#------------------------------------------------------------------------------ #$Date: 2026-06-18 23:59:56 +0100 (Thu, 18 Jun 2026) $ #$Revision: 306595 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/11/7721142.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7721142 loop_ _publ_author_name 'Leverett, Anthony Richard' 'Martin-Wells, Thomas A' 'Parr, Joseph M.' 'Cole, Marcus Lawford' 'McKay, Alasdair I.' _publ_section_title ; Synthesis, Structure and Reactivity of a Cationic Bis(N-Heterocyclic Carbene) Complex of Thallium ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT00924G _journal_year 2026 _chemical_formula_moiety 'C29 H42 I N2 Tl, C6 H6' _chemical_formula_sum 'C35 H48 I N2 Tl' _chemical_formula_weight 828.02 _chemical_name_common TlI(Me)2(IPr) _space_group_crystal_system orthorhombic _space_group_IT_number 62 _space_group_name_Hall '-P 2ac 2n' _space_group_name_H-M_alt 'P n m a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary heavy _audit_creation_date 2024-06-22 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2026-06-10 deposited with the CCDC. 2026-06-11 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.928(2) _cell_length_b 16.502(2) _cell_length_c 11.3660(16) _cell_measurement_reflns_used 9919 _cell_measurement_temperature 150.15 _cell_measurement_theta_max 27.13 _cell_measurement_theta_min 2.46 _cell_volume 3362.6(7) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _diffrn_ambient_temperature 150.15 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_unetI/netI 0.0198 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 48304 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 26.000 _diffrn_reflns_theta_max 27.131 _diffrn_reflns_theta_min 2.455 _diffrn_source_current 0.6 _diffrn_source_power 0.03 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 5.746 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.5469 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1045 before and 0.0527 after correction. The Ratio of minimum to maximum transmission is 0.7336. The \l/2 correction factor is 0.0015.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.636 _exptl_crystal_description block _exptl_crystal_F_000 1624 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _refine_diff_density_max 2.529 _refine_diff_density_min -3.037 _refine_diff_density_rms 0.109 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 195 _refine_ls_number_reflns 3847 _refine_ls_number_restraints 118 _refine_ls_restrained_S_all 1.050 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0261 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0225P)^2^+10.5587P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.0647 