# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2001 # CCDC Number: 186/2258 data_tony10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H53 In N4' _chemical_formula_weight 668.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'In' 'In' -0.9360 1.3100 '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 10.641(5) _cell_length_b 10.763(4) _cell_length_c 16.634(4) _cell_angle_alpha 108.27(3) _cell_angle_beta 91.13(4) _cell_angle_gamma 105.45(4) _cell_volume 1732.5(11) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 0.637 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _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 'Stoe IPDS' _diffrn_measurement_method 'Image Plate' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9330 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.1029 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 22.49 _reflns_number_total 4310 _reflns_number_gt 3073 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _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^)+(0.0253P)^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 4310 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 0.855 _refine_ls_restrained_S_all 0.855 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group In1 In 0.09353(4) 0.06275(4) 0.33251(2) 0.03452(14) Uani 1 d . . . N1 N -0.1694(4) 0.0296(4) 0.3201(2) 0.0282(10) Uani 1 d . . . N2 N -0.7768(4) 0.5421(5) 0.3014(3) 0.0545(14) Uani 1 d . . . N3 N 0.3702(4) 0.0960(4) 0.3467(2) 0.0289(10) Uani 1 d . . . N4 N 0.9960(4) -0.2938(5) 0.0220(2) 0.0412(12) Uani 1 d . . . C1 C 0.0619(5) -0.1390(5) 0.3421(3) 0.0431(13) Uani 1 d . . . H1A H 0.0482 -0.2058 0.2854 0.052 Uiso 1 calc R . . H1B H -0.0148 -0.1600 0.3714 0.052 Uiso 1 calc R . . H1C H 0.1382 -0.1416 0.3738 0.052 Uiso 1 calc R . . C2 C 0.1273(5) 0.2343(5) 0.4517(3) 0.0484(15) Uani 1 d . . . H2A H 0.1179 0.2001 0.4993 0.058 Uiso 1 calc R . . H2B H 0.0638 0.2841 0.4511 0.058 Uiso 1 calc R . . H2C H 0.2152 0.2948 0.4574 0.058 Uiso 1 calc R . . C3 C 0.1052(5) 0.0943(6) 0.2107(3) 0.0455(14) Uani 1 d . . . H3A H 0.0874 0.0068 0.1657 0.055 Uiso 1 calc R . . H3B H 0.1925 0.1505 0.2090 0.055 Uiso 1 calc R . . H3C H 0.0410 0.1399 0.2027 0.055 Uiso 1 calc R . . C4 C -0.2140(5) 0.0043(6) 0.3991(3) 0.0447(14) Uani 1 d . . . H4A H -0.1963 -0.0783 0.4018 0.054 Uiso 1 calc R . . H4B H -0.3074 -0.0064 0.3987 0.054 Uiso 1 calc R . . H4C H -0.1672 0.0810 0.4483 0.054 Uiso 1 calc R . . C5 C -0.2229(5) -0.0966(5) 0.2460(3) 0.0460(14) Uani 1 d . . . H5A H -0.2045 -0.1729 0.2580 0.055 Uiso 1 calc R . . H5B H -0.1823 -0.0851 0.1961 0.055 Uiso 1 calc R . . H5C H -0.3171 -0.1142 0.2354 0.055 Uiso 1 calc R . . C6 C -0.1909(4) 0.1491(5) 0.3099(3) 0.0267(12) Uani 1 d . . . C7 C -0.2218(5) 0.1553(5) 0.2295(3) 0.0387(14) Uani 1 d . . . H7 H -0.2328 0.0779 0.1809 0.046 Uiso 1 calc R . . C8 C -0.2364(5) 0.2754(6) 0.2211(3) 0.0411(14) Uani 1 d . . . H8 H -0.2556 0.2771 0.1661 0.049 Uiso 1 calc R . . C9 C -0.2240(4) 0.3920(5) 0.2895(3) 0.0335(12) Uani 1 d . . . C10 C -0.1941(5) 0.3844(5) 0.3688(3) 0.0406(14) Uani 1 d . . . H10 H -0.1841 0.4619 0.4172 0.049 Uiso 1 calc R . . C11 C -0.1785(5) 0.2679(5) 0.3794(3) 0.0385(14) Uani 1 d . . . H11 H -0.1590 0.2676 0.4347 0.046 Uiso 1 calc R . . C12 C -0.2461(5) 0.5182(5) 0.2787(3) 0.0462(15) Uani 1 d . . . H12A H -0.2207 0.5232 0.2233 0.055 Uiso 1 calc R . . H12B H -0.1887 0.5985 0.3228 0.055 Uiso 1 calc R . . C13 C -0.3856(4) 0.5242(5) 0.2841(3) 0.0307(13) Uani 1 d . . . C14 C -0.4808(5) 0.4607(5) 0.2148(3) 0.0348(13) Uani 1 d . . . H14 H -0.4570 0.4135 0.1623 0.042 Uiso 1 calc R . . C15 C -0.6089(5) 0.4638(5) 0.2196(3) 0.0318(12) Uani 1 d . . . H15 H -0.6701 0.4184 0.1707 0.038 Uiso 1 calc R . . C16 C -0.6500(5) 0.5331(5) 0.2955(3) 0.0344(13) Uani 1 d . . . C17 C -0.5552(5) 0.5950(5) 0.3659(3) 0.0429(15) Uani 1 d . . . H17 H -0.5789 0.6410 0.4187 0.051 Uiso 1 calc R . . C18 C -0.4290(5) 0.5907(5) 0.3602(3) 0.0452(15) Uani 1 d . . . H18 H -0.3684 0.6342 0.4094 0.054 Uiso 1 calc R . . C19 C -0.8729(5) 0.4793(6) 0.2285(4) 0.0652(19) Uani 1 d . . . H19A H -0.9554 0.4969 0.2440 0.078 Uiso 1 calc R . . H19B H -0.8850 0.3815 0.2082 0.078 Uiso 1 calc R . . H19C H -0.8434 0.5167 0.1839 0.078 Uiso 1 calc R . . C20 C -0.8265(6) 0.5807(7) 0.3824(4) 0.072(2) Uani 1 d . . . H20A H -0.9164 0.5825 0.3739 0.086 Uiso 1 calc R . . H20B H -0.7729 0.6706 0.4175 0.086 Uiso 1 calc R . . H20C H -0.8239 0.5150 0.4107 0.086 Uiso 1 calc R . . C21 C 0.3977(5) 0.0597(6) 0.4218(3) 0.0436(14) Uani 1 d . . . H21A H 0.3767 0.1228 0.4720 0.052 Uiso 1 calc R . . H21B H 0.4898 0.0649 0.4288 0.052 Uiso 1 calc R . . H21C H 0.3446 -0.0325 0.4143 0.052 Uiso 1 calc R . . C22 C 0.4299(5) 0.2413(5) 0.3630(3) 0.0435(14) Uani 1 d . . . H22A H 0.4074 0.2931 0.4170 0.052 Uiso 1 calc R . . H22B H 0.3975 0.2676 0.3177 0.052 Uiso 1 calc R . . H22C H 0.5244 0.2601 0.3651 0.052 Uiso 1 calc R . . C23 C 0.3977(4) 0.0092(5) 0.2673(3) 0.0259(11) Uani 1 d . . . C24 C 0.4329(5) 0.0593(5) 0.2016(3) 0.0327(12) Uani 1 d . . . H24 H 0.4431 0.1518 0.2092 0.039 Uiso 1 calc R . . C25 C 0.4534(5) -0.0270(5) 0.1243(3) 0.0338(12) Uani 1 d . . . H25 H 0.4770 0.0095 0.0805 0.041 Uiso 1 calc R . . C26 C 0.4407(4) -0.1634(5) 0.1090(3) 0.0281(12) Uani 1 d . . . C27 C 0.4053(5) -0.2117(5) 0.1751(3) 0.0366(13) Uani 1 d . . . H27 H 0.3946 -0.3045 0.1669 0.044 Uiso 1 calc R . . C28 C 0.3847(5) -0.1292(5) 0.2530(3) 0.0345(12) Uani 1 d . . . H28 H 0.3618 -0.1662 