# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Sarim Dastgir' _publ_contact_author_email SARIM.DASTGIR@LMH.OXON.ORG _publ_section_title ; Stable Crystalline Annulated Diaminocarbenes: Coordination with Rhodium (I), Iridium (I) and Catalytic Hydroformylation Studies. ; loop_ _publ_author_name 'Sarim Dastgir Dastgir' 'Karl Coleman' 'Andrew R. Cowley' 'Malcolm L. H. Green' # Attachment 'data_(eta-4-1,5-COD)Ir(BIAN-SIPr)(Py)_8b.cif' data_(COD)Ir(BIAN-SIPr)(Py)_8b _database_code_depnum_ccdc_archive 'CCDC 719727' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'CRYSTALS (Watkin et al, 2001)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _chemical_absolute_configuration ad _refine_ls_matrix_type full _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The hydrogen atoms of the coordinated alkene groups were located in a difference Fourier map and their coordinates and isotropic displacement parameters subsequently refined, with C-H distances restrained to 1.00(5) \%A and similarity restraints applied between the hydrogen displacement parameters and those of the parent C atoms. All other hydrogen atoms were positioned geometrically. ; #============================================================= _cell_length_a 18.6624(3) _cell_angle_alpha 90 _cell_length_b 15.6085(2) _cell_angle_beta 90.0100(6) _cell_length_c 16.6277(3) _cell_angle_gamma 90 _cell_volume 4843.52(13) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,y+1/2,z x,-y,z+1/2 x+1/2,-y+1/2,z+1/2 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 '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 '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 '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 'P ' 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C51 H61 Cl2 F6 Ir N3 P ' _chemical_formula_moiety ' C50 H59 Ir N3, F6 P, C H2 Cl2 ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 1124.15 _cell_measurement_reflns_used 22099 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_max 0.24 _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 2.961 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.49 _exptl_absorpt_correction_T_max 0.70 # Sheldrick geometric definitions 0.62 0.70 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 22099 _reflns_number_total 10370 #10569 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_theta_min 5.096 _diffrn_reflns_theta_max 27.479 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.479 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -24 _reflns_limit_h_max 24 _reflns_limit_k_min 0 _reflns_limit_k_max 20 _reflns_limit_l_min -21 _reflns_limit_l_max 21 _refine_diff_density_min -1.48 _refine_diff_density_max 1.80 _refine_ls_number_reflns 9261 _refine_ls_number_restraints 10 _refine_ls_number_parameters 594 #_refine_ls_R_factor_ref 0.0378 _refine_ls_wR_factor_ref 0.0423 _refine_ls_goodness_of_fit_ref 1.1069 #_reflns_number_all 10370 _refine_ls_R_factor_all 0.0450 _refine_ls_wR_factor_all 0.0525 # 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 9261 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_gt 0.0423 _refine_ls_shift/su_max 0.009076 _refine_ls_abs_structure_Flack 0.384(8) _refine_ls_abs_structure_details 'Flack, 4865 Friedel-pairs' _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: 1.68 -0.207 0.695 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 Ir1 Ir 0.33221(5) 0.414981(11) 0.23977(6) 0.0172 1.0000 Uani . . C1 C 0.3391(3) 0.2837(3) 0.2138(3) 0.0128 1.0000 Uani . . N1 N 0.3267(2) 0.2243(3) 0.2710(3) 0.0163 1.0000 Uani . . C2 C 0.2988(3) 0.1415(4) 0.2383(3) 0.0174 1.0000 Uani . . C3 C 0.3157(3) 0.1513(4) 0.1483(3) 0.0174 1.0000 Uani . . N2 N 0.3327(4) 0.2434(4) 0.1406(3) 0.0132 1.0000 Uani . . C4 C 0.3388(3) 0.0607(4) 0.2637(3) 0.0203 1.0000 Uani . . C5 C 0.3325(4) 0.0098(4) 0.3317(4) 0.0305 1.0000 Uani . . C6 C 0.3739(5) -0.0670(4) 0.3335(4) 0.0337 1.0000 Uani . . C7 C 0.4199(5) -0.0905(5) 0.2704(5) 0.0407 1.0000 Uani . . C8 C 0.3743(3) 0.0872(4) 0.1317(4) 0.0250 1.0000 Uani . . C9 C 0.4136(4) 0.0675(4) 0.0633(4) 0.0338 1.0000 Uani . . C10 C 0.4592(5) -0.0039(5) 0.0665(5) 0.0444 1.0000 Uani . . C11 C 0.4659(5) -0.0562(5) 0.1325(5) 0.0402 1.0000 Uani . . C12 C 0.4254(4) -0.0385(4) 0.2017(4) 0.0295 1.0000 Uani . . C13 C 0.3820(3) 0.0349(4) 0.1996(4) 0.0218 1.0000 Uani . . C14 C 0.3411(5) 0.2288(5) 0.3577(5) 0.0206 1.0000 Uani . . C15 C 0.2864(4) 0.2457(5) 0.4093(4) 0.0253 1.0000 Uani . . C16 C 0.3021(4) 0.2472(5) 0.4914(3) 0.0292 1.0000 Uani . . C17 C 0.3708(4) 0.2306(5) 0.5187(4) 0.0288 1.0000 Uani . . C18 C 0.4245(4) 0.2138(5) 0.4664(4) 0.0241 1.0000 Uani . . C19 C 0.4122(3) 0.2098(4) 0.3829(4) 0.0212 1.0000 Uani . . C20 C 0.2089(3) 0.2594(5) 0.3824(4) 0.0274 1.0000 Uani . . C21 C 0.1636(4) 0.1798(6) 0.4042(5) 0.0403 1.0000 Uani . . C22 C 0.1770(4) 0.3406(6) 0.4199(5) 0.0430 1.0000 Uani . . C23 C 0.4737(3) 0.1860(4) 0.3270(3) 0.0196 1.0000 Uani . . C24 C 0.5086(3) 0.1007(4) 0.3515(4) 0.0293 1.0000 Uani . . C25 C 0.5314(3) 0.2557(5) 0.3252(5) 0.0319 1.0000 Uani . . C26 C 0.3584(4) 0.2709(5) 0.0617(4) 0.0194 1.0000 Uani . . C27 C 0.3086(3) 0.2685(4) -0.0022(4) 0.0186 1.0000 Uani . . C28 C 0.3334(4) 0.2837(4) -0.0805(4) 0.0278 1.0000 Uani . . C29 C 0.4049(4) 0.3013(5) -0.0947(4) 0.0324 1.0000 Uani . . C30 C 0.4529(4) 0.3041(4) -0.0316(4) 0.0288 1.0000 Uani . . C31 C 0.4303(3) 0.2891(4) 0.0482(4) 0.0218 1.0000 Uani . . C32 C 0.2279(4) 0.2516(5) 0.0097(4) 0.0249 1.0000 Uani . . C33 C 0.2070(4) 0.1663(5) -0.0311(4) 0.0377 1.0000 Uani . . C34 C 0.1827(4) 0.3254(5) -0.0253(5) 0.0383 1.0000 Uani . . C35 C 0.4867(4) 0.2927(5) 0.1149(4) 0.0270 1.0000 Uani . . C36 C 0.5432(4) 0.2227(6) 0.1056(5) 0.0475 1.0000 Uani . . C37 C 0.5214(5) 0.3803(6) 0.1156(5) 0.0469 1.0000 Uani . . C38 C 0.2266(4) 0.4025(4) 0.1884(5) 0.0251 1.0000 Uani D U C39 C 0.2725(4) 0.4371(6) 0.1299(4) 0.0258 1.0000 Uani D U C40 C 0.2699(5) 0.5319(5) 0.1059(5) 0.0430 1.0000 Uani . . C41 C 0.3195(5) 0.5879(5) 0.1534(5) 0.0421 1.0000 Uani . . C42 C 0.3318(8) 0.5545(3) 0.2344(9) 0.0267 1.0000 Uani D U C43 C 0.2821(4) 0.5273(4) 0.2922(4) 0.0256 1.0000 Uani D U C44 C 0.2018(4) 0.5324(5) 0.2766(5) 0.0400 1.0000 Uani . . C45 C 0.1707(4) 0.4545(6) 0.2312(5) 0.0379 1.0000 Uani . . N3 N 0.4160(4) 0.4310(4) 0.3236(4) 0.0236 1.0000 Uani . . C46 C 0.4063(4) 0.4142(4) 0.4031(4) 0.0285 1.0000 Uani . . C47 C 0.4584(4) 0.4303(4) 0.4614(5) 0.0374 1.0000 Uani . . C48 C 0.5220(4) 0.4663(5) 0.4381(5) 0.0399 1.0000 Uani . . C49 C 0.5325(4) 0.4872(5) 0.3576(5) 0.0392 1.0000 Uani . . C50 C 0.4773(4) 0.4679(5) 0.3027(5) 0.0309 1.0000 Uani . . P1 P 0.05379(11) 0.18889(14) 0.17722(13) 0.0367 1.0000 Uani . . F1 F 0.0306(7) 0.1032(5) 0.1396(6) 0.1436 1.0000 Uani . . F2 F 0.0681(4) 0.2779(5) 0.2209(7) 0.1193 1.0000 Uani . . F3 F 0.0552(5) 0.2376(7) 0.0964(5) 0.1206 1.0000 Uani . . F4 F 0.0439(5) 0.1493(7) 0.2623(5) 0.1197 1.0000 Uani . . F5 F 0.1362(3) 0.1770(6) 0.1784(5) 0.0932 1.0000 Uani . . F6 F -0.0303(3) 0.2137(5) 0.1787(5) 0.0898 1.0000 Uani . . C51 C 0.7487(8) 0.3937(10) 0.1626(12) 0.0932 1.0000 Uani . . Cl1 Cl 0.69265(18) 0.4771(2) 0.1510(3) 0.1090 1.0000 Uani . . Cl2 Cl 0.71701(18) 0.3019(2) 0.2107(2) 0.0891 1.0000 Uani . . H1 H 0.213(4) 0.342(3) 0.185(4) 0.018(4) 1.0000 Uiso D U H2 H 0.295(4) 0.390(4) 0.098(4) 0.028(4) 1.0000 Uiso D U H3 H 0.367(3) 0.577(4) 0.273(4) 0.021(4) 1.0000 Uiso D U H4 H 0.293(4) 0.532(5) 0.353(3) 0.025(4) 1.0000 Uiso D U H21 H 0.2482 0.1334 0.2565 0.0209 1.0000 Uiso . . H31 H 0.2777 0.1385 0.1075 0.0209 1.0000 Uiso . . H51 H 0.3004 0.0261 0.3774 0.0366 1.0000 Uiso . . H61 H 0.3702 -0.1054 0.3814 0.0405 1.0000 Uiso . . H71 H 0.4487 -0.1443 0.2743 0.0488 1.0000 Uiso . . H91 H 0.4095 0.1029 0.0134 0.0406 1.0000 Uiso . . H101 H 0.4886 -0.0175 0.0179 0.0533 1.0000 Uiso . . H111 H 0.4993 -0.1063 0.1312 0.0482 1.0000 Uiso . . H161 H 0.2633 0.2604 0.5309 0.0351 1.0000 Uiso . . H171 H 0.3807 0.2309 0.5778 0.0346 1.0000 Uiso . . H181 H 0.4741 0.2040 0.4874 0.0289 1.0000 Uiso . . H201 H 0.2082 0.2674 0.3228 0.0329 1.0000 Uiso . . H211 H 0.1130 0.1889 0.3865 0.0484 1.0000 Uiso . . H212 H 0.1649 0.1706 0.4637 0.0484 1.0000 Uiso . . H213 H 0.1837 0.1283 0.3763 0.0484 1.0000 Uiso . . H221 H 0.1264 0.3478 0.4012 0.0516 1.0000 Uiso . . H222 H 0.1778 0.3356 0.4799 0.0516 1.0000 Uiso . . H223 H 0.2059 0.3915 0.4031 0.0516 1.0000 Uiso . . H231 H 0.4523 0.1800 0.2721 0.0235 1.0000 Uiso . . H241 H 0.5486 0.0871 0.3136 0.0352 1.0000 Uiso . . H242 H 0.5278 0.1055 0.4074 0.0352 1.0000 Uiso . . H243 H 0.4720 0.0539 0.3494 0.0352 1.0000 Uiso . . H251 H 0.5708 0.2379 0.2880 0.0383 1.0000 Uiso . . H252 H 0.5512 0.2639 0.3805 0.0383 1.0000 Uiso . . H253 H 0.5100 0.3106 0.3058 0.0383 1.0000 Uiso . . H281 H 0.2990 0.2818 -0.1266 0.0334 1.0000 Uiso . . H291 H 0.4218 0.3120 -0.1508 0.0389 1.0000 Uiso . . H301 H 0.5045 0.3169 -0.0425 0.0345 1.0000 Uiso . . H321 H 0.2180 0.2478 0.0687 0.0299 1.0000 Uiso . . H331 H 0.1546 0.1556 -0.0233 0.0453 1.0000 Uiso . . H332 H 0.2177 0.1697 -0.0900 0.0453 1.0000 Uiso . . H333 H 0.2351 0.1184 -0.0066 0.0453 1.0000 Uiso . . H341 H 0.1307 0.3130 -0.0169 0.0459 1.0000 Uiso . . H342 H 0.1956 0.3801 0.0024 0.0459 1.0000 Uiso . . H343 H 0.1926 0.3309 -0.0842 0.0459 1.0000 Uiso . . H351 H 0.4621 0.2824 0.1674 0.0323 1.0000 Uiso . . H361 H 0.5789 0.2273 0.1503 0.0570 1.0000 Uiso . . H362 H 0.5682 0.2296 0.0528 0.0570 1.0000 Uiso . . H363 H 0.5196 0.1652 0.1078 0.0570 1.0000 Uiso . . H371 H 0.5582 0.3827 0.1592 0.0562 1.0000 Uiso . . H372 H 0.5448 0.3911 0.0625 0.0562 1.0000 Uiso . . H373 H 0.4840 0.4250 0.1256 0.0562 1.0000 Uiso . . H401 H 0.2832 0.5366 0.0478 0.0516 1.0000 Uiso . . H402 H 0.2199 0.5531 0.1139 0.0516 1.0000 Uiso . . H411 H 0.2980 0.6464 0.1577 0.0505 1.0000 Uiso . . H412 H 0.3664 0.5915 0.1247 0.0505 1.0000 Uiso . . H441 H 0.1921 0.5850 0.2440 0.0480 1.0000 Uiso . . H442 H 0.1767 0.5371 0.3296 0.0480 1.0000 Uiso . . H451 H 0.1354 0.4757 0.1905 0.0455 1.0000 Uiso . . H452 H 0.1458 0.4167 0.2708 0.0455 1.0000 Uiso . . H461 H 0.3596 0.3889 0.4206 0.0342 1.0000 Uiso . . H471 H 0.4494 0.4160 0.5191 0.0449 1.0000 Uiso . . H481 H 0.5606 0.4774 0.4785 0.0479 1.0000 Uiso . . H491 H 0.5779 0.5151 0.3392 0.0470 1.0000 Uiso . . H501 H 0.4848 0.4827 0.2448 0.0370 1.0000 Uiso . . H511 H 0.7908 0.4148 0.1942 0.1119 1.0000 Uiso . . H512 H 0.7648 0.3761 0.1077 0.1119 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 0.01792(8) 0.01503(8) 0.01877(8) 0.00012(18) -0.00261(5) -0.00231(18) C1 0.017(2) 0.010(2) 0.011(2) -0.0030(14) -0.004(2) 0.0013(19) N1 0.014(2) 0.019(2) 0.016(2) 0.0044(15) 0.0010(17) -0.0041(17) C2 0.019(2) 0.025(3) 0.008(2) 0.0002(19) -0.0027(18) -0.005(2) C3 0.025(3) 0.019(2) 0.009(2) -0.0009(19) -0.003(2) -0.003(2) N2 0.020(3) 0.016(2) 0.004(2) -0.0001(19) 0.0040(19) 0.004(2) C4 0.022(3) 0.019(3) 0.020(3) 0.0000(19) 0.000(3) -0.005(2) C5 0.043(4) 0.027(3) 0.021(3) 0.007(3) -0.001(3) -0.010(3) C6 0.058(5) 0.019(3) 0.024(3) 0.003(2) -0.017(3) 0.001(3) C7 0.069(6) 0.027(4) 0.026(3) 0.000(3) -0.016(4) 0.007(3) C8 0.034(3) 0.022(3) 0.020(3) -0.003(2) -0.006(2) -0.003(2) C9 0.053(4) 0.023(3) 0.025(3) -0.004(2) 0.007(3) 0.004(3) C10 0.058(5) 0.036(4) 0.039(4) -0.013(3) 0.008(4) 0.010(4) C11 0.051(5) 0.028(4) 0.042(4) -0.011(3) -0.002(3) 0.015(3) C12 0.040(4) 0.017(3) 0.031(3) -0.006(2) -0.008(3) 0.002(3) C13 0.026(3) 0.018(3) 0.022(3) 0.000(2) -0.005(2) -0.001(2) C14 0.028(4) 0.023(4) 0.011(3) 0.003(2) 0.001(3) -0.002(3) C15 0.032(4) 0.031(4) 0.013(3) -0.007(3) -0.004(3) 0.001(3) C16 0.037(3) 0.040(4) 0.011(3) -0.001(3) 0.003(2) -0.010(3) C17 0.042(4) 0.034(4) 0.011(3) 0.000(3) -0.005(3) 0.001(3) C18 0.025(3) 0.023(4) 0.024(3) 0.004(3) -0.007(2) 0.001(3) C19 0.023(3) 0.019(3) 0.021(3) 0.002(2) -0.003(2) -0.002(2) C20 0.018(3) 0.047(4) 0.018(3) 0.003(3) 0.003(2) -0.002(3) C21 0.031(4) 0.056(5) 0.034(4) -0.003(3) 0.008(3) -0.013(3) C22 0.031(4) 0.056(5) 0.042(4) -0.004(4) 0.000(3) 0.009(3) C23 0.017(3) 0.024(3) 0.018(3) 0.002(2) -0.004(2) 0.005(2) C24 0.025(3) 0.023(3) 0.040(4) 0.002(3) -0.001(3) 0.002(2) C25 0.020(3) 0.028(3) 0.047(4) 0.010(3) -0.005(3) -0.001(3) C26 0.030(4) 0.017(3) 0.011(3) 0.005(2) 0.001(3) -0.005(3) C27 0.026(3) 0.015(3) 0.014(3) 0.006(2) -0.001(2) 0.000(2) C28 0.041(4) 0.026(3) 0.017(3) 0.008(2) 0.003(3) 0.000(3) C29 0.045(4) 0.033(4) 0.019(3) 0.003(3) 0.011(3) -0.002(3) C30 0.032(3) 0.030(3) 0.024(3) 0.005(3) 0.012(3) 0.002(3) C31 0.020(3) 0.020(3) 0.026(3) 0.007(2) 0.005(2) -0.001(2) C32 0.022(3) 0.031(4) 0.022(3) 0.005(3) -0.005(2) -0.005(3) C33 0.045(4) 0.039(4) 0.029(4) 0.002(3) -0.013(3) -0.015(3) C34 0.035(4) 0.046(4) 0.034(4) 0.008(3) -0.022(3) 0.004(3) C35 0.019(3) 0.033(4) 0.029(3) -0.002(3) -0.003(3) -0.003(3) C36 0.032(4) 0.065(6) 0.046(5) -0.007(4) -0.005(3) 0.014(4) C37 0.042(4) 0.052(5) 0.047(5) -0.002(4) -0.001(4) -0.016(4) C38 0.017(3) 0.018(3) 0.040(4) -0.003(3) -0.021(3) 0.002(2) C39 0.034(4) 0.030(4) 0.013(4) 0.000(3) -0.011(3) 0.006(3) C40 0.047(4) 0.034(4) 0.048(5) 0.017(3) -0.013(4) 0.005(3) C41 0.068(5) 0.016(3) 0.041(4) 0.015(3) 0.000(4) 0.005(3) C42 0.033(3) 0.0099(19) 0.037(4) -0.001(4) -0.010(3) -0.005(5) C43 0.034(3) 0.017(3) 0.026(3) -0.012(2) 0.000(2) 0.007(2) C44 0.037(4) 0.030(4) 0.053(5) -0.009(3) 0.003(3) 0.009(3) C45 0.019(3) 0.058(5) 0.036(4) -0.011(4) -0.006(3) 0.002(3) N3 0.031(4) 0.013(3) 0.027(4) -0.003(3) -0.008(3) -0.002(3) C46 0.040(4) 0.024(3) 0.022(3) -0.004(3) -0.007(3) -0.009(3) C47 0.051(4) 0.026(3) 0.036(4) -0.003(3) -0.022(3) -0.005(3) C48 0.045(4) 0.024(3) 0.051(5) -0.008(3) -0.028(4) -0.005(3) C49 0.034(4) 0.028(4) 0.055(5) 0.007(3) -0.023(3) -0.014(3) C50 0.023(3) 0.033(4) 0.037(4) 0.004(3) -0.011(3) -0.012(3) P1 0.0311(9) 0.0447(11) 0.0342(10) 0.0084(8) -0.0094(7) -0.0102(8) F1 0.239(13) 0.063(5) 0.129(8) -0.045(5) -0.111(8) 0.022(6) F2 0.078(5) 0.064(5) 0.216(11) -0.042(6) -0.048(6) 0.003(4) F3 0.093(5) 0.180(10) 0.089(5) 0.083(6) -0.008(4) 0.013(6) F4 0.125(7) 0.171(9) 0.063(5) 0.052(5) -0.028(4) -0.068(7) F5 0.037(3) 0.152(8) 0.091(5) 0.022(5) -0.004(3) 0.035(4) F6 0.045(3) 0.110(6) 0.114(6) 0.005(5) -0.019(4) -0.004(3) C51 0.069(5) 0.072(5) 0.138(7) 0.012(6) -0.010(6) -0.013(5) Cl1 0.0649(18) 0.080(2) 0.182(4) 0.023(2) -0.046(2) -0.0323(16) Cl2 0.0719(18) 0.086(2) 0.109(3) 0.0202(19) -0.0102(18) -0.0158(16) _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 . C1 . 2.098(5) yes Ir1 . C38 . 2.156(6) yes Ir1 . C39 . 2.167(7) yes Ir1 . C42 . 2.180(5) yes Ir1 . C43 . 2.171(6) yes Ir1 . N3 . 2.109(6) yes C1 . N1 . 1.348(6) yes C1 . N2 . 1.376(7) yes N1 . C2 . 1.496(7) yes N1 . C14 . 1.468(9) yes C2 . C3 . 1.538(7) yes C2 . C4 . 1.524(8) yes C2 . H21 . 1.000 no C3 . N2 . 1.477(8) yes C3 . C8 . 1.508(9) yes C3 . H31 . 1.000 no N2 . C26 . 1.461(9) yes C4 . C5 . 1.388(8) yes C4 . C13 . 1.395(8) yes C5 . C6 . 1.427(10) yes C5 . H51 . 1.000 no C6 . C7 . 1.403(13) yes C6 . H61 . 1.000 no C7 . C12 . 1.405(10) yes C7 . H71 . 1.000 no C8 . C9 . 1.389(9) yes C8 . C13 . 1.401(8) yes C9 . C10 . 1.404(11) yes C9 . H91 . 1.000 no C10 . C11 . 1.372(12) yes C10 . H101 . 1.000 no C11 . C12 . 1.405(11) yes C11 . H111 . 1.000 no C12 . C13 . 1.403(9) yes C14 . C15 . 1.359(12) yes C14 . C19 . 1.422(10) yes C15 . C16 . 1.396(9) yes C15 . C20 . 1.529(10) yes C16 . C17 . 1.384(10) yes C16 . H161 . 1.000 no C17 . C18 . 1.354(10) yes C17 . H171 . 1.000 no C18 . C19 . 1.409(9) yes C18 . H181 . 1.000 no C19 . C23 . 1.523(8) yes C20 . C21 . 1.546(10) yes C20 . C22 . 1.533(11) yes C20 . H201 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.537(8) yes C23 . C25 . 1.532(9) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C24 . H242 . 1.000 no C24 . H243 . 1.000 no C25 . H251 . 1.000 no C25 . H252 . 1.000 no C25 . H253 . 1.000 no C26 . C27 . 1.412(9) yes C26 . C31 . 1.390(9) yes C27 . C28 . 1.402(8) yes C27 . C32 . 1.543(9) yes C28 . C29 . 1.381(10) yes C28 . H281 . 1.000 no C29 . C30 . 1.382(10) yes C29 . H291 . 1.000 no C30 . C31 . 1.412(8) yes C30 . H301 . 1.000 no C31 . C35 . 1.530(9) yes C32 . C33 . 1.544(11) yes C32 . C34 . 1.542(10) yes C32 . H321 . 1.000 no C33 . H331 . 1.000 no C33 . H332 . 1.000 no C33 . H333 . 1.000 no C34 . H341 . 1.000 no C34 . H342 . 1.000 no C34 . H343 . 1.000 no C35 . C36 . 1.527(10) yes C35 . C37 . 1.513(11) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . H371 . 1.000 no C37 . H372 . 1.000 no C37 . H373 . 1.000 no C38 . C39 . 1.404(11) yes C38 . C45 . 1.500(10) yes C38 . H1 . 0.99(4) no C39 . C40 . 1.533(11) yes C39 . H2 . 1.00(4) no C40 . C41 . 1.497(12) yes C40 . H401 . 1.000 no C40 . H402 . 1.000 no C41 . C42 . 1.461(17) yes C41 . H411 . 1.000 no C41 . H412 . 1.000 no C42 . C43 . 1.402(17) yes C42 . H3 . 0.99(4) no C43 . C44 . 1.523(10) yes C43 . H4 . 1.03(4) no C44 . C45 . 1.543(11) yes C44 . H441 . 1.000 no C44 . H442 . 1.000 no C45 . H451 . 1.000 no C45 . H452 . 1.000 no N3 . C46 . 1.360(10) yes N3 . C50 . 1.327(10) yes C46 . C47 . 1.396(9) yes C46 . H461 . 1.000 no C47 . C48 . 1.370(12) yes C47 . H471 . 1.000 no C48 . C49 . 1.392(12) yes C48 . H481 . 1.000 no C49 . C50 . 1.408(9) yes C49 . H491 . 1.000 no C50 . H501 . 1.000 no P1 . F1 . 1.538(7) yes P1 . F2 . 1.590(8) yes P1 . F3 . 1.544(7) yes P1 . F4 . 1.555(7) yes P1 . F5 . 1.548(6) yes P1 . F6 . 1.617(7) yes C51 . Cl1 . 1.681(16) yes C51 . Cl2 . 1.745(16) yes C51 . H511 . 1.000 no C51 . H512 . 1.000 no 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 C1 . Ir1 . C38 . 83.5(2) yes C1 . Ir1 . C39 . 90.8(3) yes C38 . Ir1 . C39 . 37.9(3) yes C1 . Ir1 . C42 . 165.4(5) yes C38 . Ir1 . C42 . 94.0(4) yes C39 . Ir1 . C42 . 78.7(4) yes C1 . Ir1 . C43 . 153.9(2) yes C38 . Ir1 . C43 . 80.7(2) yes C39 . Ir1 . C43 . 89.3(3) yes C42 . Ir1 . C43 . 37.6(5) yes C1 . Ir1 . N3 . 101.9(2) yes C38 . Ir1 . N3 . 161.7(3) yes C39 . Ir1 . N3 . 156.8(2) yes C42 . Ir1 . N3 . 84.9(4) yes C43 . Ir1 . N3 . 87.6(3) yes Ir1 . C1 . N1 . 121.1(4) yes Ir1 . C1 . N2 . 128.6(4) yes N1 . C1 . N2 . 107.1(5) yes C1 . N1 . C2 . 113.4(4) yes C1 . N1 . C14 . 128.9(5) yes C2 . N1 . C14 . 117.5(5) yes N1 . C2 . C3 . 101.3(4) yes N1 . C2 . C4 . 116.4(5) yes C3 . C2 . C4 . 104.6(5) yes N1 . C2 . H21 . 109.064 no C3 . C2 . H21 . 120.013 no C4 . C2 . H21 . 