 0.092 Uiso 0.695(14) 1 calc R U P A 1
H20C H 0.491062 0.655907 0.076360 0.092 Uiso 0.695(14) 1 calc R U P A 1
C21A C 0.4927(10) 0.5072(6) 0.1037(7) 0.080(3) Uani 0.695(14) 1 d D . P A 1
H21A H 0.439570 0.488349 0.059495 0.119 Uiso 0.695(14) 1 calc R U P A 1
H21B H 0.465946 0.464190 0.123225 0.119 Uiso 0.695(14) 1 calc R U P A 1
H21C H 0.594615 0.509794 0.102831 0.119 Uiso 0.695(14) 1 calc R U P A 1
C19B C 0.4381(14) 0.5605(12) 0.1242(8) 0.0467(19) Uani 0.305(14) 1 d D . P A 2
H19B H 0.477283 0.535565 0.157261 0.056 Uiso 0.305(14) 1 calc R U P A 2
C20B C 0.531(2) 0.6460(13) 0.1352(10) 0.061(2) Uani 0.305(14) 1 d D . P A 2
H20D H 0.480414 0.679769 0.111988 0.092 Uiso 0.305(14) 1 calc R U P A 2
H20E H 0.619054 0.631496 0.119155 0.092 Uiso 0.305(14) 1 calc R U P A 2
H20F H 0.552266 0.682061 0.181577 0.092 Uiso 0.305(14) 1 calc R U P A 2
C21B C 0.437(2) 0.4918(11) 0.0578(9) 0.067(5) Uani 0.305(14) 1 d D . P A 2
H21D H 0.368657 0.439800 0.050222 0.101 Uiso 0.305(14) 1 calc R U P A 2
H21E H 0.531891 0.473256 0.055104 0.101 Uiso 0.305(14) 1 calc R U P A 2
H21F H 0.410048 0.517925 0.025084 0.101 Uiso 0.305(14) 1 calc R U P A 2
C22A C -0.016(3) 0.6447(11) 0.0322(18) 0.066(3) Uani 0.637(9) 1 d D . P B 1
H22A H -0.101270 0.599591 0.010761 0.079 Uiso 0.637(9) 1 calc R U P B 1
C23A C 0.0709(11) 0.6431(8) -0.0172(5) 0.087(3) Uani 0.637(9) 1 d D . P B 1
H23A H 0.097276 0.582923 -0.036696 0.130 Uiso 0.637(9) 1 calc R U P B 1
H23B H 0.016021 0.659578 -0.050837 0.130 Uiso 0.637(9) 1 calc R U P B 1
H23C H 0.156866 0.685846 0.002960 0.130 Uiso 0.637(9) 1 calc R U P B 1
C24A C -0.0660(10) 0.7355(9) 0.0677(5) 0.093(4) Uani 0.637(9) 1 d D . P B 1
H24A H -0.122227 0.729423 0.099332 0.139 Uiso 0.637(9) 1 calc R U P B 1
H24B H 0.016606 0.780446 0.089953 0.139 Uiso 0.637(9) 1 calc R U P B 1
H24C H -0.124240 0.754178 0.036156 0.139 Uiso 0.637(9) 1 calc R U P B 1
C22B C -0.020(6) 0.6319(19) 0.035(4) 0.066(3) Uani 0.363(9) 1 d D . P B 2
H22B H 0.010063 0.589884 -0.003974 0.079 Uiso 0.363(9) 1 calc R U P B 2
C24B C -0.1758(16) 0.6153(11) 0.0180(7) 0.074(5) Uani 0.363(9) 1 d D . P B 2
H24D H -0.206846 0.632017 -0.019327 0.111 Uiso 0.363(9) 1 calc R U P B 2
H24E H -0.207012 0.551731 0.007032 0.111 Uiso 0.363(9) 1 calc R U P B 2
H24F H -0.217358 0.651059 0.054734 0.111 Uiso 0.363(9) 1 calc R U P B 2
C23B C 0.027(2) 0.7245(14) 0.0330(8) 0.087(3) Uani 0.363(9) 1 d D . P B 2
H23D H -0.035781 0.733422 -0.002283 0.130 Uiso 0.363(9) 1 calc R U P B 2
H23E H 0.020874 0.771611 0.074142 0.130 Uiso 0.363(9) 1 calc R U P B 2
H23F H 0.124713 0.726987 0.025412 0.130 Uiso 0.363(9) 1 calc R U P B 2
C25 C -0.0044(4) 0.5564(3) 0.22836(17) 0.0358(7) Uani 1 1 d . . . . .
H25 H 0.063563 0.543336 0.261189 0.043 Uiso 1 1 calc R U . . .
C26 C -0.1117(4) 0.4730(3) 0.1932(2) 0.0488(9) Uani 1 1 d . . . . .
H26A H -0.165340 0.461412 0.224046 0.073 Uiso 1 1 calc R U . . .
H26B H -0.061660 0.421661 0.174017 0.073 Uiso 1 1 calc R U . . .
H26C H -0.177119 0.482379 0.159019 0.073 Uiso 1 1 calc R U . . .
C27 C -0.0776(4) 0.6354(3) 0.2649(2) 0.0474(9) Uani 1 1 d . . . . .
H27A H -0.007212 0.688341 0.286720 0.071 Uiso 1 1 calc R U . . .
H27B H -0.122898 0.621144 0.297143 0.071 Uiso 1 1 calc R U . . .
H27C H -0.149652 0.647459 0.234357 0.071 Uiso 1 1 calc R U . . .
C28 C 0.5952(3) 0.3721(2) 0.43352(15) 0.0305(6) Uani 1 1 d . . . . .
H28 H 0.586351 0.387951 0.477648 0.037 Uiso 1 1 calc R U . . .
C29 C 0.6960(3) 0.3278(2) 0.40489(16) 0.0328(7) Uani 1 1 d . . . . .
H29 H 0.772377 0.306825 0.425156 0.039 Uiso 1 1 calc R U . . .
C30 C 0.5515(3) 0.3563(2) 0.32902(14) 0.0251(6) Uani 1 1 d . . . . .
C31 C 0.7622(3) 0.2802(2) 0.29306(16) 0.0329(7) Uani 1 1 d . . . . .
H31 H 0.722567 0.287176 0.251587 0.039 Uiso 1 1 calc R U . . .
C32 C 0.9080(4) 0.3341(3) 0.31825(19) 0.0402(8) Uani 1 1 d . . . . .
H32A H 0.898423 0.397936 0.331500 0.060 Uiso 1 1 calc R U . . .
H32B H 0.965299 0.317424 0.284026 0.060 Uiso 1 1 calc R U . . .
H32C H 0.954553 0.321544 0.355481 0.060 Uiso 1 1 calc R U . . .
C33 C 0.7626(4) 0.1811(2) 0.2799(2) 0.0431(8) Uani 1 1 d . . . . .
H33A H 0.804439 0.172819 0.319567 0.065 Uiso 1 1 calc R U . . .
H33B H 0.818620 0.155468 0.246100 0.065 Uiso 1 1 calc R U . . .
H33C H 0.665065 0.151148 0.265422 0.065 Uiso 1 1 calc R U . . .
C34 C 0.4525(3) 0.2384(2) 0.20214(14) 0.0280(6) Uani 1 1 d . . . . .
C35 C 0.3781(3) 0.1748(2) 0.22045(15) 0.0278(6) Uani 1 1 d . . . . .
C36 C 0.3754(3) 0.0843(2) 0.18595(16) 0.0317(7) Uani 1 1 d . . . . .
H36 H 0.326226 0.042614 0.199151 0.038 Uiso 1 1 calc R U . . .
C37 C 0.4419(4) 0.0524(2) 0.13274(16) 0.0345(7) Uani 1 1 d . . . . .
C38 C 0.5076(4) 0.1148(2) 0.11327(16) 0.0364(7) Uani 1 1 d . . . . .
H38 H 0.549291 0.094175 0.075597 0.044 Uiso 1 1 calc R U . . .
C39 C 0.5155(4) 0.2064(2) 0.14623(16) 0.0337(7) Uani 1 1 d . . . . .
C40 C 0.2962(3) 0.2000(2) 0.27606(15) 0.0302(6) Uani 1 1 d . . . . .
H40 H 0.305186 0.266749 0.295494 0.036 Uiso 1 1 calc R U . . .
C41 C 0.3555(4) 0.1664(3) 0.32935(16) 0.0378(7) Uani 1 1 d . . . . .
H41A H 0.345214 0.100924 0.311901 0.057 Uiso 1 1 calc R U . . .
H41B H 0.303062 0.187020 0.365175 0.057 Uiso 1 1 calc R U . . .
H41C H 0.456016 0.189765 0.345069 0.057 Uiso 1 1 calc R U . . .
C42 C 0.1390(4) 0.1656(3) 0.2511(2) 0.0425(8) Uani 1 1 d . . . . .
H42A H 0.101996 0.189916 0.218515 0.064 Uiso 1 1 calc R U . . .
H42B H 0.086934 0.184590 0.287201 0.064 Uiso 1 1 calc R U . . .
H42C H 0.127047 0.100172 0.231734 0.064 Uiso 1 1 calc R U . . .
C43 C 0.4480(5) -0.0472(2) 0.09748(19) 0.0457(9) Uani 1 1 d . . . . .
H43 H 0.469309 -0.055193 0.053622 0.055 Uiso 1 1 calc R U . . .
C44 C 0.3107(6) -0.1044(3) 0.0880(3) 0.0682(14) Uani 1 1 d . . . . .
H44A H 0.318603 -0.166478 0.061614 0.102 Uiso 1 1 calc R U . . .
H44B H 0.233870 -0.082744 0.065950 0.102 Uiso 1 1 calc R U . . .
H44C H 0.290248 -0.101450 0.130154 0.102 Uiso 1 1 calc R U . . .
C45 C 0.5699(7) -0.0772(4) 0.1331(3) 0.0799(17) Uani 1 1 d . . . . .
H45A H 0.552953 -0.069211 0.176641 0.120 Uiso 1 1 calc R U . . .
H45B H 0.658808 -0.041264 0.136119 0.120 Uiso 1 1 calc R U . . .
H45C H 0.576524 -0.140386 0.109324 0.120 Uiso 1 1 calc R U . . .
C46 C 0.5939(5) 0.2675(3) 0.11953(19) 0.0498(10) Uani 1 1 d . . . . .
H46 H 0.602303 0.330307 0.151007 0.060 Uiso 1 1 calc R U . . .
C47 C 0.5075(7) 0.2625(3) 0.0550(2) 0.0665(14) Uani 1 1 d . . . . .
H47A H 0.498429 0.201348 0.023339 0.100 Uiso 1 1 calc R U . . .
H47B H 0.556012 0.303554 0.038928 0.100 Uiso 1 1 calc R U . . .
H47C H 0.413050 0.279416 0.061395 0.100 Uiso 1 1 calc R U . . .
C48 C 0.7428(6) 0.2436(3) 0.1115(2) 0.0629(13) Uani 1 1 d . . . . .
H48A H 0.796057 0.247020 0.153144 0.094 Uiso 1 1 calc R U . . .
H48B H 0.791445 0.285651 0.096329 0.094 Uiso 1 1 calc R U . . .
H48C H 0.736818 0.182724 0.079774 0.094 Uiso 1 1 calc R U . . .
Ge2 Ge 0.79956(5) 0.70984(3) 0.43255(2) 0.03957(13) Uani 1 1 d . . . . .
Cl2 Cl 0.59823(10) 0.72844(7) 0.47650(5) 0.0469(2) Uani 1 1 d . . . . .
Cl3 Cl 0.95781(10) 0.73747(7) 0.52828(5) 0.0491(2) Uani 1 1 d . . . . .
Cl4 Cl 0.77583(9) 0.55765(6) 0.40092(4) 0.0421(2) Uani 1 1 d . . . . .
F1 F 0.7919(10) 0.8443(6) 0.2364(4) 0.187(3) Uani 1 1 d . . . . .
C50 C 0.8702(7) 0.8958(5) 0.2894(4) 0.0882(18) Uani 1 1 d . . . . .
C51 C 0.9344(8) 0.9734(5) 0.2881(4) 0.090(2) Uani 1 1 d . . . . .
H51 H 0.925075 0.987504 0.250151 0.107 Uiso 1 1 calc R U . . .
C52 C 1.0121(9) 1.0282(5) 0.3452(5) 0.099(2) Uani 1 1 d . . . . .
H52 H 1.052449 1.085087 0.347922 0.119 Uiso 1 1 calc R U . . .
C53 C 1.0372(12) 1.0067(6) 0.4008(5) 0.118(3) Uani 1 1 d . . . . .
H53 H 1.098851 1.045381 0.438927 0.141 Uiso 1 1 calc R U . . .
C54 C 0.9683(10) 0.9267(5) 0.3978(4) 0.101(2) Uani 1 1 d . . . . .
H54 H 0.980187 0.910039 0.434627 0.121 Uiso 1 1 calc R U . . .
C55 C 0.8810(8) 0.8704(4) 0.3400(4) 0.0826(19) Uani 1 1 d . . . . .
H55 H 0.831194 0.815876 0.337132 0.099 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
Ge1 Cl1 2.2949(9) . ?
Ge1 P2 2.4760(8) . ?
Ge1 P1 2.5291(9) . ?
P1 C9 1.835(3) . ?
P1 C13 1.842(3) . ?
P2 C30 1.841(3) . ?
P2 C34 1.860(3) . ?
N1 C9 1.356(5) . ?
N1 C7 1.385(4) . ?
N1 C2 1.429(4) . ?
N2 C9 1.353(5) . ?
N2 C8 1.386(5) . ?
N2 C10 1.489(5) . ?
N3 C30 1.354(4) . ?
N3 C28 1.385(4) . ?
N3 C6 1.429(4) . ?
N4 C30 1.345(4) . ?
N4 C29 1.383(4) . ?
N4 C31 1.489(4) . ?
C1 C2 1.387(4) . ?
C1 C6 1.390(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(5) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9500 . ?
C7 C8 1.330(6) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C10 C12 1.496(7) . ?
C10 C11 1.515(8) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.407(5) . ?
C13 C14 1.415(5) . ?
C14 C15 1.394(6) . ?
C14 C19B 1.532(10) . ?
C14 C19A 1.545(7) . ?
C15 C16 1.376(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(6) . ?
C16 C22B 1.44(4) . ?
C16 C22A 1.59(2) . ?
C17 C18 1.399(5) . ?
C17 H17 0.9500 . ?
C18 C25 1.527(5) . ?
C19A C21A 1.517(8) . ?
C19A C20A 1.525(7) . ?
C19A H19A 1.0000 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C19B C21B 1.509(12) . ?
C19B C20B 1.513(11) . ?
C19B H19B 1.0000 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22A C23A 1.47(5) . ?
C22A C24A 1.55(3) . ?
C22A H22A 1.0000 . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C22B C24B 1.48(5) . ?
C22B C23B 1.55(3) . ?
C22B H22B 1.0000 . ?
C24B H24D 0.9800 . ?
C24B H24E 0.9800 . ?
C24B H24F 0.9800 . ?
C23B H23D 0.9800 . ?
C23B H23E 0.9800 . ?
C23B H23F 0.9800 . ?
C25 C26 1.527(5) . ?
C25 C27 1.528(5) . ?
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 1.343(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C31 C32 1.518(5) . ?
C31 C33 1.518(5) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C39 1.418(5) . ?
C34 C35 1.420(5) . ?
C35 C36 1.385(5) . ?
C35 C40 1.520(4) . ?
C36 C37 1.389(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(5) . ?
C37 C43 1.529(5) . ?
C38 C39 1.389(5) . ?
C38 H38 0.9500 . ?
C39 C46 1.531(5) . ?
C40 C42 1.526(5) . ?
C40 C41 1.532(5) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.503(7) . ?
C43 C45 1.521(7) . ?
C43 H43 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C48 1.524(7) . ?
C46 C47 1.535(7) . ?
C46 H46 1.0000 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
Ge2 Cl2 2.2846(10) . ?
Ge2 Cl4 2.2853(10) . ?
Ge2 Cl3 2.3280(10) . ?
F1 C50 1.278(11) . ?
C50 C55 1.329(10) . ?
C50 C51 1.370(10) . ?
C51 C52 1.350(12) . ?
C51 H51 0.9500 . ?
C52 C53 1.399(13) . ?
C52 H52 0.9500 . ?
C53 C54 1.386(12) . ?
C53 H53 0.9500 . ?
C54 C55 1.402(12) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?

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
Cl1 Ge1 P2 85.64(3) . . ?
Cl1 Ge1 P1 90.80(3) . . ?
P2 Ge1 P1 88.11(3) . . ?
C9 P1 C13 98.05(15) . . ?
C9 P1 Ge1 108.48(11) . . ?
C13 P1 Ge1 105.16(12) . . ?
C30 P2 C34 97.98(14) . . ?
C30 P2 Ge1 109.18(10) . . ?
C34 P2 Ge1 105.24(10) . . ?
C9 N1 C7 110.0(3) . . ?
C9 N1 C2 124.9(3) . . ?
C7 N1 C2 124.8(3) . . ?
C9 N2 C8 109.9(3) . . ?
C9 N2 C10 126.1(3) . . ?
C8 N2 C10 123.3(3) . . ?
C30 N3 C28 109.8(3) . . ?
C30 N3 C6 126.6(2) . . ?
C28 N3 C6 123.5(3) . . ?
C30 N4 C29 109.9(3) . . ?
C30 N4 C31 125.3(3) . . ?
C29 N4 C31 124.5(3) . . ?
C2 C1 C6 117.8(3) . . ?
C2 C1 H1 121.1 . . ?
C6 C1 H1 121.1 . . ?
C1 C2 C3 121.7(3) . . ?
C1 C2 N1 118.5(3) . . ?
C3 C2 N1 119.8(3) . . ?
C4 C3 C2 119.0(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 121.8(3) . . ?
C5 C6 N3 119.8(3) . . ?
C1 C6 N3 118.4(3) . . ?
C8 C7 N1 107.2(3) . . ?
C8 C7 H7 126.4 . . ?
N1 C7 H7 126.4 . . ?
C7 C8 N2 107.4(3) . . ?
C7 C8 H8 126.3 . . ?
N2 C8 H8 126.3 . . ?
N2 C9 N1 105.4(3) . . ?
N2 C9 P1 126.5(3) . . ?
N1 C9 P1 128.1(3) . . ?
N2 C10 C12 111.1(4) . . ?
N2 C10 C11 108.6(4) . . ?
C12 C10 C11 113.4(5) . . ?
N2 C10 H10 107.9 . . ?
C12 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 119.4(3) . . ?
C18 C13 P1 124.0(3) . . ?
C14 C13 P1 116.5(3) . . ?
C15 C14 C13 118.4(4) . . ?
C15 C14 C19B 115.8(7) . . ?
C13 C14 C19B 122.6(7) . . ?
C15 C14 C19A 119.3(4) . . ?
C13 C14 C19A 122.0(4) . . ?
C16 C15 C14 122.9(4) . . ?
C16 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C15 C16 C17 118.1(4) . . ?
C15 C16 C22B 125(4) . . ?
C17 C16 C22B 117(4) . . ?
C15 C16 C22A 120.3(17) . . ?
C17 C16 C22A 121.5(17) . . ?
C16 C17 C18 121.8(4) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C13 119.3(3) . . ?
C17 C18 C25 116.4(3) . . ?
C13 C18 C25 124.3(3) . . ?
C21A C19A C20A 110.3(6) . . ?
C21A C19A C14 107.6(6) . . ?
C20A C19A C14 115.7(5) . . ?
C21A C19A H19A 107.6 . . ?
C20A C19A H19A 107.6 . . ?
C14 C19A H19A 107.6 . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C19A C21A H21A 109.5 . . ?
C19A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C19A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C21B C19B C20B 111.2(11) . . ?
C21B C19B C14 117.1(11) . . ?
C20B C19B C14 102.8(13) . . ?
C21B C19B H19B 108.5 . . ?
C20B C19B H19B 108.5 . . ?
C14 C19B H19B 108.5 . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C19B C21B H21D 109.5 . . ?
C19B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
C19B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C23A C22A C24A 115.9(15) . . ?
C23A C22A C16 110(2) . . ?
C24A C22A C16 106(2) . . ?
C23A C22A H22A 108.1 . . ?
C24A C22A H22A 108.1 . . ?
C16 C22A H22A 108.1 . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
C22A C24A H24A 109.5 . . ?
C22A C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
C22A C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C16 C22B C24B 128(6) . . ?
C16 C22B C23B 111(2) . . ?
C24B C22B C23B 107(2) . . ?
C16 C22B H22B 102.3 . . ?
C24B C22B H22B 102.3 . . ?
C23B C22B H22B 102.3 . . ?
C22B C24B H24D 109.5 . . ?
C22B C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
C22B C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C22B C23B H23D 109.5 . . ?
C22B C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
C22B C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
C18 C25 C26 111.6(3) . . ?
C18 C25 C27 112.1(3) . . ?
C26 C25 C27 110.7(3) . . ?
C18 C25 H25 107.4 . . ?
C26 C25 H25 107.4 . . ?
C27 C25 H25 107.4 . . ?
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 N3 106.8(3) . . ?
C29 C28 H28 126.6 . . ?
N3 C28 H28 126.6 . . ?
C28 C29 N4 107.4(3) . . ?
C28 C29 H29 126.3 . . ?
N4 C29 H29 126.3 . . ?
N4 C30 N3 106.1(3) . . ?
N4 C30 P2 123.5(2) . . ?
N3 C30 P2 130.3(2) . . ?
N4 C31 C32 108.8(3) . . ?
N4 C31 C33 109.9(3) . . ?
C32 C31 C33 114.0(3) . . ?
N4 C31 H31 108.0 . . ?
C32 C31 H31 108.0 . . ?
C33 C31 H31 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 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 . . ?
C39 C34 C35 118.1(3) . . ?
C39 C34 P2 117.9(3) . . ?
C35 C34 P2 124.0(2) . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 C40 116.6(3) . . ?
C34 C35 C40 123.6(3) . . ?
C35 C36 C37 122.3(3) . . ?
C35 C36 H36 118.8 . . ?
C37 C36 H36 118.8 . . ?
C38 C37 C36 117.4(3) . . ?
C38 C37 C43 120.2(3) . . ?
C36 C37 C43 122.4(3) . . ?
C37 C38 C39 123.0(3) . . ?
C37 C38 H38 118.5 . . ?
C39 C38 H38 118.5 . . ?
C38 C39 C34 119.3(3) . . ?
C38 C39 C46 117.1(3) . . ?
C34 C39 C46 123.6(3) . . ?
C35 C40 C42 110.4(3) . . ?
C35 C40 C41 112.3(3) . . ?
C42 C40 C41 110.7(3) . . ?
C35 C40 H40 107.8 . . ?
C42 C40 H40 107.8 . . ?
C41 C40 H40 107.8 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C45 111.3(4) . . ?
C44 C43 C37 113.5(4) . . ?
C45 C43 C37 109.5(4) . . ?
C44 C43 H43 107.5 . . ?
C45 C43 H43 107.5 . . ?
C37 C43 H43 107.5 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C48 C46 C39 111.6(4) . . ?
C48 C46 C47 110.8(4) . . ?
C39 C46 C47 109.7(4) . . ?
C48 C46 H46 108.2 . . ?
C39 C46 H46 108.2 . . ?
C47 C46 H46 108.2 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
Cl2 Ge2 Cl4 95.84(4) . . ?
Cl2 Ge2 Cl3 97.09(4) . . ?
Cl4 Ge2 Cl3 95.68(4) . . ?
F1 C50 C55 118.1(8) . . ?
F1 C50 C51 115.6(8) . . ?
C55 C50 C51 126.3(8) . . ?
C52 C51 C50 114.5(7) . . ?
C52 C51 H51 122.8 . . ?
C50 C51 H51 122.8 . . ?
C51 C52 C53 124.3(7) . . ?
C51 C52 H52 117.8 . . ?
C53 C52 H52 117.8 . . ?
C54 C53 C52 117.2(10) . . ?
C54 C53 H53 121.4 . . ?
C52 C53 H53 121.4 . . ?
C53 C54 C55 119.7(8) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C50 C55 C54 117.9(7) . . ?
C50 C55 H55 121.1 . . ?
C54 C55 H55 121.1 . . ?

