# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Housecroft, Catherine' 'Constable, Edwin' 'Zhang, Guoqi' 'Zampese, Jennifer' _publ_contact_author_name 'Housecroft, Catherine' _publ_contact_author_email Catherine.Housecroft@unibas.ch _publ_section_title ; 9-Anthracenyl-substitued pyridyl enones revisited: photoisomerism in ligands and silver(I) complexes ; # Attachment '- GQ175.CIF' data_gq175 _database_code_depnum_ccdc_archive 'CCDC 821504' #TrackingRef '- GQ175.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 Ag N2 O2, F6 Sb' _chemical_formula_sum 'C44 H30 Ag F6 N2 O2 Sb' _chemical_formula_weight 962.33 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' F F 0.0171 0.0103 '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' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.842(3) _cell_length_b 7.2479(4) _cell_length_c 16.1272(13) _cell_angle_alpha 90.00 _cell_angle_beta 114.900(6) _cell_angle_gamma 90.00 _cell_volume 3694.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 19670 _cell_measurement_theta_min 5.02 _cell_measurement_theta_max 65.05 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.730 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 1.334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6175 _exptl_absorpt_correction_T_max 0.8782 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58504 _diffrn_reflns_av_R_equivalents 0.0687 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 29.50 _reflns_number_total 5091 _reflns_number_gt 5022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0573P)^2^+7.2464P] 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 5091 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.037 _refine_ls_shift/su_mean 0.003 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 0.0000 1.0000 0.5000 0.03751(9) Uani 1 2 d S . . N1 N -0.05845(6) 1.1250(3) 0.41774(13) 0.0317(4) Uani 1 1 d . . . O1 O -0.18843(5) 1.3651(2) 0.16282(11) 0.0324(3) Uani 1 1 d . . . C1 C -0.08833(7) 1.1418(3) 0.44891(14) 0.0310(4) Uani 1 1 d . . . H1A H -0.0813 1.1134 0.5111 0.037 Uiso 1 1 calc R . . C2 C -0.12917(6) 1.1992(3) 0.39357(14) 0.0277(4) Uani 1 1 d . . . H2A H -0.1497 1.2094 0.4178 0.033 Uiso 1 1 calc R . . C3 C -0.13985(6) 1.2414(3) 0.30263(14) 0.0237(3) Uani 1 1 d . . . C4 C -0.10834(7) 1.2283(4) 0.27168(16) 0.0351(5) Uani 1 1 d . . . H4A H -0.1142 1.2589 0.2102 0.042 Uiso 1 1 calc R . . C5 C -0.06841(7) 1.1706(4) 0.33062(17) 0.0388(5) Uani 1 1 d . . . H5A H -0.0471 1.1629 0.3086 0.047 Uiso 1 1 calc R . . C6 C -0.18348(6) 1.3012(3) 0.23656(13) 0.0238(3) Uani 1 1 d . . . C7 C -0.21875(6) 1.2744(3) 0.26315(14) 0.0237(3) Uani 1 1 d . . . H7A H -0.2132 1.2290 0.3224 0.028 Uiso 1 1 calc R . . C8 C -0.25851(6) 1.3138(3) 0.20420(13) 0.0235(3) Uani 1 1 d . . . H8A H -0.2620 1.3626 0.1468 0.028 Uiso 1 1 calc R . . C9 C -0.29738(6) 1.2905(2) 0.21760(13) 0.0227(3) Uani 1 1 d . . . C10 C -0.29938(6) 1.3330(2) 0.30157(13) 0.0231(3) Uani 1 1 d . . . C11 C -0.26499(6) 1.4111(3) 0.37842(13) 0.0256(4) Uani 1 1 d . . . H11A H -0.2389 1.4332 0.3746 0.031 Uiso 1 1 calc R . . C12 C -0.26857(7) 1.4547(3) 0.45698(14) 0.0300(4) Uani 1 1 d . . . H12A H -0.2452 1.5076 0.5067 0.036 Uiso 1 1 calc R . . C13 C -0.30699(8) 1.4218(3) 0.46518(16) 0.0341(4) Uani 1 1 d . . . H13A H -0.3090 1.4500 0.5207 0.041 Uiso 1 1 calc R . . C14 C -0.34086(7) 1.3501(3) 0.39364(16) 0.0333(4) Uani 1 1 d . . . H14A H -0.3665 1.3286 0.3997 0.040 Uiso 1 1 calc R . . C15 C -0.33850(6) 1.3066(3) 0.30967(15) 0.0264(4) Uani 1 1 d . . . C16 C -0.37416(7) 1.2446(3) 0.23486(16) 0.0295(4) Uani 1 1 d . . . H16A H -0.3998 1.2266 0.2412 0.035 Uiso 1 1 calc R . . C17 C -0.37322(6) 1.2085(3) 0.15116(15) 0.0270(4) Uani 1 1 d . . . C18 C -0.41058(7) 1.1506(3) 0.07438(17) 0.0344(5) Uani 1 1 d . . . H18A H -0.4365 1.1405 0.0803 0.041 Uiso 1 1 calc R . . C19 C -0.40952(8) 1.1100(3) -0.00668(17) 0.0397(5) Uani 1 1 d . . . H19A H -0.4346 1.0731 -0.0573 0.048 Uiso 1 1 calc R . . C20 C -0.37093(8) 1.1226(3) -0.01579(15) 0.0366(5) Uani 1 1 d . . . H20A H -0.3702 1.0908 -0.0723 0.044 Uiso 1 1 calc R . . C21 C -0.33458(7) 1.1800(3) 0.05559(14) 0.0290(4) Uani 1 1 d . . . H21A H -0.3091 1.1875 0.0478 0.035 Uiso 1 1 calc R . . C22 C -0.33439(6) 1.2288(2) 0.14174(14) 0.0243(4) Uani 1 1 d . . . Sb1 Sb 0.0000 0.72627(4) 0.2500 0.04159(9) Uani 1 2 d S . . F1 F 0.01098(10) 0.7383(6) 0.14777(19) 0.1206(15) Uani 1 1 d . . . F2 F 0.0157(4) 0.9685(11) 0.2924(7) 0.161(4) Uani 0.50 1 d P . . F3 F -0.0512(2) 0.825(2) 0.1874(6) 0.161(6) Uani 0.50 1 d P . . F4 F 0.05710(18) 0.6765(13) 0.3260(4) 0.090(3) Uani 0.50 1 d P . . F5 F -0.0179(5) 0.4997(12) 0.2205(5) 0.226(9) Uani 0.50 1 d P . . 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 0.02169(12) 0.04369(15) 0.03687(14) 0.00084(9) 0.00229(10) 0.01037(8) N1 0.0211(7) 0.0357(9) 0.0314(9) 0.0005(7) 0.0044(7) 0.0064(7) O1 0.0251(7) 0.0416(8) 0.0272(7) 0.0088(6) 0.0078(6) 0.0022(6) C1 0.0242(9) 0.0374(10) 0.0254(9) 0.0005(8) 0.0045(7) 0.0040(8) C2 0.0227(9) 0.0334(9) 0.0241(9) 0.0000(7) 0.0071(7) 0.0027(7) C3 0.0196(8) 0.0233(8) 0.0246(8) -0.0004(6) 0.0059(7) 0.0010(6) C4 0.0253(10) 0.0506(13) 0.0285(10) 0.0083(9) 0.0104(8) 0.0081(9) C5 0.0238(9) 0.0558(14) 0.0373(11) 0.0056(10) 0.0135(9) 0.0096(9) C6 0.0194(8) 0.0240(8) 0.0237(8) 0.0007(6) 0.0047(6) 0.0006(6) C7 0.0205(8) 0.0230(8) 0.0246(8) 0.0025(6) 0.0065(7) 0.0019(6) C8 0.0206(8) 0.0229(7) 0.0240(8) 0.0006(6) 0.0064(7) 0.0018(6) C9 0.0188(8) 0.0206(7) 0.0244(8) 0.0013(6) 0.0050(6) 0.0023(6) C10 0.0225(8) 0.0184(7) 0.0261(8) 0.0015(6) 0.0079(7) 0.0022(6) C11 0.0249(8) 0.0228(8) 0.0255(8) 0.0000(6) 0.0071(7) -0.0004(6) C12 0.0329(10) 0.0280(9) 0.0257(9) -0.0023(7) 0.0091(8) -0.0031(8) C13 0.0410(12) 