Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Chandrasekhar, Vadapalli' 'Jehle, Heinrich' 'Klupfel, Bernd' 'Malisch, Wolfgang' 'Pfeiffer, Matthias' 'Stalke, Dietmar' 'Stey, Thomas' _publ_contact_author_name 'Dr Dietmar Stalke' _publ_contact_author_address ; Dr Dietmar Stalke Institut fur Anorganische Chemie Universitat Wurzburg Am Hubland Wurzburg D-97074 GERMANY ; data_5 _database_code_CSD 152867 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 B Fe2 N2 O4 P' _chemical_formula_weight 612.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' .3463 .8444 '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 13.107(6) _cell_length_b 8.403(2) _cell_length_c 26.005(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.37(2) _cell_angle_gamma 90.00 _cell_volume 2846.4(19) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6065 _exptl_absorpt_correction_T_max 0.8970 _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7285 _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_sigmaI/netI 0.0887 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 22.54 _reflns_number_total 3707 _reflns_number_gt 2471 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0494P)^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 3707 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.0982 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.090 _refine_ls_shift/su_mean 0.003 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 P1 P 0.24901(11) -0.06151(17) 0.14080(6) 0.0212(4) Uani 1 d . . . C1 C 0.3232(4) -0.1282(7) 0.2016(2) 0.0260(14) Uani 1 d . . . C2 C 0.3991(4) -0.0361(7) 0.2280(2) 0.0345(16) Uani 1 d . . . H2 H 0.4215 0.0591 0.2130 0.041 Uiso 1 calc R . . C3 C 0.4419(5) -0.0844(9) 0.2763(3) 0.049(2) Uani 1 d . . . H3 H 0.4937 -0.0226 0.2954 0.059 Uiso 1 calc R . . C4 C 0.4084(6) -0.2226(9) 0.2960(3) 0.050(2) Uani 1 d . . . H4 H 0.4364 -0.2585 0.3293 0.060 Uiso 1 calc R . . C5 C 0.3333(6) -0.3098(9) 0.2672(3) 0.053(2) Uani 1 d . . . H5 H 0.3120 -0.4075 0.2810 0.064 Uiso 1 calc R . . N1 N 0.2892(4) -0.2632(6) 0.22074(19) 0.0389(14) Uani 1 d . . . C6 C 0.3494(4) 0.0345(7) 0.1072(2) 0.0217(13) Uani 1 d . . . C7 C 0.4454(5) -0.0331(7) 0.1054(2) 0.0340(16) Uani 1 d . . . H7 H 0.4641 -0.1277 0.1241 0.041 Uiso 1 calc R . . C8 C 0.5138(5) 0.0395(8) 0.0758(2) 0.0400(17) Uani 1 d . . . H8 H 0.5801 -0.0045 0.0740 0.048 Uiso 1 calc R . . C9 C 0.4847(5) 0.1750(8) 0.0494(2) 0.0407(17) Uani 1 d . . . H9 H 0.5299 0.2270 0.0287 0.049 Uiso 1 calc R . . C10 C 0.3884(5) 0.2348(7) 0.0534(2) 0.0379(17) Uani 1 d . . . H10 H 0.3689 0.3297 0.0351 0.046 Uiso 1 calc R . . N2 N 0.3208(4) 0.1681(5) 0.08137(18) 0.0298(12) Uani 1 d . . . Fe1 Fe 0.13727(6) 0.12279(9) 0.16468(3) 0.0248(2) Uani 1 d . . . C11 C 0.0676(5) -0.3420(8) 0.0386(2) 0.0420(18) Uani 1 d . . . H11 H 0.0141 -0.4114 0.0463 0.050 Uiso 1 calc R . . C12 C 0.1584(5) -0.3874(8) 0.0203(2) 0.0457(19) Uani 1 d . . . H12 H 0.1784 -0.4935 0.0137 0.055 Uiso 1 calc R . . C13 C 0.2161(5) -0.2494(8) 0.0131(2) 0.0405(17) Uani 1 d . . . H13 H 0.2816 -0.2458 0.0008 0.049 Uiso 1 calc R . . C14 C 0.1592(5) -0.1177(8) 0.0275(2) 0.0359(16) Uani 1 d . . . H14 H 0.1793 -0.0093 0.0262 0.043 Uiso 1 calc R . . C15 C 0.0682(5) -0.1741(8) 0.0440(2) 0.0354(17) Uani 1 d . . . H15 H 0.0159 -0.1114 0.0565 0.042 Uiso 1 calc R . . Fe2 Fe 0.19209(6) -0.27182(9) 0.09126(3) 0.0255(2) Uani 1 d . . . C16 C 0.0610(6) 0.2119(9) 0.2239(3) 0.060(2) Uani 1 d . . . H16 H 0.0718 0.3152 0.2384 0.073 Uiso 1 calc R . . C17 C -0.0093(6) 0.1736(11) 0.1826(3) 0.067(3) Uani 1 d . . . H17 H -0.0555 0.2444 0.1634 0.080 Uiso 1 calc R . . C18 C 0.0006(5) 0.0053(11) 0.1740(3) 0.056(2) Uani 1 d . . . H18 H -0.0370 -0.0569 0.1479 0.068 Uiso 1 calc R . . C19 C 0.0763(5) -0.0476(8) 0.2117(3) 0.0423(18) Uani 1 d . . . H19 H 0.0991 -0.1545 0.2163 0.051 Uiso 1 calc R . . C20 C 0.1126(6) 0.0780(9) 0.2408(3) 0.050(2) Uani 1 d . . . H20 