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 4.4(4) . . . . ?
C6 C1 C2 N1 -178.0(3) . . . . ?
C9 N1 C2 C1 43.3(4) . . . . ?
C7 N1 C2 C1 -129.9(3) . . . . ?
C9 N1 C2 C3 -138.9(3) . . . . ?
C7 N1 C2 C3 47.9(4) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
N1 C2 C3 C4 -178.3(3) . . . . ?
C2 C3 C4 C5 -2.6(5) . . . . ?
C3 C4 C5 C6 1.9(5) . . . . ?
C4 C5 C6 C1 2.0(5) . . . . ?
C4 C5 C6 N3 179.9(3) . . . . ?
C2 C1 C6 C5 -5.0(4) . . . . ?
C2 C1 C6 N3 177.0(3) . . . . ?
C30 N3 C6 C5 127.0(3) . . . . ?
C28 N3 C6 C5 -55.6(4) . . . . ?
C30 N3 C6 C1 -54.9(4) . . . . ?
C28 N3 C6 C1 122.4(3) . . . . ?
C9 N1 C7 C8 -0.7(4) . . . . ?
C2 N1 C7 C8 173.4(3) . . . . ?
N1 C7 C8 N2 -0.4(4) . . . . ?
C9 N2 C8 C7 1.4(4) . . . . ?
C10 N2 C8 C7 -170.1(3) . . . . ?
C8 N2 C9 N1 -1.7(4) . . . . ?
C10 N2 C9 N1 169.5(3) . . . . ?
C8 N2 C9 P1 -179.9(3) . . . . ?
C10 N2 C9 P1 -8.7(5) . . . . ?
C7 N1 C9 N2 1.5(4) . . . . ?
C2 N1 C9 N2 -172.6(3) . . . . ?
C7 N1 C9 P1 179.6(2) . . . . ?
C2 N1 C9 P1 5.6(5) . . . . ?
C13 P1 C9 N2 -49.1(3) . . . . ?
Ge1 P1 C9 N2 -158.1(3) . . . . ?
C13 P1 C9 N1 133.1(3) . . . . ?
Ge1 P1 C9 N1 24.1(3) . . . . ?
C9 N2 C10 C12 127.7(5) . . . . ?
C8 N2 C10 C12 -62.2(6) . . . . ?
C9 N2 C10 C11 -106.9(5) . . . . ?
C8 N2 C10 C11 63.1(6) . . . . ?
C9 P1 C13 C18 -54.9(3) . . . . ?
Ge1 P1 C13 C18 56.8(3) . . . . ?
C9 P1 C13 C14 123.1(3) . . . . ?
Ge1 P1 C13 C14 -125.2(3) . . . . ?
C18 C13 C14 C15 2.1(6) . . . . ?
P1 C13 C14 C15 -176.0(4) . . . . ?
C18 C13 C14 C19B -156.8(9) . . . . ?
P1 C13 C14 C19B 25.1(10) . . . . ?
C18 C13 C14 C19A 175.7(5) . . . . ?
P1 C13 C14 C19A -2.4(6) . . . . ?
C13 C14 C15 C16 -1.2(8) . . . . ?
C19B C14 C15 C16 159.1(9) . . . . ?
C19A C14 C15 C16 -175.1(6) . . . . ?
C14 C15 C16 C17 0.1(8) . . . . ?
C14 C15 C16 C22B -175.3(17) . . . . ?
C14 C15 C16 C22A 177.8(10) . . . . ?
C15 C16 C17 C18 0.2(7) . . . . ?
C22B C16 C17 C18 175.9(18) . . . . ?
C22A C16 C17 C18 -177.5(10) . . . . ?
C16 C17 C18 C13 0.7(6) . . . . ?
C16 C17 C18 C25 -178.2(4) . . . . ?
C14 C13 C18 C17 -1.8(6) . . . . ?
P1 C13 C18 C17 176.1(3) . . . . ?
C14 C13 C18 C25 177.0(4) . . . . ?
P1 C13 C18 C25 -5.0(5) . . . . ?
C15 C14 C19A C21A -92.0(8) . . . . ?
C13 C14 C19A C21A 94.3(7) . . . . ?
C15 C14 C19A C20A 31.8(10) . . . . ?
C13 C14 C19A C20A -141.8(6) . . . . ?
C15 C14 C19B C21B -44.9(17) . . . . ?
C13 C14 C19B C21B 114.4(13) . . . . ?
C15 C14 C19B C20B 77.2(14) . . . . ?
C13 C14 C19B C20B -123.4(11) . . . . ?
C15 C16 C22A C23A 13.5(15) . . . . ?
C17 C16 C22A C23A -168.9(8) . . . . ?
C15 C16 C22A C24A -113(2) . . . . ?
C17 C16 C22A C24A 64.8(17) . . . . ?
C15 C16 C22B C24B 164(4) . . . . ?
C17 C16 C22B C24B -12(5) . . . . ?
C15 C16 C22B C23B -61(6) . . . . ?
C17 C16 C22B C23B 123(4) . . . . ?
C17 C18 C25 C26 63.0(4) . . . . ?
C13 C18 C25 C26 -115.8(4) . . . . ?
C17 C18 C25 C27 -61.9(4) . . . . ?
C13 C18 C25 C27 119.3(4) . . . . ?
C30 N3 C28 C29 0.8(4) . . . . ?
C6 N3 C28 C29 -176.9(3) . . . . ?
N3 C28 C29 N4 -0.5(4) . . . . ?
C30 N4 C29 C28 0.1(4) . . . . ?
C31 N4 C29 C28 174.2(3) . . . . ?
C29 N4 C30 N3 0.4(4) . . . . ?
C31 N4 C30 N3 -173.6(3) . . . . ?
C29 N4 C30 P2 178.4(2) . . . . ?
C31 N4 C30 P2 4.4(4) . . . . ?
C28 N3 C30 N4 -0.8(3) . . . . ?
C6 N3 C30 N4 176.9(3) . . . . ?
C28 N3 C30 P2 -178.6(2) . . . . ?
C6 N3 C30 P2 -0.9(5) . . . . ?
C34 P2 C30 N4 58.5(3) . . . . ?
Ge1 P2 C30 N4 167.8(2) . . . . ?
C34 P2 C30 N3 -124.1(3) . . . . ?
Ge1 P2 C30 N3 -14.8(3) . . . . ?
C30 N4 C31 C32 116.2(3) . . . . ?
C29 N4 C31 C32 -57.0(4) . . . . ?
C30 N4 C31 C33 -118.5(3) . . . . ?
C29 N4 C31 C33 68.4(4) . . . . ?
C30 P2 C34 C39 -125.9(3) . . . . ?
Ge1 P2 C34 C39 121.7(2) . . . . ?
C30 P2 C34 C35 50.6(3) . . . . ?
Ge1 P2 C34 C35 -61.8(3) . . . . ?
C39 C34 C35 C36 3.5(4) . . . . ?
P2 C34 C35 C36 -173.0(2) . . . . ?
C39 C34 C35 C40 -175.1(3) . . . . ?
P2 C34 C35 C40 8.4(4) . . . . ?
C34 C35 C36 C37 -0.9(5) . . . . ?
C40 C35 C36 C37 177.8(3) . . . . ?
C35 C36 C37 C38 -2.5(5) . . . . ?
C35 C36 C37 C43 175.6(3) . . . . ?
C36 C37 C38 C39 3.3(6) . . . . ?
C43 C37 C38 C39 -174.9(4) . . . . ?
C37 C38 C39 C34 -0.7(6) . . . . ?
C37 C38 C39 C46 179.0(4) . . . . ?
C35 C34 C39 C38 -2.7(5) . . . . ?
P2 C34 C39 C38 174.0(3) . . . . ?
C35 C34 C39 C46 177.6(3) . . . . ?
P2 C34 C39 C46 -5.7(5) . . . . ?
C36 C35 C40 C42 -61.0(4) . . . . ?
C34 C35 C40 C42 117.7(3) . . . . ?
C36 C35 C40 C41 63.1(4) . . . . ?
C34 C35 C40 C41 -118.3(3) . . . . ?
C38 C37 C43 C44 -139.9(4) . . . . ?
C36 C37 C43 C44 42.1(6) . . . . ?
C38 C37 C43 C45 95.2(5) . . . . ?
C36 C37 C43 C45 -82.9(5) . . . . ?
C38 C39 C46 C48 -53.6(5) . . . . ?
C34 C39 C46 C48 126.0(4) . . . . ?
C38 C39 C46 C47 69.5(5) . . . . ?
C34 C39 C46 C47 -110.8(4) . . . . ?
F1 C50 C51 C52 177.6(8) . . . . ?
C55 C50 C51 C52 -1.7(11) . . . . ?
C50 C51 C52 C53 5.1(12) . . . . ?
C51 C52 C53 C54 -5.2(13) . . . . ?
C52 C53 C54 C55 1.6(12) . . . . ?
F1 C50 C55 C54 179.3(8) . . . . ?
C51 C50 C55 C54 -1.4(11) . . . . ?
C53 C54 C55 C50 1.4(11) . . . . ?

_refine_diff_density_max         2.050
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.095



####################################################################### 
# 
# 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_ax1818_MesP_IiPr2_cmpd3a
_database_code_depnum_ccdc_archive 'CCDC 2289299'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         'C18 H27 N2 P'
_chemical_formula_sum            'C18 H27 N2 P'
_chemical_formula_weight         302.38

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

_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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.8637(9)
_cell_length_b                   13.6251(14)
_cell_length_c                   15.3577(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1854.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4846
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.68

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.145
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6896
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_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            19113
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.998
_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             5403
_reflns_number_gt                4549
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.772
_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       'Bruker Apex3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXT'
_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 isopropyl groups was found to be
 disordered and was split in two parts  and 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+0.2550P] 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_abs_structure_details 
;
 Flack x determined using 1719 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5403
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
P1 P 0.39166(7) 0.41718(4) 0.63648(3) 0.02279(13) Uani 1 1 d . . . . .
N1 N 0.25212(19) 0.29577(12) 0.51633(11) 0.0206(4) Uani 1 1 d . . . . .
N2 N 0.2495(2) 0.44553(12) 0.46821(11) 0.0217(4) Uani 1 1 d . . . . .
C1 C 0.3416(2) 0.54539(14) 0.65987(12) 0.0183(4) Uani 1 1 d . . . . .
C2 C 0.1902(2) 0.57795(16) 0.66781(12) 0.0205(4) Uani 1 1 d . . . . .
C3 C 0.1599(2) 0.67512(15) 0.68903(14) 0.0239(4) Uani 1 1 d . . . . .
H3 H 0.0579 0.6961 0.6924 0.029 Uiso 1 1 calc R U . . .
C4 C 0.2737(3) 0.74244(15) 0.70546(14) 0.0236(4) Uani 1 1 d . . . . .
C5 C 0.4218(2) 0.70989(15) 0.70116(13) 0.0221(4) Uani 1 1 d . . . . .
H5 H 0.5011 0.7544 0.7142 0.027 Uiso 1 1 calc R U . . .
C6 C 0.4574(2) 0.61371(15) 0.67825(13) 0.0206(4) Uani 1 1 d . . . . .
C7 C 0.0586(3) 0.50953(18) 0.65325(16) 0.0320(5) Uani 1 1 d . . . . .
H7A H -0.0325 0.5378 0.6793 0.048 Uiso 1 1 calc R U . . .
H7B H 0.0801 0.4459 0.6804 0.048 Uiso 1 1 calc R U . . .
H7C H 0.0429 0.5004 0.5906 0.048 Uiso 1 1 calc R U . . .
C8 C 0.2385(3) 0.84774(17) 0.72926(18) 0.0367(6) Uani 1 1 d . . . . .
H8A H 0.3116 0.8709 0.7725 0.055 Uiso 1 1 calc R U . . .
H8B H 0.1365 0.8516 0.7536 0.055 Uiso 1 1 calc R U . . .
H8C H 0.2447 0.8889 0.6771 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6226(2) 0.58626(17) 0.67317(17) 0.0336(5) Uani 1 1 d . . . . .
H9A H 0.6844 0.6457 0.6773 0.050 Uiso 1 1 calc R U . . .
H9B H 0.6426 0.5534 0.6176 0.050 Uiso 1 1 calc R U . . .
H9C H 0.6477 0.5419 0.7213 0.050 Uiso 1 1 calc R U . . .
C10 C 0.2915(2) 0.39004(14) 0.53832(13) 0.0186(4) Uani 1 1 d . . . . .
C11 C 0.1888(3) 0.29390(17) 0.43368(14) 0.0265(5) Uani 1 1 d . . . . .
H11 H 0.1527 0.2376 0.4038 0.032 Uiso 1 1 calc R U . . .
C12 C 0.1880(3) 0.38604(17) 0.40404(13) 0.0272(5) Uani 1 1 d . . . . .
H12 H 0.1518 0.4071 0.3489 0.033 Uiso 1 1 calc R U . . .
C13 C 0.2620(2) 0.21026(14) 0.57536(15) 0.0239(4) Uani 1 1 d . . . . .
H13 H 0.3452 0.2227 0.6179 0.029 Uiso 1 1 calc R U . . .
C14 C 0.1162(3) 0.19977(18) 0.62601(17) 0.0361(5) Uani 1 1 d . . . . .
H14A H 0.0973 0.2600 0.6591 0.054 Uiso 1 1 calc R U . . .
H14B H 0.1245 0.1442 0.6663 0.054 Uiso 1 1 calc R U . . .
H14C H 0.0327 0.1882 0.5855 0.054 Uiso 1 1 calc R U . . .
C15 C 0.3011(3) 0.11810(17) 0.52408(18) 0.0365(6) Uani 1 1 d . . . . .
H15A H 0.2153 0.0996 0.4873 0.055 Uiso 1 1 calc R U . . .
H15B H 0.3239 0.0645 0.5646 0.055 Uiso 1 1 calc R U . . .
H15C H 0.3893 0.1309 0.4873 0.055 Uiso 1 1 calc R U . . .
C16A C 0.281(3) 0.5554(15) 0.4527(13) 0.032(5) Uani 0.49(4) 1 d . . P A 1
H16A H 0.3152 0.5847 0.5091 0.039 Uiso 0.49(4) 1 calc R U P A 1
C17A C 0.411(3) 0.5600(17) 0.3903(15) 0.061(5) Uani 0.49(4) 1 d . . P A 1
H17A H 0.4964 0.5231 0.4142 0.091 Uiso 0.49(4) 1 calc R U P A 1
H17B H 0.3807 0.5312 0.3345 0.091 Uiso 0.49(4) 1 calc R U P A 1
H17C H 0.4405 0.6286 0.3815 0.091 Uiso 0.49(4) 1 calc R U P A 1
C18A C 0.144(2) 0.6086(17) 0.4241(18) 0.064(5) Uani 0.49(4) 1 d . . P A 1
H18A H 0.0653 0.6019 0.4684 0.096 Uiso 0.49(4) 1 calc R U P A 1
H18B H 0.1681 0.6782 0.4159 0.096 Uiso 0.49(4) 1 calc R U P A 1
H18C H 0.1083 0.5809 0.3689 0.096 Uiso 0.49(4) 1 calc R U P A 1
C16B C 0.287(2) 0.5457(15) 0.4561(10) 0.022(3) Uani 0.51(4) 1 d . . P A 2
H16B H 0.2861 0.5779 0.5146 0.027 Uiso 0.51(4) 1 calc R U P A 2
C17B C 0.171(2) 0.5981(13) 0.3989(12) 0.047(3) Uani 0.51(4) 1 d . . P A 2
H17D H 0.1999 0.6670 0.3917 0.070 Uiso 0.51(4) 1 calc R U P A 2
H17E H 0.1666 0.5662 0.3417 0.070 Uiso 0.51(4) 1 calc R U P A 2
H17F H 0.0714 0.5945 0.4266 0.070 Uiso 0.51(4) 1 calc R U P A 2
C18B C 0.443(2) 0.5603(14) 0.4175(15) 0.048(3) Uani 0.51(4) 1 d . . P A 2
H18D H 0.4631 0.6306 0.4107 0.072 Uiso 0.51(4) 1 calc R U P A 2
H18E H 0.5190 0.5315 0.4564 0.072 Uiso 0.51(4) 1 calc R U P A 2
H18F H 0.4485 0.5281 0.3605 0.072 Uiso 0.51(4) 1 calc R U P A 2


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

# 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 C10 1.788(2) . ?
P1 C1 1.838(2) . ?
N1 C10 1.373(2) . ?
N1 C11 1.388(3) . ?
N1 C13 1.479(3) . ?
N2 C10 1.367(3) . ?
N2 C12 1.388(3) . ?
N2 C16B 1.42(2) . ?
N2 C16A 1.54(2) . ?
C1 C6 1.414(3) . ?
C1 C2 1.419(3) . ?
C2 C3 1.390(3) . ?
C2 C7 1.509(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 C8 1.513(3) . ?
C5 C6 1.393(3) . ?
C5 H5 0.9500 . ?
C6 C9 1.513(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.335(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.514(3) . ?
C13 C15 1.522(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 . ?
C16A C18A 1.48(3) . ?
C16A C17A 1.50(3) . ?
C16A H16A 1.0000 . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C16B C18B 1.52(2) . ?
C16B C17B 1.53(2) . ?
C16B H16B 1.0000 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 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
C10 P1 C1 103.97(9) . . ?
C10 N1 C11 110.16(17) . . ?
C10 N1 C13 124.84(17) . . ?
C11 N1 C13 124.75(17) . . ?
C10 N2 C12 110.08(17) . . ?
C10 N2 C16B 124.8(7) . . ?
C12 N2 C16B 124.2(7) . . ?
C10 N2 C16A 127.5(8) . . ?
C12 N2 C16A 121.9(8) . . ?
C6 C1 C2 117.63(18) . . ?
C6 C1 P1 119.29(15) . . ?
C2 C1 P1 122.85(15) . . ?
C3 C2 C1 120.04(19) . . ?
C3 C2 C7 118.30(19) . . ?
C1 C2 C7 121.65(19) . . ?
C4 C3 C2 122.2(2) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C5 C4 C3 117.92(19) . . ?
C5 C4 C8 120.7(2) . . ?
C3 C4 C8 121.4(2) . . ?
C4 C5 C6 121.84(19) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 120.32(19) . . ?
C5 C6 C9 117.71(19) . . ?
C1 C6 C9 121.97(18) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 N1 104.74(17) . . ?
N2 C10 P1 133.21(15) . . ?
N1 C10 P1 121.79(15) . . ?
C12 C11 N1 107.25(19) . . ?
C12 C11 H11 126.4 . . ?
N1 C11 H11 126.4 . . ?
C11 C12 N2 107.76(19) . . ?
C11 C12 H12 126.1 . . ?
N2 C12 H12 126.1 . . ?
N1 C13 C14 109.82(18) . . ?
N1 C13 C15 110.26(18) . . ?
C14 C13 C15 112.47(19) . . ?
N1 C13 H13 108.1 . . ?
C14 C13 H13 108.1 . . ?
C15 C13 H13 108.1 . . ?
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 . . ?
C18A C16A C17A 114.8(16) . . ?
C18A C16A N2 111.7(16) . . ?
C17A C16A N2 106.3(16) . . ?
C18A C16A H16A 107.9 . . ?
C17A C16A H16A 107.9 . . ?
N2 C16A H16A 107.9 . . ?
C16A C17A H17A 109.5 . . ?
C16A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C16A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C16A C18A H18A 109.5 . . ?
C16A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C16A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
N2 C16B C18B 113.2(14) . . ?
N2 C16B C17B 111.3(13) . . ?
C18B C16B C17B 109.2(13) . . ?
N2 C16B H16B 107.7 . . ?
C18B C16B H16B 107.7 . . ?
C17B C16B H16B 107.7 . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C16B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C16B C18B H18D 109.5 . . ?
C16B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C16B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 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
C10 P1 C1 C6 -130.23(16) . . . . ?
C10 P1 C1 C2 55.34(18) . . . . ?
C6 C1 C2 C3 2.9(3) . . . . ?
P1 C1 C2 C3 177.42(16) . . . . ?
C6 C1 C2 C7 -177.43(19) . . . . ?
P1 C1 C2 C7 -2.9(3) . . . . ?
C1 C2 C3 C4 -1.8(3) . . . . ?
C7 C2 C3 C4 178.5(2) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C2 C3 C4 C8 -179.4(2) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
C8 C4 C5 C6 -179.1(2) . . . . ?
C4 C5 C6 C1 -1.0(3) . . . . ?
C4 C5 C6 C9 178.4(2) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
P1 C1 C6 C5 -176.23(15) . . . . ?
C2 C1 C6 C9 179.04(19) . . . . ?
P1 C1 C6 C9 4.3(3) . . . . ?
C12 N2 C10 N1 -1.0(2) . . . . ?
C16B N2 C10 N1 -170.6(8) . . . . ?
C16A N2 C10 N1 -173.1(10) . . . . ?
C12 N2 C10 P1 173.10(17) . . . . ?
C16B N2 C10 P1 3.5(9) . . . . ?
C16A N2 C10 P1 1.0(11) . . . . ?
C11 N1 C10 N2 0.7(2) . . . . ?
C13 N1 C10 N2 -173.78(18) . . . . ?
C11 N1 C10 P1 -174.25(15) . . . . ?
C13 N1 C10 P1 11.3(3) . . . . ?
C1 P1 C10 N2 31.5(2) . . . . ?
C1 P1 C10 N1 -155.18(16) . . . . ?
C10 N1 C11 C12 -0.1(2) . . . . ?
C13 N1 C11 C12 174.3(2) . . . . ?
N1 C11 C12 N2 -0.5(2) . . . . ?
C10 N2 C12 C11 1.0(3) . . . . ?
C16B N2 C12 C11 170.6(9) . . . . ?
C16A N2 C12 C11 173.6(10) . . . . ?
C10 N1 C13 C14 88.9(2) . . . . ?
C11 N1 C13 C14 -84.8(2) . . . . ?
C10 N1 C13 C15 -146.6(2) . . . . ?
C11 N1 C13 C15 39.7(3) . . . . ?
C10 N2 C16A C18A -132.9(15) . . . . ?
C12 N2 C16A C18A 55.8(19) . . . . ?
C10 N2 C16A C17A 101.1(15) . . . . ?
C12 N2 C16A C17A -70.1(17) . . . . ?
C10 N2 C16B C18B 83.0(13) . . . . ?
C12 N2 C16B C18B -85.1(14) . . . . ?
C10 N2 C16B C17B -153.6(10) . . . . ?
C12 N2 C16B C17B 38.3(14) . . . . ?

