# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56 Cl4 N4 O3 Te2' _chemical_formula_weight 1182.01 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2 / c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.779(2) _cell_length_b 8.8592(8) _cell_length_c 17.7936(12) _cell_angle_alpha 90.00 _cell_angle_beta 109.754(5) _cell_angle_gamma 90.00 _cell_volume 5011.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'yellow green' _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 1.424 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3160 _exptl_absorpt_correction_T_max 0.7500 _exptl_absorpt_process_details 'X-Area (Stoe, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10889 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 29.32 _reflns_number_total 5704 _reflns_number_gt 4375 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe, 2004)' _computing_cell_refinement 'X-Area (Stoe, 2004)' _computing_data_reduction 'X-Area (Stoe, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2006)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5704 _refine_ls_number_parameters 294 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0909 _refine_ls_wR_factor_gt 0.0850 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C2 C 0.23174(10) 0.5902(4) 0.2109(2) 0.0490(8) Uani 1 1 d . . . H2A H 0.2305 0.5078 0.1751 0.074 Uiso 1 1 calc R . . H2B H 0.2526 0.5693 0.2618 0.074 Uiso 1 1 calc R . . H2C H 0.2390 0.6813 0.1893 0.074 Uiso 1 1 calc R . . O1 O 0.20584(12) 0.6314(4) -0.0351(3) 0.0979(16) Uani 1 1 d . . . O2 O 0.0000 0.8667(5) 0.2500 0.122(3) Uani 1 2 d S . . C5 C 0.03442(18) 0.9586(5) 0.2522(5) 0.093(2) Uani 1 1 d . . . H5A H 0.0423 0.9402 0.2053 0.112 Uiso 1 1 calc R . . H5B H 0.0584 0.9357 0.2993 0.112 Uiso 1 1 calc R . . C6 C 0.02224(16) 1.1127(6) 0.2539(5) 0.097(2) Uani 1 1 d . . . H6A H 0.0264 1.1684 0.2102 0.116 Uiso 1 1 calc R . . H6B H 0.0389 1.1597 0.3038 0.116 Uiso 1 1 calc R . . Te1 Te 0.143148(5) 0.68049(2) 0.087837(13) 0.03719(7) Uani 1 1 d . . . Cl2 Cl 0.21275(3) 0.91514(9) 0.08082(6) 0.0504(2) Uani 1 1 d . . . Cl1 Cl 0.09581(3) 0.79831(11) -0.03344(7) 0.0602(2) Uani 1 1 d . . . N1 N 0.18974(7) 0.6089(3) 0.22084(17) 0.0360(5) Uani 1 1 d . . . C10 C 0.13924(8) 0.8684(3) 0.1607(2) 0.0377(6) Uani 1 1 d . . . C19 C 0.16426(8) 0.8593(3) 0.2412(2) 0.0349(6) Uani 1 1 d . . . C14 C 0.16340(9) 0.9813(3) 0.2936(2) 0.0402(7) Uani 1 1 d . . . C29 C 0.07077(9) 0.4418(3) 0.0590(2) 0.0430(7) Uani 1 1 d . . . C21 C 0.07622(11) 0.6242(4) 0.1634(3) 0.0527(9) Uani 1 1 d . . . H21 H 0.0903 0.7041 0.1951 0.063 Uiso 1 1 calc R . . N2 N 0.12234(9) 0.4245(3) -0.0098(2) 0.0506(7) Uani 1 1 d . . . C11 C 0.11463(10) 0.9922(4) 0.1306(3) 0.0482(8) Uani 1 1 d . . . H11 H 0.0987 0.9976 0.0767 0.058 Uiso 1 1 calc R . . C18 C 0.19026(8) 0.7339(3) 0.2754(2) 0.0359(6) Uani 1 1 d . . . C16 C 0.21332(11) 0.8520(4) 0.4042(3) 0.0492(8) Uani 1 1 d . . . H16 H 0.2298 0.8491 0.4579 0.059 Uiso 1 1 calc R . . C3 C 0.15841(12) 0.3231(4) 0.0295(3) 0.0610(10) Uani 1 1 d . . . H3A H 0.1833 0.3618 0.0216 0.092 Uiso 1 1 calc R . . H3B H 0.1525 0.2239 0.0067 0.092 Uiso 1 1 calc R . . H3C H 0.1628 0.3180 0.0857 0.092 Uiso 1 1 calc R . . C24 C 0.03368(9) 0.3824(4) 0.0711(3) 0.0504(9) Uani 1 1 d . . . C1 C 0.17802(11) 0.4644(3) 0.2508(3) 0.0472(8) Uani 1 1 d . . . H1A H 0.1780 0.3844 0.2143 0.071 Uiso 1 1 calc R . . H1B H 0.1505 0.4738 0.2548 0.071 Uiso 1 1 calc R . . H1C H 0.1981 0.4419 0.3024 0.071 Uiso 1 1 calc R . . C13 C 0.13685(11) 1.1065(3) 0.2605(3) 0.0510(9) Uani 1 1 d . . . H13 H 0.1355 1.1864 0.2934 0.061 Uiso 1 1 calc R . . C15 C 0.18795(11) 0.9741(4) 0.3743(3) 0.0485(8) Uani 1 1 d . . . H15 H 0.1871 1.0530 0.4082 0.058 Uiso 1 1 calc R . . C20 C 0.09100(9) 0.5673(3) 0.1063(2) 0.0425(7) Uani 1 1 d . . . C17 C 0.21442(10) 0.7308(3) 0.3536(2) 0.0445(7) Uani 1 1 d . . . H17 H 0.2318 0.6484 0.3740 0.053 Uiso 1 1 calc R . . C23 C 0.01909(10) 0.4468(4) 0.1287(3) 0.0569(11) Uani 1 1 d . . . H23 H -0.0052 0.4090 0.1356 0.068 Uiso 1 1 calc R . . C28 C 0.08424(10) 0.3692(4) 0.0014(3) 0.0490(8) Uani 1 1 d . . . C25 C 0.01223(10) 0.2580(4) 0.0239(3) 0.0624(12) Uani 1 1 d . . . H25 H -0.0121 0.2207 0.0307 0.075 Uiso 1 1 calc R . . C12 C 0.11385(11) 1.1114(4) 0.1827(3) 0.0551(10) Uani 1 1 d . . . H12 H 0.0970 1.1951 0.1626 0.066 Uiso 1 1 calc R . . C26 C 0.02645(14) 0.1943(5) -0.0299(4) 0.0714(13) Uani 1 1 d . . . H26 H 0.0121 0.1129 -0.0599 0.086 Uiso 1 1 calc R . . C22 C 0.03991(11) 0.5640(4) 0.1749(3) 0.0604(11) Uani 1 1 d . . . H22 H 0.0303 0.6042 0.2139 0.072 Uiso 1 1 calc R . . C27 C 0.06269(13) 0.2486(5) -0.0417(3) 0.0642(11) Uani 1 1 d . . . H27 H 0.0723 0.2025 -0.0792 0.077 Uiso 1 1 calc R . . C4 C 0.11797(16) 0.4474(6) -0.0934(3) 0.0742(13) Uani 1 1 d . . . H4A H 0.1440 0.4840 -0.0969 0.111 Uiso 1 1 calc R . . H4B H 0.0961 0.5199 -0.1168 0.111 Uiso 1 1 calc R . . H4C H 0.1108 0.3534 -0.1216 0.111 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2 0.0409(14) 0.0547(18) 0.055(3) 0.0041(15) 0.0204(15) 0.0138(13) O1 0.082(2) 0.093(2) 0.140(5) -0.052(3) 0.064(3) -0.0379(18) O2 0.138(5) 0.052(2) 0.230(10) 0.000 0.134(6) 0.000 C5 0.092(3) 0.070(3) 0.134(7) 0.021(3) 0.061(4) 0.011(2) C6 0.083(3) 0.060(3) 0.150(8) 0.001(3) 0.043(4) -0.001(2) Te1 0.03423(9) 0.04150(11) 0.03643(12) 0.00537(8) 0.01271(7) -0.00126(7) Cl2 0.0513(4) 0.0505(4) 0.0540(6) -0.0037(3) 0.0237(4) -0.0123(3) Cl1 0.0520(4) 0.0733(6) 0.0478(7) 0.0177(4) 0.0070(4) -0.0020(4) N1 0.0381(11) 0.0319(11) 0.0402(17) 0.0031(10) 0.0161(11) 0.0058(9) C10 0.0345(12) 0.0338(13) 0.046(2) 0.0090(12) 0.0156(13) 0.0030(10) C19 0.0364(12) 0.0290(12) 0.043(2) 0.0069(11) 0.0181(13) 0.0014(9) C14 0.0438(13) 0.0289(13) 0.053(2) 0.0038(12) 0.0235(14) -0.0001(10) C29 0.0358(12) 0.0390(15) 0.049(2) 0.0134(13) 0.0072(12) 0.0041(11) C21 0.0552(18) 0.0442(16) 0.068(3) 0.0056(17) 0.0322(19) -0.0020(14) N2 0.0496(14) 0.0550(16) 0.047(2) -0.0034(13) 0.0157(13) -0.0085(12) C11 0.0445(14) 0.0440(16) 0.053(3) 0.0172(15) 0.0121(15) 0.0092(12) C18 0.0382(12) 0.0308(12) 0.042(2) 0.0063(11) 0.0171(13) 0.0035(10) C16 0.0593(18) 0.0458(17) 0.038(2) 0.0006(13) 0.0099(15) 0.0013(13) C3 0.0511(18) 0.068(2) 0.063(3) -0.013(2) 0.0182(18) 0.0018(16) C24 0.0335(13) 0.0401(15) 0.069(3) 0.0242(16) 0.0053(14) 0.0029(11) C1 0.0592(17) 0.0330(14) 0.050(3) 0.0067(13) 0.0189(16) 0.0014(12) C13 0.0528(16) 0.0297(14) 0.075(3) 0.0062(15) 0.0272(18) 0.0061(12) C15 0.0573(17) 0.0367(15) 0.054(3) -0.0034(14) 0.0224(17) -0.0011(13) C20 0.0342(12) 0.0407(15) 0.055(2) 0.0082(13) 0.0181(13) -0.0002(11) C17 0.0487(15) 0.0370(14) 0.045(2) 0.0033(13) 0.0119(14) 0.0073(12) C23 0.0398(14) 0.0447(17) 0.092(4) 0.0278(19) 0.0297(18) 0.0046(12) C28 0.0439(15) 0.0469(16) 0.049(3) 0.0060(15) 0.0058(14) -0.0052(12) C25 0.0398(16) 0.052(2) 0.081(4) 0.018(2) 0.0021(17) -0.0097(14) C12 0.0532(17) 0.0360(16) 0.077(3) 0.0184(17) 0.0231(19) 0.0145(13) C26 0.062(2) 0.064(2) 0.074(4) 0.004(2) 0.004(2) -0.0189(18) C22 0.0566(18) 0.0512(19) 0.089(4) 0.0149(19) 0.045(2) 0.0037(15) C27 0.063(2) 0.062(2) 0.062(4) -0.006(2) 0.013(2) -0.0106(18) C4 0.090(3) 0.087(3) 0.049(4) -0.011(2) 0.028(2) -0.027(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 C2 N1 1.497(3) . ? O2 C5 1.409(5) 2 ? O2 C5 1.409(5) . ? C5 C6 1.430(7) . ? C6 C6 1.462(9) 2 ? Te1 C10 2.141(3) . ? Te1 C20 2.146(3) . ? Te1 Cl1 2.4435(10) . ? Te1 N1 2.442(3) . ? N1 C18 1.469(4) . ? N1 C1 1.491(4) . ? C10 C11 1.371(4) . ? C10 C19 1.398(5) . ? C19 C18 1.419(4) . ? C19 C14 1.435(4) . ? C14 C15 1.396(6) . ? C14 C13 1.423(4) . ? C29 C28 1.410(6) . ? C29 C20 1.422(5) . ? C29 C24 1.440(4) . ? C21 C20 1.371(5) . ? C21 C22 1.415(4) . ? N2 C28 1.453(4) . ? N2 C4 1.458(6) . ? N2 C3 1.485(5) . ? C11 C12 1.410(6) . ? C18 C17 1.355(5) . ? C16 C15 1.371(5) . ? C16 C17 1.410(5) . ? C24 C23 1.401(6) . ? C24 C25 1.426(6) . ? C13 C12 1.340(6) . ? C23 C22 1.363(6) . ? C28 C27 1.372(6) . ? C25 C26 1.333(8) . ? C26 C27 1.395(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 C5 O2 C5 109.5(5) 2 . ? O2 C5 C6 108.1(4) . . ? C5 C6 C6 107.0(3) . 2 ? C10 Te1 C20 92.81(12) . . ? C10 Te1 Cl1 92.68(9) . . ? C20 Te1 Cl1 90.49(10) . . ? C10 Te1 N1 76.50(10) . . ? C20 Te1 N1 91.39(11) . . ? Cl1 Te1 N1 169.10(6) . . ? C18 N1 C1 110.9(3) . . ? C18 N1 C2 111.2(2) . . ? C1 N1 C2 108.9(2) . . ? C18 N1 Te1 107.74(17) . . ? C1 N1 Te1 114.0(2) . . ? C2 N1 Te1 103.9(2) . . ? C11 C10 C19 121.5(3) . . ? C11 C10 Te1 122.7(3) . . ? C19 C10 Te1 115.84(19) . . ? C10 C19 C18 123.9(3) . . ? C10 C19 C14 119.0(3) . . ? C18 C19 C14 117.1(3) . . ? C15 C14 C13 122.3(3) . . ? C15 C14 C19 119.9(3) . . ? C13 C14 C19 117.8(4) . . ? C28 C29 C20 125.3(3) . . ? C28 C29 C24 116.9(3) . . ? C20 C29 C24 117.8(3) . . ? C20 C21 C22 121.3(4) . . ? C28 N2 C4 113.5(3) . . ? C28 N2 C3 110.8(3) . . ? C4 N2 C3 110.5(3) . . ? C10 C11 C12 119.1(4) . . ? C17 C18 C19 121.9(3) . . ? C17 C18 N1 122.1(3) . . ? C19 C18 N1 116.0(3) . . ? C15 C16 C17 120.1(4) . . ? C23 C24 C25 120.8(3) . . ? C23 C24 C29 119.9(3) . . ? C25 C24 C29 119.3(4) . . ? C12 C13 C14 121.2(3) . . ? C16 C15 C14 120.8(3) . . ? C21 C20 C29 120.2(3) . . ? C21 C20 Te1 117.7(2) . . ? C29 C20 Te1 122.0(2) . . ? C18 C17 C16 120.2(3) . . ? C22 C23 C24 121.0(3) . . ? C27 C28 C29 121.4(3) . . ? C27 C28 N2 120.9(4) . . ? C29 C28 N2 117.7(3) . . ? C26 C25 C24 121.0(3) . . ? C13 C12 C11 121.4(3) . . ? C25 C26 C27 120.6(4) . . ? C23 C22 C21 119.7(4) . . ? C28 C27 C26 120.8(5) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 29.32 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.665 _refine_diff_density_min -1.030 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 928259' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 Cl F6 N2 P Te' _chemical_formula_weight 648.47 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' Te Te -0.5308 1.6751 '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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2967(10) _cell_length_b 10.2462(11) _cell_length_c 13.4833(16) _cell_angle_alpha 92.378(9) _cell_angle_beta 98.203(9) _cell_angle_gamma 97.233(9) _cell_volume 1258.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 1.412 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3020 _exptl_absorpt_correction_T_max 0.7500 _exptl_absorpt_process_details 'X-Area (Stoe, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14301 _diffrn_reflns_av_R_equivalents 0.0803 _diffrn_reflns_av_sigmaI/netI 0.0940 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 29.18 _reflns_number_total 6712 _reflns_number_gt 4804 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe, 2004)' _computing_cell_refinement 'X-Area (Stoe, 2004)' _computing_data_reduction 'X-Area (Stoe, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2006)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6712 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 0.913 _refine_ls_restrained_S_all 0.913 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4134(5) 0.1133(4) 0.3235(3) 0.0520(11) Uani 1 1 d . . . H1A H 0.3751 0.1359 0.3835 0.078 Uiso 1 1 calc R . . H1B H 0.5066 0.0825 0.3412 0.078 Uiso 1 1 calc R . . H1C H 0.3464 0.0450 0.2844 0.078 Uiso 1 1 calc R . . C2 C 0.5314(5) 0.3397(4) 0.3269(3) 0.0493(10) Uani 1 1 d . . . H2A H 0.4928 0.3565 0.3878 0.074 Uiso 1 1 calc R . . H2B H 0.5378 0.4183 0.2904 0.074 Uiso 1 1 calc R . . H2C H 0.6274 0.3138 0.3427 0.074 Uiso 1 1 calc R . . C3 C 0.1584(5) 0.3198(5) 0.4632(3) 0.0522(10) Uani 1 1 d . . . H3A H 0.2057 0.4093 0.4712 0.078 Uiso 1 1 calc R . . H3B H 0.2302 0.2614 0.4574 0.078 Uiso 1 1 calc R . . H3C H 0.1109 0.2997 0.5204 0.078 Uiso 1 1 calc R . . C4 C -0.0523(6) 0.4038(4) 0.3745(4) 0.0555(11) Uani 1 1 d . . . H4A H 0.0035 0.4899 0.3859 0.083 Uiso 1 1 calc R . . H4B H -0.1097 0.3878 0.4276 0.083 Uiso 1 1 calc R . . H4C H -0.1162 0.3989 0.3115 0.083 Uiso 1 1 calc R . . C10 C 0.3056(4) 0.3342(4) 0.0860(3) 0.0373(8) Uani 1 1 d . . . C11 C 0.2554(5) 0.4003(4) 0.0051(3) 0.0460(9) Uani 1 1 d . . . H11 H 0.1750 0.4455 0.0067 0.055 Uiso 1 1 calc R . . C12 C 0.3248(5) 0.4001(4) -0.0801(3) 0.0522(11) Uani 1 1 d . . . H12 H 0.2923 0.4480 -0.1341 0.063 Uiso 1 1 calc R . . C13 C 0.4390(6) 0.3312(5) -0.0853(3) 0.0560(11) Uani 1 1 d . . . H13 H 0.4813 0.3295 -0.1438 0.067 Uiso 1 1 calc R . . C14 C 0.4949(5) 0.2615(4) -0.0028(3) 0.0483(10) Uani 1 1 d . . . C15 C 0.6123(6) 0.1864(6) -0.0061(4) 0.0656(13) Uani 1 1 d . . . H15 H 0.6548 0.1801 -0.0642 0.079 Uiso 1 1 calc R . . C16 C 0.6631(6) 0.1230(6) 0.0770(4) 0.0734(16) Uani 1 1 d . . . H16 H 0.7378 0.0713 0.0737 0.088 Uiso 1 1 calc R . . C17 C 0.6050(6) 0.1346(5) 0.1659(4) 0.0624(13) Uani 1 1 d . . . H17 H 0.6439 0.0939 0.2222 0.075 Uiso 1 1 calc R . . C18 C 0.4906(4) 0.2059(4) 0.1711(3) 0.0404(8) Uani 1 1 d . . . C19 C 0.4302(4) 0.2681(4) 0.0859(3) 0.0384(8) Uani 1 1 d . . . C20 C 0.0992(4) 0.1364(4) 0.2041(3) 0.0362(8) Uani 1 1 d . . . C21 C 0.1213(5) 0.0555(4) 0.1262(3) 0.0454(9) Uani 1 1 d . . . H21 H 0.1818 0.0872 0.0808 0.054 Uiso 1 1 calc R . . C22 C 0.0523(6) -0.0762(4) 0.1145(4) 0.0562(12) Uani 1 1 d . . . H22 H 0.0691 -0.1315 0.0621 0.067 Uiso 1 1 calc R . . C23 C -0.0375(6) -0.1218(4) 0.1787(4) 0.0547(11) Uani 1 1 d . . . H23 H -0.0811 -0.2091 0.1704 0.066 Uiso 1 1 calc R . . C24 C -0.0670(5) -0.0403(4) 0.2584(3) 0.0464(10) Uani 1 1 d . . . C25 C -0.1670(5) -0.0865(4) 0.3241(4) 0.0543(11) Uani 1 1 d . . . H25 H -0.2145 -0.1725 0.3143 0.065 Uiso 1 1 calc R . . C26 C -0.1942(6) -0.0073(5) 0.4008(4) 0.0584(12) Uani 1 1 d . . . H26 H -0.2607 -0.0391 0.4423 0.070 Uiso 1 1 calc R . . C27 C -0.1236(5) 0.1197(5) 0.4172(3) 0.0528(11) Uani 1 1 d . . . H27 H -0.1414 0.1720 0.4710 0.063 Uiso 1 1 calc R . . C28 C -0.0268(4) 0.1714(4) 0.3555(3) 0.0396(8) Uani 1 1 d . . . C29 C 0.0048(4) 0.0925(4) 0.2740(3) 0.0372(8) Uani 1 1 d . . . Te1 Te 0.21041(3) 0.33182(2) 0.220993(19) 0.03285(8) Uani 1 1 d . . . P1 P 0.37483(16) 0.72798(11) 0.35713(9) 0.0531(3) Uani 1 1 d . . . F1 F 0.3346(8) 0.6214(4) 0.2692(3) 0.165(3) Uani 1 1 d . . . F2 F 0.5197(8) 0.6668(7) 0.3753(7) 0.216(4) Uani 1 1 d . . . F3 F 0.4344(8) 0.8299(4) 0.4446(3) 0.156(3) Uani 1 1 d . . . F4 F 0.2446(7) 0.7993(7) 0.3384(6) 0.193(3) Uani 1 1 d . . . F5 F 0.3095(7) 0.6353(4) 0.4311(3) 0.140(2) Uani 1 1 d . . . F6 F 0.4472(6) 0.8215(3) 0.2824(3) 0.1182(17) Uani 1 1 d . . . N1 N 0.4323(4) 0.2316(3) 0.2639(2) 0.0369(7) Uani 1 1 d . . . N2 N 0.0489(4) 0.3032(3) 0.3720(2) 0.0404(7) Uani 1 1 d . . . Cl1 Cl -0.00816(14) 0.40818(14) 0.13485(9) 0.0642(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.052(3) 0.047(2) 0.057(3) 0.0158(19) 0.002(2) 0.014(2) C2 0.040(2) 0.054(2) 0.049(2) -0.0079(19) -0.0009(19) -0.0003(19) C3 0.052(3) 0.058(2) 0.045(2) -0.0024(19) 0.006(2) 0.006(2) C4 0.059(3) 0.053(2) 0.062(3) 0.005(2) 0.026(2) 0.019(2) C10 0.036(2) 0.0389(18) 0.0369(19) 0.0074(14) 0.0060(16) 0.0025(15) C11 0.046(2) 0.051(2) 0.044(2) 0.0134(17) 0.0094(19) 0.0099(19) C12 0.058(3) 0.058(3) 0.041(2) 0.0160(19) 0.008(2) 0.005(2) C13 0.059(3) 0.072(3) 0.037(2) 0.001(2) 0.017(2) -0.002(2) C14 0.042(2) 0.059(2) 0.043(2) -0.0039(18) 0.0097(18) 0.0004(19) C15 0.056(3) 0.094(4) 0.052(3) -0.007(3) 0.018(2) 0.022(3) C16 0.060(3) 0.107(4) 0.064(3) -0.005(3) 0.019(3) 0.045(3) C17 0.059(3) 0.083(3) 0.051(3) 0.002(2) 0.005(2) 0.034(3) C18 0.035(2) 0.046(2) 0.0389(19) -0.0005(16) 0.0023(16) 0.0073(16) C19 0.035(2) 0.0407(19) 0.0392(19) 0.0005(15) 0.0072(16) 0.0029(16) C20 0.0323(19) 0.0392(18) 0.0354(18) 0.0012(14) 0.0028(15) 0.0015(15) C21 0.042(2) 0.048(2) 0.044(2) -0.0020(17) 0.0049(18) -0.0011(18) C22 0.062(3) 0.049(2) 0.051(3) -0.010(2) -0.001(2) -0.001(2) C23 0.057(3) 0.040(2) 0.061(3) -0.0003(19) 0.000(2) -0.006(2) C24 0.043(2) 0.041(2) 0.051(2) 0.0101(17) -0.0048(19) -0.0036(17) C25 0.048(3) 0.047(2) 0.064(3) 0.018(2) 0.004(2) -0.006(2) C26 0.053(3) 0.069(3) 0.057(3) 0.024(2) 0.021(2) 0.002(2) C27 0.050(3) 0.063(3) 0.049(2) 0.012(2) 0.016(2) 0.010(2) C28 0.034(2) 0.046(2) 0.040(2) 0.0090(16) 0.0066(16) 0.0054(16) C29 0.036(2) 0.0396(18) 0.0355(18) 0.0074(15) 0.0024(16) 0.0030(15) Te1 0.03162(13) 0.03245(12) 0.03529(12) 0.00441(8) 0.00552(8) 0.00599(8) P1 0.0723(9) 0.0406(5) 0.0457(6) 0.0027(4) 0.0148(6) -0.0017(5) F1 0.304(8) 0.074(2) 0.097(3) -0.026(2) 