0.0334(10) 0.0300(10) -0.0033(8) 0.0168(9) -0.0020(9) C14 0.0332(10) 0.0345(10) 0.0368(11) -0.0031(8) 0.0190(9) -0.0016(8) C15 0.0236(8) 0.0239(8) 0.0310(9) -0.0008(7) 0.0109(7) 0.0003(6) C16 0.0217(9) 0.0285(9) 0.0370(11) -0.0025(8) 0.0110(8) -0.0011(7) C17 0.0205(8) 0.0224(8) 0.0315(10) -0.0010(7) 0.0044(7) 0.0003(6) C18 0.0228(9) 0.0305(10) 0.0389(11) -0.0019(8) 0.0022(8) -0.0015(7) C19 0.0310(10) 0.0374(11) 0.0335(11) -0.0022(9) -0.0030(9) -0.0039(9) C20 0.0393(11) 0.0348(10) 0.0243(9) -0.0009(8) 0.0021(8) -0.0020(9) C21 0.0287(9) 0.0283(9) 0.0242(9) 0.0012(7) 0.0053(7) 0.0012(7) C22 0.0210(8) 0.0208(8) 0.0251(9) 0.0012(6) 0.0038(7) 0.0021(6) Sb1 0.02793(12) 0.06847(18) 0.03099(13) 0.000 0.01497(9) 0.000 F1 0.0800(17) 0.244(4) 0.0569(13) 0.0558(19) 0.0473(13) 0.051(2) F2 0.218(15) 0.089(5) 0.160(10) -0.012(5) 0.064(9) -0.021(6) F3 0.055(4) 0.354(17) 0.088(5) 0.103(8) 0.042(4) 0.093(7) F4 0.038(2) 0.183(8) 0.050(3) 0.047(4) 0.0196(19) 0.022(4) F5 0.44(2) 0.132(7) 0.072(5) -0.041(4) 0.072(9) -0.177(11) _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 Ag1 N1 2.1102(17) . ? Ag1 N1 2.1102(17) 5_576 ? N1 C1 1.338(3) . ? N1 C5 1.339(3) . ? O1 C6 1.219(2) . ? C1 C2 1.388(3) . ? C1 H1A 0.9500 . ? C2 C3 1.387(3) . ? C2 H2A 0.9500 . ? C3 C4 1.388(3) . ? C3 C6 1.507(3) . ? C4 C5 1.378(3) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 C7 1.475(3) . ? C7 C8 1.340(3) . ? C7 H7A 0.9500 . ? C8 C9 1.468(3) . ? C8 H8A 0.9500 . ? C9 C10 1.419(3) . ? C9 C22 1.425(3) . ? C10 C11 1.429(3) . ? C10 C15 1.436(3) . ? C11 C12 1.362(3) . ? C11 H11A 0.9500 . ? C12 C13 1.420(3) . ? C12 H12A 0.9500 . ? C13 C14 1.359(3) . ? C13 H13A 0.9500 . ? C14 C15 1.426(3) . ? C14 H14A 0.9500 . ? C15 C16 1.393(3) . ? C16 C17 1.389(3) . ? C16 H16A 0.9500 . ? C17 C18 1.430(3) . ? C17 C22 1.431(3) . ? C18 C19 1.356(4) . ? C18 H18A 0.9500 . ? C19 C20 1.416(4) . ? C19 H19A 0.9500 . ? C20 C21 1.369(3) . ? C20 H20A 0.9500 . ? C21 C22 1.431(3) . ? C21 H21A 0.9500 . ? Sb1 F5 1.750(6) . ? Sb1 F5 1.750(6) 2 ? Sb1 F3 1.786(6) 2 ? Sb1 F3 1.786(6) . ? Sb1 F1 1.845(2) 2 ? Sb1 F1 1.845(2) . ? Sb1 F2 1.881(8) . ? Sb1 F2 1.881(8) 2 ? Sb1 F4 1.881(5) 2 ? Sb1 F4 1.881(5) . ? F2 F2 1.35(2) 2 ? F2 F3 1.541(16) 2 ? F3 F4 1.098(16) 2 ? F3 F2 1.541(16) 2 ? F4 F3 1.098(16) 2 ? F5 F5 1.21(3) 2 ? 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 Ag1 N1 180.000(1) . 5_576 ? C1 N1 C5 118.21(18) . . ? C1 N1 Ag1 120.02(15) . . ? C5 N1 Ag1 121.38(15) . . ? N1 C1 C2 122.3(2) . . ? N1 C1 H1A 118.8 . . ? C2 C1 H1A 118.8 . . ? C3 C2 C1 119.5(2) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C2 C3 C4 117.70(19) . . ? C2 C3 C6 123.57(18) . . ? C4 C3 C6 118.73(18) . . ? C5 C4 C3 119.6(2) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? N1 C5 C4 122.6(2) . . ? N1 C5 H5A 118.7 . . ? C4 C5 H5A 118.7 . . ? O1 C6 C7 122.75(17) . . ? O1 C6 C3 119.04(18) . . ? C7 C6 C3 118.19(17) . . ? C8 C7 C6 120.32(18) . . ? C8 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? C7 C8 C9 127.83(19) . . ? C7 C8 H8A 116.1 . . ? C9 C8 H8A 116.1 . . ? C10 C9 C22 119.81(18) . . ? C10 C9 C8 122.32(17) . . ? C22 C9 C8 117.84(18) . . ? C9 C10 C11 123.61(18) . . ? C9 C10 C15 119.21(17) . . ? C11 C10 C15 117.09(18) . . ? C12 C11 C10 121.81(19) . . ? C12 C11 H11A 119.1 . . ? C10 C11 H11A 119.1 . . ? C11 C12 C13 120.5(2) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C14 C13 C12 120.1(2) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C13 C14 C15 120.9(2) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C16 C15 C14 120.5(2) . . ? C16 C15 C10 119.93(19) . . ? C14 C15 C10 119.57(19) . . ? C17 C16 C15 121.7(2) . . ? C17 C16 H16A 119.1 . . ? C15 C16 H16A 119.1 . . ? C16 C17 C18 120.8(2) . . ? C16 C17 C22 119.59(18) . . ? C18 C17 C22 119.6(2) . . ? C19 C18 C17 120.9(2) . . ? C19 C18 H18A 119.5 . . ? C17 C18 H18A 119.5 . . ? C18 C19 C20 119.9(2) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C21 C20 C19 121.0(2) . . ? C21 C20 H20A 119.5 . . ? C19 C20 H20A 119.5 . . ? C20 C21 C22 121.1(2) . . ? C20 C21 H21A 119.5 . . ? C22 C21 H21A 119.5 . . ? C9 C22 C21 122.94(19) . . ? C9 C22 C17 119.69(19) . . ? C21 C22 C17 117.35(18) . . ? F5 Sb1 F5 40.3(10) . 2 ? F5 Sb1 F3 133.2(9) . 2 ? F5 Sb1 F3 93.8(7) 2 2 ? F5 Sb1 F3 93.8(7) . . ? F5 Sb1 F3 133.2(9) 2 . ? F3 Sb1 F3 132.9(11) 2 . ? F5 Sb1 F1 95.9(4) . 2 ? F5 Sb1 F1 89.2(4) 2 2 ? F3 Sb1 F1 90.5(3) 2 2 ? F3 Sb1 F1 87.3(3) . 2 ? F5 Sb1 F1 89.2(4) . . ? F5 Sb1 F1 95.9(4) 2 . ? F3 Sb1 F1 87.3(3) 2 . ? F3 Sb1 F1 90.5(3) . . ? F1 Sb1 F1 174.6(3) 2 . ? F5 Sb1 F2 172.4(7) . . ? F5 Sb1 F2 139.6(5) 2 . ? F3 Sb1 F2 49.6(6) 2 . ? F3 Sb1 F2 84.3(8) . . ? F1 Sb1 F2 76.6(4) 2 . ? F1 Sb1 F2 98.2(4) . . ? F5 Sb1 F2 139.6(5) . 2 ? F5 Sb1 F2 172.4(7) 2 2 ? F3 Sb1 F2 84.3(8) 2 2 ? F3 Sb1 F2 49.6(6) . 2 ? F1 Sb1 F2 98.2(4) 2 2 ? F1 Sb1 F2 76.6(4) . 2 ? F2 Sb1 F2 42.0(6) . 2 ? F5 Sb1 F4 59.0(6) . 2 ? F5 Sb1 F4 98.9(7) 2 2 ? F3 Sb1 F4 167.2(8) 2 2 ? F3 Sb1 F4 34.7(5) . 2 ? F1 Sb1 F4 91.8(2) 2 2 ? F1 Sb1 F4 89.2(2) . 2 ? F2 Sb1 F4 118.9(5) . 2 ? F2 Sb1 F4 82.8(5) 2 2 ? F5 Sb1 F4 98.9(7) . . ? F5 Sb1 F4 59.0(6) 2 . ? F3 Sb1 F4 34.7(5) 2 . ? F3 Sb1 F4 167.2(8) . . ? F1 Sb1 F4 89.2(2) 2 . ? F1 Sb1 F4 91.8(2) . . ? F2 Sb1 F4 82.8(5) . . ? F2 Sb1 F4 118.9(5) 2 . ? F4 Sb1 F4 157.9(6) 2 . ? F2 F2 F3 116.9(11) 2 2 ? F2 F2 Sb1 69.0(3) 2 . ? F3 F2 Sb1 62.0(4) 2 . ? F4 F3 F2 140.4(9) 2 2 ? F4 F3 Sb1 77.4(6) 2 . ? F2 F3 Sb1 68.4(5) 2 . ? F3 F4 Sb1 67.9(4) 2 . ? F5 F5 Sb1 69.8(5) 2 . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.302 _refine_diff_density_min -1.947 _refine_diff_density_rms 0.100 # Attachment '- GQ219.CIF' data_gq219 _database_code_depnum_ccdc_archive 'CCDC 821505' #TrackingRef '- GQ219.