0.2967 0.041 Uiso 1 calc R . . C29 C 0.4679(5) -0.2539(5) 0.0246(3) 0.0399(14) Uani 1 d . . . H29A H 0.4071 -0.3458 0.0112 0.048 Uiso 1 calc R . . H29B H 0.4499 -0.2180 -0.0203 0.048 Uiso 1 calc R . . C30 C 0.6070(5) -0.2648(5) 0.0234(3) 0.0275(12) Uani 1 d . . . C31 C 0.7026(5) -0.1872(5) -0.0097(3) 0.0328(13) Uani 1 d . . . H31 H 0.6795 -0.1259 -0.0328 0.039 Uiso 1 calc R . . C32 C 0.8304(5) -0.1939(5) -0.0112(3) 0.0350(13) Uani 1 d . . . H32 H 0.8908 -0.1391 -0.0355 0.042 Uiso 1 calc R . . C33 C 0.8699(5) -0.2812(5) 0.0233(3) 0.0279(12) Uani 1 d . . . C34 C 0.7729(5) -0.3611(5) 0.0571(3) 0.0341(13) Uani 1 d . . . H34 H 0.7951 -0.4222 0.0808 0.041 Uiso 1 calc R . . C35 C 0.6466(5) -0.3522(5) 0.0564(3) 0.0318(12) Uani 1 d . . . H35 H 0.5848 -0.4080 0.0795 0.038 Uiso 1 calc R . . C36 C 1.0924(5) -0.2070(7) -0.0114(3) 0.0546(16) Uani 1 d . . . H36A H 1.1754 -0.2275 -0.0082 0.066 Uiso 1 calc R . . H36B H 1.1035 -0.1122 0.0219 0.066 Uiso 1 calc R . . H36C H 1.0633 -0.2228 -0.0703 0.066 Uiso 1 calc R . . C37 C 1.0474(5) -0.3361(6) 0.0867(3) 0.0552(17) Uani 1 d . . . H37A H 1.1365 -0.3393 0.0778 0.066 Uiso 1 calc R . . H37B H 0.9931 -0.4260 0.0833 0.066 Uiso 1 calc R . . H37C H 1.0473 -0.2713 0.1424 0.066 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 In1 0.0501(3) 0.0256(2) 0.02404(18) 0.00537(14) 0.00431(15) 0.00795(17) N1 0.032(2) 0.024(2) 0.026(2) 0.0071(18) 0.0000(18) 0.006(2) N2 0.042(3) 0.079(4) 0.043(3) 0.011(2) 0.006(2) 0.029(3) N3 0.034(2) 0.022(2) 0.028(2) 0.0075(18) 0.0085(19) 0.004(2) N4 0.030(3) 0.055(3) 0.042(2) 0.016(2) 0.002(2) 0.018(2) C1 0.038(3) 0.037(3) 0.055(3) 0.016(3) 0.008(3) 0.009(3) C2 0.043(3) 0.049(4) 0.039(3) -0.001(3) -0.004(3) 0.008(3) C3 0.043(3) 0.059(4) 0.036(3) 0.022(3) 0.008(3) 0.010(3) C4 0.048(3) 0.053(4) 0.046(3) 0.029(3) 0.017(3) 0.018(3) C5 0.042(3) 0.033(3) 0.051(3) 0.002(3) -0.007(3) 0.005(3) C6 0.021(3) 0.030(3) 0.027(3) 0.009(2) 0.003(2) 0.005(2) C7 0.038(3) 0.049(4) 0.027(3) 0.005(2) 0.002(2) 0.020(3) C8 0.042(3) 0.058(4) 0.036(3) 0.024(3) 0.008(2) 0.025(3) C9 0.020(3) 0.041(3) 0.045(3) 0.021(3) 0.008(2) 0.008(2) C10 0.042(3) 0.035(3) 0.042(3) 0.006(2) 0.002(2) 0.015(3) C11 0.043(3) 0.045(3) 0.023(2) 0.004(2) -0.004(2) 0.014(3) C12 0.041(4) 0.042(4) 0.059(3) 0.024(3) 0.007(3) 0.009(3) C13 0.027(3) 0.024(3) 0.044(3) 0.017(2) 0.003(3) 0.004(2) C14 0.050(4) 0.027(3) 0.027(2) 0.009(2) 0.006(3) 0.011(3) C15 0.037(3) 0.032(3) 0.024(2) 0.006(2) -0.005(2) 0.010(3) C16 0.036(3) 0.036(3) 0.034(3) 0.010(2) 0.002(3) 0.018(3) C17 0.046(4) 0.046(4) 0.031(3) -0.001(3) 0.002(3) 0.021(3) C18 0.045(4) 0.043(4) 0.034(3) -0.004(3) -0.015(3) 0.011(3) C19 0.041(4) 0.073(5) 0.081(4) 0.021(4) -0.004(3) 0.020(3) C20 0.073(5) 0.095(5) 0.073(4) 0.037(4) 0.036(4) 0.053(4) C21 0.054(4) 0.053(4) 0.027(3) 0.012(2) 0.006(2) 0.021(3) C22 0.048(3) 0.031(3) 0.041(3) 0.004(2) 0.011(3) 0.002(3) C23 0.019(3) 0.031(3) 0.030(2) 0.013(2) 0.006(2) 0.008(2) C24 0.044(3) 0.022(3) 0.036(3) 0.013(2) 0.013(2) 0.010(3) C25 0.045(3) 0.036(3) 0.028(2) 0.017(2) 0.012(2) 0.016(3) C26 0.017(3) 0.033(3) 0.030(3) 0.004(2) 0.004(2) 0.007(2) C27 0.037(3) 0.020(3) 0.050(3) 0.009(2) 0.009(3) 0.006(2) C28 0.043(3) 0.029(3) 0.039(3) 0.018(2) 0.018(2) 0.012(3) C29 0.038(3) 0.041(3) 0.031(3) 0.000(2) 0.000(2) 0.010(3) C30 0.025(3) 0.029(3) 0.021(2) -0.001(2) 0.001(2) 0.008(3) C31 0.038(3) 0.031(3) 0.035(3) 0.015(2) 0.003(3) 0.014(3) C32 0.032(3) 0.045(3) 0.030(2) 0.015(2) 0.009(2) 0.012(3) C33 0.035(3) 0.026(3) 0.018(2) 0.003(2) 0.001(2) 0.007(3) C34 0.043(3) 0.031(3) 0.035(3) 0.015(2) 0.006(3) 0.016(3) C35 0.033(3) 0.026(3) 0.030(2) 0.005(2) 0.002(2) 0.005(3) C36 0.038(3) 0.078(5) 0.042(3) 0.014(3) 0.008(3) 0.014(3) C37 0.042(4) 0.073(5) 0.054(3) 0.017(3) -0.002(3) 0.027(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 In1 C3 2.157(5) . ? In1 C1 2.164(5) . ? In1 C2 2.189(5) . ? In1 N1 2.720(4) . ? In1 N3 2.865(4) . ? N1 C6 1.424(6) . ? N1 C5 1.483(5) . ? N1 C4 1.486(6) . ? N2 C16 1.382(6) . ? N2 C19 1.429(6) . ? N2 C20 1.436(7) . ? N3 C23 1.446(5) . ? N3 C22 1.456(6) . ? N3 C21 1.468(6) . ? N4 C33 1.384(6) . ? N4 C36 1.439(7) . ? N4 C37 1.442(6) . ? C6 C7 1.396(6) . ? C6 C11 1.402(6) . ? C7 C8 1.391(7) . ? C8 C9 1.377(7) . ? C9 C10 1.383(7) . ? C9 C12 1.502(7) . ? C10 C11 1.371(7) . ? C12 C13 1.506(7) . ? C13 C14 1.383(6) . ? C13 C18 1.399(7) . ? C14 C15 1.377(6) . ? C15 C16 1.395(6) . ? C16 C17 1.392(6) . ? C17 C18 1.360(7) . ? C23 C24 1.379(6) . ? C23 C28 1.400(6) . ? C24 C25 1.390(6) . ? C25 C26 1.377(6) . ? C26 C27 1.375(7) . ? C26 C29 1.520(6) . ? C27 C28 1.381(6) . ? C29 C30 1.515(6) . ? C30 C35 1.375(6) . ? C30 C31 1.377(7) . ? C31 C32 1.381(7) . ? C32 C33 1.388(6) . ? C33 C34 1.405(7) . ? C34 C35 1.373(6) . ? 