# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 data_global3 _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 _publ_contact_author_name 'AssT. Prof. Saikat Kumar Seth' _publ_contact_author_address ; Department of Physics Mugberia Gangadhar Mahavidyalaya Bhupatinagar Midnapore (East) West Bengal 721425 India ; _publ_contact_author_email saikatim@yahoo.co.in _publ_contact_author_fax ? _publ_contact_author_phone 09433740301 loop_ _publ_author_name _publ_author_address S.K.Seth ; Department of Physics M. G. Mahavidyalaya Bhupatinagar, Midnapore, West Bengal 721425 India ; J.Dinda ; School of Applied Science Applied Synthetic Chemical Research Lab Haldia Institute of Technology Haldia, Purba Medinipur West Bengal 721657 India ; # Attachment 'Corrected CIF.txt' data_complex-1 _database_code_depnum_ccdc_archive 'CCDC 880920' #TrackingRef 'Corrected CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H44 Ag F6 N8 P' _chemical_formula_weight 1057.81 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.382(2) _cell_length_b 11.335(3) _cell_length_c 12.001(5) _cell_angle_alpha 113.852(8) _cell_angle_beta 99.102(8) _cell_angle_gamma 108.116(6) _cell_volume 1160.2(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2740 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 0.542 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.94 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'BRUKER SMART APEX II CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10390 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 24.26 _reflns_number_total 3744 _reflns_number_gt 3177 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART APEX II' _computing_cell_refinement 'BRUKER SMART APEX II' _computing_data_reduction 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 1.4' _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^)+(0.0316P)^2^+0.5713P] 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 3744 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0837 _refine_ls_wR_factor_gt 0.0789 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Ag1 Ag 1.0000 0.5000 0.0000 0.04361(14) Uani 1 2 d S . . P1 P 0.5000 0.5000 0.5000 0.0592(4) Uani 1 2 d S . . F1 F 0.4556(4) 0.6002(3) 0.4604(2) 0.1402(13) Uani 1 1 d . . . F2 F 0.6595(3) 0.5868(4) 0.5235(3) 0.1498(14) Uani 1 1 d . . . F3 F 0.5204(3) 0.5994(3) 0.64512(19) 0.0880(8) Uani 1 1 d . . . C1 C 1.2982(3) 0.3532(3) -0.1547(3) 0.0447(8) Uani 1 1 d . . . C2 C 1.3735(4) 0.3195(4) -0.2406(4) 0.0602(10) Uani 1 1 d . . . H2 H 1.3533 0.3231 -0.3172 0.072 Uiso 1 1 calc R . . C3 C 1.4799(4) 0.2804(4) -0.2048(4) 0.0702(12) Uani 1 1 d . . . H3 H 1.5325 0.2565 -0.2596 0.084 Uiso 1 1 calc R . . C4 C 1.5115(4) 0.2753(4) -0.0911(4) 0.0664(11) Uani 1 1 d . . . H4 H 1.5845 0.2486 -0.0716 0.080 Uiso 1 1 calc R . . C5 C 1.4386(3) 0.3085(3) -0.0071(4) 0.0553(9) Uani 1 1 d . . . H5 H 1.4600 0.3051 0.0695 0.066 Uiso 1 1 calc R . . C6 C 1.3305(3) 0.3477(3) -0.0408(3) 0.0410(7) Uani 1 1 d . . . N3 N 1.2414(2) 0.3936(2) 0.0235(2) 0.0373(6) Uani 1 1 d . . . C7 C 1.1569(3) 0.4282(3) -0.0440(3) 0.0373(7) Uani 1 1 d . . . N2 N 1.1913(3) 0.4023(3) -0.1534(2) 0.0414(6) Uani 1 1 d . . . C8 C 1.2426(3) 0.4027(3) 0.1485(3) 0.0431(8) Uani 1 1 d . . . H8A H 1.1953 0.4624 0.1875 0.052 Uiso 1 1 calc R . . H8B H 1.3411 0.4470 0.2047 0.052 Uiso 1 1 calc R . . C9 C 1.1683(3) 0.2590(3) 0.1384(3) 0.0476(8) Uani 1 1 d . . . H9A H 1.2008 0.1930 0.0829 0.057 Uiso 1 1 calc R . . H9B H 1.1953 0.2669 0.2231 0.057 Uiso 1 1 calc R . . N4 N 1.0139(3) 0.2033(3) 0.0876(2) 0.0421(6) Uani 1 1 d . . . C10 C 0.9294(3) 0.1198(3) -0.0412(3) 0.0413(7) Uani 1 1 d . . . C11 C 0.9683(4) 0.0644(4) -0.1497(3) 0.0538(9) Uani 1 1 d . . . H11 H 1.0635 0.0819 -0.1435 0.065 Uiso 1 1 calc R . . C12 C 0.8606(5) -0.0175(4) -0.2671(4) 0.0646(11) Uani 1 1 d . . . H12 H 0.8841 -0.0561 -0.3414 0.078 Uiso 1 1 calc R . . C13 C 0.7186(4) -0.0441(4) -0.2780(4) 0.0639(10) Uani 1 1 d . . . H13 H 0.6486 -0.0993 -0.3589 0.077 Uiso 1 1 calc R . . C14 C 0.6802(4) 0.0103(4) -0.1703(3) 0.0540(9) Uani 1 1 d . . . H14 H 0.5845 -0.0085 -0.1780 0.065 Uiso 1 1 calc R . . C15 C 0.7854(3) 0.0940(3) -0.0497(3) 0.0428(8) Uani 1 1 d . . . C16 C 0.7839(3) 0.1643(3) 0.0803(3) 0.0409(7) Uani 1 1 d . . . C17 C 0.6770(4) 0.1765(3) 0.1345(4) 0.0510(9) Uani 1 1 d . . . H17 H 0.5817 0.1326 0.0824 0.061 Uiso 1 1 calc R . . C18 C 0.7133(4) 0.2542(4) 0.2662(4) 0.0577(10) Uani 1 1 d . . . H18 H 0.6422 0.2633 0.3029 0.069 Uiso 1 1 calc R . . C19 C 0.8553(4) 0.3190(4) 0.3446(3) 0.0564(9) Uani 1 1 d . . . H19 H 0.8775 0.3706 0.4334 0.068 Uiso 1 1 calc R . . C20 C 0.9636(4) 0.3089(3) 0.2943(3) 0.0496(8) Uani 1 1 d . . . H20 H 1.0585 0.3528 0.3476 0.060 Uiso 1 1 calc R . . C21 C 0.9272(3) 0.2311(3) 0.1617(3) 0.0402(7) Uani 1 1 d . . . C22 C 1.1261(4) 0.4277(4) -0.2539(3) 0.0539(9) Uani 1 1 d . . . H22A H 1.1933 0.4463 -0.2988 0.065 Uiso 1 1 calc R . . H22B H 1.1078 0.5114 -0.2139 0.065 Uiso 1 1 calc R . . C23 C 0.9886(4) 0.3054(4) -0.3497(3) 0.0495(9) Uani 1 1 d . . . C24 C 0.9859(4) 0.1901(4) -0.4502(3) 0.0645(10) Uani 1 1 d . . . H24 H 1.0713 0.1847 -0.4599 0.077 Uiso 1 1 calc R . . C25 C 0.8586(5) 0.0832(5) -0.5363(4) 0.0777(12) Uani 1 1 d . . . H25 H 0.8564 0.0045 -0.6052 0.093 Uiso 1 1 calc R . . C26 C 0.7360(5) 0.0920(5) -0.5211(4) 0.0838(13) Uani 1 1 d . . . H26 H 0.6473 0.0191 -0.5775 0.101 Uiso 1 1 calc R . . C27 C 0.7459(6) 0.2118(6) -0.4198(5) 0.1007(16) Uani 1 1 d . . . H27 H 0.6611 0.2196 -0.4109 0.121 Uiso 1 1 calc R . . N1 N 0.8699(4) 0.3189(4) -0.3325(4) 0.0835(11) Uani 1 1 d . . . 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 Ag1 0.0386(2) 0.0497(2) 0.0495(2) 0.02657(19) 0.01428(17) 0.02338(17) P1 0.0590(9) 0.0689(9) 0.0393(8) 0.0153(7) 0.0025(6) 0.0353(8) F1 0.243(4) 0.135(3) 0.0717(18) 0.0432(18) 0.025(2) 0.135(3) F2 0.0735(19) 0.180(3) 0.096(2) 0.013(2) 0.0182(16) 0.008(2) F3 0.1014(18) 0.1047(18) 0.0421(13) 0.0112(12) 0.0069(12) 0.0647(16) C1 0.0466(19) 0.0351(18) 0.052(2) 0.0190(16) 0.0226(17) 0.0157(15) C2 0.067(3) 0.051(2) 0.062(2) 0.023(2) 0.036(2) 0.021(2) C3 0.060(3) 0.053(2) 0.093(3) 0.021(2) 0.048(2) 0.026(2) C4 0.051(2) 0.055(2) 0.095(3) 0.031(2) 0.030(2) 0.0284(19) C5 0.043(2) 0.052(2) 0.078(3) 0.033(2) 0.0233(19) 0.0239(17) C6 0.0331(17) 0.0363(17) 0.054(2) 0.0219(16) 0.0170(15) 0.0133(14) N3 0.0349(14) 0.0416(15) 0.0397(15) 0.0226(13) 0.0135(12) 0.0165(12) C7 0.0364(17) 0.0370(17) 0.0393(18) 0.0210(15) 0.0113(14) 0.0132(14) N2 0.0481(16) 0.0423(15) 0.0408(15) 0.0229(13) 0.0193(13) 0.0210(13) C8 0.0373(18) 0.052(2) 0.0397(18) 0.0243(16) 0.0090(14) 0.0164(15) C9 0.0399(19) 0.063(2) 0.056(2) 0.0405(19) 0.0173(16) 0.0238(17) N4 0.0359(14) 0.0496(16) 0.0451(16) 0.0269(14) 0.0136(13) 0.0172(13) C10 0.0458(19) 0.0372(18) 0.046(2) 0.0234(16) 0.0185(16) 0.0170(15) C11 0.057(2) 0.052(2) 0.058(2) 0.028(2) 0.029(2) 0.0226(18) C12 0.082(3) 0.053(2) 0.050(2) 0.018(2) 0.031(2) 0.021(2) C13 0.067(3) 0.054(2) 0.046(2) 0.0171(19) 0.008(2) 0.009(2) C14 0.047(2) 0.049(2) 0.057(2) 0.0245(19) 0.0122(18) 0.0125(17) C15 0.0421(19) 0.0389(18) 0.049(2) 0.0249(16) 0.0134(16) 0.0143(15) C16 0.0403(18) 0.0390(17) 0.047(2) 0.0245(16) 0.0162(15) 0.0157(15) C17 0.0416(19) 0.052(2) 0.064(2) 0.031(2) 0.0203(18) 0.0192(17) C18 0.066(3) 0.059(2) 0.071(3) 0.040(2) 0.041(2) 0.032(2) C19 0.074(3) 0.056(2) 0.047(2) 0.0296(19) 0.027(2) 0.026(2) C20 0.053(2) 0.054(2) 0.045(2) 0.0304(18) 0.0146(17) 0.0170(17) C21 0.0407(18) 0.0433(18) 0.048(2) 0.0303(17) 0.0175(16) 0.0181(15) C22 0.075(3) 0.054(2) 0.046(2) 0.0334(19) 0.0228(19) 0.030(2) C23 0.069(2) 0.056(2) 0.038(2) 0.0295(18) 0.0203(18) 0.034(2) C24 0.069(3) 0.067(3) 0.049(2) 0.013(2) 0.012(2) 0.041(2) C25 0.100(4) 0.066(3) 0.053(3) 0.016(2) 0.015(3) 0.040(3) C26 0.078(3) 0.077(3) 0.070(3) 0.033(3) 0.013(3) 0.010(3) C27 0.075(3) 0.125(5) 0.106(4) 0.052(4) 0.052(3) 0.041(3) N1 0.078(3) 0.088(3) 0.077(3) 0.027(2) 0.040(2) 0.034(2) _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 P1 F1 1.556(3) . ? P1 F1 1.556(3) 2_666 ? P1 F2 1.551(3) . ? P1 F2 1.551(3) 2_666 ? P1 F3 1.580(2) 2_666 ? P1 F3 1.580(2) . ? Ag1 C7 2.084(3) 2_765 ? Ag1 C7 2.084(3) . ? C1 C2 1.393(4) . ? C2 C3 1.383(5) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C3 1.381(6) . ? C4 H4 0.9300 . ? C5 C4 1.357(5) . ? C5 H5 0.9300 . ? C6 C1 1.386(4) . ? C6 C5 1.390(4) . ? N2 C7 1.356(4) . ? N2 C1 1.387(4) . ? N3 C7 1.351(3) . ? N3 