data_2100432
_journal_coeditor_code         DE5025
_journal_date_accepted         2006-01-08
_journal_date_recd_electronic  2005-11-02
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section B'
_journal_page_first            321
_journal_page_last             329
_journal_paper_category        FA
_journal_volume                62
_journal_year                  2006
_chemical_formula_moiety       ?
_chemical_formula_sum          'C8 H20 Cl4 N5 P3'
_chemical_formula_weight       421.00
_chemical_melting_point        121\%C
_chemical_name_common          ?
_chemical_name_systematic
;
 1,1-bis(tert-butylamino)-3,3,5,5-tetrachlorocyclotriphosphazene
;
_symmetry_cell_setting         Orthorhombic
_symmetry_space_group_name_H-M Pna2(1)
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary   direct
_atom_sites_solution_secondary difmap
_audit_creation_method         SHELXL-97
_cell_angle_alpha              90.00
_cell_angle_beta               90.00
_cell_angle_gamma              90.00
_cell_formula_units_Z          8
_cell_length_a                 20.3441(7)
_cell_length_b                 11.9481(4)
_cell_length_c                 15.9661(7)
_cell_measurement_reflns_used  29220
_cell_measurement_temperature  120(2)
_cell_measurement_theta_max    27.48
_cell_measurement_theta_min    2.91
_cell_volume                   3880.9(3)
_computing_cell_refinement     'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction      'DENZO & COLLECT'
_computing_molecular_graphics  ?
_computing_publication_material ?
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution  'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature    120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Nonius KappaCCD'
_diffrn_measurement_method     '\f & \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source       'Nonius FR591 rotating anode'
_diffrn_radiation_type         MoK\a
_diffrn_radiation_wavelength   0.71073
_diffrn_reflns_av_R_equivalents 0.0783
_diffrn_reflns_av_sigmaI/netI  0.0881
_diffrn_reflns_limit_h_max     24
_diffrn_reflns_limit_h_min     -26
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_l_max     20
_diffrn_reflns_limit_l_min     -20
_diffrn_reflns_number          29635
_diffrn_reflns_theta_full      27.47
_diffrn_reflns_theta_max       27.47
_diffrn_reflns_theta_min       2.92
_diffrn_standards_decay_%      ?
_exptl_absorpt_coefficient_mu  0.854
_exptl_absorpt_correction_T_max 0.9505
_exptl_absorpt_correction_T_min 0.8754
_exptl_absorpt_correction_type ?
_exptl_absorpt_process_details 'SORTAV (Blessing, 1997)'
_exptl_crystal_colour          colourless
_exptl_crystal_density_diffrn  1.441
_exptl_crystal_density_meas    ?
_exptl_crystal_density_method  'not measured'
_exptl_crystal_description     plate
_exptl_crystal_F_000           1728
_exptl_crystal_size_max        0.16
_exptl_crystal_size_mid        0.14
_exptl_crystal_size_min        0.06
_refine_diff_density_max       0.435
_refine_diff_density_min       -0.428
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.08(8)
_refine_ls_extinction_coef     0.0041(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method   SHELXL