H 0.1657 0.0733 0.2688 0.060 Uiso 1 calc R . . C21 C 0.3102(5) -0.3701(7) 0.1086(2) 0.0314(15) Uani 1 d . . . O1 O 0.3864(3) -0.4353(5) 0.11846(17) 0.0459(12) Uani 1 d . . . C22 C 0.1334(4) -0.3642(7) 0.1412(2) 0.0297(15) Uani 1 d . . . O2 O 0.0902(3) -0.4307(5) 0.17084(18) 0.0452(12) Uani 1 d . . . C23 C 0.2397(5) 0.2556(7) 0.1817(2) 0.0344(16) Uani 1 d . . . O3 O 0.3045(3) 0.3430(5) 0.19439(17) 0.0443(12) Uani 1 d . . . C24 C 0.1077(5) 0.2019(7) 0.1017(2) 0.0311(15) Uani 1 d . . . O4 O 0.0814(3) 0.2583(5) 0.06274(17) 0.0465(12) Uani 1 d . . . C25 C 0.7136(5) 0.7645(9) 0.1563(3) 0.0503(19) Uani 1 d . . . H25A H 0.6897 0.6902 0.1814 0.075 Uiso 1 calc R . . H25B H 0.6592 0.8416 0.1456 0.075 Uiso 1 calc R . . H25C H 0.7746 0.8209 0.1721 0.075 Uiso 1 calc R . . C26 C 0.7872(5) 0.7928(9) 0.0651(3) 0.054(2) Uani 1 d . . . H26A H 0.8463 0.8491 0.0830 0.081 Uiso 1 calc R . . H26B H 0.7334 0.8696 0.0534 0.081 Uiso 1 calc R . . H26C H 0.8085 0.7357 0.0352 0.081 Uiso 1 calc R . . C27 C 0.6360(5) 0.5823(8) 0.0759(3) 0.051(2) Uani 1 d . . . H27A H 0.6525 0.5217 0.0457 0.076 Uiso 1 calc R . . H27B H 0.5863 0.6659 0.0648 0.076 Uiso 1 calc R . . H27C H 0.6066 0.5107 0.1001 0.076 Uiso 1 calc R . . C28 C 0.8253(6) 0.5248(10) 0.1209(3) 0.068(2) Uani 1 d . . . H28A H 0.7972 0.4509 0.1448 0.103 Uiso 1 calc R . . H28B H 0.8889 0.5717 0.1377 0.103 Uiso 1 calc R . . H28C H 0.8398 0.4673 0.0897 0.103 Uiso 1 calc R . . B1 B 0.7427(6) 0.6648(9) 0.1051(3) 0.039(2) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0218(8) 0.0182(8) 0.0227(9) 0.0009(7) -0.0024(7) 0.0000(7) C1 0.027(3) 0.024(3) 0.026(3) -0.002(3) -0.002(3) 0.012(3) C2 0.032(4) 0.036(4) 0.033(4) 0.000(3) -0.009(3) -0.001(3) C3 0.042(4) 0.062(5) 0.038(4) -0.017(4) -0.023(3) 0.010(4) C4 0.063(5) 0.052(5) 0.032(4) 0.004(4) -0.010(4) 0.027(4) C5 0.073(6) 0.039(4) 0.046(5) 0.014(4) 0.000(4) 0.015(4) N1 0.053(4) 0.032(3) 0.030(3) 0.010(3) -0.004(3) 0.002(3) C6 0.022(3) 0.019(3) 0.023(3) -0.004(3) -0.003(3) 0.000(3) C7 0.037(4) 0.027(4) 0.039(4) -0.001(3) 0.005(3) -0.005(3) C8 0.025(4) 0.055(5) 0.042(4) -0.008(4) 0.012(3) -0.001(3) C9 0.039(4) 0.043(4) 0.044(4) 0.002(4) 0.018(3) -0.007(3) C10 0.050(4) 0.030(4) 0.035(4) 0.007(3) 0.009(3) -0.003(4) N2 0.032(3) 0.025(3) 0.033(3) 0.004(2) 0.007(3) 0.004(2) Fe1 0.0275(5) 0.0216(5) 0.0251(5) 0.0009(4) 0.0027(4) 0.0018(4) C11 0.037(4) 0.051(5) 0.035(4) -0.006(4) -0.009(3) -0.012(3) C12 0.064(5) 0.038(4) 0.032(4) -0.018(3) -0.011(4) 0.004(4) C13 0.029(4) 0.059(5) 0.032(4) -0.004(4) -0.003(3) -0.004(4) C14 0.048(4) 0.036(4) 0.021(3) 0.003(3) -0.005(3) -0.007(4) C15 0.034(4) 0.041(4) 0.027(4) -0.005(3) -0.015(3) 0.004(3) Fe2 0.0268(5) 0.0202(5) 0.0282(5) -0.0035(4) -0.0030(4) -0.0020(4) C16 0.073(6) 0.049(5) 0.068(6) -0.011(5) 0.050(5) 0.002(5) C17 0.039(5) 0.093(7) 0.075(6) 0.052(5) 0.034(4) 0.043(5) C18 0.036(5) 0.099(7) 0.035(4) -0.015(5) 0.014(4) -0.029(5) C19 0.044(5) 0.036(4) 0.052(5) 0.001(4) 0.029(4) -0.003(4) C20 0.054(5) 0.065(5) 0.033(4) 0.010(4) 0.012(4) -0.006(4) C21 0.037(4) 0.023(4) 0.034(4) -0.002(3) 0.003(3) -0.006(3) O1 0.038(3) 0.036(3) 0.062(3) 0.002(2) 0.001(2) 0.012(2) C22 0.026(4) 0.023(3) 0.038(4) -0.003(3) -0.003(3) 0.000(3) O2 0.045(3) 0.036(3) 0.055(3) 0.011(2) 0.005(2) -0.013(2) C23 0.048(4) 0.023(4) 0.031(4) -0.002(3) 0.000(3) 0.006(3) O3 0.049(3) 0.029(3) 0.053(3) -0.008(2) -0.004(2) -0.010(2) C24 0.039(4) 0.021(3) 0.032(4) -0.003(3) -0.002(3) 0.003(3) O4 0.054(3) 0.044(3) 0.039(3) 0.014(2) -0.006(2) 0.010(2) C25 0.038(4) 0.069(5) 0.044(4) -0.002(4) 0.004(3) 0.016(4) C26 0.047(5) 0.062(5) 0.053(5) -0.007(4) 0.002(4) -0.008(4) C27 0.052(5) 0.048(5) 0.052(5) 0.015(4) 0.006(4) -0.005(4) C28 0.071(6) 0.090(7) 0.043(5) -0.010(4) 0.000(4) 0.025(5) B1 0.042(5) 0.044(5) 0.030(4) 0.001(4) -0.005(4) 0.005(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 P1 C6 1.844(6) . ? P1 C1 1.849(5) . ? P1 Fe2 2.2640(17) . ? P1 