C6 1.386(4) . ? N3 C8 1.460(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C8 1.514(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N4 C21 1.380(4) . ? N4 C10 1.388(4) . ? N4 C9 1.446(4) . ? C10 C11 1.384(4) . ? C11 H11 0.9300 . ? C12 C11 1.377(5) . ? C12 H12 0.9300 . ? C13 C12 1.383(5) . ? C13 H13 0.9300 . ? C13 C14 1.371(5) . ? C14 H14 0.9300 . ? C15 C14 1.391(4) . ? C15 C10 1.410(4) . ? C16 C15 1.442(4) . ? C16 C17 1.387(4) . ? C16 C21 1.408(4) . ? C17 C18 1.376(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C18 1.388(5) . ? C19 H19 0.9300 . ? C20 C19 1.371(5) . ? C20 H20 0.9300 . ? C21 C20 1.386(4) . ? N2 C22 1.463(4) . ? N1 C23 1.325(5) . ? N1 C27 1.342(6) . ? C22 C23 1.497(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.362(5) . ? C24 H24 0.9300 . ? C25 C26 1.343(6) . ? C25 C24 1.357(5) . ? C25 H25 0.9300 . ? C26 C27 1.368(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? 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 C7 Ag1 C7 180.0 2_765 . ? F2 P1 F2 180.0 . 2_666 ? F2 P1 F1 90.5(2) . . ? F2 P1 F1 89.5(2) 2_666 . ? F2 P1 F1 89.5(2) . 2_666 ? F2 P1 F1 90.5(2) 2_666 2_666 ? F1 P1 F1 180.0 . 2_666 ? F2 P1 F3 90.42(15) . 2_666 ? F2 P1 F3 89.58(15) 2_666 2_666 ? F1 P1 F3 90.03(13) . 2_666 ? F1 P1 F3 89.97(13) 2_666 2_666 ? F2 P1 F3 89.58(15) . . ? F2 P1 F3 90.42(15) 2_666 . ? F1 P1 F3 89.97(13) . . ? F1 P1 F3 90.03(13) 2_666 . ? F3 P1 F3 180.0 2_666 . ? C3 C2 C1 115.7(4) . . ? C1 C2 H2 122.2 . . ? C3 C2 H2 122.2 . . ? C2 C3 H3 118.6 . . ? C4 C3 C2 122.8(4) . . ? C6 C1 C2 121.2(3) . . ? N2 C1 C2 132.7(3) . . ? C6 C1 N2 106.1(3) . . ? C4 C3 H3 118.6 . . ? C5 C4 C3 121.6(4) . . ? C3 C4 H4 119.2 . . ? C4 C5 C6 117.0(4) . . ? C5 C4 H4 119.2 . . ? C4 C5 H5 121.5 . . ? C6 C5 H5 121.5 . . ? C1 C6 C5 121.8(3) . . ? N3 C6 C5 132.1(3) . . ? C7 N2 C1 111.1(3) . . ? C7 N2 C22 123.7(3) . . ? C1 N2 C22 125.2(3) . . ? N3 C7 N2 105.4(2) . . ? N3 C7 Ag1 129.4(2) . . ? N2 C7 Ag1 125.2(2) . . ? C1 C6 N3 106.0(3) . . ? C7 N3 C6 111.3(2) . . ? C6 N3 C8 122.8(2) . . ? C7 N3 C8 125.8(2) . . ? N3 C8 C9 112.6(3) . . ? N3 C8 H8A 109.1 . . ? N3 C8 H8B 109.1 . . ? C9 C8 H8A 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C8 C9 H9A 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N4 C9 C8 112.5(3) . . ? N4 C9 H9A 109.1 . . ? N4 C9 H9B 109.1 . . ? C10 N4 C9 126.7(3) . . ? C21 N4 C10 108.9(2) . . ? C21 N4 C9 124.3(3) . . ? C11 C10 N4 129.7(3) . . ? N4 C10 C15 108.6(3) . . ? C11 C10 C15 121.7(3) . . ? C12 C11 C10 117.4(3) . . ? C12 C11 H11 121.3 . . ? C10 C11 H11 121.3 . . ? C11 C12 C13 122.0(3) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C12 C13 H13 119.8 . . ? C14 C13 C12 120.5(3) . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 119.6(3) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C10 118.9(3) . . ? C14 C15 C16 134.4(3) . . ? C10 C15 C16 106.7(3) . . ? C17 C16 C21 119.1(3) . . ? C17 C16 C15 134.2(3) . . ? C21 C16 C15 106.7(3) . . ? C20 C21 C16 121.4(3) . . ? N4 C21 C20 129.5(3) . . ? N4 C21 C16 109.0(3) . . ? C18 C17 C16 119.4(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 120.5(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 121.6(3) . . ? C20 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? C19 C20 C21 117.9(3) . . ? C19 C20 H20 121.0 . . ? C21 C20 H20 121.0 . . ? C23 C22 H22A 109.0 . . ? C23 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? C24 C23 C22 122.2(3) . . ? N1 C23 C24 122.3(4) . . ? N1 C23 C22 115.6(3) . . ? N2 C22 C23 112.9(3) . . ? N2 C22 H22A 109.0 . . ? N2 C22 H22B 109.0 . . ? C25 C24 C23 120.1(4) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C26 C25 C24 119.4(4) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 117.7(4) . . ? C25 C26 H26 121.2 . . ? C27 C26 H26 121.2 . . ? C26 C27 H27 117.8 . . ? N1 C27 C26 124.3(5) . . ? N1 C27 H27 117.8 . . ? C23 N1 C27 116.2(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.26 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.603 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.055 data_complex-2 _database_code_depnum_ccdc_archive 'CCDC 880921' #TrackingRef 'Corrected CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H44 Au F6 N8 