# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Maravanji Balakrishna' _publ_author_name 'Maravanji Balakrishna' _publ_contact_author_email krishna@chem.iitb.ac.in data_msb041 _database_code_depnum_ccdc_archive 'CCDC 818410' #TrackingRef '- MSB-99 compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H15 Cl12 N3 P6' _chemical_formula_weight 956.61 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.162(5) _cell_length_b 18.095(5) _cell_length_c 16.316(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 104.265(5) _cell_angle_gamma 90.000(5) _cell_volume 3766(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3980 _cell_measurement_theta_min 3.1004 _cell_measurement_theta_max 33.0527 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1896 _exptl_absorpt_coefficient_mu 1.162 _exptl_absorpt_correction_T_min 0.7759 _exptl_absorpt_correction_T_max 0.8636 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29974 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6623 _reflns_number_gt 4121 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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 'calc w=1/[\s^2^(Fo^2^)+(0.0499P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6623 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0903 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 0.847 _refine_ls_restrained_S_all 0.847 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.23550(8) 0.06003(5) 0.99946(6) 0.0385(3) Uani 1 1 d . . . P2 P 0.07813(8) 0.16737(6) 0.97616(6) 0.0397(3) Uani 1 1 d . . . P3 P 0.29678(9) 0.72018(6) 0.53035(6) 0.0408(3) Uani 1 1 d . . . P4 P 0.32882(8) 0.80606(5) 0.67782(6) 0.0377(3) Uani 1 1 d . . . P5 P 1.04173(9) 0.55906(6) 1.32115(6) 0.0431(3) Uani 1 1 d . . . P6 P 1.14508(8) 0.52487(6) 1.19572(6) 0.0409(3) Uani 1 1 d . . . Cl1 Cl 0.36483(10) 0.06132(6) 1.09755(7) 0.0668(4) Uani 1 1 d . . . Cl2 Cl 0.30914(10) 0.04053(6) 0.90496(7) 0.0623(3) Uani 1 1 d . . . Cl3 Cl 0.08404(9) 0.26830(6) 1.03189(7) 0.0597(3) Uani 1 1 d . . . Cl4 Cl 0.02803(8) 0.20346(7) 0.85286(7) 0.0630(3) Uani 1 1 d . . . Cl5 Cl 0.40521(9) 0.65790(7) 0.49314(6) 0.0569(3) Uani 1 1 d . . . Cl6 Cl 0.18237(8) 0.64109(6) 0.51831(6) 0.0470(3) Uani 1 1 d . . . Cl7 Cl 0.22800(8) 0.78224(6) 0.75329(7) 0.0552(3) Uani 1 1 d . . . Cl8 Cl 0.46140(8) 0.81385(6) 0.77279(6) 0.0448(3) Uani 1 1 d . . . Cl9 Cl 0.94212(10) 0.49253(6) 1.36392(6) 0.0616(3) Uani 1 1 d . . . Cl10 Cl 0.95118(12) 0.65179(6) 1.30056(7) 0.0756(4) Uani 1 1 d . . . Cl11 Cl 1.15382(8) 0.41727(7) 1.15868(8) 