_refine_ls_goodness_of_fit_ref 1.021
_refine_ls_hydrogen_treatment  mixed
_refine_ls_matrix_type         full
_refine_ls_number_parameters   414
_refine_ls_number_reflns       8587
_refine_ls_number_restraints   7
_refine_ls_restrained_S_all    1.020
_refine_ls_R_factor_all        0.0974
_refine_ls_R_factor_gt         0.0530
_refine_ls_shift/su_max        0.011
_refine_ls_shift/su_mean       0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0134P)^2^+2.2238P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.0926
_refine_ls_wR_factor_ref       0.1072
_reflns_number_gt              5744
_reflns_number_total           8587
_reflns_threshold_expression   >2sigma(I)
loop_
_symmetry_equiv_pos_as_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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C2 -0.4512(8) 0.743(2) 0.4483(12) 0.112(8) Uani d P 0.67(3) A 1
H H2A -0.4808 0.6937 0.4173 0.169 Uiso calc PR 0.67(3) A 1
H H2B -0.4319 0.7981 0.4097 0.169 Uiso calc PR 0.67(3) A 1
H H2C -0.4760 0.7826 0.4920 0.169 Uiso calc PR 0.67(3) A 1
C C3 -0.369(3) 0.590(2) 0.5647(14) 0.148(18) Uani d P 0.47(4) A 1
H H3A -0.3895 0.6142 0.6175 0.222 Uiso calc PR 0.47(4) A 1
H H3B -0.3213 0.5950 0.5696 0.222 Uiso calc PR 0.47(4) A 1
H H3C -0.3820 0.5132 0.5523 0.222 Uiso calc PR 0.47(4) A 1
C C4 -0.358(4) 0.783(7) 0.506(6) 0.18(3) Uani d PU 0.34(9) A 1
H H4A -0.3794 0.8415 0.4718 0.263 Uiso calc PR 0.34(9) A 1
H H4B -0.3120 0.7770 0.4898 0.263 Uiso calc PR 0.34(9) A 1
H H4C -0.3615 0.8037 0.5652 0.263 Uiso calc PR 0.34(9) A 1
C C2' -0.4626(11) 0.652(4) 0.497(3) 0.11(2) Uani d P 0.33(3) A 2
H H2'1 -0.4822 0.6544 0.4414 0.163 Uiso calc PR 0.33(3) A 2
H H2'2 -0.4821 0.7112 0.5321 0.163 Uiso calc PR 0.33(3) A 2
H H2'3 -0.4709 0.5792 0.5231 0.163 Uiso calc PR 0.33(3) A 2
C C3' -0.430(2) 0.5882(18) 0.5435(14) 0.115(13) Uani d P 0.53(4) A 2
H H3'1 -0.4644 0.6273 0.5751 0.172 Uiso calc PR 0.53(4) A 2
H H3'2 -0.3998 0.5517 0.5826 0.172 Uiso calc PR 0.53(4) A 2
H H3'3 -0.4504 0.5316 0.5073 0.172 Uiso calc PR 0.53(4) A 2
C C4' -0.3537(11) 0.755(3) 0.530(2) 0.109(9) Uani d P 0.66(9) A 2
H H4'1 -0.3807 0.7975 0.5700 0.163 Uiso calc PR 0.66(9) A 2
H H4'2 -0.3362 0.8057 0.4876 0.163 Uiso calc PR 0.66(9) A 2
H H4'3 -0.3172 0.7195 0.5604 0.163 Uiso calc PR 0.66(9) A 2
C C9 0.0429(2) 0.3132(4) 0.5383(3) 0.0542(12) Uani d . 1 . .
C C10 0.0612(3) 0.2948(6) 0.6290(3) 0.0810(18) Uani d . 1 . .
H H10A 0.0586 0.2148 0.6420 0.122 Uiso calc R 1 . .
H H10B 0.0307 0.3362 0.6650 0.122 Uiso calc R 1 . .
H H10C 0.1061 0.3215 0.6387 0.122 Uiso calc R 1 . .
C C11 -0.0255(3) 0.2668(6) 0.5210(4) 0.092(2) Uani d . 1 . .
H H11A -0.0368 0.2792 0.4621 0.139 Uiso calc R 1 . .
H H11B -0.0576 0.3051 0.5567 0.139 Uiso calc R 1 . .
H H11C -0.0261 0.1864 0.5331 0.139 Uiso calc R 1 . .
C C12 0.0465(3) 0.4379(5) 0.5192(4) 0.0747(16) Uani d . 1 . .
H H12A 0.0338 0.4510 0.4608 0.112 Uiso calc R 1 . .
H H12B 0.0915 0.4645 0.5281 0.112 Uiso calc R 1 . .
H H12C 0.0165 0.4786 0.5564 0.112 Uiso calc R 1 . .
C C13 0.2241(2) 0.2599(4) 0.3576(4) 0.0603(14) Uani d . 1 . .
C C14 0.2131(3) 0.3736(5) 0.3901(5) 0.092(2) Uani d . 1 . .
H H14A 0.1745 0.4063 0.3628 0.138 Uiso calc R 1 . .
