data_sx449 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H32 Cl10 N O4 P S2' _chemical_formula_weight 860.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting 'TRICLINIC' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.383(2) _cell_length_b 12.660(3) _cell_length_c 14.672(3) _cell_angle_alpha 74.16(3) _cell_angle_beta 79.58(3) _cell_angle_gamma 70.90(3) _cell_volume 1912.3(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2 _cell_measurement_theta_max 27.41 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 0.911 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.7120 _exptl_absorpt_correction_T_max 0.8359 _exptl_absorpt_process_details 'psi scan' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'RIGAKU R-AXIS RAPID IP' _diffrn_measurement_method 'OSCILLATION' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13087 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.3934 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.41 _reflns_number_total 8368 _reflns_number_gt 2038 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (RIGAKU, 2001)' _computing_cell_refinement 'RAPID AUTO (RIGAKU, 2001)' _computing_data_reduction 'RAPID AUTO (RIGAKU, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (SIEMENS, 1994)' _computing_publication_material 'SHELXTL (SIEMENS, 1994)' _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^)+(0.0092P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8368 _refine_ls_number_parameters 454 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.2420 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.0549 _refine_ls_wR_factor_gt 0.0401 _refine_ls_goodness_of_fit_ref 0.605 _refine_ls_restrained_S_all 0.605 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 1.13822(10) 0.67609(9) 0.20452(8) 0.0420(3) Uani 1 1 d . . . S1 S 1.07382(9) 0.73828(9) 0.31852(7) 0.0564(4) Uani 1 1 d . . . S2 S 1.14264(9) 0.78510(9) 0.07998(7) 0.0552(3) Uani 1 1 d . . . Cl1 Cl 0.77474(9) 0.35889(9) 0.14246(8) 0.0697(4) Uani 1 1 d . . . Cl2 Cl 0.57238(9) 0.33463(10) 0.50550(8) 0.0803(4) Uani 1 1 d . . . Cl3 Cl 1.17635(9) -0.06503(9) 0.53528(8) 0.0741(4) Uani 1 1 d . . . Cl4 Cl 1.49505(9) 0.16406(9) 0.33407(9) 0.0890(5) Uani 1 1 d . . . O1 O 1.2735(2) 0.3652(2) 0.31218(17) 0.0476(8) Uani 1 1 d . . . O2 O 1.2769(2) 0.59025(19) 0.20927(17) 0.0503(8) Uani 1 1 d . . . O3 O 1.05548(19) 0.5946(2) 0.20658(17) 0.0456(7) Uani 1 1 d . . . O4 O 0.9943(2) 