Fe1 2.2652(18) . ? C1 N1 1.335(7) . ? C1 C2 1.381(8) . ? C2 C3 1.380(8) . ? C3 C4 1.362(9) . ? C4 C5 1.379(9) . ? C5 N1 1.340(8) . ? C6 N2 1.341(7) . ? C6 C7 1.386(8) . ? C7 C8 1.386(8) . ? C8 C9 1.362(9) . ? C9 C10 1.372(8) . ? C10 N2 1.331(7) . ? Fe1 C23 1.763(7) . ? Fe1 C24 1.769(6) . ? Fe1 C16 2.068(7) . ? Fe1 C17 2.071(7) . ? Fe1 C20 2.077(7) . ? Fe1 C18 2.083(7) . ? Fe1 C19 2.097(6) . ? C11 C12 1.383(9) . ? C11 C15 1.417(9) . ? C11 Fe2 2.095(6) . ? C12 C13 1.408(9) . ? C12 Fe2 2.089(6) . ? C13 C14 1.408(9) . ? C13 Fe2 2.099(6) . ? C14 C15 1.394(8) . ? C14 Fe2 2.110(6) . ? C15 Fe2 2.093(6) . ? Fe2 C22 1.761(7) . ? Fe2 C21 1.769(7) . ? C16 C20 1.361(10) . ? C16 C17 1.375(10) . ? C17 C18 1.440(11) . ? C18 C19 1.389(9) . ? C19 C20 1.355(9) . ? C21 O1 1.143(7) . ? C22 O2 1.151(7) . ? C23 O3 1.144(7) . ? C24 O4 1.137(7) . ? C25 B1 1.653(9) . ? C26 B1 1.647(10) . ? C27 B1 1.666(9) . ? C28 B1 1.621(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 P1 C1 101.7(3) . . ? C6 P1 Fe2 106.23(18) . . ? C1 P1 Fe2 111.04(19) . . ? C6 P1 Fe1 110.37(19) . . ? C1 P1 Fe1 105.49(18) . . ? Fe2 P1 Fe1 120.49(7) . . ? N1 C1 C2 123.0(5) . . ? N1 C1 P1 114.2(4) . . ? C2 C1 P1 122.4(5) . . ? C3 C2 C1 119.0(6) . . ? C4 C3 C2 118.6(6) . . ? C3 C4 C5 119.3(6) . . ? N1 C5 C4 123.1(7) . . ? C1 N1 C5 117.1(6) . . ? N2 C6 C7 122.0(5) . . ? N2 C6 P1 115.4(4) . . ? C7 C6 P1 122.4(5) . . ? C8 C7 C6 119.0(6) . . ? C9 C8 C7 119.0(6) . . ? C8 C9 C10 118.5(6) . . ? N2 C10 C9 124.1(6) . . ? C10 N2 C6 117.4(5) . . ? C23 Fe1 C24 94.4(3) . . ? C23 Fe1 C16 90.1(3) . . ? C24 Fe1 C16 118.6(3) . . ? C23 Fe1 C17 120.9(4) . . ? C24 Fe1 C17 91.0(3) . . ? C16 Fe1 C17 38.8(3) . . ? C23 Fe1 C20 94.1(3) . . ? C24 Fe1 C20 155.4(3) . . ? C16 Fe1 C20 38.3(3) . . ? C17 Fe1 C20 64.9(3) . . ? C23 Fe1 C18 155.7(3) . . ? C24 Fe1 C18 100.5(3) . . ? C16 Fe1 C18 65.9(3) . . ? C17 Fe1 C18 40.6(3) . . ? C20 Fe1 C18 64.9(3) . . ? C23 Fe1 C19 127.9(3) . . ? C24 Fe1 C19 137.5(3) . . ? C16 Fe1 C19 64.3(3) . . ? C17 Fe1 C19 65.6(3) . . ? C20 Fe1 C19 37.9(2) . . ? C18 Fe1 C19 38.8(3) . . ? C23 Fe1 P1 90.2(2) . . ? C24 Fe1 P1 94.9(2) . . ? C16 Fe1 P1 146.4(3) . . ? C17 Fe1 P1 147.9(3) . . ? C20 Fe1 P1 108.2(2) . . ? C18 Fe1 P1 107.4(3) . . ? C19 Fe1 P1 89.58(19) . . ? C12 C11 C15 108.3(6) . . ? C12 C11 Fe2 70.4(4) . . ? C15 C11 Fe2 70.2(3) . . ? C11 C12 C13 108.3(6) . . ? C11 C12 Fe2 70.9(4) . . ? C13 C12 Fe2 70.7(4) . . ? C14 C13 C12 107.7(6) . . ? C14 C13 Fe2 70.9(3) . . ? C12 C13 Fe2 70.0(4) . . ? C15 C14 C13 108.1(6) . . ? C15 C14 Fe2 70.0(3) . . ? C13 C14 Fe2 70.0(4) . . ? C14 C15 C11 107.7(6) . . ? C14 C15 Fe2 71.3(3) . . ? C11 C15 Fe2 70.3(3) . . ? C22 Fe2 C21 92.8(3) . . ? C22 Fe2 C12 112.3(3) . . ? C21 Fe2 C12 95.8(3) . . ? C22 Fe2 C15 103.4(3) . . ? C21 Fe2 C15 158.9(3) . . ? C12 Fe2 C15 65.7(3) . . ? C22 Fe2 C11 89.2(3) . . ? C21 Fe2 C11 129.2(3) . . ? C12 Fe2 C11 38.6(2) . . ? C15 Fe2 C11 39.6(2) . . ? C22 Fe2 C13 151.4(3) . . ? C21 Fe2 C13 93.9(3) . . ? C12 Fe2 C13 39.3(2) . . ? C15 Fe2 C13 65.5(2) . . ? C11 Fe2 C13 65.3(3) . . ? C22 Fe2 C14 141.4(3) . . ? C21 Fe2 C14 125.7(3) . . ? C12 Fe2 C14 65.6(3) . . ? C15 Fe2 C14 38.7(2) . . ? C11 Fe2 C14 65.3(3) . . ? C13 Fe2 C14 39.1(2) . . ? C22 Fe2 P1 93.89(19) . . ? C21 Fe2 P1 89.7(2) . . ? C12 Fe2 P1 152.8(2) . . ? C15 Fe2 P1 102.33(18) . . ? C11 Fe2 P1 140.8(2) . . ? C13 Fe2 P1 113.91(19) . . ? C14 Fe2 P1 89.64(18) . . ? C20 C16 C17 109.0(7) . . ? C20 C16 Fe1 71.2(4) . . ? C17 C16 Fe1 70.7(4) . . ? C16 C17 C18 106.7(7) . . ? C16 C17 Fe1 70.5(4) . . ? C18 C17 Fe1 70.2(4) . . ? C19 C18 C17 105.9(7) . . ? C19 C18 Fe1 71.1(4) . . ? C17 C18 Fe1 69.3(4) . . ? C20 C19 C18 108.9(7) . . ? C20 C19 Fe1 70.2(4) . . ? C18 C19 Fe1 70.1(4) . . ? C19 C20 C16 109.4(7) . . ? C19 C20 Fe1 71.9(4) . . ? C16 C20 Fe1 70.5(4) . . ? O1 C21 Fe2 178.1(6) . . ? O2 C22 Fe2 174.6(5) . . ? O3 C23 Fe1 177.4(6) . . ? O4 C24 Fe1 174.2(6) . . ? C28 B1 C26 