# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1456 data_pr9902 _audit_creation_method SHELXL-97 _chemical_name_systematic 'Compound 3' _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H31 As N2 O3' _chemical_formula_weight 638.57 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 '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 12.905(3) _cell_length_b 13.584(3) _cell_length_c 9.2290(18) _cell_angle_alpha 96.84(3) _cell_angle_beta 97.86(3) _cell_angle_gamma 107.43(3) _cell_volume 1507.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 15 _exptl_crystal_description Block _exptl_crystal_colour 'Reddish purple' _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 1.170 _exptl_absorpt_correction_type 'Semi empirical psi scans' _exptl_absorpt_correction_T_min 0.7913 _exptl_absorpt_correction_T_max 0.8083 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method 'omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9368 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6912 _reflns_number_gt 5464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku control software' _computing_cell_refinement 'Rigaku control software' _computing_data_reduction TeXsan _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1991)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0285P)^2^+0.4211P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6912 _refine_ls_number_parameters 413 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0633 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.0930 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 C1 C -0.4563(2) 0.70686(19) 0.1645(3) 0.0229(5) Uani 1 1 d . . . H1A H -0.4453 0.7648 0.1132 0.027 Uiso 1 1 calc R . . C2 C -0.5235(2) 0.6965(2) 0.2732(3) 0.0254(5) Uani 1 1 d . . . C3 C -0.5358(2) 0.6102(2) 0.3466(3) 0.0306(6) Uani 1 1 d . . . H3A H -0.5796 0.6031 0.4218 0.037 Uiso 1 1 calc R . . C4 C -0.4861(2) 0.5345(2) 0.3132(3) 0.0302(6) Uani 1 1 d . . . H4A H -0.4965 0.4765 0.3643 0.036 Uiso 1 1 calc R . . C5 C -0.3503(2) 0.3841(2) 0.1713(3) 0.0305(6) Uani 1 1 d . . . H5A H -0.3849 0.3507 0.2451 0.037 Uiso 1 1 calc R . . C6 C -0.2876(2) 0.3392(2) 0.0889(3) 0.0354(7) Uani 1 1 d . . . H6A H -0.2795 0.2745 0.1080 0.043 Uiso 1 1 calc R . . C7 C -0.2374(2) 0.3858(2) -0.0189(3) 0.0347(7) Uani 1 1 d . . . H7A H -0.1952 0.3533 -0.0727 0.042 Uiso 1 1 calc R . . C8 C -0.2484(2) 0.4808(2) -0.0495(3) 0.0312(6) Uani 1 1 d . . . H8A H -0.2149 0.5133 -0.1246 0.037 Uiso 1 1 calc R . . C9 C -0.3345(2) 0.62584(19) 0.0220(3) 0.0235(5) Uani 1 1 d . . . C10 C -0.4066(2) 0.63184(19) 0.1329(3) 0.0218(5) Uani 1 1 d . . . C11 C -0.4216(2) 0.54481(19) 0.2048(3) 0.0242(5) Uani 1 1 d . . . C12 C -0.3603(2) 0.47854(19) 0.1419(3) 0.0239(5) Uani 1 1 d . . . C13 C -0.3088(2) 