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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_is_ps279
_database_code_depnum_ccdc_archive 'CCDC 2024349'
loop_
_audit_author_name
_audit_author_address
'Alexander Villinger'
;University Rostock
Germany
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2020-09-14 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 H30 N P2 +, C O P -, C3 H6 O'
_chemical_formula_sum            'C40 H36 N O2 P3'
_chemical_formula_weight         655.61

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'
O O 0.0106 0.0060 '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                   9.5122(6)
_cell_length_b                   10.6129(7)
_cell_length_c                   17.1311(12)
_cell_angle_alpha                91.229(2)
_cell_angle_beta                 95.309(2)
_cell_angle_gamma                91.786(2)
_cell_volume                     1720.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9727
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.51

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7000
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA


_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            68849
_diffrn_reflns_av_unetI/netI     0.0804
_diffrn_reflns_av_R_equivalents  0.1178
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.286
_diffrn_reflns_theta_max         27.995
_diffrn_reflns_theta_full        25.242
_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             8300
_reflns_number_gt                5487
_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          
;
 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)+(0.0325P)²+1.4054P] 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         8300
_refine_ls_number_parameters     489
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1107
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.029
_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
P1A P 1.04303(13) 0.05046(12) 0.78499(8) 0.0383(4) Uani 0.829(3) 1 d D . P A 1
C1A C 1.0105(3) 0.1968(4) 0.7864(2) 0.0367(8) Uani 0.829(3) 1 d D . P A 1
O1A O 0.9895(3) 0.3080(3) 0.79145(19) 0.0710(10) Uani 0.829(3) 1 d D . P A 1
P1B P 0.9931(6) 0.1059(7) 0.7607(3) 0.0453(17) Uani 0.171(3) 1 d D U P A 2
C1B C 1.0657(16) 0.0278(14) 0.8309(8) 0.028(3) Uani 0.171(3) 1 d D U P A 2
O1B O 1.1229(12) -0.0262(11) 0.8854(6) 0.050(3) Uani 0.171(3) 1 d D U P A 2
P2 P 0.69544(5) 0.63610(5) 0.76174(3) 0.01394(13) Uani 1 1 d . . . . .
P3 P 0.47873(5) 0.43365(5) 0.77603(3) 0.01364(13) Uani 1 1 d . . . . .
N1 N 0.62468(17) 0.49951(16) 0.76071(10) 0.0159(4) Uani 1 1 d . . . . .
C2 C 0.8352(2) 0.6325(2) 0.69843(12) 0.0159(4) Uani 1 1 d . . . . .
C3 C 0.8654(2) 0.5204(2) 0.66091(12) 0.0205(5) Uani 1 1 d . . . . .
H3 H 0.8113 0.4455 0.6683 0.025 Uiso 1 1 calc R U . . .
C4 C 0.9749(2) 0.5183(2) 0.61261(14) 0.0282(6) Uani 1 1 d . . . . .
H4 H 0.9948 0.4421 0.5863 0.034 Uiso 1 1 calc R U . . .
C5 C 1.0546(2) 0.6263(3) 0.60283(13) 0.0296(6) Uani 1 1 d . . . . .
H5 H 1.1299 0.6242 0.5702 0.036 Uiso 1 1 calc R U . . .
C6 C 1.0256(2) 0.7375(3) 0.64016(13) 0.0277(6) Uani 1 1 d . . . . .
H6 H 1.0808 0.8118 0.6331 0.033 Uiso 1 1 calc R U . . .
C7 C 0.9163(2) 0.7412(2) 0.68790(13) 0.0224(5) Uani 1 1 d . . . . .
H7 H 0.8965 0.8180 0.7136 0.027 Uiso 1 1 calc R U . . .
C8 C 0.5781(2) 0.7558(2) 0.72572(13) 0.0176(5) Uani 1 1 d . . . . .
C9 C 0.5619(2) 0.7775(2) 0.64520(14) 0.0254(5) Uani 1 1 d . . . . .
H9 H 0.6206 0.7368 0.6112 0.030 Uiso 1 1 calc R U . . .
C10 C 0.4600(3) 0.8586(2) 0.61495(16) 0.0349(6) Uani 1 1 d . . . . .
H10 H 0.4485 0.8728 0.5602 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3754(3) 0.9185(2) 0.66436(17) 0.0340(6) Uani 1 1 d . . . . .
H11 H 0.3061 0.9742 0.6434 0.041 Uiso 1 1 calc R U . . .
C12 C 0.3906(2) 0.8984(2) 0.74368(16) 0.0315(6) Uani 1 1 d . . . . .
H12 H 0.3320 0.9401 0.7773 0.038 Uiso 1 1 calc R U . . .
C13 C 0.4916(2) 0.8169(2) 0.77459(14) 0.0237(5) Uani 1 1 d . . . . .
H13 H 0.5017 0.8029 0.8294 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7712(2) 0.6840(2) 0.85864(12) 0.0155(4) Uani 1 1 d . . . . .
C15 C 0.8062(2) 0.8100(2) 0.87760(13) 0.0208(5) Uani 1 1 d . . . . .
H15 H 0.7882 0.8728 0.8396 0.025 Uiso 1 1 calc R U . . .
C16 C 0.8676(2) 0.8435(2) 0.95202(14) 0.0267(5) Uani 1 1 d . . . . .
H16 H 0.8916 0.9294 0.9650 0.032 Uiso 1 1 calc R U . . .
C17 C 0.8939(2) 0.7524(2) 1.00745(13) 0.0273(6) Uani 1 1 d . . . . .
H17 H 0.9344 0.7760 1.0587 0.033 Uiso 1 1 calc R U . . .
C18 C 0.8614(2) 0.6266(2) 0.98845(13) 0.0256(5) Uani 1 1 d . . . . .
H18 H 0.8805 0.5640 1.0265 0.031 Uiso 1 1 calc R U . . .
C19 C 0.8012(2) 0.5919(2) 0.91427(13) 0.0207(5) Uani 1 1 d . . . . .
H19 H 0.7801 0.5055 0.9011 0.025 Uiso 1 1 calc R U . . .
C20 C 0.3821(2) 0.3864(2) 0.68407(12) 0.0163(5) Uani 1 1 d . . . . .
C21 C 0.4069(3) 0.4519(2) 0.61713(13) 0.0262(5) Uani 1 1 d . . . . .
H21 H 0.4729 0.5214 0.6207 0.031 Uiso 1 1 calc R U . . .
C22 C 0.3364(3) 0.4170(3) 0.54535(14) 0.0319(6) Uani 1 1 d . . . . .
H22 H 0.3532 0.4629 0.4999 0.038 Uiso 1 1 calc R U . . .
C23 C 0.2419(2) 0.3159(2) 0.53971(13) 0.0248(5) Uani 1 1 d . . . . .
H23 H 0.1946 0.2909 0.4903 0.030 Uiso 1 1 calc R U . . .
C24 C 0.2157(2) 0.2506(2) 0.60585(14) 0.0266(5) Uani 1 1 d . . . . .
H24 H 0.1497 0.1812 0.6019 0.032 Uiso 1 1 calc R U . . .
C25 C 0.2849(2) 0.2856(2) 0.67798(13) 0.0224(5) Uani 1 1 d . . . . .
H25 H 0.2658 0.2407 0.7234 0.027 Uiso 1 1 calc R U . . .
C26 C 0.5133(2) 0.2943(2) 0.83139(12) 0.0153(4) Uani 1 1 d . . . . .
C27 C 0.6493(2) 0.2470(2) 0.83775(12) 0.0179(5) Uani 1 1 d . . . . .
H27 H 0.7235 0.2900 0.8147 0.021 Uiso 1 1 calc R U . . .
C28 C 0.6750(2) 0.1371(2) 0.87790(13) 0.0218(5) Uani 1 1 d . . . . .
H28 H 0.7672 0.1045 0.8825 0.026 Uiso 1 1 calc R U . . .
C29 C 0.5668(2) 0.0745(2) 0.91144(13) 0.0238(5) Uani 1 1 d . . . . .
H29 H 0.5849 -0.0013 0.9386 0.029 Uiso 1 1 calc R U . . .
C30 C 0.4325(2) 0.1215(2) 0.90570(13) 0.0235(5) Uani 1 1 d . . . . .
H30 H 0.3587 0.0780 0.9288 0.028 Uiso 1 1 calc R U . . .
C31 C 0.4052(2) 0.2320(2) 0.86632(12) 0.0194(5) Uani 1 1 d . . . . .
H31 H 0.3133 0.2651 0.8631 0.023 Uiso 1 1 calc R U . . .
C32 C 0.3702(2) 0.52971(19) 0.83187(12) 0.0143(4) Uani 1 1 d . . . . .
C33 C 0.2417(2) 0.5743(2) 0.80168(13) 0.0248(5) Uani 1 1 d . . . . .
H33 H 0.2017 0.5471 0.7510 0.030 Uiso 1 1 calc R U . . .
C34 C 0.1715(2) 0.6589(3) 0.84594(14) 0.0310(6) Uani 1 1 d . . . . .
H34 H 0.0832 0.6896 0.8253 0.037 Uiso 1 1 calc R U . . .
C35 C 0.2289(2) 0.6988(2) 0.91959(14) 0.0271(5) Uani 1 1 d . . . . .
H35 H 0.1814 0.7584 0.9489 0.032 Uiso 1 1 calc R U . . .
C36 C 0.3558(2) 0.6522(2) 0.95081(13) 0.0222(5) Uani 1 1 d . . . . .
H36 H 0.3943 0.6781 1.0020 0.027 Uiso 1 1 calc R U . . .
C37 C 0.4261(2) 0.5678(2) 0.90711(12) 0.0181(5) Uani 1 1 d . . . . .
H37 H 0.5130 0.5355 0.9285 0.022 Uiso 1 1 calc R U . . .
O2A O 1.2339(5) 0.7407(4) 0.4605(2) 0.0608(11) Uani 0.679(3) 1 d D U P B 1
C38A C 1.2408(5) 0.8332(4) 0.4229(3) 0.0296(8) Uiso 0.679(3) 1 d D U P B 1
C39A C 1.1635(9) 0.9491(7) 0.4427(6) 0.060(2) Uani 0.679(3) 1 d D U P B 1
H39A H 1.0973 0.9699 0.3979 0.090 Uiso 0.679(3) 1 calc R U P B 1
H39B H 1.2315 1.0197 0.4547 0.090 Uiso 0.679(3) 1 calc R U P B 1
H39C H 1.1112 0.9333 0.4884 0.090 Uiso 0.679(3) 1 calc R U P B 1
C40A C 1.3242(11) 0.8400(10) 0.3525(6) 0.062(3) Uani 0.679(3) 1 d D U P B 1
H40A H 1.2628 0.8663 0.3070 0.093 Uiso 0.679(3) 1 calc R U P B 1
H40B H 1.3608 0.7569 0.3415 0.093 Uiso 0.679(3) 1 calc R U P B 1
H40C H 1.4031 0.9014 0.3632 0.093 Uiso 0.679(3) 1 calc R U P B 1
O2B O 1.170(2) 0.7899(15) 0.4723(11) 0.042(4) Uiso 0.141(3) 1 d D U P C 2
C38B C 1.217(2) 0.8601(17) 0.4269(14) 0.0296(8) Uiso 0.141(3) 1 d D U P C 2
C39B C 1.162(3) 0.9897(18) 0.4160(16) 0.036(6) Uiso 0.141(3) 1 d D U P C 2
H39D H 1.2134 1.0333 0.3769 0.054 Uiso 0.141(3) 1 calc R U P C 2
H39E H 1.0613 0.9836 0.3981 0.054 Uiso 0.141(3) 1 calc R U P C 2
H39F H 1.1758 1.0372 0.4660 0.054 Uiso 0.141(3) 1 calc R U P C 2
C40B C 1.346(3) 0.827(2) 0.3860(15) 0.038(6) Uiso 0.141(3) 1 d D U P C 2
H40D H 1.3690 0.8949 0.3514 0.056 Uiso 0.141(3) 1 calc R U P C 2
H40E H 1.4256 0.8148 0.4252 0.056 Uiso 0.141(3) 1 calc R U P C 2
H40F H 1.3253 0.7484 0.3550 0.056 Uiso 0.141(3) 1 calc R U P C 2
O2C O 1.168(2) 0.7562(16) 0.4486(10) 0.024(4) Uiso 0.133(3) 1 d D U P D 3
C38C C 1.2151(18) 0.8494(17) 0.4212(11) 0.0296(8) Uiso 0.133(3) 1 d D U P D 3
C39C C 1.308(3) 0.839(3) 0.3554(16) 0.011(6) Uiso 0.133(3) 1 d D U P D 3
H39G H 1.3371 0.9240 0.3401 0.016 Uiso 0.133(3) 1 calc R U P D 3
H39H H 1.3921 0.7924 0.3726 0.016 Uiso 0.133(3) 1 calc R U P D 3
H39I H 1.2560 0.7950 0.3104 0.016 Uiso 0.133(3) 1 calc R U P D 3
C40C C 1.186(3) 0.980(2) 0.450(2) 0.022(6) Uiso 0.133(3) 1 d D U P D 3
H40G H 1.2344 1.0420 0.4191 0.033 Uiso 0.133(3) 1 calc R U P D 3
H40H H 1.0838 0.9928 0.4429 0.033 Uiso 0.133(3) 1 calc R U P D 3
H40I H 1.2198 0.9902 0.5052 0.033 Uiso 0.133(3) 1 calc R U P D 3
O2D O 1.293(6) 0.831(5) 0.368(3) 0.032(9) Uiso 0.047(3) 1 d D U P E 4
C38D C 1.222(4) 0.866(4) 0.418(2) 0.0296(8) Uiso 0.047(3) 1 d D U P E 4
C39D C 1.241(7) 0.998(4) 0.452(4) 0.037(9) Uiso 0.047(3) 1 d D U P E 4
H39J H 1.1745 1.0096 0.4917 0.055 Uiso 0.047(3) 1 calc R U P E 4
H39K H 1.3377 1.0112 0.4760 0.055 Uiso 0.047(3) 1 calc R U P E 4
H39L H 1.2222 1.0583 0.4101 0.055 Uiso 0.047(3) 1 calc R U P E 4
C40D C 1.112(6) 0.781(5) 0.449(4) 0.033(9) Uiso 0.047(3) 1 d D U P E 4
H40J H 1.0660 0.8268 0.4895 0.050 Uiso 0.047(3) 1 calc R U P E 4
H40K H 1.0417 0.7541 0.4063 0.050 Uiso 0.047(3) 1 calc R U P E 4
H40L H 1.1573 0.7070 0.4722 0.050 Uiso 0.047(3) 1 calc R U P E 4