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 C3 In1 C1 121.1(2) . . ? C3 In1 C2 121.5(2) . . ? C1 In1 C2 117.3(2) . . ? C3 In1 N1 90.99(16) . . ? C1 In1 N1 90.82(16) . . ? C2 In1 N1 92.03(16) . . ? C3 In1 N3 89.51(16) . . ? C1 In1 N3 88.72(16) . . ? C2 In1 N3 87.91(16) . . ? N1 In1 N3 179.45(12) . . ? C6 N1 C5 114.5(3) . . ? C6 N1 C4 114.0(4) . . ? C5 N1 C4 109.5(4) . . ? C6 N1 In1 108.2(3) . . ? C5 N1 In1 103.9(3) . . ? C4 N1 In1 105.9(3) . . ? C16 N2 C19 120.6(4) . . ? C16 N2 C20 121.3(4) . . ? C19 N2 C20 116.0(5) . . ? C23 N3 C22 114.0(4) . . ? C23 N3 C21 114.8(4) . . ? C22 N3 C21 110.2(4) . . ? C23 N3 In1 107.1(2) . . ? C22 N3 In1 104.5(3) . . ? C21 N3 In1 105.3(3) . . ? C33 N4 C36 118.9(4) . . ? C33 N4 C37 119.1(4) . . ? C36 N4 C37 115.2(4) . . ? C7 C6 C11 116.4(4) . . ? C7 C6 N1 121.5(4) . . ? C11 C6 N1 122.0(4) . . ? C8 C7 C6 120.3(4) . . ? C9 C8 C7 123.1(4) . . ? C8 C9 C10 116.0(5) . . ? C8 C9 C12 121.9(4) . . ? C10 C9 C12 122.1(5) . . ? C11 C10 C9 122.4(4) . . ? C10 C11 C6 121.7(4) . . ? C9 C12 C13 114.1(4) . . ? C14 C13 C18 115.3(4) . . ? C14 C13 C12 122.3(4) . . ? C18 C13 C12 122.3(4) . . ? C15 C14 C13 122.6(4) . . ? C14 C15 C16 121.4(4) . . ? N2 C16 C17 121.2(4) . . ? N2 C16 C15 122.6(4) . . ? C17 C16 C15 116.2(4) . . ? C18 C17 C16 121.7(4) . . ? C17 C18 C13 122.7(4) . . ? C24 C23 C28 117.7(4) . . ? C24 C23 N3 120.7(4) . . ? C28 C23 N3 121.5(4) . . ? C23 C24 C25 120.1(4) . . ? C26 C25 C24 123.1(5) . . ? C27 C26 C25 116.1(4) . . ? C27 C26 C29 122.2(4) . . ? C25 C26 C29 121.8(5) . . ? C26 C27 C28 122.6(4) . . ? C27 C28 C23 120.4(5) . . ? C30 C29 C26 114.3(3) . . ? C35 C30 C31 115.4(4) . . ? C35 C30 C29 122.0(5) . . ? C31 C30 C29 122.6(5) . . ? C30 C31 C32 124.0(5) . . ? C31 C32 C33 120.2(5) . . ? N4 C33 C32 122.6(5) . . ? N4 C33 C34 121.2(4) . . ? C32 C33 C34 116.2(4) . . ? C35 C34 C33 121.6(4) . . ? C34 C35 C30 122.6(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 C3 In1 N1 C6 -57.4(3) . . . . ? C1 In1 N1 C6 -178.5(3) . . . . ? C2 In1 N1 C6 64.2(3) . . . . ? N3 In1 N1 C6 148(11) . . . . ? C3 In1 N1 C5 64.8(3) . . . . ? C1 In1 N1 C5 -56.3(3) . . . . ? C2 In1 N1 C5 -173.7(3) . . . . ? N3 In1 N1 C5 -89(11) . . . . ? C3 In1 N1 C4 -179.9(3) . . . . ? C1 In1 N1 C4 59.0(3) . . . . ? C2 In1 N1 C4 -58.4(3) . . . . ? N3 In1 N1 C4 26(11) . . . . ? C3 In1 N3 C23 -49.1(3) . . . . ? C1 In1 N3 C23 72.0(3) . . . . ? C2 In1 N3 C23 -170.6(3) . . . . ? N1 In1 N3 C23 105(11) . . . . ? C3 In1 N3 C22 72.1(3) . . . . ? C1 In1 N3 C22 -166.8(3) . . . . ? C2 In1 N3 C22 -49.4(3) . . . . ? N1 In1 N3 C22 -134(11) . . . . ? C3 In1 N3 C21 -171.7(3) . . . . ? C1 In1 N3 C21 -50.6(3) . . . . ? C2 In1 N3 C21 66.7(3) . . . . ? N1 In1 N3 C21 -18(11) . . . . ? C5 N1 C6 C7 -18.8(6) . . . . ? C4 N1 C6 C7 -146.0(5) . . . . ? In1 N1 C6 C7 96.6(4) . . . . ? C5 N1 C6 C11 163.1(4) . . . . ? C4 N1 C6 C11 35.9(6) . . . . ? In1 N1 C6 C11 -81.5(5) . . . . ? C11 C6 C7 C8 1.2(7) . . . . ? N1 C6 C7 C8 -177.0(4) . . . . ? C6 C7 C8 C9 -1.2(8) . . . . ? C7 C8 C9 C10 0.8(8) . . . . ? C7 C8 C9 C12 -177.3(5) . . . . ? C8 C9 C10 C11 -0.5(8) . . . . ? C12 C9 C10 C11 177.5(5) . . . . ? C9 C10 C11 C6 0.6(8) . . . . ? C7 C6 C11 C10 -0.9(7) . . . . ? N1 C6 C11 C10 177.3(5) . . . . ? C8 C9 C12 C13 90.3(6) . . . . ? C10 C9 C12 C13 -87.6(6) . . . . ? C9 C12 C13 C14 -84.0(6) . . . . ? C9 C12 C13 C18 94.0(6) . . . . ? C18 C13 C14 C15 0.8(7) . . . . ? C12 C13 C14 C15 178.9(5) . . . . ? C13 C14 C15 C16 0.5(8) . . . . ? C19 N2 C16 C17 179.3(5) . . . . ? C20 N2 C16 C17 -17.7(8) . . . . ? C19 N2 C16 C15 0.2(8) . . . . ? C20 N2 C16 C15 163.2(5) . . . . ? C14 C15 C16 N2 177.5(5) . . . . ? C14 C15 C16 C17 -1.6(7) . . . . ? N2 C16 C17 C18 -177.7(5) . . . . ? C15 C16 C17 C18 1.4(8) . . . . ? C16 C17 C18 C13 -0.1(9) . . . . ? C14 C13 C18 C17 -1.0(8) . . . . ? C12 C13 C18 C17 -179.1(5) . . . . ? C22 N3 C23 C24 -22.6(6) . . . . ? C21 N3 C23 C24 -151.2(4) . . . . ? In1 N3 C23 C24 92.4(4) . . . . ? C22 N3 C23 C28 159.9(4) . . . . ? C21 N3 C23 C28 31.4(6) . . . . ? In1 N3 C23 C28 -85.1(4) . . . . ? C28 C23 C24 C25 0.4(7) . . . . ? N3 C23 C24 C25 -177.1(4) . . . . ? C23 C24 C25 C26 -0.2(7) . . . . ? C24 C25 C26 C27 0.4(7) . . . . ? C24 C25 C26 C29 -178.1(4) . . . . ? C25 C26 C27 C28 -0.7(7) . . . . ? C29 C26 C27 C28 177.7(4) . . . . ? C26 C27 C28 C23 0.9(7) . . . . ? C24 C23 C28 C27 -0.7(7) . . . . ? N3 C23 C28 C27 176.8(4) . . . . ? C27 C26 C29 C30 -85.2(6) . . . . ? C25 C26 C29 C30 93.2(6) . . . . ? C26 C29 C30 C35 81.3(6) . . . . ? C26 C29 C30 C31 -97.9(5) . . . . ? C35 C30 C31 C32 0.2(6) . . . . ? C29 C30 C31 C32 179.4(4) . . . . ? C30 C31 C32 C33 -1.0(7) . . . . ? C36 N4 C33 C32 4.1(6) . . . . ? C37 N4 C33 C32 153.7(5) . . . . ? C36 N4 C33 C34 -178.4(4) . . . . ? C37 N4 C33 C34 -28.8(6) . . . . ? C31 C32 C33 N4 178.7(4) . . . . ? C31 C32 C33 C34 1.0(6) . . . . ? N4 C33 C34 C35 -178.1(4) . . . . ? C32 C33 C34 C35 -0.4(6) . . . . ? C33 C34 C35 C30 -0.4(6) . . . . ? C31 C30 C35 C34 0.5(6) . . . . ? C29 C30 C35 C34 -178.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 22.49 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 0.555 _refine_diff_density_min -0.815 _refine_diff_density_rms 0.074 data_tony12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H40 In2 N2' _chemical_formula_weight 574.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'In' 'In' -0.9360 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.113(3) _cell_length_b 8.3668(7) _cell_length_c 18.058(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.182(18) _cell_angle_gamma 90.00 _cell_volume 2628.