0.52596(19) 0.0319(3) 0.0238(5) Uani 1 1 d . . . O1 O -0.30045(16) 0.68912(15) -0.0571(2) 0.0346(5) Uani 1 1 d . . . N1 N -0.57894(19) 0.76669(18) 0.3111(2) 0.0287(5) Uani 1 1 d . . . C14 C -0.5739(2) 0.8408(2) 0.2334(3) 0.0288(6) Uani 1 1 d . . . N2 N -0.5742(2) 0.90880(19) 0.1663(3) 0.0407(6) Uani 1 1 d . . . As1 As -0.04699(2) 0.78172(2) 0.55902(3) 0.02021(8) Uani 1 1 d . . . C20 C 0.0021(2) 0.79019(19) 0.3723(3) 0.0218(5) Uani 1 1 d . . . C21 C 0.1077(2) 0.8538(2) 0.3667(3) 0.0274(6) Uani 1 1 d . . . H21A H 0.1555 0.8948 0.4549 0.033 Uiso 1 1 calc R . . C22 C 0.1427(2) 0.8567(2) 0.2317(3) 0.0300(6) Uani 1 1 d . . . H22A H 0.2146 0.9004 0.2271 0.036 Uiso 1 1 calc R . . C23 C 0.0735(2) 0.7964(2) 0.1034(3) 0.0297(6) Uani 1 1 d . . . H23A H 0.0980 0.7986 0.0110 0.036 Uiso 1 1 calc R . . C24 C -0.0315(2) 0.7329(2) 0.1098(3) 0.0343(6) Uani 1 1 d . . . H24A H -0.0790 0.6916 0.0216 0.041 Uiso 1 1 calc R . . C25 C -0.0675(2) 0.7293(2) 0.2444(3) 0.0292(6) Uani 1 1 d . . . H25A H -0.1394 0.6855 0.2489 0.035 Uiso 1 1 calc R . . C30 C -0.18165(19) 0.81305(19) 0.5518(3) 0.0215(5) Uani 1 1 d . . . C31 C -0.2113(2) 0.8718(2) 0.4501(3) 0.0256(5) Uani 1 1 d . . . H31A H -0.1692 0.8905 0.3749 0.031 Uiso 1 1 calc R . . C32 C -0.3036(2) 0.9028(2) 0.4605(3) 0.0291(6) Uani 1 1 d . . . H32A H -0.3261 0.9418 0.3906 0.035 Uiso 1 1 calc R . . C33 C -0.3633(2) 0.8771(2) 0.5728(3) 0.0312(6) Uani 1 1 d . . . H33A H -0.4242 0.9015 0.5822 0.037 Uiso 1 1 calc R . . C34 C -0.3347(2) 0.8163(2) 0.6705(3) 0.0307(6) Uani 1 1 d . . . H34A H -0.3776 0.7968 0.7445 0.037 Uiso 1 1 calc R . . C35 C -0.2436(2) 0.7836(2) 0.6613(3) 0.0280(6) Uani 1 1 d . . . H35A H -0.2236 0.7418 0.7285 0.034 Uiso 1 1 calc R . . C40 C 0.0622(2) 0.88175(18) 0.7120(3) 0.0203(5) Uani 1 1 d . . . C41 C 0.1698(2) 0.87681(19) 0.7386(3) 0.0244(5) Uani 1 1 d . . . H41A H 0.1886 0.8233 0.6830 0.029 Uiso 1 1 calc R . . C42 C 0.2486(2) 0.9513(2) 0.8473(3) 0.0290(6) Uani 1 1 d . . . H42A H 0.3220 0.9491 0.8662 0.035 Uiso 1 1 calc R . . C43 C 0.2206(2) 1.0290(2) 0.9285(3) 0.0317(6) Uani 1 1 d . . . H43A H 0.2748 1.0797 1.0029 0.038 Uiso 1 1 calc R . . C44 C 0.1141(2) 1.0328(2) 0.9015(3) 0.0295(6) Uani 1 1 d . . . H44A H 0.0956 1.0865 0.9572 0.035 Uiso 1 1 calc R . . C45 C 0.0338(2) 0.95890(19) 0.7938(3) 0.0239(5) Uani 1 1 d . . . H45A H -0.0396 0.9612 0.7764 0.029 Uiso 1 1 calc R . . C50 C -0.0723(2) 0.64209(19) 0.6008(3) 0.0218(5) Uani 1 1 d . . . C51 C -0.1644(2) 0.5633(2) 0.5186(3) 0.0318(6) Uani 1 1 d . . . H51A H -0.2154 0.5793 0.4485 0.038 Uiso 1 1 calc R . . C52 C -0.1807(2) 0.4609(2) 0.5408(3) 0.0356(7) Uani 1 1 d . . . H52A H -0.2432 0.4064 0.4850 0.043 Uiso 1 1 calc R . . C53 C -0.1072(2) 0.4377(2) 0.6425(3) 0.0339(6) Uani 1 1 d . . . H53A H -0.1191 0.3672 0.6566 0.041 Uiso 