111.1(6) . . ? C28 B1 C25 111.8(5) . . ? C26 B1 C25 107.9(6) . . ? C28 B1 C27 108.5(6) . . ? C26 B1 C27 108.9(5) . . ? C25 B1 C27 108.7(6) . . ? _diffrn_measured_fraction_theta_max .919 _diffrn_reflns_theta_full 22.54 _diffrn_measured_fraction_theta_full .919 _refine_diff_density_max .529 _refine_diff_density_min -.432 _refine_diff_density_rms .077 data_comp2 _database_code_CSD 152868 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H31 Cs N5 P' _chemical_formula_weight 493.37 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' 'Cs' 'Cs' -0.3680 2.1192 '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 9.356(3) _cell_length_b 10.766(3) _cell_length_c 12.775(4) _cell_angle_alpha 71.29(3) _cell_angle_beta 72.89(3) _cell_angle_gamma 83.82(2) _cell_volume 1164.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 15 _exptl_crystal_description needles _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 1.670 _exptl_absorpt_correction_type semiempiric _exptl_absorpt_correction_T_min 0.5547 _exptl_absorpt_correction_T_max 0.6342 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3695 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3041 _reflns_number_gt 2714 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0279P)^2^+1.1892P] 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 3041 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0655 _refine_ls_wR_factor_gt 0.0588 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cs1 Cs 0.29549(3) 0.39929(3) 0.11860(2) 0.04548(11) Uani 1 d . . . P1 P 0.31569(12) 0.69206(10) -0.12861(9) 0.0441(3) Uani 1 d . . . C1 C 0.4134(4) 0.5941(4) -0.2185(3) 0.0388(9) Uani 1 d . . . C2 C 0.4782(4) 0.6325(4) -0.3381(3) 0.0439(10) Uani 1 d . . . H2 H 0.4728 0.7216 -0.3825 0.053 Uiso 1 calc R . . C3 C 0.5492(5) 0.5410(5) -0.3905(4) 0.0542(11) Uani 1 d . . . H3 H 0.5945 0.5674 -0.4711 0.065 Uiso 1 calc R . . C4 C 0.5554(5) 0.4115(5) -0.3272(4) 0.0570(12) Uani 1 d . . . H4 H 0.6033 0.3468 -0.3623 0.068 Uiso 1 calc R . . C5 C 0.4894(5) 0.3797(4) -0.2110(4) 0.0563(12) Uani 1 d . . . H5 H 0.4923 0.2902 -0.1667 0.068 Uiso 1 calc R . . N1 N 0.4212(4) 0.4654(3) -0.1556(3) 0.0506(9) Uani 1 d . . . C6 C 0.3358(4) 0.8621(4) -0.2125(3) 0.0400(9) Uani 1 d . . . C7 C 0.2667(5) 0.9510(4) -0.1525(4) 0.0486(11) Uani 1 d . . . H7 H 0.2176 0.9181 -0.0727 0.058 Uiso 1 calc R . . C8 C 0.2677(6) 1.0825(4) -0.2048(4) 0.0612(13) Uani 1 d . . . H8 H 0.2194 1.1407 -0.1625 0.073 Uiso 1 calc R . . C9 C 0.3388(7) 1.1296(5) -0.3184(4) 0.0800(17) Uani 1 d . . . H9 H 0.3420 1.2211 -0.3578 0.096 Uiso 1 calc R . . C10 C 0.4053(8) 1.0407(5) -0.3738(4) 0.092(2) Uani 1 d . . . H10 H 0.4544 1.0738 -0.4535 0.110 Uiso 1 calc R . . N2 N 0.4075(5) 0.9092(4) -0.3247(3) 0.0706(13) Uani 1 d . . . C11 C 0.1272(6) 0.1349(6) 0.0932(4) 0.0735(15) Uani 1 d . . . H11A H 0.0917 0.0538 0.0905 0.110 Uiso 1 calc R . . H11B H 0.1928 0.1803 0.0177 0.110 Uiso 1 calc R . . H11C H 0.0414 0.1917 0.1136 0.110 Uiso 1 calc R . . C12 C 0.3403(6) 0.0212(5) 0.1474(6) 0.0847(17) Uani 1 d . . . H12A H 0.3079 -0.0611 0.1448 0.127 Uiso 1 calc R . . H12B H 0.3956 0.0020 0.2053 0.127 Uiso 1 calc R . . H12C H 0.4052 0.0676 0.0719 0.127 Uiso 1 calc R . . N3 N 0.2087(4) 0.1037(3) 0.1779(3) 0.0518(9) Uani 1 d . . . C13 C 0.1147(5) 0.0400(4) 0.2933(4) 0.0589(12) Uani 1 d . . . H13A H 0.1783 0.0114 0.3467 0.071 Uiso 1 calc R . . H13B H 0.0710 -0.0393 0.2926 0.071 Uiso 1 calc R . . C14 C -0.0098(5) 0.1264(4) 0.3377(4) 0.0514(11) Uani 1 d . . . H14A H -0.0806 0.1448 0.2901 0.062 Uiso 1 calc R . . H14B H -0.0647 0.0774 0.4172 0.062 Uiso 1 calc R . . N4 N 0.0371(3) 0.2513(3) 0.3384(3) 0.0409(8) Uani 1 d . . . C15 C 0.1346(5) 0.2316(5) 0.4134(4) 0.0604(12) Uani 1 d . . . H15A H 0.0815 0.1818 0.4920 0.091 Uiso 1 calc R . . H15B H 0.1628 0.3169 0.4127 0.091 Uiso 1 calc R . . H15C H 0.2248 0.1828 0.3857 0.091 Uiso 1 calc R . . C16 C -0.0958(5) 0.3295(5) 