P' _chemical_formula_weight 1146.91 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.107(2) _cell_length_b 11.4690(10) _cell_length_c 12.087(2) _cell_angle_alpha 113.2440(10) _cell_angle_beta 100.451(3) _cell_angle_gamma 106.5210(10) _cell_volume 1163.6(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1940 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.637 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 3.268 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.85 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'BRUKER SMART APEX II CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6996 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0573 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 22.01 _reflns_number_total 2820 _reflns_number_gt 2726 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART APEX II' _computing_cell_refinement 'BRUKER SMART APEX II' _computing_data_reduction 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 1.4' _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^)+(0.0694P)^2^+0.0000P] 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 2820 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 0.0000 0.0000 0.5000 0.0459(2) Uani 1 2 d S . . P1 P 0.5000 0.0000 0.0000 0.0650(9) Uani 1 2 d S . . F1 F 0.5579(13) -0.0863(10) 0.0499(7) 0.170(4) Uani 1 1 d . . . F2 F 0.5121(8) 0.0985(7) 0.1398(5) 0.112(2) Uani 1 1 d . . . F3 F 0.3401(9) -0.0882(11) -0.0270(9) 0.180(4) Uani 1 1 d . . . C1 C 0.2912(8) -0.1474(8) 0.3359(8) 0.049(2) Uani 1 1 d . . . C2 C 0.3671(10) -0.1778(9) 0.2498(9) 0.065(2) Uani 1 1 d . . . H2 H 0.3407 -0.1760 0.1728 0.078 Uiso 1 1 calc R . . C3 C 0.4822(11) -0.2104(10) 0.2846(12) 0.080(3) Uani 1 1 d . . . H3 H 0.5366 -0.2287 0.2303 0.096 Uiso 1 1 calc R . . C4 C 0.5214(10) -0.2174(9) 0.3958(12) 0.075(3) Uani 1 1 d . . . H4 H 0.5996 -0.2421 0.4138 0.090 Uiso 1 1 calc R . . C5 C 0.4469(9) -0.1884(9) 0.4816(10) 0.064(2) Uani 1 1 d . . . H5 H 0.4732 -0.1917 0.5578 0.077 Uiso 1 1 calc R . . C6 C 0.3307(8) -0.1542(8) 0.4476(8) 0.0472(19) Uani 1 1 d . . . N3 N 0.2398(6) -0.1118(6) 0.5135(6) 0.0458(16) Uani 1 1 d . . . C7 C 0.1470(8) -0.0776(8) 0.4486(7) 0.047(2) Uani 1 1 d . . . N2 N 0.1791(7) -0.1025(6) 0.3379(6) 0.0471(16) Uani 1 1 d . . . C8 C 0.2452(8) -0.1079(8) 0.6368(8) 0.055(2) Uani 1 1 d . . . H8A H 0.1947 -0.0517 0.6767 0.066 Uiso 1 1 calc R . . H8B H 0.3465 -0.0644 0.6919 0.066 Uiso 1 1 calc R . . C9 C 0.1769(8) -0.2489(9) 0.6253(9) 0.063(2) Uani 1 1 d . . . H9A H 0.2127 -0.3108 0.5700 0.075 Uiso 1 1 calc R . . H9B H 0.2069 -0.2431 0.7089 0.075 Uiso 1 1 calc R . . N4 N 0.0179(7) -0.3061(7) 0.5744(6) 0.0548(18) Uani 1 1 d . . . C10 C -0.0706(8) -0.2779(8) 0.6479(8) 0.051(2) Uani 1 1 d . . . C11 C -0.0309(10) -0.2027(10) 0.7790(9) 0.066(2) Uani 1 1 d . . . H11 H 0.0664 -0.1620 0.8313 0.080 Uiso 1 1 calc R . . C12 C -0.1403(13) -0.1908(11) 0.8288(10) 0.077(3) Uani 1 1 d . . . H12 H -0.1161 -0.1406 0.9168 0.092 Uiso 1 1 calc R . . C13 C -0.2853(12) -0.2504(11) 0.7533(11) 0.074(3) Uani 1 1 d . . . H13 H -0.3565 -0.2394 0.7908 0.089 Uiso 1 1 calc R . . C14 C -0.3255(10) -0.3261(10) 0.6223(10) 0.067(2) Uani 1 1 d . . . H14 H -0.4233 -0.3668 0.5712 0.081 Uiso 1 1 calc R . . C15 C -0.2158(9) -0.3406(9) 0.5676(9) 0.057(2) Uani 1 1 d . . . C16 C -0.2159(9) -0.4106(8) 0.4391(8) 0.056(2) Uani 1 1 d . . . C17 C -0.3241(10) -0.4913(10) 0.3200(10) 0.069(3) Uani 1 1 d . . . H17 H -0.4216 -0.5070 0.3124 0.082 Uiso 1 1 calc R . . C18 C -0.2860(12) -0.5480(10) 0.2132(10) 0.082(3) Uani 1 1 d . . . H18 H -0.3585 -0.6024 0.1334 0.098 Uiso 1 1 calc R . . C19 C -0.1413(12) -0.5253(10) 0.2226(9) 0.075(3) Uani 1 1 d . . . H19 H -0.1184 -0.5653 0.1493 0.090 Uiso 1 1 calc R . . C20 C -0.0307(10) -0.4442(9) 0.3392(9) 0.064(2) Uani 1 1 d . . . H20 H 0.0665 -0.4284 0.3454 0.077 Uiso 1 1 calc R . . C21 C -0.0687(9) -0.3871(8) 0.4469(8) 0.051(2) Uani 1 1 d . . . C22 C 0.1044(9) -0.0789(8) 0.2369(8) 0.057(2) Uani 1 1 d . . . H22A H 0.1713 -0.0564 0.1932 0.068 Uiso 1 1 calc R . . H22B H 0.0793 -0.0002 0.2761 0.068 Uiso 1 1 calc R . . C23 C -0.0329(10) -0.2019(9) 0.1401(7) 0.055(2) Uani 1 1 d . . . C24 C -0.1630(12) -0.1973(11) 0.1328(10) 0.078(3) Uani 1 1 d . . . H24 H -0.1725 -0.1189 0.1884 0.094 Uiso 1 1 calc R . . C25 C -0.2851(13) -0.3118(16) 0.0405(14) 0.106(4) Uani 1 1 d . . . H25 H -0.3777 -0.3112 0.0357 0.128 Uiso 1 1 calc R . . C26 C -0.2717(12) -0.4235(12) -0.0420(11) 0.084(3) Uani 1 1 d . . . H26 H -0.3542 -0.4998 -0.1043 0.101 Uiso 1 1 calc R . . C27 C -0.1396(13) -0.4239(10) -0.0338(10) 0.088(3) Uani 1 1 d . . . H27 H -0.1307 -0.5017 -0.0912 0.105 Uiso 1 1 calc R . . N1 N -0.0145(9) -0.3126(9) 0.0571(9) 0.085(2) Uani 1 1 d . . . 