0.067(4) -0.080(3) F2 0.156(6) 0.196(7) 0.315(10) 0.064(6) 0.020(6) 0.091(5) F3 0.272(8) 0.100(3) 0.070(2) -0.016(2) 0.010(3) -0.053(4) F4 0.105(4) 0.235(7) 0.263(8) 0.105(6) 0.038(5) 0.079(5) F5 0.214(6) 0.099(3) 0.102(3) 0.034(2) 0.055(3) -0.044(3) F6 0.221(5) 0.0465(16) 0.104(3) 0.0029(16) 0.094(3) 0.005(2) N1 0.0354(17) 0.0394(16) 0.0361(16) 0.0044(12) 0.0032(13) 0.0082(13) N2 0.0384(18) 0.0444(17) 0.0390(17) 0.0023(13) 0.0077(14) 0.0055(14) Cl1 0.0513(7) 0.0883(9) 0.0617(7) 0.0272(6) 0.0109(6) 0.0330(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.489(5) . ? C2 N1 1.496(5) . ? C3 N2 1.469(5) . ? C4 N2 1.484(5) . ? C10 C11 1.365(5) . ? C10 C19 1.413(5) . ? C10 Te1 2.134(4) . ? C11 C12 1.396(6) . ? C12 C13 1.356(7) . ? C13 C14 1.418(6) . ? C14 C19 1.417(6) . ? C14 C15 1.417(7) . ? C15 C16 1.374(7) . ? C16 C17 1.390(7) . ? C17 C18 1.372(6) . ? C18 C19 1.417(5) . ? C18 N1 1.460(5) . ? C20 C21 1.366(5) . ? C20 C29 1.425(5) . ? C20 Te1 2.122(4) . ? C21 C22 1.411(6) . ? C22 C23 1.344(7) . ? C23 C24 1.412(7) . ? C24 C25 1.425(6) . ? C24 C29 1.432(5) . ? C25 C26 1.360(7) . ? C26 C27 1.375(7) . ? C27 C28 1.383(6) . ? C28 C29 1.424(5) . ? C28 N2 1.435(5) . ? Te1 N1 2.426(3) . ? Te1 Cl1 2.4275(11) . ? P1 F4 1.488(5) . ? P1 F3 1.534(4) . ? P1 F5 1.540(4) . ? P1 F2 1.548(7) . ? P1 F1 1.549(4) . ? P1 F6 1.580(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 C11 C10 C19 120.8(4) . . ? C11 C10 Te1 122.9(3) . . ? C19 C10 Te1 116.2(3) . . ? C10 C11 C12 120.0(4) . . ? C13 C12 C11 120.9(4) . . ? C12 C13 C14 120.9(4) . . ? C19 C14 C15 119.2(4) . . ? C19 C14 C13 118.2(4) . . ? C15 C14 C13 122.5(4) . . ? C16 C15 C14 119.7(4) . . ? C15 C16 C17 121.3(5) . . ? C18 C17 C16 120.2(4) . . ? C17 C18 C19 120.4(4) . . ? C17 C18 N1 123.2(4) . . ? C19 C18 N1 116.2(3) . . ? C10 C19 C14 118.9(4) . . ? C10 C19 C18 122.1(4) . . ? C14 C19 C18 119.0(4) . . ? C21 C20 C29 121.7(4) . . ? C21 C20 Te1 118.6(3) . . ? C29 C20 Te1 119.7(3) . . ? C20 C21 C22 120.1(4) . . ? C23 C22 C21 120.2(4) . . ? C22 C23 C24 121.5(4) . . ? C23 C24 C25 121.8(4) . . ? C23 C24 C29 119.5(4) . . ? C25 C24 C29 118.7(4) . . ? C26 C25 C24 121.3(4) . . ? C25 C26 C27 120.2(4) . . ? C26 C27 C28 121.5(4) . . ? C27 C28 C29 120.3(4) . . ? C27 C28 N2 122.3(4) . . ? C29 C28 N2 117.3(3) . . ? C28 C29 C20 125.1(3) . . ? C28 C29 C24 117.9(4) . . ? C20 C29 C24 116.9(3) . . ? C20 Te1 C10 99.08(14) . . ? C20 Te1 N1 85.90(13) . . ? C10 Te1 N1 76.13(12) . . ? C20 Te1 Cl1 89.32(11) . . ? C10 Te1 Cl1 90.74(11) . . ? N1 Te1 Cl1 165.10(8) . . ? F4 P1 F3 87.5(4) . . ? F4 P1 F5 94.7(4) . . ? F3 P1 F5 89.5(3) . . ? F4 P1 F2 174.4(4) . . ? F3 P1 F2 89.5(5) . . ? F5 P1 F2 90.0(4) . . ? F4 P1 F1 99.3(5) . . ? F3 P1 F1 172.8(4) . . ? F5 P1 F1 92.4(2) . . ? F2 P1 F1 83.6(4) . . ? F4 P1 F6 87.2(3) . . ? F3 P1 F6 90.2(2) . . ? F5 P1 F6 178.0(3) . . ? F2 P1 F6 88.1(4) . . ? F1 P1 F6 87.8(2) . . ? C18 N1 C1 113.1(3) . . ? C18 N1 C2 109.6(3) . . ? C1 N1 C2 109.3(3) . . ? C18 N1 Te1 107.8(2) . . ? C1 N1 Te1 114.2(3) . . ? C2 N1 Te1 102.2(2) . . ? C28 N2 C3 112.5(3) . . ? C28 N2 C4 112.7(3) . . ? C3 N2 C4 110.0(3) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.876 _refine_diff_density_min -0.694 _refine_diff_density_rms 0.099 _database_code_depnum_ccdc_archive 'CCDC 928260' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H27 Br2 N3 Te' _chemical_formula_weight 668.93 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Te Te -0.5308 1.6751 '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 8.785(8) _cell_length_b 11.671(13) _cell_length_c 14.197(12) _cell_angle_alpha 105.03(9) _cell_angle_beta 98.59(7) _cell_angle_gamma 109.95(8) _cell_volume 1275(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 4.318 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1510 _exptl_absorpt_correction_T_max 0.6240 _exptl_absorpt_process_details 'X-Area (Stoe, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13649 _diffrn_reflns_av_R_equivalents 0.0817 _diffrn_reflns_av_sigmaI/netI 0.0676 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 29.23 _reflns_number_total 6791 _reflns_number_gt 5311 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe, 2004)' _computing_cell_refinement 'X-Area (Stoe, 2004)' _computing_data_reduction 'X-Area (Stoe, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2006)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0613P)^2^+1.3280P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6791 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0684 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1246 _refine_ls_wR_factor_gt 0.1152 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0099(6) 0.4497(6) 0.7902(5) 0.0533(15) Uani 1 1 d . . . H1A H 1.0193 0.5165 0.8497 0.080 Uiso 1 1 calc R . . H1B H 1.0317 0.4857 0.7376 0.080 Uiso 1 1 calc R . . H1C H 1.0900 0.4137 0.8053 0.080 Uiso 1 1 calc R . . C2 C 0.8024(8) 0.2933(6) 0.8389(4) 0.0464(13) Uani 1 1 d . . . H2A H 0.8155 0.3618 0.8983 0.070 Uiso 1 1 calc R . . H2B H 0.8793 0.2545 0.8537 0.070 Uiso 1 1 calc R . . H2C H 0.6895 0.2291 0.8181 0.070 Uiso 1 1 calc R . . C3 C 0.4999(7) 0.6204(7) 0.9072(5) 0.0534(14) Uani 1 1 d . . . H3A H 0.4499 0.5437 0.9237 0.080 Uiso 1 1 calc R . . H3B H 0.4241 0.6195 0.8505 0.080 Uiso 1 1 calc R . . H3C H 0.5230 0.6952 0.9642 0.080 Uiso 1 1 calc R . . C4 C 0.7675(8) 0.6116(7) 0.9632(4) 0.0505(14) Uani 1 1 d . . . H4A H 0.7054 0.5373 0.9794 0.076 Uiso 1 1 calc R . . H4B H 0.8060 0.6877 1.0217 0.076 Uiso 1 1 calc R . . H4C H 0.8621 0.6012 0.9420 0.076 Uiso 1 1 calc R . . C5 C 0.3724(11) -0.1014(10) 0.8475(8) 0.085(3) Uani 1 1 d . . . H5A H 0.3761 -0.0152 0.8631 0.127 Uiso 1 1 calc R . . H5B H 0.3190 -0.1483 0.7770 0.127 Uiso 1 1 calc R . . H5C H 0.4845 -0.0976 0.8627 0.127 Uiso 1 1 calc R . . C6 C 0.2798(9) -0.1651(7) 0.9063(5) 0.0555(15) Uani 1 1 d . . . C10 C 0.5881(6) 0.2870(5) 0.5751(4) 0.0353(10) Uani 1 1 d . . . C11 C 0.4741(7) 0.2618(6) 0.4874(4) 0.0467(13) Uani 1 1 d . . . H11 H 0.4058 0.3075 0.4867 0.056 Uiso 1 1 calc R . . C12 C 0.4600(8) 0.1658(6) 0.3975(4) 0.0520(14) Uani 1 1 d . . . H12 H 0.3860 0.1516 0.3374 0.062 Uiso 1 1 calc R . . C13 C 0.5534(7) 0.0950(5) 0.3988(4) 0.0430(11) Uani 1 1 d . . . H13 H 0.5387 0.0294 0.3402 0.052 Uiso 1 1 calc R . . C14 C 0.6734(6) 0.1190(5) 0.4879(4) 0.0360(10) Uani 1 1 d . . . C15 C 0.7750(8) 0.0482(6) 0.4905(4) 0.0456(12) Uani 1 1 d . . . H15 H 0.7609 -0.0186 0.4330 0.055 Uiso 1 1 calc R . . C16 C 0.8933(10) 0.0767(8) 0.5763(5) 0.0603(17) Uani 1 1 d . . . H16 H 0.9594 0.0292 0.5765 0.072 Uiso 1 1 calc R . . C17 C 0.9167(8) 0.1758(7) 0.6637(5) 0.0501(14) Uani 1 1 d . . . H17 H 1.0005 0.1955 0.7210 0.060 Uiso 1 1 calc R . . C18 C 0.8184(6) 0.2441(5) 0.6660(4) 0.0373(10) Uani 1 1 d . . . C19 C 0.6928(6) 0.2185(5) 0.5781(4) 0.0325(9) Uani 1 1 d . . . C20 C 0.7799(6) 0.5866(5) 0.7020(4) 0.0342(9) Uani 1 1 d . . . C21 C 0.8514(7) 0.5735(6) 0.6220(4) 0.0403(11) Uani 1 1 d . . . H21 H 0.8281 0.4914 0.5783 0.048 Uiso 1 1 calc R . . C22 C 0.9596(8) 0.6833(6) 0.6056(5) 0.0508(14) Uani 1 1 d . . . H22 H 1.0105 0.6737 0.5528 0.061 Uiso 1 1 calc R . . C23 C 0.9887(7) 0.8028(6) 0.6671(5) 0.0467(13) Uani 1 1 d . . . H23 H 1.0582 0.8749 0.6551 0.056 Uiso 1 1 calc R . . C24 C 0.9163(6) 0.8207(5) 0.7488(4) 0.0370(10) Uani 1 1 d . . . C25 C 0.9421(7) 0.9466(5) 0.8104(5) 0.0476(13) Uani 1 1 d . . . H25 H 1.0105 1.0183 0.7975 0.057 Uiso 1 1 calc R . . C26 C 0.8695(8) 0.9641(6) 0.8872(5) 0.0505(14) Uani 1 1 d . . . H26 H 0.8835 1.0469 0.9247 0.061 Uiso 1 1 calc R . . C27 C 0.7736(7) 0.8577(6) 0.9099(5) 0.0453(12) Uani 1 1 d . . . H27 H 0.7271 0.8709 0.9645 0.054 Uiso 1 1 calc R . . C28 C 0.7453(6) 0.7341(5) 0.8547(4) 0.0338(9) Uani 1 1 d . . . C29 C 0.8131(5) 0.7114(5) 0.7692(4) 0.0316(9) Uani 1 1 d . . . N1 N 0.8377(5) 0.3466(4) 0.7563(3) 0.0346(8) Uani 1 1 d . . . N2 N 0.6587(5) 0.6250(4) 0.8811(3) 0.0362(9) Uani 1 1 d . . . N3 N 0.2053(9) -0.2185(7) 0.9498(5) 0.0711(16) Uani 1 1 d . . . Br1 Br 0.36431(7) 0.47475(6) 0.64337(5) 0.04915(15) Uani 1 1 d . . . Br2 Br 0.33181(7) 0.18667(6) 0.78547(5) 0.04868(15) Uani 1 1 d . . . Te1 Te 0.60635(4) 0.41853(3) 0.71800(2) 0.02975(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.028(2) 0.056(3) 0.065(4) 0.019(3) 0.002(2) 0.009(2) C2 0.057(3) 0.057(3) 0.039(3) 0.022(3) 0.014(2) 0.034(3) C3 0.047(3) 0.062(4) 0.052(3) 0.020(3) 0.026(3) 0.017(3) C4 0.066(4) 0.059(4) 0.042(3) 0.029(3) 0.025(3) 0.031(3) C5 0.069(5) 0.122(8) 0.104(7) 0.078(6) 0.039(5) 0.050(5) C6 0.062(4) 0.061(4) 0.050(3) 0.022(3) 0.012(3) 0.032(3) C10 0.033(2) 0.032(2) 0.037(2) 0.0106(19) 0.0046(18) 0.0114(18) C11 0.043(3) 0.052(3) 0.046(3) 0.014(3) 0.004(2) 0.025(2) C12 0.044(3) 0.059(4) 0.038(3) 0.005(3) -0.003(2) 0.017(3) C13 0.047(3) 0.037(3) 0.037(3) 0.008(2) 0.011(2) 0.011(2) C14 0.041(2) 0.036(2) 0.037(2) 0.017(2) 0.020(2) 0.015(2) C15 0.062(3) 0.047(3) 0.045(3) 0.018(2) 0.029(3) 0.033(3) C16 0.078(4) 0.081(5) 0.053(4) 0.028(3) 0.030(3) 0.058(4) C17 0.053(3) 0.072(4) 0.046(3) 0.026(3) 0.023(3) 0.042(3) C18 0.042(2) 0.042(3) 0.039(2) 0.021(2) 0.016(2) 0.021(2) C19 0.032(2) 0.033(2) 0.037(2) 0.0177(19) 0.0125(18) 0.0123(18) C20 0.032(2) 0.035(2) 0.036(2) 0.017(2) 0.0106(18) 0.0097(18) C21 0.043(3) 0.045(3) 0.036(2) 0.014(2) 0.017(2) 0.017(2) C22 0.052(3) 0.058(4) 0.048(3) 0.030(3) 0.025(3) 0.016(3) C23 0.043(3) 0.050(3) 0.054(3) 0.035(3) 0.018(2) 0.011(2) C24 0.031(2) 0.034(2) 0.043(3) 0.020(2) 0.0040(19) 0.0065(18) C25 0.036(2) 0.036(3) 0.060(3) 0.017(2) 0.000(2) 0.005(2) C26 0.054(3) 0.033(3) 0.054(3) 0.007(2) 0.007(3) 0.014(2) C27 0.042(3) 0.043(3) 0.046(3) 0.007(2) 0.012(2) 0.016(2) C28 0.030(2) 0.035(2) 0.036(2) 0.0126(19) 0.0052(18) 0.0133(18) C29 0.029(2) 0.035(2) 0.033(2) 0.0154(19) 0.0081(17) 0.0125(18) N1 0.0311(18) 0.042(2) 0.0285(19) 0.0114(17) 0.0054(15) 0.0132(16) N2 0.042(2) 0.040(2) 0.034(2) 0.0156(18) 0.0194(17) 0.0181(18) N3 0.080(4) 0.074(4) 0.067(4) 0.027(3) 0.026(3) 0.036(4) Br1 0.0430(3) 0.0621(4) 0.0517(3) 0.0200(3) 0.0106(2) 0.0319(3) Br2 0.0406(3) 0.0417(3) 0.0589(3) 0.0185(3) 0.0143(2) 0.0089(2) Te1 0.02888(14) 0.02927(15) 0.03341(15) 0.01363(11) 0.00974(10) 0.01132(11) _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 N1 1.486(7) . ? C2 N1 1.488(7) . ? C3 N2 1.483(7) . ? C4 N2 1.469(7) . ? C5 C6 1.422(11) . ? C6 N3 1.114(9) . ? C10 C11 1.370(7) . ? C10 C19 1.413(7) . ? C10 Te1 2.149(6) . ? C11 C12 1.419(9) . ? C12 C13 1.350(8) . ? C13 C14 1.416(8) . ? C14 C15 1.411(7) . ? C14 C19 1.430(8) . ? C15 C16 1.360(9) . ? C16 C17 1.392(10) . ? C17 C18 1.359(7) . ? C18 C19 1.426(7) . ? C18 N1 1.451(7) . ? C20 C21 1.377(7) . ? C20 C29 1.422(7) . ? C20 Te1 2.126(5) . ? C21 C22 1.410(8) . ? C22 C23 1.353(10) . ? C23 C24 1.407(8) . ? C24 C29 1.419(6) . ? C24 C25 1.422(8) . ? C25 C26 1.349(9) . ? C26 C27 1.391(9) . ? C27 C28 1.366(8) . ? C28 N2 1.419(6) . ? C28 C29 1.434(7) . ? N1 Te1 2.491(4) . ? Br1 Te1 2.591(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C6 C5 177.8(9) . . ? C11 C10 C19 121.0(5) . . ? C11 C10 Te1 123.3(4) . . ? C19 C10 Te1 115.5(3) . . ? C10 C11 C12 120.1(5) . . ? C13 C12 C11 120.3(5) . . ? C12 C13 C14 121.1(5) . . ? C15 C14 C13 122.1(5) . . ? C15 C14 C19 118.9(5) . . ? C13 C14 C19 119.0(5) . . ? C16 C15 C14 120.7(6) . . ? C15 C16 C17 120.9(5) . . ? C18 C17 C16 120.6(6) . . ? C17 C18 C19 120.8(5) . . ? C17 C18 N1 122.0(5) . . ? C19 C18 N1 117.2(4) . . ? C10 C19 C18 123.6(5) . . ? C10 C19 C14 118.4(4) . . ? C18 C19 C14 118.1(4) . . ? C21 C20 C29 120.5(5) . . ? C21 C20 Te1 119.1(4) . . ? C29 C20 Te1 120.3(3) . . ? C20 C21 C22 120.7(5) . . ? C23 C22 C21 119.6(5) . . ? C22 C23 C24 121.6(5) . . ? C23 C24 C29 119.6(5) . . ? C23 C24 C25 121.1(5) . . ? C29 C24 C25 119.3(5) . . ? C26 C25 C24 121.3(5) . . ? C25 C26 C27 119.6(6) . . ? C28 C27 C26 122.1(6) . . ? C27 C28 N2 123.0(5) . . ? C27 C28 C29 119.8(5) . . ? N2 C28 C29 117.1(4) . . ? C24 C29 C20 118.0(4) . . ? C24 C29 C28 117.8(5) . . ? C20 C29 C28 124.3(4) . . ? C18 N1 C1 111.1(5) . . ? C18 N1 C2 110.1(4) . . ? C1 N1 C2 109.5(5) . . ? C18 N1 Te1 106.7(3) . . ? C1 N1 Te1 115.4(3) . . ? C2 N1 Te1 103.8(3) . . ? C28 N2 C4 111.4(4) . . ? C28 N2 C3 115.2(4) . . ? C4 N2 C3 109.6(4) . . ? C20 Te1 C10 96.1(2) . . ? C20 Te1 N1 89.75(18) . . ? C10 Te1 N1 76.16(17) . . ? C20 Te1 Br1 88.81(16) . . ? C10 Te1 Br1 93.50(15) . . ? N1 Te1 Br1 169.34(10) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 29.23 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.705 _refine_diff_density_min -1.195 _refine_diff_density_rms 0.131 _database_code_depnum_ccdc_archive 'CCDC 928261' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 Br3 F6 N4 P Te2' _chemical_formula_weight 1320.80 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' F F 0.0171 0.0103 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2 / c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 15.915(18) _cell_length_b 9.941(7) _cell_length_c 16.361(13) _cell_angle_alpha 90.00 _cell_angle_beta 110.84(8) _cell_angle_gamma 90.00 _cell_volume 2419(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.813 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 3.778 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3470 _exptl_absorpt_correction_T_max 0.6800 _exptl_absorpt_process_details 'X-Area (Stoe, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18185 _diffrn_reflns_av_R_equivalents 0.1546 _diffrn_reflns_av_sigmaI/netI 0.1733 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 29.25 _reflns_number_total 6501 _reflns_number_gt 2951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe, 2004)' _computing_cell_refinement 'X-Area (Stoe, 2004)' _computing_data_reduction 'X-Area (Stoe, 2004)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2006)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0489P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6501 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1625 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1080 _refine_ls_goodness_of_fit_ref 0.846 _refine_ls_restrained_S_all 0.846 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C26 C 0.0791(6) 0.7264(9) 0.0788(7) 0.055(2) Uani 1 1 d . . . H26 H 0.0540 0.8036 0.0927 0.066 Uiso 1 1 calc R . . C2 C 0.1476(6) 0.0656(9) 0.0323(6) 0.055(2) Uani 1 1 d . . . H2A H 0.1215 0.1126 0.0688 0.083 Uiso 1 1 calc R . . H2B H 0.1253 -0.0250 0.0233 0.083 Uiso 1 1 calc R . . H2C H 0.1317 0.1106 -0.0230 0.083 Uiso 1 1 calc R . . C27 C 0.1433(7) 0.6516(8) 0.1453(6) 0.053(2) Uani 1 1 d . . . H27 H 0.1601 0.6802 0.2030 0.063 Uiso 1 1 calc R . . Te1 Te 0.31764(4) 0.29105(5) 0.10097(3) 0.03625(14) Uani 1 1 d . . . Br2 Br 0.5000 0.17313(13) 0.2500 0.0536(3) Uani 1 2 d S . . Br1 Br 0.40529(7) 0.51160(9) 0.10699(6) 0.0589(3) Uani 1 1 d . . . C10 C 0.3611(5) 0.2045(8) 0.0035(4) 0.0387(17) Uani 1 1 d . . . N1 N 0.2456(4) 0.0637(6) 0.0749(4) 0.0392(15) Uani 1 1 d . . . C29 C 0.1587(5) 0.4938(8) 0.0369(5) 0.0379(18) Uani 1 1 d . . . C11 C 0.4122(6) 0.2717(9) -0.0354(5) 0.050(2) Uani 1 1 d . . . H11 H 0.4247 0.3625 -0.0236 0.060 Uiso 1 1 calc R . . C14 C 0.3780(5) -0.0007(8) -0.0727(4) 0.0383(18) Uani 1 1 d . . . C20 C 0.1995(5) 0.3828(8) 0.0109(5) 0.0374(17) Uani 1 1 d . . . C12 C 0.4457(6) 0.2049(10) -0.0929(5) 0.052(2) Uani 1 1 d . . . H12 H 0.4797 0.2525 -0.1189 0.062 Uiso 1 1 calc R . . C24 C 0.0917(5) 0.5686(8) -0.0292(5) 0.0403(18) Uani 1 1 d . . . C18 C 0.2869(5) -0.0077(8) 0.0207(4) 0.0369(17) Uani 1 1 d . . . C15 C 0.3610(6) -0.1404(9) -0.0888(5) 0.050(2) Uani 1 1 d . . . H15 H 0.3852 -0.1859 -0.1249 0.060 Uiso 1 1 calc R . . C22 C 0.1017(6) 0.4138(9) -0.1389(5) 0.048(2) Uani 1 1 d . . . H22 H 0.0811 0.3840 -0.1966 0.058 Uiso 1 1 calc R . . C19 C 0.3402(5) 0.0657(7) -0.0154(4) 0.0358(17) Uani 1 1 d . . . N2 N 0.2419(5) 0.4522(7) 0.1912(4) 0.0503(18) Uani 1 1 d . . . C16 C 0.3099(6) -0.2074(9) -0.0519(5) 0.053(2) Uani 1 1 d . . . H16 H 0.2999 -0.2990 -0.0627 0.063 Uiso 1 1 calc R . . C21 C 0.1693(6) 0.3452(8) -0.0755(5) 0.0406(19) Uani 1 1 d . . . H21 H 0.1953 0.2710 -0.0919 0.049 Uiso 1 1 calc R . . C28 C 0.1813(6) 0.5380(8) 0.1266(5) 0.044(2) Uani 1 1 d . . . C4 C 0.1928(7) 0.3463(9) 0.2209(5) 0.057(2) Uani 1 1 d . . . H4A H 0.2352 0.2908 0.2642 0.085 Uiso 1 1 calc R . . H4B