# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_3a _database_code_depnum_ccdc_archive 'CCDC 898614' #TrackingRef 'web_deposit_cif_file_0_ChristopherJSerpell_1346188625.CrystallographicData.cif' #============================================================================== _chemical_name_systematic ; 1,3-Dipropyl-1H-imidazol-3-ium tetrachloroaurate ; _chemical_name_common . _chemical_melting_point 369 _chemical_formula_moiety '2(0.5(C9 H17 N2)) Au Cl4' _chemical_formula_sum 'C9 H17 Au Cl4 N2' _chemical_formula_weight 492.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn _symmetry_space_group_name_Hall '-P 2ab 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 19.7735(2) _cell_length_b 9.3333(1) _cell_length_c 17.0270(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3142.37(6) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7835 _cell_measurement_theta_min 5.097 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour clear_dark_red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 10.022 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.248 _exptl_absorpt_correction_T_max 0.450 _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details ; The data collection nominally covered a hemisphere of reciprocal Space, by a combination of \w scans. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 6662 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 5.21 _diffrn_reflns_theta_max 27.43 _reflns_number_total 3539 _reflns_number_gt 2695 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1006P)^2^+17.8826P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 3539 _refine_ls_number_parameters 99 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1728 _refine_ls_wR_factor_gt 0.1597 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au -0.41568(2) 0.02006(5) 0.21600(2) 0.0468(2) Uani 1 1 d . . . Cl1 Cl -0.49633(15) -0.1545(3) 0.24376(17) 0.0678(8) Uani 1 1 d . . . Cl2 Cl -0.33500(12) 0.1899(3) 0.18892(13) 0.0515(6) Uani 1 1 d . . . Cl3 Cl -0.45069(18) 0.0259(4) 0.08587(16) 0.0712(9) Uani 1 1 d . . . Cl4 Cl -0.38289(14) 0.0153(3) 0.34649(14) 0.0534(6) Uani 1 1 d . . . C1 C -0.318(2) 0.615(4) 0.415(3) 0.137(7) Uiso 0.50 1 d PD . . H1A H -0.2949 0.6825 0.3803 0.205 Uiso 0.50 1 calc PR . . H1B H -0.2864 0.5840 0.4566 0.205 Uiso 0.50 1 calc PR . . H1C H -0.3571 0.6615 0.4394 0.205 Uiso 0.50 1 calc PR . . C2 C -0.339(3) 0.498(3) 0.373(2) 0.187(12) Uiso 0.50 1 d PD . . H2A H -0.3092 0.4935 0.3262 0.225 Uiso 0.50 1 calc PR . . H2B H -0.3847 0.5210 0.3538 0.225 Uiso 0.50 1 calc PR . . C3 C -0.3422(10) 0.360(3) 0.4016(12) 0.160(9) Uiso 0.50 1 d PD . . H3A H -0.3706 0.3617 0.4495 0.192 Uiso 0.50 1 calc PR . . H3B H -0.3666 0.3013 0.3622 0.192 Uiso 0.50 1 calc PR . . C4 C -0.2446(7) 0.2175(15) 0.3655(5) 0.056(2) Uiso 0.50 1 d PGD . . H4 H -0.2513 0.2100 0.3104 0.067 Uiso 0.50 1 calc PR . . N1 N -0.2867(6) 0.2927(14) 0.4190(7) 0.056(2) Uiso 0.50 1 d PGD . . C5 C -0.2588(7) 0.2772(16) 0.4954(5) 0.056(2) Uiso 0.50 1 d PGD . . H5 H -0.2767 0.3167 0.5424 0.067 Uiso 0.50 1 calc PR . . C6 C -0.1994(6) 0.1925(16) 0.4891(6) 0.056(2) Uiso 0.50 1 d PGD . . H6 H -0.1706 0.1653 0.5312 0.067 Uiso 0.50 1 calc PR . . N2 N -0.1906(6) 0.1556(13) 0.4088(7) 0.056(2) Uiso 0.50 1 d PGD . . C7 C -0.1402(10) 0.084(3) 0.3797(12) 0.137(7) Uiso 0.50 1 d PD . . H7A H -0.1000 0.1027 0.4129 0.164 Uiso 0.50 1 calc PR . . H7B H -0.1303 0.1232 0.3268 0.164 Uiso 0.50 1 calc PR . . C8 C -0.148(2) -0.064(3) 0.373(3) 0.187(12) Uiso 0.50 1 d PD . . H8A H -0.1073 -0.1014 0.3473 0.225 Uiso 0.50 1 calc PR . . H8B H -0.1489 -0.1029 0.4271 0.225 Uiso 0.50 1 calc PR . . C9 C -0.204(2) -0.122(4) 0.334(3) 0.160(9) Uiso 0.50 1 d PD . . H9A H -0.2136 -0.2176 0.3554 0.240 Uiso 0.50 1 calc PR . . H9B H -0.1933 -0.1308 0.2778 0.240 Uiso 0.50 1 calc PR . . H9C H -0.2432 -0.0602 0.3408 0.240 Uiso 0.50 1 calc PR . . C10 C 0.1763(18) 0.080(6) -0.058(3) 0.137(7) Uiso 0.50 1 d PD . . H10A H 0.1992 -0.0051 -0.0779 0.205 Uiso 0.50 1 calc PR . . H10B H 0.1558 0.0587 -0.0067 0.205 Uiso 0.50 1 calc PR . . H10C H 0.2091 0.1582 -0.0517 0.205 Uiso 0.50 1 calc PR . . C11 C 0.1268(15) 0.121(7) -0.110(3) 0.187(12) Uiso 0.50 1 d PD . . H11A H 0.1354 0.2239 -0.1209 0.225 Uiso 0.50 1 calc PR . . H11B H 0.1362 0.0691 -0.1589 0.225 Uiso 0.50 1 calc PR . . C12 C 0.0586(14) 0.110(3) -0.0975(16) 0.160(9) Uiso 0.50 1 d PD . . H12A H 0.0411 0.2078 -0.0881 0.192 Uiso 0.50 1 calc PR . . H12B H 0.0383 0.0765 -0.1475 0.192 Uiso 0.50 1 calc PR . . C13 C -0.0105(12) 0.0743(17) 0.0178(13) 0.090(3) Uiso 0.50 1 d PGD . . H13 H -0.0205 0.1708 0.0312 0.108 Uiso 0.50 1 calc PR . . N3 N 0.0347(11) 0.028(2) -0.0419(12) 0.090(3) Uiso 0.50 1 d PGD . . C14 C 0.0349(10) -0.124(2) -0.0425(11) 0.090(3) Uiso 0.50 1 d PGD . . H14 H 0.0607 -0.1831 -0.0766 0.108 Uiso 0.50 1 calc PR . . C15 C -0.0101(10) -0.1719(16) 0.0169(11) 0.090(3) Uiso 0.50 1 d PGD . . H15 H -0.0198 -0.2689 0.0295 0.108 Uiso 0.50 1 calc PR . . N4 N -0.0382(10) -0.0495(19) 0.0542(11) 0.090(3) Uiso 0.50 1 d PGD . . C16 C -0.0855(13) -0.050(3) 0.1071(15) 0.137(7) Uiso 0.50 1 d PD . . H16A H -0.0864 0.0458 0.1318 0.164 Uiso 0.50 1 calc PR . . H16B H -0.0721 -0.1193 0.1484 0.164 Uiso 0.50 1 calc PR . . C17 C -0.1509(12) -0.083(10) 0.085(2) 0.187(12) Uiso 0.50 1 d PD . . H17A H -0.1674 -0.0005 0.0536 0.225 Uiso 0.50 1 calc PR . . H17B H -0.1475 -0.1648 0.0479 0.225 Uiso 0.50 1 calc PR . . C18 C -0.2019(15) -0.117(6) 0.137(3) 0.160(9) Uiso 0.50 1 d PD . . H18A H -0.2452 -0.1205 0.1090 0.240 Uiso 0.50 1 calc PR . . H18B H -0.2041 -0.0435 0.1781 0.240 Uiso 0.50 1 calc PR . . H18C H -0.1927 -0.2103 0.1608 0.240 Uiso 0.50 1 calc PR . . 