0.0693(4) Uani 1 1 d . . . Cl12 Cl 1.10286(8) 0.57239(7) 1.07968(6) 0.0612(3) Uani 1 1 d . . . N1 N 0.2072(2) 0.15130(15) 0.98592(17) 0.0328(7) Uani 1 1 d . . . N2 N 0.3458(2) 0.72256(15) 0.63624(16) 0.0303(7) Uani 1 1 d . . . N3 N 1.0292(2) 0.52474(16) 1.22286(16) 0.0316(7) Uani 1 1 d . . . C1 C 0.4872(2) 0.37907(17) 0.94154(19) 0.0222(7) Uani 1 1 d . . . C2 C 0.4529(2) 0.42639(17) 0.87338(19) 0.0221(7) Uani 1 1 d . . . H2 H 0.3875 0.4171 0.8345 0.027 Uiso 1 1 calc R . . C3 C 0.5118(3) 0.48685(17) 0.86075(19) 0.0219(7) Uani 1 1 d . . . C4 C 0.6079(2) 0.49873(17) 0.91708(19) 0.0225(7) Uani 1 1 d . . . H4 H 0.6502 0.5389 0.9079 0.027 Uiso 1 1 calc R . . C5 C 0.6439(2) 0.45296(17) 0.98689(19) 0.0231(8) Uani 1 1 d . . . C6 C 0.5820(2) 0.39379(17) 0.99825(19) 0.0227(7) Uani 1 1 d . . . H6 H 0.6052 0.3626 1.0461 0.027 Uiso 1 1 calc R . . C7 C 0.2809(3) 0.20714(18) 0.9746(2) 0.0283(8) Uani 1 1 d . . . C8 C 0.2892(3) 0.22598(18) 0.8950(2) 0.0304(8) Uani 1 1 d . . . H8 H 0.2481 0.2010 0.8469 0.036 Uiso 1 1 calc R . . C9 C 0.3567(3) 0.28079(17) 0.8849(2) 0.0271(8) Uani 1 1 d . . . H9 H 0.3614 0.2938 0.8296 0.032 Uiso 1 1 calc R . . C10 C 0.4187(2) 0.31782(17) 0.95400(19) 0.0229(7) Uani 1 1 d . . . C11 C 0.4102(3) 0.29780(18) 1.0339(2) 0.0274(8) Uani 1 1 d . . . H11 H 0.4522 0.3220 1.0821 0.033 Uiso 1 1 calc R . . C12 C 0.3412(3) 0.24289(18) 1.0444(2) 0.0318(9) Uani 1 1 d . . . H12 H 0.3354 0.2299 1.0995 0.038 Uiso 1 1 calc R . . C13 C 0.4685(3) 0.54279(17) 0.79496(19) 0.0229(8) Uani 1 1 d . . . C14 C 0.3621(3) 0.55761(18) 0.77374(19) 0.0249(8) Uani 1 1 d . . . H14 H 0.3165 0.5275 0.7963 0.030 Uiso 1 1 calc R . . C15 C 0.3210(3) 0.61496(18) 0.72073(19) 0.0268(8) Uani 1 1 d . . . H15 H 0.2478 0.6246 0.7074 0.032 Uiso 1 1 calc R . . C16 C 0.3862(3) 0.65827(18) 0.68708(19) 0.0271(8) Uani 1 1 d . . . C17 C 0.4915(3) 0.64197(19) 0.7037(2) 0.0309(8) Uani 1 1 d . . . H17 H 0.5360 0.6705 0.6782 0.037 Uiso 1 1 calc R . . C18 C 0.5325(3) 0.58462(18) 0.75705(19) 0.0285(8) Uani 1 1 d . . . H18 H 0.6052 0.5736 0.7680 0.034 Uiso 1 1 calc R . . C19 C 0.7441(2) 0.47038(18) 1.04878(19) 0.0231(7) Uani 1 1 d . . . C20 C 0.7785(3) 0.54309(18) 1.0606(2) 0.0268(8) Uani 1 1 d . . . H20 H 0.7368 0.5812 1.0290 0.032 Uiso 1 1 calc R . . C21 C 0.8712(3) 0.56115(19) 1.11690(19) 0.0282(8) Uani 1 1 d . . . H21 H 0.8946 0.6110 1.1232 0.034 Uiso 1 1 calc R . . C22 C 0.9300(3) 0.50567(19) 1.16425(19) 0.0259(8) Uani 1 1 d . . . C23 C 0.8973(3) 0.43361(19) 1.1553(2) 0.0279(8) Uani 1 1 d . . . H23 H 0.9379 0.3960 1.1887 0.033 Uiso 1 