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.216
_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_ax1954_TipPIiPr2_cu_cmpd3c
_database_code_depnum_ccdc_archive 'CCDC 2289301'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         'C24 H39 N2 P'
_chemical_formula_sum            'C24 H39 N2 P'
_chemical_formula_weight         386.54

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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   10.9389(3)
_cell_length_b                   16.6305(4)
_cell_length_c                   25.9319(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4717.5(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      3.41
_cell_measurement_theta_max      66.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.088
_exptl_crystal_F_000             1696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.288
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.117
_exptl_absorpt_coefficient_mu    1.087
_shelx_estimated_absorpt_T_min   0.745
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# 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            32203
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.409
_diffrn_reflns_theta_max         65.999
_diffrn_reflns_theta_full        65.999
_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             4107
_reflns_number_gt                3829
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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 o-isopropyl groups of the Tip moiety 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²+1.1734P] 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         4107
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0917
_refine_ls_wR_factor_gt          0.0890
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
C1 C 0.30973(10) 0.39801(6) 0.64385(4) 0.0228(2) Uani 1 1 d . . . . .
C2 C 0.19019(11) 0.37288(7) 0.62982(4) 0.0248(2) Uani 1 1 d . . . . .
C3 C 0.17195(11) 0.33797(7) 0.58183(5) 0.0260(3) Uani 1 1 d . . . . .
H3 H 0.0915 0.3221 0.5725 0.031 Uiso 1 1 calc R U . . .
C4 C 0.26630(11) 0.32508(7) 0.54673(4) 0.0248(2) Uani 1 1 d . . . . .
C5 C 0.38425(11) 0.34377(7) 0.56253(4) 0.0254(2) Uani 1 1 d . . . . .
H5 H 0.4508 0.3318 0.5403 0.030 Uiso 1 1 calc R U . . .
C6 C 0.40775(10) 0.37972(6) 0.61026(4) 0.0237(2) Uani 1 1 d . . . . .
C7A C 0.0741(11) 0.3884(9) 0.6653(4) 0.0263(19) Uani 0.499(13) 1 d . . P A 1
H7A H 0.0899 0.4371 0.6869 0.032 Uiso 0.499(13) 1 calc R U P A 1
C8A C -0.0417(6) 0.4000(5) 0.6375(3) 0.0456(15) Uani 0.499(13) 1 d . . P A 1
H8A1 H -0.0306 0.4409 0.6106 0.068 Uiso 0.499(13) 1 calc R U P A 1
H8A2 H -0.1049 0.4178 0.6617 0.068 Uiso 0.499(13) 1 calc R U P A 1
H8A3 H -0.0667 0.3492 0.6215 0.068 Uiso 0.499(13) 1 calc R U P A 1
C9A C 0.0690(7) 0.3145(4) 0.7009(3) 0.0493(15) Uani 0.499(13) 1 d . . P A 1
H9A1 H -0.0005 0.3196 0.7245 0.074 Uiso 0.499(13) 1 calc R U P A 1
H9A2 H 0.1450 0.3109 0.7208 0.074 Uiso 0.499(13) 1 calc R U P A 1
H9A3 H 0.0592 0.2658 0.6800 0.074 Uiso 0.499(13) 1 calc R U P A 1
C7B C 0.0867(11) 0.3784(9) 0.6656(4) 0.028(2) Uani 0.501(13) 1 d . . P A 2
H7B H 0.1157 0.4068 0.6973 0.034 Uiso 0.501(13) 1 calc R U P A 2
C8B C 0.0309(6) 0.2984(3) 0.6823(3) 0.0435(12) Uani 0.501(13) 1 d . . P A 2
H8B1 H 0.0000 0.2698 0.6519 0.065 Uiso 0.501(13) 1 calc R U P A 2
H8B2 H -0.0366 0.3085 0.7062 0.065 Uiso 0.501(13) 1 calc R U P A 2
H8B3 H 0.0933 0.2657 0.6993 0.065 Uiso 0.501(13) 1 calc R U P A 2
C9B C -0.0202(7) 0.4296(5) 0.6416(3) 0.0511(17) Uani 0.501(13) 1 d . . P A 2
H9B1 H -0.0522 0.4022 0.6109 0.077 Uiso 0.501(13) 1 calc R U P A 2
H9B2 H 0.0107 0.4827 0.6318 0.077 Uiso 0.501(13) 1 calc R U P A 2
H9B3 H -0.0858 0.4357 0.6670 0.077 Uiso 0.501(13) 1 calc R U P A 2
C10 C 0.23507(11) 0.29597(8) 0.49271(5) 0.0312(3) Uani 1 1 d . . . . .
H10 H 0.1759 0.2505 0.4964 0.037 Uiso 1 1 calc R U . . .
C11 C 0.34280(13) 0.26539(9) 0.46131(5) 0.0380(3) Uani 1 1 d . . . . .
H11A H 0.3998 0.3097 0.4548 0.057 Uiso 1 1 calc R U . . .
H11B H 0.3133 0.2440 0.4284 0.057 Uiso 1 1 calc R U . . .
H11C H 0.3848 0.2228 0.4805 0.057 Uiso 1 1 calc R U . . .
C12 C 0.17023(16) 0.36289(12) 0.46336(6) 0.0565(4) Uani 1 1 d . . . . .
H12A H 0.0997 0.3815 0.4833 0.085 Uiso 1 1 calc R U . . .
H12B H 0.1425 0.3425 0.4299 0.085 Uiso 1 1 calc R U . . .
H12C H 0.2269 0.4078 0.4580 0.085 Uiso 1 1 calc R U . . .
C13 C 0.53912(11) 0.39944(7) 0.62501(5) 0.0296(3) Uani 1 1 d . . . . .
H13 H 0.5364 0.4469 0.6487 0.035 Uiso 1 1 calc R U . . .
C14 C 0.59466(14) 0.32958(10) 0.65529(7) 0.0534(4) Uani 1 1 d . . . . .
H14A H 0.5441 0.3184 0.6857 0.080 Uiso 1 1 calc R U . . .
H14B H 0.6775 0.3439 0.6663 0.080 Uiso 1 1 calc R U . . .
H14C H 0.5979 0.2817 0.6333 0.080 Uiso 1 1 calc R U . . .
C15 C 0.62151(12) 0.42201(9) 0.57979(5) 0.0388(3) Uani 1 1 d . . . . .
H15A H 0.7005 0.4408 0.5929 0.058 Uiso 1 1 calc R U . . .
H15B H 0.5828 0.4649 0.5597 0.058 Uiso 1 1 calc R U . . .
H15C H 0.6341 0.3748 0.5578 0.058 Uiso 1 1 calc R U . . .
C16 C 0.26053(10) 0.54584(7) 0.69236(4) 0.0236(2) Uani 1 1 d . . . . .
C17 C 0.18256(12) 0.66244(7) 0.66186(5) 0.0351(3) Uani 1 1 d . . . . .
H17 H 0.1558 0.7029 0.6386 0.042 Uiso 1 1 calc R U . . .
C18 C 0.18305(12) 0.66754(8) 0.71311(5) 0.0360(3) Uani 1 1 d . . . . .
H18 H 0.1573 0.7124 0.7330 0.043 Uiso 1 1 calc R U . . .
C19 C 0.26262(11) 0.56675(7) 0.59499(4) 0.0287(3) Uani 1 1 d . . . . .
H19 H 0.2743 0.5072 0.5930 0.034 Uiso 1 1 calc R U . . .
C20 C 0.16141(14) 0.58946(10) 0.55781(6) 0.0471(4) Uani 1 1 d . . . . .
H20A H 0.0853 0.5629 0.5682 0.071 Uiso 1 1 calc R U . . .
H20B H 0.1837 0.5723 0.5229 0.071 Uiso 1 1 calc R U . . .
H20C H 0.1498 0.6479 0.5583 0.071 Uiso 1 1 calc R U . . .
C21 C 0.38275(12) 0.60627(9) 0.58146(5) 0.0401(3) Uani 1 1 d . . . . .
H21A H 0.3737 0.6648 0.5833 0.060 Uiso 1 1 calc R U . . .
H21B H 0.4067 0.5908 0.5464 0.060 Uiso 1 1 calc R U . . .
H21C H 0.4458 0.5889 0.6059 0.060 Uiso 1 1 calc R U . . .
C22 C 0.24989(12) 0.57688(8) 0.78679(5) 0.0335(3) Uani 1 1 d . . . . .
H22 H 0.2460 0.5172 0.7910 0.040 Uiso 1 1 calc R U . . .
C23 C 0.15220(15) 0.61393(10) 0.82098(6) 0.0478(4) Uani 1 1 d . . . . .
H23A H 0.1587 0.6727 0.8197 0.072 Uiso 1 1 calc R U . . .
H23B H 0.1636 0.5955 0.8566 0.072 Uiso 1 1 calc R U . . .
H23C H 0.0712 0.5975 0.8087 0.072 Uiso 1 1 calc R U . . .
C24 C 0.37766(15) 0.60422(11) 0.80175(6) 0.0492(4) Uani 1 1 d . . . . .
H24A H 0.4380 0.5766 0.7801 0.074 Uiso 1 1 calc R U . . .
H24B H 0.3927 0.5912 0.8381 0.074 Uiso 1 1 calc R U . . .
H24C H 0.3847 0.6624 0.7967 0.074 Uiso 1 1 calc R U . . .
N1 N 0.22823(9) 0.58720(6) 0.64845(4) 0.0269(2) Uani 1 1 d . . . . .
N2 N 0.22796(9) 0.59562(6) 0.73222(4) 0.0286(2) Uani 1 1 d . . . . .
P1 P 0.33862(3) 0.45360(2) 0.70453(2) 0.02617(11) 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 1.4146(16) . ?
C1 C2 1.4202(16) . ?
C1 P1 1.8520(11) . ?
C2 C3 1.3877(16) . ?
C2 C7B 1.466(13) . ?
C2 C7A 1.589(12) . ?
C3 C4 1.3927(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.3889(17) . ?
C4 C10 1.5210(15) . ?
C5 C6 1.3984(16) . ?
C5 H5 0.9500 . ?
C6 C13 1.5228(16) . ?
C7A C8A 1.471(14) . ?
C7A C9A 1.537(13) . ?
C7A H7A 1.0000 . ?
C8A H8A1 0.9800 . ?
C8A H8A2 0.9800 . ?
C8A H8A3 0.9800 . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C7B C8B 1.526(13) . ?
C7B C9B 1.575(16) . ?
C7B H7B 1.0000 . ?
C8B H8B1 0.9800 . ?
C8B H8B2 0.9800 . ?
C8B H8B3 0.9800 . ?
C9B H9B1 0.9800 . ?
C9B H9B2 0.9800 . ?
C9B H9B3 0.9800 . ?
C10 C11 1.5200(18) . ?
C10 C12 1.523(2) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.5259(18) . ?
C13 C14 1.5283(19) . ?
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 N2 1.3713(15) . ?
C16 N1 1.3763(15) . ?
C16 P1 1.7841(12) . ?
C17 C18 1.332(2) . ?
C17 N1 1.3915(16) . ?
C17 H17 0.9500 . ?
C18 N2 1.3848(17) . ?
C18 H18 0.9500 . ?
C19 N1 1.4761(15) . ?
C19 C21 1.5105(18) . ?
C19 C20 1.5160(18) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N2 1.4689(16) . ?
C22 C23 1.5191(19) . ?
C22 C24 1.520(2) . ?
C22 H22 1.0000 . ?
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
C6 C1 C2 118.48(10) . . ?
C6 C1 P1 120.08(8) . . ?
C2 C1 P1 121.44(8) . . ?
C3 C2 C1 119.03(10) . . ?
C3 C2 C7B 118.8(4) . . ?
C1 C2 C7B 122.0(3) . . ?
C3 C2 C7A 118.2(4) . . ?
C1 C2 C7A 122.7(4) . . ?
C2 C3 C4 122.95(11) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C5 C4 C3 117.47(10) . . ?
C5 C4 C10 123.46(10) . . ?
C3 C4 C10 118.98(10) . . ?
C4 C5 C6 121.83(10) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 119.85(10) . . ?
C5 C6 C13 119.20(10) . . ?
C1 C6 C13 120.94(10) . . ?
C8A C7A C9A 111.6(7) . . ?
C8A C7A C2 115.2(7) . . ?
C9A C7A C2 104.3(10) . . ?
C8A C7A H7A 108.5 . . ?
C9A C7A H7A 108.5 . . ?
C2 C7A H7A 108.5 . . ?
C7A C8A H8A1 109.5 . . ?
C7A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
C7A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
C7A C9A H9A1 109.5 . . ?
C7A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C7A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C2 C7B C8B 115.8(10) . . ?
C2 C7B C9B 110.9(7) . . ?
C8B C7B C9B 106.6(7) . . ?
C2 C7B H7B 107.8 . . ?
C8B C7B H7B 107.8 . . ?
C9B C7B H7B 107.8 . . ?
C7B C8B H8B1 109.5 . . ?
C7B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C7B C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
C7B C9B H9B1 109.5 . . ?
C7B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C7B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C11 C10 C4 115.20(11) . . ?
C11 C10 C12 109.74(11) . . ?
C4 C10 C12 109.41(11) . . ?
C11 C10 H10 107.4 . . ?
C4 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C13 C15 114.67(10) . . ?
C6 C13 C14 109.90(11) . . ?
C15 C13 C14 110.31(11) . . ?
C6 C13 H13 107.2 . . ?
C15 C13 H13 107.2 . . ?
C14 C13 H13 107.2 . . ?
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 . . ?
N2 C16 N1 104.79(10) . . ?
N2 C16 P1 120.67(9) . . ?
N1 C16 P1 134.34(9) . . ?
C18 C17 N1 107.77(11) . . ?
C18 C17 H17 126.1 . . ?
N1 C17 H17 126.1 . . ?
C17 C18 N2 107.67(11) . . ?
C17 C18 H18 126.2 . . ?
N2 C18 H18 126.2 . . ?
N1 C19 C21 109.85(10) . . ?
N1 C19 C20 110.72(11) . . ?
C21 C19 C20 112.28(11) . . ?
N1 C19 H19 107.9 . . ?
C21 C19 H19 107.9 . . ?
C20 C19 H19 107.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 C23 111.19(12) . . ?
N2 C22 C24 109.42(11) . . ?
C23 C22 C24 112.12(12) . . ?
N2 C22 H22 108.0 . . ?
C23 C22 H22 108.0 . . ?
C24 C22 H22 108.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 N1 C17 109.56(10) . . ?
C16 N1 C19 126.61(10) . . ?
C17 N1 C19 122.23(10) . . ?
C16 N2 C18 110.11(10) . . ?
C16 N2 C22 123.77(10) . . ?
C18 N2 C22 125.87(10) . . ?
C16 P1 C1 101.38(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 -5.77(16) . . . . ?
P1 C1 C2 C3 174.18(9) . . . . ?
C6 C1 C2 C7B 170.6(7) . . . . ?
P1 C1 C2 C7B -9.4(7) . . . . ?
C6 C1 C2 C7A 178.5(6) . . . . ?
P1 C1 C2 C7A -1.6(6) . . . . ?
C1 C2 C3 C4 1.05(17) . . . . ?
C7B C2 C3 C4 -175.4(7) . . . . ?
C7A C2 C3 C4 177.0(6) . . . . ?
C2 C3 C4 C5 4.16(17) . . . . ?
C2 C3 C4 C10 -172.56(11) . . . . ?
C3 C4 C5 C6 -4.65(17) . . . . ?
C10 C4 C5 C6 171.92(11) . . . . ?
C4 C5 C6 C1 -0.04(17) . . . . ?
C4 C5 C6 C13 -179.38(10) . . . . ?
C2 C1 C6 C5 5.30(16) . . . . ?
P1 C1 C6 C5 -174.64(8) . . . . ?
C2 C1 C6 C13 -175.37(10) . . . . ?
P1 C1 C6 C13 4.68(15) . . . . ?
C3 C2 C7A C8A -27.2(12) . . . . ?
C1 C2 C7A C8A 148.6(7) . . . . ?
C3 C2 C7A C9A 95.5(7) . . . . ?
C1 C2 C7A C9A -88.7(7) . . . . ?
C3 C2 C7B C8B 61.4(9) . . . . ?
C1 C2 C7B C8B -115.0(6) . . . . ?
C3 C2 C7B C9B -60.2(10) . . . . ?
C1 C2 C7B C9B 123.5(6) . . . . ?
C5 C4 C10 C11 16.92(17) . . . . ?
C3 C4 C10 C11 -166.56(11) . . . . ?
C5 C4 C10 C12 -107.23(14) . . . . ?
C3 C4 C10 C12 69.28(15) . . . . ?
C5 C6 C13 C15 32.36(15) . . . . ?
C1 C6 C13 C15 -146.97(11) . . . . ?
C5 C6 C13 C14 -92.57(14) . . . . ?
C1 C6 C13 C14 88.10(14) . . . . ?
N1 C17 C18 N2 -0.45(15) . . . . ?
N2 C16 N1 C17 2.93(13) . . . . ?
P1 C16 N1 C17 -171.79(10) . . . . ?
N2 C16 N1 C19 168.65(10) . . . . ?
P1 C16 N1 C19 -6.06(19) . . . . ?
C18 C17 N1 C16 -1.58(14) . . . . ?
C18 C17 N1 C19 -168.05(11) . . . . ?
C21 C19 N1 C16 -88.76(14) . . . . ?
C20 C19 N1 C16 146.65(12) . . . . ?
C21 C19 N1 C17 75.30(14) . . . . ?
C20 C19 N1 C17 -49.29(16) . . . . ?
N1 C16 N2 C18 -3.22(13) . . . . ?
P1 C16 N2 C18 172.38(9) . . . . ?
N1 C16 N2 C22 -177.70(10) . . . . ?
P1 C16 N2 C22 -2.10(15) . . . . ?
C17 C18 N2 C16 2.36(15) . . . . ?
C17 C18 N2 C22 176.69(11) . . . . ?
C23 C22 N2 C16 -149.32(12) . . . . ?
C24 C22 N2 C16 86.28(15) . . . . ?
C23 C22 N2 C18 37.08(17) . . . . ?
C24 C22 N2 C18 -87.32(15) . . . . ?
N2 C16 P1 C1 160.88(9) . . . . ?
N1 C16 P1 C1 -25.07(13) . . . . ?
C6 C1 P1 C16 113.63(9) . . . . ?
C2 C1 P1 C16 -66.31(10) . . . . ?

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.263
_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_ax2336_cmpd5aGeCl
_database_code_depnum_ccdc_archive 'CCDC 2289308'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         '(C36 H44 N4 P2 Ge Cl)+, (Ge Cl3)-, C H2 Cl2'
_chemical_formula_sum            'C37 H46 Cl6 Ge2 N4 P2'
_chemical_formula_weight         966.60

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge -1.0885 0.8855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# CRYSTAL DATA

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.7735(7)
_cell_length_b                   15.3647(12)
_cell_length_c                   16.7707(13)
_cell_angle_alpha                76.373(3)
_cell_angle_beta                 89.218(3)
_cell_angle_gamma                83.018(2)
_cell_volume                     2180.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9799
_cell_measurement_theta_min      5.08
_cell_measurement_theta_max      66.61