H H14B 0.2518 0.4199 0.3784 0.138 Uiso calc R 1 . .
H H14C 0.2057 0.3702 0.4507 0.138 Uiso calc R 1 . .
C C15 0.2367(5) 0.2734(7) 0.2645(6) 0.151(4) Uani d . 1 . .
H H15A 0.2451 0.1999 0.2395 0.226 Uiso calc R 1 . .
H H15B 0.2751 0.3218 0.2561 0.226 Uiso calc R 1 . .
H H15C 0.1982 0.3074 0.2379 0.226 Uiso calc R 1 . .
C C16 0.2799(3) 0.2025(6) 0.3986(10) 0.200(7) Uani d . 1 . .
H H16A 0.2854 0.1278 0.3741 0.301 Uiso calc R 1 . .
H H16B 0.2712 0.1955 0.4587 0.301 Uiso calc R 1 . .
H H16C 0.3202 0.2461 0.3900 0.301 Uiso calc R 1 . .
H H1 -0.388(2) 0.573(4) 0.397(3) 0.046(14) Uiso d . 1 . .
H H11 -0.249(2) 0.586(4) 0.460(3) 0.041(15) Uiso d . 1 . .
H H21 0.1181(16) 0.229(3) 0.509(2) 0.008(9) Uiso d . 1 . .
H H31 0.173(2) 0.129(4) 0.350(3) 0.049(16) Uiso d . 1 . .
C C1 -0.3933(3) 0.6702(5) 0.4910(4) 0.0712(16) Uani d . 1 . .
C C5 -0.1693(2) 0.6632(4) 0.4244(3) 0.0543(12) Uani d . 1 . .
C C6 -0.1428(2) 0.6708(6) 0.3369(4) 0.0800(18) Uani d . 1 . .
H H6A -0.1463 0.5976 0.3097 0.120 Uiso calc R 1 . .
H H6B -0.0966 0.6938 0.3388 0.120 Uiso calc R 1 . .
H H6C -0.1682 0.7261 0.3052 0.120 Uiso calc R 1 . .
C C7 -0.1292(3) 0.5754(5) 0.4739(4) 0.0761(17) Uani d . 1 . .
H H7A -0.1463 0.5701 0.5312 0.114 Uiso calc R 1 . .
H H7B -0.0829 0.5981 0.4757 0.114 Uiso calc R 1 . .
H H7C -0.1329 0.5024 0.4464 0.114 Uiso calc R 1 . .
C C8 -0.1650(3) 0.7762(5) 0.4685(4) 0.0776(18) Uani d . 1 . .
H H8A -0.1827 0.7695 0.5253 0.116 Uiso calc R 1 . .
H H8B -0.1905 0.8317 0.4371 0.116 Uiso calc R 1 . .
H H8C -0.1190 0.8001 0.4713 0.116 Uiso calc R 1 . .
N N1 -0.30158(17) 0.5506(3) 0.2866(2) 0.0435(9) Uani d . 1 A .
N N2 -0.3072(3) 0.7070(4) 0.1649(3) 0.1009(19) Uani d . 1 A .
N N3 -0.29394(19) 0.7680(3) 0.3284(3) 0.0515(10) Uani d . 1 A .
N N4 -0.36383(19) 0.6142(4) 0.4171(3) 0.0534(11) Uani d . 1 A .
N N5 -0.23848(19) 0.6238(4) 0.4261(3) 0.0454(10) Uani d . 1 A .
N N6 -0.03308(19) 0.1839(3) 0.2602(3) 0.0641(12) Uani d . 1 . .
N N7 0.05133(15) 0.0956(3) 0.3745(2) 0.0405(8) Uani d . 1 . .
N N8 0.05692(17) 0.3148(3) 0.3371(2) 0.0438(9) Uani d . 1 . .
N N9 0.0917(2) 0.2535(3) 0.4862(2) 0.0439(9) Uani d . 1 . .
N N10 0.16547(17) 0.1856(4) 0.3660(3) 0.0478(10) Uani d . 1 . .
P P1 -0.29935(5) 0.64228(9) 0.36204(7) 0.0412(3) Uani d . 1 . .