1 1 calc R . . C54 C -0.0159(2) 0.5166(2) 0.7247(3) 0.0363(7) Uani 1 1 d . . . H54A H 0.0345 0.5004 0.7956 0.044 Uiso 1 1 calc R . . C55 C 0.0020(2) 0.6197(2) 0.7034(3) 0.0306(6) Uani 1 1 d . . . H55A H 0.0647 0.6741 0.7589 0.037 Uiso 1 1 calc R . . O10 O -0.66552(19) 0.78859(19) 0.5796(3) 0.0430(6) Uani 1 1 d . . . H10A H -0.631(3) 0.785(3) 0.501(4) 0.067(12) Uiso 1 1 d . . . H10B H -0.616(3) 0.822(3) 0.643(4) 0.056(12) Uiso 1 1 d . . . O11 O -0.49164(19) 1.12087(18) 0.1379(3) 0.0372(5) Uani 1 1 d . . . H11B H -0.511(2) 1.065(2) 0.144(3) 0.022(8) Uiso 1 1 d . . . H11A H -0.472(3) 1.117(3) 0.044(5) 0.071(13) Uiso 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 C1 0.0245(13) 0.0210(12) 0.0209(12) 0.0035(10) 0.0029(10) 0.0046(10) C2 0.0248(13) 0.0304(14) 0.0201(12) 0.0019(11) 0.0037(10) 0.0087(11) C3 0.0315(15) 0.0407(16) 0.0231(13) 0.0104(12) 0.0117(11) 0.0119(12) C4 0.0351(15) 0.0333(15) 0.0257(14) 0.0140(12) 0.0068(12) 0.0120(12) C5 0.0320(15) 0.0265(14) 0.0321(15) 0.0090(12) -0.0007(12) 0.0094(12) C6 0.0358(16) 0.0268(14) 0.0414(17) 0.0021(13) -0.0082(13) 0.0148(12) C7 0.0294(15) 0.0324(15) 0.0402(17) -0.0059(13) -0.0026(13) 0.0154(12) C8 0.0297(15) 0.0308(14) 0.0311(15) -0.0004(12) 0.0033(12) 0.0098(12) C9 0.0236(13) 0.0243(13) 0.0216(12) 0.0037(10) 0.0042(10) 0.0060(10) C10 0.0232(12) 0.0229(12) 0.0174(12) 0.0044(10) 0.0035(10) 0.0044(10) C11 0.0264(13) 0.0234(13) 0.0216(13) 0.0055(10) 0.0015(10) 0.0069(11) C12 0.0210(12) 0.0220(12) 0.0249(13) 0.0017(10) -0.0036(10) 0.0053(10) C13 0.0234(13) 0.0218(12) 0.0235(13) 0.0021(10) 0.0000(10) 0.0056(10) O1 0.0436(12) 0.0346(11) 0.0360(11) 0.0166(9) 0.0214(9) 0.0173(9) N1 0.0311(12) 0.0339(12) 0.0257(12) 0.0054(10) 0.0109(10) 0.0145(10) C14 0.0273(14) 0.0292(14) 0.0289(14) -0.0033(12) 0.0093(11) 0.0087(11) N2 0.0522(16) 0.0341(14) 0.0440(15) 0.0114(12) 0.0198(13) 0.0192(12) As1 0.01982(13) 0.02289(13) 0.01879(13) 0.00367(9) 0.00606(9) 0.00694(10) C20 0.0236(13) 0.0236(12) 0.0208(12) 0.0056(10) 0.0072(10) 0.0095(10) C21 0.0260(13) 0.0288(14) 0.0249(13) 0.0033(11) 0.0067(11) 0.0044(11) C22 0.0259(14) 0.0332(15) 0.0331(15) 0.0096(12) 0.0138(12) 0.0077(12) C23 0.0406(16) 0.0316(14) 0.0248(14) 0.0102(11) 0.0164(12) 0.0165(13) C24 0.0400(16) 0.0372(16) 0.0214(13) -0.0009(12) 0.0036(12) 0.0091(13) C25 0.0250(13) 0.0342(15) 0.0238(13) 0.0033(11) 0.0061(11) 0.0026(11) C30 0.0186(12) 0.0260(13) 0.0195(12) 0.0014(10) 0.0048(10) 0.0070(10) C31 0.0213(13) 0.0276(13) 0.0267(13) 0.0073(11) 0.0070(10) 0.0039(11) C32 0.0236(13) 0.0305(14) 0.0333(15) 0.0093(12) 0.0012(11) 0.0090(11) C33 0.0202(13) 0.0339(15) 0.0354(15) -0.0035(12) 0.0042(11) 0.0066(11) C34 0.0243(14) 0.0403(16) 0.0289(14) 0.0059(12) 0.0128(11) 0.0090(12) C35 0.0271(14) 0.0334(14) 0.0254(13) 0.0096(11) 0.0085(11) 