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H15 N O' _chemical_formula_sum 'C22 H15 N O' _chemical_formula_weight 309.35 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5404(16) _cell_length_b 12.2631(19) _cell_length_c 14.022(2) _cell_angle_alpha 64.884(11) _cell_angle_beta 77.234(12) _cell_angle_gamma 70.989(12) _cell_volume 1544.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5403 _cell_measurement_theta_min 6.02 _cell_measurement_theta_max 61.06 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9681 _exptl_absorpt_correction_T_max 0.9839 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35812 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6696 _reflns_number_gt 6154 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0523P)^2^+0.4624P] 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 6696 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1066 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 O1A O 0.41651(10) 0.83401(9) 0.34729(8) 0.0410(2) Uani 1 1 d . . . N1A N 0.77113(10) 0.43896(9) 0.49139(8) 0.0278(2) Uani 1 1 d . . . C1A C 0.11609(10) 0.76140(10) 0.15097(9) 0.0229(2) Uani 1 1 d . . . C2A C 0.08677(12) 0.68329(11) 0.25853(9) 0.0290(2) Uani 1 1 d . . . H2AA H 0.1317 0.6783 0.3125 0.035 Uiso 1 1 calc R . . C3A C -0.00456(13) 0.61619(12) 0.28431(11) 0.0362(3) Uani 1 1 d . . . H3AA H -0.0217 0.5641 0.3561 0.043 Uiso 1 1 calc R . . C4A C -0.07478(13) 0.62255(13) 0.20606(12) 0.0377(3) Uani 1 1 d . . . H4AA H -0.1364 0.5731 0.2252 0.045 Uiso 1 1 calc R . . C5A C -0.05406(12) 0.69898(12) 0.10403(11) 0.0319(3) Uani 1 1 d . . . H5AA H -0.1034 0.7044 0.0524 0.038 Uiso 1 1 calc R . . C6A C 0.04064(11) 0.77145(10) 0.07273(9) 0.0243(2) Uani 1 1 d . . . C7A C 0.06039(11) 0.85140(10) -0.03208(9) 0.0250(2) Uani 1 1 d . . . H7AA H 0.0093 0.8578 -0.0831 0.030 Uiso 1 1 calc R . . C8A C 0.15287(11) 0.92196(10) -0.06396(9) 0.0228(2) Uani 1 1 d . . . C9A C 0.17372(13) 1.00311(11) -0.17164(9) 0.0293(2) Uani 1 1 d . . . H9AA H 0.1207 1.0117 -0.2223 0.035 Uiso 1 1 calc R . . C10A C 0.26730(14) 1.06784(13) -0.20268(10) 0.0367(3) Uani 1 1 d . . . H10A H 0.2811 1.1203 -0.2749 0.044 Uiso 1 1 calc R . . C11A C 0.34473(14) 1.05734(13) -0.12733(11) 0.0384(3) Uani 1 1 d . . . H11A H 0.4104 1.1032 -0.1496 0.046 Uiso 1 1 calc R . . C12A C 0.32706(12) 0.98278(12) -0.02357(10) 0.0309(3) Uani 1 1 d . . . H12A H 0.3801 0.9779 0.0255 0.037 Uiso 1 1 calc R . . C13A C 0.23035(11) 0.91196(10) 0.01276(9) 0.0223(2) Uani 1 1 d . . . C14A C 0.21194(10) 0.83095(10) 0.11942(8) 0.0217(2) Uani 1 1 d . . . C15A C 0.29318(11) 0.82466(10) 0.19519(9) 0.0238(2) Uani 1 1 d . . . H15A H 0.2937 0.9024 0.1943 0.029 Uiso 1 1 calc R . . C16A C 0.36638(11) 0.72281(10) 0.26515(8) 0.0230(2) Uani 1 1 d . . . H16A H 0.3690 0.6421 0.2709 0.028 Uiso 1 1 calc R . . C17A C 0.44339(11) 0.73709(10) 0.33357(9) 0.0243(2) Uani 1 1 d . . . C18A C 0.72721(11) 0.54674(11) 0.50535(9) 0.0281(2) Uani 1 1 d . . . H18A H 0.7697 0.5567 0.5531 0.034 Uiso 1 1 calc R . . C19A C 0.62359(11) 0.64459(11) 0.45445(9) 0.0251(2) Uani 1 1 d . . . H19A H 0.5973 0.7200 0.4662 0.030 Uiso 1 1 calc R . . C20A C 0.55840(10) 0.63106(10) 0.38577(8) 0.0207(2) Uani 1 1 d . . . C21A C 0.60353(11) 0.52011(11) 0.36956(9) 0.0240(2) Uani 1 1 d . . . H21A H 0.5627 0.5073 0.3226 0.029 Uiso 1 1 calc R . . C22A C 0.70997(11) 0.42811(11) 0.42371(9) 0.0268(2) Uani 1 1 d . . . H22A H 0.7410 0.3527 0.4116 0.032 Uiso 1 1 calc R . . O1B O 0.41854(8) 0.41131(8) 0.27878(6) 0.02663(18) Uani 1 1 d . . . N1B N 0.30809(10) 0.44334(10) -0.06189(8) 0.0309(2) Uani 1 1 d . . . C1B C 0.91411(10) 0.16405(10) 0.29923(8) 0.0193(2) Uani 1 1 d . . . C2B C 0.91517(11) 0.28836(10) 0.22759(8) 0.0218(2) Uani 1 1 d . . . H2BA H 0.8331 0.3525 0.2177 0.026 Uiso 1 1 calc R . . C3B C 1.03179(11) 0.31638(11) 0.17331(9) 0.0260(2) Uani 1 1 d . . . H3BA H 1.0301 0.3996 0.1256 0.031 Uiso 1 1 calc R . . C4B C 1.15603(11) 0.22290(12) 0.18698(9) 0.0277(2) Uani 1 1 d . . . H4BA H 1.2363 0.2433 0.1470 0.033 Uiso 1 1 calc R . . C5B C 1.16059(11) 0.10445(11) 0.25695(9) 0.0252(2) Uani 1 1 d . . . H5BA H 1.2448 0.0433 0.2673 0.030 Uiso 1 1 calc R . . C6B C 1.04073(10) 0.07042(10) 0.31518(8) 0.0209(2) Uani 1 1 d . . . C7B C 1.04467(11) -0.05135(10) 0.38611(9) 0.0230(2) Uani 1 1 d . . . H7BA H 1.1283 -0.1134 0.3938 0.028 Uiso 1 1 calc R . . C8B C 0.92899(11) -0.08423(10) 0.44591(8) 0.0215(2) Uani 1 1 d . . . C9B C 0.93346(12) -0.20899(10) 0.51943(9) 0.0265(2) Uani 1 1 d . . . H9BA H 1.0165 -0.2717 0.5262 0.032 Uiso 1 1 calc R . . C10B C 0.82096(13) -0.23894(11) 0.57954(10) 0.0294(2) Uani 1 1 d . . . H10B H 0.8256 -0.3220 0.6289 0.035 Uiso 1 1 calc R . . C11B C 0.69607(12) -0.14636(11) 0.56892(10) 0.0304(3) Uani 1 1 d . . . H11B H 0.6179 -0.1679 0.6123 0.036 Uiso 1 1 calc R . . C12B C 0.68635(11) -0.02735(11) 0.49771(9) 0.0262(2) Uani 1 1 d . . . H12B H 0.6012 0.0324 0.4907 0.031 Uiso 1 1 calc R . . C13B C 0.80235(10) 0.00890(10) 0.43340(8) 0.0203(2) Uani 1 1 d . . . C14B C 0.79534(10) 0.13060(10) 0.35685(8) 0.0194(2) Uani 1 1 d . . . C15B C 0.66209(10) 0.21901(9) 0.33350(8) 0.0199(2) Uani 1 1 d . . . H15B H 0.6023 0.2352 0.3903 0.024 Uiso 1 1 calc R . . C16B C 0.62088(10) 0.27758(10) 0.23663(8) 0.0214(2) Uani 1 1 d . . . H16B H 0.6805 0.2641 0.1787 0.026 Uiso 1 1 calc R . . C17B C 0.48458(10) 0.36302(9) 0.21717(8) 0.0192(2) Uani 1 1 d . . . C18B C 0.25513(11) 0.50743(11) 0.00047(9) 0.0274(2) Uani 1 1 d . . . H18B H 0.1755 0.5734 -0.0183 0.033 Uiso 1 1 calc R . . C19B C 0.30889(11) 0.48393(10) 0.09085(9) 0.0230(2) Uani 1 1 d . . . H19B H 0.2663 0.5318 0.1330 0.028 Uiso 1 1 calc R . . C20B C 0.42671(10) 0.38864(9) 0.11897(8) 0.0195(2) Uani 1 1 d . . . C21B C 0.48268(11) 0.32033(11) 0.05538(9) 