data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _audit_creation_method CRYSTALS_ver_12-03-99 _publ_contact_author_name 'Andrew B. Holmes' _publ_contact_author_address ; Bio21 Institute University of Melbourne Building 102 30 Flemington Rd Parkville Victoria 3010 AUSTRALIA ; _publ_contact_author_email AHOLMES@UNIMELB.EDU.AU _publ_section_title ; Blue-to-green electrophosphorescence of iridium-based cyclometallated materials ; loop_ _publ_author_name 'Andy Holmes' 'Richard M. W. Friend' 'Anna Hayer' K.Anna 'Chris S.K. Mak' 'Sofia I. Pascu' ; S.E.Watkins ; ################################ ## denoted 1a in text ## ################################ data_1a _database_code_depnum_ccdc_archive 'CCDC 256587' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 31.9711(13) _cell_angle_alpha 90 _cell_length_b 10.4764(4) _cell_angle_beta 91.6550(10) _cell_length_c 15.9719(7) _cell_angle_gamma 90 _cell_volume 5347.4(4) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'Ir ' -1.4442 7.9887 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011 11.4722 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 8 _chemical_formula_sum ' C30 H16 F7 Ir1 N6 ' _chemical_formula_moiety ' C30 H16 F7 Ir1 N6 ' _chemical_compound_source ; ? ; _chemical_formula_weight 785.70 _cell_measurement_reflns_used 29052 _cell_measurement_theta_min 0 _cell_measurement_theta_max 25 _cell_measurement_temperature 150 _exptl_crystal_description ' needle ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.01 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_max 0.02 _exptl_crystal_density_diffrn 1.952 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 3024 _exptl_absorpt_coefficient_mu 5.077 _diffrn_measurement_device_type ; Bruker AXS SMART 1K CCD diffractometer ; _diffrn_radiation_monochromator 'silicon 111' _computing_data_collection ; SMART (Siemens, 1993) ; _computing_data_reduction ; Bruker SAINT version 6.36a (Bruker, 2002) ; _computing_cell_refinement ; Bruker SAINT version 6.36a (Bruker, 2002) ; _computing_structure_solution ; SHELXS 86 (Sheldrick, 1986) ; _diffrn_measurement_method 'thin slice \w-scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 1.00 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ; SADABS ; _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150(2) _diffrn_reflns_number 29052 _reflns_number_total 8135 _diffrn_reflns_av_R_equivalents 0.06 _diffrn_reflns_theta_min 1.215 _diffrn_reflns_theta_max 28.924 _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_full 0.920 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -45 _reflns_limit_h_max 45 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_diff_density_min -0.73 _refine_diff_density_max 0.79 _refine_ls_number_reflns 5407 _refine_ls_number_restraints 0 _refine_ls_number_parameters 397 #_refine_ls_R_factor_ref 0.0223 _refine_ls_wR_factor_ref 0.0264 _refine_ls_goodness_of_fit_ref 1.0904 #_reflns_number_all 7667 _refine_ls_R_factor_all 0.0290 _refine_ls_wR_factor_all 0.0273 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 5407 _refine_ls_R_factor_gt 0.0223 _refine_ls_wR_factor_gt 0.0264 _refine_ls_shift/su_max 0.010628 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.760 0.899E-01 0.651 ; _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_type 'synchrotron ' _diffrn_radiation_wavelength 0.6904 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; A New High Flux Chemical and Materials Crystallography Station at the SRS Daresbury: Part 1 Design, Commissioning and Test Results Cernik R.J., Clegg W., Catlow C.R.A., Bushnell-Wye G., Flaherty J.V., Greaves G.N., Hamichi M., Burrows I., Taylor D.J., Teat S.J. J. Synchrotron Rad.,(1997), 4 , 279-286 . Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of Gottingen. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of Gottingen, Federal Republic of Germany. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Ir1 Ir 0.1191249(18) 0.246058(5) 0.105308(4) 0.0237 1.0000 Uani . . . . . . N1 N 0.15145(5) 0.41933(15) 0.12855(11) 0.0298 1.0000 Uani . . . . . . N2 N 0.16924(5) 0.51302(16) 0.08292(11) 0.0330 1.0000 Uani . . . . . . N3 N 0.18091(6) 0.55482(18) 0.22177(13) 0.0391 1.0000 Uani . . . . . . N4 N 0.06088(5) 0.32255(15) 0.11757(11) 0.0270 1.0000 Uani . . . . . . N5 N 0.12618(6) 0.25127(14) 0.24110(14) 0.0296 1.0000 Uani . . . . . . N6 N 0.17591(5) 0.16374(16) 0.08415(11) 0.0289 1.0000 Uani . . . . . . C2 C 0.20460(7) 0.1360(2) 0.14563(14) 0.0384 1.0000 Uani . . . . . . C3 C 0.24359(8) 0.0884(3) 0.12830(17) 0.0460 1.0000 Uani . . . . . . C4 C 0.25380(8) 0.0670(3) 0.04632(18) 0.0495 1.0000 Uani . . . . . . C5 C 0.22442(8) 0.0936(3) -0.01727(16) 0.0439 1.0000 Uani . . . . . . C6 C 0.18532(6) 0.14303(19) 0.00250(13) 0.0327 1.0000 Uani . . . . . . C7 C 0.15215(6) 0.18392(19) -0.05656(13) 0.0315 1.0000 Uani . . . . . . C8 C 0.15255(8) 0.1685(2) -0.14338(14) 0.0406 1.0000 Uani . . . . . . C9 C 0.12083(9) 0.2104(3) -0.19682(15) 0.0428 1.0000 Uani . . . . . . C10 C 0.08735(8) 0.2706(2) -0.15901(15) 0.0391 1.0000 Uani . . . . . . C11 C 0.08481(7) 0.2876(2) -0.07343(14) 0.0325 1.0000 Uani . . . . . . C12 C 0.11708(7) 0.24362(15) -0.02058(15) 0.0267 1.0000 Uani . . . . . . C13 C 0.08462(6) 0.08568(16) 0.10142(12) 0.0268 1.0000 Uani . . . . . . C14 C 0.09870(7) -0.04083(17) 0.09247(13) 0.0322 1.0000 Uani . . . . . . C15 C 0.07040(8) -0.13951(18) 0.09445(15) 0.0395 1.0000 Uani . . . . . . C16 C 0.02814(8) -0.1232(2) 0.1036(2) 0.0530 1.0000 Uani . . . . . . C17 C 0.01435(8) 0.0009(2) 0.1118(2) 0.0491 1.0000 Uani . . . . . . C18 C 0.04097(7) 0.10619(18) 0.10975(15) 0.0341 1.0000 Uani . . . . . . C19 C 0.02831(7) 0.23960(17) 0.11865(17) 0.0342 1.0000 Uani . . . . . . C21 C 0.05357(7) 0.44913(18) 0.12461(15) 0.0360 1.0000 Uani . . . . . . C22 C 0.01376(8) 0.4978(2) 0.1342(2) 0.0496 1.0000 Uani . . . . . . C23 C -0.01973(9) 0.4148(2) 0.1342(3) 0.0591 1.0000 Uani . . . . . . C24 C -0.01234(8) 0.2853(3) 0.1264(2) 0.0549 1.0000 Uani . . . . . . C26 C 0.11405(7) 0.1600(2) 0.29444(14) 0.0359 1.0000 Uani . . . . . . C27 C 0.11855(9) 0.1737(3) 0.38029(17) 0.0477 1.0000 Uani . . . . . . C28 C 0.13478(10) 0.2875(4) 0.41420(18) 0.0545 1.0000 Uani . . . . . . C29 C 0.14763(8) 0.3817(3) 0.35862(16) 0.0496 1.0000 Uani . . . . . . C30 C 0.14396(7) 0.3589(2) 0.27325(13) 0.0338 1.0000 Uani . . . . . . C31 C 0.15876(6) 0.44736(19) 0.20994(13) 0.0329 1.0000 Uani . . . . . . C33 C 0.18636(7) 0.58910(19) 0.14196(15) 0.0359 1.0000 Uani . . . . . . C35 C 0.21045(8) 0.7063(3) 0.12069(18) 0.0439 1.0000 Uani . . . . . . F1 F -0.02712(5) 0.01735(16) 0.12272(19) 0.0875 1.0000 Uani . . . . . . F2 F 0.08473(7) -0.26100(11) 0.08748(15) 0.0555 1.0000 Uani . . . . . . F3 F 0.05554(6) 0.31306(18) -0.21012(10) 0.0579 1.0000 Uani . . . . . . F4 F 0.18462(6) 0.1072(2) -0.17942(10) 0.0697 1.0000 Uani . . . . . . F5 F 0.21362(12) 0.7218(3) 0.03858(18) 0.1053 1.0000 Uani . . . . . . F6 F 0.19250(9) 0.81026(18) 0.1450(2) 0.1093 1.0000 Uani . . . . . . F7 F 0.24854(8) 0.7041(3) 0.1501(2) 0.1177 1.0000 Uani . . . . . . H21 H 0.1973 0.1506 0.2053 0.0460 1.0000 Uiso . . . . . . H31 H 0.2643 0.0695 0.1749 0.0551 1.0000 Uiso . . . . . . H41 H 0.2820 0.0328 0.0327 0.0594 1.0000 Uiso . . . . . . H51 H 0.2313 0.0774 -0.0770 0.0528 1.0000 Uiso . . . . . . H91 H 0.1218 0.1983 -0.2588 0.0514 1.0000 Uiso . . . . . . H111 H 0.0600 0.3312 -0.0497 0.0389 1.0000 Uiso . . . . . . H141 H 0.1291 -0.0588 0.0847 0.0387 1.0000 Uiso . . . . . . H161 H 0.0084 -0.1973 0.1043 0.0636 1.0000 Uiso . . . . . . H211 H 0.0777 0.5096 0.1228 0.0432 1.0000 Uiso . . . . . . H221 H 0.0093 0.5917 0.1410 0.0595 1.0000 Uiso . . . . . . H231 H -0.0489 0.4477 0.1397 0.0712 1.0000 Uiso . . . . . . H241 H -0.0363 0.2240 0.1263 0.0661 1.0000 Uiso . . . . . . H261 H 0.1014 0.0797 0.2712 0.0431 1.0000 Uiso . . . . . . H271 H 0.1103 0.1026 0.4181 0.0572 1.0000 Uiso . . . . . . H281 H 0.1371 0.3007 0.4762 0.0654 1.0000 Uiso . . . . . . H291 H 0.1593 0.4645 0.3801 0.0595 1.0000 Uiso . . . . . . 