P P2 -0.30042(7) 0.58105(11) 0.19244(8) 0.0559(3) Uani d . 1 . .
P P3 -0.30301(9) 0.80076(11) 0.23443(10) 0.0724(4) Uani d . 1 . .
P P4 0.09009(5) 0.21355(8) 0.38894(7) 0.0366(2) Uani d . 1 . .
P P5 -0.01174(6) 0.08397(10) 0.31956(8) 0.0474(3) Uani d . 1 . .
P P6 0.00700(6) 0.29605(10) 0.26488(8) 0.0466(3) Uani d . 1 . .
Cl Cl1 -0.36884(8) 0.49371(16) 0.13073(10) 0.0968(6) Uani d . 1 A .
Cl Cl2 -0.21973(7) 0.51581(14) 0.13800(10) 0.0869(5) Uani d . 1 A .
Cl Cl3 -0.38089(11) 0.90060(15) 0.22077(15) 0.1250(8) Uani d . 1 A .
Cl Cl4 -0.23133(12) 0.90792(15) 0.20127(14) 0.1250(8) Uani d . 1 A .
Cl Cl5 -0.09017(6) 0.04494(12) 0.39055(11) 0.0761(4) Uani d . 1 . .
Cl Cl6 -0.00575(7) -0.05702(13) 0.25320(12) 0.0884(5) Uani d . 1 . .
Cl Cl7 -0.05738(7) 0.42134(14) 0.26403(12) 0.0889(5) Uani d . 1 . .
Cl Cl8 0.05032(8) 0.32122(14) 0.15388(9) 0.0779(4) Uani d . 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C2 0.084(9) 0.133(16) 0.120(12) 0.047(9) 0.015(8) -0.038(11)
C3 0.24(5) 0.132(18) 0.068(13) 0.02(2) 0.08(2) 0.000(11)
C4 0.30(7) 0.10(3) 0.12(4) -0.02(3) 0.09(4) -0.08(3)
C2' 0.058(14) 0.15(5) 0.12(3) -0.016(15) 0.037(14) -0.08(3)
C3' 0.17(3) 0.092(13) 0.083(14) -0.036(15) 0.071(17) -0.026(10)
C4' 0.102(13) 0.125(19) 0.099(16) -0.040(9) 0.034(8) -0.083(14)
C9 0.059(3) 0.063(3) 0.042(3) -0.002(2) 0.007(2) -0.007(2)
C10 0.101(4) 0.097(5) 0.046(3) -0.012(3) 0.012(3) -0.003(3)
C11 0.057(4) 0.140(6) 0.081(4) -0.012(3) 0.022(3) -0.047(4)
C12 0.100(4) 0.064(4) 0.060(4) 0.017(3) -0.005(3) -0.015(3)
C13 0.043(3) 0.046(3) 0.092(4) -0.012(2) 0.010(3) -0.006(3)
C14 0.073(4) 0.061(4) 0.143(6) -0.034(3) 0.028(4) -0.026(4)
C15 0.184(8) 0.120(7) 0.148(8) -0.090(6) 0.103(7) -0.044(6)
C16 0.067(5) 0.087(5) 0.45(2) -0.025(4) -0.095(8) 0.076(9)
C1 0.062(3) 0.072(4) 0.080(4) -0.003(3) 0.020(3) -0.037(3)
C5 0.044(3) 0.059(3) 0.060(3) -0.004(2) -0.007(2) -0.011(3)
C6 0.045(3) 0.119(5) 0.076(4) -0.002(3) 0.007(3) -0.002(4)
C7 0.061(3) 0.075(4) 0.092(4) 0.002(3) -0.035(3) -0.003(3)
C8 0.064(4) 0.065(4) 0.104(5) -0.012(3) -0.001(3) -0.025(4)
N1 0.052(2) 0.037(2) 0.041(2) -0.0007(16) 0.0007(16) -0.0093(16)
N2 0.206(6) 0.045(3) 0.052(3) 0.008(3) -0.016(3) -0.001(2)
