# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1304 data_ls1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H36 N7 P2 Sb' _chemical_formula_weight 510.21 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' 'Sb' 'Sb' -0.5866 1.5461 '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 9.379(2) _cell_length_b 9.621(2) _cell_length_c 26.609(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.34(2) _cell_angle_gamma 90.00 _cell_volume 2401.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 178 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 20.59 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.297 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.829023 _exptl_absorpt_correction_T_max 0.942272 _exptl_special_details ; Data was collected using a Siemens SMART CCD (charge coupled device) based diffractometer equipped with an LT-2 low-temperature apparatus operating at 213 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 30 seconds, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.85 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS supplied by George Sheldrick. The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-97, incorporated in SHELXTL-PC V 5.03. Carbon-bound H atoms were placed in idealized positions [C -H = 0.96\%A U(H)=0.08\%A^3^ (fixed)]. ; _diffrn_ambient_temperature 213(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 ? _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 9704 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 0.77 _diffrn_reflns_theta_max 24.78 _reflns_number_total 4068 _reflns_number_gt 3580 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (SIEMENS, V4.033, 1994)' _computing_cell_refinement 'SMART (SIEMENS, V4.033, 1994)' _computing_data_reduction 'SAINT (SIEMENS, V4.035, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (SIEMENS, 1994, ver 5.04)' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _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 w=1/[\s^2^(Fo^2^)+(0.0171P)^2^+8.2598P] 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 4068 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0413 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0826 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.29564(4) 0.86297(3) 0.372106(12) 0.02781(10) Uani 1 d . . . P1 P 0.40780(13) 0.59787(13) 0.32438(5) 0.0287(3) Uani 1 d . . . P2 P 0.40709(13) 0.60348(13) 0.42433(5) 0.0290(3) Uani 1 d . . . N1 N 0.4879(4) 0.6950(4) 0.37384(14) 0.0257(8) Uani 1 d . . . N2 N 0.3427(4) 0.5068(4) 0.37477(15) 0.0305(9) Uani 1 d . . . N3 N 0.2935(4) 0.7281(4) 0.31156(14) 0.0304(9) Uani 1 d . . . N4 N 0.2917(4) 0.7337(4) 0.43463(14) 0.0305(9) Uani 1 d . . . N5 N 0.0613(4) 0.8710(4) 0.36973(18) 0.0397(10) Uani 1 d . . . N6 N 0.0065(4) 0.9821(5) 0.37515(15) 0.0336(9) Uani 1 d . . . N7 N -0.0545(5) 1.0841(5) 0.38059(19) 0.0514(12) Uani 1 d . . . C1 C 0.6415(5) 0.7336(5) 0.3739(2) 0.0350(11) Uani 1 d . . . C2 C 0.7349(6) 0.6053(7) 0.3774(3) 0.0554(16) Uani 1 d . . . H2A H 0.7149 0.5446 0.3491 0.083 Uiso 1 calc R . . H2B H 0.7153 0.5565 0.4085 0.083 Uiso 1 calc R . . H2C H 0.8344 0.6327 0.3768 0.083 Uiso 1 calc R . . C3 C 0.6723(6) 0.8109(7) 0.3255(2) 0.0546(16) Uani 1 d . . . H3A H 0.6458 0.7532 0.2970 0.082 Uiso 1 calc R . . H3B H 0.7732 0.8324 0.3239 0.082 Uiso 1 calc R . . H3C H 0.6176 0.8964 0.3246 0.082 Uiso 1 calc R . . C4 C 0.6689(6) 0.8278(7) 0.4195(2) 0.0521(16) Uani 1 d . . . H4A H 0.6454 0.7779 0.4500 0.078 Uiso 1 calc R . . H4B H 0.6099 0.9103 0.4169 0.078 Uiso 1 calc R . . H4C H 0.7686 0.8545 0.4204 0.078 Uiso 1 calc R . . C5 C 0.2406(5) 0.3893(5) 0.3758(2) 0.0365(12) Uani 1 d . . . C6 C 0.2652(7) 0.2999(6) 0.3291(2) 0.0555(16) Uani 1 d . . . H6A H 0.2390 0.3522 0.2993 0.083 Uiso 1 calc R . . H6B H 0.2072 0.2166 0.3311 0.083 Uiso 1 calc R . . H6C H 0.3650 0.2741 0.3273 0.083 Uiso 1 calc R . . C7 C 0.0884(6) 0.4442(6) 0.3751(2) 0.0446(13) Uani 1 d . . . H7A H 0.0687 0.4873 0.3428 0.067 Uiso 1 calc R . . H7B H 0.0770 0.5125 0.4016 0.067 Uiso 1 calc R . . H7C H 0.0225 0.3680 0.3804 0.067 Uiso 1 calc R . . C8 C 0.2659(7) 0.3047(6) 0.4230(2) 0.0575(17) Uani 1 d . . . H8A H 0.2016 0.2258 0.4233 0.086 Uiso 1 calc R . . H8B H 0.2486 0.3622 0.4522 0.086 Uiso 1 calc R . . H8C H 0.3637 0.2719 0.4236 0.086 Uiso 1 calc R . . C9 C 0.2274(6) 0.7572(6) 0.26130(18) 0.0383(12) Uani 1 d . . . C10 C 0.0842(7) 0.6841(9) 0.2571(2) 0.072(2) Uani 1 d . . . H10A H 0.0976 0.5848 0.2611 0.109 Uiso 1 calc R . . H10B H 0.0422 0.7029 0.2244 0.109 Uiso 1 calc R . . H10C H 0.0212 0.7181 0.2832 0.109 Uiso 1 calc R . . C11 C 0.3263(8) 0.7096(8) 0.2201(2) 0.066(2) Uani 1 d . . . H11A H 0.3412 0.6101 0.2229 0.099 Uiso 1 calc R . . H11B H 0.4170 0.7572 0.2234 0.099 Uiso 1 calc R . . H11C H 0.2841 0.7308 0.1876 0.099 Uiso 1 calc R . . C12 C 0.2075(8) 0.9132(7) 0.2551(2) 0.0637(19) Uani 1 d . . . H12A H 0.1514 0.9489 0.2827 0.096 Uiso 1 calc R . . H12B H 0.1585 0.9318 0.2236 0.096 Uiso 1 calc R . . H12C H 0.3000 0.9583 0.2549 0.096 Uiso 1 calc R . . C13 C 0.2276(6) 0.7690(6) 0.48409(18) 0.0376(12) Uani 1 d . . . C14 C 0.0876(9) 0.6948(10) 0.4899(3) 0.104(4) Uani 1 d . . . H14A H 0.0266 0.7156 0.4613 0.156 Uiso 1 calc R . . H14B H 0.0417 0.7255 0.5205 0.156 Uiso 1 calc R . . H14C H 0.1041 0.5954 0.4916 0.156 Uiso 1 calc R . . C15 C 0.3313(9) 0.7336(10) 0.5263(2) 0.093(3) Uani 1 d . . . H15A H 0.4202 0.7830 0.5212 0.139 Uiso 1 calc R . . H15B H 0.3493 0.6343 0.5264 0.139 Uiso 1 calc R . . H15C H 0.2906 0.7608 0.5582 0.139 Uiso 1 calc R . . C16 C 0.2013(9) 0.9247(7) 0.4873(2) 0.0661(19) Uani 1 d . . . H16A H 0.1263 0.9505 0.4639 0.099 Uiso 1 calc R . . H16B H 0.2881 0.9741 0.4790 0.099 Uiso 1 calc R . . H16C H 0.1727 0.9487 0.5212 0.099 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.02795(17) 0.02615(16) 0.02935(16) 0.00070(14) 0.00085(13) 0.00034(14) P1 0.0265(7) 0.0300(7) 0.0297(6) -0.0033(5) 0.0025(5) -0.0007(5) P2 0.0275(7) 0.0306(7) 0.0290(6) 0.0035(5) 0.0002(5) 0.0015(5) N1 0.024(2) 0.0278(19) 0.0250(19) 0.0020(17) 0.0010(17) -0.0013(16) N2 0.030(2) 0.025(2) 0.036(2) 0.0001(18) 0.0012(19) -0.0051(16) N3 0.030(2) 0.037(2) 0.0238(19) -0.0015(17) -0.0010(17) 0.0011(19) N4 0.032(2) 0.035(2) 0.0239(19) 0.0021(17) 0.0043(17) 0.0033(19) N5 0.031(2) 0.038(2) 0.050(3) -0.006(2) -0.003(2) 0.003(2) N6 0.028(2) 0.042(3) 0.030(2) 0.002(2) -0.0002(19) -0.002(2) N7 0.046(3) 0.043(3) 0.066(3) 0.000(2) 0.002(3) 0.007(2) C1 0.022(2) 0.044(3) 0.038(3) -0.004(2) 0.001(2) -0.005(2) C2 0.029(3) 0.067(4) 0.070(4) -0.001(3) 0.003(3) 0.012(3) C3 0.032(3) 0.078(4) 0.053(4) 0.013(3) 0.005(3) -0.019(3) C4 0.031(3) 0.070(4) 0.055(4) -0.017(3) 0.000(3) -0.016(3) C5 0.034(3) 0.026(3) 0.049(3) 0.003(2) 0.004(2) -0.002(2) C6 0.054(4) 0.039(3) 0.073(4) -0.018(3) 0.011(3) -0.012(3) C7 0.038(3) 0.041(3) 0.056(3) 0.003(3) 0.003(3) 0.000(2) C8 0.057(4) 0.044(3) 0.071(4) 0.022(3) -0.009(3) -0.013(3) C9 0.039(3) 0.050(3) 0.026(3) 0.003(2) -0.006(2) -0.003(3) C10 0.053(4) 0.116(6) 0.048(4) 0.019(4) -0.024(3) -0.023(4) C11 0.075(5) 0.095(5) 0.028(3) 0.000(3) 0.001(3) 0.015(4) C12 0.090(5) 0.062(4) 0.039(3) 0.019(3) -0.008(3) 0.020(4) C13 0.041(3) 0.046(3) 0.026(3) -0.002(2) 0.007(2) 0.002(3) C14 0.104(7) 0.135(8) 0.074(5) -0.050(5) 0.060(5) -0.070(6) C15 0.115(7) 0.134(8) 0.029(3) -0.002(4) -0.003(4) 0.058(6) C16 0.099(6) 0.059(4) 0.040(3) -0.015(3) 0.010(4) 0.021(4) _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 Sb1 N3 2.069(4) . ? Sb1 N4 2.078(4) . ? Sb1 N5 2.199(4) . ? Sb1 N1 2.421(4) . ? P1 N3 1.683(4) . ? P1 N2 1.717(4) . ? P1 N1 1.777(4) . ? P1 P2 2.6602(18) . ? P2 N4 1.679(4) . ? P2 N2 1.721(4) . ? P2 N1 1.780(4) . ? N1 C1 1.488(6) . ? N2 C5 1.482(6) . ? N3 C9 1.497(6) . ? N4 C13 1.489(6) . ? N5 N6 1.196(6) . ? N6 N7 1.145(6) . ? C1 C3 1.516(7) . ? C1 C2 1.517(7) . ? C1 C4 1.535(7) . ? C5 C8 1.513(7) . ? C5 C7 1.522(7) . ? C5 C6 1.529(7) . ? C9 C11 1.511(8) . ? C9 C10 1.520(8) . ? C9 C12 1.522(8) . ? C13 C14 1.504(8) . ? C13 C15 1.519(8) . ? C13 C16 1.521(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Sb1 N4 104.36(14) . . ? N3 Sb1 N5 89.67(16) . . ? N4 Sb1 N5 91.24(17) . . ? N3 Sb1 N1 66.43(14) . . ? N4 Sb1 N1 66.54(14) . . ? N5 Sb1 N1 140.14(14) . . ? N3 P1 N2 108.01(19) . . ? N3 P1 N1 91.40(18) . . ? N2 P1 N1 80.84(18) . . ? N3 P1 P2 100.50(14) . . ? N2 P1 P2 39.35(13) . . ? N1 P1 P2 41.62(12) . . ? N4 P2 N2 107.8(2) . . ? N4 P2 N1 91.81(18) . . ? N2 P2 N1 80.68(18) . . ? N4 P2 P1 100.59(14) . . ? N2 P2 P1 39.26(13) . . ? N1 P2 P1 41.55(12) . . ? C1 N1 P1 122.5(3) . . ? C1 N1 P2 122.7(3) . . ? P1 N1 P2 96.83(18) . . ? C1 N1 Sb1 123.6(3) . . ? P1 N1 Sb1 91.47(15) . . ? P2 N1 Sb1 91.40(15) . . ? C5 N2 P1 129.5(3) . . ? C5 N2 P2 128.5(3) . . ? P1 N2 P2 101.4(2) . . ? C9 N3 P1 125.4(3) . . ? C9 N3 Sb1 125.5(3) . . ? P1 N3 Sb1 107.81(19) . . ? C13 N4 P2 125.3(3) . . ? C13 N4 Sb1 125.5(3) . . ? P2 N4 Sb1 107.55(19) . . ? N6 N5 Sb1 117.3(3) . . ? N7 N6 N5 175.4(5) . . ? N1 C1 C3 108.1(4) . . ? N1 C1 C2 110.8(4) . . ? C3 C1 C2 109.7(5) . . ? N1 C1 C4 107.8(4) . . ? C3 C1 C4 110.6(5) . . ? C2 C1 C4 109.7(5) . . ? N2 C5 C8 109.1(4) . . ? N2 C5 C7 109.9(4) . . ? C8 C5 C7 109.8(5) . . ? N2 C5 C6 108.3(4) . . ? C8 C5 C6 110.3(5) . . ? C7 C5 C6 109.3(5) . . ? N3 C9 C11 109.8(4) . . ? N3 C9 C10 109.9(4) . . ? C11 C9 C10 110.7(5) . . ? N3 C9 C12 109.4(4) . . ? C11 C9 C12 107.2(5) . . ? C10 C9 C12 109.9(6) . . ? N4 C13 C14 109.9(5) . . ? N4 C13 C15 110.0(5) . . ? C14 C13 C15 111.9(6) . . ? N4 C13 C16 109.9(4) . . ? C14 C13 C16 108.6(6) . . ? C15 C13 C16 106.4(6) . . ? 