H 0.1585 0.2918 0.1719 0.085 Uiso 1 1 calc R . . H4C H 0.1530 0.3881 0.2457 0.085 Uiso 1 1 calc R . . C13 C 0.4297(6) 0.0741(9) -0.1110(5) 0.046(2) Uani 1 1 d . . . H13 H 0.4530 0.0321 -0.1491 0.055 Uiso 1 1 calc R . . C25 C 0.0542(6) 0.6854(8) -0.0053(7) 0.052(2) Uani 1 1 d . . . H25 H 0.0115 0.7348 -0.0487 0.063 Uiso 1 1 calc R . . C23 C 0.0650(6) 0.5267(9) -0.1160(6) 0.051(2) Uani 1 1 d . . . H23 H 0.0217 0.5758 -0.1592 0.061 Uiso 1 1 calc R . . C17 C 0.2715(7) -0.1427(8) 0.0023(5) 0.054(2) Uani 1 1 d . . . H17 H 0.2355 -0.1909 0.0259 0.065 Uiso 1 1 calc R . . C1 C 0.2719(7) 0.0033(9) 0.1635(5) 0.054(2) Uani 1 1 d . . . H1A H 0.2436 0.0520 0.1975 0.082 Uiso 1 1 calc R . . H1B H 0.3360 0.0079 0.1918 0.082 Uiso 1 1 calc R . . H1C H 0.2530 -0.0890 0.1586 0.082 Uiso 1 1 calc R . . C3 C 0.3051(7) 0.5222(11) 0.2675(6) 0.072(3) Uani 1 1 d . . . H3A H 0.3429 0.4575 0.3073 0.107 Uiso 1 1 calc R . . H3B H 0.2720 0.5721 0.2963 0.107 Uiso 1 1 calc R . . H3C H 0.3416 0.5828 0.2486 0.107 Uiso 1 1 calc R . . P1 P 0.0000 0.9692(4) 0.7500 0.0624(10) Uani 1 2 d S . . F3 F -0.0177(7) 0.9704(9) 0.8386(5) 0.151(4) Uani 1 1 d . . . F1 F -0.0675(10) 1.0786(14) 0.7132(8) 0.249(8) Uani 1 1 d . . . F2 F -0.0720(10) 0.8691(15) 0.7135(9) 0.260(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C26 0.056(6) 0.037(5) 0.089(7) 0.002(5) 0.045(5) 0.000(4) C2 0.051(6) 0.043(5) 0.068(6) -0.002(4) 0.018(5) -0.014(4) C27 0.066(6) 0.041(5) 0.063(5) -0.012(4) 0.037(5) -0.008(5) Te1 0.0356(3) 0.0322(3) 0.0368(2) 0.0010(2) 0.00776(18) -0.0051(3) Br2 0.0404(7) 0.0557(8) 0.0593(7) 0.000 0.0113(6) 0.000 Br1 0.0598(6) 0.0402(5) 0.0730(6) -0.0043(4) 0.0189(5) -0.0173(4) C10 0.040(4) 0.037(4) 0.037(4) 0.009(4) 0.011(3) 0.006(4) N1 0.043(4) 0.032(3) 0.043(3) -0.003(3) 0.016(3) -0.007(3) C29 0.037(5) 0.033(4) 0.040(4) -0.001(3) 0.011(4) -0.012(4) C11 0.045(5) 0.042(5) 0.062(5) 0.003(4) 0.020(4) -0.008(4) C14 0.041(5) 0.036(4) 0.033(4) -0.003(3) 0.007(3) 0.000(4) C20 0.037(5) 0.036(4) 0.036(4) 0.005(3) 0.010(3) -0.007(3) C12 0.042(5) 0.062(6) 0.053(5) -0.002(5) 0.019(4) -0.016(5) C24 0.037(5) 0.046(5) 0.040(4) 0.006(4) 0.017(4) -0.008(4) C18 0.038(5) 0.033(4) 0.034(4) 0.004(3) 0.006(3) -0.005(3) C15 0.057(6) 0.049(5) 0.038(4) -0.007(4) 0.009(4) 0.006(4) C22 0.047(5) 0.061(6) 0.035(4) -0.001(4) 0.011(4) -0.007(5) C19 0.026(4) 0.038(4) 0.037(4) 0.005(3) 0.003(3) 0.000(3) N2 0.059(5) 0.056(5) 0.033(3) -0.012(3) 0.012(3) -0.012(4) C16 0.071(6) 0.034(4) 0.051(5) -0.001(4) 0.020(4) -0.005(5) C21 0.050(5) 0.037(4) 0.036(4) -0.001(3) 0.017(4) -0.002(4) C28 0.045(5) 0.038(5) 0.052(5) -0.001(4) 0.020(4) -0.012(4) C4 0.073(7) 0.058(6) 0.040(4) 0.005(4) 0.021(5) -0.002(5) C13 0.047(5) 0.051(5) 0.040(4) -0.005(4) 0.015(4) -0.010(4) C25 0.049(5) 0.034(5) 0.084(6) 0.013(4) 0.036(5) 0.006(4) C23 0.044(5) 0.053(6) 0.052(5) 0.008(4) 0.014(4) -0.001(4) C17 0.072(7) 0.038(5) 0.050(5) 0.001(4) 0.019(5) -0.012(5) C1 0.070(7) 0.043(5) 0.050(5) 0.012(4) 0.021(5) -0.002(5) C3 0.068(7) 0.083(7) 0.060(6) -0.033(5) 0.017(5) -0.014(6) P1 0.088(3) 0.051(2) 0.0488(19) 0.000 0.025(2) 0.000 F3 0.229(12) 0.162(8) 0.094(5) 0.008(5) 0.098(7) 0.034(7) F1 0.297(19) 0.247(13) 0.195(12) 0.093(10) 0.076(11) 0.188(13) F2 0.299(17) 0.279(15) 0.229(13) -0.105(12) 0.128(13) -0.225(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 C26 C25 1.352(13) . ? C26 C27 1.410(13) . ? C2 N1 1.465(11) . ? C27 C28 1.367(11) . ? Te1 C10 2.132(7) . ? Te1 C20 2.137(8) . ? Te1 N1 2.502(6) . ? Te1 Br1 2.5817(18) . ? C10 C11 1.371(10) . ? C10 C19 1.427(11) . ? N1 C18 1.462(10) . ? N1 C1 1.485(9) . ? C29 C20 1.420(11) . ? C29 C24 1.428(11) . ? C29 C28 1.449(11) . ? C11 C12 1.402(11) . ? C14 C13 1.410(11) . ? C14 C15 1.422(11) . ? C14 C19 1.441(10) . ? C20 C21 1.374(10) . ? C12 C13 1.338(12) . ? C24 C23 1.394(11) . ? C24 C25 1.422(11) . ? C18 C17 1.378(11) . ? C18 C19 1.400(10) . ? C15 C16 1.348(12) . ? C22 C23 1.378(12) . ? C22 C21 1.380(11) . ? N2 C28 1.432(11) . ? N2 C3 1.469(11) . ? N2 C4 1.493(11) . ? C16 C17 1.399(12) . ? P1 F2 1.474(10) . ? P1 F2 1.474(10) 2_556 ? P1 F1 1.496(10) 2_556 ? P1 F1 1.496(10) . ? P1 F3 1.573(7) 2_556 ? P1 F3 1.573(7) . ? 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 C25 C26 C27 119.7(8) . . ? C28 C27 C26 121.3(8) . . ? C10 Te1 C20 95.5(3) . . ? C10 Te1 N1 76.1(3) . . ? C20 Te1 N1 91.8(3) . . ? C10 Te1 Br1 93.2(2) . . ? C20 Te1 Br1 89.7(2) . . ? N1 Te1 Br1 169.30(14) . . ? C11 C10 C19 120.0(7) . . ? C11 C10 Te1 123.7(6) . . ? C19 C10 Te1 116.1(5) . . ? C18 N1 C2 110.5(6) . . ? C18 N1 C1 111.4(6) . . ? C2 N1 C1 110.6(6) . . ? C18 N1 Te1 105.3(4) . . ? C2 N1 Te1 114.5(5) . . ? C1 N1 Te1 104.2(5) . . ? C20 C29 C24 118.4(7) . . ? C20 C29 C28 124.3(7) . . ? C24 C29 C28 117.3(7) . . ? C10 C11 C12 120.7(8) . . ? C13 C14 C15 122.4(8) . . ? C13 C14 C19 119.5(7) . . ? C15 C14 C19 118.1(7) . . ? C21 C20 C29 119.4(7) . . ? C21 C20 Te1 119.5(6) . . ? C29 C20 Te1 120.6(5) . . ? C13 C12 C11 121.4(8) . . ? C23 C24 C25 121.2(8) . . ? C23 C24 C29 119.4(8) . . ? C25 C24 C29 119.4(7) . . ? C17 C18 C19 120.1(8) . . ? C17 C18 N1 121.5(7) . . ? C19 C18 N1 118.3(7) . . ? C16 C15 C14 120.4(8) . . ? C23 C22 C21 119.4(7) . . ? C18 C19 C10 122.8(7) . . ? C18 C19 C14 119.5(7) . . ? C10 C19 C14 117.7(7) . . ? C28 N2 C3 115.0(7) . . ? C28 N2 C4 111.6(7) . . ? C3 N2 C4 109.7(7) . . ? C15 C16 C17 121.7(9) . . ? C20 C21 C22 122.2(7) . . ? C27 C28 N2 124.2(8) . . ? C27 C28 C29 120.5(8) . . ? N2 C28 C29 115.2(7) . . ? C12 C13 C14 120.5(8) . . ? C26 C25 C24 121.7(9) . . ? C22 C23 C24 121.0(8) . . ? C18 C17 C16 120.2(8) . . ? F2 P1 F2 95.1(15) . 2_556 ? F2 P1 F1 175.5(11) . 2_556 ? F2 P1 F1 89.1(9) 2_556 2_556 ? F2 P1 F1 89.1(9) . . ? F2 P1 F1 175.5(11) 2_556 . ? F1 P1 F1 86.7(14) 2_556 . ? F2 P1 F3 90.0(6) . 2_556 ? F2 P1 F3 90.5(6) 2_556 2_556 ? F1 P1 F3 91.6(6) 2_556 2_556 ? F1 P1 F3 87.8(6) . 2_556 ? F2 P1 F3 90.5(6) . . ? F2 P1 F3 90.0(6) 2_556 . ? F1 P1 F3 87.8(6) 2_556 . ? F1 P1 F3 91.6(6) . . ? F3 P1 F3 179.2(8) 2_556 . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 29.25 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.584 _refine_diff_density_min -0.969 _refine_diff_density_rms 0.141 _database_code_depnum_ccdc_archive 'CCDC 928262' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 I4 N2 Te' _chemical_formula_weight 975.65 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 2 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 7.837(3) _cell_length_b 17.587(9) _cell_length_c 19.891(11) _cell_angle_alpha 90.00 _cell_angle_beta 97.28(4) _cell_angle_gamma 90.00 _cell_volume 2719(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1784 _exptl_absorpt_coefficient_mu 5.650 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.4380 _exptl_absorpt_correction_T_max 0.8140 _exptl_absorpt_process_details 'Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 21035 _diffrn_reflns_av_R_equivalents 0.1054 _diffrn_reflns_av_sigmaI/netI 0.1308 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 29.21 _reflns_number_total 7292 _reflns_number_gt 3531 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details '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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7292 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1188 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1129 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 0.802 _refine_ls_restrained_S_all 0.802 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C18 C 0.4771(11) 0.1580(5) 0.4770(4) 0.0300(18) Uani 1 1 d . . . C10 C 0.6380(11) 0.1547(4) 0.3755(4) 0.0290(18) Uani 1 1 d . . . C11 C 0.7594(11) 0.1226(5) 0.3420(5) 0.036(2) Uani 1 1 d . . . H11 H 0.7789 0.1408 0.2998 0.043 Uiso 1 1 calc R . . C19 C 0.6070(11) 0.1285(5) 0.4410(4) 0.0287(18) Uani 1 1 d . . . C21 C 0.7528(12) 0.3235(5) 0.4185(5) 0.038(2) Uani 1 1 d . . . H21 H 0.8017 0.2753 0.4193 0.045 Uiso 1 1 calc R . . C29 C 0.5170(12) 0.4093(5) 0.3780(5) 0.035(2) Uani 1 1 d . . . C16 C 0.5676(14) 0.0751(6) 0.5698(5) 0.048(3) Uani 1 1 d . . . H16 H 0.5572 0.0595 0.6138 0.058 Uiso 1 1 calc R . . C15 C 0.6875(12) 0.0424(5) 0.5358(5) 0.038(2) Uani 1 1 d . . . H15 H 0.7544 0.0028 0.5556 0.046 Uiso 1 1 calc R . . C20 C 0.5955(11) 0.3362(5) 0.3807(5) 0.033(2) Uani 1 1 d . . . C13 C 0.8329(12) 0.0343(5) 0.4327(5) 0.041(2) Uani 1 1 d . . . H13 H 0.8969 -0.0071 0.4506 0.049 Uiso 1 1 calc R . . C17 C 0.4585(13) 0.1327(6) 0.5395(5) 0.044(2) Uani 1 1 d . . . H17 H 0.3734 0.1531 0.5627 0.053 Uiso 1 1 calc R . . C14 C 0.7115(12) 0.0681(5) 0.4705(5) 0.034(2) Uani 1 1 d . . . C12 C 0.8567(12) 0.0608(5) 0.3726(6) 0.045(3) Uani 1 1 d . . . H12 H 0.9396 0.0383 0.3495 0.055 Uiso 1 1 calc R . . C28 C 0.3590(13) 0.4274(5) 0.3397(5) 0.040(2) Uani 1 1 d . . . C24 C 0.6085(14) 0.4685(5) 0.4161(5) 0.042(2) Uani 1 1 d . . . C25 C 0.5314(16) 0.5409(6) 0.4184(6) 0.056(3) Uani 1 1 d . . . H25 H 0.5899 0.5791 0.4442 0.067 Uiso 1 1 calc R . . C27 C 0.2889(15) 0.4997(6) 0.3442(6) 0.052(3) Uani 1 1 d . . . H27 H 0.1821 0.5106 0.3202 0.062 Uiso 1 1 calc R . . C26 C 0.3768(18) 0.5562(6) 0.3843(7) 0.064(3) Uani 1 1 d . . . H26 H 0.3281 0.6041 0.3873 0.077 Uiso 1 1 calc R . . C23 C 0.7702(15) 0.4526(6) 0.4534(5) 0.048(3) Uani 1 1 d . . . H23 H 0.8310 0.4917 0.4771 0.058 Uiso 1 1 calc R . . C22 C 0.8388(13) 0.3822(6) 0.4553(5) 0.047(3) Uani 1 1 d . . . H22 H 0.9438 0.3728 0.4814 0.056 Uiso 1 1 calc R . . N1 N 0.3639(9) 0.2157(4) 0.4434(3) 0.0295(16) Uani 1 1 d . . . C1 C 0.3498(14) 0.2828(5) 0.4861(5) 0.046(2) Uani 1 1 d . . . H1A H 0.2740 0.3192 0.4619 0.069 Uiso 1 1 calc R . . H1B H 0.4614 0.3051 0.4976 0.069 Uiso 1 1 calc R . . H1C H 0.3046 0.2680 0.5268 0.069 Uiso 1 1 calc R . . C2 C 0.1910(12) 0.1820(6) 0.4239(5) 0.043(2) Uani 1 1 d . . . H2A H 0.1155 0.2198 0.4016 0.065 Uiso 1 1 calc R . . H2B H 0.1456 0.1644 0.4637 0.065 Uiso 1 1 calc R . . H2C H 0.2000 0.1401 0.3936 0.065 Uiso 1 1 calc R . . N2 N 0.2763(10) 0.3702(4) 0.2949(4) 0.0400(19) Uani 1 1 d . . . C4 C 0.0970(14) 0.3550(6) 0.3064(7) 0.066(4) Uani 1 1 d . . . H4A H 0.0488 0.3164 0.2755 0.099 Uiso 1 1 calc R . . H4B H 0.0306 0.4008 0.2991 0.099 Uiso 1 1 calc R . . H4C H 0.0952 0.3379 0.3521 0.099 Uiso 1 1 calc R . . C3 C 0.2834(16) 0.3908(7) 0.2229(6) 0.061(3) Uani 1 1 d . . . H3A H 0.2279 0.3519 0.1940 0.091 Uiso 1 1 calc R . . H3B H 0.4013 0.3953 0.2149 0.091 Uiso 1 1 calc R . . H3C H 0.2256 0.4384 0.2131 0.091 Uiso 1 1 calc R . . Te1 Te 0.46555(7) 0.24174(3) 0.32976(3) 0.02853(13) Uani 1 1 d . . . I3 I 0.10533(8) 0.15899(4) 0.17098(3) 0.04055(16) Uani 1 1 d . . . I1 I 0.63688(9) 0.26210(4) 0.21695(3) 0.05253(19) Uani 1 1 d . . . I2 I 0.26964(10) 0.04046(4) 0.25952(4) 0.04991(19) Uani 1 1 d . . . I4 I -0.06194(9) 0.28069(4) 0.08731(4) 0.0532(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C18 0.032(5) 0.027(4) 0.031(4) -0.004(4) 0.005(4) -0.008(4) C10 0.029(4) 0.024(4) 0.034(5) -0.006(4) 0.005(4) -0.008(4) C11 0.029(5) 0.039(5) 0.040(5) -0.012(4) 0.008(4) -0.002(4) C19 0.030(4) 0.032(4) 0.023(4) -0.003(3) -0.004(3) -0.001(4) C21 0.036(5) 0.033(5) 0.044(6) -0.003(4) 0.005(4) -0.009(4) C29 0.033(5) 0.034(5) 0.037(5) 0.006(4) 0.005(4) -0.005(4) C16 0.056(7) 0.051(6) 0.033(5) 0.009(5) -0.009(5) -0.019(5) C15 0.040(5) 0.041(5) 0.030(5) 0.008(4) -0.009(4) 0.001(4) C20 0.033(5) 0.030(5) 0.037(5) -0.002(4) 0.003(4) -0.007(4) C13 0.038(5) 0.041(5) 0.043(6) 0.000(4) 0.001(5) 0.004(4) C17 0.047(6) 0.051(6) 0.034(5) -0.006(4) 0.006(4) -0.014(5) C14 0.037(5) 0.024(4) 0.037(5) 0.001(4) -0.006(4) -0.007(4) C12 0.025(5) 0.031(5) 0.080(8) -0.022(5) 0.005(5) 0.004(4) C28 0.048(6) 0.030(5) 0.044(6) 0.009(4) 0.015(5) 0.010(4) C24 0.063(7) 0.025(4) 0.041(5) -0.003(4) 0.019(5) -0.006(4) C25 0.071(8) 0.037(6) 0.063(7) -0.015(5) 0.019(6) -0.007(6) C27 0.052(6) 0.048(6) 0.055(7) -0.005(5) 0.007(5) 0.008(5) C26 0.086(9) 0.024(5) 0.084(9) -0.003(5) 0.020(8) 0.013(6) C23 0.058(7) 0.041(6) 0.045(6) -0.007(5) 0.007(5) -0.028(5) C22 0.045(6) 0.050(6) 0.043(6) 0.004(5) -0.005(5) -0.020(5) N1 0.034(4) 0.027(3) 0.029(4) -0.010(3) 0.008(3) -0.003(3) C1 0.057(6) 0.037(5) 0.047(6) -0.007(4) 0.022(5) 0.002(5) C2 0.035(5) 0.049(6) 0.047(6) -0.001(5) 0.009(4) -0.004(4) N2 0.047(5) 0.033(4) 0.038(5) 0.006(3) 0.000(4) 0.001(4) C4 0.039(6) 0.051(7) 0.107(11) -0.004(7) 0.008(6) 0.004(5) C3 0.075(8) 0.059(7) 0.044(7) 0.018(5) -0.007(6) 0.001(6) Te1 0.0295(3) 0.0288(3) 0.0271(3) -0.0002(2) 0.0028(2) -0.0023(3) I3 0.0361(3) 0.0482(4) 0.0371(3) -0.0030(3) 0.0037(2) 0.0021(3) I1 0.0569(4) 0.0670(5) 0.0358(4) 0.0039(3) 0.0138(3) -0.0064(4) I2 0.0547(4) 0.0531(4) 0.0417(4) 0.0018(3) 0.0053(3) 0.0125(3) I4 0.0496(4) 0.0709(5) 0.0395(4) 0.0118(3) 0.0070(3) 0.0144(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 C18 C17 1.345(13) . ? C18 C19 1.416(12) . ? C18 N1 1.454(11) . ? C10 C11 1.352(12) . ? C10 C19 1.430(12) . ? C10 Te1 2.165(8) . ? C11 C12 1.420(13) . ? C19 C14 1.421(11) . ? C21 C20 1.378(12) . ? C21 C22 1.390(12) . ? C29 C28 1.405(13) . ? C29 C24 1.427(13) . ? C29 C20 1.423(12) . ? C16 C15 1.354(15) . ? C16 C17 1.410(14) . ? C15 C14 1.410(13) . ? C20 Te1 2.136(8) . ? C13 C12 1.320(15) . ? C13 C14 1.415(13) . ? C28 C27 1.392(13) . ? C28 N2 1.443(12) . ? C24 C23 1.413(15) . ? C24 C25 1.412(14) . ? C25 C26 1.338(17) . ? C27 C26 1.400(15) . ? C23 C22 1.349(14) . ? N1 C1 1.467(11) . ? N1 C2 1.485(11) . ? N1 Te1 2.532(7) . ? N2 C3 1.485(13) . ? N2 C4 1.476(14) . ? Te1 I1 2.7804(16) . ? I3 I4 2.9182(14) . ? I3 I2 2.9208(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 C18 C19 121.0(9) . . ? C17 C18 N1 121.7(8) . . ? C19 C18 N1 117.3(7) . . ? C11 C10 C19 121.7(8) . . ? C11 C10 Te1 121.9(7) . . ? C19 C10 Te1 116.2(6) . . ? C10 C11 C12 118.8(9) . . ? C10 C19 C18 124.0(8) . . ? C10 C19 C14 117.4(8) . . ? C18 C19 C14 118.6(8) . . ? C20 C21 C22 120.5(9) . . ? C28 C29 C24 118.1(8) . . ? C28 C29 C20 124.9(8) . . ? C24 C29 C20 117.0(8) . . ? C15 C16 C17 120.8(9) . . ? C16 C15 C14 120.5(9) . . ? C21 C20 C29 121.3(8) . . ? C21 C20 Te1 118.1(6) . . ? C29 C20 Te1 120.5(6) . . ? C12 C13 C14 121.0(9) . . ? C18 C17 C16 120.1(10) . . ? C15 C14 C13 122.1(8) . . ? C15 C14 C19 118.8(9) . . ? C13 C14 C19 119.1(9) . . ? C13 C12 C11 121.9(9) . . ? C29 C28 C27 120.0(9) . . ? C29 C28 N2 118.2(8) . . ? C27 C28 N2 121.7(9) . . ? C23 C24 C25 121.4(10) . . ? C23 C24 C29 119.4(8) . . ? C25 C24 C29 119.1(10) . . ? C26 C25 C24 121.9(10) . . ? C26 C27 C28 121.0(10) . . ? C25 C26 C27 119.6(10) . . ? C22 C23 C24 121.6(9) . . ? C23 C22 C21 120.1(10) . . ? C18 N1 C1 112.5(7) . . ? C18 N1 C2 109.0(7) . . ? C1 N1 C2 109.8(7) . . ? C18 N1 Te1 107.1(5) . . ? C1 N1 Te1 115.2(5) . . ? C2 N1 Te1 102.6(5) . . ? C28 N2 C3 111.0(8) . . ? C28 N2 C4 113.1(9) . . ? C3 N2 C4 110.3(9) . . ? C20 Te1 C10 96.7(3) . . ? C20 Te1 N1 84.4(3) . . ? C10 Te1 N1 75.3(3) . . ? C20 Te1 I1 91.8(3) . . ? C10 Te1 I1 95.2(2) . . ? N1 Te1 I1 169.30(16) . . ? I4 I3 I2 177.71(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 29.21 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.853 _refine_diff_density_min -1.709 _refine_diff_density_rms 0.245 _database_code_depnum_ccdc_archive 'CCDC 928263' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6 _audit_creation_date 2013-05-28 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H24 I N2 Te, I3, I2' _chemical_formula_sum 'C24 H24 I6 N2 Te' _chemical_formula_weight 1229.45 _chemical_melting_point ? 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' I I -0.4742 1.8119 '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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.471(5) _cell_length_b 12.1929(17) _cell_length_c 21.729(3) _cell_angle_alpha 90.00 _cell_angle_beta 132.577(2) _cell_angle_gamma 90.00 _cell_volume 6139.8(15) _cell_formula_units_Z 8 _cell_measurement_reflns_used 1015 _cell_measurement_temperature 173 _cell_measurement_theta_max 30.375 _cell_measurement_theta_min 2.611 _exptl_absorpt_coefficient_mu 7.019 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.485 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) was 0.1536 before and 0.0349 after correction. The Ratio of minimum to maximum transmission is 0.4848. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour brown _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 2.660 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 4416 _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.04 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_unetI/netI 0.0310 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 37346 _diffrn_reflns_theta_full 30.54 _diffrn_reflns_theta_max 30.54 _diffrn_reflns_theta_min 1.76 _diffrn_ambient_temperature 173 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 7256 _reflns_number_total 9367 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction 'SAINT v6.28A (Bruker, 2002)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 2.177 _refine_diff_density_min -2.108 _refine_diff_density_rms 0.188 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 307 _refine_ls_number_reflns 9367 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0347 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+47.5793P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.0917 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Sof(I8)=Sof(I9)=1-FVAR(1) Sof(I5)=Sof(I6)=FVAR(1) 3.a Me refined with riding coordinates: C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C) 3.b Aromatic/amide H refined with riding coordinates: C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C29(H29) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5850(2) 0.4778(4) 0.5479(3) 0.0375(11) Uani 1 1 d . . . H1A H 0.6107 0.5018 0.5412 0.056 Uiso 1 1 calc R . . H1B H 0.5651 0.5399 0.5452 0.056 Uiso 1 1 calc R . . H1C H 0.5575 0.4271 0.5040 0.056 Uiso 1 1 calc R . . C2 C 0.6647(2) 0.4952(4) 0.6997(3) 0.0336(10) Uani 1 1 d . . . H2A H 0.6894 0.5177 0.6909 0.050 Uiso 1 1 calc R . . H2B H 0.6869 0.4562 0.7517 0.050 Uiso 1 1 calc R . . H2C H 0.6475 0.5587 0.7016 0.050 Uiso 1 1 calc R . . C3 C 0.7502(2) 0.4377(4) 0.6366(3) 0.0412(11) Uani 1 1 d . . . H3A H 0.7200 0.4544 0.5783 0.062 Uiso 1 1 calc R . . H3B H 0.7859 0.4682 0.6572 0.062 Uiso 1 1 calc R . . H3C H 0.7409 0.4686 0.6669 0.062 Uiso 1 1 calc R . . C4 C 0.7642(3) 0.2697(6) 0.5944(4) 0.0487(14) Uani 1 1 d . . . H4A H 0.7323 0.2896 0.5373 0.073 Uiso 1 1 calc R . . H4B H 0.7662 0.1913 0.5997 0.073 Uiso 1 1 calc R . . H4C H 0.7994 0.2969 0.6113 0.073 Uiso 1 1 calc R . . C10 C 0.59176(18) 0.1950(4) 0.6129(3) 0.0298(9) Uani 1 1 d . . . C11 C 0.56561(17) 0.2735(4) 0.6273(2) 0.0291(9) Uani 1 1 d . . . C12 C 0.57977(17) 0.3860(4) 0.6405(2) 0.0276(8) Uani 1 1 d . . . C13 C 0.5570(2) 0.4575(5) 0.6606(3) 0.0386(11) Uani 1 1 d . . . H13 H 0.5677 0.5310 0.6704 0.046 Uiso 1 1 calc R . . C14 C 0.52486(19) 0.2358(5) 0.6320(3) 0.0365(11) Uani 1 1 d . . . C15 C 0.5016(2) 0.3130(6) 0.6516(3) 0.0472(14) Uani 1 1 d . . . H15 H 0.4749 0.2895 0.6545 0.057 Uiso 1 1 calc R . . C16 C 0.5097(2) 0.1245(5) 0.6180(4) 0.0490(14) Uani 1 1 d . . . H16 H 0.4827 0.0998 0.6200 0.059 Uiso 1 1 calc R . . C17 C 0.5762(2) 0.0885(4) 0.6001(3) 0.0414(11) Uani 1 1 d . . . H17 H 0.5933 0.0382 0.5903 0.050 Uiso 1 1 calc R . . C18 C 0.5338(3) 0.0523(5) 0.6015(4) 0.0523(15) Uani 1 1 d . . . H18 H 0.5227 -0.0209 0.5912 0.063 Uiso 1 1 calc R . . C19 C 0.5176(2) 0.4195(6) 0.6662(3) 0.0488(14) Uani 1 1 d . . . H19 H 0.5024 0.4681 0.6801 0.059 Uiso 1 1 calc R . . C20 C 0.72662(17) 0.2527(4) 0.7448(2) 0.0270(8) Uani 1 1 d . . . C21 C 0.78471(18) 0.2680(4) 0.7804(3) 0.0289(9) Uani 1 1 d . . . C22 C 0.7148(2) 0.2295(4) 0.7932(3) 0.0346(10) Uani 1 1 d . . . H22 H 0.6767 0.2200 0.7683 0.041 Uiso 1 1 calc R . . C23 C 0.7601(2) 0.2196(5) 0.8814(3) 0.0418(12) Uani 1 1 d . . . H23 H 0.7516 0.2053 0.9142 0.050 Uiso 1 1 calc R . . C24 C 0.8158(2) 0.2313(5) 0.9174(3) 0.0428(13) Uani 1 1 d . . . H24 H 0.8453 0.2238 0.9750 0.051 Uiso 1 1 calc R . . C25 C 0.8298(2) 0.2544(4) 0.8695(3) 0.0367(11) Uani 1 1 d . . . C26 C 0.80125(19) 0.2932(4) 0.7354(3) 0.0336(10) Uani 1 1 d . . . C27 C 0.8588(2) 0.2970(5) 0.7749(4) 0.0470(13) Uani 1 1 d . . . H27 H 0.8687 0.3102 0.7439 0.056 Uiso 1 1 calc R . . C28 C 0.9022(2) 0.2811(5) 0.8613(4) 0.0504(15) Uani 1 1 d . . . H28 H 0.9407 0.2828 0.8871 0.061 Uiso 1 1 calc R . . C29 C 0.8886(2) 0.2634(4) 0.9072(3) 0.0470(14) Uani 1 1 d . . . H29 H 0.9180 0.2568 0.9649 0.056 Uiso 1 1 calc R . . N1 N 0.61863(15) 0.4226(3) 0.6303(2) 0.0264(7) Uani 1 1 d . . . N2 N 0.75606(17) 0.3178(3) 0.6482(2) 0.0332(8) Uani 1 1 d . . . Te1 Te 0.655852(11) 0.25549(2) 0.612232(15) 0.02345(7) Uani 1 1 d . . . I1 I 0.684906(14) 0.04898(3) 0.59597(2) 0.04086(9) Uani 1 1 d . . . I2 I 0.531686(16) 0.24650(3) 0.37217(2) 0.04587(9) Uani 1 1 d . . . I3 I 0.608280(13) 0.40096(3) 0.384282(18) 0.03584(8) Uani 1 1 d . . . I4 I 0.688901(16) 0.55677(3) 0.40854(2) 0.04324(9) Uani 1 1 d . . . I5 I 0.633120(18) 0.81405(5) 0.36650(2) 0.04396(16) Uani 0.8036(18) 1 d P A 1 I6 I 0.59004(2) 1.01968(5) 0.34153(3) 0.05818(19) Uani 0.8036(18) 1 d P A 1 I8 I 0.6005(16) 1.046(3) 0.306(3) 0.72(3) Uiso 0.1964(18) 1 d P A 2 I9 I 0.6209(16) 0.826(3) 0.373(2) 0.66(2) Uiso 0.1964(18) 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.045(3) 0.034(3) 0.028(2) 0.0085(19) 0.022(2) 0.016(2) C2 0.032(2) 0.032(2) 0.030(2) -0.0049(18) 0.0182(19) -0.0015(18) C3 0.045(3) 0.040(3) 0.043(3) 0.010(2) 0.032(2) 0.011(2) C4 0.047(3) 0.063(4) 0.046(3) -0.005(3) 0.036(3) 0.006(3) C10 0.0274(19) 0.034(2) 0.0237(18) 0.0024(17) 0.0156(16) 0.0031(17) C11 0.0213(17) 0.043(3) 0.0185(17) 0.0054(17) 0.0116(15) 0.0070(16) C12 0.0215(17) 0.038(2) 0.0182(16) 0.0007(16) 0.0113(15) 0.0047(16) C13 0.028(2) 0.047(3) 0.034(2) -0.005(2) 0.0188(19) 0.008(2) C14 0.0217(18) 0.058(3) 0.0215(19) 0.008(2) 0.0114(16) 0.0047(19) C15 0.028(2) 0.081(5) 0.033(2) 0.006(3) 0.020(2) 0.007(2) C16 0.035(3) 0.059(4) 0.050(3) 0.017(3) 0.028(2) 0.001(2) C17 0.044(3) 0.031(3) 0.047(3) 0.001(2) 0.030(2) -0.001(2) C18 0.048(3) 0.041(3) 0.060(4) 0.007(3) 0.033(3) -0.006(2) C19 0.034(2) 0.076(4) 0.038(3) -0.006(3) 0.025(2) 0.010(3) C20 0.0251(17) 0.027(2) 0.0186(16) -0.0005(15) 0.0106(15) 0.0081(15) C21 0.0246(18) 0.024(2) 0.0210(17) -0.0019(15) 0.0085(15) 0.0061(15) C22 0.036(2) 0.041(3) 0.0238(19) 0.0030(18) 0.0186(18) 0.0098(19) C23 0.055(3) 0.044(3) 0.023(2) 0.0063(19) 0.025(2) 0.018(2) C24 0.044(3) 0.043(3) 0.0170(18) 0.0007(18) 0.0104(19) 0.015(2) C25 0.030(2) 0.030(2) 0.025(2) -0.0066(17) 0.0087(17) 0.0056(18) C26 0.027(2) 0.029(2) 0.034(2) 0.0004(18) 0.0163(18) 0.0043(17) C27 0.033(2) 0.047(3) 0.054(3) 0.006(3) 0.027(2) 0.004(2) C28 0.024(2) 0.043(3) 0.058(3) -0.002(3) 0.017(2) -0.001(2) C29 0.028(2) 0.033(3) 0.035(3) -0.007(2) 0.003(2) 0.0051(19) N1 0.0265(16) 0.0267(19) 0.0204(15) 0.0004(13) 0.0137(14) 0.0035(13) N2 0.0324(18) 0.036(2) 0.0324(19) 0.0016(16) 0.0224(17) 0.0056(16) Te1 0.02215(11) 0.02741(14) 0.01646(11) 0.00054(9) 0.01134(9) 0.00436(9) I1 0.03941(16) 0.03609(18) 0.03594(16) -0.00639(13) 0.02103(14) 0.00879(13) I2 0.04293(18) 0.0532(2) 0.03618(17) -0.00554(15) 0.02463(15) -0.00829(15) I3 0.03487(15) 0.04444(19) 0.02834(14) 0.00140(12) 0.02144(12) 0.00776(13) I4 0.05040(19) 0.0481(2) 0.04216(18) -0.00087(15) 0.03570(16) -0.00145(15) I5 0.0348(2) 0.0731(4) 0.0284(2) -0.00312(19) 0.02317(17) -0.00933(19) I6 0.0469(3) 0.0668(4) 0.0540(3) 0.0052(2) 0.0314(2) -0.0066(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 C1 N1 1.488(6) . ? C2 N1 1.484(6) . ? C3 N2 1.474(7) . ? C4 N2 1.476(6) . ? C10 C11 1.428(6) . ? C10 C17 1.349(7) . ? C10 Te1 2.157(5) . ? C11 C12 1.410(7) . ? C11 C14 1.430(6) . ? C12 C13 1.373(6) . ? C12 N1 1.454(6) . ? C13 C19 1.406(8) . ? C14 C15 1.424(8) . ? C14 C16 1.401(8) . ? C15 C19 1.351(9) . ? C16 C18 1.360(9) . ? C17 C18 1.425(8) . ? C20 C21 1.436(6) . ? C20 C22 1.361(6) . ? C20 Te1 2.140(4) . ? C21 C25 1.439(6) . ? C21 C26 1.419(7) . ? C22 C23 1.422(6) . ? C23 C24 1.361(8) . ? C24 C25 1.407(8) . ? C25 C29 1.434(7) . ? C26 C27 1.384(7) . ? C26 N2 1.433(6) . ? C27 C28 1.399(9) . ? C28 C29 1.341(10) . ? N1 Te1 2.510(4) . ? Te1 I1 2.7818(5) . ? I2 I3 2.9272(6) . ? I3 I4 2.9180(6) . ? I5 I6 2.7246(9) . ? I8 I9 2.91(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 C10 Te1 116.9(3) . . ? C17 C10 C11 120.6(5) . . ? C17 C10 Te1 122.6(4) . . ? C10 C11 C14 118.5(5) . . ? C12 C11 C10 123.2(4) . . ? C12 C11 C14 118.2(4) . . ? C11 C12 N1 116.7(4) . . ? C13 C12 C11 121.4(4) . . ? C13 C12 N1 121.8(5) . . ? C12 C13 C19 120.0(5) . . ? C15 C14 C11 118.5(5) . . ? C16 C14 C11 119.1(5) . . ? C16 C14 C15 122.4(5) . . ? C19 C15 C14 121.4(5) . . ? C18 C16 C14 120.9(5) . . ? C10 C17 C18 120.5(5) . . ? C16 C18 C17 120.2(6) . . ? C15 C19 C13 120.4(5) . . ? C21 C20 Te1 120.6(3) . . ? C22 C20 C21 121.6(4) . . ? C22 C20 Te1 117.6(3) . . ? C20 C21 C25 116.5(4) . . ? C26 C21 C20 125.7(4) . . ? C26 C21 C25 117.7(4) . . ? C20 C22 C23 120.8(5) . . ? C24 C23 C22 119.5(5) . . ? C23 C24 C25 121.5(4) . . ? C24 C25 C21 120.1(5) . . ? C24 C25 C29 121.4(5) . . ? C29 C25 C21 118.4(5) . . ? C21 C26 N2 117.2(4) . . ? C27 C26 C21 121.0(5) . . ? C27 C26 N2 121.7(5) . . ? C26 C27 C28 120.5(6) . . ? C29 C28 C27 120.5(5) . . ? C28 C29 C25 121.7(5) . . ? C1 N1 Te1 101.9(3) . . ? C2 N1 C1 111.4(4) . . ? C2 N1 Te1 113.9(3) . . ? C12 N1 C1 109.6(3) . . ? C12 N1 C2 111.8(3) . . ? C12 N1 Te1 107.7(3) . . ? C3 N2 C4 109.1(4) . . ? C26 N2 C3 109.3(4) . . ? C26 N2 C4 114.5(4) . . ? C10 Te1 N1 74.89(15) . . ? C10 Te1 I1 94.61(13) . . ? C20 Te1 C10 96.42(17) . . ? C20 Te1 N1 88.46(13) . . ? C20 Te1 I1 91.41(11) . . ? N1 Te1 I1 169.41(9) . . ? I4 I3 I2 176.044(15) . . ? _database_code_depnum_ccdc_archive 'CCDC 928264' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Cl6 N2 Te' _chemical_formula_weight 676.72 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I-4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 22.4140(11) _cell_length_b 22.4140(11) _cell_length_c 10.7778(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5414.6(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2656 _exptl_absorpt_coefficient_mu 1.707 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.837 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 25830 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 29.17 _reflns_number_total 7259 _reflns_number_gt 6514 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.004(17) _refine_ls_number_reflns 7259 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0852 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Te1 Te 0.784475(10) 0.423942(10) 0.31441(2) 0.03162(6) Uani 1 1 d . . . Cl2 Cl 0.72748(5) 0.35868(5) 0.46281(10) 0.0498(2) Uani 1 1 d . . . Cl3 Cl 0.71476(7) 0.57821(7) 0.87045(14) 0.0679(4) Uani 1 1 d . . . Cl1 Cl 0.82432(6) 0.50126(5) 0.16611(10) 0.0501(3) Uani 1 1 d . . . Cl4 Cl 0.90178(5) 0.43902(5) 0.78996(11) 0.0532(3) Uani 1 1 d . . . C15 C 0.7557(2) 0.5350(2) 0.7661(4) 0.0431(9) Uani 1 1 d . . . N1 N 0.85873(14) 0.43377(14) 0.5141(3) 0.0356(7) Uani 1 1 d . . . C16 C 0.80089(19) 0.50159(18) 0.8114(4) 0.0434(8) Uani 1 1 d . . . H16 H 0.8080 0.4999 0.8963 0.052 Uiso 1 1 calc R . . C19 C 0.77431(16) 0.49824(16) 0.5573(4) 0.0323(7) Uani 1 1 d . . . C17 C 0.83700(17) 0.46935(18) 0.7282(4) 0.0375(8) Uani 1 1 d . . . C10 C 0.75702(16) 0.49723(16) 0.4301(4) 0.0346(7) Uani 1 1 d . . . C18 C 0.82372(17) 0.46534(17) 0.6038(4) 0.0333(7) Uani 1 1 d . . . C1 C 0.8750(2) 0.3717(2) 0.5390(5) 0.0511(11) Uani 1 1 d . . . H1A H 0.8983 0.3566 0.4712 0.077 Uiso 1 1 calc R . . H1B H 0.8395 0.3482 0.5480 0.077 Uiso 1 1 calc R . . H1C H 0.8980 0.3697 0.6140 0.077 Uiso 1 1 calc R . . C13 C 0.70046(19) 0.57854(19) 0.5872(5) 0.0461(10) Uani 1 1 d . . . H13 H 0.6792 0.6037 0.6396 0.055 Uiso 1 1 calc R . . C14 C 0.74230(18) 0.53768(17) 0.6379(4) 0.0378(8) Uani 1 1 d . . . C11 C 0.71885(19) 0.53980(18) 0.3840(4) 0.0428(9) Uani 1 1 d . . . H11 H 0.7113 0.5412 0.2992 0.051 Uiso 1 1 calc R . . C12 C 0.6912(2) 0.58112(19) 0.4624(5) 0.0491(11) Uani 1 1 d . . . H12 H 0.6665 0.6104 0.4293 0.059 Uiso 1 1 calc R . . C2 C 0.9093(2) 0.4682(2) 0.4676(5) 0.0517(11) Uani 1 1 d . . . H2A H 0.9310 0.4447 0.4084 0.078 Uiso 1 1 calc R . . H2B H 0.9351 0.4785 0.5354 0.078 Uiso 1 1 calc R . . H2C H 0.8951 0.5039 0.4284 0.078 Uiso 1 1 calc R . . Cl6 Cl 0.81375(6) 0.30626(6) -0.15777(12) 0.0552(3) Uani 1 1 d . . . C25 C 0.6693(2) 0.4039(2) -0.1364(5) 0.0528(12) Uani 1 1 d . . . N2 N 0.80320(15) 0.34999(15) 0.1158(3) 0.0365(7) Uani 1 1 d . . . C28 C 0.75992(17) 0.36968(17) 0.0264(4) 0.0359(8) Uani 1 1 d . . . C29 C 0.71133(17) 0.40352(17) 0.0723(4) 0.0369(8) Uani 1 1 d . . . C20 C 0.70596(16) 0.42150(17) 0.1993(4) 0.0386(8) Uani 1 1 d . . . C26 C 0.7162(2) 0.3741(2) -0.1806(5) 0.0506(10) Uani 1 1 d . . . H26 H 0.7196 0.3665 -0.2651 0.061 Uiso 1 1 calc R . . C21 C 0.65282(19) 0.4408(2) 0.2455(5) 0.0493(11) Uani 1 1 d . . . H21 H 0.6489 0.4477 0.3301 0.059 Uiso 1 1 calc R . . C3 C 0.7882(3) 0.29075(19) 0.1656(5) 0.0550(12) Uani 1 1 d . . . H3A H 0.8179 0.2789 0.2249 0.083 Uiso 1 1 calc R . . H3B H 0.7870 0.2623 0.0990 0.083 Uiso 1 1 calc R . . H3C H 0.7499 0.2924 0.2053 0.083 Uiso 1 1 calc R . . C4 C 0.8666(2) 0.3573(2) 0.0884(5) 0.0485(10) Uani 1 1 d . . . H4A H 0.8898 0.3421 0.1563 0.073 Uiso 1 1 calc R . . H4B H 0.8753 0.3988 0.0766 0.073 Uiso 1 1 calc R . . H4C H 0.8763 0.3356 0.0142 0.073 Uiso 1 1 calc R . . C24 C 0.6623(2) 0.41716(19) -0.0088(4) 0.0454(10) Uani 1 1 d . . . C22 C 0.6035(2) 0.4506(2) 0.1658(6) 0.0616(14) Uani 1 1 d . . . H22 H 0.5673 0.4637 0.1981 0.074 Uiso 1 1 calc R . . C27 C 0.7604(2) 0.3544(2) -0.0976(4) 0.0448(9) Uani 1 1 d . . . C23 C 0.6093(2) 0.4408(2) 0.0431(6) 0.0587(13) Uani 1 1 d . . . H23 H 0.5775 0.4498 -0.0091 0.070 Uiso 1 1 calc R . . Cl5 Cl 0.61451(8) 0.42776(9) -0.23968(16) 0.0854(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Te1 0.03381(12) 0.03100(11) 0.03006(10) -0.00050(9) 0.00086(9) -0.00207(9) Cl2 0.0589(6) 0.0471(5) 0.0435(5) 0.0035(4) 0.0069(5) -0.0163(5) Cl3 0.0662(8) 0.0784(9) 0.0590(8) -0.0264(7) 0.0142(6) 0.0066(7) Cl1 0.0653(7) 0.0468(5) 0.0382(6) 0.0044(4) 0.0017(5) -0.0163(5) Cl4 0.0555(6) 0.0573(6) 0.0468(7) 0.0037(5) -0.0187(5) 0.0055(5) C15 0.044(2) 0.045(2) 0.040(2) -0.0136(17) 0.0037(17) -0.0062(17) N1 0.0359(16) 0.0363(16) 0.0345(16) 0.0028(13) 0.0019(13) 0.0070(12) C16 0.052(2) 0.0443(19) 0.0335(18) -0.0024(19) -0.0008(19) -0.0109(16) C19 0.0313(16) 0.0316(16) 0.0341(18) -0.0010(14) -0.0027(14) -0.0011(13) C17 0.0370(19) 0.0369(18) 0.0387(19) -0.0008(15) -0.0042(15) 0.0001(15) C10 0.0360(17) 0.0303(16) 0.0374(19) -0.0046(15) -0.0026(15) -0.0006(13) C18 0.0334(18) 0.0322(17) 0.0343(18) -0.0018(14) -0.0016(14) 0.0001(14) C1 0.058(3) 0.043(2) 0.052(3) 0.005(2) 0.001(2) 0.021(2) C13 0.037(2) 0.043(2) 0.058(3) -0.0128(19) -0.0029(18) 0.0072(16) C14 0.0335(18) 0.0345(18) 0.045(2) -0.0085(15) -0.0011(15) -0.0001(14) C11 0.045(2) 0.037(2) 0.046(2) -0.0038(17) -0.0132(18) 0.0066(16) C12 0.044(2) 0.038(2) 0.066(3) -0.011(2) -0.016(2) 0.0118(17) C2 0.042(2) 0.064(3) 0.050(3) 0.001(2) 0.0036(19) -0.0023(19) Cl6 0.0613(7) 0.0572(6) 0.0472(7) -0.0167(5) 0.0047(5) -0.0020(5) C25 0.052(3) 0.051(3) 0.055(3) -0.004(2) -0.021(2) -0.006(2) N2 0.0416(17) 0.0345(15) 0.0334(17) 0.0015(13) 0.0018(13) 0.0020(13) C28 0.0414(19) 0.0318(17) 0.0347(19) -0.0014(14) -0.0016(15) -0.0063(14) C29 0.0375(18) 0.0324(17) 0.041(2) -0.0036(15) -0.0039(16) -0.0021(14) C20 0.0351(17) 0.0358(17) 0.045(2) -0.0062(17) -0.0064(17) -0.0032(13) C26 0.060(2) 0.055(2) 0.037(2) -0.009(2) -0.005(2) -0.0096(19) C21 0.037(2) 0.053(3) 0.057(3) -0.014(2) 0.0003(19) -0.0017(18) C3 0.079(3) 0.035(2) 0.051(3) -0.0001(19) 0.004(2) -0.002(2) C4 0.043(2) 0.057(3) 0.045(2) -0.005(2) -0.0026(18) 0.0054(19) C24 0.046(2) 0.040(2) 0.050(2) -0.0076(18) -0.0147(19) -0.0033(17) C22 0.038(2) 0.072(3) 0.075(4) -0.027(3) -0.010(2) 0.009(2) C27 0.050(2) 0.042(2) 0.042(2) -0.0082(18) -0.0023(18) -0.0064(18) C23 0.044(2) 0.059(3) 0.073(4) -0.012(3) -0.021(2) 0.002(2) Cl5 0.0869(11) 0.0998(12) 0.0696(9) -0.0156(8) -0.0420(8) 0.0131(9) _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 Te1 C10 2.152(4) . ? Te1 C20 2.154(4) . ? Te1 Cl2 2.5160(10) . ? Te1 Cl1 2.5211(11) . ? Cl3 C15 1.746(4) . ? Cl4 C17 1.736(4) . ? C15 C16 1.350(6) . ? C15 C14 1.415(6) . ? N1 C18 1.431(5) . ? N1 C2 1.460(6) . ? N1 C1 1.462(5) . ? C16 C17 1.408(6) . ? C19 C18 1.422(5) . ? C19 C10 1.425(5) . ? C19 C14 1.432(5) . ? C17 C18 1.377(6) . ? C10 C11 1.374(5) . ? C13 C12 1.362(7) . ? C13 C14 1.420(6) . ? C11 C12 1.399(6) . ? Cl6 C27 1.735(5) . ? C25 C26 1.333(7) . ? C25 C24 1.416(7) . ? C25 Cl5 1.741(5) . ? N2 C28 1.437(5) . ? N2 C4 1.461(6) . ? N2 C3 1.471(5) . ? C28 C27 1.379(6) . ? C28 C29 1.416(6) . ? C29 C20 1.433(6) . ? C29 C24 1.437(6) . ? C20 C21 1.362(6) . ? C26 C27 1.408(7) . ? C21 C22 1.417(7) . ? C24 C23 1.417(7) . ? C22 C23 1.346(9) . ? 