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 1.621 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _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 'Stoe IPDS' _diffrn_measurement_method 'image plate' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16126 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 24.16 _reflns_number_total 4152 _reflns_number_gt 3328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _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^)+(0.0541P)^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 4152 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0805 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.973 _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 C1 C 0.4508(2) 0.6887(6) 0.5610(2) 0.0505(11) Uani 1 d . . . H1A H 0.4635 0.7878 0.5895 0.061 Uiso 1 calc R . . H1B H 0.4823 0.6778 0.5258 0.061 Uiso 1 calc R . . H1C H 0.4604 0.5994 0.5966 0.061 Uiso 1 calc R . . C2 C 0.2889(3) 0.4817(6) 0.4277(3) 0.0609(13) Uani 1 d . . . H2A H 0.2347 0.4951 0.4012 0.073 Uiso 1 calc R . . H2B H 0.2956 0.3887 0.4609 0.073 Uiso 1 calc R . . H2C H 0.3175 0.4671 0.3901 0.073 Uiso 1 calc R . . C3 C 0.2540(3) 0.8283(6) 0.5452(3) 0.0517(11) Uani 1 d . . . H3A H 0.2019 0.8212 0.5117 0.062 Uiso 1 calc R . . H3B H 0.2702 0.9393 0.5502 0.062 Uiso 1 calc R . . H3C H 0.2556 0.7859 0.5957 0.062 Uiso 1 calc R . . C4 C 0.9144(3) 0.3847(6) 0.3485(4) 0.0688(14) Uani 1 d . . . H4A H 0.8619 0.3642 0.3186 0.083 Uiso 1 calc R . . H4B H 0.9175 0.3838 0.4030 0.083 Uiso 1 calc R . . H4C H 0.9479 0.3026 0.3379 0.083 Uiso 1 calc R . . C5 C 1.0661(3) 0.6935(9) 0.3759(5) 0.100(2) Uani 1 d . . . H5A H 1.0752 0.7983 0.3571 0.120 Uiso 1 calc R . . H5B H 1.1027 0.6179 0.3658 0.120 Uiso 1 calc R . . H5C H 1.0724 0.6990 0.4310 0.120 Uiso 1 calc R . . C6 C 0.9005(3) 0.7039(8) 0.2011(3) 0.0739(16) Uani 1 d . . . H6A H 0.8489 0.6614 0.1813 0.089 Uiso 1 calc R . . H6B H 0.9318 0.6697 0.1684 0.089 Uiso 1 calc R . . H6C H 0.8983 0.8198 0.2017 0.089 Uiso 1 calc R . . C7 C 0.2535(2) 0.8751(6) 0.3390(2) 0.0491(11) Uani 1 d . . . H7A H 0.2176 0.9143 0.3658 0.059 Uiso 1 calc R . . H7B H 0.2397 0.7667 0.3213 0.059 Uiso 1 calc R . . H7C H 0.2516 0.9433 0.2950 0.059 Uiso 1 calc R . . C8 C 0.3483(2) 1.0378(5) 0.4254(3) 0.0450(10) Uani 1 d . . . H8A H 0.3079 1.0695 0.4480 0.054 Uiso 1 calc R . . H8B H 0.3507 1.1131 0.3852 0.054 Uiso 1 calc R . . H8C H 0.3972 1.0368 0.4649 0.054 Uiso 1 calc R . . C9 C 0.38991(19) 0.8193(4) 0.35645(19) 0.0269(8) Uani 1 d . . . C10 C 0.3709(2) 0.7356(5) 0.2875(2) 0.0350(9) Uani 1 d . . . H10 H 0.3190 0.7174 0.2612 0.042 Uiso 1 calc R . . C11 C 0.4284(2) 0.6787(5) 0.2571(2) 0.0352(9) Uani 1 d . . . H11 H 0.4145 0.6230 0.2100 0.042 Uiso 1 calc R . . C12 C 0.50502(19) 0.7014(4) 0.29385(19) 0.0284(8) Uani 1 d . . . C13 C 0.5237(2) 0.7848(5) 0.36241(19) 0.0327(9) Uani 1 d . . . H13 H 0.5757 0.8032 0.3884 0.039 Uiso 1 calc R . . C14 C 0.4667(2) 0.8422(5) 0.3937(2) 0.0327(8) Uani 1 d . . . H14 H 0.4808 0.8974 0.4409 0.039 Uiso 1 calc R . . C15 C 0.5643(2) 0.6326(5) 0.2569(2) 0.0401(10) Uani 1 d . . . H15A H 0.5609 0.5158 0.2580 0.048 Uiso 1 calc R . . H15B H 0.5501 0.6653 0.2026 0.048 Uiso 1 calc R . . C16 C 0.6466(2) 0.6795(5) 0.2929(2) 0.0339(9) Uani 1 d . . . C17 C 0.6933(2) 0.5937(6) 0.3520(3) 0.0506(12) Uani 1 d . . . H17 H 0.6726 0.5056 0.3715 0.061 Uiso 1 calc R . . C18 C 0.7693(2) 0.6315(6) 0.3839(3) 0.0519(12) Uani 1 d . . . H18 H 0.7992 0.5696 0.4247 0.062 Uiso 1 calc R . . C19 C 0.8023(2) 0.7600(5) 0.3565(2) 0.0378(9) Uani 1 d . . . C20 C 0.7564(2) 0.8454(5) 0.2968(2) 0.0451(10) Uani 1 d . . . H20 H 0.7773 0.9323 0.2764 0.054 Uiso 1 calc R . . C21 C 0.6802(2) 0.8067(5) 0.2658(2) 0.0421(10) Uani 1 d . . . H21 H 0.6501 0.8686 0.2250 0.051 Uiso 1 calc R . . C22 C 0.9135(3) 0.7583(9) 0.4704(3) 0.0850(19) Uani 1 d . . . H22A H 0.9680 0.7823 0.4873 0.102 Uiso 1 calc R . . H22B H 0.9055 0.6463 0.4798 0.102 Uiso 1 calc R . . H22C H 0.8866 0.8240 0.4988 0.102 Uiso 1 calc R . . C23 C 0.9057(3) 0.9582(6) 0.3720(4) 0.0755(17) Uani 1 d . . . H23A H 0.9607 0.9719 0.3940 0.091 Uiso 1 calc R . . H23B H 0.8785 1.0341 0.3954 0.091 Uiso 1 calc R . . H23C H 0.8925 0.9766 0.3168 0.091 Uiso 1 calc R . . N1 N 0.33185(17) 0.8764(4) 0.39180(17) 0.0315(7) Uani 1 d . . . N2 N 0.88350(19) 0.7922(5) 0.3871(2) 0.0489(9) Uani 1 d . . . In1 In 0.330559(15) 0.69094(3) 0.496096(14) 0.03440(11) Uani 1 d . . . In2 In 0.950459(16) 0.61645(4) 0.31755(2) 0.05133(13) 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 C1 0.053(3) 0.062(3) 0.036(2) 0.009(2) 0.0103(19) 0.002(2) C2 0.087(3) 0.044(3) 0.060(3) -0.012(2) 0.034(3) -0.012(3) C3 0.058(3) 0.057(3) 0.050(3) -0.006(2) 0.032(2) -0.001(2) C4 0.062(3) 0.049(3) 0.095(4) 0.008(3) 0.023(3) 0.002(3) C5 0.037(3) 0.106(6) 0.155(7) -0.005(5) 0.022(3) -0.009(3) C6 0.074(4) 0.083(4) 0.072(3) -0.001(3) 0.032(3) -0.011(3) C7 0.030(2) 0.075(3) 0.045(2) 0.008(2) 0.0151(18) 0.013(2) C8 0.049(2) 0.036(3) 0.061(3) -0.003(2) 0.034(2) 0.0036(19) C9 0.0289(18) 0.027(2) 0.0281(18) 0.0050(15) 0.0133(14) 0.0008(15) C10 0.0297(19) 0.042(2) 0.033(2) -0.0041(17) 0.0082(15) -0.0097(17) C11 0.040(2) 0.038(2) 0.0313(19) -0.0123(17) 0.0151(16) -0.0079(18) C12 0.0312(18) 0.031(2) 0.0249(17) 0.0016(16) 0.0114(14) 0.0022(16) C13 0.0251(18) 0.048(3) 0.0246(18) 0.0002(17) 0.0063(14) 0.0014(17) C14 0.037(2) 0.042(2) 0.0210(17) -0.0049(15) 0.0110(15) 0.0003(17) C15 0.038(2) 0.049(3) 0.038(2) -0.0091(19) 0.0172(17) 0.0076(19) C16 0.038(2) 0.037(2) 0.0327(19) 0.0014(17) 0.0195(16) 0.0110(18) C17 0.037(2) 0.062(3) 0.055(3) 0.032(2) 0.018(2) 0.000(2) C18 0.041(2) 0.063(3) 0.051(3) 0.031(2) 0.011(2) 0.007(2) C19 0.036(2) 0.037(2) 0.045(2) -0.0058(19) 0.0190(18) 0.0023(18) C20 0.053(3) 0.035(2) 0.052(3) 0.011(2) 0.022(2) -0.0018(19) C21 0.050(2) 0.040(2) 0.037(2) 0.0112(19) 0.0141(19) 0.012(2) C22 0.058(3) 0.133(6) 0.054(3) -0.021(3) -0.002(2) -0.010(4) C23 0.056(3) 0.049(3) 0.126(5) -0.021(3) 0.032(3) -0.009(3) N1 0.0322(16) 0.0355(19) 0.0306(16) 0.0026(13) 0.0152(13) 0.0001(14) N2 0.0390(19) 0.046(2) 0.062(2) -0.0062(18) 