# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2209962'
loop_
_audit_author_name
_audit_author_address
'Tuncer Hokelek'
;Hacettepe University
Turkey
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H36 Cl3 N8 P3'
_chemical_formula_sum            'C29 H36 Cl3 N8 P3'
_chemical_formula_weight         695.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   33.9988(6)
_cell_length_b                   8.9587(3)
_cell_length_c                   21.5431(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.125(2)
_cell_angle_gamma                90
_cell_volume                     6511.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6616
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      26.94

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             2896
_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    0.464
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            27267
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.905
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7459
_reflns_number_gt                5679
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 2012) and PLATON (Spek, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0591P)²+11.5011P] 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         7459
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1180
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.08926(2) 0.97756(7) 0.48752(3) 0.02177(14) Uani 1 1 d . . . . .
P2 P 0.07754(2) 0.68211(7) 0.45506(3) 0.02565(15) Uani 1 1 d . . . . .
P3 P 0.11953(2) 0.85634(7) 0.38020(3) 0.02418(15) Uani 1 1 d . . . . .
Cl1 Cl 0.10776(3) 0.53551(9) 0.51544(4) 0.0535(2) Uani 1 1 d . . . . .
Cl2 Cl 0.02799(2) 0.56435(10) 0.43132(5) 0.0578(2) Uani 1 1 d . . . . .
Cl3 Cl 0.05442(3) 1.58704(10) 0.19116(5) 0.0674(3) Uani 1 1 d . . . . .
N1 N 0.06684(6) 0.8205(2) 0.49367(10) 0.0299(5) Uani 1 1 d . . . . .
N2 N 0.10002(6) 0.6987(2) 0.39654(9) 0.0275(5) Uani 1 1 d . . . . .
N3 N 0.11365(7) 0.9833(2) 0.42916(10) 0.0306(5) Uani 1 1 d . . . . .
N4 N 0.10481(7) 0.9069(3) 0.30792(10) 0.0367(5) Uani 1 1 d . . . . .
N5 N 0.16615(6) 0.8372(2) 0.36841(10) 0.0302(5) Uani 1 1 d . . . . .
N6 N 0.11521(6) 1.0223(2) 0.55382(10) 0.0320(5) Uani 1 1 d . . . . .
N7 N 0.05955(7) 1.1224(3) 0.48811(10) 0.0344(5) Uani 1 1 d . . . . .
N8 N 0.29496(6) 1.1760(2) 0.66159(10) 0.0287(5) Uani 1 1 d . . . . .
C1 C 0.16956(10) 0.8171(4) 0.30248(13) 0.0504(8) Uani 1 1 d . . . . .
H1A H 0.170252 0.711588 0.292538 0.060 Uiso 1 1 calc R U . . .
H1B H 0.193780 0.862848 0.292178 0.060 Uiso 1 1 calc R U . . .
C2 C 0.13437(9) 0.8891(3) 0.26604(12) 0.0386(7) Uani 1 1 d . . . . .
H2A H 0.141592 0.985461 0.250322 0.046 Uiso 1 1 calc R U . . .
H2B H 0.124245 0.826936 0.230776 0.046 Uiso 1 1 calc R U . . .
C3 C 0.06484(9) 0.9532(3) 0.28462(13) 0.0366(6) Uani 1 1 d . . . . .
H3A H 0.048221 0.942641 0.317846 0.044 Uiso 1 1 calc R U . . .
H3B H 0.054473 0.887227 0.250792 0.044 Uiso 1 1 calc R U . . .
C4 C 0.06229(7) 1.1129(3) 0.26113(12) 0.0297(5) Uani 1 1 d . . . . .
C5 C 0.06807(8) 1.2313(3) 0.30227(12) 0.0342(6) Uani 1 1 d . . . . .
H5 H 0.074146 1.212314 0.344823 0.041 Uiso 1 1 calc R U . . .
C6 C 0.06503(8) 1.3770(3) 0.28165(14) 0.0389(6) Uani 1 1 d . . . . .
H6 H 0.068399 1.455815 0.309926 0.047 Uiso 1 1 calc R U . . .
C7 C 0.05689(8) 1.4038(3) 0.21819(14) 0.0393(7) Uani 1 1 d . . . . .
C8 C 0.05213(9) 1.2895(3) 0.17573(13) 0.0427(7) Uani 1 1 d . . . . .
H8 H 0.047424 1.309070 0.133058 0.051 Uiso 1 1 calc R U . . .
C9 C 0.05449(9) 1.1435(3) 0.19789(13) 0.0400(7) Uani 1 1 d . . . . .
H9 H 0.050746 1.064839 0.169596 0.048 Uiso 1 1 calc R U . . .
C10 C 0.19443(8) 0.7566(3) 0.41262(14) 0.0389(7) Uani 1 1 d . . . . .
H10A H 0.194788 0.652545 0.400242 0.047 Uiso 1 1 calc R U . . .
H10B H 0.185729 0.760948 0.453800 0.047 Uiso 1 1 calc R U . . .
C11 C 0.23555(9) 0.8184(4) 0.41623(17) 0.0531(8) Uani 1 1 d . . . . .
H11A H 0.253206 0.758609 0.444222 0.080 Uiso 1 1 calc R U . . .
H11B H 0.235758 0.919213 0.431411 0.080 Uiso 1 1 calc R U . . .
H11C H 0.244043 0.817138 0.375369 0.080 Uiso 1 1 calc R U . . .
C12 C 0.02377(7) 1.1364(3) 0.44502(12) 0.0323(6) Uani 1 1 d . . . . .
H12A H 0.024688 1.068119 0.410876 0.048 Uiso 1 1 calc R U . . .
H12B H 0.021517 1.236624 0.429242 0.048 Uiso 1 1 calc R U . . .
H12C H 0.001284 1.113678 0.466237 0.048 Uiso 1 1 calc R U . . .