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 Au1 0.0471(3) 0.0491(3) 0.0441(3) 0.00034(15) 0.00499(15) -0.00955(16) Cl1 0.0713(17) 0.0615(16) 0.0705(16) 0.0042(13) 0.0149(14) -0.0439(14) Cl2 0.0522(13) 0.0663(15) 0.0360(10) -0.0005(10) 0.0053(10) -0.0241(11) Cl3 0.079(2) 0.095(2) 0.0399(13) -0.0051(13) -0.0095(13) -0.0421(17) Cl4 0.0534(15) 0.0703(15) 0.0364(12) 0.0153(10) 0.0058(11) -0.0090(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 Cl2 2.296(2) . ? Au1 Cl4 2.315(3) . ? Au1 Cl3 2.322(3) . ? Au1 Cl1 2.328(2) . ? C1 C2 1.372(10) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.377(10) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.298(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N1 1.4200 . ? C4 N2 1.4200 . ? C4 H4 0.9500 . ? N1 C5 1.4200 . ? C5 C6 1.4200 . ? C5 H5 0.9500 . ? C6 N2 1.4200 . ? C6 H6 0.9500 . ? N2 C7 1.297(7) . ? C7 C8 1.396(10) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.394(10) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.371(10) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.369(10) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N3 1.304(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N3 1.4200 . ? C13 N4 1.4200 . ? C13 H13 0.9500 . ? N3 N4 0.30(3) 5 ? N3 C13 1.15(3) 5 ? N3 C14 1.4200 . ? N3 C15 1.49(4) 5 ? N3 C16 1.51(3) 5 ? C14 C15 1.4200 . ? C14 H14 0.9500 . ? C15 N4 1.4200 . ? C15 H15 0.9500 . ? N4 N3 0.30(3) 5 ? N4 C12 1.01(3) 5 ? N4 C16 1.299(7) . ? N4 C13 1.58(3) 5 ? N4 C14 1.63(4) 5 ? C16 C17 1.383(10) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.381(10) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2 Au1 Cl4 90.65(9) . . ? Cl2 Au1 Cl3 89.96(9) . . ? Cl4 Au1 Cl3 178.89(12) . . ? Cl2 Au1 Cl1 179.21(11) . . ? Cl4 Au1 Cl1 89.06(10) . . ? Cl3 Au1 Cl1 90.35(10) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C1 C2 C3 125(2) . . ? C1 C2 H2A 106.0 . . ? C3 C2 H2A 106.0 . . ? C1 C2 H2B 106.0 . . ? C3 C2 H2B 106.0 . . ? H2A C2 H2B 106.3 . . ? N1 C3 C2 119.3(15) . . ? N1 C3 H3A 107.5 . . ? C2 C3 H3A 107.5 . . ? N1 C3 H3B 107.5 . . ? C2 C3 H3B 107.5 . . ? H3A C3 H3B 107.0 . . ? N1 C4 N2 108.0 . . ? N1 C4 H4 126.0 . . ? N2 C4 H4 126.0 . . ? C3 N1 C5 125.9(5) . . ? C3 N1 C4 126.0(5) . . ? C5 N1 C4 108.0 . . ? C6 C5 N1 108.0 . . ? C6 C5 H5 126.0 . . ? N1 C5 H5 126.0 . . ? N2 C6 C5 108.0 . . ? N2 C6 H6 126.0 . . ? C5 C6 H6 126.0 . . ? C7 N2 C6 125.9(5) . . ? C7 N2 C4 126.0(5) . . ? C6 N2 C4 108.0 . . ? N2 C7 C8 116.6(14) . . ? N2 C7 H7A 108.1 . . ? C8 C7 H7A 108.1 . . ? N2 C7 H7B 108.1 . . ? C8 C7 H7B 108.1 . . ? H7A C7 H7B 107.3 . . ? C9 C8 C7 121(2) . . ? C9 C8 H8A 107.0 . . ? C7 C8 H8A 107.0 . . ? C9 C8 H8B 107.0 . . ? C7 C8 H8B 107.0 . . ? H8A C8 H8B 106.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C10 126(2) . . ? C12 C11 H11A 105.9 . . ? C10 C11 H11A 105.9 . . ? C12 C11 H11B 105.9 . . ? C10 C11 H11B 105.9 . . ? H11A C11 H11B 106.2 . . ? N3 C12 C11 120.8(14) . . ? N3 C12 H12A 107.1 . . ? C11 C12 H12A 107.1 . . ? N3 C12 H12B 107.1 . . ? C11 C12 H12B 107.1 . . ? H12A C12 H12B 106.8 . . ? N3 C13 N4 108.0 . . ? N3 C13 H13 126.0 . . ? N4 C13 H13 126.0 . . ? N4 N3 C13 155(10) 5 5 ? C13 N3 C12 154(2) 5 . ? N4 N3 C13 117(8) 5 . ? C13 N3 C13 74.6(15) 5 . ? C12 N3 C13 124.9(5) . . ? N4 N3 C14 131(8) 5 . ? C12 N3 C14 125.3(6) . . ? C13 N3 C14 108.0 . . ? N4 N3 C15 71(7) 5 5 ? C13 N3 C15 121(3) 5 5 ? C12 N3 C15 78.5(16) . 5 ? C13 N3 C15 47.0(15) . 5 ? C14 N3 C15 154.7(15) . 5 ? C13 N3 C16 131(3) 5 5 ? C13 N3 C16 154.6(12) . 5 ? C14 N3 C16 97.4(12) . 5 ? C15 N3 C16 108(2) 5 5 ? C15 C14 N3 108.0 . . ? C15 C14 H14 126.0 . . ? N3 C14 H14 126.0 . . ? N4 C15 C14 108.0 . . ? N4 C15 H15 126.0 . . ? C14 C15 H15 126.0 . . ? N3 N4 C12 169(8) 5 5 ? N3 N4 C16 131(7) 5 . ? N3 N4 C15 97(6) 5 . ? C12 N4 C15 91.9(19) 5 . ? C16 N4 C15 126.0(5) . . ? C12 N4 C13 157(2) 5 . ? C16 N4 C13 125.7(5) . . ? C15 N4 C13 108.0 . . ? N3 N4 C13 53(6) 5 5 ? C12 N4 C13 137(3) 5 5 ? C16 N4 C13 168(2) . 5 ? C15 N4 C13 45.2(11) . 5 ? C13 N4 C13 62.9(11) . 5 ? C12 N4 C14 131(3) 5 5 ? C16 N4 C14 96.8(14) . 5 ? C15 N4 C14 136.7(13) . 5 ? C13 N4 C14 91.5(16) 5 5 ? N4 C16 C17 118.9(14) . . ? N4 C16 H16A 107.6 . . ? C17 C16 H16A 107.6 . . ? N4 C16 H16B 107.6 . . ? C17 C16 H16B 107.6 . . ? H16A C16 H16B 107.0 . . ? C18 C17 C16 124(2) . . ? C18 C17 H17A 106.4 . . ? C16 C17 H17A 106.4 . . ? C18 C17 H17B 106.4 . . ? C16 C17 H17B 106.4 . . ? H17A C17 H17B 106.4 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 N1 -68(6) . . . . ? C1 C2 C3 C6 -16(6) . . . 2_455 ? C1 C2 C3 C4 -96(5) . . . 2_455 ? C2 C3 N1 N2 9(3) . . . 2_455 ? C6 C3 N1 N2 -98(3) 2_455 . . 2_455 ? C4 C3 N1 N2 70(2) 2_455 . . 2_455 ? C2 C3 N1 C4 -61(3) . . . 2_455 ? C6 C3 N1 C4 -168(3) 2_455 . . 2_455 ? C2 C3 N1 C6 107(3) . . . 2_455 ? C4 C3 N1 C6 168(3) 2_455 . . 2_455 ? C2 C3 N1 C5 99(2) . . . . ? C6 C3 N1 C5 -8.2(18) 2_455 . . . ? C4 C3 N1 C5 160(3) 2_455 . . . ? C2 C3 N1 C4 -83(3) . . . . ? C6 C3 N1 C4 169(3) 2_455 . . . ? C4 C3 N1 C4 -22.2(18) 2_455 . . . ? C2 C3 N1 N1 -69(9) . . . 2_455 ? C6 C3 N1 N1 -177(9) 2_455 . . 2_455 ? C4 C3 N1 N1 -8(7) 2_455 . . 2_455 ? C2 C3 N1 C5 113(3) . . . 2_455 ? C6 C3 N1 C5 6.1(19) 2_455 . . 2_455 ? C4 C3 N1 C5 174(4) 2_455 . . 2_455 ? C2 C3 N1 C7 -24(7) . . . 2_455 ? C6 C3 N1 C7 -131(8) 2_455 . . 2_455 ? C4 C3 N1 C7 38(8) 2_455 . . 2_455 ? N2 C4 N1 N2 161(4) . . . 2_455 ? C3 C4 N1 N2 153(4) 2_455 . . 2_455 ? N2 C4 N1 C4 127(3) . . . 2_455 ? C3 C4 N1 C4 119(4) 2_455 . . 2_455 ? N2 C4 N1 C6 -16(3) . . . 2_455 ? C3 C4 N1 C6 -25(4) 2_455 . . 2_455 ? N2 C4 N1 C3 -178(2) . . . . ? C3 C4 N1 C3 173.6(14) 2_455 . . . ? N2 C4 N1 C5 0.0 . . . . ? C3 C4 N1 C5 -8.5(13) 2_455 . . . ? N2 C4 N1 N1 6.9(11) . . . 2_455 ? C3 C4 N1 N1 -1.6(12) 2_455 . . 2_455 ? N2 C4 N1 C5 -7.8(11) . . . 2_455 ? C3 C4 N1 C5 -16.3(16) 2_455 . . 2_455 ? N2 C4 N1 C7 171.3(14) . . . 2_455 ? C3 C4 N1 C7 162.9(19) 2_455 . . 2_455 ? N2 N1 C5 C6 -161(4) 2_455 . . . ? C4 N1 C5 C6 -24.2(19) 2_455 . . . ? C6 N1 C5 C6 165(3) 2_455 . . . ? C3 N1 C5 C6 178(2) . . . . ? C4 N1 C5 C6 0.0 . . . . ? N1 N1 C5 C6 -4.9(8) 2_455 . . . ? C5 N1 C5 C6 23(3) 2_455 . . . ? C7 N1 C5 C6 -170.0(16) 2_455 . . . ? N1 C5 C6 N2 0.0 . . . . ? N1 C5 C6 C3 10.2(16) . . . 2_455 ? C5 C6 N2 C3 157(3) . . . 2_455 ? C5 C6 N2 N1 13(2) . . . 2_455 ? C3 C6 N2 N1 -144(5) 2_455 . . 2_455 ? C5 C6 N2 C7 177(2) . . . . ? C3 C6 N2 C7 20(3) 2_455 . . . ? C5 C6 N2 C4 0.0 . . . . ? C3 C6 N2 C4 -157(3) 2_455 . . . ? C5 C6 N2 C2 -144(3) . . . 2_455 ? C3 C6 N2 C2 60(2) 2_455 . . 2_455 ? C5 C6 N2 C5 -16(2) . . . 2_455 ? C3 C6 N2 C5 -173(4) 2_455 . . 2_455 ? C5 C6 N2 C4 11.8(10) . . . 2_455 ? C3 C6 N2 C4 -145(4) 2_455 . . 2_455 ? N1 C4 N2 C3 -148(5) . . . 2_455 ? N1 C4 N2 N1 -15(2) . . . 2_455 ? C3 C4 N2 N1 133(6) 2_455 . . 2_455 ? N1 C4 N2 C7 -177(2) . . . . ? C3 C4 N2 C7 -29(5) 2_455 . . . ? N1 C4 N2 C6 0.0 . . . . ? C3 C4 N2 C6 148(5) 2_455 . . . ? N1 C4 N2 C2 149(2) . . . 2_455 ? C3 C4 N2 C2 -64(3) 2_455 . . 2_455 ? N1 C4 N2 C5 7.1(10) . . . 2_455 ? C3 C4 N2 C5 155(5) 2_455 . . 2_455 ? N1 C4 N2 C4 -51(2) . . . 2_455 ? C3 C4 N2 C4 97(6) 2_455 . . 2_455 ? C3 N2 C7 C8 147(8) 2_455 . . . ? N1 N2 C7 C8 -157(6) 2_455 . . . ? C6 N2 C7 C8 93(3) . . . . ? C4 N2 C7 C8 -91(3) . . . . ? C2 N2 C7 C8 -11(4) 2_455 . . . ? C5 N2 C7 C8 82(4) 2_455 . . . ? C4 N2 C7 C8 -108(3) 2_455 . . . ? N2 C7 C8 C9 54(5) . . . . ? C10 C11 C12 N3 -16(8) . . . . ? C11 C12 N3 C13 -101(8) . . . 