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3507 _reflns_number_total 3847 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00924g2.cif _cod_data_source_block TlI(Me)2(IPr) _cod_original_cell_volume 3362.5(8) _cod_database_code 7721142 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _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. Restrained distances C16-C17 \\sim C17-C18 \\sim C18-C19 \\sim C19-C20 \\sim C20-C21 \\sim C21-C16 with sigma of 0.02 C16-C20 \\sim C16-C20 \\sim C19-C17 \\sim C19-C21 \\sim C21-C17 \\sim C20-C18 with sigma of 0.04 3. Restrained planarity C16, C17, C18, C19, C20, C21 with sigma of 0.1 4. Uiso/Uaniso restraints and constraints C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20 \\sim C21: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A 5. Rigid body (RIGU) restrains C16, C17, C18, C19, C20, C21 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 C9, C13, C15, C14 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 6.a Ternary CH refined with riding coordinates: C10(H10), C13(H13) 6.b Aromatic/amide H refined with riding coordinates: C3(H3), C6(H6), C8(H8), C7(H7), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21) 6.c Idealised Me refined as rotating group: C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C15(H15A,H15B,H15C), C14(H14A,H14B, H14C), C1(H1A,H1B,H1C) ; _shelx_res_file ; TITL Pnma in Pnma pnma.res created by SHELXL-2018/3 at 18:20:08 on 22-Jun-2024 REM Pnma in Pnma REM R1= 0.2542 for 3507 Fo > 4sig(Fo) and 0.2634 for all 3848 data REM 54 parameters refined using 0 restraints REM 174 parameters refined using 0 restraints REM Highest difference peak 6.394, deepest hole -3.268, 1-sigma level 0.290 CELL 0.71073 17.9281 16.5016 11.366 90 90 90 ZERR 4 0.0023 0.0022 0.0016 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,0.5-Z SYMM -X,0.5+Y,-Z SFAC C H I N Tl UNIT 140 192 4 8 4 EQIV $1 +X,-0.5-Y,+Z SADI C16 C17 C17 C18 C18 C19 C19 C20 C20 C21 C21 C16 SADI 0.04 C16 C20 C16 C20 C19 C17 C19 C21 C21 C17 C20 C18 FLAT C16 C17 C18 C19 C20 C21 SIMU C16 C17 C18 C19 C20 C21 RIGU C16 C17 C18 C19 C20 C21 RIGU C9 C13 C15 C14 L.S. 20 PLAN 6 TEMP -123 CONF FREE C16 C11_$1 FREE C16 C11 GRID BOND MORE -1 BOND $H fmap 2 acta 52 MERG 2 OMIT 0 1 1 REM REM REM WGHT 0.022500 10.558701 FVAR 0.05024 TL1 5 0.262947 0.250000 0.317778 10.50000 0.01456 0.02000 = 0.03574 0.00000 0.00323 0.00000 I1 3 0.279388 0.250000 0.060400 10.50000 0.06764 0.04100 = 0.03741 0.00000 0.02167 0.00000 N1 4 0.083839 0.314655 0.356997 11.00000 0.01437 0.01584 = 0.01821 -0.00011 0.00035 0.00069 C3 1 0.010879 0.290656 0.374807 