C13 C 0.06111(8) 1.1898(3) 0.54894(13) 0.0352(6) Uani 1 1 d . . . . .
H13A H 0.040407 1.149442 0.571242 0.042 Uiso 1 1 calc R U . . .
H13B H 0.057504 1.296933 0.545112 0.042 Uiso 1 1 calc R U . . .
C14 C 0.10136(8) 1.1543(3) 0.58335(12) 0.0342(6) Uani 1 1 d . . . . .
H14A H 0.119441 1.236933 0.580253 0.041 Uiso 1 1 calc R U . . .
H14B H 0.099450 1.135355 0.627204 0.041 Uiso 1 1 calc R U . . .
C15 C 0.14444(8) 0.9241(3) 0.58737(13) 0.0340(6) Uani 1 1 d . . . . .
H15A H 0.147968 0.837792 0.561449 0.041 Uiso 1 1 calc R U . . .
H15B H 0.134390 0.888979 0.624975 0.041 Uiso 1 1 calc R U . . .
C16 C 0.18410(7) 0.9966(3) 0.60539(11) 0.0285(5) Uani 1 1 d . . . . .
C17 C 0.20016(8) 1.0927(3) 0.56383(12) 0.0342(6) Uani 1 1 d . . . . .
H17 H 0.185632 1.113184 0.525296 0.041 Uiso 1 1 calc R U . . .
C18 C 0.23696(8) 1.1580(3) 0.57843(12) 0.0353(6) Uani 1 1 d . . . . .
H18 H 0.247142 1.222245 0.550482 0.042 Uiso 1 1 calc R U . . .
C19 C 0.25830(7) 1.1252(3) 0.63592(11) 0.0258(5) Uani 1 1 d . . . . .
C20 C 0.24289(7) 1.0289(3) 0.67841(10) 0.0231(5) Uani 1 1 d . . . . .
C21 C 0.20550(7) 0.9655(3) 0.66303(11) 0.0253(5) Uani 1 1 d . . . . .
H21 H 0.194996 0.902761 0.691178 0.030 Uiso 1 1 calc R U . . .
C22 C 0.27247(7) 1.0192(3) 0.73235(11) 0.0238(5) Uani 1 1 d . . . . .
C23 C 0.27505(8) 0.9411(3) 0.78843(12) 0.0315(6) Uani 1 1 d . . . . .
H23 H 0.254236 0.880902 0.797573 0.038 Uiso 1 1 calc R U . . .
C24 C 0.30902(8) 0.9543(3) 0.83033(12) 0.0376(7) Uani 1 1 d . . . . .
H24 H 0.311116 0.902238 0.867929 0.045 Uiso 1 1 calc R U . . .
C25 C 0.34016(8) 1.0447(4) 0.81698(13) 0.0400(7) Uani 1 1 d . . . . .
H25 H 0.362766 1.051489 0.845945 0.048 Uiso 1 1 calc R U . . .
C26 C 0.33844(8) 1.1243(3) 0.76216(12) 0.0335(6) Uani 1 1 d . . . . .
H26 H 0.359294 1.185106 0.753659 0.040 Uiso 1 1 calc R U . . .
C27 C 0.30427(7) 1.1102(3) 0.71997(11) 0.0263(5) Uani 1 1 d . . . . .
C28 C 0.32219(8) 1.2618(3) 0.62815(13) 0.0325(6) Uani 1 1 d . . . . .
H28A H 0.341802 1.309515 0.658251 0.039 Uiso 1 1 calc R U . . .
H28B H 0.307521 1.339581 0.604006 0.039 Uiso 1 1 calc R U . . .
C29 C 0.34306(8) 1.1658(3) 0.58483(13) 0.0362(6) Uani 1 1 d . . . . .
H29A H 0.361327 1.225953 0.565124 0.054 Uiso 1 1 calc R U . . .
H29B H 0.323872 1.122914 0.553418 0.054 Uiso 1 1 calc R U . . .
H29C H 0.357257 1.087523 0.608383 0.054 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N3 1.590(2) . ?
P1 N1 1.613(2) . ?
P1 N6 1.633(2) . ?
P1 N7 1.645(2) . ?
P2 N2 1.560(2) . ?
P2 N1 1.561(2) . ?
P2 Cl2 1.9998(10) . ?
P2 Cl1 2.0349(10) . ?
P3 N3 1.581(2) . ?
P3 N2 1.618(2) . ?
P3 N4 1.639(2) . ?
P3 N5 1.645(2) . ?
Cl3 C7 1.740(3) . ?
N4 C2 1.440(3) . ?
N4 C3 1.450(4) . ?
N5 C1 1.451(3) . ?
N5 C10 1.458(3) . ?
N6 C14 1.449(3) . ?
N6 C15 1.451(3) . ?
N7 C13 1.438(3) . ?
N7 C12 1.441(3) . ?
N8 C19 1.377(3) . ?
N8 C27 1.390(3) . ?
N8 C28 1.460(3) . ?
C1 C2 1.494(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.517(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.380(4) . ?
C4 C9 1.382(4) . ?
C5 C6 1.379(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.369(4) . ?
C8 C9 1.392(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.497(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.507(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.504(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C21 1.387(3) . ?
C16 C17 1.401(4) . ?
C17 C18 1.382(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.387(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.405(3) . ?
C20 C21 1.394(3) . ?
C20 C22 1.442(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.389(3) . ?
C22 C27 1.405(3) . ?
C23 C24 1.380(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.389(3) . ?
C26 H26 0.9300 . ?
C28 C29 1.509(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 P1 N1 113.02(11) . . ?
N3 P1 N6 113.92(12) . . ?
N1 P1 N6 110.59(12) . . ?
N3 P1 N7 111.18(12) . . ?
N1 P1 N7 112.96(12) . . ?