5 ? C11 C12 N3 C13 126(4) . . . . ? C11 C12 N3 C14 -72(5) . . . . ? C11 C12 N3 C15 118(5) . . . 5 ? C11 C12 N3 C16 -41(5) . . . 5 ? N4 C13 N3 N4 161(12) . . . 5 ? N4 C13 N3 C13 4(2) . . . 5 ? N4 C13 N3 C12 165(2) . . . . ? N4 C13 N3 C14 0.0 . . . . ? N4 C13 N3 C15 175(4) . . . 5 ? N4 C13 N3 C16 -178(4) . . . 5 ? N4 N3 C14 C15 -157(14) 5 . . . ? C13 N3 C14 C15 -8(4) 5 . . . ? C12 N3 C14 C15 -165(2) . . . . ? C13 N3 C14 C15 0.0 . . . . ? C15 N3 C14 C15 -8(7) 5 . . . ? C16 N3 C14 C15 179.2(19) 5 . . . ? N3 C14 C15 N4 0.0 . . . . ? C14 C15 N4 N3 17(9) . . . 5 ? C14 C15 N4 C12 -169(3) . . . 5 ? C14 C15 N4 C16 174(2) . . . . ? C14 C15 N4 C13 0.0 . . . . ? C14 C15 N4 C13 4(2) . . . 5 ? C14 C15 N4 C14 4(4) . . . 5 ? N3 C13 N4 N3 -60(20) . . . 5 ? N3 C13 N4 C16 -174(2) . . . . ? N3 C13 N4 C15 0.0 . . . . ? N3 C13 N4 C13 -3.5(17) . . . 5 ? N3 C13 N4 C14 -174(5) . . . 5 ? N3 N4 C16 C17 77(13) 5 . . . ? C12 N4 C16 C17 -100(6) 5 . . . ? C15 N4 C16 C17 -72(5) . . . . ? C13 N4 C16 C17 101(4) . . . . ? C13 N4 C16 C17 -33(12) 5 . . . ? C14 N4 C16 C17 101(5) 5 . . . ? N4 C16 C17 C18 166(6) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.208 _refine_diff_density_min -1.647 _refine_diff_density_rms 0.217 data_3c _database_code_depnum_ccdc_archive 'CCDC 898615' #TrackingRef 'web_deposit_cif_file_0_ChristopherJSerpell_1346188625.CrystallographicData.cif' #============================================================================== _audit_creation_date 08-04-13 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 5780 _chemical_name_systematic ; 1,3-Di-tert-butyl-1H-imidazol-3-ium tetrachloroaurate ; _chemical_melting_point 405 _cell_length_a 9.9772(2) _cell_length_b 14.7125(3) _cell_length_c 11.6742(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1713.65(7) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'C m c 21 ' _symmetry_space_group_name_Hall 'C 2c -2' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,y+1/2,z -x,y,z -x+1/2,y+1/2,z x,-y,z+1/2 x+1/2,-y+1/2,z+1/2 -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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' Au -2.0133 8.8022 16.8819 0.4611 18.5913 8.6216 25.5582 1.4826 5.8600 36.3956 12.0658 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C11 H21 Au1 Cl4 N2 # Dc = 2.02 Fooo = 992.00 Mu = 91.95 M = 260.04 # Found Formula = C11 H21 Au1 Cl4 N2 # Dc = 2.02 FOOO = 992.00 Mu = 91.95 M = 260.04 _chemical_formula_sum 'C11 H21 Au1 Cl4 N2' _chemical_formula_moiety 'C11 H21 N2, Au1 Cl4' _chemical_compound_source . _chemical_formula_weight 520.08 _cell_measurement_reflns_used 1117 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_yellow _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_max 0.17 _exptl_crystal_density_diffrn 2.016 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 9.195 # Sheldrick geometric approximatio 0.40 0.63 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.47 _exptl_absorpt_correction_T_max 0.63 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 9878 _reflns_number_total 1917 _diffrn_reflns_av_R_equivalents 0.060 # Number of reflections with Friedels Law is 1077 # Number of reflections without Friedels Law is 1917 # Theoretical number of reflections is about 979 _diffrn_reflns_theta_min 5.238 _diffrn_reflns_theta_max 27.443 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.443 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min 0 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min -15 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 2.09 _oxford_diffrn_Wilson_scale 120.58 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.33 _refine_diff_density_max 1.35 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 1917 _refine_ls_number_restraints 45 _refine_ls_number_parameters 103 _oxford_refine_ls_R_factor_ref 0.0323 _refine_ls_wR_factor_ref 0.0650 _refine_ls_goodness_of_fit_ref 1.0000 _refine_ls_shift/su_max 0.001298 # The values computed from all data _oxford_reflns_number_all 1917 _refine_ls_R_factor_all 0.0323 _refine_ls_wR_factor_all 0.0650 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1791 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_gt 0.0633 _refine_ls_abs_structure_Flack 0.478(12) _refine_ls_abs_structure_details 'Flack (1983), 840 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.02P)^2^ +15.77P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Au1 Au 0.5000 0.704869(19) 0.57647(13) 0.0232 1.0000 Uani S T . . . . . Cl2 Cl 0.66154(18) 0.74880(14) 0.7026(2) 0.0384 1.0000 Uani . . . . . . . Cl3 Cl 0.33852(19) 0.66279(14) 0.4485(2) 0.0391 1.0000 Uani . . . . . . . N4 N 0.5000 0.1466(6) 0.6552(7) 0.0230 1.0000 Uani S TU . . . . . C5 C 0.500000(7) 0.1323(8) 0.5374(9) 0.0264 1.0000 Uani S TU . . . . . C6 C 0.500000(7) 0.2129(8) 0.4872(10) 0.0254 1.0000 Uani S TU . . . . . N7 N 0.5000 0.2783(4) 0.5680(12) 0.0203 1.0000 Uani S TU . . . . . C8 C 0.500000(7) 0.2366(8) 0.6723(9) 0.0208 1.0000 Uani S TU . . . . . C9 C 0.5000 0.3786(7) 0.5505(7) 0.0285 1.0000 Uani S TU . . . . . C10 C 0.3738(10) 0.4011(6) 0.4841(7) 0.0488 1.0000 Uani . U . . . . . C11 C 0.500000(7) 0.4287(7) 0.6651(9) 0.0374 1.0000 Uani S TU . . . . . C12 C 0.5000 0.0717(7) 0.7437(9) 0.0325 1.0000 Uani S TU . . . . . C13 C 0.500000(7) 0.1135(8) 0.8592(9) 0.0478 1.0000 Uani S TU . . . . . C14 C 0.3732(10) 0.0162(6) 0.7269(8) 0.0513 1.0000 Uani . U . . . . . H51 H 0.5000 0.0761 0.5009 0.0350 1.0000 Uiso RS . . . . . . H61 H 0.5000 0.2229 0.4084 0.0320 1.0000 Uiso RS . . . . . . H81 H 0.5000 0.2654 0.7435 0.0261 1.0000 Uiso RS . . . . . . H101 H 0.3633 0.4663 0.4814 0.0740 1.0000 Uiso R . . . . . . H102 H 0.2966 0.3740 0.5216 0.0740 1.0000 Uiso R . . . . . . H103 H 0.3834 0.3778 0.4079 0.0741 1.0000 Uiso R . . . . . . H111 H 0.5000 0.4932 0.6517 0.0530 1.0000 Uiso RS . . . . . . H112 H 0.4210 0.4120 0.7081 0.0530 1.0000 Uiso R . . . . . . H131 H 0.5000 0.0665 0.9164 0.0741 1.0000 Uiso RS . . . . . . H132 H 0.4210 0.1506 0.8680 0.0740 1.0000 Uiso R . . . . . . H141 H 0.3709 -0.0323 0.7821 0.0760 1.0000 Uiso R . . . . . . H142 H 0.2968 0.0552 0.7374 0.0760 1.0000 Uiso R . . . . . . H143 H 0.3726 -0.0086 0.6508 0.0760 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.02275(15) 0.02277(15) 0.02415(15) 0.0038(2) 0.0000 0.0000 Cl2 0.0294(9) 0.0527(13) 0.0331(10) -0.0001(9) -0.0079(8) -0.0066(8) Cl3 0.0356(10) 0.0433(12) 0.0383(10) 0.0007(8) -0.0121(8) -0.0072(8) N4 0.028(4) 0.017(3) 0.024(3) -0.005(2) 0.0000 0.0000 C5 0.033(5) 0.021(3) 0.025(4) -0.004(3) 0.0000 0.0000 C6 0.031(6) 0.024(4) 0.021(3) -0.003(2) 0.0000 0.0000 N7 0.019(3) 0.021(2) 0.020(3) -0.002(2) 0.0000 0.0000 C8 0.025(5) 0.016(3) 0.021(3) -0.004(3) 0.0000 0.0000 C9 0.035(4) 0.022(3) 0.029(5) 0.001(3) 0.0000 0.0000 C10 0.062(5) 0.038(4) 0.046(5) 0.004(3) -0.020(4) 0.017(4) C11 0.064(7) 0.018(4) 0.029(4) 0.002(4) 0.0000 0.0000 C12 0.045(4) 0.018(4) 0.034(4) 0.001(2) 0.0000 0.0000 C13 0.096(10) 0.016(5) 0.031(4) 0.005(3) 0.0000 0.0000 C14 0.060(5) 0.033(4) 0.061(6) 0.006(4) 0.005(4) -0.019(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.09092(3) 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 Au1 . Cl3 3_655 2.2831(18) yes Au1 . Cl2 3_655 2.2769(18) yes Au1 . Cl2 . 