0.0251(2) Uani 1 1 d . . . H21B H 0.5625 0.2541 0.0720 0.030 Uiso 1 1 calc R . . C22B C 0.41962(12) 0.35070(12) -0.03293(10) 0.0302(3) Uani 1 1 d . . . H22B H 0.4581 0.3027 -0.0755 0.036 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 O1A 0.0477(5) 0.0304(5) 0.0501(6) -0.0229(4) -0.0274(5) 0.0082(4) N1A 0.0232(5) 0.0304(5) 0.0284(5) -0.0121(4) -0.0071(4) -0.0008(4) C1A 0.0198(5) 0.0208(5) 0.0246(5) -0.0100(4) -0.0025(4) 0.0011(4) C2A 0.0240(5) 0.0288(6) 0.0261(6) -0.0069(5) -0.0021(4) -0.0018(4) C3A 0.0291(6) 0.0333(7) 0.0341(6) -0.0054(5) 0.0034(5) -0.0071(5) C4A 0.0285(6) 0.0342(7) 0.0494(8) -0.0151(6) 0.0031(5) -0.0125(5) C5A 0.0254(6) 0.0330(6) 0.0419(7) -0.0193(5) -0.0030(5) -0.0067(5) C6A 0.0209(5) 0.0230(5) 0.0298(6) -0.0141(4) -0.0028(4) -0.0012(4) C7A 0.0249(5) 0.0264(5) 0.0265(5) -0.0149(5) -0.0072(4) -0.0008(4) C8A 0.0239(5) 0.0209(5) 0.0226(5) -0.0112(4) -0.0045(4) 0.0009(4) C9A 0.0366(6) 0.0282(6) 0.0221(5) -0.0110(5) -0.0067(5) -0.0028(5) C10A 0.0474(8) 0.0335(7) 0.0228(6) -0.0045(5) -0.0014(5) -0.0126(6) C11A 0.0403(7) 0.0386(7) 0.0347(7) -0.0063(6) -0.0028(5) -0.0194(6) C12A 0.0308(6) 0.0321(6) 0.0301(6) -0.0083(5) -0.0077(5) -0.0102(5) C13A 0.0215(5) 0.0206(5) 0.0239(5) -0.0100(4) -0.0044(4) -0.0006(4) C14A 0.0204(5) 0.0200(5) 0.0226(5) -0.0095(4) -0.0052(4) 0.0012(4) C15A 0.0241(5) 0.0238(5) 0.0236(5) -0.0108(4) -0.0042(4) -0.0026(4) C16A 0.0211(5) 0.0242(5) 0.0227(5) -0.0095(4) -0.0032(4) -0.0032(4) C17A 0.0243(5) 0.0242(5) 0.0227(5) -0.0092(4) -0.0049(4) -0.0020(4) C18A 0.0253(5) 0.0347(6) 0.0278(6) -0.0155(5) -0.0082(4) -0.0035(5) C19A 0.0242(5) 0.0274(6) 0.0260(5) -0.0136(4) -0.0037(4) -0.0043(4) C20A 0.0182(5) 0.0238(5) 0.0178(5) -0.0066(4) -0.0011(4) -0.0050(4) C21A 0.0228(5) 0.0272(5) 0.0241(5) -0.0117(4) -0.0059(4) -0.0040(4) C22A 0.0255(5) 0.0257(5) 0.0301(6) -0.0134(5) -0.0070(4) -0.0013(4) O1B 0.0232(4) 0.0280(4) 0.0271(4) -0.0134(3) -0.0051(3) 0.0010(3) N1B 0.0289(5) 0.0372(6) 0.0253(5) -0.0097(4) -0.0068(4) -0.0074(4) C1B 0.0186(5) 0.0219(5) 0.0196(5) -0.0102(4) -0.0050(4) -0.0031(4) C2B 0.0207(5) 0.0226(5) 0.0228(5) -0.0089(4) -0.0055(4) -0.0039(4) C3B 0.0264(5) 0.0269(6) 0.0262(5) -0.0088(4) -0.0032(4) -0.0101(4) C4B 0.0203(5) 0.0368(6) 0.0313(6) -0.0164(5) 0.0004(4) -0.0115(5) C5B 0.0169(5) 0.0324(6) 0.0314(6) -0.0190(5) -0.0043(4) -0.0024(4) C6B 0.0186(5) 0.0253(5) 0.0222(5) -0.0131(4) -0.0051(4) -0.0026(4) C7B 0.0196(5) 0.0242(5) 0.0259(5) -0.0130(4) -0.0082(4) 0.0019(4) C8B 0.0238(5) 0.0200(5) 0.0223(5) -0.0099(4) -0.0089(4) -0.0011(4) C9B 0.0306(6) 0.0197(5) 0.0289(6) -0.0092(4) -0.0121(4) -0.0003(4) C10B 0.0393(6) 0.0196(5) 0.0290(6) -0.0040(4) -0.0126(5) -0.0083(5) C11B 0.0296(6) 0.0296(6) 0.0302(6) -0.0048(5) -0.0060(5) -0.0125(5) C12B 0.0219(5) 0.0251(5) 0.0281(6) -0.0055(4) -0.0067(4) -0.0055(4) C13B 0.0205(5) 0.0211(5) 0.0205(5) -0.0082(4) -0.0066(4) -0.0036(4) C14B 0.0185(5) 0.0206(5) 0.0202(5) -0.0092(4) -0.0053(4) -0.0022(4) C15B 0.0171(5) 0.0182(5) 0.0235(5) -0.0077(4) -0.0018(4) -0.0042(4) C16B 0.0163(5) 0.0223(5) 0.0239(5) -0.0084(4) -0.0033(4) -0.0027(4) C17B 0.0171(5) 0.0169(5) 0.0214(5) -0.0048(4) -0.0025(4) -0.0046(4) C18B 0.0224(5) 0.0268(6) 0.0272(5) -0.0057(4) -0.0072(4) -0.0026(4) C19B 0.0194(5) 0.0215(5) 0.0252(5) -0.0078(4) -0.0038(4) -0.0022(4) C20B 0.0162(4) 0.0193(5) 0.0208(5) -0.0047(4) -0.0017(4) -0.0059(4) C21B 0.0183(5) 0.0272(5) 0.0283(5) -0.0123(4) -0.0021(4) -0.0017(4) C22B 0.0275(6) 0.0375(6) 0.0279(6) -0.0176(5) -0.0013(4) -0.0055(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 O1A C17A 1.2167(14) . ? N1A C22A 1.3294(15) . ? N1A C18A 1.3343(16) . ? C1A C14A 1.4098(16) . ? C1A C2A 1.4311(16) . ? C1A C6A 1.4347(16) . ? C2A C3A 1.3581(18) . ? C2A H2AA 0.9500 . ? C3A C4A 1.417(2) . ? C3A H3AA 0.9500 . ? C4A C5A 1.3527(19) . ? C4A H4AA 0.9500 . ? C5A C6A 1.4255(16) . ? C5A H5AA 0.9500 . ? C6A C7A 1.3925(16) . ? C7A C8A 1.3883(16) . ? C7A H7AA 0.9500 . ? C8A C9A 1.4278(16) . ? C8A C13A 1.4318(15) . ? C9A C10A 1.3489(19) . ? C9A H9AA 0.9500 . ? C10A C11A 1.413(2) . ? C10A H10A 0.9500 . ? C11A C12A 1.3599(18) . ? C11A H11A 0.9500 . ? C12A C13A 1.4227(16) . ? C12A H12A 0.9500 . ? C13A C14A 1.4134(15) . ? C14A C15A 1.4687(15) . ? C15A C16A 1.3357(15) . ? C15A H15A 0.9500 . ? C16A C17A 1.4797(15) . ? C16A H16A 0.9500 . ? C17A C20A 1.5011(15) . ? C18A C19A 1.3806(16) . ? C18A H18A 0.9500 . ? C19A C20A 1.3890(15) . ? C19A H19A 0.9500 . ? C20A C21A 1.3865(15) . ? C21A C22A 1.3902(15) . ? C21A H21A 0.9500 . ? C22A H22A 0.9500 . ? O1B C17B 1.2173(13) . ? N1B C18B 1.3325(16) . ? N1B C22B 1.3367(16) . ? C1B C14B 1.4123(14) . ? C1B C2B 1.4280(15) . ? C1B C6B 1.4371(14) . ? C2B C3B 1.3594(15) . ? C2B H2BA 0.9500 . ? C3B C4B 1.4185(16) . ? C3B H3BA 0.9500 . ? C4B C5B 1.3567(17) . ? C4B H4BA 0.9500 . ? C5B C6B 1.4266(15) . ? C5B H5BA 0.9500 . ? C6B C7B 1.3921(16) . ? C7B C8B 1.3906(16) . ? C7B H7BA 0.9500 . ? C8B C9B 1.4287(15) . ? C8B C13B 1.4342(14) . ? C9B C10B 1.3529(18) . ? C9B H9BA 0.9500 . ? C10B C11B 1.4190(17) . ? C10B H10B 0.9500 . ? C11B C12B 1.3595(16) . ? C11B H11B 0.9500 . ? C12B C13B 1.4255(15) . ? C12B H12B 0.9500 . ? C13B C14B 1.4100(15) . ? C14B C15B 1.4714(14) . ? C15B C16B 1.3337(15) . ? C15B H15B 0.9500 . ? C16B C17B 1.4786(14) . ? C16B H16B 0.9500 . ? C17B C20B 1.4986(14) . ? C18B C19B 1.3825(16) . ? C18B H18B 0.9500 . ? C19B C20B 1.3940(14) . ? C19B H19B 0.9500 . ? C20B C21B 1.3872(15) . ? C21B C22B 1.3873(16) . ? C21B H21B 0.9500 . ? C22B H22B 0.9500 . ? 