N6 P1 N7 93.76(11) . . ?
N2 P2 N1 121.66(11) . . ?
N2 P2 Cl2 108.97(9) . . ?
N1 P2 Cl2 108.10(9) . . ?
N2 P2 Cl1 108.58(9) . . ?
N1 P2 Cl1 107.74(9) . . ?
Cl2 P2 Cl1 99.53(5) . . ?
N3 P3 N2 113.19(11) . . ?
N3 P3 N4 112.72(12) . . ?
N2 P3 N4 111.28(12) . . ?
N3 P3 N5 112.46(12) . . ?
N2 P3 N5 111.82(11) . . ?
N4 P3 N5 93.93(11) . . ?
P2 N1 P1 120.34(13) . . ?
P2 N2 P3 120.93(12) . . ?
P3 N3 P1 128.74(14) . . ?
C2 N4 C3 120.8(2) . . ?
C2 N4 P3 114.21(18) . . ?
C3 N4 P3 124.79(18) . . ?
C1 N5 C10 116.8(2) . . ?
C1 N5 P3 111.08(19) . . ?
C10 N5 P3 121.36(17) . . ?
C14 N6 C15 121.1(2) . . ?
C14 N6 P1 114.47(17) . . ?
C15 N6 P1 123.34(17) . . ?
C13 N7 C12 118.9(2) . . ?
C13 N7 P1 112.63(17) . . ?
C12 N7 P1 122.23(18) . . ?
C19 N8 C27 108.4(2) . . ?
C19 N8 C28 125.0(2) . . ?
C27 N8 C28 125.7(2) . . ?
N5 C1 C2 107.7(2) . . ?
N5 C1 H1A 110.2 . . ?
C2 C1 H1A 110.2 . . ?
N5 C1 H1B 110.2 . . ?
C2 C1 H1B 110.2 . . ?
H1A C1 H1B 108.5 . . ?
N4 C2 C1 107.1(2) . . ?
N4 C2 H2A 110.3 . . ?
C1 C2 H2A 110.3 . . ?
N4 C2 H2B 110.3 . . ?
C1 C2 H2B 110.3 . . ?
H2A C2 H2B 108.5 . . ?
N4 C3 C4 113.4(2) . . ?
N4 C3 H3A 108.9 . . ?
C4 C3 H3A 108.9 . . ?
N4 C3 H3B 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C9 118.4(3) . . ?
C5 C4 C3 120.8(2) . . ?
C9 C4 C3 120.8(2) . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 118.7(3) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 121.6(3) . . ?
C8 C7 Cl3 119.0(2) . . ?
C6 C7 Cl3 119.4(2) . . ?
C7 C8 C9 118.5(3) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C4 C9 C8 121.3(3) . . ?
C4 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
N5 C10 C11 112.7(2) . . ?
N5 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N5 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N7 C12 H12A 109.5 . . ?
N7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 C14 106.8(2) . . ?
N7 C13 H13A 110.4 . . ?
C14 C13 H13A 110.4 . . ?
N7 C13 H13B 110.4 . . ?
C14 C13 H13B 110.4 . . ?
H13A C13 H13B 108.6 . . ?
N6 C14 C13 106.3(2) . . ?
N6 C14 H14A 110.5 . . ?
C13 C14 H14A 110.5 . . ?
N6 C14 H14B 110.5 . . ?
C13 C14 H14B 110.5 . . ?
H14A C14 H14B 108.7 . . ?
N6 C15 C16 113.8(2) . . ?
N6 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
N6 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C21 C16 C17 119.5(2) . . ?
C21 C16 C15 119.9(2) . . ?
C17 C16 C15 120.6(2) . . ?
C18 C17 C16 121.9(2) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 118.2(2) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
N8 C19 C18 129.5(2) . . ?
N8 C19 C20 109.5(2) . . ?
C18 C19 C20 121.0(2) . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 C22 133.7(2) . . ?
C19 C20 C22 106.4(2) . . ?
C16 C21 C20 119.5(2) . . ?
C16 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 C22 C27 119.3(2) . . ?
C23 C22 C20 133.9(2) . . ?
C27 C22 C20 106.7(2) . . ?
C24 C23 C22 118.9(3) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 120.8(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 121.8(3) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C27 117.2(3) . . ?
C25 C26 H26 121.4 . . ?
C27 C26 H26 121.4 . . ?
C26 C27 N8 129.1(2) . . ?
C26 C27 C22 122.0(2) . . ?
N8 C27 C22 108.9(2) . . ?
N8 C28 C29 112.4(2) . . ?
N8 C28 H28A 109.1 . . ?
C29 C28 H28A 109.1 . . ?
N8 C28 H28B 109.1 . . ?
C29 C28 H28B 109.1 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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
N2 P2 N1 P1 -18.1(2) . . . . ?
Cl2 P2 N1 P1 -145.22(13) . . . . ?
Cl1 P2 N1 P1 108.07(14) . . . . ?
N3 P1 N1 P2 13.6(2) . . . . ?
N6 P1 N1 P2 -115.42(16) . . . . ?
N7 P1 N1 P2 140.98(15) . . . . ?
N1 P2 N2 P3 10.2(2) . . . . ?
Cl2 P2 N2 P3 136.97(13) . . . . ?
Cl1 P2 N2 P3 -115.56(13) . . . . ?
N3 P3 N2 P2 0.8(2) . . . . ?
N4 P3 N2 P2 -127.34(15) . . . . ?
N5 P3 N2 P2 129.06(15) . . . . ?
N2 P3 N3 P1 -4.5(2) . . . . ?
N4 P3 N3 P1 122.88(19) . . . . ?
N5 P3 N3 P1 -132.44(18) . . . . ?
N1 P1 N3 P3 -2.5(2) . . . . ?
N6 P1 N3 P3 124.81(18) . . . . ?