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

# 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
P1A C1A 1.593(4) . ?
C1A O1A 1.206(4) . ?
P1B C1B 1.591(9) . ?
C1B O1B 1.202(9) . ?
P2 N1 1.5782(18) . ?
P2 C2 1.793(2) . ?
P2 C8 1.799(2) . ?
P2 C14 1.803(2) . ?
P3 N1 1.5811(18) . ?
P3 C32 1.796(2) . ?
P3 C26 1.797(2) . ?
P3 C20 1.802(2) . ?
C2 C3 1.391(3) . ?
C2 C7 1.392(3) . ?
C3 C4 1.389(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.382(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.391(3) . ?
C8 C9 1.399(3) . ?
C9 C10 1.388(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.375(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.392(3) . ?
C14 C19 1.397(3) . ?
C15 C16 1.387(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C25 1.387(3) . ?
C20 C21 1.389(3) . ?
C21 C22 1.383(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.374(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.378(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.393(3) . ?
C26 C27 1.398(3) . ?
C27 C28 1.384(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.384(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.384(3) . ?
C32 C37 1.394(3) . ?
C33 C34 1.389(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.384(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.382(3) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
O2A C38A 1.189(4) . ?
C38A C39A 1.501(7) . ?
C38A C40A 1.505(7) . ?
C39A H39A 0.9800 . ?
C39A H39B 0.9800 . ?
C39A H39C 0.9800 . ?
C40A H40A 0.9800 . ?
C40A H40B 0.9800 . ?
C40A H40C 0.9800 . ?
O2B C38B 1.197(9) . ?
C38B C39B 1.497(11) . ?
C38B C40B 1.509(11) . ?
C39B H39D 0.9800 . ?
C39B H39E 0.9800 . ?
C39B H39F 0.9800 . ?
C40B H40D 0.9800 . ?
C40B H40E 0.9800 . ?
C40B H40F 0.9800 . ?
O2C C38C 1.195(9) . ?
C38C C39C 1.501(11) . ?
C38C C40C 1.502(12) . ?
C39C H39G 0.9800 . ?
C39C H39H 0.9800 . ?
C39C H39I 0.9800 . ?
C40C H40G 0.9800 . ?
C40C H40H 0.9800 . ?
C40C H40I 0.9800 . ?
O2D C38D 1.196(9) . ?
C38D C39D 1.499(11) . ?
C38D C40D 1.505(12) . ?
C39D H39J 0.9800 . ?
C39D H39K 0.9800 . ?
C39D H39L 0.9800 . ?
C40D H40J 0.9800 . ?
C40D H40K 0.9800 . ?
C40D H40L 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
O1A C1A P1A 176.4(4) . . ?
O1B C1B P1B 177.1(15) . . ?
N1 P2 C2 107.70(10) . . ?
N1 P2 C8 114.17(10) . . ?
C2 P2 C8 106.66(10) . . ?
N1 P2 C14 111.67(10) . . ?
C2 P2 C14 108.03(9) . . ?
C8 P2 C14 108.33(10) . . ?
N1 P3 C32 113.88(9) . . ?
N1 P3 C26 108.60(9) . . ?
C32 P3 C26 106.70(9) . . ?
N1 P3 C20 109.91(10) . . ?
C32 P3 C20 109.52(9) . . ?
C26 P3 C20 108.03(10) . . ?
P2 N1 P3 139.16(12) . . ?
C3 C2 C7 119.54(19) . . ?
C3 C2 P2 120.20(16) . . ?
C7 C2 P2 120.24(17) . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 120.1(2) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C2 120.1(2) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
C13 C8 C9 119.2(2) . . ?
C13 C8 P2 121.46(17) . . ?
C9 C8 P2 118.99(17) . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 120.0(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C8 120.3(2) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C15 C14 C19 119.7(2) . . ?
C15 C14 P2 121.16(16) . . ?
C19 C14 P2 119.11(17) . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C14 120.0(2) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
C25 C20 C21 119.0(2) . . ?
C25 C20 P3 121.99(16) . . ?
C21 C20 P3 118.97(17) . . ?
C22 C21 C20 120.5(2) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0(2) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 120.1(2) . . ?
C24 C25 H25 120.0 . . ?
C20 C25 H25 120.0 . . ?
C31 C26 C27 120.1(2) . . ?
C31 C26 P3 120.53(16) . . ?
C27 C26 P3 119.38(16) . . ?
C28 C27 C26 119.5(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C29 C28 C27 120.2(2) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C30 C29 C28 120.4(2) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 120.2(2) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C30 C31 C26 119.7(2) . . ?
C30 C31 H31 120.2 . . ?
C26 C31 H31 120.2 . . ?
C33 C32 C37 119.67(19) . . ?
C33 C32 P3 123.27(16) . . ?
C37 C32 P3 116.87(15) . . ?
C32 C33 C34 119.6(2) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C35 C34 C33 120.5(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C37 C36 C35 119.6(2) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C32 120.4(2) . . ?
C36 C37 H37 119.8 . . ?
C32 C37 H37 119.8 . . ?
O2A C38A C39A 121.2(5) . . ?
O2A C38A C40A 122.3(5) . . ?
C39A C38A C40A 116.5(5) . . ?
C38A C39A H39A 109.5 . . ?
C38A C39A H39B 109.5 . . ?
H39A C39A H39B 109.5 . . ?
C38A C39A H39C 109.5 . . ?
H39A C39A H39C 109.5 . . ?
H39B C39A H39C 109.5 . . ?
C38A C40A H40A 109.5 . . ?
C38A C40A H40B 109.5 . . ?
H40A C40A H40B 109.5 . . ?
C38A C40A H40C 109.5 . . ?
H40A C40A H40C 109.5 . . ?
H40B C40A H40C 109.5 . . ?
O2B C38B C39B 121.0(14) . . ?
O2B C38B C40B 121.0(13) . . ?
C39B C38B C40B 117.7(11) . . ?
C38B C39B H39D 109.5 . . ?
C38B C39B H39E 109.5 . . ?
H39D C39B H39E 109.5 . . ?
C38B C39B H39F 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 109.5 . . ?
C38B C40B H40D 109.5 . . ?
C38B C40B H40E 109.5 . . ?
H40D C40B H40E 109.5 . . ?
C38B C40B H40F 109.5 . . ?
H40D C40B H40F 109.5 . . ?
H40E C40B H40F 109.5 . . ?
O2C C38C C39C 120.2(15) . . ?
O2C C38C C40C 123.0(15) . . ?
C39C C38C C40C 116.8(11) . . ?
C38C C39C H39G 109.5 . . ?
C38C C39C H39H 109.5 . . ?
H39G C39C H39H 109.5 . . ?
C38C C39C H39I 109.5 . . ?
H39G C39C H39I 109.5 . . ?
H39H C39C H39I 109.5 . . ?
C38C C40C H40G 109.5 . . ?
C38C C40C H40H 109.5 . . ?
H40G C40C H40H 109.5 . . ?
C38C C40C H40I 109.5 . . ?
H40G C40C H40I 109.5 . . ?
H40H C40C H40I 109.5 . . ?
O2D C38D C39D 120.9(16) . . ?
O2D C38D C40D 121.7(15) . . ?
C39D C38D C40D 117.4(13) . . ?
C38D C39D H39J 109.5 . . ?
C38D C39D H39K 109.5 . . ?
H39J C39D H39K 109.5 . . ?
C38D C39D H39L 109.5 . . ?
H39J C39D H39L 109.5 . . ?
H39K C39D H39L 109.5 . . ?
C38D C40D H40J 109.5 . . ?
C38D C40D H40K 109.5 . . ?
H40J C40D H40K 109.5 . . ?
C38D C40D H40L 109.5 . . ?
H40J C40D H40L 109.5 . . ?
H40K C40D H40L 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
C2 P2 N1 P3 -155.93(17) . . . . ?
C8 P2 N1 P3 -37.7(2) . . . . ?
C14 P2 N1 P3 85.62(19) . . . . ?
C32 P3 N1 P2 -18.7(2) . . . . ?
C26 P3 N1 P2 -137.43(17) . . . . ?
C20 P3 N1 P2 104.58(18) . . . . ?
N1 P2 C2 C3 -1.6(2) . . . . ?
C8 P2 C2 C3 -124.59(17) . . . . ?
C14 P2 C2 C3 119.14(18) . . . . ?
N1 P2 C2 C7 179.84(17) . . . . ?
C8 P2 C2 C7 56.88(19) . . . . ?
C14 P2 C2 C7 -59.4(2) . . . . ?
C7 C2 C3 C4 -0.8(3) . . . . ?
P2 C2 C3 C4 -179.32(17) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C5 C6 C7 C2 0.0(3) . . . . ?
C3 C2 C7 C6 0.3(3) . . . . ?
P2 C2 C7 C6 178.83(17) . . . . ?
N1 P2 C8 C13 85.92(19) . . . . ?
C2 P2 C8 C13 -155.26(18) . . . . ?
C14 P2 C8 C13 -39.2(2) . . . . ?
N1 P2 C8 C9 -86.71(19) . . . . ?
C2 P2 C8 C9 32.1(2) . . . . ?
C14 P2 C8 C9 148.19(17) . . . . ?
C13 C8 C9 C10 -0.4(3) . . . . ?
P2 C8 C9 C10 172.45(18) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C10 C11 C12 C13 -0.1(4) . . . . ?
C11 C12 C13 C8 0.2(3) . . . . ?
C9 C8 C13 C12 0.0(3) . . . . ?
P2 C8 C13 C12 -172.62(18) . . . . ?
N1 P2 C14 C15 -163.37(16) . . . . ?
C2 P2 C14 C15 78.37(19) . . . . ?
C8 P2 C14 C15 -36.8(2) . . . . ?
N1 P2 C14 C19 19.68(19) . . . . ?
C2 P2 C14 C19 -98.57(18) . . . . ?
C8 P2 C14 C19 146.25(16) . . . . ?
C19 C14 C15 C16 -1.5(3) . . . . ?
P2 C14 C15 C16 -178.40(17) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C15 C16 C17 C18 1.1(3) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C14 -0.9(3) . . . . ?
C15 C14 C19 C18 1.9(3) . . . . ?
P2 C14 C19 C18 178.93(16) . . . . ?
N1 P3 C20 C25 152.77(17) . . . . ?
C32 P3 C20 C25 -81.42(19) . . . . ?
C26 P3 C20 C25 34.4(2) . . . . ?
N1 P3 C20 C21 -26.5(2) . . . . ?
C32 P3 C20 C21 99.29(19) . . . . ?
C26 P3 C20 C21 -144.86(18) . . . . ?
C25 C20 C21 C22 -0.4(3) . . . . ?
P3 C20 C21 C22 178.96(19) . . . . ?
C20 C21 C22 C23 -0.6(4) . . . . ?
C21 C22 C23 C24 1.1(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C24 C25 C20 -0.5(3) . . . . ?
C21 C20 C25 C24 0.9(3) . . . . ?
P3 C20 C25 C24 -178.39(17) . . . . ?
N1 P3 C26 C31 167.17(17) . . . . ?
C32 P3 C26 C31 44.0(2) . . . . ?
C20 P3 C26 C31 -73.67(19) . . . . ?
N1 P3 C26 C27 -14.2(2) . . . . ?
C32 P3 C26 C27 -137.37(17) . . . . ?
C20 P3 C26 C27 104.95(18) . . . . ?
C31 C26 C27 C28 1.0(3) . . . . ?
P3 C26 C27 C28 -177.63(16) . . . . ?
C26 C27 C28 C29 0.0(3) . . . . ?
C27 C28 C29 C30 -0.5(3) . . . . ?
C28 C29 C30 C31 -0.1(3) . . . . ?
C29 C30 C31 C26 1.1(3) . . . . ?
C27 C26 C31 C30 -1.5(3) . . . . ?
P3 C26 C31 C30 177.07(17) . . . . ?
N1 P3 C32 C33 114.4(2) . . . . ?
C26 P3 C32 C33 -125.8(2) . . . . ?
C20 P3 C32 C33 -9.1(2) . . . . ?
N1 P3 C32 C37 -60.46(19) . . . . ?
C26 P3 C32 C37 59.34(19) . . . . ?
C20 P3 C32 C37 176.03(17) . . . . ?
C37 C32 C33 C34 1.6(3) . . . . ?
P3 C32 C33 C34 -173.14(19) . . . . ?
C32 C33 C34 C35 0.0(4) . . . . ?
C33 C34 C35 C36 -1.6(4) . . . . ?
C34 C35 C36 C37 1.5(4) . . . . ?
C35 C36 C37 C32 0.2(3) . . . . ?
C33 C32 C37 C36 -1.7(3) . . . . ?
P3 C32 C37 C36 173.37(17) . . . . ?