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 C22A N1A C18A 116.63(10) . . ? C14A C1A C2A 123.20(11) . . ? C14A C1A C6A 119.01(10) . . ? C2A C1A C6A 117.76(10) . . ? C3A C2A C1A 120.79(12) . . ? C3A C2A H2AA 119.6 . . ? C1A C2A H2AA 119.6 . . ? C2A C3A C4A 121.15(12) . . ? C2A C3A H3AA 119.4 . . ? C4A C3A H3AA 119.4 . . ? C5A C4A C3A 120.00(12) . . ? C5A C4A H4AA 120.0 . . ? C3A C4A H4AA 120.0 . . ? C4A C5A C6A 121.09(12) . . ? C4A C5A H5AA 119.5 . . ? C6A C5A H5AA 119.5 . . ? C7A C6A C5A 120.99(11) . . ? C7A C6A C1A 119.91(10) . . ? C5A C6A C1A 119.10(11) . . ? C8A C7A C6A 121.68(10) . . ? C8A C7A H7AA 119.2 . . ? C6A C7A H7AA 119.2 . . ? C7A C8A C9A 121.57(10) . . ? C7A C8A C13A 119.20(10) . . ? C9A C8A C13A 119.22(11) . . ? C10A C9A C8A 121.20(11) . . ? C10A C9A H9AA 119.4 . . ? C8A C9A H9AA 119.4 . . ? C9A C10A C11A 119.70(12) . . ? C9A C10A H10A 120.2 . . ? C11A C10A H10A 120.2 . . ? C12A C11A C10A 121.25(12) . . ? C12A C11A H11A 119.4 . . ? C10A C11A H11A 119.4 . . ? C11A C12A C13A 121.08(12) . . ? C11A C12A H12A 119.5 . . ? C13A C12A H12A 119.5 . . ? C14A C13A C12A 122.56(10) . . ? C14A C13A C8A 119.88(10) . . ? C12A C13A C8A 117.53(10) . . ? C1A C14A C13A 120.29(10) . . ? C1A C14A C15A 121.91(10) . . ? C13A C14A C15A 117.79(10) . . ? C16A C15A C14A 127.82(11) . . ? C16A C15A H15A 116.1 . . ? C14A C15A H15A 116.1 . . ? C15A C16A C17A 119.27(10) . . ? C15A C16A H16A 120.4 . . ? C17A C16A H16A 120.4 . . ? O1A C17A C16A 121.23(10) . . ? O1A C17A C20A 119.16(10) . . ? C16A C17A C20A 119.60(10) . . ? N1A C18A C19A 123.83(10) . . ? N1A C18A H18A 118.1 . . ? C19A C18A H18A 118.1 . . ? C18A C19A C20A 119.00(10) . . ? C18A C19A H19A 120.5 . . ? C20A C19A H19A 120.5 . . ? C21A C20A C19A 117.93(10) . . ? C21A C20A C17A 123.86(10) . . ? C19A C20A C17A 118.21(10) . . ? C20A C21A C22A 118.44(10) . . ? C20A C21A H21A 120.8 . . ? C22A C21A H21A 120.8 . . ? N1A C22A C21A 124.14(11) . . ? N1A C22A H22A 117.9 . . ? C21A C22A H22A 117.9 . . ? C18B N1B C22B 116.53(10) . . ? C14B C1B C2B 122.94(9) . . ? C14B C1B C6B 119.05(10) . . ? C2B C1B C6B 117.99(9) . . ? C3B C2B C1B 121.01(10) . . ? C3B C2B H2BA 119.5 . . ? C1B C2B H2BA 119.5 . . ? C2B C3B C4B 120.80(11) . . ? C2B C3B H3BA 119.6 . . ? C4B C3B H3BA 119.6 . . ? C5B C4B C3B 120.23(10) . . ? C5B C4B H4BA 119.9 . . ? C3B C4B H4BA 119.9 . . ? C4B C5B C6B 120.95(10) . . ? C4B C5B H5BA 119.5 . . ? C6B C5B H5BA 119.5 . . ? C7B C6B C5B 121.17(10) . . ? C7B C6B C1B 119.88(10) . . ? C5B C6B C1B 118.95(10) . . ? C8B C7B C6B 121.49(10) . . ? C8B C7B H7BA 119.3 . . ? C6B C7B H7BA 119.3 . . ? C7B C8B C9B 121.41(10) . . ? C7B C8B C13B 119.37(10) . . ? C9B C8B C13B 119.23(10) . . ? C10B C9B C8B 120.84(11) . . ? C10B C9B H9BA 119.6 . . ? C8B C9B H9BA 119.6 . . ? C9B C10B C11B 120.03(11) . . ? C9B C10B H10B 120.0 . . ? C11B C10B H10B 120.0 . . ? C12B C11B C10B 121.12(11) . . ? C12B C11B H11B 119.4 . . ? C10B C11B H11B 119.4 . . ? C11B C12B C13B 120.86(11) . . ? C11B C12B H12B 119.6 . . ? C13B C12B H12B 119.6 . . ? C14B C13B C12B 122.35(10) . . ? C14B C13B C8B 119.73(10) . . ? C12B C13B C8B 117.88(10) . . ? C13B C14B C1B 120.25(9) . . ? C13B C14B C15B 118.86(9) . . ? C1B C14B C15B 120.77(9) . . ? C16B C15B C14B 123.38(10) . . ? C16B C15B H15B 118.3 . . ? C14B C15B H15B 118.3 . . ? C15B C16B C17B 121.59(10) . . ? C15B C16B H16B 119.2 . . ? C17B C16B H16B 119.2 . . ? O1B C17B C16B 121.98(10) . . ? O1B C17B C20B 119.69(9) . . ? C16B C17B C20B 118.32(9) . . ? N1B C18B C19B 124.06(10) . . ? N1B C18B H18B 118.0 . . ? C19B C18B H18B 118.0 . . ? C18B C19B C20B 118.79(10) . . ? C18B C19B H19B 120.6 . . ? C20B C19B H19B 120.6 . . ? C21B C20B C19B 117.92(10) . . ? C21B C20B C17B 123.35(9) . . ? C19B C20B C17B 118.71(9) . . ? C20B C21B C22B 118.61(10) . . ? C20B C21B H21B 120.7 . . ? C22B C21B H21B 120.7 . . ? N1B C22B C21B 124.07(11) . . ? N1B C22B H22B 118.0 . . ? C21B C22B H22B 118.0 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.281 _refine_diff_density_min -0.167 _refine_diff_density_rms 0.036 # Attachment '- GQ222.CIF' data_gq222 _database_code_depnum_ccdc_archive 'CCDC 821506' #TrackingRef '- GQ222.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H15 N O' _chemical_formula_sum 'C22 H15 N O' _chemical_formula_weight 309.35 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall -P2ybc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.0453(13) _cell_length_b 17.701(3) _cell_length_c 9.1880(12) _cell_angle_alpha 90.00 _cell_angle_beta 108.582(10) _cell_angle_gamma 90.00 _cell_volume 1548.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5275 _cell_measurement_theta_min 5.54 _cell_measurement_theta_max 65.86 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9682 _exptl_absorpt_correction_T_max 0.9919 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30644 _diffrn_reflns_av_R_equivalents 0.0478 _diffrn_reflns_av_sigmaI/netI 0.0181 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3511 _reflns_number_gt 3277 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0480P)^2^+0.5578P] 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 3511 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.1081 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 N1 N -0.48178(11) 0.94231(6) 0.81653(13) 0.0303(2) Uani 1 1 d . . . O1 O -0.16507(10) 0.74731(6) 0.72401(10) 0.0388(3) Uani 1 1 d . . . C1 C -0.38730(12) 0.92483(6) 0.95116(14) 0.0245(2) Uani 1 1 d . . . H1A H -0.3975 0.9469 1.0413 0.029 Uiso 1 1 calc R . . C2 C -0.27479(11) 0.87625(6) 0.96720(12) 0.0201(2) Uani 1 1 d . . . H2A H -0.2095 0.8660 1.0656 0.024 Uiso 1 1 calc R . . C3 C -0.25996(11) 0.84311(6) 0.83642(12) 0.0195(2) Uani 1 1 d . . . C4 C -0.35703(12) 0.86170(7) 0.69518(13) 0.0271(3) Uani 1 1 d . . . H4A H -0.3493 0.8408 0.6029 0.032 Uiso 1 1 calc R . . C5 C -0.46451(13) 0.91089(7) 0.69127(15) 0.0324(3) Uani 1 1 d . . . H5A H -0.5300 0.9232 0.5942 0.039 Uiso 1 1 calc R . . C6 C -0.14991(11) 0.78519(6) 