N7 P1 N3 P3 -130.78(18) . . . . ?
N3 P3 N4 C2 126.1(2) . . . . ?
N2 P3 N4 C2 -105.5(2) . . . . ?
N5 P3 N4 C2 9.7(2) . . . . ?
N3 P3 N4 C3 -59.4(3) . . . . ?
N2 P3 N4 C3 69.0(3) . . . . ?
N5 P3 N4 C3 -175.7(2) . . . . ?
N3 P3 N5 C1 -137.7(2) . . . . ?
N2 P3 N5 C1 93.7(2) . . . . ?
N4 P3 N5 C1 -21.1(2) . . . . ?
N3 P3 N5 C10 79.0(2) . . . . ?
N2 P3 N5 C10 -49.6(2) . . . . ?
N4 P3 N5 C10 -164.4(2) . . . . ?
N3 P1 N6 C14 117.4(2) . . . . ?
N1 P1 N6 C14 -114.1(2) . . . . ?
N7 P1 N6 C14 2.2(2) . . . . ?
N3 P1 N6 C15 -74.7(2) . . . . ?
N1 P1 N6 C15 53.9(2) . . . . ?
N7 P1 N6 C15 170.1(2) . . . . ?
N3 P1 N7 C13 -134.6(2) . . . . ?
N1 P1 N7 C13 97.1(2) . . . . ?
N6 P1 N7 C13 -17.1(2) . . . . ?
N3 P1 N7 C12 73.5(2) . . . . ?
N1 P1 N7 C12 -54.8(2) . . . . ?
N6 P1 N7 C12 -169.0(2) . . . . ?
C10 N5 C1 C2 171.3(3) . . . . ?
P3 N5 C1 C2 26.1(3) . . . . ?
C3 N4 C2 C1 -170.7(3) . . . . ?
P3 N4 C2 C1 4.1(3) . . . . ?
N5 C1 C2 N4 -18.4(4) . . . . ?
C2 N4 C3 C4 -68.2(3) . . . . ?
P3 N4 C3 C4 117.6(2) . . . . ?
N4 C3 C4 C5 -70.8(3) . . . . ?
N4 C3 C4 C9 108.6(3) . . . . ?
C9 C4 C5 C6 2.0(4) . . . . ?
C3 C4 C5 C6 -178.7(3) . . . . ?
C4 C5 C6 C7 -1.5(4) . . . . ?
C5 C6 C7 C8 -0.5(4) . . . . ?
C5 C6 C7 Cl3 -178.1(2) . . . . ?
C6 C7 C8 C9 1.9(5) . . . . ?
Cl3 C7 C8 C9 179.5(2) . . . . ?
C5 C4 C9 C8 -0.5(4) . . . . ?
C3 C4 C9 C8 -179.9(3) . . . . ?
C7 C8 C9 C4 -1.4(5) . . . . ?
C1 N5 C10 C11 71.2(4) . . . . ?
P3 N5 C10 C11 -147.5(2) . . . . ?
C12 N7 C13 C14 178.9(2) . . . . ?
P1 N7 C13 C14 26.0(3) . . . . ?
C15 N6 C14 C13 -156.2(2) . . . . ?
P1 N6 C14 C13 12.1(3) . . . . ?
N7 C13 C14 N6 -22.9(3) . . . . ?
C14 N6 C15 C16 -63.9(3) . . . . ?
P1 N6 C15 C16 128.9(2) . . . . ?
N6 C15 C16 C21 141.1(2) . . . . ?
N6 C15 C16 C17 -40.5(3) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C15 C16 C17 C18 -178.3(3) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
C27 N8 C19 C18 -179.2(3) . . . . ?
C28 N8 C19 C18 -9.7(4) . . . . ?
C27 N8 C19 C20 1.8(3) . . . . ?
C28 N8 C19 C20 171.3(2) . . . . ?
C17 C18 C19 N8 -179.3(3) . . . . ?
C17 C18 C19 C20 -0.4(4) . . . . ?
N8 C19 C20 C21 178.8(2) . . . . ?
C18 C19 C20 C21 -0.3(4) . . . . ?
N8 C19 C20 C22 -1.2(3) . . . . ?
C18 C19 C20 C22 179.7(2) . . . . ?
C17 C16 C21 C20 -0.8(4) . . . . ?
C15 C16 C21 C20 177.7(2) . . . . ?
C19 C20 C21 C16 0.9(4) . . . . ?
C22 C20 C21 C16 -179.1(2) . . . . ?
C21 C20 C22 C23 1.4(5) . . . . ?
C19 C20 C22 C23 -178.6(3) . . . . ?
C21 C20 C22 C27 -179.9(3) . . . . ?
C19 C20 C22 C27 0.1(3) . . . . ?
C27 C22 C23 C24 -0.5(4) . . . . ?
C20 C22 C23 C24 178.2(3) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C26 0.2(5) . . . . ?
C24 C25 C26 C27 -0.5(4) . . . . ?
C25 C26 C27 N8 -179.4(3) . . . . ?
C25 C26 C27 C22 0.3(4) . . . . ?
C19 N8 C27 C26 178.0(3) . . . . ?
C28 N8 C27 C26 8.5(4) . . . . ?
C19 N8 C27 C22 -1.7(3) . . . . ?
C28 N8 C27 C22 -171.2(2) . . . . ?
C23 C22 C27 C26 0.2(4) . . . . ?
C20 C22 C27 C26 -178.8(2) . . . . ?
C23 C22 C27 N8 179.9(2) . . . . ?
C20 C22 C27 N8 0.9(3) . . . . ?
C19 N8 C28 C29 -76.0(3) . . . . ?
C27 N8 C28 C29 91.8(3) . . . . ?

