data_7g _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-(1H-indol-3-yl)-2,2-diphenylethanone ; _chemical_name_common ? _chemical_melting_point 468-470 _chemical_formula_moiety 'C22 H17 N O' _chemical_formula_sum 'C22 H17 N O' _chemical_formula_weight 311.37 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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3392(15) _cell_length_b 10.293(2) _cell_length_c 12.030(3) _cell_angle_alpha 101.890(12) _cell_angle_beta 102.401(12) _cell_angle_gamma 95.231(10) _cell_volume 859.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9642 _exptl_absorpt_correction_T_max 0.9855 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8374 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3863 _reflns_number_gt 2864 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO' _computing_cell_refinement 'PROCESS-AUTO' _computing_data_reduction 'PROCESS-AUTO' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'yadokari-XG' _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^)+(0.0764P)^2^+0.0413P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3863 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1374 _refine_ls_wR_factor_gt 0.1277 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 0.28226(15) 0.23300(13) 0.43736(11) 0.0610(3) Uani 1 1 d . . . C1 C 0.38940(16) 0.18068(14) 0.36670(12) 0.0548(3) Uani 1 1 d . . . H17 H 0.3442 0.1176 0.2961 0.066 Uiso 1 1 calc R . . C2 C 0.57696(15) 0.23438(12) 0.41430(11) 0.0460(3) Uani 1 1 d . . . C3 C 0.58124(15) 0.32893(12) 0.52258(10) 0.0447(3) Uani 1 1 d . . . C4 C 0.72065(17) 0.41840(13) 0.60870(11) 0.0517(3) Uani 1 1 d . . . H1 H 0.8455 0.4259 0.6033 0.062 Uiso 1 1 calc R . . C5 C 0.6690(2) 0.49551(15) 0.70216(12) 0.0598(4) Uani 1 1 d . . . H2 H 0.7615 0.5544 0.7604 0.072 Uiso 1 1 calc R . . C6 C 0.4836(2) 0.48793(16) 0.71194(13) 0.0640(4) Uani 1 1 d . . . H3 H 0.4547 0.5412 0.7765 0.077 Uiso 1 1 calc R . . C7 C 0.3423(2) 0.40321(16) 0.62796(14) 0.0630(4) Uani 1 1 d . . . H4 H 0.2176 0.3983 0.6337 0.076 Uiso 1 1 calc R . . C8 C 0.39345(16) 0.32484(13) 0.53379(12) 0.0505(3) Uani 1 1 d . . . C9 C 0.73562(15) 0.20429(13) 0.36541(10) 0.0452(3) Uani 1 1 d . . . O1 O 0.89743(11) 0.25492(10) 0.41874(8) 0.0568(3) Uani 1 1 d . . . C10 C 0.70214(17) 0.11149(13) 0.24269(11) 0.0496(3) Uani 1 1 d . . . H5 H 0.5795 0.0560 0.2267 0.060 Uiso 1 1 calc R . . C11 C 0.85141(17) 0.01662(13) 0.23916(11) 0.0498(3) Uani 1 1 d . . . C12 C 0.9432(2) -0.00837(15) 0.14932(12) 0.0609(4) Uani 1 1 d . . . H6 