_refine_diff_density_max         0.458
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_av_ps292
_database_code_depnum_ccdc_archive 'CCDC 2024352'
loop_
_audit_author_name
_audit_author_address
'Alexander Villinger'
;University Rostock
Germany
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2020-09-14 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 H30 N P2 +, C2 N2 P2 -, 1.98(C H N)'
_chemical_formula_sum            'C39.98 H31.98 N4.98 P3'
_chemical_formula_weight         675.14

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'
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                   10.9830(8)
_cell_length_b                   12.8360(11)
_cell_length_c                   25.3008(17)
_cell_angle_alpha                90
_cell_angle_beta                 92.649(2)
_cell_angle_gamma                90
_cell_volume                     3563.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3609
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.86

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             1407
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6675
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA


_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19960
_diffrn_reflns_av_unetI/netI     0.0972
_diffrn_reflns_av_R_equivalents  0.0957
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.262
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6236
_reflns_number_gt                3928
_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          
;
 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)+(0.0354P)²+2.6372P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6236
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1188
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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 0.85571(8) 0.97968(9) 0.47216(4) 0.0321(3) Uani 1 1 d . . . A 1
N1 N 0.9396(3) 0.7642(3) 0.47899(11) 0.0323(8) Uani 1 1 d . . . A 1
N2 N 0.5978(3) 0.9408(3) 0.44613(12) 0.0320(8) Uani 1 1 d . . . A 1
C1 C 0.9006(3) 0.8478(3) 0.47522(12) 0.0236(9) Uani 1 1 d . . . A 1
C2 C 0.7008(3) 0.9512(3) 0.45642(13) 0.0247(8) Uani 1 1 d . . . A 1
N3A N 1.1639(5) 0.5221(5) 0.43468(18) 0.072(2) Uani 0.963(11) 1 d . . P B 1
C3A C 1.1086(5) 0.5790(5) 0.45597(19) 0.0510(18) Uani 0.963(11) 1 d . . P B 1
N3B N 1.17(3) 0.46(3) 0.439(11) 0.072(2) Uani 0.019(6) 1 d . . P B 2
C3B C 1.08(2) 0.48(2) 0.465(9) 0.0510(18) Uani 0.019(6) 1 d . . P B 2
H3B H 1.0173 0.4966 0.4858 0.061 Uiso 0.019(6) 1 calc R U P B 2
N4 N 0.3393(3) 0.7511(3) 0.51753(12) 0.0415(9) Uani 1 1 d . . . . .
C4 C 0.4002(3) 0.8120(3) 0.50143(14) 0.0297(9) Uani 1 1 d . . . . .
P2 P 0.49661(7) 0.58222(7) 0.67735(3) 0.0150(2) Uani 1 1 d . . . . .
P3 P 0.24941(7) 0.59288(7) 0.71994(3) 0.0147(2) Uani 1 1 d . . . . .
N5 N 0.3880(2) 0.6196(2) 0.71166(9) 0.0172(6) Uani 1 1 d . . . . .
C5 C 0.4583(3) 0.4834(3) 0.62917(11) 0.0171(8) Uani 1 1 d . . . . .
C6 C 0.4609(3) 0.3792(3) 0.64424(12) 0.0197(8) Uani 1 1 d . . . . .
H6 H 0.4914 0.3604 0.6787 0.024 Uiso 1 1 calc R U . . .
C7 C 0.4195(3) 0.3032(3) 0.60941(13) 0.0233(8) Uani 1 1 d . . . . .
H7 H 0.4210 0.2321 0.6199 0.028 Uiso 1 1 calc R U . . .
C8 C 0.3756(3) 0.3307(3) 0.55891(13) 0.0266(9) Uani 1 1 d . . . . .
H8 H 0.3470 0.2783 0.5349 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3737(3) 0.4342(3) 0.54366(13) 0.0287(9) Uani 1 1 d . . . . .
H9 H 0.3437 0.4526 0.5091 0.034 Uiso 1 1 calc R U . . .
C10 C 0.4150(3) 0.5114(3) 0.57832(12) 0.0230(8) Uani 1 1 d . . . . .
H10 H 0.4140 0.5823 0.5677 0.028 Uiso 1 1 calc R U . . .
C11 C 0.5569(3) 0.6913(3) 0.64306(11) 0.0160(8) Uani 1 1 d . . . . .
C12 C 0.6446(3) 0.6759(3) 0.60538(11) 0.0209(8) Uani 1 1 d . . . . .
H12 H 0.6713 0.6076 0.5973 0.025 Uiso 1 1 calc R U . . .
C13 C 0.6923(3) 0.7621(3) 0.57991(12) 0.0241(9) Uani 1 1 d . . . . .
H13 H 0.7525 0.7522 0.5546 0.029 Uiso 1 1 calc R U . . .
C14 C 0.6534(3) 0.8609(3) 0.59100(12) 0.0254(9) Uani 1 1 d . . . . .
H14 H 0.6866 0.9189 0.5733 0.031 Uiso 1 1 calc R U . . .
C15 C 0.5659(3) 0.8764(3) 0.62798(12) 0.0255(8) Uani 1 1 d . . . . .
H15 H 0.5388 0.9449 0.6355 0.031 Uiso 1 1 calc R U . . .
C16 C 0.5182(3) 0.7918(3) 0.65390(12) 0.0193(8) Uani 1 1 d . . . . .
H16 H 0.4585 0.8025 0.6793 0.023 Uiso 1 1 calc R U . . .
C17 C 0.6160(3) 0.5296(3) 0.72077(12) 0.0163(7) Uani 1 1 d . . . . .
C18 C 0.7214(3) 0.4867(3) 0.70086(13) 0.0247(9) Uani 1 1 d . . . . .
H18 H 0.7307 0.4839 0.6637 0.030 Uiso 1 1 calc R U . . .
C19 C 0.8117(3) 0.4484(3) 0.73505(13) 0.0281(9) Uani 1 1 d . . . . .
H19 H 0.8830 0.4191 0.7212 0.034 Uiso 1 1 calc R U . . .
C20 C 0.8005(3) 0.4519(3) 0.78898(13) 0.0263(9) Uani 1 1 d . . . . .
H20 H 0.8632 0.4248 0.8122 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6963(3) 0.4955(3) 0.80910(13) 0.0257(9) Uani 1 1 d . . . . .
H21 H 0.6881 0.4988 0.8463 0.031 Uiso 1 1 calc R U . . .
C22 C 0.6048(3) 0.5341(3) 0.77517(12) 0.0211(8) Uani 1 1 d . . . . .
H22 H 0.5338 0.5637 0.7892 0.025 Uiso 1 1 calc R U . . .
C23 C 0.2201(3) 0.6150(3) 0.78818(11) 0.0158(7) Uani 1 1 d . . . . .
C24 C 0.2865(3) 0.6893(3) 0.81666(12) 0.0241(9) Uani 1 1 d . . . . .
H24 H 0.3486 0.7271 0.8001 0.029 Uiso 1 1 calc R U . . .
C25 C 0.2635(3) 0.7094(3) 0.86895(13) 0.0295(9) Uani 1 1 d . . . . .
H25 H 0.3095 0.7609 0.8881 0.035 Uiso 1 1 calc R U . . .
C26 C 0.1737(3) 0.6546(3) 0.89338(13) 0.0261(9) Uani 1 1 d . . . . .
H26 H 0.1585 0.6678 0.9294 0.031 Uiso 1 1 calc R U . . .
C27 C 0.1060(3) 0.5805(3) 0.86551(12) 0.0231(8) Uani 1 1 d . . . . .
H27 H 0.0436 0.5435 0.8823 0.028 Uiso 1 1 calc R U . . .
C28 C 0.1289(3) 0.5599(3) 0.81320(12) 0.0202(8) Uani 1 1 d . . . . .
H28 H 0.0827 0.5084 0.7942 0.024 Uiso 1 1 calc R U . . .
C29 C 0.2071(3) 0.4601(3) 0.70557(12) 0.0157(7) Uani 1 1 d . . . . .
C30 C 0.2567(3) 0.3813(3) 0.73769(12) 0.0228(8) Uani 1 1 d . . . . .
H30 H 0.3087 0.3985 0.7675 0.027 Uiso 1 1 calc R U . . .
C31 C 0.2306(3) 0.2782(3) 0.72635(13) 0.0270(9) Uani 1 1 d . . . . .
H31 H 0.2641 0.2246 0.7485 0.032 Uiso 1 1 calc R U . . .
C32 C 0.1561(3) 0.2529(3) 0.68295(14) 0.0294(9) Uani 1 1 d . . . . .
H32 H 0.1389 0.1820 0.6750 0.035 Uiso 1 1 calc R U . . .
C33 C 0.1064(3) 0.3306(3) 0.65107(14) 0.0303(9) Uani 1 1 d . . . . .
H33 H 0.0543 0.3129 0.6214 0.036 Uiso 1 1 calc R U . . .
C34 C 0.1318(3) 0.4344(3) 0.66197(12) 0.0226(8) Uani 1 1 d . . . . .
H34 H 0.0979 0.4876 0.6397 0.027 Uiso 1 1 calc R U . . .
C35 C 0.1504(3) 0.6750(3) 0.68005(11) 0.0153(7) Uani 1 1 d . . . . .
C36 C 0.0336(3) 0.7015(3) 0.69582(12) 0.0205(8) Uani 1 1 d . . . . .
H36 H 0.0066 0.6784 0.7290 0.025 Uiso 1 1 calc R U . . .
C37 C -0.0417(3) 0.7612(3) 0.66302(12) 0.0252(9) Uani 1 1 d . . . . .
H37 H -0.1206 0.7792 0.6739 0.030 Uiso 1 1 calc R U . . .
C38 C -0.0046(3) 0.7952(3) 0.61463(12) 0.0218(8) Uani 1 1 d . . . . .
H38 H -0.0575 0.8365 0.5925 0.026 Uiso 1 1 calc R U . . .
C39 C 0.1103(3) 0.7689(3) 0.59850(12) 0.0221(8) Uani 1 1 d . . . . .
H39 H 0.1362 0.7918 0.5651 0.027 Uiso 1 1 calc R U . . .
C40 C 0.1874(3) 0.7092(3) 0.63117(12) 0.0183(8) Uani 1 1 d . . . . .
H40 H 0.2662 0.6916 0.6201 0.022 Uiso 1 1 calc R U . . .
H3A H 1.061(5) 0.621(5) 0.469(2) 0.11(3) Uiso 0.963(11) 1 d . . P B 1
H4 H 0.455(3) 0.860(3) 0.4861(14) 0.045(12) Uiso 1 1 d . . . . .