105.987 no C2 . C3 . N2 . 103.1(4) yes C2 . C3 . C8 . 105.0(5) yes N2 . C3 . C8 . 118.2(5) yes C2 . C3 . H31 . 119.647 no N2 . C3 . H31 . 106.812 no C8 . C3 . H31 . 104.915 no C1 . N2 . C3 . 112.8(5) yes C1 . N2 . C26 . 129.2(6) yes C3 . N2 . C26 . 115.8(5) yes C2 . C4 . C5 . 131.1(6) yes C2 . C4 . C13 . 108.1(5) yes C5 . C4 . C13 . 120.4(6) yes C4 . C5 . C6 . 116.8(6) yes C4 . C5 . H51 . 121.586 no C6 . C5 . H51 . 121.586 no C5 . C6 . C7 . 122.4(6) yes C5 . C6 . H61 . 118.821 no C7 . C6 . H61 . 118.821 no C6 . C7 . C12 . 120.1(7) yes C6 . C7 . H71 . 119.934 no C12 . C7 . H71 . 119.934 no C3 . C8 . C9 . 132.9(6) yes C3 . C8 . C13 . 108.3(5) yes C9 . C8 . C13 . 118.4(6) yes C8 . C9 . C10 . 117.8(7) yes C8 . C9 . H91 . 121.116 no C10 . C9 . H91 . 121.116 no C9 . C10 . C11 . 123.9(7) yes C9 . C10 . H101 . 118.059 no C11 . C10 . H101 . 118.059 no C10 . C11 . C12 . 119.3(7) yes C10 . C11 . H111 . 120.361 no C12 . C11 . H111 . 120.361 no C7 . C12 . C11 . 126.3(7) yes C7 . C12 . C13 . 116.7(7) yes C11 . C12 . C13 . 116.8(6) yes C4 . C13 . C8 . 112.8(6) yes C4 . C13 . C12 . 123.4(6) yes C8 . C13 . C12 . 123.7(6) yes N1 . C14 . C15 . 119.5(7) yes N1 . C14 . C19 . 116.7(7) yes C15 . C14 . C19 . 123.8(7) yes C14 . C15 . C16 . 117.5(7) yes C14 . C15 . C20 . 123.6(7) yes C16 . C15 . C20 . 118.8(6) yes C15 . C16 . C17 . 120.8(6) yes C15 . C16 . H161 . 119.579 no C17 . C16 . H161 . 119.579 no C16 . C17 . C18 . 120.8(6) yes C16 . C17 . H171 . 119.618 no C18 . C17 . H171 . 119.618 no C17 . C18 . C19 . 121.4(6) yes C17 . C18 . H181 . 119.323 no C19 . C18 . H181 . 119.323 no C14 . C19 . C18 . 115.7(6) yes C14 . C19 . C23 . 125.1(6) yes C18 . C19 . C23 . 119.3(5) yes C15 . C20 . C21 . 109.6(7) yes C15 . C20 . C22 . 111.4(6) yes C21 . C20 . C22 . 111.0(6) yes C15 . C20 . H201 . 108.577 no C21 . C20 . H201 . 109.003 no C22 . C20 . H201 . 107.200 no C20 . C21 . H211 . 109.467 no C20 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C20 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C20 . C22 . H221 . 109.467 no C20 . C22 . H222 . 109.467 no H221 . C22 . H222 . 109.476 no C20 . C22 . H223 . 109.467 no H221 . C22 . H223 . 109.475 no H222 . C22 . H223 . 109.476 no C19 . C23 . C24 . 111.6(5) yes C19 . C23 . C25 . 111.7(5) yes C24 . C23 . C25 . 108.8(5) yes C19 . C23 . H231 . 106.212 no C24 . C23 . H231 . 109.275 no C25 . C23 . H231 . 109.205 no C23 . C24 . H241 . 109.467 no C23 . C24 . H242 . 109.467 no H241 . C24 . H242 . 109.476 no C23 . C24 . H243 . 109.466 no H241 . C24 . H243 . 109.476 no H242 . C24 . H243 . 109.476 no C23 . C25 . H251 . 109.467 no C23 . C25 . H252 . 109.467 no H251 . C25 . H252 . 109.476 no C23 . C25 . H253 . 109.467 no H251 . C25 . H253 . 109.476 no H252 . C25 . H253 . 109.476 no N2 . C26 . C27 . 116.9(6) yes N2 . C26 . C31 . 121.4(6) yes C27 . C26 . C31 . 121.2(6) yes C26 . C27 . C28 . 118.5(6) yes C26 . C27 . C32 . 123.4(6) yes C28 . C27 . C32 . 118.1(6) yes C27 . C28 . C29 . 120.7(6) yes C27 . C28 . H281 . 119.638 no C29 . C28 . H281 . 119.638 no C28 . C29 . C30 . 120.2(6) yes C28 . C29 . H291 . 119.888 no C30 . C29 . H291 . 119.887 no C29 . C30 . C31 . 120.9(6) yes C29 . C30 . H301 . 119.537 no C31 . C30 . H301 . 119.537 no C26 . C31 . C30 . 118.4(6) yes C26 . C31 . C35 . 123.7(6) yes C30 . C31 . C35 . 117.9(5) yes C27 . C32 . C33 . 109.7(6) yes C27 . C32 . C34 . 110.9(6) yes C33 . C32 . C34 . 109.9(6) yes C27 . C32 . H321 . 108.454 no C33 . C32 . H321 . 109.525 no C34 . C32 . H321 . 108.290 no C32 . C33 . H331 . 109.467 no C32 . C33 . H332 . 109.467 no H331 . C33 . H332 . 109.476 no C32 . C33 . H333 . 109.467 no H331 . C33 . H333 . 109.476 no H332 . C33 . H333 . 109.476 no C32 . C34 . H341 . 109.467 no C32 . C34 . H342 . 109.467 no H341 . C34 . H342 . 109.476 no C32 . C34 . H343 . 109.467 no H341 . C34 . H343 . 109.476 no H342 . C34 . H343 . 109.476 no C31 . C35 . C36 . 112.1(6) yes C31 . C35 . C37 . 109.5(6) yes C36 . C35 . C37 . 110.6(7) yes C31 . C35 . H351 . 108.083 no C36 . C35 . H351 . 106.878 no C37 . C35 . H351 . 109.620 no C35 . C36 . H361 . 109.467 no C35 . C36 . H362 . 109.466 no H361 . C36 . H362 . 109.476 no C35 . C36 . H363 . 109.467 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no C35 . C37 . H371 . 109.467 no C35 . C37 . H372 . 109.467 no H371 . C37 . H372 . 109.476 no C35 . C37 . H373 . 109.466 no H371 . C37 . H373 . 109.476 no H372 . C37 . H373 . 109.476 no Ir1 . C38 . C39 . 71.5(4) yes Ir1 . C38 . C45 . 113.5(4) yes C39 . C38 . C45 . 123.0(7) yes Ir1 . C38 . H1 . 110(4) no C39 . C38 . H1 . 119(4) no C45 . C38 . H1 . 112(4) no Ir1 . C39 . C38 . 70.6(4) yes Ir1 . C39 . C40 . 112.9(5) yes C38 . C39 . C40 . 122.1(7) yes Ir1 . C39 . H2 . 96(5) no C38 . C39 . H2 . 110(5) no C40 . C39 . H2 . 126(5) no C39 . C40 . C41 . 114.0(6) yes C39 . C40 . H401 . 108.325 no C41 . C40 . H401 . 108.325 no C39 . C40 . H402 . 108.325 no C41 . C40 . H402 . 108.325 no H401 . C40 . H402 . 109.467 no C40 . C41 . C42 . 112.0(7) yes C40 . C41 . H411 . 108.831 no C42 . C41 . H411 . 108.831 no C40 . C41 . H412 . 108.831 no C42 . C41 . H412 . 108.831 no H411 . C41 . H412 . 109.467 no Ir1 . C42 . C41 . 113.2(7) yes Ir1 . C42 . C43 . 70.8(4) yes C41 . C42 . C43 . 129.5(12) yes Ir1 . C42 . H3 . 109(4) no C41 . C42 . H3 . 125(4) no C43 . C42 . H3 . 96(5) no Ir1 . C43 . C42 . 71.6(4) yes Ir1 . C43 . C44 . 113.4(4) yes C42 . C43 . C44 . 121.2(8) yes Ir1 . C43 . H4 . 111(4) no C42 . C43 . H4 . 121(4) no C44 . C43 . H4 . 111(4) no C43 . C44 . C45 . 114.3(6) yes C43 . C44 . H441 . 108.256 no C45 . C44 . H441 . 108.255 no C43 . C44 . H442 . 108.256 no C45 . C44 . H442 . 108.255 no H441 . C44 . H442 . 109.467 no C38 . C45 . C44 . 113.4(6) yes C38 . C45 . H451 . 108.479 no C44 . C45 . H451 . 108.479 no C38 . C45 . H452 . 108.479 no C44 . C45 . H452 . 108.479 no H451 . C45 . H452 . 109.467 no Ir1 . N3 . C46 . 121.4(5) yes Ir1 . N3 . C50 . 121.2(6) yes C46 . N3 . C50 . 116.9(6) yes N3 . C46 . C47 . 123.2(7) yes N3 . C46 . H461 . 118.420 no C47 . C46 . H461 . 118.420 no C46 . C47 . C48 . 118.8(7) yes C46 . C47 . H471 . 120.585 no C48 . C47 . H471 . 120.585 no C47 . C48 . C49 . 119.3(6) yes C47 . C48 . H481 . 120.355 no C49 . C48 . H481 . 120.355 no C48 . C49 . C50 . 118.1(7) yes C48 . C49 . H491 . 120.971 no C50 . C49 . H491 . 120.971 no N3 . C50 . C49 . 123.6(7) yes N3 . C50 . H501 . 118.177 no C49 . C50 . H501 . 118.177 no F1 . P1 . F2 . 172.8(7) yes F1 . P1 . F3 . 94.5(6) yes F2 . P1 . F3 . 88.0(7) yes F1 . P1 . F4 . 89.5(6) yes F2 . P1 . F4 . 87.2(6) yes F3 . P1 . F4 . 171.7(6) yes F1 . P1 . F5 . 100.4(6) yes F2 . P1 . F5 . 86.1(5) yes F3 . P1 . F5 . 93.1(4) yes F4 . P1 . F5 . 93.3(5) yes F1 . P1 . F6 . 86.6(6) yes F2 . P1 . F6 . 86.9(4) yes F3 . P1 . F6 . 84.9(5) yes F4 . P1 . F6 . 88.1(5) yes F5 . P1 . F6 . 172.8(5) yes Cl1 . C51 . Cl2 . 118.6(10) yes Cl1 . C51 . H511 . 107.153 no Cl2 . C51 . H511 . 107.153 no Cl1 . C51 . H512 . 107.154 no Cl2 . C51 . H512 . 107.153 no H511 . C51 . H512 . 109.467 no # Attachment 'data_(eta-4-1,5-COD)IrBIAN-SIPr)Cl_7b.cif' data_(COD)IrBIAN-SIPr)Cl_7b _database_code_depnum_ccdc_archive 'CCDC 719728' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed #============================================================= _cell_length_a 11.6520(2) _cell_angle_alpha 90 _cell_length_b 28.9269(3) _cell_angle_beta 106.6717(5) _cell_length_c 11.7784(2) _cell_angle_gamma 90 _cell_volume 3803.10(10) _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 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 '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 '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 '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 _cell_formula_units_Z 4 _chemical_formula_sum ' C45 H54 Cl1 Ir N2 ' _chemical_formula_moiety ' C45 H54 Cl1 Ir N2 ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 850.61 _cell_measurement_reflns_used 39394 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_max 0.14 _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 3.615 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.60 _exptl_absorpt_correction_T_max 0.75 # Sheldrick geometric definitions 0.60 0.75 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 39394 _reflns_number_total 8609 #8792 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_theta_min 5.136 _diffrn_reflns_theta_max 27.476 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.476 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -15 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 37 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _refine_diff_density_min -0.62 _refine_diff_density_max 0.49 _refine_ls_number_reflns 6115 _refine_ls_number_restraints 0 _refine_ls_number_parameters 458 #_refine_ls_R_factor_ref 0.0218 _refine_ls_wR_factor_ref 0.0226 _refine_ls_goodness_of_fit_ref 1.0769 #_reflns_number_all 8609 _refine_ls_R_factor_all 0.0433 _refine_ls_wR_factor_all 0.0475 # 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 6115 _refine_ls_R_factor_gt 0.0218 _refine_ls_wR_factor_gt 0.0226 _refine_ls_shift/su_max 0.002747 _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: 0.214 0.256E-01 0.803E-02 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 Ir1 Ir 0.337256(11) 0.115754(4) 0.190006(10) 0.0147 1.0000 Uani Cl1 Cl 0.26517(7) 0.18772(3) 0.10476(7) 0.0213 1.0000 Uani C1 C 0.2451(3) 0.13371(10) 0.3098(3) 0.0145 1.0000 Uani N1 N 0.1258(2) 0.14149(9) 0.2811(2) 0.0156 1.0000 Uani C2 C 0.0909(3) 0.17105(11) 0.3691(3) 0.0165 1.0000 Uani C3 C 0.2136(3) 0.18595(10) 0.4531(3) 0.0149 1.0000 Uani N2 N 0.2963(2) 0.15389(9) 0.4157(2) 0.0148 1.0000 Uani C4 C 0.0257(3) 0.14795(10) 0.4487(3) 0.0164 1.0000 Uani C5 C -0.0859(3) 0.12816(13) 0.4260(3) 0.0257 1.0000 Uani C6 C -0.1253(3) 0.11387(14) 0.5241(3) 0.0281 1.0000 Uani C7 C -0.0596(3) 0.12199(13) 0.6398(3) 0.0272 1.0000 Uani C8 C 0.2012(3) 0.17926(10) 0.5768(3) 0.0161 1.0000 Uani C9 C 0.2694(3) 0.19437(11) 0.6854(3) 0.0209 1.0000 Uani C10 C 0.2282(3) 0.18435(12) 0.7857(3) 0.0232 1.0000 Uani C11 C 0.1248(3) 0.16001(12) 0.7773(3) 0.0241 1.0000 Uani C12 C 0.0518(3) 0.14497(11) 0.6647(3) 0.0207 1.0000 Uani C13 C 0.0937(3) 0.15565(11) 0.5671(3) 0.0181 1.0000 Uani C14 C 0.0319(3) 0.12361(10) 0.1829(3) 0.0166 1.0000 Uani C15 C -0.0418(3) 0.15501(11) 0.1020(3) 0.0187 1.0000 Uani C16 C -0.1403(3) 0.13750(14) 0.0139(3) 0.0310 1.0000 Uani C17 C -0.1648(4) 0.09093(15) 0.0073(4) 0.0373 1.0000 Uani C18 C -0.0930(4) 0.06088(13) 0.0866(4) 0.0347 1.0000 Uani C19 C 0.0067(3) 0.07593(11) 0.1768(3) 0.0227 1.0000 Uani C20 C -0.0251(3) 0.20739(11) 0.1058(3) 0.0203 1.0000 Uani C21 C -0.1222(3) 0.23091(13) 0.1498(3) 0.0305 1.0000 Uani C22 C -0.0287(4) 0.22744(13) -0.0161(3) 0.0307 1.0000 Uani C23 C 0.0780(3) 0.03999(12) 0.2624(3) 0.0280 1.0000 Uani C24 C 0.0105(4) 0.02254(15) 0.3479(4) 0.0454 1.0000 Uani C25 C 0.1095(4) -0.00142(13) 0.1953(4) 0.0374 1.0000 Uani C26 C 0.4147(3) 0.14590(11) 0.4946(3) 0.0191 1.0000 Uani C27 C 0.5076(3) 0.17684(12) 0.4944(3) 0.0219 1.0000 Uani C28 C 0.6178(3) 0.16964(15) 0.5779(3) 0.0331 1.0000 Uani C29 C 0.6349(3) 0.13378(16) 0.6582(3) 0.0380 1.0000 Uani C30 C 0.5423(3) 0.10365(14) 0.6565(3) 0.0313 1.0000 Uani C31 C 0.4296(3) 0.10897(12) 0.5754(3) 0.0225 1.0000 Uani C32 C 0.4914(3) 0.21695(11) 0.4082(3) 0.0209 1.0000 Uani C33 C 0.5081(3) 0.26296(13) 0.4749(3) 0.0307 1.0000 Uani C34 C 0.5760(4) 0.21358(13) 0.3305(3) 0.0319 1.0000 Uani C35 C 0.3317(3) 0.07442(12) 0.5764(3) 0.0246 1.0000 Uani C36 C 0.3123(4) 0.07006(13) 0.6990(3) 0.0340 1.0000 Uani C37 C 0.3595(4) 0.02629(13) 0.5362(3) 0.0355 1.0000 Uani C38 C 0.4749(3) 0.07426(11) 0.2963(3) 0.0213 1.0000 Uani C39 C 0.3819(3) 0.04511(11) 0.2315(3) 0.0217 1.0000 Uani C40 C 0.3914(3) 0.01631(11) 0.1272(3) 0.0254 1.0000 Uani C41 C 0.3387(4) 0.04141(12) 0.0092(3) 0.0302 1.0000 Uani C42 C 0.3553(3) 0.09314(12) 0.0214(3) 0.0219 1.0000 Uani C43 C 0.4611(3) 0.11556(13) 0.0804(3) 0.0235 1.0000 Uani C44 C 0.5785(3) 0.09109(13) 0.1387(3) 0.0295 1.0000 Uani C45 C 0.5932(3) 0.08145(12) 0.2704(3) 0.0269 1.0000 Uani H1 H 0.482(3) 0.0800(13) 0.374(3) 0.022(9) 1.0000 Uiso H2 H 0.330(4) 0.0338(14) 0.271(3) 0.030(10) 1.0000 Uiso H3 H 0.299(3) 0.1112(13) -0.032(3) 0.022(9) 1.0000 Uiso H4 H 0.467(4) 0.1481(16) 0.068(4) 0.043(12) 1.0000 Uiso H21 H 0.0344 0.1951 0.3242 0.0196 1.0000 Uiso H31 H 0.2429 0.2184 0.4512 0.0175 1.0000 Uiso H51 H -0.1380 0.1239 0.3429 0.0312 1.0000 Uiso H61 H -0.2036 0.0973 0.5086 0.0346 1.0000 Uiso H71 H -0.0908 0.1116 0.7062 0.0352 1.0000 Uiso H91 H 0.3455 0.2118 0.6941 0.0246 1.0000 Uiso H101 H 0.2765 0.1955 0.8655 0.0273 1.0000 Uiso H111 H 0.1008 0.1529 0.8504 0.0305 1.0000 Uiso H161 H -0.1932 0.1591 -0.0446 0.0349 1.0000 Uiso H171 H -0.2354 0.0789 -0.0558 0.0421 1.0000 Uiso H181 H -0.1125 0.0271 0.0798 0.0420 1.0000 Uiso H201 H 0.0558 0.2136 0.1619 0.0228 1.0000 Uiso H211 H -0.1099 0.2652 0.1518 0.0345 1.0000 Uiso H212 H -0.1171 0.2196 0.2314 0.0345 1.0000 Uiso H213 H -0.2029 0.2233 0.0951 0.0345 1.0000 Uiso H221 H -0.0174 0.2617 -0.0095 0.0353 1.0000 Uiso H222 H -0.1079 0.2203 -0.0742 0.0353 1.0000 Uiso H223 H 0.0369 0.2134 -0.0439 0.0353 1.0000 Uiso H231 H 0.1531 0.0557 0.3094 0.0355 1.0000 Uiso H241 H 0.0604 -0.0010 0.4025 0.0608 1.0000 Uiso H242 H -0.0062 0.0491 0.3953 0.0608 1.0000 Uiso H243 H -0.0669 0.0081 0.3018 0.0608 1.0000 Uiso H251 H 0.1563 -0.0246 0.2535 0.0469 1.0000 Uiso H252 H 0.1585 0.0094 0.1434 0.0469 1.0000 Uiso H253 H 0.0341 -0.0161 0.1455 0.0469 1.0000 Uiso H281 H 0.6861 0.1909 0.5798 0.0396 1.0000 Uiso H291 H 0.7147 0.1296 0.7180 0.0441 1.0000 Uiso H301 H 0.5565 0.0775 0.7145 0.0378 1.0000 Uiso H321 H 0.4077 0.2154 0.3543 0.0250 1.0000 Uiso H331 H 0.4971 0.2890 0.4170 0.0363 1.0000 Uiso H332 H 0.5905 0.2644 0.5313 0.0363 1.0000 Uiso H333 H 0.4475 0.2656 0.5199 0.0363 1.0000 Uiso H341 H 0.5626 0.2406 0.2751 0.0404 1.0000 Uiso H342 H 0.6609 0.2138 0.3819 0.0404 1.0000 Uiso H343 H 0.5600 0.1842 0.2837 0.0404 1.0000 Uiso H351 H 0.2570 0.0867 0.5194 0.0299 1.0000 Uiso H361 H 0.2474 0.0471 0.6957 0.0438 1.0000 Uiso H362 H 0.3883 0.0595 0.7573 0.0438 1.0000 Uiso H363 H 0.2887 0.1008 0.7240 0.0438 1.0000 Uiso H371 H 0.2934 0.0045 0.5380 0.0446 1.0000 Uiso H372 H 0.4367 0.0148 0.5908 0.0446 1.0000 Uiso H373 H 0.3666 0.0282 0.4537 0.0446 1.0000 Uiso H401 H 0.4778 0.0095 0.1367 0.0328 1.0000 Uiso H402 H 0.3470 -0.0133 0.1262 0.0328 1.0000 Uiso H411 H 0.3794 0.0299 -0.0494 0.0373 1.0000 Uiso H412 H 0.2511 0.0345 -0.0203 0.0373 1.0000 Uiso H441 H 0.6463 0.1110 0.1318 0.0382 1.0000 Uiso H442 H 0.5801 0.0611 0.0971 0.0382 1.0000 Uiso H451 H 0.6350 0.1083 0.3180 0.0322 1.0000 Uiso H452 H 0.6430 0.0530 0.2942 0.0322 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 0.01851(6) 0.01372(5) 0.01357(5) 0.00093(5) 0.00712(4) 0.00223(6) Cl1 0.0271(4) 0.0175(3) 0.0218(4) 0.0052(3) 0.0109(3) 0.0052(3) C1 0.0180(14) 0.0146(13) 0.0121(13) 0.0031(11) 0.0066(12) -0.0005(12) N1 0.0176(12) 0.0167(13) 0.0133(12) -0.0035(10) 0.0057(10) -0.0019(10) C2 0.0184(15) 0.0198(15) 0.0109(13) -0.0025(11) 0.0038(12) 0.0022(12) C3 0.0142(14) 0.0141(14) 0.0153(14) -0.0020(11) 0.0027(12) 0.0015(11) N2 0.0150(12) 0.0179(12) 0.0115(11) 0.0009(10) 0.0039(9) 0.0031(10) C4 0.0175(15) 0.0155(14) 0.0172(14) -0.0038(12) 0.0065(12) -0.0012(12) C5 0.0179(16) 0.035(2) 0.0250(17) -0.0063(14) 0.0075(14) -0.0011(14) C6 0.0199(16) 0.0326(18) 0.0340(18) -0.0048(17) 0.0110(14) -0.0083(16) C7 0.0257(17) 0.033(2) 0.0291(17) 0.0058(15) 0.0178(14) 0.0016(15) C8 0.0190(15) 0.0135(14) 0.0165(14) -0.0016(11) 0.0061(12) 0.0032(12) C9 0.0207(16) 0.0226(16) 0.0182(15) -0.0005(12) 0.0039(13) 0.0015(13) C10 0.0278(18) 0.0282(17) 0.0122(14) -0.0017(13) 0.0034(13) 0.0086(14) C11 0.0273(17) 0.0309(18) 0.0180(15) 0.0050(13) 0.0127(13) 0.0088(14) C12 0.0250(17) 0.0212(16) 0.0174(15) 0.0020(12) 0.0083(13) 0.0042(13) C13 0.0184(15) 0.0170(14) 0.0199(15) 0.0001(12) 0.0069(12) 0.0033(12) C14 0.0146(14) 0.0205(16) 0.0155(14) -0.0031(12) 0.0059(11) -0.0022(12) C15 0.0198(15) 0.0227(16) 0.0149(14) -0.0011(12) 0.0070(12) -0.0020(13) C16 0.0268(19) 0.039(2) 0.0215(18) -0.0036(15) -0.0022(15) -0.0042(16) C17 0.031(2) 0.043(2) 0.032(2) -0.0081(18) -0.0020(17) -0.0118(18) C18 0.039(2) 0.0282(19) 0.037(2) -0.0107(17) 0.0126(18) -0.0145(17) C19 0.0288(18) 0.0186(16) 0.0232(17) -0.0045(13) 0.0115(14) -0.0071(13) C20 0.0201(16) 0.0194(16) 0.0174(15) 0.0004(12) -0.0010(13) 0.0024(13) C21 0.0214(17) 0.0325(19) 0.0325(19) -0.0031(16) -0.0006(15) 0.0082(15) C22 0.036(2) 0.0273(19) 0.0250(18) 0.0064(15) 0.0027(15) -0.0004(16) C23 0.037(2) 0.0176(16) 0.034(2) 0.0019(14) 0.0177(17) -0.0018(14) C24 0.064(3) 0.031(2) 0.057(3) 0.014(2) 0.043(2) 0.005(2) C25 0.041(2) 0.0247(19) 0.052(3) -0.0099(17) 0.021(2) -0.0063(16) C26 0.0157(15) 0.0255(17) 0.0159(14) 0.0001(13) 0.0043(12) 0.0060(13) C27 0.0202(16) 0.0302(18) 0.0152(15) -0.0028(13) 0.0047(12) 0.0016(14) C28 0.0210(18) 0.047(2) 0.031(2) 0.0000(17) 0.0069(15) -0.0026(16) C29 0.0236(19) 0.059(3) 0.0276(19) 0.0140(18) 0.0011(15) 0.0140(18) C30 0.0236(18) 0.048(2) 0.0227(17) 0.0157(16) 0.0075(14) 0.0144(16) C31 0.0209(15) 0.0311(19) 0.0171(14) 0.0050(13) 0.0080(12) 0.0082(14) C32 0.0172(15) 0.0234(16) 0.0221(16) 0.0020(13) 0.0052(13) 0.0006(13) C33 0.0244(18) 0.0293(19) 0.037(2) -0.0066(16) 0.0068(16) -0.0031(15) C34 0.039(2) 0.0287(19) 0.033(2) 0.0005(16) 0.0186(17) -0.0008(16) C35 0.0270(18) 0.0238(17) 0.0241(17) 0.0083(14) 0.0088(14) 0.0075(14) C36 0.046(2) 0.032(2) 0.031(2) 0.0105(16) 0.0229(18) 0.0065(17) C37 0.056(3) 0.0268(19) 0.0283(19) 0.0094(15) 0.0201(19) 0.0075(18) C38 0.0252(17) 0.0222(16) 0.0171(16) 0.0074(13) 0.0069(13) 0.0102(13) C39 0.0297(18) 0.0123(14) 0.0281(17) 0.0063(13) 0.0161(15) 0.0054(13) C40 0.038(2) 0.0175(16) 0.0262(17) -0.0009(13) 0.0187(16) 0.0030(14) C41 0.050(2) 0.0220(17) 0.0211(17) -0.0058(14) 0.0147(16) 0.0035(16) C42 0.0343(19) 0.0234(17) 0.0114(14) -0.0011(13) 0.0121(14) 0.0047(15) C43 0.0293(17) 0.0238(16) 0.0275(16) 0.0047(16) 0.0242(14) 0.0057(16) C44 0.0275(18) 0.0292(19) 0.039(2) 0.0066(16) 0.0203(16) 0.0086(15) C45 0.0216(17) 0.0241(17) 0.035(2) 0.0047(15) 0.0078(15) 0.0075(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 . Cl1 . 2.3587(7) yes Ir1 . C1 . 