0.3722(4) 0.0602(13) Uani 1 d . . . H16A H -0.1506 0.2847 0.4528 0.072 Uiso 1 calc R . . H16B H -0.1622 0.3335 0.3235 0.072 Uiso 1 calc R . . C17 C -0.0629(6) 0.4677(5) 0.3624(4) 0.0713(14) Uani 1 d . . . H17A H -0.1591 0.5147 0.3825 0.086 Uiso 1 calc R . . H17B H -0.0093 0.4637 0.4197 0.086 Uiso 1 calc R . . N5 N 0.0251(4) 0.5432(3) 0.2502(3) 0.0540(9) Uani 1 d . . . C18 C -0.0550(5) 0.5663(5) 0.1653(5) 0.0653(13) Uani 1 d . . . H18A H -0.0778 0.4823 0.1599 0.098 Uiso 1 calc R . . H18B H 0.0066 0.6184 0.0905 0.098 Uiso 1 calc R . . H18C H -0.1483 0.6142 0.1875 0.098 Uiso 1 calc R . . C19 C 0.0703(6) 0.6672(5) 0.2526(6) 0.0905(19) Uani 1 d . . . H19A H 0.1361 0.7128 0.1772 0.136 Uiso 1 calc R . . H19B H 0.1239 0.6505 0.3112 0.136 Uiso 1 calc R . . H19C H -0.0185 0.7218 0.2709 0.136 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 Cs1 0.03634(16) 0.04184(16) 0.04552(17) -0.00490(11) -0.00055(11) -0.00378(10) P1 0.0505(7) 0.0398(6) 0.0360(6) -0.0117(5) -0.0060(5) 0.0077(5) C1 0.035(2) 0.043(2) 0.042(2) -0.0150(19) -0.0142(18) 0.0027(18) C2 0.041(2) 0.047(2) 0.045(2) -0.019(2) -0.0060(19) -0.0067(19) C3 0.048(3) 0.065(3) 0.051(3) -0.028(2) -0.001(2) -0.008(2) C4 0.050(3) 0.059(3) 0.070(3) -0.039(3) -0.009(2) 0.006(2) C5 0.063(3) 0.044(3) 0.071(3) -0.027(2) -0.025(3) 0.015(2) N1 0.058(2) 0.046(2) 0.050(2) -0.0168(18) -0.0199(18) 0.0103(18) C6 0.041(2) 0.043(2) 0.037(2) -0.0149(19) -0.0114(18) 0.0010(18) C7 0.056(3) 0.047(3) 0.046(2) -0.020(2) -0.014(2) 0.009(2) C8 0.083(4) 0.045(3) 0.061(3) -0.026(2) -0.023(3) 0.017(2) C9 0.129(5) 0.035(3) 0.065(3) -0.017(3) -0.010(3) -0.001(3) C10 0.150(6) 0.048(3) 0.049(3) -0.012(3) 0.013(3) -0.012(3) N2 0.110(4) 0.044(2) 0.044(2) -0.0169(18) 0.008(2) -0.013(2) C11 0.072(4) 0.093(4) 0.058(3) -0.034(3) -0.012(3) 0.004(3) C12 0.063(3) 0.071(4) 0.123(5) -0.049(4) -0.013(3) 0.013(3) N3 0.050(2) 0.045(2) 0.060(2) -0.0206(18) -0.0103(19) 0.0025(17) C13 0.072(3) 0.037(2) 0.063(3) -0.008(2) -0.016(3) -0.011(2) C14 0.053(3) 0.053(3) 0.038(2) -0.002(2) -0.004(2) -0.019(2) N4 0.0367(18) 0.0438(19) 0.0366(18) -0.0060(15) -0.0082(15) -0.0018(15) C15 0.069(3) 0.062(3) 0.052(3) -0.010(2) -0.023(2) -0.012(2) C16 0.052(3) 0.063(3) 0.047(3) -0.011(2) 0.006(2) 0.004(2) C17 0.071(3) 0.079(4) 0.065(3) -0.040(3) -0.006(3) 0.017(3) N5 0.048(2) 0.046(2) 0.074(3) -0.0270(19) -0.018(2) 0.0070(17) C18 0.057(3) 0.049(3) 0.090(4) -0.015(3) -0.028(3) 0.006(2) C19 0.070(4) 0.065(3) 0.162(6) -0.061(4) -0.048(4) 0.017(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 Cs1 N5 3.155(4) . ? Cs1 N3 3.164(4) . ? Cs1 N4 3.199(3) . ? Cs1 N1 3.212(4) . ? Cs1 C1 3.346(4) 2_665 ? Cs1 N1 3.373(4) 2_665 ? Cs1 P1 3.6520(19) . ? Cs1 P1 3.6931(18) 2_665 ? Cs1 C2 3.897(4) 2_665 ? Cs1 C5 3.916(5) 2_665 ? Cs1 Cs1 4.391(2) 2_665 ? P1 C1 1.794(4) . ? P1 C6 1.798(4) . ? P1 Cs1 3.6931(18) 2_665 ? C1 N1 1.368(5) . ? C1 C2 1.406(5) . ? C1 Cs1 3.346(4) 2_665 ? C2 C3 1.371(6) . ? C2 Cs1 3.897(4) 2_665 ? C2 H2 0.9500 . ? C3 C4 1.374(6) . ? C3 H3 0.9500 . ? C4 C5 1.372(6) . ? C4 H4 0.9500 . ? C5 N1 1.336(5) . ? C5 Cs1 3.916(5) 2_665 ? C5 H5 0.9500 . ? N1 Cs1 3.373(4) 2_665 ? C6 N2 1.342(5) . ? C6 C7 1.403(6) . ? C7 C8 1.359(6) . ? C7 H7 0.9500 . ? C8 C9 1.356(7) . ? C8 H8 0.9500 . ? C9 C10 1.360(7) . ? C9 H9 0.9500 . ? C10 N2 1.353(6) . ? C10 H10 0.9500 . ? C11 N3 1.436(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N3 1.470(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N3 C13 1.460(6) . ? C13 C14 1.504(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N4 1.462(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? N4 C16 1.461(5) . ? N4 C15 1.461(5) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.510(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N5 1.447(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? N5 C18 1.437(6) . ? N5 C19 1.455(6) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? 