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 N3 P1 P2 N4 0.5(2) . . . . ? N2 P1 P2 N4 -105.2(3) . . . . ? N1 P1 P2 N4 80.6(2) . . . . ? N3 P1 P2 N2 105.7(3) . . . . ? N1 P1 P2 N2 -174.2(3) . . . . ? N3 P1 P2 N1 -80.2(2) . . . . ? N2 P1 P2 N1 174.2(3) . . . . ? N3 P1 N1 C1 -119.6(4) . . . . ? N2 P1 N1 C1 132.4(4) . . . . ? P2 P1 N1 C1 136.1(4) . . . . ? N3 P1 N1 P2 104.29(19) . . . . ? N2 P1 N1 P2 -3.74(18) . . . . ? N3 P1 N1 Sb1 12.70(17) . . . . ? N2 P1 N1 Sb1 -95.32(16) . . . . ? P2 P1 N1 Sb1 -91.58(16) . . . . ? N4 P2 N1 C1 120.0(4) . . . . ? N2 P2 N1 C1 -132.2(4) . . . . ? P1 P2 N1 C1 -136.0(4) . . . . ? N4 P2 N1 P1 -104.0(2) . . . . ? N2 P2 N1 P1 3.73(18) . . . . ? N4 P2 N1 Sb1 -12.34(17) . . . . ? N2 P2 N1 Sb1 95.37(16) . . . . ? P1 P2 N1 Sb1 91.64(16) . . . . ? N3 Sb1 N1 C1 120.2(4) . . . . ? N4 Sb1 N1 C1 -120.8(4) . . . . ? N5 Sb1 N1 C1 178.1(3) . . . . ? N3 Sb1 N1 P1 -11.25(15) . . . . ? N4 Sb1 N1 P1 107.71(19) . . . . ? N5 Sb1 N1 P1 46.6(3) . . . . ? N3 Sb1 N1 P2 -108.13(19) . . . . ? N4 Sb1 N1 P2 10.84(15) . . . . ? N5 Sb1 N1 P2 -50.3(3) . . . . ? N3 P1 N2 C5 87.2(4) . . . . ? N1 P1 N2 C5 175.7(4) . . . . ? P2 P1 N2 C5 171.8(5) . . . . ? N3 P1 N2 P2 -84.6(2) . . . . ? N1 P1 N2 P2 3.91(19) . . . . ? N4 P2 N2 C5 -86.9(4) . . . . ? N1 P2 N2 C5 -175.8(4) . . . . ? P1 P2 N2 C5 -171.9(5) . . . . ? N4 P2 N2 P1 85.0(2) . . . . ? N1 P2 N2 P1 -3.91(19) . . . . ? N2 P1 N3 C9 -127.0(4) . . . . ? N1 P1 N3 C9 152.1(4) . . . . ? P2 P1 N3 C9 -167.0(4) . . . . ? N2 P1 N3 Sb1 65.1(2) . . . . ? N1 P1 N3 Sb1 -15.7(2) . . . . ? P2 P1 N3 Sb1 25.21(19) . . . . ? N4 Sb1 N3 C9 148.7(4) . . . . ? N5 Sb1 N3 C9 57.5(4) . . . . ? N1 Sb1 N3 C9 -155.3(4) . . . . ? N4 Sb1 N3 P1 -43.4(2) . . . . ? N5 Sb1 N3 P1 -134.6(2) . . . . ? N1 Sb1 N3 P1 12.49(17) . . . . ? N2 P2 N4 C13 128.4(4) . . . . ? N1 P2 N4 C13 -150.8(4) . . . . ? P1 P2 N4 C13 168.3(4) . . . . ? N2 P2 N4 Sb1 -65.7(2) . . . . ? N1 P2 N4 Sb1 15.1(2) . . . . ? P1 P2 N4 Sb1 -25.77(19) . . . . ? N3 Sb1 N4 C13 -150.3(4) . . . . ? N5 Sb1 N4 C13 -60.3(4) . . . . ? N1 Sb1 N4 C13 153.9(4) . . . . ? N3 Sb1 N4 P2 43.8(2) . . . . ? N5 Sb1 N4 P2 133.8(2) . . . . ? N1 Sb1 N4 P2 -12.07(17) . . . . ? N3 Sb1 N5 N6 -137.5(4) . . . . ? N4 Sb1 N5 N6 118.2(4) . . . . ? N1 Sb1 N5 N6 171.6(3) . . . . ? Sb1 N5 N6 N7 -170(7) . . . . ? P1 N1 C1 C3 55.3(5) . . . . ? P2 N1 C1 C3 -179.6(4) . . . . ? Sb1 N1 C1 C3 -62.1(5) . . . . ? P1 N1 C1 C2 -65.1(5) . . . . ? P2 N1 C1 C2 60.1(5) . . . . ? Sb1 N1 C1 C2 177.5(3) . . . . ? P1 N1 C1 C4 174.8(4) . . . . ? P2 N1 C1 C4 -60.1(5) . . . . ? Sb1 N1 C1 C4 57.4(5) . . . . ? P1 N2 C5 C8 154.7(4) . . . . ? P2 N2 C5 C8 -35.6(6) . . . . ? P1 N2 C5 C7 -84.8(5) . . . . ? P2 N2 C5 C7 84.9(5) . . . . ? P1 N2 C5 C6 34.6(6) . . . . ? P2 N2 C5 C6 -155.7(4) . . . . ? P1 N3 C9 C11 -29.3(7) . . . . ? Sb1 N3 C9 C11 136.4(4) . . . . ? P1 N3 C9 C10 92.7(6) . . . . ? Sb1 N3 C9 C10 -101.6(5) . . . . ? P1 N3 C9 C12 -146.6(4) . . . . ? Sb1 N3 C9 C12 19.1(6) . . . . ? P2 N4 C13 C14 -92.3(6) . . . . ? Sb1 N4 C13 C14 104.2(6) . . . . ? P2 N4 C13 C15 31.4(7) . . . . ? Sb1 N4 C13 C15 -132.1(5) . . . . ? P2 N4 C13 C16 148.2(5) . . . . ? Sb1 N4 C13 C16 -15.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 24.78 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.511 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.073 data_1c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H41 N4 O P2 Sb' _chemical_formula_weight 561.28 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' 'Sb' 'Sb' -0.5866 1.5461 '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 9.548(2) _cell_length_b 29.466(6) _cell_length_c 19.817(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.07(2) _cell_angle_gamma 90.00 _cell_volume 5575(2) _cell_formula_units_Z 8 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 113 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 18.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 1.123 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min .188443 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; Data was collected using a Siemens SMART CCD (charge coupled device) based diffractometer equipped with an LT-2 low-temperature apparatus operating at 213 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 10 seconds, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.75 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS supplied by George Sheldrick. The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-93, incorporated in SHELXTL-PC V 5.03. Carbon-bound H atoms were placed in idealized positions [C -H = 0.96\%A U(H)=0.08\%A^3^ (fixed)]. ; _diffrn_ambient_temperature 213(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 ? _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 10962 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 2 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7538 _reflns_number_gt 6130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (SIEMENS, V4.033, 1994)' _computing_cell_refinement 'SMART (SIEMENS, V4.033, 1994)' _computing_data_reduction 'SAINT (SIEMENS, V4.035, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (SIEMENS, 1994, ver 5.04)' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _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^)+(0.0000P)^2^+29.4947P] 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 7538 _refine_ls_number_parameters 550 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0932 _refine_ls_R_factor_gt 0.0644 _refine_ls_wR_factor_ref 0.1365 _refine_ls_wR_factor_gt 0.1171 _refine_ls_goodness_of_fit_ref 1.235 _refine_ls_restrained_S_all 1.235 _refine_ls_shift/su_max 0.008 _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 Sb1A Sb 1.60358(8) -0.22742(2) 0.56428(4) 0.0323(3) Uani 0.929(4) 1 d P . . Sb2A Sb 1.6080(10) -0.1641(3) 0.5058(5) 0.0323(3) Uani 0.07 1 d P A 2 P1A P 1.3388(3) -0.17156(9) 0.59011(15) 0.0302(7) Uani 1 1 d . . . P2A P 1.5674(3) -0.14404(10) 0.65498(16) 0.0346(8) Uani 1 1 d . A . N1A N 1.4560(8) -0.1911(3) 0.6522(4) 0.031(2) Uani 1 1 d . A . N2A N 1.4435(9) -0.1250(3) 0.5977(5) 0.036(2) Uani 1 1 d . A . N3A N 1.4119(8) -0.2046(3) 0.5291(4) 0.032(2) Uani 1 1 d . A . N4A N 1.6903(8) -0.1695(3) 0.6095(5) 0.035(2) Uani 1 1 d . A . O1A O 1.6934(8) -0.2109(3) 0.4754(4) 0.051(2) Uani 1 1 d . A . C1A C 1.7730(11) -0.2363(4) 0.4341(7) 0.043(3) Uani 1 1 d . . . C2A C 1.7961(13) -0.2824(4) 0.4439(8) 0.064(4) Uani 1 1 d . A . H2AA H 1.7540 -0.2976 0.4803 0.077 Uiso 1 1 calc R . . C3A C 1.8824(15) -0.3059(5) 0.3991(9) 0.076(5) Uani 1 1 d . . . H3AA H 1.8994 -0.3369 0.4071 0.091 Uiso 1 1 calc R A . C4A C 1.9413(14) -0.2866(6) 0.3460(8) 0.074(5) Uani 1 1 d . A . H4AA H 1.9956 -0.3040 0.3160 0.089 Uiso 1 1 calc R . . C5A C 1.9220(15) -0.2406(6) 0.3352(8) 0.082(5) Uani 1 1 d . . . H5AA H 1.9669 -0.2262 0.2989 0.099 Uiso 1 1 calc R A . C6A C 1.8360(13) -0.2160(4) 0.3782(7) 0.059(4) Uani 1 1 d . A . H6AA H 1.8200 -0.1851 0.3696 0.071 Uiso 1 1 calc R . . C7A C 1.4062(13) -0.2153(4) 0.7136(6) 0.049(3) Uani 1 1 d . . . C8A C 1.5357(13) -0.2307(5) 0.7543(7) 0.063(4) Uani 1 1 d . A . H8AA H 1.5910 -0.2515 0.7273 0.094 Uiso 1 1 calc R . . H8AB H 1.5054 -0.2458 0.7952 0.094 Uiso 1 1 calc R . . H8AC H 1.5919 -0.2044 0.7659 0.094 Uiso 1 1 calc R . . C9A C 1.3178(14) -0.2556(5) 0.6925(8) 0.076(5) Uani 1 1 d . A . H9AA H 1.3736 -0.2760 0.6651 0.114 Uiso 1 1 calc R . . H9AB H 1.2380 -0.2450 0.6665 0.114 Uiso 1 1 calc R . . H9AC H 1.2851 -0.2714 0.7324 0.114 Uiso 1 1 calc R . . C10A C 1.3181(13) -0.1826(5) 0.7575(7) 0.074(5) Uani 1 1 d . A . H10A H 1.2357 -0.1731 0.7326 0.111 Uiso 1 1 calc R . . H10B H 1.3739 -0.1562 0.7691 0.111 Uiso 1 1 calc R . . H10C H 1.2896 -0.1980 0.7985 0.111 Uiso 1 1 calc R . . C11A C 1.4423(13) -0.0822(4) 0.5605(8) 0.057(4) Uani 1 1 d . . . C12A C 1.2971(15) -0.0697(5) 0.5427(9) 0.091(6) Uani 1 1 d . A . H12A H 1.2545 -0.0940 0.5170 0.136 Uiso 1 1 calc R . . H12B H 1.2979 -0.0422 0.5158 0.136 Uiso 1 1 calc R . . H12C H 1.2437 -0.0645 0.5836 0.136 Uiso 1 1 calc R . . C13A C 1.5177(19) -0.0459(4) 0.5996(9) 0.098(6) Uani 1 1 d . A . H13A H 1.4697 -0.0406 0.6420 0.147 Uiso 1 1 calc R . . H13B H 1.5187 -0.0180 0.5735 0.147 Uiso 1 1 calc R . . H13C H 1.6131 -0.0555 0.6084 0.147 Uiso 1 1 calc R . . C14A C 1.5239(18) -0.0892(5) 0.4931(9) 0.093(6) Uani 