_refine_diff_density_max         0.827
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.068

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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2209963'
loop_
_audit_author_name
_audit_author_address
'Tuncer Hokelek'
;Hacettepe University
Turkey
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H36 Cl3 N8 P3'
_chemical_formula_sum            'C29 H36 Cl3 N8 P3'
_chemical_formula_weight         695.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   22.1066(5)
_cell_length_b                   9.3979(4)
_cell_length_c                   30.6163(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6360.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9985
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             2896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.475
_shelx_estimated_absorpt_T_min   0.895
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            57800
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.618
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7292
_reflns_number_gt                6529
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 2012) and PLATON (Spek, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+5.0857P] 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         7292
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0913
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.67799(2) 0.38823(5) 0.14421(2) 0.01679(10) Uani 1 1 d . . . . .
P2 P 0.58081(2) 0.23025(4) 0.17399(2) 0.01547(9) Uani 1 1 d . . . . .
P3 P 0.56572(2) 0.52229(4) 0.16653(2) 0.01572(10) Uani 1 1 d . . . . .
Cl1 Cl 0.54099(2) 0.09354(5) 0.13129(2) 0.02729(11) Uani 1 1 d . . . . .
Cl2 Cl 0.57320(2) 0.11388(5) 0.22900(2) 0.02335(10) Uani 1 1 d . . . . .
Cl3 Cl 0.57515(2) 0.98380(5) -0.05135(2) 0.03339(12) Uani 1 1 d . . . . .
N1 N 0.64931(6) 0.24183(16) 0.16265(5) 0.0217(3) Uani 1 1 d . . . . .
N2 N 0.54005(6) 0.36555(15) 0.17799(5) 0.0215(3) Uani 1 1 d . . . . .
N3 N 0.63356(7) 0.52048(15) 0.14838(5) 0.0206(3) Uani 1 1 d . . . . .
N4 N 0.52160(7) 0.61331(15) 0.13375(5) 0.0227(3) Uani 1 1 d . . . . .
N5 N 0.55325(7) 0.62763(15) 0.20846(5) 0.0207(3) Uani 1 1 d . . . . .
N6 N 0.70389(7) 0.36660(17) 0.09391(5) 0.0232(3) Uani 1 1 d . . . . .
N7 N 0.74522(7) 0.41271(18) 0.16579(5) 0.0236(3) Uani 1 1 d . . . . .
N8 N 0.67591(7) 0.52912(17) -0.10890(5) 0.0250(3) Uani 1 1 d . . . . .
C1 C 0.52518(9) 0.76225(18) 0.19540(6) 0.0239(4) Uani 1 1 d . . . . .
H1A H 0.555619 0.831827 0.187371 0.029 Uiso 1 1 calc R U . . .
H1B H 0.500589 0.800724 0.218831 0.029 Uiso 1 1 calc R U . . .
C2 C 0.48633(8) 0.72265(19) 0.15628(6) 0.0245(4) Uani 1 1 d . . . . .
H2A H 0.447467 0.685504 0.165574 0.029 Uiso 1 1 calc R U . . .
H2B H 0.479716 0.804383 0.137536 0.029 Uiso 1 1 calc R U . . .
C3 C 0.50472(9) 0.5697(2) 0.09018(6) 0.0256(4) Uani 1 1 d . . . . .
H3A H 0.461364 0.554117 0.089287 0.031 Uiso 1 1 calc R U . . .
H3B H 0.524354 0.479990 0.083549 0.031 Uiso 1 1 calc R U . . .
C4 C 0.52157(8) 0.67748(18) 0.05547(6) 0.0205(3) Uani 1 1 d . . . . .
C5 C 0.49072(8) 0.67835(19) 0.01568(6) 0.0229(4) Uani 1 1 d . . . . .
H5 H 0.458925 0.615214 0.011197 0.027 Uiso 1 1 calc R U . . .
C6 C 0.50691(8) 0.7721(2) -0.01721(6) 0.0249(4) Uani 1 1 d . . . . .
H6 H 0.486423 0.771729 -0.043737 0.030 Uiso 1 1 calc R U . . .
C7 C 0.55382(8) 0.86621(19) -0.01012(6) 0.0228(4) Uani 1 1 d . . . . .
C8 C 0.58418(8) 0.8694(2) 0.02917(6) 0.0255(4) Uani 1 1 d . . . . .
H8 H 0.615086 0.934865 0.033810 0.031 Uiso 1 1 calc R U . . .
C9 C 0.56815(8) 0.7741(2) 0.06170(6) 0.0251(4) Uani 1 1 d . . . . .
H9 H 0.588945 0.774913 0.088107 0.030 Uiso 1 1 calc R U . . .
C10 C 0.58839(9) 0.6185(2) 0.24848(6) 0.0259(4) Uani 1 1 d . . . . .
H10A H 0.605628 0.523907 0.250702 0.031 Uiso 1 1 calc R U . . .
H10B H 0.561521 0.631827 0.273199 0.031 Uiso 1 1 calc R U . . .
C11 C 0.63892(9) 0.7269(2) 0.25118(7) 0.0326(4) Uani 1 1 d . . . . .
H11A H 0.663943 0.706343 0.276023 0.049 Uiso 1 1 calc R U . . .
H11B H 0.621989 0.820423 0.254161 0.049 Uiso 1 1 calc R U . . .
H11C H 0.662890 0.722520 0.225066 0.049 Uiso 1 1 calc R U . . .
C12 C 0.75386(9) 0.4931(2) 0.20557(6) 0.0261(4) Uani 1 1 d . . . . .
H12A H 0.720745 0.475296 0.225110 0.039 Uiso 1 1 calc R U . . .
H12B H 0.755518 0.592757 0.198814 0.039 Uiso 1 1 calc R U . . .
H12C H 0.791037 0.464559 0.219199 0.039 Uiso 1 1 calc R U . . .
C13 C 0.79354(8) 0.4125(2) 0.13337(6) 0.0266(4) Uani 1 1 d . . . . .
