# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 440/119 data_2'-diethylborylchalcone #------------------------------------------------------------------------------ _audit_creation_date 'Thu Jan 21 18:45:12 1999' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record '99-01-22 text and data added by Yuji Mikata' #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution SIR88 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #------------------------------------------------------------------------------ _chemical_compound_source ; 2'-diethylboryl-4"-dimethylamino-1,3-diphenylpropen-1-one ; _chemical_formula_weight 436.42 _chemical_formula_sum 'C30 H35 B N O' _chemical_formula_moiety 'C21 H26 B N O, C9 H9' #------------------------------------------------------------------------------ _cell_length_a 9.622(4) _cell_length_b 15.155(5) _cell_length_c 9.522(3) _cell_angle_alpha 101.21(3) _cell_angle_beta 95.90(4) _cell_angle_gamma 108.32(3) _cell_volume 1272.9(9) _cell_formula_units_Z 2 _cell_measurement_temperature 153.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 14.8 _cell_measurement_theta_max 15.0 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.800 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 470.00 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 153.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.60 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 3 1 -1 0 2 -1 1 2 _diffrn_reflns_number 6203 _reflns_number_total 5852 _reflns_number_gt 3338 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.056 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.06214 _diffrn_orient_matrix_UB_12 0.05185 _diffrn_orient_matrix_UB_13 0.08605 _diffrn_orient_matrix_UB_21 -0.01367 _diffrn_orient_matrix_UB_22 0.04934 _diffrn_orient_matrix_UB_23 -0.05081 _diffrn_orient_matrix_UB_31 -0.09121 _diffrn_orient_matrix_UB_32 -0.00198 _diffrn_orient_matrix_UB_33 0.04290 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'B' 'B' 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 1.6605(1) 0.71185(9) 0.8372(1) 0.0315(4) Uani 1.00 d . . . N(1) N 0.8348(2) 0.2863(1) 0.4311(2) 0.0345(5) Uani 1.00 d . . . C(1) C 1.8555(2) 0.8215(1) 0.7495(2) 0.0289(5) Uani 1.00 d . . . C(2) C 1.9748(2) 0.8866(1) 0.7097(2) 0.0344(6) Uani 1.00 d . . . C(3) C 1.9777(2) 0.8873(2) 0.5638(2) 0.0374(6) Uani 1.00 d . . . C(4) C 1.8624(2) 0.8249(2) 0.4546(2) 0.0374(6) Uani 1.00 d . . . C(5) C 1.7420(2) 0.7599(2) 0.4895(2) 0.0331(6) Uani 1.00 d . . . C(6) C 1.7412(2) 0.7587(1) 0.6359(2) 0.0278(5) Uani 1.00 d . . . C(7) C 1.6290(2) 0.6957(1) 0.6971(2) 0.0281(5) Uani 1.00 d . . . C(8) C 1.4959(2) 0.6229(1) 0.6165(2) 0.0300(5) Uani 1.00 d . . . C(9) C 1.3921(2) 0.5691(1) 0.6823(2) 0.0281(5) Uani 1.00 d . . . C(10) C 1.2520(2) 0.4965(1) 0.6147(2) 0.0264(5) Uani 1.00 d . . . C(11) C 1.1976(2) 0.4724(1) 0.4639(2) 0.0290(5) Uani 1.00 d . . . C(12) C 1.0619(2) 0.4037(1) 0.4031(2) 0.0293(5) Uani 1.00 d . . . C(13) C 0.9702(2) 0.3538(1) 0.4903(2) 0.0279(5) Uani 1.00 d . . . C(14) C 1.0247(2) 0.3776(1) 0.6412(2) 0.0316(5) Uani 1.00 d . . . C(15) C 1.1603(2) 0.4470(1) 0.7002(2) 0.0302(5) Uani 1.00 d . . . C(16) C 0.7848(3) 0.2560(2) 0.2744(2) 0.0414(6) Uani 1.00 d . . . C(17) C 0.7387(3) 0.2391(2) 0.5225(3) 0.0479(7) Uani 1.00 d . . . C(18) C 1.9189(2) 0.7603(2) 0.9964(2) 0.0349(6) Uani 1.00 d . . . C(19) C 2.0635(3) 0.8380(2) 1.0820(3) 0.0420(6) Uani 1.00 d . . . C(20) C 1.7714(2) 0.8852(2) 1.0013(2) 0.0354(6) Uani 1.00 d . . . C(21) C 1.6357(3) 0.9060(2) 0.9388(3) 0.0507(8) Uani 1.00 d . . . C(22) C 1.3460(3) 0.6994(2) 1.0840(2) 0.0420(7) Uani 1.00 d . . . C(23) C 1.4768(3) 0.6810(2) 1.1145(2) 0.0450(7) Uani 1.00 d . . . C(24) C 1.4714(3) 0.5925(2) 1.1355(2) 0.0435(7) Uani 1.00 d . . . C(25) C 1.3359(3) 0.5220(2) 1.1271(2) 0.0405(6) Uani 1.00 d . . . C(26) C 1.2059(3) 0.5410(2) 1.0977(2) 0.0397(6) Uani 1.00 d . . . C(27) C 1.2111(3) 0.6296(2) 1.0753(2) 0.0399(6) Uani 1.00 d . . . C(28) C 0.4228(3) 0.0455(2) 0.5856(3) 0.0474(7) Uani 1.00 d . . . C(29) C 0.3797(3) 0.0193(2) 0.4368(3) 0.0454(7) Uani 1.00 d . . . C(30) C 0.4564(3) -0.0261(2) 0.3501(3) 0.0468(7) Uani 1.00 d . . . B(1) B 1.8128(2) 0.8004(2) 0.9023(2) 0.0302(6) Uani 1.00 d . . . H(1) H 2.055(2) 0.933(1) 0.784(2) 0.041(6) Uiso 1.00 calc . . . H(2) H 2.066(2) 0.935(2) 0.539(2) 0.043(6) Uiso 1.00 calc . . . H(3) H 1.868(2) 0.830(1) 0.359(2) 0.038(6) Uiso 1.00 calc . . . H(4) H 1.662(2) 0.714(2) 0.411(2) 0.043(6) Uiso 1.00 calc . . . H(5) H 1.482(2) 0.615(1) 0.511(2) 0.035(6) Uiso 1.00 calc . . . H(6) H 1.418(2) 0.582(1) 0.790(2) 0.034(5) Uiso 1.00 calc . . . H(7) H 1.256(2) 0.509(1) 0.400(2) 0.036(5) Uiso 1.00 calc . . . H(8) H 1.025(2) 0.388(1) 0.296(2) 0.036(6) Uiso 1.00 calc . . . H(9) H 0.968(2) 0.344(1) 0.701(2) 0.036(6) Uiso 1.00 calc . . . H(10) H 1.194(2) 0.463(1) 0.807(2) 0.035(5) Uiso 1.00 calc . . . H(11) H 0.690(3) 0.200(2) 0.252(3) 0.071(8) Uiso 1.00 calc . . . H(12) H 0.772(3) 0.307(2) 0.231(3) 0.060(7) Uiso 1.00 calc . . . H(13) H 0.850(3) 0.232(2) 0.217(3) 0.071(8) Uiso 1.00 calc . . . H(14) H 0.722(3) 0.292(2) 0.605(3) 0.078(9) Uiso 1.00 calc . . . H(15) H 0.644(3) 0.196(2) 0.465(3) 0.076(9) Uiso 1.00 calc . . . H(16) H 0.787(3) 0.199(2) 0.572(3) 0.075(9) Uiso 1.00 calc . . . H(17) H 1.862(2) 0.728(2) 1.069(2) 0.048(6) Uiso 1.00 calc . . . H(18) H 1.943(2) 0.705(2) 0.928(2) 0.052(6) Uiso 1.00 calc . . . H(19) H 2.133(3) 0.814(2) 1.147(2) 0.053(7) Uiso 1.00 calc . . . H(20) H 2.124(3) 0.868(2) 1.013(2) 0.054(7) Uiso 1.00 calc . . . H(21) H 