0.0143(17) -0.0038(17) In1 0.04438(18) 0.03413(18) 0.02965(15) -0.00184(12) 0.01852(12) -0.00271(12) In2 0.03344(17) 0.0454(2) 0.0797(3) -0.00024(17) 0.02323(15) -0.00118(14) _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 C1 In1 2.167(4) . ? C2 In1 2.155(5) . ? C3 In1 2.172(4) . ? C4 In2 2.168(5) . ? C5 In2 2.165(5) . ? C6 In2 2.171(6) . ? C7 N1 1.473(5) . ? C8 N1 1.476(5) . ? C9 C14 1.379(5) . ? C9 C10 1.386(5) . ? C9 N1 1.455(4) . ? C10 C11 1.390(5) . ? C11 C12 1.374(5) . ? C12 C13 1.379(5) . ? C12 C15 1.527(5) . ? C13 C14 1.393(5) . ? C15 C16 1.503(5) . ? C16 C17 1.365(5) . ? C16 C21 1.381(6) . ? C17 C18 1.373(6) . ? C18 C19 1.386(6) . ? C19 C20 1.366(6) . ? C19 N2 1.444(5) . ? C20 C21 1.377(6) . ? C22 N2 1.477(7) . ? C23 N2 1.492(7) . ? N1 In1 2.446(3) . ? N2 In2 2.462(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 C14 C9 C10 118.2(3) . . ? C14 C9 N1 119.7(3) . . ? C10 C9 N1 122.1(3) . . ? C9 C10 C11 120.1(3) . . ? C12 C11 C10 121.9(3) . . ? C11 C12 C13 117.8(3) . . ? C11 C12 C15 118.4(3) . . ? C13 C12 C15 123.8(3) . . ? C12 C13 C14 120.9(3) . . ? C9 C14 C13 121.1(3) . . ? C16 C15 C12 116.5(3) . . ? C17 C16 C21 116.4(4) . . ? C17 C16 C15 121.6(4) . . ? C21 C16 C15 121.9(4) . . ? C16 C17 C18 122.4(4) . . ? C17 C18 C19 120.7(4) . . ? C20 C19 C18 117.3(4) . . ? C20 C19 N2 122.4(4) . . ? C18 C19 N2 120.2(4) . . ? C19 C20 C21 121.3(4) . . ? C20 C21 C16 121.9(4) . . ? C9 N1 C7 113.4(3) . . ? C9 N1 C8 113.1(3) . . ? C7 N1 C8 108.7(3) . . ? C9 N1 In1 107.0(2) . . ? C7 N1 In1 106.2(2) . . ? C8 N1 In1 108.0(2) . . ? C19 N2 C22 113.6(4) . . ? C19 N2 C23 113.7(4) . . ? C22 N2 C23 108.9(4) . . ? C19 N2 In2 106.7(2) . . ? C22 N2 In2 108.1(3) . . ? C23 N2 In2 105.4(3) . . ? C2 In1 C1 116.2(2) . . ? C2 In1 C3 120.17(19) . . ? C1 In1 C3 116.35(18) . . ? C2 In1 N1 98.69(15) . . ? C1 In1 N1 101.42(14) . . ? C3 In1 N1 97.07(14) . . ? C5 In2 C4 117.4(3) . . ? C5 In2 C6 117.2(3) . . ? C4 In2 C6 118.5(2) . . ? C5 In2 N2 97.0(2) . . ? C4 In2 N2 100.13(18) . . ? C6 In2 N2 99.26(18) . . ? 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 C14 C9 C10 C11 -0.7(6) . . . . ? N1 C9 C10 C11 -177.9(3) . . . . ? C9 C10 C11 C12 0.6(6) . . . . ? C10 C11 C12 C13 -0.6(6) . . . . ? C10 C11 C12 C15 179.1(4) . . . . ? C11 C12 C13 C14 0.8(6) . . . . ? C15 C12 C13 C14 -178.9(4) . . . . ? C10 C9 C14 C13 0.9(6) . . . . ? N1 C9 C14 C13 178.1(3) . . . . ? C12 C13 C14 C9 -0.9(6) . . . . ? C11 C12 C15 C16 171.7(4) . . . . ? C13 C12 C15 C16 -8.6(6) . . . . ? C12 C15 C16 C17 88.5(5) . . . . ? C12 C15 C16 C21 -94.6(4) . . . . ? C21 C16 C17 C18 0.7(7) . . . . ? C15 C16 C17 C18 177.8(4) . . . . ? C16 C17 C18 C19 -0.4(7) . . . . ? C17 C18 C19 C20 -0.4(7) . . . . ? C17 C18 C19 N2 -176.0(4) . . . . ? C18 C19 C20 C21 0.9(6) . . . . ? N2 C19 C20 C21 176.3(4) . . . . ? C19 C20 C21 C16 -0.6(6) . . . . ? C17 C16 C21 C20 -0.2(6) . . . . ? C15 C16 C21 C20 -177.3(4) . . . . ? C14 C9 N1 C7 167.6(4) . . . . ? C10 C9 N1 C7 -15.2(5) . . . . ? C14 C9 N1 C8 43.2(5) . . . . ? C10 C9 N1 C8 -139.6(4) . . . . ? C14 C9 N1 In1 -75.5(4) . . . . ? C10 C9 N1 In1 101.6(3) . . . . ? C20 C19 N2 C22 148.6(5) . . . . ? C18 C19 N2 C22 -36.1(6) . . . . ? C20 C19 N2 C23 23.3(6) . . . . ? C18 C19 N2 C23 -161.3(4) . . . . ? C20 C19 N2 In2 -92.4(4) . . . . ? C18 C19 N2 In2 82.9(4) . . . . ? C9 N1 In1 C2 -66.2(3) . . . . ? C7 N1 In1 C2 55.3(3) . . . . ? C8 N1 In1 C2 171.8(3) . . . . ? C9 N1 In1 C1 53.0(3) . . . . ? C7 N1 In1 C1 174.4(3) . . . . ? C8 N1 In1 C1 -69.1(3) . . . . ? C9 N1 In1 C3 171.8(2) . . . . ? C7 N1 In1 C3 -66.8(3) . . . . ? C8 N1 In1 C3 49.7(3) . . . . ? C19 N2 In2 C5 -180.0(3) . . . . ? C22 N2 In2 C5 -57.5(4) . . . . ? C23 N2 In2 C5 58.9(4) . . . . ? C19 N2 In2 C4 -60.4(3) . . . . ? C22 N2 In2 C4 62.1(4) . . . . ? C23 N2 In2 C4 178.5(3) . . . . ? C19 N2 In2 C6 60.9(3) . . . . ? C22 N2 In2 C6 -176.5(4) . . . . ? C23 N2 In2 C6 -60.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 24.16 _diffrn_measured_fraction_theta_full 0.916 _refine_diff_density_max 0.721 _refine_diff_density_min -1.360 _refine_diff_density_rms 0.103 data_tony14 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H64 In4 N4' _chemical_formula_weight 892.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'In' 'In' -0.9360 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 7.8656(11) _cell_length_b 18.871(3) _cell_length_c 12.6821(18) _cell_angle_alpha 90.00 _cell_angle_beta 96.714(17) _cell_angle_gamma 90.00 _cell_volume 1869.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 2.266 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _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 'Stoe IPDS' _diffrn_measurement_method 'Image plate' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10131 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 22.75 _reflns_number_total 2531 _reflns_number_gt 2143 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _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^)+(0.0216P)^2^+59.4392P] 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 2531 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0721 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1780 _refine_ls_wR_factor_gt 0.1757 _refine_ls_goodness_of_fit_ref 1.275 _refine_ls_restrained_S_all 1.275 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group In1 In 0.78370(14) 0.76806(6) 1.02036(8) 0.0316(3) Uani 1 d . . . In2 In 0.80774(15) 0.95868(6) 0.67161(9) 0.0360(4) Uani 1 d . . . N1 N 