# 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 ? loop_ _publ_author_name _publ_author_address C.D.Martin ;Department of Chemistry The University of Western Ontario Chemistry Building 1151 Richmond Street London, ON Canada N6A 5B7 ; P.J.Ragogna ;Department of Chemistry The University of Western Ontario Chemistry Building 1151 Richmond Street London, ON Canada N6A 5B7 ; _publ_contact_author_address ;Department of Chemistry The University of Western Ontario Chemistry Building 1151 Richmond Street London, ON Canada N6A 5B7 ; _publ_contact_author_email pragogna@uwo.ca _publ_contact_author_fax 1-519-661-3022 _publ_contact_author_phone 1-519-661-2166 _publ_contact_author_name 'Professor Paul J. Ragogna' data_2P[I3] _database_code_depnum_ccdc_archive 'CCDC 817021' #TrackingRef '- Ragogna_PDIMPY.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H39 N3 P, C H Cl3, I3' _chemical_formula_sum 'C32 H40 Cl3 I3 N3 P' _chemical_formula_weight 984.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.690(2) _cell_length_b 12.287(2) _cell_length_c 13.601(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.493(4) _cell_angle_gamma 90.00 _cell_volume 1950.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 31914 _cell_measurement_theta_min 1.50 _cell_measurement_theta_max 26.37 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 2.676 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6591 _exptl_absorpt_correction_T_max 0.7573 _exptl_absorpt_process_details SAINT _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KAPPA APEX II CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31914 _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 26.37 _reflns_number_total 7962 _reflns_number_gt 6090 _reflns_threshold_expression >2sigma(I) _computing_data_collection APEX2 _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _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^)+(0.0824P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(3) _refine_ls_number_reflns 7962 _refine_ls_number_parameters 380 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1399 _refine_ls_wR_factor_gt 0.1166 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _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 -0.26856(19) 0.3890(2) 0.29444(16) 0.0247(5) Uani 1 1 d . . . N3 N -0.1061(6) 0.4315(7) 0.3169(5) 0.0260(17) Uani 1 1 d . . . N2 N -0.2593(6) 0.3887(7) 0.4213(5) 0.0202(14) Uani 1 1 d . . . N1 N -0.4199(6) 0.3477(6) 0.3147(5) 0.0207(15) Uani 1 1 d . . . C7 C -0.0684(7) 0.4389(8) 0.4098(6) 0.0230(18) Uani 1 1 d . . . H7A H 0.0077 0.4581 0.4315 0.028 Uiso 1 1 calc R . . C6 C -0.1577(7) 0.4140(7) 0.4736(7) 0.0225(19) Uani 1 1 d . . . C5 C -0.1515(8) 0.4144(7) 0.5768(8) 0.031(2) Uani 1 1 d . . . H5A H -0.0820 0.4335 0.6125 0.037 Uiso 1 1 calc R . . C4 C -0.2457(8) 0.3873(9) 0.6253(7) 0.032(2) Uani 1 1 d . . . H4A H -0.2420 0.3875 0.6953 0.038 Uiso 1 1 calc R . . C3 C -0.3476(9) 0.3592(8) 0.5730(7) 0.035(3) Uani 1 1 d . . . H3A H -0.4126 0.3381 0.6071 0.041 Uiso 1 1 calc R . . C2 C -0.3536(8) 0.3622(7) 0.4712(7) 0.027(2) Uani 1 1 d . . . C1 C -0.4493(7) 0.3374(8) 0.4051(6) 0.0243(19) Uani 1 1 d . . . H1A H -0.5231 0.3166 0.4240 0.029 Uiso 1 1 calc R . . C21 C -0.0368(7) 0.4492(8) 0.2347(6) 0.0245(19) Uani 1 1 d . . . C22 C -0.0444(7) 0.5503(8) 0.1872(6) 0.0255(19) Uani 1 1 d . . . C22B C -0.1040(7) 0.6467(8) 0.2325(7) 0.030(2) Uani 1 1 d . . . H22A H -0.1546 0.6181 0.2833 0.036 Uiso 1 1 calc R . . C22C C -0.1773(11) 0.7098(11) 0.1576(9) 0.057(4) Uani 1 1 d . . . H22B H -0.2138 0.7708 0.1901 0.085 Uiso 1 1 calc R . . H22C H -0.2365 0.6619 0.1273 0.085 Uiso 1 1 calc R . . H22D H -0.1294 0.7379 0.1067 0.085 Uiso 1 1 calc R . . C22D C -0.0175(10) 0.7229(11) 0.2830(10) 0.063(4) Uani 1 1 d . . . H22E H -0.0576 0.7842 0.3116 0.094 Uiso 1 1 calc R . . H22F H 0.0345 0.7502 0.2348 0.094 Uiso 1 1 calc R . . H22G H 0.0267 0.6837 0.3353 0.094 Uiso 1 1 calc R . . C23 C 0.0103(8) 0.5589(10) 0.1016(7) 0.036(2) Uani 1 1 d . . . H23A H 0.0084 0.6269 0.0683 0.043 Uiso 1 1 calc R . . C24 C 0.0680(8) 0.4739(9) 0.0611(8) 0.035(2) Uani 1 1 d . . . H24A H 0.1022 0.4832 0.0000 0.042 Uiso 1 1 calc R . . C25 C 0.0763(7) 0.3755(9) 0.1091(7) 0.035(2) Uani 1 1 d . . . H25A H 0.1182 0.3174 0.0823 0.042 Uiso 1 1 calc R . . C26 C 0.0222(8) 0.3608(7) 0.1982(7) 0.028(2) Uani 1 1 d . . . C26A C -0.0321(10) 0.1634(10) 0.1872(9) 0.047(3) Uani 1 1 d . . . H26A H -0.1114 0.1857 0.1706 0.071 Uiso 1 1 calc R . . H26B H -0.0317 0.0959 0.2256 0.071 Uiso 1 1 calc R . . H26C H 0.0071 0.1513 0.1265 0.071 Uiso 1 1 calc R . . C26B C 0.0294(9) 0.2523(8) 0.2475(7) 0.034(2) Uani 1 1 d . . . H26D H -0.0104 0.2591 0.3103 0.041 Uiso 1 1 calc R . . C26C C 0.1547(9) 0.2221(10) 0.2760(9) 0.049(3) Uani 1 1 d . . . H26E H 0.1912 0.2812 0.3147 0.073 Uiso 1 1 calc R . . H26F H 0.1958 0.2106 0.2162 0.073 Uiso 1 1 calc R . . H26G H 0.1569 0.1552 0.3153 0.073 Uiso 1 1 calc R . . C11 C -0.5016(7) 0.3318(8) 0.2289(7) 0.0251(19) Uani 1 1 d . . . C16 C -0.5638(7) 0.4217(8) 0.1915(7) 0.028(2) Uani 1 1 d . . . C16C C -0.5215(11) 0.6214(10) 0.1814(10) 0.056(3) Uani 1 1 d . . . H16A H -0.5238 0.6905 0.2173 0.084 Uiso 1 1 calc R . . H16B H -0.5697 0.6269 0.1201 0.084 Uiso 1 1 calc R . . H16C H -0.4424 0.6055 0.1661 0.084 Uiso 1 1 calc R . . C16B C -0.5651(8) 0.5322(9) 0.2435(7) 0.035(2) Uani 1 1 d . . . H16D H -0.5117 0.5267 0.3036 0.042 Uiso 1 1 calc R . . C16A C -0.6835(10) 0.5590(11) 0.2782(8) 0.050(3) Uani 1 1 d . . . H16E H -0.6812 0.6300 0.3110 0.075 Uiso 1 1 calc R . . H16F H -0.7061 0.5030 0.3245 0.075 Uiso 1 1 calc R . . H16G H -0.7392 0.5611 0.2214 0.075 Uiso 1 1 calc R . . C15 C -0.6286(8) 0.4051(10) 0.1028(7) 0.037(2) Uani 1 1 d . . . H15A H -0.6725 0.4636 0.0746 0.044 Uiso 1 1 calc R . . C14 C -0.6303(9) 0.3073(9) 0.0560(7) 0.037(2) Uani 1 1 d . . . H14A H -0.6739 0.2990 -0.0047 0.045 Uiso 1 1 calc R . . C13 C -0.5690(8) 0.2198(9) 0.0960(8) 0.036(2) Uani 1 1 d . . . H13A H -0.5740 0.1511 0.0639 0.043 Uiso 1 1 calc R . . C12 C -0.5005(7) 0.2312(8) 0.1824(7) 0.027(2) Uani 1 1 d . . . C12C C -0.5132(9) 0.0568(10) 0.2737(9) 0.051(3) Uani 1 1 d . . . H12A H -0.4701 -0.0055 0.3016 0.076 Uiso 1 1 calc R . . H12B H -0.5714 0.0312 0.2242 0.076 Uiso 1 1 calc R . . H12C H -0.5506 0.0950 0.3263 0.076 Uiso 1 1 calc R . . C12B C -0.4328(8) 0.1330(8) 0.2264(7) 0.032(2) Uani 1 1 d . . . H12D H -0.3754 0.1602 0.2782 0.039 Uiso 1 1 calc R . . C12A C -0.3694(10) 0.0710(11) 0.1495(9) 0.053(3) Uani 1 1 d . . . H12E H -0.3279 0.0097 0.1809 0.080 Uiso 1 1 calc R . . H12F H -0.3149 0.1198 0.1197 0.080 Uiso 1 1 calc R . . H12G H -0.4246 0.0436 0.0982 0.080 Uiso 1 1 calc R . . Cl1 Cl -0.1928(3) 0.5001(3) -0.1048(2) 0.0667(10) Uani 1 1 d . . . Cl2 Cl -0.3630(3) 0.4155(3) 0.0155(3) 0.0709(11) Uani 1 1 d . . . Cl3 Cl -0.1988(4) 0.2716(3) -0.0615(3) 0.0850(13) Uani 1 1 d . . . C100 C -0.2212(7) 0.3998(9) -0.0146(7) 0.036(2) Uani 1 1 d . . . H10A H -0.1690 0.4114 0.0455 0.044 Uiso 1 1 calc R . . I1 I 0.25481(5) 0.38838(6) -0.44526(5) 0.02801(14) Uani 1 1 d . . . I2 I 0.34261(6) 0.16657(5) -0.44558(5) 0.03862(19) Uani 1 1 d . . . I3 I 0.16712(6) 0.61024(5) -0.44470(5) 0.03904(19) Uani 1 1 d . . . 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 0.0325(11) 0.0257(11) 0.0157(11) -0.0008(11) 0.0015(9) -0.0002(11) N3 0.021(4) 0.037(4) 0.020(4) 0.018(3) 0.003(3) 0.007(3) N2 0.027(3) 0.015(3) 0.018(4) -0.001(4) -0.001(3) 0.003(3) N1 0.021(3) 0.026(4) 0.015(4) -0.004(3) -0.002(3) 0.002(3) C7 0.019(4) 0.027(4) 0.022(5) -0.003(4) -0.003(3) 0.006(4) C6 0.023(4) 0.019(5) 0.025(5) 0.000(4) -0.003(3) -0.003(3) C5 0.032(5) 0.023(5) 0.036(6) 0.002(4) -0.004(4) 0.001(4) C4 0.042(5) 0.034(5) 0.019(5) -0.008(5) -0.001(4) 0.001(5) C3 0.046(6) 0.041(7) 0.018(5) 0.001(4) 0.010(4) 0.007(4) C2 0.036(5) 0.021(5) 0.026(5) -0.003(4) 0.006(4) 0.001(4) C1 0.019(4) 0.030(5) 0.023(5) 0.001(4) -0.004(3) 0.003(4) C21 0.021(4) 0.036(5) 0.015(4) -0.005(4) -0.004(3) -0.009(4) C22 0.025(4) 0.032(5) 0.020(5) -0.002(4) 0.000(4) -0.005(4) C22B 0.025(4) 0.035(6) 0.029(5) 0.009(4) 0.002(4) -0.002(4) C22C 0.058(8) 0.056(8) 0.056(8) 0.006(7) -0.004(6) 0.031(7) C22D 0.046(7) 0.071(9) 0.070(9) -0.029(8) -0.002(6) 0.007(7) C23 0.027(5) 0.052(7) 0.028(5) 0.005(5) 0.006(4) -0.007(5) C24 0.029(5) 0.047(7) 0.030(6) 0.006(5) 0.009(4) -0.003(4) C25 0.023(4) 0.048(6) 0.034(5) -0.002(5) 0.003(4) -0.004(4) C26 0.031(5) 0.032(6) 0.020(4) -0.002(4) 0.001(4) 0.006(4) C26A 0.061(7) 0.034(6) 0.048(7) 0.001(6) 0.006(5) -0.003(6) C26B 0.047(6) 0.027(5) 0.030(5) 0.002(4) 0.021(5) 0.000(4) C26C 0.054(7) 0.035(6) 0.055(8) -0.006(6) -0.018(6) 0.014(5) C11 0.020(4) 0.028(5) 0.028(5) 0.002(4) 0.004(4) -0.003(4) C16 0.020(4) 0.036(6) 0.028(5) 0.001(4) 0.002(4) -0.003(4) C16C 0.074(8) 0.032(6) 0.063(8) -0.005(6) 0.017(7) -0.008(6) C16B 0.036(5) 0.038(6) 0.030(6) 0.005(5) -0.008(4) 0.005(4) C16A 0.066(8) 0.057(8) 0.029(6) -0.004(6) 0.015(5) 0.015(7) C15 0.028(5) 0.056(7) 0.026(5) 0.005(5) -0.001(4) -0.004(5) C14 0.037(5) 0.049(7) 0.025(5) -0.005(5) -0.004(4) -0.008(5) C13 0.034(5) 0.033(6) 0.039(6) -0.008(5) -0.006(4) -0.003(4) C12 0.025(5) 0.028(5) 0.027(5) -0.003(4) 0.001(4) -0.007(4) C12C 0.047(7) 0.046(7) 0.060(8) 0.013(6) 0.006(6) 0.001(6) C12B 0.027(5) 0.041(6) 0.027(5) -0.003(4) -0.007(4) -0.005(4) C12A 0.043(7) 0.056(8) 0.060(8) -0.002(6) 0.002(6) 0.016(6) Cl1 0.075(2) 0.078(2) 0.0464(18) 0.0186(17) -0.0084(16) -0.0305(18) Cl2 0.0480(17) 0.102(3) 0.065(2) 0.026(2) 0.0197(15) 0.0140(17) Cl3 0.111(3) 0.049(2) 0.095(3) -0.018(2) 0.008(3) 0.017(2) C100 0.020(4) 0.052(6) 0.038(5) -0.002(5) 0.009(4) -0.012(4) I1 0.0303(3) 0.0264(3) 0.0272(3) 0.0000(2) 0.0011(2) -0.0052(2) I2 0.0433(4) 0.0251(3) 0.0479(4) 0.0093(3) 0.0063(3) -0.0015(3) I3 0.0438(4) 0.0255(3) 0.0472(4) -0.0096(3) -0.0021(3) -0.0019(3) _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 N2 1.722(6) . ? P1 N1 1.877(7) . ? P1 N3 1.975(8) . ? N3 C7 1.316(11) . ? N3 C21 1.436(11) . ? N2 C2 1.368(11) . ? N2 C6 1.382(10) . ? N1 C1 1.303(11) . ? N1 C11 1.475(11) . ? C7 C6 1.431(12) . ? C7 H7A 0.9500 . ? C6 C5 1.400(13) . ? C5 C4 1.360(13) . ? C5 H5A 0.9500 . ? C4 C3 1.393(14) . ? C4 H4A 0.9500 . ? C3 C2 1.383(13) . ? C3 H3A 0.9500 . ? C2 C1 1.425(12) . ? C1 H1A 0.9500 . ? C21 C26 1.393(13) . ? C21 C22 1.401(13) . ? C22 C23 1.367(13) . ? C22 C22B 1.523(13) . ? C22B C22C 1.506(14) . ? C22B C22D 1.512(15) . ? C22B H22A 1.0000 . ? C22C H22B 0.9800 . ? C22C H22C 0.9800 . ? C22C H22D 0.9800 . ? C22D H22E 0.9800 . ? C22D H22F 0.9800 . ? C22D H22G 0.9800 . ? C23 C24 1.377(15) . ? C23 H23A 0.9500 . ? C24 C25 1.375(15) . ? C24 H24A 0.9500 . ? C25 C26 1.413(13) . ? C25 H25A 0.9500 . ? C26 C26B 1.493(13) . ? C26A C26B 1.520(15) . ? C26A H26A 0.9800 . ? C26A H26B 0.9800 . ? C26A H26C 0.9800 . ? C26B C26C 1.538(14) . ? C26B H26D 1.0000 . ? C26C H26E 0.9800 . ? C26C H26F 0.9800 . ? C26C H26G 0.9800 . ? C11 C12 1.389(13) . ? C11 C16 1.401(13) . ? C16 C15 1.400(13) . ? C16 C16B 1.531(14) . ? C16C C16B 1.492(15) . ? C16C H16A 0.9800 . ? C16C H16B 0.9800 . ? C16C H16C 0.9800 . ? C16B C16A 1.525(14) . ? C16B H16D 1.0000 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C16A H16G 0.9800 . ? C15 C14 1.359(15) . ? C15 H15A 0.9500 . ? C14 C13 1.385(15) . ? C14 H14A 0.9500 . ? C13 C12 1.389(13) . ? C13 H13A 0.9500 . ? C12 C12B 1.544(13) . ? C12C C12B 1.499(14) . ? C12C H12A 0.9800 . ? C12C H12B 0.9800 . ? C12C H12C 0.9800 . ? C12B C12A 1.523(14) . ? C12B H12D 1.0000 . ? C12A H12E 0.9800 . ? C12A H12F 0.9800 . ? C12A H12G 0.9800 . ? Cl1 C100 1.784(11) . ? Cl2 C100 1.742(9) . ? Cl3 C100 1.726(12) . ? C100 H10A 1.0000 . ? I1 I2 2.9123(10) . ? I1 I3 2.9126(10) . ? 