1 1 d . A . H14A H 1.4780 -0.1125 0.4665 0.139 Uiso 1 1 calc R . . H14B H 1.6192 -0.0985 0.5029 0.139 Uiso 1 1 calc R . . H14F H 1.5251 -0.0610 0.4679 0.139 Uiso 1 1 calc R . . C15A C 1.3330(11) -0.2237(4) 0.4712(6) 0.041(3) Uani 1 1 d . . . C16A C 1.3595(18) -0.1955(5) 0.4089(7) 0.084(5) Uani 1 1 d . A . H16A H 1.3276 -0.1647 0.4166 0.127 Uiso 1 1 calc R . . H16B H 1.3090 -0.2084 0.3710 0.127 Uiso 1 1 calc R . . H16C H 1.4590 -0.1953 0.3991 0.127 Uiso 1 1 calc R . . C17A C 1.3855(15) -0.2722(4) 0.4572(7) 0.068(4) Uani 1 1 d . A . H17A H 1.3705 -0.2909 0.4968 0.102 Uiso 1 1 calc R . . H17B H 1.4847 -0.2713 0.4467 0.102 Uiso 1 1 calc R . . H17C H 1.3345 -0.2848 0.4193 0.102 Uiso 1 1 calc R . . C18A C 1.1781(13) -0.2248(6) 0.4839(8) 0.093(6) Uani 1 1 d . A . H18A H 1.1448 -0.1943 0.4927 0.139 Uiso 1 1 calc R . . H18B H 1.1588 -0.2439 0.5227 0.139 Uiso 1 1 calc R . . H18C H 1.1307 -0.2369 0.4445 0.139 Uiso 1 1 calc R . . C19A C 1.8445(10) -0.1616(3) 0.6147(6) 0.036(3) Uani 1 1 d . . . C20A C 1.8788(12) -0.1356(4) 0.6790(6) 0.057(4) Uani 1 1 d . A . H20A H 1.8333 -0.1061 0.6777 0.086 Uiso 1 1 calc R . . H20B H 1.9794 -0.1314 0.6824 0.086 Uiso 1 1 calc R . . H20C H 1.8456 -0.1525 0.7178 0.086 Uiso 1 1 calc R . . C21A C 1.9195(11) -0.2074(4) 0.6175(8) 0.064(4) Uani 1 1 d . A . H21A H 1.9002 -0.2243 0.5765 0.097 Uiso 1 1 calc R . . H21B H 1.8863 -0.2245 0.6561 0.097 Uiso 1 1 calc R . . H21C H 2.0196 -0.2025 0.6216 0.097 Uiso 1 1 calc R . . C22A C 1.8951(13) -0.1351(5) 0.5543(7) 0.068(4) Uani 1 1 d . A . H22A H 1.8740 -0.1518 0.5133 0.102 Uiso 1 1 calc R . . H22B H 1.9955 -0.1305 0.5577 0.102 Uiso 1 1 calc R . . H22C H 1.8484 -0.1059 0.5529 0.102 Uiso 1 1 calc R . . Sb1B Sb 1.13472(8) -0.03459(2) 0.13243(4) 0.0347(3) Uani 0.955(4) 1 d P . . Sb2B Sb 1.1481(16) 0.0014(5) 0.2294(9) 0.0347(3) Uani 0.04 1 d P B 2 P1B P 0.8705(3) -0.05431(9) 0.21340(16) 0.0375(8) Uani 1 1 d . . . P2B P 1.0913(3) -0.10485(9) 0.24402(16) 0.0374(8) Uani 1 1 d . B . N1B N 0.9810(9) -0.0951(3) 0.1747(5) 0.036(2) Uani 1 1 d . B . N2B N 0.9745(9) -0.0694(3) 0.2822(5) 0.038(2) Uani 1 1 d . B . N3B N 0.9478(8) -0.0101(3) 0.1759(5) 0.037(2) Uani 1 1 d . B . N4B N 1.2202(8) -0.0720(3) 0.2118(5) 0.035(2) Uani 1 1 d . B . O1B O 1.2405(8) 0.0218(2) 0.1639(4) 0.044(2) Uani 1 1 d . B . C1B C 1.3175(10) 0.0486(4) 0.1221(6) 0.033(3) Uani 1 1 d . . . C2B C 1.3645(12) 0.0365(4) 0.0595(6) 0.048(3) Uani 1 1 d . B . H2BA H 1.3430 0.0076 0.0423 0.057 Uiso 1 1 calc R . . C3B C 1.4438(12) 0.0665(4) 0.0207(6) 0.051(3) Uani 1 1 d . . . H3BA H 1.4718 0.0578 -0.0229 0.062 Uiso 1 1 calc R B . C4B C 1.4814(13) 0.1081(4) 0.0446(8) 0.058(4) Uani 1 1 d . B . H4BA H 1.5367 0.1278 0.0186 0.069 Uiso 1 1 calc R . . C5B C 1.4362(13) 0.1204(4) 0.1081(8) 0.061(4) Uani 1 1 d . . . H5BA H 1.4591 0.1493 0.1248 0.073 Uiso 1 1 calc R B . C6B C 1.3578(12) 0.0911(4) 0.1476(6) 0.049(3) Uani 1 1 d . B . H6BA H 1.3316 0.0997 0.1915 0.058 Uiso 1 1 calc R . . C7B C 0.9246(11) -0.1313(4) 0.1285(7) 0.046(3) Uani 1 1 d . . . C8B C 0.8273(13) -0.1621(4) 0.1681(8) 0.073(5) Uani 1 1 d . B . H8BA H 0.8792 -0.1766 0.2043 0.109 Uiso 1 1 calc R . . H8BB H 0.7891 -0.1851 0.1384 0.109 Uiso 1 1 calc R . . H8BC H 0.7515 -0.1443 0.1871 0.109 Uiso 1 1 calc R . . C9B C 1.0481(13) -0.1577(4) 0.1018(8) 0.074(5) Uani 1 1 d . B . H9BA H 1.0963 -0.1724 0.1391 0.111 Uiso 1 1 calc R . . H9BB H 1.1120 -0.1372 0.0791 0.111 Uiso 1 1 calc R . . H9BC H 1.0156 -0.1805 0.0702 0.111 Uiso 1 1 calc R . . C10B C 0.8444(13) -0.1078(4) 0.0704(7) 0.060(4) Uani 1 1 d . B . H10D H 0.7652 -0.0913 0.0886 0.091 Uiso 1 1 calc R . . H10E H 0.8111 -0.1306 0.0388 0.091 Uiso 1 1 calc R . . H10F H 0.9065 -0.0870 0.0472 0.091 Uiso 1 1 calc R . . C11B C 0.9662(12) -0.0523(5) 0.3516(7) 0.053(4) Uani 1 1 d . . . C12B C 0.8148(13) -0.0521(6) 0.3744(9) 0.094(6) Uani 1 1 d . B . H12D H 0.7776 -0.0827 0.3723 0.141 Uiso 1 1 calc R . . H12E H 0.7606 -0.0325 0.3450 0.141 Uiso 1 1 calc R . . H12F H 0.8094 -0.0410 0.4204 0.141 Uiso 1 1 calc R . . C13B C 1.0497(15) -0.0843(5) 0.3955(7) 0.079(5) Uani 1 1 d . B . H13D H 1.0080 -0.1143 0.3940 0.119 Uiso 1 1 calc R . . H13E H 1.0495 -0.0732 0.4416 0.119 Uiso 1 1 calc R . . H13F H 1.1453 -0.0858 0.3792 0.119 Uiso 1 1 calc R . . C14B C 1.0319(16) -0.0046(5) 0.3552(8) 0.079(5) Uani 1 1 d . B . H14C H 1.1286 -0.0060 0.3405 0.118 Uiso 1 1 calc R . . H14D H 1.0282 0.0064 0.4013 0.118 Uiso 1 1 calc R . . H14E H 0.9800 0.0159 0.3261 0.118 Uiso 1 1 calc R . . C15B C 0.8775(12) 0.0327(4) 0.1532(7) 0.049(3) Uani 1 1 d . . . C16B C 0.9354(18) 0.0709(5) 0.1976(11) 0.119(8) Uani 1 1 d . B . H16D H 0.9101 0.0653 0.2443 0.179 Uiso 1 1 calc R . . H16E H 0.8962 0.0997 0.1832 0.179 Uiso 1 1 calc R . . H16F H 1.0366 0.0719 0.1936 0.179 Uiso 1 1 calc R . . C17B C 0.7270(16) 0.0289(6) 0.1598(12) 0.138(10) Uani 1 1 d . B . H17D H 0.6932 0.0047 0.1309 0.207 Uiso 1 1 calc R . . H17E H 0.6836 0.0573 0.1464 0.207 Uiso 1 1 calc R . . H17F H 0.7034 0.0223 0.2063 0.207 Uiso 1 1 calc R . . C18B C 0.919(2) 0.0428(6) 0.0807(9) 0.124(8) Uani 1 1 d . B . H18D H 0.8835 0.0191 0.0513 0.186 Uiso 1 1 calc R . . H18E H 1.0205 0.0439 0.0773 0.186 Uiso 1 1 calc R . . H18F H 0.8803 0.0718 0.0671 0.186 Uiso 1 1 calc R . . C19B C 1.3717(10) -0.0747(4) 0.2278(6) 0.038(3) Uani 1 1 d . . . C20B C 1.4111(13) -0.0368(4) 0.2764(7) 0.064(4) Uani 1 1 d . B . H20D H 1.3923 -0.0077 0.2555 0.096 Uiso 1 1 calc R . . H20E H 1.5099 -0.0389 0.2874 0.096 Uiso 1 1 calc R . . H20F H 1.3563 -0.0396 0.3174 0.096 Uiso 1 1 calc R . . C21B C 1.4553(12) -0.0711(5) 0.1654(7) 0.061(4) Uani 1 1 d . B . H21D H 1.4363 -0.0423 0.1437 0.091 Uiso 1 1 calc R . . H21E H 1.4304 -0.0957 0.1351 0.091 Uiso 1 1 calc R . . H21F H 1.5541 -0.0731 0.1764 0.091 Uiso 1 1 calc R . . C22B C 1.4042(13) -0.1201(4) 0.2630(7) 0.065(4) Uani 1 1 d . B . H22D H 1.3808 -0.1450 0.2330 0.097 Uiso 1 1 calc R . . H22E H 1.3491 -0.1226 0.3040 0.097 Uiso 1 1 calc R . . H22F H 1.5030 -0.1215 0.2742 0.097 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1A 0.0345(4) 0.0265(4) 0.0359(6) -0.0004(4) 0.0004(4) 0.0040(3) Sb2A 0.0345(4) 0.0265(4) 0.0359(6) -0.0004(4) 0.0004(4) 0.0040(3) P1A 0.0314(14) 0.0290(14) 0.0302(19) 0.0018(14) 0.0035(12) 0.0026(11) P2A 0.0362(16) 0.0351(16) 0.032(2) -0.0061(15) -0.0003(12) -0.0009(12) N1A 0.039(5) 0.029(5) 0.024(6) -0.001(4) -0.001(4) -0.007(4) N2A 0.044(5) 0.024(5) 0.040(6) 0.001(5) -0.005(4) 0.003(4) N3A 0.030(4) 0.026(4) 0.040(6) -0.009(4) -0.001(4) 0.003(4) N4A 0.031(5) 0.045(5) 0.030(6) -0.015(5) 0.004(4) 0.002(4) O1A 0.056(5) 0.044(5) 0.054(6) -0.008(5) 0.018(4) 0.014(4) C1A 0.042(6) 0.047(7) 0.040(8) -0.017(7) -0.008(6) 0.003(5) C2A 0.060(8) 0.043(8) 0.090(13) -0.008(8) 0.023(8) 0.004(6) C3A 0.066(9) 0.064(9) 0.098(14) -0.029(9) 0.015(10) 0.011(8) C4A 0.061(9) 0.120(15) 0.041(11) -0.042(10) 0.010(7) 0.018(9) C5A 0.068(10) 0.116(15) 0.063(12) 0.008(11) 0.017(8) 0.019(10) C6A 0.071(9) 0.053(8) 0.052(11) 0.014(8) -0.002(7) 0.013(6) C7A 0.062(8) 0.050(8) 0.034(8) 0.006(7) -0.002(6) 0.001(6) C8A 0.061(8) 0.079(10) 0.048(9) 0.022(8) 0.000(7) 0.013(7) C9A 0.082(10) 0.067(9) 0.079(12) 0.030(9) 0.007(9) -0.009(8) C10A 0.057(9) 0.126(14) 0.039(10) 0.004(9) 0.011(7) 0.014(8) C11A 0.058(8) 0.030(6) 0.081(11) -0.003(8) -0.015(8) -0.002(5) C12A 0.077(10) 0.064(10) 0.130(17) 0.057(11) -0.032(10) -0.001(8) C13A 0.160(16) 0.030(8) 0.104(15) 0.013(9) -0.053(12) -0.018(9) C14A 0.117(14) 0.076(11) 0.085(14) 0.040(11) 0.032(11) 0.002(10) C15A 0.043(7) 0.048(7) 0.032(8) 0.000(7) -0.007(5) -0.002(5) C16A 0.117(13) 0.076(10) 0.061(11) -0.008(9) -0.020(10) -0.002(10) C17A 0.083(10) 0.065(8) 0.056(10) -0.019(8) -0.016(8) 0.007(8) C18A 0.047(8) 0.126(14) 0.104(14) -0.079(12) -0.028(8) 0.000(8) C19A 0.029(5) 0.038(6) 0.040(8) 0.004(6) 0.001(5) -0.007(4) C20A 0.040(7) 0.066(8) 0.066(10) -0.014(7) -0.010(7) -0.016(6) C21A 0.037(7) 0.061(8) 0.094(12) 0.005(8) -0.013(7) 0.014(6) C22A 0.050(8) 0.076(9) 0.077(11) 0.011(8) 0.004(8) -0.024(7) Sb1B 0.0385(4) 0.0335(4) 0.0320(5) 0.0021(4) -0.0023(4) -0.0018(3) Sb2B 0.0385(4) 0.0335(4) 0.0320(5) 0.0021(4) -0.0023(4) -0.0018(3) P1B 0.0335(15) 0.0339(15) 0.045(2) 0.0034(15) -0.0057(14) -0.0024(12) P2B 0.0389(16) 0.0314(15) 0.042(2) 0.0079(15) -0.0053(14) -0.0030(12) N1B 0.040(5) 0.029(5) 0.038(6) 0.002(5) -0.007(4) 0.002(4) N2B 0.034(5) 0.039(5) 0.040(7) 0.011(5) -0.003(4) -0.001(4) N3B 0.038(5) 0.030(5) 0.043(7) 0.008(5) 0.010(4) 0.001(4) N4B 0.035(5) 0.032(5) 0.039(7) 0.006(5) 0.003(4) 0.003(4) O1B 0.055(5) 0.040(5) 0.038(6) -0.004(4) 0.012(4) -0.015(4) C1B 0.037(6) 0.037(6) 0.026(8) 0.005(6) 0.009(5) -0.002(4) C2B 0.055(7) 0.047(7) 0.040(9) 0.004(7) 0.003(7) -0.013(6) C3B 0.065(8) 0.064(9) 0.026(8) 0.000(7) 0.010(6) 0.002(6) C4B 0.059(8) 0.047(8) 0.067(11) 0.013(8) 0.004(7) -0.011(6) C5B 0.069(9) 0.039(7) 0.074(12) -0.002(8) -0.002(8) -0.005(6) C6B 0.057(8) 0.046(7) 0.043(9) -0.001(7) 0.011(6) -0.005(6) C7B 0.051(7) 0.030(6) 0.058(9) -0.009(7) -0.013(6) -0.010(5) C8B 