0.0094(12) C40 0.0212(12) 0.0221(12) 0.0187(12) 0.0044(10) 0.0064(10) 0.0070(10) C41 0.0269(13) 0.0246(13) 0.0249(13) 0.0047(10) 0.0085(11) 0.0109(11) C42 0.0219(13) 0.0373(15) 0.0276(14) 0.0099(12) 0.0024(11) 0.0086(11) C43 0.0319(15) 0.0332(15) 0.0237(14) 0.0019(11) 0.0033(11) 0.0030(12) C44 0.0387(16) 0.0236(13) 0.0266(14) 0.0018(11) 0.0090(12) 0.0101(12) C45 0.0252(13) 0.0266(13) 0.0241(13) 0.0068(10) 0.0079(10) 0.0123(11) C50 0.0215(12) 0.0237(12) 0.0217(12) 0.0040(10) 0.0095(10) 0.0069(10) C51 0.0283(14) 0.0320(15) 0.0307(15) 0.0062(12) 0.0033(12) 0.0039(12) C52 0.0345(16) 0.0253(14) 0.0403(17) -0.0007(12) 0.0108(13) 0.0003(12) C53 0.0417(17) 0.0240(14) 0.0416(17) 0.0081(12) 0.0187(14) 0.0131(12) C54 0.0375(16) 0.0341(16) 0.0401(17) 0.0098(13) 0.0050(13) 0.0150(13) C55 0.0296(14) 0.0245(13) 0.0350(15) 0.0042(12) 0.0025(12) 0.0068(11) O10 0.0337(13) 0.0532(14) 0.0365(13) -0.0038(11) 0.0155(11) 0.0060(11) O11 0.0447(13) 0.0282(12) 0.0410(13) 0.0041(10) 0.0176(10) 0.0114(10) _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 C1 C10 1.381(3) . ? C1 C2 1.406(4) . ? C2 N1 1.394(3) . ? C2 C3 1.402(4) . ? C3 C4 1.392(4) . ? C4 C11 1.380(4) . ? C5 C12 1.382(3) . ? C5 C6 1.399(4) . ? C6 C7 1.375(4) . ? C7 C8 1.397(4) . ? C8 C13 1.373(4) . ? C9 O1 1.215(3) . ? C9 C10 1.485(3) . ? C9 C13 1.500(3) . ? C10 C11 1.400(3) . ? C11 C12 1.484(4) . ? C12 C13 1.404(4) . ? N1 C14 1.295(3) . ? C14 N2 1.172(4) . ? As1 C30 1.904(2) . ? As1 C40 1.918(3) . ? As1 C20 1.920(2) . ? As1 C50 1.921(2) . ? C20 C25 1.384(4) . ? C20 C21 1.390(3) . ? C21 C22 1.383(4) . ? C22 C23 1.383(4) . ? C23 C24 1.385(4) . ? C24 C25 1.386(4) . ? C30 C31 1.388(3) . ? C30 C35 1.395(3) . ? C31 C32 1.389(4) . ? C32 C33 1.390(4) . ? C33 C34 1.379(4) . ? C34 C35 1.384(4) . ? C40 C45 1.385(3) . ? C40 C41 1.400(3) . ? C41 C42 1.389(4) . ? C42 C43 1.385(4) . ? C43 C44 1.380(4) . ? C44 C45 1.388(4) . ? C50 C55 1.380(4) . ? C50 C51 1.390(4) . ? C51 C52 1.387(4) . ? C52 C53 1.373(4) . ? C53 C54 1.386(4) . ? C54 C55 1.392(4) . ? 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 C10 C1 C2 119.2(2) . . ? N1 C2 C3 118.3(2) . . ? N1 C2 C1 123.7(2) . . ? C3 C2 C1 118.0(2) . . ? C4 C3 C2 122.4(2) . . ? C11 C4 C3 119.0(2) . . ? C12 C5 C6 117.8(3) . . ? C7 C6 C5 122.1(3) . . ? C6 C7 C8 120.0(3) . . ? C13 C8 C7 118.3(3) . . ? O1 C9 C10 127.9(2) . . ? O1 C9 C13 126.9(2) . . ? C10 C9 C13 105.1(2) . . ? C1 C10 C11 122.2(2) . . ? C1 C10 C9 128.5(2) . . ? C11 C10 C9 109.3(2) . . ? C4 C11 C10 119.2(2) . . ? C4 C11 C12 132.4(2) . . ? C10 C11 C12 108.4(2) . . ? C5 C12 C13 120.0(3) . . ? C5 C12 C11 131.5(3) . . ? C13 C12 C11 108.5(2) . . ? C8 C13 C12 121.8(2) . . ? C8 C13 C9 129.5(2) . . ? C12 C13 C9 108.7(2) . . ? C14 N1 C2 117.2(2) . . ? N2 C14 N1 176.3(3) . . ? C30 As1 C40 