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 N2 P1 N1 81.6(3) . . ? N2 P1 N3 81.1(3) . . ? N1 P1 N3 162.7(3) . . ? C7 N3 C21 124.4(7) . . ? C7 N3 P1 115.4(6) . . ? C21 N3 P1 120.2(6) . . ? C2 N2 C6 119.4(7) . . ? C2 N2 P1 119.6(6) . . ? C6 N2 P1 121.0(6) . . ? C1 N1 C11 122.5(7) . . ? C1 N1 P1 118.1(6) . . ? C11 N1 P1 119.4(5) . . ? N3 C7 C6 110.7(7) . . ? N3 C7 H7A 124.6 . . ? C6 C7 H7A 124.6 . . ? N2 C6 C5 120.5(8) . . ? N2 C6 C7 111.8(8) . . ? C5 C6 C7 127.7(8) . . ? C4 C5 C6 119.4(9) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C5 C4 C3 120.3(8) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C2 C3 C4 119.7(9) . . ? C2 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? N2 C2 C3 120.6(8) . . ? N2 C2 C1 111.3(8) . . ? C3 C2 C1 128.0(9) . . ? N1 C1 C2 109.4(8) . . ? N1 C1 H1A 125.3 . . ? C2 C1 H1A 125.3 . . ? C26 C21 C22 123.1(8) . . ? C26 C21 N3 118.3(9) . . ? C22 C21 N3 118.0(8) . . ? C23 C22 C21 116.2(9) . . ? C23 C22 C22B 122.3(9) . . ? C21 C22 C22B 121.4(8) . . ? C22C C22B C22D 109.0(10) . . ? C22C C22B C22 112.5(9) . . ? C22D C22B C22 110.8(8) . . ? C22C C22B H22A 108.1 . . ? C22D C22B H22A 108.1 . . ? C22 C22B H22A 108.1 . . ? C22B C22C H22B 109.5 . . ? C22B C22C H22C 109.5 . . ? H22B C22C H22C 109.5 . . ? C22B C22C H22D 109.5 . . ? H22B C22C H22D 109.5 . . ? H22C C22C H22D 109.5 . . ? C22B C22D H22E 109.5 . . ? C22B C22D H22F 109.5 . . ? H22E C22D H22F 109.5 . . ? C22B C22D H22G 109.5 . . ? H22E C22D H22G 109.5 . . ? H22F C22D H22G 109.5 . . ? C22 C23 C24 123.3(10) . . ? C22 C23 H23A 118.4 . . ? C24 C23 H23A 118.4 . . ? C25 C24 C23 120.0(9) . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 119.8(10) . . ? C24 C25 H25A 120.1 . . ? C26 C25 H25A 120.1 . . ? C21 C26 C25 117.6(9) . . ? C21 C26 C26B 123.5(8) . . ? C25 C26 C26B 118.9(8) . . ? C26B C26A H26A 109.5 . . ? C26B C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? C26B C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? C26 C26B C26A 112.8(9) . . ? C26 C26B C26C 110.8(8) . . ? C26A C26B C26C 112.0(9) . . ? C26 C26B H26D 106.9 . . ? C26A C26B H26D 106.9 . . ? C26C C26B H26D 106.9 . . ? C26B C26C H26E 109.5 . . ? C26B C26C H26F 109.5 . . ? H26E C26C H26F 109.5 . . ? C26B C26C H26G 109.5 . . ? H26E C26C H26G 109.5 . . ? H26F C26C H26G 109.5 . . ? C12 C11 C16 123.8(8) . . ? C12 C11 N1 117.0(8) . . ? C16 C11 N1 118.7(8) . . ? C15 C16 C11 116.1(9) . . ? C15 C16 C16B 120.5(9) . . ? C11 C16 C16B 123.4(8) . . ? C16B C16C H16A 109.5 . . ? C16B C16C H16B 109.5 . . ? H16A C16C H16B 109.5 . . ? C16B C16C H16C 109.5 . . ? H16A C16C H16C 109.5 . . ? H16B C16C H16C 109.5 . . ? C16C C16B C16A 111.4(10) . . ? C16C C16B C16 112.1(9) . . ? C16A C16B C16 111.7(9) . . ? C16C C16B H16D 107.1 . . ? C16A C16B H16D 107.1 . . ? C16 C16B H16D 107.1 . . ? C16B C16A H16E 109.5 . . ? C16B C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C16B C16A H16G 109.5 . . ? H16E C16A H16G 109.5 . . ? H16F C16A H16G 109.5 . . ? C14 C15 C16 121.6(10) . . ? C14 C15 H15A 119.2 . . ? C16 C15 H15A 119.2 . . ? C15 C14 C13 120.7(9) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C13 C12 120.8(10) . . ? C14 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C13 C12 C11 117.0(9) . . ? C13 C12 C12B 120.3(9) . . ? C11 C12 C12B 122.6(8) . . ? C12B C12C H12A 109.5 . . ? C12B C12C H12B 109.5 . . ? H12A C12C H12B 109.5 . . ? C12B C12C H12C 109.5 . . ? H12A C12C H12C 109.5 . . ? H12B C12C H12C 109.5 . . ? C12C C12B C12A 109.1(9) . . ? C12C C12B C12 109.5(8) . . ? C12A C12B C12 112.6(9) . . ? C12C C12B H12D 108.5 . . ? C12A C12B H12D 108.5 . . ? C12 C12B H12D 108.5 . . ? C12B C12A H12E 109.5 . . ? C12B C12A H12F 109.5 . . ? H12E C12A H12F 109.5 . . ? C12B C12A H12G 109.5 . . ? H12E C12A H12G 109.5 . . ? H12F C12A H12G 109.5 . . ? Cl3 C100 Cl2 110.8(6) . . ? Cl3 C100 Cl1 109.7(5) . . ? Cl2 C100 Cl1 107.7(6) . . ? Cl3 C100 H10A 109.5 . . ? Cl2 C100 H10A 109.5 . . ? Cl1 C100 H10A 109.5 . . ? I2 I1 I3 179.93(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 P1 N3 C7 0.3(7) . . . . ? N1 P1 N3 C7 -0.8(17) . . . . ? N2 P1 N3 C21 178.7(8) . . . . ? N1 P1 N3 C21 177.5(11) . . . . ? N1 P1 N2 C2 0.0(7) . . . . ? N3 P1 N2 C2 -179.7(7) . . . . ? N1 P1 N2 C6 179.4(7) . . . . ? N3 P1 N2 C6 -0.2(7) . . . . ? N2 P1 N1 C1 -0.2(7) . . . . ? N3 P1 N1 C1 1.0(17) . . . . ? N2 P1 N1 C11 177.7(7) . . . . ? N3 P1 N1 C11 178.8(11) . . . . ? C21 N3 C7 C6 -178.6(8) . . . . ? P1 N3 C7 C6 -0.3(10) . . . . ? C2 N2 C6 C5 -1.1(13) . . . . ? P1 N2 C6 C5 179.4(7) . . . . ? C2 N2 C6 C7 179.6(8) . . . . ? P1 N2 C6 C7 0.1(10) . . . . ? N3 C7 C6 N2 0.1(11) . . . . ? N3 C7 C6 C5 -179.1(9) . . . . ? N2 C6 C5 C4 1.5(13) . . . . ? C7 C6 C5 C4 -179.4(9) . . . . ? C6 C5 C4 C3 0.1(15) . . . . ? C5 C4 C3 C2 -2.0(16) . . . . ? C6 N2 C2 C3 -0.8(13) . . . . ? P1 N2 C2 C3 178.7(7) . . . . ? C6 N2 C2 C1 -179.2(8) . . . . ? P1 N2 C2 C1 0.2(10) . . . . ? C4 C3 C2 N2 2.3(14) . . . . ? C4 C3 C2 C1 -179.5(9) . . . . ? C11 N1 C1 C2 -177.5(8) . . . . ? P1 N1 C1 C2 0.3(10) . . . . ? N2 C2 C1 N1 -0.3(11) . . . . ? C3 C2 C1 N1 -178.6(9) . . . . ? C7 N3 C21 C26 88.8(11) . . . . ? P1 N3 C21 C26 -89.4(9) . . . . ? C7 N3 C21 C22 -99.8(11) . . . . ? P1 N3 C21 C22 82.0(9) . . . . ? C26 C21 C22 C23 -0.3(13) . . . . ? N3 C21 C22 C23 -171.3(8) . . . . ? C26 C21 C22 C22B -176.5(8) . . . . ? N3 C21 C22 C22B 12.5(12) . . . . ? C23 C22 C22B C22C 45.9(12) . . . . ? C21 C22 C22B C22C -138.1(10) . . . . ? C23 C22 C22B C22D -76.4(12) . . . . ? C21 C22 C22B C22D 99.6(11) . . . . ? C21 C22 C23 C24 1.5(14) . . . . ? C22B C22 C23 C24 177.7(9) . . . . ? C22 C23 C24 C25 -2.4(15) . . . . ? C23 C24 C25 C26 2.1(14) . . . . ? C22 C21 C26 C25 0.0(13) . . . . ? N3 C21 C26 C25 171.0(8) . . . . ? C22 C21 C26 C26B -179.1(8) . . . . ? N3 C21 C26 C26B -8.1(13) . . . . ? C24 C25 C26 C21 -0.9(13) . . . . ? C24 C25 C26 C26B 178.2(9) . . . . ? C21 C26 C26B C26A 113.8(10) . . . . ? C25 C26 C26B C26A -65.3(12) . . . . ? C21 C26 C26B C26C -119.7(10) . . . . ? C25 C26 C26B C26C 61.2(12) . . . . ? C1 N1 C11 C12 -98.4(10) . . . . ? P1 N1 C11 C12 83.8(9) . . . . ? C1 N1 C11 C16 90.0(11) . . . . ? P1 N1 C11 C16 -87.8(9) . . . . ? C12 C11 C16 C15 0.9(13) . . . . ? N1 C11 C16 C15 172.0(7) . . . . ? C12 C11 C16 C16B 179.6(8) . . . . ? N1 C11 C16 C16B -9.3(13) . . . . ? C15 C16 C16B C16C -61.1(12) . . . . ? C11 C16 C16B C16C 120.2(10) . . . . ? C15 C16 C16B C16A 64.7(11) . . . . ? C11 C16 C16B C16A -114.0(10) . . . . ? C11 C16 C15 C14 -0.2(13) . . . . ? C16B C16 C15 C14 -179.0(9) . . . . ? C16 C15 C14 C13 1.2(15) . . . . ? C15 C14 C13 C12 -2.9(16) . . . . ? C14 C13 C12 C11 3.5(14) . . . . ? C14 C13 C12 C12B 179.9(9) . . . . ? C16 C11 C12 C13 -2.5(14) . . . . ? N1 C11 C12 C13 -173.7(8) . . . . ? C16 C11 C12 C12B -178.9(8) . . . . ? N1 C11 C12 C12B 9.9(12) . . . . ? C13 C12 C12B C12C -74.8(12) . . . . ? C11 C12 C12B C12C 101.4(11) . . . . ? C13 C12 C12B C12A 46.7(12) . . . . ? C11 C12 C12B C12A -137.1(10) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.414 _refine_diff_density_min -.926 _refine_diff_density_rms .212 data_3P[B12Cl12] _database_code_depnum_ccdc_archive 'CCDC 817022' #TrackingRef '- Ragogna_PDIMPY.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H39 N3 P, 0.5(B12 Cl12)' _chemical_formula_sum 'C31 H39 B6 Cl6 N3 P' _chemical_formula_weight 762.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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' '-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 18.3065(6) _cell_length_b 17.4020(6) _cell_length_c 25.0012(9) _cell_angle_alpha 90.00 _cell_angle_beta 92.7560(10) _cell_angle_gamma 90.00 _cell_volume 7955.4(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 67170 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.273 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3144 _exptl_absorpt_coefficient_mu 0.499 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9069 _exptl_absorpt_correction_T_max 0.9426 _exptl_absorpt_process_details SAINT _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KAPPA APEX II CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 67170 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9136 _reflns_number_gt 6192 _reflns_threshold_expression >2sigma(I) _computing_data_collection APEX2 _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _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^)+(0.0250P)^2^+14.7928P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9136 _refine_ls_number_parameters 424 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.0936 _refine_ls_wR_factor_gt 0.0788 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.049 _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 Cl1 Cl -0.08859(3) 0.54322(3) 0.21063(3) 0.03144(15) Uani 1 1 d . . . Cl2 Cl 0.08413(3) 0.20025(3) 0.28733(2) 0.02501(13) Uani 1 1 d . . . Cl3 Cl 0.07731(4) 0.47665(3) 0.14735(2) 0.03173(15) Uani 1 1 d . . . Cl4 Cl 0.19065(3) 0.37532(4) 0.24979(2) 0.02993(14) Uani 1 1 d . . . Cl5 Cl 0.07923(3) 0.26934(3) 0.14881(2) 0.02854(14) Uani 1 1 d . . . Cl6 Cl -0.09291(3) 0.37239(4) 0.12459(2) 0.02909(13) Uani 1 1 d . . . P1 P 0.43634(4) 0.33338(4) 0.40352(3) 0.03101(16) Uani 1 1 d . . . N3 N 0.51066(11) 0.24448(12) 0.37784(8) 0.0287(5) Uani 1 1 d . . . N1 N 0.35407(10) 0.38874(10) 0.41171(7) 0.0226(4) Uani 1 1 d . . . N2 N 0.37732(10) 0.26943(11) 0.37072(7) 0.0219(4) Uani 1 1 d . . . C22C C 0.63138(17) 0.42916(17) 0.31612(12) 0.0473(8) Uani 1 1 d . . . H22A H 0.6283 0.4551 0.3507 0.071 Uiso 1 1 calc R . . H22B H 0.6051 0.4593 0.2883 0.071 Uiso 1 1 calc R . . H22C H 0.6828 0.4243 0.3074 0.071 Uiso 1 1 calc R . . C22B C 0.59719(14) 0.34956(16) 0.31911(10) 0.0365(6) Uani 1 1 d . . . H22D H 0.5442 0.3566 0.3259 0.044 Uiso 1 1 calc R . . C22 C 0.63032(14) 0.29936(16) 0.36378(10) 0.0330(6) Uani 1 1 d U . . C21 C 0.58834(13) 0.24447(15) 0.38965(10) 0.0307(6) Uani 1 1 d . . . C11 C 0.35814(13) 0.46269(13) 0.43808(9) 0.0250(5) Uani 1 1 d . . . C16 C 0.35163(17) 0.46478(16) 0.49318(11) 0.0420(7) Uani 1 1 d U . . C15 C 0.3584(2) 0.53645(17) 0.51759(12) 0.0546(9) Uani 1 1 d U . . H15A H 0.3536 0.5404 0.5552 0.066 Uiso 1 1 calc R . . C14 C 0.37165(18) 0.60150(17) 0.48872(12) 0.0479(8) Uani 1 1 d . . . H14A H 0.3768 0.6496 0.5064 0.057 Uiso 1 1 calc R . . C22A C 0.60166(17) 0.3085(2) 0.26545(11) 