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

# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.764(4) . ?
P1 C2 1.767(4) . ?
N1 C1 1.157(5) . ?
N2 C2 1.157(4) . ?
N3A C3A 1.106(7) . ?
C3A H3A 0.82(6) . ?
N3B C3B 1.2(4) . ?
C3B H3B 0.9500 . ?
N4 C4 1.118(5) . ?
C4 H4 0.96(4) . ?
P2 N5 1.582(2) . ?
P2 C11 1.790(3) . ?
P2 C5 1.795(3) . ?
P2 C17 1.802(3) . ?
P3 N5 1.584(2) . ?
P3 C35 1.792(3) . ?
P3 C23 1.794(3) . ?
P3 C29 1.799(3) . ?
C5 C6 1.391(5) . ?
C5 C10 1.397(4) . ?
C6 C7 1.378(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.390(5) . ?
C11 C12 1.400(4) . ?
C12 C13 1.394(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.389(4) . ?
C17 C18 1.397(4) . ?
C18 C19 1.377(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.376(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.383(5) . ?
C23 C28 1.400(4) . ?
C24 C25 1.382(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.384(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C34 1.388(4) . ?
C29 C30 1.393(5) . ?
C30 C31 1.382(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.378(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.379(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.386(5) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C40 1.391(4) . ?
C35 C36 1.402(4) . ?
C36 C37 1.377(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.379(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.385(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.386(4) . ?
C39 H39 0.9500 . ?
C40 H40 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
C1 P1 C2 94.35(17) . . ?
N1 C1 P1 174.2(3) . . ?
N2 C2 P1 174.7(4) . . ?
N3A C3A H3A 173(4) . . ?
N3B C3B H3B 180.0 . . ?
N4 C4 H4 176(2) . . ?
N5 P2 C11 109.53(15) . . ?
N5 P2 C5 115.33(14) . . ?
C11 P2 C5 107.66(15) . . ?
N5 P2 C17 108.95(13) . . ?
C11 P2 C17 108.24(14) . . ?
C5 P2 C17 106.89(15) . . ?
N5 P3 C35 111.12(14) . . ?
N5 P3 C23 108.03(14) . . ?
C35 P3 C23 108.54(14) . . ?
N5 P3 C29 114.79(14) . . ?
C35 P3 C29 107.40(15) . . ?
C23 P3 C29 106.74(15) . . ?
P2 N5 P3 139.51(19) . . ?
C6 C5 C10 120.1(3) . . ?
C6 C5 P2 119.4(2) . . ?
C10 C5 P2 120.2(3) . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 119.9(4) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C5 119.2(3) . . ?
C9 C10 H10 120.4 . . ?
C5 C10 H10 120.4 . . ?
C16 C11 C12 119.4(3) . . ?
C16 C11 P2 120.4(2) . . ?
C12 C11 P2 120.1(3) . . ?
C13 C12 C11 119.3(3) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.7(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C11 120.6(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C22 C17 C18 119.1(3) . . ?
C22 C17 P2 119.6(2) . . ?
C18 C17 P2 121.3(2) . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 121.1(3) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C21 119.3(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.3(3) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C24 C23 C28 118.9(3) . . ?
C24 C23 P3 119.8(2) . . ?
C28 C23 P3 121.3(3) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 120.1(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C23 120.1(3) . . ?
C27 C28 H28 120.0 . . ?
C23 C28 H28 120.0 . . ?
C34 C29 C30 119.6(3) . . ?
C34 C29 P3 121.7(3) . . ?
C30 C29 P3 118.7(2) . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 120.0(3) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 120.0(4) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C34 120.5(3) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C29 119.6(3) . . ?
C33 C34 H34 120.2 . . ?
C29 C34 H34 120.2 . . ?
C40 C35 C36 119.0(3) . . ?
C40 C35 P3 119.5(2) . . ?
C36 C35 P3 121.4(2) . . ?
C37 C36 C35 119.7(3) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 121.2(3) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C39 119.7(3) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C38 C39 C40 119.9(3) . . ?
C38 C39 H39 120.1 . . ?
C40 C39 H39 120.1 . . ?
C39 C40 C35 120.6(3) . . ?
C39 C40 H40 119.7 . . ?
C35 C40 H40 119.7 . . ?

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
C11 P2 N5 P3 125.9(3) . . . . ?
C5 P2 N5 P3 4.3(3) . . . . ?
C17 P2 N5 P3 -115.9(3) . . . . ?
C35 P3 N5 P2 -94.6(3) . . . . ?
C23 P3 N5 P2 146.4(3) . . . . ?
C29 P3 N5 P2 27.5(3) . . . . ?
N5 P2 C5 C6 -85.5(3) . . . . ?
C11 P2 C5 C6 151.9(2) . . . . ?
C17 P2 C5 C6 35.8(3) . . . . ?
N5 P2 C5 C10 88.5(3) . . . . ?
C11 P2 C5 C10 -34.1(3) . . . . ?
C17 P2 C5 C10 -150.2(2) . . . . ?
C10 C5 C6 C7 -0.8(4) . . . . ?
P2 C5 C6 C7 173.1(2) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C8 C9 C10 -0.1(5) . . . . ?
C8 C9 C10 C5 -0.4(5) . . . . ?
C6 C5 C10 C9 0.8(4) . . . . ?
P2 C5 C10 C9 -173.1(2) . . . . ?
N5 P2 C11 C16 8.0(3) . . . . ?
C5 P2 C11 C16 134.1(3) . . . . ?
C17 P2 C11 C16 -110.7(3) . . . . ?
N5 P2 C11 C12 -172.6(2) . . . . ?
C5 P2 C11 C12 -46.5(3) . . . . ?
C17 P2 C11 C12 68.7(3) . . . . ?
C16 C11 C12 C13 0.7(4) . . . . ?
P2 C11 C12 C13 -178.7(2) . . . . ?
C11 C12 C13 C14 -0.7(5) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C14 C15 C16 C11 -0.2(5) . . . . ?
C12 C11 C16 C15 -0.3(5) . . . . ?
P2 C11 C16 C15 179.1(2) . . . . ?
N5 P2 C17 C22 -4.3(3) . . . . ?
C11 P2 C17 C22 114.7(3) . . . . ?
C5 P2 C17 C22 -129.5(3) . . . . ?
N5 P2 C17 C18 177.3(3) . . . . ?
C11 P2 C17 C18 -63.6(3) . . . . ?
C5 P2 C17 C18 52.1(3) . . . . ?
C22 C17 C18 C19 0.7(5) . . . . ?
P2 C17 C18 C19 179.1(3) . . . . ?
C17 C18 C19 C20 -0.2(6) . . . . ?
C18 C19 C20 C21 -0.4(6) . . . . ?
C19 C20 C21 C22 0.5(5) . . . . ?
C20 C21 C22 C17 0.0(5) . . . . ?
C18 C17 C22 C21 -0.6(5) . . . . ?
P2 C17 C22 C21 -179.0(3) . . . . ?
N5 P3 C23 C24 29.1(3) . . . . ?
C35 P3 C23 C24 -91.5(3) . . . . ?
C29 P3 C23 C24 153.1(3) . . . . ?
N5 P3 C23 C28 -152.4(3) . . . . ?
C35 P3 C23 C28 87.0(3) . . . . ?
C29 P3 C23 C28 -28.5(3) . . . . ?
C28 C23 C24 C25 0.0(5) . . . . ?
P3 C23 C24 C25 178.5(3) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C24 C25 C26 C27 -0.6(5) . . . . ?
C25 C26 C27 C28 0.8(5) . . . . ?
C26 C27 C28 C23 -0.6(5) . . . . ?
C24 C23 C28 C27 0.2(5) . . . . ?
P3 C23 C28 C27 -178.3(3) . . . . ?
N5 P3 C29 C34 -110.3(3) . . . . ?
C35 P3 C29 C34 13.8(3) . . . . ?
C23 P3 C29 C34 130.1(2) . . . . ?
N5 P3 C29 C30 66.4(3) . . . . ?
C35 P3 C29 C30 -169.5(2) . . . . ?
C23 P3 C29 C30 -53.3(3) . . . . ?
C34 C29 C30 C31 -0.3(4) . . . . ?
P3 C29 C30 C31 -177.0(2) . . . . ?
C29 C30 C31 C32 0.5(5) . . . . ?
C30 C31 C32 C33 -0.7(5) . . . . ?
C31 C32 C33 C34 0.7(5) . . . . ?
C32 C33 C34 C29 -0.5(5) . . . . ?
C30 C29 C34 C33 0.3(4) . . . . ?
P3 C29 C34 C33 176.9(2) . . . . ?
N5 P3 C35 C40 32.4(3) . . . . ?
C23 P3 C35 C40 151.1(3) . . . . ?
C29 P3 C35 C40 -93.9(3) . . . . ?
N5 P3 C35 C36 -150.7(3) . . . . ?
C23 P3 C35 C36 -32.1(3) . . . . ?
C29 P3 C35 C36 83.0(3) . . . . ?
C40 C35 C36 C37 -0.4(5) . . . . ?
P3 C35 C36 C37 -177.3(3) . . . . ?
C35 C36 C37 C38 0.3(5) . . . . ?
C36 C37 C38 C39 0.1(5) . . . . ?
C37 C38 C39 C40 -0.4(5) . . . . ?
C38 C39 C40 C35 0.2(5) . . . . ?
C36 C35 C40 C39 0.2(5) . . . . ?
P3 C35 C40 C39 177.1(3) . . . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_av_ps290b
_database_code_depnum_ccdc_archive 'CCDC 2024350'
loop_
_audit_author_name
_audit_author_address
'Alexander Villinger'
;University Rostock
Germany
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2020-09-14 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 H30 N P2 +, C N S -, 2(C H N)'
_chemical_formula_sum            'C39 H32 N4 P2 S'
_chemical_formula_weight         650.68