N3 0.065(2) 0.0328(19) 0.056(3) 0.0015(17) -0.0126(19) -0.0045(19)
N4 0.041(2) 0.060(3) 0.060(3) -0.0062(19) 0.0079(18) -0.026(2)
N5 0.046(2) 0.045(2) 0.045(3) 0.0000(18) -0.0044(18) 0.002(2)
N6 0.067(2) 0.058(3) 0.068(3) -0.023(2) -0.035(2) 0.019(2)
N7 0.0369(18) 0.0331(18) 0.051(2) -0.0075(13) -0.0025(16) 0.0003(17)
N8 0.056(2) 0.039(2) 0.037(2) -0.0031(16) -0.0107(17) 0.0014(16)
N9 0.043(2) 0.049(2) 0.040(2) 0.0046(18) -0.0097(18) 0.0033(18)
N10 0.039(2) 0.038(2) 0.066(3) -0.0014(16) 0.0074(18) -0.009(2)
P1 0.0432(6) 0.0370(6) 0.0435(7) 0.0015(5) -0.0029(5) -0.0090(5)
P2 0.0798(9) 0.0458(8) 0.0421(8) 0.0002(6) -0.0045(7) -0.0068(6)
P3 0.1206(13) 0.0385(8) 0.0581(10) 0.0094(7) -0.0194(9) 0.0017(7)
P4 0.0390(6) 0.0331(5) 0.0376(6) -0.0020(4) -0.0004(5) -0.0003(5)
P5 0.0443(6) 0.0423(7) 0.0556(8) -0.0092(5) -0.0050(6) -0.0005(6)
P6 0.0510(7) 0.0469(7) 0.0418(7) -0.0012(5) -0.0053(6) 0.0052(6)
Cl1 0.0960(11) 0.1181(14) 0.0764(11) -0.0027(9) -0.0231(9) -0.0433(10)
Cl2 0.0928(11) 0.1003(12) 0.0676(10) -0.0094(9) 0.0356(8) -0.0106(9)
Cl3 0.1551(18) 0.0762(11) 0.1436(18) 0.0425(11) -0.0792(15) -0.0088(12)
Cl4 0.184(2) 0.0677(12) 0.1231(17) -0.0158(12) 0.0341(15) 0.0258(11)
Cl5 0.0451(7) 0.0758(9) 0.1073(12) -0.0139(6) 0.0053(7) 0.0157(9)
Cl6 0.0932(11) 0.0679(10) 0.1041(13) -0.0155(7) -0.0111(10) -0.0372(9)
Cl7 0.0780(10) 0.0827(11) 0.1061(13) 0.0319(8) -0.0103(9) 0.0138(10)
Cl8 0.0958(11) 0.0974(12) 0.0405(7) -0.0169(8) 0.0030(7) 0.0059(8)
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 C2 H2A . . 109.5 ?
C1 C2 H2B . . 109.5 ?
C1 C2 H2C . . 109.5 ?
C1 C3 H3A . . 109.5 ?
C1 C3 H3B . . 109.5 ?
C1 C3 H3C . . 109.5 ?
C1 C4 H4A . . 109.4 ?
C1 C4 H4B . . 109.5 ?
C1 C4 H4C . . 109.5 ?
C1 C2' H2'1 . . 109.5 ?
C1 C2' H2'2 . . 109.5 ?
H2'1 C2' H2'2 . . 109.5 ?
C1 C2' H2'3 . . 109.5 ?
H2'1 C2' H2'3 . . 109.5 ?
H2'2 C2' H2'3 . . 109.5 ?
C1 C3' H3'1 . . 109.5 ?
C1 C3' H3'2 . . 109.5 ?
H3'1 C3' H3'2 . . 109.5 ?
C1 C3' H3'3 . . 109.5 ?
H3'1 C3' H3'3 . . 109.5 ?
H3'2 C3' H3'3 . . 109.5 ?
C1 C4' H4'1 . . 109.5 ?
C1 C4' H4'2 . . 109.5 ?
H4'1 C4' H4'2 . . 109.5 ?
C1 C4' H4'3 . . 109.5 ?
H4'1 C4' H4'3 . . 109.5 ?
H4'2 C4' H4'3 . . 109.5 ?
N9 C9 C10 . . 107.7(4) ?