0.0509(8) Uani 1 1 d . . . H22E H 0.5796 0.2574 0.2678 0.076 Uiso 1 1 calc R . . H22F H 0.6530 0.3033 0.2566 0.076 Uiso 1 1 calc R . . H22G H 0.5753 0.3384 0.2375 0.076 Uiso 1 1 calc R . . C23 C 0.70490(15) 0.30153(19) 0.37725(11) 0.0428(7) Uani 1 1 d U . . H23A H 0.7352 0.3371 0.3599 0.051 Uiso 1 1 calc R . . C24 C 0.73533(15) 0.2526(2) 0.41558(12) 0.0483(8) Uani 1 1 d . . . H24A H 0.7862 0.2558 0.4249 0.058 Uiso 1 1 calc R . . C25 C 0.69318(16) 0.19939(19) 0.44041(12) 0.0457(7) Uani 1 1 d U . . H25A H 0.7156 0.1660 0.4664 0.055 Uiso 1 1 calc R . . C26 C 0.61828(14) 0.19328(16) 0.42840(11) 0.0362(6) Uani 1 1 d U . . C26B C 0.57195(16) 0.13593(17) 0.45769(11) 0.0452(7) Uani 1 1 d . . . H26A H 0.5270 0.1259 0.4344 0.054 Uiso 1 1 calc R . . C26A C 0.5479(3) 0.1691(3) 0.50861(18) 0.120(2) Uani 1 1 d . . . H26B H 0.5181 0.1313 0.5269 0.180 Uiso 1 1 calc R . . H26C H 0.5187 0.2154 0.5009 0.180 Uiso 1 1 calc R . . H26D H 0.5908 0.1825 0.5316 0.180 Uiso 1 1 calc R . . C26C C 0.6092(3) 0.0596(2) 0.4678(2) 0.1088(18) Uani 1 1 d . . . H26E H 0.5765 0.0255 0.4867 0.163 Uiso 1 1 calc R . . H26F H 0.6544 0.0675 0.4897 0.163 Uiso 1 1 calc R . . H26G H 0.6208 0.0362 0.4336 0.163 Uiso 1 1 calc R . . C7 C 0.47624(14) 0.18987(15) 0.35303(10) 0.0307(6) Uani 1 1 d . . . H7A H 0.5001 0.1459 0.3396 0.037 Uiso 1 1 calc R . . C6 C 0.39898(13) 0.20105(14) 0.34734(9) 0.0261(5) Uani 1 1 d . . . C2 C 0.30379(12) 0.28949(13) 0.36658(9) 0.0224(5) Uani 1 1 d . . . C1 C 0.29241(13) 0.36006(13) 0.39065(9) 0.0237(5) Uani 1 1 d . . . H1A H 0.2462 0.3846 0.3918 0.028 Uiso 1 1 calc R . . C13 C 0.37751(16) 0.59713(15) 0.43419(11) 0.0392(7) Uani 1 1 d U . . H13A H 0.3867 0.6426 0.4146 0.047 Uiso 1 1 calc R . . C12 C 0.37016(14) 0.52731(14) 0.40706(10) 0.0297(6) Uani 1 1 d U . . C12B C 0.37488(16) 0.52361(15) 0.34642(10) 0.0364(6) Uani 1 1 d . . . H12A H 0.3676 0.4688 0.3353 0.044 Uiso 1 1 calc R . . C12C C 0.31387(18) 0.57104(19) 0.31854(12) 0.0543(8) Uani 1 1 d . . . H12B H 0.3179 0.5679 0.2797 0.081 Uiso 1 1 calc R . . H12C H 0.3183 0.6248 0.3300 0.081 Uiso 1 1 calc R . . H12D H 0.2663 0.5509 0.3281 0.081 Uiso 1 1 calc R . . C12A C 0.44955(17) 0.54854(18) 0.32913(12) 0.0515(8) Uani 1 1 d . . . H12E H 0.4874 0.5172 0.3476 0.077 Uiso 1 1 calc R . . H12F H 0.4574 0.6028 0.3383 0.077 Uiso 1 1 calc R . . H12G H 0.4521 0.5417 0.2903 0.077 Uiso 1 1 calc R . . C16B C 0.3335(2) 0.39309(19) 0.52514(12) 0.0631(10) Uani 1 1 d . . . H16A H 0.3376 0.3479 0.5007 0.076 Uiso 1 1 calc R . . C16C C 0.3872(3) 0.3808(2) 0.57212(16) 0.0960(16) Uani 1 1 d . . . H16B H 0.4370 0.3792 0.5594 0.144 Uiso 1 1 calc R . . H16C H 0.3764 0.3321 0.5898 0.144 Uiso 1 1 calc R . . H16D H 0.3832 0.4232 0.5977 0.144 Uiso 1 1 calc R . . C16A C 0.2544(3) 0.3961(3) 0.5423(2) 0.119(2) Uani 1 1 d . . . H16E H 0.2437 0.3497 0.5628 0.179 Uiso 1 1 calc R . . H16F H 0.2211 0.3990 0.5105 0.179 Uiso 1 1 calc R . . H16G H 0.2477 0.4416 0.5647 0.179 Uiso 1 1 calc R . . C3 C 0.25275(13) 0.24144(14) 0.34031(10) 0.0278(5) Uani 1 1 d . . . H3A H 0.2025 0.2553 0.3382 0.033 Uiso 1 1 calc R . . C4 C 0.27480(14) 0.17449(15) 0.31754(10) 0.0321(6) Uani 1 1 d . . . H4A H 0.2402 0.1419 0.2993 0.039 Uiso 1 1 calc R . . C5 C 0.34835(14) 0.15458(15) 0.32137(10) 0.0318(6) Uani 1 1 d . . . H5A H 0.3638 0.1079 0.3057 0.038 Uiso 1 1 calc R . . B1 B -0.04283(14) 0.45584(15) 0.23111(11) 0.0226(6) Uani 1 1 d . . . B2 B 0.09261(13) 0.37334(15) 0.24991(10) 0.0208(5) Uani 1 1 d . . . B3 B 0.04250(13) 0.29027(15) 0.26878(10) 0.0197(5) Uani 1 1 d . . . B4 B -0.04568(14) 0.37288(15) 0.18925(10) 0.0220(5) Uani 1 1 d . . . B5 B 0.03818(14) 0.32194(15) 0.20102(10) 0.0202(5) Uani 1 1 d . . . B6 B 0.03809(14) 0.42407(15) 0.20063(10) 0.0214(5) Uani 1 1 d . . . 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 Cl1 0.0361(3) 0.0200(3) 0.0390(4) 0.0056(3) 0.0103(3) 0.0083(3) Cl2 0.0229(3) 0.0191(3) 0.0327(3) 0.0017(2) -0.0017(2) 0.0021(2) Cl3 0.0397(4) 0.0257(3) 0.0309(3) 0.0044(3) 0.0143(3) -0.0035(3) Cl4 0.0179(3) 0.0338(3) 0.0385(3) 0.0012(3) 0.0059(2) -0.0030(3) Cl5 0.0324(3) 0.0259(3) 0.0282(3) -0.0045(2) 0.0107(2) 0.0055(3) Cl6 0.0289(3) 0.0332(3) 0.0251(3) 0.0029(3) -0.0004(2) 0.0026(3) P1 0.0295(3) 0.0363(4) 0.0267(3) 0.0007(3) -0.0032(3) -0.0085(3) N3 0.0261(11) 0.0338(12) 0.0262(11) 0.0001(9) 0.0017(9) 0.0069(9) N1 0.0259(10) 0.0198(10) 0.0221(10) 0.0018(8) 0.0027(8) 0.0003(8) N2 0.0229(10) 0.0213(10) 0.0214(10) 0.0010(8) -0.0005(8) 0.0015(8) C22C 0.0501(19) 0.0510(19) 0.0414(17) 0.0022(15) 0.0080(14) 0.0079(15) C22B 0.0278(14) 0.0542(18) 0.0279(14) 0.0026(12) 0.0050(11) 0.0064(12) C22 0.0265(13) 0.0464(16) 0.0264(13) -0.0062(12) 0.0035(10) 0.0085(12) C21 0.0242(13) 0.0405(15) 0.0272(13) -0.0079(12) 0.0001(10) 0.0079(11) C11 0.0285(13) 0.0205(12) 0.0261(12) -0.0026(10) 0.0013(10) -0.0003(10) C16 0.066(2) 0.0333(15) 0.0267(14) -0.0012(12) 0.0025(13) 0.0015(14) C15 0.098(3) 0.0410(18) 0.0252(15) -0.0084(13) 0.0036(16) 0.0005(18) C14 0.074(2) 0.0284(15) 0.0411(17) -0.0119(13) -0.0019(15) -0.0030(15) C22A 0.0510(19) 0.073(2) 0.0282(15) -0.0021(15) 0.0020(13) -0.0022(17) C23 0.0294(15) 0.064(2) 0.0358(16) 0.0012(14) 0.0071(12) 0.0025(14) C24 0.0237(14) 0.075(2) 0.0461(18) 0.0023(17) -0.0021(12) 0.0085(15) C25 0.0388(16) 0.061(2) 0.0372(16) 0.0053(15) -0.0046(13) 0.0134(15) C26 0.0332(15) 0.0418(16) 0.0333(15) -0.0033(12) -0.0012(11) 0.0087(12) C26B 0.0475(17) 0.0478(18) 0.0393(16) 0.0088(14) -0.0086(13) 0.0020(15) C26A 0.195(6) 0.079(3) 0.095(4) -0.016(3) 0.095(4) -0.044(3) C26C 0.106(4) 0.051(3) 0.172(5) 0.023(3) 0.035(4) 0.012(2) C7 0.0316(14) 0.0317(14) 0.0288(14) -0.0019(11) 0.0018(11) 0.0091(11) C6 0.0300(13) 0.0245(13) 0.0238(12) -0.0002(10) 0.0010(10) 0.0049(10) C2 0.0227(12) 0.0212(12) 0.0233(12) 0.0039(10) 0.0007(9) 0.0003(9) C1 0.0239(12) 0.0228(13) 0.0245(12) 0.0031(10) 0.0018(9) 0.0017(9) C13 0.0562(18) 0.0214(13) 0.0399(16) 0.0016(12) 0.0023(13) -0.0029(13) C12 0.0364(14) 0.0226(13) 0.0301(13) -0.0005(11) 0.0020(11) -0.0005(11) C12B 0.0566(18) 0.0245(14) 0.0284(14) 0.0023(11) 0.0037(12) -0.0046(12) C12C 0.061(2) 0.061(2) 0.0401(18) 0.0086(16) -0.0056(15) -0.0058(17) C12A 0.058(2) 0.0504(19) 0.0474(19) 0.0035(15) 0.0211(15) 0.0043(16) C16B 0.120(3) 0.0419(19) 0.0282(16) 0.0036(14) 0.0096(18) -0.002(2) C16C 0.169(5) 0.060(3) 0.057(2) 0.018(2) -0.020(3) 0.008(3) C16A 0.131(5) 0.124(4) 0.106(4) 0.065(3) 0.039(3) -0.013(4) C3 0.0267(13) 0.0261(13) 0.0302(13) 0.0024(11) -0.0019(10) -0.0022(10) C4 0.0334(14) 0.0289(14) 0.0333(14) -0.0030(11) -0.0072(11) -0.0038(11) C5 0.0409(15) 0.0242(13) 0.0302(14) -0.0049(11) 0.0001(11) 0.0038(11) B1 0.0259(14) 0.0165(13) 0.0261(14) 0.0021(11) 0.0074(11) 0.0017(11) B2 0.0193(12) 0.0179(12) 0.0260(13) -0.0003(11) 0.0072(10) -0.0023(11) B3 0.0161(12) 0.0195(13) 0.0235(13) 0.0005(11) 0.0031(10) -0.0007(10) B4 0.0227(13) 0.0186(12) 0.0250(13) 0.0012(11) 0.0052(10) 0.0017(11) B5 0.0190(13) 0.0173(13) 0.0247(13) 0.0000(10) 0.0057(10) -0.0003(10) B6 0.0236(13) 0.0167(13) 0.0243(14) 0.0008(11) 0.0065(11) 0.0003(10) _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 Cl1 B1 1.799(3) . ? Cl2 B3 1.793(3) . ? Cl3 B6 1.794(3) . ? Cl4 B2 1.795(2) . ? Cl5 B5 1.789(3) . ? Cl6 B4 1.796(3) . ? P1 N2 1.730(2) . ? P1 N1 1.808(2) . ? P1 N3 2.177(2) . ? N3 C7 1.284(3) . ? N3 C21 1.438(3) . ? N1 C1 1.320(3) . ? N1 C11 1.446(3) . ? N2 C2 1.390(3) . ? N2 C6 1.392(3) . ? C22C C22B 1.523(4) . ? C22C H22A 0.9800 . ? C22C H22B 0.9800 . ? C22C H22C 0.9800 . ? C22B C22 1.521(4) . ? C22B C22A 1.526(4) . ? C22B H22D 1.0000 . ? C22 C23 1.391(4) . ? C22 C21 1.403(4) . ? C21 C26 1.408(4) . ? C11 C16 1.389(3) . ? C11 C12 1.389(3) . ? C16 C15 1.391(4) . ? C16 C16B 1.527(4) . ? C15 C14 1.371(4) . ? C15 H15A 0.9500 . ? C14 C13 1.375(4) . ? C14 H14A 0.9500 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C22A H22G 0.9800 . ? C23 C24 1.379(4) . ? C23 H23A 0.9500 . ? C24 C25 1.373(4) . ? C24 H24A 0.9500 . ? C25 C26 1.394(4) . ? C25 H25A 0.9500 . ? C26 C26B 1.520(4) . ? C26B C26A 1.484(5) . ? C26B C26C 1.509(5) . ? C26B H26A 1.0000 . ? C26A H26B 0.9800 . ? C26A H26C 0.9800 . ? C26A H26D 0.9800 . ? C26C H26E 0.9800 . ? C26C H26F 0.9800 . ? C26C H26G 0.9800 . ? C7 C6 1.428(3) . ? C7 H7A 0.9500 . ? C6 C5 1.370(3) . ? C2 C1 1.388(3) . ? C2 C3 1.394(3) . ? C1 H1A 0.9500 . ? C13 C12 1.395(3) . ? C13 H13A 0.9500 . ? C12 C12B 1.524(3) . ? C12B C12A 1.517(4) . ? C12B C12C 1.530(4) . ? C12B H12A 1.0000 . ? C12C H12B 0.9800 . ? C12C H12C 0.9800 . ? C12C H12D 0.9800 . ? C12A H12E 0.9800 . ? C12A H12F 0.9800 . ? C12A H12G 0.9800 . ? C16B C16C 1.511(5) . ? C16B C16A 1.531(6) . ? C16B H16A 1.0000 . ? C16C H16B 0.9800 . ? C16C H16C 0.9800 . ? C16C H16D 0.9800 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C16A H16G 0.9800 . ? C3 C4 1.366(3) . ? C3 H3A 0.9500 . ? C4 C5 1.389(4) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? B1 B2 1.777(4) 2 ? B1 B4 1.782(4) . ? B1 B6 1.786(4) . ? B1 B1 1.791(5) 2 ? B1 B6 1.792(4) 2 ? B2 B1 1.777(4) 2 ? B2 B5 1.780(4) . ? B2 B6 1.782(4) . ? B2 B4 1.783(3) 2 ? B2 B3 1.788(4) . ? B3 B5 1.778(3) 2 ? B3 B3 1.778(5) 2 ? B3 B4 1.779(4) 2 ? B3 B5 1.780(4) . ? B4 B3 1.779(4) 2 ? B4 B2 1.783(3) 2 ? B4 B6 1.785(4) . ? B4 B5 1.785(4) . ? B5 B6 1.777(3) . ? B5 B3 1.778(3) 2 ? B6 B1 1.792(4) 2 ? 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 N2 P1 N1 83.79(9) . . ? N2 P1 N3 77.77(9) . . ? N1 P1 N3 161.42(9) . . ? C7 N3 C21 123.8(2) . . ? C7 N3 P1 111.67(16) . . ? C21 N3 P1 124.42(16) . . ? C1 N1 C11 122.85(19) . . ? C1 N1 P1 117.02(16) . . ? C11 N1 P1 120.06(15) . . ? C2 N2 C6 118.55(19) . . ? C2 N2 P1 117.03(15) . . ? C6 N2 P1 124.40(16) . . ? C22B C22C H22A 109.5 . . ? C22B C22C H22B 109.5 . . ? H22A C22C H22B 109.5 . . ? C22B C22C H22C 109.5 . . ? H22A C22C H22C 109.5 . . ? H22B C22C H22C 109.5 . . ? C22 C22B C22C 114.1(2) . . ? C22 C22B C22A 109.9(2) . . ? C22C C22B C22A 110.1(2) . . ? C22 C22B H22D 107.5 . . ? C22C C22B H22D 107.5 . . ? C22A C22B H22D 107.5 . . ? C23 C22 C21 117.4(2) . . ? C23 C22 C22B 121.0(2) . . ? C21 C22 C22B 121.4(2) . . ? C22 C21 C26 123.0(2) . . ? C22 C21 N3 117.6(2) . . ? C26 C21 N3 119.3(2) . . ? C16 C11 C12 123.8(2) . . ? C16 C11 N1 118.1(2) . . ? C12 C11 N1 118.2(2) . . ? C11 C16 C15 116.6(3) . . ? C11 C16 C16B 121.9(2) . . ? C15 C16 C16B 121.3(3) . . ? C14 C15 C16 121.6(3) . . ? C14 C15 H15A 119.2 . . ? C16 C15 H15A 119.2 . . ? C15 C14 C13 120.1(3) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C22B C22A H22E 109.5 . . ? C22B C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C22B C22A H22G 109.5 . . ? H22E C22A H22G 109.5 . . ? H22F C22A H22G 109.5 . . ? C24 C23 C22 120.7(3) . . ? C24 C23 H23A 119.7 . . ? C22 C23 H23A 119.7 . . ? C25 C24 C23 120.9(3) . . ? C25 C24 H24A 119.5 . . ? C23 C24 H24A 119.5 . . ? C24 C25 C26 121.5(3) . . ? C24 C25 H25A 119.2 . . ? C26 C25 H25A 119.2 . . ? C25 C26 C21 116.5(3) . . ? C25 C26 C26B 120.8(3) . . ? C21 C26 C26B 122.6(2) . . ? C26A C26B C26C 110.4(3) . . ? C26A C26B C26 110.7(3) . . ? C26C