108.34(11) . . ? C30 As1 C20 110.37(10) . . ? C40 As1 C20 109.39(11) . . ? C30 As1 C50 108.45(11) . . ? C40 As1 C50 110.90(10) . . ? C20 As1 C50 109.36(10) . . ? C25 C20 C21 120.6(2) . . ? C25 C20 As1 119.15(19) . . ? C21 C20 As1 120.23(19) . . ? C22 C21 C20 119.4(2) . . ? C23 C22 C21 120.4(3) . . ? C22 C23 C24 119.9(3) . . ? C23 C24 C25 120.3(3) . . ? C20 C25 C24 119.4(3) . . ? C31 C30 C35 121.3(2) . . ? C31 C30 As1 120.94(19) . . ? C35 C30 As1 117.47(19) . . ? C30 C31 C32 118.7(2) . . ? C31 C32 C33 120.3(2) . . ? C34 C33 C32 120.3(3) . . ? C33 C34 C35 120.3(3) . . ? C34 C35 C30 119.0(2) . . ? C45 C40 C41 120.8(2) . . ? C45 C40 As1 119.50(18) . . ? C41 C40 As1 119.71(18) . . ? C42 C41 C40 119.0(2) . . ? C43 C42 C41 120.3(2) . . ? C44 C43 C42 120.1(3) . . ? C43 C44 C45 120.7(3) . . ? C40 C45 C44 119.1(2) . . ? C55 C50 C51 120.9(2) . . ? C55 C50 As1 120.96(19) . . ? C51 C50 As1 118.00(19) . . ? C52 C51 C50 119.0(3) . . ? C53 C52 C51 120.6(3) . . ? C52 C53 C54 120.2(3) . . ? C53 C54 C55 119.9(3) . . ? C50 C55 C54 119.4(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.314 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.071 ####END data_pr9904 _audit_creation_method SHELXL-97 _chemical_name_systematic 'Compound 5' _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H22 Au N2 O P' _chemical_formula_weight 678.45 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' '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' 'O' 'O' 0.0106 0.0060 '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 10.527(3) _cell_length_b 11.852(3) _cell_length_c 12.330(3) _cell_angle_alpha 99.59(2) _cell_angle_beta 107.35(2) _cell_angle_gamma 114.10(3) _cell_volume 1264.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15 _cell_measurement_theta_max 20 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.781 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 5.908 _exptl_absorpt_correction_type 'Semi empirical psi scans' _exptl_absorpt_correction_T_min 0.847 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method 'omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6086 _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5800 _reflns_number_gt 4900 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku AFC7 control software' _computing_cell_refinement 'Rigaku AFC7 control software' _computing_data_reduction 'Rigaku AFC7 control software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1991)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0422P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5800 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 -0.22200(3) -0.27122(2) 0.82728(2) 0.02601(9) Uani 1 1 d . . . N1 N -0.2347(7) -0.4130(6) 0.9011(5) 0.0366(13) Uani 1 1 d . . . C14 C -0.2944(8) -0.4743(6) 