0.067(9) 0.047(8) 0.104(13) 0.006(9) -0.019(8) -0.030(7) C9B 0.053(8) 0.055(9) 0.115(14) -0.022(9) -0.024(8) 0.014(6) C10B 0.068(8) 0.051(8) 0.063(10) -0.013(8) -0.027(7) 0.003(6) C11B 0.051(7) 0.077(10) 0.031(9) 0.016(8) 0.000(6) 0.004(6) C12B 0.058(9) 0.149(16) 0.076(13) -0.006(12) 0.026(9) 0.018(9) C13B 0.094(12) 0.109(13) 0.035(10) 0.019(9) -0.001(8) 0.001(9) C14B 0.099(12) 0.073(10) 0.064(12) -0.010(9) -0.010(9) -0.021(9) C15B 0.043(7) 0.038(6) 0.067(10) 0.005(7) -0.016(6) 0.013(5) C16B 0.118(15) 0.048(9) 0.19(2) -0.033(12) -0.043(15) 0.015(9) C17B 0.077(12) 0.078(12) 0.26(3) 0.079(16) 0.005(14) 0.028(10) C18B 0.18(2) 0.128(17) 0.061(14) 0.038(13) 0.015(13) 0.073(15) C19B 0.023(5) 0.045(6) 0.045(8) 0.000(6) 0.000(5) -0.001(5) C20B 0.062(8) 0.068(9) 0.063(10) -0.016(8) -0.020(7) -0.015(7) C21B 0.041(7) 0.074(10) 0.068(11) 0.002(8) 0.005(7) -0.001(6) C22B 0.050(8) 0.058(8) 0.085(11) 0.024(8) -0.008(7) 0.005(6) _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 Sb1A O1A 2.020(8) . ? Sb1A N3A 2.070(8) . ? Sb1A N4A 2.097(8) . ? Sb1A Sb2A 2.197(10) . ? Sb1A N1A 2.485(9) . ? Sb2A O1A 1.713(11) . ? Sb2A N4A 2.204(14) . ? Sb2A N3A 2.269(12) . ? P1A N3A 1.703(9) . ? P1A N2A 1.705(9) . ? P1A N1A 1.760(8) . ? P1A P2A 2.658(4) . ? P2A N4A 1.660(8) . ? P2A N2A 1.732(9) . ? P2A N1A 1.748(8) . ? N1A C7A 1.487(14) . ? N2A C11A 1.460(15) . ? N3A C15A 1.481(13) . ? N4A C19A 1.494(12) . ? O1A C1A 1.344(13) . ? C1A C2A 1.388(16) . ? C1A C6A 1.397(17) . ? C2A C3A 1.396(18) . ? C3A C4A 1.322(19) . ? C4A C5A 1.38(2) . ? C5A C6A 1.389(18) . ? C7A C9A 1.514(17) . ? C7A C8A 1.543(15) . ? C7A C10A 1.548(17) . ? C11A C12A 1.477(16) . ? C11A C13A 1.505(17) . ? C11A C14A 1.56(2) . ? C15A C18A 1.500(17) . ? C15A C16A 1.510(17) . ? C15A C17A 1.540(16) . ? C19A C22A 1.510(16) . ? C19A C20A 1.523(15) . ? C19A C21A 1.528(14) . ? Sb1B O1B 2.041(7) . ? Sb1B N4B 2.087(9) . ? Sb1B N3B 2.110(8) . ? Sb1B Sb2B 2.199(17) . ? Sb1B N1B 2.457(9) . ? Sb2B O1B 1.681(18) . ? Sb2B N3B 2.211(17) . ? Sb2B N4B 2.297(18) . ? P1B N3B 1.672(9) . ? P1B N2B 1.742(9) . ? P1B N1B 1.774(9) . ? P1B P2B 2.651(4) . ? P2B N4B 1.691(9) . ? P2B N2B 1.706(9) . ? P2B N1B 1.755(9) . ? N1B C7B 1.505(13) . ? N2B C11B 1.467(15) . ? N3B C15B 1.497(13) . ? N4B C19B 1.483(12) . ? O1B C1B 1.362(12) . ? C1B C2B 1.366(15) . ? C1B C6B 1.406(15) . ? C2B C3B 1.394(15) . ? C3B C4B 1.362(16) . ? C4B C5B 1.378(18) . ? C5B C6B 1.386(16) . ? C7B C9B 1.509(16) . ? C7B C8B 1.518(16) . ? C7B C10B 1.546(15) . ? C11B C13B 1.508(17) . ? C11B C12B 1.514(17) . ? C11B C14B 1.543(18) . ? C15B C17B 1.447(19) . ? C15B C18B 1.52(2) . ? C15B C16B 1.533(18) . ? C19B C21B 1.477(16) . ? C19B C20B 1.521(15) . ? C19B C22B 1.541(15) . ? 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 O1A Sb1A N3A 90.2(3) . . ? O1A Sb1A N4A 90.5(3) . . ? N3A Sb1A N4A 103.2(3) . . ? O1A Sb1A Sb2A 47.7(3) . . ? N3A Sb1A Sb2A 64.2(3) . . ? N4A Sb1A Sb2A 61.7(4) . . ? O1A Sb1A N1A 138.6(3) . . ? N3A Sb1A N1A 66.1(3) . . ? N4A Sb1A N1A 64.8(3) . . ? Sb2A Sb1A N1A 90.9(3) . . ? O1A Sb2A Sb1A 60.7(4) . . ? O1A Sb2A N4A 95.8(5) . . ? Sb1A Sb2A N4A 56.9(3) . . ? O1A Sb2A N3A 92.3(5) . . ? Sb1A Sb2A N3A 55.2(3) . . ? N4A Sb2A N3A 93.8(5) . . ? N3A P1A N2A 106.4(4) . . ? N3A P1A N1A 92.8(4) . . ? N2A P1A N1A 80.2(4) . . ? N3A P1A P2A 100.4(3) . . ? N2A P1A P2A 39.7(3) . . ? N1A P1A P2A 40.6(3) . . ? N4A P2A N2A 105.9(4) . . ? N4A P2A N1A 93.1(4) . . ? N2A P2A N1A 79.7(4) . . ? N4A P2A P1A 100.4(3) . . ? N2A P2A P1A 38.9(3) . . ? N1A P2A P1A 40.9(3) . . ? C7A N1A P2A 123.4(7) . . ? C7A N1A P1A 121.6(7) . . ? P2A N1A P1A 98.5(4) . . ? C7A N1A Sb1A 123.3(6) . . ? P2A N1A Sb1A 91.0(3) . . ? P1A N1A Sb1A 90.6(4) . . ? C11A N2A P1A 130.2(7) . . ? C11A N2A P2A 128.0(7) . . ? P1A N2A P2A 101.4(4) . . ? C15A N3A P1A 123.9(7) . . ? C15A N3A Sb1A 125.9(6) . . ? P1A N3A Sb1A 108.0(4) . . ? C15A N3A Sb2A 117.5(7) . . ? P1A N3A Sb2A 100.5(4) . . ? Sb1A N3A Sb2A 60.6(3) . . ? C19A N4A P2A 126.1(7) . . ? C19A N4A Sb1A 123.0(6) . . ? P2A N4A Sb1A 108.7(4) . . ? C19A N4A Sb2A 113.7(7) . . ? P2A N4A Sb2A 102.8(5) . . ? Sb1A N4A Sb2A 61.4(3) . . ? C1A O1A Sb2A 158.8(9) . . ? C1A O1A Sb1A 129.6(8) . . ? Sb2A O1A Sb1A 71.6(4) . . ? O1A C1A C2A 123.3(13) . . ? O1A C1A C6A 119.2(11) . . ? C2A C1A C6A 117.5(12) . . ? C1A C2A C3A 119.4(14) . . ? C4A C3A C2A 122.9(15) . . ? C3A C4A C5A 119.2(14) . . ? C4A C5A C6A 119.7(15) . . ? C5A C6A C1A 121.2(13) . . ? N1A C7A C9A 109.2(10) . . ? N1A C7A C8A 108.1(10) . . ? C9A C7A C8A 111.1(11) . . ? N1A C7A C10A 109.6(10) . . ? C9A C7A C10A 109.8(11) . . ? C8A C7A C10A 108.9(10) . . ? N2A C11A C12A 110.1(10) . . ? N2A C11A C13A 110.5(11) . . ? C12A C11A C13A 113.1(12) . . ? N2A C11A C14A 108.4(10) . . ? C12A C11A C14A 107.3(13) . . ? C13A C11A C14A 107.2(13) . . ? N3A C15A C18A 112.3(10) . . ? N3A C15A C16A 109.8(10) . . ? C18A C15A C16A 108.4(12) . . ? N3A C15A C17A 109.0(9) . . ? C18A C15A C17A 109.3(11) . . ? C16A C15A C17A 107.9(11) . . ? N4A C19A C22A 110.0(9) . . ? N4A C19A C20A 110.3(9) . . ? C22A C19A C20A 109.5(9) . . ? N4A C19A C21A 109.1(8) . . ? C22A C19A C21A 109.6(10) . . ? C20A C19A C21A 108.3(10) . . ? O1B Sb1B N4B 90.4(3) . . ? O1B Sb1B N3B 90.9(3) . . ? N4B Sb1B N3B 101.7(3) . . ? O1B Sb1B Sb2B 46.5(5) . . ? N4B Sb1B Sb2B 64.8(5) . . ? N3B Sb1B Sb2B 61.7(5) . . ? O1B Sb1B N1B 141.4(3) . . ? N4B Sb1B N1B 66.0(3) . . ? N3B Sb1B N1B 66.6(3) . . ? Sb2B Sb1B N1B 95.0(5) . . ? O1B Sb2B Sb1B 61.8(6) . . ? O1B Sb2B N3B 98.0(8) . . ? Sb1B Sb2B N3B 57.2(5) . . ? O1B Sb2B N4B 93.5(8) . . ? Sb1B Sb2B N4B 55.3(5) . . ? N3B Sb2B N4B 92.4(6) . . ? N3B P1B N2B 107.1(4) . . ? N3B P1B N1B 94.1(4) . . ? N2B P1B N1B 80.1(4) . . ? N3B P1B P2B 100.8(3) . . ? N2B P1B P2B 39.3(3) . . ? N1B P1B P2B 41.0(3) . . ? N4B P2B N2B 107.0(4) . . ? N4B P2B N1B 92.7(4) . . ? N2B P2B N1B 81.6(4) . . ? N4B P2B P1B 99.9(3) . . ? N2B P2B P1B 40.3(3) . . ? N1B P2B P1B 41.6(3) . . ? C7B N1B P2B 125.0(7) . . ? C7B N1B P1B 122.1(7) . . ? P2B N1B P1B 97.4(5) . . ? C7B N1B Sb1B 121.4(7) . . ? P2B N1B Sb1B 91.6(3) . . ? P1B N1B Sb1B 90.7(3) . . ? C11B N2B P2B 131.4(7) . . ? C11B N2B P1B 128.0(7) . . ? P2B N2B P1B 100.5(5) . . ? C15B N3B P1B 126.3(7) . . ? C15B N3B Sb1B 122.9(7) . . ? P1B N3B Sb1B 106.8(4) . . ? C15B N3B Sb2B 113.7(8) . . ? P1B N3B Sb2B 106.8(6) . . ? Sb1B N3B Sb2B 61.1(5) . . ? C19B N4B P2B 126.8(7) . . ? C19B N4B Sb1B 124.8(7) . . ? P2B N4B Sb1B 107.6(4) . . ? C19B N4B Sb2B 108.1(7) . . ? P2B N4B Sb2B 105.2(6) . . ? Sb1B N4B Sb2B 60.0(5) . . ? C1B O1B Sb2B 164.1(9) . . ? C1B O1B Sb1B 123.6(7) . . ? Sb2B O1B Sb1B 71.7(6) . . ? O1B C1B C2B 125.4(10) . . ? O1B C1B C6B 116.5(10) . . ? C2B C1B C6B 117.9(10) . . ? C1B C2B C3B 121.0(11) . . ? C4B C3B C2B 121.3(12) . . ? C3B C4B C5B 118.2(12) . . ? C4B C5B C6B 121.4(12) . . ? C5B C6B C1B 120.0(12) . . ? N1B C7B C9B 107.4(9) . . ? N1B C7B C8B 109.2(11) . . ? C9B C7B C8B 110.6(10) . . ? N1B C7B C10B 108.2(8) . . ? C9B C7B C10B 110.9(12) . . ? C8B C7B C10B 110.5(10) . . ? N2B C11B C13B 107.4(11) . . ? N2B C11B C12B 109.5(11) . . ? C13B C11B C12B 109.6(13) . . ? N2B C11B C14B 109.4(10) . . ? C13B C11B C14B 109.1(11) . . ? C12B C11B C14B 111.7(13) . . ? C17B C15B N3B 110.7(11) . . ? C17B C15B C18B 111.2(15) . . ? N3B C15B C18B 109.4(11) . . ? C17B C15B C16B 111.2(14) . . ? N3B C15B C16B 106.5(10) . . ? C18B C15B C16B 107.7(14) . . ? C21B C19B N4B 110.2(9) . . ? C21B C19B C20B 110.2(10) . . ? N4B C19B C20B 109.7(9) . . ? C21B C19B C22B 109.4(10) . . ? N4B C19B C22B 109.8(9) . . ? C20B C19B C22B 107.6(10) . . ? _diffrn_measured_fraction_theta_max 0.768 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.768 _refine_diff_density_max 0.567 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.110 data_1d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H54 N5 P2 Sb Si2' _chemical_formula_weight 628.57 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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Si' 'Si' 0.0817 0.0704 '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 17.975(3) _cell_length_b 10.874(2) _cell_length_c 17.765(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.67(1) _cell_angle_gamma 90.00 _cell_volume 3204(1) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 115 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 20.60 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 1.054 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.871133 _exptl_absorpt_correction_T_max 0.962326 _exptl_special_details ; Data was collected using a Siemens SMART CCD (charge coupled device) based diffractometer equipped with an LT-2 low-temperature apparatus operating at 213 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 10 seconds, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.75 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS supplied by George Sheldrick. The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-97, incorporated