2.070(3) yes Ir1 . C38 . 2.104(3) yes Ir1 . C39 . 2.131(3) yes Ir1 . C42 . 2.158(3) yes Ir1 . C43 . 2.195(3) yes C1 . N1 . 1.353(4) yes C1 . N2 . 1.351(4) yes N1 . C2 . 1.487(4) yes N1 . C14 . 1.441(4) yes C2 . C3 . 1.548(4) yes C2 . C4 . 1.520(4) yes C2 . H21 . 1.000 no C3 . N2 . 1.492(4) yes C3 . C8 . 1.517(4) yes C3 . H31 . 1.000 no N2 . C26 . 1.444(4) yes C4 . C5 . 1.376(4) yes C4 . C13 . 1.411(4) yes C5 . C6 . 1.420(5) yes C5 . H51 . 1.000 no C6 . C7 . 1.379(5) yes C6 . H61 . 1.000 no C7 . C12 . 1.411(5) yes C7 . H71 . 1.000 no C8 . C9 . 1.369(4) yes C8 . C13 . 1.403(4) yes C9 . C10 . 1.427(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.374(5) yes C10 . H101 . 1.000 no C11 . C12 . 1.423(5) yes C11 . H111 . 1.000 no C12 . C13 . 1.405(4) yes C14 . C15 . 1.414(4) yes C14 . C19 . 1.408(4) yes C15 . C16 . 1.403(5) yes C15 . C20 . 1.527(5) yes C16 . C17 . 1.375(5) yes C16 . H161 . 1.000 no C17 . C18 . 1.371(6) yes C17 . H171 . 1.000 no C18 . C19 . 1.400(5) yes C18 . H181 . 1.000 no C19 . C23 . 1.519(5) yes C20 . C21 . 1.532(5) yes C20 . C22 . 1.538(5) yes C20 . H201 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.531(5) yes C23 . C25 . 1.536(5) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C24 . H242 . 1.000 no C24 . H243 . 1.000 no C25 . H251 . 1.000 no C25 . H252 . 1.000 no C25 . H253 . 1.000 no C26 . C27 . 1.406(5) yes C26 . C31 . 1.408(4) yes C27 . C28 . 1.391(5) yes C27 . C32 . 1.518(5) yes C28 . C29 . 1.379(6) yes C28 . H281 . 1.000 no C29 . C30 . 1.383(6) yes C29 . H291 . 1.000 no C30 . C31 . 1.393(5) yes C30 . H301 . 1.000 no C31 . C35 . 1.519(5) yes C32 . C33 . 1.529(5) yes C32 . C34 . 1.529(5) yes C32 . H321 . 1.000 no C33 . H331 . 1.000 no C33 . H332 . 1.000 no C33 . H333 . 1.000 no C34 . H341 . 1.000 no C34 . H342 . 1.000 no C34 . H343 . 1.000 no C35 . C36 . 1.529(5) yes C35 . C37 . 1.535(5) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . H371 . 1.000 no C37 . H372 . 1.000 no C37 . H373 . 1.000 no C38 . C39 . 1.412(5) yes C38 . C45 . 1.509(5) yes C38 . H1 . 0.91(4) no C39 . C40 . 1.514(5) yes C39 . H2 . 0.93(4) no C40 . C41 . 1.533(5) yes C40 . H401 . 1.000 no C40 . H402 . 1.000 no C41 . C42 . 1.510(5) yes C41 . H411 . 1.000 no C41 . H412 . 1.000 no C42 . C43 . 1.390(5) yes C42 . H3 . 0.93(4) no C43 . C44 . 1.518(5) yes C43 . H4 . 0.96(5) no C44 . C45 . 1.536(5) yes C44 . H441 . 1.000 no C44 . H442 . 1.000 no C45 . H451 . 1.000 no C45 . H452 . 1.000 no 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 Cl1 . Ir1 . C1 . 82.97(8) yes Cl1 . Ir1 . C38 . 150.95(10) yes C1 . Ir1 . C38 . 101.16(12) yes Cl1 . Ir1 . C39 . 167.92(10) yes C1 . Ir1 . C39 . 102.98(12) yes C38 . Ir1 . C39 . 38.94(14) yes Cl1 . Ir1 . C42 . 89.58(9) yes C1 . Ir1 . C42 . 155.55(13) yes C38 . Ir1 . C42 . 96.64(13) yes C39 . Ir1 . C42 . 80.71(13) yes Cl1 . Ir1 . C43 . 88.04(10) yes C1 . Ir1 . C43 . 163.51(14) yes C38 . Ir1 . C43 . 80.26(13) yes C39 . Ir1 . C43 . 88.51(13) yes C42 . Ir1 . C43 . 37.22(13) yes Ir1 . C1 . N1 . 124.6(2) yes Ir1 . C1 . N2 . 124.1(2) yes N1 . C1 . N2 . 108.0(2) yes C1 . N1 . C2 . 112.8(2) yes C1 . N1 . C14 . 129.1(2) yes C2 . N1 . C14 . 118.0(2) yes N1 . C2 . C3 . 102.6(2) yes N1 . C2 . C4 . 117.5(3) yes C3 . C2 . C4 . 105.2(2) yes N1 . C2 . H21 . 107.609 no C3 . C2 . H21 . 119.454 no C4 . C2 . H21 . 105.196 no C2 . C3 . N2 . 101.2(2) yes C2 . C3 . C8 . 104.7(2) yes N2 . C3 . C8 . 116.9(2) yes C2 . C3 . H31 . 120.295 no N2 . C3 . H31 . 108.823 no C8 . C3 . H31 . 105.603 no C1 . N2 . C3 . 113.0(2) yes C1 . N2 . C26 . 127.7(3) yes C3 . N2 . C26 . 119.2(2) yes C2 . C4 . C5 . 132.5(3) yes C2 . C4 . C13 . 107.6(3) yes C5 . C4 . C13 . 119.2(3) yes C4 . C5 . C6 . 118.1(3) yes C4 . C5 . H51 . 120.931 no C6 . C5 . H51 . 120.931 no C5 . C6 . C7 . 122.5(3) yes C5 . C6 . H61 . 118.775 no C7 . C6 . H61 . 118.775 no C6 . C7 . C12 . 120.2(3) yes C6 . C7 . H71 . 119.916 no C12 . C7 . H71 . 119.916 no C3 . C8 . C9 . 131.8(3) yes C3 . C8 . C13 . 108.3(3) yes C9 . C8 . C13 . 119.8(3) yes C8 . C9 . C10 . 117.8(3) yes C8 . C9 . H91 . 121.117 no C10 . C9 . H91 . 121.117 no C9 . C10 . C11 . 122.7(3) yes C9 . C10 . H101 . 118.652 no C11 . C10 . H101 . 118.652 no C10 . C11 . C12 . 120.1(3) yes C10 . C11 . H111 . 119.945 no C12 . C11 . H111 . 119.945 no C7 . C12 . C11 . 127.3(3) yes C7 . C12 . C13 . 116.6(3) yes C11 . C12 . C13 . 116.1(3) yes C4 . C13 . C8 . 113.1(3) yes C4 . C13 . C12 . 123.1(3) yes C8 . C13 . C12 . 123.5(3) yes N1 . C14 . C15 . 119.0(3) yes N1 . C14 . C19 . 119.5(3) yes C15 . C14 . C19 . 121.2(3) yes C14 . C15 . C16 . 118.4(3) yes C14 . C15 . C20 . 124.7(3) yes C16 . C15 . C20 . 116.8(3) yes C15 . C16 . C17 . 120.5(4) yes C15 . C16 . H161 . 119.734 no C17 . C16 . H161 . 119.734 no C16 . C17 . C18 . 120.5(4) yes C16 . C17 . H171 . 119.774 no C18 . C17 . H171 . 119.774 no C17 . C18 . C19 . 122.1(3) yes C17 . C18 . H181 . 118.955 no C19 . C18 . H181 . 118.955 no C14 . C19 . C18 . 117.3(3) yes C14 . C19 . C23 . 124.8(3) yes C18 . C19 . C23 . 117.9(3) yes C15 . C20 . C21 . 110.5(3) yes C15 . C20 . C22 . 112.2(3) yes C21 . C20 . C22 . 108.9(3) yes C15 . C20 . H201 . 106.694 no C21 . C20 . H201 . 110.117 no C22 . C20 . H201 . 108.426 no C20 . C21 . H211 . 109.467 no C20 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C20 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C20 . C22 . H221 . 109.467 no C20 . C22 . H222 . 109.467 no H221 . C22 . H222 . 109.476 no C20 . C22 . H223 . 109.466 no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.476 no C19 . C23 . C24 . 112.1(3) yes C19 . C23 . C25 . 111.0(3) yes C24 . C23 . C25 . 108.9(3) yes C19 . C23 . H231 . 106.434 no C24 . C23 . H231 . 108.557 no C25 . C23 . H231 . 109.753 no C23 . C24 . H241 . 109.467 no C23 . C24 . H242 . 109.467 no H241 . C24 . H242 . 109.476 no C23 . C24 . H243 . 109.467 no H241 . C24 . H243 . 109.476 no H242 . C24 . H243 . 109.476 no C23 . C25 . H251 . 109.467 no C23 . C25 . H252 . 109.466 no H251 . C25 . H252 . 109.476 no C23 . C25 . H253 . 109.467 no H251 . C25 . H253 . 109.476 no H252 . C25 . H253 . 109.476 no N2 . C26 . C27 . 119.4(3) yes N2 . C26 . C31 . 117.8(3) yes C27 . C26 . C31 . 122.6(3) yes C26 . C27 . C28 . 117.3(3) yes C26 . C27 . C32 . 122.7(3) yes C28 . C27 . C32 . 120.0(3) yes C27 . C28 . C29 . 121.3(4) yes C27 . C28 . H281 . 119.342 no C29 . C28 . H281 . 119.342 no C28 . C29 . C30 . 120.4(3) yes C28 . C29 . H291 . 119.808 no C30 . C29 . H291 . 119.808 no C29 . C30 . C31 . 121.2(3) yes C29 . C30 . H301 . 119.381 no C31 . C30 . H301 . 119.381 no C26 . C31 . C30 . 117.2(3) yes C26 . C31 . C35 . 123.9(3) yes C30 . C31 . C35 . 118.9(3) yes C27 . C32 . C33 . 110.4(3) yes C27 . C32 . C34 . 111.9(3) yes C33 . C32 . C34 . 110.7(3) yes C27 . C32 . H321 . 107.570 no C33 . C32 . H321 . 108.843 no C34 . C32 . H321 . 107.206 no C32 . C33 . H331 . 109.467 no C32 . C33 . H332 . 109.466 no H331 . C33 . H332 . 109.476 no C32 . C33 . H333 . 109.467 no H331 . C33 . H333 . 109.476 no H332 . C33 . H333 . 109.476 no C32 . C34 . H341 . 109.467 no C32 . C34 . H342 . 109.466 no H341 . C34 . H342 . 109.475 no C32 . C34 . H343 . 109.467 no H341 . C34 . H343 . 109.476 no H342 . C34 . H343 . 109.476 no C31 . C35 . C36 . 112.1(3) yes C31 . C35 . C37 . 111.7(3) yes C36 . C35 . C37 . 108.5(3) yes C31 . C35 . H351 . 105.811 no C36 . C35 . H351 . 109.106 no C37 . C35 . H351 . 109.581 no C35 . C36 . H361 . 109.467 no C35 . C36 . H362 . 109.467 no H361 . C36 . H362 . 109.476 no C35 . C36 . H363 . 109.467 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no C35 . C37 . H371 . 109.467 no C35 . C37 . H372 . 109.467 no H371 . C37 . H372 . 109.476 no C35 . C37 . H373 . 109.467 no H371 . C37 . H373 . 109.476 no H372 . C37 . H373 . 109.476 no Ir1 . C38 . C39 . 71.54(19) yes Ir1 . C38 . C45 . 112.7(2) yes C39 . C38 . C45 . 125.3(3) yes Ir1 . C38 . H1 . 109(2) no C39 . C38 . H1 . 119(2) no C45 . C38 . H1 . 111(2) no Ir1 . C39 . C38 . 69.52(18) yes Ir1 . C39 . C40 . 114.3(2) yes C38 . C39 . C40 . 122.9(3) yes Ir1 . C39 . H2 . 107(2) no C38 . C39 . H2 . 117(2) no C40 . C39 . H2 . 115(2) no C39 . C40 . C41 . 111.8(3) yes C39 . C40 . H401 . 108.878 no C41 . C40 . H401 . 108.878 no C39 . C40 . H402 . 108.878 no C41 . C40 . H402 . 108.878 no H401 . C40 . H402 . 109.467 no C40 . C41 . C42 . 112.1(3) yes C40 . C41 . H411 . 108.816 no C42 . C41 . H411 . 108.816 no C40 . C41 . H412 . 108.816 no C42 . C41 . H412 . 108.816 no H411 . C41 . H412 . 109.467 no Ir1 . C42 . C41 . 110.1(2) yes Ir1 . C42 . C43 . 72.83(18) yes C41 . C42 . C43 . 125.5(3) yes Ir1 . C42 . H3 . 103(2) no C41 . C42 . H3 . 116(2) no C43 . C42 . H3 . 115(2) no Ir1 . C43 . C42 . 69.94(17) yes Ir1 . C43 . C44 . 113.2(2) yes C42 . C43 . C44 . 124.3(3) yes Ir1 . C43 . H4 . 100(3) no C42 . C43 . H4 . 118(3) no C44 . C43 . H4 . 116(3) no C43 . C44 . C45 . 111.5(3) yes C43 . C44 . H441 . 108.954 no C45 . C44 . H441 . 108.954 no C43 . C44 . H442 . 108.954 no C45 . C44 . H442 . 108.954 no H441 . C44 . H442 . 109.467 no C38 . C45 . C44 . 112.6(3) yes C38 . C45 . H451 . 108.679 no C44 . C45 . H451 . 108.679 no C38 . C45 . H452 . 108.679 no C44 . C45 . H452 . 108.679 no H451 . C45 . H452 . 109.467 no # Attachment 'data_(eta-4-1,5-COD)Rh(BIAN-SIMes)Cl_6a.cif' data_(COD)Rh(BIAN-SIMes)Cl_6a _database_code_depnum_ccdc_archive 'CCDC 719729' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The hydrogen atoms of the alkene groups were located in a difference Fourier map and their coordinates and isotropic displacement parameters subsequently refined. Other hydrogen atoms were positioned geometrically. ; #============================================================= _cell_length_a 9.0034(2) _cell_angle_alpha 90 _cell_length_b 17.0287(5) _cell_angle_beta 93.5968(15) _cell_length_c 21.0890(5) _cell_angle_gamma 90 _cell_volume 3226.92(14) _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 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 '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 '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 'Rh ' -1.1178 0.9187 19.2957 0.7515 14.3501 8.2176 4.7343 25.8749 1.2892 98.6062 5.3280 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C39 H42 Cl N2 Rh ' _chemical_formula_moiety ' C39 H42 Cl N2 Rh ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 677.13 _cell_measurement_reflns_used 26281 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' fragment ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.14 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_max 0.18 _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.642 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.91 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 26281 _reflns_number_total 7284 #7519 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.064 _diffrn_reflns_theta_min 5.131 _diffrn_reflns_theta_max 27.483 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.483 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _refine_diff_density_min -0.45 _refine_diff_density_max 0.65 _refine_ls_number_reflns 4293 _refine_ls_number_restraints 0 _refine_ls_number_parameters 404 #_refine_ls_R_factor_ref 0.0386 _refine_ls_wR_factor_ref 0.0415 _refine_ls_goodness_of_fit_ref 1.1352 #_reflns_number_all 7284 _refine_ls_R_factor_all 0.0792 _refine_ls_wR_factor_all 0.0854 # 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 4293 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_gt 0.0415 _refine_ls_shift/su_max 0.009685 _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: 0.307 0.0637 0.0622 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 Rh1 Rh 0.18309(3) 0.189114(18) 0.207472(13) 0.0242 1.0000 Uani Cl1 Cl -0.06448(11) 0.14052(7) 0.21123(5) 0.0380 1.0000 Uani C1 C 0.1401(4) 0.2682(2) 0.13590(17) 0.0243 1.0000 Uani N1 N 0.0852(4) 0.33999(19) 0.14647(14) 0.0263 1.0000 Uani C2 C 0.0981(4) 0.3959(2) 0.09245(18) 0.0282 1.0000 Uani C3 C 0.1499(4) 0.3402(2) 0.03974(18) 0.0285 1.0000 Uani N2 N 0.1827(4) 0.2666(2) 0.07508(15) 0.0291 1.0000 Uani C4 C -0.0464(5) 0.4299(2) 0.06625(18) 0.0311 1.0000 Uani C5 C -0.1365(5) 0.4872(2) 0.0886(2) 0.0370 1.0000 Uani C6 C -0.2702(5) 0.5054(3) 0.0526(2) 0.0418 1.0000 Uani C7 C -0.3094(5) 0.4682(3) -0.0039(2) 0.0431 1.0000 Uani C8 C 0.0194(4) 0.3374(2) -0.00953(18) 0.0302 1.0000 Uani C9 C -0.0050(5) 0.2969(3) -0.06567(19) 0.0359 1.0000 Uani C10 C -0.1382(5) 0.3129(3) -0.1038(2) 0.0439 1.0000 Uani C11 C -0.2417(5) 0.3683(3) -0.0864(2) 0.0420 1.0000 Uani C12 C -0.2184(5) 0.4099(3) -0.0289(2) 0.0356 1.0000 Uani C13 C -0.0863(4) 0.3922(2) 0.00825(18) 0.0294 1.0000 Uani C14 C 0.0134(4) 0.3629(2) 0.20258(18) 0.0273 1.0000 Uani C15 C -0.1365(4) 0.3427(2) 0.20789(18) 0.0296 1.0000 Uani C16 C -0.2027(5) 0.3643(3) 0.2629(2) 0.0365 1.0000 Uani C17 C -0.1272(5) 0.4053(3) 0.3118(2) 0.0426 1.0000 Uani C18 C 0.0192(5) 0.4282(3) 0.3033(2) 0.0379 1.0000 Uani C19 C 0.0907(4) 0.4084(2) 0.24946(19) 0.0306 1.0000 Uani C20 C -0.2283(4) 0.3030(3) 0.1554(2) 0.0351 1.0000 Uani C21 C -0.2021(6) 0.4291(4) 0.3709(2) 0.0631 1.0000 Uani C22 C 0.2460(5) 0.4402(3) 0.2422(2) 0.0457 1.0000 Uani C23 C 0.2317(4) 0.2003(2) 0.03966(17) 0.0290 1.0000 Uani C24 C 0.1302(5) 0.1396(2) 0.02364(19) 0.0326 1.0000 Uani C25 C 0.1783(5) 0.0791(3) -0.0145(2) 0.0382 1.0000 Uani C26 C 0.3210(5) 0.0778(3) -0.0373(2) 0.0391 1.0000 Uani C27 C 0.4154(5) 0.1394(3) -0.02155(19) 0.0401 1.0000 Uani C28 C 0.3741(4) 0.2014(3) 0.01641(18) 0.0315 1.0000 Uani C29 C -0.0255(5) 0.1394(3) 0.0449(2) 0.0388 1.0000 Uani C30 C 0.3700(6) 0.0113(3) -0.0781(2) 0.0526 1.0000 Uani C31 C 0.4829(5) 0.2679(3) 0.0314(2) 0.0406 1.0000 Uani C32 C 0.4086(4) 0.1837(3) 0.18733(19) 0.0351 1.0000 Uani C33 C 0.3896(4) 0.2462(3) 0.22843(19) 0.0330 1.0000 Uani C34 C 0.4418(6) 0.2442(3) 0.2987(2) 0.0457 1.0000 Uani C35 C 0.3241(6) 0.2128(3) 0.3397(2) 0.0486 1.0000 Uani C36 C 0.2178(5) 0.1540(3) 0.30713(18) 0.0350 1.0000 Uani C37 C 0.2577(5) 0.0912(3) 0.2712(2) 0.0348 1.0000 Uani C38 C 0.4174(5) 0.0677(3) 0.2627(2) 0.0473 1.0000 Uani C39 C 0.4765(6) 0.1047(3) 0.2042(2) 0.0487 1.0000 Uani H1 H 0.411(5) 0.197(3) 0.145(2) 0.034(11) 1.0000 Uiso H2 H 0.383(5) 0.300(3) 0.208(2) 0.030(11) 1.0000 Uiso H3 H 0.107(5) 0.158(3) 0.3199(19) 0.029(11) 1.0000 Uiso H4 H 0.186(5) 0.056(3) 0.2624(19) 0.028(11) 1.0000 Uiso H21 H 0.1627 0.4413 0.1062 0.0339 1.0000 Uiso H31 H 0.2391 0.3547 0.0163 0.0344 1.0000 Uiso H51 H -0.1086 0.5154 0.1292 0.0446 1.0000 Uiso H61 H -0.3380 0.5464 0.0687 0.0507 1.0000 Uiso H71 H -0.4048 0.4829 -0.0278 0.0517 1.0000 Uiso H91 H 0.0686 0.2573 -0.0794 0.0431 1.0000 Uiso H101 H -0.1578 0.2834 -0.1444 0.0523 1.0000 Uiso H111 H -0.3329 0.3786 -0.1147 0.0501 1.0000 Uiso H161 H -0.3090 0.3496 0.2676 0.0437 1.0000 Uiso H181 H 0.0739 0.4598 0.3372 0.0451 1.0000 Uiso H201 H -0.3313 0.2940 0.1691 0.0418 1.0000 Uiso H202 H -0.2328 0.3370 0.1167 0.0418 1.0000 Uiso H203 H -0.1820 0.2514 0.1455 0.0418 1.0000 Uiso H211 H -0.1295 0.4580 0.4002 0.0762 1.0000 Uiso H212 H -0.2889 0.4639 0.3590 0.0762 1.0000 Uiso H213 H -0.2376 0.3811 0.3928 0.0762 1.0000 Uiso H221 H 0.2792 0.4708 0.2810 0.0547 1.0000 Uiso H222 H 0.2450 0.4753 0.2041 0.0547 1.0000 Uiso H223 H 0.3160 0.3955 0.2366 0.0547 1.0000 Uiso H251 H 0.1084 0.0350 -0.0261 0.0458 1.0000 Uiso H271 H 0.5171 0.1396 -0.0380 0.0482 1.0000 Uiso H291 H -0.0786 0.0913 0.0285 0.0466 1.0000 Uiso H292 H -0.0793 0.1872 0.0281 0.0466 1.0000 Uiso H293 H -0.0225 0.1397 0.0924 0.0466 1.0000 Uiso H301 H 0.2873 -0.0277 -0.0844 0.0629 1.0000 Uiso H302 H 0.3961 0.0323 -0.1203 0.0629 1.0000 Uiso H303 H 0.4591 -0.0149 -0.0567 0.0629 1.0000 Uiso H311 H 0.5775 0.2576 0.0105 0.0488 1.0000 Uiso H312 H 0.4385 0.3185 0.0152 0.0488 1.0000 Uiso H313 H 0.5041 0.2715 0.0784 0.0488 1.0000 Uiso H341 H 0.4683 0.2987 0.3129 0.0544 1.0000 Uiso H342 H 0.5318 0.2098 0.3041 0.0544 1.0000 Uiso H351 H 0.3751 0.1866 0.3775 0.0583 1.0000 Uiso H352 H 0.2643 0.2582 0.3541 0.0583 1.0000 Uiso H381 H 0.4806 0.0850 0.3009 0.0566 1.0000 Uiso H382 H 0.4227 0.0093 0.2586 0.0566 1.0000 Uiso H391 H 0.5865 0.1116 0.2118 0.0587 1.0000 Uiso H392 H 0.4555 0.0683 0.1675 0.0587 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 Rh1 0.02412(14) 0.02597(14) 0.02282(13) 0.00261(15) 0.00288(9) -0.00025(15) Cl1 0.0298(5) 0.0409(6) 0.0436(6) 0.0099(5) 0.0038(4) -0.0064(4) C1 0.0171(17) 0.030(2) 0.0256(18) 0.0009(15) -0.0020(14) -0.0046(15) N1 0.0318(18) 0.0258(16) 0.0212(15) 0.0039(13) 0.0008(13) -0.0030(14) C2 0.032(2) 0.0254(19) 0.0269(19) 0.0004(16) 0.0023(16) -0.0028(16) C3 0.030(2) 0.0270(19) 0.0288(19) 0.0025(16) 0.0057(16) -0.0046(16) N2 0.0333(18) 0.0303(18) 0.0236(16) 0.0076(14) 0.0014(13) -0.0029(14) C4 0.037(2) 0.029(2) 0.0274(19) 0.0025(16) 0.0075(16) -0.0007(17) C5 0.048(3) 0.027(2) 0.037(2) 0.0023(17) 0.0066(19) 0.0058(19) C6 0.045(3) 0.038(2) 0.044(3) 0.011(2) 0.014(2) 0.013(2) C7 0.032(2) 0.039(3) 0.058(3) 0.012(2) 0.002(2) 0.0063(19) C8 0.032(2) 0.032(2) 0.0268(19) 0.0040(16) 0.0045(16) -0.0010(17) C9 0.044(2) 0.038(3) 0.0262(19) -0.0003(17) 0.0037(17) 0.0038(19) C10 0.048(3) 0.050(3) 0.032(2) -0.003(2) -0.0048(18) -0.004(3) C11 0.040(3) 0.051(3) 0.034(2) 0.005(2) -0.0042(19) -0.004(2) C12 0.031(2) 0.040(2) 0.035(2) 0.0103(18) 0.0060(17) -0.0031(18) C13 0.032(2) 0.0248(19) 0.032(2) 0.0064(16) 0.0044(16) -0.0010(16) C14 0.030(2) 0.0219(18) 0.0292(19) 0.0036(15) -0.0020(16) -0.0003(15) C15 0.030(2) 0.0269(19) 0.031(2) 0.0048(16) -0.0008(16) -0.0015(17) C16 0.030(2) 0.040(2) 0.040(2) 0.0074(19) 0.0016(18) -0.0032(18) C17 0.045(3) 0.049(3) 0.035(2) 0.003(2) 0.006(2) 0.008(2) C18 0.041(2) 0.037(2) 0.035(2) -0.0067(19) -0.0041(18) 0.0027(19) C19 0.028(2) 0.029(2) 0.034(2) -0.0039(16) -0.0021(16) 0.0021(16) C20 0.028(2) 0.035(2) 0.041(2) 0.0039(19) -0.0051(16) -0.0046(18) C21 0.061(3) 0.090(5) 0.039(3) -0.008(3) 0.013(2) 0.008(3) C22 0.032(2) 0.053(3) 0.051(3) -0.022(2) 0.000(2) -0.007(2) C23 0.032(2) 0.032(2) 0.0233(17) 0.0010(16) 0.0017(14) 0.0053(17) C24 0.036(2) 0.033(2) 0.029(2) 0.0043(17) 0.0030(17) -0.0006(18) C25 0.048(3) 0.034(2) 0.032(2) -0.0031(18) 0.0019(19) 0.000(2) C26 0.046(3) 0.044(3) 0.027(2) -0.0002(19) 0.0038(18) 0.011(2) C27 0.037(2) 0.055(3) 0.028(2) 0.006(2) 0.0041(18) 0.015(2) C28 0.0257(19) 0.041(3) 0.0270(18) 0.0071(17) -0.0005(15) 0.0025(17) C29 0.036(2) 0.038(2) 0.042(2) -0.0076(19) 0.0051(19) -0.0105(19) C30 0.058(3) 0.059(3) 0.041(3) -0.008(2) 0.000(2) 0.016(3) C31 0.032(2) 0.055(3) 0.035(2) 0.004(2) 0.0025(18) -0.004(2) C32 0.0265(19) 0.050(3) 0.0285(19) 0.006(2) 0.0028(15) 0.001(2) C33 0.029(2) 0.040(2) 0.029(2) 0.0069(18) -0.0027(16) -0.0039(18) C34 0.055(3) 0.050(3) 0.031(2) 0.004(2) -0.007(2) -0.013(2) C35 0.055(3) 0.062(3) 0.029(2) -0.002(2) 0.001(2) -0.016(2) C36 0.041(2) 0.043(2) 0.0215(18) 0.0061(17) 0.0038(17) -0.006(2) C37 0.037(2) 0.036(2) 0.031(2) 0.0143(18) -0.0001(18) -0.001(2) C38 0.044(3) 0.040(3) 0.058(3) 0.011(2) -0.001(2) 0.008(2) C39 0.044(3) 0.057(3) 0.046(3) 0.001(2) 0.008(2) 0.011(2) _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 Rh1 . Cl1 . 