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 0.0413(3) 0.0511(3) 0.0396(3) 0.0193(2) 0.00649(19) 0.0179(2) P1 0.063(2) 0.076(2) 0.0411(18) 0.0177(16) 0.0002(15) 0.0330(18) F1 0.291(12) 0.180(8) 0.093(5) 0.066(6) 0.048(7) 0.172(9) F2 0.126(5) 0.136(6) 0.053(3) 0.015(3) 0.014(3) 0.076(4) F3 0.088(5) 0.215(10) 0.128(7) 0.025(7) 0.022(5) 0.002(6) C1 0.043(4) 0.050(5) 0.050(5) 0.021(4) 0.017(4) 0.017(4) C2 0.068(6) 0.055(5) 0.065(6) 0.020(5) 0.032(5) 0.021(5) C3 0.064(6) 0.060(6) 0.112(10) 0.025(6) 0.052(6) 0.027(5) C4 0.052(5) 0.061(6) 0.114(9) 0.040(6) 0.029(6) 0.029(5) C5 0.043(5) 0.057(5) 0.087(7) 0.035(5) 0.016(5) 0.017(4) C6 0.036(4) 0.048(5) 0.053(5) 0.017(4) 0.014(4) 0.020(4) N3 0.038(3) 0.049(4) 0.042(4) 0.022(3) 0.003(3) 0.010(3) C7 0.041(4) 0.054(5) 0.035(5) 0.023(4) 0.000(4) 0.009(4) N2 0.057(4) 0.045(4) 0.041(4) 0.021(3) 0.013(3) 0.022(3) C8 0.046(5) 0.061(5) 0.052(5) 0.028(4) 0.005(4) 0.017(4) C9 0.048(5) 0.085(7) 0.062(6) 0.043(5) 0.015(4) 0.026(5) N4 0.042(4) 0.073(5) 0.053(4) 0.040(4) 0.007(4) 0.018(3) C10 0.044(5) 0.052(5) 0.054(6) 0.031(4) 0.010(4) 0.011(4) C11 0.064(6) 0.074(6) 0.069(7) 0.044(5) 0.019(5) 0.025(5) C12 0.098(8) 0.079(7) 0.067(6) 0.043(6) 0.034(6) 0.036(6) C13 0.083(8) 0.085(7) 0.087(8) 0.055(6) 0.052(7) 0.042(6) C14 0.058(5) 0.076(6) 0.085(8) 0.047(6) 0.030(5) 0.030(5) C15 0.055(5) 0.064(5) 0.068(6) 0.043(5) 0.021(5) 0.026(4) C16 0.048(5) 0.056(5) 0.061(6) 0.033(5) 0.009(4) 0.015(4) C17 0.049(5) 0.069(6) 0.072(7) 0.030(5) 0.005(5) 0.015(5) C18 0.081(8) 0.071(7) 0.060(7) 0.022(5) -0.001(6) 0.012(5) C19 0.083(7) 0.084(7) 0.057(6) 0.036(6) 0.021(6) 0.028(6) C20 0.054(5) 0.071(6) 0.068(7) 0.034(5) 0.021(5) 0.025(5) C21 0.051(5) 0.051(5) 0.057(6) 0.032(4) 0.015(4) 0.018(4) C22 0.076(6) 0.051(5) 0.047(5) 0.027(4) 0.015(4) 0.030(4) C23 0.082(6) 0.063(6) 0.033(4) 0.026(4) 0.019(4) 0.041(5) C24 0.080(7) 0.089(7) 0.073(7) 0.026(6) 0.038(6) 0.053(6) C25 0.073(8) 0.136(12) 0.112(10) 0.053(10) 0.038(8) 0.048(8) C26 0.072(7) 0.090(8) 0.072(7) 0.034(6) 0.009(6) 0.023(6) C27 0.097(9) 0.060(6) 0.067(7) 0.006(5) 0.006(6) 0.027(6) N1 0.086(6) 0.077(6) 0.085(6) 0.027(5) 0.018(5) 0.043(5) _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 C7 2.008(8) 2_556 ? Au1 C7 2.008(8) . ? P1 F1 1.536(7) 2_655 ? P1 F1 1.536(7) . ? P1 F2 1.577(6) 2_655 ? P1 F2 1.577(6) . ? P1 F3 1.536(8) . ? P1 F3 1.536(8) 2_655 ? C2 C1 1.396(12) . ? C2 H2 0.9300 . ? C2 C3 1.365(14) . ? C3 H3 0.9300 . ? C3 C4 1.372(15) . ? C4 H4 0.9300 . ? C5 C4 1.380(14) . ? C5 C6 1.384(11) . ? C5 H5 0.9300 . ? C6 C1 1.376(11) . ? N2 C1 1.372(10) . ? N2 C7 1.374(10) . ? N2 C22 1.476(10) . ? N3 C7 1.355(9) . ? N3 C6 1.389(10) . ? N3 C8 1.463(10) . ? C8 C9 1.505(11) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N4 C9 1.454(10) . ? N4 C10 1.386(10) . ? C11 C10 1.382(12) . ? C10 C15 1.395(11) . ? C11 H11 0.9300 . ? C11 C12 1.366(13) . ? C12 C13 1.378(14) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C13 1.380(14) . ? C14 H14 0.9300 . ? C15 C14 1.406(12) . ? C15 C16 1.440(13) . ? C16 C17 1.388(12) . ? C17 H17 0.9300 . ? C16 C21 1.413(11) . ? C17 C18 1.379(14) . ? C18 H18 0.9300 . ? C19 C18 1.384(14) . ? C19 H19 0.9300 . ? C20 C19 1.379(13) . ? C20 H20 0.9300 . ? C21 C20 1.386(12) . ? N4 C21 1.387(10) . ? C23 C22 1.510(12) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.320(12) . ? C23 N1 1.359(11) . ? C24 C25 1.383(16) . ? C24 H24 0.9300 . ? C26 C25 1.339(16) . ? C26 H26 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.322(14) . ? C27 H27 0.9300 . ? N1 C27 1.381(13) . ? 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 C7 Au1 C7 180.0 2_556 . ? F1 P1 F1 180.0 2_655 . ? F1 P1 F3 87.5(7) 2_655 . ? F1 P1 F3 92.5(7) . . ? F1 P1 F3 92.5(7) 2_655 2_655 ? F1 P1 F3 87.5(7) . 