0.3794(2) 0.2175(2) 0.0447(8) Uani 1 1 d . . . C1 C 0.8934(4) 0.3722(3) 0.2826(3) 0.0358(11) Uani 1 1 d . . . C2 C 0.7862(4) 0.3623(3) 0.2580(3) 0.0440(12) Uani 1 1 d . . . C3 C 0.6873(4) 0.3519(3) 0.3254(3) 0.0511(14) Uani 1 1 d . . . H3A H 0.6153 0.3462 0.3082 0.061 Uiso 1 1 calc R . . C4 C 0.6948(3) 0.3499(3) 0.4183(3) 0.0443(12) Uani 1 1 d . . . C5 C 0.8015(4) 0.3576(3) 0.4445(3) 0.0413(11) Uani 1 1 d . . . H5A H 0.8062 0.3561 0.5075 0.050 Uiso 1 1 calc R . . C6 C 0.9020(3) 0.3678(3) 0.3766(3) 0.0366(11) Uani 1 1 d . . . C7 C 1.0196(3) 0.3789(3) 0.4023(2) 0.0376(11) Uani 1 1 d . . . H7A H 1.0015 0.4019 0.4624 0.045 Uiso 1 1 calc R . . H7B H 1.0457 0.4386 0.3540 0.045 Uiso 1 1 calc R . . C8 C 1.1269(3) 0.2665(3) 0.4107(3) 0.0335(11) Uani 1 1 d . . . C9 C 1.1064(3) 0.1639(3) 0.4616(3) 0.0374(11) Uani 1 1 d . . . H9A H 1.0267 0.1623 0.4894 0.045 Uiso 1 1 calc R . . C10 C 1.2027(4) 0.0654(3) 0.4712(3) 0.0403(11) Uani 1 1 d . . . C11 C 1.3225(4) 0.0628(3) 0.4320(3) 0.0413(11) Uani 1 1 d . . . H11A H 1.3872 -0.0055 0.4398 0.050 Uiso 1 1 calc R . . C12 C 1.3435(3) 0.1645(4) 0.3809(3) 0.0413(11) Uani 1 1 d . . . C13 C 1.2463(4) 0.2677(3) 0.3691(3) 0.0352(11) Uani 1 1 d . . . C14 C 1.2839(3) 0.4445(4) 0.3607(3) 0.0587(14) Uani 1 1 d . . . H14A H 1.3367 0.4036 0.4119 0.070 Uiso 1 1 calc R . . H14B H 1.2019 0.4819 0.3885 0.070 Uiso 1 1 calc R . . C15 C 1.3373(3) 0.5316(3) 0.2949(3) 0.0590(14) Uani 1 1 d . . . H15A H 1.3347 0.5885 0.3287 0.071 Uiso 1 1 calc R . . H15B H 1.4245 0.4947 0.2770 0.071 Uiso 1 1 calc R . . C16 C 1.0812(3) 0.5343(3) 0.1316(3) 0.0589(13) Uani 1 1 d . . . H16A H 1.1613 0.4755 0.1370 0.071 Uiso 1 1 calc R . . H16B H 1.0845 0.5873 0.0701 0.071 Uiso 1 1 calc R . . C17 C 0.9789(3) 0.4800(4) 0.1402(3) 0.0604(13) Uani 1 1 d . . . H17A H 0.8984 0.5350 0.1512 0.073 Uiso 1 1 calc R . . H17B H 0.9806 0.4588 0.0811 0.073 Uiso 1 1 calc R . . N1 N 1.1255(4) 0.9996(4) 0.1832(3) 0.0606(11) Uani 1 1 d D . . H1A H 1.128(4) 0.919(3) 0.182(4) 0.20(3) Uiso 1 1 d D . . C18 C 1.2231(5) 0.9766(4) 0.2490(3) 0.114(2) Uani 1 1 d . . . H18A H 1.2284 1.0496 0.2541 0.137 Uiso 1 1 calc R . . H18B H 1.1955 0.9375 0.3119 0.137 Uiso 1 1 calc R . . C19 C 1.3473(4) 0.9082(4) 0.2201(4) 0.152(3) Uani 1 1 d . . . H19A H 1.4028 0.8970 0.2663 0.227 Uiso 1 1 calc R . . H19B H 1.3774 0.9473 0.1591 0.227 Uiso 1 1 calc R . . H19C H 1.3438 0.8349 0.2159 0.227 Uiso 1 1 calc R . . C20 C 0.9974(4) 