2.3836(11) yes Rh1 . C1 . 2.042(4) yes Rh1 . C32 . 2.102(4) yes Rh1 . C33 . 2.120(4) yes Rh1 . C36 . 2.189(4) yes Rh1 . C37 . 2.220(4) yes C1 . N1 . 1.342(5) yes C1 . N2 . 1.362(5) yes N1 . C2 . 1.495(5) yes N1 . C14 . 1.438(5) yes C2 . C3 . 1.555(5) yes C2 . C4 . 1.498(6) yes C2 . H21 . 1.000 no C3 . N2 . 1.478(5) yes C3 . C8 . 1.520(6) yes C3 . H31 . 1.000 no N2 . C23 . 1.438(5) yes C4 . C5 . 1.372(6) yes C4 . C13 . 1.408(6) yes C5 . C6 . 1.417(6) yes C5 . H51 . 1.000 no C6 . C7 . 1.375(7) yes C6 . H61 . 1.000 no C7 . C12 . 1.412(6) yes C7 . H71 . 1.000 no C8 . C9 . 1.376(6) yes C8 . C13 . 1.399(6) yes C9 . C10 . 1.428(6) yes C9 . H91 . 1.000 no C10 . C11 . 1.391(7) yes C10 . H101 . 1.000 no C11 . C12 . 1.409(6) yes C11 . H111 . 1.000 no C12 . C13 . 1.415(6) yes C14 . C15 . 1.404(5) yes C14 . C19 . 1.406(5) yes C15 . C16 . 1.387(6) yes C15 . C20 . 1.500(6) yes C16 . C17 . 1.387(6) yes C16 . H161 . 1.000 no C17 . C18 . 1.396(7) yes C17 . C21 . 1.511(6) yes C18 . C19 . 1.382(6) yes C18 . H181 . 1.000 no C19 . C22 . 1.516(6) yes C20 . H201 . 1.000 no C20 . H202 . 1.000 no C20 . H203 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.407(6) yes C23 . C28 . 1.402(5) yes C24 . C25 . 1.394(6) yes C24 . C29 . 1.498(6) yes C25 . C26 . 1.400(6) yes C25 . H251 . 1.000 no C26 . C27 . 1.378(7) yes C26 . C30 . 1.505(6) yes C27 . C28 . 1.389(6) yes C27 . H271 . 1.000 no C28 . C31 . 1.517(6) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . H301 . 1.000 no C30 . H302 . 1.000 no C30 . H303 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C32 . C33 . 1.390(6) yes C32 . C39 . 1.511(7) yes C32 . H1 . 0.93(4) no C33 . C34 . 1.527(6) yes C33 . H2 . 1.01(4) no C34 . C35 . 1.507(7) yes C34 . H341 . 1.000 no C34 . H342 . 1.000 no C35 . C36 . 1.520(6) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C36 . C37 . 1.370(6) yes C36 . H3 . 1.05(4) no C37 . C38 . 1.514(6) yes C37 . H4 . 0.89(4) no C38 . C39 . 1.510(7) yes C38 . H381 . 1.000 no C38 . H382 . 1.000 no C39 . H391 . 1.000 no C39 . H392 . 1.000 no 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 Cl1 . Rh1 . C1 . 96.84(10) yes Cl1 . Rh1 . C32 . 155.29(14) yes C1 . Rh1 . C32 . 91.18(16) yes Cl1 . Rh1 . C33 . 164.16(12) yes C1 . Rh1 . C33 . 88.55(15) yes C32 . Rh1 . C33 . 38.45(17) yes Cl1 . Rh1 . C36 . 87.18(12) yes C1 . Rh1 . C36 . 154.06(16) yes C32 . Rh1 . C36 . 95.76(16) yes C33 . Rh1 . C36 . 81.64(15) yes Cl1 . Rh1 . C37 . 88.12(12) yes C1 . Rh1 . C37 . 168.41(16) yes C32 . Rh1 . C37 . 80.21(17) yes C33 . Rh1 . C37 . 89.43(17) yes C36 . Rh1 . C37 . 36.21(17) yes Rh1 . C1 . N1 . 122.2(3) yes Rh1 . C1 . N2 . 129.2(3) yes N1 . C1 . N2 . 107.6(3) yes C1 . N1 . C2 . 114.0(3) yes C1 . N1 . C14 . 125.0(3) yes C2 . N1 . C14 . 121.0(3) yes N1 . C2 . C3 . 101.4(3) yes N1 . C2 . C4 . 114.8(3) yes C3 . C2 . C4 . 105.3(3) yes N1 . C2 . H21 . 110.108 no C3 . C2 . H21 . 118.948 no C4 . C2 . H21 . 106.495 no C2 . C3 . N2 . 102.5(3) yes C2 . C3 . C8 . 104.7(3) yes N2 . C3 . C8 . 116.1(3) yes C2 . C3 . H31 . 119.216 no N2 . C3 . H31 . 108.461 no C8 . C3 . H31 . 106.340 no C1 . N2 . C3 . 113.5(3) yes C1 . N2 . C23 . 128.2(3) yes C3 . N2 . C23 . 117.5(3) yes C2 . C4 . C5 . 131.8(4) yes C2 . C4 . C13 . 108.2(3) yes C5 . C4 . C13 . 119.9(4) yes C4 . C5 . C6 . 118.2(4) yes C4 . C5 . H51 . 120.920 no C6 . C5 . H51 . 120.920 no C5 . C6 . C7 . 121.8(4) yes C5 . C6 . H61 . 119.099 no C7 . C6 . H61 . 119.099 no C6 . C7 . C12 . 121.6(4) yes C6 . C7 . H71 . 119.188 no C12 . C7 . H71 . 119.188 no C3 . C8 . C9 . 132.7(4) yes C3 . C8 . C13 . 107.8(3) yes C9 . C8 . C13 . 119.4(4) yes C8 . C9 . C10 . 118.1(4) yes C8 . C9 . H91 . 120.930 no C10 . C9 . H91 . 120.929 no C9 . C10 . C11 . 122.3(4) yes C9 . C10 . H101 . 118.873 no C11 . C10 . H101 . 118.874 no C10 . C11 . C12 . 120.1(4) yes C10 . C11 . H111 . 119.946 no C12 . C11 . H111 . 119.946 no C7 . C12 . C11 . 128.1(4) yes C7 . C12 . C13 . 115.5(4) yes C11 . C12 . C13 . 116.4(4) yes C4 . C13 . C8 . 113.3(4) yes C4 . C13 . C12 . 122.9(4) yes C8 . C13 . C12 . 123.7(4) yes N1 . C14 . C15 . 118.9(3) yes N1 . C14 . C19 . 120.0(3) yes C15 . C14 . C19 . 121.0(4) yes C14 . C15 . C16 . 117.9(4) yes C14 . C15 . C20 . 122.6(4) yes C16 . C15 . C20 . 119.4(4) yes C15 . C16 . C17 . 122.6(4) yes C15 . C16 . H161 . 118.707 no C17 . C16 . H161 . 118.707 no C16 . C17 . C18 . 117.9(4) yes C16 . C17 . C21 . 121.7(5) yes C18 . C17 . C21 . 120.3(5) yes C17 . C18 . C19 . 121.9(4) yes C17 . C18 . H181 . 119.031 no C19 . C18 . H181 . 119.031 no C14 . C19 . C18 . 118.5(4) yes C14 . C19 . C22 . 123.0(4) yes C18 . C19 . C22 . 118.5(4) yes C15 . C20 . H201 . 109.467 no C15 . C20 . H202 . 109.467 no H201 . C20 . H202 . 109.476 no C15 . C20 . H203 . 109.467 no H201 . C20 . H203 . 109.476 no H202 . C20 . H203 . 109.476 no C17 . C21 . H211 . 109.467 no C17 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C17 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C19 . C22 . H221 . 109.467 no C19 . C22 . H222 . 109.466 no H221 . C22 . H222 . 109.476 no C19 . C22 . H223 . 109.467 no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.476 no N2 . C23 . C24 . 119.1(3) yes N2 . C23 . C28 . 119.3(4) yes C24 . C23 . C28 . 121.3(4) yes C23 . C24 . C25 . 117.5(4) yes C23 . C24 . C29 . 122.3(4) yes C25 . C24 . C29 . 120.1(4) yes C24 . C25 . C26 . 122.3(4) yes C24 . C25 . H251 . 118.838 no C26 . C25 . H251 . 118.838 no C25 . C26 . C27 . 118.1(4) yes C25 . C26 . C30 . 121.0(4) yes C27 . C26 . C30 . 120.9(4) yes C26 . C27 . C28 . 122.3(4) yes C26 . C27 . H271 . 118.849 no C28 . C27 . H271 . 118.849 no C23 . C28 . C27 . 118.4(4) yes C23 . C28 . C31 . 121.9(4) yes C27 . C28 . C31 . 119.7(4) yes C24 . C29 . H291 . 109.467 no C24 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.476 no C24 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.476 no H292 . C29 . H293 . 109.476 no C26 . C30 . H301 . 109.467 no C26 . C30 . H302 . 109.467 no H301 . C30 . H302 . 109.476 no C26 . C30 . H303 . 109.467 no H301 . C30 . H303 . 109.476 no H302 . C30 . H303 . 109.476 no C28 . C31 . H311 . 109.467 no C28 . C31 . H312 . 109.466 no H311 . C31 . H312 . 109.476 no C28 . C31 . H313 . 109.467 no H311 . C31 . H313 . 109.476 no H312 . C31 . H313 . 109.476 no Rh1 . C32 . C33 . 71.5(2) yes Rh1 . C32 . C39 . 111.9(3) yes C33 . C32 . C39 . 126.8(4) yes Rh1 . C32 . H1 . 105(3) no C33 . C32 . H1 . 115(3) no C39 . C32 . H1 . 114(3) no Rh1 . C33 . C32 . 70.1(2) yes Rh1 . C33 . C34 . 113.8(3) yes C32 . C33 . C34 . 123.0(4) yes Rh1 . C33 . H2 . 107(3) no C32 . C33 . H2 . 116(3) no C34 . C33 . H2 . 116(3) no C33 . C34 . C35 . 112.4(4) yes C33 . C34 . H341 . 108.740 no C35 . C34 . H341 . 108.740 no C33 . C34 . H342 . 108.740 no C35 . C34 . H342 . 108.740 no H341 . C34 . H342 . 109.467 no C34 . C35 . C36 . 114.8(4) yes C34 . C35 . H351 . 108.124 no C36 . C35 . H351 . 108.124 no C34 . C35 . H352 . 108.124 no C36 . C35 . H352 . 108.124 no H351 . C35 . H352 . 109.467 no Rh1 . C36 . C35 . 107.6(3) yes Rh1 . C36 . C37 . 73.1(2) yes C35 . C36 . C37 . 125.8(4) yes Rh1 . C36 . H3 . 98(3) no C35 . C36 . H3 . 115(3) no C37 . C36 . H3 . 119(3) no Rh1 . C37 . C36 . 70.7(2) yes Rh1 . C37 . C38 . 112.3(3) yes C36 . C37 . C38 . 123.7(4) yes Rh1 . C37 . H4 . 101(3) no C36 . C37 . H4 . 115(3) no C38 . C37 . H4 . 119(3) no C37 . C38 . C39 . 111.9(4) yes C37 . C38 . H381 . 108.863 no C39 . C38 . H381 . 108.862 no C37 . C38 . H382 . 108.862 no C39 . C38 . H382 . 108.862 no H381 . C38 . H382 . 109.467 no C32 . C39 . C38 . 113.9(4) yes C32 . C39 . H391 . 108.347 no C38 . C39 . H391 . 108.347 no C32 . C39 . H392 . 108.347 no C38 . C39 . H392 . 108.347 no H391 . C39 . H392 . 109.467 no # Attachment 'data_(eta-4-1,5-COD)Rh(BIAN-SIPr)Cl_6b.cif' data_(COD)Rh(BIAN-SIPr)Cl_6b _database_code_depnum_ccdc_archive 'CCDC 719730' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _chemical_absolute_configuration ad _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed #============================================================= _cell_length_a 12.5115(2) _cell_angle_alpha 90 _cell_length_b 12.2042(2) _cell_angle_beta 90.4245(9) _cell_length_c 24.8139(5) _cell_angle_gamma 90 _cell_volume 3788.80(12) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y+1/2,-z 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 '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 '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 'Rh ' -1.1178 0.9187 19.2957 0.7515 14.3501 8.2176 4.7343 25.8749 1.2892 98.6062 5.3280 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C45 H54 Cl N2 Rh ' _chemical_formula_moiety ' C45 H54 Cl N2 Rh ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 761.29 _cell_measurement_reflns_used 46131 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.14 _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.555 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 0.96 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 46131 _reflns_number_total 14962 _diffrn_reflns_av_R_equivalents 0.072 _diffrn_reflns_theta_min 5.146 _diffrn_reflns_theta_max 27.491 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.491 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _reflns_limit_h_min -16 _reflns_limit_h_max 16 _reflns_limit_k_min -15 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 32 _refine_diff_density_min -0.49 _refine_diff_density_max 0.35 _refine_ls_number_reflns 10770 _refine_ls_number_restraints 1 _refine_ls_number_parameters 916 #_refine_ls_R_factor_ref 0.0385 _refine_ls_wR_factor_ref 0.0385 _refine_ls_goodness_of_fit_ref 1.0788 #_reflns_number_all 14956 _refine_ls_R_factor_all 0.0702 _refine_ls_wR_factor_all 0.0573 # 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 10770 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_gt 0.0385 _refine_ls_shift/su_max 0.011926 _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_abs_structure_details 'Flack, 5983 Friedel-pairs' _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: 0.720 -0.0789 0.492 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 Rh1 Rh 0.30017(2) 0.20429(5) 0.294046(13) 0.0211 1.0000 Uani Cl1 Cl 0.44854(9) 0.32047(10) 0.31343(4) 0.0266 1.0000 Uani C1 C 0.3054(3) 0.1743(3) 0.37647(17) 0.0184 1.0000 Uani N1 N 0.2530(2) 0.2380(3) 0.41211(12) 0.0181 1.0000 Uani C2 C 0.3123(3) 0.2573(4) 0.46347(15) 0.0181 1.0000 Uani C3 C 0.4068(3) 0.1758(3) 0.45801(16) 0.0211 1.0000 Uani N2 N 0.3895(3) 0.1286(3) 0.40305(13) 0.0194 1.0000 Uani C4 C 0.2576(3) 0.2254(3) 0.51535(16) 0.0208 1.0000 Uani C5 C 0.1774(3) 0.2738(4) 0.54416(17) 0.0284 1.0000 Uani C6 C 0.1512(3) 0.2276(4) 0.59496(17) 0.0311 1.0000 Uani C7 C 0.2007(4) 0.1377(4) 0.61606(17) 0.0286 1.0000 Uani C8 C 0.3981(3) 0.0994(4) 0.50553(17) 0.0225 1.0000 Uani C9 C 0.4614(3) 0.0146(4) 0.52361(17) 0.0264 1.0000 Uani C10 C 0.4364(4) -0.0354(4) 0.57290(19) 0.0298 1.0000 Uani C11 C 0.3512(4) -0.0018(4) 0.60426(18) 0.0304 1.0000 Uani C12 C 0.2856(4) 0.0857(4) 0.58715(17) 0.0268 1.0000 Uani C13 C 0.3111(3) 0.1334(4) 0.53678(16) 0.0205 1.0000 Uani C14 C 0.1494(3) 0.2868(4) 0.40305(17) 0.0218 1.0000 Uani C15 C 0.1428(3) 0.3965(4) 0.38883(17) 0.0247 1.0000 Uani C16 C 0.0418(4) 0.4437(4) 0.3816(2) 0.0300 1.0000 Uani C17 C -0.0487(4) 0.3808(5) 0.3877(2) 0.0416 1.0000 Uani C18 C -0.0414(3) 0.2733(4) 0.4028(2) 0.0361 1.0000 Uani C19 C 0.0576(3) 0.2225(4) 0.41222(16) 0.0259 1.0000 Uani C20 C 0.2433(3) 0.4681(4) 0.38315(17) 0.0235 1.0000 Uani C21 C 0.2521(4) 0.5499(4) 0.4296(2) 0.0323 1.0000 Uani C22 C 0.2441(4) 0.5273(4) 0.3286(2) 0.0363 1.0000 Uani C23 C 0.0608(3) 0.1044(4) 0.43112(18) 0.0272 1.0000 Uani C24 C -0.0020(4) 0.0895(5) 0.4847(2) 0.0401 1.0000 Uani C25 C 0.0137(4) 0.0251(4) 0.3897(2) 0.0352 1.0000 Uani C26 C 0.4516(3) 0.0329(3) 0.38871(16) 0.0208 1.0000 Uani C27 C 0.5634(3) 0.0452(4) 0.38381(16) 0.0231 1.0000 Uani C28 C 0.6244(3) -0.0510(4) 0.37972(19) 0.0286 1.0000 Uani C29 C 0.5791(4) -0.1534(4) 0.3812(2) 0.0338 1.0000 Uani C30 C 0.4692(4) -0.1622(4) 0.38571(19) 0.0279 1.0000 Uani C31 C 0.4025(3) -0.0705(4) 0.38892(16) 0.0231 1.0000 Uani C32 C 0.6196(3) 0.1546(4) 0.38419(17) 0.0252 1.0000 Uani C33 C 0.6864(3) 0.1676(4) 0.43599(18) 0.0284 1.0000 Uani C34 C 0.6889(3) 0.1710(4) 0.3339(2) 0.0360 1.0000 Uani C35 C 0.2826(4) -0.0887(4) 0.39394(19) 0.0278 1.0000 Uani C36 C 0.2522(4) -0.1289(4) 0.4500(2) 0.0350 1.0000 Uani C37 C 0.2416(4) -0.1705(4) 0.3515(2) 0.0338 1.0000 Uani C38 C 0.2046(4) 0.0728(4) 0.2704(2) 0.0295 1.0000 Uani C39 C 0.1411(4) 0.1633(4) 0.2746(2) 0.0307 1.0000 Uani C40 C 0.0945(4) 0.2237(4) 0.2263(2) 0.0400 1.0000 Uani C41 C 0.1655(4) 0.3183(5) 0.2076(2) 0.0438 1.0000 Uani C42 C 0.2831(4) 0.2978(5) 0.21918(19) 0.0334 1.0000 Uani C43 C 0.3389(4) 0.2041(5) 0.20797(17) 0.0341 1.0000 Uani C44 C 0.2902(4) 0.1063(5) 0.1789(2) 0.0407 1.0000 Uani C45 C 0.2432(4) 0.0209(5) 0.2175(2) 0.0399 1.0000 Uani Rh2 Rh 0.13243(3) 0.25044(5) -0.162671(14) 0.0274 1.0000 Uani Cl2 Cl 0.10366(11) 0.29854(13) -0.07105(5) 0.0412 1.0000 Uani C46 C 0.2673(4) 0.1770(3) -0.13224(17) 0.0236 1.0000 Uani N3 N 0.2682(3) 0.0878(3) -0.09951(14) 0.0253 1.0000 Uani C47 C 0.3582(4) 0.0863(4) -0.06071(18) 0.0286 1.0000 Uani C48 C 0.4157(3) 0.1961(4) -0.07292(15) 0.0258 1.0000 Uani N4 N 0.3592(3) 0.2326(3) -0.12290(13) 0.0247 1.0000 Uani C49 C 0.4427(4) -0.0010(4) -0.0666(2) 0.0373 1.0000 Uani C50 C 0.4404(5) -0.1128(5) -0.0593(3) 0.0518 1.0000 Uani C51 C 0.5393(6) -0.1716(5) -0.0636(3) 0.0569 1.0000 Uani C52 C 0.6335(6) -0.1217(6) -0.0721(3) 0.0611 1.0000 Uani C53 C 0.5328(4) 0.1656(4) -0.07764(19) 0.0337 1.0000 Uani C54 C 0.6246(4) 0.2276(4) -0.07911(19) 0.0398 1.0000 Uani C55 C 0.7247(4) 0.1731(6) -0.0800(2) 0.0532 1.0000 Uani C56 C 0.7331(4) 0.0618(7) -0.0803(3) 0.0584 1.0000 Uani C57 C 0.6392(4) -0.0058(5) -0.0778(2) 0.0455 1.0000 Uani C58 C 0.5406(4) 0.0519(4) -0.07584(18) 0.0348 1.0000 Uani C59 C 0.1941(3) -0.0049(4) -0.10104(17) 0.0232 1.0000 Uani C60 C 0.1291(4) -0.0258(4) -0.05588(19) 0.0303 1.0000 Uani C61 C 0.0675(4) -0.1200(5) -0.0563(2) 0.0401 1.0000 Uani C62 C 0.0686(5) -0.1915(5) -0.0995(2) 0.0440 1.0000 Uani C63 C 0.1318(5) -0.1692(5) -0.1429(2) 0.0428 1.0000 Uani C64 C 0.1963(4) -0.0766(4) -0.14527(18) 0.0288 1.0000 Uani C65 C 0.1226(5) 0.0480(4) -0.0076(2) 0.0418 1.0000 Uani C66 C 0.1696(7) -0.0087(6) 0.0421(2) 0.0740 1.0000 Uani C67 C 0.0042(6) 0.0800(6) 0.0015(3) 0.0765 1.0000 Uani C68 C 0.2652(4) -0.0620(4) -0.19545(19) 0.0333 1.0000 Uani C69 C 0.3662(5) -0.1341(5) -0.1934(2) 0.0475 1.0000 Uani C70 C 0.2026(5) -0.0898(5) -0.2468(2) 0.0442 1.0000 Uani C71 C 0.4008(3) 0.3142(4) -0.15923(17) 0.0253 1.0000 Uani C72 C 0.3834(3) 0.4261(4) -0.14896(18) 0.0272 1.0000 Uani C73 C 0.4204(4) 0.5022(4) -0.1863(2) 0.0339 1.0000 Uani C74 C 0.4746(4) 0.4693(4) -0.23239(19) 0.0337 1.0000 Uani C75 C 0.4948(4) 0.3595(4) -0.23995(19) 0.0331 1.0000 Uani C76 C 0.4604(3) 0.2800(4) -0.20379(18) 0.0265 1.0000 Uani C77 C 0.3295(4) 0.4679(4) -0.0985(2) 0.0384 1.0000 Uani C78 C 0.4143(6) 0.5244(6) -0.0624(3) 0.0600 1.0000 Uani C79 C 0.2387(5) 0.5479(5) -0.1107(3) 0.0601 1.0000 Uani C80 C 0.4859(4) 0.1598(4) -0.21574(19) 0.0324 1.0000 Uani C81 C 0.6073(4) 0.1419(5) -0.2166(2) 0.0409 1.0000 Uani C82 C 0.4376(4) 0.1207(5) -0.2694(2) 0.0366 1.0000 Uani C83 C 0.1843(4) 0.2822(4) -0.24172(19) 0.0313 1.0000 Uani C84 C 0.1262(4) 0.1858(5) -0.24176(19) 0.0341 1.0000 Uani C85 C 0.0125(4) 0.1747(5) -0.2642(2) 0.0494 1.0000 Uani C86 C -0.0723(4) 0.1947(7) -0.2209(2) 0.0568 1.0000 Uani C87 C -0.0363(4) 0.2724(6) -0.1779(2) 0.0464 1.0000 Uani C88 C 0.0115(5) 0.3726(6) -0.1858(3) 0.0461 1.0000 Uani C89 C 0.0337(5) 0.4214(5) -0.2412(2) 0.0511 1.0000 Uani C90 C 0.1452(4) 0.3934(5) -0.2608(2) 0.0401 1.0000 Uani H1 H 0.203(4) 0.026(4) 0.296(2) 0.026(13) 1.0000 Uiso H2 H 0.103(4) 0.172(4) 0.304(2) 0.027(13) 1.0000 Uiso H3 H 0.312(4) 0.369(5) 0.228(2) 0.043(15) 1.0000 Uiso H4 H 0.417(4) 0.202(4) 0.2092(17) 0.026(11) 1.0000 Uiso H5 H 0.265(4) 0.278(4) -0.2394(19) 0.031(13) 1.0000 Uiso H6 H 0.169(3) 0.115(4) -0.2411(16) 0.020(10) 1.0000 Uiso H7 H -0.065(4) 0.247(5) -0.146(2) 0.044(15) 1.0000 Uiso H8 H 0.015(4) 0.418(5) -0.161(2) 0.035(16) 1.0000 Uiso H21 H 0.3263 0.3377 0.4669 0.0217 1.0000 Uiso H31 H 0.4818 0.2042 0.4597 0.0253 1.0000 Uiso H51 H 0.1386 0.3395 0.5299 0.0341 1.0000 Uiso H61 H 0.0933 0.2630 0.6164 0.0373 1.0000 Uiso H71 H 0.1778 0.1080 0.6517 0.0343 1.0000 Uiso H91 H 0.5240 -0.0108 0.5021 0.0317 1.0000 Uiso H101 H 0.4817 -0.0977 0.5859 0.0357 1.0000 Uiso H111 H 0.3362 -0.0397 0.6391 0.0365 1.0000 Uiso H161 H 0.0353 0.5230 0.3720 0.0360 1.0000 Uiso H171 H -0.1206 0.4141 0.3811 0.0499 1.0000 Uiso H181 H -0.1084 0.2297 0.4072 0.0433 1.0000 Uiso H201 H 0.3072 0.4189 0.3847 0.0282 1.0000 Uiso H211 H 0.3179 0.5954 0.4250 0.0387 1.0000 Uiso H212 H 0.2565 0.5092 0.4645 0.0387 1.0000 Uiso H213 H 0.1877 0.5984 0.4295 0.0387 1.0000 Uiso H221 H 0.3101 0.5731 0.3259 0.0436 1.0000 Uiso H222 H 0.1796 0.5752 0.3254 0.0436 1.0000 Uiso H223 H 0.2433 0.4719 0.2989 0.0436 1.0000 Uiso H231 H 0.1382 0.0870 0.4367 0.0327 1.0000 Uiso H241 H 0.0014 0.0110 0.4962 0.0482 1.0000 Uiso H242 H 0.0306 0.1367 0.5134 0.0482 1.0000 Uiso H243 H -0.0783 0.1112 0.4790 0.0482 1.0000 Uiso H251 H 0.0177 -0.0514 0.4041 0.0423 1.0000 Uiso H252 H -0.0626 0.0447 0.3824 0.0423 1.0000 Uiso H253 H 0.0553 0.0299 0.3555 0.0423 1.0000 Uiso H281 H 0.7036 -0.0447 0.3756 0.0343 1.0000 Uiso