1 calc R . . C24 C 0.8050(2) 0.41604(18) 1.09734(19) 0.0246(8) Uani 1 1 d . . . H24 H 0.7828 0.3660 1.0906 0.030 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0427(6) 0.0268(5) 0.0427(6) 0.0058(5) 0.0043(5) -0.0085(5) P2 0.0356(6) 0.0376(6) 0.0461(6) 0.0057(5) 0.0107(5) -0.0071(5) P3 0.0538(7) 0.0347(6) 0.0271(5) 0.0064(4) -0.0028(5) -0.0095(5) P4 0.0429(6) 0.0275(6) 0.0383(6) 0.0032(4) 0.0014(5) 0.0001(5) P5 0.0508(7) 0.0477(7) 0.0266(5) -0.0081(5) 0.0017(5) 0.0009(5) P6 0.0259(6) 0.0519(7) 0.0427(6) -0.0134(5) 0.0045(5) -0.0077(5) Cl1 0.0723(8) 0.0448(7) 0.0634(7) 0.0164(5) -0.0212(6) -0.0053(6) Cl2 0.0851(9) 0.0397(7) 0.0700(8) -0.0023(5) 0.0342(7) 0.0028(6) Cl3 0.0647(8) 0.0395(6) 0.0837(8) -0.0045(6) 0.0353(7) -0.0033(5) Cl4 0.0440(7) 0.0804(9) 0.0570(7) 0.0259(6) -0.0022(5) -0.0050(6) Cl5 0.0572(7) 0.0790(8) 0.0387(6) -0.0092(5) 0.0198(5) -0.0152(6) Cl6 0.0412(6) 0.0521(7) 0.0409(5) -0.0061(5) -0.0029(5) -0.0122(5) Cl7 0.0490(7) 0.0460(7) 0.0756(7) -0.0075(5) 0.0247(6) 0.0004(5) Cl8 0.0485(6) 0.0472(6) 0.0348(5) -0.0052(4) 0.0027(4) -0.0113(5) Cl9 0.0900(9) 0.0624(8) 0.0409(6) 0.0024(5) 0.0322(6) -0.0046(6) Cl10 0.1338(12) 0.0493(7) 0.0435(6) -0.0040(5) 0.0216(7) 0.0308(7) Cl11 0.0377(6) 0.0635(8) 0.1104(10) -0.0398(7) 0.0252(6) -0.0065(5) Cl12 0.0428(6) 0.1027(10) 0.0410(6) -0.0035(6) 0.0163(5) -0.0160(6) N1 0.0346(18) 0.0265(17) 0.0345(16) 0.0056(13) 0.0029(14) -0.0062(13) N2 0.0355(18) 0.0251(16) 0.0257(15) 0.0057(13) -0.0012(13) -0.0036(13) N3 0.0245(17) 0.0400(19) 0.0285(16) -0.0069(13) 0.0030(13) -0.0025(13) C1 0.0217(18) 0.0208(18) 0.0248(17) -0.0036(14) 0.0070(15) 0.0025(14) C2 0.0195(18) 0.0212(19) 0.0244(17) -0.0023(14) 0.0032(14) -0.0007(14) C3 0.0244(19) 0.0196(18) 0.0225(17) -0.0010(14) 0.0073(14) 0.0043(14) C4 0.0214(19) 0.0190(18) 0.0280(18) -0.0017(15) 0.0080(15) -0.0023(14) C5 0.0217(18) 0.0230(19) 0.0260(18) -0.0032(14) 0.0086(15) 0.0042(14) C6 0.0268(19) 0.0167(18) 0.0237(17) 0.0032(14) 0.0047(15) 0.0045(14) C7 0.028(2) 0.0220(19) 0.034(2) 0.0054(16) 0.0050(16) -0.0041(15) C8 0.030(2) 0.027(2) 0.0306(19) -0.0018(16) 0.0001(16) -0.0034(16) C9 0.030(2) 0.0225(19) 0.0288(18) 0.0056(15) 0.0066(16) 0.0012(15) C10 0.0194(18) 0.0198(18) 0.0272(18) 0.0026(15) 0.0015(14) 0.0025(14) C11 0.027(2) 0.026(2) 0.0259(18) -0.0012(15) -0.0007(15) -0.0038(15) C12 0.036(2) 0.029(2) 0.0302(19) 0.0085(16) 0.0081(17) 0.0006(17) C13 0.028(2) 0.0200(19) 0.0204(17) -0.0037(14) 0.0056(15) -0.0025(14) C14 0.027(2) 0.0244(19) 0.0244(18) 0.0014(15) 0.0086(15) -0.0049(15) C15 