11.00000 0.01319 0.02278 = 0.02433 -0.00148 0.00133 0.00129 AFIX 43 H3 2 -0.031122 0.325038 0.385061 11.00000 -1.20000 AFIX 0 C5 1 0.116655 0.439549 0.252226 11.00000 0.01562 0.01891 = 0.03831 0.00386 -0.00043 0.00133 C2 1 0.129986 0.250000 0.346298 10.50000 0.01670 0.01541 = 0.01554 0.00000 -0.00063 0.00000 C10 1 0.095075 0.401609 0.135556 11.00000 0.02700 0.02856 = 0.02864 0.00766 0.00351 -0.00001 AFIX 13 H10 2 0.103278 0.341793 0.141163 11.00000 -1.20000 AFIX 0 C9 1 0.122406 0.434033 0.467952 11.00000 0.01841 0.02175 = 0.03867 -0.00761 -0.00367 0.00256 C4 1 0.108354 0.398387 0.358627 11.00000 0.01280 0.01406 = 0.03152 -0.00127 -0.00017 0.00132 C6 1 0.141925 0.519578 0.258660 11.00000 0.02752 0.02230 = 0.05898 0.01259 0.00086 -0.00152 AFIX 43 H6 2 0.147913 0.549822 0.188170 11.00000 -1.20000 AFIX 0 C8 1 0.148135 0.513912 0.467560 11.00000 0.02769 0.02493 = 0.05668 -0.01502 -0.00849 -0.00027 AFIX 43 H8 2 0.158820 0.539979 0.540153 11.00000 -1.20000 AFIX 0 C12 1 0.140350 0.433825 0.031474 11.00000 0.04173 0.05116 = 0.03802 0.01724 0.01178 0.00089 AFIX 137 H12A 2 0.126965 0.490511 0.016799 11.00000 -1.50000 H12B 2 0.129406 0.401417 -0.038686 11.00000 -1.50000 H12C 2 0.193680 0.430182 0.049644 11.00000 -1.50000 AFIX 0 C7 1 0.158241 0.555357 0.364290 11.00000 0.03194 0.01738 = 0.07524 -0.00343 -0.00660 -0.00280 AFIX 43 H7 2 0.176702 0.609308 0.365992 11.00000 -1.20000 AFIX 0 C11 1 0.012117 0.416701 0.114559 11.00000 0.02978 0.06804 = 0.03459 -0.00185 -0.00524 -0.00145 AFIX 137 H11A 2 -0.016879 0.391912 0.178176 11.00000 -1.50000 H11B 2 -0.002618 0.392708 0.039190 11.00000 -1.50000 H11C 2 0.002599 0.475170 0.112835 11.00000 -1.50000 AFIX 0 C13 1 0.110595 0.390944 0.583456 11.00000 0.02763 0.03212 = 0.03114 -0.01124 -0.00490 0.00184 AFIX 13 H13 2 0.085556 0.337983 0.567067 11.00000 -1.20000 AFIX 0 C15 1 0.060062 0.440410 0.664152 11.00000 0.05862 0.06024 = 0.05255 -0.00949 0.01853 0.01476 AFIX 137 H15A 2 0.083942 0.492398 0.682000 11.00000 -1.50000 H15B 2 0.051562 0.410474 0.737402 11.00000 -1.50000 H15C 2 0.012227 0.450128 0.624882 11.00000 -1.50000 AFIX 0 C14 1 0.183775 0.373879 0.645865 11.00000 0.03807 0.09822 = 0.05439 0.02048 -0.00595 0.01717 AFIX 137 H14A 2 0.214617 0.338303 0.596879 11.00000 -1.50000 H14B 2 0.173735 0.347339 0.721355 11.00000 -1.50000 H14C 2 0.210222 0.424978 0.659657 11.00000 -1.50000 AFIX 0 C1 1 0.300404 0.373865 0.346183 11.00000 0.02429 0.02594 = 0.06334 -0.00631 0.00285 -0.00813 AFIX 137 H1A 2 0.297719 0.386749 0.430245 11.00000 -1.50000 H1B 2 0.268346 0.411175 0.302102 11.00000 -1.50000 H1C 2 0.352022 0.379469 0.318996 11.00000 -1.50000 AFIX 0 C16 1 0.437143 0.250000 0.544926 10.50000 