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    6.019
_shelx_estimated_absorpt_T_min   0.365
_shelx_estimated_absorpt_T_max   0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.934
_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            45394
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.711
_diffrn_reflns_theta_max         66.804
_diffrn_reflns_theta_full        66.804
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7713
_reflns_number_gt                7289
_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. The GeCl3 counter anion was found to be
 disordered and was spli 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  0.156  0.269  0.827       138        43 ' '
   2 -0.157  0.731  0.173       137        43 ' '
_platon_squeeze_void_probe_radius                  1.20
_platon_squeeze_details
The unit cell contains two disordered CH2Cl2 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)+(0.0324P)²+1.3390P] 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         7713
_refine_ls_number_parameters     481
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0672
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
Ge1 Ge 0.48101(2) 0.25387(2) 0.17825(2) 0.02351(6) Uani 1 1 d . . . . .
Cl1 Cl 0.30122(5) 0.28791(3) 0.07290(3) 0.03212(10) Uani 1 1 d . . . . .
P1 P 0.32261(4) 0.13241(3) 0.24150(2) 0.02060(9) Uani 1 1 d . . . . .
P2 P 0.33107(5) 0.36698(3) 0.24575(3) 0.02583(10) Uani 1 1 d . . . . .
C1 C 0.58031(19) 0.21384(11) 0.35520(10) 0.0233(3) Uani 1 1 d . . . . .
H1 H 0.4759 0.2238 0.3700 0.028 Uiso 1 1 calc R U . . .
C2 C 0.64830(19) 0.12897(12) 0.35096(10) 0.0247(3) Uani 1 1 d . . . . .
C3 C 0.8027(2) 0.11238(14) 0.33340(11) 0.0325(4) Uani 1 1 d . . . . .
H3 H 0.8468 0.0534 0.3313 0.039 Uiso 1 1 calc R U . . .
C4 C 0.8915(2) 0.18255(15) 0.31907(12) 0.0383(5) Uani 1 1 d . . . . .
H4 H 0.9979 0.1717 0.3084 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8257(2) 0.26880(14) 0.32019(12) 0.0357(4) Uani 1 1 d . . . . .
H5 H 0.8863 0.3174 0.3095 0.043 Uiso 1 1 calc R U . . .
C6 C 0.6710(2) 0.28384(12) 0.33693(10) 0.0273(4) Uani 1 1 d . . . . .
C7 C 0.42482(18) 0.05234(11) 0.32855(10) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.6005(2) -0.02491(12) 0.42350(11) 0.0320(4) Uani 1 1 d . . . . .
H8 H 0.6903 -0.0400 0.4574 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4908(2) -0.07777(12) 0.42090(11) 0.0328(4) Uani 1 1 d . . . . .
H9 H 0.4886 -0.1377 0.4525 0.039 Uiso 1 1 calc R U . . .
C10 C 0.2351(2) -0.06180(12) 0.34874(11) 0.0311(4) Uani 1 1 d . . . . .
H10 H 0.1758 -0.0142 0.3055 0.037 Uiso 1 1 calc R U . . .
C11 C 0.1418(3) -0.07473(15) 0.42713(13) 0.0435(5) Uani 1 1 d . . . . .
H11A H 0.1982 -0.1211 0.4705 0.065 Uiso 1 1 calc R U . . .
H11B H 0.0427 -0.0937 0.4169 0.065 Uiso 1 1 calc R U . . .
H11C H 0.1246 -0.0177 0.4444 0.065 Uiso 1 1 calc R U . . .
C12 C 0.2662(3) -0.14683(14) 0.31683(14) 0.0415(5) Uani 1 1 d . . . . .
H12A H 0.3258 -0.1343 0.2665 0.062 Uiso 1 1 calc R U . . .
H12B H 0.1684 -0.1665 0.3051 0.062 Uiso 1 1 calc R U . . .
H12C H 0.3243 -0.1946 0.3583 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4648(2) 0.41262(12) 0.30321(11) 0.0307(4) Uani 1 1 d . . . . .
C14 C 0.6664(3) 0.42969(14) 0.37733(12) 0.0413(5) Uani 1 1 d . . . . .
H14 H 0.7623 0.4177 0.4058 0.050 Uiso 1 1 calc R U . . .
C15 C 0.5671(3) 0.50423(14) 0.36769(13) 0.0466(5) Uani 1 1 d . . . . .
H15 H 0.5802 0.5558 0.3878 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3015(3) 0.56021(14) 0.30706(14) 0.0503(6) Uani 1 1 d . . . . .
H16 H 0.2234 0.5353 0.2788 0.060 Uiso 1 1 calc R U . . .
C17 C 0.3385(4) 0.64832(15) 0.25135(16) 0.0692(9) Uani 1 1 d . . . . .
H17A H 0.4132 0.6742 0.2789 0.104 Uiso 1 1 calc R U . . .
H17B H 0.2444 0.6908 0.2391 0.104 Uiso 1 1 calc R U . . .
H17C H 0.3818 0.6367 0.2001 0.104 Uiso 1 1 calc R U . . .
C18 C 0.2367(4) 0.57391(18) 0.38858(17) 0.0697(8) Uani 1 1 d . . . . .
H18A H 0.2157 0.5158 0.4231 0.105 Uiso 1 1 calc R U . . .
H18B H 0.1412 0.6154 0.3785 0.105 Uiso 1 1 calc R U . . .
H18C H 0.3115 0.5993 0.4165 0.105 Uiso 1 1 calc R U . . .
C19 C 0.2911(2) 0.46386(11) 0.15689(10) 0.0245(3) Uani 1 1 d . . . . .
C20 C 0.1361(2) 0.48688(12) 0.13245(12) 0.0300(4) Uani 1 1 d . . . . .
C21 C 0.0942(2) 0.55870(12) 0.06589(12) 0.0329(4) Uani 1 1 d . . . . .
H21 H -0.0107 0.5729 0.0492 0.039 Uiso 1 1 calc R U . . .
C22 C 0.2016(2) 0.61009(12) 0.02324(11) 0.0304(4) Uani 1 1 d . . . . .
C23 C 0.3553(2) 0.58575(11) 0.04663(11) 0.0272(4) Uani 1 1 d . . . . .
H23 H 0.4303 0.6197 0.0172 0.033 Uiso 1 1 calc R U . . .
C24 C 0.40274(19) 0.51307(11) 0.11191(10) 0.0239(3) Uani 1 1 d . . . . .
C25 C 0.0114(2) 0.43607(14) 0.17748(15) 0.0431(5) Uani 1 1 d . . . . .
H25A H 0.0042 0.4451 0.2334 0.065 Uiso 1 1 calc R U . . .
H25B H 0.0361 0.3716 0.1797 0.065 Uiso 1 1 calc R U . . .
H25C H -0.0870 0.4585 0.1485 0.065 Uiso 1 1 calc R U . . .
C26 C 0.1514(3) 0.69011(14) -0.04605(14) 0.0435(5) Uani 1 1 d . . . . .
H26A H 0.0472 0.6861 -0.0641 0.065 Uiso 1 1 calc R U . . .
H26B H 0.2218 0.6905 -0.0919 0.065 Uiso 1 1 calc R U . . .
H26C H 0.1523 0.7458 -0.0272 0.065 Uiso 1 1 calc R U . . .
C27 C 0.5725(2) 0.49229(12) 0.13134(11) 0.0284(4) Uani 1 1 d . . . . .
H27A H 0.6302 0.5189 0.0831 0.043 Uiso 1 1 calc R U . . .
H27B H 0.6009 0.4268 0.1461 0.043 Uiso 1 1 calc R U . . .
H27C H 0.5965 0.5177 0.1774 0.043 Uiso 1 1 calc R U . . .
C28 C 0.34615(19) 0.05531(11) 0.17048(10) 0.0224(3) Uani 1 1 d . . . . .
C29 C 0.4866(2) 0.00557(11) 0.15683(10) 0.0257(3) Uani 1 1 d . . . . .
C30 C 0.4873(2) -0.05650(12) 0.10813(11) 0.0314(4) Uani 1 1 d . . . . .
H30 H 0.5820 -0.0898 0.0994 0.038 Uiso 1 1 calc R U . . .
C31 C 0.3557(2) -0.07150(13) 0.07206(11) 0.0331(4) Uani 1 1 d . . . . .
C32 C 0.2198(2) -0.01948(13) 0.08275(11) 0.0321(4) Uani 1 1 d . . . . .
H32 H 0.1288 -0.0270 0.0563 0.039 Uiso 1 1 calc R U . . .
C33 C 0.2120(2) 0.04341(11) 0.13090(11) 0.0263(3) Uani 1 1 d . . . . .
C34 C 0.6385(2) 0.01410(13) 0.19291(12) 0.0319(4) Uani 1 1 d . . . . .
H34A H 0.6508 -0.0251 0.2483 0.048 Uiso 1 1 calc R U . . .
H34B H 0.6420 0.0769 0.1956 0.048 Uiso 1 1 calc R U . . .
H34C H 0.7217 -0.0039 0.1584 0.048 Uiso 1 1 calc R U . . .
C35 C 0.3600(3) -0.14300(15) 0.02338(14) 0.0476(5) Uani 1 1 d . . . . .
H35A H 0.4596 -0.1484 -0.0033 0.071 Uiso 1 1 calc R U . . .
H35B H 0.2779 -0.1260 -0.0184 0.071 Uiso 1 1 calc R U . . .
H35C H 0.3453 -0.2010 0.0603 0.071 Uiso 1 1 calc R U . . .
C36 C 0.0572(2) 0.09501(13) 0.14003(13) 0.0365(4) Uani 1 1 d . . . . .
H36A H -0.0140 0.0886 0.0978 0.055 Uiso 1 1 calc R U . . .
H36B H 0.0684 0.1590 0.1337 0.055 Uiso 1 1 calc R U . . .
H36C H 0.0168 0.0709 0.1945 0.055 Uiso 1 1 calc R U . . .
N1 N 0.55783(16) 0.05591(9) 0.36729(9) 0.0243(3) Uani 1 1 d . . . . .
N2 N 0.38149(17) -0.02920(9) 0.36380(9) 0.0266(3) Uani 1 1 d . . . . .
N3 N 0.60234(19) 0.37264(10) 0.33749(9) 0.0306(3) Uani 1 1 d . . . . .
N4 N 0.4418(2) 0.49371(10) 0.32333(10) 0.0391(4) Uani 1 1 d . . . . .
Ge2A Ge 0.15698(14) 0.29983(8) 0.51508(9) 0.0649(3) Uani 0.6977(18) 1 d D . P A
1
Cl2A Cl 0.1930(6) 0.1904(3) 0.4424(3) 0.0415(10) Uani 0.6977(18) 1 d D . P A 1
Cl3A Cl 0.4101(6) 0.3245(5) 0.5156(4) 0.0374(6) Uani 0.6977(18) 1 d D . P A 1
Cl4A Cl 0.15542(12) 0.20224(9) 0.64015(6) 0.0774(4) Uani 0.6977(18) 1 d D . P A
1
Ge2B Ge 0.1599(3) 0.27289(17) 0.53333(13) 0.0483(6) Uani 0.3023(18) 1 d D . P A
2
Cl2B Cl 0.1946(10) 0.1875(4) 0.4380(5) 0.0216(14) Uani 0.3023(18) 1 d D . P A 2
Cl3B Cl 0.4054(14) 0.3126(12) 0.5254(10) 0.045(3) Uani 0.3023(18) 1 d D . P A 2
Cl4B Cl 0.0351(2) 0.39513(14) 0.44930(17) 0.0632(7) Uani 0.3023(18) 1 d D . P A
2


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

# 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
Ge1 Cl1 2.3072(5) . ?
Ge1 P1 2.4893(5) . ?
Ge1 P2 2.5226(5) . ?
P1 C7 1.8358(17) . ?
P1 C28 1.8610(16) . ?
P2 C13 1.8291(19) . ?
P2 C19 1.8444(17) . ?
C1 C2 1.384(2) . ?
C1 C6 1.389(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.388(2) . ?
C2 N1 1.425(2) . ?
C3 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9500 . ?
C6 N3 1.425(2) . ?
C7 N2 1.351(2) . ?
C7 N1 1.356(2) . ?
C8 C9 1.340(3) . ?
C8 N1 1.384(2) . ?
C8 H8 0.9500 . ?
C9 N2 1.381(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.479(2) . ?
C10 C12 1.519(3) . ?
C10 C11 1.525(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N3 1.355(3) . ?
C13 N4 1.357(2) . ?
C14 C15 1.330(3) . ?
C14 N3 1.392(2) . ?
C14 H14 0.9500 . ?
C15 N4 1.382(3) . ?
C15 H15 0.9500 . ?
C16 N4 1.486(3) . ?
C16 C17 1.521(3) . ?
C16 C18 1.524(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 C20 1.405(3) . ?
C19 C24 1.411(2) . ?
C20 C21 1.390(3) . ?
C20 C25 1.511(3) . ?
C21 C22 1.385(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.391(3) . ?
C22 C26 1.505(3) . ?
C23 C24 1.394(2) . ?
C23 H23 0.9500 . ?
C24 C27 1.508(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
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 C33 1.411(2) . ?
C28 C29 1.414(2) . ?
C29 C30 1.394(2) . ?
C29 C34 1.504(2) . ?
C30 C31 1.379(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.386(3) . ?
C31 C35 1.512(3) . ?
C32 C33 1.393(3) . ?
C32 H32 0.9500 . ?
C33 C36 1.512(2) . ?
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 . ?
Ge2A Cl4A 2.2739(18) . ?
Ge2A Cl2A 2.289(4) . ?
Ge2A Cl3A 2.298(5) . ?
Ge2B Cl4B 2.237(3) . ?
Ge2B Cl2B 2.291(8) . ?
Ge2B Cl3B 2.303(11) . ?

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
Cl1 Ge1 P1 84.706(16) . . ?
Cl1 Ge1 P2 90.094(17) . . ?
P1 Ge1 P2 92.861(16) . . ?
C7 P1 C28 95.52(7) . . ?
C7 P1 Ge1 111.01(5) . . ?
C28 P1 Ge1 103.31(5) . . ?
C13 P2 C19 99.52(8) . . ?
C13 P2 Ge1 108.77(6) . . ?
C19 P2 Ge1 100.61(5) . . ?
C2 C1 C6 117.29(16) . . ?
C2 C1 H1 121.4 . . ?
C6 C1 H1 121.4 . . ?
C1 C2 C3 122.04(16) . . ?
C1 C2 N1 118.90(15) . . ?
C3 C2 N1 119.04(16) . . ?
C4 C3 C2 119.27(18) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.06(17) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 119.58(17) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 121.64(17) . . ?
C5 C6 N3 119.83(16) . . ?
C1 C6 N3 118.51(16) . . ?
N2 C7 N1 105.40(14) . . ?
N2 C7 P1 123.85(12) . . ?
N1 C7 P1 130.61(12) . . ?
C9 C8 N1 106.76(16) . . ?
C9 C8 H8 126.6 . . ?
N1 C8 H8 126.6 . . ?
C8 C9 N2 107.44(16) . . ?
C8 C9 H9 126.3 . . ?
N2 C9 H9 126.3 . . ?
N2 C10 C12 110.22(16) . . ?
N2 C10 C11 109.04(15) . . ?
C12 C10 C11 113.20(16) . . ?
N2 C10 H10 108.1 . . ?
C12 C10 H10 108.1 . . ?
C11 C10 H10 108.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 N4 105.54(16) . . ?
N3 C13 P2 128.25(13) . . ?
N4 C13 P2 126.15(16) . . ?
C15 C14 N3 106.6(2) . . ?
C15 C14 H14 126.7 . . ?
N3 C14 H14 126.7 . . ?
C14 C15 N4 108.17(17) . . ?
C14 C15 H15 125.9 . . ?
N4 C15 H15 125.9 . . ?
N4 C16 C17 110.1(2) . . ?
N4 C16 C18 108.9(2) . . ?
C17 C16 C18 111.76(19) . . ?
N4 C16 H16 108.6 . . ?
C17 C16 H16 108.6 . . ?
C18 C16 H16 108.6 . . ?
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 . . ?
C20 C19 C24 119.16(16) . . ?
C20 C19 P2 115.48(13) . . ?
C24 C19 P2 125.33(13) . . ?
C21 C20 C19 119.90(16) . . ?
C21 C20 C25 118.42(17) . . ?
C19 C20 C25 121.68(17) . . ?
C22 C21 C20 121.64(17) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C21 C22 C23 118.16(17) . . ?
C21 C22 C26 120.27(17) . . ?
C23 C22 C26 121.58(17) . . ?
C22 C23 C24 122.07(16) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C23 C24 C19 119.00(16) . . ?
C23 C24 C27 117.52(15) . . ?
C19 C24 C27 123.48(15) . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C28 C29 118.58(15) . . ?
C33 C28 P1 116.78(13) . . ?
C29 C28 P1 124.57(13) . . ?
C30 C29 C28 119.30(16) . . ?
C30 C29 C34 116.69(16) . . ?
C28 C29 C34 124.00(15) . . ?
C31 C30 C29 122.54(17) . . ?
C31 C30 H30 118.7 . . ?
C29 C30 H30 118.7 . . ?
C30 C31 C32 117.70(16) . . ?
C30 C31 C35 120.86(19) . . ?
C32 C31 C35 121.44(18) . . ?
C31 C32 C33 122.27(17) . . ?
C31 C32 H32 118.9 . . ?
C33 C32 H32 118.9 . . ?
C32 C33 C28 119.50(16) . . ?
C32 C33 C36 117.93(16) . . ?
C28 C33 C36 122.56(16) . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C31 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 . . ?
C7 N1 C8 110.20(14) . . ?
C7 N1 C2 126.33(14) . . ?
C8 N1 C2 123.37(15) . . ?
C7 N2 C9 110.10(15) . . ?
C7 N2 C10 126.23(15) . . ?
C9 N2 C10 123.57(15) . . ?
C13 N3 C14 110.10(16) . . ?
C13 N3 C6 126.02(15) . . ?
C14 N3 C6 123.82(17) . . ?
C13 N4 C15 109.54(18) . . ?
C13 N4 C16 127.01(19) . . ?
C15 N4 C16 123.31(17) . . ?
Cl4A Ge2A Cl2A 95.37(13) . . ?
Cl4A Ge2A Cl3A 98.1(2) . . ?
Cl2A Ge2A Cl3A 95.82(18) . . ?
Cl4B Ge2B Cl2B 96.2(2) . . ?
Cl4B Ge2B Cl3B 100.2(5) . . ?
Cl2B Ge2B Cl3B 95.3(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
C6 C1 C2 C3 3.3(2) . . . . ?
C6 C1 C2 N1 -178.45(15) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
N1 C2 C3 C4 -178.79(16) . . . . ?
C2 C3 C4 C5 -1.6(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 2.0(3) . . . . ?
C4 C5 C6 N3 -179.47(17) . . . . ?
C2 C1 C6 C5 -4.0(2) . . . . ?
C2 C1 C6 N3 177.44(15) . . . . ?
C28 P1 C7 N2 -59.52(15) . . . . ?
Ge1 P1 C7 N2 -166.07(12) . . . . ?
C28 P1 C7 N1 115.46(15) . . . . ?
Ge1 P1 C7 N1 8.90(17) . . . . ?
N1 C8 C9 N2 -0.3(2) . . . . ?
C19 P2 C13 N3 -132.34(17) . . . . ?
Ge1 P2 C13 N3 -27.61(18) . . . . ?
C19 P2 C13 N4 50.79(18) . . . . ?
Ge1 P2 C13 N4 155.52(15) . . . . ?
N3 C14 C15 N4 0.7(2) . . . . ?
C13 P2 C19 C20 -135.70(14) . . . . ?
Ge1 P2 C19 C20 112.99(12) . . . . ?
C13 P2 C19 C24 46.17(16) . . . . ?
Ge1 P2 C19 C24 -65.14(14) . . . . ?
C24 C19 C20 C21 -1.5(3) . . . . ?
P2 C19 C20 C21 -179.75(14) . . . . ?
C24 C19 C20 C25 179.29(17) . . . . ?
P2 C19 C20 C25 1.0(2) . . . . ?
C19 C20 C21 C22 -1.2(3) . . . . ?
C25 C20 C21 C22 177.99(18) . . . . ?
C20 C21 C22 C23 2.6(3) . . . . ?
C20 C21 C22 C26 -177.10(18) . . . . ?
C21 C22 C23 C24 -1.2(3) . . . . ?
C26 C22 C23 C24 178.48(18) . . . . ?
C22 C23 C24 C19 -1.5(3) . . . . ?
C22 C23 C24 C27 179.44(16) . . . . ?
C20 C19 C24 C23 2.8(2) . . . . ?
P2 C19 C24 C23 -179.13(12) . . . . ?
C20 C19 C24 C27 -178.17(16) . . . . ?
P2 C19 C24 C27 -0.1(2) . . . . ?
C7 P1 C28 C33 128.52(13) . . . . ?
Ge1 P1 C28 C33 -118.34(12) . . . . ?
C7 P1 C28 C29 -48.49(15) . . . . ?
Ge1 P1 C28 C29 64.66(15) . . . . ?
C33 C28 C29 C30 -3.0(2) . . . . ?
P1 C28 C29 C30 173.96(13) . . . . ?
C33 C28 C29 C34 177.92(16) . . . . ?
P1 C28 C29 C34 -5.1(2) . . . . ?
C28 C29 C30 C31 0.2(3) . . . . ?
C34 C29 C30 C31 179.36(17) . . . . ?
C29 C30 C31 C32 2.7(3) . . . . ?
C29 C30 C31 C35 -176.71(18) . . . . ?
C30 C31 C32 C33 -2.8(3) . . . . ?
C35 C31 C32 C33 176.58(18) . . . . ?
C31 C32 C33 C28 0.0(3) . . . . ?
C31 C32 C33 C36 -178.59(17) . . . . ?
C29 C28 C33 C32 2.9(2) . . . . ?
P1 C28 C33 C32 -174.32(13) . . . . ?
C29 C28 C33 C36 -178.57(16) . . . . ?
P1 C28 C33 C36 4.2(2) . . . . ?
N2 C7 N1 C8 2.93(18) . . . . ?
P1 C7 N1 C8 -172.74(13) . . . . ?
N2 C7 N1 C2 179.60(15) . . . . ?
P1 C7 N1 C2 3.9(2) . . . . ?
C9 C8 N1 C7 -1.6(2) . . . . ?
C9 C8 N1 C2 -178.41(16) . . . . ?
C1 C2 N1 C7 56.1(2) . . . . ?
C3 C2 N1 C7 -125.57(18) . . . . ?
C1 C2 N1 C8 -127.66(18) . . . . ?
C3 C2 N1 C8 50.7(2) . . . . ?
N1 C7 N2 C9 -3.15(18) . . . . ?
P1 C7 N2 C9 172.90(12) . . . . ?
N1 C7 N2 C10 173.34(15) . . . . ?
P1 C7 N2 C10 -10.6(2) . . . . ?
C8 C9 N2 C7 2.2(2) . . . . ?
C8 C9 N2 C10 -174.37(16) . . . . ?
C12 C10 N2 C7 120.92(19) . . . . ?
C11 C10 N2 C7 -114.24(19) . . . . ?
C12 C10 N2 C9 -63.0(2) . . . . ?
C11 C10 N2 C9 61.8(2) . . . . ?
N4 C13 N3 C14 -1.3(2) . . . . ?
P2 C13 N3 C14 -178.71(14) . . . . ?
N4 C13 N3 C6 176.09(16) . . . . ?
P2 C13 N3 C6 -1.3(3) . . . . ?
C15 C14 N3 C13 0.4(2) . . . . ?
C15 C14 N3 C6 -177.10(17) . . . . ?
C5 C6 N3 C13 136.14(19) . . . . ?
C1 C6 N3 C13 -45.3(2) . . . . ?
C5 C6 N3 C14 -46.8(3) . . . . ?
C1 C6 N3 C14 131.81(19) . . . . ?
N3 C13 N4 C15 1.8(2) . . . . ?
P2 C13 N4 C15 179.22(15) . . . . ?
N3 C13 N4 C16 -174.04(18) . . . . ?
P2 C13 N4 C16 3.4(3) . . . . ?
C14 C15 N4 C13 -1.6(2) . . . . ?
C14 C15 N4 C16 174.41(19) . . . . ?
C17 C16 N4 C13 -118.2(2) . . . . ?
C18 C16 N4 C13 118.9(2) . . . . ?
C17 C16 N4 C15 66.5(3) . . . . ?
C18 C16 N4 C15 -56.4(3) . . . . ?

_refine_diff_density_max         0.645
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.047


####################################################################### 
# 
# 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_ax2345_cmpd6b
_database_code_depnum_ccdc_archive 'CCDC 2289305'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         'C42 H56 N4 P2'
_chemical_formula_sum            'C42 H56 N4 P2'
_chemical_formula_weight         678.84

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.9493(3)
_cell_length_b                   11.5418(3)
_cell_length_c                   15.7607(4)
_cell_angle_alpha                81.3760(10)
_cell_angle_beta                 80.2230(10)
_cell_angle_gamma                85.7660(10)
_cell_volume                     1938.24(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9500
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      66.62

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.003
_exptl_absorpt_coefficient_mu    1.266
_shelx_estimated_absorpt_T_min   0.688
_shelx_estimated_absorpt_T_max   0.996
__exptl_absorpt_correction_type  multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.934
_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            28087
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.873
_diffrn_reflns_theta_max         65.996
_diffrn_reflns_theta_full        65.996
_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             6751
_reflns_number_gt                5893
_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. The C25-C27 iso-propyl group was found to be
 disordered and was split in two parts. The occupancy of each part was
 allowed to refine freely. The thermal elipsoids of C25A and C25B were 
 treated with EADP.
 