H 0.9188 0.0370 0.0896 0.073 Uiso 1 1 calc R . . C13 C 1.0711(2) -0.10018(16) 0.14675(13) 0.0687(4) Uani 1 1 d . . . H7 H 1.1301 -0.1161 0.0851 0.082 Uiso 1 1 calc R . . C14 C 1.1106(2) -0.16692(16) 0.23399(14) 0.0708(4) Uani 1 1 d . . . H8 H 1.1965 -0.2280 0.2324 0.085 Uiso 1 1 calc R . . C15 C 1.0216(3) -0.14273(18) 0.32446(16) 0.0793(5) Uani 1 1 d . . . H9 H 1.0486 -0.1871 0.3848 0.095 Uiso 1 1 calc R . . C16 C 0.8920(2) -0.05276(16) 0.32638(14) 0.0694(4) Uani 1 1 d . . . H10 H 0.8314 -0.0389 0.3873 0.083 Uiso 1 1 calc R . . C17 C 0.68831(18) 0.19803(14) 0.15384(11) 0.0529(3) Uani 1 1 d . . . C18 C 0.5279(2) 0.18147(17) 0.06405(14) 0.0717(4) Uani 1 1 d . . . H11 H 0.4287 0.1149 0.0568 0.086 Uiso 1 1 calc R . . C19 C 0.5135(3) 0.2627(2) -0.01499(15) 0.0895(6) Uani 1 1 d . . . H12 H 0.4051 0.2502 -0.0748 0.107 Uiso 1 1 calc R . . C20 C 0.6579(3) 0.3615(2) -0.00560(16) 0.0873(6) Uani 1 1 d . . . H13 H 0.6477 0.4161 -0.0587 0.105 Uiso 1 1 calc R . . C21 C 0.8180(3) 0.37944(19) 0.08281(16) 0.0796(5) Uani 1 1 d . . . H14 H 0.9166 0.4462 0.0894 0.095 Uiso 1 1 calc R . . C22 C 0.8331(2) 0.29861(17) 0.16197(14) 0.0653(4) Uani 1 1 d . . . H15 H 0.9420 0.3118 0.2216 0.078 Uiso 1 1 calc R . . H16 H 0.154(3) 0.2156(19) 0.4216(17) 0.094(6) 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 N1 0.0334(5) 0.0774(8) 0.0709(8) 0.0084(6) 0.0178(5) 0.0087(5) C1 0.0375(6) 0.0662(8) 0.0578(8) 0.0060(6) 0.0129(5) 0.0085(6) C2 0.0359(6) 0.0557(7) 0.0481(7) 0.0110(5) 0.0128(5) 0.0121(5) C3 0.0382(6) 0.0534(7) 0.0480(7) 0.0149(5) 0.0148(5) 0.0161(5) C4 0.0428(6) 0.0602(7) 0.0528(7) 0.0123(6) 0.0112(5) 0.0136(6) C5 0.0623(8) 0.0626(8) 0.0519(8) 0.0077(6) 0.0111(6) 0.0145(7) C6 0.0732(9) 0.0715(9) 0.0561(8) 0.0129(7) 0.0274(7) 0.0306(8) C7 0.0528(7) 0.0787(9) 0.0694(9) 0.0198(8) 0.0304(7) 0.0262(7) C8 0.0394(6) 0.0601(7) 0.0572(8) 0.0152(6) 0.0176(5) 0.0150(6) C9 0.0367(6) 0.0556(7) 0.0454(6) 0.0113(5) 0.0121(5) 0.0126(5) O1 0.0325(4) 0.0795(6) 0.0532(5) 0.0020(4) 0.0114(4) 0.0099(4) C10 0.0416(6) 0.0588(7) 0.0475(7) 0.0073(6) 0.0115(5) 0.0119(5) C11 0.0512(7) 0.0529(7) 0.0464(7) 0.0087(5) 0.0136(5) 0.0152(6) C12 0.0730(9) 0.0723(9) 0.0469(7) 0.0185(6) 0.0210(6) 0.0326(7) C13 0.0867(10) 0.0764(9) 0.0566(8) 0.0177(7) 0.0324(7) 0.0397(8) C14 0.0884(11) 0.0670(9) 0.0676(10) 0.0194(7) 0.0261(8) 0.0396(8) C15 0.1097(13) 0.0779(10) 0.0707(10) 0.0351(8) 0.0351(9) 0.0448(10) C16 0.0930(11) 0.0730(9) 0.0611(9) 0.0266(7) 0.0391(8) 0.0338(8) C17 0.0534(7) 0.0609(7) 0.0447(7) 0.0059(6) 0.0121(5) 