2_655 ? F3 P1 F3 180.0 . 2_655 ? F1 P1 F2 89.6(4) 2_655 2_655 ? F1 P1 F2 90.4(4) . 2_655 ? F3 P1 F2 89.6(5) . 2_655 ? F3 P1 F2 90.4(5) 2_655 2_655 ? F1 P1 F2 90.4(4) 2_655 . ? F1 P1 F2 89.6(4) . . ? F3 P1 F2 90.4(5) . . ? F3 P1 F2 89.6(5) 2_655 . ? F2 P1 F2 180.0 2_655 . ? C3 C2 C1 116.4(9) . . ? C3 C2 H2 121.8 . . ? C1 C2 H2 121.8 . . ? C2 C3 C4 123.1(9) . . ? C2 C3 H3 118.4 . . ? C4 C3 H3 118.4 . . ? C3 C4 C5 121.1(9) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 116.1(9) . . ? C4 C5 H5 121.9 . . ? C6 C5 H5 121.9 . . ? N2 C1 C6 106.6(6) . . ? N2 C1 C2 132.8(8) . . ? C6 C1 C2 120.5(8) . . ? C1 C6 C5 122.7(8) . . ? C1 C6 N3 106.1(6) . . ? C5 C6 N3 131.1(8) . . ? C1 N2 C7 111.5(6) . . ? C1 N2 C22 125.0(7) . . ? C6 N3 C8 122.9(6) . . ? C7 N3 C6 111.5(6) . . ? N3 C7 N2 104.2(7) . . ? N3 C7 Au1 129.5(6) . . ? N2 C7 Au1 126.2(5) . . ? C7 N3 C8 125.5(7) . . ? N3 C8 C9 113.0(7) . . ? N3 C8 H8A 109.0 . . ? N3 C8 H8B 109.0 . . ? C9 C8 H8A 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N4 C9 C8 112.6(7) . . ? N4 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N4 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C10 N4 C9 124.0(7) . . ? C21 N4 C9 126.7(7) . . ? C10 N4 C21 109.1(6) . . ? C11 C10 N4 128.7(7) . . ? C12 C11 C10 117.3(9) . . ? C12 C11 H11 121.3 . . ? C10 C11 H11 121.3 . . ? C11 C12 C13 122.4(10) . . ? C11 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C14 120.4(9) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 118.8(9) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C10 C15 C14 118.7(9) . . ? C10 C15 C16 107.0(7) . . ? C14 C15 C16 134.3(8) . . ? N4 C10 C15 108.9(7) . . ? C11 C10 C15 122.4(8) . . ? C17 C16 C21 118.7(8) . . ? C17 C16 C15 134.4(8) . . ? C21 C16 C15 106.9(7) . . ? C18 C17 C16 119.5(9) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 121.0(9) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C20 C19 C18 121.1(10) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C21 118.0(9) . . ? C19 C20 H20 121.0 . . ? C21 C20 H20 121.0 . . ? C20 C21 N4 130.2(8) . . ? C20 C21 C16 121.7(8) . . ? N4 C21 C16 108.1(7) . . ? C7 N2 C22 123.5(7) . . ? N2 C22 C23 113.2(6) . . ? N2 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? N2 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.8 . . ? C24 C23 N1 122.4(9) . . ? C24 C23 C22 120.8(8) . . ? N1 C23 C22 116.7(8) . . ? C23 C24 C25 118.5(10) . . ? C23 C24 H24 120.8 . . ? C25 C24 H24 120.8 . . ? C26 C25 C24 121.0(11) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C27 C26 C25 119.1(11) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C26 C27 N1 122.2(10) . . ? C26 C27 H27 118.9 . . ? N1 C27 H27 118.9 . . ? C23 N1 C27 116.9(9) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 22.01 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.946 _refine_diff_density_min -1.110 _refine_diff_density_rms 0.137 data_complex-3 _database_code_depnum_ccdc_archive 'CCDC 880922' #TrackingRef 'Corrected CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H19 Au Cl3 N3' _chemical_formula_weight 628.72 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 Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.6394(9) _cell_length_b 15.8473(18) _cell_length_c 8.8524(11) _cell_angle_alpha 90.00 _cell_angle_beta 95.036(3) _cell_angle_gamma 90.00 _cell_volume 1067.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2860 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 7.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.20 _exptl_absorpt_correction_T_max 0.52 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'BRUKER SMART APEX II CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9840 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0510 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3745 _reflns_number_gt 3507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART APEX II' _computing_cell_refinement 'BRUKER SMART APEX II' _computing_data_reduction 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 1.4' _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^)+(0.0113P)^2^+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.012(8) _refine_ls_number_reflns 