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 Cs1 N3 108.56(10) . . ? N5 Cs1 N4 55.96(9) . . ? N3 Cs1 N4 55.95(9) . . ? N5 Cs1 N1 125.81(9) . . ? N3 Cs1 N1 98.44(10) . . ? N4 Cs1 N1 143.95(9) . . ? N5 Cs1 C1 107.25(10) . 2_665 ? N3 Cs1 C1 108.70(10) . 2_665 ? N4 Cs1 C1 105.41(9) . 2_665 ? N1 Cs1 C1 107.05(10) . 2_665 ? N5 Cs1 N1 98.80(9) . 2_665 ? N3 Cs1 N1 131.83(9) . 2_665 ? N4 Cs1 N1 119.49(9) . 2_665 ? N1 Cs1 N1 96.41(8) . 2_665 ? C1 Cs1 N1 23.49(9) 2_665 2_665 ? N5 Cs1 P1 85.80(8) . . ? N3 Cs1 P1 134.73(7) . . ? N4 Cs1 P1 135.59(6) . . ? N1 Cs1 P1 44.33(7) . . ? C1 Cs1 P1 107.17(7) 2_665 . ? N1 Cs1 P1 84.89(7) 2_665 . ? N5 Cs1 P1 136.13(7) . 2_665 ? N3 Cs1 P1 92.34(7) . 2_665 ? N4 Cs1 P1 116.50(6) . 2_665 ? N1 Cs1 P1 86.54(7) . 2_665 ? C1 Cs1 P1 29.00(7) 2_665 2_665 ? N1 Cs1 P1 43.25(6) 2_665 2_665 ? P1 Cs1 P1 106.58(4) . 2_665 ? N5 Cs1 C2 92.59(9) . 2_665 ? N3 Cs1 C2 100.96(9) . 2_665 ? N4 Cs1 C2 85.21(9) . 2_665 ? N1 Cs1 C2 127.64(9) . 2_665 ? C1 Cs1 C2 20.64(9) 2_665 2_665 ? N1 Cs1 C2 37.63(9) 2_665 2_665 ? P1 Cs1 C2 121.58(7) . 2_665 ? P1 Cs1 C2 44.75(6) 2_665 2_665 ? N5 Cs1 C5 79.49(10) . 2_665 ? N3 Cs1 C5 141.31(10) . 2_665 ? N4 Cs1 C5 108.35(10) . 2_665 ? N1 Cs1 C5 107.04(10) . 2_665 ? C1 Cs1 C5 36.21(9) 2_665 2_665 ? N1 Cs1 C5 19.33(9) 2_665 2_665 ? P1 Cs1 C5 82.51(8) . 2_665 ? P1 Cs1 C5 61.44(7) 2_665 2_665 ? C2 Cs1 C5 40.35(9) 2_665 2_665 ? N5 Cs1 Cs1 123.06(7) . 2_665 ? N3 Cs1 Cs1 128.30(7) . 2_665 ? N4 Cs1 Cs1 165.83(6) . 2_665 ? N1 Cs1 Cs1 49.77(7) . 2_665 ? C1 Cs1 Cs1 60.65(7) 2_665 2_665 ? N1 Cs1 Cs1 46.63(6) 2_665 2_665 ? P1 Cs1 Cs1 53.72(3) . 2_665 ? P1 Cs1 Cs1 52.86(3) 2_665 2_665 ? C2 Cs1 Cs1 80.69(7) 2_665 2_665 ? C5 Cs1 Cs1 59.30(8) 2_665 2_665 ? C1 P1 C6 108.67(18) . . ? C1 P1 Cs1 87.88(13) . . ? C6 P1 Cs1 158.78(13) . . ? C1 P1 Cs1 64.71(12) . 2_665 ? C6 P1 Cs1 101.16(13) . 2_665 ? Cs1 P1 Cs1 73.42(4) . 2_665 ? N1 C1 C2 119.5(4) . . ? N1 C1 P1 111.3(3) . . ? C2 C1 P1 129.2(3) . . ? N1 C1 Cs1 79.4(2) . 2_665 ? C2 C1 Cs1 102.3(2) . 2_665 ? P1 C1 Cs1 86.30(14) . 2_665 ? C3 C2 C1 119.9(4) . . ? C3 C2 Cs1 101.5(3) . 2_665 ? C1 C2 Cs1 57.0(2) . 2_665 ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? Cs1 C2 H2 110.2 2_665 . ? C2 C3 C4 120.5(4) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 117.1(4) . . ? C5 C4 H4 121.5 . . ? C3 C4 H4 121.5 . . ? N1 C5 C4 124.8(4) . . ? N1 C5 Cs1 56.7(2) . 2_665 ? C4 C5 Cs1 102.1(3) . 2_665 ? N1 C5 H5 117.6 . . ? C4 C5 H5 117.6 . . ? Cs1 C5 H5 111.4 2_665 . ? C5 N1 C1 118.3(4) . . ? C5 N1 Cs1 125.3(3) . . ? C1 N1 Cs1 116.2(2) . . ? C5 N1 Cs1 103.9(3) . 2_665 ? C1 N1 Cs1 77.1(2) . 2_665 ? Cs1 N1 Cs1 83.59(9) . 2_665 ? N2 C6 C7 118.7(4) . . ? N2 C6 P1 126.2(3) . . ? C7 C6 P1 115.0(3) . . ? C8 C7 C6 122.0(4) . . ? C8 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C9 C8 C7 119.1(4) . . ? C9 C8 H8 120.5 . . ? C7 C8 H8 120.5 . . ? C8 C9 C10 117.3(5) . . ? C8 C9 H9 121.3 . . ? C10 C9 H9 121.3 . . ? N2 C10 C9 125.4(5) . . ? N2 C10 H10 117.3 . . ? C9 C10 H10 117.3 . . ? C6 N2 C10 117.4(4) . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 N3 C13 112.0(4) . . ? C11 N3 C12 110.4(4) . . ? C13 N3 C12 110.6(4) . . ? C11 N3 Cs1 93.0(3) . . ? C13 N3 Cs1 117.8(3) . . ? C12 N3 Cs1 111.9(3) . . ? N3 C13 C14 113.8(3) . . ? N3 C13 H13A 108.8 . . ? C14 C13 H13A 108.8 . . ? N3 C13 H13B 108.8 . . ? C14 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? N4 C14 C13 115.2(4) . . ? N4 C14 H14A 108.5 . . ? C13 C14 H14A 108.5 . . ? N4 C14 H14B 108.5 . . ? C13 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C16 N4 C15 111.8(4) . . ? C16 N4 C14 108.9(3) . . ? C15 N4 C14 111.5(3) . . ? C16 N4 Cs1 116.3(2) . . ? C15 N4 Cs1 91.4(2) . . ? C14 N4 Cs1 115.9(2) . . ? N4 C15 H15A 109.5 . . ? N4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N4 C16 C17 114.2(4) . . ? N4 C16 H16A 108.7 . . ? C17 C16 H16A 108.7 . . ? N4 C16 H16B 108.7 . . ? C17 