0.9560(6) 0.0330(15) Uani 1 1 d . . . N2 N -0.3595(6) -0.5504(5) 1.0054(5) 0.0327(12) Uani 1 1 d . . . C1 C -0.1475(7) -0.4146(6) 1.2034(6) 0.0293(13) Uani 1 1 d . . . H1B H -0.0853 -0.3644 1.1685 0.035 Uiso 1 1 calc R . . C2 C -0.2957(7) -0.5162(6) 1.1311(6) 0.0276(13) Uani 1 1 d . . . C3 C -0.3833(7) -0.5889(6) 1.1852(6) 0.0318(14) Uani 1 1 d . . . H3A H -0.4839 -0.6577 1.1356 0.038 Uiso 1 1 calc R . . C4 C -0.3290(7) -0.5644(7) 1.3098(6) 0.0345(15) Uani 1 1 d . . . H4A H -0.3901 -0.6152 1.3451 0.041 Uiso 1 1 calc R . . C5 C -0.1201(9) -0.4482(8) 1.6057(7) 0.0396(17) Uani 1 1 d . . . H5A H -0.2126 -0.5237 1.5896 0.048 Uiso 1 1 calc R . . C6 C -0.0096(11) -0.3729(10) 1.7243(7) 0.052(2) Uani 1 1 d . . . H6A H -0.0291 -0.3968 1.7898 0.063 Uiso 1 1 calc R . . C7 C 0.1249(11) -0.2661(9) 1.7469(6) 0.052(2) Uani 1 1 d . . . H7A H 0.1975 -0.2174 1.8276 0.062 Uiso 1 1 calc R . . C8 C 0.1567(9) -0.2282(8) 1.6534(7) 0.0454(18) Uani 1 1 d . . . H8A H 0.2502 -0.1539 1.6691 0.054 Uiso 1 1 calc R . . C9 C 0.0573(8) -0.2837(6) 1.4228(6) 0.0340(15) Uani 1 1 d . . . C10 C -0.0939(7) -0.3888(6) 1.3256(6) 0.0284(13) Uani 1 1 d . . . C11 C -0.1821(7) -0.4629(6) 1.3794(6) 0.0282(13) Uani 1 1 d . . . C12 C -0.0875(8) -0.4069(7) 1.5134(6) 0.0328(15) Uani 1 1 d . . . C13 C 0.0500(8) -0.3004(7) 1.5378(6) 0.0360(15) Uani 1 1 d . . . O1 O 0.1631(6) -0.2066(6) 1.4073(5) 0.0530(15) Uani 1 1 d . . . P1 P -0.20433(17) -0.11579(15) 0.74330(14) 0.0227(3) Uani 1 1 d . . . C20 C -0.2534(7) -0.0013(6) 0.8143(5) 0.0232(12) Uani 1 1 d . . . C21 C -0.3951(7) -0.0508(7) 0.8184(6) 0.0304(14) Uani 1 1 d . . . H21A H -0.4634 -0.1424 0.7856 0.037 Uiso 1 1 calc R . . C22 C -0.4380(8) 0.0345(7) 0.8710(6) 0.0351(15) Uani 1 1 d . . . H22A H -0.5360 0.0004 0.8728 0.042 Uiso 1 1 calc R . . C23 C -0.3379(8) 0.1683(7) 0.9204(6) 0.0354(15) Uani 1 1 d . . . H23A H -0.3673 0.2264 0.9545 0.042 Uiso 1 1 calc R . . C24 C -0.1947(9) 0.2159(7) 0.9191(7) 0.0394(16) Uani 1 1 d . . . H24A H -0.1241 0.3070 0.9548 0.047 Uiso 1 1 calc R . . C25 C -0.1540(8) 0.1316(6) 0.8661(6) 0.0341(15) Uani 1 1 d . . . H25A H -0.0556 0.1658 0.8652 0.041 Uiso 1 1 calc R . . C30 C -0.0131(7) -0.0143(6) 0.7572(5) 0.0246(12) Uani 1 1 d . . . C31 C 0.0165(7) 0.0355(7) 0.6691(6) 0.0324(14) Uani 1 1 d . . . H31A H -0.0647 0.0086 0.5936 0.039 Uiso 1 1 calc R . . C32 C 0.1641(8) 0.1247(7) 0.6894(7) 0.0367(16) Uani 1 1 d . . . H32A H 0.1835 0.1591 0.6283 0.044 Uiso 1 1 calc R . . C33 C 0.2834(8) 0.1633(7) 0.7998(6) 0.0353(15) Uani 1 1 d . . . H33A H 0.3843 0.2249 0.8146 0.042 Uiso 1 1 calc R . . C34 C 0.2543(8) 0.1119(7) 0.8870(6) 0.0360(16) Uani 1 1 d . . . H34A H 0.3354 0.1380 0.9623 0.043 Uiso 1 1 calc R . . C35 C 0.1065(8) 0.0217(7) 0.8654(6) 0.0341(15) Uani 1 1 d . . . H35A H 0.0875 -0.0154 0.9253 0.041 Uiso 1 1 calc R . . C40 C -0.3338(7) -0.1813(6) 0.5859(5) 0.0239(12) Uani 1 1 d . . . C41 C -0.3849(7) -0.1044(6) 0.5309(5) 0.0297(13) Uani 1 1 d . . . H41A H -0.3499 -0.0161 0.5752 0.036 Uiso 1 1 calc R . . C42 C -0.4878(8) -0.1589(7) 0.4103(6) 0.0342(15) Uani 1 1 d . . . H42A H -0.5245 -0.1081 0.3727 0.041 Uiso 1 1 calc R . . C43 C -0.5355(7) -0.2841(7) 0.3467(6) 0.0363(16) Uani 1 1 d . . . H43A H -0.6067 -0.3203 0.2651 0.044 Uiso 1 1 calc R . . C44 C -0.4830(8) -0.3598(6) 0.3978(6) 0.0337(15) Uani 1 1 d . . . H44A H -0.5155 -0.4465 0.3511 0.040 Uiso 1 1 calc R . . C45 C -0.3820(8) -0.3087(7) 0.5183(6) 0.0326(14) Uani 1 1 d . . . H45A H -0.3460 -0.3608 0.5543 0.039 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 0.02853(13) 0.02407(13) 0.02345(12) 0.00893(9) 0.00808(9) 0.01241(10) N1 0.049(4) 0.028(3) 0.029(3) 0.014(2) 0.011(3) 0.017(3) C14 0.040(4) 0.023(3) 0.023(3) 0.004(3) 0.000(3) 0.014(3) N2 0.032(3) 0.025(3) 0.030(3) 0.009(2) 0.006(2) 0.009(2) C1 0.028(3) 0.024(3) 0.035(3) 0.014(3) 0.012(3) 0.011(3) C2 0.031(3) 0.024(3) 0.029(3) 0.011(3) 0.008(3) 0.016(3) C3 0.019(3) 0.025(3) 0.040(4) 0.011(3) 0.009(3) 0.004(3) C4 0.026(3) 0.033(4) 0.039(4) 0.014(3) 0.012(3) 0.009(3) C5 0.048(4) 0.054(5) 0.040(4) 0.019(3) 0.027(3) 0.037(4) C6 0.072(6) 0.085(7) 0.038(4) 0.029(4) 0.031(4) 0.062(6) C7 0.069(6) 0.066(6) 0.021(3) 0.002(3) 0.001(3) 0.050(5) C8 0.045(4) 0.037(4) 0.038(4) 0.003(3) 0.003(3) 0.018(4) C9 0.029(3) 0.024(3) 0.038(4) 0.012(3) 0.005(3) 0.009(3) C10 0.028(3) 0.025(3) 0.029(3) 0.009(3) 0.009(3) 0.012(3) C11 0.031(3) 0.030(3) 0.031(3) 0.013(3) 0.013(3) 0.020(3) C12 0.041(4) 0.039(4) 0.031(3) 0.010(3) 0.015(3) 0.031(3) C13 0.036(4) 0.040(4) 0.032(3) 0.007(3) 0.007(3) 0.025(3) O1 0.039(3) 0.042(3) 0.046(3) 0.015(3) 0.005(2) 0.000(3) P1 0.0224(7) 0.0223(7) 0.0224(7) 0.0071(6) 0.0078(6) 0.0110(6) C20 0.025(3) 0.025(3) 0.022(3) 0.012(2) 0.010(2) 0.013(2) C21 0.021(3) 0.031(3) 0.033(3) 0.007(3) 0.009(3) 0.010(3) C22 0.031(3) 0.037(4) 0.035(4) 0.006(3) 0.010(3) 0.018(3) C23 0.047(4) 0.039(4) 0.022(3) 0.005(3) 0.010(3) 0.027(3) C24 0.043(4) 0.026(3) 0.041(4) 0.004(3) 0.017(3) 0.012(3) C25 0.035(4) 0.020(3) 0.040(4) 0.004(3) 0.017(3) 0.007(3) C30 0.018(3) 0.026(3) 0.024(3) 0.004(2) 0.007(2) 0.008(2) C31 0.028(3) 0.035(4) 0.033(3) 0.010(3) 0.010(3) 0.016(3) C32 0.027(3) 0.038(4) 0.045(4) 0.018(3) 0.019(3) 0.010(3) C33 0.024(3) 0.039(4) 0.030(3) 0.004(3) 0.004(3) 0.012(3) C34 0.027(3) 0.045(4) 0.028(3) 0.006(3) 0.004(3) 0.018(3) C35 0.033(3) 0.039(4) 0.028(3) 0.008(3) 0.013(3) 0.016(3) C40 0.023(3) 0.026(3) 0.020(3) 0.008(2) 0.009(2) 0.010(2) C41 0.032(3) 0.030(3) 0.019(3) 0.003(2) 0.004(3) 0.015(3) C42 0.036(4) 0.040(4) 0.028(3) 0.012(3) 0.006(3) 0.023(3) C43 0.020(3) 0.044(4) 0.027(3) 