3745 _refine_ls_number_parameters 263 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0280 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0593 _refine_ls_wR_factor_gt 0.0583 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.016 _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 Au1 Au 0.04035(3) 0.24948(2) 0.40532(2) 0.04014(8) Uani 1 1 d . . . Cl1 Cl 0.0011(3) 0.32582(13) 0.6218(2) 0.0671(5) Uani 1 1 d . . . Cl2 Cl 0.3259(3) 0.22165(13) 0.4844(2) 0.0689(6) Uani 1 1 d . . . Cl3 Cl -0.2406(3) 0.27268(12) 0.3141(3) 0.0735(6) Uani 1 1 d . . . C1 C 0.1259(8) 0.0702(4) 0.0763(7) 0.0470(16) Uani 1 1 d . . . C2 C 0.1437(9) -0.0100(5) 0.0183(9) 0.058(2) Uani 1 1 d . . . H2 H 0.1188 -0.0583 0.0722 0.070 Uiso 1 1 calc R . . C3 C 0.2011(10) -0.0134(6) -0.1257(11) 0.077(3) Uani 1 1 d . . . H3 H 0.2198 -0.0658 -0.1691 0.092 Uiso 1 1 calc R . . C4 C 0.2312(10) 0.0588(7) -0.2064(9) 0.075(3) Uani 1 1 d . . . H4 H 0.2650 0.0533 -0.3043 0.090 Uiso 1 1 calc R . . C5 C 0.2132(10) 0.1389(5) -0.1484(8) 0.0598(19) Uani 1 1 d . . . H5 H 0.2355 0.1871 -0.2035 0.072 Uiso 1 1 calc R . . C6 C 0.1604(9) 0.1429(5) -0.0043(7) 0.0471(16) Uani 1 1 d . . . N3 N 0.1302(9) 0.2111(4) 0.0905(7) 0.0396(15) Uani 1 1 d . . . C7 C 0.0795(8) 0.1809(4) 0.2219(6) 0.0368(14) Uani 1 1 d . . . N2 N 0.0763(7) 0.0974(3) 0.2177(6) 0.0400(12) Uani 1 1 d . . . C8 C 0.1537(10) 0.3014(5) 0.0513(9) 0.043(2) Uani 1 1 d . . . H8A H 0.0736 0.3359 0.1040 0.052 Uiso 1 1 calc R . . H8B H 0.1262 0.3093 -0.0568 0.052 Uiso 1 1 calc R . . C9 C 0.3395(10) 0.3287(4) 0.0951(9) 0.0574(19) Uani 1 1 d . . . H9A H 0.3625 0.3277 0.2046 0.069 Uiso 1 1 calc R . . H9B H 0.4204 0.2901 0.0524 0.069 Uiso 1 1 calc R . . N4 N 0.3658(8) 0.4131(4) 0.0393(7) 0.0564(15) Uani 1 1 d . . . C10 C 0.3267(9) 0.4877(5) 0.1081(8) 0.0513(17) Uani 1 1 d . . . C11 C 0.2745(11) 0.5004(6) 0.2553(10) 0.068(2) Uani 1 1 d . . . H11 H 0.2580 0.4557 0.3204 0.082 Uiso 1 1 calc R . . C12 C 0.2495(12) 0.5828(7) 0.2968(10) 0.081(3) Uani 1 1 d . . . H12 H 0.2148 0.5936 0.3930 0.097 Uiso 1 1 calc R . . C13 C 0.2732(11) 0.6498(6) 0.2027(13) 0.084(3) Uani 1 1 d . . . H13 H 0.2557 0.7045 0.2366 0.101 Uiso 1 1 calc R . . C14 C 0.3221(10) 0.6374(5) 0.0603(10) 0.061(2) Uani 1 1 d . . . H14 H 0.3367 0.6830 -0.0034 0.073 Uiso 1 1 calc R . . C15 C 0.3500(8) 0.5552(4) 0.0108(8) 0.0483(16) Uani 1 1 d . . . C16 C 0.4089(8) 0.5201(5) -0.1246(8) 0.0483(17) Uani 1 1 d . . . C17 C 0.4593(10) 0.5545(6) -0.2593(8) 0.064(2) Uani 1 1 d . . . H17 H 0.4569 0.6125 -0.2743 0.076 Uiso 1 1 calc R . . C18 C 0.5122(11) 0.5020(7) -0.3686(9) 0.072(3) Uani 1 1 d . . . H18 H 0.5453 0.5251 -0.4584 0.087 Uiso 1 1 calc R . . C19 C 0.5179(12) 0.4162(7) -0.3497(10) 0.081(3) Uani 1 1 d . . . H19 H 0.5549 0.3821 -0.4263 0.097 Uiso 1 1 calc R . . C20 C 0.4688(11) 0.3797(6) -0.2177(9) 0.069(2) Uani 1 1 d . . . H20 H 0.4722 0.3215 -0.2041 0.083 Uiso 1 1 calc R . . C21 C 0.4145(9) 0.4329(5) -0.1062(8) 0.0508(17) Uani 1 1 d . . . C22 C 0.0289(10) 0.0407(5) 0.3383(9) 0.0572(18) Uani 1 1 d . . . H22A H 0.0142 0.0728 0.4282 0.086 Uiso 1 1 calc R . . H22B H 0.1205 -0.0002 0.3594 0.086 Uiso 1 1 calc R . . H22C H -0.0790 0.0123 0.3063 0.086 Uiso 1 1 calc 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 0.04496(13) 0.02940(11) 0.04735(12) -0.00212(16) 0.01145(8) -0.00036(16) Cl1 0.0800(14) 0.0563(12) 0.0669(12) -0.0192(9) 0.0168(10) 0.0092(10) Cl2 0.0555(11) 0.0870(17) 0.0633(11) -0.0192(9) 0.0002(8) 0.0106(9) Cl3 0.0519(11) 0.0682(16) 0.0994(14) -0.0095(10) 0.0010(9) 0.0097(9) C1 0.038(4) 0.046(4) 0.056(4) -0.012(3) -0.005(3) 0.001(3) C2 0.041(4) 0.050(4) 0.082(6) -0.024(4) -0.005(4) 0.004(3) C3 0.052(5) 0.086(7) 0.090(7) -0.050(6) -0.001(5) 0.008(5) C4 0.052(5) 0.116(8) 0.056(5) -0.029(5) 0.001(4) 0.011(5) C5 0.050(4) 0.079(5) 0.051(4) -0.015(4) 0.012(3) 0.002(4) C6 0.038(4) 0.059(5) 0.043(4) -0.010(3) -0.001(3) 0.006(3) N3 0.045(3) 0.035(3) 0.039(3) -0.011(2) 0.004(3) 0.000(2) C7 0.037(4) 0.035(3) 0.039(3) -0.001(3) 0.008(3) -0.004(3) N2 0.038(3) 0.029(3) 0.053(3) 0.000(2) 0.008(2) -0.004(2) C22 0.059(5) 0.042(4) 0.072(5) 0.011(4) 0.010(4) -0.003(3) C8 0.048(5) 0.037(4) 0.045(5) 0.005(3) 