1.0503(4) 0.2301(3) 0.0805(15) Uani 1 1 d . . . H20A H 0.9904 1.0076 0.2957 0.097 Uiso 1 1 calc R . . H20B H 0.9880 1.1291 0.2307 0.097 Uiso 1 1 calc R . . C21 C 0.8943(4) 1.0484(3) 0.1811(3) 0.1037(18) Uani 1 1 d . . . H21A H 0.8152 1.0813 0.2138 0.155 Uiso 1 1 calc R . . H21B H 0.9020 0.9705 0.1814 0.155 Uiso 1 1 calc R . . H21C H 0.8994 1.0921 0.1166 0.155 Uiso 1 1 calc R . . C22 C 1.1524(4) 1.0644(4) 0.0849(4) 0.0824(16) Uani 1 1 d . . . H22A H 1.0892 1.0687 0.0466 0.099 Uiso 1 1 calc R . . H22B H 1.2324 1.0217 0.0581 0.099 Uiso 1 1 calc R . . C23 C 1.1559(4) 1.1871(4) 0.0772(3) 0.128(2) Uani 1 1 d . . . H23A H 1.1726 1.2230 0.0116 0.191 Uiso 1 1 calc R . . H23B H 1.2204 1.1840 0.1127 0.191 Uiso 1 1 calc R . . H23C H 1.0767 1.2308 0.1025 0.191 Uiso 1 1 calc R . . C24 C 0.2496(5) 0.2329(5) 0.7108(4) 0.0809(18) Uani 1 1 d D . . C25 C 0.5248(6) 0.2916(6) 0.0049(5) 0.107(2) Uani 1 1 d D . . Cl7 Cl 0.3288(10) 0.1281(9) 0.6507(9) 0.126(3) Uani 0.50 1 d P A 1 Cl6 Cl 0.2726(11) 0.1875(11) 0.8233(8) 0.180(4) Uani 0.50 1 d P A 1 Cl5 Cl 0.3204(6) 0.3468(7) 0.6910(6) 0.1073(18) Uani 0.50 1 d P A 1 Cl5' Cl 0.2681(7) 0.3573(7) 0.6562(7) 0.205(4) Uani 0.50 1 d P A 2 Cl6' Cl 0.2850(10) 0.1517(9) 0.8248(7) 0.148(4) Uani 0.50 1 d P A 2 Cl7' Cl 0.3133(12) 0.1568(10) 0.6306(9) 0.168(5) Uani 0.50 1 d P A 2 Cl8 Cl 0.5708(8) 0.1430(9) 0.0685(7) 0.122(2) Uani 0.50 1 d P B 1 Cl9 Cl 0.4378(6) 0.3856(8) 0.0852(7) 0.108(2) Uani 0.50 1 d P B 1 Cl10 Cl 0.4339(11) 0.3192(11) -0.0732(8) 0.150(4) Uani 0.50 1 d P B 1 Cl8' Cl 0.5267(9) 0.1546(11) 0.0490(8) 0.228(6) Uani 0.50 1 d P B 2 Cl9' Cl 0.4455(9) 0.3616(11) 0.0838(10) 0.239(6) Uani 0.50 1 d P B 2 Cl11 Cl 0.4458(9) 0.3363(8) -0.1078(8) 0.095(2) Uani 0.50 1 d P B 2 H25A H 0.606(3) 0.302(4) -0.009(3) 0.14(2) Uiso 1 1 d D . . H24A H 0.165(3) 0.245(3) 0.705(3) 0.109(19) Uiso 1 1 d 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 0.0447(8) 0.0322(7) 0.0469(9) -0.0053(7) -0.0080(7) -0.0097(7) S1 0.0684(8) 0.0517(8) 0.0460(9) -0.0135(7) -0.0129(7) -0.0077(6) S2 0.0704(8) 0.0459(8) 0.0465(9) 0.0001(7) -0.0083(7) -0.0206(6) Cl1 0.0844(9) 0.0748(9) 0.0619(9) -0.0115(7) -0.0295(7) -0.0310(7) Cl2 0.0448(7) 0.1021(11) 0.0863(10) -0.0158(9) 0.0089(7) -0.0242(7) Cl3 0.0751(8) 0.0403(8) 0.0929(11) 0.0079(7) -0.0052(8) -0.0192(7) Cl4 0.0470(8) 0.0623(9) 0.1392(13) -0.0148(9) 0.0175(8) -0.0128(7) O1 0.0544(18) 0.0343(19) 0.050(2) -0.0052(18) 0.0002(16) -0.0150(16) O2 