2.2769(18) yes Au1 . Cl3 . 2.2831(18) yes N4 . C5 . 1.390(14) yes N4 . C8 . 1.340(13) yes N4 . C12 . 1.510(13) yes C5 . C6 . 1.324(16) yes C5 . H51 . 0.930 no C6 . N7 . 1.347(15) yes C6 . H61 . 0.932 no N7 . C8 . 1.363(16) yes N7 . C9 . 1.490(11) yes C8 . H81 . 0.933 no C9 . C10 3_655 1.514(10) yes C9 . C10 . 1.514(10) yes C9 . C11 . 1.528(13) yes C10 . H101 . 0.965 no C10 . H102 . 0.972 no C10 . H103 . 0.958 no C11 . H112 3_655 0.966 no C11 . H111 . 0.962 no C11 . H112 . 0.966 no C12 . C14 3_655 1.518(10) yes C12 . C13 . 1.481(15) yes C12 . C14 . 1.518(10) yes C13 . H132 3_655 0.965 no C13 . H131 . 0.961 no C13 . H132 . 0.965 no C14 . H141 . 0.962 no C14 . H142 . 0.963 no C14 . H143 . 0.961 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 Cl3 3_655 Au1 . Cl2 3_655 179.14(8) yes Cl3 3_655 Au1 . Cl2 . 90.05(7) yes Cl2 3_655 Au1 . Cl2 . 90.12(10) yes Cl3 3_655 Au1 . Cl3 . 89.77(11) yes Cl2 3_655 Au1 . Cl3 . 90.05(7) yes Cl2 . Au1 . Cl3 . 179.14(8) yes C5 . N4 . C8 . 107.3(9) yes C5 . N4 . C12 . 124.5(9) yes C8 . N4 . C12 . 128.2(9) yes N4 . C5 . C6 . 107.6(10) yes N4 . C5 . H51 . 126.0 no C6 . C5 . H51 . 126.4 no C5 . C6 . N7 . 109.2(10) yes C5 . C6 . H61 . 125.4 no N7 . C6 . H61 . 125.4 no C6 . N7 . C8 . 107.7(8) yes C6 . N7 . C9 . 127.6(11) yes C8 . N7 . C9 . 124.6(10) yes N7 . C8 . N4 . 108.2(8) yes N7 . C8 . H81 . 126.3 no N4 . C8 . H81 . 125.6 no C10 3_655 C9 . N7 . 106.7(6) yes C10 3_655 C9 . C10 . 112.4(10) yes N7 . C9 . C10 . 106.7(6) yes C10 3_655 C9 . C11 . 110.0(6) yes N7 . C9 . C11 . 110.9(9) yes C10 . C9 . C11 . 110.0(6) yes C9 . C10 . H101 . 108.9 no C9 . C10 . H102 . 109.9 no H101 . C10 . H102 . 109.7 no C9 . C10 . H103 . 108.3 no H101 . C10 . H103 . 109.6 no H102 . C10 . H103 . 110.4 no C9 . C11 . H112 3_655 109.5 no C9 . C11 . H111 . 109.5 no H112 3_655 C11 . H111 . 109.5 no C9 . C11 . H112 . 109.5 no H112 3_655 C11 . H112 . 109.4 no H111 . C11 . H112 . 109.5 no C14 3_655 C12 . N4 . 107.7(6) yes C14 3_655 C12 . C13 . 109.9(6) yes N4 . C12 . C13 . 108.7(8) yes C14 3_655 C12 . C14 . 112.8(10) yes N4 . C12 . C14 . 107.7(6) yes C13 . C12 . C14 . 109.9(6) yes C12 . C13 . H132 3_655 109.4 no C12 . C13 . H131 . 109.5 no H132 3_655 C13 . H131 . 109.4 no C12 . C13 . H132 . 109.4 no H132 3_655 C13 . H132 . 109.6 no H131 . C13 . H132 . 109.4 no C12 . C14 . H141 . 109.5 no C12 . C14 . H142 . 108.8 no H141 . C14 . H142 . 109.8 no C12 . C14 . H143 . 109.2 no H141 . C14 . H143 . 109.7 no H142 . C14 . H143 . 109.8 no data_4a _database_code_depnum_ccdc_archive 'CCDC 898616' #TrackingRef 'web_deposit_cif_file_0_ChristopherJSerpell_1346188625.CrystallographicData.cif' #============================================================================== _chemical_name_systematic ; 1,3-Dipropyl-1H-imidazol-3-ium halopalladate ; _chemical_name_common . _chemical_melting_point 373 _chemical_formula_moiety '2(C9 H17 N2), Br4 Cl2 Pd2' _chemical_formula_sum 'C18 H34 Br4 Cl2 N4 Pd2' _chemical_formula_weight 909.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.8505(3) _cell_length_b 17.5620(6) _cell_length_c 10.8085(4) _cell_angle_alpha 90.000 _cell_angle_beta 94.616(2) _cell_angle_gamma 90.000 _cell_volume 1485.34(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12210 _cell_measurement_theta_min 5.097 _cell_measurement_theta_max 27.485 _exptl_crystal_description needle _exptl_crystal_colour clear_dark_red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.034 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 6.784 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.269 _exptl_absorpt_correction_T_max 0.795 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 1 0 0.130 1 -1 0 0.130 0 1 -1 0.015 0 -1 1 0.015 0 1 1 0.020 0 -1 -1 0.020 _exptl_special_details ; The data collection nominally covered a hemisphere of reciprocal Space, by a combination of \w and \f scans. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 13789 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.0899 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 5.14 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3358 _reflns_number_gt 2060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. There is site disorder in the Pd~2~Br~6~ moiety with terminal bromides partially occupied by chloride. Refinement of thermal parameters for the chlorine atoms was unstable so, although the chlorine and bromine positions were allowed to refine freely (and gave values in accordance with those seen in the CSD) ADPs for each "site" were constrained (i.e. BR2/CL2 were refined with the same ADPs as were BR3/CL3). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+0.0845P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patt _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 3358 _refine_ls_number_parameters 144 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.0919 _refine_ls_wR_factor_gt 0.0772 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.7148(6) 0.3195(3) 0.0444(4) 0.0315(12) Uani 1 1 d . . . N2 N 0.8380(6) 0.4212(3) 0.1189(4) 0.0289(11) Uani 1 1 d . . . C1 C 0.6882(7) 0.3882(3) 0.0928(5) 0.0291(13) Uani 1 1 d . . . H1A H 0.5801 0.4096 0.1061 0.035 Uiso 1 1 calc R . . C2 C 0.8885(7) 0.3095(4) 0.0411(6) 0.0396(16) Uani 1 1 d . . . H2A H 0.9439 0.2660 0.0109 0.047 Uiso 1 1 calc R . . C3 C 0.9646(8) 0.3724(4) 0.0883(6) 0.0380(15) Uani 1 1 d . . . H3A H 1.0841 0.3816 0.0986 0.046 Uiso 1 1 calc R . . C4 C 0.5792(8) 0.2640(4) 0.0057(6) 0.0407(16) Uani 1 1 d . . . H4A H 0.5211 0.2478 0.0793 0.049 Uiso 1 1 calc R . . H4B H 0.6317 0.2183 -0.0293 0.049 Uiso 1 1 calc R . . C5 C 0.4504(9) 0.2968(4) -0.0888(7) 0.055(2) Uani 1 1 d . . . H5A H 0.5081 0.3133 -0.1624 0.067 Uiso 1 1 calc R . . H5B H 0.3963 0.3420 -0.0537 0.067 Uiso 1 1 calc R . . C6 C 0.3124(9) 0.2374(4) -0.1281(8) 0.065(2) Uani 1 1 d . . . H6A H 0.2220 0.2614 -0.1825 0.098 Uiso 1 1 calc R . . H6B H 0.2635 0.2173 -0.0541 0.098 Uiso 1 1 calc R . . H6C H 0.3637 0.1957 -0.1725 0.098 Uiso 1 1 calc R . . C7 C 0.8605(8) 0.4986(3) 0.1720(6) 0.0346(15) Uani 1 1 d . . . H7A H 0.7508 0.5265 0.1601 0.042 Uiso 1 1 calc R . . H7B H 0.9458 0.5265 0.1269 0.042 Uiso 1 1 calc R . . C8 C 0.9185(8) 0.4969(4) 0.3084(6) 0.0375(15) Uani 1 1 d . . . H8A H 1.0230 0.4654 0.3220 0.045 Uiso 1 1 calc R . . H8B H 0.8285 0.4737 0.3554 0.045 Uiso 1 1 calc R . . C9 C 0.9551(9) 0.5770(4) 0.3545(6) 0.0514(19) Uani 1 1 d . . . H9A H 0.9911 0.5758 0.4434 0.077 Uiso 1 1 calc R . . H9B H 0.8515 0.6080 0.3405 0.077 Uiso 1 1 calc R . . H9C H 1.0464 0.5992 0.3093 0.077 Uiso 1 1 calc R . . Pd1 Pd 0.58032(5) 0.54129(3) 0.64440(4) 0.02669(14) Uani 1 1 d . . . Br1 Br 0.48059(8) 0.58803(3) 0.43580(5) 0.03590(18) Uani 1 1 d . . . Br2 Br 0.6388(11) 0.6703(4) 0.7199(6) 0.0245(7) Uani 0.50 1 d P A 1 Br3 Br 0.6633(15) 0.4899(7) 0.8488(6) 0.0272(8) Uani 0.50 1 d P A 1 Cl2 Cl 0.646(3) 0.6612(11) 0.7021(16) 0.0245(7) Uani 0.50 1 d P A 2 Cl3 Cl 0.663(4) 0.4903(17) 0.8283(17) 0.0272(8) Uani 0.50 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.033(3) 0.028(3) 0.033(3) -0.003(2) 0.002(2) 0.000(2) N2 0.031(3) 0.027(3) 0.028(3) -0.004(2) -0.005(2) -0.004(2) C1 0.032(3) 0.024(3) 0.031(3) 0.001(3) -0.001(3) -0.001(3) C2 0.029(3) 0.036(4) 0.052(4) -0.013(3) -0.002(3) 0.009(3) C3 0.027(3) 0.038(4) 0.048(4) -0.006(3) -0.001(3) 0.005(3) C4 0.044(4) 0.033(4) 0.046(4) -0.006(3) 0.006(3) -0.015(3) C5 0.052(4) 0.057(5) 0.054(5) 0.014(4) -0.017(4) -0.028(4) C6 0.058(5) 0.056(5) 0.079(6) -0.002(4) -0.012(4) -0.018(4) C7 0.037(4) 0.025(4) 0.040(4) -0.003(3) -0.005(3) 0.000(3) C8 0.040(4) 0.036(4) 0.037(4) -0.002(3) 0.005(3) -0.001(3) C9 0.064(5) 0.042(4) 0.047(4) -0.015(3) -0.008(4) -0.001(4) Pd1 0.0280(3) 0.0261(3) 0.0259(3) 0.00359(19) 0.00134(18) 0.00179(19) Br1 0.0511(4) 0.0274(3) 0.0280(3) 0.0012(3) -0.0041(3) 0.0008(3) Br2 0.0335(8) 0.0201(19) 0.020(2) -0.0023(11) 0.0020(13) 0.0003(11) Br3 0.0336(5) 0.0317(5) 0.016(2) 0.0063(19) -0.0009(19) 0.0019(4) Cl2 0.0335(8) 0.0201(19) 0.020(2) -0.0023(11) 0.0020(13) 0.0003(11) Cl3 0.0336(5) 0.0317(5) 0.016(2) 0.0063(19) -0.0009(19) 0.0019(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.339(7) . ? N1 C2 1.378(7) . ? N1 C4 1.479(7) . ? N2 C1 1.321(7) . ? N2 C3 1.373(7) . ? N2 C7 1.480(7) . ? C1 H1A 0.9500 . ? C2 C3 1.337(8) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 C5 1.494(9) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.539(9) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.508(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.513(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? Pd1 Cl3 2.23(2) . ? Pd1 Cl2 2.244(18) . ? Pd1 Br3 2.426(7) . ? Pd1 Br2 2.440(6) . ? Pd1 Br1 2.4639(8) 3_666 ? Pd1 Br1 2.4670(7) . ? Br1 Pd1 2.4639(8) 3_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C2 108.1(5) . . ? C1 N1 C4 125.0(5) . . ? C2 N1 C4 126.9(5) . . ? C1 N2 C3 108.9(5) . . ? C1 N2 C7 124.2(5) . . ? C3 N2 C7 126.9(5) . . ? N2 C1 N1 108.4(5) . . ? N2 C1 H1A 125.8 . . ? N1 C1 H1A 125.8 . . ? C3 C2 N1 107.3(5) . . ? C3 C2 H2A 126.3 . . ? N1 C2 H2A 126.3 . . ? C2 C3 N2 107.4(5) . . ? C2 C3 H3A 126.3 . . ? N2 C3 H3A 126.3 . . ? N1 C4 C5 111.8(5) . . ? N1 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N1 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? C4 C5 C6 110.5(6) . . ? C4 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? C4 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C8 112.2(5) . . ? N2 C7 H7A 109.2 . . ? C8 C7 H7A 109.2 . . ? N2 C7 H7B 109.2 . . ? C8 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C7 C8 C9 109.7(5) . . ? C7 C8 H8A 109.7 . . ? C9 C8 H8A 109.7 . . ? C7 C8 H8B 109.7 . . ? C9 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Cl3 Pd1 Cl2 94.9(9) . . ? Cl3 Pd1 Br3 2.4(10) . . ? Cl2 Pd1 Br3 93.3(6) . . ? Cl3 Pd1 Br2 92.4(8) . . ? Cl2 Pd1 Br2 4.2(7) . . ? Br3 Pd1 Br2 90.6(3) . . ? Cl3 Pd1 Br1 88.7(7) . 3_666 ? Cl2 Pd1 Br1 175.1(5) . 3_666 ? Br3 Pd1 Br1 90.5(3) . 3_666 ? Br2 Pd1 Br1 178.89(19) . 3_666 ? Cl3 Pd1 Br1 175.6(8) . . ? Cl2 Pd1 Br1 89.5(5) . . ? Br3 Pd1 Br1 176.4(3) . . ? Br2 Pd1 Br1 91.94(18) . . ? Br1 Pd1 Br1 86.95(2) 3_666 . ? Pd1 Br1 Pd1 93.05(2) 3_666 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N2 C1 N1 -0.8(6) . . . . ? C7 N2 C1 N1 178.9(5) . . . . ? C2 N1 C1 N2 0.3(6) . . . . ? C4 N1 C1 N2 178.5(5) . . . . ? C1 N1 C2 C3 0.3(7) . . . . ? C4 N1 C2 C3 -177.8(6) . . . . ? N1 C2 C3 N2 -0.8(7) . . . . ? C1 N2 C3 C2 1.0(7) . . . . ? C7 N2 C3 C2 -178.7(5) . . . . ? C1 N1 C4 C5 57.3(8) . . . . ? C2 N1 C4 C5 -125.0(7) . . . . ? N1 C4 C5 C6 179.4(6) . . . . ? C1 N2 C7 C8 103.7(6) . . . . ? C3 N2 C7 C8 -76.6(7) . . . . ? N2 C7 C8 C9 174.7(5) . . . . ? Cl2 Pd1 Br1 Pd1 176.7(5) . . . 3_666 ? Br2 Pd1 Br1 Pd1 180.00(19) . . . 3_666 ? Br1 Pd1 Br1 Pd1 0.0 3_666 . . 3_666 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.711 _refine_diff_density_min -0.874 _refine_diff_density_rms 0.159 data_4b _database_code_depnum_ccdc_archive 'CCDC 898617' #TrackingRef 'web_deposit_cif_file_0_ChristopherJSerpell_1346188625.CrystallographicData.cif' #============================================================================== _audit_creation_date 10-07-02 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 034CJS10 _chemical_name_systematic ; 1,3-Dihexyl-1H-imidazol-3-ium tetrahalopalladate ; _chemical_melting_point 307 _cell_length_a 7.682(4) _cell_length_b 9.105(6) _cell_length_c 13.838(10) _cell_angle_alpha 82.14(2) _cell_angle_beta 78.97(2) _cell_angle_gamma 68.59(2) _cell_volume 882.1(10) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328 2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C30 Br4 Cl4 Pd1 # Dc = 1.75 Fooo = 412.04 Mu = 53.75 M = 464.08 # Found Formula = C30 H58 Br1.78 Cl2.22 N4 Pd1 # Dc = 1.51 FOOO = 412.04 Mu = 27.35 M = 401.08 _chemical_formula_sum 'C30 H58 Br1.78 Cl2.22 N4 Pd1' _chemical_formula_moiety '2(C15 H29 N2), Br1.78 Cl2.22 Pd' _chemical_compound_source . _chemical_formula_weight 802.16 _cell_measurement_reflns_used 3179 _cell_measurement_theta_min 2 _cell_measurement_theta_max 32 _cell_measurement_temperature 100 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.002 _exptl_crystal_size_mid 0.083 _exptl_crystal_size_max 0.109 _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 412.043 _exptl_absorpt_coefficient_mu 2.735 # Sheldrick geometric approximatio 0.80 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.99 _diffrn_measurement_device_type synchrotron _diffrn_measurement_device area _diffrn_radiation_monochromator 'Si(1 1 1) double-crystal monochromator' _diffrn_radiation_type Synchrotron _diffrn_radiation_wavelength 0.68890 _diffrn_measurement_method \w-scans # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'CrystalClear (Rigaku, 1997--2002)' _computing_cell_refinement 'CrystalClear (Rigaku, 1997--2002)' _computing_data_reduction 'CrystalClear (Rigaku, 1997--2002)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 100 _diffrn_reflns_number 11211 _reflns_number_total 5435 _diffrn_reflns_av_R_equivalents 0.029 # Number of reflections with Friedels Law is 5435 # Theoretical number of reflections is about 13114 _diffrn_reflns_theta_min 2.335 _diffrn_reflns_theta_max 31.696 _diffrn_measured_fraction_theta_max 0.829 _diffrn_reflns_theta_full 25.040 _diffrn_measured_fraction_theta_full 0.958 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -10 _reflns_limit_h_max 11 _reflns_limit_k_min -13 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _oxford_diffrn_Wilson_B_factor 1.48 _oxford_diffrn_Wilson_scale 1.08 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.23 _refine_diff_density_max 1.10 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 5425 _refine_ls_number_restraints 0 _refine_ls_number_parameters 186 _oxford_refine_ls_R_factor_ref 0.0452 _refine_ls_wR_factor_ref 0.0694 _refine_ls_goodness_of_fit_ref 0.9192 _refine_ls_shift/su_max 0.0000947 _refine_ls_shift/su_mean 0.0000182 # The values computed from all data _oxford_reflns_number_all 5425 _refine_ls_R_factor_all 0.0452 _refine_ls_wR_factor_all 0.0694 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5033 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_gt 0.0675 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _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: 23.9 29.2 11.2 ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Pd1 Pd 0.0000 1.0000 0.5000 0.0162 1.0000 Uani S . . . . . . Br2 Br -0.0659(7) 1.0438(5) 0.3296(2) 0.0183 0.476(3) Uani . . P . 2 . . Br3 Br 0.0308(11) 1.2601(6) 0.4911(5) 0.0167 0.414(3) Uani . . P . 2 . . N4 N 0.5137(3) 0.7258(2) 0.38552(16) 0.0192 1.0000 Uani . . . . . . . C5 C 0.5042(4) 0.8874(3) 0.3992(2) 0.0221 1.0000 Uani . . . . . . . C6 C 0.4787(4) 0.9950(3) 0.3049(2) 0.0232 1.0000 Uani . . . . . . . C7 C 0.6232(4) 0.9274(3) 0.2157(2) 0.0220 1.0000 Uani . . . . . . . C8 C 0.6182(4) 1.0478(3) 0.1265(2) 0.0247 1.0000 Uani . . . . . . . C9 C 0.7464(4) 0.9745(3) 0.0337(2) 0.0254 1.0000 Uani . . . . . . . C10 C 0.7412(5) 1.0937(4) -0.0562(2) 0.0308 1.0000 Uani . . . . . . . C11 C 0.6627(4) 0.5889(3) 0.40400(18) 0.0201 1.0000 Uani . . . . . . . C12 C 0.6230(4) 0.4667(3) 0.37818(18) 0.0201 1.0000 Uani . . . . . . . N13 N 0.4509(3) 0.5314(2) 0.34420(15) 0.0180 1.0000 Uani . . . . . . . C14 C 0.3866(4) 0.6887(3) 0.35003(18) 0.0193 1.0000 Uani . . . . . . . C15 C 0.3572(4) 0.4379(3) 0.30943(19) 0.0216 1.0000 Uani . . . . . . . C16 C -0.0477(4) 0.5114(3) 0.15998(18) 0.0200 1.0000 Uani . . . . . . . C17 C 0.1216(4) 0.4230(3) 0.21359(18) 0.0201 1.0000 Uani . . . . . . . C1 C 0.1959(4) 0.5344(3) 0.25297(19) 0.0203 1.0000 Uani . . . . . . . C4 C -0.1281(4) 0.4021(3) 0.1237(2) 0.0227 1.0000 Uani . . . . . . . C2 C -0.3074(4) 0.4941(3) 0.0778(2) 0.0277 1.0000 Uani . . . . . . . Cl103 Cl 0.035(2) 1.2414(11) 0.4845(9) 0.0167 0.586(3) Uani . . P . 1 . . Cl102 Cl -0.0616(17) 1.0431(13) 0.3434(5) 0.0183 0.524(3) Uani . . P . 1 . . H51 H 0.6238 0.8778 0.4193 0.0272 1.0000 Uiso R . . . . . . H52 H 0.3983 0.9298 0.4511 0.0268 1.0000 Uiso R . . . . . . H62 H 0.4924 1.0913 0.3170 0.0291 1.0000 Uiso R . . . . . . H61 H 0.3509 1.0201 0.2900 0.0291 1.0000 Uiso R . . . . . . H72 H 0.7487 0.8889 0.2333 0.0272 1.0000 Uiso R . . . . . . H71 H 0.5961 0.8406 0.1961 0.0271 1.0000 Uiso R . . . . . . H81 H 0.6579 1.1305 0.1417 0.0309 1.0000 Uiso R . . . . . . H82 H 0.4893 1.0946 0.1117 0.0312 1.0000 Uiso R . . . . . . H92 H 0.8760 0.9275 0.0478 0.0320 1.0000 Uiso R . . . . . . H91 H 0.7068 0.8906 0.0189 0.0322 1.0000 Uiso R . . . . . . H101 H 0.8231 1.0400 -0.1131 0.0470 1.0000 Uiso R . . . . . . H103 H 0.7861 1.1739 -0.0430 0.0467 1.0000 Uiso R . . . . . . H102 H 0.6133 1.1413 -0.0702 0.0469 1.0000 Uiso R . . . . . . H111 H 0.7685 0.5844 0.4303 0.0263 1.0000 Uiso R . . . . . . H121 H 0.6956 0.3578 0.3815 0.0241 1.0000 Uiso R . . . . . . H141 H 0.2725 0.7598 0.3326 0.0245 1.0000 Uiso R . . . . . . H152 H 0.3064 0.3840 0.3679 0.0267 1.0000 Uiso R . . . . . . H151 H 0.4534 0.3617 0.2667 0.0266 1.0000 Uiso R . . . . . . H162 H -0.1467 0.5792 0.2065 0.0250 1.0000 Uiso R . . . . . . H161 H -0.0096 0.5768 0.1043 0.0256 1.0000 Uiso R . . . . . . H171 H 0.0849 0.3552 0.2680 0.0252 1.0000 Uiso R . . . . . . H172 H 0.2256 0.3574 0.1674 0.0251 1.0000 Uiso R . . . . . . H12 H 0.0949 0.6037 0.2973 0.0264 1.0000 Uiso R . . . . . . H11 H 0.2418 0.5986 0.1987 0.0259 1.0000 Uiso R . . . . . . H41 H -0.1552 0.3317 0.1787 0.0278 1.0000 Uiso R . . . . . . H42 H -0.0318 0.3400 0.0741 0.0277 1.0000 Uiso R . . . . . . H22 H -0.3574 0.4237 0.0561 0.0428 1.0000 Uiso R . . . . . . H21 H -0.4023 0.5594 0.1264 0.0427 1.0000 Uiso R . . . . . . H23 H -0.2793 0.5615 0.0220 0.0431 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01579(14) 0.01451(11) 0.01821(12) -0.00118(8) -0.00457(9) -0.00428(9) Br2 0.0246(3) 0.01859(17) 0.0134(9) 0.0002(7) -0.0089(7) -0.00717(18) Br3 0.0215(4) 0.0104(12) 0.0207(9) -0.0032(7) -0.0062(5) -0.0062(9) N4 0.0200(11) 0.0161(9) 0.0218(10) -0.0029(7) -0.0023(8) -0.0063(8) C5 0.0212(13) 0.0175(10) 0.0283(12) -0.0084(9) -0.0042(10) -0.0051(9) C6 0.0223(14) 0.0152(10) 0.0302(13) -0.0046(9) -0.0036(10) -0.0035(9) C7 0.0204(13) 0.0155(10) 0.0304(13) -0.0041(9) -0.0068(10) -0.0042(9) C8 0.0256(15) 0.0156(10) 0.0319(13) -0.0034(9) -0.0060(11) -0.0049(9) C9 0.0177(14) 0.0227(12) 0.0340(14) -0.0030(10) -0.0034(10) -0.0049(10) C10 0.0283(16) 0.0306(14) 0.0329(15) 0.0004(11) -0.0048(12) -0.0106(12) C11 0.0196(13) 0.0179(10) 0.0213(11) -0.0029(8) -0.0025(9) -0.0043(9) C12 0.0178(13) 0.0172(10) 0.0224(11) -0.0010(8) -0.0025(9) -0.0033(9) N13 0.0182(11) 0.0145(8) 0.0201(9) -0.0010(7) -0.0016(7) -0.0052(7) C14 0.0187(13) 0.0157(10) 0.0224(11) -0.0019(8) -0.0041(9) -0.0039(9) C15 0.0259(14) 0.0164(10) 0.0250(12) 0.0003(9) -0.0068(10) -0.0096(9) C16 0.0206(13) 0.0169(10) 0.0188(10) -0.0017(8) -0.0014(9) -0.0027(9) C17 0.0244(14) 0.0162(10) 0.0189(10) -0.0018(8) -0.0047(9) -0.0051(9) C1 0.0208(13) 0.0161(10) 0.0239(11) -0.0021(8) -0.0043(9) -0.0057(9) C4 0.0242(14) 0.0186(11) 0.0234(11) -0.0021(9) -0.0061(10) -0.0039(9) C2 0.0285(16) 0.0253(12) 0.0286(13) -0.0005(10) -0.0085(11) -0.0072(11) Cl103 0.0215(4) 0.0104(12) 0.0207(9) -0.0032(7) -0.0062(5) -0.0062(9) Cl102 0.0246(3) 0.01859(17) 0.0134(9) 0.0002(7) -0.0089(7) -0.00717(18) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.8296(17) 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 Pd1 . Cl103 2_576 2.287(10) yes Pd1 . Cl102 2_576 2.257(7) yes Pd1 . Cl103 . 