H13A H 0.829213 0.365123 0.144716 0.032 Uiso 1 1 calc R U . . .
H13B H 0.804285 0.509008 0.125256 0.032 Uiso 1 1 calc R U . . .
C14 C 0.76834(8) 0.3324(2) 0.09438(6) 0.0289(4) Uani 1 1 d . . . . .
H14A H 0.787651 0.363423 0.067581 0.035 Uiso 1 1 calc R U . . .
H14B H 0.774489 0.230757 0.097705 0.035 Uiso 1 1 calc R U . . .
C15 C 0.66673(9) 0.2954(2) 0.06125(6) 0.0287(4) Uani 1 1 d . . . . .
H15A H 0.624755 0.298723 0.070414 0.034 Uiso 1 1 calc R U . . .
H15B H 0.678625 0.196245 0.059501 0.034 Uiso 1 1 calc R U . . .
C16 C 0.67225(8) 0.3622(2) 0.01640(6) 0.0234(4) Uani 1 1 d . . . . .
C17 C 0.66891(9) 0.5106(2) 0.01213(6) 0.0280(4) Uani 1 1 d . . . . .
H17 H 0.665963 0.566225 0.037175 0.034 Uiso 1 1 calc R U . . .
C18 C 0.66988(9) 0.5766(2) -0.02817(6) 0.0286(4) Uani 1 1 d . . . . .
H18 H 0.667912 0.675153 -0.030556 0.034 Uiso 1 1 calc R U . . .
C19 C 0.67390(8) 0.4906(2) -0.06515(6) 0.0226(4) Uani 1 1 d . . . . .
C20 C 0.67679(8) 0.3412(2) -0.06167(5) 0.0210(3) Uani 1 1 d . . . . .
C21 C 0.67665(8) 0.2774(2) -0.02048(5) 0.0218(3) Uani 1 1 d . . . . .
H21 H 0.679463 0.179000 -0.017838 0.026 Uiso 1 1 calc R U . . .
C22 C 0.67919(8) 0.2866(2) -0.10587(5) 0.0216(4) Uani 1 1 d . . . . .
C23 C 0.68133(8) 0.1507(2) -0.12387(6) 0.0252(4) Uani 1 1 d . . . . .
H23 H 0.681375 0.070699 -0.105986 0.030 Uiso 1 1 calc R U . . .
C24 C 0.68338(9) 0.1365(2) -0.16904(6) 0.0305(4) Uani 1 1 d . . . . .
H24 H 0.684551 0.046276 -0.181458 0.037 Uiso 1 1 calc R U . . .
C25 C 0.68371(9) 0.2562(3) -0.19590(6) 0.0328(5) Uani 1 1 d . . . . .
H25 H 0.685538 0.243994 -0.226012 0.039 Uiso 1 1 calc R U . . .
C26 C 0.68141(8) 0.3920(2) -0.17909(6) 0.0293(4) Uani 1 1 d . . . . .
H26 H 0.681595 0.471193 -0.197306 0.035 Uiso 1 1 calc R U . . .
C27 C 0.67879(8) 0.4067(2) -0.13368(6) 0.0233(4) Uani 1 1 d . . . . .
C28 C 0.66816(9) 0.6731(2) -0.12543(6) 0.0282(4) Uani 1 1 d . . . . .
H28A H 0.690872 0.683308 -0.152354 0.034 Uiso 1 1 calc R U . . .
H28B H 0.684600 0.739892 -0.104395 0.034 Uiso 1 1 calc R U . . .
C29 C 0.60269(9) 0.7096(2) -0.13395(7) 0.0344(5) Uani 1 1 d . . . . .
H29A H 0.599910 0.805368 -0.144650 0.052 Uiso 1 1 calc R U . . .
H29B H 0.580097 0.701232 -0.107295 0.052 Uiso 1 1 calc R U . . .
H29C H 0.586453 0.645317 -0.155318 0.052 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N3 1.5891(15) . ?
P1 N1 1.6166(15) . ?
P1 N7 1.6427(15) . ?
P1 N6 1.6557(14) . ?
P2 N1 1.5576(15) . ?
P2 N2 1.5632(15) . ?
P2 Cl2 2.0152(6) . ?
P2 Cl1 2.0334(6) . ?
P3 N3 1.5997(15) . ?
P3 N2 1.6171(15) . ?
P3 N4 1.6400(15) . ?
P3 N5 1.6444(15) . ?
Cl3 C7 1.7426(18) . ?
N4 C3 1.444(2) . ?
N4 C2 1.463(2) . ?
N5 C10 1.453(2) . ?
N5 C1 1.465(2) . ?
N6 C15 1.457(2) . ?
N6 C14 1.461(2) . ?
N7 C12 1.446(2) . ?
N7 C13 1.458(2) . ?
N8 C27 1.379(2) . ?
N8 C19 1.388(2) . ?
N8 C28 1.455(2) . ?
C1 C2 1.520(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.515(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.386(2) . ?
C4 C5 1.396(2) . ?
C5 C6 1.385(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.380(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(3) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.514(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.517(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.515(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C21 1.386(2) . ?
C16 C17 1.403(3) . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.394(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.410(3) . ?
C20 C21 1.397(2) . ?
C20 C22 1.448(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.392(3) . ?
C22 C27 1.414(3) . ?
C23 C24 1.390(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.393(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.377(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.398(2) . ?
C26 H26 0.9300 . ?
C28 C29 1.510(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 P1 N1 113.29(8) . . ?
N3 P1 N7 114.67(8) . . ?
N1 P1 N7 109.48(8) . . ?
N3 P1 N6 112.61(8) . . ?
N1 P1 N6 110.85(8) . . ?
N7 P1 N6 94.49(7) . . ?
N1 P2 N2 121.40(8) . . ?