0.5371(16) 0.8345(6) 0.9396(9) 0.027(3) Uani 1 d . . . N2 N 0.5684(15) 0.9982(6) 0.7612(9) 0.026(3) Uani 1 d . . . C1 C 0.640(2) 0.6970(9) 1.1113(12) 0.045(4) Uani 1 d . . . H1A H 0.5740 0.6645 1.0635 0.054 Uiso 1 calc R . . H1B H 0.5635 0.7244 1.1501 0.054 Uiso 1 calc R . . H1C H 0.7188 0.6704 1.1610 0.054 Uiso 1 calc R . . C2 C 0.944(2) 0.8470(9) 1.1055(15) 0.050(5) Uani 1 d . . . H2A H 1.0006 0.8748 1.0556 0.060 Uiso 1 calc R . . H2B H 1.0293 0.8238 1.1552 0.060 Uiso 1 calc R . . H2C H 0.8741 0.8778 1.1440 0.060 Uiso 1 calc R . . C3 C 0.873(2) 0.7343(10) 0.8725(14) 0.051(5) Uani 1 d . . . H3A H 0.9349 0.7729 0.8435 0.062 Uiso 1 calc R . . H3B H 0.7763 0.7211 0.8221 0.062 Uiso 1 calc R . . H3C H 0.9492 0.6940 0.8859 0.062 Uiso 1 calc R . . C4 C 1.0038(19) 0.9443(9) 0.8052(14) 0.044(4) Uani 1 d . . . H4A H 0.9811 0.9012 0.8428 0.052 Uiso 1 calc R . . H4B H 1.0029 0.9844 0.8529 0.052 Uiso 1 calc R . . H4C H 1.1150 0.9409 0.7796 0.052 Uiso 1 calc R . . C5 C 0.850(3) 1.0538(10) 0.5833(16) 0.065(6) Uani 1 d . . . H5A H 0.7603 1.0585 0.5243 0.078 Uiso 1 calc R . . H5B H 0.9602 1.0509 0.5565 0.078 Uiso 1 calc R . . H5C H 0.8481 1.0947 0.6296 0.078 Uiso 1 calc R . . C6 C 0.675(2) 0.8679(10) 0.5938(13) 0.049(5) Uani 1 d . . . H6A H 0.5927 0.8843 0.5361 0.059 Uiso 1 calc R . . H6B H 0.6162 0.8421 0.6448 0.059 Uiso 1 calc R . . H6C H 0.7576 0.8370 0.5658 0.059 Uiso 1 calc R . . C7 C 0.436(2) 0.7844(9) 0.8683(12) 0.039(4) Uani 1 d . . . H7A H 0.5069 0.7659 0.8168 0.047 Uiso 1 calc R . . H7B H 0.3379 0.8086 0.8315 0.047 Uiso 1 calc R . . H7C H 0.3976 0.7455 0.9096 0.047 Uiso 1 calc R . . C8 C 0.4188(19) 0.8604(8) 1.0156(12) 0.031(3) Uani 1 d . . . C9 C 0.6108(19) 0.8918(7) 0.8796(11) 0.027(3) Uani 1 d . . . H9A H 0.6905 0.8704 0.8349 0.032 Uiso 1 calc R . . H9B H 0.6776 0.9230 0.9306 0.032 Uiso 1 calc R . . C10 C 0.483(2) 0.9378(8) 0.8086(12) 0.031(4) Uani 1 d . . . H10A H 0.4253 0.9084 0.7516 0.037 Uiso 1 calc R . . H10B H 0.3961 0.9560 0.8508 0.037 Uiso 1 calc R . . C12 C 0.6278(18) 1.0521(8) 0.8384(12) 0.029(3) Uani 1 d . . . H12A H 0.6841 1.0893 0.8014 0.035 Uiso 1 calc R . . H12B H 0.7152 1.0306 0.8901 0.035 Uiso 1 calc R . . C13 C 0.4944(19) 1.0872(9) 0.8998(13) 0.038(4) Uani 1 d . . . H13A H 0.4325 1.0508 0.9349 0.045 Uiso 1 calc R . . H13B H 0.4115 1.1129 0.8502 0.045 Uiso 1 calc R . . C14 C 0.442(2) 1.0293(8) 0.6777(12) 0.036(4) Uiso 1 d . . . H14A H 0.4023 0.9931 0.6264 0.053 Uiso 1 calc R . . H14B H 0.4949 1.0675 0.6422 0.053 Uiso 1 calc R . . H14C H 0.3450 1.0477 0.7102 0.053 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 In1 0.0341(7) 0.0310(6) 0.0295(6) 0.0022(5) 0.0024(5) 0.0021(5) In2 0.0371(7) 0.0389(7) 0.0330(6) -0.0030(5) 0.0087(5) 0.0019(6) N1 0.031(7) 0.031(7) 0.020(6) -0.008(5) 0.000(5) -0.005(6) N2 0.026(7) 0.028(7) 0.025(6) 0.005(5) 0.007(5) 0.005(6) C1 0.047(11) 0.055(11) 0.030(9) 0.008(8) -0.005(8) -0.011(9) C2 0.038(10) 0.047(11) 0.061(12) -0.002(9) -0.009(9) -0.001(9) C3 0.057(12) 0.050(11) 0.051(11) 0.009(9) 0.025(9) 0.024(10) C4 0.017(8) 0.053(11) 0.062(11) -0.008(9) 0.009(8) -0.004(8) C5 0.084(16) 0.056(13) 0.058(12) 0.017(10) 0.025(11) 0.013(11) C6 0.057(12) 0.054(12) 0.035(10) -0.006(8) 0.002(8) -0.005(10) C7 0.045(10) 0.037(9) 0.034(9) -0.002(7) -0.003(8) -0.013(8) C8 0.030(9) 0.032(9) 0.032(8) -0.005(7) 0.011(7) 0.000(7) C9 0.028(8) 0.022(8) 0.031(8) 0.006(6) 0.003(6) 0.002(7) C10 0.032(9) 0.028(8) 0.030(8) -0.005(7) -0.005(7) 0.006(7) C12 0.023(8) 0.027(8) 0.038(9) 0.006(7) 0.008(7) -0.003(6) C13 0.018(8) 0.042(10) 0.052(10) -0.009(8) -0.001(7) 0.000(7) _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 In1 C2 2.158(17) . ? In1 C1 2.169(16) . ? In1 C3 2.175(16) . ? In1 N1 2.433(12) . ? In2 C5 2.162(18) . ? In2 C4 2.170(17) . ? In2 C6 2.180(17) . ? In2 N2 2.427(11) . ? N1 C7 1.475(18) . ? N1 C9 1.479(18) . ? N1 C8 1.498(18) . ? N2 C12 1.451(19) . ? N2 C10 1.484(19) . ? N2 C14 1.488(19) . ? C8 C13 1.56(2) 3_677 ? C9 C10 1.536(19) . ? C12 C13 1.53(2) . ? C13 C8 1.56(2) 3_677 ? 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 C2 In1 C1 118.1(7) . . ? C2 In1 C3 113.8(8) . . ? C1 In1 C3 121.3(7) . . ? C2 In1 N1 104.2(5) . . ? C1 In1 N1 95.9(6) . . ? C3 In1 N1 96.4(6) . . ? C5 In2 C4 111.7(8) . . ? C5 In2 C6 120.8(8) . . ? C4 In2 C6 120.9(7) . . ? C5 In2 N2 99.3(6) . . ? C4 In2 N2 101.1(5) . . ? C6 In2 N2 95.6(6) . . ? C7 N1 C9 111.6(11) . . ? C7 N1 C8 105.9(12) . . ? C9 N1 C8 113.7(11) . . ? C7 N1 In1 105.8(9) . . ? C9 N1 In1 104.6(8) . . ? C8 N1 In1 115.0(8) . . ? C12 N2 C10 113.0(11) . . ? C12 N2 C14 109.8(11) . . ? C10 N2 C14 107.1(11) . . ? C12 N2 In2 109.0(8) . . ? C10 N2 In2 111.4(8) . . ? C14 N2 In2 106.3(8) . . ? N1 C8 C13 113.3(12) . 3_677 ? N1 C9 C10 116.5(12) . . ? N2 C10 C9 112.1(12) . . ? N2 C12 C13 117.5(12) . . ? C12 C13 C8 110.8(12) . 3_677 ? 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 C2 In1 N1 C7 172.1(10) . . . . ? C1 In1 N1 C7 -67.0(10) . . . . ? C3 In1 N1 C7 55.5(10) . . . . ? C2 In1 N1 C9 54.1(10) . . . . ? C1 In1 N1 C9 175.0(9) . . . . ? C3 In1 N1 C9 -62.5(10) . . . . ? C2 In1 N1 C8 -71.4(11) . . . . ? C1 In1 N1 C8 49.6(10) . . . . ? C3 In1 N1 C8 172.0(10) . . . . ? C5 In2 N2 C12 -68.5(10) . . . . ? C4 In2 N2 C12 46.0(10) . . . . ? C6 In2 N2 C12 169.0(9) . . . . ? C5 In2 N2 C10 166.2(10) . . . . ? C4 In2 N2 C10 -79.3(10) . . . . ? C6 In2 N2 C10 43.7(10) . . . . ? C5 In2 N2 C14 49.8(11) . . . . ? C4 In2 N2 C14 164.3(10) . . . . ? C6 In2 N2 C14 -72.7(10) . . . . ? C7 N1 C8 C13 178.2(13) . . . 