H291 H 0.6247 -0.2205 0.3790 0.0406 1.0000 Uiso H301 H 0.4364 -0.2369 0.3867 0.0335 1.0000 Uiso H321 H 0.5635 0.2129 0.3834 0.0303 1.0000 Uiso H331 H 0.7231 0.2403 0.4357 0.0341 1.0000 Uiso H332 H 0.7410 0.1079 0.4380 0.0341 1.0000 Uiso H333 H 0.6385 0.1630 0.4680 0.0341 1.0000 Uiso H341 H 0.7245 0.2443 0.3357 0.0433 1.0000 Uiso H342 H 0.7444 0.1122 0.3323 0.0433 1.0000 Uiso H343 H 0.6427 0.1673 0.3008 0.0433 1.0000 Uiso H351 H 0.2481 -0.0159 0.3877 0.0334 1.0000 Uiso H361 H 0.1731 -0.1398 0.4516 0.0420 1.0000 Uiso H362 H 0.2744 -0.0733 0.4775 0.0420 1.0000 Uiso H363 H 0.2891 -0.2000 0.4576 0.0420 1.0000 Uiso H371 H 0.1628 -0.1807 0.3558 0.0406 1.0000 Uiso H372 H 0.2786 -0.2424 0.3565 0.0406 1.0000 Uiso H373 H 0.2566 -0.1415 0.3146 0.0406 1.0000 Uiso H401 H 0.0231 0.2539 0.2363 0.0480 1.0000 Uiso H402 H 0.0857 0.1706 0.1959 0.0480 1.0000 Uiso H411 H 0.1432 0.3867 0.2266 0.0525 1.0000 Uiso H412 H 0.1555 0.3281 0.1678 0.0525 1.0000 Uiso H441 H 0.3471 0.0703 0.1570 0.0489 1.0000 Uiso H442 H 0.2319 0.1331 0.1545 0.0489 1.0000 Uiso H451 H 0.2994 -0.0348 0.2261 0.0479 1.0000 Uiso H452 H 0.1813 -0.0159 0.1993 0.0479 1.0000 Uiso H471 H 0.3274 0.0730 -0.0242 0.0343 1.0000 Uiso H481 H 0.4136 0.2576 -0.0463 0.0310 1.0000 Uiso H501 H 0.3721 -0.1518 -0.0512 0.0620 1.0000 Uiso H511 H 0.5381 -0.2533 -0.0602 0.0681 1.0000 Uiso H521 H 0.7003 -0.1664 -0.0746 0.0732 1.0000 Uiso H541 H 0.6209 0.3094 -0.0796 0.0477 1.0000 Uiso H551 H 0.7915 0.2181 -0.0804 0.0639 1.0000 Uiso H561 H 0.8053 0.0268 -0.0823 0.0701 1.0000 Uiso H611 H 0.0211 -0.1367 -0.0247 0.0482 1.0000 Uiso H621 H 0.0234 -0.2591 -0.0990 0.0529 1.0000 Uiso H631 H 0.1317 -0.2214 -0.1739 0.0513 1.0000 Uiso H651 H 0.1652 0.1160 -0.0140 0.0503 1.0000 Uiso H661 H 0.1646 0.0414 0.0739 0.0888 1.0000 Uiso H662 H 0.2462 -0.0273 0.0355 0.0888 1.0000 Uiso H663 H 0.1286 -0.0774 0.0495 0.0888 1.0000 Uiso H671 H -0.0009 0.1292 0.0336 0.0921 1.0000 Uiso H672 H -0.0239 0.1190 -0.0311 0.0921 1.0000 Uiso H673 H -0.0390 0.0123 0.0078 0.0921 1.0000 Uiso H681 H 0.2868 0.0169 -0.1960 0.0400 1.0000 Uiso H691 H 0.4089 -0.1222 -0.2268 0.0571 1.0000 Uiso H692 H 0.3449 -0.2129 -0.1910 0.0571 1.0000 Uiso H693 H 0.4102 -0.1140 -0.1611 0.0571 1.0000 Uiso H701 H 0.2496 -0.0795 -0.2788 0.0531 1.0000 Uiso H702 H 0.1781 -0.1678 -0.2451 0.0531 1.0000 Uiso H703 H 0.1391 -0.0404 -0.2499 0.0531 1.0000 Uiso H731 H 0.4077 0.5821 -0.1799 0.0408 1.0000 Uiso H741 H 0.4984 0.5246 -0.2595 0.0405 1.0000 Uiso H751 H 0.5356 0.3361 -0.2725 0.0397 1.0000 Uiso H771 H 0.2970 0.4036 -0.0798 0.0461 1.0000 Uiso H781 H 0.3796 0.5524 -0.0290 0.0721 1.0000 Uiso H782 H 0.4469 0.5870 -0.0825 0.0721 1.0000 Uiso H783 H 0.4712 0.4704 -0.0525 0.0721 1.0000 Uiso H791 H 0.2060 0.5728 -0.0761 0.0723 1.0000 Uiso H792 H 0.2674 0.6126 -0.1306 0.0723 1.0000 Uiso H793 H 0.1831 0.5106 -0.1333 0.0723 1.0000 Uiso H801 H 0.4529 0.1157 -0.1862 0.0390 1.0000 Uiso H811 H 0.6229 0.0631 -0.2244 0.0491 1.0000 Uiso H812 H 0.6396 0.1889 -0.2451 0.0491 1.0000 Uiso H813 H 0.6385 0.1620 -0.1807 0.0491 1.0000 Uiso H821 H 0.4565 0.0420 -0.2753 0.0439 1.0000 Uiso H822 H 0.4668 0.1659 -0.2995 0.0439 1.0000 Uiso H823 H 0.3581 0.1286 -0.2684 0.0439 1.0000 Uiso H851 H 0.0022 0.2294 -0.2938 0.0592 1.0000 Uiso H852 H 0.0030 0.0991 -0.2789 0.0592 1.0000 Uiso H861 H -0.1377 0.2255 -0.2387 0.0681 1.0000 Uiso H862 H -0.0902 0.1230 -0.2037 0.0681 1.0000 Uiso H891 H 0.0266 0.5029 -0.2390 0.0613 1.0000 Uiso H892 H -0.0199 0.3919 -0.2675 0.0613 1.0000 Uiso H901 H 0.1446 0.3939 -0.3011 0.0481 1.0000 Uiso H902 H 0.1960 0.4505 -0.2472 0.0481 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 Rh1 0.02126(15) 0.02140(17) 0.02052(15) 0.00058(16) -0.00129(11) -0.00199(15) Cl1 0.0255(5) 0.0277(6) 0.0265(5) 0.0024(5) -0.0005(4) -0.0068(4) C1 0.0158(18) 0.017(2) 0.022(2) 0.0028(16) 0.0019(15) -0.0022(15) N1 0.0179(15) 0.0172(19) 0.0192(15) 0.0009(14) -0.0012(12) 0.0014(13) C2 0.0191(18) 0.015(2) 0.0198(18) -0.0017(18) -0.0061(14) 0.0017(18) C3 0.021(2) 0.021(3) 0.021(2) -0.0011(16) -0.0024(15) 0.0014(15) N2 0.0220(17) 0.0182(19) 0.0179(16) -0.0010(14) 0.0004(13) 0.0008(13) C4 0.0186(18) 0.021(3) 0.0232(19) 0.0000(16) 0.0021(14) -0.0028(15) C5 0.026(2) 0.030(3) 0.030(2) -0.0052(19) 0.0008(17) 0.0042(18) C6 0.026(2) 0.042(4) 0.026(2) -0.0051(19) 0.0086(16) -0.0041(18) C7 0.032(2) 0.031(3) 0.023(2) 0.000(2) 0.0093(18) -0.008(2) C8 0.020(2) 0.023(2) 0.024(2) 0.0031(18) 0.0010(16) -0.0029(16) C9 0.031(2) 0.024(3) 0.025(2) 0.0043(19) -0.0032(18) 0.0057(18) C10 0.035(2) 0.023(3) 0.032(2) 0.007(2) -0.0108(19) -0.0005(19) C11 0.039(3) 0.025(3) 0.027(2) 0.007(2) -0.003(2) -0.006(2) C12 0.036(2) 0.021(2) 0.024(2) -0.0003(18) -0.0007(18) -0.0123(19) C13 0.0152(18) 0.022(2) 0.024(2) -0.0021(17) 0.0006(15) -0.0016(16) C14 0.017(2) 0.024(2) 0.024(2) -0.0009(18) 0.0011(16) 0.0056(16) C15 0.022(2) 0.025(2) 0.028(2) -0.0001(19) -0.0019(17) 0.0017(17) C16 0.029(2) 0.021(3) 0.040(3) 0.005(2) -0.003(2) 0.0066(18) C17 0.026(3) 0.042(3) 0.057(3) -0.003(3) -0.004(2) 0.005(2) C18 0.017(2) 0.037(3) 0.054(3) -0.004(2) 0.0010(19) 0.0001(19) C19 0.0227(19) 0.029(3) 0.0256(19) -0.0026(17) 0.0018(15) -0.0045(17) C20 0.027(2) 0.019(2) 0.024(2) 0.0029(18) 0.0043(17) 0.0007(18) C21 0.037(3) 0.026(3) 0.034(3) -0.003(2) 0.001(2) -0.002(2) C22 0.049(3) 0.027(3) 0.033(3) 0.005(2) 0.002(2) -0.003(2) C23 0.021(2) 0.029(3) 0.031(2) 0.006(2) 0.0029(17) -0.0037(18) C24 0.035(3) 0.047(3) 0.039(3) 0.009(2) 0.005(2) -0.013(2) C25 0.042(3) 0.025(3) 0.039(3) -0.001(2) 0.005(2) -0.009(2) C26 0.025(2) 0.021(2) 0.017(2) 0.0005(17) 0.0021(16) 0.0054(17) C27 0.026(2) 0.023(2) 0.020(2) -0.0003(17) 0.0024(16) 0.0030(17) C28 0.022(2) 0.033(3) 0.031(2) 0.003(2) 0.0047(18) 0.0054(18) C29 0.041(3) 0.025(3) 0.036(3) -0.005(2) 0.002(2) 0.011(2) C30 0.034(2) 0.013(2) 0.036(2) 0.0002(19) 0.0018(19) 0.0081(17) C31 0.028(2) 0.019(2) 0.022(2) 0.0009(17) 0.0005(17) 0.0009(17) C32 0.018(2) 0.028(2) 0.030(2) 0.0009(18) -0.0007(17) -0.0023(17) C33 0.020(2) 0.031(3) 0.034(2) 0.0012(19) 0.0019(17) 0.0022(16) C34 0.022(2) 0.044(3) 0.042(3) 0.000(2) 0.0070(19) -0.0033(18) C35 0.026(2) 0.023(3) 0.034(3) 0.000(2) 0.0012(19) 0.0024(18) C36 0.037(3) 0.032(3) 0.036(3) 0.001(2) 0.002(2) -0.010(2) C37 0.039(3) 0.028(3) 0.035(3) -0.003(2) -0.004(2) 0.000(2) C38 0.031(3) 0.025(3) 0.032(3) -0.001(2) -0.001(2) -0.007(2) C39 0.019(2) 0.044(3) 0.029(2) -0.003(2) -0.0041(19) -0.0022(19) C40 0.035(2) 0.041(4) 0.044(3) 0.003(2) -0.013(2) 0.006(2) C41 0.046(3) 0.046(4) 0.040(3) 0.011(3) -0.016(2) -0.007(2) C42 0.043(3) 0.032(3) 0.025(2) 0.004(2) -0.007(2) -0.010(2) C43 0.036(2) 0.042(3) 0.024(2) -0.005(3) 0.0025(17) -0.006(3) C44 0.046(3) 0.048(4) 0.029(3) -0.010(2) -0.001(2) -0.003(2) C45 0.035(3) 0.038(3) 0.047(3) -0.012(2) 0.002(2) -0.005(2) Rh2 0.02454(17) 0.0320(2) 0.02581(18) 0.00086(17) 0.00270(13) 0.00307(16) Cl2 0.0440(7) 0.0477(8) 0.0321(6) -0.0026(6) 0.0102(5) 0.0085(6) C46 0.029(2) 0.017(3) 0.025(2) -0.0038(17) 0.0054(17) -0.0016(17) N3 0.0265(19) 0.031(2) 0.0188(17) 0.0016(16) -0.0012(14) -0.0024(15) C47 0.029(2) 0.029(3) 0.028(2) 0.0066(19) -0.0053(18) -0.0063(19) C48 0.030(2) 0.027(2) 0.0209(18) 0.000(2) -0.0038(15) -0.002(2) N4 0.0250(17) 0.025(3) 0.0244(16) 0.0004(15) -0.0016(13) 0.0018(14) C49 0.050(3) 0.028(3) 0.034(3) 0.006(2) -0.015(2) 0.000(2) C50 0.063(4) 0.043(4) 0.049(3) 0.000(3) -0.026(3) -0.001(3) C51 0.077(5) 0.032(3) 0.062(4) 0.003(3) -0.028(3) 0.013(3) C52 0.073(5) 0.056(4) 0.054(4) -0.006(3) -0.019(3) 0.028(4) C53 0.031(2) 0.041(3) 0.029(2) 0.004(2) -0.0045(19) 0.003(2) C54 0.033(2) 0.050(4) 0.036(2) 0.004(2) -0.0038(18) -0.007(2) C55 0.036(3) 0.078(6) 0.046(3) 0.005(3) 0.000(2) -0.008(3) C56 0.031(3) 0.095(6) 0.049(4) 0.002(4) 0.001(3) 0.015(3) C57 0.043(3) 0.057(4) 0.037(3) -0.001(3) -0.005(2) 0.013(3) C58 0.037(3) 0.042(3) 0.025(2) 0.005(2) -0.0084(19) 0.006(2) C59 0.024(2) 0.022(2) 0.023(2) 0.0027(18) 0.0005(16) 0.0005(17) C60 0.035(3) 0.025(3) 0.031(2) 0.002(2) -0.0019(19) -0.003(2) C61 0.049(3) 0.040(3) 0.032(3) 0.004(2) 0.008(2) -0.012(2) C62 0.053(3) 0.037(3) 0.042(3) -0.004(2) 0.004(2) -0.023(3) C63 0.060(3) 0.035(3) 0.033(3) 0.000(2) 0.003(2) -0.009(2) C64 0.030(2) 0.029(3) 0.027(2) 0.0013(19) 0.0012(18) -0.0018(19) C65 0.060(3) 0.032(3) 0.034(3) -0.007(2) 0.020(2) -0.012(2) C66 0.132(7) 0.064(5) 0.026(3) 0.001(3) -0.002(3) -0.046(5) C67 0.077(5) 0.043(4) 0.110(6) -0.025(4) 0.058(4) -0.012(3) C68 0.040(3) 0.032(3) 0.028(2) -0.008(2) 0.007(2) -0.003(2) C69 0.053(4) 0.045(4) 0.045(3) -0.004(3) 0.015(3) 0.020(3) C70 0.061(4) 0.044(4) 0.027(3) -0.001(2) 0.006(2) -0.008(3) C71 0.024(2) 0.027(3) 0.025(2) 0.0056(18) 0.0005(16) -0.0049(18) C72 0.024(2) 0.028(3) 0.030(2) -0.002(2) 0.0017(18) 0.0010(18) C73 0.037(3) 0.027(3) 0.037(3) 0.006(2) 0.006(2) -0.004(2) C74 0.037(3) 0.033(3) 0.032(2) 0.003(2) 0.006(2) -0.011(2) C75 0.030(2) 0.036(3) 0.032(3) -0.003(2) 0.0023(19) -0.006(2) C76 0.025(2) 0.027(3) 0.027(2) -0.0021(18) 0.0036(17) -0.0036(17) C77 0.047(3) 0.033(3) 0.036(3) -0.005(2) 0.011(2) -0.001(2) C78 0.079(5) 0.060(5) 0.040(3) -0.023(3) 0.010(3) -0.027(4) C79 0.066(4) 0.048(4) 0.067(4) 0.014(3) 0.030(3) 0.022(3) C80 0.037(3) 0.030(3) 0.030(3) -0.002(2) 0.005(2) 0.001(2) C81 0.031(3) 0.047(4) 0.044(3) -0.011(3) 0.003(2) 0.009(2) C82 0.039(3) 0.037(3) 0.034(3) -0.005(2) 0.003(2) -0.002(2) C83 0.028(2) 0.040(3) 0.026(2) 0.002(2) 0.0026(19) 0.005(2) C84 0.030(2) 0.041(4) 0.031(2) 0.003(2) 0.0013(18) 0.004(2) C85 0.034(3) 0.065(5) 0.049(3) -0.004(3) -0.005(2) -0.002(2) C86 0.034(3) 0.086(5) 0.051(3) 0.004(4) -0.002(2) -0.006(3) C87 0.028(2) 0.068(5) 0.044(3) 0.002(3) 0.006(2) 0.007(3) C88 0.042(3) 0.058(4) 0.039(3) -0.001(3) 0.001(2) 0.027(3) C89 0.048(3) 0.054(4) 0.051(3) 0.013(3) 0.009(3) 0.021(3) C90 0.042(3) 0.040(3) 0.038(3) 0.014(2) -0.002(2) 0.000(2) _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 Rh1 . Cl1 . 2.3821(11) yes Rh1 . C1 . 2.078(4) yes Rh1 . C38 . 2.083(5) yes Rh1 . C39 . 2.105(4) yes Rh1 . C42 . 2.189(5) yes Rh1 . C43 . 2.194(4) yes C1 . N1 . 1.351(5) yes C1 . N2 . 1.358(5) yes N1 . C2 . 1.489(5) yes N1 . C14 . 1.442(5) yes C2 . C3 . 1.552(6) yes C2 . C4 . 1.513(5) yes C2 . H21 . 1.000 no C3 . N2 . 1.495(5) yes C3 . C8 . 1.508(6) yes C3 . H31 . 1.000 no N2 . C26 . 1.448(5) yes C4 . C5 . 1.370(6) yes C4 . C13 . 1.410(6) yes C5 . C6 . 1.421(6) yes C5 . H51 . 1.000 no C6 . C7 . 1.363(7) yes C6 . H61 . 1.000 no C7 . C12 . 1.434(6) yes C7 . H71 . 1.000 no C8 . C9 . 1.376(6) yes C8 . C13 . 1.403(6) yes C9 . C10 . 1.405(6) yes C9 . H91 . 1.000 no C10 . C11 . 1.386(7) yes C10 . H101 . 1.000 no C11 . C12 . 1.411(7) yes C11 . H111 . 1.000 no C12 . C13 . 1.417(6) yes C14 . C15 . 1.387(6) yes C14 . C19 . 1.411(6) yes C15 . C16 . 1.399(6) yes C15 . C20 . 1.539(6) yes C16 . C17 . 1.378(7) yes C16 . H161 . 1.000 no C17 . C18 . 1.367(8) yes C17 . H171 . 1.000 no C18 . C19 . 1.404(6) yes C18 . H181 . 1.000 no C19 . C23 . 1.516(6) yes C20 . C21 . 1.527(7) yes C20 . C22 . 1.534(6) yes C20 . H201 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.561(6) yes C23 . C25 . 1.527(7) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C24 . H242 . 1.000 no C24 . H243 . 1.000 no C25 . H251 . 1.000 no C25 . H252 . 1.000 no C25 . H253 . 1.000 no C26 . C27 . 1.413(6) yes C26 . C31 . 1.404(6) yes C27 . C28 . 1.404(6) yes C27 . C32 . 1.509(6) yes C28 . C29 . 1.372(7) yes C28 . H281 . 1.000 no C29 . C30 . 1.384(7) yes C29 . H291 . 1.000 no C30 . C31 . 1.399(6) yes C30 . H301 . 1.000 no C31 . C35 . 1.522(6) yes C32 . C33 . 1.536(6) yes C32 . C34 . 1.539(6) yes C32 . H321 . 1.000 no C33 . H331 . 1.000 no C33 . H332 . 1.000 no C33 . H333 . 1.000 no C34 . H341 . 1.000 no C34 . H342 . 1.000 no C34 . H343 . 1.000 no C35 . C36 . 1.526(7) yes C35 . C37 . 1.536(7) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . H371 . 1.000 no C37 . H372 . 1.000 no C37 . H373 . 1.000 no C38 . C39 . 1.365(7) yes C38 . C45 . 1.539(7) yes C38 . H1 . 0.86(5) no C39 . C40 . 1.520(7) yes C39 . H2 . 0.88(5) no C40 . C41 . 1.531(8) yes C40 . H401 . 1.000 no C40 . H402 . 1.000 no C41 . C42 . 1.518(7) yes C41 . H411 . 1.000 no C41 . H412 . 1.000 no C42 . C43 . 1.369(8) yes C42 . H3 . 0.97(6) no C43 . C44 . 1.521(8) yes C43 . H4 . 0.98(4) no C44 . C45 . 1.535(8) yes C44 . H441 . 1.000 no C44 . H442 . 1.000 no C45 . H451 . 1.000 no C45 . H452 . 1.000 no Rh2 . Cl2 . 2.3779(13) yes Rh2 . C46 . 2.050(5) yes Rh2 . C83 . 2.107(5) yes Rh2 . C84 . 2.116(5) yes Rh2 . C87 . 2.158(5) yes Rh2 . C88 . 2.198(6) yes C46 . N3 . 1.358(6) yes C46 . N4 . 1.353(5) yes N3 . C47 . 1.476(5) yes N3 . C59 . 1.463(6) yes C47 . C48 . 1.551(7) yes C47 . C49 . 1.510(7) yes C47 . H471 . 1.000 no C48 . N4 . 1.491(5) yes C48 . C53 . 1.517(6) yes C48 . H481 . 1.000 no N4 . C71 . 1.443(5) yes C49 . C50 . 1.377(8) yes C49 . C58 . 1.406(7) yes C50 . C51 . 1.435(9) yes C50 . H501 . 1.000 no C51 . C52 . 1.345(10) yes C51 . H511 . 1.000 no C52 . C57 . 1.423(9) yes C52 . H521 . 1.000 no C53 . C54 . 1.376(7) yes C53 . C58 . 1.391(7) yes C54 . C55 . 1.417(8) yes C54 . H541 . 1.000 no C55 . C56 . 1.363(10) yes C55 . H551 . 1.000 no C56 . C57 . 1.438(9) yes C56 . H561 . 1.000 no C57 . C58 . 1.421(7) yes C59 . C60 . 1.413(6) yes C59 . C64 . 1.404(6) yes C60 . C61 . 1.384(7) yes C60 . C65 . 1.502(7) yes C61 . C62 . 1.382(8) yes C61 . H611 . 1.000 no C62 . C63 . 1.368(7) yes C62 . H621 . 1.000 no C63 . C64 . 1.389(7) yes C63 . H631 . 1.000 no C64 . C68 . 1.530(6) yes C65 . C66 . 1.529(9) yes C65 . C67 . 1.549(9) yes C65 . H651 . 1.000 no C66 . H661 . 1.000 no C66 . H662 . 1.000 no C66 . H663 . 1.000 no C67 . H671 . 1.000 no C67 . H672 . 1.000 no C67 . H673 . 1.000 no C68 . C69 . 1.540(7) yes C68 . C70 . 1.528(7) yes C68 . H681 . 1.000 no C69 . H691 . 1.000 no C69 . H692 . 1.000 no C69 . H693 . 1.000 no C70 . H701 . 1.000 no C70 . H702 . 1.000 no C70 . H703 . 1.000 no C71 . C72 . 1.406(6) yes C71 . C76 . 1.402(6) yes C72 . C73 . 1.394(7) yes C72 . C77 . 1.514(6) yes C73 . C74 . 1.392(7) yes C73 . H731 . 1.000 no C74 . C75 . 1.377(7) yes C74 . H741 . 1.000 no C75 . C76 . 1.392(7) yes C75 . H751 . 1.000 no C76 . C80 . 1.532(7) yes C77 . C78 . 1.546(8) yes C77 . C79 . 1.526(8) yes C77 . H771 . 1.000 no C78 . H781 . 1.000 no C78 . H782 . 1.000 no C78 . H783 . 1.000 no C79 . H791 . 1.000 no C79 . H792 . 1.000 no C79 . H793 . 1.000 no C80 . C81 . 1.535(7) yes C80 . C82 . 1.534(7) yes C80 . H801 . 1.000 no C81 . H811 . 1.000 no C81 . H812 . 1.000 no C81 . H813 . 1.000 no C82 . H821 . 1.000 no C82 . H822 . 1.000 no C82 . H823 . 1.000 no C83 . C84 . 1.383(7) yes C83 . C90 . 1.516(7) yes C83 . H5 . 1.01(5) no C84 . C85 . 1.529(7) yes C84 . H6 . 1.02(4) no C85 . C86 . 1.535(8) yes C85 . H851 . 1.000 no C85 . H852 . 1.000 no C86 . C87 . 1.494(9) yes C86 . H861 . 1.000 no C86 . H862 . 1.000 no C87 . C88 . 1.376(9) yes C87 . H7 . 0.92(6) no C88 . C89 . 1.525(8) yes C88 . H8 . 0.83(6) no C89 . C90 . 1.520(8) yes C89 . H891 . 1.000 no C89 . H892 . 1.000 no C90 . H901 . 1.000 no C90 . H902 . 1.000 no 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 Cl1 . Rh1 . C1 . 83.53(11) yes Cl1 . Rh1 . C38 . 163.79(14) yes C1 . Rh1 . C38 . 98.92(18) yes Cl1 . Rh1 . C39 . 157.22(15) yes C1 . Rh1 . C39 . 101.93(18) yes C38 . Rh1 . C39 . 38.0(2) yes Cl1 . Rh1 . C42 . 86.11(14) yes C1 . Rh1 . C42 . 158.29(18) yes C38 . Rh1 . C42 . 96.3(2) yes C39 . Rh1 . C42 . 80.98(19) yes Cl1 . Rh1 . C43 . 91.12(14) yes C1 . Rh1 . C43 . 162.25(18) yes C38 . Rh1 . C43 . 81.7(2) yes C39 . Rh1 . C43 . 89.53(19) yes C42 . Rh1 . C43 . 36.4(2) yes Rh1 . C1 . N1 . 122.1(3) yes Rh1 . C1 . N2 . 124.7(3) yes N1 . C1 . N2 . 107.3(3) yes C1 . N1 . C2 . 114.2(3) yes C1 . N1 . C14 . 125.2(3) yes C2 . N1 . C14 . 120.6(3) yes N1 . C2 . C3 . 101.5(3) yes N1 . C2 . C4 . 117.5(3) yes C3 . C2 . C4 . 105.0(3) yes N1 . C2 . H21 . 108.380 no C3 . C2 . H21 . 120.197 no C4 . C2 . H21 . 105.048 no C2 . C3 . N2 . 102.8(3) yes C2 . C3 . C8 . 105.6(3) yes N2 . C3 . C8 . 117.7(3) yes C2 . C3 . H31 . 119.233 no N2 . C3 . H31 . 107.505 no C8 . C3 . H31 . 104.829 no C1 . N2 . C3 . 113.0(3) yes C1 . N2 . C26 . 128.8(3) yes C3 . N2 . C26 . 117.4(3) yes C2 . C4 . C5 . 132.1(4) yes C2 . C4 . C13 . 108.0(3) yes C5 . C4 . C13 . 119.6(4) yes C4 . C5 . C6 . 117.8(4) yes C4 . C5 . H51 . 121.087 no C6 . C5 . H51 . 121.088 no C5 . C6 . C7 . 123.6(4) yes C5 . C6 . H61 . 118.223 no C7 . C6 . H61 . 118.224 no C6 . C7 . C12 . 120.0(4) yes C6 . C7 . H71 . 119.988 no C12 . C7 . H71 . 119.988 no C3 . C8 . C9 . 132.4(4) yes C3 . C8 . C13 . 108.1(4) yes C9 . C8 . C13 . 119.3(4) yes C8 . C9 . C10 . 118.6(4) yes C8 . C9 . H91 . 120.676 no C10 . C9 . H91 . 120.676 no C9 . C10 . C11 . 122.5(4) yes C9 . C10 . H101 . 118.761 no C11 . C10 . H101 . 118.761 no C10 . C11 . C12 . 120.2(4) yes C10 . C11 . H111 . 119.887 no C12 . C11 . H111 . 119.887 no C7 . C12 . C11 . 128.0(4) yes C7 . C12 . C13 . 115.6(4) yes C11 . C12 . C13 . 116.2(4) yes C4 . C13 . C8 . 113.3(4) yes C4 . C13 . C12 . 123.4(4) yes C8 . C13 . C12 . 123.1(4) yes N1 . C14 . C15 . 119.4(4) yes N1 . C14 . C19 . 118.4(4) yes C15 . C14 . C19 . 122.1(4) yes C14 . C15 . C16 . 118.9(4) yes C14 . C15 . C20 . 121.6(4) yes C16 . C15 . C20 . 119.5(4) yes C15 . C16 . C17 . 119.9(5) yes C15 . C16 . H161 . 120.062 no C17 . C16 . H161 . 120.062 no C16 . C17 . C18 . 120.8(5) yes C16 . C17 . H171 . 119.602 no C18 . C17 . H171 . 119.602 no C17 . C18 . C19 . 121.8(4) yes C17 . C18 . H181 . 119.105 no C19 . C18 . H181 . 119.105 no C14 . C19 . C18 . 116.5(4) yes C14 . C19 . C23 . 124.0(4) yes C18 . C19 . C23 . 119.5(4) yes C15 . C20 . C21 . 110.9(4) yes C15 . C20 . C22 . 111.0(4) yes C21 . C20 . C22 . 110.9(4) yes C15 . C20 . H201 . 107.954 no C21 . C20 . H201 . 108.034 no C22 . C20 . H201 . 107.874 no C20 . C21 . H211 . 109.466 no C20 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C20 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C20 . C22 . H221 . 109.467 no C20 . C22 . H222 . 109.466 no H221 . C22 . H222 . 109.476 no C20 . C22 . H223 . 109.466 no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.476 no C19 . C23 . C24 . 111.3(4) yes C19 . C23 . C25 . 112.7(4) yes C24 . C23 . C25 . 107.8(4) yes C19 . C23 . H231 . 105.470 no C24 . C23 . H231 . 