N1 P2 Cl2 107.78(6) . . ?
N2 P2 Cl2 109.14(6) . . ?
N1 P2 Cl1 108.76(6) . . ?
N2 P2 Cl1 108.35(6) . . ?
Cl2 P2 Cl1 99.11(3) . . ?
N3 P3 N2 113.25(8) . . ?
N3 P3 N4 110.52(8) . . ?
N2 P3 N4 113.53(8) . . ?
N3 P3 N5 115.77(8) . . ?
N2 P3 N5 108.67(8) . . ?
N4 P3 N5 93.67(8) . . ?
P2 N1 P1 121.24(9) . . ?
P2 N2 P3 121.45(9) . . ?
P1 N3 P3 128.00(9) . . ?
C3 N4 C2 119.80(15) . . ?
C3 N4 P3 124.80(12) . . ?
C2 N4 P3 113.26(12) . . ?
C10 N5 C1 120.49(14) . . ?
C10 N5 P3 122.23(12) . . ?
C1 N5 P3 112.20(12) . . ?
C15 N6 C14 117.12(15) . . ?
C15 N6 P1 119.99(12) . . ?
C14 N6 P1 110.80(12) . . ?
C12 N7 C13 118.52(15) . . ?
C12 N7 P1 122.10(12) . . ?
C13 N7 P1 112.88(12) . . ?
C27 N8 C19 108.35(15) . . ?
C27 N8 C28 126.13(15) . . ?
C19 N8 C28 125.06(16) . . ?
N5 C1 C2 104.07(14) . . ?
N5 C1 H1A 110.9 . . ?
C2 C1 H1A 110.9 . . ?
N5 C1 H1B 110.9 . . ?
C2 C1 H1B 110.9 . . ?
H1A C1 H1B 109.0 . . ?
N4 C2 C1 104.03(14) . . ?
N4 C2 H2A 111.0 . . ?
C1 C2 H2A 111.0 . . ?
N4 C2 H2B 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
N4 C3 C4 113.26(15) . . ?
N4 C3 H3A 108.9 . . ?
C4 C3 H3A 108.9 . . ?
N4 C3 H3B 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
C9 C4 C5 118.64(16) . . ?
C9 C4 C3 121.60(15) . . ?
C5 C4 C3 119.74(16) . . ?
C6 C5 C4 120.78(16) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C7 C6 C5 119.18(16) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C6 121.17(17) . . ?
C8 C7 Cl3 119.12(14) . . ?
C6 C7 Cl3 119.71(14) . . ?
C7 C8 C9 119.25(17) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C4 C9 C8 120.97(16) . . ?
C4 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
N5 C10 C11 113.64(16) . . ?
N5 C10 H10A 108.8 . . ?
C11 C10 H10A 108.8 . . ?
N5 C10 H10B 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N7 C12 H12A 109.5 . . ?
N7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 C14 105.50(14) . . ?
N7 C13 H13A 110.6 . . ?
C14 C13 H13A 110.6 . . ?
N7 C13 H13B 110.6 . . ?
C14 C13 H13B 110.6 . . ?
H13A C13 H13B 108.8 . . ?
N6 C14 C13 104.88(15) . . ?
N6 C14 H14A 110.8 . . ?
C13 C14 H14A 110.8 . . ?
N6 C14 H14B 110.8 . . ?
C13 C14 H14B 110.8 . . ?
H14A C14 H14B 108.8 . . ?
N6 C15 C16 112.75(15) . . ?
N6 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
N6 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C21 C16 C17 119.99(17) . . ?
C21 C16 C15 120.41(17) . . ?
C17 C16 C15 119.47(16) . . ?
C18 C17 C16 121.91(17) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C19 117.81(18) . . ?
C17 C18 H18 121.1 . . ?
C19 C18 H18 121.1 . . ?
N8 C19 C18 129.40(18) . . ?
N8 C19 C20 109.35(16) . . ?
C18 C19 C20 121.26(17) . . ?
C21 C20 C19 119.76(16) . . ?
C21 C20 C22 133.73(17) . . ?
C19 C20 C22 106.51(15) . . ?
C16 C21 C20 119.26(17) . . ?
C16 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C23 C22 C27 119.63(16) . . ?
C23 C22 C20 134.16(17) . . ?
C27 C22 C20 106.21(16) . . ?
C24 C23 C22 118.87(18) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 120.68(19) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 121.83(17) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C27 117.69(19) . . ?
C25 C26 H26 121.2 . . ?
C27 C26 H26 121.2 . . ?
N8 C27 C26 129.15(18) . . ?
N8 C27 C22 109.56(15) . . ?
C26 C27 C22 121.29(18) . . ?
N8 C28 C29 112.59(16) . . ?
N8 C28 H28A 109.1 . . ?
C29 C28 H28A 109.1 . . ?
N8 C28 H28B 109.1 . . ?
C29 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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
N2 P2 N1 P1 -13.66(16) . . . . ?
Cl2 P2 N1 P1 -140.48(9) . . . . ?
Cl1 P2 N1 P1 112.99(10) . . . . ?
N3 P1 N1 P2 11.69(14) . . . . ?
N7 P1 N1 P2 141.05(10) . . . . ?
N6 P1 N1 P2 -116.03(11) . . . . ?
N1 P2 N2 P3 5.29(16) . . . . ?
Cl2 P2 N2 P3 131.49(9) . . . . ?
Cl1 P2 N2 P3 -121.55(10) . . . . ?
N3 P3 N2 P2 3.67(14) . . . . ?
N4 P3 N2 P2 130.77(11) . . . . ?
N5 P3 N2 P2 -126.47(11) . . . . ?
N1 P1 N3 P3 -2.28(15) . . . . ?
N7 P1 N3 P3 -128.96(11) . . . . ?
N6 P1 N3 P3 124.51(11) . . . . ?