in SHELXTL-PC V 5.03. ; _diffrn_ambient_temperature 213(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 ? _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 16605 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5616 _reflns_number_gt 4500 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (SIEMENS, V4.033, 1994)' _computing_cell_refinement 'SMART (SIEMENS, V4.033, 1994)' _computing_data_reduction 'SAINT (SIEMENS, V4.035, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (SIEMENS, 1994, ver 5.04)' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _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 w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+3.0653P] 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 5616 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0605 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.004 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.277332(12) 0.204068(19) 0.222328(12) 0.02633(7) Uani 1 d . . . Si1 Si 0.09023(5) 0.22827(9) 0.23255(6) 0.0372(2) Uani 1 d . . . Si2 Si 0.14705(6) 0.41620(9) 0.13989(6) 0.0367(2) Uani 1 d . . . P1 P 0.31707(5) -0.07667(8) 0.25264(5) 0.0311(2) Uani 1 d . . . P2 P 0.37663(5) 0.06079(8) 0.38301(5) 0.02959(19) Uani 1 d . . . N1 N 0.39088(15) 0.0369(2) 0.29194(15) 0.0294(6) Uani 1 d . . . N2 N 0.30769(16) -0.0571(2) 0.34510(15) 0.0310(6) Uani 1 d . . . N3 N 0.24643(15) 0.0178(2) 0.18904(15) 0.0301(6) Uani 1 d . . . N4 N 0.32160(15) 0.1900(2) 0.35121(14) 0.0295(6) Uani 1 d . . . N5 N 0.16431(14) 0.2833(2) 0.20010(15) 0.0293(6) Uani 1 d . . . C1 C 0.4720(2) 0.0338(3) 0.2873(2) 0.0398(8) Uani 1 d . . . C2 C 0.5148(2) 0.1543(4) 0.3221(2) 0.0535(10) Uani 1 d . . . H2A H 0.4834 0.2227 0.2906 0.080 Uiso 1 calc R . . H2B H 0.5677 0.1545 0.3194 0.080 Uiso 1 calc R . . H2C H 0.5206 0.1625 0.3785 0.080 Uiso 1 calc R . . C3 C 0.5203(2) -0.0748(4) 0.3361(3) 0.0545(11) Uani 1 d . . . H3A H 0.4924 -0.1507 0.3133 0.082 Uiso 1 calc R . . H3B H 0.5261 -0.0673 0.3925 0.082 Uiso 1 calc R . . H3C H 0.5732 -0.0754 0.3334 0.082 Uiso 1 calc R . . C4 C 0.4594(2) 0.0224(4) 0.1978(2) 0.0574(11) Uani 1 d . . . H4A H 0.4321 -0.0544 0.1761 0.086 Uiso 1 calc R . . H4B H 0.5112 0.0237 0.1928 0.086 Uiso 1 calc R . . H4C H 0.4268 0.0906 0.1674 0.086 Uiso 1 calc R . . C5 C 0.2943(2) -0.1577(3) 0.3948(2) 0.0360(8) Uani 1 d . . . C6 C 0.2750(2) -0.1013(4) 0.4636(2) 0.0519(10) Uani 1 d . . . H6A H 0.3203 -0.0521 0.4981 0.078 Uiso 1 calc R . . H6B H 0.2649 -0.1664 0.4959 0.078 Uiso 1 calc R . . H6C H 0.2275 -0.0497 0.4408 0.078 Uiso 1 calc R . . C7 C 0.3692(2) -0.2385(4) 0.4307(2) 0.0535(10) Uani 1 d . . . H7A H 0.4143 -0.1891 0.4655 0.080 Uiso 1 calc R . . H7B H 0.3818 -0.2737 0.3869 0.080 Uiso 1 calc R . . H7C H 0.3591 -0.3040 0.4626 0.080 Uiso 1 calc R . . C8 C 0.2231(2) -0.2358(3) 0.3399(2) 0.0492(10) Uani 1 d . . . H8A H 0.1755 -0.1846 0.3171 0.074 Uiso 1 calc R . . H8B H 0.2131 -0.3014 0.3718 0.074 Uiso 1 calc R . . H8C H 0.2358 -0.2710 0.2961 0.074 Uiso 1 calc R . . C9 C 0.3329(2) 0.2930(3) 0.41090(19) 0.0360(8) Uani 1 d . . . C10 C 0.4211(3) 0.3208(4) 0.4570(3) 0.0849(17) Uani 1 d . . . H10A H 0.4448 0.3475 0.4190 0.127 Uiso 1 calc R . . H10B H 0.4485 0.2474 0.4851 0.127 Uiso 1 calc R . . H10C H 0.4268 0.3855 0.4964 0.127 Uiso 1 calc R . . C11 C 0.2976(3) 0.2512(4) 0.4730(3) 0.0733(14) Uani 1 d . . . H11A H 0.2408 0.2328 0.4448 0.110 Uiso 1 calc R . . H11B H 0.3042 0.3162 0.5124 0.110 Uiso 1 calc R . . H11C H 0.3258 0.1781 0.5010 0.110 Uiso 1 calc R . . C12 C 0.2902(3) 0.4080(3) 0.3694(2) 0.0621(12) Uani 1 d . . . H12A H 0.3120 0.4350 0.3301 0.093 Uiso 1 calc R . . H12B H 0.2979 0.4720 0.4098 0.093 Uiso 1 calc R . . H12C H 0.2331 0.3912 0.3416 0.093 Uiso 1 calc R . . C13 C 0.1936(2) -0.0289(3) 0.10616(19) 0.0396(8) Uani 1 d . . . C14 C 0.2448(3) -0.0839(4) 0.0627(2) 0.0745(15) Uani 1 d . . . H14A H 0.2808 -0.0215 0.0571 0.112 Uiso 1 calc R . . H14B H 0.2097 -0.1129 0.0091 0.112 Uiso 1 calc R . . H14C H 0.2761 -0.1522 0.0944 0.112 Uiso 1 calc R . . C15 C 0.1445(2) 0.0753(4) 0.0539(2) 0.0522(10) Uani 1 d . . . H15A H 0.1114 0.1119 0.0801 0.078 Uiso 1 calc R . . H15B H 0.1101 0.0437 0.0008 0.078 Uiso 1 calc R . . H15C H 0.1805 0.1371 0.0474 0.078 Uiso 1 calc R . . C16 C 0.1370(3) -0.1268(5) 0.1149(3) 0.0890(18) Uani 1 d . . . H16A H 0.1046 -0.0920 0.1423 0.134 Uiso 1 calc R . . H16B H 0.1684 -0.1951 0.1466 0.134 Uiso 1 calc R . . H16C H 0.1020 -0.1558 0.0612 0.134 Uiso 1 calc R . . C17 C 0.1189(2) 0.0780(3) 0.2849(2) 0.0508(10) Uani 1 d . . . H17A H 0.1308 0.0203 0.2494 0.076 Uiso 1 calc R . . H17B H 0.0747 0.0467 0.2978 0.076 Uiso 1 calc R . . H17C H 0.1662 0.0883 0.3348 0.076 Uiso 1 calc R . . C18 C -0.0089(2) 0.2105(4) 0.1438(2) 0.0611(12) Uani 1 d . . . H18A H -0.0018 0.1581 0.1029 0.092 Uiso 1 calc R . . H18B H -0.0281 0.2906 0.1204 0.092 Uiso 1 calc R . . H18C H -0.0479 0.1737 0.1624 0.092 Uiso 1 calc R . . C19 C 0.0688(3) 0.3310(4) 0.3072(2) 0.0593(11) Uani 1 d . . . H19A H 0.1180 0.3438 0.3548 0.089 Uiso 1 calc R . . H19B H 0.0287 0.2925 0.3236 0.089 Uiso 1 calc R . . H19C H 0.0486 0.4095 0.2816 0.089 Uiso 1 calc R . . C20 C 0.2424(2) 0.4960(4) 0.1487(3) 0.0604(12) Uani 1 d . . . H20A H 0.2740 0.5145 0.2056 0.091 Uiso 1 calc R . . H20B H 0.2293 0.5718 0.1176 0.091 Uiso 1 calc R . . H20D H 0.2732 0.4430 0.1276 0.091 Uiso 1 calc R . . C21 C 0.0929(3) 0.3867(4) 0.0281(2) 0.0622(12) Uani 1 d . . . H21A H 0.0424 0.3451 0.0186 0.093 Uiso 1 calc R . . H21D H 0.1261 0.3354 0.0089 0.093 Uiso 1 calc R . . H21B H 0.0822 0.4643 -0.0011 0.093 Uiso 1 calc R . . C22 C 0.0871(2) 0.5324(3) 0.1696(2) 0.0464(9) Uani 1 d . . . H22D H 0.0367 0.4960 0.1662 0.070 Uiso 1 calc R . . H22A H 0.0761 0.6024 0.1330 0.070 Uiso 1 calc R . . H22B H 0.1175 0.5595 0.2251 0.070 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.02542(12) 0.02723(11) 0.02744(11) 0.00150(10) 0.01140(8) 0.00160(9) Si1 0.0261(5) 0.0474(6) 0.0399(5) 0.0041(4) 0.0149(4) 0.0033(4) Si2 0.0353(5) 0.0395(6) 0.0354(5) 0.0090(4) 0.0138(4) 0.0112(4) P1 0.0375(5) 0.0264(4) 0.0313(4) -0.0007(4) 0.0154(4) 0.0024(4) P2 0.0288(5) 0.0296(5) 0.0285(4) 0.0012(4) 0.0090(4) 0.0037(3) N1 0.0278(15) 0.0309(15) 0.0307(14) -0.0001(12) 0.0127(12) 0.0035(11) N2 0.0371(16) 0.0289(15) 0.0279(14) 0.0031(12) 0.0135(12) -0.0009(12) N3 0.0336(15) 0.0291(15) 0.0247(14) -0.0045(12) 0.0081(12) 0.0000(12) N4 0.0322(15) 0.0271(14) 0.0261(13) -0.0029(11) 0.0078(11) 0.0027(11) N5 0.0228(14) 0.0362(16) 0.0287(13) 0.0044(12) 0.0096(11) 0.0042(12) C1 0.0291(19) 0.045(2) 0.051(2) 0.0025(18) 0.0226(16) 0.0059(16) C2 0.040(2) 0.058(3) 0.067(3) 0.001(2) 0.026(2) -0.0060(19) C3 0.041(2) 0.058(3) 0.068(3) 0.006(2) 0.024(2) 0.0172(19) C4 0.053(3) 0.079(3) 0.055(3) 0.002(2) 0.038(2) 0.006(2) C5 0.041(2) 0.0316(18) 0.0365(19) 0.0059(15) 0.0164(16) -0.0012(15) C6 0.071(3) 0.049(2) 0.043(2) 0.0111(19) 0.031(2) -0.003(2) C7 0.056(3) 0.044(2) 0.055(2) 0.0144(19) 0.015(2) 0.0093(19) C8 0.053(2) 0.045(2) 0.048(2) 0.0114(18) 0.0182(19) -0.0109(18) C9 0.0368(19) 0.0341(18) 0.0311(17) -0.0097(16) 0.0065(15) 0.0005(15) C10 0.053(3) 0.075(3) 0.099(4) -0.048(3) 0.000(3) -0.004(2) C11 0.120(4) 0.056(3) 0.058(3) -0.007(2) 0.051(3) 0.014(3) C12 0.082(3) 0.033(2) 0.050(2) -0.0099(19) 0.002(2) 0.015(2) C13 0.053(2) 0.034(2) 0.0258(17) -0.0054(15) 0.0095(16) -0.0051(16) C14 0.106(4) 0.075(3) 0.035(2) -0.011(2) 0.019(2) 0.030(3) C15 0.062(3) 0.054(3) 0.0284(19) -0.0053(17) 0.0035(18) 0.001(2) C16 0.105(4) 0.087(4) 0.044(3) -0.002(2) -0.004(3) -0.058(3) C17 0.041(2) 0.055(3) 0.066(3) 0.017(2) 0.031(2) 0.0038(18) C18 0.028(2) 0.089(3) 0.060(3) 0.002(2) 0.0102(18) -0.003(2) C19 0.063(3) 0.072(3) 0.057(3) 0.005(2) 0.038(2) 0.013(2) C20 0.052(3) 0.058(3) 0.079(3) 0.034(2) 0.035(2) 0.011(2) C21 0.084(3) 0.058(3) 0.038(2) 0.010(2) 0.016(2) 0.027(2) C22 0.048(2) 0.040(2) 0.054(2) 0.0069(18) 0.0222(19) 0.0093(17) _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 Sb1 N5 2.099(2) . ? Sb1 N4 2.120(2) . ? Sb1 N3 2.123(3) . ? Sb1 N1 2.656(2) . ? Si1 N5 1.748(3) . ? Si1 C17 1.852(4) . ? Si1 C18 1.879(4) . ? Si1 C19 1.884(4) . ? Si2 N5 1.753(3) . ? Si2 C22 1.864(4) . ? Si2 C21 1.872(4) . ? Si2 C20 1.872(4) . ? P1 N3 1.685(3) . ? P1 N2 1.728(3) . ? P1 N1 1.749(3) . ? P1 P2 2.6141(13) . ? P2 N4 1.686(3) . ? P2 N2 1.729(3) . ? P2 N1 1.752(3) . ? N1 C1 1.491(4) . ? N2 C5 1.482(4) . ? N3 C13 1.500(4) . ? N4 C9 1.501(4) . ? C1 C4 1.523(5) . ? C1 C3 1.523(5) . ? C1 C2 1.526(5) . ? C5 C6 1.522(5) . ? C5 C7 1.526(5) . ? C5 C8 1.533(5) . ? C9 C12 1.504(5) . ? C9 C10 1.509(5) . ? C9 C11 1.537(5) . ? C13 C15 1.515(5) . ? C13 C16 1.521(5) . ? C13 C14 1.532(5) . ? 