2.287(10) yes Pd1 . Cl102 . 2.257(7) yes N4 . C5 . 1.482(3) yes N4 . C11 . 1.383(3) yes N4 . C14 . 1.334(3) yes C5 . C6 . 1.519(4) yes C5 . H51 . 0.981 no C5 . H52 . 0.974 no C6 . C7 . 1.524(4) yes C6 . H62 . 0.960 no C6 . H61 . 0.980 no C7 . C8 . 1.531(4) yes C7 . H72 . 0.965 no C7 . H71 . 0.970 no C8 . C9 . 1.528(4) yes C8 . H81 . 0.969 no C8 . H82 . 0.974 no C9 . C10 . 1.531(4) yes C9 . H92 . 0.976 no C9 . H91 . 0.977 no C10 . H101 . 0.973 no C10 . H103 . 0.964 no C10 . H102 . 0.964 no C11 . C12 . 1.362(3) yes C11 . H111 . 0.938 no C12 . N13 . 1.382(3) yes C12 . H121 . 0.943 no N13 . C14 . 1.342(3) yes N13 . C15 . 1.472(3) yes C14 . H141 . 0.933 no C15 . C1 . 1.518(4) yes C15 . H152 . 0.979 no C15 . H151 . 0.973 no C16 . C17 . 1.526(4) yes C16 . C4 . 1.526(4) yes C16 . H162 . 0.976 no C16 . H161 . 0.974 no C17 . C1 . 1.531(3) yes C17 . H171 . 0.973 no C17 . H172 . 0.983 no C1 . H12 . 0.970 no C1 . H11 . 0.979 no C4 . C2 . 1.533(4) yes C4 . H41 . 0.968 no C4 . H42 . 0.971 no C2 . H22 . 0.962 no C2 . H21 . 0.971 no C2 . H23 . 0.960 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 Cl103 2_576 Pd1 . Cl102 2_576 88.8(4) yes Cl103 2_576 Pd1 . Cl103 . 179.995 yes Cl102 2_576 Pd1 . Cl103 . 91.2(4) yes Cl103 2_576 Pd1 . Cl102 . 91.2(4) yes Cl102 2_576 Pd1 . Cl102 . 179.995 yes Cl103 . Pd1 . Cl102 . 88.8(4) yes C5 . N4 . C11 . 124.6(2) yes C5 . N4 . C14 . 126.3(2) yes C11 . N4 . C14 . 109.0(2) yes N4 . C5 . C6 . 112.2(2) yes N4 . C5 . H51 . 107.4 no C6 . C5 . H51 . 108.8 no N4 . C5 . H52 . 107.4 no C6 . C5 . H52 . 110.3 no H51 . C5 . H52 . 110.6 no C5 . C6 . C7 . 114.1(2) yes C5 . C6 . H62 . 107.1 no C7 . C6 . H62 . 107.9 no C5 . C6 . H61 . 109.7 no C7 . C6 . H61 . 109.4 no H62 . C6 . H61 . 108.5 no C6 . C7 . C8 . 113.3(2) yes C6 . C7 . H72 . 109.4 no C8 . C7 . H72 . 108.4 no C6 . C7 . H71 . 108.3 no C8 . C7 . H71 . 107.8 no H72 . C7 . H71 . 109.6 no C7 . C8 . C9 . 113.0(2) yes C7 . C8 . H81 . 109.5 no C9 . C8 . H81 . 108.2 no C7 . C8 . H82 . 109.1 no C9 . C8 . H82 . 107.8 no H81 . C8 . H82 . 109.2 no C8 . C9 . C10 . 113.5(2) yes C8 . C9 . H92 . 108.3 no C10 . C9 . H92 . 108.9 no C8 . C9 . H91 . 108.0 no C10 . C9 . H91 . 109.4 no H92 . C9 . H91 . 108.6 no C9 . C10 . H101 . 109.8 no C9 . C10 . H103 . 109.6 no H101 . C10 . H103 . 108.6 no C9 . C10 . H102 . 109.3 no H101 . C10 . H102 . 109.4 no H103 . C10 . H102 . 110.2 no N4 . C11 . C12 . 107.0(2) yes N4 . C11 . H111 . 124.9 no C12 . C11 . H111 . 128.1 no C11 . C12 . N13 . 106.9(2) yes C11 . C12 . H121 . 128.6 no N13 . C12 . H121 . 124.5 no C12 . N13 . C14 . 108.9(2) yes C12 . N13 . C15 . 123.9(2) yes C14 . N13 . C15 . 127.2(2) yes N13 . C14 . N4 . 108.2(2) yes N13 . C14 . H141 . 126.0 no N4 . C14 . H141 . 125.8 no N13 . C15 . C1 . 114.6(2) yes N13 . C15 . H152 . 107.1 no C1 . C15 . H152 . 108.3 no N13 . C15 . H151 . 107.2 no C1 . C15 . H151 . 109.0 no H152 . C15 . H151 . 110.8 no C17 . C16 . C4 . 113.4(2) yes C17 . C16 . H162 . 107.5 no C4 . C16 . H162 . 108.2 no C17 . C16 . H161 . 108.8 no C4 . C16 . H161 . 109.6 no H162 . C16 . H161 . 109.3 no C16 . C17 . C1 . 112.8(2) yes C16 . C17 . H171 . 108.9 no C1 . C17 . H171 . 109.6 no C16 . C17 . H172 . 109.1 no C1 . C17 . H172 . 107.3 no H171 . C17 . H172 . 109.2 no C17 . C1 . C15 . 109.5(2) yes C17 . C1 . H12 . 109.4 no C15 . C1 . H12 . 109.0 no C17 . C1 . H11 . 110.7 no C15 . C1 . H11 . 109.1 no H12 . C1 . H11 . 109.2 no C16 . C4 . C2 . 112.2(2) yes C16 . C4 . H41 . 108.7 no C2 . C4 . H41 . 110.0 no C16 . C4 . H42 . 107.7 no C2 . C4 . H42 . 109.0 no H41 . C4 . H42 . 109.2 no C4 . C2 . H22 . 111.2 no C4 . C2 . H21 . 109.3 no H22 . C2 . H21 . 109.2 no C4 . C2 . H23 . 109.8 no H22 . C2 . H23 . 108.6 no H21 . C2 . H23 . 108.7 no data_4c _database_code_depnum_ccdc_archive 'CCDC 898618' #TrackingRef 'web_deposit_cif_file_0_ChristopherJSerpell_1346188625.CrystallographicData.cif' #============================================================================== _audit_creation_date 10-07-01 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 029CJS10 _chemical_name_systematic ; 1,3-Di-tert-butyl-1H-imidazol-3-ium tetrachloropalladate ; _chemical_melting_point 477 _cell_length_a 17.3545(7) _cell_length_b 9.4171(5) _cell_length_c 10.5259(5) _cell_angle_alpha 90 _cell_angle_beta 125.898(2) _cell_angle_gamma 90 _cell_volume 1393.50(12) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/m ' _symmetry_space_group_name_Hall '-C 2y' 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 -x,y,-z x+1/2,-y+1/2,z -x+1/2,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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C26 Cl4 Pd1 # Dc = 1.34 Fooo = 632.00 Mu = 10.58 M = 140.12 # Found Formula = C22 H42 Cl4 N4 Pd1 # Dc = 1.46 FOOO = 632.00 Mu = 10.66 M = 152.70 _chemical_formula_sum 'C22 H42 Cl4 N4 Pd1' _chemical_formula_moiety '2(C11 H21 N2), Cl4 Pd' _chemical_compound_source . _chemical_formula_weight 610.81 _cell_measurement_reflns_used 1422 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.100 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 1.066 # Sheldrick geometric approximatio 0.84 0.90 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.90 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 5045 _reflns_number_total 1673 _diffrn_reflns_av_R_equivalents 0.031 # Number of reflections without Friedels Law is 2942 # Number of reflections with Friedels Law is 1673 # Theoretical number of reflections is about 1599 _diffrn_reflns_theta_min 5.212 _diffrn_reflns_theta_max 27.491 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.567 _diffrn_measured_fraction_theta_full 0.987 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _reflns_limit_h_min -22 _reflns_limit_h_max 18 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _oxford_diffrn_Wilson_B_factor 2.05 _oxford_diffrn_Wilson_scale 62.87 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.88 _refine_diff_density_max 0.73 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 1673 _refine_ls_number_restraints 0 _refine_ls_number_parameters 91 _oxford_refine_ls_R_factor_ref 0.0504 _refine_ls_wR_factor_ref 0.0943 _refine_ls_goodness_of_fit_ref 0.9309 _refine_ls_shift/su_max 0.0073888 _refine_ls_shift/su_mean 0.0019629 # The values computed from all data _oxford_reflns_number_all 1673 _refine_ls_R_factor_all 0.0504 _refine_ls_wR_factor_all 0.0943 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1361 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_gt 0.0769 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _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: 8.34 11.1 5.53 1.66 ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Pd1 Pd 0.5000 0.0000 0.5000 0.0223 1.0000 Uani S T . . . . . Cl2 Cl 0.61649(6) 0.17335(9) 0.61928(9) 0.0308 1.0000 Uani . . . . . . . N3 N 0.2139(3) 0.5000 0.2012(4) 0.0185 1.0000 Uani S T . . . . . C4 C 0.1560(3) 0.500000(7) 0.0394(5) 0.0240 1.0000 Uani S T . . . . . C5 C 0.2117(3) 0.500000(7) -0.0109(5) 0.0240 1.0000 Uani S T . . . . . N6 N 0.3042(3) 0.5000 0.1210(4) 0.0186 1.0000 Uani S T . . . . . C7 C 0.3039(3) 0.500000(7) 0.2466(5) 0.0202 1.0000 Uani S T . . . . . C8 C 0.3897(3) 0.5000 0.1189(6) 0.0247 1.0000 Uani S T . . . . . C9 C 0.4790(3) 0.500000(7) 0.2844(7) 0.0384 1.0000 Uani S T . . . . . C10 C 0.3840(3) 0.3656(5) 0.0331(5) 0.0447 1.0000 Uani . . . . . . . C11 C 0.1795(3) 0.5000 0.3034(5) 0.0212 1.0000 Uani S T . . . . . C12 C 0.2642(4) 0.500000(7) 0.4735(6) 0.0324 1.0000 Uani S T . . . . . C13 C 0.1200(3) 0.3662(4) 0.2641(4) 0.0301 1.0000 Uani . . . . . . . H41 H 0.0907 0.5000 -0.0212 0.0295 1.0000 Uiso RS . . . . . . H51 H 0.1925 0.5000 -0.1134 0.0306 1.0000 Uiso RS . . . . . . H101 H 0.4374 0.3614 0.0293 0.0686 1.0000 Uiso R . . . . . . H103 H 0.3273 0.3686 -0.0717 0.0684 1.0000 Uiso R . . . . . . H102 H 0.3833 0.2817 0.0840 0.0691 1.0000 Uiso R . . . . . . H131 H 0.0964 0.3623 0.3273 0.0467 1.0000 Uiso R . . . . . . H132 H 0.1578 0.2825 0.2860 0.0461 1.0000 Uiso R . . . . . . H133 H 0.0655 0.3650 0.1523 0.0469 1.0000 Uiso R . . . . . . H71 H 0.3563 0.5000 0.3482 0.0269 1.0000 Uiso RS . . . . . . H91 H 0.5320 0.5000 0.2803 0.0585 1.0000 Uiso RS . . . . . . H93 H 0.4811 0.4171 0.3386 0.0588 1.0000 Uiso R . . . . . . H121 H 0.2416 0.5000 0.5374 0.0487 1.0000 Uiso RS . . . . . . H123 H 0.3022 0.4168 0.4978 0.0486 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0289(3) 0.0215(3) 0.0198(3) 0.0000 0.0162(2) 0.0000 Cl2 0.0350(5) 0.0277(5) 0.0290(5) -0.0030(3) 0.0182(4) -0.0068(3) N3 0.0178(17) 0.0192(17) 0.0194(17) 0.0000 0.0114(15) 0.0000 C4 0.017(2) 0.032(2) 0.019(2) 0.0000 0.0079(17) 0.0000 C5 0.022(2) 0.030(2) 0.018(2) 0.0000 0.0106(18) 0.0000 N6 0.0200(17) 0.0185(17) 0.0210(17) 0.0000 0.0140(15) 0.0000 C7 0.018(2) 0.020(2) 0.021(2) 0.0000 0.0102(17) 0.0000 C8 0.025(2) 0.028(2) 0.028(2) 0.0000 0.020(2) 0.0000 C9 0.018(2) 0.054(4) 0.041(3) 0.0000 0.016(2) 0.0000 C10 0.040(2) 0.048(2) 0.054(2) -0.018(2) 0.033(2) 0.000(2) C11 0.023(2) 0.027(2) 0.0167(19) 0.0000 0.0128(18) 0.0000 C12 0.031(3) 0.044(3) 0.024(2) 0.0000 0.016(2) 0.0000 C13 0.0348(18) 0.0311(18) 0.0301(17) -0.0002(15) 0.0223(15) -0.0061(15) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.18245(16) 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 Pd1 . Cl2 5_555 2.3134(8) yes Pd1 . Cl2 6_656 2.3134(8) yes Pd1 . Cl2 2_656 2.3134(8) yes Pd1 . Cl2 . 2.3134(8) yes N3 . C4 . 1.380(6) yes N3 . C7 . 1.339(5) yes N3 . C11 . 1.504(5) yes C4 . C5 . 1.347(6) yes C4 . H41 . 0.918 no C5 . N6 . 1.375(6) yes C5 . H51 . 0.924 no N6 . C7 . 1.325(5) yes N6 . C8 . 1.498(5) yes C7 . H71 . 0.911 no C8 . C10 5_565 1.524(5) yes C8 . C9 . 1.507(7) yes C8 . C10 . 1.524(5) yes C9 . H93 5_565 0.955 no C9 . H91 . 0.946 no C9 . H93 . 0.955 no C10 . H101 . 0.952 no C10 . H103 . 0.956 no C10 . H102 . 0.958 no C11 . C13 5_565 1.524(4) yes C11 . C12 . 1.510(6) yes C11 . C13 . 1.524(4) yes C12 . H123 5_565 0.957 no C12 . H121 . 0.957 no C12 . H123 . 0.957 no C13 . H131 . 0.965 no C13 . H132 . 0.963 no C13 . H133 . 0.987 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 Cl2 5_555 Pd1 . Cl2 6_656 179.995 yes Cl2 5_555 Pd1 . Cl2 2_656 90.24(4) yes Cl2 6_656 Pd1 . Cl2 2_656 89.76(4) yes Cl2 5_555 Pd1 . Cl2 . 89.76(4) yes Cl2 6_656 Pd1 . Cl2 . 90.24(4) yes Cl2 2_656 Pd1 . Cl2 . 179.995 yes C4 . N3 . C7 . 107.0(4) yes C4 . N3 . C11 . 125.2(4) yes C7 . N3 . C11 . 127.8(4) yes N3 . C4 . C5 . 108.3(4) yes N3 . C4 . H41 . 124.5 no C5 . C4 . H41 . 127.2 no C4 . C5 . N6 . 106.6(4) yes C4 . C5 . H51 . 127.5 no N6 . C5 . H51 . 125.9 no C5 . N6 . C7 . 108.8(4) yes C5 . N6 . C8 . 124.4(4) yes C7 . N6 . C8 . 126.8(4) yes N3 . C7 . N6 . 109.3(4) yes N3 . C7 . H71 . 124.9 no N6 . C7 . H71 . 125.8 no C10 5_565 C8 . N6 . 106.7(3) yes C10 5_565 C8 . C9 . 110.5(3) yes N6 . C8 . C9 . 109.8(4) yes C10 5_565 C8 . C10 . 112.4(5) yes N6 . C8 . C10 . 106.7(3) yes C9 . C8 . C10 . 110.5(3) yes C8 . C9 . H93 5_565 110.1 no C8 . C9 . H91 . 108.4 no H93 5_565 C9 . H91 . 109.3 no C8 . C9 . H93 . 110.1 no H93 5_565 C9 . H93 . 109.5 no H91 . C9 . H93 . 109.3 no C8 . C10 . H101 . 109.4 no C8 . C10 . H103 . 108.9 no H101 . C10 . H103 . 108.7 no C8 . C10 . H102 . 111.8 no H101 . C10 . H102 . 108.7 no H103 . C10 . H102 . 109.2 no C13 5_565 C11 . N3 . 107.2(2) yes C13 5_565 C11 . C12 . 110.8(2) yes N3 . C11 . C12 . 109.2(4) yes C13 5_565 C11 . C13 . 111.5(4) yes N3 . C11 . C13 . 107.2(2) yes C12 . C11 . C13 . 110.8(2) yes C11 . C12 . H123 5_565 110.8 no C11 . C12 . H121 . 108.5 no H123 5_565 C12 . H121 . 108.4 no C11 . C12 . H123 . 110.8 no H123 5_565 C12 . H123 . 109.8 no H121 . C12 . H123 . 108.4 no C11 . C13 . H131 . 109.8 no C11 . C13 . H132 . 110.8 no H131 . C13 . H132 . 107.9 no C11 . C13 . H133 . 110.9 no H131 . C13 . H133 . 108.9 no H132 . C13 . H133 . 108.5 no #============================================================================== # start Validation Reply Form #============================================================================== _vrf_PLAT022_4b ; PROBLEM: Ratio Unique / Expected Reflections (too) Low .. 0.829 RESPONSE: These data were collected using synchrotron data and the sample suffered radiation damage. Since the crystals took two years to grow, the experiment could not easily be repeated; although the data are incomplete, it is not expected to have a significant influence on the structure determination. ; #============================================================================== # end Validation Reply Form #==============================================================================