0.83852(12) 0.0217(2) Uani 1 1 d . . . C7 C -0.02911(11) 0.77630(7) 0.97910(13) 0.0237(2) Uani 1 1 d . . . H7A H -0.0236 0.8096 1.0618 0.028 Uiso 1 1 calc R . . C8 C 0.07346(12) 0.72539(7) 1.00037(13) 0.0261(2) Uani 1 1 d . . . H8A H 0.1439 0.7279 1.0980 0.031 Uiso 1 1 calc R . . C9 C 0.09627(11) 0.66573(6) 0.89805(12) 0.0207(2) Uani 1 1 d . . . C10 C 0.21885(11) 0.67134(6) 0.85564(12) 0.0201(2) Uani 1 1 d . . . C11 C 0.31205(12) 0.73433(6) 0.89867(13) 0.0258(2) Uani 1 1 d . . . H11A H 0.2912 0.7741 0.9574 0.031 Uiso 1 1 calc R . . C12 C 0.42998(13) 0.73829(7) 0.85697(15) 0.0310(3) Uani 1 1 d . . . H12A H 0.4911 0.7804 0.8882 0.037 Uiso 1 1 calc R . . C13 C 0.46311(13) 0.68067(8) 0.76779(15) 0.0321(3) Uani 1 1 d . . . H13A H 0.5462 0.6841 0.7399 0.039 Uiso 1 1 calc R . . C14 C 0.37636(13) 0.62039(7) 0.72195(14) 0.0292(3) Uani 1 1 d . . . H14A H 0.3988 0.5823 0.6608 0.035 Uiso 1 1 calc R . . C15 C 0.25202(11) 0.61338(6) 0.76407(12) 0.0221(2) Uani 1 1 d . . . C16 C 0.16204(12) 0.55180(6) 0.71857(13) 0.0245(2) Uani 1 1 d . . . H16A H 0.1831 0.5137 0.6564 0.029 Uiso 1 1 calc R . . C17 C 0.04232(11) 0.54476(6) 0.76191(12) 0.0229(2) Uani 1 1 d . . . C18 C -0.04787(13) 0.48048(7) 0.71735(14) 0.0298(3) Uani 1 1 d . . . H18A H -0.0267 0.4425 0.6552 0.036 Uiso 1 1 calc R . . C19 C -0.16276(13) 0.47309(7) 0.76239(16) 0.0345(3) Uani 1 1 d . . . H19A H -0.2218 0.4301 0.7316 0.041 Uiso 1 1 calc R . . C20 C -0.19532(13) 0.52929(8) 0.85553(15) 0.0347(3) Uani 1 1 d . . . H20A H -0.2759 0.5234 0.8873 0.042 Uiso 1 1 calc R . . C21 C -0.11315(12) 0.59147(7) 0.90017(14) 0.0282(3) Uani 1 1 d . . . H21A H -0.1370 0.6283 0.9629 0.034 Uiso 1 1 calc R . . C22 C 0.00842(11) 0.60229(6) 0.85429(12) 0.0216(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 N1 0.0226(5) 0.0259(5) 0.0386(6) -0.0022(4) 0.0045(4) 0.0049(4) O1 0.0407(5) 0.0426(5) 0.0248(4) -0.0128(4) -0.0010(4) 0.0179(4) C1 0.0221(5) 0.0216(5) 0.0306(6) -0.0034(4) 0.0095(4) -0.0002(4) C2 0.0187(5) 0.0190(5) 0.0224(5) -0.0007(4) 0.0060(4) -0.0011(4) C3 0.0178(5) 0.0173(5) 0.0225(5) -0.0013(4) 0.0054(4) -0.0018(4) C4 0.0262(6) 0.0287(6) 0.0224(5) -0.0034(4) 0.0022(4) 0.0014(4) C5 0.0265(6) 0.0325(6) 0.0301(6) -0.0003(5) -0.0022(5) 0.0052(5) C6 0.0211(5) 0.0227(5) 0.0209(5) -0.0031(4) 0.0061(4) 0.0013(4) C7 0.0215(5) 0.0273(5) 0.0214(5) -0.0069(4) 0.0053(4) 0.0016(4) C8 0.0211(5) 0.0329(6) 0.0202(5) -0.0061(4) 0.0008(4) 0.0031(4) C9 0.0194(5) 0.0224(5) 0.0171(5) 0.0007(4) 0.0014(4) 0.0047(4) C10 0.0190(5) 0.0197(5) 0.0182(5) 0.0019(4) 0.0012(4) 0.0034(4) C11 0.0244(5) 0.0238(5) 0.0246(5) -0.0018(4) 0.0013(4) 0.0001(4) C12 0.0245(6) 0.0298(6) 0.0342(6) 0.0026(5) 0.0029(5) -0.0054(5) C13 0.0235(6) 0.0372(7) 0.0368(7) 0.0068(5) 0.0112(5) 0.0006(5) C14 0.0285(6) 0.0290(6) 0.0324(6) 0.0022(5) 0.0131(5) 0.0054(5) C15 0.0219(5) 0.0214(5) 0.0220(5) 0.0026(4) 0.0054(4) 0.0048(4) C16 0.0273(6) 0.0194(5) 0.0253(5) -0.0013(4) 0.0061(4) 0.0054(4) C17 0.0228(5) 0.0195(5) 0.0220(5) 0.0031(4) 0.0010(4) 0.0021(4) C18 0.0292(6) 0.0214(5) 0.0320(6) 0.0013(4) 0.0002(5) -0.0004(4) C19 0.0280(6) 0.0283(6) 0.0395(7) 0.0074(5) -0.0001(5) -0.0063(5) C20 0.0241(6) 0.0419(7) 0.0364(7) 0.0106(5) 0.0074(5) -0.0034(5) C21 0.0236(5) 0.0348(6) 0.0256(5) 0.0051(5) 0.0070(4) 0.0020(5) C22 0.0193(5) 0.0236(5) 0.0190(5) 0.0037(4) 0.0021(4) 0.0027(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 1.3335(16) . ? N1 C5 1.3384(17) . ? O1 C6 1.2156(14) . ? C1 C2 1.3901(15) . ? C1 H1A 0.9500 . ? C2 C3 1.3872(15) . ? C2 H2A 0.9500 . ? C3 C4 1.3917(15) . ? C3 C6 1.5033(15) . ? C4 C5 1.3785(17) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 C7 1.4719(15) . ? C7 C8 1.3355(16) . ? C7 H7A 0.9500 . ? C8 C9 1.4794(15) . ? C8 H8A 0.9500 . ? C9 C22 1.4054(16) . ? C9 C10 1.4085(15) . ? C10 C11 1.4282(15) . ? C10 C15 1.4319(15) . ? C11 C12 1.3581(18) . ? C11 H11A 0.9500 . ? C12 C13 1.4128(19) . ? C12 H12A 0.9500 . ? C13 C14 1.3571(18) . ? C13 H13A 0.9500 . ? C14 C15 1.4259(16) . ? C14 H14A 0.9500 . ? C15 C16 1.3925(16) . ? C16 C17 1.3877(16) . ? C16 H16A 0.9500 . ? C17 C18 1.4305(16) . ? C17 C22 1.4344(16) . ? C18 C19 1.3508(19) . ? C18 H18A 0.9500 . ? C19 C20 1.417(2) . ? C19 H19A 0.9500 . ? C20 C21 1.3583(18) . ? C20 H20A 0.9500 . ? C21 C22 1.4261(16) . ? C21 H21A 0.9500 . ? 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 C5 116.89(10) . . ? N1 C1 C2 123.79(11) . . ? N1 C1 H1A 118.1 . . ? C2 C1 H1A 118.1 . . ? C3 C2 C1 118.55(10) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C2 C3 C4 118.09(10) . . ? C2 C3 C6 123.97(9) . . ? C4 C3 C6 117.85(10) . . ? C5 C4 C3 118.94(11) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? N1 C5 C4 123.72(11) . . ? N1 C5 H5A 118.1 . . ? C4 C5 H5A 118.1 . . ? O1 C6 C7 122.78(10) . . ? O1 C6 C3 118.44(10) . . ? C7 C6 C3 118.78(9) . . ? C8 C7 C6 125.62(10) . . ? C8 C7 H7A 117.2 . . ? C6 C7 H7A 117.2 . . ? C7 C8 C9 131.08(10) . . ? C7 C8 H8A 114.5 . . ? C9 C8 H8A 114.5 . . ? C22 C9 C10 120.12(10) . . ? C22 C9 C8 122.81(10) . . ? C10 C9 C8 116.84(10) . . ? C9 C10 C11 122.16(10) . . ? C9 C10 C15 119.98(10) . . ? C11 C10 C15 117.86(10) . . ? C12 C11 C10 121.06(11) . . ? C12 C11 H11A 119.5 . . ? C10 C11 H11A 119.5 . . ? C11 C12 C13 120.94(11) . . ? C11 C12 H12A 119.5 . . ? C13 C12 H12A 119.5 . . ? C14 C13 C12 120.07(11) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C13 C14 C15 121.03(11) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C16 C15 C14 121.83(10) . . ? C16 C15 C10 119.14(10) . . ? C14 C15 C10 119.02(10) . . ? C17 C16 C15 121.54(10) . . ? C17 C16 H16A 119.2 . . ? C15 C16 H16A 119.2 . . ? C16 C17 C18 121.13(11) . . ? C16 C17 C22 119.80(10) . . ? C18 C17 C22 119.07(11) . . ? C19 C18 C17 120.96(12) . . ? C19 C18 H18A 119.5 . . ? C17 C18 H18A 119.5 . . ? C18 C19 C20 120.08(12) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C21 C20 C19 121.09(12) . . ? C21 C20 H20A 119.5 . . ? C19 C20 H20A 119.5 . . ? C20 C21 C22 120.98(12) . . ? C20 C21 H21A 119.5 . . ? C22 C21 H21A 119.5 . . ? C9 C22 C21 122.78(10) . . ? C9 C22 C17 119.39(10) . . ? C21 C22 C17 117.82(10) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.337 _refine_diff_density_min -0.159 _refine_diff_density_rms 0.036 # Attachment '- GQ235.CIF' data_3t _database_code_depnum_ccdc_archive 'CCDC 821507' #TrackingRef '- GQ235.