0.0382(18) 0.0396(18) 0.061(2) -0.0023(16) -0.0090(16) -0.0011(14) O3 0.0509(18) 0.0467(19) 0.047(2) -0.0181(16) 0.0020(15) -0.0222(15) O4 0.051(2) 0.0379(19) 0.043(2) -0.0042(17) -0.0053(17) -0.0151(16) C1 0.036(3) 0.027(3) 0.038(3) -0.002(2) 0.000(3) -0.008(2) C2 0.046(3) 0.045(3) 0.041(3) -0.005(2) -0.010(3) -0.014(3) C3 0.041(3) 0.035(3) 0.075(4) -0.011(3) -0.029(3) 0.002(2) C4 0.031(3) 0.039(3) 0.057(4) -0.002(3) 0.000(3) -0.012(2) C5 0.034(3) 0.039(3) 0.044(3) -0.009(2) -0.007(3) -0.001(2) C6 0.036(3) 0.031(3) 0.041(3) -0.006(2) -0.011(3) -0.004(2) C7 0.035(2) 0.047(3) 0.036(3) -0.007(2) -0.003(2) -0.020(2) C8 0.022(3) 0.033(3) 0.046(3) -0.018(3) -0.013(2) 0.002(2) C9 0.034(3) 0.020(3) 0.052(3) -0.002(2) -0.005(2) -0.004(2) C10 0.048(3) 0.031(3) 0.042(3) -0.001(2) -0.005(3) -0.017(3) C11 0.046(3) 0.023(3) 0.047(3) -0.001(2) -0.010(2) -0.003(2) C12 0.034(3) 0.048(3) 0.041(3) -0.011(3) 0.004(2) -0.015(3) C13 0.034(3) 0.026(3) 0.039(3) 0.002(2) -0.010(2) -0.004(3) C14 0.063(3) 0.051(3) 0.066(4) 0.013(3) -0.034(3) -0.028(3) C15 0.047(3) 0.038(3) 0.087(4) 0.002(3) -0.026(3) -0.010(2) C16 0.084(3) 0.057(3) 0.042(3) -0.008(3) 0.000(3) -0.036(3) C17 0.088(4) 0.074(4) 0.039(3) -0.011(3) -0.007(3) -0.052(3) N1 0.072(3) 0.050(3) 0.053(3) -0.006(3) -0.003(3) -0.015(3) C18 0.136(5) 0.113(5) 0.124(5) -0.042(4) -0.066(5) -0.037(4) C19 0.074(4) 0.152(6) 0.239(8) -0.080(5) -0.063(5) 0.008(4) C20 0.091(4) 0.071(4) 0.069(4) -0.022(3) 0.019(4) -0.019(3) C21 0.081(4) 0.081(4) 0.146(5) -0.033(4) -0.011(4) -0.015(3) C22 0.076(4) 0.082(4) 0.088(5) -0.035(4) 0.011(3) -0.018(3) C23 0.189(6) 0.062(4) 0.131(5) -0.024(4) 0.034(4) -0.059(4) C24 0.055(4) 0.124(6) 0.066(5) -0.038(4) -0.010(3) -0.014(4) C25 0.057(5) 0.147(7) 0.115(6) -0.049(5) 0.018(4) -0.025(5) Cl7 0.095(4) 0.115(4) 0.194(10) -0.117(5) 0.022(5) -0.016(3) Cl6 0.212(7) 0.250(10) 0.100(8) -0.081(7) -0.014(6) -0.063(5) Cl5 0.092(4) 0.062(3) 0.162(4) -0.037(3) 0.004(3) -0.014(3) Cl5' 0.141(7) 0.055(3) 0.323(11) 0.020(5) 0.086(5) -0.010(4) Cl6' 0.197(7) 0.187(6) 0.088(7) 0.065(5) -0.058(5) -0.151(6) Cl7' 0.155(7) 0.278(12) 0.108(4) -0.126(7) -0.009(4) -0.049(7) Cl8 0.095(5) 0.107(5) 0.123(4) -0.007(4) 0.015(3) -0.007(4) Cl9 0.061(3) 0.137(4) 0.130(6) -0.086(4) 0.019(3) -0.004(3) Cl10 0.167(6) 0.232(8) 0.061(7) -0.011(4) -0.018(5) -0.088(5) Cl8' 0.119(7) 0.126(5) 0.292(11) 0.081(6) 0.048(6) 0.013(5) Cl9' 0.206(8) 0.323(15) 0.228(11) -0.162(10) 