N2 P3 N3 P1 -5.10(15) . . . . ?
N4 P3 N3 P1 -133.76(11) . . . . ?
N5 P3 N3 P1 121.37(12) . . . . ?
N3 P3 N4 C3 68.51(17) . . . . ?
N2 P3 N4 C3 -60.00(17) . . . . ?
N5 P3 N4 C3 -172.20(16) . . . . ?
N3 P3 N4 C2 -128.25(13) . . . . ?
N2 P3 N4 C2 103.24(13) . . . . ?
N5 P3 N4 C2 -8.96(14) . . . . ?
N3 P3 N5 C10 -54.66(16) . . . . ?
N2 P3 N5 C10 74.09(16) . . . . ?
N4 P3 N5 C10 -169.55(15) . . . . ?
N3 P3 N5 C1 100.18(13) . . . . ?
N2 P3 N5 C1 -131.08(12) . . . . ?
N4 P3 N5 C1 -14.72(13) . . . . ?
N3 P1 N6 C15 -80.90(16) . . . . ?
N1 P1 N6 C15 47.18(17) . . . . ?
N7 P1 N6 C15 160.01(16) . . . . ?
N3 P1 N6 C14 137.64(13) . . . . ?
N1 P1 N6 C14 -94.28(14) . . . . ?
N7 P1 N6 C14 18.55(15) . . . . ?
N3 P1 N7 C12 36.81(17) . . . . ?
N1 P1 N7 C12 -91.80(16) . . . . ?
N6 P1 N7 C12 154.22(15) . . . . ?
N3 P1 N7 C13 -114.42(14) . . . . ?
N1 P1 N7 C13 116.98(14) . . . . ?
N6 P1 N7 C13 3.00(15) . . . . ?
C10 N5 C1 C2 -172.44(15) . . . . ?
P3 N5 C1 C2 32.24(17) . . . . ?
C3 N4 C2 C1 -167.71(15) . . . . ?
P3 N4 C2 C1 28.13(17) . . . . ?
N5 C1 C2 N4 -35.86(18) . . . . ?
C2 N4 C3 C4 75.2(2) . . . . ?
P3 N4 C3 C4 -122.60(16) . . . . ?
N4 C3 C4 C9 24.5(2) . . . . ?
N4 C3 C4 C5 -157.03(16) . . . . ?
C9 C4 C5 C6 1.1(3) . . . . ?
C3 C4 C5 C6 -177.43(17) . . . . ?
C4 C5 C6 C7 -0.5(3) . . . . ?
C5 C6 C7 C8 -0.8(3) . . . . ?
C5 C6 C7 Cl3 179.44(14) . . . . ?
C6 C7 C8 C9 1.6(3) . . . . ?
Cl3 C7 C8 C9 -178.69(15) . . . . ?
C5 C4 C9 C8 -0.3(3) . . . . ?
C3 C4 C9 C8 178.17(17) . . . . ?
C7 C8 C9 C4 -1.0(3) . . . . ?
C1 N5 C10 C11 -54.7(2) . . . . ?
P3 N5 C10 C11 98.16(18) . . . . ?
C12 N7 C13 C14 -174.54(17) . . . . ?
P1 N7 C13 C14 -22.2(2) . . . . ?
C15 N6 C14 C13 -175.78(16) . . . . ?
P1 N6 C14 C13 -33.10(19) . . . . ?
N7 C13 C14 N6 33.5(2) . . . . ?
C14 N6 C15 C16 -79.1(2) . . . . ?
P1 N6 C15 C16 141.73(14) . . . . ?
N6 C15 C16 C21 137.70(18) . . . . ?
N6 C15 C16 C17 -46.4(2) . . . . ?
C21 C16 C17 C18 0.0(3) . . . . ?
C15 C16 C17 C18 -175.89(17) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C27 N8 C19 C18 -178.95(18) . . . . ?
C28 N8 C19 C18 -6.3(3) . . . . ?
C27 N8 C19 C20 1.2(2) . . . . ?
C28 N8 C19 C20 173.82(16) . . . . ?
C17 C18 C19 N8 -179.71(18) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
N8 C19 C20 C21 178.79(15) . . . . ?
C18 C19 C20 C21 -1.1(3) . . . . ?
N8 C19 C20 C22 -1.4(2) . . . . ?
C18 C19 C20 C22 178.71(16) . . . . ?
C17 C16 C21 C20 -0.9(3) . . . . ?
C15 C16 C21 C20 174.89(16) . . . . ?
C19 C20 C21 C16 1.5(3) . . . . ?
C22 C20 C21 C16 -178.24(18) . . . . ?
C21 C20 C22 C23 1.1(4) . . . . ?
C19 C20 C22 C23 -178.59(19) . . . . ?
C21 C20 C22 C27 -179.16(19) . . . . ?
C19 C20 C22 C27 1.11(19) . . . . ?
C27 C22 C23 C24 0.4(3) . . . . ?
C20 C22 C23 C24 -179.97(19) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 -0.7(3) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
C19 N8 C27 C26 179.86(18) . . . . ?
C28 N8 C27 C26 7.3(3) . . . . ?
C19 N8 C27 C22 -0.5(2) . . . . ?
C28 N8 C27 C22 -173.00(17) . . . . ?
C25 C26 C27 N8 -179.66(18) . . . . ?
C25 C26 C27 C22 0.7(3) . . . . ?
C23 C22 C27 N8 179.35(16) . . . . ?
C20 C22 C27 N8 -0.40(19) . . . . ?
C23 C22 C27 C26 -1.0(3) . . . . ?
C20 C22 C27 C26 179.29(16) . . . . ?
C27 N8 C28 C29 83.2(2) . . . . ?
C19 N8 C28 C29 -88.1(2) . . . . ?

_refine_diff_density_max         0.451
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.057