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 N5 Sb1 N4 99.55(10) . . ? N5 Sb1 N3 102.06(10) . . ? N4 Sb1 N3 100.43(9) . . ? N5 Sb1 N1 151.99(9) . . ? N4 Sb1 N1 63.04(9) . . ? N3 Sb1 N1 63.15(9) . . ? N5 Si1 C17 111.57(15) . . ? N5 Si1 C18 110.79(16) . . ? C17 Si1 C18 108.70(19) . . ? N5 Si1 C19 114.69(17) . . ? C17 Si1 C19 105.25(18) . . ? C18 Si1 C19 105.44(19) . . ? N5 Si2 C22 111.84(15) . . ? N5 Si2 C21 113.80(17) . . ? C22 Si2 C21 107.21(18) . . ? N5 Si2 C20 112.95(15) . . ? C22 Si2 C20 105.77(19) . . ? C21 Si2 C20 104.7(2) . . ? N3 P1 N2 103.77(13) . . ? N3 P1 N1 95.55(13) . . ? N2 P1 N1 82.58(12) . . ? N3 P1 P2 101.01(9) . . ? N2 P1 P2 40.90(9) . . ? N1 P1 P2 41.75(9) . . ? N4 P2 N2 104.34(13) . . ? N4 P2 N1 95.15(12) . . ? N2 P2 N1 82.44(12) . . ? N4 P2 P1 101.11(9) . . ? N2 P2 P1 40.85(9) . . ? N1 P2 P1 41.66(9) . . ? C1 N1 P1 124.7(2) . . ? C1 N1 P2 123.2(2) . . ? P1 N1 P2 96.59(13) . . ? C1 N1 Sb1 125.60(19) . . ? P1 N1 Sb1 88.22(10) . . ? P2 N1 Sb1 88.22(10) . . ? C5 N2 P1 125.0(2) . . ? C5 N2 P2 124.8(2) . . ? P1 N2 P2 98.25(13) . . ? C13 N3 P1 118.7(2) . . ? C13 N3 Sb1 126.5(2) . . ? P1 N3 Sb1 110.26(13) . . ? C9 N4 P2 118.88(19) . . ? C9 N4 Sb1 127.0(2) . . ? P2 N4 Sb1 110.46(13) . . ? Si1 N5 Si2 120.36(14) . . ? Si1 N5 Sb1 127.04(14) . . ? Si2 N5 Sb1 112.58(13) . . ? N1 C1 C4 107.7(3) . . ? N1 C1 C3 110.0(3) . . ? C4 C1 C3 110.7(3) . . ? N1 C1 C2 108.1(3) . . ? C4 C1 C2 110.0(3) . . ? C3 C1 C2 110.3(3) . . ? N2 C5 C6 108.8(3) . . ? N2 C5 C7 110.7(3) . . ? C6 C5 C7 109.5(3) . . ? N2 C5 C8 108.5(3) . . ? C6 C5 C8 110.0(3) . . ? C7 C5 C8 109.4(3) . . ? N4 C9 C12 111.7(3) . . ? N4 C9 C10 111.1(3) . . ? C12 C9 C10 109.3(3) . . ? N4 C9 C11 107.8(3) . . ? C12 C9 C11 108.9(3) . . ? C10 C9 C11 107.9(4) . . ? N3 C13 C15 110.3(3) . . ? N3 C13 C16 109.4(3) . . ? C15 C13 C16 109.3(3) . . ? N3 C13 C14 110.6(3) . . ? C15 C13 C14 107.7(3) . . ? C16 C13 C14 109.4(4) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.649 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.069 data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 Cl N4 P2 Sb' _chemical_formula_weight 543.60 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' 'Sb' 'Sb' -0.5866 1.5461 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0596(2) _cell_length_b 24.5139(2) _cell_length_c 18.1872(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.396(1) _cell_angle_gamma 90.00 _cell_volume 4878.0(1) _cell_formula_units_Z 8 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 1.385 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8409 _exptl_absorpt_correction_T_max 0.9318 _exptl_absorpt_process_details ? _exptl_special_details ; Data was collected using a Siemens SMART CCD (charge coupled device) based diffractometer equipped with an LT-2 low-temperature apparatus operating at 213 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 10 seconds, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.75 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS supplied by George Sheldrick. The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-97, incorporated in SHELXTL-PC V 5.03. ; _diffrn_ambient_temperature 213(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 ? _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 22697 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 27.68 _reflns_number_total 10036 _reflns_number_gt 7650 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (SIEMENS, V4.033, 1994)' _computing_cell_refinement 'SMART (SIEMENS, V4.033, 1994)' _computing_data_reduction 'SAINT (SIEMENS, V4.035, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (SIEMENS, 1994, ver 5.04)' _computing_publication_material 'CIFTAB (Sheldrick, 1993)' _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^)+(0.0326P)^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 10036 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0418 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0672 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.004 _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 Sb1 Sb 0.662977(16) 0.242953(7) 0.854900(10) 0.03228(6) Uani 1 1 d . . . P1 P 0.91669(6) 0.18965(3) 0.89789(4) 0.03052(15) Uani 1 1 d . . . P2 P 0.75518(7) 0.16725(3) 0.98769(4) 0.03485(16) Uani 1 1 d . . . Cl1 Cl 0.53519(7) 0.19567(3) 0.75439(4) 0.04820(18) Uani 1 1 d . . . N1 N 0.82947(19) 0.22527(8) 0.95736(11) 0.0310(5) Uani 1 1 d . . . N2 N 0.84826(19) 0.13468(8) 0.93360(11) 0.0324(5) Uani 1 1 d . . . N3 N 0.82175(18) 0.21108(8) 0.82148(11) 0.0308(5) Uani 1 1 d . . . N4 N 0.62356(19) 0.18397(9) 0.93123(12) 0.0354(5) Uani 1 1 d . . . C1 C 0.8829(3) 0.26880(12) 1.01045(15) 0.0424(7) Uani 1 1 d . . . C2 C 0.9241(4) 0.31533(14) 0.96467(19) 0.0687(11) Uani 1 1 d . . . H2A H 0.8545 0.3292 0.9312 0.103 Uiso 1 1 calc R . . H2B H 0.9855 0.3022 0.9361 0.103 Uiso 1 1 calc R . . H2C H 0.9584 0.3443 0.9976 0.103 Uiso 1 1 calc R . . C3 C 0.9898(3) 0.24565(15) 1.06408(19) 0.0685(10) Uani 1 1 d . . . H3A H 1.0533 0.2334 1.0363 0.103 Uiso 1 1 calc R . . H3B H 0.9617 0.2151 1.0910 0.103 Uiso 1 1 calc R . . H3C H 1.0224 0.2737 1.0990 0.103 Uiso 1 1 calc R . . C4 C 0.7819(3) 0.28830(13) 1.05292(18) 0.0626(10) Uani 1 1 d . . . H4A H 0.7148 0.3029 1.0182 0.094 Uiso 1 1 calc R . . H4B H 0.8137 0.3166 1.0878 0.094 Uiso 1 1 calc R . . H4C H 0.7531 0.2579 1.0798 0.094 Uiso 1 1 calc R . . C5 C 0.8431(3) 0.07679(11) 0.90962(16) 0.0409(7) Uani 1 1 d . . . C6 C 0.9643(4) 0.06063(14) 0.8890(3) 0.0897(14) Uani 1 1 d . . . H6A H 0.9819 0.0829 0.8477 0.135 Uiso 1 1 calc R . . H6B H 0.9620 0.0225 0.8746 0.135 Uiso 1 1 calc R . . H6C H 1.0275 0.0660 0.9313 0.135 Uiso 1 1 calc R . . C7 C 0.7438(5) 0.06947(16) 0.8449(3) 0.139(3) Uani 1 1 d . . . H7A H 0.7608 0.0922 0.8039 0.208 Uiso 1 1 calc R . . H7B H 0.6660 0.0800 0.8593 0.208 Uiso 1 1 calc R . . H7C H 0.7404 0.0315 0.8296 0.208 Uiso 1 1 calc R . . C8 C 0.8177(5) 0.04183(15) 0.9735(3) 0.114(2) Uani 1 1 d . . . H8A H 0.8823 0.0468 1.0151 0.172 Uiso 1 1 calc R . . H8B H 0.8144 0.0038 0.9584 0.172 Uiso 1 1 calc R . . H8C H 0.7401 0.0523 0.9881 0.172 Uiso 1 1 calc R . . C9 C 0.8574(2) 0.21613(10) 0.75000(13) 0.0306(6) Uani 1 1 d . . . C10 C 0.8025(3) 0.25413(11) 0.69897(15) 0.0378(6) Uani 1 1 d . . . H10A H 0.7388 0.2761 0.7114 0.045 Uiso 1 1 calc R . . C11 C 0.8405(3) 0.26004(12) 0.62995(16) 0.0463(7) Uani 1 1 d . . . H11A H 0.8020 0.2857 0.5959 0.056 Uiso 1 1 calc R . . C12 C 0.9346(3) 0.22832(13) 0.61110(15) 0.0491(8) Uani 1 1 d . . . H12A H 0.9603 0.2322 0.5643 0.059 Uiso 1 1 calc R . . C13 C 0.9897(3) 0.19152(13) 0.66076(16) 0.0482(8) Uani 1 1 d . . . H13A H 1.0545 0.1703 0.6483 0.058 Uiso 1 1 calc R . . C14 C 0.9520(3) 0.18470(11) 0.72989(15) 0.0398(7) Uani 1 1 d . . . H14A H 0.9907 0.1587 0.7632 0.048 Uiso 1 1 calc R . . C15 C 0.5052(3) 0.16774(12) 0.94334(15) 0.0402(7) Uani 1 1 d . . . C16 C 0.4046(3) 0.19973(15) 0.91876(17) 0.0549(9) Uani 1 1 d . . . H16A H 0.4155 0.2325 0.8937 0.066 Uiso 1 1 calc R . . C17 C 0.2884(3) 0.1848(2) 0.9300(2) 0.0759(12) Uani 1 1 d . . . H17A H 0.2213 0.2070 0.9118 0.091 Uiso 1 1 calc R . . C18 C 0.2706(4) 0.1383(2) 0.9671(2) 0.0879(16) Uani 1 1 d . . . H18A H 0.1914 0.1283 0.9749 0.106 Uiso 1 1 calc R . . C19 C 0.3688(4) 0.10549(18) 0.9934(2) 0.0797(13) Uani 1 1 d . . . H19A H 0.3566 0.0733 1.0195 0.096 Uiso 1 1 calc R . . C20 C 0.4867(3) 0.12003(14) 0.98134(17) 0.0569(9) Uani 1 1 d . . . H20A H 0.5534 0.0975 0.9990 0.068 Uiso 1 1 calc R . . Sb1A Sb 0.066283(18) -0.023396(9) 0.612386(10) 0.04316(7) Uani 1 1 d . . . P1A P 0.33762(6) -0.05090(3) 0.66422(4) 0.03121(16) Uani 1 1 d . . . P2A P 0.19851(7) -0.05187(3) 0.77056(4) 0.03354(16) Uani 1 1 d . . . Cl1A Cl -0.05337(8) -0.09623(5) 0.54495(5) 0.0764(3) Uani 1 1 d . . . N1A N 0.24910(19) -0.00424(8) 0.70875(11) 0.0306(5) Uani 1 1 d . . . N2A N 0.29433(19) -0.09366(8) 0.73024(11) 0.0334(5) Uani 1 1 d . . . N3A N 0.2289(2) -0.05696(10) 0.58928(11) 0.0396(6) Uani 1 1 d . . . N4A N 0.0591(2) -0.05764(9) 0.71700(12) 0.0375(5) Uani 1 1 d . . . C1A C 0.2959(3) 0.05096(11) 0.73304(15) 0.0397(7) Uani 1 1 d . . . C2A C 0.4112(3) 0.04653(13) 0.78930(18) 0.0569(9) Uani 1 1 d . . . H2AA H 0.4743 0.0282 0.7667 0.085 Uiso 1 1 calc R . . H2AB H 0.3939 0.0258 0.8320 0.085 Uiso 1 1 calc R . . H2AC H 0.4390 0.0828 0.8051 0.085 Uiso 1 1 calc R . . C3A C 0.1958(3) 0.07991(13) 0.7679(2) 0.0637(10) Uani 1 1 d . . . H3AA H 0.1226 0.0828 0.7315 0.096 Uiso 1 1 calc R . . H3AB H 0.2235 0.1161 0.7839 0.096 Uiso 1 1 calc R . . H3AC H 0.1778 0.0592 0.8104 0.096 Uiso 1 1 calc R . . C4A C 0.3224(3) 0.08150(12) 0.66440(18) 0.0552(8) Uani 1 1 d . . . H4AA H 0.3866 0.0628 0.6432 0.083 Uiso 1 1 calc R . . H4AB H 0.3486 0.1183 0.6781 0.083 Uiso 1 1 calc R . . H4AC H 0.2490 0.0828 0.6280 0.083 Uiso 1 1 calc R . . C5A C 0.3111(3) -0.15310(11) 0.73859(17) 0.0446(7) Uani 1 1 d . . . C6A C 0.4110(4) -0.17112(14) 0.6969(2) 0.0798(13) Uani 1 1 d . . . H6AA H 0.3876 -0.1637 0.6444 0.120 Uiso 1 1 calc R . . H6AB H 0.4248 -0.2099 0.7042 0.120 Uiso 1 1 calc R . . H6AC H 0.4854 -0.1514 0.7151 0.120 Uiso 1 1 calc R . . C7A C 0.1938(4) -0.18140(15) 0.7117(3) 0.117(2) Uani 1 1 d . . . H7AA H 0.1701 -0.1740 0.6592 0.176 Uiso 1 1 calc R . . H7AB H 0.1308 -0.1683 0.7392 0.176 Uiso 1 1 