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 Ir1 0.02261(5) 0.02460(5) 0.02375(6) -0.00098(2) 0.00053(3) 0.00163(2) N1 0.0269(8) 0.0302(7) 0.0324(9) -0.0008(6) 0.0030(6) -0.0013(6) N2 0.0288(8) 0.0341(7) 0.0364(9) 0.0015(6) 0.0057(7) -0.0014(6) N3 0.0332(9) 0.0420(9) 0.0422(10) -0.0085(7) 0.0001(8) -0.0097(7) N4 0.0245(8) 0.0243(6) 0.0324(9) -0.0005(6) 0.0018(6) 0.0023(6) N5 0.0238(8) 0.0374(9) 0.0276(9) 0.0017(6) 0.0024(6) 0.0017(5) N6 0.0256(8) 0.0330(7) 0.0280(8) -0.0004(6) -0.0006(6) 0.0046(6) C2 0.0330(11) 0.0464(11) 0.0356(12) -0.0011(8) -0.0002(8) 0.0105(8) C3 0.0321(11) 0.0609(14) 0.0446(13) -0.0010(10) -0.0045(9) 0.0140(10) C4 0.0312(12) 0.0659(15) 0.0515(16) -0.0071(12) 0.0004(11) 0.0173(10) C5 0.0329(11) 0.0613(13) 0.0377(12) -0.0047(10) 0.0070(9) 0.0153(9) C6 0.0276(9) 0.0361(8) 0.0343(11) -0.0031(7) 0.0026(7) 0.0066(7) C7 0.0293(9) 0.0354(8) 0.0297(10) -0.0011(7) 0.0007(8) 0.0029(7) C8 0.0400(12) 0.0517(12) 0.0303(11) -0.0040(8) 0.0042(9) 0.0103(9) C9 0.0476(14) 0.0551(12) 0.0258(10) -0.0030(9) 0.0018(10) 0.0070(11) C10 0.0436(12) 0.0443(10) 0.0291(10) 0.0028(8) -0.0037(9) 0.0080(9) C11 0.0322(10) 0.0341(8) 0.0310(10) -0.0009(7) -0.0016(8) 0.0056(7) C12 0.0257(9) 0.0271(9) 0.0272(9) -0.0005(6) 0.0001(7) -0.0010(6) C13 0.0318(10) 0.0243(7) 0.0243(9) 0.0014(6) 0.0000(7) 0.0020(6) C14 0.0386(10) 0.0271(8) 0.0310(10) -0.0010(6) 0.0034(8) 0.0027(7) C15 0.0521(13) 0.0230(8) 0.0435(12) 0.0015(7) 0.0058(10) 0.0025(8) C16 0.0475(14) 0.0266(9) 0.085(2) -0.0005(10) 0.0056(13) -0.0064(9) C17 0.0310(11) 0.0344(10) 0.082(2) 0.0004(11) 0.0067(11) -0.0048(8) C18 0.0295(10) 0.0254(8) 0.0476(12) -0.0012(7) 0.0027(8) 0.0003(7) C19 0.0266(9) 0.0287(8) 0.0476(12) 0.0003(7) 0.0059(8) 0.0010(6) C21 0.0294(10) 0.0251(8) 0.0535(13) -0.0020(8) 0.0023(9) 0.0015(6) C22 0.0376(13) 0.0307(10) 0.081(2) -0.0058(11) 0.0045(12) 0.0090(8) C23 0.0327(13) 0.0393(11) 0.106(3) -0.0049(14) 0.0126(14) 0.0103(9) C24 0.0279(11) 0.0363(10) 0.101(2) 0.0000(13) 0.0105(12) 0.0019(9) C26 0.0316(10) 0.0441(10) 0.0320(11) 0.0063(8) 0.0030(8) -0.0008(8) C27 0.0448(14) 0.0613(14) 0.0369(14) 0.0099(11) 0.0032(11) -0.0037(11) C28 0.0437(15) 0.0894(18) 0.0304(12) -0.0006(13) -0.0017(11) -0.0102(15) C29 0.0434(14) 0.0709(16) 0.0344(12) -0.0098(11) 0.0017(10) -0.0163(12) C30 0.0277(9) 0.0453(10) 0.0284(10) -0.0019(7) 0.0018(7) -0.0043(7) C31 0.0280(9) 0.0378(9) 0.0328(11) -0.0045(7) 0.0012(8) -0.0041(7) C33 0.0267(9) 0.0355(9) 0.0454(12) -0.0025(8) 0.0003(8) -0.0043(7) C35 0.0364(12) 0.0445(12) 0.0509(15) 0.0006(10) 0.0036(10) -0.0092(9) F1 0.0365(9) 0.0428(8) 0.184(3) -0.0003(11) 0.0223(11) -0.0081(7) F2 0.0703(12) 0.0243(6) 0.0725(12) -0.0032(5) 0.0146(9) 0.0046(5) F3 0.0601(10) 0.0782(11) 0.0344(8) -0.0002(7) -0.0146(7) 0.0255(8) F4 0.0608(10) 0.1117(15) 0.0371(8) -0.0128(9) 0.0092(7) 0.0351(10) F5 0.139(3) 0.1096(16) 0.0683(15) 0.0056(14) 0.0247(16) -0.0775(19) F6 0.117(2) 0.0364(9) 0.179(3) 0.0036(12) 0.0696(19) -0.0088(10) F7 0.0606(14) 0.1021(17) 0.187(3) 0.062(2) -0.0470(17) -0.0492(14) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ir1 . N1 . 2.1163(16) yes Ir1 . N4 . 2.0419(16) yes Ir1 . N5 . 2.175(2) yes Ir1 . N6 . 2.0468(17) yes Ir1 . C12 . 2.010(2) yes Ir1 . C13 . 2.0099(19) yes N1 . N2 . 1.357(2) yes N1 . C31 . 1.347(3) yes N2 . C33 . 1.339(3) yes N3 . C31 . 1.340(3) yes N3 . C33 . 1.340(3) yes N4 . C19 . 1.357(3) yes N4 . C21 . 1.352(2) yes N5 . C26 . 1.345(3) yes N5 . C30 . 1.357(3) yes N6 . C2 . 1.356(3) yes N6 . C6 . 1.364(3) yes C2 . C3 . 1.378(3) yes C2 . H21 . 1.000 no C3 . C4 . 1.377(4) yes C3 . H31 . 1.000 no C4 . C5 . 1.392(4) yes C4 . H41 . 1.000 no C5 . C6 . 1.397(3) yes C5 . H51 . 1.000 no C6 . C7 . 1.463(3) yes C7 . C8 . 1.396(3) yes C7 . C12 . 1.420(3) yes C8 . C9 . 1.378(4) yes C8 . F4 . 1.353(3) yes C9 . C10 . 1.395(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.383(3) yes C10 . F3 . 1.360(3) yes C11 . C12 . 1.392(3) yes C11 . H111 . 1.000 no C13 . C14 . 1.408(2) yes C13 . C18 . 1.422(3) yes C14 . C15 . 1.375(3) yes C14 . H141 . 1.000 no C15 . C16 . 1.374(4) yes C15 . F2 . 1.358(2) yes C16 . C17 . 1.381(3) yes C16 . H161 . 1.000 no C17 . C18 . 1.394(3) yes C17 . F1 . 1.353(3) yes C18 . C19 . 1.463(3) yes C19 . C24 . 1.394(3) yes C21 . C22 . 1.384(3) yes C21 . H211 . 1.000 no C22 . C23 . 1.380(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.384(4) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C26 . C27 . 1.382(4) yes C26 . H261 . 1.000 no C27 . C28 . 1.403(5) yes C27 . H271 . 1.000 no C28 . C29 . 1.398(4) yes C28 . H281 . 