3_677 ? C9 N1 C8 C13 -58.8(16) . . . 3_677 ? In1 N1 C8 C13 61.8(14) . . . 3_677 ? C7 N1 C9 C10 58.9(17) . . . . ? C8 N1 C9 C10 -60.9(16) . . . . ? In1 N1 C9 C10 172.9(10) . . . . ? C12 N2 C10 C9 -70.6(15) . . . . ? C14 N2 C10 C9 168.3(12) . . . . ? In2 N2 C10 C9 52.5(13) . . . . ? N1 C9 C10 N2 173.9(11) . . . . ? C10 N2 C12 C13 -58.9(17) . . . . ? C14 N2 C12 C13 60.6(16) . . . . ? In2 N2 C12 C13 176.7(11) . . . . ? N2 C12 C13 C8 176.0(12) . . . 3_677 ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 22.75 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 1.581 _refine_diff_density_min -1.104 _refine_diff_density_rms 0.201 data_tony18 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H96 In6 N6' _chemical_formula_weight 1302.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'In' 'In' -0.9360 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6624(16) _cell_length_b 22.856(3) _cell_length_c 11.6461(17) _cell_angle_alpha 90.00 _cell_angle_beta 108.184(17) _cell_angle_gamma 90.00 _cell_volume 2696.5(7) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 2.355 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'Stoe IPDS' _diffrn_measurement_method 'Image plate' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16905 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 24.22 _reflns_number_total 4251 _reflns_number_gt 3312 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _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^)+(0.0333P)^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 4251 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0580 _refine_ls_wR_factor_gt 0.0554 _refine_ls_goodness_of_fit_ref 0.915 _refine_ls_restrained_S_all 0.915 _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 In1 In 0.36081(3) 0.929061(14) 0.14291(2) 0.02859(9) Uani 1 d . . . In2 In 0.12593(3) 0.869962(16) 0.58971(3) 0.03634(10) Uani 1 d . . . In3 In 0.67970(3) 0.808640(14) 0.90678(3) 0.03409(10) Uani 1 d . . . N1 N 0.2205(3) 0.97071(14) 0.2582(3) 0.0234(7) Uani 1 d . . . N2 N 0.3263(3) 0.86627(14) 0.5276(3) 0.0231(7) Uani 1 d . . . N3 N 0.6906(3) 0.86543(14) 0.7318(3) 0.0249(7) Uani 1 d . . . C1 C 0.2919(5) 0.9807(2) -0.0207(4) 0.0504(13) Uani 1 d . . . H1A H 0.2050 0.9665 -0.0699 0.061 Uiso 1 calc R . . H1B H 0.3544 0.9771 -0.0667 0.061 Uiso 1 calc R . . H1C H 0.2851 1.0218 0.0004 0.061 Uiso 1 calc R . . C2 C 0.5517(4) 0.9494(2) 0.2718(4) 0.0403(11) Uani 1 d . . . H2A H 0.5722 0.9908 0.2645 0.048 Uiso 1 calc R . . H2B H 0.6196 0.9250 0.2553 0.048 Uiso 1 calc R . . H2C H 0.5494 0.9417 0.3539 0.048 Uiso 1 calc R . . C3 C 0.2759(4) 0.8420(2) 0.1269(4) 0.0402(11) Uani 1 d . . . H3A H 0.1899 0.8420 0.0638 0.048 Uiso 1 calc R . . H3B H 0.2645 0.8306 0.2042 0.048 Uiso 1 calc R . . H3C H 0.3349 0.8142 0.1056 0.048 Uiso 1 calc R . . C4 C -0.0246(5) 0.8418(3) 0.4265(5) 0.0659(17) Uani 1 d . . . H4A H -0.0406 0.8728 0.3655 0.079 Uiso 1 calc R . . H4B H -0.1065 0.8334 0.4448 0.079 Uiso 1 calc R . . H4C H 0.0052 0.8063 0.3953 0.079 Uiso 1 calc R . . C5 C 0.1789(5) 0.8088(3) 0.7391(4) 0.0535(14) Uani 1 d . . . H5A H 0.1726 0.7687 0.7078 0.064 Uiso 1 calc R . . H5B H 0.1185 0.8134 0.7870 0.064 Uiso 1 calc R . . H5C H 0.2695 0.8164 0.7903 0.064 Uiso 1 calc R . . C6 C 0.1317(5) 0.9624(3) 0.6329(4) 0.0524(14) Uani 1 d . . . H6A H 0.1058 0.9853 0.5580 0.063 Uiso 1 calc R . . H6B H 0.2215 0.9733 0.6816 0.063 Uiso 1 calc R . . H6C H 0.0705 0.9705 0.6786 0.063 Uiso 1 calc R . . C7 C 0.6224(5) 0.7271(2) 0.8097(5) 0.0506(13) Uani 1 d . . . H7A H 0.6977 0.7109 0.7891 0.061 Uiso 1 calc R . . H7B H 0.5494 0.7342 0.7355 0.061 Uiso 1 calc R . . H7C H 0.5942 0.6992 0.8607 0.061 Uiso 1 calc R . . C8 C 0.8819(5) 0.8221(3) 1.0211(5) 0.0621(16) Uani 1 d . . . H8A H 0.8902 0.8611 1.0577 0.074 Uiso 1 calc R . . H8B H 0.9416 0.8189 0.9723 0.074 Uiso 1 calc R . . H8C H 0.9050 0.7924 1.0850 0.074 Uiso 1 calc R . . C9 C 0.5373(5) 0.8563(3) 0.9678(5) 0.0559(14) Uani 1 d . . . H9A H 0.5782 0.8919 1.0097 0.067 Uiso 1 calc R . . H9B H 0.5075 0.8317 1.0232 0.067 Uiso 1 calc R . . H9C H 0.4615 0.8668 0.8981 0.067 Uiso 1 calc R . . C10 C 0.0868(4) 0.9755(2) 0.1673(4) 0.0336(10) Uani 1 d . . . H10A H 0.0901 1.0029 0.1035 0.040 Uiso 1 calc R . . H10B H 0.0240 0.9899 0.2068 0.040 Uiso 1 calc R . . H10C H 0.0585 0.9370 0.1318 0.040 Uiso 1 calc R . . C11 C 0.2626(4) 1.02864(18) 0.3156(3) 0.0270(9) Uani 1 d . . . H11A H 0.3438 1.0236 0.3850 0.032 Uiso 1 calc R . . H11B H 0.1928 1.0442 0.3468 0.032 Uiso 1 calc R . . C12 C 0.2067(4) 0.92884(18) 0.3507(3) 0.0253(9) Uani 1 d . . . H12A H 0.1683 0.8920 0.3102 0.030 Uiso 1 calc R . . H12B H 0.1443 0.9452 0.3899 0.030 Uiso 1 calc R . . C13 C 0.3369(4) 0.91509(18) 0.4478(3) 0.0266(9) Uani 1 d . . . H13A H 0.4039 0.9051 0.4083 0.032 Uiso 1 calc R . . H13B H 0.3678 0.9505 0.4976 0.032 Uiso 1 calc R . . C14 C 0.3188(4) 0.80906(19) 0.4652(4) 0.0348(10) Uani 1 d . . . H14A H 0.3119 0.7775 0.5198 0.042 Uiso 1 calc R . . H14B H 0.3985 0.8035 0.4415 0.042 Uiso 1 calc R . . H14C H 0.2410 0.8085 0.3929 0.042 Uiso 1 calc R . . C15 C 0.4415(3) 0.86764(19) 0.6402(3) 0.0250(9) Uani 1 d . . . H15A H 0.4285 0.8375 0.6964 0.030 Uiso 1 calc R . . H15B H 0.4438 0.9062 0.6795 0.030 Uiso 1 calc R . . C16 C 0.5755(4) 0.85711(19) 0.6200(3) 0.0274(9) Uani 1 d . . . H16A H 0.5775 0.8167 0.5899 0.033 Uiso 1 calc R . . H16B H 0.5844 0.8843 0.5569 0.033 Uiso 1 calc R . . C17 C 0.7109(4) 0.92718(17) 0.7730(3) 0.0257(9) Uani 