0.0242(6) C18 0.0766(10) 0.0708(9) 0.0568(9) 0.0030(7) -0.0024(7) 0.0257(8) C19 0.1137(15) 0.0927(13) 0.0540(9) 0.0109(9) -0.0058(9) 0.0485(12) C20 0.1269(16) 0.0913(13) 0.0637(10) 0.0310(9) 0.0341(11) 0.0615(13) C21 0.0887(12) 0.0896(12) 0.0820(12) 0.0395(10) 0.0391(10) 0.0336(10) C22 0.0598(8) 0.0830(10) 0.0631(9) 0.0273(8) 0.0205(7) 0.0235(8) _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 1.3440(17) . ? N1 C8 1.3806(18) . ? N1 H16 0.91(2) . ? C1 C2 1.3858(17) . ? C1 H17 0.9300 . ? C2 C9 1.4432(16) . ? C2 C3 1.4489(17) . ? C3 C4 1.3958(18) . ? C3 C8 1.4111(16) . ? C4 C5 1.3814(19) . ? C4 H1 0.9300 . ? C5 C6 1.387(2) . ? C5 H2 0.9300 . ? C6 C7 1.370(2) . ? C6 H3 0.9300 . ? C7 C8 1.3915(19) . ? C7 H4 0.9300 . ? C9 O1 1.2311(14) . ? C9 C10 1.5402(17) . ? C10 C17 1.5194(19) . ? C10 C11 1.5340(17) . ? C10 H5 0.9800 . ? C11 C16 1.383(2) . ? C11 C12 1.3847(18) . ? C12 C13 1.392(2) . ? C12 H6 0.9300 . ? C13 C14 1.364(2) . ? C13 H7 0.9300 . ? C14 C15 1.377(2) . ? C14 H8 0.9300 . ? C15 C16 1.387(2) . ? C15 H9 0.9300 . ? C16 H10 0.9300 . ? C17 C18 1.387(2) . ? C17 C22 1.387(2) . ? C18 C19 1.384(3) . ? C18 H11 0.9300 . ? C19 C20 1.369(3) . ? C19 H12 0.9300 . ? C20 C21 1.374(3) . ? C20 H13 0.9300 . ? C21 C22 1.382(2) . ? C21 H14 0.9300 . ? C22 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C8 109.97(11) . . ? C1 N1 H16 125.3(13) . . ? C8 N1 H16 124.6(13) . . ? N1 C1 C2 110.13(12) . . ? N1 C1 H17 124.9 . . ? C2 C1 H17 124.9 . . ? C1 C2 C9 127.20(12) . . ? C1 C2 C3 105.93(10) . . ? C9 C2 C3 126.86(11) . . ? C4 C3 C8 118.15(11) . . ? C4 C3 C2 135.26(10) . . ? C8 C3 C2 106.56(10) . . ? C5 C4 C3 118.50(12) . . ? C5 C4 H1 120.7 . . ? C3 C4 H1 120.7 . . ? C4 C5 C6 122.12(13) . . ? C4 C5 H2 118.9 . . ? C6 C5 H2 118.9 . . ? C7 C6 C5 121.04(13) . . ? C7 C6 H3 119.5 . . ? C5 C6 H3 119.5 . . ? C6 C7 C8 117.15(12) . . ? C6 C7 H4 121.4 . . ? C8 C7 H4 121.4 . . ? N1 C8 C7 129.59(12) . . ? N1 C8 C3 107.40(11) . . ? C7 C8 C3 123.01(13) . . ? O1 C9 C2 121.03(11) . . ? O1 C9 C10 119.25(10) . . ? C2 C9 C10 119.68(10) . . ? C17 C10 C11 115.14(10) . . ? C17 C10 C9 108.31(10) . . ? C11 C10 C9 110.81(10) . . ? C17 C10 H5 107.4 . . ? C11 C10 H5 107.4 . . ? C9 C10 H5 107.4 . . ? C16 C11 C12 117.51(12) . . ? C16 C11 C10 119.29(11) . . ? C12 C11 C10 123.13(12) . . ? C11 C12 C13 121.22(14) . . ? C11 C12 H6 119.4 . . ? C13 C12 H6 119.4 . . ? C14 C13 C12 120.47(14) . . ? C14 C13 H7 119.8 . . ? C12 C13 H7 119.8 . . ? C13 C14 C15 119.13(14) . . ? C13 C14 H8 120.4 . . ? C15 C14 H8 120.4 . . ? C14 