calc R . . H7AC H 0.2042 -0.2204 0.7192 0.176 Uiso 1 1 calc R . . C8A C 0.3484(5) -0.16511(17) 0.8204(2) 0.1028(17) Uani 1 1 d . . . H8AA H 0.2838 -0.1537 0.8478 0.154 Uiso 1 1 calc R . . H8AB H 0.4228 -0.1453 0.8385 0.154 Uiso 1 1 calc R . . H8AC H 0.3626 -0.2039 0.8273 0.154 Uiso 1 1 calc R . . C9A C 0.2623(2) -0.06275(12) 0.51586(14) 0.0360(6) Uani 1 1 d . . . C10A C 0.3264(3) -0.02165(13) 0.48635(16) 0.0496(8) Uani 1 1 d . . . H10B H 0.3423 0.0112 0.5126 0.060 Uiso 1 1 calc R . . C11A C 0.3673(3) -0.02853(15) 0.41842(17) 0.0615(10) Uani 1 1 d . . . H11B H 0.4127 -0.0009 0.3993 0.074 Uiso 1 1 calc R . . C12A C 0.3410(3) -0.07624(17) 0.37914(17) 0.0653(10) Uani 1 1 d . . . H12B H 0.3681 -0.0809 0.3329 0.078 Uiso 1 1 calc R . . C13A C 0.2756(3) -0.11689(16) 0.40699(18) 0.0681(11) Uani 1 1 d . . . H13B H 0.2566 -0.1490 0.3795 0.082 Uiso 1 1 calc R . . C14A C 0.2374(3) -0.11038(14) 0.47601(17) 0.0559(9) Uani 1 1 d . . . H14B H 0.1944 -0.1386 0.4957 0.067 Uiso 1 1 calc R . . C15A C -0.0485(3) -0.07222(11) 0.74618(15) 0.0380(7) Uani 1 1 d . . . C16A C -0.0418(3) -0.09990(12) 0.81362(17) 0.0474(8) Uani 1 1 d . . . H16B H 0.0347 -0.1108 0.8387 0.057 Uiso 1 1 calc R . . C17A C -0.1464(3) -0.11156(13) 0.8442(2) 0.0618(10) Uani 1 1 d . . . H17B H -0.1394 -0.1294 0.8904 0.074 Uiso 1 1 calc R . . C18A C -0.2605(3) -0.09754(13) 0.8082(2) 0.0599(9) Uani 1 1 d . . . H18B H -0.3312 -0.1057 0.8291 0.072 Uiso 1 1 calc R . . C19A C -0.2683(3) -0.07112(13) 0.7405(2) 0.0586(9) Uani 1 1 d . . . H19B H -0.3455 -0.0618 0.7147 0.070 Uiso 1 1 calc R . . C20A C -0.1638(3) -0.05806(13) 0.71008(18) 0.0508(8) Uani 1 1 d . . . H20B H -0.1711 -0.0394 0.6645 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.02995(10) 0.03390(10) 0.03325(10) -0.00103(8) 0.00545(7) 0.00397(8) P1 0.0272(4) 0.0368(4) 0.0274(3) 0.0000(3) 0.0037(3) 0.0013(3) P2 0.0361(4) 0.0411(4) 0.0283(4) 0.0011(3) 0.0081(3) -0.0017(3) Cl1 0.0416(4) 0.0632(5) 0.0374(4) -0.0024(3) -0.0023(3) -0.0074(4) N1 0.0314(12) 0.0347(12) 0.0270(11) -0.0043(9) 0.0048(9) -0.0018(10) N2 0.0335(13) 0.0323(12) 0.0318(12) 0.0027(9) 0.0062(10) 0.0022(9) N3 0.0272(12) 0.0380(13) 0.0276(11) 0.0021(9) 0.0051(9) 0.0043(9) N4 0.0309(12) 0.0434(14) 0.0333(12) 0.0017(10) 0.0085(10) -0.0014(10) C1 0.0453(18) 0.0465(18) 0.0349(15) -0.0143(13) 0.0043(13) -0.0092(14) C2 0.088(3) 0.059(2) 0.060(2) -0.0115(17) 0.014(2) -0.035(2) C3 0.061(2) 0.093(3) 0.046(2) -0.0189(19) -0.0136(17) -0.004(2) C4 0.078(3) 0.057(2) 0.056(2) -0.0274(17) 0.0196(18) -0.0032(18) C5 0.0427(18) 0.0327(16) 0.0468(17) 0.0006(13) 0.0045(14) 0.0050(13) C6 0.078(3) 0.045(2) 0.156(4) -0.019(2) 0.051(3) 0.0058(19) C7 0.164(5) 0.053(3) 0.162(5) -0.051(3) -0.103(4) 0.026(3) C8 0.196(6) 0.040(2) 0.130(4) 0.013(2) 0.100(4) 0.001(3) C9 0.0324(15) 0.0302(14) 0.0288(13) -0.0013(11) 0.0032(11) -0.0057(11) C10 0.0400(16) 0.0374(16) 0.0363(15) 0.0035(12) 0.0072(13) 0.0013(12) C11 0.0506(19) 0.0515(18) 0.0364(16) 0.0139(14) 0.0056(14) -0.0015(15) C12 0.056(2) 0.062(2) 0.0313(16) 0.0033(14) 0.0147(15) -0.0108(16) C13 0.0479(19) 0.057(2) 0.0447(17) -0.0016(15) 0.0225(15) 0.0041(15) C14 0.0446(17) 0.0398(16) 0.0369(15) 0.0037(12) 0.0128(13) 0.0092(13) C15 0.0385(17) 0.0525(18) 0.0321(15) -0.0125(13) 0.0133(13) -0.0093(14) C16 0.0347(18) 0.087(3) 0.0443(18) -0.0056(17) 0.0107(14) -0.0012(17) C17 0.0363(19) 0.143(4) 0.050(2) -0.019(2) 0.0151(17) -0.009(2) C18 0.046(2) 0.162(5) 0.060(3) -0.048(3) 0.024(2) -0.044(3) C19 0.086(3) 0.095(3) 0.067(2) -0.020(2) 0.040(2) -0.048(3) C20 0.056(2) 0.063(2) 0.055(2) -0.0087(17) 0.0225(17) -0.0186(17) Sb1A 0.03399(11) 0.06004(14) 0.03636(11) 0.01120(9) 0.00818(8) 0.00101(9) P1A 0.0310(4) 0.0358(4) 0.0284(3) -0.0014(3) 0.0096(3) -0.0021(3) P2A 0.0358(4) 0.0381(4) 0.0288(4) 0.0002(3) 0.0119(3) 0.0009(3) Cl1A 0.0497(5) 0.1208(8) 0.0583(5) -0.0233(5) 0.0065(4) -0.0272(5) N1A 0.0333(12) 0.0297(12) 0.0302(11) -0.0009(9) 0.0095(10) -0.0009(9) N2A 0.0370(13) 0.0318(12) 0.0336(12) 0.0035(9) 0.0125(10) 0.0050(10) N3A 0.0340(13) 0.0579(15) 0.0281(12) -0.0038(10) 0.0090(10) -0.0056(11) N4A 0.0321(13) 0.0506(15) 0.0321(12) 0.0043(10) 0.0125(10) -0.0024(10) C1A 0.0453(18) 0.0297(15) 0.0442(17) -0.0041(12) 0.0069(14) -0.0005(12) C2A 0.061(2) 0.050(2) 0.058(2) -0.0078(16) 0.0015(17) -0.0125(16) C3A 0.070(2) 0.047(2) 0.077(2) -0.0186(17) 0.021(2) 0.0086(17) C4A 0.067(2) 0.0382(18) 0.060(2) 0.0020(15) 0.0085(17) -0.0128(16) C5A 0.0503(19) 0.0345(16) 0.0518(18) 0.0074(13) 0.0168(15) 0.0061(14) C6A 0.101(3) 0.053(2) 0.097(3) 0.016(2) 0.054(3) 0.030(2) C7A 0.086(3) 0.034(2) 0.230(6) -0.020(3) 0.019(4) -0.011(2) C8A 0.163(5) 0.080(3) 0.073(3) 0.034(2) 0.041(3) 0.044(3) C9A 0.0302(15) 0.0532(18) 0.0251(13) -0.0032(12) 0.0053(11) -0.0023(13) C10A 0.060(2) 0.053(2) 0.0385(16) -0.0013(14) 0.0158(15) -0.0101(16) C11A 0.060(2) 0.087(3) 0.0414(18) 0.0077(18) 0.0197(16) -0.0137(19) C12A 0.046(2) 0.122(3) 0.0288(16) -0.0125(19) 0.0079(15) -0.004(2) C13A 0.063(2) 0.095(3) 0.048(2) -0.0317(19) 0.0130(18) -0.022(2) C14A 0.057(2) 0.067(2) 0.0457(18) -0.0140(16) 0.0138(16) -0.0195(17) C15A 0.0380(17) 0.0371(16) 0.0427(16) -0.0040(12) 0.0183(13) -0.0059(13) C16A 0.0465(19) 0.0462(18) 0.0527(19) 0.0069(14) 0.0181(15) -0.0030(14) C17A 0.072(3) 0.053(2) 0.067(2) 0.0099(17) 0.034(2) -0.0143(18) C18A 0.053(2) 0.054(2) 0.081(2) -0.0026(18) 0.037(2) -0.0141(17) C19A 0.0397(19) 0.059(2) 0.081(3) 0.0018(19) 0.0211(18) -0.0030(15) C20A 0.0408(18) 0.060(2) 0.0552(19) 0.0070(16) 0.0191(16) -0.0023(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sb1 N3 2.0917(19) . ? Sb1 N4 2.094(2) . ? Sb1 Cl1 2.4347(7) . ? Sb1 N1 2.459(2) . ? P1 N3 1.698(2) . ? P1 N2 1.719(2) . ? P1 N1 1.780(2) . ? P1 P2 2.6479(9) . ? P2 N4 1.704(2) . ? P2 N2 1.721(2) . ? P2 N1 1.771(2) . ? N1 C1 1.501(3) . ? N2 C5 1.483(3) . ? N3 C9 1.418(3) . ? N4 C15 1.416(3) . ? C1 C2 1.521(4) . ? C1 C4 1.525(4) . ? C1 C3 1.528(4) . ? C5 C6 1.497(4) . ? C5 C7 1.499(5) . ? C5 C8 1.502(4) . ? C9 C10 1.391(4) . ? C9 C14 1.390(4) . ? C10 C11 1.388(4) . ? C11 C12 1.382(4) . ? C12 C13 1.357(4) . ? C13 C14 1.391(4) . ? C15 C16 1.381(4) . ? C15 C20 1.389(4) . ? C16 C17 1.380(4) . ? C17 C18 1.354(6) . ? C18 C19 1.380(6) . ? C19 C20 1.399(5) . ? Sb1A N3A 2.076(2) . ? Sb1A N4A 2.092(2) . ? Sb1A Cl1A 2.4432(9) . ? Sb1A N1A 2.519(2) . ? P1A N3A 1.687(2) . ? P1A N2A 1.714(2) . ? P1A N1A 1.776(2) . ? P1A P2A 2.6414(9) . ? P2A N4A 1.705(2) . ? P2A N2A 1.714(2) . ? P2A N1A 1.767(2) . ? N1A C1A 1.493(3) . ? N2A C5A 1.474(3) . ? N3A C9A 1.444(3) . ? N4A C15A 1.418(3) . ? C1A C2A 1.517(4) . ? C1A C4A 1.520(4) . ? C1A C3A 1.529(4) . ? C5A C7A 1.489(5) . ? C5A C6A 1.495(4) . ? C5A C8A 1.514(5) . ? C9A C14A 1.381(4) . ? C9A C10A 1.384(4) . ? C10A C11A 1.387(4) . ? C11A C12A 1.379(5) . ? C12A C13A 1.371(5) . ? C13A C14A 1.391(4) . ? C15A C20A 1.390(4) . ? C15A C16A 1.394(4) . ? C16A C17A 1.384(4) . ? C17A C18A 1.378(5) . ? C18A C19A 1.382(5) . ? C19A C20A 1.390(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Sb1 N4 101.51(8) . . ? N3 Sb1 Cl1 91.37(6) . . ? N4 Sb1 Cl1 90.85(6) . . ? N3 Sb1 N1 65.60(7) . . ? N4 Sb1 N1 65.25(8) . . ? Cl1 Sb1 N1 140.65(5) . . ? N3 P1 N2 107.34(11) . . ? N3 P1 N1 91.16(10) . . ? N2 P1 N1 81.22(10) . . ? N3 P1 P2 100.18(7) . . ? N2 P1 P2 39.68(7) . . ? N1 P1 P2 41.64(7) . . ? N4 P2 N2 107.26(11) . . ? N4 P2 N1 90.78(10) . . ? N2 P2 N1 81.44(10) . . ? N4 P2 P1 99.92(7) . . ? N2 P2 P1 39.63(7) . . ? N1 P2 P1 41.91(7) . . ? C1 N1 P2 121.85(16) . . ? C1 N1 P1 122.84(17) . . ? P2 N1 P1 96.45(10) . . ? C1 N1 Sb1 122.89(17) . . ? P2 N1 Sb1 92.72(9) . . ? P1 N1 Sb1 92.19(8) . . ? C5 N2 P1 129.73(17) . . ? C5 N2 P2 127.69(17) . . ? P1 N2 P2 100.69(11) . . ? C9 N3 P1 123.75(17) . . ? C9 N3 Sb1 126.27(16) . . ? P1 N3 Sb1 108.83(10) . . ? C15 N4 P2 124.51(19) . . ? C15 N4 Sb1 125.72(18) . . ? P2 N4 Sb1 108.86(11) . . ? N1 C1 C2 107.6(2) . . ? N1 C1 C4 107.5(2) . . ? C2 C1 C4 110.0(3) . . ? N1 C1 C3 110.0(2) . . ? C2 C1 C3 111.2(3) . . ? C4 C1 C3 110.4(3) . . ? N2 C5 C6 109.2(2) . . ? N2 C5 C7 109.7(2) . . ? C6 C5 C7 110.6(4) . . ? N2 C5 C8 108.8(2) . . ? C6 C5 C8 108.5(3) . . ? C7 C5 C8 109.9(4) . . ? C10 C9 C14 117.9(2) . . ? C10 C9 N3 121.1(2) . . ? C14 C9 N3 120.9(2) . . ? C11 C10 C9 120.8(3) . . ? C12 C11 C10 120.3(3) . . ? C13 C12 C11 119.4(3) . . ? C12 C13 C14 121.1(3) . . ? C9 C14 C13 120.5(3) . . ? C16 C15 C20 118.0(3) . . ? C16 C15 N4 120.7(3) . . ? C20 C15 N4 121.4(3) . . ? C17 C16 C15 121.7(4) . . ? C18 C17 C16 120.2(4) . . ? C17 C18 C19 120.0(4) . . ? C18 C19 C20 120.1(4) . . ? C15 C20 C19 120.1(4) . . ? N3A Sb1A N4A 100.04(8) . . ? N3A Sb1A Cl1A 91.75(7) . . ? N4A Sb1A Cl1A 94.22(7) . . ? N3A Sb1A N1A 65.39(7) . . ? N4A Sb1A N1A 64.87(7) . . ? Cl1A Sb1A N1A 143.74(5) . . ? N3A P1A N2A 105.84(11) . . ? N3A P1A N1A 92.86(11) . . ? N2A P1A N1A 81.11(10) . . ? N3A P1A P2A 99.68(7) . . ? N2A P1A P2A 39.59(7) . . ? N1A P1A P2A 41.68(7) . . ? N4A P2A N2A 105.67(11) . . ? N4A P2A N1A 92.02(10) . . ? N2A