0.003(7) -0.063(8) Cl11 0.084(3) 0.123(4) 0.079(7) -0.030(4) 0.003(3) -0.035(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 O2 1.598(2) . ? P1 O3 1.600(2) . ? P1 S1 1.9628(15) . ? P1 S2 1.9701(16) . ? Cl1 C2 1.737(4) . ? Cl2 C4 1.736(4) . ? Cl3 C10 1.753(4) . ? Cl4 C12 1.737(3) . ? O1 C13 1.383(4) . ? O1 C14 1.423(4) . ? O2 C15 1.439(4) . ? O3 C16 1.441(4) . ? O4 C1 1.366(4) . ? O4 C17 1.441(4) . ? C1 C6 1.384(4) . ? C1 C2 1.385(4) . ? C2 C3 1.374(4) . ? C3 C4 1.374(4) . ? C3 H3A 0.9300 . ? C4 C5 1.377(4) . ? C5 C6 1.391(4) . ? C5 H5A 0.9300 . ? C6 C7 1.512(4) . ? C7 C8 1.534(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.379(4) . ? C8 C13 1.390(4) . ? C9 C10 1.358(4) . ? C9 H9A 0.9300 . ? C10 C11 1.374(4) . ? C11 C12 1.373(4) . ? C11 H11A 0.9300 . ? C12 C13 1.400(4) . ? C14 C15 1.471(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.506(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? N1 C22 1.485(5) . ? N1 C18 1.507(5) . ? N1 C20 1.510(5) . ? N1 H1A 1.01(3) . ? C18 C19 1.453(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.493(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C23 1.539(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 Cl5' 1.622(9) . ? C24 Cl6 1.632(12) . ? C24 Cl7' 1.640(11) . ? C24 Cl7 1.708(11) . ? C24 Cl6' 1.748(11) . ? C24 Cl5 1.806(10) . ? C24 H24A 0.94(3) . ? C25 Cl10 1.576(13) . ? C25 Cl9' 1.611(12) . ? C25 Cl8' 1.673(15) . ? C25 Cl8 1.806(13) . ? C25 Cl9 1.832(12) . ? C25 Cl11 1.887(13) . ? C25 H25A 0.95(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 O2 P1 O3 103.43(12) . . ? O2 P1 S1 113.31(11) . . ? O3 P1 S1 105.13(12) . . ? O2 P1 S2 104.83(11) . . ? O3 P1 S2 111.02(11) . . ? S1 P1 S2 118.24(7) . . ? C13 O1 C14 116.1(3) . . ? C15 O2 P1 125.4(2) . . ? C16 O3 P1 118.7(2) . . ? C1 O4 C17 117.4(3) . . ? O4 C1 C6 118.7(4) . . ? O4 C1 C2 121.6(4) . . ? C6 C1 C2 119.5(4) . . ? C3 C2 C1 120.5(4) . . ? C3 C2 Cl1 118.3(4) . . ? C1 C2 Cl1 121.2(4) . . ? C4 C3 C2 119.9(4) . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.4(4) . . ? C3 C4 Cl2 121.0(4) . . ? C5 C4 Cl2 118.6(4) . . ? C4 C5 C6 119.9(4) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C1 C6 C5 119.7(3) . . ? C1 C6 C7 118.9(4) . . ? C5 C6 C7 121.3(4) . . ? C6 C7 C8 112.4(3) . . ? C6 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? C6 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C13 119.4(4) . . ? C9 C8 C7 120.4(3) . . ? C13 C8 C7 