1.000 no C29 . C30 . 1.386(3) yes C29 . H291 . 1.000 no C30 . C31 . 1.461(3) yes C33 . C35 . 1.494(3) yes C35 . F5 . 1.328(4) yes C35 . F6 . 1.296(4) yes C35 . F7 . 1.292(4) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Ir1 . N4 . 95.08(6) yes N1 . Ir1 . N5 . 76.55(6) yes N4 . Ir1 . N5 . 87.89(7) yes N1 . Ir1 . N6 . 87.67(7) yes N4 . Ir1 . N6 . 175.51(6) yes N5 . Ir1 . N6 . 96.22(7) yes N1 . Ir1 . C12 . 100.83(7) yes N4 . Ir1 . C12 . 95.59(8) yes N5 . Ir1 . C12 . 175.85(7) yes N6 . Ir1 . C12 . 80.38(8) yes N1 . Ir1 . C13 . 170.84(7) yes N4 . Ir1 . C13 . 80.20(7) yes N5 . Ir1 . C13 . 95.33(7) yes N6 . Ir1 . C13 . 97.55(7) yes C12 . Ir1 . C13 . 87.51(8) yes Ir1 . N1 . N2 . 137.41(14) yes Ir1 . N1 . C31 . 115.26(13) yes N2 . N1 . C31 . 107.27(16) yes N1 . N2 . C33 . 102.79(17) yes C31 . N3 . C33 . 100.00(17) yes Ir1 . N4 . C19 . 116.89(12) yes Ir1 . N4 . C21 . 123.59(14) yes C19 . N4 . C21 . 119.52(17) yes Ir1 . N5 . C26 . 126.17(15) yes Ir1 . N5 . C30 . 115.38(14) yes C26 . N5 . C30 . 118.4(2) yes Ir1 . N6 . C2 . 123.75(14) yes Ir1 . N6 . C6 . 116.49(13) yes C2 . N6 . C6 . 119.67(18) yes N6 . C2 . C3 . 121.9(2) yes N6 . C2 . H21 . 119.028 no C3 . C2 . H21 . 119.024 no C2 . C3 . C4 . 119.4(2) yes C2 . C3 . H31 . 120.296 no C4 . C3 . H31 . 120.319 no C3 . C4 . C5 . 119.2(2) yes C3 . C4 . H41 . 120.393 no C5 . C4 . H41 . 120.425 no C4 . C5 . C6 . 119.9(2) yes C4 . C5 . H51 . 120.033 no C6 . C5 . H51 . 120.045 no C5 . C6 . N6 . 119.9(2) yes C5 . C6 . C7 . 126.8(2) yes N6 . C6 . C7 . 113.20(17) yes C6 . C7 . C8 . 125.39(19) yes C6 . C7 . C12 . 115.74(19) yes C8 . C7 . C12 . 118.87(19) yes C7 . C8 . C9 . 123.4(2) yes C7 . C8 . F4 . 120.4(2) yes C9 . C8 . F4 . 116.2(2) yes C8 . C9 . C10 . 115.8(2) yes C8 . C9 . H91 . 122.076 no C10 . C9 . H91 . 122.076 no C9 . C10 . C11 . 123.6(2) yes C9 . C10 . F3 . 117.3(2) yes C11 . C10 . F3 . 119.1(2) yes C10 . C11 . C12 . 119.5(2) yes C10 . C11 . H111 . 120.220 no C12 . C11 . H111 . 120.244 no C7 . C12 . C11 . 118.7(2) yes C7 . C12 . Ir1 . 114.03(16) yes C11 . C12 . Ir1 . 127.19(16) yes Ir1 . C13 . C14 . 127.82(16) yes Ir1 . C13 . C18 . 114.21(13) yes C14 . C13 . C18 . 117.97(18) yes C13 . C14 . C15 . 119.5(2) yes C13 . C14 . H141 . 120.239 no C15 . C14 . H141 . 120.222 no C14 . C15 . C16 . 123.98(19) yes C14 . C15 . F2 . 118.6(2) yes C16 . C15 . F2 . 117.4(2) yes C15 . C16 . C17 . 116.4(2) yes C15 . C16 . H161 . 121.796 no C17 . C16 . H161 . 121.782 no C16 . C17 . C18 . 123.1(2) yes C16 . C17 . F1 . 116.7(2) yes C18 . C17 . F1 . 120.3(2) yes C13 . C18 . C17 . 118.97(18) yes C13 . C18 . C19 . 115.37(17) yes C17 . C18 . C19 . 125.6(2) yes C18 . C19 . N4 . 113.33(17) yes C18 . C19 . C24 . 126.7(2) yes N4 . C19 . C24 . 119.95(18) yes N4 . C21 . C22 . 122.19(19) yes N4 . C21 . H211 . 118.907 no C22 . C21 . H211 . 118.906 no C21 . C22 . C23 . 118.9(2) yes C21 . C22 . H221 . 120.533 no C23 . C22 . H221 . 120.541 no C22 . C23 . C24 . 118.9(2) yes C22 . C23 . H231 . 120.517 no C24 . C23 . H231 . 120.539 no C19 . C24 . C23 . 120.4(2) yes C19 . C24 . H241 . 119.784 no C23 . C24 . H241 . 119.769 no N5 . C26 . C27 . 122.1(2) yes N5 . C26 . H261 . 118.963 no C27 . C26 . H261 . 118.971 no C26 . C27 . C28 . 119.9(2) yes C26 . C27 . H271 . 120.057 no C28 . C27 . H271 . 120.075 no C27 . C28 . C29 . 117.9(2) yes C27 . C28 . H281 . 121.070 no C29 . C28 . H281 . 121.049 no C28 . C29 . C30 . 119.0(2) yes C28 . C29 . H291 . 120.518 no C30 . C29 . H291 . 120.501 no C29 . C30 . N5 . 122.6(2) yes C29 . C30 . C31 . 123.5(2) yes N5 . C30 . C31 . 113.95(19) yes C30 . C31 . N1 . 118.64(17) yes C30 . C31 . N3 . 128.01(19) yes N1 . C31 . N3 . 113.30(18) yes N3 . C33 . N2 . 116.63(18) yes N3 . C33 . C35 . 121.2(2) yes N2 . C33 . C35 . 122.1(2) yes C33 . C35 . F5 . 112.3(2) yes C33 . C35 . F6 . 112.8(2) yes F5 . C35 . F6 . 103.9(3) yes C33 . C35 . F7 . 112.9(2) yes F5 . C35 . F7 . 105.2(3) yes F6 . C35 . F7 . 