0.0265(19) 0.028(2) 0.0235(18) -0.0005(15) 0.0023(15) -0.0007(15) C16 0.031(2) 0.024(2) 0.0223(17) 0.0019(15) 0.0000(15) -0.0043(16) C17 0.034(2) 0.030(2) 0.0303(19) 0.0007(16) 0.0104(16) -0.0082(16) C18 0.026(2) 0.031(2) 0.0273(18) 0.0054(16) 0.0037(16) -0.0007(15) C19 0.0237(19) 0.026(2) 0.0205(17) -0.0026(14) 0.0077(14) -0.0001(15) C20 0.0236(19) 0.030(2) 0.0283(19) 0.0027(15) 0.0086(15) 0.0026(15) C21 0.030(2) 0.025(2) 0.0294(19) -0.0043(16) 0.0070(16) -0.0021(16) C22 0.0221(19) 0.036(2) 0.0200(17) -0.0044(16) 0.0067(15) -0.0038(16) C23 0.0244(19) 0.033(2) 0.0257(18) 0.0025(16) 0.0046(15) 0.0055(16) C24 0.0247(19) 0.0230(19) 0.0260(17) 0.0007(15) 0.0060(15) -0.0008(15) _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 N1 1.695(3) . ? P1 Cl1 2.0290(15) . ? P1 Cl2 2.0439(17) . ? P2 N1 1.692(3) . ? P2 Cl3 2.0330(16) . ? P2 Cl4 2.0628(15) . ? P3 N2 1.689(3) . ? P3 Cl5 2.0255(17) . ? P3 Cl6 2.0514(15) . ? P4 N2 1.693(3) . ? P4 Cl8 2.0331(14) . ? P4 Cl7 2.0660(16) . ? P5 N3 1.690(3) . ? P5 Cl9 2.0263(17) . ? P5 Cl10 2.0376(17) . ? P6 N3 1.690(3) . ? P6 Cl12 2.0285(16) . ? P6 Cl11 2.0502(16) . ? N1 C7 1.444(4) . ? N2 C16 1.452(4) . ? N3 C22 1.457(4) . ? C1 C6 1.384(4) . ? C1 C2 1.388(4) . ? C1 C10 1.475(4) . ? C2 C3 1.386(4) . ? C2 H2 0.9500 . ? C3 C4 1.384(4) . ? C3 C13 1.483(4) . ? C4 C5 1.393(4) . ? C4 H4 0.9500 . ? C5 C6 1.385(4) . ? C5 C19 1.485(4) . ? C6 H6 0.9500 . ? C7 C12 1.379(4) . ? C7 C8 1.373(5) . ? C8 C9 1.368(4) . ? C8 H8 0.9500 . ? C9 C10 1.390(4) . ? C9 H9 0.9500 . ? C10 C11 1.384(4) . ? C11 C12 1.385(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.384(4) . ? C13 C18 1.386(4) . ? C14 C15 1.374(4) . ? C14 H14 0.9500 . ? C15 C16 1.373(4) . ? C15 H15 0.9500 . ? C16 C17 1.377(5) . ? C17 C18 1.376(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C24 1.387(4) . ? C19 C20 1.389(4) . ? C20 C21 1.374(4) . ? C20 H20 0.9500 . ? C21 C22 1.381(4) . ? C21 H21 0.9500 . ? C22 C23 1.370(4) . ? C23 C24 1.380(4) . ? C23 H23 0.9500 . ? C24 H24 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 P1 Cl1 101.90(10) . . ? N1 P1 Cl2 101.52(11) . . ? Cl1 P1 Cl2 97.78(8) . . ? N1 P2 Cl3 100.69(11) . . ? N1 P2 Cl4 102.62(11) . . ? Cl3 P2 Cl4 96.87(7) . . ? N2 P3 Cl5 101.61(11) . . ? N2 P3 Cl6 101.65(11) . . ? Cl5 P3 Cl6 97.93(7) . . ? N2 P4 Cl8 101.20(10) . . ? N2 P4 Cl7 102.71(11) . . ? Cl8 P4 Cl7 96.71(6) . . ? N3 P5 Cl9 100.86(11) . . ? N3 P5 Cl10 103.28(11) . . ? Cl9 P5 Cl10 98.29(8) . . ? N3 P6 Cl12 100.82(11) . . ? N3 P6 Cl11 101.30(11) . . ? Cl12 P6 Cl11 98.62(7) . . ? C7 N1 P1 