120.1(4) . . ? C10 C9 C8 120.0(3) . . ? C10 C9 H9A 120.0 . . ? C8 C9 H9A 120.0 . . ? C9 C10 C11 122.4(4) . . ? C9 C10 Cl3 120.0(3) . . ? C11 C10 Cl3 117.6(3) . . ? C12 C11 C10 117.9(4) . . ? C12 C11 H11A 121.1 . . ? C10 C11 H11A 121.1 . . ? C11 C12 C13 121.3(4) . . ? C11 C12 Cl4 118.6(3) . . ? C13 C12 Cl4 120.1(3) . . ? O1 C13 C8 123.2(4) . . ? O1 C13 C12 117.8(4) . . ? C8 C13 C12 118.9(4) . . ? O1 C14 C15 110.7(3) . . ? O1 C14 H14A 109.5 . . ? C15 C14 H14A 109.5 . . ? O1 C14 H14B 109.5 . . ? C15 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? O2 C15 C14 115.8(3) . . ? O2 C15 H15A 108.3 . . ? C14 C15 H15A 108.3 . . ? O2 C15 H15B 108.3 . . ? C14 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? O3 C16 C17 108.5(3) . . ? O3 C16 H16A 110.0 . . ? C17 C16 H16A 110.0 . . ? O3 C16 H16B 110.0 . . ? C17 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? O4 C17 C16 110.7(3) . . ? O4 C17 H17A 109.5 . . ? C16 C17 H17A 109.5 . . ? O4 C17 H17B 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C22 N1 C18 114.5(4) . . ? C22 N1 C20 114.2(3) . . ? C18 N1 C20 109.8(4) . . ? C22 N1 H1A 110(3) . . ? C18 N1 H1A 102(3) . . ? C20 N1 H1A 105(3) . . ? C19 C18 N1 115.2(4) . . ? C19 C18 H18A 108.5 . . ? N1 C18 H18A 108.5 . . ? C19 C18 H18B 108.5 . . ? N1 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N1 112.9(4) . . ? C21 C20 H20A 109.0 . . ? N1 C20 H20A 109.0 . . ? C21 C20 H20B 109.0 . . ? N1 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 C23 114.9(4) . . ? N1 C22 H22A 108.5 . . ? C23 C22 H22A 108.5 . . ? N1 C22 H22B 108.5 . . ? C23 C22 H22B 108.5 . . ? H22A C22 H22B 107.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? Cl5' C24 Cl6 117.4(6) . . ? Cl5' C24 Cl7' 102.2(7) . . ? Cl6 C24 Cl7' 124.2(7) . . ? Cl5' C24 Cl7 112.8(6) . . ? Cl6 C24 Cl7 110.4(7) . . ? Cl7' C24 Cl7 13.9(9) . . ? Cl5' C24 Cl6' 129.1(5) . . ? Cl6 C24 Cl6' 13.9(8) . . ? Cl7' C24 Cl6' 111.1(7) . . ? Cl7 C24 Cl6' 97.2(7) . . ? Cl5' C24 Cl5 26.6(4) . . ? Cl6 C24 Cl5 93.9(5) . . ? Cl7' C24 Cl5 109.2(7) . . ? Cl7 C24 Cl5 114.4(6) . . ? Cl6' C24 Cl5 104.0(4) . . ? Cl5' C24 H24A 102(3) . . ? Cl6 C24 H24A 109(3) . . ? Cl7' C24 H24A 99(3) . . ? Cl7 C24 H24A 105(3) . . ? Cl6' C24 H24A 109(3) . . ? Cl5 C24 H24A 124(3) . . ? Cl10 C25 Cl9' 105.6(7) . . ? Cl10 C25 Cl8' 96.5(7) . . ? Cl9' C25 Cl8' 106.9(8) . . ? Cl10 C25 Cl8 114.4(7) . . ? Cl9' C25 Cl8 105.2(7) . . ? Cl8' C25 Cl8 18.7(6) . . ? Cl10 C25 Cl9 