N9 C9 C12 . . 109.1(4) ?
C10 C9 C12 . . 108.8(5) ?
N9 C9 C11 . . 109.6(4) ?
C10 C9 C11 . . 110.2(5) ?
C12 C9 C11 . . 111.3(5) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C9 C12 H12A . . 109.5 ?
C9 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C9 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C16 . . 112.9(6) ?
C14 C13 N10 . . 113.4(4) ?
C16 C13 N10 . . 107.4(5) ?
C14 C13 C15 . . 105.8(6) ?
C16 C13 C15 . . 110.6(8) ?
N10 C13 C15 . . 106.7(5) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C2' C1 C4' . . 128.8(15) ?
C2' C1 N4 . . 112.8(10) ?
C4' C1 N4 . . 116.0(11) ?
C2' C1 C3' . . 51(3) ?
C4' C1 C3' . . 120(2) ?
N4 C1 C3' . . 110.7(8) ?
C2' C1 C4 . . 125(3) ?
C4' C1 C4 . . 20(5) ?
N4 C1 C4 . . 109(3) ?
C3' C1 C4 . . 136(3) ?
C2' C1 C3 . . 99(3) ?
C4' C1 C3 . . 86(3) ?
N4 C1 C3 . . 101.2(9) ?
C3' C1 C3 . . 49.1(13) ?
C4 C1 C3 . . 106(5) ?
C2' C1 C2 . . 52.6(18) ?
C4' C1 C2 . . 102.2(19) ?
N4 C1 C2 . . 101.7(7) ?
C3' C1 C2 . . 103(2) ?
C4 C1 C2 . . 86(4) ?
C3 C1 C2 . . 149(2) ?
N5 C5 C6 . . 112.2(4) ?
N5 C5 C8 . . 109.1(4) ?
C6 C5 C8 . . 110.8(5) ?
N5 C5 C7 . . 106.0(4) ?
C6 C5 C7 . . 109.1(5) ?
C8 C5 C7 . . 109.5(4) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C5 C7 H7A . . 109.5 ?
C5 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C5 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C5 C8 H8A . . 109.5 ?
C5 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C5 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
P2 N1 P1 . . 124.1(2) ?
P2 N2 P3 . . 118.5(3) ?
P3 N3 P1 . . 123.4(2) ?
C1 N4 P1 . . 131.9(4) ?
C1 N4 H1 . . 112(4) ?
P1 N4 H1 . . 115(4) ?
C5 N5 P1 . . 132.0(4) ?
C5 N5 H11 . . 119(4) ?
P1 N5 H11 . . 109(4) ?
P6 N6 P5 . . 118.2(2) ?
P5 N7 P4 . . 123.7(2) ?
P6 N8 P4 . . 123.1(2) ?
C9 N9 P4 . . 131.8(3) ?
C9 N9 H21 . . 115(3) ?
P4 N9 H21 . . 112(3) ?
C13 N10 P4 . . 131.1(3) ?
C13 N10 H31 . . 110(4) ?
P4 N10 H31 . . 118(4) ?
N3 P1 N4 . . 115.7(2) ?
N3 P1 N5 . . 106.7(2) ?
N4 P1 N5 . . 104.4(2) ?
N3 P1 N1 . . 112.7(2) ?
N4 P1 N1 . . 103.9(2) ?
N5 P1 N1 . . 113.3(2) ?
N1 P2 N2 . . 119.7(2) ?
N1 P2 Cl1 . . 110.23(16) ?
N2 P2 Cl1 . . 107.5(2) ?
N1 P2 Cl2 . . 109.93(16) ?
N2 P2 Cl2 . . 108.7(3) ?
Cl1 P2 Cl2 . . 98.78(9) ?
N3 P3 N2 . . 120.3(2) ?
N3 P3 Cl3 . . 110.41(18) ?
N2 P3 Cl3 . . 107.7(2) ?
N3 P3 Cl4 . . 109.07(18) ?
N2 P3 Cl4 . . 107.8(3) ?
Cl3 P3 Cl4 . . 99.57(11) ?
N10 P4 N8 . . 115.9(2) ?
N10 P4 N9 . . 105.0(2) ?