P2A N1A 81.36(10) . . ? N4A P2A P1A 99.05(7) . . ? N2A P2A P1A 39.59(7) . . ? N1A P2A P1A 41.93(7) . . ? C1A N1A P2A 122.62(16) . . ? C1A N1A P1A 121.89(16) . . ? P2A N1A P1A 96.40(10) . . ? C1A N1A Sb1A 125.70(16) . . ? P2A N1A Sb1A 91.31(9) . . ? P1A N1A Sb1A 90.14(8) . . ? C5A N2A P2A 128.54(17) . . ? C5A N2A P1A 129.28(17) . . ? P2A N2A P1A 100.82(11) . . ? C9A N3A P1A 120.49(18) . . ? C9A N3A Sb1A 124.92(18) . . ? P1A N3A Sb1A 109.75(11) . . ? C15A N4A P2A 123.06(18) . . ? C15A N4A Sb1A 125.96(18) . . ? P2A N4A Sb1A 109.57(10) . . ? N1A C1A C2A 110.8(2) . . ? N1A C1A C4A 107.7(2) . . ? C2A C1A C4A 110.2(3) . . ? N1A C1A C3A 107.6(2) . . ? C2A C1A C3A 110.0(3) . . ? C4A C1A C3A 110.5(3) . . ? N2A C5A C7A 109.7(3) . . ? N2A C5A C6A 109.3(2) . . ? C7A C5A C6A 111.6(3) . . ? N2A C5A C8A 107.8(3) . . ? C7A C5A C8A 109.4(3) . . ? C6A C5A C8A 109.0(3) . . ? C14A C9A C10A 119.1(2) . . ? C14A C9A N3A 120.7(2) . . ? C10A C9A N3A 120.1(2) . . ? C9A C10A C11A 120.6(3) . . ? C12A C11A C10A 119.5(3) . . ? C13A C12A C11A 120.5(3) . . ? C12A C13A C14A 119.7(3) . . ? C9A C14A C13A 120.5(3) . . ? C20A C15A C16A 117.7(3) . . ? C20A C15A N4A 121.5(3) . . ? C16A C15A N4A 120.8(3) . . ? C17A C16A C15A 120.9(3) . . ? C18A C17A C16A 121.2(3) . . ? C17A C18A C19A 118.3(3) . . ? C18A C19A C20A 121.0(3) . . ? C19A C20A C15A 120.9(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 N3 P1 P2 N4 -0.20(11) . . . . ? N2 P1 P2 N4 -105.14(14) . . . . ? N1 P1 P2 N4 79.96(13) . . . . ? N3 P1 P2 N2 104.94(14) . . . . ? N1 P1 P2 N2 -174.90(16) . . . . ? N3 P1 P2 N1 -80.16(13) . . . . ? N2 P1 P2 N1 174.90(16) . . . . ? N4 P2 N1 C1 120.5(2) . . . . ? N2 P2 N1 C1 -132.2(2) . . . . ? P1 P2 N1 C1 -135.5(2) . . . . ? N4 P2 N1 P1 -104.06(11) . . . . ? N2 P2 N1 P1 3.29(10) . . . . ? N4 P2 N1 Sb1 -11.54(9) . . . . ? N2 P2 N1 Sb1 95.80(9) . . . . ? P1 P2 N1 Sb1 92.52(9) . . . . ? N3 P1 N1 C1 -121.1(2) . . . . ? N2 P1 N1 C1 131.5(2) . . . . ? P2 P1 N1 C1 134.8(2) . . . . ? N3 P1 N1 P2 104.08(11) . . . . ? N2 P1 N1 P2 -3.29(10) . . . . ? N3 P1 N1 Sb1 11.09(9) . . . . ? N2 P1 N1 Sb1 -96.28(9) . . . . ? P2 P1 N1 Sb1 -92.99(10) . . . . ? N3 Sb1 N1 C1 122.27(19) . . . . ? N4 Sb1 N1 C1 -120.96(19) . . . . ? Cl1 Sb1 N1 C1 -178.51(14) . . . . ? N3 Sb1 N1 P2 -106.44(10) . . . . ? N4 Sb1 N1 P2 10.33(8) . . . . ? Cl1 Sb1 N1 P2 -47.22(11) . . . . ? N3 Sb1 N1 P1 -9.87(8) . . . . ? N4 Sb1 N1 P1 106.90(10) . . . . ? Cl1 Sb1 N1 P1 49.35(12) . . . . ? N3 P1 N2 C5 80.0(2) . . . . ? N1 P1 N2 C5 168.5(2) . . . . ? P2 P1 N2 C5 165.0(3) . . . . ? N3 P1 N2 P2 -85.04(12) . . . . ? N1 P1 N2 P2 3.43(11) . . . . ? N4 P2 N2 C5 -80.8(2) . . . . ? N1 P2 N2 C5 -168.9(2) . . . . ? P1 P2 N2 C5 -165.5(3) . . . . ? N4 P2 N2 P1 84.70(13) . . . . ? N1 P2 N2 P1 -3.44(11) . . . . ? N2 P1 N3 C9 -124.2(2) . . . . ? N1 P1 N3 C9 154.6(2) . . . . ? P2 P1 N3 C9 -164.47(18) . . . . ? N2 P1 N3 Sb1 67.35(12) . . . . ? N1 P1 N3 Sb1 -13.81(11) . . . . ? P2 P1 N3 Sb1 27.09(10) . . . . ? N4 Sb1 N3 C9 147.0(2) . . . . ? Cl1 Sb1 N3 C9 55.9(2) . . . . ? N1 Sb1 N3 C9 -157.1(2) . . . . ? N4 Sb1 N3 P1 -44.90(12) . . . . ? Cl1 Sb1 N3 P1 -136.05(10) . . . . ? N1 Sb1 N3 P1 10.94(9) . . . . ? N2 P2 N4 C15 123.5(2) . . . . ? N1 P2 N4 C15 -155.2(2) . . . . ? P1 P2 N4 C15 163.7(2) . . . . ? N2 P2 N4 Sb1 -66.91(13) . . . . ? N1 P2 N4 Sb1 14.36(11) . . . . ? P1 P2 N4 Sb1 -26.77(10) . . . . ? N3 Sb1 N4 C15 -145.8(2) . . . . ? Cl1 Sb1 N4 C15 -54.3(2) . . . . ? N1 Sb1 N4 C15 158.1(2) . . . . ? N3 Sb1 N4 P2 44.74(12) . . . . ? Cl1 Sb1 N4 P2 136.31(10) . . . . ? N1 Sb1 N4 P2 -11.34(9) . . . . ? P2 N1 C1 C2 -172.8(2) . . . . ? P1 N1 C1 C2 63.2(3) . . . . ? Sb1 N1 C1 C2 -54.9(3) . . . . ? P2 N1 C1 C4 -54.4(3) . . . . ? P1 N1 C1 C4 -178.3(2) . . . . ? Sb1 N1 C1 C4 63.5(3) . . . . ? P2 N1 C1 C3 65.9(3) . . . . ? P1 N1 C1 C3 -58.1(3) . . . . ? Sb1 N1 C1 C3 -176.22(19) . . . . ? P1 N2 C5 C6 39.8(4) . . . . ? P2 N2 C5 C6 -158.9(3) . . . . ? P1 N2 C5 C7 -81.5(4) . . . . ? P2 N2 C5 C7 79.7(4) . . . . ? P1 N2 C5 C8 158.1(3) . . . . ? P2 N2 C5 C8 -40.6(4) . . . . ? P1 N3 C9 C10 -151.2(2) . . . . ? Sb1 N3 C9 C10 15.2(3) . . . . ? P1 N3 C9 C14 26.1(3) . . . . ? Sb1 N3 C9 C14 -167.5(2) . . . . ? C14 C9 C10 C11 0.5(4) . . . . ? N3 C9 C10 C11 178.0(2) . . . . ? C9 C10 C11 C12 -0.5(5) . . . . ? C10 C11 C12 C13 -0.2(5) . . . . ? C11 C12 C13 C14 0.8(5) . . . . ? C10 C9 C14 C13 0.1(4) . . . . ? N3 C9 C14 C13 -177.3(3) . . . . ? C12 C13 C14 C9 -0.8(5) . . . . ? P2 N4 C15 C16 150.9(2) . . . . ? Sb1 N4 C15 C16 -16.9(4) . . . . ? P2 N4 C15 C20 -27.8(4) . . . . ? Sb1 N4 C15 C20 164.4(2) . . . . ? C20 C15 C16 C17 -1.1(4) . . . . ? N4 C15 C16 C17 -179.9(3) . . . . ? C15 C16 C17 C18 1.2(5) . . . . ? C16 C17 C18 C19 -0.4(6) . . . . ? C17 C18 C19 C20 -0.4(6) . . . . ? C16 C15 C20 C19 0.3(4) . . . . ? N4 C15 C20 C19 179.1(3) . . . . ? C18 C19 C20 C15 0.5(5) . . . . ? N3A P1A P2A N4A -0.48(12) . . . . ? N2A P1A P2A N4A -103.68(15) . . . . ? N1A P1A P2A N4A 82.89(14) . . . . ? N3A P1A P2A N2A 103.20(15) . . . . ? N1A P1A P2A N2A -173.43(16) . . . . ? N3A P1A P2A N1A -83.37(14) . . . . ? N2A P1A P2A N1A 173.43(16) . . . . ? N4A P2A N1A C1A 124.0(2) . . . . ? N2A P2A N1A C1A -130.4(2) . . . . ? P1A P2A N1A C1A -134.7(2) . . . . ? N4A P2A N1A P1A -101.31(11) . . . . ? N2A P2A N1A P1A 4.23(11) . . . . ? N4A P2A N1A Sb1A -11.02(9) . . . . ? N2A P2A N1A Sb1A 94.52(9) . . . . ? P1A P2A N1A Sb1A 90.29(9) . . . . ? N3A P1A N1A C1A -123.5(2) . . . . ? N2A P1A N1A C1A 130.9(2) . . . . ? P2A P1A N1A C1A 135.1(2) . . . . ? N3A P1A N1A P2A 101.36(11) . . . . ? N2A P1A N1A P2A -4.23(11) . . . . ? N3A P1A N1A Sb1A 10.03(9) . . . . ? N2A P1A N1A Sb1A -95.57(9) . . . . ? P2A P1A N1A Sb1A -91.34(9) . . . . ? N3A Sb1A N1A C1A 121.8(2) . . . . ? N4A Sb1A N1A C1A -123.0(2) . . . . ? Cl1A Sb1A N1A C1A 177.17(15) . . . . ? N3A Sb1A N1A P2A -105.35(10) . . . . ? N4A Sb1A N1A P2A 9.91(8) . . . . ? Cl1A Sb1A N1A P2A -49.94(12) . . . . ? N3A Sb1A N1A P1A -8.94(8) . . . . ? N4A Sb1A N1A P1A 106.31(10) . . . . ? Cl1A Sb1A N1A P1A 46.46(12) . . . . ? N4A P2A N2A C5A -82.2(3) . . . . ? N1A P2A N2A C5A -171.9(3) . . . . ? P1A P2A N2A C5A -167.5(3) . . . . ? N4A P2A N2A P1A 85.25(13) . . . . ? N1A P2A N2A P1A -4.43(11) . . . . ? N3A P1A N2A C5A 81.3(3) . . . . ? N1A P1A N2A C5A 171.8(3) . . . . ? P2A P1A N2A C5A 167.3(3) . . . . ? N3A P1A N2A P2A -86.05(13) . . . . ? N1A P1A N2A P2A 4.42(11) . . . . ? N2A P1A N3A C9A -134.9(2) . . . . ? N1A P1A N3A C9A 143.6(2) . . . . ? P2A P1A N3A C9A -175.04(19) . . . . ? N2A P1A N3A Sb1A 68.59(13) . . . . ? N1A P1A N3A Sb1A -12.97(12) . . . . ? P2A P1A N3A Sb1A 28.43(11) . . . . ? N4A Sb1A N3A C9A 158.5(2) . . . . ? Cl1A Sb1A N3A C9A 63.9(2) . . . . ? N1A Sb1A N3A C9A -145.2(2) . . . . ? N4A Sb1A N3A P1A -46.24(13) . . . . ? Cl1A Sb1A N3A P1A -140.84(11) . . . . ? N1A Sb1A N3A P1A 10.01(9) . . . . ? N2A P2A N4A C15A 125.4(2) . . . . ? N1A P2A N4A C15A -153.0(2) . . . . ? P1A P2A N4A C15A 165.4(2) . . . . ? N2A P2A N4A Sb1A -67.45(13) . . . . ? N1A P2A N4A Sb1A 14.14(12) . . . . ? P1A P2A N4A Sb1A -27.42(11) . . . . ? N3A Sb1A N4A C15A -147.6(2) . . . . ? Cl1A Sb1A N4A C15A -55.1(2) . . . . ? N1A Sb1A N4A C15A 155.8(2) . . . . ? N3A Sb1A N4A P2A 45.72(13) . . . . ? Cl1A Sb1A N4A P2A 138.24(10) . . . . ? N1A Sb1A N4A P2A -10.91(9) . . . . ? P2A N1A C1A C2A 63.2(3) . . . . ? P1A N1A C1A C2A -60.5(3) . . . . ? Sb1A N1A C1A C2A -177.26(18) . . . . ? P2A N1A C1A C4A -176.2(2) . . . . ? P1A N1A C1A C4A 60.1(3) . . . . ? Sb1A N1A C1A C4A -56.7(3) . . . . ? P2A N1A C1A C3A -57.1(3) . . . . ? P1A N1A C1A C3A 179.2(2) . . . . ? Sb1A N1A C1A C3A 62.5(3) . . . . ? P2A N2A C5A C7A 61.3(4) . . . . ? P1A N2A C5A C7A -102.7(3) . . . . ? P2A N2A C5A C6A -176.0(2) . . . . ? P1A N2A C5A C6A 19.9(4) . . . . ? P2A N2A C5A C8A -57.7(4) . . . . ? P1A N2A C5A C8A 138.3(3) . . . . ? P1A N3A C9A C14A 114.2(3) . . . . ? Sb1A N3A C9A C14A -93.0(3) . . . . ? P1A N3A C9A C10A -62.0(3) . . . . ? Sb1A N3A C9A C10A 90.8(3) . . . . ? C14A C9A C10A C11A -1.3(5) . . . . ? N3A C9A C10A C11A 174.9(3) . . . . ? C9A C10A C11A C12A 1.7(5) . . . . ? C10A C11A C12A C13A -0.5(6) . . . . ? C11A C12A C13A C14A -1.2(6) . . . . ? C10A C9A C14A C13A -0.3(5) . . . . ? N3A C9A C14A C13A -176.5(3) . . . . ? C12A C13A C14A C9A 1.6(6) . . . . ? P2A N4A C15A C20A 156.3(2) . . . . ? Sb1A N4A C15A C20A -8.7(4) . . . . ? P2A N4A C15A C16A -21.6(4) . . . . ? Sb1A N4A C15A C16A 173.4(2) . . . . ? C20A C15A C16A C17A -1.6(4) . . . . ? N4A C15A C16A C17A 176.4(3) . . . . ? C15A C16A C17A C18A 1.8(5) . . . . ? C16A C17A C18A C19A -0.4(5) . . . . ? C17A C18A C19A C20A -1.1(5) . . . . ? C18A C19A C20A C15A 1.3(5) . . . . ? C16A C15A C20A C19A 0.1(4) . . . . ? N4A C15A C20A C19A -177.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.879 _diffrn_reflns_theta_full 27.68 _diffrn_measured_fraction_theta_full 0.879 _refine_diff_density_max 0.957 _refine_diff_density_min -0.717 _refine_diff_density_rms 0.063