0.06456 0.06101 = 0.04237 0.00000 -0.01192 0.00000 AFIX 43 H16 2 0.434549 0.250000 0.461444 10.50000 -1.20000 AFIX 0 C17 1 0.372926 0.250000 0.610073 10.50000 0.05892 0.05349 = 0.05414 0.00000 -0.01183 0.00000 AFIX 43 H17 2 0.326022 0.250000 0.571181 10.50000 -1.20000 AFIX 0 C18 1 0.375320 0.250000 0.730751 10.50000 0.07429 0.04046 = 0.05191 0.00000 0.00022 0.00000 AFIX 43 H18 2 0.330488 0.250000 0.775308 10.50000 -1.20000 AFIX 0 C19 1 0.443342 0.250000 0.786278 10.50000 0.08985 0.06033 = 0.04777 0.00000 -0.01674 0.00000 AFIX 43 H19 2 0.445670 0.250000 0.869780 10.50000 -1.20000 AFIX 0 C20 1 0.507993 0.250000 0.721565 10.50000 0.06720 0.05423 = 0.06585 0.00000 -0.02839 0.00000 AFIX 43 H20 2 0.554819 0.250000 0.760688 10.50000 -1.20000 AFIX 0 C21 1 0.505600 0.250000 0.600265 10.50000 0.05787 0.04814 = 0.06379 0.00000 -0.00703 0.00000 AFIX 43 H21 2 0.550378 0.250000 0.555573 10.50000 -1.20000 AFIX 0 HKLF 4 REM Pnma in Pnma REM wR2 = 0.0647, GooF = S = 1.065, Restrained GooF = 1.050 for all data REM R1 = 0.0261 for 3507 Fo > 4sig(Fo) and 0.0296 for all 3847 data REM 195 parameters refined using 118 restraints END WGHT 0.0225 10.5587 REM Highest difference peak 2.529, deepest hole -3.037, 1-sigma level 0.109 Q1 1 0.2555 0.2500 0.2459 10.50000 0.05 2.53 Q2 1 0.2368 0.2500 0.0387 10.50000 0.05 2.34 Q3 1 0.2936 0.2500 0.3201 10.50000 0.05 0.73 Q4 1 0.3514 0.2500 0.0541 10.50000 0.05 0.66 Q5 1 0.2454 0.2500 0.3340 10.50000 0.05 0.64 Q6 1 0.2289 0.2500 0.1105 10.50000 0.05 0.53 ; _shelx_res_checksum 41624 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Tl1 Tl 0.26295(2) 0.250000 0.31778(2) 0.02343(7) Uani 1 2 d S T P . . I1 I 0.27939(3) 0.250000 0.06040(4) 0.04868(12) Uani 1 2 d S T P . . N1 N 0.08384(13) 0.31466(15) 0.3570(2) 0.0161(5) Uani 1 1 d . . . . . C3 C 0.01088(16) 0.29066(19) 0.3748(3) 0.0201(6) Uani 1 1 d . . . . . H3 H -0.031122 0.325038 0.385061 0.024 Uiso 1 1 calc R U . . . C5 C 0.11666(17) 0.43955(19) 0.2522(3) 0.0243(7) Uani 1 1 d . . . . . C2 C 0.1300(2) 0.250000 0.3463(4) 0.0159(8) Uani 1 2 d S T P . . C10 C 0.09507(19) 0.4016(2) 0.1356(3) 0.0281(7) Uani 1 1 d . . . . . H10 H 0.103278 0.341793 0.141163 0.034 Uiso 1 1 calc R U . . . C9 C 0.12241(18) 0.4340(2) 0.4680(3) 0.0263(7) Uani 1 1 d . . . . . C4 C 0.10835(16) 0.39839(18) 0.3586(3) 0.0195(6) Uani 1 1 d . . . . . C6 C 0.1419(2) 0.5196(2) 0.2587(4) 0.0363(9) Uani 1 1 d . . . . . H6 H 0.147913 0.549822 0.188170 0.044 Uiso 1 1 calc R U . . . C8 C 0.1481(2) 0.5139(2) 0.4676(4) 0.0364(9) Uani 1 1 d . . . . . H8 H 0.158820 0.539979 0.540153 0.044 Uiso 1 1 calc R U . . . C12 C 0.1404(2) 0.4338(3) 0.0315(4) 0.0436(10) Uani 1 1 d . . . . . H12A