N8 P4 N9 . . 106.1(2) ?
N10 P4 N7 . . 104.43(19) ?
N8 P4 N7 . . 111.89(18) ?
N9 P4 N7 . . 113.5(2) ?
N7 P5 N6 . . 119.61(18) ?
N7 P5 Cl6 . . 108.90(14) ?
N6 P5 Cl6 . . 109.58(19) ?
N7 P5 Cl5 . . 110.87(16) ?
N6 P5 Cl5 . . 107.12(18) ?
Cl6 P5 Cl5 . . 98.74(8) ?
N8 P6 N6 . . 119.9(2) ?
N8 P6 Cl7 . . 109.09(15) ?
N6 P6 Cl7 . . 107.47(18) ?
N8 P6 Cl8 . . 110.35(15) ?
N6 P6 Cl8 . . 108.3(2) ?
Cl7 P6 Cl8 . . 99.84(9) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C2 C1 . 1.617(15) ?
C2 H2A . 0.9800 ?
C2 H2B . 0.9800 ?
C2 H2C . 0.9800 ?
C3 C1 . 1.59(3) ?
C3 H3A . 0.9800 ?
C3 H3B . 0.9800 ?
C3 H3C . 0.9800 ?
C4 C1 . 1.55(6) ?
C4 H4A . 0.9800 ?
C4 H4B . 0.9800 ?
C4 H4C . 0.9800 ?
C2' C1 . 1.43(2) ?
C2' H2'1 . 0.9800 ?
C2' H2'2 . 0.9800 ?
C2' H2'3 . 0.9800 ?
C3' C1 . 1.492(18) ?
C3' H3'1 . 0.9800 ?
C3' H3'2 . 0.9800 ?
C3' H3'3 . 0.9800 ?
C4' C1 . 1.44(2) ?
C4' H4'1 . 0.9800 ?
C4' H4'2 . 0.9800 ?
C4' H4'3 . 0.9800 ?
C9 N9 . 1.480(6) ?
C9 C10 . 1.510(7) ?
C9 C12 . 1.522(7) ?
C9 C11 . 1.523(7) ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C14 . 1.471(7) ?
C13 C16 . 1.480(9) ?
C13 N10 . 1.492(5) ?
C13 C15 . 1.517(10) ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
C15 H15A . 0.9800 ?
C15 H15B . 0.9800 ?
C15 H15C . 0.9800 ?
C16 H16A . 0.9800 ?
C16 H16B . 0.9800 ?
C16 H16C . 0.9800 ?
C1 N4 . 1.482(6) ?
C5 N5 . 1.485(6) ?
C5 C6 . 1.499(7) ?
C5 C8 . 1.525(7) ?
C5 C7 . 1.547(7) ?
C6 H6A . 0.9800 ?
C6 H6B . 0.9800 ?
C6 H6C . 0.9800 ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
N1 P2 . 1.547(4) ?
N1 P1 . 1.628(4) ?
N2 P2 . 1.574(5) ?
N2 P3 . 1.579(5) ?
N3 P3 . 1.561(4) ?
N3 P1 . 1.599(4) ?
N4 P1 . 1.615(4) ?
N4 H1 . 0.77(4) ?
N5 P1 . 1.621(4) ?
N5 H11 . 0.73(4) ?
N6 P6 . 1.571(4) ?
N6 P5 . 1.585(4) ?
N7 P5 . 1.560(3) ?
N7 P4 . 1.631(3) ?
N8 P6 . 1.553(4) ?
N8 P4 . 1.614(3) ?
N9 P4 . 1.624(4) ?
N9 H21 . 0.71(3) ?
N10 P4 . 1.611(4) ?
N10 H31 . 0.73(5) ?
P2 Cl1 . 1.999(2) ?
P2 Cl2 . 2.014(2) ?
P3 Cl3 . 1.995(2) ?
P3 Cl4 . 2.012(3) ?
P5 Cl6 . 1.9939(19) ?
P5 Cl5 . 2.0119(18) ?
P6 Cl7 . 1.9892(18) ?
P6 Cl8 . 2.0020(19) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2' C1 N4 P1 . . . . 153(3) ?