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 C10 Te1 C20 96.85(15) . . ? C10 Te1 Cl2 86.01(11) . . ? C20 Te1 Cl2 86.36(12) . . ? C10 Te1 Cl1 86.78(11) . . ? C20 Te1 Cl1 86.67(12) . . ? Cl2 Te1 Cl1 169.30(4) . . ? C16 C15 C14 122.4(4) . . ? C16 C15 Cl3 118.0(4) . . ? C14 C15 Cl3 119.6(4) . . ? C18 N1 C2 113.4(3) . . ? C18 N1 C1 118.9(3) . . ? C2 N1 C1 111.8(4) . . ? C15 C16 C17 119.0(4) . . ? C18 C19 C10 122.8(3) . . ? C18 C19 C14 119.8(4) . . ? C10 C19 C14 117.2(3) . . ? C18 C17 C16 122.0(4) . . ? C18 C17 Cl4 121.9(3) . . ? C16 C17 Cl4 116.0(3) . . ? C11 C10 C19 120.4(3) . . ? C11 C10 Te1 119.9(3) . . ? C19 C10 Te1 119.5(3) . . ? C17 C18 C19 118.5(4) . . ? C17 C18 N1 124.8(3) . . ? C19 C18 N1 116.5(3) . . ? C12 C13 C14 120.5(4) . . ? C15 C14 C13 122.9(4) . . ? C15 C14 C19 117.3(4) . . ? C13 C14 C19 119.7(4) . . ? C10 C11 C12 121.1(4) . . ? C13 C12 C11 120.1(4) . . ? C26 C25 C24 122.6(5) . . ? C26 C25 Cl5 118.8(4) . . ? C24 C25 Cl5 118.6(4) . . ? C28 N2 C4 119.1(3) . . ? C28 N2 C3 111.5(3) . . ? C4 N2 C3 113.4(4) . . ? C27 C28 C29 118.6(4) . . ? C27 C28 N2 124.6(4) . . ? C29 C28 N2 116.7(3) . . ? C28 C29 C20 123.3(4) . . ? C28 C29 C24 119.3(4) . . ? C20 C29 C24 117.2(4) . . ? C21 C20 C29 120.8(4) . . ? C21 C20 Te1 119.8(3) . . ? C29 C20 Te1 119.3(3) . . ? C25 C26 C27 119.1(5) . . ? C20 C21 C22 120.7(5) . . ? C25 C24 C23 123.7(4) . . ? C25 C24 C29 117.5(4) . . ? C23 C24 C29 118.8(4) . . ? C23 C22 C21 119.6(5) . . ? C28 C27 C26 122.1(4) . . ? C28 C27 Cl6 121.5(4) . . ? C26 C27 Cl6 116.3(3) . . ? C22 C23 C24 122.0(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 29.17 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.897 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 928265' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 Br4 N2 Te' _chemical_formula_weight 785.68 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.315(6) _cell_length_b 23.765(6) _cell_length_c 14.779(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5028(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 7.556 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.1080 _exptl_absorpt_correction_T_max 0.2042 _exptl_absorpt_process_details 'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 6764 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1133 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 29.27 _reflns_number_total 6764 _reflns_number_gt 4008 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0216P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6764 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0675 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2585(5) 0.1440(3) 0.1448(4) 0.0422(17) Uani 1 1 d . . . H1A H 0.3151 0.1651 0.1366 0.063 Uiso 1 1 calc R . . H1B H 0.2083 0.1623 0.1135 0.063 Uiso 1 1 calc R . . H1C H 0.2667 0.1067 0.1211 0.063 Uiso 1 1 calc R . . C2 C 0.3170(4) 0.1221(2) 0.2961(5) 0.0368(15) Uani 1 1 d . . . H2A H 0.3710 0.1437 0.2794 0.055 Uiso 1 1 calc R . . H2B H 0.3287 0.0829 0.2846 0.055 Uiso 1 1 calc R . . H2C H 0.3041 0.1274 0.3592 0.055 Uiso 1 1 calc R . . C3 C 0.2275(5) 0.3533(3) 0.1710(4) 0.0421(16) Uani 1 1 d . . . H3A H 0.2413 0.3260 0.1249 0.063 Uiso 1 1 calc R . . H3B H 0.2447 0.3901 0.1500 0.063 Uiso 1 1 calc R . . H3C H 0.1619 0.3525 0.1842 0.063 Uiso 1 1 calc R . . C4 C 0.3784(4) 0.3306(3) 0.2332(5) 0.0503(19) Uani 1 1 d . . . H4A H 0.3844 0.3028 0.1866 0.075 Uiso 1 1 calc R . . H4B H 0.4095 0.3178 0.2869 0.075 Uiso 1 1 calc R . . H4C H 0.4062 0.3652 0.2133 0.075 Uiso 1 1 calc R . . C10 C 0.1285(4) 0.1776(2) 0.3927(4) 0.0231(12) Uani 1 1 d . . . C11 C 0.0931(4) 0.1865(2) 0.4772(4) 0.0285(13) Uani 1 1 d . . . H11 H 0.1115 0.2180 0.5101 0.034 Uiso 1 1 calc R . . C12 C 0.0288(4) 0.1482(3) 0.5148(4) 0.0316(14) Uani 1 1 d . . . H12 H 0.0078 0.1536 0.5737 0.038 Uiso 1 1 calc R . . C13 C -0.0030(4) 0.1036(2) 0.4666(4) 0.0296(13) Uani 1 1 d . . . H13 H -0.0501 0.0811 0.4903 0.035 Uiso 1 1 calc R . . C14 C 0.0349(4) 0.0912(2) 0.3806(4) 0.0258(12) Uani 1 1 d . . . C15 C 0.0052(4) 0.0452(2) 0.3252(5) 0.0343(14) Uani 1 1 d . . . C16 C 0.0435(5) 0.0344(2) 0.2429(5) 0.0380(15) Uani 1 1 d . . . H16 H 0.0188 0.0065 0.2059 0.046 Uiso 1 1 calc R . . C17 C 0.1204(5) 0.0657(2) 0.2149(4) 0.0362(14) Uani 1 1 d . . . H17 H 0.1501 0.0562 0.1610 0.043 Uiso 1 1 calc R . . C18 C 0.1535(4) 0.1099(2) 0.2643(4) 0.0273(12) Uani 1 1 d . . . C19 C 0.1066(4) 0.1265(2) 0.3451(4) 0.0241(12) Uani 1 1 d . . . C20 C 0.1337(3) 0.3158(2) 0.3779(4) 0.0214(12) Uani 1 1 d . . . C21 C 0.0495(4) 0.3102(2) 0.4228(4) 0.0245(11) Uani 1 1 d . . . H21 H 0.0162 0.2767 0.4195 0.029 Uiso 1 1 calc R . . C22 C 0.0145(4) 0.3559(2) 0.4736(4) 0.0258(13) Uani 1 1 d . . . H22 H -0.0427 0.3521 0.5028 0.031 Uiso 1 1 calc R . . C23 C 0.0621(4) 0.4055(2) 0.4811(4) 0.0291(13) Uani 1 1 d . . . H23 H 0.0387 0.4341 0.5174 0.035 Uiso 1 1 calc R . . C24 C 0.1462(3) 0.4133(2) 0.4342(4) 0.0229(11) Uani 1 1 d . . . C25 C 0.2005(4) 0.4630(2) 0.4380(4) 0.0286(12) Uani 1 1 d . . . C26 C 0.2823(4) 0.4698(2) 0.3924(5) 0.0384(15) Uani 1 1 d . . . H26 H 0.3188 0.5017 0.4011 0.046 Uiso 1 1 calc R . . C27 C 0.3103(4) 0.4277(3) 0.3320(5) 0.0392(15) Uani 1 1 d . . . H27 H 0.3647 0.4328 0.2986 0.047 Uiso 1 1 calc R . . C28 C 0.2602(4) 0.3798(2) 0.3210(4) 0.0264(12) Uani 1 1 d . . . C29 C 0.1813(3) 0.3688(2) 0.3768(4) 0.0201(11) Uani 1 1 d . . . N1 N 0.2362(3) 0.14064(19) 0.2424(3) 0.0271(11) Uani 1 1 d . . . N2 N 0.2803(3) 0.33984(19) 0.2527(3) 0.0254(10) Uani 1 1 d . . . Te1 Te 0.20162(2) 0.242819(13) 0.31917(2) 0.02111(8) Uani 1 1 d . . . Br1 Br 0.06267(4) 0.23693(2) 0.19989(4) 0.03272(14) Uani 1 1 d . . . Br2 Br 0.32309(4) 0.25137(3) 0.45934(4) 0.03799(15) Uani 1 1 d . . . Br3 Br -0.09253(5) -0.00324(3) 0.36646(6) 0.0533(2) Uani 1 1 d . . . Br4 Br 0.15945(5) 0.52525(2) 0.51053(4) 0.03756(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(4) 0.051(4) 0.020(3) 0.001(3) 0.013(3) 0.009(3) C2 0.034(3) 0.030(3) 0.047(4) -0.003(3) 0.008(3) 0.007(2) C3 0.054(4) 0.041(3) 0.031(4) 0.002(3) 0.008(4) 0.000(3) C4 0.032(4) 0.065(5) 0.054(5) -0.013(4) 0.018(4) 0.014(3) C10 0.026(3) 0.029(3) 0.015(3) -0.001(2) -0.003(2) 0.006(2) C11 0.031(3) 0.031(3) 0.023(3) 0.001(2) -0.001(3) 0.006(2) C12 0.032(3) 0.040(3) 0.022(3) 0.007(3) 0.006(3) 0.004(3) C13 0.024(3) 0.032(3) 0.032(3) 0.009(3) 0.006(3) -0.002(2) C14 0.022(3) 0.023(3) 0.032(3) 0.009(2) -0.008(3) 0.002(2) C15 0.033(3) 0.023(3) 0.047(4) 0.005(3) -0.014(3) -0.002(2) C16 0.048(4) 0.021(3) 0.045(4) -0.001(3) -0.014(3) 0.004(3) C17 0.052(4) 0.025(3) 0.032(3) -0.002(3) -0.008(3) 0.006(3) C18 0.031(3) 0.022(3) 0.028(3) -0.003(2) 0.000(3) 0.010(2) C19 0.028(3) 0.020(2) 0.025(3) 0.004(2) -0.002(2) 0.005(2) C20 0.012(3) 0.029(3) 0.022(3) 0.001(2) 0.002(2) 0.006(2) C21 0.027(3) 0.024(3) 0.023(3) 0.004(2) -0.002(3) 0.000(2) C22 0.022(3) 0.023(3) 0.032(3) 0.001(2) 0.008(3) 0.004(2) C23 0.024(3) 0.033(3) 0.030(3) -0.003(3) 0.007(3) 0.008(2) C24 0.016(2) 0.031(3) 0.021(3) -0.003(2) 0.002(2) 0.003(2) C25 0.030(3) 0.026(3) 0.030(3) 0.001(2) -0.002(3) 0.004(2) C26 0.038(4) 0.025(3) 0.052(4) -0.002(3) 0.007(3) -0.014(3) C27 0.032(3) 0.038(3) 0.048(4) 0.006(3) 0.014(3) -0.007(3) C28 0.024(3) 0.022(2) 0.034(3) 0.002(3) 0.006(3) 0.003(2) C29 0.012(2) 0.024(2) 0.024(3) 0.003(2) -0.002(2) 0.0019(19) N1 0.032(3) 0.025(2) 0.024(3) -0.002(2) 0.003(2) 0.005(2) N2 0.024(3) 0.029(2) 0.023(2) 0.003(2) 0.007(2) 0.0054(19) Te1 0.02064(14) 0.02212(15) 0.02056(14) -0.00023(15) 0.00092(15) 0.00356(14) Br1 0.0383(3) 0.0347(3) 0.0251(3) 0.0011(3) -0.0080(2) 0.0066(3) Br2 0.0286(3) 0.0428(3) 0.0426(3) -0.0048(3) -0.0125(2) 0.0059(3) Br3 0.0454(4) 0.0366(3) 0.0780(5) 0.0167(4) -0.0132(4) -0.0131(3) Br4 0.0503(4) 0.0241(3) 0.0383(3) -0.0047(3) 0.0052(3) 0.0011(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 C1 N1 1.479(7) . ? C2 N1 1.470(7) . ? C3 N2 1.460(8) . ? C4 N2 1.451(7) . ? C10 C11 1.363(8) . ? C10 C19 1.438(7) . ? C10 Te1 2.162(6) . ? C11 C12 1.410(8) . ? C12 C13 1.355(8) . ? C13 C14 1.413(8) . ? C14 C19 1.426(7) . ? C14 C15 1.430(8) . ? C15 C16 1.359(9) . ? C15 Br3 1.912(6) . ? C16 C17 1.392(9) . ? C17 C18 1.363(8) . ? C18 C19 1.426(8) . ? C18 N1 1.429(7) . ? C20 C21 1.382(7) . ? C20 C29 1.432(7) . ? C20 Te1 2.170(5) . ? C21 C22 1.412(7) . ? C22 C23 1.366(8) . ? C23 C24 1.402(7) . ? C24 C25 1.416(7) . ? C24 C29 1.446(7) . ? C25 C26 1.360(8) . ? C25 Br4 1.918(6) . ? C26 C27 1.398(9) . ? C27 C28 1.356(8) . ? C28 N2 1.414(7) . ? C28 C29 1.423(7) . ? Te1 Br1 2.6615(13) . ? Te1 Br2 2.7123(16) . ? 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 C11 C10 C19 119.8(5) . . ? C11 C10 Te1 121.9(4) . . ? C19 C10 Te1 117.7(4) . . ? C10 C11 C12 120.3(6) . . ? C13 C12 C11 121.1(6) . . ? C12 C13 C14 120.5(5) . . ? C13 C14 C19 119.0(5) . . ? C13 C14 C15 124.1(5) . . ? C19 C14 C15 116.9(5) . . ? C16 C15 C14 122.5(6) . . ? C16 C15 Br3 117.8(5) . . ? C14 C15 Br3 119.7(5) . . ? C15 C16 C17 118.9(6) . . ? C18 C17 C16 121.8(6) . . ? C17 C18 C19 119.9(6) . . ? C17 C18 N1 124.1(5) . . ? C19 C18 N1 115.9(5) . . ? C14 C19 C18 118.9(5) . . ? C14 C19 C10 118.3(5) . . ? C18 C19 C10 122.8(5) . . ? C21 C20 C29 120.4(5) . . ? C21 C20 Te1 120.4(4) . . ? C29 C20 Te1 119.0(3) . . ? C20 C21 C22 119.4(5) . . ? C23 C22 C21 122.0(5) . . ? C22 C23 C24 120.2(5) . . ? C23 C24 C25 124.2(5) . . ? C23 C24 C29 119.5(5) . . ? C25 C24 C29 116.3(5) . . ? C26 C25 C24 123.4(5) . . ? C26 C25 Br4 116.8(4) . . ? C24 C25 Br4 119.8(4) . . ? C25 C26 C27 118.6(5) . . ? C28 C27 C26 121.8(6) . . ? C27 C28 N2 122.9(5) . . ? C27 C28 C29 120.2(5) . . ? N2 C28 C29 116.8(5) . . ? C28 C29 C20 123.1(5) . . ? C28 C29 C24 118.8(5) . . ? C20 C29 C24 118.1(5) . . ? C18 N1 C2 112.1(4) . . ? C18 N1 C1 115.3(5) . . ? C2 N1 C1 111.8(5) . . ? C28 N2 C4 116.1(5) . . ? C28 N2 C3 109.8(4) . . ? C4 N2 C3 111.7(5) . . ? C10 Te1 C20 98.88(19) . . ? C10 Te1 Br1 86.18(15) . . ? C20 Te1 Br1 88.40(14) . . ? C10 Te1 Br2 88.86(15) . . ? C20 Te1 Br2 85.53(14) . . ? Br1 Te1 Br2 171.48(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 29.27 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.721 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.170 _database_code_depnum_ccdc_archive 'CCDC 928266' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_9 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 Br6 N2 Te' _chemical_formula_weight 945.50 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Te Te -0.5308 1.6751 '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 9.2192(12) _cell_length_b 12.0020(16) _cell_length_c 14.3375(18) _cell_angle_alpha 89.947(10) _cell_angle_beta 108.386(10) _cell_angle_gamma 110.917(10) _cell_volume 1395.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 9.676 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.0730 _exptl_absorpt_correction_T_max 0.5200 _exptl_absorpt_process_details 'Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 14896 _diffrn_reflns_av_R_equivalents 0.0903 _diffrn_reflns_av_sigmaI/netI 0.0949 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 29.20 _reflns_number_total 7426 _reflns_number_gt 4811 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0434P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7426 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0954 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1048 _refine_ls_wR_factor_gt 0.0930 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9402(9) -0.0032(6) 0.3543(6) 0.0457(16) Uani 1 1 d . . . H1A H 0.8525 -0.0440 0.2938 0.069 Uiso 1 1 calc R . . H1B H 0.9031 0.0414 0.3908 0.069 Uiso 1 1 calc R . . H1C H 0.9719 -0.0610 0.3933 0.069 Uiso 1 1 calc R . . C2 C 1.1317(10) 0.0128(7) 0.2681(5) 0.0492(18) Uani 1 1 d . . . H2A H 1.0393 -0.0267 0.2093 0.074 Uiso 1 1 calc R . . H2B H 1.1660 -0.0462 0.3040 0.074 Uiso 1 1 calc R . . H2C H 1.2212 0.0673 0.2502 0.074 Uiso 1 1 calc R . . C3 C 0.6682(8) 0.1847(8) 0.0062(5) 0.0529(19) Uani 1 1 d . . . H3A H 0.5910 0.1456 0.0390 0.079 Uiso 1 1 calc R . . H3B H 0.6205 0.1544 -0.0631 0.079 Uiso 1 1 calc R . . H3C H 0.6940 0.2698 0.0140 0.079 Uiso 1 1 calc R . . C4 C 0.7814(10) 0.0302(6) 0.0472(5) 0.0510(19) Uani 1 1 d . . . H4A H 0.6998 -0.0045 0.0780 0.076 Uiso 1 1 calc R . . H4B H 0.8795 0.0161 0.0821 0.076 Uiso 1 1 calc R . . H4C H 0.7395 -0.0059 -0.0204 0.076 Uiso 1 1 calc R . . C10 C 1.1483(8) 0.3241(5) 0.3912(4) 0.0325(13) Uani 1 1 d . . . C11 C 1.1674(9) 0.4378(6) 0.4245(5) 0.0401(15) Uani 1 1 d . . . H11 H 1.1071 0.4784 0.3846 0.048 Uiso 1 1 calc R . . C12 C 1.2798(10) 0.4922(6) 0.5200(5) 0.0488(17) Uani 1 1 d . . . H12 H 1.2918 0.5684 0.5432 0.059 Uiso 1 1 calc R . . C13 C 1.3700(9) 0.4352(6) 0.5779(5) 0.0432(15) Uani 1 1 d . . . H13 H 1.4432 0.4734 0.6403 0.052 Uiso 1 1 calc R . . C14 C 1.3570(8) 0.3212(6) 0.5473(4) 0.0350(13) Uani 1 1 d . . . C15 C 1.4526(8) 0.2583(6) 0.6018(4) 0.0367(13) Uani 1 1 d . . . C16 C 1.4366(9) 0.1466(6) 0.5695(5) 0.0452(16) Uani 1 1 d . . . H16 H 1.5055 0.1102 0.6071 0.054 Uiso 1 1 calc R . . C17 C 1.3158(8) 0.0873(6) 0.4795(5) 0.0409(14) Uani 1 1 d . . . H17 H 1.3013 0.0096 0.4582 0.049 Uiso 1 1 calc R . . C18 C 1.2185(7) 0.1423(5) 0.4223(4) 0.0299(12) Uani 1 1 d . . . C19 C 1.2381(7) 0.2606(5) 0.4521(4) 0.0296(12) Uani 1 1 d . . . C20 C 1.1598(7) 0.2678(5) 0.1761(4) 0.0307(12) Uani 1 1 d . . . C21 C 1.3244(8) 0.3078(6) 0.2345(4) 0.0362(13) Uani 1 1 d . . . H21 H 1.3536 0.3154 0.3031 0.043 Uiso 1 1 calc R . . C22 C 1.4467(8) 0.3366(6) 0.1912(5) 0.0399(14) Uani 1 1 d . . . H22 H 1.5564 0.3575 0.2307 0.048 Uiso 1 1 calc R . . C23 C 1.4061(8) 0.3344(6) 0.0915(5) 0.0414(15) Uani 1 1 d . . . H23 H 1.4897 0.3583 0.0641 0.050 Uiso 1 1 calc R . . C24 C 1.2394(8) 0.2965(5) 0.0277(4) 0.0362(13) Uani 1 1 d . . . C25 C 1.1936(9) 0.2977(6) -0.0762(5) 0.0432(16) Uani 1 1 d . . . C26 C 1.0319(9) 0.2660(6) -0.1343(5) 0.0441(16) Uani 1 1 d . . . H26 H 1.0049 0.2727 -0.2017 0.053 Uiso 1 1 calc R . . C27 C 0.9075(9) 0.2237(7) -0.0927(5) 0.0462(16) Uani 1 1 d . . . H27 H 0.7980 0.2012 -0.1332 0.055 Uiso 1 1 calc R . . C28 C 0.9426(8) 0.2146(6) 0.0056(4) 0.0369(13) Uani 1 1 d . . . C29 C 1.1123(8) 0.2581(5) 0.0710(4) 0.0311(12) Uani 1 1 d . . . N2 N 0.8204(7) 0.1608(5) 0.0500(4) 0.0387(12) Uani 1 1 d . . . N1 N 1.0837(6) 0.0804(4) 0.3310(3) 0.0308(10) Uani 1 1 d . . . Br1 Br 0.92053(9) 0.42143(6) 0.19363(5) 0.04797(18) Uani 1 1 d . . . Br2 Br 0.70829(9) 0.17843(6) 0.40111(5) 0.04181(16) Uani 1 1 d . . . Br3 Br 0.52784(9) 0.06084(7) 0.22770(5) 0.05233(19) Uani 1 1 d . . . Br4 Br 0.89565(11) 0.27412(7) 0.57324(5) 0.0557(2) Uani 1 1 d . . . Br5 Br 1.62137(9) 0.33703(7) 0.72508(5) 0.05023(19) Uani 1 1 d . . . Br6 Br 1.35363(12) 0.33630(8) -0.13944(6) 0.0646(2) Uani 1 1 d . . . Te1 Te 0.98135(5) 0.23321(3) 0.24858(3) 0.02899(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(4) 0.038(4) 0.058(4) 0.006(3) 0.021(3) 0.010(3) C2 0.070(5) 0.050(4) 0.041(4) 0.008(3) 0.021(4) 0.035(4) C3 0.027(4) 0.077(6) 0.046(4) 0.000(4) 0.005(3) 0.015(4) C4 0.048(4) 0.041(4) 0.041(4) -0.001(3) 0.013(3) -0.008(3) C10 0.040(3) 0.030(3) 0.027(3) -0.001(2) 0.011(3) 0.013(3) C11 0.051(4) 0.030(3) 0.037(3) -0.001(2) 0.009(3) 0.018(3) C12 0.066(5) 0.038(4) 0.035(3) -0.003(3) 0.010(3) 0.016(3) C13 0.048(4) 0.046(4) 0.029(3) -0.002(3) 0.004(3) 0.019(3) C14 0.037(3) 0.034(3) 0.033(3) 0.004(2) 0.013(3) 0.010(3) C15 0.032(3) 0.043(4) 0.032(3) 0.007(3) 0.007(3) 0.014(3) C16 0.044(4) 0.045(4) 0.047(4) 0.014(3) 0.011(3) 0.022(3) C17 0.042(4) 0.031(3) 0.049(4) 0.006(3) 0.016(3) 0.013(3) C18 0.029(3) 0.031(3) 0.028(3) 0.004(2) 0.010(2) 0.009(2) C19 0.028(3) 0.034(3) 0.031(3) 0.004(2) 0.015(2) 0.013(2) C20 0.027(3) 0.028(3) 0.035(3) 0.001(2) 0.013(2) 0.006(2) C21 0.035(3) 0.039(3) 0.030(3) 0.003(2) 0.009(3) 0.011(3) C22 0.029(3) 0.041(4) 0.045(4) 0.000(3) 0.008(3) 0.011(3) C23 0.034(4) 0.035(3) 0.058(4) 0.000(3) 0.024(3) 0.009(3) C24 0.044(4) 0.029(3) 0.037(3) 0.008(2) 0.020(3) 0.009(3) C25 0.051(4) 0.036(3) 0.039(3) 0.004(3) 0.023(3) 0.005(3) C26 0.057(5) 0.037(3) 0.031(3) 0.004(3) 0.013(3) 0.010(3) C27 0.046(4) 0.050(4) 0.036(3) 0.010(3) 0.007(3) 0.016(3) C28 0.039(4) 0.033(3) 0.034(3) 0.000(2) 0.006(3) 0.014(3) C29 0.036(3) 0.024(3) 0.030(3) 0.004(2) 0.010(2) 0.008(2) N2 0.034(3) 0.043(3) 0.030(3) 0.002(2) 0.007(2) 0.008(2) N1 0.028(3) 0.028(2) 0.032(2) -0.0033(19) 0.011(2) 0.006(2) Br1 0.0493(4) 0.0415(4) 0.0483(4) 0.0066(3) 0.0033(3) 0.0229(3) Br2 0.0502(4) 0.0396(3) 0.0445(3) 0.0084(3) 0.0226(3) 0.0213(3) Br3 0.0440(4) 0.0619(5) 0.0466(4) 0.0005(3) 0.0136(3) 0.0163(4) Br4 0.0798(6) 0.0462(4) 0.0423(4) 0.0045(3) 0.0170(4) 0.0282(4) Br5 0.0419(4) 0.0633(5) 0.0344(3) 0.0028(3) 0.0024(3) 0.0161(3) Br6 0.0724(6) 0.0719(6) 0.0521(4) 0.0116(4) 0.0405(4) 0.0130(4) Te1 0.0266(2) 0.02881(19) 0.02906(18) 0.00242(14) 0.00861(15) 0.00822(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.482(8) . ? C2 N1 1.475(7) . ? C3 N2 1.476(9) . ? C4 N2 1.475(9) . ? C10 C11 1.378(8) . ? C10 C19 1.422(8) . ? C10 Te1 2.135(6) . ? C11 C12 1.413(9) . ? C12 C13 1.349(10) . ? C13 C14 1.389(9) . ? C14 C15 1.413(9) . ? C14 C19 1.444(8) . ? C15 C16 1.361(9) . ? C15 Br5 1.912(6) . ? C16 C17 1.393(10) . ? C17 C18 1.369(9) . ? C18 C19 1.413(8) . ? C18 N1 1.458(7) . ? C20 C21 1.383(9) . ? C20 C29 1.421(8) . ? C20 Te1 2.133(5) . ? C21 C22 1.392(9) . ? C22 C23 1.356(9) . ? C23 C24 1.421(10) . ? C24 C25 1.417(9) . ? C24 C29 1.429(8) . ? C25 C26 1.369(10) . ? C25 Br6 1.888(6) . ? C26 C27 1.395(10) . ? C27 C28 1.357(9) . ? C28 N2 1.422(8) . ? C28 C29 1.446(9) . ? N1 Te1 2.486(5) . ? Br1 Te1 2.5808(8) . ? Br2 Br4 2.5086(11) . ? Br2 Br3 2.5811(11) . ? 