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? N5 C17 C16 115.0(4) . . ? N5 C17 H17A 108.5 . . ? C16 C17 H17A 108.5 . . ? N5 C17 H17B 108.5 . . ? C16 C17 H17B 108.5 . . ? H17A C17 H17B 107.5 . . ? C18 N5 C17 111.2(4) . . ? C18 N5 C19 110.1(4) . . ? C17 N5 C19 111.4(4) . . ? C18 N5 Cs1 93.8(3) . . ? C17 N5 Cs1 117.6(3) . . ? C19 N5 Cs1 111.4(3) . . ? N5 C18 H18A 109.5 . . ? N5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 Cs1 P1 C1 -158.70(14) . . . . ? N3 Cs1 P1 C1 -46.58(16) . . . . ? N4 Cs1 P1 C1 -129.99(15) . . . . ? N1 Cs1 P1 C1 -2.52(15) . . . . ? C1 Cs1 P1 C1 94.54(14) 2_665 . . . ? N1 Cs1 P1 C1 102.06(14) 2_665 . . . ? P1 Cs1 P1 C1 64.21(12) 2_665 . . . ? C2 Cs1 P1 C1 110.84(14) 2_665 . . . ? C5 Cs1 P1 C1 121.37(14) 2_665 . . . ? Cs1 Cs1 P1 C1 64.21(12) 2_665 . . . ? N5 Cs1 P1 C6 59.2(4) . . . . ? N3 Cs1 P1 C6 171.3(4) . . . . ? N4 Cs1 P1 C6 87.9(4) . . . . ? N1 Cs1 P1 C6 -144.7(4) . . . . ? C1 Cs1 P1 C6 -47.6(4) 2_665 . . . ? N1 Cs1 P1 C6 -40.1(4) 2_665 . . . ? P1 Cs1 P1 C6 -77.9(4) 2_665 . . . ? C2 Cs1 P1 C6 -31.3(4) 2_665 . . . ? C5 Cs1 P1 C6 -20.8(4) 2_665 . . . ? Cs1 Cs1 P1 C6 -77.9(4) 2_665 . . . ? N5 Cs1 P1 Cs1 137.09(7) . . . 2_665 ? N3 Cs1 P1 Cs1 -110.79(9) . . . 2_665 ? N4 Cs1 P1 Cs1 165.80(9) . . . 2_665 ? N1 Cs1 P1 Cs1 -66.73(10) . . . 2_665 ? C1 Cs1 P1 Cs1 30.32(7) 2_665 . . 2_665 ? N1 Cs1 P1 Cs1 37.85(6) 2_665 . . 2_665 ? P1 Cs1 P1 Cs1 0.0 2_665 . . 2_665 ? C2 Cs1 P1 Cs1 46.63(7) 2_665 . . 2_665 ? C5 Cs1 P1 Cs1 57.16(7) 2_665 . . 2_665 ? C6 P1 C1 N1 170.9(3) . . . . ? Cs1 P1 C1 N1 4.4(3) . . . . ? Cs1 P1 C1 N1 77.1(3) 2_665 . . . ? C6 P1 C1 C2 -9.1(4) . . . . ? Cs1 P1 C1 C2 -175.6(4) . . . . ? Cs1 P1 C1 C2 -102.9(4) 2_665 . . . ? C6 P1 C1 Cs1 93.80(16) . . . 2_665 ? Cs1 P1 C1 Cs1 -72.64(7) . . . 2_665 ? N1 C1 C2 C3 -0.4(6) . . . . ? P1 C1 C2 C3 179.6(3) . . . . ? Cs1 C1 C2 C3 84.3(4) 2_665 . . . ? N1 C1 C2 Cs1 -84.7(3) . . . 2_665 ? P1 C1 C2 Cs1 95.3(3) . . . 2_665 ? C1 C2 C3 C4 1.1(6) . . . . ? Cs1 C2 C3 C4 59.5(4) 2_665 . . . ? C2 C3 C4 C5 -0.7(7) . . . . ? C3 C4 C5 N1 -0.6(7) . . . . ? C3 C4 C5 Cs1 -58.3(4) . . . 2_665 ? C4 C5 N1 C1 1.3(7) . . . . ? Cs1 C5 N1 C1 82.7(3) 2_665 . . . ? C4 C5 N1 Cs1 -173.4(3) . . . . ? Cs1 C5 N1 Cs1 -92.0(3) 2_665 . . . ? C4 C5 N1 Cs1 -81.4(5) . . . 2_665 ? C2 C1 N1 C5 -0.8(6) . . . . ? P1 C1 N1 C5 179.2(3) . . . . ? Cs1 C1 N1 C5 -99.1(4) 2_665 . . . ? C2 C1 N1 Cs1 174.4(3) . . . . ? P1 C1 N1 Cs1 -5.6(3) . . . . ? Cs1 C1 N1 Cs1 76.11(17) 2_665 . . . ? C2 C1 N1 Cs1 98.3(3) . . . 2_665 ? P1 C1 N1 Cs1 -81.7(2) . . . 2_665 ? N5 Cs1 N1 C5 -151.7(3) . . . . ? N3 Cs1 N1 C5 -31.5(4) . . . . ? N4 Cs1 N1 C5 -72.2(4) . . . . ? C1 Cs1 N1 C5 81.1(3) 2_665 . . . ? N1 Cs1 N1 C5 102.6(4) 2_665 . . . ? P1 Cs1 N1 C5 178.5(4) . . . . ? P1 Cs1 N1 C5 60.4(3) 2_665 . . . ? C2 Cs1 N1 C5 79.5(4) 2_665 . . . ? C5 Cs1 N1 C5 119.1(3) 2_665 . . . ? Cs1 Cs1 N1 C5 102.6(4) 2_665 . . . ? N5 Cs1 N1 C1 33.5(3) . . . . ? N3 Cs1 N1 C1 153.7(3) . . . . ? N4 Cs1 N1 C1 113.0(3) . . . . ? C1 Cs1 N1 C1 -93.7(3) 2_665 . . . ? N1 Cs1 N1 C1 -72.2(3) 2_665 . . . ? P1 Cs1 N1 C1 3.7(2) . . . . ? P1 Cs1 N1 C1 -114.4(3) 2_665 . . . ? C2 Cs1 N1 C1 -95.3(3) 2_665 . . . ? C5 Cs1 N1 C1 -55.7(3) 2_665 . . . ? Cs1 Cs1 N1 C1 -72.2(3) 2_665 . . . ? N5 Cs1 N1 Cs1 105.71(10) . . . 2_665 ? N3 Cs1 N1 Cs1 -134.03(8) . . . 2_665 ? N4 Cs1 N1 Cs1 -174.75(10) . . . 2_665 ? C1 Cs1 N1 Cs1 -21.42(10) 2_665 . . 2_665 ? N1 Cs1 N1 Cs1 0.0 2_665 . . 2_665 ? P1 Cs1 N1 Cs1 75.93(8) . . . 2_665 ? P1 Cs1 N1 Cs1 -42.18(5) 2_665 . . 2_665 ? C2 Cs1 N1 Cs1 -23.11(12) 2_665 . . 2_665 ? C5 Cs1 N1 Cs1 16.52(9) 2_665 . . 