C4' C1 N4 P1 . . . . -11(2) ?
C3' C1 N4 P1 . . . . -152(2) ?
C4 C1 N4 P1 . . . . 9(4) ?
C3 C1 N4 P1 . . . . -102(2) ?
C2 C1 N4 P1 . . . . 99.0(11) ?
C6 C5 N5 P1 . . . . -33.5(7) ?
C8 C5 N5 P1 . . . . 89.6(5) ?
C7 C5 N5 P1 . . . . -152.5(4) ?
C10 C9 N9 P4 . . . . 161.9(4) ?
C12 C9 N9 P4 . . . . -80.2(5) ?
C11 C9 N9 P4 . . . . 42.0(7) ?
C14 C13 N10 P4 . . . . 12.2(8) ?
C16 C13 N10 P4 . . . . 137.5(7) ?
C15 C13 N10 P4 . . . . -103.9(6) ?
P3 N3 P1 N4 . . . . -108.7(3) ?
P3 N3 P1 N5 . . . . 135.7(3) ?
P3 N3 P1 N1 . . . . 10.7(4) ?
C1 N4 P1 N3 . . . . -51.3(6) ?
C1 N4 P1 N5 . . . . 65.6(6) ?
C1 N4 P1 N1 . . . . -175.4(5) ?
C5 N5 P1 N3 . . . . -37.8(5) ?
C5 N5 P1 N4 . . . . -160.8(4) ?
C5 N5 P1 N1 . . . . 86.8(5) ?
P2 N1 P1 N3 . . . . -1.5(3) ?
P2 N1 P1 N4 . . . . 124.5(3) ?
P2 N1 P1 N5 . . . . -122.8(3) ?
P1 N1 P2 N2 . . . . -8.8(4) ?
P1 N1 P2 Cl1 . . . . -134.1(2) ?
P1 N1 P2 Cl2 . . . . 118.0(2) ?
P3 N2 P2 N1 . . . . 10.2(6) ?
P3 N2 P2 Cl1 . . . . 136.8(4) ?
P3 N2 P2 Cl2 . . . . -117.2(4) ?
P1 N3 P3 N2 . . . . -9.6(5) ?
P1 N3 P3 Cl3 . . . . 116.7(3) ?
P1 N3 P3 Cl4 . . . . -134.8(2) ?
P2 N2 P3 N3 . . . . -1.4(6) ?
P2 N2 P3 Cl3 . . . . -129.0(4) ?
P2 N2 P3 Cl4 . . . . 124.4(4) ?
C13 N10 P4 N8 . . . . 49.0(5) ?
C13 N10 P4 N9 . . . . -67.8(5) ?
C13 N10 P4 N7 . . . . 172.5(5) ?
P6 N8 P4 N10 . . . . 104.2(3) ?
P6 N8 P4 N9 . . . . -139.7(3) ?
P6 N8 P4 N7 . . . . -15.3(3) ?
C9 N9 P4 N10 . . . . 164.5(4) ?
C9 N9 P4 N8 . . . . 41.2(5) ?
C9 N9 P4 N7 . . . . -82.1(5) ?
P5 N7 P4 N10 . . . . -128.2(3) ?
P5 N7 P4 N8 . . . . -2.1(3) ?
P5 N7 P4 N9 . . . . 118.0(3) ?
P4 N7 P5 N6 . . . . 12.2(4) ?
P4 N7 P5 Cl6 . . . . 139.2(2) ?
P4 N7 P5 Cl5 . . . . -113.2(2) ?
P6 N6 P5 N7 . . . . -5.3(5) ?
P6 N6 P5 Cl6 . . . . -132.1(3) ?
P6 N6 P5 Cl5 . . . . 121.8(3) ?
P4 N8 P6 N6 . . . . 22.7(4) ?
P4 N8 P6 Cl7 . . . . 147.1(2) ?
P4 N8 P6 Cl8 . . . . -104.2(2) ?
P5 N6 P6 N8 . . . . -11.3(5) ?
P5 N6 P6 Cl7 . . . . -136.5(3) ?
P5 N6 P6 Cl8 . . . . 116.5(3) ?