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 C11 C10 C19 120.9(5) . . ? C11 C10 Te1 122.4(5) . . ? C19 C10 Te1 116.7(4) . . ? C10 C11 C12 119.2(6) . . ? C13 C12 C11 121.0(6) . . ? C12 C13 C14 122.1(6) . . ? C13 C14 C15 125.3(6) . . ? C13 C14 C19 118.5(6) . . ? C15 C14 C19 116.2(5) . . ? C16 C15 C14 123.7(6) . . ? C16 C15 Br5 117.8(5) . . ? C14 C15 Br5 118.4(5) . . ? C15 C16 C17 119.2(6) . . ? C18 C17 C16 120.5(6) . . ? C17 C18 C19 121.3(5) . . ? C17 C18 N1 122.1(5) . . ? C19 C18 N1 116.5(5) . . ? C18 C19 C10 122.9(5) . . ? C18 C19 C14 118.9(5) . . ? C10 C19 C14 118.2(5) . . ? C21 C20 C29 120.8(5) . . ? C21 C20 Te1 117.9(4) . . ? C29 C20 Te1 121.1(4) . . ? C20 C21 C22 120.4(6) . . ? C23 C22 C21 120.1(6) . . ? C22 C23 C24 121.9(6) . . ? C25 C24 C23 123.1(6) . . ? C25 C24 C29 118.6(6) . . ? C23 C24 C29 118.3(5) . . ? C26 C25 C24 121.2(6) . . ? C26 C25 Br6 118.0(5) . . ? C24 C25 Br6 120.8(5) . . ? C25 C26 C27 120.2(6) . . ? C28 C27 C26 121.5(7) . . ? C27 C28 N2 123.6(6) . . ? C27 C28 C29 120.0(6) . . ? N2 C28 C29 116.4(5) . . ? C20 C29 C24 118.2(5) . . ? C20 C29 C28 123.6(5) . . ? C24 C29 C28 118.2(5) . . ? C28 N2 C4 110.5(5) . . ? C28 N2 C3 113.8(6) . . ? C4 N2 C3 110.3(6) . . ? C18 N1 C2 112.4(5) . . ? C18 N1 C1 110.1(5) . . ? C2 N1 C1 109.2(5) . . ? C18 N1 Te1 107.1(3) . . ? C2 N1 Te1 114.3(4) . . ? C1 N1 Te1 103.3(4) . . ? Br4 Br2 Br3 173.59(4) . . ? C20 Te1 C10 97.1(2) . . ? C20 Te1 N1 87.88(19) . . ? C10 Te1 N1 75.56(19) . . ? C20 Te1 Br1 91.93(16) . . ? C10 Te1 Br1 92.96(16) . . ? N1 Te1 Br1 168.40(11) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 29.20 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.885 _refine_diff_density_min -0.954 _refine_diff_density_rms 0.155 _database_code_depnum_ccdc_archive 'CCDC 928267' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10 _audit_creation_date 2013-05-24 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H25 N2 O Te, Cl' _chemical_formula_sum 'C24 H25 Cl N2 O Te' _chemical_formula_weight 520.51 _chemical_absolute_configuration unk _chemical_melting_point ? 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 29 _space_group_name_H-M_alt 'P c a 21' _space_group_name_Hall 'P 2c -2ac' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z+1/2' 3 'x+1/2, -y, z' 4 '-x+1/2, y, z+1/2' _cell_length_a 12.8089(18) _cell_length_b 10.4279(14) _cell_length_c 16.766(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2239.4(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_temperature 150 _cell_measurement_theta_max ? _cell_measurement_theta_min ? _exptl_absorpt_coefficient_mu 1.465 _exptl_absorpt_correction_T_min 0.6753 _exptl_absorpt_correction_T_max 0.7481 _exptl_absorpt_correction_type refdelF _exptl_absorpt_process_details 'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1040 _exptl_crystal_preparation ? _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.13 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_unetI/netI 0.0226 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 17741 _diffrn_reflns_theta_full 30.50 _diffrn_reflns_theta_max 30.50 _diffrn_reflns_theta_min 1.95 _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 5180 _reflns_number_total 5910 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction ? _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.680 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.072 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(3) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 264 _refine_ls_number_reflns 5910 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0219 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0207P)^2^+0.8461P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.0491 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Me refined with riding coordinates: C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C), C4(H4A,H4B,H4C) 2.b Aromatic/amide H refined with riding coordinates: C26(H26), C25(H25), C27(H27), C21(H21), C22(H22), C23(H23), C13(H13), C12(H12), C15(H15), C16(H16), C17(H17), C11(H11) 2.c Idealised tetrahedral OH refined as rotating group: O1(H1) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Te1 Te 0.399581(9) 0.138984(11) 0.489680(13) 0.01908(3) Uani 1 1 d . . . C28 C 0.3785(3) -0.1678(3) 0.54702(18) 0.0320(7) Uani 1 1 d . . . C26 C 0.3896(4) -0.3964(6) 0.5349(4) 0.0638(16) Uani 1 1 d . . . H26 H 0.3928 -0.4760 0.5598 0.077 Uiso 1 1 calc R . . C25 C 0.3933(3) -0.3909(5) 0.4553(4) 0.0474(12) Uani 1 1 d . . . H25 H 0.3986 -0.4659 0.4256 0.057 Uiso 1 1 calc R . . C24 C 0.3891(2) -0.2681(3) 0.4157(2) 0.0280(7) Uani 1 1 d . . . C27 C 0.3811(4) -0.2856(4) 0.5819(3) 0.0538(12) Uani 1 1 d . . . H27 H 0.3773 -0.2927 0.6371 0.065 Uiso 1 1 calc R . . C29 C 0.3844(2) -0.1535(2) 0.46293(18) 0.0219(5) Uani 1 1 d . . . C21 C 0.3987(2) -0.0292(2) 0.34105(17) 0.0234(5) Uani 1 1 d . . . H21 H 0.4035 0.0498 0.3156 0.028 Uiso 1 1 calc R . . N2 N 0.36656(19) -0.0514(2) 0.59420(14) 0.0281(5) Uani 1 1 d . . . C22 C 0.3988(2) -0.1425(2) 0.29492(16) 0.0264(5) Uani 1 1 d . . . H22 H 0.4017 -0.1378 0.2396 0.032 Uiso 1 1 calc R . . C20 C 0.39169(17) -0.0333(2) 0.42246(16) 0.0197(4) Uani 1 1 d . . . C19 C 0.38367(18) 0.3007(2) 0.33499(15) 0.0210(5) Uani 1 1 d . . . C23 C 0.3945(2) -0.2591(2) 0.33185(17) 0.0289(5) Uani 1 1 d . . . H23 H 0.3952 -0.3336 0.3013 0.035 Uiso 1 1 calc R . . C14 C 0.4226(2) 0.3760(2) 0.27080(17) 0.0255(5) Uani 1 1 d . . . C13 C 0.5285(2) 0.4157(3) 0.27249(18) 0.0329(6) Uani 1 1 d . . . H13 H 0.5539 0.4682 0.2320 0.039 Uiso 1 1 calc R . . C12 C 0.5937(2) 0.3782(3) 0.3325(2) 0.0333(6) Uani 1 1 d . . . H12 H 0.6626 0.4063 0.3330 0.040 Uiso 1 1 calc R . . C15 C 0.3544(2) 0.4083(3) 0.20649(17) 0.0320(6) Uani 1 1 d . . . H15 H 0.3791 0.4571 0.1640 0.038 Uiso 1 1 calc R . . C18 C 0.27560(19) 0.2681(2) 0.33529(16) 0.0238(5) Uani 1 1 d . . . C10 C 0.45386(18) 0.2591(2) 0.39530(15) 0.0226(5) Uani 1 1 d . . . N1 N 0.23723(15) 0.2057(2) 0.40685(14) 0.0246(4) Uani 1 1 d . . . C16 C 0.2541(3) 0.3681(3) 0.20724(18) 0.0354(6) Uani 1 1 d . . . H16 H 0.2114 0.3866 0.1639 0.042 Uiso 1 1 calc R . . C17 C 0.2130(2) 0.2991(3) 0.27195(17) 0.0295(5) Uani 1 1 d . . . H17 H 0.1433 0.2744 0.2718 0.035 Uiso 1 1 calc R . . C1 C 0.1908(2) 0.3017(3) 0.46116(19) 0.0387(7) Uani 1 1 d . . . H1A H 0.2416 0.3666 0.4731 0.058 Uiso 1 1 calc R . . H1B H 0.1693 0.2604 0.5097 0.058 Uiso 1 1 calc R . . H1C H 0.1313 0.3404 0.4360 0.058 Uiso 1 1 calc R . . C3 C 0.2580(3) -0.0279(3) 0.6165(2) 0.0460(8) Uani 1 1 d . . . H3A H 0.2155 -0.0260 0.5694 0.069 Uiso 1 1 calc R . . H3B H 0.2529 0.0529 0.6437 0.069 Uiso 1 1 calc R . . H3C H 0.2343 -0.0952 0.6511 0.069 Uiso 1 1 calc R . . C2 C 0.1611(2) 0.1021(3) 0.3905(2) 0.0365(7) Uani 1 1 d . . . H2A H 0.1927 0.0389 0.3565 0.055 Uiso 1 1 calc R . . H2B H 0.1008 0.1374 0.3645 0.055 Uiso 1 1 calc R . . H2C H 0.1405 0.0627 0.4397 0.055 Uiso 1 1 calc R . . C11 C 0.5571(2) 0.2969(2) 0.39398(18) 0.0293(5) Uani 1 1 d . . . H11 H 0.6027 0.2689 0.4335 0.035 Uiso 1 1 calc R . . C4 C 0.4340(3) -0.0480(3) 0.66456(19) 0.0429(8) Uani 1 1 d . . . H4A H 0.5046 -0.0663 0.6491 0.064 Uiso 1 1 calc R . . H4B H 0.4109 -0.1110 0.7024 0.064 Uiso 1 1 calc R . . H4C H 0.4309 0.0356 0.6885 0.064 Uiso 1 1 calc R . . O1 O 0.54234(13) 0.09544(17) 0.51957(11) 0.0263(4) Uani 1 1 d . . . H1 H 0.5622 0.1440 0.5549 0.039 Uiso 1 1 calc R . . Cl1 Cl 0.50633(6) 0.31549(6) 0.62734(5) 0.03651(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Te1 0.01934(5) 0.01812(5) 0.01978(6) -0.00123(10) -0.00039(10) 0.00052(5) C28 0.0419(16) 0.0314(15) 0.0226(17) 0.0076(13) -0.0060(13) -0.0081(12) C26 0.121(5) 0.026(2) 0.044(3) 0.0081(19) 0.001(2) -0.010(2) C25 0.061(3) 0.0207(17) 0.061(3) -0.0045(17) 0.0035(18) -0.0080(16) C24 0.0323(14) 0.0223(14) 0.0294(17) 0.0010(12) -0.0036(11) -0.0063(10) C27 0.092(3) 0.0356(19) 0.034(2) 0.0142(15) 0.004(2) -0.0136(19) C29 0.0269(12) 0.0166(11) 0.0222(13) 0.0012(9) 0.0001(9) -0.0036(8) C21 0.0301(13) 0.0208(11) 0.0192(14) -0.0006(10) -0.0037(10) 0.0023(10) N2 0.0328(12) 0.0340(12) 0.0176(11) -0.0003(10) -0.0028(10) -0.0052(9) C22 0.0295(12) 0.0289(12) 0.0209(12) -0.0057(10) -0.0025(10) 0.0036(11) C20 0.0203(11) 0.0186(10) 0.0201(12) 0.0008(9) -0.0009(9) 0.0017(8) C19 0.0253(12) 0.0149(10) 0.0227(12) 0.0011(8) 0.0023(9) -0.0009(8) C23 0.0365(14) 0.0212(11) 0.0288(14) -0.0057(10) -0.0014(11) -0.0021(10) C14 0.0310(13) 0.0188(11) 0.0266(13) 0.0014(9) 0.0037(10) -0.0012(9) C13 0.0387(15) 0.0242(12) 0.0357(15) 0.0018(11) 0.0096(12) -0.0087(11) C12 0.0258(13) 0.0339(14) 0.0404(17) 0.0038(11) 0.0035(11) -0.0102(10) C15 0.0428(16) 0.0264(12) 0.0270(14) 0.0063(11) 0.0009(11) 0.0013(12) C18 0.0255(12) 0.0179(10) 0.0279(13) 0.0029(9) 0.0013(10) 0.0023(9) C10 0.0224(11) 0.0172(10) 0.0283(13) 0.0014(9) 0.0005(10) -0.0012(8) N1 0.0186(9) 0.0244(10) 0.0307(11) 0.0038(8) 0.0001(8) -0.0014(8) C16 0.0415(16) 0.0340(15) 0.0306(14) 0.0069(11) -0.0084(13) 0.0004(13) C17 0.0288(13) 0.0280(13) 0.0317(15) 0.0048(11) -0.0048(11) 0.0021(11) C1 0.0350(15) 0.0413(15) 0.0398(16) 0.0045(12) 0.0059(12) 0.0131(12) C3 0.0402(16) 0.057(2) 0.0411(19) 0.0043(15) 0.0083(14) -0.0098(15) C2 0.0239(12) 0.0381(15) 0.0473(18) 0.0145(13) -0.0055(12) -0.0102(11) C11 0.0238(12) 0.0276(12) 0.0364(15) 0.0034(11) -0.0025(11) -0.0039(10) C4 0.057(2) 0.0466(18) 0.0248(16) 0.0047(13) -0.0116(15) -0.0090(16) O1 0.0244(8) 0.0275(8) 0.0269(9) -0.0050(7) -0.0049(6) 0.0030(7) Cl1 0.0503(4) 0.0273(3) 0.0320(3) -0.0079(3) -0.0032(3) 0.0002(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 Te1 C20 2.123(2) . ? Te1 C10 2.134(2) . ? Te1 O1 1.9497(17) . ? C28 C27 1.361(5) . ? C28 C29 1.420(5) . ? C28 N2 1.457(4) . ? C26 C25 1.336(5) . ? C26 C27 1.402(8) . ? C25 C24 1.444(6) . ? C24 C29 1.435(4) . ? C24 C23 1.410(4) . ? C29 C20 1.429(3) . ? C21 C22 1.413(3) . ? C21 C20 1.369(4) . ? N2 C3 1.460(4) . ? N2 C4 1.463(4) . ? C22 C23 1.366(4) . ? C19 C14 1.423(3) . ? C19 C18 1.425(3) . ? C19 C10 1.421(3) . ? C14 C13 1.417(4) . ? C14 C15 1.428(4) . ? C13 C12 1.366(4) . ? C12 C11 1.415(4) . ? C15 C16 1.352(4) . ? C18 N1 1.451(3) . ? C18 C17 1.369(4) . ? C10 C11 1.381(3) . ? N1 C1 1.478(4) . ? N1 C2 1.481(3) . ? C16 C17 1.405(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 C20 Te1 C10 96.79(9) . . ? O1 Te1 C20 89.08(8) . . ? O1 Te1 C10 91.24(8) . . ? C27 C28 C29 121.3(3) . . ? C27 C28 N2 121.4(3) . . ? C29 C28 N2 117.2(3) . . ? C25 C26 C27 121.9(6) . . ? C26 C25 C24 119.8(6) . . ? C29 C24 C25 119.1(4) . . ? C23 C24 C25 121.1(3) . . ? C23 C24 C29 119.8(3) . . ? C28 C27 C26 120.3(5) . . ? C28 C29 C24 117.6(3) . . ? C28 C29 C20 124.5(3) . . ? C20 C29 C24 117.8(3) . . ? C20 C21 C22 121.3(2) . . ? C28 N2 C3 112.2(2) . . ? C28 N2 C4 113.3(3) . . ? C3 N2 C4 110.6(3) . . ? C23 C22 C21 119.8(3) . . ? C29 C20 Te1 119.6(2) . . ? C21 C20 Te1 120.00(17) . . ? C21 C20 C29 120.3(2) . . ? C14 C19 C18 118.4(2) . . ? C10 C19 C14 119.0(2) . . ? C10 C19 C18 122.6(2) . . ? C22 C23 C24 120.9(2) . . ? C19 C14 C15 119.1(2) . . ? C13 C14 C19 118.8(2) . . ? C13 C14 C15 122.1(2) . . ? C12 C13 C14 121.1(2) . . ? C13 C12 C11 120.4(2) . . ? C16 C15 C14 120.1(3) . . ? C19 C18 N1 116.0(2) . . ? C17 C18 C19 120.6(2) . . ? C17 C18 N1 123.3(2) . . ? C19 C10 Te1 120.05(16) . . ? C11 C10 Te1 119.45(19) . . ? C11 C10 C19 120.5(2) . . ? C18 N1 C1 110.0(2) . . ? C18 N1 C2 113.4(2) . . ? C1 N1 C2 110.1(2) . . ? C15 C16 C17 121.5(3) . . ? C18 C17 C16 120.0(3) . . ? C10 C11 C12 120.0(3) . . ? _database_code_depnum_ccdc_archive 'CCDC 928268' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11 _audit_creation_date 2013-05-24 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C4 H8 O, C24 H25 N2 O Te, H2 O, Br' _chemical_formula_sum 'C28 H35 Br N2 O3 Te' _chemical_formula_weight 655.09 _chemical_melting_point ? 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 13.2151(13) _cell_length_b 9.0546(5) _cell_length_c 23.424(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.826(8) _cell_angle_gamma 90.00 _cell_volume 2721.7(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_temperature 150 _cell_measurement_theta_max ? _cell_measurement_theta_min ? _exptl_absorpt_coefficient_mu 2.593 _exptl_absorpt_correction_T_max 0.832 _exptl_absorpt_correction_T_min 0.480 _exptl_absorpt_correction_type refdelF _exptl_absorpt_process_details 'Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_meas plate _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 1312 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.1005 _diffrn_reflns_av_unetI/netI 0.1168 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 19661 _diffrn_reflns_theta_full 29.24 _diffrn_reflns_theta_max 29.24 _diffrn_reflns_theta_min 1.79 _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4080 _reflns_number_total 7309 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction ? _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.980 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.161 _refine_ls_extinction_coef 0.0080(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 0.873 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 321 _refine_ls_number_reflns 7309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1034 _refine_ls_R_factor_gt 0.0451 _refine_ls_restrained_S_all 0.873 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0478P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0844 _refine_ls_wR_factor_ref 0.1116 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups, All O(H,H) groups 2.a Free rotating group: O2(H2D,H2E) 2.b Secondary CH2 refined with riding coordinates: C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B) 2.c Me refined with riding coordinates: C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C) 2.d Aromatic/amide H refined with riding coordinates: C11(H11), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27) 2.e Idealised tetrahedral OH refined as rotating group: O1(H1) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C5 C 0.1582(7) 0.3939(10) 0.3517(3) 0.086(2) Uani 1 1 d . . . H5A H 0.2319 0.3990 0.3525 0.103 Uiso 1 1 calc R . . H5B H 0.1496 0.3315 0.3839 0.103 Uiso 1 1 calc R . . C6 C 0.1174(11) 0.5431(10) 0.3579(4) 0.129(5) Uani 1 1 d . . . H6A H 0.1733 0.6117 0.3740 0.155 Uiso 1 1 calc R . . H6B H 0.0684 0.5420 0.3828 0.155 Uiso 1 1 calc R . . C7 C 0.0650(8) 0.5820(13) 0.2965(6) 0.130(4) Uani 1 1 d . . . H7A H 0.0060 0.6471 0.2949 0.156 Uiso 1 1 calc R . . H7B H 