H 0.126965 0.490511 0.016799 0.065 Uiso 1 1 calc R U . . . H12B H 0.129406 0.401417 -0.038686 0.065 Uiso 1 1 calc R U . . . H12C H 0.193680 0.430182 0.049644 0.065 Uiso 1 1 calc R U . . . C7 C 0.1582(2) 0.5554(2) 0.3643(4) 0.0415(10) Uani 1 1 d . . . . . H7 H 0.176702 0.609308 0.365992 0.050 Uiso 1 1 calc R U . . . C11 C 0.0121(2) 0.4167(3) 0.1146(4) 0.0441(10) Uani 1 1 d . . . . . H11A H -0.016879 0.391912 0.178176 0.066 Uiso 1 1 calc R U . . . H11B H -0.002618 0.392708 0.039190 0.066 Uiso 1 1 calc R U . . . H11C H 0.002599 0.475170 0.112835 0.066 Uiso 1 1 calc R U . . . C13 C 0.11060(19) 0.3909(2) 0.5835(3) 0.0303(7) Uani 1 1 d . . . . . H13 H 0.085556 0.337983 0.567067 0.036 Uiso 1 1 calc R U . . . C15 C 0.0601(3) 0.4404(3) 0.6642(4) 0.0571(13) Uani 1 1 d . . . . . H15A H 0.083942 0.492398 0.682000 0.086 Uiso 1 1 calc R U . . . H15B H 0.051562 0.410474 0.737402 0.086 Uiso 1 1 calc R U . . . H15C H 0.012227 0.450128 0.624882 0.086 Uiso 1 1 calc R U . . . C14 C 0.1838(3) 0.3739(4) 0.6459(5) 0.0636(15) Uani 1 1 d . . . . . H14A H 0.214617 0.338303 0.596879 0.095 Uiso 1 1 calc R U . . . H14B H 0.173735 0.347339 0.721355 0.095 Uiso 1 1 calc R U . . . H14C H 0.210222 0.424978 0.659657 0.095 Uiso 1 1 calc R U . . . C1 C 0.3004(2) 0.3739(2) 0.3462(4) 0.0379(9) Uani 1 1 d . . . . . H1A H 0.297719 0.386749 0.430245 0.057 Uiso 1 1 calc R U . . . H1B H 0.268346 0.411175 0.302102 0.057 Uiso 1 1 calc R U . . . H1C H 0.352022 0.379469 0.318996 0.057 Uiso 1 1 calc R U . . . C16 C 0.4371(4) 0.250000 0.5449(6) 0.0560(17) Uani 1 2 d DS TU P . . H16 H 0.434549 0.250000 0.461444 0.067 Uiso 1 2 calc R U P . . C17 C 0.3729(4) 0.250000 0.6101(6) 0.0555(16) Uani 1 2 d DS TU P . . H17 H 0.326022 0.250000 0.571181 0.067 Uiso 1 2 calc R U P . . C18 C 0.3753(4) 0.250000 0.7308(6) 0.0556(16) Uani 1 2 d DS TU P . . H18 H 0.330488 0.250000 0.775308 0.067 Uiso 1 2 calc R U P . . C19 C 0.4433(4) 0.250000 0.7863(6) 0.0660(19) Uani 1 2 d DS TU P . . H19 H 0.445670 0.250000 0.869780 0.079 Uiso 1 2 calc R U P . . C20 C 0.5080(4) 0.250000 0.7216(6) 0.0624(18) Uani 1 2 d DS TU P . . H20 H 0.554819 0.250000 0.760688 0.075 Uiso 1 2 calc R U P . . C21 C 0.5056(4) 0.250000 0.6003(6) 0.0566(16) Uani 1 2 d DS TU P . . H21 H 0.550378 0.250000 0.555573 0.068 Uiso 1 2 calc R U P . . 