C26B C26 113.6(3) . . ? C26A C26B H26A 107.3 . . ? C26C C26B H26A 107.3 . . ? C26 C26B H26A 107.3 . . ? C26B C26A H26B 109.5 . . ? C26B C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? C26B C26A H26D 109.5 . . ? H26B C26A H26D 109.5 . . ? H26C C26A H26D 109.5 . . ? C26B C26C H26E 109.5 . . ? C26B C26C H26F 109.5 . . ? H26E C26C H26F 109.5 . . ? C26B C26C H26G 109.5 . . ? H26E C26C H26G 109.5 . . ? H26F C26C H26G 109.5 . . ? N3 C7 C6 114.1(2) . . ? N3 C7 H7A 123.0 . . ? C6 C7 H7A 123.0 . . ? C5 C6 N2 120.3(2) . . ? C5 C6 C7 127.7(2) . . ? N2 C6 C7 112.0(2) . . ? C1 C2 N2 110.8(2) . . ? C1 C2 C3 128.6(2) . . ? N2 C2 C3 120.6(2) . . ? N1 C1 C2 111.4(2) . . ? N1 C1 H1A 124.3 . . ? C2 C1 H1A 124.3 . . ? C14 C13 C12 121.3(3) . . ? C14 C13 H13A 119.3 . . ? C12 C13 H13A 119.3 . . ? C11 C12 C13 116.6(2) . . ? C11 C12 C12B 122.6(2) . . ? C13 C12 C12B 120.8(2) . . ? C12A C12B C12 111.5(2) . . ? C12A C12B C12C 111.4(2) . . ? C12 C12B C12C 110.8(2) . . ? C12A C12B H12A 107.7 . . ? C12 C12B H12A 107.7 . . ? C12C C12B H12A 107.7 . . ? C12B C12C H12B 109.5 . . ? C12B C12C H12C 109.5 . . ? H12B C12C H12C 109.5 . . ? C12B C12C H12D 109.5 . . ? H12B C12C H12D 109.5 . . ? H12C C12C H12D 109.5 . . ? C12B C12A H12E 109.5 . . ? C12B C12A H12F 109.5 . . ? H12E C12A H12F 109.5 . . ? C12B C12A H12G 109.5 . . ? H12E C12A H12G 109.5 . . ? H12F C12A H12G 109.5 . . ? C16C C16B C16 111.8(3) . . ? C16C C16B C16A 112.1(3) . . ? C16 C16B C16A 110.6(3) . . ? C16C C16B H16A 107.3 . . ? C16 C16B H16A 107.3 . . ? C16A C16B H16A 107.3 . . ? C16B C16C H16B 109.5 . . ? C16B C16C H16C 109.5 . . ? H16B C16C H16C 109.5 . . ? C16B C16C H16D 109.5 . . ? H16B C16C H16D 109.5 . . ? H16C C16C H16D 109.5 . . ? C16B C16A H16E 109.5 . . ? C16B C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C16B C16A H16G 109.5 . . ? H16E C16A H16G 109.5 . . ? H16F C16A H16G 109.5 . . ? C4 C3 C2 120.2(2) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C3 C4 C5 119.3(2) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? C6 C5 C4 121.1(2) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? B2 B1 B4 60.10(14) 2 . ? B2 B1 B6 108.08(17) 2 . ? B4 B1 B6 60.02(14) . . ? B2 B1 B1 107.83(16) 2 2 ? B4 B1 B1 108.05(15) . 2 ? B6 B1 B1 60.13(16) . 2 ? B2 B1 B6 59.89(14) 2 2 ? B4 B1 B6 107.94(18) . 2 ? B6 B1 B6 107.92(18) . 2 ? B1 B1 B6 59.78(16) 2 2 ? B2 B1 Cl1 121.41(17) 2 . ? B4 B1 Cl1 121.17(18) . . ? B6 B1 Cl1 121.66(17) . . ? B1 B1 Cl1 122.28(9) 2 . ? B6 B1 Cl1 122.17(17) 2 . ? B1 B2 B5 108.18(18) 2 . ? B1 B2 B6 60.47(15) 2 . ? B5 B2 B6 59.86(14) . . ? B1 B2 B4 60.09(14) 2 2 ? B5 B2 B4 107.87(17) . 2 ? B6 B2 B4 108.38(17) . 2 ? B1 B2 B3 107.86(16) 2 . ? B5 B2 B3 59.84(14) . . ? B6 B2 B3 107.80(17) . . ? B4 B2 B3 59.78(14) 2 . ? B1 B2 Cl4 120.69(17) 2 . ? B5 B2 Cl4 122.35(16) . . ? B6 B2 Cl4 121.07(16) . . ? B4 B2 Cl4 121.63(17) 2 . ? B3 B2 Cl4 122.80(17) . . ? B5 B3 B3 60.04(15) 2 2 ? B5 B3 B4 60.23(14) 2 2 ? B3 B3 B4 108.33(15) 2 2 ? B5 B3 B5 107.96(18) 2 . ? B3 B3 B5 59.98(16) 2 . ? B4 B3 B5 108.06(18) 2 . ? B5 B3 B2 107.98(17) 2 . ? B3 B3 B2 107.93(15) 2 . ? B4 B3 B2 59.97(14) 2 . ? B5 B3 B2 59.88(14) . . ? B5 B3 Cl2 120.81(16) 2 . ? B3 B3 Cl2 119.13(8) 2 . ? B4 B3 Cl2 123.49(17) 2 . ? B5 B3 Cl2 121.04(16) . . ? B2 B3 Cl2 123.89(16) . . ? B3 B4 B1 108.00(17) 2 . ? B3 B4 B2 60.25(14) 2 2 ? B1 B4 B2 59.81(14) . 2 ? B3 B4 B6 107.81(18) 2 . ? B1 B4 B6 60.09(15) . . ? B2 B4 B6 107.91(18) 2 . ? B3 B4 B5 59.86(14) 2 . ? B1 B4 B5 107.74(18) . . ? B2 B4 B5 107.90(18) 2 . ? B6 B4 B5 59.72(14) . . ? B3 B4 Cl6 121.85(17) 2 . ? B1 B4 Cl6 122.11(17) . . ? B2 B4 Cl6 122.49(16) 2 . ? B6 B4 Cl6 121.24(16) . . ? B5 B4 Cl6 121.27(16) . . ? B6 B5 B3 108.16(18) . 2 ? B6 B5 B3 108.36(18) . . ? B3 B5 B3 59.98(16) 2 . ? B6 B5 B2 60.11(15) . . ? B3 B5 B2 108.25(17) 2 . ? B3 B5 B2 60.29(14) . . ? B6 B5 B4 60.12(15) . . ? B3 B5 B4 59.91(14) 2 . ? B3 B5 B4 108.02(17) . . ? B2 B5 B4 108.19(18) . . ? B6 B5 Cl5 120.52(17) . . ? B3 B5 Cl5 122.53(17) 2 . ? B3 B5 Cl5 122.35(17) . . ? B2 B5 Cl5 121.14(16) . . ? B4 B5 Cl5 121.46(17) . . ? B5 B6 B2 60.03(15) . . ? B5 B6 B4 60.15(15) . . ? B2 B6 B4 108.15(18) . . ? B5 B6 B1 107.93(18) . . ? B2 B6 B1 107.88(18) . . ? B4 B6 B1 59.89(14) . . ? B5 B6 B1 107.65(18) . 2 ? B2 B6 B1 59.64(14) . 2 ? B4 B6 B1 107.92(17) . 2 ? B1 B6 B1 60.09(18) . 2 ? B5 B6 Cl3 120.92(17) . . ? B2 B6 Cl3 122.36(17) . . ? B4 B6 Cl3 120.51(17) . . ? B1 B6 Cl3 121.91(17) . . ? B1 B6 Cl3 123.15(17) 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 N2 P1 N3 C7 -1.21(18) . . . . ? N1 P1 N3 C7 -8.1(4) . . . . ? N2 P1 N3 C21 -178.0(2) . . . . ? N1 P1 N3 C21 175.1(2) . . . . ? N2 P1 N1 C1 -1.10(17) . . . . ? N3 P1 N1 C1 5.7(4) . . . . ? N2 P1 N1 C11 -178.16(17) . . . . ? N3 P1 N1 C11 -171.3(2) . . . . ? N1 P1 N2 C2 0.50(16) . . . . ? N3 P1 N2 C2 -177.28(17) . . . . ? N1 P1 N2 C6 178.74(19) . . . . ? N3 P1 N2 C6 0.96(18) . . . . ? C22C C22B C22 C23 -37.2(3) . . . . ? C22A C22B C22 C23 86.9(3) . . . . ? C22C C22B C22 C21 148.5(2) . . . . ? C22A C22B C22 C21 -87.3(3) . . . . ? C23 C22 C21 C26 0.8(4) . . . . ? C22B C22 C21 C26 175.3(2) . . . . ? C23 C22 C21 N3 177.0(2) . . . . ? C22B C22 C21 N3 -8.5(4) . . . . ? C7 N3 C21 C22 113.2(3) . . . . ? P1 N3 C21 C22 -70.4(3) . . . . ? C7 N3 C21 C26 -70.4(3) . . . . ? P1 N3 C21 C26 106.0(2) . . . . ? C1 N1 C11 C16 92.9(3) . . . . ? P1 N1 C11 C16 -90.2(3) . . . . ? C1 N1 C11 C12 -88.6(3) . . . . ? P1 N1 C11 C12 88.2(2) . . . . ? C12 C11 C16 C15 -0.5(4) . . . . ? N1 C11 C16 C15 177.8(3) . . . . ? C12 C11 C16 C16B 175.9(3) . . . . ? N1 C11 C16 C16B -5.8(4) . . . . ? C11 C16 C15 C14 -0.8(5) . . . . ? C16B C16 C15 C14 -177.3(3) . . . . ? C16 C15 C14 C13 1.0(5) . . . . ? C21 C22 C23 C24 -1.6(4) . . . . ? C22B C22 C23 C24 -176.1(3) . . . . ? C22 C23 C24 C25 1.6(5) . . . . ? C23 C24 C25 C26 -0.7(5) . . . . ? C24 C25 C26 C21 -0.1(4) . . . . ? C24 C25 C26 C26B -177.8(3) . . . . ? C22 C21 C26 C25 0.0(4) . . . . ? N3 C21 C26 C25 -176.1(2) . . . . ? C22 C21 C26 C26B 177.7(2) . . . . ? N3 C21 C26 C26B 1.6(4) . . . . ? C25 C26 C26B C26A 85.3(4) . . . . ? C21 C26 C26B C26A -92.3(4) . . . . ? C25 C26 C26B C26C -39.6(4) . . . . ? C21 C26 C26B C26C 142.8(3) . . . . ? C21 N3 C7 C6 178.0(2) . . . . ? P1 N3 C7 C6 1.2(3) . . . . ? C2 N2 C6 C5 -0.7(3) . . . . ? P1 N2 C6 C5 -178.87(18) . . . . ? C2 N2 C6 C7 177.6(2) . . . . ? P1 N2 C6 C7 -0.6(3) . . . . ? N3 C7 C6 C5 177.5(2) . . . . ? N3 C7 C6 N2 -0.6(3) . . . . ? C6 N2 C2 C1 -178.2(2) . . . . ? P1 N2 C2 C1 0.1(2) . . . . ? C6 N2 C2 C3 1.0(3) . . . . ? P1 N2 C2 C3 179.39(17) . . . . ? C11 N1 C1 C2 178.37(19) . . . . ? P1 N1 C1 C2 1.4(2) . . . . ? N2 C2 C1 N1 -0.9(3) . . . . ? C3 C2 C1 N1 179.9(2) . . . . ? C15 C14 C13 C12 0.0(5) . . . . ? C16 C11 C12 C13 1.5(4) . . . . ? N1 C11 C12 C13 -176.8(2) . . . . ? C16 C11 C12 C12B -178.2(3) . . . . ? N1 C11 C12 C12B 3.5(4) . . . . ? C14 C13 C12 C11 -1.2(4) . . . . ? C14 C13 C12 C12B 178.5(3) . . . . ? C11 C12 C12B C12A -117.5(3) . . . . ? C13 C12 C12B C12A 62.8(3) . . . . ? C11 C12 C12B C12C 117.8(3) . . . . ? C13 C12 C12B C12C -61.8(3) . . . . ? C11 C16 C16B C16C 128.2(3) . . . . ? C15 C16 C16B C16C -55.6(5) . . . . ? C11 C16 C16B C16A -106.1(4) . . . . ? C15 C16 C16B C16A 70.1(5) . . . . ? C1 C2 C3 C4 178.1(2) . . . . ? N2 C2 C3 C4 -1.1(4) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? N2 C6 C5 C4 0.3(4) . . . . ? C7 C6 C5 C4 -177.7(2) . . . . ? C3 C4 C5 C6 -0.3(4) . . . . ? B1 B2 B3 B5 0.3(2) 2 . . 2 ? B5 B2 B3 B5 -100.75(18) . . . 2 ? B6 B2 B3 B5 -63.6(2) . . . 2 ? B4 B2 B3 B5 37.77(17) 2 . . 2 ? Cl4 B2 B3 B5 148.05(18) . . . 2 ? B1 B2 B3 B3 63.8(2) 2 . . 2 ? B5 B2 B3 B3 -37.29(18) . . . 2 ? B6 B2 B3 B3 -0.1(2) . . . 2 ? B4 B2 B3 B3 101.2(2) 2 . . 2 ? Cl4 B2 B3 B3 -148.49(18) . . . 2 ? B1 B2 B3 B4 -37.46(17) 2 . . 2 ? B5 B2 B3 B4 -138.52(18) . . . 2 ? B6 B2 B3 B4 -101.32(19) . . . 2 ? Cl4 B2 B3 B4 110.3(2) . . . 2 ? B1 B2 B3 B5 101.06(19) 2 . . . ? B6 B2 B3 B5 37.20(17) . . . . ? B4 B2 B3 B5 138.52(18) 2 . . . ? Cl4 B2 B3 B5 -111.2(2) . . . . ? B1 B2 B3 Cl2 -149.76(18) 2 . . . ? B5 B2 B3 Cl2 109.2(2) . . . . ? B6 B2 B3 Cl2 146.37(18) . . . . ? B4 B2 B3 Cl2 -112.3(2) 2 . . . ? Cl4 B2 B3 Cl2 -2.0(3) . . . . ? B2 B1 B4 B3 -37.56(16) 2 . . 2 ? B6 B1 B4 B3 100.60(19) . . . 2 ? B1 B1 B4 B3 63.1(2) 2 . . 2 ? B6 B1 B4 B3 -0.1(2) 2 . . 2 ? Cl1 B1 B4 B3 -148.34(17) . . . 2 ? B6 B1 B4 B2 138.16(19) . . . 2 ? B1 B1 B4 B2 100.6(2) 2 . . 2 ? B6 B1 B4 B2 37.41(17) 2 . . 2 ? Cl1 B1 B4 B2 -110.8(2) . . . 2 ? B2 B1 B4 B6 -138.16(19) 2 . . . ? B1 B1 B4 B6 -37.55(19) 2 . . . ? B6 B1 B4 B6 -100.75(18) 2 . . . ? Cl1 B1 B4 B6 111.1(2) . . . . ? B2 B1 B4 B5 -100.79(19) 2 . . . ? B6 B1 B4 B5 37.37(17) . . . . ? B1 B1 B4 B5 -0.2(3) 2 . . . ? B6 B1 B4 B5 -63.4(2) 2 . . . ? Cl1 B1 B4 B5 148.42(17) . . . . ? B2 B1 B4 Cl6 111.6(2) 2 . . . ? B6 B1 B4 Cl6 -110.2(2) . . . . ? B1 B1 B4 Cl6 -147.76(18) 2 . . . ? B6 B1 B4 Cl6 149.04(17) 2 . . . ? Cl1 B1 B4 Cl6 0.8(3) . . . . ? B5 B3 B5 B6 63.3(2) 2 . . . ? B3 B3 B5 B6 100.81(17) 2 . . . ? B4 B3 B5 B6 -0.4(2) 2 . . . ? B2 B3 B5 B6 -37.45(17) . . . . ? Cl2 B3 B5 B6 -151.23(17) . . . . ? B5 B3 B5 B3 -37.5(2) 2 . . 2 ? B4 B3 B5 B3 -101.16(17) 2 . . 2 ? B2 B3 B5 B3 -138.26(15) . . . 2 ? Cl2 B3 B5 B3 107.96(13) . . . 2 ? B5 B3 B5 B2 100.78(18) 2 . . . ? B3 B3 B5 B2 138.26(15) 2 . . . ? B4 B3 B5 B2 37.10(16) 2 . . . ? Cl2 B3 B5 B2 -113.8(2) . . . . ? B5 B3 B5 B4 -0.3(3) 2 . . . ? B3 B3 B5 B4 37.17(13) 2 . . . ? B4 B3 B5 B4 -64.0(2) 2 . . . ? B2 B3 B5 B4 -101.09(19) . . . . ? Cl2 B3 B5 B4 145.13(17) . . . . ? B5 B3 B5 Cl5 -149.14(18) 2 . . . ? B3 B3 B5 Cl5 -111.7(2) 2 . . . ? B4 B3 B5 Cl5 147.18(17) 2 . . . ? B2 B3 B5 Cl5 110.1(2) . . . . ? Cl2 B3 B5 Cl5 -3.7(3) . . . . ? B1 B2 B5 B6 37.76(17) 2 . . . ? B4 B2 B5 B6 101.30(19) 2 . . . ? B3 B2 B5 B6 138.27(18) . . . . ? Cl4 B2 B5 B6 -109.8(2) . . . . ? B1 B2 B5 B3 -63.1(2) 2 . . 2 ? B6 B2 B5 B3 -100.90(19) . . . 2 ? B4 B2 B5 B3 0.4(2) 2 . . 2 ? B3 B2 B5 B3 37.37(15) . . . 2 ? Cl4 B2 B5 B3 149.31(17) . . . 2 ? B1 B2 B5 B3 -100.51(18) 2 . . . ? B6 B2 B5 B3 -138.27(18) . . . . ? B4 B2 B5 B3 -36.97(17) 2 . . . ? Cl4 B2 B5 B3 111.9(2) . . . . ? B1 B2 B5 B4 0.3(2) 2 . . . ? B6 B2 B5 B4 -37.47(16) . . . . ? B4 B2 B5 B4 63.8(2) 2 . . . ? B3 B2 B5 B4 100.80(19) . . . . ? Cl4 B2 B5 B4 -147.27(17) . . . . ? B1 B2 B5 Cl5 147.46(17) 2 . . . ? B6 B2 B5 Cl5 109.7(2) . . . . ? B4 B2 B5 Cl5 -148.99(17) 2 . . . ? B3 B2 B5 Cl5 -112.0(2) . . . . ? Cl4 B2 B5 Cl5 -0.1(3) . . . . ? B3 B4 B5 B6 -138.45(19) 2 . . . ? B1 B4 B5 B6 -37.53(17) . . . . ? B2 B4 B5 B6 -100.7(2) 2 . . . ? Cl6 B4 B5 B6 110.4(2) . . . . ? B1 B4 B5 B3 100.92(18) . . . 2 ? B2 B4 B5 B3 37.76(17) 2 . . 2 ? B6 B4 B5 B3 138.45(19) . . . 2 ? Cl6 B4 B5 B3 -111.2(2) . . . 