2_665 ? C1 P1 C6 N2 1.9(5) . . . . ? Cs1 P1 C6 N2 141.6(3) . . . . ? Cs1 P1 C6 N2 68.8(4) 2_665 . . . ? C1 P1 C6 C7 -179.0(3) . . . . ? Cs1 P1 C6 C7 -39.3(6) . . . . ? Cs1 P1 C6 C7 -112.1(3) 2_665 . . . ? N2 C6 C7 C8 1.4(7) . . . . ? P1 C6 C7 C8 -177.8(4) . . . . ? C6 C7 C8 C9 -0.6(8) . . . . ? C7 C8 C9 C10 0.1(9) . . . . ? C8 C9 C10 N2 -0.5(11) . . . . ? C7 C6 N2 C10 -1.6(7) . . . . ? P1 C6 N2 C10 177.5(4) . . . . ? C9 C10 N2 C6 1.3(10) . . . . ? N5 Cs1 N3 C11 82.5(3) . . . . ? N4 Cs1 N3 C11 102.6(3) . . . . ? N1 Cs1 N3 C11 -49.8(3) . . . . ? C1 Cs1 N3 C11 -161.1(2) 2_665 . . . ? N1 Cs1 N3 C11 -156.3(2) 2_665 . . . ? P1 Cs1 N3 C11 -20.4(3) . . . . ? P1 Cs1 N3 C11 -136.7(2) 2_665 . . . ? C2 Cs1 N3 C11 179.0(2) 2_665 . . . ? C5 Cs1 N3 C11 178.9(2) 2_665 . . . ? Cs1 Cs1 N3 C11 -94.2(3) 2_665 . . . ? N5 Cs1 N3 C13 -34.3(3) . . . . ? N4 Cs1 N3 C13 -14.2(3) . . . . ? N1 Cs1 N3 C13 -166.6(3) . . . . ? C1 Cs1 N3 C13 82.1(3) 2_665 . . . ? N1 Cs1 N3 C13 86.9(3) 2_665 . . . ? P1 Cs1 N3 C13 -137.2(3) . . . . ? P1 Cs1 N3 C13 106.5(3) 2_665 . . . ? C2 Cs1 N3 C13 62.3(3) 2_665 . . . ? C5 Cs1 N3 C13 62.1(3) 2_665 . . . ? Cs1 Cs1 N3 C13 149.0(3) 2_665 . . . ? N5 Cs1 N3 C12 -164.0(3) . . . . ? N4 Cs1 N3 C12 -144.0(4) . . . . ? N1 Cs1 N3 C12 63.6(3) . . . . ? C1 Cs1 N3 C12 -47.7(4) 2_665 . . . ? N1 Cs1 N3 C12 -42.9(4) 2_665 . . . ? P1 Cs1 N3 C12 93.0(3) . . . . ? P1 Cs1 N3 C12 -23.2(3) 2_665 . . . ? C2 Cs1 N3 C12 -67.5(3) 2_665 . . . ? C5 Cs1 N3 C12 -67.6(4) 2_665 . . . ? Cs1 Cs1 N3 C12 19.2(4) 2_665 . . . ? C11 N3 C13 C14 -65.0(5) . . . . ? C12 N3 C13 C14 171.4(4) . . . . ? Cs1 N3 C13 C14 41.0(5) . . . . ? N3 C13 C14 N4 -55.6(5) . . . . ? C13 C14 N4 C16 174.2(4) . . . . ? C13 C14 N4 C15 -61.9(5) . . . . ? C13 C14 N4 Cs1 40.8(4) . . . . ? N5 Cs1 N4 C16 13.5(3) . . . . ? N3 Cs1 N4 C16 -143.4(3) . . . . ? N1 Cs1 N4 C16 -92.3(3) . . . . ? C1 Cs1 N4 C16 114.1(3) 2_665 . . . ? N1 Cs1 N4 C16 93.7(3) 2_665 . . . ? P1 Cs1 N4 C16 -21.8(3) . . . . ? P1 Cs1 N4 C16 142.9(3) 2_665 . . . ? C2 Cs1 N4 C16 109.9(3) 2_665 . . . ? C5 Cs1 N4 C16 76.4(3) 2_665 . . . ? Cs1 Cs1 N4 C16 104.3(3) 2_665 . . . ? N5 Cs1 N4 C15 -101.8(3) . . . . ? N3 Cs1 N4 C15 101.3(3) . . . . ? N1 Cs1 N4 C15 152.5(2) . . . . ? C1 Cs1 N4 C15 -1.1(3) 2_665 . . . ? N1 Cs1 N4 C15 -21.5(3) 2_665 . . . ? P1 Cs1 N4 C15 -137.1(2) . . . . ? P1 Cs1 N4 C15 27.7(3) 2_665 . . . ? C2 Cs1 N4 C15 -5.4(2) 2_665 . . . ? C5 Cs1 N4 C15 -38.9(3) 2_665 . . . ? Cs1 Cs1 N4 C15 -11.0(4) 2_665 . . . ? N5 Cs1 N4 C14 143.4(3) . . . . ? N3 Cs1 N4 C14 -13.5(3) . . . . ? N1 Cs1 N4 C14 37.6(3) . . . . ? C1 Cs1 N4 C14 -115.9(3) 2_665 . . . ? N1 Cs1 N4 C14 -136.4(3) 2_665 . . . ? P1 Cs1 N4 C14 108.1(3) . . . . ? P1 Cs1 N4 C14 -87.1(3) 2_665 . . . ? C2 Cs1 N4 C14 -120.2(3) 2_665 . . . ? C5 Cs1 N4 C14 -153.7(3) 2_665 . . . ? Cs1 Cs1 N4 C14 -125.8(3) 2_665 . . . ? C15 N4 C16 C17 63.4(5) . . . . ? C14 N4 C16 C17 -172.9(4) . . . . ? Cs1 N4 C16 C17 -39.8(5) . . . . ? N4 C16 C17 N5 55.0(6) . . . . ? C16 C17 N5 C18 65.3(5) . . . . ? C16 C17 N5 C19 -171.5(4) . . . . ? C16 C17 N5 Cs1 -41.1(5) . . . . ? N3 Cs1 N5 C18 -82.2(3) . . . . ? N4 Cs1 N5 C18 -102.2(3) . . . . ? N1 Cs1 N5 C18 33.5(3) . . . . ? C1 Cs1 N5 C18 160.5(2) 2_665 . . . ? N1 Cs1 N5 C18 138.0(2) 2_665 . . . ? P1 Cs1 N5 C18 53.8(2) . . . . ? P1 Cs1 N5 C18 163.5(2) 2_665 . . . ? C2 Cs1 N5 C18 175.3(3) 2_665 . . . ? C5 Cs1 N5 C18 137.0(3) 2_665 . . . ? Cs1 Cs1 N5 C18 94.7(2) 2_665 . . . ? N3 Cs1 N5 C17 34.1(3) . . . . ? N4 Cs1 N5 C17 14.1(3) . . . . ? N1 Cs1 N5 C17 149.8(3) . . . . ? C1 Cs1 N5 C17 -83.1(3) 2_665 . . . ? N1 Cs1 N5 C17 -105.7(3) 2_665 . . . ? P1 Cs1 N5 C17 170.2(3) . . . . ? P1 Cs1 N5 C17 -80.2(3) 2_665 . . . ? C2 Cs1 N5 C17 -68.3(3) 2_665 . . . ? C5 Cs1 N5 C17 -106.7(3) 2_665 . . . ? Cs1 Cs1 N5 C17 -148.9(3) 2_665 . . . ? N3 Cs1 N5 C19 164.5(3) . . . . ? N4 Cs1 N5 C19 144.5(4) . . . . ? N1 Cs1 N5 C19 -79.8(4) . . . . ? C1 Cs1 N5 C19 47.2(4) 2_665 . . . ? N1 Cs1 N5 C19 24.7(4) 2_665 . . . ? P1 Cs1 N5 C19 -59.4(3) . . . . ? P1 Cs1 N5 C19 50.2(4) 2_665 . . . ? C2 Cs1 N5 C19 62.0(4) 2_665 . . . ? C5 Cs1 N5 C19 23.7(3) 2_665 . . . ? Cs1 Cs1 N5 C19 -18.5(4) 2_665 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.652 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.066