109.1(3) yes #===END ######################## ## denoted 1d in text ## ######################## data_1d _database_code_depnum_ccdc_archive 'CCDC 256588' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 10.2543(1) _cell_angle_alpha 90 _cell_length_b 21.6017(3) _cell_angle_beta 101.4341(6) _cell_length_c 17.3654(3) _cell_angle_gamma 90 _cell_volume 3770.27(9) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'Br ' -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328 2.9557 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'Ir ' -1.4442 7.9887 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011 11.4722 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C32 H16 Br2 Cl6 F7 Ir1 N6 ' _chemical_formula_moiety ' C32 H16 Br2 Cl6 F7 Ir1 N6 ' _chemical_compound_source ; ? ; _chemical_formula_weight 1182.25 _cell_measurement_reflns_used 64642 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27 _cell_measurement_temperature 180 _exptl_crystal_description ' needle ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_max 0.51 _exptl_crystal_density_diffrn 2.083 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2248.000 _exptl_absorpt_coefficient_mu 6.156 # Sheldrick geometric definitions 0.65 0.74 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.74 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 180 _diffrn_reflns_number 31368 _reflns_number_total 8289 _diffrn_reflns_av_R_equivalents 0.07 # Number of reflections with Friedels Law is 8289 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 10709 _diffrn_reflns_theta_min 2.026 _diffrn_reflns_theta_max 27.099 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.099 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 27 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_diff_density_min -1.61 _refine_diff_density_max 2.50 _refine_ls_number_reflns 6168 _refine_ls_number_restraints 81 _refine_ls_number_parameters 524 #_refine_ls_R_factor_ref 0.0665 _refine_ls_wR_factor_ref 0.0704 _refine_ls_goodness_of_fit_ref 1.0879 #_reflns_number_all 8263 _refine_ls_R_factor_all 0.0865 _refine_ls_wR_factor_all 0.0764 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 6168 _refine_ls_R_factor_gt 0.0665 _refine_ls_wR_factor_gt 0.0704 _refine_ls_shift/su_max 0.049689 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 A~i~ are: 3.77 1.85 3.08 0.608 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _refine_special_details ; One of the CHCl3 moleculed disordered over two postions: (C310, Cl10, cl20, cl30, H3101) and (C311, Cl11, cl21, cl31, H3111) Modelled with restrains and 0.5 occupancy at each site ; ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper R.I. (2001) CRYSTALS Issue 11. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags _atom_site_attached_hydrogens Ir1 Ir 0.20859(3) 0.128860(15) 0.858442(19) 0.0371 1.0000 Uani . . N1 N 0.0488(7) 0.1338(3) 0.7671(5) 0.0394 1.0000 Uani . . N2 N 0.2813(7) 0.2124(3) 0.8112(4) 0.0389 1.0000 Uani . . N3 N 0.3515(8) 0.1179(4) 0.9576(5) 0.0437 1.0000 Uani . . N4 N 0.3488(7) 0.0956(3) 0.7945(4) 0.0366 1.0000 Uani . . N5 N 0.4029(8) 0.0397(4) 0.7839(4) 0.0439 1.0000 Uani . . N6 N 0.5071(7) 0.1147(4) 0.7252(5) 0.0425 1.0000 Uani . . C1 C 0.078(1) 0.1732(4) 0.9117(7) 0.0477 1.0000 Uani . . C2 C 0.1041(12) 0.1974(4) 0.9885(7) 0.0535 1.0000 Uani . . C3 C 0.0064(16) 0.2323(5) 1.0130(9) 0.0736 1.0000 Uani . . C4 C -0.1151(16) 0.2453(6) 0.9661(11) 0.0848 1.0000 Uani . . C5 C -0.1355(12) 0.2216(5) 0.896(1) 0.0734 1.0000 Uani . . C6 C -0.044(1) 0.1854(5) 0.8626(8) 0.0584 1.0000 Uani . . C7 C -0.0619(9) 0.1615(4) 0.7829(7) 0.0508 1.0000 Uani . . C8 C -0.178(1) 0.1628(6) 0.724(1) 0.0714 1.0000 Uani . . C9 C -0.1820(13) 0.1366(7) 0.650(1) 0.0794 1.0000 Uani . . C10 C -0.0638(11) 0.1111(6) 0.6371(7) 0.0623 1.0000 Uani . . C11 C 0.050(1) 0.1100(5) 0.6956(6) 0.0486 1.0000 Uani . . C12 C 0.1521(9) 0.0456(4) 0.8991(5) 0.0385 1.0000 Uani . . C13 C 0.0395(11) 0.0125(5) 0.8667(6) 0.0504 1.0000 Uani . . C14 C 0.0181(12) -0.0431(5) 0.9022(7) 0.0597 1.0000 Uani . . C15 C 0.0980(16) -0.0669(6) 0.9644(8) 0.0732 1.0000 Uani . . C16 C 0.2117(13) -0.0342(5) 0.9968(7) 0.0595 1.0000 Uani . . C17 C 0.2403(11) 0.0237(5) 0.9651(6) 0.0507 1.0000 Uani . . C18 C 0.3509(9) 0.0636(4) 0.9978(5) 0.0418 1.0000 Uani . . C19 C 0.4491(12) 0.0530(6) 1.0651(6) 0.0611 1.0000 Uani . . C20 C 0.5398(13) 0.0956(7) 1.0905(6) 0.0692 1.0000 Uani . . C21 C 0.541(1) 0.1511(6) 1.0524(7) 