1 d . . . H17A H 0.7862 0.9284 0.8487 0.031 Uiso 1 calc R . . H17B H 0.6315 0.9402 0.7929 0.031 Uiso 1 calc R . . C18 C 0.8091(4) 0.8421(2) 0.7060(4) 0.0386(11) Uani 1 d . . . H18A H 0.7929 0.8015 0.6783 0.046 Uiso 1 calc R . . H18B H 0.8851 0.8435 0.7797 0.046 Uiso 1 calc R . . H18C H 0.8274 0.8658 0.6430 0.046 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 In1 0.03185(17) 0.03081(19) 0.02266(16) -0.00054(13) 0.00786(12) -0.00096(13) In2 0.02798(16) 0.0528(2) 0.03008(17) 0.00828(15) 0.01171(13) -0.00172(14) In3 0.03251(17) 0.03172(19) 0.03321(18) 0.00808(14) 0.00326(13) -0.00098(14) N1 0.0216(16) 0.027(2) 0.0186(16) 0.0025(14) 0.0024(13) -0.0004(14) N2 0.0260(16) 0.024(2) 0.0194(16) 0.0005(14) 0.0078(13) -0.0029(14) N3 0.0220(16) 0.025(2) 0.0277(17) 0.0006(15) 0.0073(14) 0.0041(14) C1 0.073(3) 0.055(4) 0.025(2) 0.005(2) 0.018(2) 0.010(3) C2 0.036(2) 0.048(3) 0.037(3) -0.004(2) 0.011(2) -0.009(2) C3 0.041(3) 0.038(3) 0.043(3) -0.013(2) 0.015(2) -0.003(2) C4 0.048(3) 0.092(5) 0.053(3) 0.004(3) 0.008(3) -0.030(3) C5 0.052(3) 0.066(4) 0.048(3) 0.020(3) 0.025(2) 0.002(3) C6 0.049(3) 0.071(4) 0.035(3) -0.007(3) 0.009(2) 0.018(3) C7 0.042(3) 0.034(3) 0.069(3) 0.003(3) 0.007(2) -0.007(2) C8 0.050(3) 0.057(4) 0.059(3) 0.008(3) -0.012(3) -0.008(3) C9 0.060(3) 0.072(4) 0.042(3) 0.004(3) 0.024(2) 0.001(3) C10 0.027(2) 0.041(3) 0.029(2) 0.004(2) 0.0033(18) -0.0007(19) C11 0.028(2) 0.027(3) 0.024(2) 0.0010(18) 0.0061(17) -0.0001(17) C12 0.024(2) 0.029(2) 0.024(2) 0.0012(18) 0.0102(16) -0.0023(17) C13 0.027(2) 0.029(3) 0.024(2) 0.0061(18) 0.0073(17) -0.0041(17) C14 0.041(2) 0.028(3) 0.034(2) -0.003(2) 0.009(2) -0.003(2) C15 0.027(2) 0.029(2) 0.0192(19) 0.0018(18) 0.0077(16) 0.0015(17) C16 0.031(2) 0.027(2) 0.026(2) -0.0022(18) 0.0104(18) 0.0008(18) C17 0.027(2) 0.025(2) 0.025(2) 0.0006(18) 0.0077(17) 0.0023(17) C18 0.028(2) 0.038(3) 0.052(3) 0.001(2) 0.016(2) 0.006(2) _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 In1 C1 2.166(4) . ? In1 C2 2.169(4) . ? In1 C3 2.170(5) . ? In1 N1 2.490(3) . ? In2 C5 2.166(5) . ? In2 C4 2.168(5) . ? In2 C6 2.169(6) . ? In2 N2 2.462(3) . ? In3 C9 2.161(5) . ? In3 C7 2.167(5) . ? In3 C8 2.173(5) . ? In3 N3 2.449(3) . ? N1 C12 1.482(5) . ? N1 C11 1.488(5) . ? N1 C10 1.490(5) . ? N2 C13 1.479(5) . ? N2 C14 1.486(5) . ? N2 C15 1.491(5) . ? N3 C17 1.485(5) . ? N3 C18 1.487(5) . ? N3 C16 1.497(5) . ? C11 C17 1.532(5) 3_676 ? C12 C13 1.525(5) . ? C15 C16 1.537(5) . ? C17 C11 1.532(5) 3_676 ? 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 C1 In1 C2 118.7(2) . . ? C1 In1 C3 113.97(19) . . ? C2 In1 C3 122.16(18) . . ? C1 In1 N1 99.79(15) . . ? C2 In1 N1 97.86(14) . . ? C3 In1 N1 95.27(14) . . ? C5 In2 C4 116.6(2) . . ? C5 In2 C6 117.5(2) . . ? C4 In2 C6 116.9(2) . . ? C5 In2 N2 100.44(15) . . ? C4 In2 N2 101.85(17) . . ? C6 In2 N2 97.87(16) . . ? C9 In3 C7 119.5(2) . . ? C9 In3 C8 113.1(2) . . ? C7 In3 C8 120.4(2) . . ? C9 In3 N3 103.13(16) . . ? C7 In3 N3 95.80(16) . . ? C8 In3 N3 97.99(17) . . ? C12 N1 C11 109.4(3) . . ? C12 N1 C10 105.9(3) . . ? C11 N1 C10 109.9(3) . . ? C12 N1 In1 111.0(2) . . ? C11 N1 In1 115.8(2) . . ? C10 N1 In1 104.3(2) . . ? C13 N2 C14 111.0(3) . . ? C13 N2 C15 109.5(3) . . ? C14 N2 C15 110.7(3) . . ? C13 N2 In2 113.7(2) . . ? C14 N2 In2 104.7(2) . . ? C15 N2 In2 107.1(2) . . ? C17 N3 C18 111.1(3) . . ? C17 N3 C16 113.5(3) . . ? C18 N3 C16 107.2(3) . . ? C17 N3 In3 106.0(2) . . ? C18 N3 In3 104.0(2) . . ? C16 N3 In3 114.7(2) . . ? N1 C11 C17 112.2(3) . 3_676 ? N1 C12 C13 113.5(3) . . ? N2 C13 C12 113.0(3) . . ? N2 C15 C16 114.3(3) . . ? N3 C16 C15 113.3(3) . . ? N3 C17 C11 116.6(3) . 3_676 ? 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 C1 In1 N1 C12 157.0(3) . . . . ? C2 In1 N1 C12 -82.0(3) . . . . ? C3 In1 N1 C12 41.6(2) . . . . ? C1 In1 N1 C11 -77.5(3) . . . . ? C2 In1 N1 C11 43.5(3) . . . . ? C3 In1 N1 C11 167.0(3) . . . . ? C1 In1 N1 C10 43.4(3) . . . . ? C2 In1 N1 C10 164.4(3) . . . . ? C3 In1 N1 C10 -72.1(3) . . . . ? C5 In2 N2 C13 -164.5(3) . . . . ? C4 In2 N2 C13 75.2(3) . . . . ? C6 In2 N2 C13 -44.5(3) . . . . ? C5 In2 N2 C14 74.1(3) . . . . ? C4 In2 N2 C14 -46.2(3) . . . . ? C6 In2 N2 C14 -165.9(3) . . . . ? C5 In2 N2 C15 -43.4(3) . . . . ? C4 In2 N2 C15 -163.7(3) . . . . ? C6 In2 N2 C15 76.5(3) . . . . ? C9 In3 N3 C17 50.1(3) . . . . ? C7 In3 N3 C17 172.2(2) . . . . ? C8 In3 N3 C17 -66.0(3) . . . . ? C9 In3 N3 C18 167.2(3) . . . . ? C7 In3 N3 C18 -70.6(3) . . . . ? C8 In3 N3 C18 51.2(3) . . . . ? C9 In3 N3 C16 -76.0(3) . . . . ? C7 In3 N3 C16 46.1(3) . . . . ? C8 In3 N3 C16 168.0(3) . . . . ? C12 N1 C11 C17 175.6(3) . . . 3_676 ? C10 N1 C11 C17 -68.5(4) . . . 3_676 ? In1 N1 C11 C17 49.4(4) . . . 3_676 ? C11 N1 C12 C13 -65.5(4) . . . . ? C10 N1 C12 C13 176.1(3) . . . . ? In1 N1 C12 C13 63.5(4) . . . . ? C14 N2 C13 C12 75.1(4) . . . . ? C15 N2 C13 C12 -162.4(3) . . . . ? In2 N2 C13 C12 -42.7(4) . . . . ? N1 C12 C13 N2 -170.4(3) . . . . ? C13 N2 C15 C16 -64.3(4) . . . . ? C14 N2 C15 C16 58.4(4) . . . . ? In2 N2 C15 C16 172.0(3) . . . . ? C17 N3 C16 C15 -68.6(4) . . . . ? C18 N3 C16 C15 168.4(3) . . . . ? In3 N3 C16 C15 53.4(4) . . . . ? N2 C15 C16 N3 173.4(3) . . . . ? C18 N3 C17 C11 60.7(4) . . . 3_676 ? C16 N3 C17 C11 -60.2(4) . . . 3_676 ? In3 N3 C17 C11 173.1(3) . . . 3_676 ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 24.22 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.864 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.092