110.541 no C25 . C23 . H231 . 109.073 no C23 . C24 . H241 . 109.467 no C23 . C24 . H242 . 109.466 no H241 . C24 . H242 . 109.476 no C23 . C24 . H243 . 109.467 no H241 . C24 . H243 . 109.476 no H242 . C24 . H243 . 109.476 no C23 . C25 . H251 . 109.467 no C23 . C25 . H252 . 109.466 no H251 . C25 . H252 . 109.476 no C23 . C25 . H253 . 109.466 no H251 . C25 . H253 . 109.476 no H252 . C25 . H253 . 109.476 no N2 . C26 . C27 . 118.0(4) yes N2 . C26 . C31 . 119.2(4) yes C27 . C26 . C31 . 121.9(4) yes C26 . C27 . C28 . 117.1(4) yes C26 . C27 . C32 . 123.7(4) yes C28 . C27 . C32 . 119.2(4) yes C27 . C28 . C29 . 122.3(4) yes C27 . C28 . H281 . 118.838 no C29 . C28 . H281 . 118.838 no C28 . C29 . C30 . 118.9(4) yes C28 . C29 . H291 . 120.538 no C30 . C29 . H291 . 120.538 no C29 . C30 . C31 . 122.4(4) yes C29 . C30 . H301 . 118.796 no C31 . C30 . H301 . 118.796 no C26 . C31 . C30 . 117.2(4) yes C26 . C31 . C35 . 124.2(4) yes C30 . C31 . C35 . 118.5(4) yes C27 . C32 . C33 . 110.3(4) yes C27 . C32 . C34 . 112.1(4) yes C33 . C32 . C34 . 111.0(3) yes C27 . C32 . H321 . 107.654 no C33 . C32 . H321 . 108.746 no C34 . C32 . H321 . 106.856 no C32 . C33 . H331 . 109.467 no C32 . C33 . H332 . 109.467 no H331 . C33 . H332 . 109.475 no C32 . C33 . H333 . 109.467 no H331 . C33 . H333 . 109.476 no H332 . C33 . H333 . 109.476 no C32 . C34 . H341 . 109.467 no C32 . C34 . H342 . 109.466 no H341 . C34 . H342 . 109.476 no C32 . C34 . H343 . 109.467 no H341 . C34 . H343 . 109.476 no H342 . C34 . H343 . 109.476 no C31 . C35 . C36 . 112.0(4) yes C31 . C35 . C37 . 111.3(4) yes C36 . C35 . C37 . 109.4(4) yes C31 . C35 . H351 . 106.431 no C36 . C35 . H351 . 108.482 no C37 . C35 . H351 . 109.199 no C35 . C36 . H361 . 109.467 no C35 . C36 . H362 . 109.467 no H361 . C36 . H362 . 109.476 no C35 . C36 . H363 . 109.466 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no C35 . C37 . H371 . 109.467 no C35 . C37 . H372 . 109.467 no H371 . C37 . H372 . 109.476 no C35 . C37 . H373 . 109.467 no H371 . C37 . H373 . 109.476 no H372 . C37 . H373 . 109.476 no Rh1 . C38 . C39 . 71.9(3) yes Rh1 . C38 . C45 . 112.0(3) yes C39 . C38 . C45 . 125.7(5) yes Rh1 . C38 . H1 . 109(3) no C39 . C38 . H1 . 118(3) no C45 . C38 . H1 . 112(3) no Rh1 . C39 . C38 . 70.1(3) yes Rh1 . C39 . C40 . 114.9(3) yes C38 . C39 . C40 . 123.6(5) yes Rh1 . C39 . H2 . 107(3) no C38 . C39 . H2 . 118(3) no C40 . C39 . H2 . 113(3) no C39 . C40 . C41 . 112.7(4) yes C39 . C40 . H401 . 108.659 no C41 . C40 . H401 . 108.658 no C39 . C40 . H402 . 108.657 no C41 . C40 . H402 . 108.658 no H401 . C40 . H402 . 109.467 no C40 . C41 . C42 . 112.4(4) yes C40 . C41 . H411 . 108.733 no C42 . C41 . H411 . 108.733 no C40 . C41 . H412 . 108.733 no C42 . C41 . H412 . 108.733 no H411 . C41 . H412 . 109.466 no Rh1 . C42 . C41 . 109.6(3) yes Rh1 . C42 . C43 . 72.0(3) yes C41 . C42 . C43 . 126.5(5) yes Rh1 . C42 . H3 . 104(3) no C41 . C42 . H3 . 105(3) no C43 . C42 . H3 . 128(3) no Rh1 . C43 . C42 . 71.6(3) yes Rh1 . C43 . C44 . 111.8(3) yes C42 . C43 . C44 . 123.3(4) yes Rh1 . C43 . H4 . 101(2) no C42 . C43 . H4 . 122(3) no C44 . C43 . H4 . 113(3) no C43 . C44 . C45 . 113.0(4) yes C43 . C44 . H441 . 108.576 no C45 . C44 . H441 . 108.576 no C43 . C44 . H442 . 108.576 no C45 . C44 . H442 . 108.576 no H441 . C44 . H442 . 109.467 no C38 . C45 . C44 . 112.2(4) yes C38 . C45 . H451 . 108.794 no C44 . C45 . H451 . 108.794 no C38 . C45 . H452 . 108.794 no C44 . C45 . H452 . 108.794 no H451 . C45 . H452 . 109.467 no Cl2 . Rh2 . C46 . 83.44(12) yes Cl2 . Rh2 . C83 . 153.45(15) yes C46 . Rh2 . C83 . 99.50(18) yes Cl2 . Rh2 . C84 . 166.88(14) yes C46 . Rh2 . C84 . 101.73(18) yes C83 . Rh2 . C84 . 38.24(19) yes Cl2 . Rh2 . C87 . 88.99(16) yes C46 . Rh2 . C87 . 157.0(2) yes C83 . Rh2 . C87 . 97.0(2) yes C84 . Rh2 . C87 . 81.6(2) yes Cl2 . Rh2 . C88 . 88.47(17) yes C46 . Rh2 . C88 . 163.0(2) yes C83 . Rh2 . C88 . 81.3(2) yes C84 . Rh2 . C88 . 89.4(2) yes C87 . Rh2 . C88 . 36.8(3) yes Rh2 . C46 . N3 . 125.0(3) yes Rh2 . C46 . N4 . 122.7(3) yes N3 . C46 . N4 . 107.2(4) yes C46 . N3 . C47 . 113.7(4) yes C46 . N3 . C59 . 127.0(4) yes C47 . N3 . C59 . 119.2(3) yes N3 . C47 . C48 . 102.4(3) yes N3 . C47 . C49 . 118.5(4) yes C48 . C47 . C49 . 105.4(4) yes N3 . C47 . H471 . 107.216 no C48 . C47 . H471 . 119.947 no C49 . C47 . H471 . 104.308 no C47 . C48 . N4 . 101.7(3) yes C47 . C48 . C53 . 104.6(4) yes N4 . C48 . C53 . 117.5(3) yes C47 . C48 . H481 . 120.280 no N4 . C48 . H481 . 108.105 no C53 . C48 . H481 . 105.370 no C46 . N4 . C48 . 112.9(3) yes C46 . N4 . C71 . 123.3(3) yes C48 . N4 . C71 . 123.7(3) yes C47 . C49 . C50 . 132.2(5) yes C47 . C49 . C58 . 107.6(4) yes C50 . C49 . C58 . 119.8(5) yes C49 . C50 . C51 . 117.8(6) yes C49 . C50 . H501 . 121.087 no C51 . C50 . H501 . 121.086 no C50 . C51 . C52 . 122.8(6) yes C50 . C51 . H511 . 118.582 no C52 . C51 . H511 . 118.581 no C51 . C52 . C57 . 120.7(6) yes C51 . C52 . H521 . 119.673 no C57 . C52 . H521 . 119.673 no C48 . C53 . C54 . 132.4(5) yes C48 . C53 . C58 . 108.1(4) yes C54 . C53 . C58 . 119.4(5) yes C53 . C54 . C55 . 118.7(5) yes C53 . C54 . H541 . 120.640 no C55 . C54 . H541 . 120.640 no C54 . C55 . C56 . 122.4(5) yes C54 . C55 . H551 . 118.798 no C56 . C55 . H551 . 118.798 no C55 . C56 . C57 . 120.5(5) yes C55 . C56 . H561 . 119.728 no C57 . C56 . H561 . 119.728 no C52 . C57 . C56 . 128.0(6) yes C52 . C57 . C58 . 116.5(5) yes C56 . C57 . C58 . 115.3(6) yes C49 . C58 . C53 . 113.8(4) yes C49 . C58 . C57 . 122.3(5) yes C53 . C58 . C57 . 123.6(5) yes N3 . C59 . C60 . 119.2(4) yes N3 . C59 . C64 . 119.1(4) yes C60 . C59 . C64 . 121.5(4) yes C59 . C60 . C61 . 117.9(4) yes C59 . C60 . C65 . 124.0(4) yes C61 . C60 . C65 . 118.1(4) yes C60 . C61 . C62 . 121.4(5) yes C60 . C61 . H611 . 119.286 no C62 . C61 . H611 . 119.286 no C61 . C62 . C63 . 119.6(5) yes C61 . C62 . H621 . 120.224 no C63 . C62 . H621 . 120.224 no C62 . C63 . C64 . 122.4(5) yes C62 . C63 . H631 . 118.820 no C64 . C63 . H631 . 118.820 no C59 . C64 . C63 . 117.3(4) yes C59 . C64 . C68 . 125.3(4) yes C63 . C64 . C68 . 117.4(4) yes C60 . C65 . C66 . 110.4(5) yes C60 . C65 . C67 . 108.9(5) yes C66 . C65 . C67 . 111.1(5) yes C60 . C65 . H651 . 109.765 no C66 . C65 . H651 . 107.575 no C67 . C65 . H651 . 109.077 no C65 . C66 . H661 . 109.466 no C65 . C66 . H662 . 109.467 no H661 . C66 . H662 . 109.476 no C65 . C66 . H663 . 109.466 no H661 . C66 . H663 . 109.476 no H662 . C66 . H663 . 109.476 no C65 . C67 . H671 . 109.467 no C65 . C67 . H672 . 109.467 no H671 . C67 . H672 . 109.476 no C65 . C67 . H673 . 109.466 no H671 . C67 . H673 . 109.475 no H672 . C67 . H673 . 109.476 no C64 . C68 . C69 . 111.9(4) yes C64 . C68 . C70 . 111.3(4) yes C69 . C68 . C70 . 108.4(4) yes C64 . C68 . H681 . 106.141 no C69 . C68 . H681 . 109.189 no C70 . C68 . H681 . 109.829 no C68 . C69 . H691 . 109.467 no C68 . C69 . H692 . 109.466 no H691 . C69 . H692 . 109.476 no C68 . C69 . H693 . 109.467 no H691 . C69 . H693 . 109.476 no H692 . C69 . H693 . 109.476 no C68 . C70 . H701 . 109.467 no C68 . C70 . H702 . 109.466 no H701 . C70 . H702 . 109.476 no C68 . C70 . H703 . 109.467 no H701 . C70 . H703 . 109.476 no H702 . C70 . H703 . 109.476 no N4 . C71 . C72 . 120.0(4) yes N4 . C71 . C76 . 118.9(4) yes C72 . C71 . C76 . 121.1(4) yes C71 . C72 . C73 . 118.3(4) yes C71 . C72 . C77 . 123.2(4) yes C73 . C72 . C77 . 118.5(4) yes C72 . C73 . C74 . 121.3(5) yes C72 . C73 . H731 . 119.329 no C74 . C73 . H731 . 119.329 no C73 . C74 . C75 . 118.9(4) yes C73 . C74 . H741 . 120.538 no C75 . C74 . H741 . 120.538 no C74 . C75 . C76 . 122.2(4) yes C74 . C75 . H751 . 118.917 no C76 . C75 . H751 . 118.918 no C71 . C76 . C75 . 118.0(4) yes C71 . C76 . C80 . 123.4(4) yes C75 . C76 . C80 . 118.5(4) yes C72 . C77 . C78 . 108.7(4) yes C72 . C77 . C79 . 112.8(4) yes C78 . C77 . C79 . 109.6(5) yes C72 . C77 . H771 . 107.780 no C78 . C77 . H771 . 111.073 no C79 . C77 . H771 . 106.823 no C77 . C78 . H781 . 109.467 no C77 . C78 . H782 . 109.467 no H781 . C78 . H782 . 109.476 no C77 . C78 . H783 . 109.467 no H781 . C78 . H783 . 109.476 no H782 . C78 . H783 . 109.476 no C77 . C79 . H791 . 109.467 no C77 . C79 . H792 . 109.467 no H791 . C79 . H792 . 109.475 no C77 . C79 . H793 . 109.467 no H791 . C79 . H793 . 109.476 no H792 . C79 . H793 . 109.476 no C76 . C80 . C81 . 110.3(4) yes C76 . C80 . C82 . 112.6(4) yes C81 . C80 . C82 . 109.1(4) yes C76 . C80 . H801 . 106.634 no C81 . C80 . H801 . 110.310 no C82 . C80 . H801 . 107.816 no C80 . C81 . H811 . 109.467 no C80 . C81 . H812 . 109.467 no H811 . C81 . H812 . 109.476 no C80 . C81 . H813 . 109.467 no H811 . C81 . H813 . 109.476 no H812 . C81 . H813 . 109.475 no C80 . C82 . H821 . 109.467 no C80 . C82 . H822 . 109.467 no H821 . C82 . H822 . 109.476 no C80 . C82 . H823 . 109.467 no H821 . C82 . H823 . 109.476 no H822 . C82 . H823 . 109.476 no Rh2 . C83 . C84 . 71.2(3) yes Rh2 . C83 . C90 . 110.7(3) yes C84 . C83 . C90 . 126.4(5) yes Rh2 . C83 . H5 . 105(3) no C84 . C83 . H5 . 119(3) no C90 . C83 . H5 . 112(3) no Rh2 . C84 . C83 . 70.5(3) yes Rh2 . C84 . C85 . 113.5(3) yes C83 . C84 . C85 . 124.2(5) yes Rh2 . C84 . H6 . 107(2) no C83 . C84 . H6 . 117(2) no C85 . C84 . H6 . 115(2) no C84 . C85 . C86 . 112.2(4) yes C84 . C85 . H851 . 108.790 no C86 . C85 . H851 . 108.791 no C84 . C85 . H852 . 108.791 no C86 . C85 . H852 . 108.790 no H851 . C85 . H852 . 109.467 no C85 . C86 . C87 . 113.1(5) yes C85 . C86 . H861 . 108.547 no C87 . C86 . H861 . 108.547 no C85 . C86 . H862 . 108.548 no C87 . C86 . H862 . 108.548 no H861 . C86 . H862 . 109.467 no Rh2 . C87 . C86 . 109.6(4) yes Rh2 . C87 . C88 . 73.2(3) yes C86 . C87 . C88 . 126.3(6) yes Rh2 . C87 . H7 . 101(3) no C86 . C87 . H7 . 106(4) no C88 . C87 . H7 . 126(4) no Rh2 . C88 . C87 . 70.0(3) yes Rh2 . C88 . C89 . 111.7(4) yes C87 . C88 . C89 . 123.8(6) yes Rh2 . C88 . H8 . 103(4) no C87 . C88 . H8 . 120(4) no C89 . C88 . H8 . 114(4) no C88 . C89 . C90 . 112.0(5) yes C88 . C89 . H891 . 108.848 no C90 . C89 . H891 . 108.848 no C88 . C89 . H892 . 108.848 no C90 . C89 . H892 . 108.848 no H891 . C89 . H892 . 109.467 no C83 . C90 . C89 . 113.4(4) yes C83 . C90 . H901 . 108.493 no C89 . C90 . H901 . 108.493 no C83 . C90 . H902 . 108.493 no C89 . C90 . H902 . 108.493 no H901 . C90 . H902 . 109.467 no # Attachment 'data_BIAN-SIMes_5a.cif' data_BIAN-SIMes_5a _database_code_depnum_ccdc_archive 'CCDC 719731' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_special_details ; The hydrogen atoms were positioned geometrically, the preferred orienations of the methyl groups having been previously identified by examination of a difference Fourier map ; #============================================================= _cell_length_a 25.9142(4) _cell_angle_alpha 90 _cell_length_b 11.0550(2) _cell_angle_beta 105.1595(8) _cell_length_c 19.0937(3) _cell_angle_gamma 90 _cell_volume 5279.64(15) _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 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 _cell_formula_units_Z 8 _chemical_formula_sum ' C34 H33 N2 ' _chemical_formula_moiety ' C31 H30 N2, 0.5(C6 H6) ' _chemical_compound_source ; ? ; _chemical_formula_weight 469.65 _cell_measurement_reflns_used 32188 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.16 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.068 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.99 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 32188 _reflns_number_total 6006 #6309 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_theta_min 5.100 _diffrn_reflns_theta_max 27.474 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.474 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -33 _reflns_limit_h_max 32 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _refine_diff_density_min -0.32 _refine_diff_density_max 0.29 _refine_ls_number_reflns 3638 _refine_ls_number_restraints 0 _refine_ls_number_parameters 326 #_refine_ls_R_factor_ref 0.0482 _refine_ls_wR_factor_ref 0.0584 _refine_ls_goodness_of_fit_ref 1.0758 #_reflns_number_all 6006 _refine_ls_R_factor_all 0.0848 _refine_ls_wR_factor_all 0.0860 # 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 3638 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_gt 0.0584 _refine_ls_shift/su_max 0.003791 _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: 0.998 0.787 0.597 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 C1 C 0.25305(7) 0.46843(16) 0.33541(9) 0.0248 1.0000 Uani . . N1 N 0.29348(6) 0.50747(13) 0.39058(7) 0.0231 1.0000 Uani . . C2 C 0.28035(7) 0.61036(15) 0.43341(9) 0.0222 1.0000 Uani . . C3 C 0.22035(7) 0.63239(15) 0.39442(9) 0.0227 1.0000 Uani . . N2 N 0.21112(6) 0.54053(13) 0.33491(8) 0.0241 1.0000 Uani . . C4 C 0.28113(7) 0.57772(15) 0.51085(9) 0.0223 1.0000 Uani . . C5 C 0.32205(7) 0.55072(17) 0.57054(10) 0.0283 1.0000 Uani . . C6 C 0.30900(8) 0.52204(17) 0.63664(9) 0.0311 1.0000 Uani . . C7 C 0.25753(8) 0.52266(17) 0.64308(9) 0.0313 1.0000 Uani . . C8 C 0.19066(7) 0.60713(15) 0.45162(9) 0.0228 1.0000 Uani . . C9 C 0.13761(7) 0.61139(18) 0.45002(11) 0.0306 1.0000 Uani . . C10 C 0.12258(8) 0.58426(19) 0.51515(12) 0.0347 1.0000 Uani . . C11 C 0.15926(8) 0.55579(18) 0.57914(11) 0.0322 1.0000 Uani . . C12 C 0.21452(7) 0.55026(16) 0.58195(10) 0.0261 1.0000 Uani . . C13 C 0.22829(7) 0.57645(15) 0.51687(9) 0.0223 1.0000 Uani . . C14 C 0.34539(7) 0.45253(16) 0.41103(9) 0.0239 1.0000 Uani . . C15 C 0.38808(7) 0.50972(18) 0.39226(10) 0.0296 1.0000 Uani . . C16 C 0.43840(8) 0.4556(2) 0.41362(12) 0.0382 1.0000 Uani . . C17 C 0.44686(8) 0.3482(2) 0.45282(12) 0.0404 1.0000 Uani . . C18 C 0.40348(9) 0.29347(19) 0.46966(11) 0.0382 1.0000 Uani . . C19 C 0.35233(8) 0.34285(17) 0.44902(10) 0.0294 1.0000 Uani . . C20 C 0.38004(9) 0.6242(2) 0.34846(12) 0.0403 1.0000 Uani . . C21 C 0.50169(10) 0.2915(3) 0.47470(16) 0.0578 1.0000 Uani . . C22 C 0.30559(9) 0.27684(18) 0.46402(12) 0.0373 1.0000 Uani . . C23 C 0.15918(7) 0.52398(16) 0.28599(9) 0.0237 1.0000 Uani . . C24 C 0.13673(7) 0.61591(17) 0.23751(9) 0.0267 1.0000 Uani . . C25 C 0.08578(8) 0.59851(18) 0.19114(10) 0.0303 1.0000 Uani . . C26 C 0.05779(7) 0.4913(2) 0.19066(10) 0.0329 1.0000 Uani . . C27 C 0.08153(8) 0.40053(19) 0.23881(11) 0.0343 1.0000 Uani . . C28 C 0.13155(8) 0.41512(17) 0.28734(10) 0.0305 1.0000 Uani . . C29 C 0.16670(10) 0.7300(2) 0.23118(11) 0.0428 1.0000 Uani . . C30 C 0.00326(9) 0.4734(3) 0.13877(13) 0.0495 1.0000 Uani . . C31 C 0.15454(10) 0.3145(2) 0.33947(13) 0.0470 1.0000 Uani . . C32 C 0.5000 0.4281(3) 0.7500 0.0581 1.0000 Uani S T C33 C 0.45822(10) 0.4898(3) 0.70476(18) 0.0605 1.0000 Uani . . C34 C 0.45812(11) 0.6136(3) 0.70530(17) 0.0593 1.0000 Uani . . C35 C 0.5000 0.6757(3) 0.7500 0.0545 1.0000 Uani S T H21 H 0.3063 0.6782 0.4358 0.0270 1.0000 Uiso . . H31 H 0.2090 0.7144 0.3740 0.0270 1.0000 Uiso . . H51 H 0.3601 0.5511 0.5678 0.0332 1.0000 Uiso . . H61 H 0.3386 0.5006 0.6801 0.0358 1.0000 Uiso . . H71 H 0.2503 0.5037 0.6908 0.0380 1.0000 Uiso . . H91 H 0.1100 0.6329 0.4044 0.0363 1.0000 Uiso . . H101 H 0.0838 0.5861 0.5141 0.0430 1.0000 Uiso . . H111 H 0.1470 0.5390 0.6237 0.0409 1.0000 Uiso . . H161 H 0.4692 0.4952 0.4003 0.0458 1.0000 Uiso . . H181 H 0.4091 0.2159 0.4976 0.0437 1.0000 Uiso . . H201 H 0.4150 0.6509 0.3407 0.0510 1.0000 Uiso . . H202 H 0.3658 0.6886 0.3751 0.0510 1.0000 Uiso . . H203 H 0.3540 0.6092 0.3004 0.0510 1.0000 Uiso . . H211 H 0.5244 0.3356 0.5175 0.0653 1.0000 Uiso . . H212 H 0.5186 0.2964 0.4333 0.0653 1.0000 Uiso . . H213 H 0.4985 0.2048 0.4878 0.0653 1.0000 Uiso . . H221 H 0.3184 0.2009 0.4916 0.0458 1.0000 Uiso . . H222 H 0.2879 0.3297 0.4934 0.0458 1.0000 Uiso . . H223 H 0.2794 0.2560 0.4171 0.0458 1.0000 Uiso . . H251 H 0.0690 0.6651 0.1574 0.0358 1.0000 Uiso . . H271 H 0.0621 0.3224 0.2385 0.0407 1.0000 Uiso . . H291 H 0.1437 0.7838 0.1936 0.0483 1.0000 Uiso . . H292 H 0.1763 0.7727 0.2790 0.0483 1.0000 Uiso . . H293 H 0.2001 0.7094 0.2167 0.0483 1.0000 Uiso . . H301 H -0.0219 0.5360 0.1483 0.0570 1.0000 Uiso . . H302 H 0.0061 0.4814 0.0877 0.0570 1.0000 Uiso . . H303 H -0.0104 0.3910 0.1460 0.0570 1.0000 Uiso . . H311 H 0.1288 0.2454 0.3317 0.0525 1.0000 Uiso . . H312 H 0.1610 0.3447 0.3904 0.0525 1.0000 Uiso . . H313 H 0.1891 0.2869 0.3308 0.0525 1.0000 Uiso . . H321 H 0.5000 0.3376 0.7500 0.0732 1.0000 Uiso . . H331 H 0.4281 0.4445 0.6717 0.0722 1.0000 Uiso . . H341 H 0.4276 0.6590 0.6732 0.0703 1.0000 Uiso . . H351 H 0.5000 0.7661 0.7500 0.0671 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 C1 0.0301(9) 0.0253(9) 0.0194(8) 0.0009(7) 0.0071(7) 0.0010(7) N1 0.0241(7) 0.0243(7) 0.0216(7) -0.0032(6) 0.0075(6) 0.0017(6) C2 0.0246(8) 0.0198(8) 0.0231(8) -0.0032(6) 0.0077(6) 0.0001(6) C3 0.0265(9) 0.0213(8) 0.0196(8) -0.0009(6) 0.0045(6) 0.0012(7) N2 0.0281(8) 0.0243(7) 0.0186(7) -0.0032(5) 0.0038(6) 0.0018(6) C4 0.0244(9) 0.0206(8) 0.0219(8) -0.0038(6) 0.0064(7) 0.0008(6) C5 0.0281(9) 0.0295(9) 0.0253(9) -0.0036(7) 0.0032(7) 0.0038(7) C6 0.0384(11) 0.0294(10) 0.0218(8) 0.0001(7) 0.0011(7) 0.0059(8) C7 0.0461(12) 0.0265(10) 0.0223(9) 0.0024(7) 0.0110(8) 0.0025(8) C8 0.0253(9) 0.0198(8) 0.0231(8) -0.0029(6) 0.0063(7) 0.0012(6) C9 0.0263(9) 0.0329(10) 0.0316(9) -0.0020(8) 0.0059(7) 0.0023(8) C10 0.0256(10) 0.0377(11) 0.0441(11) -0.0021(9) 0.0152(8) -0.0019(8) C11 0.0371(10) 0.0309(10) 0.0342(10) 0.0002(8) 0.0194(8) -0.0028(8) C12 0.0337(10) 0.0210(8) 0.0261(9) -0.0011(6) 0.0120(7) -0.0005(7) C13 0.0262(9) 0.0185(8) 0.0229(8) -0.0017(6) 0.0075(7) 0.0003(6) C14 0.0250(8) 0.0241(8) 0.0226(8) -0.0048(7) 0.0060(7) 0.0033(7) C15 0.0290(9) 0.0302(10) 0.0313(9) -0.0069(8) 0.0111(7) 0.0005(7) C16 0.0265(10) 0.0392(11) 0.0488(12) -0.0131(9) 0.0100(9) -0.0002(8) C17 0.0313(11) 0.0409(12) 0.0429(11) -0.0142(9) -0.0014(9) 0.0087(9) C18 0.0424(12) 0.0346(11) 0.0324(10) -0.0044(8) 0.0004(9) 0.0113(9) C19 0.0357(10) 0.0269(9) 0.0250(9) -0.0032(7) 0.0069(7) 0.0043(8) C20 0.0401(12) 0.0385(11) 0.0489(12) 0.0038(10) 0.0236(10) -0.0011(9) C21 0.0370(13) 0.0567(15) 0.0696(17) -0.0181(13) -0.0040(12) 0.0170(11) C22 0.0495(13) 0.0275(10) 0.0374(11) 0.0045(8) 0.0160(9) 0.0003(9) C23 0.0263(9) 0.0257(9) 0.0184(7) -0.0029(6) 0.0044(6) 0.0012(7) C24 0.0336(10) 0.0266(9) 0.0198(8) -0.0013(7) 0.0068(7) 0.0028(7) C25 0.0309(10) 0.0352(10) 0.0234(9) 0.0020(7) 0.0047(7) 0.0079(8) C26 0.0272(10) 0.0444(11) 0.0262(9) -0.0032(8) 0.0055(7) 0.0017(8) C27 0.0337(10) 0.0350(11) 0.0329(10) -0.0020(8) 0.0067(8) -0.0073(8) C28 0.0351(10) 0.0285(10) 0.0268(9) 0.0016(7) 0.0063(8) -0.0005(8) C29 0.0573(14) 0.0336(11) 0.0299(10) 0.0102(8) -0.0020(9) -0.0078(10) C30 0.0301(11) 0.0686(16) 0.0440(12) 0.0033(11) -0.0010(9) -0.0046(11) C31 0.0542(14) 0.0316(11) 0.0453(12) 0.0119(9) -0.0045(10) -0.0097(10) C32 0.0375(19) 0.0450(19) 0.101(3) 0.0000 0.034(2) 0.0000 C33 0.0355(13) 0.0597(17) 0.085(2) -0.0054(15) 0.0138(13) -0.0064(12) C34 0.0434(14) 0.0586(16) 0.0737(19) 0.0098(14) 0.0114(13) 0.0038(12) C35 0.047(2) 0.0459(19) 0.075(2) 0.0000 0.0237(18) 0.0000 _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 C1 . N1 . 