104.1(6) . . ? Cl9' C25 Cl9 6.4(8) . . ? Cl8' C25 Cl9 113.3(6) . . ? Cl8 C25 Cl9 111.3(5) . . ? Cl10 C25 Cl11 13.4(8) . . ? Cl9' C25 Cl11 112.6(6) . . ? Cl8' C25 Cl11 104.4(6) . . ? Cl8 C25 Cl11 120.8(5) . . ? Cl9 C25 Cl11 109.8(5) . . ? Cl10 C25 H25A 123(3) . . ? Cl9' C25 H25A 109(3) . . ? Cl8' C25 H25A 113(3) . . ? Cl8 C25 H25A 97(3) . . ? Cl9 C25 H25A 106(3) . . ? Cl11 C25 H25A 110(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 P1 O2 C15 -93.4(3) . . . . ? S1 P1 O2 C15 19.9(3) . . . . ? S2 P1 O2 C15 150.2(2) . . . . ? O2 P1 O3 C16 -60.2(3) . . . . ? S1 P1 O3 C16 -179.3(2) . . . . ? S2 P1 O3 C16 51.7(3) . . . . ? C17 O4 C1 C6 -118.2(4) . . . . ? C17 O4 C1 C2 65.8(5) . . . . ? O4 C1 C2 C3 178.1(3) . . . . ? C6 C1 C2 C3 2.2(6) . . . . ? O4 C1 C2 Cl1 -0.2(5) . . . . ? C6 C1 C2 Cl1 -176.2(3) . . . . ? C1 C2 C3 C4 -0.8(6) . . . . ? Cl1 C2 C3 C4 177.6(3) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C2 C3 C4 Cl2 -179.0(3) . . . . ? C3 C4 C5 C6 0.2(6) . . . . ? Cl2 C4 C5 C6 178.8(3) . . . . ? O4 C1 C6 C5 -178.4(3) . . . . ? C2 C1 C6 C5 -2.4(6) . . . . ? O4 C1 C6 C7 4.0(5) . . . . ? C2 C1 C6 C7 -180.0(3) . . . . ? C4 C5 C6 C1 1.2(6) . . . . ? C4 C5 C6 C7 178.7(3) . . . . ? C1 C6 C7 C8 -79.3(4) . . . . ? C5 C6 C7 C8 103.2(4) . . . . ? C6 C7 C8 C9 -47.0(5) . . . . ? C6 C7 C8 C13 134.6(4) . . . . ? C13 C8 C9 C10 0.4(6) . . . . ? C7 C8 C9 C10 -178.0(3) . . . . ? C8 C9 C10 C11 0.3(6) . . . . ? C8 C9 C10 Cl3 -179.6(3) . . . . ? C9 C10 C11 C12 -0.5(6) . . . . ? Cl3 C10 C11 C12 179.4(3) . . . . ? C10 C11 C12 C13 0.1(6) . . . . ? C10 C11 C12 Cl4 177.9(3) . . . . ? C14 O1 C13 C8 78.7(4) . . . . ? C14 O1 C13 C12 -104.5(4) . . . . ? C9 C8 C13 O1 176.0(3) . . . . ? C7 C8 C13 O1 -5.7(5) . . . . ? C9 C8 C13 C12 -0.8(6) . . . . ? C7 C8 C13 C12 177.6(3) . . . . ? C11 C12 C13 O1 -176.4(3) . . . . ? Cl4 C12 C13 O1 5.8(5) . . . . ? C11 C12 C13 C8 0.6(6) . . . . ? Cl4 C12 C13 C8 -177.3(3) . . . . ? C13 O1 C14 C15 168.6(3) . . . . ? P1 O2 C15 C14 66.8(4) . . . . ? O1 C14 C15 O2 52.2(4) . . . . ? P1 O3 C16 C17 -170.7(2) . . . . ? C1 O4 C17 C16 128.8(4) . . . . ? O3 C16 C17 O4 -75.8(4) . . . . ? C22 N1 C18 C19 -61.1(6) . . . . ? C20 N1 C18 C19 168.9(4) . . . . ? C22 N1 C20 C21 64.2(5) . . . . ? C18 N1 C20 C21 -165.6(4) . . . . ? C18 N1 C22 C23 -63.6(5) . . . . ? C20 N1 C22 C23 64.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.202 _refine_diff_density_min -0.187 _refine_diff_density_rms 0.041