 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)+(0.0665P)²+0.3742P] 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         6751
_refine_ls_number_parameters     465
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.81598(13) 0.79290(13) 0.51211(10) 0.0282(3) Uani 1 1 d . . . . .
C2 C 0.77136(17) 0.84659(15) 0.37602(11) 0.0396(4) Uani 1 1 d . . . . .
H2 H 0.7451 0.8929 0.3266 0.047 Uiso 1 1 calc R U . . .
C3 C 0.81577(18) 0.73540(15) 0.38089(11) 0.0405(4) Uani 1 1 d . . . . .
H3 H 0.8262 0.6880 0.3356 0.049 Uiso 1 1 calc R U . . .
C4 C 0.72468(15) 0.99667(13) 0.48273(11) 0.0319(3) Uani 1 1 d . . . . .
H4 H 0.6783 0.9816 0.5434 0.038 Uiso 1 1 calc R U . . .
C5 C 0.6343(2) 1.05851(17) 0.42554(13) 0.0486(5) Uani 1 1 d . . . . .
H5A H 0.6788 1.0819 0.3667 0.073 Uiso 1 1 calc R U . . .
H5B H 0.5960 1.1284 0.4498 0.073 Uiso 1 1 calc R U . . .
H5C H 0.5697 1.0052 0.4232 0.073 Uiso 1 1 calc R U . . .
C6 C 0.83164(19) 1.07253(16) 0.48450(15) 0.0516(5) Uani 1 1 d . . . . .
H6A H 0.8848 1.0318 0.5248 0.077 Uiso 1 1 calc R U . . .
H6B H 0.7988 1.1473 0.5037 0.077 Uiso 1 1 calc R U . . .
H6C H 0.8802 1.0875 0.4261 0.077 Uiso 1 1 calc R U . . .
C7 C 0.92212(15) 0.59806(14) 0.48520(10) 0.0312(3) Uani 1 1 d . . . . .
C8 C 1.04670(16) 0.61104(14) 0.48552(11) 0.0352(4) Uani 1 1 d . . . . .
H8 H 1.0786 0.6871 0.4754 0.042 Uiso 1 1 calc R U . . .
C9 C 0.87479(15) 0.48779(14) 0.49924(11) 0.0345(3) Uani 1 1 d . . . . .
H9 H 0.7893 0.4795 0.4985 0.041 Uiso 1 1 calc R U . . .
C10 C 0.81598(14) 0.65009(13) 0.66936(10) 0.0269(3) Uani 1 1 d . . . . .
C11 C 0.91528(14) 0.58922(14) 0.70716(10) 0.0293(3) Uani 1 1 d . . . . .
C12 C 0.90331(15) 0.47244(14) 0.74467(11) 0.0324(3) Uani 1 1 d . . . . .
H12 H 0.9706 0.4308 0.7685 0.039 Uiso 1 1 calc R U . . .
C13 C 0.79483(16) 0.41624(14) 0.74776(11) 0.0344(3) Uani 1 1 d . . . . .
H13 H 0.7888 0.3361 0.7723 0.041 Uiso 1 1 calc R U . . .
C14 C 0.69540(14) 0.47686(14) 0.71510(11) 0.0319(3) Uani 1 1 d . . . . .
H14 H 0.6202 0.4387 0.7196 0.038 Uiso 1 1 calc R U . . .
C15 C 0.70371(14) 0.59332(13) 0.67565(10) 0.0287(3) Uani 1 1 d . . . . .
C16 C 1.03204(15) 0.65200(15) 0.70930(12) 0.0352(4) Uani 1 1 d . . . . .
H16 H 1.0508 0.7043 0.6526 0.042 Uiso 1 1 calc R U . . .
C17 C 1.14703(16) 0.57041(18) 0.71928(15) 0.0495(5) Uani 1 1 d . . . . .
H17A H 1.1342 0.5216 0.7762 0.074 Uiso 1 1 calc R U . . .
H17B H 1.2195 0.6174 0.7146 0.074 Uiso 1 1 calc R U . . .
H17C H 1.1610 0.5200 0.6734 0.074 Uiso 1 1 calc R U . . .
C18 C 1.00909(18) 0.73091(17) 0.78118(13) 0.0472(4) Uani 1 1 d . . . . .
H18A H 0.9393 0.7870 0.7719 0.071 Uiso 1 1 calc R U . . .
H18B H 1.0837 0.7737 0.7797 0.071 Uiso 1 1 calc R U . . .
H18C H 0.9896 0.6825 0.8379 0.071 Uiso 1 1 calc R U . . .
C19 C 0.58756(14) 0.65585(14) 0.64525(11) 0.0339(3) Uani 1 1 d . . . . .
H19 H 0.6086 0.7380 0.6198 0.041 Uiso 1 1 calc R U . . .
C20 C 0.48416(15) 0.66255(16) 0.72253(13) 0.0417(4) Uani 1 1 d . . . . .
H20A H 0.4594 0.5832 0.7476 0.063 Uiso 1 1 calc R U . . .
H20B H 0.4127 0.7088 0.7032 0.063 Uiso 1 1 calc R U . . .
H20C H 0.5138 0.7000 0.7665 0.063 Uiso 1 1 calc R U . . .
C21 C 0.54295(18) 0.5993(2) 0.57507(14) 0.0504(5) Uani 1 1 d . . . . .
H21A H 0.6083 0.6010 0.5241 0.076 Uiso 1 1 calc R U . . .
H21B H 0.4684 0.6428 0.5585 0.076 Uiso 1 1 calc R U . . .
H21C H 0.5236 0.5178 0.5977 0.076 Uiso 1 1 calc R U . . .
C22 C 0.65016(14) 0.69074(13) 0.04258(10) 0.0301(3) Uani 1 1 d . . . . .
C23 C 0.69841(17) 0.63749(15) -0.09267(11) 0.0385(4) Uani 1 1 d . . . . .
H23 H 0.7246 0.5909 -0.1379 0.046 Uiso 1 1 calc R U . . .
C24 C 0.66291(16) 0.75102(14) -0.10245(10) 0.0344(3) Uani 1 1 d . . . . .
H24 H 0.6601 0.8003 -0.1561 0.041 Uiso 1 1 calc R U . . .
C25A C 0.7125(8) 0.4788(12) 0.0379(8) 0.0322(16) Uani 0.592(11) 1 d . . P A 1
H25A H 0.6918 0.4769 0.1023 0.039 Uiso 0.592(11) 1 calc R U P A 1
C26A C 0.8610(4) 0.4641(5) 0.0117(5) 0.0688(16) Uani 0.592(11) 1 d . . P A 1
H26A H 0.8998 0.5286 0.0294 0.103 Uiso 0.592(11) 1 calc R U P A 1
H26B H 0.8909 0.3892 0.0413 0.103 Uiso 0.592(11) 1 calc R U P A 1
H26C H 0.8828 0.4655 -0.0513 0.103 Uiso 0.592(11) 1 calc R U P A 1
C27A C 0.6514(5) 0.3885(4) 0.0142(5) 0.0599(14) Uani 0.592(11) 1 d . . P A 1
H27A H 0.6748 0.3133 0.0467 0.090 Uiso 0.592(11) 1 calc R U P A 1
H27B H 0.5614 0.4037 0.0276 0.090 Uiso 0.592(11) 1 calc R U P A 1
H27C H 0.6753 0.3856 -0.0483 0.090 Uiso 0.592(11) 1 calc R U P A 1
C25B C 0.7457(12) 0.4853(19) 0.0331(13) 0.0322(16) Uani 0.408(11) 1 d . . P A 2
H25B H 0.7799 0.4913 0.0872 0.039 Uiso 0.408(11) 1 calc R U P A 2
C26B C 0.6135(9) 0.4108(6) 0.0546(6) 0.065(2) Uani 0.408(11) 1 d . . P A 2
H26D H 0.5513 0.4499 0.0948 0.098 Uiso 0.408(11) 1 calc R U P A 2
H26E H 0.5816 0.4093 0.0004 0.098 Uiso 0.408(11) 1 calc R U P A 2
H26F H 0.6312 0.3303 0.0812 0.098 Uiso 0.408(11) 1 calc R U P A 2
C27B C 0.8309(10) 0.4204(8) -0.0265(5) 0.078(3) Uani 0.408(11) 1 d . . P A 2
H27D H 0.8608 0.3473 0.0056 0.117 Uiso 0.408(11) 1 calc R U P A 2
H27E H 0.7878 0.4021 -0.0721 0.117 Uiso 0.408(11) 1 calc R U P A 2
H27F H 0.9016 0.4681 -0.0530 0.117 Uiso 0.408(11) 1 calc R U P A 2
C28 C 0.56535(15) 0.89404(13) -0.00648(10) 0.0288(3) Uani 1 1 d . . . . .
C29 C 0.44006(15) 0.89572(13) 0.02716(11) 0.0327(3) Uani 1 1 d . . . . .
H29 H 0.3993 0.8243 0.0457 0.039 Uiso 1 1 calc R U . . .
C30 C 0.62571(15) 0.99766(14) -0.03365(10) 0.0320(3) Uani 1 1 d . . . . .
H30 H 0.7117 0.9958 -0.0566 0.038 Uiso 1 1 calc R U . . .
C31 C 0.65156(15) 0.83114(13) 0.17015(10) 0.0298(3) Uani 1 1 d . . . . .
C32 C 0.55126(15) 0.89677(13) 0.21348(10) 0.0304(3) Uani 1 1 d . . . . .
C33 C 0.56499(16) 1.01417(14) 0.21913(10) 0.0340(3) Uani 1 1 d . . . . .
H33 H 0.4975 1.0587 0.2469 0.041 Uiso 1 1 calc R U . . .
C34 C 0.67572(17) 1.06702(14) 0.18483(11) 0.0365(4) Uani 1 1 d . . . . .
H34 H 0.6825 1.1482 0.1864 0.044 Uiso 1 1 calc R U . . .
C35 C 0.77587(16) 1.00151(14) 0.14847(11) 0.0355(4) Uani 1 1 d . . . . .
H35 H 0.8525 1.0376 0.1274 0.043 Uiso 1 1 calc R U . . .
C36 C 0.76707(16) 0.88282(14) 0.14188(10) 0.0326(3) Uani 1 1 d . . . . .
C37 C 0.43217(16) 0.83780(14) 0.25688(11) 0.0350(4) Uani 1 1 d . . . . .
H37 H 0.4171 0.7786 0.2200 0.042 Uiso 1 1 calc R U . . .
C38 C 0.31594(17) 0.92011(17) 0.26705(13) 0.0456(4) Uani 1 1 d . . . . .
H38A H 0.3247 0.9750 0.3072 0.068 Uiso 1 1 calc R U . . .
H38B H 0.2430 0.8739 0.2902 0.068 Uiso 1 1 calc R U . . .
H38C H 0.3057 0.9641 0.2103 0.068 Uiso 1 1 calc R U . . .
C39 C 0.45054(18) 0.77098(16) 0.34587(12) 0.0432(4) Uani 1 1 d . . . . .
H39A H 0.5217 0.7146 0.3386 0.065 Uiso 1 1 calc R U . . .
H39B H 0.3758 0.7290 0.3723 0.065 Uiso 1 1 calc R U . . .
H39C H 0.4659 0.8266 0.3837 0.065 Uiso 1 1 calc R U . . .
C40 C 0.88556(16) 0.81441(15) 0.10658(12) 0.0383(4) Uani 1 1 d . . . . .
H40 H 0.8689 0.7290 0.1200 0.046 Uiso 1 1 calc R U . . .
C41 C 0.92211(16) 0.84318(17) 0.00799(12) 0.0426(4) Uani 1 1 d . . . . .
H41A H 0.9275 0.9282 -0.0081 0.064 Uiso 1 1 calc R U . . .
H41B H 0.8594 0.8155 -0.0208 0.064 Uiso 1 1 calc R U . . .
H41C H 1.0029 0.8043 -0.0103 0.064 Uiso 1 1 calc R U . . .
C42 C 0.99503(18) 0.83437(18) 0.15117(13) 0.0467(4) Uani 1 1 d . . . . .
H42A H 1.0153 0.9171 0.1377 0.070 Uiso 1 1 calc R U . . .
H42B H 1.0673 0.7852 0.1300 0.070 Uiso 1 1 calc R U . . .
H42C H 0.9724 0.8135 0.2142 0.070 Uiso 1 1 calc R U . . .
N1 N 0.77054(12) 0.88215(11) 0.45642(9) 0.0310(3) Uani 1 1 d . . . . .
N2 N 0.84420(13) 0.70111(11) 0.46408(9) 0.0320(3) Uani 1 1 d . . . . .
N3 N 0.68994(14) 0.60010(12) -0.00387(9) 0.0359(3) Uani 1 1 d . . . . .
N4 N 0.63066(12) 0.78444(11) -0.01982(9) 0.0301(3) Uani 1 1 d . . . . .
P1 P 0.83150(4) 0.80540(3) 0.62011(3) 0.02916(11) Uani 1 1 d . . . . .
P2 P 0.63058(4) 0.67701(3) 0.15760(3) 0.03123(12) 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 N1 1.371(2) . ?
C1 N2 1.380(2) . ?
C1 P1 1.7670(16) . ?
C2 C3 1.334(2) . ?
C2 N1 1.388(2) . ?
C2 H2 0.9500 . ?
C3 N2 1.392(2) . ?
C3 H3 0.9500 . ?
C4 N1 1.4720(19) . ?
C4 C5 1.519(2) . ?
C4 C6 1.519(2) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C9 1.382(2) . ?
C7 C8 1.384(2) . ?
C7 N2 1.443(2) . ?
C8 C9 1.393(2) 2_766 ?
C8 H8 0.9500 . ?
C9 C8 1.393(2) 2_766 ?
C9 H9 0.9500 . ?
C10 C15 1.417(2) . ?
C10 C11 1.419(2) . ?
C10 P1 1.8513(15) . ?
C11 C12 1.394(2) . ?
C11 C16 1.523(2) . ?
C12 C13 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.396(2) . ?
C14 H14 0.9500 . ?
C15 C19 1.528(2) . ?
C16 C17 1.531(2) . ?
C16 C18 1.535(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 1.523(2) . ?
C19 C21 1.528(2) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N3 1.369(2) . ?
C22 N4 1.379(2) . ?
C22 P2 1.7731(16) . ?
C23 C24 1.333(2) . ?
C23 N3 1.391(2) . ?
C23 H23 0.9500 . ?
C24 N4 1.394(2) . ?
C24 H24 0.9500 . ?
C25A C27A 1.407(13) . ?
C25A N3 1.477(14) . ?
C25A C26A 1.612(9) . ?
C25A H25A 1.0000 . ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C25B C27B 1.458(19) . ?
C25B N3 1.50(2) . ?
C25B C26B 1.697(17) . ?
C25B H25B 1.0000 . ?
C26B H26D 0.9800 . ?
C26B H26E 0.9800 . ?
C26B H26F 0.9800 . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
C28 C29 1.384(2) . ?
C28 C30 1.385(2) . ?
C28 N4 1.432(2) . ?
C29 C30 1.388(2) 2_675 ?
C29 H29 0.9500 . ?
C30 C29 1.388(2) 2_675 ?
C30 H30 0.9500 . ?
C31 C36 1.412(2) . ?
C31 C32 1.423(2) . ?
C31 P2 1.8541(16) . ?
C32 C33 1.392(2) . ?
C32 C37 1.523(2) . ?
C33 C34 1.386(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.377(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.401(2) . ?
C35 H35 0.9500 . ?
C36 C40 1.533(2) . ?
C37 C38 1.532(2) . ?
C37 C39 1.533(2) . ?
C37 H37 1.0000 . ?
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 C41 1.529(2) . ?
C40 C42 1.536(3) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
N1 C1 N2 104.63(13) . . ?
N1 C1 P1 123.79(12) . . ?
N2 C1 P1 131.58(12) . . ?
C3 C2 N1 107.37(15) . . ?
C3 C2 H2 126.3 . . ?
N1 C2 H2 126.3 . . ?
C2 C3 N2 107.92(15) . . ?
C2 C3 H3 126.0 . . ?
N2 C3 H3 126.0 . . ?
N1 C4 C5 111.42(14) . . ?
N1 C4 C6 111.03(14) . . ?
C5 C4 C6 111.91(15) . . ?
N1 C4 H4 107.4 . . ?
C5 C4 H4 107.4 . . ?
C6 C4 H4 107.4 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C9 C7 C8 120.65(15) . . ?
C9 C7 N2 120.44(15) . . ?
C8 C7 N2 118.78(14) . . ?
C7 C8 C9 119.81(15) . 2_766 ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 2_766 . ?
C7 C9 C8 119.54(15) . 2_766 ?
C7 C9 H9 120.2 . . ?
C8 C9 H9 120.2 2_766 . ?
C15 C10 C11 119.21(14) . . ?
C15 C10 P1 121.31(11) . . ?
C11 C10 P1 119.32(11) . . ?
C12 C11 C10 119.32(14) . . ?
C12 C11 C16 120.37(14) . . ?
C10 C11 C16 120.29(14) . . ?
C13 C12 C11 121.03(15) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C14 C13 C12 119.93(14) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 121.08(14) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C10 119.29(14) . . ?
C14 C15 C19 117.76(13) . . ?
C10 C15 C19 122.87(14) . . ?
C11 C16 C17 114.43(14) . . ?
C11 C16 C18 110.58(14) . . ?
C17 C16 C18 109.83(15) . . ?
C11 C16 H16 107.2 . . ?
C17 C16 H16 107.2 . . ?
C18 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 C21 110.46(14) . . ?
C20 C19 C15 110.10(14) . . ?
C21 C19 C15 113.23(14) . . ?
C20 C19 H19 107.6 . . ?
C21 C19 H19 107.6 . . ?
C15 C19 H19 107.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 N4 104.22(13) . . ?
N3 C22 P2 123.77(12) . . ?
N4 C22 P2 132.00(12) . . ?
C24 C23 N3 107.16(15) . . ?
C24 C23 H23 126.4 . . ?
N3 C23 H23 126.4 . . ?
C23 C24 N4 107.77(14) . . ?
C23 C24 H24 126.1 . . ?
N4 C24 H24 126.1 . . ?
C27A C25A N3 118.3(8) . . ?
C27A C25A C26A 112.2(8) . . ?
N3 C25A C26A 100.4(7) . . ?
C27A C25A H25A 108.5 . . ?
N3 C25A H25A 108.5 . . ?
C26A C25A H25A 108.5 . . ?
C25A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
C25A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
C25A C27A H27A 109.5 . . ?
C25A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C25A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C27B C25B N3 117.5(13) . . ?
C27B C25B C26B 104.9(13) . . ?
N3 C25B C26B 96.9(9) . . ?
C27B C25B H25B 112.1 . . ?
N3 C25B H25B 112.1 . . ?
C26B C25B H25B 112.1 . . ?
C25B C26B H26D 109.5 . . ?
C25B C26B H26E 109.5 . . ?
H26D C26B H26E 109.5 . . ?
C25B C26B H26F 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
C25B C27B H27D 109.5 . . ?
C25B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C25B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
C29 C28 C30 120.67(15) . . ?
C29 C28 N4 119.49(14) . . ?
C30 C28 N4 119.64(14) . . ?
C28 C29 C30 119.64(14) . 2_675 ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 2_675 . ?
C28 C30 C29 119.68(15) . 2_675 ?
C28 C30 H30 120.2 . . ?
C29 C30 H30 120.2 2_675 . ?
C36 C31 C32 119.16(14) . . ?
C36 C31 P2 121.39(12) . . ?
C32 C31 P2 119.36(12) . . ?
C33 C32 C31 119.34(15) . . ?
C33 C32 C37 120.25(14) . . ?
C31 C32 C37 120.35(14) . . ?
C34 C33 C32 120.92(15) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C35 C34 C33 119.84(15) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C34 C35 C36 121.35(16) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C35 C36 C31 118.95(15) . . ?
C35 C36 C40 117.79(15) . . ?
C31 C36 C40 123.23(14) . . ?
C32 C37 C38 115.19(14) . . ?
C32 C37 C39 109.42(14) . . ?
C38 C37 C39 109.75(15) . . ?
C32 C37 H37 107.4 . . ?
C38 C37 H37 107.4 . . ?
C39 C37 H37 107.4 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 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 . . ?
C41 C40 C36 112.73(14) . . ?
C41 C40 C42 109.57(15) . . ?
C36 C40 C42 111.78(15) . . ?
C41 C40 H40 107.5 . . ?
C36 C40 H40 107.5 . . ?
C42 C40 H40 107.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C1 N1 C2 110.45(13) . . ?
C1 N1 C4 122.70(13) . . ?
C2 N1 C4 126.82(14) . . ?
C1 N2 C3 109.62(13) . . ?
C1 N2 C7 125.92(14) . . ?
C3 N2 C7 122.35(13) . . ?
C22 N3 C23 110.83(13) . . ?
C22 N3 C25A 122.8(5) . . ?
C23 N3 C25A 126.3(5) . . ?
C22 N3 C25B 124.4(8) . . ?
C23 N3 C25B 123.3(8) . . ?
C22 N4 C24 109.97(13) . . ?
C22 N4 C28 127.29(13) . . ?
C24 N4 C28 121.71(13) . . ?
C1 P1 C10 99.54(7) . . ?
C22 P2 C31 99.44(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
N1 C2 C3 N2 -0.6(2) . . . . ?
C9 C7 C8 C9 -0.5(3) . . . 2_766 ?
N2 C7 C8 C9 -176.29(15) . . . 2_766 ?
C8 C7 C9 C8 0.5(3) . . . 2_766 ?
N2 C7 C9 C8 176.22(15) . . . 2_766 ?
C15 C10 C11 C12 4.2(2) . . . . ?
P1 C10 C11 C12 179.65(12) . . . . ?
C15 C10 C11 C16 -173.90(14) . . . . ?
P1 C10 C11 C16 1.6(2) . . . . ?
C10 C11 C12 C13 -1.9(2) . . . . ?
C16 C11 C12 C13 176.17(15) . . . . ?
C11 C12 C13 C14 -1.5(3) . . . . ?
C12 C13 C14 C15 2.5(3) . . . . ?
C13 C14 C15 C10 -0.2(2) . . . . ?
C13 C14 C15 C19 -177.07(15) . . . . ?
C11 C10 C15 C14 -3.1(2) . . . . ?
P1 C10 C15 C14 -178.55(12) . . . . ?
C11 C10 C15 C19 173.57(14) . . . . ?
P1 C10 C15 C19 -1.8(2) . . . . ?
C12 C11 C16 C17 23.7(2) . . . . ?
C10 C11 C16 C17 -158.23(16) . . . . ?
C12 C11 C16 C18 -100.91(18) . . . . ?
C10 C11 C16 C18 77.12(19) . . . . ?
C14 C15 C19 C20 61.91(19) . . . . ?
C10 C15 C19 C20 -114.85(17) . . . . ?
C14 C15 C19 C21 -62.3(2) . . . . ?
C10 C15 C19 C21 120.95(18) . . . . ?
N3 C23 C24 N4 -0.8(2) . . . . ?
C30 C28 C29 C30 0.0(3) . . . 2_675 ?
N4 C28 C29 C30 -174.84(14) . . . 2_675 ?
C29 C28 C30 C29 0.0(3) . . . 2_675 ?
N4 C28 C30 C29 174.84(14) . . . 2_675 ?
C36 C31 C32 C33 6.6(2) . . . . ?
P2 C31 C32 C33 -176.85(12) . . . . ?
C36 C31 C32 C37 -170.61(14) . . . . ?
P2 C31 C32 C37 5.9(2) . . . . ?
C31 C32 C33 C34 -1.4(2) . . . . ?
C37 C32 C33 C34 175.81(15) . . . . ?
C32 C33 C34 C35 -3.3(2) . . . . ?
C33 C34 C35 C36 2.8(3) . . . . ?
C34 C35 C36 C31 2.5(2) . . . . ?
C34 C35 C36 C40 -175.66(15) . . . . ?
C32 C31 C36 C35 -7.1(2) . . . . ?
P2 C31 C36 C35 176.42(12) . . . . ?
C32 C31 C36 C40 170.93(15) . . . . ?
P2 C31 C36 C40 -5.5(2) . . . . ?
C33 C32 C37 C38 27.3(2) . . . . ?
C31 C32 C37 C38 -155.49(15) . . . . ?
C33 C32 C37 C39 -96.85(18) . . . . ?
C31 C32 C37 C39 80.34(18) . . . . ?
C35 C36 C40 C41 -75.8(2) . . . . ?
C31 C36 C40 C41 106.13(18) . . . . ?
C35 C36 C40 C42 48.1(2) . . . . ?
C31 C36 C40 C42 -129.92(16) . . . . ?
N2 C1 N1 C2 -0.33(17) . . . . ?
P1 C1 N1 C2 179.08(12) . . . . ?
N2 C1 N1 C4 177.82(13) . . . . ?
P1 C1 N1 C4 -2.8(2) . . . . ?
C3 C2 N1 C1 0.6(2) . . . . ?
C3 C2 N1 C4 -177.46(16) . . . . ?
C5 C4 N1 C1 -156.53(15) . . . . ?
C6 C4 N1 C1 78.01(19) . . . . ?
C5 C4 N1 C2 21.3(2) . . . . ?
C6 C4 N1 C2 -104.2(2) . . . . ?
N1 C1 N2 C3 -0.05(17) . . . . ?
P1 C1 N2 C3 -179.39(13) . . . . ?
N1 C1 N2 C7 163.65(14) . . . . ?
P1 C1 N2 C7 -15.7(2) . . . . ?
C2 C3 N2 C1 0.4(2) . . . . ?
C2 C3 N2 C7 -163.98(16) . . . . ?
C9 C7 N2 C1 119.35(18) . . . . ?
C8 C7 N2 C1 -64.8(2) . . . . ?
C9 C7 N2 C3 -78.9(2) . . . . ?
C8 C7 N2 C3 96.9(2) . . . . ?
N4 C22 N3 C23 1.75(19) . . . . ?
P2 C22 N3 C23 -178.96(13) . . . . ?
N4 C22 N3 C25A -174.9(4) . . . . ?
P2 C22 N3 C25A 4.4(5) . . . . ?
N4 C22 N3 C25B 168.0(7) . . . . ?
P2 C22 N3 C25B -12.7(7) . . . . ?
C24 C23 N3 C22 -0.6(2) . . . . ?
C24 C23 N3 C25A 175.9(5) . . . . ?
C24 C23 N3 C25B -167.1(7) . . . . ?
C27A C25A N3 C22 125.4(8) . . . . ?
C26A C25A N3 C22 -112.3(6) . . . . ?
C27A C25A N3 C23 -50.8(10) . . . . ?
C26A C25A N3 C23 71.6(8) . . . . ?
C27B C25B N3 C22 -153.4(11) . . . . ?
C26B C25B N3 C22 95.8(10) . . . . ?
C27B C25B N3 C23 11.3(16) . . . . ?
C26B C25B N3 C23 -99.5(8) . . . . ?
N3 C22 N4 C24 -2.21(18) . . . . ?
P2 C22 N4 C24 178.58(13) . . . . ?
N3 C22 N4 C28 166.22(15) . . . . ?
P2 C22 N4 C28 -13.0(3) . . . . ?
C23 C24 N4 C22 1.9(2) . . . . ?
C23 C24 N4 C28 -167.28(15) . . . . ?
C29 C28 N4 C22 -63.3(2) . . . . ?
C30 C28 N4 C22 121.75(17) . . . . ?
C29 C28 N4 C24 103.88(18) . . . . ?
C30 C28 N4 C24 -71.1(2) . . . . ?
N1 C1 P1 C10 152.21(13) . . . . ?
N2 C1 P1 C10 -28.56(16) . . . . ?
C15 C10 P1 C1 -65.07(14) . . . . ?
C11 C10 P1 C1 119.52(13) . . . . ?
N3 C22 P2 C31 154.29(14) . . . . ?
N4 C22 P2 C31 -26.64(17) . . . . ?
C36 C31 P2 C22 -66.72(14) . . . . ?
C32 C31 P2 C22 116.81(13) . . . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.218
_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_ax1818_TippP_IMe2iPr2_cmpd4c
_database_code_depnum_ccdc_archive 'CCDC 2289303'
loop_
_audit_author_name
_audit_author_address
'Christian Hering-Junghans'
;Leibniz Institute for Catalysis Rostock
Germany
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2023-09-26 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         'C26 H43 N2 P'
_chemical_formula_sum            'C26 H43 N2 P'
_chemical_formula_weight         414.59