1.348(2) yes C1 . N2 . 1.346(2) yes N1 . C2 . 1.491(2) yes N1 . C14 . 1.434(2) yes C2 . C3 . 1.558(2) yes C2 . C4 . 1.517(2) yes C2 . H21 . 1.000 no C3 . N2 . 1.496(2) yes C3 . C8 . 1.517(2) yes C3 . H31 . 1.000 no N2 . C23 . 1.435(2) yes C4 . C5 . 1.371(3) yes C4 . C13 . 1.404(2) yes C5 . C6 . 1.425(3) yes C5 . H51 . 1.000 no C6 . C7 . 1.371(3) yes C6 . H61 . 1.000 no C7 . C12 . 1.420(3) yes C7 . H71 . 1.000 no C8 . C9 . 1.368(3) yes C8 . C13 . 1.408(2) yes C9 . C10 . 1.429(3) yes C9 . H91 . 1.000 no C10 . C11 . 1.374(3) yes C10 . H101 . 1.000 no C11 . C12 . 1.420(3) yes C11 . H111 . 1.000 no C12 . C13 . 1.410(2) yes C14 . C15 . 1.399(3) yes C14 . C19 . 1.400(3) yes C15 . C16 . 1.395(3) yes C15 . C20 . 1.501(3) yes C16 . C17 . 1.390(3) yes C16 . H161 . 1.000 no C17 . C18 . 1.387(3) yes C17 . C21 . 1.509(3) yes C18 . C19 . 1.392(3) yes C18 . H181 . 1.000 no C19 . C22 . 1.504(3) yes C20 . H201 . 1.000 no C20 . H202 . 1.000 no C20 . H203 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.395(2) yes C23 . C28 . 1.404(3) yes C24 . C25 . 1.397(3) yes C24 . C29 . 1.502(3) yes C25 . C26 . 1.389(3) yes C25 . H251 . 1.000 no C26 . C27 . 1.391(3) yes C26 . C30 . 1.512(3) yes C27 . C28 . 1.392(3) yes C27 . H271 . 1.000 no C28 . C31 . 1.507(3) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . H301 . 1.000 no C30 . H302 . 1.000 no C30 . H303 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C32 . C33 . 1.377(3) yes C32 . C33 5_656 1.377(3) yes C32 . H321 . 1.000 no C33 . C34 . 1.369(4) yes C33 . H331 . 1.000 no C34 . C35 . 1.376(3) yes C34 . H341 . 1.000 no C35 . H351 . 1.000 no 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 . C1 . N2 . 106.09(14) yes C1 . N1 . C2 . 115.51(14) yes C1 . N1 . C14 . 124.01(14) yes C2 . N1 . C14 . 120.40(13) yes N1 . C2 . C3 . 101.51(13) yes N1 . C2 . C4 . 113.97(14) yes C3 . C2 . C4 . 105.08(13) yes N1 . C2 . H21 . 110.489 no C3 . C2 . H21 . 118.672 no C4 . C2 . H21 . 107.228 no C2 . C3 . N2 . 101.43(13) yes C2 . C3 . C8 . 104.95(13) yes N2 . C3 . C8 . 114.30(14) yes C2 . C3 . H31 . 118.923 no N2 . C3 . H31 . 110.308 no C8 . C3 . H31 . 107.095 no C1 . N2 . C3 . 115.37(14) yes C1 . N2 . C23 . 123.18(14) yes C3 . N2 . C23 . 121.14(14) yes C2 . C4 . C5 . 132.23(16) yes C2 . C4 . C13 . 108.52(15) yes C5 . C4 . C13 . 119.25(16) yes C4 . C5 . C6 . 118.26(17) yes C4 . C5 . H51 . 120.872 no C6 . C5 . H51 . 120.872 no C5 . C6 . C7 . 122.69(16) yes C5 . C6 . H61 . 118.653 no C7 . C6 . H61 . 118.653 no C6 . C7 . C12 . 120.00(16) yes C6 . C7 . H71 . 119.998 no C12 . C7 . H71 . 119.998 no C3 . C8 . C9 . 132.33(16) yes C3 . C8 . C13 . 108.48(14) yes C9 . C8 . C13 . 119.18(16) yes C8 . C9 . C10 . 118.32(17) yes C8 . C9 . H91 . 120.841 no C10 . C9 . H91 . 120.841 no C9 . C10 . C11 . 122.65(17) yes C9 . C10 . H101 . 118.673 no C11 . C10 . H101 . 118.673 no C10 . C11 . C12 . 119.97(16) yes C10 . C11 . H111 . 120.014 no C12 . C11 . H111 . 120.014 no C7 . C12 . C11 . 127.38(16) yes C7 . C12 . C13 . 116.31(16) yes C11 . C12 . C13 . 116.30(17) yes C4 . C13 . C8 . 112.95(15) yes C4 . C13 . C12 . 123.47(16) yes C8 . C13 . C12 . 123.56(16) yes N1 . C14 . C15 . 119.14(16) yes N1 . C14 . C19 . 119.47(16) yes C15 . C14 . C19 . 121.39(17) yes C14 . C15 . C16 . 118.18(18) yes C14 . C15 . C20 . 121.31(17) yes C16 . C15 . C20 . 120.48(18) yes C15 . C16 . C17 . 121.84(19) yes C15 . C16 . H161 . 119.078 no C17 . C16 . H161 . 119.078 no C16 . C17 . C18 . 118.31(19) yes C16 . C17 . C21 . 120.6(2) yes C18 . C17 . C21 . 121.1(2) yes C17 . C18 . C19 . 122.2(2) yes C17 . C18 . H181 . 118.897 no C19 . C18 . H181 . 118.897 no C14 . C19 . C18 . 118.04(18) yes C14 . C19 . C22 . 121.21(17) yes C18 . C19 . C22 . 120.69(18) yes C15 . C20 . H201 . 109.466 no C15 . C20 . H202 . 109.466 no H201 . C20 . H202 . 109.476 no C15 . C20 . H203 . 109.467 no H201 . C20 . H203 . 109.476 no H202 . C20 . H203 . 109.476 no C17 . C21 . H211 . 109.467 no C17 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C17 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C19 . C22 . H221 . 109.467 no C19 . C22 . H222 . 109.466 no H221 . C22 . H222 . 109.476 no C19 . C22 . H223 . 109.467 no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.476 no N2 . C23 . C24 . 119.74(16) yes N2 . C23 . C28 . 119.56(16) yes C24 . C23 . C28 . 120.70(16) yes C23 . C24 . C25 . 118.74(17) yes C23 . C24 . C29 . 122.02(17) yes C25 . C24 . C29 . 119.16(17) yes C24 . C25 . C26 . 121.82(17) yes C24 . C25 . H251 . 119.092 no C26 . C25 . H251 . 119.092 no C25 . C26 . C27 . 118.12(17) yes C25 . C26 . C30 . 120.87(19) yes C27 . C26 . C30 . 121.0(2) yes C26 . C27 . C28 . 122.04(18) yes C26 . C27 . H271 . 118.982 no C28 . C27 . H271 . 118.982 no C23 . C28 . C27 . 118.55(17) yes C23 . C28 . C31 . 121.94(18) yes C27 . C28 . C31 . 119.52(18) yes C24 . C29 . H291 . 109.467 no C24 . C29 . H292 . 109.467 no H291 . C29 . H292 . 109.476 no C24 . C29 . H293 . 109.467 no H291 . C29 . H293 . 109.476 no H292 . C29 . H293 . 109.476 no C26 . C30 . H301 . 109.467 no C26 . C30 . H302 . 109.467 no H301 . C30 . H302 . 109.476 no C26 . C30 . H303 . 109.466 no H301 . C30 . H303 . 109.475 no H302 . C30 . H303 . 109.476 no C28 . C31 . H311 . 109.467 no C28 . C31 . H312 . 109.467 no H311 . C31 . H312 . 109.476 no C28 . C31 . H313 . 109.466 no H311 . C31 . H313 . 109.475 no H312 . C31 . H313 . 109.476 no C33 . C32 . C33 5_656 120.5(4) yes C33 . C32 . H321 . 119.736 no C33 5_656 C32 . H321 . 119.736 no C32 . C33 . C34 . 119.6(3) yes C32 . C33 . H331 . 120.197 no C34 . C33 . H331 . 120.197 no C33 . C34 . C35 . 120.0(3) yes C33 . C34 . H341 . 119.985 no C35 . C34 . H341 . 119.984 no C34 . C35 . C34 5_656 120.2(4) yes C34 . C35 . H351 . 119.907 no C34 5_656 C35 . H351 . 119.907 no # Attachment 'data_formamidine_4b.cif' data_formamidine_4b _database_code_depnum_ccdc_archive 'CCDC 719732' #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _chemical_absolute_configuration unk _refine_special_details ; The large and highly anisotropic displacement parameters for the isopropyl carbon atom C70 suggest that this may be disordered. It was not found possible to model this satisfactorily. ; #============================================================= _cell_length_a 11.8694(2) _cell_angle_alpha 90 _cell_length_b 21.1724(4) _cell_angle_beta 107.5287(9) _cell_length_c 12.4791(2) _cell_angle_gamma 90 _cell_volume 2990.43(9) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y+1/2,-z 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 _cell_formula_units_Z 4 _chemical_formula_sum ' C37 H42 N2 ' _chemical_formula_moiety ' C37 H42 N2 ' _chemical_compound_source ; synthesis as described ; _chemical_formula_weight 514.75 _cell_measurement_reflns_used 30599 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' tablet ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.18 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_max 0.36 _exptl_crystal_density_diffrn 1.143 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.066 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 30599 _reflns_number_total 6985 #6996 unique reflections including absences _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_theta_min 5.109 _diffrn_reflns_theta_max 27.485 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.485 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -15 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 27 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _refine_diff_density_min -0.29 _refine_diff_density_max 0.38 _refine_ls_number_reflns 5394 _refine_ls_number_restraints 1 _refine_ls_number_parameters 703 #_refine_ls_R_factor_ref 0.0419 _refine_ls_wR_factor_ref 0.0507 _refine_ls_goodness_of_fit_ref 1.1213 #_reflns_number_all 6985 _refine_ls_R_factor_all 0.0575 _refine_ls_wR_factor_all 0.0629 # 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 5394 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_gt 0.0507 _refine_ls_shift/su_max 0.004595 _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: 1.24 0.724 0.844 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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 N1 N -0.02029(17) 0.51298(9) 0.01492(16) 0.0246 1.0000 Uani C1 C -0.1064(2) 0.49768(11) 0.06389(19) 0.0273 1.0000 Uani N2 N -0.13238(17) 0.44125(9) 0.07914(16) 0.0276 1.0000 Uani C2 C 0.0028(2) 0.57646(11) -0.00179(19) 0.0257 1.0000 Uani C3 C -0.0567(2) 0.62813(12) 0.0206(2) 0.0318 1.0000 Uani C4 C -0.0021(2) 0.68520(12) -0.0074(2) 0.0328 1.0000 Uani C5 C -0.0213(3) 0.74936(13) -0.0032(3) 0.0419 1.0000 Uani C6 C 0.0518(3) 0.79157(13) -0.0387(3) 0.0484 1.0000 Uani C7 C 0.1416(3) 0.77170(13) -0.0789(2) 0.0426 1.0000 Uani C8 C 0.1651(2) 0.70570(12) -0.0835(2) 0.0358 1.0000 Uani C9 C 0.2532(2) 0.67682(14) -0.1208(2) 0.0388 1.0000 Uani C10 C 0.2631(2) 0.61201(14) -0.1206(2) 0.0400 1.0000 Uani C11 C 0.1866(2) 0.57134(13) -0.0832(2) 0.0338 1.0000 Uani C12 C 0.0995(2) 0.59822(12) -0.04699(19) 0.0276 1.0000 Uani C13 C 0.0907(2) 0.66522(12) -0.04764(19) 0.0288 1.0000 Uani C14 C 0.04712(19) 0.46337(11) -0.01693(19) 0.0243 1.0000 Uani C15 C 0.0067(2) 0.43913(12) -0.1268(2) 0.0308 1.0000 Uani C16 C 0.0796(3) 0.39659(13) -0.1593(2) 0.0392 1.0000 Uani C17 C 0.1869(3) 0.37780(13) -0.0844(3) 0.0412 1.0000 Uani C18 C 0.2216(2) 0.39949(13) 0.0251(2) 0.0356 1.0000 Uani C19 C 0.1520(2) 0.44284(11) 0.06145(19) 0.0274 1.0000 Uani C20 C -0.1121(2) 0.45814(14) -0.2078(2) 0.0382 1.0000 Uani C21 C -0.0977(3) 0.50728(19) -0.2918(3) 0.0619 1.0000 Uani C22 C -0.1800(3) 0.40059(19) -0.2694(3) 0.0584 1.0000 Uani C23 C 0.1927(2) 0.46682(13) 0.1821(2) 0.0338 1.0000 Uani C24 C 0.3055(2) 0.50658(16) 0.2051(3) 0.0451 1.0000 Uani C25 C 0.2112(3) 0.41186(16) 0.2658(2) 0.0500 1.0000 Uani C26 C -0.2251(2) 0.43184(10) 0.1299(2) 0.0265 1.0000 Uani C27 C -0.2025(2) 0.43779(12) 0.2464(2) 0.0305 1.0000 Uani C28 C -0.2946(2) 0.42732(14) 0.2910(2) 0.0383 1.0000 Uani C29 C -0.4061(2) 0.40986(14) 0.2225(3) 0.0423 1.0000 Uani C30 C -0.4264(2) 0.40274(14) 0.1080(2) 0.0389 1.0000 Uani C31 C -0.3364(2) 0.41287(12) 0.0600(2) 0.0318 1.0000 Uani C32 C -0.0806(2) 0.45473(14) 0.3243(2) 0.0373 1.0000 Uani C33 C -0.0781(3) 0.52109(17) 0.3731(3) 0.0583 1.0000 Uani C34 C -0.0396(3) 0.40598(19) 0.4185(3) 0.0593 1.0000 Uani C35 C -0.3586(2) 0.40586(14) -0.0657(2) 0.0418 1.0000 Uani C36 C -0.4091(4) 0.46626(19) -0.1268(3) 0.0644 1.0000 Uani C37 C -0.4341(3) 0.34883(17) -0.1155(3) 0.0591 1.0000 Uani N3 N 0.50612(17) 0.62808(9) 0.50981(16) 0.0258 1.0000 Uani C38 C 0.5882(2) 0.65403(12) 0.46307(19) 0.0283 1.0000 Uani N4 N 0.66543(18) 0.62410(10) 0.43413(16) 0.0297 1.0000 Uani C39 C 0.4899(2) 0.56331(11) 0.52033(18) 0.0253 1.0000 Uani C40 C 0.5523(2) 0.51551(11) 0.4898(2) 0.0279 1.0000 Uani C41 C 0.5036(2) 0.45551(12) 0.51240(19) 0.0294 1.0000 Uani C42 C 0.5289(3) 0.39267(12) 0.4992(2) 0.0363 1.0000 Uani C43 C 0.4603(3) 0.34564(13) 0.5326(2) 0.0413 1.0000 Uani C44 C 0.3713(3) 0.35962(13) 0.5776(2) 0.0403 1.0000 Uani C45 C 0.3447(2) 0.42406(12) 0.5933(2) 0.0327 1.0000 Uani C46 C 0.2567(2) 0.44821(13) 0.6385(2) 0.0364 1.0000 Uani C47 C 0.2423(2) 0.51158(15) 0.6466(2) 0.0413 1.0000 Uani C48 C 0.3131(2) 0.55702(12) 0.6106(2) 0.0346 1.0000 Uani C49 C 0.3984(2) 0.53538(11) 0.56601(19) 0.0275 1.0000 Uani C50 C 0.4115(2) 0.46899(12) 0.55859(18) 0.0287 1.0000 Uani C51 C 0.4322(2) 0.67429(10) 0.54203(19) 0.0256 1.0000 Uani C52 C 0.4750(2) 0.70240(12) 0.6487(2) 0.0320 1.0000 Uani C53 C 0.4024(3) 0.74655(14) 0.6781(2) 0.0427 1.0000 Uani C54 C 0.2937(3) 0.76278(14) 0.6050(3) 0.0460 1.0000 Uani C55 C 0.2559(2) 0.73633(13) 0.4991(3) 0.0430 1.0000 Uani C56 C 0.3248(2) 0.69136(12) 0.4645(2) 0.0314 1.0000 Uani C57 C 0.5959(2) 0.68635(14) 0.7288(2) 0.0375 1.0000 Uani C58 C 0.5913(4) 0.6286(2) 0.7999(3) 0.0718 1.0000 Uani C59 C 0.6531(3) 0.74150(18) 0.8042(3) 0.0628 1.0000 Uani C60 C 0.2817(2) 0.66505(14) 0.3463(2) 0.0400 1.0000 Uani C61 C 0.1690(3) 0.62518(17) 0.3287(3) 0.0544 1.0000 Uani C62 C 0.2575(4) 0.7187(2) 0.2601(3) 0.0742 1.0000 Uani C63 C 0.7360(2) 0.66115(12) 0.3832(2) 0.0313 1.0000 Uani C64 C 0.6997(2) 0.66590(15) 0.2653(2) 0.0411 1.0000 Uani C65 C 0.7713(3) 0.70061(18) 0.2162(2) 0.0517 1.0000 Uani C66 C 0.8723(3) 0.72979(18) 0.2795(3) 0.0580 1.0000 Uani C67 C 0.9059(3) 0.72459(16) 0.3956(3) 0.0501 1.0000 Uani C68 C 0.8401(2) 0.68910(13) 0.4492(2) 0.0378 1.0000 Uani C69 C 0.5866(3) 0.6331(2) 0.1945(2) 0.0535 1.0000 Uani C70 C 0.4935(5) 0.6792(3) 0.1380(5) 0.1224 1.0000 Uani C71 C 0.6065(4) 0.5855(2) 0.1110(4) 0.0741 1.0000 Uani C72 C 0.8831(2) 0.68029(15) 0.5766(2) 0.0428 1.0000 Uani C73 C 0.8681(4) 0.7401(2) 0.6369(3) 0.0685 1.0000 Uani C74 C 1.0103(3) 0.65717(19) 0.6173(3) 0.0577 1.0000 Uani H11 H -0.1500 0.5326 0.0882 0.0323 1.0000 Uiso H31 H -0.1256 0.6269 0.0510 0.0385 1.0000 Uiso H51 H -0.0864 0.7656 0.0248 0.0481 1.0000 Uiso H61 H 0.0378 0.8379 -0.0344 0.0544 1.0000 Uiso H71 H 0.1904 0.8033 -0.1048 0.0480 1.0000 Uiso H91 H 0.3090 0.7035 -0.1475 0.0462 1.0000 Uiso H101 H 0.3263 0.5927 -0.1478 0.0494 1.0000 Uiso H111 H 0.1963 0.5244 -0.0835 0.0408 1.0000 Uiso H161 H 0.0545 0.3793 -0.2375 0.0498 1.0000 Uiso H171 H 0.2394 0.3483 -0.1101 0.0546 1.0000 Uiso H181 H 0.2972 0.3840 0.0789 0.0445 1.0000 Uiso H201 H -0.1592 0.4775 -0.1620 0.0449 1.0000 Uiso H211 H -0.1771 0.5188 -0.3437 0.0699 1.0000 Uiso H212 H -0.0588 0.5458 -0.2505 0.0699 1.0000 Uiso H213 H -0.0476 0.4895 -0.3362 0.0699 1.0000 Uiso H221 H -0.2575 0.4146 -0.3219 0.0683 1.0000 Uiso H222 H -0.1326 0.3794 -0.3131 0.0683 1.0000 Uiso H223 H -0.1942 0.3703 -0.2134 0.0683 1.0000 Uiso H231 H 0.1287 0.4946 0.1926 0.0392 1.0000 Uiso H241 H 0.3297 0.5215 0.2848 0.0514 1.0000 Uiso H242 H 0.2901 0.5438 0.1535 0.0514 1.0000 Uiso H243 H 0.3701 0.4803 0.1921 0.0514 1.0000 Uiso H251 H 0.2378 0.4288 0.3442 0.0586 1.0000 Uiso H252 H 0.2727 0.3826 0.2543 0.0586 1.0000 Uiso H253 H 0.1352 0.3884 0.2534 0.0586 1.0000 Uiso H281 H -0.2808 0.4324 0.3736 0.0479 1.0000 Uiso H291 H -0.4715 0.4024 0.2561 0.0532 1.0000 Uiso H301 H -0.5067 0.3902 0.0593 0.0461 1.0000 Uiso H321 H -0.0246 0.4543 0.2783 0.0449 1.0000 Uiso H331 H 0.0031 0.5305 0.4237 0.0685 1.0000 Uiso H332 H -0.1358 0.5236 0.4171 0.0685 1.0000 Uiso H333 H -0.0999 0.5526 0.3106 0.0685 1.0000 Uiso H341 H 0.0405 0.4179 0.4687 0.0667 1.0000 Uiso H342 H -0.0967 0.4048 0.4632 0.0667 1.0000 Uiso H343 H -0.0357 0.3634 0.3853 0.0667 1.0000 Uiso H351 H -0.2799 0.3979 -0.0769 0.0480 1.0000 Uiso H361 H -0.4230 0.4605 -0.2093 0.0726 1.0000 Uiso H362 H -0.4856 0.4764 -0.1125 0.0726 1.0000 Uiso H363 H -0.3520 0.5017 -0.0990 0.0726 1.0000 Uiso H371 H -0.4454 0.3469 -0.1982 0.0671 1.0000 Uiso H372 H -0.5128 0.3526 -0.1021 0.0671 1.0000 Uiso H373 H -0.3938 0.3095 -0.0790 0.0671 1.0000 Uiso H381 H 0.5853 0.7008 0.4515 0.0335 1.0000 Uiso H401 H 0.6195 0.5209 0.4578 0.0331 1.0000 Uiso H421 H 0.5936 0.3806 0.4672 0.0431 1.0000 Uiso H431 H 0.4780 0.3002 0.5226 0.0491 1.0000 Uiso H441 H 0.3254 0.3249 0.5994 0.0465 1.0000 Uiso H461 H 0.2052 0.4184 0.6646 0.0435 1.0000 Uiso H471 H 0.1798 0.5271 0.6788 0.0524 1.0000 Uiso H481 H 0.3007 0.6033 0.6179 0.0422 1.0000 Uiso H531 H 0.4296 0.7669 0.7538 0.0556 1.0000 Uiso H541 H 0.2424 0.7938 0.6288 0.0587 1.0000 Uiso H551 H 0.1780 0.7494 0.4461 0.0520 1.0000 Uiso H571 H 0.6466 0.6765 0.6799 0.0447 1.0000 Uiso H581 H 0.6722 0.6195 0.8514 0.0774 1.0000 Uiso H582 H 0.5364 0.6369 0.8453 0.0774 1.0000 Uiso H583 H 0.5624 0.5914 0.7497 0.0774 1.0000 Uiso H591 H 0.7321 0.7282 0.8549 0.0721 1.0000 Uiso H592 H 0.6633 0.7778 0.7567 0.0721 1.0000 Uiso H593 H 0.6015 0.7546 0.8506 0.0721 1.0000 Uiso H601 H 0.3454 0.6371 0.3355 0.0452 1.0000 Uiso H611 H 0.1428 0.6085 0.2500 0.0614 1.0000 Uiso H612 H 0.1051 0.6521 0.3417 0.0614 1.0000 Uiso H613 H 0.1859 0.5891 0.3829 0.0614 1.0000 Uiso H621 H 0.2292 0.7006 0.1825 0.0825 1.0000 Uiso H622 H 0.3319 0.7431 0.2689 0.0825 1.0000 Uiso H623 H 0.1957 0.7474 0.2724 0.0825 1.0000 Uiso H651 H 0.7482 0.7042 0.1324 0.0651 1.0000 Uiso H661 H 0.9216 0.7547 0.2423 0.0751 1.0000 Uiso H671 H 0.9788 0.7468 0.4417 0.0617 1.0000 Uiso H691 H 0.5583 0.6082 0.2496 0.0627 1.0000 Uiso H701 H 0.4214 0.6560 0.0929 0.1237 1.0000 Uiso H702 H 0.5230 0.7068 0.0873 0.1237 1.0000 Uiso H703 H 0.4734 0.7058 0.1959 0.1237 1.0000 Uiso H711 H 0.5293 0.5661 0.0681 0.0879 1.0000 Uiso H712 H 0.6418 0.6073 0.0576 0.0879 1.0000 Uiso H713 H 0.6616 0.5517 0.1522 0.0879 1.0000 Uiso H721 H 0.8326 0.6468 0.5952 0.0507 1.0000 Uiso H731 H 0.8969 0.7329 0.7199 0.0837 1.0000 Uiso H732 H 0.9148 0.7749 0.6164 0.0837 1.0000 Uiso H733 H 0.7827 0.7521 0.6141 0.0837 1.0000 Uiso H741 H 1.0350 0.6520 0.7009 0.0670 1.0000 Uiso H742 H 1.0629 0.6887 0.5965 0.0670 1.0000 Uiso H743 H 1.0165 0.6156 0.5814 0.0670 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 N1 0.0267(9) 0.0179(9) 0.0288(9) 0.0009(7) 0.0078(8) -0.0015(7) C1 0.0249(11) 0.0252(11) 0.0307(11) 0.0001(9) 0.0069(9) 0.0013(9) N2 0.0291(9) 0.0247(9) 0.0313(9) -0.0003(8) 0.0126(8) -0.0023(8) C2 0.0260(11) 0.0225(11) 0.0267(10) 0.0001(9) 0.0048(9) -0.0049(9) C3 0.0326(12) 0.0264(12) 0.0372(12) 0.0003(10) 0.0120(10) 0.0015(10) C4 0.0347(12) 0.0280(13) 0.0314(12) 0.0010(10) 0.0035(10) -0.0015(10) C5 0.0493(16) 0.0250(13) 0.0458(15) -0.0049(11) 0.0062(13) 0.0008(12) C6 0.064(2) 0.0191(12) 0.0526(17) 0.0002(12) 0.0037(15) -0.0054(12) C7 0.0539(17) 0.0259(13) 