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'
S S 0.1246 0.1234 '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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   9.0732(3)
_cell_length_b                   19.1434(6)
_cell_length_c                   9.8622(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.6020(10)
_cell_angle_gamma                90
_cell_volume                     1712.32(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9242
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      32.63

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7125
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA


_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48620
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.246
_diffrn_reflns_theta_max         32.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12377
_reflns_number_gt                10431
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.950
_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 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          
;
 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.

 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²+0.2076P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         12377
_refine_ls_number_parameters     424
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.0834
_refine_ls_wR_factor_gt          0.0779
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
S1 S 0.67293(8) 0.28420(3) 0.06476(6) 0.03428(16) Uani 1 1 d . . . . .
N1 N 0.3696(4) 0.31192(14) 0.0566(3) 0.0537(7) Uani 1 1 d . . . . .
C1 C 0.4953(4) 0.30070(12) 0.0618(2) 0.0343(6) Uani 1 1 d . . . . .
N3 N 0.7935(2) 0.47632(11) 0.3191(2) 0.0299(4) Uani 1 1 d . . . . .
C3 C 0.7742(3) 0.42884(14) 0.2544(3) 0.0305(5) Uani 1 1 d . . . . .
N2 N 0.0067(4) 0.41654(17) -0.1128(3) 0.0696(10) Uani 1 1 d . . . . .
C2 C 0.1096(5) 0.39464(18) -0.0654(3) 0.0510(9) Uani 1 1 d . . . . .
H3 H 0.756(4) 0.3898(19) 0.194(4) 0.059(10) Uiso 1 1 d . . . . .
H2 H 0.195(4) 0.3768(17) -0.032(3) 0.042(9) Uiso 1 1 d . . . . .
P1 P 0.33883(5) 0.57427(2) 0.28480(5) 0.01118(9) Uani 1 1 d . . . . .
P2 P 0.25986(5) 0.46156(2) 0.47894(5) 0.01181(9) Uani 1 1 d . . . . .
N4 N 0.30963(19) 0.49934(8) 0.34548(17) 0.0151(3) Uani 1 1 d . . . . .
C4 C 0.4379(2) 0.63337(10) 0.39630(19) 0.0140(4) Uani 1 1 d . . . . .
C5 C 0.5898(2) 0.64324(11) 0.3860(2) 0.0188(4) Uani 1 1 d . . . . .
H5 H 0.6418 0.6205 0.3162 0.023 Uiso 1 1 calc R U . . .
C6 C 0.6648(3) 0.68661(12) 0.4785(2) 0.0246(5) Uani 1 1 d . . . . .
H6 H 0.7676 0.6943 0.4703 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5904(3) 0.71825(12) 0.5815(2) 0.0278(5) Uani 1 1 d . . . . .
H7 H 0.6425 0.7472 0.6446 0.033 Uiso 1 1 calc R U . . .
C8 C 0.4395(3) 0.70813(12) 0.5939(2) 0.0267(5) Uani 1 1 d . . . . .
H8 H 0.3888 0.7299 0.6656 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3632(2) 0.66600(11) 0.5008(2) 0.0192(4) Uani 1 1 d . . . . .
H9 H 0.2600 0.6594 0.5084 0.023 Uiso 1 1 calc R U . . .
C10 C 0.1709(2) 0.61757(10) 0.23140(19) 0.0140(4) Uani 1 1 d . . . . .
C11 C 0.1652(2) 0.68991(11) 0.2155(2) 0.0219(4) Uani 1 1 d . . . . .
H11 H 0.2488 0.7177 0.2389 0.026 Uiso 1 1 calc R U . . .
C12 C 0.0363(3) 0.72123(12) 0.1650(3) 0.0271(5) Uani 1 1 d . . . . .
H12 H 0.0324 0.7705 0.1541 0.033 Uiso 1 1 calc R U . . .
C13 C -0.0858(2) 0.68117(12) 0.1309(2) 0.0242(5) Uani 1 1 d . . . . .
H13 H -0.1734 0.7029 0.0970 0.029 Uiso 1 1 calc R U . . .
C14 C -0.0801(2) 0.60913(12) 0.1462(2) 0.0240(5) Uani 1 1 d . . . . .
H14 H -0.1640 0.5816 0.1224 0.029 Uiso 1 1 calc R U . . .
C15 C 0.0475(2) 0.57723(12) 0.1960(2) 0.0190(4) Uani 1 1 d . . . . .
H15 H 0.0510 0.5279 0.2061 0.023 Uiso 1 1 calc R U . . .
C16 C 0.4455(2) 0.56283(9) 0.13574(18) 0.0130(3) Uani 1 1 d . . . . .
C17 C 0.4873(2) 0.62121(11) 0.0604(2) 0.0178(4) Uani 1 1 d . . . . .
H17 H 0.4597 0.6668 0.0884 0.021 Uiso 1 1 calc R U . . .
C18 C 0.5693(2) 0.61241(12) -0.0552(2) 0.0214(4) Uani 1 1 d . . . . .
H18 H 0.5977 0.6520 -0.1065 0.026 Uiso 1 1 calc R U . . .
C19 C 0.6097(2) 0.54609(12) -0.0957(2) 0.0226(4) Uani 1 1 d . . . . .
H19 H 0.6670 0.5402 -0.1740 0.027 Uiso 1 1 calc R U . . .
C20 C 0.5667(3) 0.48801(11) -0.0221(2) 0.0233(4) Uani 1 1 d . . . . .
H20 H 0.5939 0.4426 -0.0510 0.028 Uiso 1 1 calc R U . . .
C21 C 0.4843(2) 0.49604(10) 0.0933(2) 0.0175(4) Uani 1 1 d . . . . .
H21 H 0.4545 0.4562 0.1432 0.021 Uiso 1 1 calc R U . . .
C22 C 0.1361(2) 0.39161(9) 0.43172(19) 0.0135(3) Uani 1 1 d . . . . .
C23 C 0.1492(2) 0.36170(10) 0.3037(2) 0.0170(4) Uani 1 1 d . . . . .
H23 H 0.2182 0.3800 0.2422 0.020 Uiso 1 1 calc R U . . .
C24 C 0.0614(2) 0.30530(11) 0.2664(2) 0.0217(4) Uani 1 1 d . . . . .
H24 H 0.0708 0.2846 0.1796 0.026 Uiso 1 1 calc R U . . .
C25 C -0.0404(2) 0.27895(11) 0.3560(2) 0.0211(4) Uani 1 1 d . . . . .
H25 H -0.1015 0.2407 0.3296 0.025 Uiso 1 1 calc R U . . .
C26 C -0.0529(2) 0.30834(11) 0.4834(2) 0.0212(4) Uani 1 1 d . . . . .
H26 H -0.1217 0.2898 0.5447 0.025 Uiso 1 1 calc R U . . .
C27 C 0.0348(2) 0.36496(10) 0.5223(2) 0.0169(4) Uani 1 1 d . . . . .
H27 H 0.0258 0.3853 0.6096 0.020 Uiso 1 1 calc R U . . .
C28 C 0.4159(2) 0.42266(10) 0.56677(19) 0.0139(4) Uani 1 1 d . . . . .
C29 C 0.3977(2) 0.36424(11) 0.6498(2) 0.0180(4) Uani 1 1 d . . . . .
H29 H 0.3036 0.3429 0.6565 0.022 Uiso 1 1 calc R U . . .
C30 C 0.5189(2) 0.33767(11) 0.7224(2) 0.0206(4) Uani 1 1 d . . . . .
H30 H 0.5073 0.2978 0.7786 0.025 Uiso 1 1 calc R U . . .
C31 C 0.6557(2) 0.36856(11) 0.7136(2) 0.0205(4) Uani 1 1 d . . . . .
H31 H 0.7373 0.3504 0.7648 0.025 Uiso 1 1 calc R U . . .
C32 C 0.6741(2) 0.42602(12) 0.6302(2) 0.0223(4) Uani 1 1 d . . . . .
H32 H 0.7685 0.4470 0.6235 0.027 Uiso 1 1 calc R U . . .
C33 C 0.5543(2) 0.45300(11) 0.5562(2) 0.0192(4) Uani 1 1 d . . . . .
H33 H 0.5670 0.4921 0.4985 0.023 Uiso 1 1 calc R U . . .
C34 C 0.1695(2) 0.51615(10) 0.59950(19) 0.0134(3) Uani 1 1 d . . . . .
C35 C 0.2415(2) 0.53701(11) 0.7200(2) 0.0202(4) Uani 1 1 d . . . . .
H35 H 0.3383 0.5207 0.7411 0.024 Uiso 1 1 calc R U . . .
C36 C 0.1714(3) 0.58149(12) 0.8087(2) 0.0257(5) Uani 1 1 d . . . . .
H36 H 0.2210 0.5963 0.8898 0.031 Uiso 1 1 calc R U . . .
C37 C 0.0296(3) 0.60430(11) 0.7793(2) 0.0239(5) Uani 1 1 d . . . . .
H37 H -0.0188 0.6339 0.8413 0.029 Uiso 1 1 calc R U . . .
C38 C -0.0424(2) 0.58428(11) 0.6599(2) 0.0218(4) Uani 1 1 d . . . . .
H38 H -0.1395 0.6006 0.6398 0.026 Uiso 1 1 calc R U . . .
C39 C 0.0268(2) 0.54039(10) 0.5694(2) 0.0171(4) Uani 1 1 d . . . . .
H39 H -0.0225 0.5269 0.4873 0.021 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
S1 C1 1.642(4) . ?
N1 C1 1.160(4) . ?
N3 C3 1.121(3) . ?
C3 H3 0.96(4) . ?
N2 C2 1.114(5) . ?
C2 H2 0.90(3) . ?
P1 N4 1.5795(17) . ?
P1 C16 1.7958(19) . ?
P1 C10 1.800(2) . ?
P1 C4 1.8005(19) . ?
P2 N4 1.5788(17) . ?
P2 C34 1.798(2) . ?
P2 C28 1.7999(19) . ?
P2 C22 1.8007(19) . ?
C4 C9 1.397(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.397(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.376(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.391(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.395(3) . ?
C10 C15 1.396(3) . ?
C11 C12 1.393(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.394(3) . ?
C16 C17 1.400(3) . ?
C17 C18 1.389(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.395(3) . ?
C22 C27 1.396(3) . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.390(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.392(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C33 1.390(3) . ?
C28 C29 1.398(3) . ?
C29 C30 1.392(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.380(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.387(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.392(3) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.398(3) . ?
C34 C39 1.399(3) . ?
C35 C36 1.388(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.382(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.385(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.388(3) . ?
C38 H38 0.9500 . ?
C39 H39 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
N1 C1 S1 178.4(3) . . ?
N3 C3 H3 177(2) . . ?
N2 C2 H2 177(2) . . ?
N4 P1 C16 107.42(9) . . ?
N4 P1 C10 112.30(9) . . ?
C16 P1 C10 106.71(9) . . ?
N4 P1 C4 115.18(9) . . ?
C16 P1 C4 107.78(9) . . ?
C10 P1 C4 107.05(9) . . ?
N4 P2 C34 115.55(9) . . ?
N4 P2 C28 110.57(9) . . ?
C34 P2 C28 106.82(9) . . ?
N4 P2 C22 108.42(9) . . ?
C34 P2 C22 108.09(9) . . ?
C28 P2 C22 107.05(9) . . ?
P2 N4 P1 141.89(12) . . ?
C9 C4 C5 119.55(18) . . ?
C9 C4 P1 119.17(15) . . ?
C5 C4 P1 121.12(15) . . ?
C6 C5 C4 119.7(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 120.5(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C9 119.7(2) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C4 120.2(2) . . ?
C8 C9 H9 119.9 . . ?
C4 C9 H9 119.9 . . ?
C11 C10 C15 119.59(19) . . ?
C11 C10 P1 121.27(16) . . ?
C15 C10 P1 118.98(15) . . ?
C12 C11 C10 119.7(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C10 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
C21 C16 C17 119.92(18) . . ?
C21 C16 P1 120.26(15) . . ?
C17 C16 P1 119.81(15) . . ?
C18 C17 C16 119.86(19) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C19 C18 C17 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C16 119.61(19) . . ?
C20 C21 H21 120.2 . . ?
C16 C21 H21 120.2 . . ?
C23 C22 C27 120.27(18) . . ?
C23 C22 P2 118.09(15) . . ?
C27 C22 P2 121.55(15) . . ?
C24 C23 C22 119.78(19) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.13(19) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 120.12(19) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C22 119.32(19) . . ?
C26 C27 H27 120.3 . . ?
C22 C27 H27 120.3 . . ?
C33 C28 C29 119.99(18) . . ?
C33 C28 P2 119.40(15) . . ?
C29 C28 P2 120.55(15) . . ?
C30 C29 C28 119.27(19) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C31 C30 C29 120.69(19) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 120.05(19) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C33 120.0(2) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C28 C33 C32 119.98(19) . . ?
C28 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C39 119.54(19) . . ?
C35 C34 P2 121.13(15) . . ?
C39 C34 P2 119.27(15) . . ?
C36 C35 C34 120.0(2) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C37 C36 C35 120.1(2) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 120.4(2) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C37 C38 C39 120.2(2) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C38 C39 C34 119.80(19) . . ?
C38 C39 H39 120.1 . . ?
C34 C39 H39 120.1 . . ?