124.4(2) . . ? C7 N1 P2 123.9(2) . . ? P1 N1 P2 111.27(16) . . ? C16 N2 P3 123.9(2) . . ? C16 N2 P4 123.5(2) . . ? P3 N2 P4 112.20(15) . . ? C22 N3 P6 123.3(2) . . ? C22 N3 P5 124.9(2) . . ? P6 N3 P5 111.40(15) . . ? C6 C1 C2 118.6(3) . . ? C6 C1 C10 122.3(3) . . ? C2 C1 C10 119.0(3) . . ? C3 C2 C1 121.5(3) . . ? C3 C2 H2 119.3 . . ? C1 C2 H2 119.3 . . ? C2 C3 C4 118.5(3) . . ? C2 C3 C13 121.1(3) . . ? C4 C3 C13 120.0(3) . . ? C3 C4 C5 121.4(3) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 118.4(3) . . ? C6 C5 C19 121.8(3) . . ? C4 C5 C19 119.7(3) . . ? C5 C6 C1 121.5(3) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? C12 C7 C8 120.1(3) . . ? C12 C7 N1 119.4(3) . . ? C8 C7 N1 120.5(3) . . ? C9 C8 C7 119.9(3) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 121.4(3) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C11 C10 C9 118.1(3) . . ? C11 C10 C1 121.4(3) . . ? C9 C10 C1 120.5(3) . . ? C10 C11 C12 120.8(3) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C7 C12 C11 119.7(3) . . ? C7 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C18 118.1(3) . . ? C14 C13 C3 119.9(3) . . ? C18 C13 C3 121.9(3) . . ? C15 C14 C13 121.4(3) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C16 C15 C14 119.6(3) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 119.8(3) . . ? C15 C16 N2 120.6(3) . . ? C17 C16 N2 119.6(3) . . ? C16 C17 C18 120.3(3) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 120.5(3) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? C24 C19 C20 118.0(3) . . ? C24 C19 C5 122.0(3) . . ? C20 C19 C5 120.0(3) . . ? C21 C20 C19 121.5(3) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C22 118.9(3) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C23 C22 C21 121.0(3) . . ? C23 C22 N3 120.2(3) . . ? C21 C22 N3 118.9(3) . . ? C22 C23 C24 119.5(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C19 121.0(3) . . ? C23 C24 H24 119.5 . . ? C19 C24 H24 119.5 . . ? 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 Cl1 P1 N1 C7 53.2(3) . . . . ? Cl2 P1 N1 C7 -47.4(3) . . . . ? Cl1 P1 N1 P2 -133.29(14) . . . . ? Cl2 P1 N1 P2 126.11(14) . . . . ? Cl3 P2 N1 C7 -39.7(3) . . . . ? Cl4 P2 N1 C7 60.0(3) . . . . ? Cl3 P2 N1 P1 146.84(13) . . . . ? Cl4 P2 N1 P1 -113.55(14) . . . . ? Cl5 P3 N2 C16 -45.2(3) . . . . ? Cl6 P3 N2 C16 55.5(3) . . . . ? Cl5 P3 N2 P4 141.78(14) . . . . ? Cl6 P3 N2 P4 -117.49(15) . . . . ? Cl8 P4 N2 C16 41.5(3) . . . . ? Cl7 P4 N2 C16 -58.1(3) . . . . ? Cl8 P4 N2 P3 -145.39(14) . . . . ? Cl7 P4 N2 P3 115.01(15) . . . . ? Cl12 P6 