0.0401(14) 0.0067(11) 0.0025(13) -0.0134(12) C8 0.0401(14) 0.0299(13) 0.0307(12) 0.0039(10) 0.0008(11) -0.0123(11) C9 0.0398(14) 0.0432(15) 0.0325(12) 0.0038(11) 0.0093(11) -0.0171(12) C10 0.0360(13) 0.0475(16) 0.0400(14) 0.0003(12) 0.0168(11) -0.0091(11) C11 0.0347(13) 0.0329(13) 0.0344(12) 0.0002(10) 0.0111(10) -0.0066(10) C12 0.0284(11) 0.0266(12) 0.0254(11) 0.0016(9) 0.0046(9) -0.0052(9) C13 0.0314(12) 0.0250(12) 0.0256(11) 0.0022(9) 0.0020(9) -0.0062(9) C14 0.0256(10) 0.0209(10) 0.0280(10) -0.0011(8) 0.0102(9) -0.0037(8) C15 0.0374(12) 0.0271(11) 0.0311(11) 0.0000(9) 0.0149(10) -0.0086(10) C16 0.0475(15) 0.0375(14) 0.0395(13) -0.0097(11) 0.0237(12) -0.0123(12) C17 0.0480(16) 0.0305(13) 0.0580(17) -0.0072(12) 0.0356(14) -0.0025(11) C18 0.0315(12) 0.0308(13) 0.0490(14) -0.0005(11) 0.0189(11) 0.0019(10) C19 0.0267(10) 0.0239(11) 0.0338(11) 0.0004(9) 0.0124(9) -0.0014(9) C20 0.0391(13) 0.0444(15) 0.0288(11) -0.0044(11) 0.0067(10) -0.0118(12) C21 0.070(2) 0.064(2) 0.0405(16) 0.0131(16) 0.0001(15) -0.0193(18) C22 0.0518(18) 0.070(2) 0.0494(17) -0.0176(16) 0.0086(15) -0.0246(17) C23 0.0303(11) 0.0347(13) 0.0330(12) -0.0021(10) 0.0044(10) 0.0052(10) C24 0.0317(13) 0.0491(17) 0.0478(15) -0.0076(13) 0.0018(11) -0.0031(12) C25 0.0589(18) 0.0519(18) 0.0356(14) 0.0095(13) 0.0087(13) 0.0103(15) C26 0.0268(10) 0.0205(10) 0.0344(11) 0.0021(9) 0.0126(9) 0.0012(8) C27 0.0310(11) 0.0292(12) 0.0329(11) 0.0017(9) 0.0122(10) 0.0046(10) C28 0.0380(13) 0.0419(15) 0.0397(14) 0.0082(11) 0.0190(11) 0.0059(11) C29 0.0318(13) 0.0431(15) 0.0581(17) 0.0125(13) 0.0230(12) 0.0017(11) C30 0.0252(11) 0.0382(14) 0.0519(15) 0.0081(12) 0.0094(11) -0.0024(10) C31 0.0305(12) 0.0253(11) 0.0387(13) 0.0030(9) 0.0092(10) 0.0013(9) C32 0.0335(12) 0.0479(15) 0.0309(12) -0.0038(11) 0.0103(10) -0.0034(11) C33 0.0546(19) 0.0506(19) 0.066(2) -0.0102(16) 0.0127(16) -0.0153(15) C34 0.0478(17) 0.068(2) 0.0507(18) 0.0099(16) -0.0021(14) -0.0025(16) C35 0.0380(14) 0.0415(15) 0.0405(14) -0.0021(12) 0.0036(11) -0.0048(12) C36 0.079(2) 0.058(2) 0.0453(17) 0.0037(15) 0.0009(17) 0.0045(19) C37 0.061(2) 0.053(2) 0.0530(18) -0.0126(15) 0.0028(16) -0.0100(16) N3 0.0276(9) 0.0213(9) 0.0289(9) -0.0004(7) 0.0090(8) 0.0008(8) C38 0.0265(11) 0.0300(12) 0.0274(11) 0.0000(9) 0.0067(9) -0.0007(9) N4 0.0287(9) 0.0284(10) 0.0312(9) 0.0006(8) 0.0080(8) -0.0004(8) C39 0.0270(11) 0.0226(11) 0.0239(10) 0.0015(8) 0.0040(9) -0.0014(9) C40 0.0290(11) 0.0233(11) 0.0305(11) 0.0016(9) 0.0075(9) 0.0032(9) C41 0.0319(11) 0.0268(12) 0.0278(11) 0.0014(9) 0.0066(9) -0.0030(9) C42 0.0470(15) 0.0251(12) 0.0356(13) 0.0012(10) 0.0107(12) 0.0051(11) C43 0.0556(17) 0.0264(13) 0.0407(14) 0.0006(11) 0.0128(13) 0.0011(12) C44 0.0494(16) 0.0309(13) 0.0360(13) 0.0015(11) 0.0058(12) -0.0093(12) C45 0.0354(12) 0.0320(13) 0.0280(11) 0.0021(9) 0.0055(10) -0.0069(10) C46 0.0357(13) 0.0399(15) 0.0333(12) 0.0007(11) 0.0100(11) -0.0126(11) C47 0.0382(14) 0.0463(16) 0.0466(15) -0.0037(13) 0.0235(12) -0.0070(12) C48 0.0318(12) 0.0306(13) 0.0430(14) -0.0031(10) 0.0138(11) -0.0023(10) C49 0.0281(11) 0.0267(11) 0.0264(11) -0.0015(9) 0.0062(9) -0.0040(9) C50 0.0291(11) 0.0306(12) 0.0240(10) -0.0026(9) 0.0044(9) -0.0033(10) C51 0.0281(11) 0.0186(10) 0.0331(11) -0.0010(9) 0.0139(9) -0.0027(9) C52 0.0367(13) 0.0264(12) 0.0368(12) -0.0031(10) 0.0170(11) -0.0095(10) C53 0.0542(17) 0.0322(14) 0.0525(16) -0.0122(12) 0.0326(14) -0.0101(12) C54 0.0454(16) 0.0304(14) 0.071(2) -0.0097(13) 0.0307(15) 0.0018(12) C55 0.0333(13) 0.0297(13) 0.0669(18) 0.0011(13) 0.0164(13) 0.0054(11) C56 0.0264(11) 0.0249(11) 0.0429(13) 0.0015(10) 0.0105(10) -0.0015(9) C57 0.0395(14) 0.0412(15) 0.0312(12) -0.0077(11) 0.0096(11) -0.0080(11) C58 0.075(2) 0.065(2) 0.0535(19) 0.0191(19) -0.0136(18) -0.022(2) C59 0.060(2) 0.057(2) 0.064(2) -0.0180(17) 0.0065(17) -0.0223(17) C60 0.0339(13) 0.0382(15) 0.0410(14) -0.0006(11) 0.0006(11) 0.0012(11) C61 0.0339(14) 0.0502(18) 0.069(2) -0.0180(16) 0.0007(14) -0.0040(13) C62 0.091(3) 0.065(3) 0.050(2) 0.0100(17) -0.0036(19) -0.007(2) C63 0.0323(12) 0.0284(12) 0.0348(12) 0.0040(9) 0.0128(10) 0.0023(9) C64 0.0359(13) 0.0566(17) 0.0330(12) 0.0096(12) 0.0139(11) 0.0156(13) C65 0.0507(17) 0.072(2) 0.0402(15) 0.0226(15) 0.0252(14) 0.0238(16) C66 0.0551(19) 0.063(2) 0.069(2) 0.0327(18) 0.0392(17) 0.0115(16) C67 0.0378(15) 0.0481(17) 0.068(2) 0.0150(15) 0.0219(14) -0.0029(13) C68 0.0360(13) 0.0374(14) 0.0420(13) 0.0073(11) 0.0149(11) -0.0032(11) C69 0.0450(16) 0.082(2) 0.0295(12) -0.0010(14) 0.0057(12) 0.0120(16) C70 0.090(3) 0.083(3) 0.136(4) -0.056(3) -0.054(3) 0.044(3) C71 0.080(3) 0.054(2) 0.085(3) -0.0068(19) 0.021(2) 0.010(2) C72 0.0376(14) 0.0483(16) 0.0407(13) -0.0005(12) 0.0093(11) -0.0133(12) C73 0.075(2) 0.068(2) 0.067(2) -0.0090(19) 0.027(2) -0.006(2) C74 0.0453(17) 0.071(2) 0.0506(17) 0.0059(16) 0.0057(14) -0.0036(16) _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 N1 . C1 . 1.379(3) yes N1 . C2 . 1.400(3) yes N1 . C14 . 1.447(3) yes C1 . N2 . 1.263(3) yes C1 . H11 . 1.000 no N2 . C26 . 1.440(3) yes C2 . C3 . 1.376(3) yes C2 . C12 . 1.495(3) yes C3 . C4 . 1.462(4) yes C3 . H31 . 1.000 no C4 . C5 . 1.381(4) yes C4 . C13 . 1.406(4) yes C5 . C6 . 1.406(4) yes C5 . H51 . 1.000 no C6 . C7 . 1.374(5) yes C6 . H61 . 1.000 no C7 . C8 . 1.429(4) yes C7 . H71 . 1.000 no C8 . C9 . 1.406(4) yes C8 . C13 . 1.397(3) yes C9 . C10 . 1.377(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.428(4) yes C10 . H101 . 1.000 no C11 . C12 . 1.371(4) yes C11 . H111 . 1.000 no C12 . C13 . 1.422(3) yes C14 . C15 . 1.406(3) yes C14 . C19 . 1.401(3) yes C15 . C16 . 1.391(4) yes C15 . C20 . 1.521(4) yes C16 . C17 . 1.392(4) yes C16 . H161 . 1.000 no C17 . C18 . 1.381(4) yes C17 . H171 . 1.000 no C18 . C19 . 1.399(3) yes C18 . H181 . 1.000 no C19 . C23 . 1.523(3) yes C20 . C21 . 1.522(4) yes C20 . C22 . 1.534(4) yes C20 . H201 . 1.000 no C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H213 . 1.000 no C22 . H221 . 1.000 no C22 . H222 . 1.000 no C22 . H223 . 1.000 no C23 . C24 . 1.534(4) yes C23 . C25 . 1.534(4) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C24 . H242 . 1.000 no C24 . H243 . 1.000 no C25 . H251 . 1.000 no C25 . H252 . 1.000 no C25 . H253 . 1.000 no C26 . C27 . 1.402(3) yes C26 . C31 . 1.405(3) yes C27 . C28 . 1.386(4) yes C27 . C32 . 1.523(3) yes C28 . C29 . 1.391(4) yes C28 . H281 . 1.000 no C29 . C30 . 1.384(4) yes C29 . H291 . 1.000 no C30 . C31 . 1.390(4) yes C30 . H301 . 1.000 no C31 . C35 . 1.518(4) yes C32 . C33 . 1.528(5) yes C32 . C34 . 1.530(4) yes C32 . H321 . 1.000 no C33 . H331 . 1.000 no C33 . H332 . 1.000 no C33 . H333 . 1.000 no C34 . H341 . 1.000 no C34 . H342 . 1.000 no C34 . H343 . 1.000 no C35 . C36 . 1.517(5) yes C35 . C37 . 1.520(4) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C36 . H362 . 1.000 no C36 . H363 . 1.000 no C37 . H371 . 1.000 no C37 . H372 . 1.000 no C37 . H373 . 1.000 no N3 . C38 . 1.390(3) yes N3 . C39 . 1.396(3) yes N3 . C51 . 1.450(3) yes C38 . N4 . 1.254(3) yes C38 . H381 . 1.000 no N4 . C63 . 1.429(3) yes C39 . C40 . 1.374(3) yes C39 . C49 . 1.492(3) yes C40 . C41 . 1.458(3) yes C40 . H401 . 1.000 no C41 . C42 . 1.385(4) yes C41 . C50 . 1.410(3) yes C42 . C43 . 1.426(4) yes C42 . H421 . 1.000 no C43 . C44 . 1.370(4) yes C43 . H431 . 1.000 no C44 . C45 . 1.427(4) yes C44 . H441 . 1.000 no C45 . C46 . 1.423(4) yes C45 . C50 . 1.388(3) yes C46 . C47 . 1.360(4) yes C46 . H461 . 1.000 no C47 . C48 . 1.436(4) yes C47 . H471 . 1.000 no C48 . C49 . 1.373(4) yes C48 . H481 . 1.000 no C49 . C50 . 1.420(4) yes C51 . C52 . 1.406(3) yes C51 . C56 . 1.396(3) yes C52 . C53 . 1.393(4) yes C52 . C57 . 1.520(4) yes C53 . C54 . 1.380(5) yes C53 . H531 . 1.000 no C54 . C55 . 1.379(4) yes C54 . H541 . 1.000 no C55 . C56 . 1.405(4) yes C55 . H551 . 1.000 no C56 . C60 . 1.514(4) yes C57 . C58 . 1.521(5) yes C57 . C59 . 1.525(4) yes C57 . H571 . 1.000 no C58 . H581 . 1.000 no C58 . H582 . 1.000 no C58 . H583 . 1.000 no C59 . H591 . 1.000 no C59 . H592 . 1.000 no C59 . H593 . 1.000 no C60 . C61 . 1.541(4) yes C60 . C62 . 1.531(5) yes C60 . H601 . 1.000 no C61 . H611 . 1.000 no C61 . H612 . 1.000 no C61 . H613 . 1.000 no C62 . H621 . 1.000 no C62 . H622 . 1.000 no C62 . H623 . 1.000 no C63 . C64 . 1.406(3) yes C63 . C68 . 1.394(4) yes C64 . C65 . 1.397(4) yes C64 . C69 . 1.534(5) yes C65 . C66 . 1.368(5) yes C65 . H651 . 1.000 no C66 . C67 . 1.386(5) yes C66 . H661 . 1.000 no C67 . C68 . 1.392(4) yes C67 . H671 . 1.000 no C68 . C72 . 1.527(4) yes C69 . C70 . 1.484(6) yes C69 . C71 . 1.519(5) yes C69 . H691 . 1.000 no C70 . H701 . 1.000 no C70 . H702 . 1.000 no C70 . H703 . 1.000 no C71 . H711 . 1.000 no C71 . H712 . 1.000 no C71 . H713 . 1.000 no C72 . C73 . 1.511(5) yes C72 . C74 . 1.521(4) yes C72 . H721 . 1.000 no C73 . H731 . 1.000 no C73 . H732 . 1.000 no C73 . H733 . 1.000 no C74 . H741 . 1.000 no C74 . H742 . 1.000 no C74 . H743 . 1.000 no 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 C1 . N1 . C2 . 119.77(19) yes C1 . N1 . C14 . 119.77(19) yes C2 . N1 . C14 . 120.45(18) yes N1 . C1 . N2 . 122.4(2) yes N1 . C1 . H11 . 118.780 no N2 . C1 . H11 . 118.780 no C1 . N2 . C26 . 116.8(2) yes N1 . C2 . C3 . 126.7(2) yes N1 . C2 . C12 . 124.0(2) yes C3 . C2 . C12 . 109.3(2) yes C2 . C3 . C4 . 108.5(2) yes C2 . C3 . H31 . 125.760 no C4 . C3 . H31 . 125.760 no C3 . C4 . C5 . 135.5(3) yes C3 . C4 . C13 . 106.7(2) yes C5 . C4 . C13 . 117.7(2) yes C4 . C5 . C6 . 119.2(3) yes C4 . C5 . H51 . 120.377 no C6 . C5 . H51 . 120.377 no C5 . C6 . C7 . 122.7(3) yes C5 . C6 . H61 . 118.648 no C7 . C6 . H61 . 118.648 no C6 . C7 . C8 . 119.8(3) yes C6 . C7 . H71 . 120.125 no C8 . C7 . H71 . 120.125 no C7 . C8 . C9 . 127.7(3) yes C7 . C8 . C13 . 115.9(3) yes C9 . C8 . C13 . 116.3(2) yes C8 . C9 . C10 . 120.3(2) yes C8 . C9 . H91 . 119.858 no C10 . C9 . H91 . 119.857 no C9 . C10 . C11 . 122.6(3) yes C9 . C10 . H101 . 118.684 no C11 . C10 . H101 . 118.684 no C10 . C11 . C12 . 118.3(2) yes C10 . C11 . H111 . 120.836 no C12 . C11 . H111 . 120.836 no C2 . C12 . C11 . 137.5(2) yes C2 . C12 . C13 . 104.3(2) yes C11 . C12 . C13 . 118.2(2) yes C4 . C13 . C8 . 124.6(2) yes C4 . C13 . C12 . 111.2(2) yes C8 . C13 . C12 . 124.2(2) yes N1 . C14 . C15 . 118.6(2) yes N1 . C14 . C19 . 118.83(19) yes C15 . C14 . C19 . 122.5(2) yes C14 . C15 . C16 . 117.5(2) yes C14 . C15 . C20 . 121.8(2) yes C16 . C15 . C20 . 120.7(2) yes C15 . C16 . C17 . 120.8(2) yes C15 . C16 . H161 . 119.577 no C17 . C16 . H161 . 119.577 no C16 . C17 . C18 . 120.6(2) yes C16 . C17 . H171 . 119.698 no C18 . C17 . H171 . 119.698 no C17 . C18 . C19 . 120.6(2) yes C17 . C18 . H181 . 119.676 no C19 . C18 . H181 . 119.676 no C14 . C19 . C18 . 117.7(2) yes C14 . C19 . C23 . 122.5(2) yes C18 . C19 . C23 . 119.8(2) yes C15 . C20 . C21 . 111.4(2) yes C15 . C20 . C22 . 111.4(3) yes C21 . C20 . C22 . 110.4(2) yes C15 . C20 . H201 . 107.105 no C21 . C20 . H201 . 108.189 no C22 . C20 . H201 . 108.152 no C20 . C21 . H211 . 109.466 no C20 . C21 . H212 . 109.467 no H211 . C21 . H212 . 109.476 no C20 . C21 . H213 . 109.467 no H211 . C21 . H213 . 109.476 no H212 . C21 . H213 . 109.476 no C20 . C22 . H221 . 109.467 no C20 . C22 . H222 . 109.467 no H221 . C22 . H222 . 109.476 no C20 . C22 . H223 . 109.467 no H221 . C22 . H223 . 109.476 no H222 . C22 . H223 . 109.476 no C19 . C23 . C24 . 111.5(2) yes C19 . C23 . C25 . 111.0(2) yes C24 . C23 . C25 . 110.5(2) yes C19 . C23 . H231 . 107.387 no C24 . C23 . H231 . 107.860 no C25 . C23 . H231 . 108.443 no C23 . C24 . H241 . 109.467 no C23 . C24 . H242 . 109.467 no H241 . C24 . H242 . 109.476 no C23 . C24 . H243 . 109.467 no H241 . C24 . H243 . 109.476 no H242 . C24 . H243 . 109.476 no C23 . C25 . H251 . 109.467 no C23 . C25 . H252 . 109.467 no H251 . C25 . H252 . 109.476 no C23 . C25 . H253 . 109.467 no H251 . C25 . H253 . 109.476 no H252 . C25 . H253 . 109.476 no N2 . C26 . C27 . 120.7(2) yes N2 . C26 . C31 . 117.8(2) yes C27 . C26 . C31 . 121.3(2) yes C26 . C27 . C28 . 118.3(2) yes C26 . C27 . C32 . 122.1(2) yes C28 . C27 . C32 . 119.6(2) yes C27 . C28 . C29 . 121.0(2) yes C27 . C28 . H281 . 119.493 no C29 . C28 . H281 . 119.493 no C28 . C29 . C30 . 120.1(2) yes C28 . C29 . H291 . 119.972 no C30 . C29 . H291 . 119.972 no C29 . C30 . C31 . 120.7(2) yes C29 . C30 . H301 . 119.645 no C31 . C30 . H301 . 119.646 no C26 . C31 . C30 . 118.5(2) yes C26 . C31 . C35 . 120.5(2) yes C30 . C31 . C35 . 120.9(2) yes C27 . C32 . C33 . 111.8(2) yes C27 . C32 . C34 . 110.7(2) yes C33 . C32 . C34 . 110.5(3) yes C27 . C32 . H321 . 107.392 no C33 . C32 . H321 . 107.550 no C34 . C32 . H321 . 108.773 no C32 . C33 . H331 . 109.467 no C32 . C33 . H332 . 109.467 no H331 . C33 . H332 . 109.476 no C32 . C33 . H333 . 109.466 no H331 . C33 . H333 . 109.476 no H332 . C33 . H333 . 109.476 no C32 . C34 . H341 . 109.467 no C32 . C34 . H342 . 109.467 no H341 . C34 . H342 . 109.476 no C32 . C34 . H343 . 109.467 no H341 . C34 . H343 . 109.476 no H342 . C34 . H343 . 109.476 no C31 . C35 . C36 . 110.9(2) yes C31 . C35 . C37 . 113.4(3) yes C36 . C35 . C37 . 111.6(3) yes C31 . C35 . H351 . 106.421 no C36 . C35 . H351 . 108.434 no C37 . C35 . H351 . 105.593 no C35 . C36 . H361 . 109.467 no C35 . C36 . H362 . 109.466 no H361 . C36 . H362 . 109.476 no C35 . C36 . H363 . 109.467 no H361 . C36 . H363 . 109.476 no H362 . C36 . H363 . 109.476 no C35 . C37 . H371 . 109.467 no C35 . C37 . H372 . 109.467 no H371 . C37 . H372 . 109.476 no C35 . C37 . H373 . 109.467 no H371 . C37 . H373 . 109.476 no H372 . C37 . H373 . 109.476 no C38 . N3 . C39 . 124.15(19) yes C38 . N3 . C51 . 114.11(18) yes C39 . N3 . C51 . 121.65(18) yes N3 . C38 . N4 . 125.9(2) yes N3 . C38 . H381 . 117.045 no N4 . C38 . H381 . 117.045 no C38 . N4 . C63 . 115.4(2) yes N3 . C39 . C40 . 126.6(2) yes N3 . C39 . C49 . 124.2(2) yes C40 . C39 . C49 . 109.2(2) yes C39 . C40 . C41 . 108.0(2) yes C39 . C40 . H401 . 125.978 no C41 . C40 . H401 . 125.978 no C40 . C41 . C42 . 134.5(2) yes C40 . C41 . C50 . 107.7(2) yes C42 . C41 . C50 . 117.8(2) yes C41 . C42 . C43 . 118.2(2) yes C41 . C42 . H421 . 120.891 no C43 . C42 . H421 . 120.891 no C42 . C43 . C44 . 123.2(2) yes C42 . C43 . H431 . 118.394 no C44 . C43 . H431 . 118.394 no C43 . C44 . C45 . 119.5(2) yes C43 . C44 . H441 . 120.249 no C45 . C44 . H441 . 120.249 no C44 . C45 . C46 . 128.1(2) yes C44 . C45 . C50 . 116.2(2) yes C46 . C45 . C50 . 115.7(2) yes C45 . C46 . C47 . 120.5(2) yes C45 . C46 . H461 . 119.746 no C47 . C46 . H461 . 119.746 no C46 . C47 . C48 . 122.6(2) yes C46 . C47 . H471 . 118.686 no C48 . C47 . H471 . 118.686 no C47 . C48 . C49 . 118.4(2) yes C47 . C48 . H481 . 120.793 no C49 . C48 . H481 . 120.793 no C39 . C49 . C48 . 137.1(2) yes C39 . C49 . C50 . 105.1(2) yes C48 . C49 . C50 . 117.7(2) yes C41 . C50 . C45 . 125.1(2) yes C41 . C50 . C49 . 109.9(2) yes C45 . C50 . C49 . 125.0(2) yes N3 . C51 . C52 . 118.2(2) yes N3 . C51 . C56 . 119.0(2) yes C52 . C51 . C56 . 122.7(2) yes C51 . C52 . C53 . 117.2(2) yes C51 . C52 . C57 . 121.9(2) yes C53 . C52 . C57 . 120.9(2) yes C52 . C53 . C54 . 121.5(3) yes C52 . C53 . H531 . 119.275 no C54 . C53 . H531 . 119.274 no C53 . C54 . C55 . 120.1(3) yes C53 . C54 . H541 . 119.926 no C55 . C54 . H541 . 119.926 no C54 . C55 . C56 . 121.2(3) yes C54 . C55 . H551 . 119.417 no C56 . C55 . H551 . 119.417 no C51 . C56 . C55 . 117.2(2) yes C51 . C56 . C60 . 123.3(2) yes C55 . C56 . C60 . 119.5(2) yes C52 . C57 . C58 . 111.7(2) yes C52 . C57 . C59 . 113.0(3) yes C58 . C57 . C59 . 110.1(3) yes C52 . C57 . H571 . 105.535 no C58 . C57 . H571 . 108.794 no C59 . C57 . H571 . 107.377 no C57 . C58 . H581 . 109.467 no C57 . C58 . H582 . 109.467 no H581 . C58 . H582 . 109.475 no C57 . C58 . H583 . 109.467 no H581 . C58 . H583 . 109.476 no H582 . C58 . H583 . 109.476 no C57 . C59 . H591 . 109.467 no C57 . C59 . H592 . 109.467 no H591 . C59 . H592 . 109.475 no C57 . C59 . H593 . 109.467 no H591 . C59 . H593 . 109.476 no H592 . C59 . H593 . 109.476 no C56 . C60 . C61 . 111.4(2) yes C56 . C60 . C62 . 110.4(3) yes C61 . C60 . C62 . 109.6(3) yes C56 . C60 . H601 . 107.581 no C61 . C60 . H601 . 108.439 no C62 . C60 . H601 . 109.443 no C60 . C61 . H611 . 109.467 no C60 . C61 . H612 . 109.467 no H611 . C61 . H612 . 109.476 no C60 . C61 . H613 . 109.467 no H611 . C61 . H613 . 109.476 no H612 . C61 . H613 . 109.476 no C60 . C62 . H621 . 109.467 no C60 . C62 . H622 . 109.467 no H621 . C62 . H622 . 109.476 no C60 . C62 . H623 . 109.467 no H621 . C62 . H623 . 109.476 no H622 . C62 . H623 . 109.476 no N4 . C63 . C64 . 118.0(2) yes N4 . C63 . C68 . 120.3(2) yes C64 . C63 . C68 . 121.7(2) yes C63 . C64 . C65 . 117.5(3) yes C63 . C64 . C69 . 120.6(2) yes C65 . C64 . C69 . 121.9(3) yes C64 . C65 . C66 . 121.8(3) yes C64 . C65 . H651 . 119.119 no C66 . C65 . H651 . 119.119 no C65 . C66 . C67 . 119.6(3) yes C65 . C66 . H661 . 120.189 no C67 . C66 . H661 . 120.189 no C66 . C67 . C68 . 121.3(3) yes C66 . C67 . H671 . 119.371 no C68 . C67 . H671 . 119.371 no C63 . C68 . C67 . 118.1(3) yes C63 . C68 . C72 . 121.5(2) yes C67 . C68 . C72 . 120.4(2) yes C64 . C69 . C70 . 111.9(4) yes C64 . C69 . C71 . 114.0(3) yes C70 . C69 . C71 . 111.0(3) yes C64 . C69 . H691 . 105.037 no C70 . C69 . H691 . 108.428 no C71 . C69 . H691 . 106.063 no C69 . C70 . H701 . 109.467 no C69 . C70 . H702 . 109.465 no H701 . C70 . H702 . 109.474 no C69 . C70 . H703 . 109.468 no H701 . C70 . H703 . 109.477 no H702 . C70 . H703 . 109.475 no C69 . C71 . H711 . 109.467 no C69 . C71 . H712 . 109.467 no H711 . C71 . H712 . 109.476 no C69 . C71 . H713 . 109.466 no H711 . C71 . H713 . 109.475 no H712 . C71 . H713 . 109.476 no C68 . C72 . C73 . 111.3(3) yes C68 . C72 . C74 . 111.9(2) yes C73 . C72 . C74 . 110.9(3) yes C68 . C72 . H721 . 106.982 no C73 . C72 . H721 . 108.084 no C74 . C72 . H721 . 107.367 no C72 . C73 . H731 . 109.467 no C72 . C73 . H732 . 109.466 no H731 . C73 . H732 . 109.475 no C72 . C73 . H733 . 109.467 no H731 . C73 . H733 . 109.476 no H732 . C73 . H733 . 109.476 no C72 . C74 . H741 . 109.467 no C72 . C74 . H742 . 109.467 no H741 . C74 . H742 . 109.476 no C72 . C74 . H743 . 109.467 no H741 . C74 . H743 . 109.476 no H742 . C74 . H743 . 109.476 no