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'

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

# CRYSTAL DATA

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   16.679(2)
_cell_length_b                   17.697(2)
_cell_length_c                   18.581(3)
_cell_angle_alpha                89.3374(23)
_cell_angle_beta                 73.1646(21)
_cell_angle_gamma                78.0995(22)
_cell_volume                     5129.6(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.29

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.074
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.121
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9051
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_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            77951
_diffrn_reflns_av_unetI/netI     0.0723
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.146
_diffrn_reflns_theta_max         28.738
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             26528
_reflns_number_gt                15031
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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 isopropyl groups was found to be
 disordered and C20 and C21 were split  and 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0504P)²+2.6508P] 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         26528
_refine_ls_number_parameters     1110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1499
_refine_ls_wR_factor_gt          0.1201
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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 -0.36326(3) 0.98889(3) 0.83069(3) 0.02621(13) Uani 1 1 d . . . . .
N1 N -0.45894(10) 1.13753(10) 0.86609(9) 0.0218(4) Uani 1 1 d . . . . .
N2 N -0.32449(10) 1.13753(10) 0.85378(10) 0.0230(4) Uani 1 1 d . . . . .
C1 C -0.24962(12) 0.95637(12) 0.77394(11) 0.0222(4) Uani 1 1 d . . . . .
C2 C -0.19426(13) 0.90153(12) 0.80351(12) 0.0264(5) Uani 1 1 d . . . . .
C3 C -0.11259(13) 0.86671(13) 0.75783(12) 0.0283(5) Uani 1 1 d . . . . .
H3 H -0.0770 0.8291 0.7783 0.034 Uiso 1 1 calc R U . . .
C4 C -0.08197(13) 0.88510(13) 0.68427(12) 0.0277(5) Uani 1 1 d . . . . .
C5 C -0.13557(14) 0.93937(13) 0.65501(12) 0.0284(5) Uani 1 1 d . . . . .
H5 H -0.1152 0.9527 0.6043 0.034 Uiso 1 1 calc R U . . .
C6 C -0.21862(14) 0.97511(12) 0.69776(12) 0.0256(5) Uani 1 1 d . . . . .
C7 C -0.21937(15) 0.87932(14) 0.88538(13) 0.0362(6) Uani 1 1 d . . . . .
H7 H -0.2748 0.9150 0.9121 0.043 Uiso 1 1 calc R U . . .
C8 C -0.15379(19) 0.88953(18) 0.92549(15) 0.0552(8) Uani 1 1 d . . . . .
H8A H -0.1004 0.8513 0.9043 0.083 Uiso 1 1 calc R U . . .
H8B H -0.1765 0.8821 0.9794 0.083 Uiso 1 1 calc R U . . .
H8C H -0.1425 0.9417 0.9185 0.083 Uiso 1 1 calc R U . . .
C9 C -0.23476(17) 0.79725(15) 0.89128(15) 0.0485(7) Uani 1 1 d . . . . .
H9A H -0.2825 0.7940 0.8715 0.073 Uiso 1 1 calc R U . . .
H9B H -0.2488 0.7839 0.9442 0.073 Uiso 1 1 calc R U . . .
H9C H -0.1829 0.7611 0.8620 0.073 Uiso 1 1 calc R U . . .
C10 C 0.00822(13) 0.84513(14) 0.63785(13) 0.0309(5) Uani 1 1 d . . . . .
H10 H 0.0364 0.8164 0.6738 0.037 Uiso 1 1 calc R U . . .
C11 C 0.00654(16) 0.78581(17) 0.58112(16) 0.0506(7) Uani 1 1 d . . . . .
H11A H -0.0208 0.8115 0.5446 0.076 Uiso 1 1 calc R U . . .
H11B H -0.0260 0.7482 0.6070 0.076 Uiso 1 1 calc R U . . .
H11C H 0.0653 0.7591 0.5548 0.076 Uiso 1 1 calc R U . . .
C12 C 0.06323(16) 0.90114(16) 0.60090(18) 0.0553(8) Uani 1 1 d . . . . .
H12A H 0.0405 0.9276 0.5621 0.083 Uiso 1 1 calc R U . . .
H12B H 0.1222 0.8728 0.5778 0.083 Uiso 1 1 calc R U . . .
H12C H 0.0626 0.9394 0.6389 0.083 Uiso 1 1 calc R U . . .
C13 C -0.27500(15) 1.03204(13) 0.66073(12) 0.0299(5) Uani 1 1 d . . . . .
H13 H -0.3181 1.0677 0.7016 0.036 Uiso 1 1 calc R U . . .
C14 C -0.32436(17) 0.98881(14) 0.62354(15) 0.0424(6) Uani 1 1 d . . . . .
H14A H -0.2838 0.9527 0.5836 0.064 Uiso 1 1 calc R U . . .
H14B H -0.3621 1.0260 0.6019 0.064 Uiso 1 1 calc R U . . .
H14C H -0.3588 0.9601 0.6613 0.064 Uiso 1 1 calc R U . . .
C15 C -0.22582(17) 1.08198(15) 0.60366(14) 0.0426(6) Uani 1 1 d . . . . .
H15A H -0.1914 1.1066 0.6270 0.064 Uiso 1 1 calc R U . . .
H15B H -0.2666 1.1219 0.5878 0.064 Uiso 1 1 calc R U . . .
H15C H -0.1881 1.0493 0.5597 0.064 Uiso 1 1 calc R U . . .
C16 C -0.37872(12) 1.09017(12) 0.84861(11) 0.0206(4) Uani 1 1 d . . . . .
C17 C -0.45452(13) 1.21296(12) 0.88324(12) 0.0250(5) Uani 1 1 d . . . . .
C18 C -0.37153(14) 1.21335(12) 0.87432(12) 0.0256(5) Uani 1 1 d . . . . .
C19A C -0.53505(12) 1.10900(12) 0.86233(11) 0.0234(4) Uani 1 1 d . . . . .
H19A H -0.5132 1.0604 0.8294 0.028 Uiso 1 1 calc R U . A 1
C20A C -0.5835(4) 1.0864(5) 0.9404(4) 0.0337(14) Uani 0.67(2) 1 d . . P B 1
H20A H -0.6337 1.0677 0.9371 0.051 Uiso 0.67(2) 1 calc R U P B 1
H20B H -0.5456 1.0455 0.9583 0.051 Uiso 0.67(2) 1 calc R U P B 1
H20C H -0.6021 1.1317 0.9758 0.051 Uiso 0.67(2) 1 calc R U P B 1
C21A C -0.5940(4) 1.1639(3) 0.8268(5) 0.0345(15) Uani 0.67(2) 1 d . . P B 1
H21A H -0.6427 1.1412 0.8262 0.052 Uiso 0.67(2) 1 calc R U P B 1
H21B H -0.6149 1.2133 0.8561 0.052 Uiso 0.67(2) 1 calc R U P B 1
H21C H -0.5623 1.1724 0.7751 0.052 Uiso 0.67(2) 1 calc R U P B 1
C20B C -0.5625(17) 1.1449(15) 0.7959(12) 0.065(6) Uani 0.33(2) 1 d . . P B 2
H20D H -0.5132 1.1356 0.7505 0.098 Uiso 0.33(2) 1 calc R U P B 2
H20E H -0.6079 1.1215 0.7880 0.098 Uiso 0.33(2) 1 calc R U P B 2
H20F H -0.5841 1.2007 0.8065 0.098 Uiso 0.33(2) 1 calc R U P B 2
C21B C -0.6044(12) 1.1197(14) 0.9335(9) 0.046(4) Uani 0.33(2) 1 d . . P B 2
H21D H -0.6525 1.0995 0.9269 0.070 Uiso 0.33(2) 1 calc R U P B 2
H21E H -0.5835 1.0917 0.9726 0.070 Uiso 0.33(2) 1 calc R U P B 2
H21F H -0.6236 1.1748 0.9487 0.070 Uiso 0.33(2) 1 calc R U P B 2
C22 C -0.53071(15) 1.27793(13) 0.90995(14) 0.0350(5) Uani 1 1 d . . . . .
H22A H -0.5128 1.3230 0.9255 0.053 Uiso 1 1 calc R U . . .
H22B H -0.5729 1.2621 0.9528 0.053 Uiso 1 1 calc R U . . .
H22C H -0.5564 1.2914 0.8691 0.053 Uiso 1 1 calc R U . . .
C23 C -0.33289(16) 1.28168(14) 0.87940(16) 0.0415(6) Uani 1 1 d . . . . .
H23A H -0.3786 1.3279 0.8965 0.062 Uiso 1 1 calc R U . . .
H23B H -0.2954 1.2895 0.8297 0.062 Uiso 1 1 calc R U . . .
H23C H -0.2994 1.2723 0.9153 0.062 Uiso 1 1 calc R U . . .
C24 C -0.23627(13) 1.10692(13) 0.85740(12) 0.0279(5) Uani 1 1 d . . . . .
H24 H -0.2241 1.0499 0.8457 0.033 Uiso 1 1 calc R U . . .
C25 C -0.16980(15) 1.13855(17) 0.79700(14) 0.0448(7) Uani 1 1 d . . . . .
H25A H -0.1793 1.1324 0.7479 0.067 Uiso 1 1 calc R U . . .
H25B H -0.1122 1.1101 0.7953 0.067 Uiso 1 1 calc R U . . .
H25C H -0.1751 1.1935 0.8089 0.067 Uiso 1 1 calc R U . . .
C26 C -0.22877(15) 1.11668(15) 0.93622(13) 0.0369(6) Uani 1 1 d . . . . .
H26A H -0.2445 1.1717 0.9520 0.055 Uiso 1 1 calc R U . . .
H26B H -0.1696 1.0957 0.9362 0.055 Uiso 1 1 calc R U . . .
H26C H -0.2674 1.0889 0.9713 0.055 Uiso 1 1 calc R U . . .
P2 P 0.31765(4) 0.98410(3) 0.81454(3) 0.02742(13) Uani 1 1 d . . . . .
N3 N 0.25889(10) 0.84088(10) 0.82562(9) 0.0225(4) Uani 1 1 d . . . . .
N4 N 0.38179(11) 0.83570(10) 0.84831(10) 0.0260(4) Uani 1 1 d . . . . .
C27 C 0.25122(12) 1.01093(11) 0.74998(11) 0.0219(4) Uani 1 1 d . . . . .
C28 C 0.17431(13) 1.06812(12) 0.77458(11) 0.0238(4) Uani 1 1 d . . . . .
C29 C 0.12904(13) 1.09591(12) 0.72373(11) 0.0245(5) Uani 1 1 d . . . . .
H29 H 0.0782 1.1348 0.7409 0.029 Uiso 1 1 calc R U . . .
C30 C 0.15584(12) 1.06871(12) 0.64904(11) 0.0217(4) Uani 1 1 d . . . . .
C31 C 0.23097(13) 1.01252(12) 0.62556(11) 0.0243(4) Uani 1 1 d . . . . .
H31 H 0.2504 0.9932 0.5746 0.029 Uiso 1 1 calc R U . . .
C32 C 0.27914(12) 0.98332(12) 0.67371(12) 0.0227(4) Uani 1 1 d . . . . .
C33 C 0.13839(15) 1.09985(14) 0.85584(12) 0.0338(6) Uani 1 1 d . . . . .
H33 H 0.1662 1.0627 0.8869 0.041 Uiso 1 1 calc R U . . .
C34 C 0.16207(18) 1.17723(15) 0.86427(15) 0.0467(7) Uani 1 1 d . . . . .
H34A H 0.2246 1.1700 0.8509 0.070 Uiso 1 1 calc R U . . .
H34B H 0.1366 1.1977 0.9165 0.070 Uiso 1 1 calc R U . . .
H34C H 0.1403 1.2137 0.8308 0.070 Uiso 1 1 calc R U . . .
C35 C 0.04158(17) 1.10696(19) 0.88742(15) 0.0561(8) Uani 1 1 d . . . . .
H35A H 0.0234 1.1214 0.9414 0.084 Uiso 1 1 calc R U . . .
H35B H 0.0272 1.0573 0.8798 0.084 Uiso 1 1 calc R U . . .
H35C H 0.0121 1.1468 0.8614 0.084 Uiso 1 1 calc R U . . .
C36 C 0.10866(13) 1.10006(13) 0.59271(12) 0.0254(5) Uani 1 1 d . . . . .
H36 H 0.1226 1.0589 0.5519 0.031 Uiso 1 1 calc R U . . .
C37 C 0.01133(13) 1.12021(14) 0.62635(13) 0.0343(5) Uani 1 1 d . . . . .
H37A H -0.0085 1.0750 0.6500 0.051 Uiso 1 1 calc R U . . .
H37B H -0.0153 1.1356 0.5864 0.051 Uiso 1 1 calc R U . . .
H37C H -0.0046 1.1630 0.6643 0.051 Uiso 1 1 calc R U . . .
C38 C 0.14166(16) 1.16992(14) 0.55666(14) 0.0383(6) Uani 1 1 d . . . . .
H38A H 0.1297 1.2111 0.5955 0.057 Uiso 1 1 calc R U . . .
H38B H 0.1128 1.1886 0.5188 0.057 Uiso 1 1 calc R U . . .
H38C H 0.2036 1.1549 0.5325 0.057 Uiso 1 1 calc R U . . .
C39 C 0.36202(13) 0.92382(13) 0.64025(12) 0.0288(5) Uani 1 1 d . . . . .
H39 H 0.3822 0.9007 0.6829 0.035 Uiso 1 1 calc R U . . .
C40 C 0.34897(18) 0.85850(16) 0.59520(17) 0.0563(8) Uani 1 1 d . . . . .
H40A H 0.3305 0.8794 0.5522 0.084 Uiso 1 1 calc R U . . .
H40B H 0.3050 0.8337 0.6274 0.084 Uiso 1 1 calc R U . . .
H40C H 0.4030 0.8203 0.5770 0.084 Uiso 1 1 calc R U . . .
C41 C 0.43076(17) 0.96245(17) 0.5923(2) 0.0685(10) Uani 1 1 d . . . . .
H41A H 0.4101 0.9902 0.5531 0.103 Uiso 1 1 calc R U . . .
H41B H 0.4825 0.9231 0.5689 0.103 Uiso 1 1 calc R U . . .
H41C H 0.4442 0.9990 0.6240 0.103 Uiso 1 1 calc R U . . .
C42 C 0.31766(13) 0.88463(12) 0.82785(11) 0.0216(4) Uani 1 1 d . . . . .
C43 C 0.28720(14) 0.76513(13) 0.84467(13) 0.0295(5) Uani 1 1 d . . . . .
C44 C 0.36202(14) 0.76258(13) 0.85970(14) 0.0319(5) Uani 1 1 d . . . . .
C45 C 0.16851(12) 0.87686(13) 0.83244(11) 0.0240(5) Uani 1 1 d . . . . .
H45 H 0.1671 0.9326 0.8218 0.029 Uiso 1 1 calc R U . . .
C46 C 0.13402(16) 0.84449(17) 0.77509(14) 0.0433(6) Uani 1 1 d . . . . .
H46A H 0.1729 0.8462 0.7244 0.065 Uiso 1 1 calc R U . . .
H46B H 0.0771 0.8755 0.7781 0.065 Uiso 1 1 calc R U . . .
H46C H 0.1298 0.7908 0.7857 0.065 Uiso 1 1 calc R U . . .
C47 C 0.11207(15) 0.87553(15) 0.91284(12) 0.0369(6) Uani 1 1 d . . . . .
H47A H 0.1121 0.8218 0.9263 0.055 Uiso 1 1 calc R U . . .
H47B H 0.0534 0.9029 0.9169 0.055 Uiso 1 1 calc R U . . .
H47C H 0.1343 0.9010 0.9471 0.055 Uiso 1 1 calc R U . . .
C48 C 0.24379(16) 0.70022(14) 0.84071(16) 0.0421(6) Uani 1 1 d . . . . .
H48A H 0.2740 0.6533 0.8580 0.063 Uiso 1 1 calc R U . . .
H48B H 0.2445 0.6910 0.7886 0.063 Uiso 1 1 calc R U . . .
H48C H 0.1843 0.7137 0.8729 0.063 Uiso 1 1 calc R U . . .
C49 C 0.41665(17) 0.69534(15) 0.88433(19) 0.0559(8) Uani 1 1 d . . . . .
H49A H 0.3856 0.6533 0.8965 0.084 Uiso 1 1 calc R U . . .
H49B H 0.4303 0.7112 0.9290 0.084 Uiso 1 1 calc R U . . .
H49C H 0.4699 0.6775 0.8436 0.084 Uiso 1 1 calc R U . . .
C50 C 0.45958(13) 0.86053(13) 0.85290(12) 0.0265(5) Uani 1 1 d . . . . .
H50 H 0.4572 0.9128 0.8316 0.032 Uiso 1 1 calc R U . . .
C51 C 0.4604(2) 0.8707(2) 0.93216(15) 0.0751(12) Uani 1 1 d . . . . .
H51A H 0.4091 0.9084 0.9599 0.113 Uiso 1 1 calc R U . . .
H51B H 0.5116 0.8894 0.9326 0.113 Uiso 1 1 calc R U . . .
H51C H 0.4610 0.8210 0.9561 0.113 Uiso 1 1 calc R U . . .
C52 C 0.54115(17) 0.80925(19) 0.8049(2) 0.0760(11) Uani 1 1 d . . . . .
H52A H 0.5542 0.7617 0.8307 0.114 Uiso 1 1 calc R U . . .
H52B H 0.5884 0.8365 0.7965 0.114 Uiso 1 1 calc R U . . .
H52C H 0.5338 0.7963 0.7564 0.114 Uiso 1 1 calc R U . . .
P3 P 0.68091(4) 0.48745(3) 0.68210(3) 0.02529(13) Uani 1 1 d . . . . .
N5 N 0.61952(10) 0.63339(10) 0.64192(9) 0.0222(4) Uani 1 1 d . . . . .
N6 N 0.74087(10) 0.63053(10) 0.66694(9) 0.0220(4) Uani 1 1 d . . . . .
C53 C 0.74736(13) 0.46078(11) 0.74702(11) 0.0215(4) Uani 1 1 d . . . . .
C54 C 0.71915(12) 0.48934(12) 0.82306(11) 0.0224(4) Uani 1 1 d . . . . .
C55 C 0.76738(13) 0.46059(12) 0.87144(12) 0.0249(5) Uani 1 1 d . . . . .
H55 H 0.7484 0.4808 0.9221 0.030 Uiso 1 1 calc R U . . .
C56 C 0.84185(13) 0.40370(12) 0.84838(11) 0.0233(4) Uani 1 1 d . . . . .
C57 C 0.86823(13) 0.37532(12) 0.77392(11) 0.0250(5) Uani 1 1 d . . . . .
H57 H 0.9184 0.3356 0.7573 0.030 Uiso 1 1 calc R U . . .
C58 C 0.82365(13) 0.40318(12) 0.72277(11) 0.0232(4) Uani 1 1 d . . . . .
C59 C 0.63645(13) 0.54937(13) 0.85519(12) 0.0287(5) Uani 1 1 d . . . . .
H59 H 0.6189 0.5740 0.8118 0.034 Uiso 1 1 calc R U . . .
C60 C 0.6474(2) 0.61302(18) 0.90341(18) 0.0679(10) Uani 1 1 d . . . . .
H60A H 0.6634 0.5907 0.9471 0.102 Uiso 1 1 calc R U . . .
H60B H 0.5933 0.6513 0.9206 0.102 Uiso 1 1 calc R U . . .
H60C H 0.6925 0.6381 0.8736 0.102 Uiso 1 1 calc R U . . .
C61 C 0.56619(17) 0.50937(18) 0.8986(2) 0.0816(13) Uani 1 1 d . . . . .
H61A H 0.5571 0.4721 0.8647 0.122 Uiso 1 1 calc R U . . .
H61B H 0.5130 0.5480 0.9192 0.122 Uiso 1 1 calc R U . . .
H61C H 0.5832 0.4823 0.9399 0.122 Uiso 1 1 calc R U . . .
C62 C 0.89070(13) 0.37405(13) 0.90419(12) 0.0258(5) Uani 1 1 d . . . . .
H62 H 0.8788 0.4168 0.9430 0.031 Uiso 1 1 calc R U . . .
C63 C 0.85820(18) 0.30623(16) 0.94474(15) 0.0467(7) Uani 1 1 d . . . . .
H63A H 0.7973 0.3229 0.9725 0.070 Uiso 1 1 calc R U . . .
H63B H 0.8908 0.2878 0.9801 0.070 Uiso 1 1 calc R U . . .
H63C H 0.8656 0.2643 0.9078 0.070 Uiso 1 1 calc R U . . .
C64 C 0.98748(14) 0.35271(15) 0.86831(13) 0.0394(6) Uani 1 1 d . . . . .
H64A H 1.0018 0.3087 0.8320 0.059 Uiso 1 1 calc R U . . .
H64B H 1.0157 0.3387 0.9075 0.059 Uiso 1 1 calc R U . . .
H64C H 1.0072 0.3970 0.8424 0.059 Uiso 1 1 calc R U . . .
C65 C 0.85827(14) 0.37140(13) 0.64160(12) 0.0300(5) Uani 1 1 d . . . . .
H65 H 0.8327 0.4103 0.6106 0.036 Uiso 1 1 calc R U . . .
C66 C 0.82889(16) 0.29677(15) 0.63272(14) 0.0409(6) Uani 1 1 d . . . . .
H66A H 0.8509 0.2577 0.6640 0.061 Uiso 1 1 calc R U . . .
H66B H 0.8508 0.2778 0.5798 0.061 Uiso 1 1 calc R U . . .
H66C H 0.7661 0.3069 0.6486 0.061 Uiso 1 1 calc R U . . .
C67 C 0.95578(15) 0.35954(16) 0.60988(13) 0.0421(6) Uani 1 1 d . . . . .
H67A H 0.9735 0.4075 0.6176 0.063 Uiso 1 1 calc R U . . .
H67B H 0.9731 0.3454 0.5559 0.063 Uiso 1 1 calc R U . . .
H67C H 0.9832 0.3181 0.6358 0.063 Uiso 1 1 calc R U . . .
C68 C 0.68250(12) 0.58615(12) 0.66561(11) 0.0203(4) Uani 1 1 d . . . . .
C69 C 0.64046(13) 0.70575(12) 0.62672(12) 0.0265(5) Uani 1 1 d . . . . .
C70 C 0.71383(13) 0.70502(12) 0.64325(12) 0.0248(5) Uani 1 1 d . . . . .
C71 C 0.54454(13) 0.60601(13) 0.63413(12) 0.0263(5) Uani 1 1 d . . . . .
H71 H 0.5406 0.5597 0.6652 0.032 Uiso 1 1 calc R U . . .
C72 C 0.55833(18) 0.57750(18) 0.55412(14) 0.0520(8) Uani 1 1 d . . . . .
H72A H 0.5577 0.6215 0.5216 0.078 Uiso 1 1 calc R U . . .
H72B H 0.5124 0.5513 0.5526 0.078 Uiso 1 1 calc R U . . .
H72C H 0.6138 0.5412 0.5363 0.078 Uiso 1 1 calc R U . . .
C73 C 0.46004(15) 0.66308(15) 0.66586(19) 0.0536(8) Uani 1 1 d . . . . .
H73A H 0.4591 0.6871 0.7135 0.080 Uiso 1 1 calc R U . . .
H73B H 0.4127 0.6359 0.6748 0.080 Uiso 1 1 calc R U . . .
H73C H 0.4537 0.7032 0.6299 0.080 Uiso 1 1 calc R U . . .