0.002(3) 0.003(3) 0.008(3) C44 0.036(4) 0.024(3) 0.025(3) -0.004(3) 0.004(3) 0.011(3) C45 0.039(4) 0.030(3) 0.028(3) 0.010(3) 0.010(3) 0.018(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 N1 2.017(6) . ? Au1 P1 2.2295(17) . ? N1 C14 1.195(9) . ? C14 N2 1.257(9) . ? N2 C2 1.401(8) . ? C1 C10 1.372(9) . ? C1 C2 1.399(9) . ? C2 C3 1.395(9) . ? C3 C4 1.402(10) . ? C4 C11 1.386(9) . ? C5 C12 1.390(10) . ? C5 C6 1.411(12) . ? C6 C7 1.366(13) . ? C7 C8 1.387(12) . ? C8 C13 1.371(10) . ? C9 O1 1.211(8) . ? C9 C13 1.482(10) . ? C9 C10 1.506(9) . ? C10 C11 1.403(9) . ? C11 C12 1.508(9) . ? C12 C13 1.379(10) . ? P1 C30 1.810(6) . ? P1 C40 1.812(6) . ? P1 C20 1.823(6) . ? C20 C25 1.379(9) . ? C20 C21 1.382(8) . ? C21 C22 1.406(9) . ? C22 C23 1.388(10) . ? C23 C24 1.383(10) . ? C24 C25 1.382(10) . ? C30 C31 1.375(9) . ? C30 C35 1.385(9) . ? C31 C32 1.390(9) . ? C32 C33 1.394(10) . ? C33 C34 1.371(10) . ? C34 C35 1.391(10) . ? C40 C45 1.391(9) . ? C40 C41 1.404(9) . ? C41 C42 1.396(9) . ? C42 C43 1.356(10) . ? C43 C44 1.376(10) . ? C44 C45 1.391(9) . ? 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 N1 Au1 P1 178.47(19) . . ? C14 N1 Au1 144.0(6) . . ? N1 C14 N2 173.3(7) . . ? C14 N2 C2 119.4(6) . . ? C10 C1 C2 118.7(6) . . ? C3 C2 C1 119.1(6) . . ? C3 C2 N2 118.2(6) . . ? C1 C2 N2 122.7(6) . . ? C2 C3 C4 122.7(6) . . ? C11 C4 C3 117.0(6) . . ? C12 C5 C6 117.0(8) . . ? C7 C6 C5 121.4(8) . . ? C6 C7 C8 120.8(7) . . ? C13 C8 C7 118.4(8) . . ? O1 C9 C13 128.4(7) . . ? O1 C9 C10 126.0(7) . . ? C13 C9 C10 105.6(6) . . ? C1 C10 C11 121.9(6) . . ? C1 C10 C9 129.3(6) . . ? C11 C10 C9 108.7(6) . . ? C4 C11 C10 120.5(6) . . ? C4 C11 C12 132.2(6) . . ? C10 C11 C12 107.2(6) . . ? C13 C12 C5 120.8(7) . . ? C13 C12 C11 109.3(6) . . ? C5 C12 C11 129.9(7) . . ? C8 C13 C12 121.6(7) . . ? C8 C13 C9 129.3(7) . . ? C12 C13 C9 109.2(6) . . ? C30 P1 C40 108.8(3) . . ? C30 P1 C20 104.6(3) . . ? C40 P1 C20 104.9(3) . . ? C30 P1 Au1 113.0(2) . . ? C40 P1 Au1 112.7(2) . . ? C20 P1 Au1 112.27(19) . . ? C25 C20 C21 119.1(6) . . ? C25 C20 P1 122.7(5) . . ? C21 C20 P1 118.2(5) . . ? C20 C21 C22 120.0(6) . . ? C23 C22 C21 120.2(6) . . ? C24 C23 C22 119.1(6) . . ? C25 C24 C23 120.3(7) . . ? C20 C25 C24 121.3(6) . . ? C31 C30 C35 119.3(6) . . ? C31 C30 P1 122.8(5) . . ? C35 C30 P1 117.7(5) . . ? C30 C31 C32 120.7(6) . . ? C31 C32 C33 119.6(7) . . ? C34 C33 C32 119.7(6) . . ? C33 C34 C35 120.2(6) . . ? C30 C35 C34 120.4(6) . . ? C45 C40 C41 119.5(5) . . ? C45 C40 P1 119.8(5) . . ? C41 C40 P1 120.7(5) . . ? C42 C41 C40 119.3(6) . . ? C43 C42 C41 120.2(6) . . ? C42 C43 C44 121.4(6) . . ? C43 C44 C45 119.7(6) . . ? C40 C45 C44 119.9(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.708 _refine_diff_density_min -2.126 _refine_diff_density_rms 0.175