0.1128 0.6280 0.2763 0.156 Uiso 1 1 calc R . . C8 C 0.0312(7) 0.4356(12) 0.2718(4) 0.103(3) Uani 1 1 d . . . H8A H -0.0363 0.4111 0.2787 0.124 Uiso 1 1 calc R . . H8B H 0.0256 0.4351 0.2298 0.124 Uiso 1 1 calc R . . O1 O 0.7521(3) 0.2716(5) 0.46653(14) 0.0479(10) Uani 1 1 d . . . H1 H 0.7075 0.3161 0.4788 0.072 Uiso 1 1 calc R . . O2 O 0.6124(5) 0.3674(7) 0.52646(19) 0.094(2) Uani 1 1 d G . . H2D H 0.6078 0.4381 0.5496 0.140 Uiso 1 1 d G . . H2E H 0.5788 0.3892 0.4918 0.140 Uiso 1 1 d G . . O3 O 0.1037(4) 0.3363(6) 0.2989(2) 0.0834(15) Uani 1 1 d . . . C1 C 0.5195(4) 0.0859(7) 0.2718(2) 0.0459(13) Uani 1 1 d . . . H1A H 0.5018 0.0059 0.2945 0.069 Uiso 1 1 calc R . . H1B H 0.4901 0.0681 0.2308 0.069 Uiso 1 1 calc R . . H1C H 0.4922 0.1766 0.2832 0.069 Uiso 1 1 calc R . . C2 C 0.6784(5) -0.0451(6) 0.2697(2) 0.0461(14) Uani 1 1 d . . . H2A H 0.6576 -0.1214 0.2930 0.069 Uiso 1 1 calc R . . H2B H 0.7531 -0.0386 0.2790 0.069 Uiso 1 1 calc R . . H2C H 0.6532 -0.0680 0.2288 0.069 Uiso 1 1 calc R . . C3 C 0.6611(5) -0.0257(8) 0.5142(2) 0.0614(18) Uani 1 1 d . . . H3A H 0.5926 0.0166 0.5073 0.092 Uiso 1 1 calc R . . H3B H 0.7117 0.0459 0.5331 0.092 Uiso 1 1 calc R . . H3C H 0.6650 -0.1109 0.5390 0.092 Uiso 1 1 calc R . . C4 C 0.5992(5) -0.1613(8) 0.4232(3) 0.0660(18) Uani 1 1 d . . . H4A H 0.5336 -0.1130 0.4205 0.099 Uiso 1 1 calc R . . H4B H 0.5992 -0.2551 0.4423 0.099 Uiso 1 1 calc R . . H4C H 0.6098 -0.1760 0.3844 0.099 Uiso 1 1 calc R . . C10 C 0.7246(4) 0.3562(5) 0.3423(2) 0.0363(11) Uani 1 1 d . . . C11 C 0.7646(5) 0.4835(6) 0.3705(2) 0.0510(15) Uani 1 1 d . . . H11 H 0.7743 0.4914 0.4110 0.061 Uiso 1 1 calc R . . C12 C 0.7910(5) 0.6028(6) 0.3379(3) 0.0565(16) Uani 1 1 d . . . H12 H 0.8197 0.6880 0.3574 0.068 Uiso 1 1 calc R . . C13 C 0.7749(5) 0.5943(6) 0.2785(2) 0.0481(14) Uani 1 1 d . . . H13 H 0.7922 0.6744 0.2578 0.058 Uiso 1 1 calc R . . C14 C 0.7327(4) 0.4668(5) 0.2478(2) 0.0359(11) Uani 1 1 d . . . C15 C 0.7156(4) 0.4552(6) 0.1863(2) 0.0433(13) Uani 1 1 d . . . H15 H 0.7326 0.5342 0.1650 0.052 Uiso 1 1 calc R . . C16 C 0.6750(4) 0.3315(7) 0.1577(2) 0.0456(12) Uani 1 1 d . . . H16 H 0.6646 0.3259 0.1171 0.055 Uiso 1 1 calc R . . C17 C 0.6481(4) 0.2105(6) 0.1893(2) 0.0405(12) Uani 1 1 d . . . H17 H 0.6201 0.1257 0.1692 0.049 Uiso 1 1 calc R . . C18 C 0.6629(4) 0.2169(5) 0.24868(19) 0.0337(11) Uani 1 1 d . . . C19 C 0.7058(4) 0.3456(5) 0.27987(19) 0.0328(10) Uani 1 1 d . . . C20 C 0.8310(4) 0.0638(5) 0.39846(18) 0.0318(10) Uani 1 1 d . . . C21 C 0.9034(4) 0.1209(6) 0.3712(2) 0.0428(12) Uani 1 1 d . . . H21 H 0.8864 0.2036 0.3473 0.051 Uiso 1 1 calc R . . C22 C 1.0024(4) 0.0573(7) 0.3785(3) 0.0519(15) Uani 1 1 d . . . H22 H 1.0508 0.0980 0.3601 0.062 Uiso 1 1 calc R . . C23 C 1.0267(4) -0.0646(7) 0.4129(2) 0.0495(14) Uani 1 1 d . . . H23 H 1.0923 -0.1068 0.4173 0.059 Uiso 1 1 calc R . . C24 C 0.9564(4) -0.1293(6) 0.4420(2) 0.0416(13) Uani 1 1 d . . . C25 C 0.9826(5) -0.2566(7) 0.4771(2) 0.0548(16) Uani 1 1 d . . . H25 H 1.0489 -0.2970 0.4825 0.066 Uiso 1 1 calc R . . C26 C 0.9128(6) -0.3204(8) 0.5030(2) 0.0620(18) Uani 1 1 d . . . H26 H 0.9313 -0.4046 0.5259 0.074 Uiso 1 1 calc R . . C27 C 0.8128(5) -0.2610(7) 0.4958(2) 0.0520(15) Uani 1 1 d . . . H27 H 0.7650 -0.3078 0.5131 0.062 Uiso 1 1 calc R . . C28 C 0.7840(4) -0.1345(6) 0.46340(18) 0.0377(12) Uani 1 1 d . . . C29 C 0.8547(4) -0.0650(6) 0.43444(18) 0.0343(11) Uani 1 1 d . . . Te1 Te 0.68724(3) 0.17574(4) 0.391876(12) 0.03362(11) Uani 1 1 d . . . Br1 Br 0.45643(6) 0.35304(8) 0.39764(3) 0.0706(2) Uani 1 1 d . . . N1 N 0.6347(3) 0.0969(4) 0.28253(15) 0.0335(9) Uani 1 1 d . . . N2 N 0.6828(3) -0.0699(5) 0.45718(16) 0.0424(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.090(6) 0.101(7) 0.059(4) 0.010(4) 0.003(4) -0.003(5) C6 0.250(15) 0.060(6) 0.108(7) -0.008(5) 0.103(8) -0.022(7) C7 0.070(6) 0.098(8) 0.229(13) 0.060(9) 0.049(8) 0.018(6) C8 0.070(6) 0.104(8) 0.123(7) 0.037(6) -0.003(5) 0.008(6) O1 0.043(2) 0.060(3) 0.0389(17) -0.0137(16) 0.0079(15) 0.006(2) O2 0.089(4) 0.135(5) 0.055(2) -0.011(3) 0.013(3) 0.063(4) O3 0.086(4) 0.090(4) 0.070(3) -0.007(3) 0.009(2) 0.015(3) C1 0.031(3) 0.052(4) 0.051(3) 0.004(2) 0.003(2) -0.008(3) C2 0.065(4) 0.024(3) 0.048(3) -0.004(2) 0.012(3) 0.001(3) C3 0.056(4) 0.087(5) 0.049(3) 0.005(3) 0.029(3) 0.011(4) C4 0.055(4) 0.080(5) 0.058(3) 0.009(3) 0.002(3) -0.021(4) C10 0.038(3) 0.030(3) 0.039(2) -0.0043(19) 0.006(2) 0.001(2) C11 0.065(4) 0.040(3) 0.046(3) -0.012(2) 0.009(3) 0.004(3) C12 0.067(4) 0.029(3) 0.069(4) -0.015(3) 0.008(3) -0.004(3) C13 0.052(4) 0.027(3) 0.066(3) 0.001(2) 0.016(3) 0.003(3) C14 0.033(3) 0.025(3) 0.050(3) 0.003(2) 0.009(2) 0.006(2) C15 0.045(3) 0.040(3) 0.046(3) 0.011(2) 0.013(2) 0.000(3) C16 0.050(3) 0.051(3) 0.035(2) 0.007(2) 0.008(2) 0.002(3) C17 0.047(3) 0.038(3) 0.036(2) -0.003(2) 0.008(2) -0.002(2) C18 0.033(3) 0.027(3) 0.039(2) -0.0015(18) 0.0058(19) 0.000(2) C19 0.031(2) 0.026(3) 0.041(2) -0.0026(19) 0.0068(18) 0.004(2) C20 0.029(2) 0.034(3) 0.031(2) -0.0059(18) 0.0046(18) 0.007(2) C21 0.035(3) 0.043(3) 0.052(3) -0.006(2) 0.014(2) -0.001(2) C22 0.033(3) 0.060(4) 0.068(3) -0.014(3) 0.021(3) 0.000(3) C23 0.028(3) 0.055(4) 0.063(3) -0.022(3) 0.005(2) 0.006(3) C24 0.038(3) 0.040(3) 0.040(2) -0.015(2) -0.003(2) 0.007(2) C25 0.053(4) 0.056(4) 0.048(3) -0.012(3) -0.003(3) 0.026(3) C26 0.081(5) 0.056(4) 0.042(3) 0.009(3) 0.001(3) 0.034(4) C27 0.067(4) 0.049(3) 0.040(3) 0.004(2) 0.010(3) 0.005(3) C28 0.041(3) 0.042(3) 0.028(2) -0.0031(18) 0.0026(19) 0.006(2) C29 0.034(3) 0.040(3) 0.027(2) -0.0101(19) 0.0023(18) 0.004(2) Te1 0.03037(16) 0.03741(18) 0.03284(14) -0.00138(15) 0.00710(10) 0.00625(18) Br1 0.0746(5) 0.0752(5) 0.0570(3) -0.0012(3) 0.0060(3) 0.0352(4) N1 0.035(2) 0.029(2) 0.0356(19) -0.0025(16) 0.0060(16) -0.0023(19) N2 0.037(2) 0.054(3) 0.036(2) 0.0054(19) 0.0078(17) 0.002(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 C5 C6 1.474(12) . ? C5 O3 1.376(9) . ? C6 C7 1.482(14) . ? C7 C8 1.472(14) . ? C8 O3 1.356(9) . ? O1 Te1 1.957(3) . ? C1 N1 1.486(7) . ? C2 N1 1.470(6) . ? C3 N2 1.486(6) . ? C4 N2 1.455(7) . ? C10 C11 1.370(7) . ? C10 C19 1.427(6) . ? C10 Te1 2.130(5) . ? C11 C12 1.413(8) . ? C12 C13 1.360(8) . ? C13 C14 1.403(7) . ? C14 C15 1.408(7) . ? C14 C19 1.422(7) . ? C15 C16 1.349(8) . ? C16 C17 1.413(7) . ? C17 C18 1.360(6) . ? C18 C19 1.420(6) . ? C18 N1 1.445(6) . ? C20 C21 1.372(7) . ? C20 C29 1.429(7) . ? C20 Te1 2.126(5) . ? C21 C22 1.402(8) . ? C22 C23 1.359(9) . ? C23 C24 1.405(8) . ? C24 C25 1.410(8) . ? C24 C29 1.436(7) . ? C25 C26 1.349(9) . ? C26 C27 1.399(9) . ? C27 C28 1.376(7) . ? C28 C29 1.425(7) . ? C28 N2 1.435(7) . ? 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 O3 C5 C6 108.1(8) . . ? C5 C6 C7 102.7(8) . . ? C8 C7 C6 101.2(8) . . ? O3 C8 C7 107.5(8) . . ? C8 O3 C5 109.1(7) . . ? C11 C10 C19 120.2(5) . . ? C11 C10 Te1 119.7(4) . . ? C19 C10 Te1 120.1(3) . . ? C10 C11 C12 120.0(5) . . ? C13 C12 C11 120.8(5) . . ? C12 C13 C14 121.0(5) . . ? C13 C14 C15 122.1(5) . . ? C13 C14 C19 119.0(4) . . ? C15 C14 C19 118.9(4) . . ? C16 C15 C14 121.2(5) . . ? C15 C16 C17 120.3(4) . . ? C18 C17 C16 120.6(5) . . ? C17 C18 C19 120.3(4) . . ? C17 C18 N1 122.5(4) . . ? C19 C18 N1 117.3(4) . . ? C14 C19 C10 119.0(4) . . ? C18 C19 C10 122.2(4) . . ? C18 C19 C14 118.8(4) . . ? C21 C20 C29 120.2(5) . . ? C21 C20 Te1 119.8(4) . . ? C29 C20 Te1 119.9(3) . . ? C20 C21 C22 121.5(5) . . ? C23 C22 C21 119.2(5) . . ? C22 C23 C24 122.4(5) . . ? C23 C24 C25 121.7(5) . . ? C23 C24 C29 118.6(5) . . ? C25 C24 C29 119.7(5) . . ? C26 C25 C24 120.9(6) . . ? C25 C26 C27 120.5(6) . . ? C28 C27 C26 121.1(6) . . ? C27 C28 C29 120.2(5) . . ? C27 C28 N2 121.6(5) . . ? C29 C28 N2 118.2(4) . . ? C20 C29 C24 118.1(5) . . ? C28 C29 C20 124.4(4) . . ? C28 C29 C24 117.6(5) . . ? O1 Te1 C10 92.16(17) . . ? O1 Te1 C20 87.36(16) . . ? C20 Te1 C10 94.91(19) . . ? C2 N1 C1 110.1(4) . . ? C18 N1 C1 110.3(4) . . ? C18 N1 C2 112.3(4) . . ? C4 N2 C3 111.1(5) . . ? C28 N2 C3 113.2(4) . . ? C28 N2 C4 113.0(5) . . ? _database_code_depnum_ccdc_archive 'CCDC 928269' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H25 I N2 O Te' _chemical_formula_weight 611.96 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' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 11.496(5) _cell_length_b 21.960(11) _cell_length_c 18.202(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4595(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 2.656 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.4118 _exptl_absorpt_correction_T_max 0.5864 _exptl_absorpt_process_details 'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 9791 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1682 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 29.22 _reflns_number_total 9791 _reflns_number_gt 4926 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0547P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.39(4) _refine_ls_number_reflns 9791 _refine_ls_number_parameters 524 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1377 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1386 _refine_ls_wR_factor_gt 0.1021 _refine_ls_goodness_of_fit_ref 0.859 _refine_ls_restrained_S_all 0.859 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I2 I 0.09149(9) 0.34638(7) -0.03288(6) 0.0645(3) Uani 1 1 d . . . C42 C 0.6300(14) 0.3303(7) 0.2867(10) 0.050(4) Uani 1 1 d . . . H42 H 0.6348 0.3266 0.3375 0.060 Uiso 1 1 calc R . . C45 C 0.4059(13) 0.3245(7) 0.1450(11) 0.048(4) Uani 1 1 d . . . H45 H 0.3412 0.3163 0.1741 0.058 Uiso 1 1 calc R . . C10 C 0.9771(10) 0.1418(5) 0.3740(7) 0.025(3) Uani 1 1 d . . . C43 C 0.5259(14) 0.3239(7) 0.2515(8) 0.041(4) Uani 1 1 d . . . H43 H 0.4597 0.3153 0.2790 0.050 Uiso 1 1 calc R . . C49 C 0.6133(9) 0.3428(6) 0.1312(6) 0.026(3) Uani 1 1 d . . . C19 C 1.0032(11) 0.0945(6) 0.4246(8) 0.034(3) Uani 1 1 d . . . C30 C 0.9988(10) 0.3692(8) 0.1976(9) 0.043(3) Uani 1 1 d . . . C40 C 0.7221(10) 0.3489(6) 0.1695(6) 0.025(3) Uani 1 1 d . . . C41 C 0.7293(13) 0.3427(7) 0.2449(8) 0.040(3) Uani 1 1 d . . . H41 H 0.8009 0.3467 0.2681 0.048 Uiso 1 1 calc R . . C48 C 0.5978(12) 0.3457(6) 0.0565(6) 0.030(3) Uani 1 1 d . . . C38 C 0.9375(12) 0.4701(6) 0.2375(9) 0.044(4) Uani 1 1 d . . . C39 C 1.0017(12) 0.4178(6) 0.2485(8) 0.037(3) Uani 1 1 d . . . C47 C 0.4908(15) 0.3429(8) 0.0255(8) 0.046(4) Uani 1 1 d . . . H47 H 0.4828 0.3485 -0.0249 0.055 Uiso 1 1 calc R . . C44 C 0.5161(11) 0.3297(6) 0.1767(8) 0.031(3) Uani 1 1 d . . . C46 C 0.3936(14) 0.3319(9) 0.0677(12) 0.064(6) Uani 1 1 d . . . H46 H 0.3206 0.3293 0.0459 0.077 Uiso 1 1 calc R . . O1 O 0.8636(8) 0.2136(4) 0.2562(5) 0.039(2) Uani 1 1 d . . . H1 H 0.9204 0.2193 0.2299 0.059 Uiso 1 1 calc R . . N2 N 0.6807(9) 0.1288(6) 0.1897(6) 0.039(3) Uani 1 1 d . . . O2 O 0.8977(9) 0.2817(4) 0.0886(7) 0.058(3) Uani 1 1 d . . . H2 H 0.8791 0.2620 0.1250 0.088 Uiso 1 1 calc R . . N1 N 0.8741(9) 0.0248(4) 0.3571(6) 0.036(3) Uani 1 1 d . . . N3 N 0.8701(9) 0.4744(4) 0.1687(6) 0.035(3) Uani 1 1 d . . . C6 C 0.9371(13) 0.5081(7) 0.1116(10) 0.055(4) Uani 1 1 d . . . H6A H 0.8912 0.5115 0.0678 0.082 Uiso 1 1 calc R . . H6B H 1.0077 0.4865 0.1009 0.082 Uiso 1 1 calc R . . H6C H 0.9556 0.5481 0.1295 0.082 Uiso 1 1 calc R . . C1 C 0.9410(13) -0.0078(6) 0.3002(8) 0.046(4) Uani 1 1 d . . . H1A H 0.8918 -0.0157 0.2587 0.069 Uiso 1 1 calc R . . H1B H 0.9690 -0.0456 0.3199 0.069 Uiso 1 1 calc R . . H1C H 1.0058 0.0168 0.2851 0.069 Uiso 1 1 calc R . . C16 C 1.0490(16) 0.0070(8) 0.5298(9) 0.052(4) Uani 1 1 d . . . H16 H 1.0635 -0.0227 0.5651 0.062 Uiso 1 1 calc R . . C11 C 1.0349(12) 0.1970(6) 0.3772(7) 0.035(3) Uani 1 1 d . . . H11 H 1.0216 0.2274 0.3426 0.042 Uiso 1 1 calc R . . C13 C 1.1384(13) 0.1609(7) 0.4852(7) 0.042(4) Uani 1 1 d . . . H13 H 1.1948 0.1674 0.5210 0.051 Uiso 1 1 calc R . . C18 C 0.9477(11) 0.0366(6) 0.4222(8) 0.036(3) Uani 1 1 d . . . C14 C 1.0815(11) 0.1064(7) 0.4846(9) 0.046(4) Uani 1 1 d . . . C31 C 1.0680(14) 0.3183(7) 0.2092(9) 0.050(4) Uani 1 1 d . . . H31 H 1.0628 0.2842 0.1790 0.060 Uiso 1 1 calc R . . C37 C 0.9407(16) 0.5141(7) 0.2881(10) 0.059(4) Uani 1 1 d . . . H37 H 0.8924 0.5477 0.2823 0.071 Uiso 1 1 calc R . . C3 C 0.6739(15) 0.0646(7) 0.1654(10) 0.062(5) Uani 1 1 d . . . H3A H 0.7428 0.0543 0.1383 0.092 Uiso 1 1 calc R . . H3B H 0.6069 0.0592 0.1346 0.092 Uiso 1 1 calc R . . H3C H 0.6676 0.0385 0.2076 0.092 Uiso 1 1 calc R . . C7 C 0.7187(15) 0.2996(10) -0.0329(10) 0.076(6) Uani 1 1 d . . . H7A H 0.7171 0.2642 -0.0020 0.114 Uiso 1 1 calc R . . H7B H 0.7930 0.3023 -0.0568 0.114 Uiso 1 1 calc R . . H7C H 0.6585 0.2966 -0.0692 0.114 Uiso 1 1 calc R . . C12 C 1.1175(12) 0.2054(8) 0.4371(9) 0.054(4) Uani 1 1 d . . . H12 H 1.1562 0.2424 0.4419 0.064 Uiso 1 1 calc R . . C34 C 1.0803(13) 0.4135(8) 0.3084(9) 0.051(4) Uani 1 1 d . . . C33 C 1.1503(15) 0.3660(11) 0.3159(10) 0.069(6) Uani 1 1 d . . . H33 H 1.2023 0.3654 0.3550 0.083 Uiso 1 1 calc R . . C36 C 1.010(2) 0.5119(10) 0.3460(11) 0.080(6) Uani 1 1 d . . . H36 H 1.0096 0.5442 0.3790 0.096 Uiso 1 1 calc R . . C2 C 0.7656(13) -0.0075(7) 0.3731(9) 0.053(4) Uani 1 1 d . . . H2A H 0.7228 -0.0135 0.3284 0.080 Uiso 1 1 calc R . . H2B H 0.7198 0.0160 0.4068 0.080 Uiso 1 1 calc R . . H2C H 0.7831 -0.0464 0.3947 0.080 Uiso 1 1 calc R . . C8 C 0.7020(19) 0.4084(10) -0.0290(11) 0.091(7) Uani 1 1 d . . . H8A H 0.7727 0.4102 -0.0569 0.137 Uiso 1 1 calc R . . H8B H 0.6982 0.4428 0.0035 0.137 Uiso 1 1 calc R . . H8C H 0.6366 0.4092 -0.0618 0.137 Uiso 1 1 calc R . . C17 C 0.9700(14) -0.0054(7) 0.4765(10) 0.058(5) Uani 1 1 d . . . H17 H 0.9308 -0.0425 0.4767 0.070 Uiso 1 1 calc R . . C35 C 1.0829(19) 0.4630(10) 0.3590(9) 0.072(6) Uani 1 1 d . . . H35 H 1.1322 0.4624 0.3995 0.086 Uiso 1 1 calc R . . C15 C 1.1066(16) 0.0589(7) 0.5341(8) 0.054(4) Uani 1 1 d . . . H15 H 1.1636 0.0641 0.5698 0.065 Uiso 1 1 calc R . . C32 C 1.1492(14) 0.3205(10) 0.2708(10) 0.068(6) Uani 1 1 d . . . H32 H 1.2011 0.2886 0.2778 0.082 Uiso 1 1 calc R . . C4 C 0.6938(18) 0.1666(10) 0.1260(9) 0.072(6) Uani 1 1 d . . . H4A H 0.7607 0.1536 0.0986 0.107 Uiso 1 1 calc R . . H4B H 0.7039 0.2082 0.1410 0.107 Uiso 1 1 calc R . . H4C H 0.6256 0.1633 0.0958 0.107 Uiso 1 1 calc R . . C5 C 0.7528(15) 0.4999(8) 0.1779(12) 0.077(6) Uani 1 1 d . . . H5A H 0.7151 0.5024 0.1310 0.115 Uiso 1 1 calc R . . H5B H 0.7583 0.5398 0.1991 0.115 Uiso 1 1 calc R . . H5C H 0.7083 0.4740 0.2099 0.115 Uiso 1 1 calc R . . Te1 Te 0.85681(7) 0.12729(4) 0.28518(4) 0.03005(19) Uani 1 1 d . . . Te2 Te 0.87674(7) 0.36753(4) 0.10806(4) 0.0336(2) Uani 1 1 d . . . I1 I 1.08150(8) 0.13183(5) 0.14796(5) 0.0488(3) Uani 1 1 d . . . C22 C 0.6094(12) 0.1586(7) 0.4618(10) 0.046(4) Uani 1 1 d . . . H22 H 0.6132 0.1587 0.5128 0.055 Uiso 1 1 calc R . . C28 C 0.5788(12) 0.1475(5) 0.2320(8) 0.033(3) Uani 1 1 d . . . C20 C 0.7014(12) 0.1446(6) 0.3449(7) 0.030(3) Uani 1 1 d . . . C29 C 0.5951(10) 0.1541(5) 0.3098(6) 0.022(2) Uani 1 1 d . . . C24 C 0.4933(12) 0.1687(6) 0.3496(7) 0.029(3) Uani 1 1 d . . . N4 N 0.6997(12) 0.3545(7) 0.0122(7) 0.055(4) Uani 1 1 d . . . C21 C 0.7092(12) 0.1462(7) 0.4218(9) 0.040(4) Uani 1 1 d . . . H21 H 0.7796 0.1392 0.4454 0.048 Uiso 1 1 calc R . . C27 C 0.4764(13) 0.1579(8) 0.2010(10) 0.048(4) Uani 1 1 d . . . H27 H 0.4683 0.1553 0.1502 0.058 Uiso 1 1 calc R . . C26 C 0.3768(15) 0.1731(8) 0.2465(11) 0.055(5) Uani 1 1 d . . . H26 H 0.3044 0.1793 0.2249 0.066 Uiso 1 1 calc R . . C25 C 0.3884(13) 0.1780(6) 0.3161(9) 0.037(3) Uani 1 1 d . . . H25 H 0.3241 0.1881 0.3446 0.044 Uiso 1 1 calc R . . C23 C 0.5040(11) 0.1707(6) 0.4276(8) 0.038(3) Uani 1 1 d . . . H23 H 0.4393 0.1802 0.4561 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I2 0.0318(5) 0.1114(10) 0.0502(7) 0.0140(7) 0.0052(5) 0.0050(6) C42 0.049(10) 0.072(10) 0.029(7) 0.023(8) 0.002(8) -0.015(8) C45 0.019(7) 0.058(10) 0.068(11) -0.015(9) 0.017(8) 0.003(7) C10 0.019(5) 0.021(7) 0.034(7) 0.004(5) 0.016(5) 0.007(5) C43 0.050(9) 0.048(9) 0.026(8) 0.003(6) 0.002(6) -0.008(7) C49 0.014(5) 0.041(7) 0.023(6) 0.000(5) 0.000(4) -0.006(5) C19 0.022(6) 0.031(8) 0.047(8) -0.004(6) 0.009(6) 0.005(5) C30 0.012(5) 0.047(8) 0.069(10) 0.011(8) 0.000(6) 0.002(6) C40 0.022(6) 0.026(7) 0.027(7) -0.004(5) 