2 ? B3 B4 B5 B3 -37.20(16) 2 . . . ? B1 B4 B5 B3 63.7(2) . . . . ? B2 B4 B5 B3 0.6(2) 2 . . . ? B6 B4 B5 B3 101.25(19) . . . . ? Cl6 B4 B5 B3 -148.38(17) . . . . ? B3 B4 B5 B2 -100.98(19) 2 . . . ? B1 B4 B5 B2 -0.1(2) . . . . ? B2 B4 B5 B2 -63.2(2) 2 . . . ? B6 B4 B5 B2 37.47(16) . . . . ? Cl6 B4 B5 B2 147.84(17) . . . . ? B3 B4 B5 Cl5 112.0(2) 2 . . . ? B1 B4 B5 Cl5 -147.12(17) . . . . ? B2 B4 B5 Cl5 149.72(17) 2 . . . ? B6 B4 B5 Cl5 -109.6(2) . . . . ? Cl6 B4 B5 Cl5 0.8(3) . . . . ? B3 B5 B6 B2 101.05(19) 2 . . . ? B3 B5 B6 B2 37.52(16) . . . . ? B4 B5 B6 B2 138.20(17) . . . . ? Cl5 B5 B6 B2 -110.7(2) . . . . ? B3 B5 B6 B4 -37.15(17) 2 . . . ? B3 B5 B6 B4 -100.67(18) . . . . ? B2 B5 B6 B4 -138.20(17) . . . . ? Cl5 B5 B6 B4 111.1(2) . . . . ? B3 B5 B6 B1 0.3(3) 2 . . . ? B3 B5 B6 B1 -63.2(2) . . . . ? B2 B5 B6 B1 -100.71(19) . . . . ? B4 B5 B6 B1 37.49(17) . . . . ? Cl5 B5 B6 B1 148.58(17) . . . . ? B3 B5 B6 B1 63.8(2) 2 . . 2 ? B3 B5 B6 B1 0.3(2) . . . 2 ? B2 B5 B6 B1 -37.26(17) . . . 2 ? B4 B5 B6 B1 100.94(19) . . . 2 ? Cl5 B5 B6 B1 -147.97(17) . . . 2 ? B3 B5 B6 Cl3 -146.95(18) 2 . . . ? B3 B5 B6 Cl3 149.53(17) . . . . ? B2 B5 B6 Cl3 112.0(2) . . . . ? B4 B5 B6 Cl3 -109.8(2) . . . . ? Cl5 B5 B6 Cl3 1.3(3) . . . . ? B1 B2 B6 B5 -138.04(18) 2 . . . ? B4 B2 B6 B5 -100.42(19) 2 . . . ? B3 B2 B6 B5 -37.19(17) . . . . ? Cl4 B2 B6 B5 111.9(2) . . . . ? B1 B2 B6 B4 -100.56(19) 2 . . . ? B5 B2 B6 B4 37.47(16) . . . . ? B4 B2 B6 B4 -62.9(2) 2 . . . ? B3 B2 B6 B4 0.3(2) . . . . ? Cl4 B2 B6 B4 149.34(17) . . . . ? B1 B2 B6 B1 -37.24(16) 2 . . . ? B5 B2 B6 B1 100.80(19) . . . . ? B4 B2 B6 B1 0.4(2) 2 . . . ? B3 B2 B6 B1 63.6(2) . . . . ? Cl4 B2 B6 B1 -147.33(17) . . . . ? B5 B2 B6 B1 138.04(18) . . . 2 ? B4 B2 B6 B1 37.62(17) 2 . . 2 ? B3 B2 B6 B1 100.85(18) . . . 2 ? Cl4 B2 B6 B1 -110.1(2) . . . 2 ? B1 B2 B6 Cl3 112.3(2) 2 . . . ? B5 B2 B6 Cl3 -109.7(2) . . . . ? B4 B2 B6 Cl3 149.90(17) 2 . . . ? B3 B2 B6 Cl3 -146.87(17) . . . . ? Cl4 B2 B6 Cl3 2.2(3) . . . . ? B3 B4 B6 B5 37.05(17) 2 . . . ? B1 B4 B6 B5 137.98(19) . . . . ? B2 B4 B6 B5 100.69(19) 2 . . . ? Cl6 B4 B6 B5 -110.4(2) . . . . ? B3 B4 B6 B2 -0.4(2) 2 . . . ? B1 B4 B6 B2 100.56(19) . . . . ? B2 B4 B6 B2 63.3(2) 2 . . . ? B5 B4 B6 B2 -37.42(16) . . . . ? Cl6 B4 B6 B2 -147.83(17) . . . . ? B3 B4 B6 B1 -100.94(18) 2 . . . ? B2 B4 B6 B1 -37.29(17) 2 . . . ? B5 B4 B6 B1 -137.98(19) . . . . ? Cl6 B4 B6 B1 111.6(2) . . . . ? B3 B4 B6 B1 -63.4(2) 2 . . 2 ? B1 B4 B6 B1 37.50(17) . . . 2 ? B2 B4 B6 B1 0.2(2) 2 . . 2 ? B5 B4 B6 B1 -100.5(2) . . . 2 ? Cl6 B4 B6 B1 149.11(17) . . . 2 ? B3 B4 B6 Cl3 147.50(17) 2 . . . ? B1 B4 B6 Cl3 -111.6(2) . . . . ? B2 B4 B6 Cl3 -148.86(17) 2 . . . ? B5 B4 B6 Cl3 110.5(2) . . . . ? Cl6 B4 B6 Cl3 0.0(3) . . . . ? B2 B1 B6 B5 -0.1(2) 2 . . . ? B4 B1 B6 B5 -37.60(18) . . . . ? B1 B1 B6 B5 100.46(18) 2 . . . ? B6 B1 B6 B5 63.2(2) 2 . . . ? Cl1 B1 B6 B5 -147.86(18) . . . . ? B2 B1 B6 B2 -63.6(2) 2 . . . ? B4 B1 B6 B2 -101.03(19) . . . . ? B1 B1 B6 B2 37.04(13) 2 . . . ? B6 B1 B6 B2 -0.2(3) 2 . . . ? Cl1 B1 B6 B2 148.71(18) . . . . ? B2 B1 B6 B4 37.47(17) 2 . . . ? B1 B1 B6 B4 138.07(16) 2 . . . ? B6 B1 B6 B4 100.79(18) 2 . . . ? Cl1 B1 B6 B4 -110.3(2) . . . . ? B2 B1 B6 B1 -100.60(19) 2 . . 2 ? B4 B1 B6 B1 -138.07(16) . . . 2 ? B6 B1 B6 B1 -37.3(2) 2 . . 2 ? Cl1 B1 B6 B1 111.68(15) . . . 2 ? B2 B1 B6 Cl3 146.75(18) 2 . . . ? B4 B1 B6 Cl3 109.3(2) . . . . ? B1 B1 B6 Cl3 -112.6(2) 2 . . . ? B6 B1 B6 Cl3 -149.93(18) 2 . . . ? Cl1 B1 B6 Cl3 -1.0(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max .600 _refine_diff_density_min -.464 _refine_diff_density_rms .061 data_2P[Br] _database_code_depnum_ccdc_archive 'CCDC 817023' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H39 Br Cl2 N3 P' _chemical_formula_weight 647.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 17.049(3) _cell_length_b 13.120(3) _cell_length_c 17.259(4) _cell_angle_alpha 90.00 _cell_angle_beta 119.39(3) _cell_angle_gamma 90.00 _cell_volume 3363.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8009 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 1.453 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6865 _exptl_absorpt_correction_T_max 0.8450 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15006 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 27.52 _reflns_number_total 7715 _reflns_number_gt 5348 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.1216P)^2^+1.9045P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7715 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.2018 _refine_ls_wR_factor_gt 0.1691 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.10929(2) 0.25501(3) 0.24720(3) 0.03561(15) Uani 1 1 d . . . P1 P -0.27986(6) -0.78312(8) 0.45038(6) 0.0301(2) Uani 1 1 d . . . N1 N -0.1748(2) -0.7241(2) 0.48865(19) 0.0282(6) Uani 1 1 d . . . N3 N -0.39053(19) -0.8951(2) 0.43834(19) 0.0282(6) Uani 1 1 d . . . N2 N -0.21962(18) -0.8797(2) 0.52296(17) 0.0266(6) Uani 1 1 d . . . C7 C -0.3522(2) -0.9713(3) 0.4900(2) 0.0286(7) Uani 1 1 d . . . H7A H -0.3854 -1.0258 0.4962 0.034 Uiso 1 1 calc R . . C6 C -0.2004(2) -1.0408(3) 0.5957(2) 0.0340(8) Uani 1 1 d . . . H6A H -0.2262 -1.1007 0.6048 0.041 Uiso 1 1 calc R . . C26 C -0.5363(2) -0.9434(3) 0.3117(2) 0.0343(8) Uani 1 1 d . . . C5 C -0.2559(2) -0.9682(3) 0.5377(2) 0.0287(7) Uani 1 1 d . . . C22 C -0.5266(2) -0.8136(3) 0.4192(3) 0.0342(8) Uani 1 1 d . . . C21 C -0.4868(2) -0.8851(3) 0.3893(2) 0.0297(7) Uani 1 1 d . . . C4 C -0.1065(3) -1.0294(3) 0.6421(2) 0.0365(8) Uani 1 1 d . . . H4A H -0.0688 -1.0810 0.6813 0.044 Uiso 1 1 calc R . . C1 C -0.1029(2) -0.7737(3) 0.5492(2) 0.0303(8) Uani 1 1 d . . . H1A H -0.0430 -0.7487 0.5748 0.036 Uiso 1 1 calc R . . C12 C -0.1449(2) -0.6163(3) 0.3896(2) 0.0348(8) Uani 1 1 d . . . C16 C -0.1738(2) -0.5384(3) 0.5036(2) 0.0322(8) Uani 1 1 d . . . C2 C -0.1264(2) -0.8671(3) 0.5705(2) 0.0286(7) Uani 1 1 d . . . C16B C -0.1954(3) -0.5482(3) 0.5794(3) 0.0380(9) Uani 1 1 d . . . H16A H -0.2205 -0.6180 0.5762 0.046 Uiso 1 1 calc R . . C11 C -0.1651(2) -0.6235(3) 0.4590(2) 0.0291(7) Uani 1 1 d . . . C3 C -0.0704(2) -0.9417(3) 0.6294(2) 0.0346(8) Uani 1 1 d . . . H3A H -0.0070 -0.9318 0.6607 0.042 Uiso 1 1 calc R . . C22B C -0.4903(3) -1.0114(3) 0.2749(3) 0.0396(9) Uani 1 1 d . . . H22A H -0.4370 -1.0438 0.3262 0.048 Uiso 1 1 calc R . . C13 C -0.1295(3) -0.5190(3) 0.3683(3) 0.0423(10) Uani 1 1 d . . . H13A H -0.1152 -0.5110 0.3219 0.051 Uiso 1 1 calc R . . C12B C -0.1405(3) -0.7092(3) 0.3402(3) 0.0409(9) Uani 1 1 d . . . H12A H -0.1602 -0.7693 0.3620 0.049 Uiso 1 1 calc R . . C23 C -0.6203(3) -0.8044(3) 0.3710(3) 0.0421(10) Uani 1 1 d . . . H23A H -0.6495 -0.7571 0.3902 0.051 Uiso 1 1 calc R . . C26B C -0.4719(3) -0.7517(3) 0.5027(3) 0.0429(10) Uani 1 1 d . . . H26A H -0.4078 -0.7557 0.5161 0.052 Uiso 1 1 calc R . . C15 C -0.1570(3) -0.4432(3) 0.4789(3) 0.0430(10) Uani 1 1 d . . . H15A H -0.1611 -0.3838 0.5082 0.052 Uiso 1 1 calc R . . C25 C -0.6297(3) -0.9305(4) 0.2666(3) 0.0425(10) Uani 1 1 d . . . H25A H -0.6655 -0.9692 0.2144 0.051 Uiso 1 1 calc R . . C14 C -0.1343(3) -0.4338(3) 0.4123(3) 0.0462(10) Uani 1 1 d . . . H14A H -0.1220 -0.3685 0.3970 0.055 Uiso 1 1 calc R . . C24 C -0.6711(3) -0.8623(4) 0.2965(3) 0.0455(10) Uani 1 1 d . . . H24A H -0.7348 -0.8557 0.2654 0.055 Uiso 1 1 calc R . . C22C C -0.5501(3) -1.0963(4) 0.2133(3) 0.0502(11) Uani 1 1 d . . . H22B H -0.5720 -1.1391 0.2452 0.075 Uiso 1 1 calc R . . H22C H -0.5150 -1.1381 0.1941 0.075 Uiso 1 1 calc R . . H22D H -0.6014 -1.0661 0.1611 0.075 Uiso 1 1 calc R . . C16C C -0.1094(3) -0.5387(4) 0.6680(3) 0.0478(10) Uani 1 1 d . . . H16B H -0.0656 -0.5892 0.6712 0.072 Uiso 1 1 calc R . . H16C H -0.1226 -0.5505 0.7165 0.072 Uiso 1 1 calc R . . H16D H -0.0844 -0.4701 0.6736 0.072 Uiso 1 1 calc R . . C16A C -0.2655(3) -0.4713(4) 0.5714(3) 0.0578(13) Uani 1 1 d . . . H16E H -0.3202 -0.4795 0.5138 0.087 Uiso 1 1 calc R . . H16F H -0.2418 -0.4022 0.5760 0.087 Uiso 1 1 calc R . . H16G H -0.2797 -0.4825 0.6193 0.087 Uiso 1 1 calc R . . C22A C -0.4565(3) -0.9448(4) 0.2247(3) 0.0551(12) Uani 1 1 d . . . H22E H -0.4173 -0.8911 0.2642 0.083 Uiso 1 1 calc R . . H22F H -0.5080 -0.9137 0.1732 0.083 Uiso 1 1 calc R . . H22G H -0.4226 -0.9869 0.2044 0.083 Uiso 1 1 calc R . . C26C C -0.4747(4) -0.7959(4) 0.5810(3) 0.0662(15) Uani 1 1 d . . . H26B H -0.4575 -0.8680 0.5872 0.099 Uiso 1 1 calc R . . H26C H -0.5358 -0.7898 0.5722 0.099 Uiso 1 1 calc R . . H26D H -0.4326 -0.7590 0.6349 0.099 Uiso 1 1 calc R . . C26A C -0.4967(4) -0.6390(4) 0.4917(3) 0.0625(14) Uani 1 1 d . . . H26E H -0.4587 -0.6031 0.5477 0.094 Uiso 1 1 calc R . . H26F H -0.5601 -0.6315 0.4758 0.094 Uiso 1 1 calc R . . H26G H -0.4874 -0.6099 0.4445 0.094 Uiso 1 1 calc R . . C12A C -0.2047(5) -0.6994(5) 0.2401(3) 0.0833(19) Uani 1 1 d . . . H12B H -0.2004 -0.7606 0.2098 0.125 Uiso 1 1 calc R . . H12C H -0.1883 -0.6394 0.2173 0.125 Uiso 1 1 calc R . . H12D H -0.2665 -0.6919 0.2290 0.125 Uiso 1 1 calc R . . C12C C -0.0456(4) -0.7295(5) 0.3588(5) 0.096(3) Uani 1 1 d . . . H12E H -0.0056 -0.7357 0.4230 0.144 Uiso 1 1 calc R . . H12F H -0.0254 -0.6729 0.3358 0.144 Uiso 1 1 calc R . . H12G H -0.0443 -0.7929 0.3294 0.144 Uiso 1 1 calc R . . Cl1 Cl -0.27486(17) -1.18541(16) 0.39345(14) 0.1174(7) Uani 1 1 d . . . Cl2 Cl -0.2015(2) -1.00416(18) 0.35822(19) 0.1529(11) Uani 1 1 d . . . C100 C -0.2481(8) -1.1238(9) 0.3221(8) 0.105(5) Uiso 0.68(2) 1 d P A 1 C101 C -0.178(2) -1.129(2) 0.399(2) 0.115(12) Uiso 0.32(2) 1 d P A 2 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 Br1 0.0343(2) 0.0296(2) 0.0424(2) 0.00496(15) 0.01840(18) 0.00371(15) P1 0.0293(5) 0.0280(5) 0.0289(5) 0.0028(4) 0.0112(4) 0.0027(4) N1 0.0294(15) 0.0262(15) 0.0266(14) 0.0022(12) 0.0120(12) 0.0017(12) N3 0.0265(14) 0.0261(16) 0.0306(15) -0.0016(12) 0.0130(12) -0.0005(12) N2 0.0266(14) 0.0261(15) 0.0256(14) -0.0008(11) 0.0116(12) -0.0009(12) C7 0.0279(17) 0.0253(18) 0.0297(17) 0.0006(14) 0.0120(14) -0.0013(14) C6 0.0337(19) 0.0254(19) 0.039(2) 0.0032(15) 0.0148(16) 0.0003(15) C26 0.0339(19) 0.038(2) 0.0270(17) 0.0053(15) 0.0123(15) -0.0001(16) C5 0.0302(17) 0.0238(18) 0.0302(17) -0.0001(14) 0.0133(14) -0.0026(14) C22 0.035(2) 0.031(2) 0.040(2) 0.0042(16) 0.0216(17) 0.0026(16) C21 0.0271(17) 0.0308(19) 0.0315(17) 0.0058(14) 0.0147(15) 0.0019(14) C4 0.0318(19) 0.030(2) 0.0374(19) 0.0093(16) 0.0091(16) 0.0047(16) C1 0.0269(18) 0.0315(19) 0.0303(18) 0.0012(15) 0.0123(15) 0.0001(14) C12 0.0313(19) 0.039(2) 0.0339(18) 0.0037(16) 0.0160(16) -0.0029(16) C16 0.0308(18) 0.0276(19) 0.0316(18) 0.0008(15) 0.0102(15) -0.0016(15) C2 0.0266(17) 0.0268(18) 0.0318(17) -0.0008(14) 0.0139(15) -0.0012(14) C16B 0.045(2) 0.034(2) 0.037(2) -0.0074(16) 0.0213(18) -0.0024(17) C11 0.0289(18) 0.0261(18) 0.0297(17) 0.0033(14) 0.0124(15) -0.0020(14) C3 0.0263(18) 0.033(2) 0.0354(19) 0.0056(16) 0.0083(15) 0.0006(15) C22B 0.040(2) 0.043(2) 0.0334(19) -0.0046(17) 0.0166(17) 0.0002(18) C13 0.046(2) 0.043(2) 0.035(2) 0.0064(18) 0.0180(18) -0.0078(19) C12B 0.045(2) 0.045(2) 0.041(2) -0.0015(19) 0.0273(19) -0.0029(19) C23 0.039(2) 0.043(3) 0.050(2) 0.0093(19) 0.0257(19) 0.0092(18) C26B 0.042(2) 0.034(2) 0.057(3) -0.0075(18) 0.028(2) -0.0013(17) C15 0.046(2) 0.030(2) 0.041(2) 