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
C34 P2 N4 P1 17.1(2) . . . . ?
C28 P2 N4 P1 -104.39(19) . . . . ?
C22 P2 N4 P1 138.54(18) . . . . ?
C16 P1 N4 P2 163.37(18) . . . . ?
C10 P1 N4 P2 -79.6(2) . . . . ?
C4 P1 N4 P2 43.3(2) . . . . ?
N4 P1 C4 C9 -77.51(18) . . . . ?
C16 P1 C4 C9 162.61(15) . . . . ?
C10 P1 C4 C9 48.13(18) . . . . ?
N4 P1 C4 C5 97.92(17) . . . . ?
C16 P1 C4 C5 -21.96(18) . . . . ?
C10 P1 C4 C5 -136.43(16) . . . . ?
C9 C4 C5 C6 -1.2(3) . . . . ?
P1 C4 C5 C6 -176.63(16) . . . . ?
C4 C5 C6 C7 1.5(3) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C7 C8 C9 C4 0.7(3) . . . . ?
C5 C4 C9 C8 0.1(3) . . . . ?
P1 C4 C9 C8 175.59(17) . . . . ?
N4 P1 C10 C11 159.64(17) . . . . ?
C16 P1 C10 C11 -82.91(19) . . . . ?
C4 P1 C10 C11 32.3(2) . . . . ?
N4 P1 C10 C15 -25.04(19) . . . . ?
C16 P1 C10 C15 92.42(17) . . . . ?
C4 P1 C10 C15 -152.39(16) . . . . ?
C15 C10 C11 C12 0.3(3) . . . . ?
P1 C10 C11 C12 175.58(18) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C10 0.2(3) . . . . ?
C11 C10 C15 C14 -0.4(3) . . . . ?
P1 C10 C15 C14 -175.81(16) . . . . ?
N4 P1 C16 C21 1.02(19) . . . . ?
C10 P1 C16 C21 -119.61(17) . . . . ?
C4 P1 C16 C21 125.70(16) . . . . ?
N4 P1 C16 C17 179.80(16) . . . . ?
C10 P1 C16 C17 59.17(17) . . . . ?
C4 P1 C16 C17 -55.53(18) . . . . ?
C21 C16 C17 C18 -1.0(3) . . . . ?
P1 C16 C17 C18 -179.76(16) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C18 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C19 C20 C21 C16 -0.4(3) . . . . ?
C17 C16 C21 C20 1.2(3) . . . . ?
P1 C16 C21 C20 179.99(16) . . . . ?
N4 P2 C22 C23 26.47(18) . . . . ?
C34 P2 C22 C23 152.42(15) . . . . ?
C28 P2 C22 C23 -92.84(17) . . . . ?
N4 P2 C22 C27 -157.02(16) . . . . ?
C34 P2 C22 C27 -31.07(19) . . . . ?
C28 P2 C22 C27 83.68(18) . . . . ?
C27 C22 C23 C24 0.0(3) . . . . ?
P2 C22 C23 C24 176.52(16) . . . . ?
C22 C23 C24 C25 0.6(3) . . . . ?
C23 C24 C25 C26 -1.0(3) . . . . ?
C24 C25 C26 C27 0.8(3) . . . . ?
C25 C26 C27 C22 -0.3(3) . . . . ?
C23 C22 C27 C26 -0.1(3) . . . . ?
P2 C22 C27 C26 -176.51(16) . . . . ?
N4 P2 C28 C33 30.00(19) . . . . ?
C34 P2 C28 C33 -96.49(17) . . . . ?
C22 P2 C28 C33 147.91(16) . . . . ?
N4 P2 C28 C29 -152.77(16) . . . . ?
C34 P2 C28 C29 80.73(18) . . . . ?
C22 P2 C28 C29 -34.86(19) . . . . ?
C33 C28 C29 C30 0.8(3) . . . . ?
P2 C28 C29 C30 -176.41(16) . . . . ?
C28 C29 C30 C31 0.3(3) . . . . ?
C29 C30 C31 C32 -1.0(3) . . . . ?
C30 C31 C32 C33 0.6(3) . . . . ?
C29 C28 C33 C32 -1.2(3) . . . . ?
P2 C28 C33 C32 176.04(16) . . . . ?
C31 C32 C33 C28 0.5(3) . . . . ?
N4 P2 C34 C35 -106.31(18) . . . . ?
C28 P2 C34 C35 17.15(19) . . . . ?
C22 P2 C34 C35 132.05(17) . . . . ?
N4 P2 C34 C39 71.08(18) . . . . ?
C28 P2 C34 C39 -165.46(16) . . . . ?
C22 P2 C34 C39 -50.56(18) . . . . ?
C39 C34 C35 C36 0.0(3) . . . . ?
P2 C34 C35 C36 177.36(17) . . . . ?
C34 C35 C36 C37 1.1(3) . . . . ?
C35 C36 C37 C38 -1.4(4) . . . . ?
C36 C37 C38 C39 0.8(3) . . . . ?
C37 C38 C39 C34 0.3(3) . . . . ?
C35 C34 C39 C38 -0.6(3) . . . . ?
P2 C34 C39 C38 -178.08(16) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_av_ps294
_database_code_depnum_ccdc_archive 'CCDC 2024353'
loop_
_audit_author_name
_audit_author_address
'Alexander Villinger'
;University Rostock
Germany
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2020-09-14 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 H30 N P2 +, C3 H3 N6 -'
_chemical_formula_sum            'C39 H33 N7 P2'
_chemical_formula_weight         661.66

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                   16.1472(5)
_cell_length_b                   16.1089(6)
_cell_length_c                   15.3501(5)
_cell_angle_alpha                90
_cell_angle_beta                 116.1050(10)
_cell_angle_gamma                90
_cell_volume                     3585.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4968
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      33.41

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.159
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7037
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA


_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35443
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.754
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4757
_reflns_number_gt                3987
_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          
;
 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)+(0.0407P)²+3.0093P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4757
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0872
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
N1 N 1.1138(3) 0.5805(2) 0.4470(2) 0.0567(8) Uani 0.5 1 d . . P A -1
N2 N 1.0862(4) 0.5149(3) 0.4138(5) 0.0370(11) Uani 0.5 1 d . . P A -1
N3 N 1.0627(4) 0.4505(6) 0.3825(4) 0.0470(15) Uani 0.5 1 d . . P A -1
N4 N 1.1062(2) 0.70118(18) 0.6798(2) 0.0475(7) Uani 0.5 1 d . . P B -1
C1 C 1.1120(11) 0.6678(9) 0.6168(12) 0.040(2) Uani 0.5 1 d . . P B -1
N5 N 0.8416(3) 0.3108(2) 0.3646(3) 0.0519(10) Uani 0.5 1 d . . P C -1
C2 C 0.9041(11) 0.3464(9) 0.3757(12) 0.039(2) Uani 0.5 1 d . . P C -1
C3 C 0.9609(3) 0.4566(3) 0.1629(4) 0.0421(12) Uani 0.5 1 d . . P D -1
N6 N 0.9204(5) 0.4745(6) 0.0828(8) 0.066(3) Uani 0.5 1 d . . P D -1
P1 P 0.59501(2) 0.43783(2) 0.82800(2) 0.01665(8) Uani 1 1 d . . . . .
N7 N 0.5000 0.40203(8) 0.7500 0.0214(3) Uani 1 2 d S T P . .
C4 C 0.59130(7) 0.54470(7) 0.86005(8) 0.0194(2) Uani 1 1 d . . . . .
C5 C 0.63586(9) 0.60696(8) 0.83465(10) 0.0295(3) Uani 1 1 d . . . . .
H5 H 0.6728 0.5936 0.8026 0.035 Uiso 1 1 calc R U . . .
C6 C 0.62608(11) 0.68920(9) 0.85635(12) 0.0407(3) Uani 1 1 d . . . . .
H6 H 0.6567 0.7320 0.8392 0.049 Uiso 1 1 calc R U . . .
C7 C 0.57230(11) 0.70897(9) 0.90254(11) 0.0398(3) Uani 1 1 d . . . . .
H7 H 0.5659 0.7653 0.9170 0.048 Uiso 1 1 calc R U . . .
C8 C 0.52760(10) 0.64715(9) 0.92793(10) 0.0361(3) Uani 1 1 d . . . . .
H8 H 0.4907 0.6610 0.9599 0.043 Uiso 1 1 calc R U . . .
C9 C 0.66290(8) 0.39824(7) 0.69530(9) 0.0249(2) Uani 1 1 d . . . . .
H9 H 0.6011 0.3848 0.6518 0.030 Uiso 1 1 calc R U . . .
C10 C 0.53668(9) 0.56512(8) 0.90674(9) 0.0273(3) Uani 1 1 d . . . . .
H10 H 0.5058 0.5226 0.9239 0.033 Uiso 1 1 calc R U . . .
C11 C 0.68375(8) 0.42777(7) 0.78780(8) 0.0195(2) Uani 1 1 d . . . . .
C12 C 0.73323(10) 0.38845(8) 0.66687(10) 0.0327(3) Uani 1 1 d . . . . .
H12 H 0.7193 0.3688 0.6036 0.039 Uiso 1 1 calc R U . . .
C13 C 0.82334(10) 0.40731(9) 0.73056(12) 0.0355(3) Uani 1 1 d . . . . .
H13 H 0.8710 0.4004 0.7108 0.043 Uiso 1 1 calc R U . . .
C14 C 0.84452(9) 0.43622(8) 0.82298(12) 0.0338(3) Uani 1 1 d . . . . .
H14 H 0.9066 0.4489 0.8665 0.041 Uiso 1 1 calc R U . . .
C15 C 0.77500(8) 0.44661(8) 0.85193(10) 0.0264(3) Uani 1 1 d . . . . .
H15 H 0.7894 0.4665 0.9152 0.032 Uiso 1 1 calc R U . . .
C16 C 0.63225(7) 0.37758(7) 0.93709(8) 0.0198(2) Uani 1 1 d . . . . .
C17 C 0.68817(8) 0.41203(8) 1.02758(8) 0.0231(2) Uani 1 1 d . . . . .
H17 H 0.7036 0.4693 1.0328 0.028 Uiso 1 1 calc R U . . .
C18 C 0.72109(9) 0.36253(8) 1.10991(9) 0.0270(3) Uani 1 1 d . . . . .
H18 H 0.7589 0.3860 1.1716 0.032 Uiso 1 1 calc R U . . .
C19 C 0.69891(8) 0.27875(8) 1.10233(9) 0.0274(3) Uani 1 1 d . . . . .
H19 H 0.7217 0.2450 1.1588 0.033 Uiso 1 1 calc R U . . .
C20 C 0.64362(9) 0.24411(8) 1.01259(9) 0.0288(3) Uani 1 1 d . . . . .
H20 H 0.6286 0.1867 1.0078 0.035 Uiso 1 1 calc R U . . .
C21 C 0.61004(8) 0.29310(8) 0.92956(9) 0.0250(2) Uani 1 1 d . . . . .
H21 H 0.5723 0.2694 0.8681 0.030 Uiso 1 1 calc R U . . .
H3 H 0.993(4) 0.445(2) 0.227(4) 0.052(14) Uiso 0.5 1 d . . P E -1
H1 H 1.117(3) 0.638(3) 0.566(3) 0.066(13) Uiso 0.5 1 d . . P F -1
H2 H 0.953(3) 0.380(3) 0.385(3) 0.055(12) Uiso 0.5 1 d . . P G -1


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

# 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
N1 N2 1.172(7) . ?
N2 N3 1.136(13) . ?
N4 C1 1.145(18) . ?
C1 H1 0.94(5) . ?
N5 C2 1.106(12) . ?
C2 H2 0.92(5) . ?
C3 N6 1.147(11) . ?
C3 H3 0.90(5) . ?
P1 N7 1.5822(6) . ?
P1 C16 1.7948(11) . ?
P1 C4 1.7986(11) . ?
P1 C11 1.7996(12) . ?
N7 P1 1.5822(6) 2_656 ?
C4 C5 1.3866(17) . ?
C4 C10 1.3986(17) . ?
C5 C6 1.3918(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.378(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(2) . ?
C7 H7 0.9500 . ?
C8 C10 1.3839(19) . ?
C8 H8 0.9500 . ?
C9 C11 1.3910(17) . ?
C9 C12 1.3932(18) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C15 1.3984(16) . ?
C12 C13 1.383(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.3875(18) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.3961(16) . ?
C16 C21 1.3991(16) . ?
C17 C18 1.3872(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.3879(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.3869(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3904(17) . ?
C20 H20 0.9500 . ?
C21 H21 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
N3 N2 N1 177.6(6) . . ?
N4 C1 H1 178(3) . . ?
N5 C2 H2 175(3) . . ?
N6 C3 H3 178(2) . . ?
N7 P1 C16 108.92(5) . . ?
N7 P1 C4 114.71(6) . . ?
C16 P1 C4 107.47(5) . . ?
N7 P1 C11 111.15(4) . . ?
C16 P1 C11 106.31(5) . . ?
C4 P1 C11 107.90(5) . . ?
P1 N7 P1 137.24(9) . 2_656 ?
C5 C4 C10 119.75(11) . . ?
C5 C4 P1 122.12(9) . . ?
C10 C4 P1 118.01(9) . . ?
C4 C5 C6 119.58(13) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.43(14) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 120.25(13) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C10 119.93(13) . . ?
C7 C8 H8 120.0 . . ?
C10 C8 H8 120.0 . . ?
C11 C9 C12 119.60(12) . . ?
C11 C9 H9 120.2 . . ?
C12 C9 H9 120.2 . . ?
C8 C10 C4 120.06(13) . . ?
C8 C10 H10 120.0 . . ?
C4 C10 H10 120.0 . . ?
C9 C11 C15 119.97(11) . . ?
C9 C11 P1 120.61(9) . . ?
C15 C11 P1 119.36(9) . . ?
C13 C12 C9 120.18(13) . . ?
C13 C12 H12 119.9 . . ?
C9 C12 H12 119.9 . . ?
C12 C13 C14 120.44(12) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 119.90(13) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C11 119.91(12) . . ?
C14 C15 H15 120.0 . . ?
C11 C15 H15 120.0 . . ?
C17 C16 C21 119.93(10) . . ?
C17 C16 P1 121.19(9) . . ?
C21 C16 P1 118.71(9) . . ?
C18 C17 C16 119.91(11) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.09(12) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.27(11) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.20(12) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 119.60(11) . . ?
C20 C21 H21 120.2 . . ?
C16 C21 H21 120.2 . . ?

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
C16 P1 N7 P1 138.42(4) . . . 2_656 ?
C4 P1 N7 P1 17.95(4) . . . 2_656 ?
C11 P1 N7 P1 -104.78(4) . . . 2_656 ?
N7 P1 C4 C5 -111.26(10) . . . . ?
C16 P1 C4 C5 127.48(10) . . . . ?
C11 P1 C4 C5 13.21(12) . . . . ?
N7 P1 C4 C10 64.69(10) . . . . ?
C16 P1 C4 C10 -56.56(10) . . . . ?
C11 P1 C4 C10 -170.83(9) . . . . ?
C10 C4 C5 C6 0.30(19) . . . . ?
P1 C4 C5 C6 176.19(11) . . . . ?
C4 C5 C6 C7 -0.2(2) . . . . ?
C5 C6 C7 C8 0.1(2) . . . . ?
C6 C7 C8 C10 -0.1(2) . . . . ?
C7 C8 C10 C4 0.2(2) . . . . ?
C5 C4 C10 C8 -0.34(18) . . . . ?
P1 C4 C10 C8 -176.39(10) . . . . ?
C12 C9 C11 C15 -0.66(18) . . . . ?
C12 C9 C11 P1 -177.94(9) . . . . ?
N7 P1 C11 C9 5.09(11) . . . . ?
C16 P1 C11 C9 123.47(10) . . . . ?
C4 P1 C11 C9 -121.49(10) . . . . ?
N7 P1 C11 C15 -172.21(9) . . . . ?
C16 P1 C11 C15 -53.82(10) . . . . ?
C4 P1 C11 C15 61.22(10) . . . . ?
C11 C9 C12 C13 0.56(19) . . . . ?
C9 C12 C13 C14 -0.1(2) . . . . ?
C12 C13 C14 C15 -0.2(2) . . . . ?
C13 C14 C15 C11 0.1(2) . . . . ?
C9 C11 C15 C14 0.34(18) . . . . ?
P1 C11 C15 C14 177.65(10) . . . . ?
N7 P1 C16 C17 -152.41(9) . . . . ?
C4 P1 C16 C17 -27.58(11) . . . . ?
C11 P1 C16 C17 87.74(10) . . . . ?
N7 P1 C16 C21 32.37(11) . . . . ?
C4 P1 C16 C21 157.19(9) . . . . ?
C11 P1 C16 C21 -87.48(10) . . . . ?
C21 C16 C17 C18 -0.41(18) . . . . ?
P1 C16 C17 C18 -175.58(9) . . . . ?
C16 C17 C18 C19 0.33(18) . . . . ?
C17 C18 C19 C20 -0.14(19) . . . . ?
C18 C19 C20 C21 0.02(19) . . . . ?
C19 C20 C21 C16 -0.10(19) . . . . ?
C17 C16 C21 C20 0.30(18) . . . . ?
P1 C16 C21 C20 175.58(9) . . . . ?