0.0560 1.0000 Uani . . C22 C 0.446(1) 0.1607(5) 0.9834(6) 0.0519 1.0000 Uani . . C23 C 0.238(1) 0.2704(4) 0.8196(6) 0.0471 1.0000 Uani . . C24 C 0.2833(13) 0.3199(5) 0.7823(7) 0.0579 1.0000 Uani . . C25 C 0.3739(14) 0.3109(5) 0.7358(8) 0.0682 1.0000 Uani . . C26 C 0.4228(11) 0.2506(5) 0.7284(7) 0.0538 1.0000 Uani . . C27 C 0.3730(9) 0.2036(4) 0.7648(5) 0.0403 1.0000 Uani . . C28 C 0.4107(8) 0.1396(4) 0.7594(5) 0.0381 1.0000 Uani . . C29 C 0.4980(9) 0.0558(4) 0.7428(5) 0.0425 1.0000 Uani . . C30 C 0.5897(11) 0.0087(5) 0.7198(6) 0.0534 1.0000 Uani . . F1 F 0.0344(9) 0.2520(3) 1.0926(6) 0.0926 1.0000 Uani . . F2 F -0.2588(9) 0.2317(5) 0.8488(8) 0.1126 1.0000 Uani . . F3 F -0.0977(6) -0.0798(2) 0.8701(3) 0.0507 1.0000 Uani . . F4 F 0.292(1) -0.0587(4) 1.0585(5) 0.0850 1.0000 Uani . . F5 F 0.5507(9) -0.0482(3) 0.7257(7) 0.1002 1.0000 Uani . . F6 F 0.6172(9) 0.0191(4) 0.6510(4) 0.0860 1.0000 Uani . . F7 F 0.7099(8) 0.0126(6) 0.7679(6) 0.1092 1.0000 Uani . . Br1 Br 0.66175(13) 0.21456(9) 1.08772(8) 0.0841 1.0000 Uani . . Br2 Br -0.05742(16) 0.08050(7) 0.53737(8) 0.0832 1.0000 Uani . . C32 C 0.4141(4) 0.3835(2) 1.0358(2) 0.0943 1.0000 Uani DU . Cl4 Cl 0.5158(5) 0.3744(2) 0.9659(3) 0.0974 1.0000 Uani DU . Cl5 Cl 0.3259(5) 0.4535(2) 1.0189(3) 0.1086 1.0000 Uani DU . Cl6 Cl 0.3013(4) 0.32083(19) 1.0293(2) 0.0920 1.0000 Uani DU . C310 C 0.1274(9) -0.0943(4) 0.7252(5) 0.1058 0.5000 Uani DU . Cl10 Cl 0.2610(9) -0.1079(5) 0.6766(6) 0.1072 0.5000 Uani DU . Cl20 Cl 0.0710(12) -0.1646(5) 0.7565(8) 0.1055 0.5000 Uani DU . Cl30 Cl -0.0035(11) -0.0567(5) 0.6611(7) 0.1041 0.5000 Uani DU . C311 C 0.1032(11) -0.0807(6) 0.7180(7) 0.1499 0.5000 Uani DU . Cl11 Cl 0.233(1) -0.0760(8) 0.666(1) 0.1526 0.5000 Uani DU . Cl21 Cl 0.1007(14) -0.1544(9) 0.7593(13) 0.1509 0.5000 Uani DU . Cl31 Cl -0.050(1) -0.0660(8) 0.6537(11) 0.1441 0.5000 Uani DU . H21 H 0.1913 0.1896 1.0246 0.0695 1.0000 Uiso . . H41 H -0.1833 0.2713 0.9847 0.1117 1.0000 Uiso . . H81 H -0.2603 0.1831 0.7350 0.0859 1.0000 Uiso . . H91 H -0.2652 0.1360 0.6089 0.0924 1.0000 Uiso . . H111 H 0.1333 0.0913 0.6846 0.0581 1.0000 Uiso . . H131 H -0.0242 0.0279 0.8194 0.0620 1.0000 Uiso . . H151 H 0.0768 -0.1072 0.9873 0.0950 1.0000 Uiso . . H191 H 0.4505 0.0129 1.0940 0.0744 1.0000 Uiso . . H201 H 0.6091 0.0872 1.1386 0.0843 1.0000 Uiso . . H221 H 0.4486 0.1997 0.9527 0.0640 1.0000 Uiso . . H231 H 0.1715 0.2777 0.8537 0.0579 1.0000 Uiso . . H241 H 0.2495 0.3625 0.7894 0.0730 1.0000 Uiso . . H251 H 0.4053 0.3465 0.7073 0.0881 1.0000 Uiso . . H261 H 0.4929 0.2429 0.6969 0.0687 1.0000 Uiso . . H3101 H 0.1590 -0.0673 0.7720 0.1265 0.5000 Uiso . . H3111 H 0.1174 -0.0491 0.7609 0.1754 0.5000 Uiso . . H321 H 0.4714 0.3843 1.0896 0.1142 1.0000 Uiso . . 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 Ir1 0.03918(18) 0.03602(17) 0.03911(17) 0.00301(15) 0.01529(11) 0.00606(15) N1 0.041(4) 0.025(3) 0.053(4) 0.006(3) 0.012(3) -0.002(3) N2 0.039(4) 0.038(4) 0.043(4) -0.006(3) 0.016(3) -0.001(3) N3 0.043(4) 0.047(5) 0.045(4) -0.003(3) 0.018(3) 0.002(3) N4 0.046(4) 0.029(3) 0.037(3) 0.003(3) 0.013(3) 0.007(3) N5 0.055(4) 0.044(4) 0.038(4) 0.007(3) 0.019(3) 0.014(3) N6 0.038(4) 0.049(5) 0.044(4) -0.006(3) 0.016(3) 0.003(3) C1 0.050(5) 0.031(4) 0.072(6) 0.003(4) 0.036(5) 0.006(4) C2 0.072(7) 0.035(5) 0.067(6) -0.008(4) 0.046(6) -0.003(4) C3 0.108(11) 0.043(6) 0.092(9) -0.009(6) 0.072(9) -0.006(6) C4 0.10(1) 0.053(7) 0.131(13) -0.006(8) 0.08(1) 0.017(7) C5 0.056(7) 0.046(6) 0.133(12) 0.007(7) 0.056(8) 0.010(5) C6 0.048(5) 0.041(5) 0.098(8) 0.012(5) 0.041(6) 0.010(4) C7 0.029(4) 0.039(5) 0.087(7) 0.016(5) 0.017(4) -0.003(3) C8 0.034(5) 0.064(7) 0.117(11) 0.031(7) 0.016(6) 0.012(5) C9 0.053(7) 0.08(1) 0.094(11) 0.032(8) -0.003(7) -0.015(6) C10 0.052(6) 0.060(6) 0.069(7) 0.019(5) -0.002(5) -0.017(5) C11 0.055(5) 0.040(4) 0.050(5) 0.007(4) 0.009(4) -0.011(4) C12 0.043(4) 0.041(4) 0.037(4) 0.001(3) 0.020(4) 0.000(4) C13 0.059(6) 0.043(5) 0.053(5) 0.010(4) 0.020(5) 0.003(4) C14 0.062(6) 0.050(6) 0.076(7) 0.003(5) 0.034(6) 0.002(5) C15 0.114(11) 0.047(6) 0.076(8) 0.028(6) 0.062(8) 0.028(7) C16 0.081(8) 0.050(6) 0.057(6) 0.011(5) 0.038(6) 0.006(6) C17 0.062(6) 0.050(5) 0.049(5) 