0.0017(17) 0.0123(19) -0.0011(18) C25 0.031(2) 0.056(3) 0.033(2) 0.0025(18) 0.0106(17) -0.0004(18) C14 0.046(2) 0.036(2) 0.046(2) 0.0109(19) 0.0150(19) -0.0060(18) C24 0.029(2) 0.058(3) 0.045(2) 0.010(2) 0.0150(18) 0.0080(19) C22C 0.059(3) 0.053(3) 0.040(2) -0.008(2) 0.025(2) -0.009(2) C16C 0.055(3) 0.048(3) 0.038(2) -0.0023(19) 0.021(2) 0.003(2) C16A 0.047(3) 0.075(4) 0.051(3) -0.012(2) 0.024(2) 0.002(2) C22A 0.060(3) 0.067(3) 0.050(3) -0.010(2) 0.036(2) -0.012(2) C26C 0.094(4) 0.046(3) 0.044(3) -0.005(2) 0.022(3) -0.017(3) C26A 0.105(4) 0.037(3) 0.055(3) 0.001(2) 0.046(3) 0.002(3) C12A 0.109(5) 0.073(4) 0.047(3) -0.013(3) 0.021(3) 0.006(4) C12C 0.054(4) 0.110(5) 0.130(6) -0.060(5) 0.049(4) -0.006(3) Cl1 0.160(2) 0.0915(14) 0.1069(14) -0.0157(11) 0.0698(14) 0.0352(14) Cl2 0.267(4) 0.0969(16) 0.171(2) -0.0379(16) 0.167(3) -0.0066(19) _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. Hydrogen atoms were not added to the disordered solvate and carbon atoms in the solvate were left isotropic. ; 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 N2 1.722(3) . ? P1 N1 1.755(3) . ? P1 N3 2.318(3) . ? N1 C1 1.327(5) . ? N1 C11 1.454(4) . ? N3 C7 1.285(4) . ? N3 C21 1.437(4) . ? N2 C2 1.395(4) . ? N2 C5 1.397(4) . ? C7 C5 1.431(5) . ? C7 H7A 0.9500 . ? C6 C5 1.370(5) . ? C6 C4 1.403(5) . ? C6 H6A 0.9500 . ? C26 C25 1.397(5) . ? C26 C21 1.407(5) . ? C26 C22B 1.518(5) . ? C22 C21 1.397(5) . ? C22 C23 1.397(5) . ? C22 C26B 1.513(6) . ? C4 C3 1.372(5) . ? C4 H4A 0.9500 . ? C1 C2 1.393(5) . ? C1 H1A 0.9500 . ? C12 C13 1.388(5) . ? C12 C11 1.403(5) . ? C12 C12B 1.511(6) . ? C16 C15 1.395(5) . ? C16 C11 1.405(5) . ? C16 C16B 1.528(5) . ? C2 C3 1.397(5) . ? C16B C16C 1.518(6) . ? C16B C16A 1.518(6) . ? C16B H16A 1.0000 . ? C3 H3A 0.9500 . ? C22B C22A 1.529(6) . ? C22B C22C 1.532(6) . ? C22B H22A 1.0000 . ? C13 C14 1.375(6) . ? C13 H13A 0.9500 . ? C12B C12C 1.510(7) . ? C12B C12A 1.531(7) . ? C12B H12A 1.0000 . ? C23 C24 1.375(6) . ? C23 H23A 0.9500 . ? C26B C26C 1.493(7) . ? C26B C26A 1.524(6) . ? C26B H26A 1.0000 . ? C15 C14 1.387(6) . ? C15 H15A 0.9500 . ? C25 C24 1.386(6) . ? C25 H25A 0.9500 . ? C14 H14A 0.9500 . ? C24 H24A 0.9500 . ? C22C H22B 0.9800 . ? C22C H22C 0.9800 . ? C22C H22D 0.9800 . ? C16C H16B 0.9800 . ? C16C H16C 0.9800 . ? C16C H16D 0.9800 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C16A H16G 0.9800 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C22A H22G 0.9800 . ? C26C H26B 0.9800 . ? C26C H26C 0.9800 . ? C26C H26D 0.9800 . ? C26A H26E 0.9800 . ? C26A H26F 0.9800 . ? C26A H26G 0.9800 . ? C12A H12B 0.9800 . ? C12A H12C 0.9800 . ? C12A H12D 0.9800 . ? C12C H12E 0.9800 . ? C12C H12F 0.9800 . ? C12C H12G 0.9800 . ? Cl1 C100 1.711(12) . ? Cl1 C101 1.77(3) . ? Cl2 C100 1.731(13) . ? Cl2 C101 1.74(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 N2 P1 N1 85.21(14) . . ? N2 P1 N3 76.58(12) . . ? N1 P1 N3 161.47(13) . . ? C1 N1 C11 120.1(3) . . ? C1 N1 P1 117.3(3) . . ? C11 N1 P1 122.6(2) . . ? C7 N3 C21 121.6(3) . . ? C7 N3 P1 108.4(2) . . ? C21 N3 P1 129.8(2) . . ? C2 N2 C5 118.0(3) . . ? C2 N2 P1 116.2(2) . . ? C5 N2 P1 125.8(2) . . ? N3 C7 C5 115.2(3) . . ? N3 C7 H7A 122.4 . . ? C5 C7 H7A 122.4 . . ? C5 C6 C4 121.9(3) . . ? C5 C6 H6A 119.0 . . ? C4 C6 H6A 119.0 . . ? C25 C26 C21 116.8(4) . . ? C25 C26 C22B 121.3(3) . . ? C21 C26 C22B 121.7(3) . . ? C6 C5 N2 120.1(3) . . ? C6 C5 C7 125.9(3) . . ? N2 C5 C7 113.9(3) . . ? C21 C22 C23 117.4(4) . . ? C21 C22 C26B 121.9(3) . . ? C23 C22 C26B 120.7(4) . . ? C22 C21 C26 122.9(3) . . ? C22 C21 N3 117.7(3) . . ? C26 C21 N3 119.3(3) . . ? C3 C4 C6 118.3(3) . . ? C3 C4 H4A 120.8 . . ? C6 C4 H4A 120.8 . . ? N1 C1 C2 111.4(3) . . ? N1 C1 H1A 124.3 . . ? C2 C1 H1A 124.3 . . ? C13 C12 C11 116.5(4) . . ? C13 C12 C12B 121.6(3) . . ? C11 C12 C12B 121.9(3) . . ? C15 C16 C11 116.9(3) . . ? C15 C16 C16B 120.6(3) . . ? C11 C16 C16B 122.4(3) . . ? C1 C2 N2 109.9(3) . . ? C1 C2 C3 128.7(3) . . ? N2 C2 C3 121.3(3) . . ? C16C C16B C16A 111.4(3) . . ? C16C C16B C16 109.6(3) . . ? C16A C16B C16 112.1(3) . . ? C16C C16B H16A 107.9 . . ? C16A C16B H16A 107.9 . . ? C16 C16B H16A 107.9 . . ? C12 C11 C16 123.4(3) . . ? C12 C11 N1 118.7(3) . . ? C16 C11 N1 117.9(3) . . ? C4 C3 C2 120.3(3) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C26 C22B C22A 108.5(4) . . ? C26 C22B C22C 114.5(3) . . ? C22A C22B C22C 109.2(4) . . ? C26 C22B H22A 108.2 . . ? C22A C22B H22A 108.2 . . ? C22C C22B H22A 108.2 . . ? C14 C13 C12 122.1(4) . . ? C14 C13 H13A 119.0 . . ? C12 C13 H13A 119.0 . . ? C12C C12B C12 111.6(4) . . ? C12C C12B C12A 110.6(5) . . ? C12 C12B C12A 111.2(4) . . ? C12C C12B H12A 107.7 . . ? C12 C12B H12A 107.7 . . ? C12A C12B H12A 107.7 . . ? C24 C23 C22 121.3(4) . . ? C24 C23 H23A 119.3 . . ? C22 C23 H23A 119.3 . . ? C26C C26B C22 112.0(4) . . ? C26C C26B C26A 111.1(4) . . ? C22 C26B C26A 113.5(4) . . ? C26C C26B H26A 106.6 . . ? C22 C26B H26A 106.6 . . ? C26A C26B H26A 106.6 . . ? C14 C15 C16 121.0(4) . . ? C14 C15 H15A 119.5 . . ? C16 C15 H15A 119.5 . . ? C24 C25 C26 121.3(4) . . ? C24 C25 H25A 119.3 . . ? C26 C25 H25A 119.3 . . ? C13 C14 C15 120.1(4) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C23 C24 C25 120.2(4) . . ? C23 C24 H24A 119.9 . . ? C25 C24 H24A 119.9 . . ? C22B C22C H22B 109.5 . . ? C22B C22C H22C 109.5 . . ? H22B C22C H22C 109.5 . . ? C22B C22C H22D 109.5 . . ? H22B C22C H22D 109.5 . . ? H22C C22C H22D 109.5 . . ? C16B C16C H16B 109.5 . . ? C16B C16C H16C 109.5 . . ? H16B C16C H16C 109.5 . . ? C16B C16C H16D 109.5 . . ? H16B C16C H16D 109.5 . . ? H16C C16C H16D 109.5 . . ? C16B C16A H16E 109.5 . . ? C16B C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C16B C16A H16G 109.5 . . ? H16E C16A H16G 109.5 . . ? H16F C16A H16G 109.5 . . ? C22B C22A H22E 109.5 . . ? C22B C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C22B C22A H22G 109.5 . . ? H22E C22A H22G 109.5 . . ? H22F C22A H22G 109.5 . . ? C26B C26C H26B 109.5 . . ? C26B C26C H26C 109.5 . . ? H26B C26C H26C 109.5 . . ? C26B C26C H26D 109.5 . . ? H26B C26C H26D 109.5 . . ? H26C C26C H26D 109.5 . . ? C26B C26A H26E 109.5 . . ? C26B C26A H26F 109.5 . . ? H26E C26A H26F 109.5 . . ? C26B C26A H26G 109.5 . . ? H26E C26A H26G 109.5 . . ? H26F C26A H26G 109.5 . . ? C12B C12A H12B 109.5 . . ? C12B C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C12B C12A H12D 109.5 . . ? H12B C12A H12D 109.5 . . ? H12C C12A H12D 109.5 . . ? C12B C12C H12E 109.5 . . ? C12B C12C H12F 109.5 . . ? H12E C12C H12F 109.5 . . ? C12B C12C H12G 109.5 . . ? H12E C12C H12G 109.5 . . ? H12F C12C H12G 109.5 . . ? C100 Cl1 C101 42.9(9) . . ? C100 Cl2 C101 43.0(9) . . ? Cl1 C100 Cl2 114.0(7) . . ? Cl2 C101 Cl1 110.6(16) . . ? 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 P1 N1 C1 0.5(3) . . . . ? N3 P1 N1 C1 11.2(6) . . . . ? N2 P1 N1 C11 -177.3(3) . . . . ? N3 P1 N1 C11 -166.6(3) . . . . ? N2 P1 N3 C7 -0.5(2) . . . . ? N1 P1 N3 C7 -11.5(5) . . . . ? N2 P1 N3 C21 175.0(3) . . . . ? N1 P1 N3 C21 164.0(4) . . . . ? N1 P1 N2 C2 -1.3(3) . . . . ? N3 P1 N2 C2 -177.8(3) . . . . ? N1 P1 N2 C5 178.8(3) . . . . ? N3 P1 N2 C5 2.3(3) . . . . ? C21 N3 C7 C5 -177.1(3) . . . . ? P1 N3 C7 C5 -1.2(4) . . . . ? C4 C6 C5 N2 0.2(6) . . . . ? C4 C6 C5 C7 -177.5(4) . . . . ? C2 N2 C5 C6 -1.6(5) . . . . ? P1 N2 C5 C6 178.2(3) . . . . ? C2 N2 C5 C7 176.4(3) . . . . ? P1 N2 C5 C7 -3.7(4) . . . . ? N3 C7 C5 C6 -179.2(3) . . . . ? N3 C7 C5 N2 2.8(5) . . . . ? C23 C22 C21 C26 3.1(5) . . . . ? C26B C22 C21 C26 -179.8(4) . . . . ? C23 C22 C21 N3 180.0(3) . . . . ? C26B C22 C21 N3 -2.9(5) . . . . ? C25 C26 C21 C22 -3.1(5) . . . . ? C22B C26 C21 C22 172.7(4) . . . . ? C25 C26 C21 N3 -179.9(3) . . . . ? C22B C26 C21 N3 -4.1(5) . . . . ? C7 N3 C21 C22 105.1(4) . . . . ? P1 N3 C21 C22 -69.8(4) . . . . ? C7 N3 C21 C26 -77.9(4) . . . . ? P1 N3 C21 C26 107.2(4) . . . . ? C5 C6 C4 C3 1.1(6) . . . . ? C11 N1 C1 C2 178.3(3) . . . . ? P1 N1 C1 C2 0.5(4) . . . . ? N1 C1 C2 N2 -1.4(4) . . . . ? N1 C1 C2 C3 178.5(4) . . . . ? C5 N2 C2 C1 -178.3(3) . . . . ? P1 N2 C2 C1 1.9(4) . . . . ? C5 N2 C2 C3 1.8(5) . . . . ? P1 N2 C2 C3 -178.1(3) . . . . ? C15 C16 C16B C16C -77.3(5) . . . . ? C11 C16 C16B C16C 99.3(4) . . . . ? C15 C16 C16B C16A 47.0(5) . . . . ? C11 C16 C16B C16A -136.5(4) . . . . ? C13 C12 C11 C16 2.7(5) . . . . ? C12B C12 C11 C16 -177.1(3) . . . . ? C13 C12 C11 N1 -175.2(3) . . . . ? C12B C12 C11 N1 5.0(5) . . . . ? C15 C16 C11 C12 -3.0(5) . . . . ? C16B C16 C11 C12 -179.7(3) . . . . ? C15 C16 C11 N1 174.9(3) . . . . ? C16B C16 C11 N1 -1.8(5) . . . . ? C1 N1 C11 C12 85.9(4) . . . . ? P1 N1 C11 C12 -96.4(4) . . . . ? C1 N1 C11 C16 -92.1(4) . . . . ? P1 N1 C11 C16 85.6(4) . . . . ? C6 C4 C3 C2 -1.0(6) . . . . ? C1 C2 C3 C4 179.6(4) . . . . ? N2 C2 C3 C4 -0.4(6) . . . . ? C25 C26 C22B C22A 96.6(5) . . . . ? C21 C26 C22B C22A -79.0(5) . . . . ? C25 C26 C22B C22C -25.6(5) . . . . ? C21 C26 C22B C22C 158.8(4) . . . . ? C11 C12 C13 C14 -0.4(6) . . . . ? C12B C12 C13 C14 179.4(4) . . . . ? C13 C12 C12B C12C 67.9(6) . . . . ? C11 C12 C12B C12C -112.2(5) . . . . ? C13 C12 C12B C12A -56.1(6) . . . . ? C11 C12 C12B C12A 123.7(5) . . . . ? C21 C22 C23 C24 -0.9(6) . . . . ? C26B C22 C23 C24 -178.1(4) . . . . ? C21 C22 C26B C26C -98.2(5) . . . . ? C23 C22 C26B C26C 78.8(5) . . . . ? C21 C22 C26B C26A 135.1(4) . . . . ? C23 C22 C26B C26A -47.9(6) . . . . ? C11 C16 C15 C14 1.0(6) . . . . ? C16B C16 C15 C14 177.8(4) . . . . ? C21 C26 C25 C24 0.9(6) . . . . ? C22B C26 C25 C24 -174.9(4) . . . . ? C12 C13 C14 C15 -1.4(6) . . . . ? C16 C15 C14 C13 1.1(6) . . . . ? C22 C23 C24 C25 -1.1(6) . . . . ? C26 C25 C24 C23 1.1(7) . . . . ? C101 Cl1 C100 Cl2 -55.4(15) . . . . ? C101 Cl2 C100 Cl1 56.4(14) . . . . ? C100 Cl2 C101 Cl1 -51.8(12) . . . . ? C100 Cl1 C101 Cl2 52.8(13) . . . . ? _diffrn_measured_fraction_theta_max .998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full .998 _refine_diff_density_max 1.202 _refine_diff_density_min -.896 _refine_diff_density_rms .116 data_3P[I3] _database_code_depnum_ccdc_archive 'CCDC 817024' #TrackingRef '- Ragogna_PDIMPY.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H47 N3 P, I3' _chemical_formula_sum 'C43 H47 I3 N3 P' _chemical_formula_weight 1017.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 24.522(2) _cell_length_b 8.6258(8) _cell_length_c 21.669(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.291(2) _cell_angle_gamma 90.00 _cell_volume 4210.