0.001(5) -0.007(5) C41 0.031(7) 0.056(9) 0.033(8) -0.010(7) -0.002(6) -0.009(7) C48 0.029(7) 0.043(8) 0.018(6) -0.005(5) 0.002(5) -0.004(6) C38 0.031(7) 0.032(8) 0.068(10) -0.021(7) 0.006(7) -0.003(6) C39 0.030(7) 0.025(7) 0.056(9) 0.000(6) 0.003(6) -0.014(6) C47 0.058(11) 0.056(11) 0.025(8) -0.005(7) -0.011(7) 0.001(8) C44 0.016(6) 0.024(7) 0.054(9) 0.005(6) 0.006(6) 0.001(5) C46 0.018(8) 0.095(16) 0.080(14) -0.021(12) -0.013(8) 0.009(8) O1 0.033(5) 0.043(5) 0.042(5) 0.008(4) 0.009(4) -0.001(4) N2 0.023(5) 0.069(8) 0.024(5) 0.019(6) 0.008(4) -0.002(6) O2 0.046(6) 0.047(6) 0.083(9) -0.026(6) 0.019(6) -0.010(5) N1 0.020(5) 0.030(5) 0.058(8) 0.006(5) 0.008(5) -0.001(4) N3 0.024(5) 0.023(5) 0.056(7) -0.002(5) -0.001(5) -0.001(4) C6 0.047(9) 0.037(8) 0.080(12) 0.009(9) -0.013(9) -0.007(7) C1 0.046(8) 0.039(8) 0.053(10) -0.019(7) -0.004(7) 0.017(6) C16 0.066(11) 0.052(11) 0.038(9) 0.005(8) 0.012(8) 0.014(9) C11 0.037(7) 0.028(7) 0.039(8) 0.006(6) 0.005(6) -0.009(6) C13 0.033(8) 0.066(10) 0.028(8) -0.017(7) -0.009(6) 0.025(8) C18 0.026(7) 0.039(8) 0.044(8) -0.009(6) 0.019(6) 0.007(6) C14 0.017(6) 0.041(8) 0.080(12) 0.004(8) 0.004(7) 0.001(6) C31 0.045(9) 0.048(9) 0.056(10) 0.013(7) 0.016(7) -0.009(7) C37 0.083(12) 0.046(8) 0.050(10) -0.021(8) 0.007(10) -0.014(8) C3 0.053(10) 0.060(11) 0.072(13) -0.030(9) -0.006(9) 0.003(8) C7 0.042(10) 0.129(18) 0.058(11) -0.040(12) 0.013(9) -0.018(10) C12 0.030(7) 0.061(10) 0.070(11) -0.040(9) 0.000(7) -0.012(7) C34 0.020(7) 0.065(11) 0.067(12) 0.012(8) -0.008(7) -0.019(7) C33 0.030(8) 0.126(18) 0.052(10) 0.000(12) -0.010(8) -0.045(12) C36 0.12(2) 0.069(14) 0.050(13) -0.024(10) 0.014(12) -0.017(14) C2 0.040(9) 0.036(8) 0.083(13) 0.005(8) -0.003(8) -0.007(7) C8 0.095(16) 0.108(17) 0.070(14) 0.059(13) -0.017(12) -0.039(13) C17 0.043(9) 0.041(9) 0.090(14) 0.015(9) 0.021(9) 0.020(7) C35 0.085(14) 0.095(15) 0.036(9) -0.005(9) -0.017(9) -0.048(13) C15 0.066(12) 0.054(10) 0.041(9) 0.004(7) -0.005(8) 0.012(9) C32 0.023(7) 0.115(16) 0.067(14) 0.055(12) 0.003(8) -0.007(9) C4 0.054(12) 0.124(17) 0.036(11) 0.014(10) -0.008(8) -0.008(11) C5 0.043(9) 0.059(12) 0.128(19) 0.001(11) -0.014(10) 0.026(9) Te1 0.0218(3) 0.0311(4) 0.0372(5) -0.0028(5) 0.0079(4) -0.0015(4) Te2 0.0228(4) 0.0419(5) 0.0360(5) -0.0021(5) 0.0042(4) -0.0067(4) I1 0.0326(5) 0.0664(6) 0.0473(6) -0.0123(6) 0.0046(4) -0.0046(5) C22 0.030(8) 0.072(10) 0.035(8) 0.015(8) 0.012(7) -0.001(7) C28 0.029(7) 0.024(7) 0.047(8) -0.001(6) -0.011(6) -0.007(5) C20 0.033(7) 0.030(8) 0.027(7) 0.007(5) 0.004(5) 0.001(5) C29 0.022(5) 0.018(6) 0.027(6) 0.000(5) -0.002(5) -0.001(4) C24 0.035(7) 0.023(7) 0.028(7) 0.007(5) 0.000(5) 0.001(6) N4 0.046(8) 0.084(11) 0.034(7) 0.001(7) 0.008(6) -0.035(7) C21 0.029(7) 0.046(9) 0.044(8) -0.012(7) 0.009(7) 0.010(6) C27 0.022(7) 0.057(10) 0.066(11) -0.009(8) -0.010(7) 0.004(7) C26 0.043(9) 0.056(11) 0.067(12) -0.026(9) -0.020(8) 0.018(8) C25 0.035(8) 0.030(8) 0.046(9) -0.009(6) -0.013(7) 0.004(6) C23 0.021(6) 0.045(9) 0.050(9) -0.014(7) 0.021(6) -0.002(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C42 C43 1.36(2) . ? C42 C41 1.40(2) . ? C45 C44 1.40(2) . ? C45 C46 1.42(3) . ? C10 C11 1.383(17) . ? C10 C19 1.421(18) . ? C10 Te1 2.151(13) . ? C43 C44 1.372(19) . ? C49 C48 1.373(16) . ? C49 C44 1.420(16) . ? C49 C40 1.438(15) . ? C19 C18 1.422(19) . ? C19 C14 1.44(2) . ? C30 C31 1.39(2) . ? C30 C39 1.41(2) . ? C30 Te2 2.151(15) . ? C40 C41 1.381(18) . ? C40 Te2 2.141(12) . ? C48 C47 1.35(2) . ? C48 N4 1.434(18) . ? C38 C37 1.34(2) . ? C38 C39 1.379(19) . ? C38 N3 1.477(19) . ? C39 C34 1.42(2) . ? C47 C46 1.38(2) . ? O1 Te1 1.969(8) . ? N2 C4 1.434(19) . ? N2 C28 1.459(18) . ? N2 C3 1.482(19) . ? O2 Te2 1.932(9) . ? N1 C2 1.464(17) . ? N1 C1 1.475(17) . ? N1 C18 1.479(18) . ? N3 C5 1.469(18) . ? N3 C6 1.490(19) . ? C16 C15 1.32(2) . ? C16 C17 1.36(2) . ? C11 C12 1.46(2) . ? C13 C12 1.33(2) . ? C13 C14 1.36(2) . ? C18 C17 1.38(2) . ? C14 C15 1.41(2) . ? C31 C32 1.46(2) . ? C37 C36 1.32(3) . ? C7 N4 1.47(2) . ? C34 C33 1.32(3) . ? C34 C35 1.43(2) . ? C33 C32 1.29(3) . ? C36 C35 1.38(3) . ? C8 N4 1.40(2) . ? Te1 C20 2.126(13) . ? C22 C21 1.385(19) . ? C22 C23 1.39(2) . ? C28 C27 1.33(2) . ? C28 C29 1.436(17) . ? C20 C29 1.394(17) . ? C20 C21 1.403(19) . ? C29 C24 1.414(18) . ? C24 C25 1.366(19) . ? C24 C23 1.426(19) . ? C27 C26 1.45(2) . ? C26 C25 1.28(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C43 C42 C41 118.7(15) . . ? C44 C45 C46 119.3(15) . . ? C11 C10 C19 120.8(13) . . ? C11 C10 Te1 118.1(9) . . ? C19 C10 Te1 121.0(9) . . ? C42 C43 C44 121.9(14) . . ? C48 C49 C44 119.0(12) . . ? C48 C49 C40 126.1(11) . . ? C44 C49 C40 114.8(10) . . ? C10 C19 C18 122.6(13) . . ? C10 C19 C14 119.4(12) . . ? C18 C19 C14 117.8(13) . . ? C31 C30 C39 119.7(14) . . ? C31 C30 Te2 118.4(13) . . ? C39 C30 Te2 121.6(10) . . ? C41 C40 C49 121.7(11) . . ? C41 C40 Te2 119.2(9) . . ? C49 C40 Te2 119.1(8) . . ? C40 C41 C42 120.7(14) . . ? C47 C48 C49 121.8(13) . . ? C47 C48 N4 121.0(12) . . ? C49 C48 N4 117.2(12) . . ? C37 C38 C39 119.2(16) . . ? C37 C38 N3 123.5(14) . . ? C39 C38 N3 117.2(12) . . ? C38 C39 C30 121.4(14) . . ? C38 C39 C34 120.5(14) . . ? C30 C39 C34 117.8(13) . . ? C48 C47 C46 120.9(14) . . ? C43 C44 C45 118.5(13) . . ? C43 C44 C49 122.2(12) . . ? C45 C44 C49 119.3(13) . . ? C47 C46 C45 119.4(15) . . ? C4 N2 C28 110.4(13) . . ? C4 N2 C3 108.4(14) . . ? C28 N2 C3 112.5(11) . . ? C2 N1 C1 110.4(11) . . ? C2 N1 C18 114.4(11) . . ? C1 N1 C18 110.4(10) . . ? C5 N3 C38 114.1(12) . . ? C5 N3 C6 111.5(12) . . ? C38 N3 C6 110.6(11) . . ? C15 C16 C17 123.5(16) . . ? C10 C11 C12 117.1(13) . . ? C12 C13 C14 123.5(14) . . ? C17 C18 C19 119.5(14) . . ? C17 C18 N1 124.3(13) . . ? C19 C18 N1 116.0(12) . . ? C13 C14 C15 123.1(15) . . ? C13 C14 C19 117.8(14) . . ? C15 C14 C19 118.6(14) . . ? C30 C31 C32 117.1(17) . . ? C36 C37 C38 122.6(19) . . ? C13 C12 C11 121.0(14) . . ? C33 C34 C39 121.3(16) . . ? C33 C34 C35 121.4(17) . . ? C39 C34 C35 117.3(16) . . ? C32 C33 C34 122.4(17) . . ? C37 C36 C35 122.1(18) . . ? C16 C17 C18 120.2(16) . . ? C36 C35 C34 117.9(17) . . ? C16 C15 C14 119.9(16) . . ? C33 C32 C31 121.3(18) . . ? O1 Te1 C20 89.9(4) . . ? O1 Te1 C10 91.9(4) . . ? C20 Te1 C10 97.4(5) . . ? O2 Te2 C40 90.7(4) . . ? O2 Te2 C30 94.3(6) . . ? C40 Te2 C30 98.6(5) . . ? C21 C22 C23 121.7(16) . . ? C27 C28 C29 121.2(15) . . ? C27 C28 N2 122.5(14) . . ? C29 C28 N2 116.3(12) . . ? C29 C20 C21 120.6(12) . . ? C29 C20 Te1 121.9(9) . . ? C21 C20 Te1 117.5(10) . . ? C20 C29 C24 121.6(11) . . ? C20 C29 C28 123.5(12) . . ? C24 C29 C28 114.9(12) . . ? C25 C24 C29 122.4(13) . . ? C25 C24 C23 121.1(13) . . ? C29 C24 C23 116.5(12) . . ? C8 N4 C48 115.5(16) . . ? C8 N4 C7 112.9(16) . . ? C48 N4 C7 108.9(12) . . ? C22 C21 C20 118.4(14) . . ? C28 C27 C26 119.8(17) . . ? C25 C26 C27 120.2(17) . . ? C26 C25 C24 121.4(17) . . ? C22 C23 C24 121.0(12) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 29.22 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.847 _refine_diff_density_min -0.977 _refine_diff_density_rms 0.187 _database_code_depnum_ccdc_archive 'CCDC 928270' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_13 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H25 I3 N2 O Te' _chemical_formula_weight 865.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2 1 / n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.2981(10) _cell_length_b 12.4425(7) _cell_length_c 19.6474(19) _cell_angle_alpha 90.00 _cell_angle_beta 94.176(8) _cell_angle_gamma 90.00 _cell_volume 2754.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.088 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 4.460 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.3670 _exptl_absorpt_correction_T_max 0.7780 _exptl_absorpt_process_details 'Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _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 19462 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0454 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 29.21 _reflns_number_total 7311 _reflns_number_gt 5035 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0529P)^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 7311 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0607 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0864 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 0.849 _refine_ls_restrained_S_all 0.849 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7166(4) -0.0278(5) 0.2913(3) 0.0599(13) Uani 1 1 d . . . H1A H 0.6477 0.0082 0.3059 0.090 Uiso 1 1 calc R . . H1B H 0.7793 -0.0243 0.3269 0.090 Uiso 1 1 calc R . . H1C H 0.6976 -0.1017 0.2814 0.090 Uiso 1 1 calc R . . C2 C 0.7734(4) 0.1407(4) 0.2423(3) 0.0582(13) Uani 1 1 d . . . H2A H 0.7018 0.1717 0.2570 0.087 Uiso 1 1 calc R . . H2B H 0.7937 0.1752 0.2010 0.087 Uiso 1 1 calc R . . H2C H 0.8366 0.1505 0.2771 0.087 Uiso 1 1 calc R . . C3 C 0.3981(5) 0.1335(5) 0.2150(3) 0.0645(15) Uani 1 1 d . . . H3A H 0.3642 0.0684 0.2313 0.097 Uiso 1 1 calc R . . H3B H 0.3458 0.1926 0.2220 0.097 Uiso 1 1 calc R . . H3C H 0.4734 0.1463 0.2396 0.097 Uiso 1 1 calc R . . C4 C 0.3040(4) 0.0891(6) 0.1040(4) 0.0728(17) Uani 1 1 d . . . H4A H 0.2744 0.0256 0.1246 0.109 Uiso 1 1 calc R . . H4B H 0.3189 0.0742 0.0575 0.109 Uiso 1 1 calc R . . H4C H 0.2463 0.1456 0.1053 0.109 Uiso 1 1 calc R . . C18 C 0.8599(4) -0.0294(4) 0.2070(3) 0.0493(11) Uani 1 1 d . . . C17 C 0.9721(4) -0.0082(6) 0.2353(4) 0.080(2) Uani 1 1 d . . . H17 H 0.9842 0.0457 0.2678 0.096 Uiso 1 1 calc R . . C16 C 1.0696(5) -0.0691(9) 0.2147(6) 0.105(3) Uani 1 1 d . . . H16 H 1.1461 -0.0531 0.2326 0.126 Uiso 1 1 calc R . . C15 C 1.0519(6) -0.1501(9) 0.1693(6) 0.109(4) Uani 1 1 d . . . H15 H 1.1164 -0.1913 0.1582 0.131 Uiso 1 1 calc R . . C14 C 0.9382(5) -0.1742(5) 0.1383(4) 0.075(2) Uani 1 1 d . . . C13 C 0.9151(8) -0.2578(6) 0.0905(5) 0.091(3) Uani 1 1 d . . . H13 H 0.9775 -0.3015 0.0792 0.109 Uiso 1 1 calc R . . C12 C 0.8074(8) -0.2762(5) 0.0613(5) 0.093(3) Uani 1 1 d . . . H12 H 0.7950 -0.3337 0.0314 0.111 Uiso 1 1 calc R . . C11 C 0.7114(6) -0.2090(4) 0.0753(3) 0.0676(16) Uani 1 1 d . . . H11 H 0.6369 -0.2200 0.0531 0.081 Uiso 1 1 calc R . . C10 C 0.7285(4) -0.1274(4) 0.1218(2) 0.0439(10) Uani 1 1 d . . . C19 C 0.8406(4) -0.1093(4) 0.1571(3) 0.0494(12) Uani 1 1 d . . . C20 C 0.6489(3) 0.1130(3) 0.0908(2) 0.0379(9) Uani 1 1 d . . . C21 C 0.7568(4) 0.1088(4) 0.0636(3) 0.0482(11) Uani 1 1 d . . . H21 H 0.7986 0.0444 0.0635 0.058 Uiso 1 1 calc R . . C22 C 0.8045(4) 0.2023(5) 0.0356(3) 0.0645(16) Uani 1 1 d . . . H22 H 0.8785 0.1997 0.0178 0.077 Uiso 1 1 calc R . . C23 C 0.7423(5) 0.2970(5) 0.0348(3) 0.0639(16) Uani 1 1 d . . . H23 H 0.7752 0.3584 0.0167 0.077 Uiso 1 1 calc R . . C24 C 0.6301(4) 0.3029(4) 0.0605(3) 0.0487(11) Uani 1 1 d . . . C25 C 0.5639(6) 0.4003(4) 0.0599(3) 0.0619(15) Uani 1 1 d . . . H25 H 0.5969 0.4621 0.0426 0.074 Uiso 1 1 calc R . . C26 C 0.4554(6) 0.4058(5) 0.0836(3) 0.0722(17) Uani 1 1 d . . . H26 H 0.4137 0.4703 0.0818 0.087 Uiso 1 1 calc R . . C27 C 0.4057(5) 0.3141(5) 0.1110(3) 0.0652(15) Uani 1 1 d . . . H27 H 0.3306 0.3184 0.1273 0.078 Uiso 1 1 calc R . . C28 C 0.4654(4) 0.2175(4) 0.1143(2) 0.0454(10) Uani 1 1 d . . . C29 C 0.5803(4) 0.2092(3) 0.0894(2) 0.0393(9) Uani 1 1 d . . . N1 N 0.7551(3) 0.0248(3) 0.2295(2) 0.0415(8) Uani 1 1 d . . . N2 N 0.4150(3) 0.1229(3) 0.1418(2) 0.0469(9) Uani 1 1 d . . . O1 O 0.4973(3) -0.0700(3) 0.05576(18) 0.0555(9) Uani 1 1 d . . . H1 H 0.4490 -0.0235 0.0432 0.083 Uiso 1 1 calc R . . Te1 Te 0.58594(2) -0.02348(2) 0.140510(15) 0.03571(7) Uani 1 1 d . . . I1 I 0.37861(3) -0.27887(3) 0.15177(2) 0.06205(11) Uani 1 1 d . . . I2 I 0.40950(2) -0.17579(3) 0.287895(18) 0.04901(9) Uani 1 1 d . . . I3 I 0.43766(3) -0.05602(3) 0.41387(2) 0.06572(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.058(3) 0.082(4) 0.039(3) 0.012(3) -0.002(2) -0.011(3) C2 0.061(3) 0.055(3) 0.058(4) -0.011(3) 0.001(2) -0.012(2) C3 0.067(3) 0.069(3) 0.061(4) 0.011(3) 0.026(3) 0.028(3) C4 0.047(2) 0.081(4) 0.090(5) 0.005(4) -0.002(3) 0.006(3) C18 0.0390(19) 0.058(3) 0.051(3) 0.017(3) 0.0034(18) 0.0002(18) C17 0.044(2) 0.104(5) 0.090(5) 0.030(4) -0.008(3) -0.004(3) C16 0.034(2) 0.141(8) 0.140(9) 0.062(7) 0.002(3) 0.009(4) C15 0.060(4) 0.134(8) 0.140(9) 0.074(7) 0.040(5) 0.050(5) C14 0.063(3) 0.074(4) 0.092(5) 0.037(4) 0.037(3) 0.032(3) C13 0.110(5) 0.066(4) 0.105(6) 0.019(4) 0.062(5) 0.048(4) C12 0.136(7) 0.053(4) 0.096(6) -0.012(4) 0.058(5) 0.024(4) C11 0.098(4) 0.044(3) 0.064(4) -0.007(3) 0.028(3) 0.011(3) C10 0.058(2) 0.035(2) 0.040(3) 0.000(2) 0.0146(19) 0.0070(18) C19 0.045(2) 0.048(3) 0.058(3) 0.019(2) 0.020(2) 0.0129(18) C20 0.0442(19) 0.037(2) 0.032(2) 0.0040(18) -0.0005(16) -0.0034(15) C21 0.048(2) 0.053(3) 0.043(3) 0.010(2) 0.0040(19) -0.0008(19) C22 0.045(2) 0.079(4) 0.069(4) 0.028(3) 0.003(2) -0.011(2) C23 0.074(3) 0.059(3) 0.056(4) 0.026(3) -0.012(3) -0.026(3) C24 0.068(3) 0.043(2) 0.034(3) 0.007(2) -0.012(2) -0.009(2) C25 0.100(4) 0.039(2) 0.044(3) 0.014(2) -0.017(3) -0.005(3) C26 0.106(5) 0.054(3) 0.056(4) 0.001(3) -0.003(3) 0.033(3) C27 0.084(4) 0.054(3) 0.058(4) 0.010(3) 0.010(3) 0.028(3) C28 0.054(2) 0.047(2) 0.035(3) 0.001(2) 0.0007(19) 0.0129(19) C29 0.050(2) 0.036(2) 0.031(2) 0.0026(18) -0.0075(17) -0.0008(16) N1 0.0400(16) 0.0448(19) 0.039(2) 0.0050(18) 0.0004(14) -0.0034(14) N2 0.0464(17) 0.049(2) 0.045(2) 0.0047(19) 0.0043(16) 0.0093(15) O1 0.0627(19) 0.061(2) 0.041(2) -0.0010(18) -0.0077(15) -0.0062(16) Te1 0.03895(12) 0.03353(13) 0.03496(15) 0.00077(12) 0.00487(9) 0.00003(10) I1 0.05831(18) 0.0678(2) 0.0600(2) -0.00159(19) 0.00396(15) 0.00386(15) I2 0.04141(13) 0.04893(17) 0.0574(2) 0.00935(15) 0.00859(12) -0.00402(11) I3 0.0737(2) 0.0640(2) 0.0608(3) -0.00135(19) 0.01387(17) -0.01522(16) _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 N1 1.473(6) . ? C2 N1 1.476(6) . ? C3 N2 1.471(7) . ? C4 N2 1.471(7) . ? C18 C17 1.371(7) . ? C18 C19 1.403(8) . ? C18 N1 1.459(6) . ? C17 C16 1.419(11) . ? C16 C15 1.352(14) . ? C15 C14 1.413(12) . ? C14 C13 1.413(12) . ? C14 C19 1.436(6) . ? C13 C12 1.327(12) . ? C12 C11 1.412(9) . ? C11 C10 1.369(8) . ? C10 C19 1.418(7) . ? C10 Te1 2.119(4) . ? C20 C21 1.368(6) . ? C20 C29 1.425(6) . ? C20 Te1 2.108(4) . ? C21 C22 1.410(7) . ? C22 C23 1.372(9) . ? C23 C24 1.400(8) . ? C24 C29 1.430(6) . ? C24 C25 1.424(7) . ? C25 C26 1.344(9) . ? C26 C27 1.397(9) . ? C27 C28 1.378(7) . ? C28 N2 1.430(6) . ? C28 C29 1.424(6) . ? N1 Te1 2.566(4) . ? O1 Te1 1.967(3) . ? I1 I2 2.9638(6) . ? I2 I3 2.8867(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 C17 C18 C19 120.7(5) . . ? C17 C18 N1 122.4(6) . . ? C19 C18 N1 116.8(4) . . ? C18 C17 C16 119.7(8) . . ? C15 C16 C17 120.3(7) . . ? C16 C15 C14 121.9(6) . . ? C15 C14 C13 124.1(7) . . ? C15 C14 C19 117.4(8) . . ? C13 C14 C19 118.4(6) . . ? C12 C13 C14 122.3(5) . . ? C13 C12 C11 120.4(7) . . ? C10 C11 C12 119.8(7) . . ? C11 C10 C19 121.4(5) . . ? C11 C10 Te1 119.8(4) . . ? C19 C10 Te1 118.8(3) . . ? C18 C19 C10 122.9(4) . . ? C18 C19 C14 119.7(5) . . ? C10 C19 C14 117.4(6) . . ? C21 C20 C29 121.6(4) . . ? C21 C20 Te1 119.4(3) . . ? C29 C20 Te1 119.0(3) . . ? C20 C21 C22 119.9(5) . . ? C23 C22 C21 120.2(5) . . ? C22 C23 C24 121.1(5) . . ? C23 C24 C29 119.6(5) . . ? C23 C24 C25 122.0(5) . . ? C29 C24 C25 118.4(5) . . ? C26 C25 C24 122.2(5) . . ? C25 C26 C27 119.6(5) . . ? C28 C27 C26 121.4(5) . . ? C27 C28 N2 121.9(4) . . ? C27 C28 C29 120.2(5) . . ? N2 C28 C29 117.9(4) . . ? C24 C29 C20 117.6(4) . . ? C24 C29 C28 118.2(4) . . ? C20 C29 C28 124.2(4) . . ? C18 N1 C2 113.3(4) . . ? C18 N1 C1 109.9(4) . . ? C2 N1 C1 109.9(4) . . ? C18 N1 Te1 105.4(3) . . ? C2 N1 Te1 115.6(3) . . ? C1 N1 Te1 102.0(3) . . ? C28 N2 C3 112.3(4) . . ? C28 N2 C4 113.2(4) . . ? C3 N2 C4 110.6(4) . . ? O1 Te1 C20 90.74(16) . . ? O1 Te1 C10 91.16(18) . . ? C20 Te1 C10 97.17(17) . . ? O1 Te1 N1 162.55(13) . . ? C20 Te1 N1 82.38(14) . . ? C10 Te1 N1 73.93(16) . . ? I3 I2 I1 174.563(17) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 29.21 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.522 _refine_diff_density_min -1.244 _refine_diff_density_rms 0.105 _database_code_depnum_ccdc_archive 'CCDC 928271'