0.005(4) -0.007(3) C9 0.047(4) 0.054(4) 0.070(5) 0.023(4) 0.004(3) -0.002(3) N4 0.064(4) 0.050(4) 0.056(4) 0.011(3) 0.010(3) -0.009(3) C10 0.047(4) 0.060(5) 0.046(4) 0.007(3) 0.001(3) -0.009(3) C11 0.057(5) 0.084(6) 0.065(5) 0.009(4) 0.011(4) -0.009(4) C12 0.068(6) 0.102(8) 0.078(6) -0.018(5) 0.029(5) -0.009(5) C13 0.053(5) 0.075(6) 0.127(9) -0.022(6) 0.022(5) 0.004(5) C14 0.046(4) 0.048(4) 0.089(6) 0.008(4) 0.008(4) 0.000(3) C15 0.033(4) 0.049(4) 0.061(4) 0.005(3) -0.006(3) -0.007(3) C16 0.029(3) 0.058(4) 0.056(4) 0.013(3) -0.003(3) -0.009(3) C17 0.048(4) 0.082(6) 0.060(5) 0.016(4) 0.000(4) -0.012(4) C18 0.056(5) 0.108(8) 0.053(5) 0.008(5) 0.004(4) -0.021(5) C19 0.070(6) 0.108(8) 0.066(5) -0.019(5) 0.021(5) -0.024(6) C20 0.070(5) 0.068(5) 0.070(5) -0.010(4) 0.010(4) -0.022(4) C21 0.040(4) 0.060(4) 0.053(4) 0.003(3) 0.005(3) -0.012(3) _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 Cl1 2.3082(18) . ? Au1 Cl2 2.2751(19) . ? Au1 Cl3 2.2557(19) . ? Au1 C7 1.998(6) . ? C1 C2 1.382(9) . ? C2 C3 1.385(11) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C3 1.380(12) . ? C4 H4 0.9300 . ? C5 C4 1.380(12) . ? C5 H5 0.9300 . ? C6 C5 1.372(9) . ? C6 C1 1.393(9) . ? N2 C1 1.407(8) . ? N2 C22 1.465(8) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? N2 C7 1.324(7) . ? N3 C7 1.346(8) . ? N3 C6 1.400(8) . ? N3 C8 1.487(8) . ? C9 C8 1.502(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N4 C9 1.445(8) . ? C10 N4 1.375(10) . ? C10 C11 1.410(11) . ? C11 H11 0.9300 . ? C11 C12 1.375(13) . ? C12 H12 0.9300 . ? C12 C13 1.372(13) . ? C13 H13 0.9300 . ? C14 C13 1.360(12) . ? C14 H14 0.9300 . ? C15 C14 1.396(10) . ? C10 C15 1.394(9) . ? C15 C16 1.429(10) . ? C21 C16 1.393(10) . ? N4 C21 1.407(9) . ? C16 C17 1.396(10) . ? C17 C18 1.364(12) . ? C17 H17 0.9300 . ? C18 C19 1.371(15) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C19 1.385(12) . ? C20 H20 0.9300 . ? C21 C20 1.388(11) . ? 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 C7 Au1 Cl1 178.16(18) . . ? C7 Au1 Cl2 86.38(18) . . ? C7 Au1 Cl3 90.19(18) . . ? Cl2 Au1 Cl1 92.13(7) . . ? Cl3 Au1 Cl2 176.56(7) . . ? Cl3 Au1 Cl1 91.31(8) . . ? N2 C7 Au1 124.3(4) . . ? N3 C7 Au1 125.7(5) . . ? N2 C7 N3 109.7(5) . . ? C1 C2 C3 115.3(8) . . ? C1 C2 H2 122.4 . . ? C3 C2 H2 122.4 . . ? C4 C3 C2 121.7(8) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 122.9(8) . . ? C3 C4 H4 118.5 . . ? C5 C4 H4 118.5 . . ? C6 C5 C4 115.9(8) . . ? C6 C5 H5 122.1 . . ? C4 C5 H5 122.1 . . ? C5 C6 C1 121.4(7) . . ? C5 C6 N3 132.2(7) . . ? C1 C6 N3 106.4(6) . . ? C2 C1 C6 122.8(7) . . ? C2 C1 N2 130.9(7) . . ? C6 C1 N2 106.3(5) . . ? C7 N2 C1 109.0(5) . . ? C7 N2 C22 126.7(5) . . ? C1 N2 C22 124.3(5) . . ? N2 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C7 N3 C6 108.6(6) . . ? C7 N3 C8 126.5(6) . . ? C6 N3 C8 125.0(7) . . ? N3 C8 C9 110.4(7) . . ? N3 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N3 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N4 C9 C8 109.6(6) . . ? N4 C9 H9A 109.8 . . ? C8 C9 H9A 109.8 . . ? N4 C9 H9B 109.8 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? C10 N4 C21 107.4(6) . . ? C10 N4 C9 127.0(6) . . ? C21 N4 C9 125.1(7) . . ? N4 C10 C15 110.0(6) . . ? N4 C10 C11 128.5(7) . . ? C15 C10 C11 121.5(7) . . ? C12 C11 C10 116.1(8) . . ? C12 C11 H11 121.9 . . ? C10 C11 H11 121.9 . . ? C13 C12 C11 123.0(9) . . ? C13 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? C14 C13 C12 120.8(9) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 119.2(8) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C10 C15 C14 119.4(7) . . ? C10 C15 C16 106.6(6) . . ? C14 C15 C16 134.0(7) . . ? C21 C16 C17 118.6(7) . . ? C21 C16 C15 107.3(6) . . ? C17 C16 C15 134.1(7) . . ? C18 C17 C16 119.3(8) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 121.8(8) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.1 . . ? C18 C19 C20 120.6(8) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C21 117.8(8) . . ? C19 C20 H20 121.1 . . ? C21 C20 H20 121.1 . . ? C20 C21 C16 121.8(7) . . ? C20 C21 N4 129.4(7) . . ? C16 C21 N4 108.7(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.113 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.083