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 100323 _cell_measurement_theta_min 0.90 _cell_measurement_theta_max 27.51 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 2.298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8199 _exptl_absorpt_correction_T_max 0.8938 _exptl_absorpt_process_details SAINT _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KAPPA APEX II CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 100323 _diffrn_reflns_av_R_equivalents 0.0795 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.90 _diffrn_reflns_theta_max 27.51 _reflns_number_total 9663 _reflns_number_gt 6934 _reflns_threshold_expression >2sigma(I) _computing_data_collection APEX2 _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _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^)+(0.0363P)^2^+51.7244P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9663 _refine_ls_number_parameters 457 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1037 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.1703 _refine_ls_wR_factor_gt 0.1572 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.000 _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 I1 I -0.08669(4) -0.52594(12) 0.06042(5) 0.0794(3) Uani 1 1 d . . . I2 I 0.0000 -0.5000 0.0000 0.0448(2) Uani 1 2 d S . . I3 I 0.43607(3) -0.66297(8) 0.37458(3) 0.04219(17) Uani 1 1 d . . . I4 I 0.5000 -0.5000 0.5000 0.02789(17) Uani 1 2 d S . . P1 P 0.5000 0.0958(3) 0.2500 0.0217(6) Uani 1 2 d S . . N4 N 0.0000 0.3626(10) 0.2500 0.0227(19) Uani 1 2 d S . . P2 P 0.0000 0.1639(3) 0.2500 0.0282(6) Uani 1 2 d S . . N1 N 0.4198(3) 0.1294(7) 0.1850(3) 0.0188(12) Uani 1 1 d . . . C1 C 0.4061(3) 0.2727(8) 0.1647(3) 0.0199(14) Uani 1 1 d . . . C15 C 0.3827(3) -0.0047(8) 0.1544(3) 0.0201(14) Uani 1 1 d . . . C42 C -0.0481(3) 0.4449(9) 0.2527(4) 0.0259(16) Uani 1 1 d . . . N5 N -0.0800(3) 0.1963(7) 0.2442(3) 0.0236(13) Uani 1 1 d . . . C31 C -0.1265(3) -0.0007(10) 0.2905(4) 0.0304(17) Uani 1 1 d . . . C36B C -0.0938(5) 0.0532(12) 0.3614(5) 0.048(2) Uani 1 1 d . . . H36A H -0.0690 0.1446 0.3608 0.057 Uiso 1 1 calc R . . C34 C -0.1935(4) -0.1866(10) 0.2143(5) 0.041(2) Uani 1 1 d . . . H34A H -0.2189 -0.2738 0.2074 0.050 Uiso 1 1 calc R . . C24 C 0.2596(4) 0.4040(10) -0.0131(4) 0.038(2) Uani 1 1 d . . . H24A H 0.2273 0.4323 -0.0535 0.046 Uiso 1 1 calc R . . C25 C 0.3175(4) 0.4399(10) -0.0046(4) 0.0322(19) Uani 1 1 d . . . H25A H 0.3248 0.4897 -0.0397 0.039 Uiso 1 1 calc R . . C26 C 0.3639(4) 0.4035(9) 0.0543(4) 0.0286(17) Uani 1 1 d . . . H26A H 0.4031 0.4340 0.0611 0.034 Uiso 1 1 calc R . . C21 C 0.3541(3) 0.3227(8) 0.1039(3) 0.0208(14) Uani 1 1 d . . . C22 C 0.2966(3) 0.2855(9) 0.0956(4) 0.0266(17) Uani 1 1 d . . . H22A H 0.2895 0.2313 0.1299 0.032 Uiso 1 1 calc R . . C23 C 0.2490(4) 0.3284(10) 0.0363(4) 0.036(2) Uani 1 1 d . . . H23A H 0.2094 0.3048 0.0306 0.043 Uiso 1 1 calc R . . C16 C 0.3782(3) -0.0548(9) 0.0921(4) 0.0240(16) Uani 1 1 d . . . C14 C 0.3414(4) -0.1781(9) 0.0634(4) 0.0314(18) Uani 1 1 d . . . H14A H 0.3383 -0.2165 0.0211 0.038 Uiso 1 1 calc R . . C13 C 0.3085(4) -0.2473(9) 0.0956(4) 0.035(2) Uani 1 1 d . . . H13A H 0.2809 -0.3270 0.0738 0.042 Uiso 1 1 calc R . . C12 C 0.3160(4) -0.2002(9) 0.1593(4) 0.0294(17) Uani 1 1 d . . . H12A H 0.2950 -0.2518 0.1819 0.035 Uiso 1 1 calc R . . C11 C 0.3540(3) -0.0779(8) 0.1910(4) 0.0208(15) Uani 1 1 d . . . C11B C 0.3636(4) -0.0346(9) 0.2623(4) 0.0301(18) Uani 1 1 d . . . H11A H 0.4002 0.0307 0.2811 0.036 Uiso 1 1 calc R . . C11C C 0.3117(4) 0.0622(12) 0.2636(5) 0.048(2) Uani 1 1 d . . . H11B H 0.3060 0.1532 0.2346 0.072 Uiso 1 1 calc R . . H11C H 0.3203 0.0961 0.3097 0.072 Uiso 1 1 calc R . . H11D H 0.2754 -0.0006 0.2472 0.072 Uiso 1 1 calc R . . C11A C 0.3734(5) -0.1780(12) 0.3079(5) 0.049(2) Uani 1 1 d . . . H11E H 0.4067 -0.2388 0.3068 0.074 Uiso 1 1 calc R . . H11F H 0.3374 -0.2419 0.2917 0.074 Uiso 1 1 calc R . . H11G H 0.3822 -0.1446 0.3540 0.074 Uiso 1 1 calc R . . C16B C 0.4160(4) 0.0133(10) 0.0565(4) 0.0327(18) Uani 1 1 d . . . H16A H 0.4315 0.1158 0.0777 0.039 Uiso 1 1 calc R . . C16C C 0.4696(5) -0.0928(13) 0.0692(6) 0.051(3) Uani 1 1 d . . . H16B H 0.4942 -0.0494 0.0472 0.077 Uiso 1 1 calc R . . H16C H 0.4556 -0.1961 0.0509 0.077 Uiso 1 1 calc R . . H16D H 0.4930 -0.1008 0.1177 0.077 Uiso 1 1 calc R . . C16A C 0.3810(5) 0.0412(13) -0.0177(4) 0.049(3) Uani 1 1 d . . . H16E H 0.3477 0.1109 -0.0239 0.073 Uiso 1 1 calc R . . H16F H 0.3658 -0.0577 -0.0402 0.073 Uiso 1 1 calc R . . H16G H 0.4069 0.0886 -0.0372 0.073 Uiso 1 1 calc R . . C2 C 0.4512(3) 0.3770(8) 0.2057(4) 0.0210(15) Uani 1 1 d . . . C3 C 0.4524(3) 0.5359(8) 0.2042(4) 0.0226(16) Uani 1 1 d . . . H3A H 0.4203 0.5904 0.1715 0.027 Uiso 1 1 calc R . . C4 C 0.5000 0.6185(12) 0.2500 0.027(2) Uani 1 2 d S . . H4A H 0.5000 0.7286 0.2500 0.032 Uiso 1 2 calc SR . . C54 C -0.2545(4) 0.4696(11) 0.2669(6) 0.047(3) Uani 1 1 d . . . H54A H -0.2904 0.4913 0.2721 0.056 Uiso 1 1 calc R . . C53 C -0.2573(4) 0.4102(11) 0.2084(6) 0.044(2) Uani 1 1 d . . . H53A H -0.2946 0.3977 0.1718 0.053 Uiso 1 1 calc R . . C52 C -0.2049(3) 0.3670(9) 0.2016(5) 0.0341(19) Uani 1 1 d . . . H52A H -0.2065 0.3206 0.1612 0.041 Uiso 1 1 calc R . . C51 C -0.1506(3) 0.3922(9) 0.2544(4) 0.0287(17) Uani 1 1 d . . . C41 C -0.0947(3) 0.3429(9) 0.2496(4) 0.0241(15) Uani 1 1 d . . . C36 C -0.1200(3) 0.0669(9) 0.2347(4) 0.0258(16) Uani 1 1 d . . . C36A C -0.1373(6) 0.1043(14) 0.3941(6) 0.064(3) Uani 1 1 d . . . H36B H -0.1633 0.1867 0.3670 0.096 Uiso 1 1 calc R . . H36C H -0.1145 0.1430 0.4396 0.096 Uiso 1 1 calc R . . H36D H -0.1614 0.0154 0.3963 0.096 Uiso 1 1 calc R . . C35 C -0.1644(4) -0.1286(10) 0.2775(5) 0.037(2) Uani 1 1 d . . . H35A H -0.1702 -0.1767 0.3139 0.044 Uiso 1 1 calc R . . C33 C -0.1860(4) -0.1183(10) 0.1600(5) 0.041(2) Uani 1 1 d . . . H33A H -0.2063 -0.1587 0.1160 0.049 Uiso 1 1 calc R . . C32 C -0.1485(3) 0.0100(9) 0.1704(4) 0.0267(16) Uani 1 1 d . . . C32B C -0.1407(4) 0.0792(11) 0.1093(4) 0.039(2) Uani 1 1 d . . . H32A H -0.1206 0.1819 0.1233 0.046 Uiso 1 1 calc R . . C32C C -0.1992(5) 0.1085(14) 0.0501(5) 0.058(3) Uani 1 1 d . . . H32B H -0.1914 0.1527 0.0127 0.087 Uiso 1 1 calc R . . H32C H -0.2232 0.1813 0.0635 0.087 Uiso 1 1 calc R . . H32D H -0.2208 0.0105 0.0359 0.087 Uiso 1 1 calc R . . C32A C -0.1003(5) -0.0211(15) 0.0875(5) 0.060(3) Uani 1 1 d . . . H32E H -0.0960 0.0264 0.0486 0.090 Uiso 1 1 calc R . . H32F H -0.1176 -0.1247 0.0754 0.090 Uiso 1 1 calc R . . H32G H -0.0612 -0.0295 0.1246 0.090 Uiso 1 1 calc R . . C55 C -0.2009(4) 0.5000(11) 0.3198(5) 0.044(2) Uani 1 1 d . . . H55A H -0.2000 0.5462 0.3600 0.053 Uiso 1 1 calc R . . C56 C -0.1484(4) 0.4619(9) 0.3132(4) 0.0316(18) Uani 1 1 d . . . H56A H -0.1112 0.4833 0.3487 0.038 Uiso 1 1 calc R . . C43 C -0.0482(4) 0.6053(9) 0.2515(5) 0.0331(19) Uani 1 1 d . . . H43A H -0.0817 0.6601 0.2517 0.040 Uiso 1 1 calc R . . C44 C 0.0000 0.6872(14) 0.2500 0.041(3) Uani 1 2 d S . . H44A H 0.0000 0.7973 0.2500 0.049 Uiso 1 2 calc SR . . C36C C -0.0525(5) -0.0740(18) 0.4046(6) 0.077(4) Uani 1 1 d . . . H36E H -0.0248 -0.1055 0.3844 0.115 Uiso 1 1 calc R . . H36F H -0.0761 -0.1637 0.4069 0.115 Uiso 1 1 calc R . . H36G H -0.0301 -0.0341 0.4500 0.115 Uiso 1 1 calc R . . N2 N 0.5000 0.2954(9) 0.2500 0.0138(16) Uani 1 2 d S . . 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 I1 0.0745(6) 0.0784(7) 0.0942(7) 0.0216(5) 0.0430(5) 0.0041(5) I2 0.0440(5) 0.0353(5) 0.0404(5) 0.0031(4) 0.0011(4) -0.0049(4) I3 0.0388(3) 0.0525(4) 0.0374(3) -0.0153(3) 0.0174(2) -0.0114(3) I4 0.0308(4) 0.0259(4) 0.0333(4) -0.0039(3) 0.0194(3) -0.0042(3) P1 0.0286(15) 0.0142(12) 0.0253(14) 0.000 0.0140(12) 0.000 N4 0.018(4) 0.011(4) 0.036(5) 0.000 0.007(4) 0.000 P2 0.0315(15) 0.0141(13) 0.0330(15) 0.000 0.0063(12) 0.000 N1 0.023(3) 0.015(3) 0.020(3) -0.001(2) 0.010(2) 0.001(2) C1 0.020(4) 0.021(4) 0.021(3) -0.002(3) 0.010(3) -0.002(3) C15 0.019(3) 0.013(3) 0.025(3) -0.005(3) 0.005(3) -0.002(3) C42 0.017(4) 0.020(4) 0.037(4) 0.000(3) 0.006(3) 0.002(3) N5 0.017(3) 0.019(3) 0.030(3) 0.001(3) 0.003(3) -0.003(2) C31 0.025(4) 0.029(4) 0.037(4) 0.006(4) 0.013(3) 0.002(4) C36B 0.057(6) 0.040(5) 0.040(5) 0.004(4) 0.014(5) -0.014(5) C34 0.026(4) 0.017(4) 0.081(7) 0.002(4) 0.021(5) -0.001(3) C24 0.040(5) 0.026(4) 0.029(4) -0.004(4) -0.007(4) 0.006(4) C25 0.042(5) 0.026(4) 0.022(4) 0.000(3) 0.007(4) 0.007(4) C26 0.030(4) 0.026(4) 0.028(4) -0.001(3) 0.010(3) -0.001(3) C21 0.024(4) 0.016(3) 0.019(3) -0.001(3) 0.005(3) 0.001(3) C22 0.022(4) 0.026(4) 0.030(4) 0.001(3) 0.008(3) 0.003(3) C23 0.021(4) 0.028(4) 0.046(5) -0.005(4) 0.001(4) -0.005(3) C16 0.027(4) 0.020(4) 0.024(4) 0.002(3) 0.008(3) 0.005(3) C14 0.039(5) 0.025(4) 0.021(4) -0.005(3) 0.002(3) 0.001(4) C13 0.038(5) 0.020(4) 0.035(5) -0.001(3) 0.002(4) -0.005(4) C12 0.031(4) 0.023(4) 0.033(4) -0.005(3) 0.011(3) -0.007(3) C11 0.020(4) 0.015(4) 0.026(4) 0.001(3) 0.008(3) -0.002(3) C11B 0.034(4) 0.029(4) 0.031(4) -0.009(3) 0.017(4) -0.012(3) C11C 0.051(6) 0.050(6) 0.050(6) -0.016(5) 0.028(5) 0.000(5) C11A 0.061(6) 0.050(6) 0.035(5) -0.001(5) 0.019(5) 0.000(5) C16B 0.045(5) 0.034(5) 0.028(4) -0.002(4) 0.024(4) 0.005(4) C16C 0.054(6) 0.052(6) 0.065(7) 0.006(5) 0.042(6) 0.013(5) C16A 0.067(7) 0.054(6) 0.027(4) 0.004(4) 0.020(5) 0.000(5) C2 0.024(4) 0.021(4) 0.023(4) -0.002(3) 0.015(3) 0.005(3) C3 0.018(4) 0.019(4) 0.026(4) 0.006(3) 0.003(3) 0.005(3) C4 0.027(6) 0.012(5) 0.033(6) 0.000 0.001(5) 0.000 C54 0.042(6) 0.030(5) 0.085(8) 0.017(5) 0.041(6) 0.009(4) C53 0.032(5) 0.029(5) 0.071(7) 0.000(5) 0.021(5) -0.007(4) C52 0.024(4) 0.023(4) 0.051(5) 0.007(4) 0.010(4) 0.001(3) C51 0.023(4) 0.018(4) 0.043(5) 0.009(3) 0.010(4) 0.002(3) C41 0.018(3) 0.019(4) 0.029(4) 0.000(3) 0.002(3) -0.001(3) C36 0.015(4) 0.018(4) 0.039(4) 0.004(3) 0.006(3) -0.001(3) C36A 0.103(10) 0.048(7) 0.056(7) 0.009(5) 0.046(7) 0.004(7) C35 0.034(5) 0.026(5) 0.055(6) 0.007(4) 0.023(4) 0.002(4) C33 0.030(5) 0.029(5) 0.057(6) -0.012(4) 0.010(4) -0.007(4) C32 0.017(3) 0.018(4) 0.038(4) -0.001(3) 0.003(3) 0.003(3) C32B 0.033(5) 0.043(5) 0.031(4) -0.004(4) 0.004(4) -0.008(4) C32C 0.052(6) 0.058(7) 0.044(6) 0.002(5) -0.003(5) 0.003(5) C32A 0.054(7) 0.080(9) 0.044(6) -0.012(6) 0.016(5) 0.005(6) C55 0.051(6) 0.025(4) 0.065(6) 0.001(5) 0.033(5) 0.006(4) C56 0.038(5) 0.019(4) 0.038(5) 0.001(3) 0.014(4) 0.004(3) C43 0.025(4) 0.014(4) 0.057(5) -0.003(4) 0.013(4) 0.002(3) C44 0.040(7) 0.013(6) 0.072(9) 0.000 0.025(7) 0.000 C36C 0.061(8) 0.101(11) 0.055(7) 0.021(7) 0.007(6) 0.004(7) N2 0.012(4) 0.014(4) 0.017(4) 0.000 0.007(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 I2 2.9128(9) . ? I2 I1 2.9128(9) 3_545 ? I3 I4 2.9070(6) . ? I4 I3 2.9070(6) 3_646 ? P1 N2 1.722(8) . ? P1 N1 1.934(6) 2_655 ? P1 N1 1.934(6) . ? N4 C42 1.398(8) 2 ? N4 C42 1.398(8) . ? N4 P2 1.714(9) . ? P2 N5 1.936(6) 2 ? P2 N5 1.936(6) . ? N1 C1 1.311(9) . ? N1 C15 1.460(9) . ? C1 C2 1.432(10) . ? C1 C21 1.488(10) . ? C15 C16 1.379(10) . ? C15 C11 1.402(10) . ? C42 C43 1.384(11) . ? C42 C41 1.423(10) . ? N5 C41 1.333(10) . ? N5 C36 1.445(9) . ? C31 C35 1.399(12) . ? C31 C36 1.406(11) . ? C31 C36B 1.498(13) . ? C36B C36C 1.535(16) . ? C36B C36A 1.559(15) . ? C36B H36A 1.0000 . ? C34 C35 1.364(13) . ? C34 C33 1.393(14) . ? C34 H34A 0.9500 . ? C24 C23 1.364(13) . ? C24 C25 1.393(13) . ? C24 H24A 0.9500 . ? C25 C26 1.370(11) . ? C25 H25A 0.9500 . ? C26 C21 1.378(10) . ? C26 H26A 0.9500 . ? C21 C22 1.388(10) . ? C22 C23 1.402(11) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C16 C14 1.374(11) . ? C16 C16B 1.538(11) . ? C14 C13 1.393(12) . ? C14 H14A 0.9500 . ? C13 C12 1.379(12) . ? C13 H13A 0.9500 . ? C12 C11 1.395(10) . ? C12 H12A 0.9500 . ? C11 C11B 1.515(10) . ? C11B C11C 1.532(12) . ? C11B C11A 1.541(13) . ? C11B H11A 1.0000 . ? C11C H11B 0.9800 . ? C11C H11C 0.9800 . ? C11C H11D 0.9800 . ? C11A H11E 0.9800 . ? C11A H11F 0.9800 . ? C11A H11G 0.9800 . ? C16B C16A 1.512(12) . ? C16B C16C 1.535(12) . ? C16B H16A 1.0000 . ? C16C H16B 0.9800 . ? C16C H16C 0.9800 . ? C16C H16D 0.9800 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C16A H16G 0.9800 . ? C2 C3 1.372(10) . ? C2 N2 1.392(8) . ? C3 C4 1.392(9) . ? C3 H3A 0.9500 . ? C4 C3 1.392(9) 2_655 ? C4 H4A 0.9500 . ? C54 C53 1.344(15) . ? C54 C55 1.386(15) . ? C54 H54A 0.9500 . ? C53 C52 1.400(12) . ? C53 H53A 0.9500 . ? C52 C51 1.387(11) . ? C52 H52A 0.9500 . ? C51 C56 1.391(12) . ? C51 C41 1.477(11) . ? C36 C32 1.379(11) . ? C36A H36B 0.9800 . ? C36A H36C 0.9800 . ? C36A H36D 0.9800 . ? C35 H35A 0.9500 . ? C33 C32 1.400(11) . ? C33 H33A 0.9500 . ? C32 C32B 1.532(12) . ? C32B C32C 1.521(12) . ? C32B C32A 1.525(14) . ? C32B H32A 1.0000 . ? C32C H32B 0.9800 . ? C32C H32C 0.9800 . ? C32C H32D 0.9800 . ? C32A H32E 0.9800 . ? C32A H32F 0.9800 . ? C32A H32G 0.9800 . ? C55 C56 1.390(12) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? C43 C44 1.388(10) . ? C43 H43A 0.9500 . ? C44 C43 1.388(10) 2 ? C44 H44A 0.9500 . ? C36C H36E 0.9800 . ? C36C H36F 0.9800 . ? C36C H36G 0.9800 . ? N2 C2 1.392(8) 2_655 ? 