0.006(4) 0.031(5) 0.014(5) C18 0.050(5) 0.046(5) 0.034(4) 0.002(3) 0.019(4) 0.006(4) C19 0.065(7) 0.074(8) 0.047(5) 0.004(5) 0.018(5) 0.010(6) C20 0.073(7) 0.11(1) 0.033(5) -0.013(6) 0.018(5) 0.011(7) C21 0.037(5) 0.070(7) 0.063(6) -0.017(5) 0.014(4) -0.002(4) C22 0.054(6) 0.062(6) 0.044(5) -0.011(4) 0.020(4) -0.006(5) C23 0.050(5) 0.033(4) 0.062(6) -0.008(4) 0.020(4) -0.000(4) C24 0.082(7) 0.033(5) 0.067(6) -0.004(4) 0.036(6) -0.005(5) C25 0.093(9) 0.032(5) 0.096(9) -0.004(5) 0.057(7) -0.021(5) C26 0.066(6) 0.042(5) 0.064(6) -0.011(4) 0.038(5) -0.012(5) C27 0.041(4) 0.044(5) 0.038(4) -0.006(4) 0.014(4) -0.003(4) C28 0.038(4) 0.051(5) 0.029(4) -0.002(3) 0.015(3) -0.000(3) C29 0.050(5) 0.045(5) 0.034(4) 0.009(4) 0.013(4) 0.013(4) C30 0.058(6) 0.053(6) 0.056(6) 0.002(4) 0.026(5) 0.017(5) F1 0.120(6) 0.059(4) 0.127(7) -0.039(4) 0.093(6) -0.008(4) F2 0.068(5) 0.093(7) 0.192(11) 0.002(7) 0.063(6) 0.025(4) F3 0.073(4) 0.027(2) 0.061(3) 0.007(2) 0.035(3) -0.021(2) F4 0.117(6) 0.073(5) 0.070(5) 0.023(4) 0.029(4) 0.005(4) F5 0.116(7) 0.040(4) 0.171(9) 0.008(4) 0.092(7) 0.021(4) F6 0.116(6) 0.088(5) 0.068(4) 0.013(4) 0.052(4) 0.045(5) F7 0.061(5) 0.151(9) 0.113(7) -0.026(6) 0.010(5) 0.044(5) Br1 0.0623(7) 0.1258(13) 0.0652(7) -0.0188(8) 0.0151(6) -0.0297(8) Br2 0.098(1) 0.0735(8) 0.0636(7) 0.0055(6) -0.0181(7) -0.0107(7) C32 0.096(2) 0.096(2) 0.094(2) 0.006(2) 0.0251(19) -0.0255(19) Cl4 0.102(2) 0.113(3) 0.081(2) 0.0016(19) 0.0264(18) -0.022(2) Cl5 0.105(2) 0.099(2) 0.119(3) 0.013(2) 0.017(2) -0.015(2) Cl6 0.096(2) 0.088(2) 0.093(2) 0.0030(18) 0.0202(18) -0.0320(18) C310 0.120(5) 0.093(4) 0.103(4) 0.007(3) 0.019(4) 0.029(4) Cl10 0.118(5) 0.097(4) 0.106(5) 0.004(4) 0.019(4) 0.022(4) Cl20 0.119(5) 0.093(4) 0.104(5) 0.009(4) 0.019(4) 0.031(4) Cl30 0.124(5) 0.089(4) 0.099(5) 0.009(4) 0.021(4) 0.032(4) C311 0.106(5) 0.151(7) 0.182(9) 0.086(7) 0.001(5) -0.003(5) Cl11 0.104(5) 0.155(7) 0.187(9) 0.081(7) -0.000(5) -0.007(5) Cl21 0.109(5) 0.149(7) 0.183(9) 0.085(7) 0.001(5) 0.003(5) Cl31 0.102(5) 0.147(7) 0.175(9) 0.092(7) 0.006(5) -0.004(5) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ir1 . C12 . 2.056(9) yes Ir1 . C1 . 2.012(9) yes Ir1 . N4 . 2.109(7) yes Ir1 . N3 . 2.042(8) yes Ir1 . N2 . 2.175(8) yes Ir1 . N1 . 2.046(8) yes N1 . C11 . 1.345(13) yes N1 . C7 . 1.358(12) yes N2 . C27 . 1.368(11) yes N2 . C23 . 1.346(12) yes N3 . C22 . 1.349(13) yes N3 . C18 . 1.366(12) yes N4 . C28 . 1.353(11) yes N4 . N5 . 1.36(1) yes N5 . C29 . 1.362(12) yes N6 . C29 . 1.318(12) yes N6 . C28 . 1.361(11) yes C1 . C6 . 1.396(16) yes C1 . C2 . 1.408(15) yes C2 . H21 . 1.000 no C2 . C3 . 1.387(15) yes C3 . F1 . 1.419(16) yes C3 . C4 . 1.38(2) yes C4 . H41 . 1.000 no C4 . C5 . 1.30(2) yes C5 . F2 . 1.383(18) yes C5 . C6 . 1.429(15) yes C6 . C7 . 1.455(17) yes C7 . C8 . 1.413(17) yes C8 . H81 . 1.000 no C8 . C9 . 1.39(2) yes C9 . H91 . 1.000 no C9 . C10 . 1.39(2) yes C10 . Br2 . 1.868(14) yes C10 . C11 . 1.384(15) yes C11 . H111 . 1.000 no C12 . C17 . 1.394(14) yes C12 . C13 . 1.381(14) yes C13 . H131 . 1.000 no C13 . C14 . 1.386(15) yes C14 . F3 . 1.445(13) yes C14 . C15 . 1.324(19) yes C15 . H151 . 1.000 no C15 . C16 . 1.38(2) yes C16 . F4 . 1.326(15) yes C16 . C17 . 1.421(15) yes C17 . C18 . 1.448(15) yes C18 . C19 . 1.402(15) yes C19 . H191 . 1.000 no C19 . C20 . 1.320(19) yes C20 . H201 . 1.000 no C20 . C21 . 1.370(19) yes C21 . Br1 . 1.869(11) yes C21 . C22 . 1.401(16) yes C22 . H221 . 1.000 no C23 . H231 . 1.000 no C23 . C24 . 1.378(14) yes C24 . H241 . 1.000 no C24 . C25 . 1.360(16) yes C25 . H251 . 1.000 no C25 . C26 . 1.410(16) yes C26 . H261 . 1.000 no C26 . C27 . 1.349(14) yes C27 . C28 . 1.443(13) yes C29 . C30 . 1.491(13) yes C30 . F7 . 1.348(14) yes C30 . F6 . 1.301(12) yes C30 . F5 . 1.304(14) yes C32 . H321 . 1.000 no C32 . Cl6 . 1.771(5) yes C32 . Cl5 . 1.756(6) yes C32 . Cl4 . 1.760(6) yes C310 . H3101 . 1.000 no C310 . Cl30 . 1.763(8) yes C310 . Cl20 . 1.749(9) yes C310 . Cl10 . 1.770(9) yes C311 . H3111 . 1.000 no C311 . Cl31 . 1.768(9) yes C311 . Cl21 . 1.748(9) yes C311 . Cl11 . 1.754(9) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C12 . Ir1 . C1 . 90.0(3) yes C12 . Ir1 . N4 . 