C15 C16 120.52(15) . . ? C14 C15 H9 119.7 . . ? C16 C15 H9 119.7 . . ? C11 C16 C15 121.13(13) . . ? C11 C16 H10 119.4 . . ? C15 C16 H10 119.4 . . ? C18 C17 C22 117.92(15) . . ? C18 C17 C10 120.94(14) . . ? C22 C17 C10 121.12(12) . . ? C19 C18 C17 120.87(17) . . ? C19 C18 H11 119.6 . . ? C17 C18 H11 119.6 . . ? C20 C19 C18 120.40(17) . . ? C20 C19 H12 119.8 . . ? C18 C19 H12 119.8 . . ? C19 C20 C21 119.57(18) . . ? C19 C20 H13 120.2 . . ? C21 C20 H13 120.2 . . ? C20 C21 C22 120.27(18) . . ? C20 C21 H14 119.9 . . ? C22 C21 H14 119.9 . . ? C21 C22 C17 120.97(15) . . ? C21 C22 H15 119.5 . . ? C17 C22 H15 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 N1 C1 C2 0.85(17) . . . . ? N1 C1 C2 C9 -179.96(13) . . . . ? N1 C1 C2 C3 -0.89(16) . . . . ? C1 C2 C3 C4 -177.19(15) . . . . ? C9 C2 C3 C4 1.9(2) . . . . ? C1 C2 C3 C8 0.59(14) . . . . ? C9 C2 C3 C8 179.67(12) . . . . ? C8 C3 C4 C5 1.85(19) . . . . ? C2 C3 C4 C5 179.44(14) . . . . ? C3 C4 C5 C6 -0.9(2) . . . . ? C4 C5 C6 C7 -0.4(2) . . . . ? C5 C6 C7 C8 0.6(2) . . . . ? C1 N1 C8 C7 179.34(15) . . . . ? C1 N1 C8 C3 -0.45(16) . . . . ? C6 C7 C8 N1 -179.33(14) . . . . ? C6 C7 C8 C3 0.4(2) . . . . ? C4 C3 C8 N1 178.12(12) . . . . ? C2 C3 C8 N1 -0.11(15) . . . . ? C4 C3 C8 C7 -1.7(2) . . . . ? C2 C3 C8 C7 -179.91(13) . . . . ? C1 C2 C9 O1 -177.02(13) . . . . ? C3 C2 C9 O1 4.1(2) . . . . ? C1 C2 C9 C10 5.2(2) . . . . ? C3 C2 C9 C10 -173.64(12) . . . . ? O1 C9 C10 C17 -84.93(14) . . . . ? C2 C9 C10 C17 92.86(14) . . . . ? O1 C9 C10 C11 42.27(16) . . . . ? C2 C9 C10 C11 -139.95(12) . . . . ? C17 C10 C11 C16 171.39(12) . . . . ? C9 C10 C11 C16 48.05(16) . . . . ? C17 C10 C11 C12 -11.64(18) . . . . ? C9 C10 C11 C12 -134.98(13) . . . . ? C16 C11 C12 C13 0.2(2) . . . . ? C10 C11 C12 C13 -176.86(13) . . . . ? C11 C12 C13 C14 -0.7(2) . . . . ? C12 C13 C14 C15 0.3(3) . . . . ? C13 C14 C15 C16 0.7(3) . . . . ? C12 C11 C16 C15 0.8(2) . . . . ? C10 C11 C16 C15 177.92(15) . . . . ? C14 C15 C16 C11 -1.2(3) . . . . ? C11 C10 C17 C18 114.15(13) . . . . ? C9 C10 C17 C18 -121.19(13) . . . . ? C11 C10 C17 C22 -67.80(16) . . . . ? C9 C10 C17 C22 56.85(15) . . . . ? C22 C17 C18 C19 0.2(2) . . . . ? C10 C17 C18 C19 178.27(13) . . . . ? C17 C18 C19 C20 -0.2(3) . . . . ? C18 C19 C20 C21 0.2(3) . . . . ? C19 C20 C21 C22 -0.2(3) . . . . ? C20 C21 C22 C17 0.2(2) . . . . ? C18 C17 C22 C21 -0.2(2) . . . . ? C10 C17 C22 C21 -178.29(13) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.141 _refine_diff_density_min -0.191 _refine_diff_density_rms 0.040