C74 C 0.58863(15) 0.76989(13) 0.59521(15) 0.0398(6) Uani 1 1 d . . . . .
H74A H 0.5340 0.7905 0.6334 0.060 Uiso 1 1 calc R U . . .
H74B H 0.5775 0.7499 0.5509 0.060 Uiso 1 1 calc R U . . .
H74C H 0.6204 0.8112 0.5808 0.060 Uiso 1 1 calc R U . . .
C75 C 0.75772(15) 0.77047(13) 0.64423(15) 0.0373(6) Uani 1 1 d . . . . .
H75A H 0.7288 0.8158 0.6238 0.056 Uiso 1 1 calc R U . . .
H75B H 0.8177 0.7554 0.6134 0.056 Uiso 1 1 calc R U . . .
H75C H 0.7554 0.7830 0.6961 0.056 Uiso 1 1 calc R U . . .
C76 C 0.83080(13) 0.59515(13) 0.66327(12) 0.0261(5) Uani 1 1 d . . . . .
H76 H 0.8316 0.5403 0.6773 0.031 Uiso 1 1 calc R U . . .
C77 C 0.86299(16) 0.63246(16) 0.71961(14) 0.0435(6) Uani 1 1 d . . . . .
H77A H 0.8668 0.6856 0.7062 0.065 Uiso 1 1 calc R U . . .
H77B H 0.9198 0.6028 0.7188 0.065 Uiso 1 1 calc R U . . .
H77C H 0.8231 0.6331 0.7702 0.065 Uiso 1 1 calc R U . . .
C78 C 0.88894(14) 0.59188(14) 0.58261(13) 0.0359(6) Uani 1 1 d . . . . .
H78A H 0.8675 0.5637 0.5496 0.054 Uiso 1 1 calc R U . . .
H78B H 0.9473 0.5653 0.5805 0.054 Uiso 1 1 calc R U . . .
H78C H 0.8894 0.6446 0.5659 0.054 Uiso 1 1 calc R U . . .
P4 P 1.36479(3) 0.48120(3) 0.67072(3) 0.02673(13) Uani 1 1 d . . . . .
N7 N 1.32228(11) 0.33339(10) 0.65319(10) 0.0249(4) Uani 1 1 d . . . . .
N8 N 1.45657(11) 0.33017(10) 0.64453(10) 0.0278(4) Uani 1 1 d . . . . .
C79 C 1.25091(13) 0.51496(12) 0.72622(11) 0.0235(4) Uani 1 1 d . . . . .
C80 C 1.21873(13) 0.49659(12) 0.80272(11) 0.0243(4) Uani 1 1 d . . . . .
C81 C 1.13584(13) 0.53242(12) 0.84449(12) 0.0259(5) Uani 1 1 d . . . . .
H81 H 1.1148 0.5191 0.8952 0.031 Uiso 1 1 calc R U . . .
C82 C 1.08260(13) 0.58703(12) 0.81471(11) 0.0235(4) Uani 1 1 d . . . . .
C83 C 1.11437(13) 0.60444(12) 0.74044(12) 0.0258(5) Uani 1 1 d . . . . .
H83 H 1.0790 0.6413 0.7191 0.031 Uiso 1 1 calc R U . . .
C84 C 1.19655(14) 0.56979(12) 0.69564(11) 0.0260(5) Uani 1 1 d . . . . .
C85 C 1.27413(14) 0.44074(13) 0.84119(12) 0.0281(5) Uani 1 1 d . . . . .
H85 H 1.3174 0.4043 0.8010 0.034 Uiso 1 1 calc R U . . .
C86 C 1.22468(17) 0.39205(16) 0.89847(15) 0.0499(7) Uani 1 1 d . . . . .
H86A H 1.1858 0.4255 0.9414 0.075 Uiso 1 1 calc R U . . .
H86B H 1.2650 0.3532 0.9159 0.075 Uiso 1 1 calc R U . . .
H86C H 1.1914 0.3661 0.8750 0.075 Uiso 1 1 calc R U . . .
C87 C 1.32336(19) 0.48502(16) 0.87741(17) 0.0515(7) Uani 1 1 d . . . . .
H87A H 1.3579 0.5131 0.8390 0.077 Uiso 1 1 calc R U . . .
H87B H 1.3610 0.4485 0.8997 0.077 Uiso 1 1 calc R U . . .
H87C H 1.2827 0.5218 0.9168 0.077 Uiso 1 1 calc R U . . .
C88 C 0.99224(13) 0.62589(13) 0.86119(12) 0.0269(5) Uani 1 1 d . . . . .
H88 H 0.9664 0.6614 0.8278 0.032 Uiso 1 1 calc R U . . .
C89 C 0.93536(15) 0.56847(15) 0.88782(15) 0.0417(6) Uani 1 1 d . . . . .
H89A H 0.9358 0.5371 0.8445 0.063 Uiso 1 1 calc R U . . .
H89B H 0.8767 0.5964 0.9128 0.063 Uiso 1 1 calc R U . . .
H89C H 0.9568 0.5347 0.9234 0.063 Uiso 1 1 calc R U . . .
C90 C 0.99380(15) 0.67513(16) 0.92721(14) 0.0448(7) Uani 1 1 d . . . . .
H90A H 1.0209 0.6423 0.9601 0.067 Uiso 1 1 calc R U . . .
H90B H 0.9350 0.6998 0.9557 0.067 Uiso 1 1 calc R U . . .
H90C H 1.0265 0.7150 0.9083 0.067 Uiso 1 1 calc R U . . .
C91 C 1.22298(15) 0.59250(14) 0.61387(12) 0.0362(6) Uani 1 1 d . . . . .
H91 H 1.2809 0.5599 0.5885 0.043 Uiso 1 1 calc R U . . .
C92 C 1.1614(2) 0.57640(17) 0.57146(14) 0.0530(8) Uani 1 1 d . . . . .
H92A H 1.1560 0.5224 0.5765 0.080 Uiso 1 1 calc R U . . .
H92B H 1.1839 0.5861 0.5181 0.080 Uiso 1 1 calc R U . . .
H92C H 1.1050 0.6105 0.5927 0.080 Uiso 1 1 calc R U . . .
C93 C 1.23087(16) 0.67692(15) 0.60921(14) 0.0419(6) Uani 1 1 d . . . . .
H93A H 1.1763 0.7101 0.6376 0.063 Uiso 1 1 calc R U . . .
H93B H 1.2453 0.6906 0.5564 0.063 Uiso 1 1 calc R U . . .
H93C H 1.2761 0.6843 0.6307 0.063 Uiso 1 1 calc R U . . .
C94 C 1.37824(13) 0.37968(12) 0.65719(11) 0.0234(4) Uani 1 1 d . . . . .
C95 C 1.36660(14) 0.25595(13) 0.63870(13) 0.0299(5) Uani 1 1 d . . . . .
C96 C 1.44940(14) 0.25446(13) 0.63224(13) 0.0309(5) Uani 1 1 d . . . . .
C97 C 1.23737(13) 0.36521(13) 0.64321(12) 0.0269(5) Uani 1 1 d . . . . .
H97 H 1.2280 0.4227 0.6497 0.032 Uiso 1 1 calc R U . . .
C98 C 1.23554(15) 0.34822(14) 0.56374(13) 0.0349(5) Uani 1 1 d . . . . .
H98A H 1.2791 0.3703 0.5275 0.052 Uiso 1 1 calc R U . . .
H98B H 1.1788 0.3713 0.5588 0.052 Uiso 1 1 calc R U . . .
H98C H 1.2475 0.2922 0.5537 0.052 Uiso 1 1 calc R U . . .
C99 C 1.16508(15) 0.34125(17) 0.70379(13) 0.0427(6) Uani 1 1 d . . . . .
H99A H 1.1684 0.2857 0.6970 0.064 Uiso 1 1 calc R U . . .
H99B H 1.1098 0.3702 0.6998 0.064 Uiso 1 1 calc R U . . .
H99C H 1.1704 0.3524 0.7535 0.064 Uiso 1 1 calc R U . . .
C100 C 1.32540(16) 0.18899(14) 0.63679(16) 0.0434(6) Uani 1 1 d . . . . .
H10A H 1.3696 0.1413 0.6231 0.065 Uiso 1 1 calc R U . . .
H10B H 1.2937 0.1968 0.5995 0.065 Uiso 1 1 calc R U . . .
H10C H 1.2858 0.1849 0.6866 0.065 Uiso 1 1 calc R U . . .
C101 C 1.52256(16) 0.18553(15) 0.61525(17) 0.0478(7) Uani 1 1 d . . . . .
H10D H 1.5017 0.1391 0.6080 0.072 Uiso 1 1 calc R U . . .
H10E H 1.5473 0.1791 0.6574 0.072 Uiso 1 1 calc R U . . .
H10F H 1.5665 0.1933 0.5693 0.072 Uiso 1 1 calc R U . . .
C102 C 1.53398(13) 0.35649(13) 0.64817(12) 0.0264(5) Uani 1 1 d . . . . .
H102 H 1.5157 0.4133 0.6615 0.032 Uiso 1 1 calc R U . . .
C103 C 1.5669(2) 0.3202(2) 0.71069(17) 0.0644(10) Uani 1 1 d . . . . .
H10G H 1.5191 0.3242 0.7570 0.097 Uiso 1 1 calc R U . . .
H10H H 1.6094 0.3471 0.7191 0.097 Uiso 1 1 calc R U . . .
H10I H 1.5935 0.2656 0.6967 0.097 Uiso 1 1 calc R U . . .
C104 C 1.60161(16) 0.34711(18) 0.57298(14) 0.0487(7) Uani 1 1 d . . . . .
H10J H 1.6263 0.2920 0.5601 0.073 Uiso 1 1 calc R U . . .
H10K H 1.6468 0.3737 0.5756 0.073 Uiso 1 1 calc R U . . .
H10L H 1.5757 0.3695 0.5344 0.073 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 C16 1.778(2) . ?
P1 C1 1.855(2) . ?
N1 C16 1.375(2) . ?
N1 C17 1.397(3) . ?
N1 C19A 1.479(3) . ?
N2 C16 1.376(3) . ?
N2 C18 1.402(3) . ?
N2 C24 1.480(3) . ?
C1 C2 1.417(3) . ?
C1 C6 1.420(3) . ?
C2 C3 1.397(3) . ?
C2 C7 1.526(3) . ?
C3 C4 1.374(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 C10 1.527(3) . ?
C5 C6 1.401(3) . ?
C5 H5 0.9500 . ?
C6 C13 1.530(3) . ?
C7 C9 1.524(4) . ?
C7 C8 1.530(4) . ?
C7 H7 1.0000 . ?
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 C11 1.506(3) . ?
C10 C12 1.513(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.530(3) . ?
C13 C15 1.533(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 . ?
C17 C18 1.347(3) . ?
C17 C22 1.493(3) . ?
C18 C23 1.498(3) . ?
C19A C21B 1.468(15) . ?
C19A C21A 1.521(6) . ?
C19A C20B 1.525(12) . ?
C19A C20A 1.536(7) . ?
C19A H19A 1.0000 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 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 . ?
C24 C26 1.520(3) . ?
C24 C25 1.524(3) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P2 C42 1.775(2) . ?
P2 C27 1.852(2) . ?
N3 C42 1.378(3) . ?
N3 C43 1.403(3) . ?
N3 C45 1.480(2) . ?
N4 C42 1.373(2) . ?
N4 C44 1.399(3) . ?
N4 C50 1.478(3) . ?
C27 C32 1.416(3) . ?
C27 C28 1.419(3) . ?
C28 C29 1.398(3) . ?
C28 C33 1.520(3) . ?
C29 C30 1.387(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(3) . ?
C30 C36 1.519(3) . ?
C31 C32 1.395(3) . ?
C31 H31 0.9500 . ?
C32 C39 1.524(3) . ?
C33 C34 1.523(4) . ?
C33 C35 1.528(3) . ?
C33 H33 1.0000 . ?
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 C38 1.526(3) . ?
C36 C37 1.527(3) . ?
C36 H36 1.0000 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C41 1.514(3) . ?
C39 C40 1.522(4) . ?
C39 H39 1.0000 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 C44 1.347(3) . ?
C43 C48 1.492(3) . ?
C44 C49 1.496(3) . ?
C45 C46 1.517(3) . ?
C45 C47 1.521(3) . ?
C45 H45 1.0000 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 C51 1.490(3) . ?
C50 C52 1.509(3) . ?
C50 H50 1.0000 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
P3 C68 1.774(2) . ?
P3 C53 1.858(2) . ?
N5 C68 1.376(2) . ?
N5 C69 1.400(3) . ?
N5 C71 1.475(3) . ?
N6 C68 1.377(3) . ?
N6 C70 1.411(3) . ?
N6 C76 1.484(2) . ?
C53 C58 1.416(3) . ?
C53 C54 1.417(3) . ?
C54 C55 1.398(3) . ?
C54 C59 1.523(3) . ?
C55 C56 1.388(3) . ?
C55 H55 0.9500 . ?
C56 C57 1.390(3) . ?
C56 C62 1.521(3) . ?
C57 C58 1.395(3) . ?
C57 H57 0.9500 . ?
C58 C65 1.518(3) . ?
C59 C61 1.519(3) . ?
C59 C60 1.519(4) . ?
C59 H59 1.0000 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C63 1.521(3) . ?
C62 C64 1.524(3) . ?
C62 H62 1.0000 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 C66 1.527(3) . ?
C65 C67 1.531(3) . ?
C65 H65 1.0000 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C69 C70 1.343(3) . ?
C69 C74 1.501(3) . ?
C70 C75 1.495(3) . ?
C71 C72 1.513(3) . ?
C71 C73 1.516(3) . ?
C71 H71 1.0000 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 C77 1.519(3) . ?
C76 C78 1.525(3) . ?
C76 H76 1.0000 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
P4 C94 1.776(2) . ?
P4 C79 1.855(2) . ?
N7 C94 1.380(3) . ?
N7 C95 1.404(3) . ?
N7 C97 1.476(3) . ?
N8 C94 1.373(3) . ?
N8 C96 1.397(3) . ?
N8 C102 1.479(3) . ?
C79 C84 1.417(3) . ?
C79 C80 1.426(3) . ?
C80 C81 1.394(3) . ?
C80 C85 1.527(3) . ?
C81 C82 1.395(3) . ?
C81 H81 0.9500 . ?
C82 C83 1.383(3) . ?
C82 C88 1.524(3) . ?
C83 C84 1.397(3) . ?
C83 H83 0.9500 . ?
C84 C91 1.528(3) . ?
C85 C86 1.523(3) . ?
C85 C87 1.529(3) . ?
C85 H85 1.0000 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C87 H87A 0.9800 . ?
C87 H87B 0.9800 . ?
C87 H87C 0.9800 . ?
C88 C89 1.514(3) . ?
C88 C90 1.522(3) . ?
C88 H88 1.0000 . ?
C89 H89A 0.9800 . ?
C89 H89B 0.9800 . ?
C89 H89C 0.9800 . ?
C90 H90A 0.9800 . ?
C90 H90B 0.9800 . ?
C90 H90C 0.9800 . ?
C91 C93 1.526(4) . ?
C91 C92 1.534(4) . ?
C91 H91 1.0000 . ?
C92 H92A 0.9800 . ?
C92 H92B 0.9800 . ?
C92 H92C 0.9800 . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C95 C96 1.346(3) . ?
C95 C100 1.493(3) . ?
C96 C101 1.500(3) . ?
C97 C98 1.520(3) . ?
C97 C99 1.521(3) . ?
C97 H97 1.0000 . ?
C98 H98A 0.9800 . ?
C98 H98B 0.9800 . ?
C98 H98C 0.9800 . ?
C99 H99A 0.9800 . ?
C99 H99B 0.9800 . ?
C99 H99C 0.9800 . ?
C100 H10A 0.9800 . ?
C100 H10B 0.9800 . ?
C100 H10C 0.9800 . ?
C101 H10D 0.9800 . ?
C101 H10E 0.9800 . ?
C101 H10F 0.9800 . ?
C102 C104 1.506(3) . ?
C102 C103 1.507(3) . ?
C102 H102 1.0000 . ?
C103 H10G 0.9800 . ?
C103 H10H 0.9800 . ?
C103 H10I 0.9800 . ?
C104 H10J 0.9800 . ?
C104 H10K 0.9800 . ?
C104 H10L 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
C16 P1 C1 105.88(9) . . ?
C16 N1 C17 110.08(16) . . ?
C16 N1 C19A 122.00(17) . . ?
C17 N1 C19A 127.86(16) . . ?
C16 N2 C18 109.68(17) . . ?
C16 N2 C24 122.51(17) . . ?
C18 N2 C24 125.83(17) . . ?
C2 C1 C6 117.87(18) . . ?
C2 C1 P1 118.84(15) . . ?
C6 C1 P1 122.63(15) . . ?
C3 C2 C1 120.16(19) . . ?
C3 C2 C7 117.38(19) . . ?
C1 C2 C7 122.44(19) . . ?
C4 C3 C2 122.2(2) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C3 C4 C5 117.98(19) . . ?
C3 C4 C10 119.3(2) . . ?
C5 C4 C10 122.7(2) . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.46(19) . . ?
C5 C6 C13 119.24(19) . . ?
C1 C6 C13 121.28(19) . . ?
C9 C7 C2 111.1(2) . . ?
C9 C7 C8 110.9(2) . . ?
C2 C7 C8 112.5(2) . . ?
C9 C7 H7 107.4 . . ?
C2 C7 H7 107.4 . . ?
C8 C7 H7 107.4 . . ?
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 . . ?
C11 C10 C12 111.2(2) . . ?
C11 C10 C4 111.83(19) . . ?
C12 C10 C4 113.3(2) . . ?
C11 C10 H10 106.7 . . ?
C12 C10 H10 106.7 . . ?
C4 C10 H10 106.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C13 C14 110.15(18) . . ?
C6 C13 C15 113.98(19) . . ?
C14 C13 C15 110.1(2) . . ?
C6 C13 H13 107.4 . . ?
C14 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 . . ?
N1 C16 N2 105.30(17) . . ?
N1 C16 P1 121.37(15) . . ?
N2 C16 P1 133.21(15) . . ?
C18 C17 N1 107.36(18) . . ?
C18 C17 C22 128.4(2) . . ?
N1 C17 C22 124.19(19) . . ?
C17 C18 N2 107.56(18) . . ?
C17 C18 C23 127.7(2) . . ?
N2 C18 C23 124.6(2) . . ?
C21B C19A N1 113.9(6) . . ?
N1 C19A C21A 114.1(3) . . ?
C21B C19A C20B 113.9(7) . . ?
N1 C19A C20B 108.0(6) . . ?
N1 C19A C20A 110.3(3) . . ?
C21A C19A C20A 111.9(3) . . ?
N1 C19A H19A 106.7 . . ?
C21A C19A H19A 106.7 . . ?
C20A C19A H19A 106.7 . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C19A C21A H21A 109.5 . . ?
C19A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C19A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C19A C20B H20D 109.5 . . ?
C19A C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C19A C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C19A C21B H21D 109.5 . . ?
C19A C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
C19A C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
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 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 C26 112.06(17) . . ?
N2 C24 C25 112.12(18) . . ?
C26 C24 C25 113.33(19) . . ?
N2 C24 H24 106.2 . . ?
C26 C24 H24 106.2 . . ?
C25 C24 H24 106.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C42 P2 C27 103.79(9) . . ?
C42 N3 C43 109.55(17) . . ?
C42 N3 C45 121.71(17) . . ?
C43 N3 C45 124.57(17) . . ?
C42 N4 C44 109.57(17) . . ?
C42 N4 C50 122.01(17) . . ?
C44 N4 C50 128.37(17) . . ?
C32 C27 C28 118.04(18) . . ?
C32 C27 P2 122.30(15) . . ?
C28 C27 P2 119.24(15) . . ?
C29 C28 C27 119.91(19) . . ?
C29 C28 C33 118.38(18) . . ?
C27 C28 C33 121.71(18) . . ?
C30 C29 C28 122.28(19) . . ?
C30 C29 H29 118.9 . . ?
C28 C29 H29 118.9 . . ?
C29 C30 C31 117.39(18) . . ?
C29 C30 C36 122.78(18) . . ?
C31 C30 C36 119.78(18) . . ?
C30 C31 C32 122.72(19) . . ?
C30 C31 H31 118.6 . . ?
C32 C31 H31 118.6 . . ?
C31 C32 C27 119.65(18) . . ?
C31 C32 C39 117.54(19) . . ?
C27 C32 C39 122.78(18) . . ?
C28 C33 C34 110.63(19) . . ?
C28 C33 C35 113.3(2) . . ?
C34 C33 C35 110.5(2) . . ?
C28 C33 H33 107.4 . . ?
C34 C33 H33 107.4 . . ?
C35 C33 H33 107.4 . . ?
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 . . ?
C30 C36 C38 109.75(17) . . ?
C30 C36 C37 113.55(17) . . ?
C38 C36 C37 110.71(19) . . ?
C30 C36 H36 107.5 . . ?
C38 C36 H36 107.5 . . ?
C37 C36 H36 107.5 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C41 C39 C40 110.7(2) . . ?
C41 C39 C32 110.49(19) . . ?
C40 C39 C32 112.21(19) . . ?
C41 C39 H39 107.7 . . ?
C40 C39 H39 107.7 . . ?
C32 C39 H39 107.7 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N4 C42 N3 105.74(17) . . ?
N4 C42 P2 122.15(15) . . ?
N3 C42 P2 132.01(15) . . ?
C44 C43 N3 107.25(19) . . ?
C44 C43 C48 128.5(2) . . ?
N3 C43 C48 124.1(2) . . ?
C43 C44 N4 107.87(18) . . ?
C43 C44 C49 127.9(2) . . ?
N4 C44 C49 124.2(2) . . ?
N3 C45 C46 113.79(18) . . ?
N3 C45 C47 110.86(16) . . ?
C46 C45 C47 112.72(19) . . ?
N3 C45 H45 106.3 . . ?
C46 C45 H45 106.3 . . ?
C47 C45 H45 106.3 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C43 C48 H48A 109.5 . . ?
C43 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C43 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C44 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N4 C50 C51 112.23(19) . . ?
N4 C50 C52 112.8(2) . . ?
C51 C50 C52 112.2(3) . . ?
N4 C50 H50 106.3 . . ?
C51 C50 H50 106.3 . . ?
C52 C50 H50 106.3 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C68 P3 C53 104.60(9) . . ?