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 Ag N2 O2, F6 Sb' _chemical_formula_sum 'C44 H30 Ag F6 N2 O2 Sb' _chemical_formula_weight 962.33 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' F F 0.0171 0.0103 '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' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 40.453(6) _cell_length_b 9.9935(15) _cell_length_c 9.4455(14) _cell_angle_alpha 90.00 _cell_angle_beta 103.001(11) _cell_angle_gamma 90.00 _cell_volume 3720.6(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7494 _cell_measurement_theta_min 5.79 _cell_measurement_theta_max 51.55 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5573 _exptl_absorpt_correction_T_max 0.9740 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42865 _diffrn_reflns_av_R_equivalents 0.0874 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -53 _diffrn_reflns_limit_h_max 53 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 28.00 _reflns_number_total 4501 _reflns_number_gt 4366 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0480P)^2^+5.6051P] 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 4501 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0876 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.002 _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 0.5000 0.5000 0.0000 0.04040(9) Uani 1 2 d S . . N1 N 0.53643(5) 0.5833(2) 0.17771(19) 0.0334(4) Uani 1 1 d . . . O1 O 0.61640(5) 1.01863(17) 0.80715(19) 0.0407(4) Uani 1 1 d . . . C1 C 0.55725(7) 0.5062(2) 0.2743(3) 0.0373(5) Uani 1 1 d . . . H1A H 0.5576 0.4127 0.2567 0.045 Uiso 1 1 calc R . . C2 C 0.57830(6) 0.5571(2) 0.3989(2) 0.0342(5) Uani 1 1 d . . . H2A H 0.5930 0.4992 0.4641 0.041 Uiso 1 1 calc R . . C3 C 0.57784(5) 0.6934(2) 0.4283(2) 0.0268(4) Uani 1 1 d . . . C4 C 0.55642(5) 0.7734(2) 0.3269(2) 0.0310(4) Uani 1 1 d . . . H4A H 0.5554 0.8672 0.3421 0.037 Uiso 1 1 calc R . . C5 C 0.53653(6) 0.7152(2) 0.2038(2) 0.0323(4) Uani 1 1 d . . . H5A H 0.5223 0.7713 0.1346 0.039 Uiso 1 1 calc R . . C6 C 0.60037(5) 0.7469(2) 0.5602(2) 0.0279(4) Uani 1 1 d . . . H6A H 0.6183 0.6909 0.6094 0.034 Uiso 1 1 calc R . . C7 C 0.59775(6) 0.8674(2) 0.6164(2) 0.0293(4) Uani 1 1 d . . . H7A H 0.5800 0.9251 0.5692 0.035 Uiso 1 1 calc R . . C8 C 0.62147(5) 0.9149(2) 0.7498(2) 0.0286(4) Uani 1 1 d . . . C9 C 0.65208(5) 0.8302(2) 0.8127(2) 0.0264(4) Uani 1 1 d . . . C10 C 0.67979(5) 0.8301(2) 0.7471(2) 0.0291(4) Uani 1 1 d . . . C11 C 0.68096(6) 0.9122(3) 0.6244(2) 0.0388(5) Uani 1 1 d . . . H11A H 0.6617 0.9644 0.5808 0.047 Uiso 1 1 calc R . . C12 C 0.70905(7) 0.9167(3) 0.5696(3) 0.0485(6) Uani 1 1 d . . . H12A H 0.7095 0.9732 0.4892 0.058 Uiso 1 1 calc R . . C13 C 0.73789(7) 0.8378(3) 0.6311(3) 0.0485(6) Uani 1 1 d . . . H13A H 0.7576 0.8431 0.5926 0.058 Uiso 1 1 calc R . . C14 C 0.73750(6) 0.7553(3) 0.7440(3) 0.0416(5) Uani 1 1 d . . . H14A H 0.7567 0.7010 0.7819 0.050 Uiso 1 1 calc R . . C15 C 0.70871(6) 0.7483(2) 0.8072(2) 0.0325(4) Uani 1 1 d . . . C16 C 0.70810(6) 0.6681(2) 0.9266(2) 0.0346(5) Uani 1 1 d . . . H16A H 0.7268 0.6107 0.9632 0.041 Uiso 1 1 calc R . . C17 C 0.68089(6) 0.6697(2) 0.9943(2) 0.0316(4) Uani 1 1 d . . . C18 C 0.68084(7) 0.5920(3) 1.1210(3) 0.0422(5) Uani 1 1 d . . . H18A H 0.6991 0.5323 1.1567 0.051 Uiso 1 1 calc R . . C19 C 0.65533(8) 0.6021(3) 1.1908(3) 0.0479(6) Uani 1 1 d . . . H19A H 0.6559 0.5505 1.2757 0.057 Uiso 1 1 calc R . . C20 C 0.62763(7) 0.6894(3) 1.1381(3) 0.0420(5) Uani 1 1 d . . . H20A H 0.6102 0.6978 1.1901 0.050 Uiso 1 1 calc R . . C21 C 0.62573(6) 0.7611(2) 1.0144(2) 0.0331(4) Uani 1 1 d . . . H21A H 0.6065 0.8158 0.9783 0.040 Uiso 1 1 calc R . . C22 C 0.65241(5) 0.7550(2) 0.9384(2) 0.0269(4) Uani 1 1 d . . . Sb1 Sb 0.5000 0.138021(19) 0.2500 0.02997(8) Uani 1 2 d S . . F1 F 0.54300(4) 0.1409(2) 0.3747(2) 0.0609(5) Uani 1 1 d . A . F2 F 0.51412(16) 0.0044(6) 0.1417(5) 0.113(3) Uani 0.697(13) 1 d P A 1 F3 F 0.51323(14) 0.2628(5) 0.1349(5) 0.107(3) Uani 0.697(13) 1 d P A 1 F2' F 0.51935(19) 0.157(3) 0.0975(9) 0.160(13) Uani 0.303(13) 1 d P A 2 F3' F 0.5000 0.3280(14) 0.2500 0.158(13) Uani 0.303(13) 2 d SP A 2 F3" F 0.5000 -0.0324(11) 0.2500 0.144(15) Uani 0.303(13) 2 d SP 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 Ag1 0.04214(15) 0.04872(17) 0.02520(13) -0.01205(9) -0.00326(10) -0.01138(11) N1 0.0367(9) 0.0383(10) 0.0217(8) -0.0064(7) -0.0004(7) -0.0080(8) O1 0.0485(10) 0.0324(8) 0.0343(8) -0.0094(7) -0.0048(7) 0.0074(7) C1 0.0475(13) 0.0288(10) 0.0311(11) -0.0047(8) -0.0002(10) -0.0074(9) C2 0.0453(12) 0.0284(10) 0.0244(9) -0.0003(8) -0.0018(8) -0.0034(9) C3 0.0301(9) 0.0295(10) 0.0186(8) -0.0012(7) 0.0009(7) -0.0046(7) C4 0.0325(10) 0.0314(10) 0.0248(9) -0.0033(8) -0.0027(8) -0.0007(8) C5 0.0337(10) 0.0371(11) 0.0217(9) -0.0021(8) -0.0032(8) -0.0023(9) C6 0.0307(9) 0.0285(10) 0.0204(8) 0.0006(7) -0.0028(7) -0.0013(7) C7 0.0300(10) 0.0312(10) 0.0221(9) -0.0004(7) -0.0035(8) 0.0011(7) C8 0.0324(10) 0.0266(9) 0.0233(9) -0.0011(7) -0.0007(7) 0.0014(8) C9 0.0292(9) 0.0249(9) 0.0206(8) -0.0034(7) -0.0039(7) -0.0006(7) C10 0.0327(10) 0.0310(10) 0.0201(8) -0.0042(8) -0.0013(7) -0.0023(8) C11 