N3 C22 42.0(3) . . . . ? Cl11 P6 N3 C22 -59.2(3) . . . . ? Cl12 P6 N3 P5 -131.16(15) . . . . ? Cl11 P6 N3 P5 127.67(15) . . . . ? Cl9 P5 N3 C22 44.6(3) . . . . ? Cl10 P5 N3 C22 -56.7(3) . . . . ? Cl9 P5 N3 P6 -142.42(14) . . . . ? Cl10 P5 N3 P6 116.27(15) . . . . ? C6 C1 C2 C3 0.8(5) . . . . ? C10 C1 C2 C3 177.0(3) . . . . ? C1 C2 C3 C4 1.2(5) . . . . ? C1 C2 C3 C13 -171.5(3) . . . . ? C2 C3 C4 C5 -2.3(5) . . . . ? C13 C3 C4 C5 170.6(3) . . . . ? C3 C4 C5 C6 1.2(5) . . . . ? C3 C4 C5 C19 -176.1(3) . . . . ? C4 C5 C6 C1 0.9(5) . . . . ? C19 C5 C6 C1 178.2(3) . . . . ? C2 C1 C6 C5 -1.9(5) . . . . ? C10 C1 C6 C5 -178.0(3) . . . . ? P1 N1 C7 C12 -90.7(4) . . . . ? P2 N1 C7 C12 96.6(3) . . . . ? P1 N1 C7 C8 90.9(4) . . . . ? P2 N1 C7 C8 -81.7(4) . . . . ? C12 C7 C8 C9 -0.6(5) . . . . ? N1 C7 C8 C9 177.7(3) . . . . ? C7 C8 C9 C10 0.7(5) . . . . ? C8 C9 C10 C11 -0.1(5) . . . . ? C8 C9 C10 C1 -177.1(3) . . . . ? C6 C1 C10 C11 35.3(5) . . . . ? C2 C1 C10 C11 -140.7(3) . . . . ? C6 C1 C10 C9 -147.8(3) . . . . ? C2 C1 C10 C9 36.2(4) . . . . ? C9 C10 C11 C12 -0.6(5) . . . . ? C1 C10 C11 C12 176.4(3) . . . . ? C8 C7 C12 C11 -0.1(5) . . . . ? N1 C7 C12 C11 -178.4(3) . . . . ? C10 C11 C12 C7 0.6(5) . . . . ? C2 C3 C13 C14 30.9(5) . . . . ? C4 C3 C13 C14 -141.7(3) . . . . ? C2 C3 C13 C18 -153.1(3) . . . . ? C4 C3 C13 C18 34.2(5) . . . . ? C18 C13 C14 C15 -4.0(5) . . . . ? C3 C13 C14 C15 172.1(3) . . . . ? C13 C14 C15 C16 0.7(5) . . . . ? C14 C15 C16 C17 2.8(5) . . . . ? C14 C15 C16 N2 -175.2(3) . . . . ? P3 N2 C16 C15 -89.4(4) . . . . ? P4 N2 C16 C15 82.9(4) . . . . ? P3 N2 C16 C17 92.6(3) . . . . ? P4 N2 C16 C17 -95.2(4) . . . . ? C15 C16 C17 C18 -3.1(5) . . . . ? N2 C16 C17 C18 175.0(3) . . . . ? C16 C17 C18 C13 -0.3(5) . . . . ? C14 C13 C18 C17 3.7(5) . . . . ? C3 C13 C18 C17 -172.3(3) . . . . ? C6 C5 C19 C24 29.5(5) . . . . ? C4 C5 C19 C24 -153.3(3) . . . . ? C6 C5 C19 C20 -149.2(3) . . . . ? C4 C5 C19 C20 28.1(4) . . . . ? C24 C19 C20 C21 1.7(5) . . . . ? C5 C19 C20 C21 -179.5(3) . . . . ? C19 C20 C21 C22 -1.7(5) . . . . ? C20 C21 C22 C23 0.4(5) . . . . ? C20 C21 C22 N3 179.0(3) . . . . ? P6 N3 C22 C23 88.2(4) . . . . ? P5 N3 C22 C23 -99.6(3) . . . . ? P6 N3 C22 C21 -90.4(4) . . . . ? P5 N3 C22 C21 81.8(4) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? N3 C22 C23 C24 -177.7(3) . . . . ? C22 C23 C24 C19 -0.8(5) . . . . ? C20 C19 C24 C23 -0.4(5) . . . . ? C5 C19 C24 C23 -179.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.502 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.068