C68 N5 C69 109.50(16) . . ?
C68 N5 C71 121.69(16) . . ?
C69 N5 C71 128.80(16) . . ?
C68 N6 C70 109.43(16) . . ?
C68 N6 C76 121.76(17) . . ?
C70 N6 C76 124.51(17) . . ?
C58 C53 C54 118.47(18) . . ?
C58 C53 P3 119.10(15) . . ?
C54 C53 P3 121.99(15) . . ?
C55 C54 C53 119.38(18) . . ?
C55 C54 C59 118.17(18) . . ?
C53 C54 C59 122.43(18) . . ?
C56 C55 C54 122.58(19) . . ?
C56 C55 H55 118.7 . . ?
C54 C55 H55 118.7 . . ?
C55 C56 C57 117.52(18) . . ?
C55 C56 C62 119.97(19) . . ?
C57 C56 C62 122.51(18) . . ?
C56 C57 C58 122.30(19) . . ?
C56 C57 H57 118.9 . . ?
C58 C57 H57 118.9 . . ?
C57 C58 C53 119.73(19) . . ?
C57 C58 C65 119.24(18) . . ?
C53 C58 C65 121.03(18) . . ?
C61 C59 C60 111.5(3) . . ?
C61 C59 C54 109.45(19) . . ?
C60 C59 C54 112.7(2) . . ?
C61 C59 H59 107.7 . . ?
C60 C59 H59 107.7 . . ?
C54 C59 H59 107.7 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 H61A 109.5 . . ?
C59 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C59 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C63 C62 C56 110.82(18) . . ?
C63 C62 C64 110.7(2) . . ?
C56 C62 C64 113.12(17) . . ?
C63 C62 H62 107.3 . . ?
C56 C62 H62 107.3 . . ?
C64 C62 H62 107.3 . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C62 C64 H64A 109.5 . . ?
C62 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C62 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C58 C65 C66 110.68(19) . . ?
C58 C65 C67 113.61(19) . . ?
C66 C65 C67 110.77(19) . . ?
C58 C65 H65 107.1 . . ?
C66 C65 H65 107.1 . . ?
C67 C65 H65 107.1 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C65 C67 H67A 109.5 . . ?
C65 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C65 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
N5 C68 N6 105.77(16) . . ?
N5 C68 P3 121.39(15) . . ?
N6 C68 P3 132.71(15) . . ?
C70 C69 N5 108.03(17) . . ?
C70 C69 C74 128.1(2) . . ?
N5 C69 C74 123.82(19) . . ?
C69 C70 N6 107.23(18) . . ?
C69 C70 C75 128.6(2) . . ?
N6 C70 C75 123.96(19) . . ?
N5 C71 C72 111.48(18) . . ?
N5 C71 C73 113.97(19) . . ?
C72 C71 C73 112.8(2) . . ?
N5 C71 H71 105.9 . . ?
C72 C71 H71 105.9 . . ?
C73 C71 H71 105.9 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C71 C73 H73A 109.5 . . ?
C71 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C71 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C69 C74 H74A 109.5 . . ?
C69 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C69 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C70 C75 H75A 109.5 . . ?
C70 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C70 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
N6 C76 C77 113.31(19) . . ?
N6 C76 C78 110.44(16) . . ?
C77 C76 C78 113.18(19) . . ?
N6 C76 H76 106.5 . . ?
C77 C76 H76 106.5 . . ?
C78 C76 H76 106.5 . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C76 C78 H78A 109.5 . . ?
C76 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C76 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C94 P4 C79 104.87(9) . . ?
C94 N7 C95 109.67(17) . . ?
C94 N7 C97 122.26(18) . . ?
C95 N7 C97 125.74(18) . . ?
C94 N8 C96 110.13(17) . . ?
C94 N8 C102 122.48(18) . . ?
C96 N8 C102 127.31(17) . . ?
C84 C79 C80 118.04(18) . . ?
C84 C79 P4 118.98(15) . . ?
C80 C79 P4 122.36(15) . . ?
C81 C80 C79 119.50(18) . . ?
C81 C80 C85 118.90(18) . . ?
C79 C80 C85 121.55(18) . . ?
C80 C81 C82 122.52(19) . . ?
C80 C81 H81 118.7 . . ?
C82 C81 H81 118.7 . . ?
C83 C82 C81 117.54(19) . . ?
C83 C82 C88 120.57(18) . . ?
C81 C82 C88 121.89(18) . . ?
C82 C83 C84 122.47(19) . . ?
C82 C83 H83 118.8 . . ?
C84 C83 H83 118.8 . . ?
C83 C84 C79 119.93(19) . . ?
C83 C84 C91 117.26(19) . . ?
C79 C84 C91 122.80(19) . . ?
C86 C85 C80 114.08(19) . . ?
C86 C85 C87 110.6(2) . . ?
C80 C85 C87 109.94(18) . . ?
C86 C85 H85 107.3 . . ?
C80 C85 H85 107.3 . . ?
C87 C85 H85 107.3 . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
C85 C87 H87A 109.5 . . ?
C85 C87 H87B 109.5 . . ?
H87A C87 H87B 109.5 . . ?
C85 C87 H87C 109.5 . . ?
H87A C87 H87C 109.5 . . ?
H87B C87 H87C 109.5 . . ?
C89 C88 C90 110.9(2) . . ?
C89 C88 C82 112.42(19) . . ?
C90 C88 C82 111.28(18) . . ?
C89 C88 H88 107.3 . . ?
C90 C88 H88 107.3 . . ?
C82 C88 H88 107.3 . . ?
C88 C89 H89A 109.5 . . ?
C88 C89 H89B 109.5 . . ?
H89A C89 H89B 109.5 . . ?
C88 C89 H89C 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
C88 C90 H90A 109.5 . . ?
C88 C90 H90B 109.5 . . ?
H90A C90 H90B 109.5 . . ?
C88 C90 H90C 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
C93 C91 C84 111.14(19) . . ?
C93 C91 C92 110.9(2) . . ?
C84 C91 C92 111.8(2) . . ?
C93 C91 H91 107.6 . . ?
C84 C91 H91 107.6 . . ?
C92 C91 H91 107.6 . . ?
C91 C92 H92A 109.5 . . ?
C91 C92 H92B 109.5 . . ?
H92A C92 H92B 109.5 . . ?
C91 C92 H92C 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C91 C93 H93A 109.5 . . ?
C91 C93 H93B 109.5 . . ?
H93A C93 H93B 109.5 . . ?
C91 C93 H93C 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
N8 C94 N7 105.23(18) . . ?
N8 C94 P4 122.20(15) . . ?
N7 C94 P4 132.51(16) . . ?
C96 C95 N7 107.35(19) . . ?
C96 C95 C100 128.0(2) . . ?
N7 C95 C100 124.6(2) . . ?
C95 C96 N8 107.60(19) . . ?
C95 C96 C101 127.7(2) . . ?
N8 C96 C101 124.7(2) . . ?
N7 C97 C98 111.72(18) . . ?
N7 C97 C99 112.39(18) . . ?
C98 C97 C99 113.20(19) . . ?
N7 C97 H97 106.3 . . ?
C98 C97 H97 106.3 . . ?
C99 C97 H97 106.3 . . ?
C97 C98 H98A 109.5 . . ?
C97 C98 H98B 109.5 . . ?
H98A C98 H98B 109.5 . . ?
C97 C98 H98C 109.5 . . ?
H98A C98 H98C 109.5 . . ?
H98B C98 H98C 109.5 . . ?
C97 C99 H99A 109.5 . . ?
C97 C99 H99B 109.5 . . ?
H99A C99 H99B 109.5 . . ?
C97 C99 H99C 109.5 . . ?
H99A C99 H99C 109.5 . . ?
H99B C99 H99C 109.5 . . ?
C95 C100 H10A 109.5 . . ?
C95 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
C95 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
C96 C101 H10D 109.5 . . ?
C96 C101 H10E 109.5 . . ?
H10D C101 H10E 109.5 . . ?
C96 C101 H10F 109.5 . . ?
H10D C101 H10F 109.5 . . ?
H10E C101 H10F 109.5 . . ?
N8 C102 C104 112.18(18) . . ?
N8 C102 C103 111.58(19) . . ?
C104 C102 C103 113.4(2) . . ?
N8 C102 H102 106.4 . . ?
C104 C102 H102 106.4 . . ?
C103 C102 H102 106.4 . . ?
C102 C103 H10G 109.5 . . ?
C102 C103 H10H 109.5 . . ?
H10G C103 H10H 109.5 . . ?
C102 C103 H10I 109.5 . . ?
H10G C103 H10I 109.5 . . ?
H10H C103 H10I 109.5 . . ?
C102 C104 H10J 109.5 . . ?
C102 C104 H10K 109.5 . . ?
H10J C104 H10K 109.5 . . ?
C102 C104 H10L 109.5 . . ?
H10J C104 H10L 109.5 . . ?
H10K C104 H10L 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
C16 P1 C1 C2 118.50(17) . . . . ?
C16 P1 C1 C6 -71.08(19) . . . . ?
C6 C1 C2 C3 -1.1(3) . . . . ?
P1 C1 C2 C3 169.80(17) . . . . ?
C6 C1 C2 C7 177.5(2) . . . . ?
P1 C1 C2 C7 -11.6(3) . . . . ?
C1 C2 C3 C4 1.7(3) . . . . ?
C7 C2 C3 C4 -177.0(2) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C2 C3 C4 C10 179.6(2) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C10 C4 C5 C6 179.2(2) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C4 C5 C6 C13 -177.7(2) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
P1 C1 C6 C5 -170.56(16) . . . . ?
C2 C1 C6 C13 178.31(19) . . . . ?
P1 C1 C6 C13 7.8(3) . . . . ?
C3 C2 C7 C9 -71.8(3) . . . . ?
C1 C2 C7 C9 109.5(2) . . . . ?
C3 C2 C7 C8 53.2(3) . . . . ?
C1 C2 C7 C8 -125.5(2) . . . . ?
C3 C4 C10 C11 106.0(3) . . . . ?
C5 C4 C10 C11 -73.3(3) . . . . ?
C3 C4 C10 C12 -127.3(2) . . . . ?
C5 C4 C10 C12 53.3(3) . . . . ?
C5 C6 C13 C14 87.8(3) . . . . ?
C1 C6 C13 C14 -90.5(2) . . . . ?
C5 C6 C13 C15 -36.5(3) . . . . ?
C1 C6 C13 C15 145.1(2) . . . . ?
C17 N1 C16 N2 -1.1(2) . . . . ?
C19A N1 C16 N2 176.22(16) . . . . ?
C17 N1 C16 P1 175.40(14) . . . . ?
C19A N1 C16 P1 -7.3(3) . . . . ?
C18 N2 C16 N1 0.0(2) . . . . ?
C24 N2 C16 N1 164.84(17) . . . . ?
C18 N2 C16 P1 -175.90(16) . . . . ?
C24 N2 C16 P1 -11.1(3) . . . . ?
C1 P1 C16 N1 157.59(16) . . . . ?
C1 P1 C16 N2 -27.0(2) . . . . ?
C16 N1 C17 C18 1.8(2) . . . . ?
C19A N1 C17 C18 -175.30(18) . . . . ?
C16 N1 C17 C22 -175.5(2) . . . . ?
C19A N1 C17 C22 7.4(3) . . . . ?
N1 C17 C18 N2 -1.8(2) . . . . ?
C22 C17 C18 N2 175.4(2) . . . . ?
N1 C17 C18 C23 174.2(2) . . . . ?
C22 C17 C18 C23 -8.6(4) . . . . ?
C16 N2 C18 C17 1.1(2) . . . . ?
C24 N2 C18 C17 -163.08(19) . . . . ?
C16 N2 C18 C23 -175.0(2) . . . . ?
C24 N2 C18 C23 20.8(3) . . . . ?
C16 N1 C19A C21B 122.6(12) . . . . ?
C17 N1 C19A C21B -60.6(12) . . . . ?
C16 N1 C19A C21A -137.1(4) . . . . ?
C17 N1 C19A C21A 39.8(4) . . . . ?
C16 N1 C19A C20B -109.8(13) . . . . ?
C17 N1 C19A C20B 67.0(13) . . . . ?
C16 N1 C19A C20A 95.9(4) . . . . ?
C17 N1 C19A C20A -87.2(4) . . . . ?
C16 N2 C24 C26 -105.3(2) . . . . ?
C18 N2 C24 C26 57.0(3) . . . . ?
C16 N2 C24 C25 126.0(2) . . . . ?
C18 N2 C24 C25 -71.7(3) . . . . ?
C42 P2 C27 C32 -69.52(19) . . . . ?
C42 P2 C27 C28 118.18(17) . . . . ?
C32 C27 C28 C29 -0.5(3) . . . . ?
P2 C27 C28 C29 172.09(16) . . . . ?
C32 C27 C28 C33 178.6(2) . . . . ?
P2 C27 C28 C33 -8.8(3) . . . . ?
C27 C28 C29 C30 1.0(3) . . . . ?
C33 C28 C29 C30 -178.2(2) . . . . ?
C28 C29 C30 C31 -0.7(3) . . . . ?
C28 C29 C30 C36 -178.17(19) . . . . ?
C29 C30 C31 C32 0.0(3) . . . . ?
C36 C30 C31 C32 177.56(19) . . . . ?
C30 C31 C32 C27 0.4(3) . . . . ?
C30 C31 C32 C39 -177.91(19) . . . . ?
C28 C27 C32 C31 -0.1(3) . . . . ?
P2 C27 C32 C31 -172.50(16) . . . . ?
C28 C27 C32 C39 178.10(19) . . . . ?
P2 C27 C32 C39 5.7(3) . . . . ?
C29 C28 C33 C34 -81.7(3) . . . . ?
C27 C28 C33 C34 99.2(2) . . . . ?
C29 C28 C33 C35 43.1(3) . . . . ?
C27 C28 C33 C35 -136.1(2) . . . . ?
C29 C30 C36 C38 87.6(2) . . . . ?
C31 C30 C36 C38 -89.9(2) . . . . ?
C29 C30 C36 C37 -37.0(3) . . . . ?
C31 C30 C36 C37 145.6(2) . . . . ?
C31 C32 C39 C41 74.2(3) . . . . ?
C27 C32 C39 C41 -104.0(3) . . . . ?
C31 C32 C39 C40 -49.9(3) . . . . ?
C27 C32 C39 C40 131.9(2) . . . . ?
C44 N4 C42 N3 -0.9(2) . . . . ?
C50 N4 C42 N3 176.69(18) . . . . ?
C44 N4 C42 P2 175.93(16) . . . . ?
C50 N4 C42 P2 -6.5(3) . . . . ?
C43 N3 C42 N4 0.0(2) . . . . ?
C45 N3 C42 N4 157.96(17) . . . . ?
C43 N3 C42 P2 -176.40(17) . . . . ?
C45 N3 C42 P2 -18.4(3) . . . . ?
C27 P2 C42 N4 155.76(17) . . . . ?
C27 P2 C42 N3 -28.4(2) . . . . ?
C42 N3 C43 C44 1.0(3) . . . . ?
C45 N3 C43 C44 -156.3(2) . . . . ?
C42 N3 C43 C48 -173.8(2) . . . . ?
C45 N3 C43 C48 29.0(3) . . . . ?
N3 C43 C44 N4 -1.5(3) . . . . ?
C48 C43 C44 N4 173.0(2) . . . . ?
N3 C43 C44 C49 178.5(3) . . . . ?
C48 C43 C44 C49 -7.1(5) . . . . ?
C42 N4 C44 C43 1.5(3) . . . . ?
C50 N4 C44 C43 -175.9(2) . . . . ?
C42 N4 C44 C49 -178.5(2) . . . . ?
C50 N4 C44 C49 4.2(4) . . . . ?
C42 N3 C45 C46 134.3(2) . . . . ?
C43 N3 C45 C46 -71.1(3) . . . . ?
C42 N3 C45 C47 -97.4(2) . . . . ?
C43 N3 C45 C47 57.2(3) . . . . ?
C42 N4 C50 C51 107.8(3) . . . . ?
C44 N4 C50 C51 -75.2(3) . . . . ?
C42 N4 C50 C52 -124.3(3) . . . . ?
C44 N4 C50 C52 52.8(3) . . . . ?
C68 P3 C53 C58 -117.17(17) . . . . ?
C68 P3 C53 C54 70.58(18) . . . . ?
C58 C53 C54 C55 0.5(3) . . . . ?
P3 C53 C54 C55 172.84(16) . . . . ?
C58 C53 C54 C59 -177.98(19) . . . . ?
P3 C53 C54 C59 -5.7(3) . . . . ?
C53 C54 C55 C56 -1.1(3) . . . . ?
C59 C54 C55 C56 177.5(2) . . . . ?
C54 C55 C56 C57 0.2(3) . . . . ?
C54 C55 C56 C62 -179.09(19) . . . . ?
C55 C56 C57 C58 1.3(3) . . . . ?
C62 C56 C57 C58 -179.4(2) . . . . ?
C56 C57 C58 C53 -1.9(3) . . . . ?
C56 C57 C58 C65 177.7(2) . . . . ?
C54 C53 C58 C57 0.9(3) . . . . ?
P3 C53 C58 C57 -171.63(16) . . . . ?
C54 C53 C58 C65 -178.72(19) . . . . ?
P3 C53 C58 C65 8.8(3) . . . . ?
C55 C54 C59 C61 -78.5(3) . . . . ?
C53 C54 C59 C61 100.1(3) . . . . ?
C55 C54 C59 C60 46.2(3) . . . . ?
C53 C54 C59 C60 -135.3(2) . . . . ?
C55 C56 C62 C63 89.3(3) . . . . ?
C57 C56 C62 C63 -90.0(3) . . . . ?
C55 C56 C62 C64 -145.8(2) . . . . ?
C57 C56 C62 C64 35.0(3) . . . . ?
C57 C58 C65 C66 84.7(2) . . . . ?
C53 C58 C65 C66 -95.7(2) . . . . ?
C57 C58 C65 C67 -40.7(3) . . . . ?
C53 C58 C65 C67 138.9(2) . . . . ?
C69 N5 C68 N6 1.7(2) . . . . ?
C71 N5 C68 N6 -179.40(17) . . . . ?
C69 N5 C68 P3 -174.60(15) . . . . ?
C71 N5 C68 P3 4.3(3) . . . . ?
C70 N6 C68 N5 -0.6(2) . . . . ?
C76 N6 C68 N5 -158.20(17) . . . . ?
C70 N6 C68 P3 175.12(16) . . . . ?
C76 N6 C68 P3 17.5(3) . . . . ?
C53 P3 C68 N5 -157.78(16) . . . . ?
C53 P3 C68 N6 27.1(2) . . . . ?
C68 N5 C69 C70 -2.2(2) . . . . ?
C71 N5 C69 C70 178.95(19) . . . . ?
C68 N5 C69 C74 176.1(2) . . . . ?
C71 N5 C69 C74 -2.7(3) . . . . ?
N5 C69 C70 N6 1.8(2) . . . . ?
C74 C69 C70 N6 -176.4(2) . . . . ?
N5 C69 C70 C75 -173.1(2) . . . . ?
C74 C69 C70 C75 8.6(4) . . . . ?
C68 N6 C70 C69 -0.8(2) . . . . ?
C76 N6 C70 C69 156.09(19) . . . . ?
C68 N6 C70 C75 174.4(2) . . . . ?
C76 N6 C70 C75 -28.7(3) . . . . ?
C68 N5 C71 C72 -95.2(2) . . . . ?
C69 N5 C71 C72 83.5(3) . . . . ?
C68 N5 C71 C73 135.6(2) . . . . ?
C69 N5 C71 C73 -45.7(3) . . . . ?
C68 N6 C76 C77 -135.3(2) . . . . ?
C70 N6 C76 C77 70.6(3) . . . . ?
C68 N6 C76 C78 96.6(2) . . . . ?
C70 N6 C76 C78 -57.6(3) . . . . ?
C94 P4 C79 C84 -120.25(17) . . . . ?
C94 P4 C79 C80 69.00(19) . . . . ?
C84 C79 C80 C81 0.2(3) . . . . ?
P4 C79 C80 C81 171.03(16) . . . . ?
C84 C79 C80 C85 -177.42(19) . . . . ?
P4 C79 C80 C85 -6.6(3) . . . . ?
C79 C80 C81 C82 -0.9(3) . . . . ?
C85 C80 C81 C82 176.75(19) . . . . ?
C80 C81 C82 C83 0.9(3) . . . . ?
C80 C81 C82 C88 -179.8(2) . . . . ?
C81 C82 C83 C84 -0.2(3) . . . . ?
C88 C82 C83 C84 -179.5(2) . . . . ?
C82 C83 C84 C79 -0.4(3) . . . . ?
C82 C83 C84 C91 178.4(2) . . . . ?
C80 C79 C84 C83 0.5(3) . . . . ?
P4 C79 C84 C83 -170.69(17) . . . . ?
C80 C79 C84 C91 -178.3(2) . . . . ?
P4 C79 C84 C91 10.5(3) . . . . ?
C81 C80 C85 C86 36.5(3) . . . . ?
C79 C80 C85 C86 -145.9(2) . . . . ?
C81 C80 C85 C87 -88.5(3) . . . . ?
C79 C80 C85 C87 89.1(3) . . . . ?
C83 C82 C88 C89 118.3(2) . . . . ?
C81 C82 C88 C89 -60.9(3) . . . . ?
C83 C82 C88 C90 -116.6(2) . . . . ?
C81 C82 C88 C90 64.1(3) . . . . ?
C83 C84 C91 C93 67.0(3) . . . . ?
C79 C84 C91 C93 -114.2(2) . . . . ?
C83 C84 C91 C92 -57.5(3) . . . . ?
C79 C84 C91 C92 121.3(2) . . . . ?
C96 N8 C94 N7 0.5(2) . . . . ?
C102 N8 C94 N7 -176.60(18) . . . . ?
C96 N8 C94 P4 -177.10(15) . . . . ?
C102 N8 C94 P4 5.8(3) . . . . ?
C95 N7 C94 N8 0.4(2) . . . . ?
C97 N7 C94 N8 -163.10(18) . . . . ?
C95 N7 C94 P4 177.69(17) . . . . ?
C97 N7 C94 P4 14.1(3) . . . . ?
C79 P4 C94 N8 -155.03(17) . . . . ?
C79 P4 C94 N7 28.1(2) . . . . ?
C94 N7 C95 C96 -1.2(3) . . . . ?
C97 N7 C95 C96 161.6(2) . . . . ?
C94 N7 C95 C100 174.9(2) . . . . ?
C97 N7 C95 C100 -22.3(3) . . . . ?
N7 C95 C96 N8 1.5(3) . . . . ?
C100 C95 C96 N8 -174.4(2) . . . . ?
N7 C95 C96 C101 -178.7(2) . . . . ?
C100 C95 C96 C101 5.4(4) . . . . ?
C94 N8 C96 C95 -1.3(3) . . . . ?
C102 N8 C96 C95 175.6(2) . . . . ?
C94 N8 C96 C101 178.9(2) . . . . ?
C102 N8 C96 C101 -4.2(4) . . . . ?
C94 N7 C97 C98 105.7(2) . . . . ?
C95 N7 C97 C98 -55.1(3) . . . . ?
C94 N7 C97 C99 -125.7(2) . . . . ?
C95 N7 C97 C99 73.4(3) . . . . ?
C94 N8 C102 C104 -115.3(2) . . . . ?
C96 N8 C102 C104 68.2(3) . . . . ?
C94 N8 C102 C103 116.3(3) . . . . ?
C96 N8 C102 C103 -60.3(3) . . . . ?

_refine_diff_density_max         0.499
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.049