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 I1 I2 I1 180.00(4) 3_545 . ? I3 I4 I3 180.0 3_646 . ? N2 P1 N1 81.37(19) . 2_655 ? N2 P1 N1 81.37(19) . . ? N1 P1 N1 162.7(4) 2_655 . ? C42 N4 C42 119.0(9) 2 . ? C42 N4 P2 120.5(4) 2 . ? C42 N4 P2 120.5(4) . . ? N4 P2 N5 81.7(2) . 2 ? N4 P2 N5 81.7(2) . . ? N5 P2 N5 163.4(4) 2 . ? C1 N1 C15 124.2(6) . . ? C1 N1 P1 116.0(5) . . ? C15 N1 P1 119.0(4) . . ? N1 C1 C2 110.5(6) . . ? N1 C1 C21 126.0(6) . . ? C2 C1 C21 123.3(6) . . ? C16 C15 C11 123.3(7) . . ? C16 C15 N1 119.2(6) . . ? C11 C15 N1 117.5(6) . . ? C43 C42 N4 120.1(7) . . ? C43 C42 C41 128.5(7) . . ? N4 C42 C41 111.1(7) . . ? C41 N5 C36 123.6(6) . . ? C41 N5 P2 115.7(5) . . ? C36 N5 P2 120.7(5) . . ? C35 C31 C36 116.6(8) . . ? C35 C31 C36B 119.6(8) . . ? C36 C31 C36B 123.8(8) . . ? C31 C36B C36C 111.1(9) . . ? C31 C36B C36A 111.7(9) . . ? C36C C36B C36A 109.3(9) . . ? C31 C36B H36A 108.2 . . ? C36C C36B H36A 108.2 . . ? C36A C36B H36A 108.2 . . ? C35 C34 C33 120.2(8) . . ? C35 C34 H34A 119.9 . . ? C33 C34 H34A 119.9 . . ? C23 C24 C25 120.2(8) . . ? C23 C24 H24A 119.9 . . ? C25 C24 H24A 119.9 . . ? C26 C25 C24 120.1(8) . . ? C26 C25 H25A 119.9 . . ? C24 C25 H25A 119.9 . . ? C25 C26 C21 120.3(8) . . ? C25 C26 H26A 119.8 . . ? C21 C26 H26A 119.8 . . ? C26 C21 C22 119.9(7) . . ? C26 C21 C1 119.0(7) . . ? C22 C21 C1 121.1(7) . . ? C21 C22 C23 119.5(7) . . ? C21 C22 H22A 120.2 . . ? C23 C22 H22A 120.2 . . ? C24 C23 C22 119.9(8) . . ? C24 C23 H23A 120.1 . . ? C22 C23 H23A 120.1 . . ? C14 C16 C15 118.0(7) . . ? C14 C16 C16B 119.2(7) . . ? C15 C16 C16B 122.7(7) . . ? C16 C14 C13 120.8(7) . . ? C16 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C12 C13 C14 120.0(8) . . ? C12 C13 H13A 120.0 . . ? C14 C13 H13A 120.0 . . ? C13 C12 C11 121.0(8) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C12 C11 C15 116.7(7) . . ? C12 C11 C11B 119.5(7) . . ? C15 C11 C11B 123.8(6) . . ? C11 C11B C11C 110.9(7) . . ? C11 C11B C11A 112.2(7) . . ? C11C C11B C11A 110.3(8) . . ? C11 C11B H11A 107.8 . . ? C11C C11B H11A 107.8 . . ? C11A C11B H11A 107.8 . . ? C11B C11C H11B 109.5 . . ? C11B C11C H11C 109.5 . . ? H11B C11C H11C 109.5 . . ? C11B C11C H11D 109.5 . . ? H11B C11C H11D 109.5 . . ? H11C C11C H11D 109.5 . . ? C11B C11A H11E 109.5 . . ? C11B C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? C11B C11A H11G 109.5 . . ? H11E C11A H11G 109.5 . . ? H11F C11A H11G 109.5 . . ? C16A C16B C16C 111.8(7) . . ? C16A C16B C16 113.2(7) . . ? C16C C16B C16 108.9(7) . . ? C16A C16B H16A 107.6 . . ? C16C C16B H16A 107.6 . . ? C16 C16B H16A 107.6 . . ? C16B C16C H16B 109.5 . . ? C16B C16C H16C 109.5 . . ? H16B C16C H16C 109.5 . . ? C16B C16C H16D 109.5 . . ? H16B C16C H16D 109.5 . . ? H16C C16C H16D 109.5 . . ? C16B C16A H16E 109.5 . . ? C16B C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C16B C16A H16G 109.5 . . ? H16E C16A H16G 109.5 . . ? H16F C16A H16G 109.5 . . ? C3 C2 N2 120.1(7) . . ? C3 C2 C1 129.2(7) . . ? N2 C2 C1 110.7(6) . . ? C2 C3 C4 120.9(7) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C3 C4 C3 118.5(9) . 2_655 ? C3 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 2_655 . ? C53 C54 C55 122.0(9) . . ? C53 C54 H54A 119.0 . . ? C55 C54 H54A 119.0 . . ? C54 C53 C52 119.6(9) . . ? C54 C53 H53A 120.2 . . ? C52 C53 H53A 120.2 . . ? C51 C52 C53 119.6(9) . . ? C51 C52 H52A 120.2 . . ? C53 C52 H52A 120.2 . . ? C52 C51 C56 120.0(8) . . ? C52 C51 C41 120.8(8) . . ? C56 C51 C41 119.2(7) . . ? N5 C41 C42 110.6(6) . . ? N5 C41 C51 124.8(7) . . ? C42 C41 C51 124.6(7) . . ? C32 C36 C31 122.5(7) . . ? C32 C36 N5 117.5(7) . . ? C31 C36 N5 119.9(7) . . ? C36B C36A H36B 109.5 . . ? C36B C36A H36C 109.5 . . ? H36B C36A H36C 109.5 . . ? C36B C36A H36D 109.5 . . ? H36B C36A H36D 109.5 . . ? H36C C36A H36D 109.5 . . ? C34 C35 C31 122.2(8) . . ? C34 C35 H35A 118.9 . . ? C31 C35 H35A 118.9 . . ? C34 C33 C32 119.7(9) . . ? C34 C33 H33A 120.1 . . ? C32 C33 H33A 120.1 . . ? C36 C32 C33 118.9(8) . . ? C36 C32 C32B 123.3(7) . . ? C33 C32 C32B 117.8(8) . . ? C32C C32B C32A 110.2(8) . . ? C32C C32B C32 113.3(8) . . ? C32A C32B C32 111.4(8) . . ? C32C C32B H32A 107.2 . . ? C32A C32B H32A 107.2 . . ? C32 C32B H32A 107.2 . . ? C32B C32C H32B 109.5 . . ? C32B C32C H32C 109.5 . . ? H32B C32C H32C 109.5 . . ? C32B C32C H32D 109.5 . . ? H32B C32C H32D 109.5 . . ? H32C C32C H32D 109.5 . . ? C32B C32A H32E 109.5 . . ? C32B C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C32B C32A H32G 109.5 . . ? H32E C32A H32G 109.5 . . ? H32F C32A H32G 109.5 . . ? C54 C55 C56 119.0(9) . . ? C54 C55 H55A 120.5 . . ? C56 C55 H55A 120.5 . . ? C55 C56 C51 119.7(8) . . ? C55 C56 H56A 120.2 . . ? C51 C56 H56A 120.2 . . ? C42 C43 C44 121.0(8) . . ? C42 C43 H43A 119.5 . . ? C44 C43 H43A 119.5 . . ? C43 C44 C43 118.8(11) . 2 ? C43 C44 H44A 120.6 . . ? C43 C44 H44A 120.6 2 . ? C36B C36C H36E 109.5 . . ? C36B C36C H36F 109.5 . . ? H36E C36C H36F 109.5 . . ? C36B C36C H36G 109.5 . . ? H36E C36C H36G 109.5 . . ? H36F C36C H36G 109.5 . . ? C2 N2 C2 119.3(8) 2_655 . ? C2 N2 P1 120.4(4) 2_655 . ? C2 N2 P1 120.4(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C42 N4 P2 N5 6.0(4) 2 . . 2 ? C42 N4 P2 N5 -174.0(4) . . . 2 ? C42 N4 P2 N5 -174.0(4) 2 . . . ? C42 N4 P2 N5 6.0(4) . . . . ? N2 P1 N1 C1 9.2(5) . . . . ? N1 P1 N1 C1 9.2(5) 2_655 . . . ? N2 P1 N1 C15 179.5(5) . . . . ? N1 P1 N1 C15 179.5(5) 2_655 . . . ? C15 N1 C1 C2 179.1(6) . . . . ? P1 N1 C1 C2 -11.1(7) . . . . ? C15 N1 C1 C21 -6.3(11) . . . . ? P1 N1 C1 C21 163.5(5) . . . . ? C1 N1 C15 C16 72.4(9) . . . . ? P1 N1 C15 C16 -97.0(7) . . . . ? C1 N1 C15 C11 -108.7(8) . . . . ? P1 N1 C15 C11 81.8(7) . . . . ? C42 N4 C42 C43 1.1(6) 2 . . . ? P2 N4 C42 C43 -178.9(6) . . . . ? C42 N4 C42 C41 175.2(8) 2 . . . ? P2 N4 C42 C41 -4.8(8) . . . . ? N4 P2 N5 C41 -6.3(5) . . . . ? N5 P2 N5 C41 -6.3(5) 2 . . . ? N4 P2 N5 C36 173.8(6) . . . . ? N5 P2 N5 C36 173.8(6) 2 . . . ? C35 C31 C36B C36C 61.1(12) . . . . ? C36 C31 C36B C36C -116.6(10) . . . . ? C35 C31 C36B C36A -61.3(11) . . . . ? C36 C31 C36B C36A 121.0(9) . . . . ? C23 C24 C25 C26 -1.9(13) . . . . ? C24 C25 C26 C21 4.0(12) . . . . ? C25 C26 C21 C22 -3.5(12) . . . . ? C25 C26 C21 C1 174.6(7) . . . . ? N1 C1 C21 C26 -119.9(8) . . . . ? C2 C1 C21 C26 54.0(10) . . . . ? N1 C1 C21 C22 58.2(10) . . . . ? C2 C1 C21 C22 -127.9(8) . . . . ? C26 C21 C22 C23 1.0(11) . . . . ? C1 C21 C22 C23 -177.1(7) . . . . ? C25 C24 C23 C22 -0.6(13) . . . . ? C21 C22 C23 C24 1.0(12) . . . . ? C11 C15 C16 C14 3.4(11) . . . . ? N1 C15 C16 C14 -177.8(7) . . . . ? C11 C15 C16 C16B -172.0(7) . . . . ? N1 C15 C16 C16B 6.8(11) . . . . ? C15 C16 C14 C13 1.6(12) . . . . ? C16B C16 C14 C13 177.2(7) . . . . ? C16 C14 C13 C12 -4.9(13) . . . . ? C14 C13 C12 C11 3.4(13) . . . . ? C13 C12 C11 C15 1.3(11) . . . . ? C13 C12 C11 C11B -176.9(8) . . . . ? C16 C15 C11 C12 -4.8(11) . . . . ? N1 C15 C11 C12 176.4(6) . . . . ? C16 C15 C11 C11B 173.3(7) . . . . ? N1 C15 C11 C11B -5.5(11) . . . . ? C12 C11 C11B C11C -79.2(9) . . . . ? C15 C11 C11B C11C 102.8(9) . . . . ? C12 C11 C11B C11A 44.6(10) . . . . ? C15 C11 C11B C11A -133.4(8) . . . . ? C14 C16 C16B C16A 47.2(10) . . . . ? C15 C16 C16B C16A -137.4(8) . . . . ? C14 C16 C16B C16C -77.8(9) . . . . ? C15 C16 C16B C16C 97.6(9) . . . . ? N1 C1 C2 C3 -175.5(7) . . . . ? C21 C1 C2 C3 9.7(12) . . . . ? N1 C1 C2 N2 7.3(8) . . . . ? C21 C1 C2 N2 -167.4(6) . . . . ? N2 C2 C3 C4 -5.0(10) . . . . ? C1 C2 C3 C4 178.1(6) . . . . ? C2 C3 C4 C3 2.5(5) . . . 2_655 ? C55 C54 C53 C52 4.7(14) . . . . ? C54 C53 C52 C51 -2.8(13) . . . . ? C53 C52 C51 C56 -0.8(12) . . . . ? C53 C52 C51 C41 177.8(8) . . . . ? C36 N5 C41 C42 -175.0(7) . . . . ? P2 N5 C41 C42 5.1(8) . . . . ? C36 N5 C41 C51 7.2(12) . . . . ? P2 N5 C41 C51 -172.7(6) . . . . ? C43 C42 C41 N5 172.8(9) . . . . ? N4 C42 C41 N5 -0.7(9) . . . . ? C43 C42 C41 C51 -9.5(14) . . . . ? N4 C42 C41 C51 177.1(6) . . . . ? C52 C51 C41 N5 -64.1(11) . . . . ? C56 C51 C41 N5 114.6(9) . . . . ? C52 C51 C41 C42 118.5(9) . . . . ? C56 C51 C41 C42 -62.9(11) . . . . ? C35 C31 C36 C32 -1.0(12) . . . . ? C36B C31 C36 C32 176.8(8) . . . . ? C35 C31 C36 N5 -177.9(7) . . . . ? C36B C31 C36 N5 -0.2(12) . . . . ? C41 N5 C36 C32 99.6(9) . . . . ? P2 N5 C36 C32 -80.5(8) . . . . ? C41 N5 C36 C31 -83.3(10) . . . . ? P2 N5 C36 C31 96.6(8) . . . . ? C33 C34 C35 C31 -0.1(13) . . . . ? C36 C31 C35 C34 0.5(12) . . . . ? C36B C31 C35 C34 -177.3(8) . . . . ? C35 C34 C33 C32 0.1(13) . . . . ? C31 C36 C32 C33 1.0(12) . . . . ? N5 C36 C32 C33 178.0(7) . . . . ? C31 C36 C32 C32B -178.3(8) . . . . ? N5 C36 C32 C32B -1.3(11) . . . . ? C34 C33 C32 C36 -0.5(12) . . . . ? C34 C33 C32 C32B 178.8(8) . . . . ? C36 C32 C32B C32C -131.5(9) . . . . ? C33 C32 C32B C32C 49.2(11) . . . . ? C36 C32 C32B C32A 103.6(10) . . . . ? C33 C32 C32B C32A -75.7(10) . . . . ? C53 C54 C55 C56 -2.8(14) . . . . ? C54 C55 C56 C51 -0.9(13) . . . . ? C52 C51 C56 C55 2.6(12) . . . . ? C41 C51 C56 C55 -176.0(8) . . . . ? N4 C42 C43 C44 -2.3(12) . . . . ? C41 C42 C43 C44 -175.2(7) . . . . ? C42 C43 C44 C43 1.1(6) . . . 2 ? C3 C2 N2 C2 2.5(5) . . . 2_655 ? C1 C2 N2 C2 179.9(6) . . . 2_655 ? C3 C2 N2 P1 -177.5(5) . . . . ? C1 C2 N2 P1 -0.1(6) . . . . ? N1 P1 N2 C2 -4.6(4) 2_655 . . 2_655 ? N1 P1 N2 C2 175.4(4) . . . 2_655 ? N1 P1 N2 C2 175.4(4) 2_655 . . . ? N1 P1 N2 C2 -4.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.336 _refine_diff_density_min -1.529 _refine_diff_density_rms 0.159