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 Tl1 0.01456(9) 0.02000(10) 0.03574(11) 0.000 0.00323(7) 0.000 I1 0.0676(3) 0.0410(2) 0.0374(2) 0.000 0.02167(19) 0.000 N1 0.0144(11) 0.0158(12) 0.0182(12) -0.0001(10) 0.0004(9) 0.0007(10) C3 0.0132(13) 0.0228(15) 0.0243(16) -0.0015(13) 0.0013(11) 0.0013(12) C5 0.0156(14) 0.0189(15) 0.0383(19) 0.0039(14) -0.0004(13) 0.0013(12) C2 0.017(2) 0.0154(19) 0.0155(19) 0.000 -0.0006(15) 0.000 C10 0.0270(17) 0.0286(17) 0.0286(18) 0.0077(14) 0.0035(14) 0.0000(14) C9 0.0184(15) 0.0217(16) 0.0387(19) -0.0076(14) -0.0037(13) 0.0026(12) C4 0.0128(13) 0.0141(13) 0.0315(17) -0.0013(12) -0.0002(12) 0.0013(11) C6 0.0275(18) 0.0223(17) 0.059(3) 0.0126(18) 0.0009(17) -0.0015(14) C8 0.0277(18) 0.0249(18) 0.057(2) -0.0150(17) -0.0085(17) -0.0003(14) C12 0.042(2) 0.051(2) 0.038(2) 0.0172(19) 0.0118(18) 0.0009(19) C7 0.0319(19) 0.0174(16) 0.075(3) -0.0034(19) -0.007(2) -0.0028(15) C11 0.030(2) 0.068(3) 0.035(2) -0.002(2) -0.0052(16) -0.0014(19) C13 0.0276(17) 0.0321(18) 0.0311(18) -0.0112(15) -0.0049(14) 0.0018(14) C15 0.059(3) 0.060(3) 0.053(3) -0.009(2) 0.019(2) 0.015(3) C14 0.038(2) 0.098(4) 0.054(3) 0.020(3) -0.006(2) 0.017(3) C1 0.0243(18) 0.0259(18) 0.063(3) -0.0063(18) 0.0029(17) -0.0081(15) C16 0.065(4) 0.061(4) 0.042(4) 0.000 -0.012(3) 0.000 C17 0.059(4) 0.053(4) 0.054(4) 0.000 -0.012(3) 0.000 C18 0.074(4) 0.040(3) 0.052(3) 0.000 0.000(3) 0.000 C19 0.090(5) 0.060(4) 0.048(4) 0.000 -0.017(3) 0.000 C20 0.067(4) 0.054(4) 0.066(4) 0.000 -0.028(3) 0.000 C21 0.058(4) 0.048(4) 0.064(4) 0.000 -0.007(3) 0.000 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' Tl Tl -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 Tl1 I1 103.50(10) . . ? C1 Tl1 I1 96.70(12) . . ? C1 Tl1 I1 96.70(12) 8_565 . ? C1 Tl1 C2 106.61(10) 8_565 . ? C1 Tl1 C2 106.61(10) . . ? C1 Tl1 C1 139.9(2) . 8_565 ? C3 N1 C4 123.9(2) . . ? C2 N1 C3 111.4(3) . . ? C2 N1 C4 124.5(2) . . ? N1 C3 H3 126.7 . . ? C3 C3 N1 106.66(17) 8_565 . ? C3 C3 H3 126.7 8_565 . ? C4 C5 C10 122.0(3) . . ? C4 C5 C6 116.7(3) . . ? C6 C5 C10 121.2(3) . . ? N1 C2 Tl1 128.09(17) . . ? N1 C2 Tl1 128.09(17) 8_565 . ? N1 C2 N1 103.8(3) 8_565 . ? C5 C10 H10 108.3 . . ? C5 C10 C12 113.4(3) . . ? C5 C10 C11 108.5(3) . . ? C12 C10 H10 108.3 . . ? C11 C10 H10 108.3 . . ? C11 C10 C12 109.8(3) . . ? C4 C9 C13 123.4(3) . . ? C8 C9 C4 117.0(3) . . ? C8 C9 C13 119.6(3) . . ? C5 C4 N1 119.0(3) . . ? C5 C4 C9 123.1(3) . . ? C9 C4 N1 117.8(3) . . ? C5 C6 H6 119.3 . . ? C7 C6 C5 121.5(4) . . ? C7 C6 H6 119.3 . . ? C9 C8 H8 119.4 . . ? C7 C8 C9 121.2(4) . . ? C7 C8 H8 119.4 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C7 C8 120.5(3) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C13 H13 108.2 . . ? C9 C13 C15 110.8(3) . . ? C9 C13 C14 111.9(3) . . ? C15 C13 H13 108.2 . . ? C14 C13 H13 108.2 . . ? C14 C13 C15 109.4(4) . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? Tl1 C1 H1A 109.5 . . ? Tl1 C1 H1B 109.5 . . ? Tl1 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C17 C16 H16 119.9 . . ? C17 C16 C21 120.1(6) . . ? C21 C16 H16 119.9 . . ? C16 C17 H17 119.5 . . ? C16 C17 C18 121.0(6) . . ? C18 C17 H17 119.5 . . ? C17 C18 H18 120.4 . . ? C17 C18 C19 119.2(7) . . ? C19 C18 H18 120.4 . . ? C18 C19 H19 119.9 . . ? C20 C19 C18 120.2(7) . . ? C20 C19 H19 119.9 . . ? C19 C20 H20 119.7 . . ? C19 C20 C21 120.6(7) . . ? C21 C20 H20 119.7 . . ? C16 C21 C20 118.9(7) . . ? C16 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? 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 Tl1 I1 2.9402(6) . ? Tl1 C2 2.406(4) . ? Tl1 C1 2.176(4) . ? Tl1 C1 2.176(4) 8_565 ? N1 C3 1.382(4) . ? N1 C2 1.356(3) . ? N1 C4 1.450(4) . ? C3 C3 1.342(6) 8_565 ? C3 H3 0.9500 . ? C5 C10 1.517(5) . ? C5 C4 1.395(5) . ? C5 C6 1.398(5) . ? C10 H10 1.0000 . ? C10 C12 1.530(5) . ? C10 C11 1.527(5) . ? C9 C4 1.398(5) . ? C9 C8 1.397(5) . ? C9 C13 1.508(5) . ? C6 H6 0.9500 . ? C6 C7 1.370(6) . ? C8 H8 0.9500 . ? C8 C7 1.371(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C7 H7 0.9500 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C13 H13 1.0000 . ? C13 C15 1.526(5) . ? C13 C14 1.518(5) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C16 H16 0.9500 . ? C16 C17 1.369(8) . ? C16 C21 1.379(8) . ? C17 H17 0.9500 . ? C17 C18 1.372(8) . ? C18 H18 0.9500 . ? C18 C19 1.373(9) . ? C19 H19 0.9500 . ? C19 C20 1.373(9) . ? C20 H20 0.9500 . ? C20 C21 1.379(8) . ? C21 H21 0.9500 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N1 C2 Tl1 -178.8(2) . . . . ? C3 N1 C2 N1 0.4(4) . . . 8_565 ? C3 N1 C4 C5 -97.7(4) . . . . ? C3 N1 C4 C9 82.2(4) . . . . ? C5 C6 C7 C8 -1.8(6) . . . . ? C2 N1 C3 C3 -0.3(3) . . . 8_565 ? C2 N1 C4 C5 87.3(4) . . . . ? C2 N1 C4 C9 -92.9(4) . . . . ? C10 C5 C4 N1 4.9(4) . . . . ? C10 C5 C4 C9 -175.0(3) . . . . ? C10 C5 C6 C7 177.0(3) . . . . ? C9 C8 C7 C6 1.2(6) . . . . ? C4 N1 C3 C3 -175.9(2) . . . 8_565 ? C4 N1 C2 Tl1 -3.2(5) . . . . ? C4 N1 C2 N1 176.1(2) . . . 8_565 ? C4 C5 C10 C12 -151.7(3) . . . . ? C4 C5 C10 C11 85.9(4) . . . . ? C4 C5 C6 C7 0.5(5) . . . . ? C4 C9 C8 C7 0.7(5) . . . . ? C4 C9 C13 C15 -125.9(4) . . . . ? C4 C9 C13 C14 111.8(4) . . . . ? C6 C5 C10 C12 32.0(4) . . . . ? C6 C5 C10 C11 -90.4(4) . . . . ? C6 C5 C4 N1 -178.7(3) . . . . ? C6 C5 C4 C9 1.5(5) . . . . ? C8 C9 C4 N1 178.1(3) . . . . ? C8 C9 C4 C5 -2.0(5) . . . . ? C8 C9 C13 C15 53.6(5) . . . . ? C8 C9 C13 C14 -68.7(5) . . . . ? C13 C9 C4 N1 -2.4(4) . . . . ? C13 C9 C4 C5 177.5(3) . . . . ? C13 C9 C8 C7 -178.8(3) . . . . ? C16 C17 C18 C19 0.000(1) . . . . ? C17 C16 C21 C20 0.000(1) . . . . ? C17 C18 C19 C20 0.000(2) . . . . ? C18 C19 C20 C21 0.000(2) . . . . ? C19 C20 C21 C16 0.000(1) . . . . ? C21 C16 C17 C18 0.000(1) . . . . ?