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.323
_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_av_ps291b
_database_code_depnum_ccdc_archive 'CCDC 2024351'
loop_
_audit_author_name
_audit_author_address
'Alexander Villinger'
;University Rostock
Germany
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2020-09-14 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 H30 N P2 +, C4 H3 N4 O -'
_chemical_formula_sum            'C40 H33 N5 O P2'
_chemical_formula_weight         661.65

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'
O O 0.0106 0.0060 '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                   16.2482(5)
_cell_length_b                   16.0014(5)
_cell_length_c                   15.3207(5)
_cell_angle_alpha                90
_cell_angle_beta                 115.7100(10)
_cell_angle_gamma                90
_cell_volume                     3588.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      33.51

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.159
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6961
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'

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

# EXPERIMENTAL DATA


_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34657
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.546
_diffrn_reflns_theta_max         31.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6213
_reflns_number_gt                4672
_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          
;
 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)+(0.0459P)²+2.1996P] 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         6213
_refine_ls_number_parameters     286
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1042
_refine_ls_wR_factor_gt          0.0931
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.4076(10) 0.0198(15) 0.5823(18) 0.032(3) Uani 0.261(13) 1 d D U P A -1
N1A N 0.3570(10) 0.0822(12) 0.5386(15) 0.042(2) Uani 0.261(13) 1 d D U P A -1
O1A O 0.4446(8) -0.0332(10) 0.6234(12) 0.044(3) Uani 0.261(13) 1 d D U P A -1
N2 N 0.5774(7) -0.0269(6) 0.9180(6) 0.062(2) Uani 0.5 1 d . . P B -1
C2 C 0.5382(4) -0.0427(4) 0.8368(4) 0.0424(11) Uani 0.5 1 d . . P B -1
H2 H 0.5059 -0.0558 0.7700 0.051 Uiso 0.5 1 calc R U P B -1
N3 N 0.6564(3) -0.1866(3) 0.6356(3) 0.0510(10) Uani 0.5 1 d . . P C -1
C3 C 0.5948(6) -0.1490(5) 0.6234(8) 0.0407(14) Uani 0.5 1 d . . P C -1
H3A H 0.5422 -0.1169 0.6130 0.049 Uiso 0.5 1 calc R U P C -1
N4 N 0.3929(2) 0.19938(18) 0.3208(2) 0.0492(7) Uani 0.5 1 d . . P D -1
C4 C 0.3847(6) 0.1666(5) 0.3808(7) 0.0419(16) Uani 0.5 1 d . . P D -1
H4A H 0.3778 0.1387 0.4319 0.050 Uiso 0.5 1 calc R U P D -1
P1 P 0.40598(2) 0.43730(2) 0.17272(2) 0.01596(7) Uani 1 1 d . . . . .
N5 N 0.5000 0.40133(8) 0.2500 0.0212(3) Uani 1 2 d S T P . .
C5 C 0.31861(7) 0.42732(6) 0.21417(8) 0.0186(2) Uani 1 1 d . . . . .
C6 C 0.22845(8) 0.44686(7) 0.15112(9) 0.0252(2) Uani 1 1 d . . . . .
H6 H 0.2141 0.4670 0.0878 0.030 Uiso 1 1 calc R U . . .
C7 C 0.15999(9) 0.43689(8) 0.18103(11) 0.0327(3) Uani 1 1 d . . . . .
H7 H 0.0986 0.4502 0.1384 0.039 Uiso 1 1 calc R U . . .
C8 C 0.18134(10) 0.40735(8) 0.27348(12) 0.0349(3) Uani 1 1 d . . . . .
H8 H 0.1343 0.4006 0.2940 0.042 Uiso 1 1 calc R U . . .
C9 C 0.27032(10) 0.38764(8) 0.33601(10) 0.0317(3) Uani 1 1 d . . . . .
H9 H 0.2843 0.3675 0.3992 0.038 Uiso 1 1 calc R U . . .
C10 C 0.33960(8) 0.39728(7) 0.30654(9) 0.0241(2) Uani 1 1 d . . . . .
H10 H 0.4008 0.3834 0.3493 0.029 Uiso 1 1 calc R U . . .
C11 C 0.40976(7) 0.54487(7) 0.14065(8) 0.0185(2) Uani 1 1 d . . . . .
C12 C 0.46432(8) 0.56568(8) 0.09407(9) 0.0260(2) Uani 1 1 d . . . . .
H12 H 0.4953 0.5230 0.0770 0.031 Uiso 1 1 calc R U . . .
C13 C 0.47325(10) 0.64828(9) 0.07272(10) 0.0347(3) Uani 1 1 d . . . . .
H13 H 0.5104 0.6623 0.0411 0.042 Uiso 1 1 calc R U . . .
C14 C 0.42817(11) 0.71035(9) 0.09738(10) 0.0381(3) Uani 1 1 d . . . . .
H14 H 0.4342 0.7670 0.0826 0.046 Uiso 1 1 calc R U . . .
C15 C 0.37448(11) 0.69033(8) 0.14338(12) 0.0395(3) Uani 1 1 d . . . . .
H15 H 0.3437 0.7334 0.1602 0.047 Uiso 1 1 calc R U . . .
C16 C 0.36486(9) 0.60768(7) 0.16540(10) 0.0279(3) Uani 1 1 d . . . . .
H16 H 0.3278 0.5943 0.1972 0.034 Uiso 1 1 calc R U . . .
C17 C 0.36879(7) 0.37662(7) 0.06367(8) 0.0188(2) Uani 1 1 d . . . . .
C18 C 0.39031(8) 0.29154(7) 0.07065(9) 0.0245(2) Uani 1 1 d . . . . .
H18 H 0.4278 0.2675 0.1318 0.029 Uiso 1 1 calc R U . . .
C19 C 0.35670(8) 0.24236(8) -0.01224(10) 0.0285(3) Uani 1 1 d . . . . .
H19 H 0.3714 0.1846 -0.0077 0.034 Uiso 1 1 calc R U . . .
C20 C 0.30181(8) 0.27730(8) -0.10153(9) 0.0276(3) Uani 1 1 d . . . . .
H20 H 0.2789 0.2433 -0.1580 0.033 Uiso 1 1 calc R U . . .
C21 C 0.28013(8) 0.36171(8) -0.10880(9) 0.0267(2) Uani 1 1 d . . . . .
H21 H 0.2426 0.3854 -0.1702 0.032 Uiso 1 1 calc R U . . .
C22 C 0.31326(8) 0.41152(7) -0.02645(8) 0.0226(2) Uani 1 1 d . . . . .
H22 H 0.2982 0.4692 -0.0314 0.027 Uiso 1 1 calc R U . . .
C1B C 0.4090(16) 0.0265(16) 0.576(2) 0.049(5) Uani 0.239(13) 1 d D U P A -2
N1B N 0.438(2) -0.0468(11) 0.608(2) 0.052(4) Uani 0.239(13) 1 d D U P A -2
O1B O 0.3798(11) 0.0860(12) 0.5473(15) 0.058(4) Uani 0.239(13) 1 d D 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
C1A O1A 1.07(3) . ?
C1A N1A 1.28(3) . ?
N2 C2 1.153(8) . ?
C2 H2 0.9500 . ?
N3 C3 1.111(7) . ?
C3 H3A 0.9500 . ?
N4 C4 1.116(11) . ?
C4 H4A 0.9500 . ?
P1 N5 1.5804(6) . ?
P1 C17 1.7954(11) . ?
P1 C5 1.7960(11) . ?
P1 C11 1.7984(11) . ?
N5 P1 1.5804(6) 2_655 ?
C5 C10 1.3899(16) . ?
C5 C6 1.3961(15) . ?
C6 C7 1.3838(18) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.3912(17) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.3879(16) . ?
C11 C12 1.3981(16) . ?
C12 C13 1.3843(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3903(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.3969(16) . ?
C17 C18 1.3981(16) . ?
C18 C19 1.3886(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.3860(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3881(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.3884(16) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C1B O1B 1.07(3) . ?
C1B N1B 1.28(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A C1A N1A 173(2) . . ?
N2 C2 H2 180.0 . . ?
N3 C3 H3A 180.0 . . ?
N4 C4 H4A 180.0 . . ?
N5 P1 C17 109.02(5) . . ?
N5 P1 C5 110.99(4) . . ?
C17 P1 C5 106.41(5) . . ?
N5 P1 C11 114.63(6) . . ?
C17 P1 C11 107.51(5) . . ?
C5 P1 C11 107.91(5) . . ?
P1 N5 P1 137.29(9) 2_655 . ?
C10 C5 C6 120.14(11) . . ?
C10 C5 P1 120.56(8) . . ?
C6 C5 P1 119.25(9) . . ?
C7 C6 C5 119.87(12) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 119.78(12) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 120.60(12) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.05(13) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C5 C10 C9 119.55(12) . . ?
C5 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C16 C11 C12 119.46(11) . . ?
C16 C11 P1 122.29(9) . . ?
C12 C11 P1 118.16(9) . . ?
C13 C12 C11 120.18(12) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.99(12) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.14(12) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.58(13) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 119.66(12) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C22 C17 C18 119.85(10) . . ?
C22 C17 P1 121.06(8) . . ?
C18 C17 P1 118.91(9) . . ?
C19 C18 C17 119.72(11) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 120.23(11) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.26(11) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C22 120.05(11) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C17 119.88(11) . . ?
C21 C22 H22 120.1 . . ?
C17 C22 H22 120.1 . . ?
O1B C1B N1B 176(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
C17 P1 N5 P1 138.50(4) . . . 2_655 ?
C5 P1 N5 P1 -104.61(4) . . . 2_655 ?
C11 P1 N5 P1 17.96(4) . . . 2_655 ?
N5 P1 C5 C10 4.67(11) . . . . ?
C17 P1 C5 C10 123.16(9) . . . . ?
C11 P1 C5 C10 -121.70(9) . . . . ?
N5 P1 C5 C6 -172.71(9) . . . . ?
C17 P1 C5 C6 -54.23(10) . . . . ?
C11 P1 C5 C6 60.91(10) . . . . ?
C10 C5 C6 C7 0.52(17) . . . . ?
P1 C5 C6 C7 177.91(9) . . . . ?
C5 C6 C7 C8 -0.14(19) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
C6 C5 C10 C9 -0.65(17) . . . . ?
P1 C5 C10 C9 -178.02(9) . . . . ?
C8 C9 C10 C5 0.42(18) . . . . ?
N5 P1 C11 C16 -112.04(10) . . . . ?
C17 P1 C11 C16 126.59(10) . . . . ?
C5 P1 C11 C16 12.18(11) . . . . ?
N5 P1 C11 C12 64.23(10) . . . . ?
C17 P1 C11 C12 -57.14(10) . . . . ?
C5 P1 C11 C12 -171.55(9) . . . . ?
C16 C11 C12 C13 -0.12(18) . . . . ?
P1 C11 C12 C13 -176.50(10) . . . . ?
C11 C12 C13 C14 -0.04(19) . . . . ?
C12 C13 C14 C15 0.1(2) . . . . ?
C13 C14 C15 C16 -0.1(2) . . . . ?
C12 C11 C16 C15 0.18(19) . . . . ?
P1 C11 C16 C15 176.40(11) . . . . ?
C14 C15 C16 C11 -0.1(2) . . . . ?
N5 P1 C17 C22 -152.43(9) . . . . ?
C5 P1 C17 C22 87.80(10) . . . . ?
C11 P1 C17 C22 -27.61(10) . . . . ?
N5 P1 C17 C18 32.52(10) . . . . ?
C5 P1 C17 C18 -87.25(10) . . . . ?
C11 P1 C17 C18 157.34(9) . . . . ?
C22 C17 C18 C19 0.36(17) . . . . ?
P1 C17 C18 C19 175.47(9) . . . . ?
C17 C18 C19 C20 -0.20(18) . . . . ?
C18 C19 C20 C21 0.10(19) . . . . ?
C19 C20 C21 C22 -0.15(19) . . . . ?
C20 C21 C22 C17 0.30(18) . . . . ?
C18 C17 C22 C21 -0.41(17) . . . . ?
P1 C17 C22 C21 -175.41(9) . . . . ?

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.049

