#------------------------------------------------------------------------------ #$Date: 2016-02-16 01:10:39 +0000 (Tue, 16 Feb 2016) $ #$Revision: 176453 $ #$URL: svn://www.crystallography.net/cod/cif/7/10/02/7100245.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_7100245 loop_ _publ_author_name 'Andy Holmes' 'Richard M. W. Friend' 'Anna Hayer' 'K. Anna' 'Chris S.K. Mak' 'Sofia I. Pascu' 'S.E. Watkins' _publ_section_title ; Blue-to-green electrophosphorescence of iridium-based cyclometallated materials ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/b508695g _journal_year 2005 _chemical_formula_moiety ' C32 H16 Br2 Cl6 F7 Ir1 N6 ' _chemical_formula_sum 'C32 H16 Br2 Cl6 F7 Ir N6' _chemical_formula_weight 1182.25 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90 _cell_angle_beta 101.4341(6) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.2543(1) _cell_length_b 21.6017(3) _cell_length_c 17.3654(3) _cell_measurement_temperature 180 _cell_volume 3770.27(9) _diffrn_ambient_temperature 180 _exptl_crystal_density_diffrn 2.083 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum ' C32 H16 Br2 Cl6 F7 Ir1 N6 ' _cod_database_code 7100245 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 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) 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