98.7(3) yes C1 . Ir1 . N4 . 171.2(3) yes C12 . Ir1 . N3 . 79.2(3) yes C1 . Ir1 . N3 . 95.7(4) yes N4 . Ir1 . N3 . 87.4(3) yes C12 . Ir1 . N2 . 175.0(3) yes C1 . Ir1 . N2 . 95.0(3) yes N4 . Ir1 . N2 . 76.3(3) yes N3 . Ir1 . N2 . 99.9(3) yes C12 . Ir1 . N1 . 94.3(3) yes C1 . Ir1 . N1 . 80.1(4) yes N4 . Ir1 . N1 . 97.7(3) yes N3 . Ir1 . N1 . 172.4(3) yes N2 . Ir1 . N1 . 86.9(3) yes C11 . N1 . C7 . 120.9(9) yes C11 . N1 . Ir1 . 123.0(7) yes C7 . N1 . Ir1 . 116.1(7) yes C27 . N2 . C23 . 118.3(8) yes C27 . N2 . Ir1 . 115.7(6) yes C23 . N2 . Ir1 . 125.9(6) yes C22 . N3 . C18 . 119.7(9) yes C22 . N3 . Ir1 . 123.3(7) yes C18 . N3 . Ir1 . 117.0(6) yes C28 . N4 . N5 . 108.8(7) yes C28 . N4 . Ir1 . 115.3(5) yes N5 . N4 . Ir1 . 135.6(6) yes C29 . N5 . N4 . 101.5(7) yes C29 . N6 . C28 . 100.9(8) yes C6 . C1 . C2 . 119.1(9) yes C6 . C1 . Ir1 . 114.1(8) yes C2 . C1 . Ir1 . 126.5(8) yes H21 . C2 . C3 . 120.609 no H21 . C2 . C1 . 120.608 no C3 . C2 . C1 . 118.8(12) yes F1 . C3 . C4 . 120.1(11) yes F1 . C3 . C2 . 116.3(14) yes C4 . C3 . C2 . 123.5(13) yes H41 . C4 . C5 . 122.126 no H41 . C4 . C3 . 122.128 no C5 . C4 . C3 . 115.7(11) yes F2 . C5 . C6 . 116.1(14) yes F2 . C5 . C4 . 117.0(11) yes C6 . C5 . C4 . 126.9(14) yes C7 . C6 . C1 . 116.2(8) yes C7 . C6 . C5 . 127.8(12) yes C1 . C6 . C5 . 115.9(12) yes C8 . C7 . N1 . 118.8(11) yes C8 . C7 . C6 . 127.8(10) yes N1 . C7 . C6 . 113.4(9) yes H81 . C8 . C9 . 119.239 no H81 . C8 . C7 . 119.236 no C9 . C8 . C7 . 121.5(11) yes H91 . C9 . C10 . 121.744 no H91 . C9 . C8 . 121.744 no C10 . C9 . C8 . 116.5(11) yes Br2 . C10 . C11 . 119.7(10) yes Br2 . C10 . C9 . 118.9(10) yes C11 . C10 . C9 . 121.3(13) yes H111 . C11 . N1 . 119.608 no H111 . C11 . C10 . 119.608 no N1 . C11 . C10 . 120.8(11) yes C17 . C12 . C13 . 120.9(9) yes C17 . C12 . Ir1 . 113.5(7) yes C13 . C12 . Ir1 . 125.7(7) yes H131 . C13 . C14 . 121.266 no H131 . C13 . C12 . 121.266 no C14 . C13 . C12 . 117.5(10) yes F3 . C14 . C15 . 115.5(11) yes F3 . C14 . C13 . 119.6(10) yes C15 . C14 . C13 . 124.9(12) yes H151 . C15 . C16 . 121.015 no H151 . C15 . C14 . 121.016 no C16 . C15 . C14 . 118.0(11) yes F4 . C16 . C17 . 121.5(12) yes F4 . C16 . C15 . 117.6(10) yes C17 . C16 . C15 . 120.9(11) yes C18 . C17 . C12 . 116.8(9) yes C18 . C17 . C16 . 125.3(10) yes C12 . C17 . C16 . 117.9(11) yes C19 . C18 . N3 . 119.4(10) yes C19 . C18 . C17 . 127.4(9) yes N3 . C18 . C17 . 113.2(8) yes H191 . C19 . C20 . 119.769 no H191 . C19 . C18 . 119.768 no C20 . C19 . C18 . 120.5(12) yes H201 . C20 . C21 . 119.323 no H201 . C20 . C19 . 119.323 no C21 . C20 . C19 . 121.4(11) yes Br1 . C21 . C22 . 118.3(9) yes Br1 . C21 . C20 . 123.5(9) yes C22 . C21 . C20 . 118.2(10) yes H221 . C22 . N3 . 119.568 no H221 . C22 . C21 . 119.568 no N3 . C22 . C21 . 120.9(10) yes H231 . C23 . C24 . 119.280 no H231 . C23 . N2 . 119.280 no C24 . C23 . N2 . 121.4(9) yes H241 . C24 . C25 . 119.938 no H241 . C24 . C23 . 119.938 no C25 . C24 . C23 . 120.1(10) yes H251 . C25 . C26 . 120.581 no H251 . C25 . C24 . 120.581 no C26 . C25 . C24 . 118.8(9) yes H261 . C26 . C27 . 120.680 no H261 . C26 . C25 . 120.680 no C27 . C26 . C25 . 118.6(9) yes C28 . C27 . C26 . 124.1(8) yes C28 . C27 . N2 . 113.4(8) yes C26 . C27 . N2 . 122.6(9) yes N4 . C28 . N6 . 111.4(8) yes N4 . C28 . C27 . 119.2(7) yes N6 . C28 . C27 . 129.3(8) yes C30 . C29 . N6 . 121.3(8) yes C30 . C29 . N5 . 121.5(8) yes N6 . C29 . N5 . 117.3(8) yes F7 . C30 . F6 . 102.7(10) yes F7 . C30 . F5 . 105.4(10) yes F6 . C30 . F5 . 111.1(10) yes F7 . C30 . C29 . 109.9(9) yes F6 . C30 . C29 . 113.1(9) yes F5 . C30 . C29 . 113.8(9) yes H321 . C32 . Cl6 . 109.089 no H321 . C32 . Cl5 . 109.136 no Cl6 . C32 . Cl5 . 109.8(1) yes H321 . C32 . Cl4 . 109.115 no Cl6 . C32 . Cl4 . 109.8(1) yes Cl5 . C32 . Cl4 . 109.8(1) yes H3101 . C310 . Cl30 . 109.131 no H3101 . C310 . Cl20 . 109.151 no H3101 . C310 . Cl10 . 109.089 no Cl30 . C310 . Cl20 . 109.8(1) yes Cl30 . C310 . Cl10 . 109.8(1) yes Cl20 . C310 . Cl10 . 109.8(1) yes H3111 . C311 . Cl31 . 109.105 no H3111 . C311 . Cl21 . 109.159 no Cl31 . C311 . Cl21 . 109.8(1) yes H3111 . C311 . Cl11 . 109.123 no Cl31 . C311 . Cl11 . 109.8(1) yes Cl21 . C311 . Cl11 . 109.8(1) yes #===END