0.0398(12) 0.0454(13) 0.0282(10) 0.0044(9) 0.0013(9) -0.0028(10) C12 0.0510(15) 0.0625(18) 0.0315(11) 0.0031(11) 0.0085(11) -0.0095(13) C13 0.0402(13) 0.0697(18) 0.0368(12) -0.0102(12) 0.0114(11) -0.0089(12) C14 0.0331(11) 0.0521(14) 0.0370(12) -0.0108(10) 0.0025(9) 0.0011(10) C15 0.0311(10) 0.0360(11) 0.0262(10) -0.0082(8) -0.0023(8) -0.0010(8) C16 0.0314(10) 0.0338(10) 0.0319(10) -0.0036(9) -0.0068(8) 0.0043(8) C17 0.0342(10) 0.0300(10) 0.0245(9) 0.0001(8) -0.0063(8) -0.0014(8) C18 0.0431(12) 0.0400(13) 0.0354(12) 0.0105(10) -0.0085(10) -0.0018(10) C19 0.0533(15) 0.0536(15) 0.0313(12) 0.0141(11) -0.0018(11) -0.0109(13) C20 0.0451(13) 0.0487(14) 0.0315(11) 0.0011(10) 0.0071(10) -0.0103(11) C21 0.0355(10) 0.0331(10) 0.0285(10) -0.0026(8) 0.0023(8) -0.0040(8) C22 0.0307(9) 0.0252(9) 0.0204(8) -0.0037(7) -0.0033(7) -0.0030(7) Sb1 0.03145(12) 0.02481(11) 0.02944(12) 0.000 -0.00205(8) 0.000 F1 0.0362(8) 0.0942(16) 0.0438(9) -0.0066(9) -0.0089(7) -0.0030(8) F2 0.137(5) 0.110(4) 0.068(3) -0.052(3) -0.026(3) 0.073(4) F3 0.125(5) 0.109(4) 0.065(3) 0.047(3) -0.026(3) -0.083(4) F2' 0.026(3) 0.42(4) 0.038(4) 0.006(9) 0.013(3) 0.005(8) F3' 0.115(13) 0.041(6) 0.31(4) 0.000 0.034(17) 0.000 F3" 0.088(11) 0.026(5) 0.26(3) 0.000 -0.087(17) 0.000 _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 Ag1 N1 2.1375(18) . ? Ag1 N1 2.1376(18) 5_665 ? N1 C1 1.338(3) . ? N1 C5 1.341(3) . ? O1 C8 1.209(3) . ? C1 C2 1.385(3) . ? C1 H1A 0.9500 . ? C2 C3 1.391(3) . ? C2 H2A 0.9500 . ? C3 C4 1.391(3) . ? C3 C6 1.469(3) . ? C4 C5 1.385(3) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 C7 1.330(3) . ? C6 H6A 0.9500 . ? C7 C8 1.479(3) . ? C7 H7A 0.9500 . ? C8 C9 1.507(3) . ? C9 C10 1.398(3) . ? C9 C22 1.403(3) . ? C10 C11 1.429(3) . ? C10 C15 1.435(3) . ? C11 C12 1.351(4) . ? C11 H11A 0.9500 . ? C12 C13 1.420(4) . ? C12 H12A 0.9500 . ? C13 C14 1.351(4) . ? C13 H13A 0.9500 . ? C14 C15 1.425(3) . ? C14 H14A 0.9500 . ? C15 C16 1.389(3) . ? C16 C17 1.391(3) . ? C16 H16A 0.9500 . ? C17 C18 1.427(3) . ? C17 C22 1.435(3) . ? C18 C19 1.347(4) . ? C18 H18A 0.9500 . ? C19 C20 1.419(4) . ? C19 H19A 0.9500 . ? C20 C21 1.358(3) . ? C20 H20A 0.9500 . ? C21 C22 1.426(3) . ? C21 H21A 0.9500 . ? Sb1 F3" 1.703(11) . ? Sb1 F2' 1.798(8) 2_655 ? Sb1 F2' 1.798(8) . ? Sb1 F3 1.813(3) . ? Sb1 F3 1.813(3) 2_655 ? Sb1 F2 1.849(3) . ? Sb1 F2 1.849(3) 2_655 ? Sb1 F1 1.8687(16) . ? Sb1 F1 1.8687(16) 2_655 ? Sb1 F3' 1.899(14) . ? 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 Ag1 N1 180.00(9) . 5_665 ? C1 N1 C5 117.75(18) . . ? C1 N1 Ag1 121.88(16) . . ? C5 N1 Ag1 120.01(15) . . ? N1 C1 C2 122.7(2) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C1 C2 C3 119.7(2) . . ? C1 C2 H2A 120.1 . . ? C3 C2 H2A 120.1 . . ? C4 C3 C2 117.40(18) . . ? C4 C3 C6 123.10(19) . . ? C2 C3 C6 119.48(19) . . ? C5 C4 C3 119.4(2) . . ? C5 C4 H4A 120.3 . . ? C3 C4 H4A 120.3 . . ? N1 C5 C4 123.0(2) . . ? N1 C5 H5A 118.5 . . ? C4 C5 H5A 118.5 . . ? C7 C6 C3 125.34(19) . . ? C7 C6 H6A 117.3 . . ? C3 C6 H6A 117.3 . . ? C6 C7 C8 122.39(19) . . ? C6 C7 H7A 118.8 . . ? C8 C7 H7A 118.8 . . ? O1 C8 C7 120.92(19) . . ? O1 C8 C9 120.80(19) . . ? C7 C8 C9 118.28(18) . . ? C10 C9 C22 121.27(19) . . ? C10 C9 C8 119.69(19) . . ? C22 C9 C8 119.03(19) . . ? C9 C10 C11 122.3(2) . . ? C9 C10 C15 119.2(2) . . ? C11 C10 C15 118.4(2) . . ? C12 C11 C10 120.9(2) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C11 C12 C13 120.6(3) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C14 C13 C12 120.5(3) . . ? C14 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? C13 C14 C15 121.1(2) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C16 C15 C14 122.3(2) . . ? C16 C15 C10 119.2(2) . . ? C14 C15 C10 118.5(2) . . ? C15 C16 C17 121.8(2) . . ? C15 C16 H16A 119.1 . . ? C17 C16 H16A 119.1 . . ? C16 C17 C18 122.0(2) . . ? C16 C17 C22 119.4(2) . . ? C18 C17 C22 118.6(2) . . ? C19 C18 C17 121.0(2) . . ? C19 C18 H18A 119.5 . . ? C17 C18 H18A 119.5 . . ? C18 C19 C20 120.4(2) . . ? C18 C19 H19A 119.8 . . ? C20 C19 H19A 119.8 . . ? C21 C20 C19 120.9(2) . . ? C21 C20 H20A 119.6 . . ? C19 C20 H20A 119.6 . . ? C20 C21 C22 120.5(2) . . ? C20 C21 H21A 119.7 . . ? C22 C21 H21A 119.7 . . ? C9 C22 C21 122.6(2) . . ? C9 C22 C17 118.9(2) . . ? C21 C22 C17 118.5(2) . . ? F3" Sb1 F2' 96.0(8) . 2_655 ? F3" Sb1 F2' 96.0(8) . . ? F2' Sb1 F2' 168.0(16) 2_655 . ? F3" Sb1 F3 133.5(2) . . ? F2' Sb1 F3 130.5(10) 2_655 . ? F2' Sb1 F3 37.5(7) . . ? F3" Sb1 F3 133.5(2) . 2_655 ? F2' Sb1 F3 37.5(7) 2_655 2_655 ? F2' Sb1 F3 130.5(10) . 2_655 ? F3 Sb1 F3 93.0(5) . 2_655 ? F3" Sb1 F2 43.8(2) . . ? F2' Sb1 F2 139.8(9) 2_655 . ? F2' Sb1 F2 52.3(7) . . ? F3 Sb1 F2 89.8(3) . . ? F3 Sb1 F2 176.7(3) 2_655 . ? F3" Sb1 F2 43.8(2) . 2_655 ? F2' Sb1 F2 52.3(7) 2_655 2_655 ? F2' Sb1 F2 139.8(9) . 2_655 ? F3 Sb1 F2 176.7(3) . 2_655 ? F3 Sb1 F2 89.8(3) 2_655 2_655 ? F2 Sb1 F2 87.5(5) . 2_655 ? F3" Sb1 F1 90.89(7) . . ? F2' Sb1 F1 90.3(3) 2_655 . ? F2' Sb1 F1 89.5(3) . . ? F3 Sb1 F1 90.50(16) . . ? F3 Sb1 F1 88.28(16) 2_655 . ? F2 Sb1 F1 90.01(17) . . ? F2 Sb1 F1 91.26(17) 2_655 . ? F3" Sb1 F1 90.89(7) . 2_655 ? F2' Sb1 F1 89.5(3) 2_655 2_655 ? F2' Sb1 F1 90.3(3) . 2_655 ? F3 Sb1 F1 88.28(16) . 2_655 ? F3 Sb1 F1 90.50(15) 2_655 2_655 ? F2 Sb1 F1 91.26(17) . 2_655 ? F2 Sb1 F1 90.01(17) 2_655 2_655 ? F1 Sb1 F1 178.23(13) . 2_655 ? F3" Sb1 F3' 180.000(1) . . ? F2' Sb1 F3' 84.0(8) 2_655 . ? F2' Sb1 F3' 84.0(8) . . ? F3 Sb1 F3' 46.5(2) . . ? F3 Sb1 F3' 46.5(2) 2_655 . ? F2 Sb1 F3' 136.2(2) . . ? F2 Sb1 F3' 136.2(2) 2_655 . ? F1 Sb1 F3' 89.11(7) . . ? F1 Sb1 F3' 89.11(7) 2_655 . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.778 _refine_diff_density_min -1.207 _refine_diff_density_rms 0.104