2.041(3) 0.889(2) 1.149(3) 0.065(8) Uiso 1.00 calc . . . H(22) H 1.756(2) 0.873(2) 1.106(2) 0.051(6) Uiso 1.00 calc . . . H(23) H 1.858(2) 0.943(2) 1.016(2) 0.041(6) Uiso 1.00 calc . . . H(24) H 1.618(3) 0.968(2) 1.007(3) 0.070(8) Uiso 1.00 calc . . . H(25) H 1.645(3) 0.919(2) 0.842(3) 0.076(9) Uiso 1.00 calc . . . H(26) H 1.539(3) 0.848(2) 0.930(3) 0.068(8) Uiso 1.00 calc . . . H(27) H 1.347(3) 0.762(2) 1.068(3) 0.068(8) Uiso 1.00 calc . . . H(28) H 1.568(3) 0.729(2) 1.115(3) 0.062(8) Uiso 1.00 calc . . . H(29) H 1.566(3) 0.577(2) 1.156(3) 0.065(7) Uiso 1.00 calc . . . H(30) H 1.331(3) 0.457(2) 1.143(2) 0.060(7) Uiso 1.00 calc . . . H(31) H 1.109(3) 0.491(2) 1.094(2) 0.052(7) Uiso 1.00 calc . . . H(32) H 1.118(3) 0.645(2) 1.056(2) 0.049(6) Uiso 1.00 calc . . . H(33) H 0.369(3) 0.081(2) 0.649(3) 0.064(8) Uiso 1.00 calc . . . H(34) H 0.295(3) 0.033(2) 0.391(3) 0.066(8) Uiso 1.00 calc . . . H(35) H 0.424(3) -0.046(2) 0.242(3) 0.072(8) Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0313(7) 0.0294(7) 0.0282(7) 0.0047(6) 0.0013(6) 0.0054(6) N(1) 0.0279(9) 0.0353(10) 0.0342(9) 0.0048(8) 0.0020(7) 0.0058(7) C(1) 0.030(1) 0.0251(10) 0.033(1) 0.0120(8) 0.0040(8) 0.0058(8) C(2) 0.032(1) 0.030(1) 0.040(1) 0.0093(9) 0.0058(9) 0.0070(9) C(3) 0.035(1) 0.034(1) 0.047(1) 0.0110(10) 0.0130(10) 0.0162(10) C(4) 0.043(1) 0.041(1) 0.035(1) 0.018(1) 0.0111(10) 0.0142(10) C(5) 0.036(1) 0.034(1) 0.030(1) 0.0150(10) 0.0031(9) 0.0062(9) C(6) 0.028(1) 0.0261(10) 0.0306(10) 0.0120(8) 0.0048(8) 0.0064(8) C(7) 0.030(1) 0.0264(10) 0.0286(10) 0.0128(8) 0.0019(8) 0.0043(8) C(8) 0.030(1) 0.030(1) 0.028(1) 0.0096(9) 0.0009(8) 0.0047(8) C(9) 0.030(1) 0.028(1) 0.0267(10) 0.0139(8) 0.0019(8) 0.0021(8) C(10) 0.0256(10) 0.0251(9) 0.0268(9) 0.0100(8) 0.0017(8) 0.0017(8) C(11) 0.032(1) 0.030(1) 0.0259(10) 0.0115(9) 0.0054(8) 0.0068(8) C(12) 0.030(1) 0.032(1) 0.0250(10) 0.0118(9) 0.0018(8) 0.0035(8) C(13) 0.0251(10) 0.0262(10) 0.0315(10) 0.0098(8) 0.0032(8) 0.0041(8) C(14) 0.030(1) 0.037(1) 0.030(1) 0.0105(9) 0.0087(8) 0.0112(9) C(15) 0.031(1) 0.035(1) 0.0244(10) 0.0131(9) 0.0033(8) 0.0053(8) C(16) 0.033(1) 0.044(1) 0.037(1) 0.009(1) -0.0031(10) -0.002(1) C(17) 0.033(1) 0.048(1) 0.050(1) -0.003(1) 0.005(1) 0.014(1) C(18) 0.035(1) 0.034(1) 0.031(1) 0.0100(9) 0.0007(9) 0.0048(9) C(19) 0.036(1) 0.041(1) 0.042(1) 0.011(1) -0.005(1) 0.004(1) C(20) 0.032(1) 0.031(1) 0.038(1) 0.0075(9) 0.0039(9) 0.0036(9) C(21) 0.053(2) 0.058(2) 0.054(2) 0.032(1) 0.010(1) 0.016(1) C(22) 0.054(1) 0.040(1) 0.038(1) 0.020(1) 0.011(1) 0.0135(10) C(23) 0.039(1) 0.050(1) 0.042(1) 0.008(1) 0.010(1) 0.012(1) C(24) 0.041(1) 0.057(2) 0.038(1) 0.025(1) 0.0056(10) 0.010(1) C(25) 0.055(1) 0.041(1) 0.030(1) 0.021(1) 0.0070(10) 0.0102(9) C(26) 0.039(1) 0.043(1) 0.036(1) 0.011(1) 0.0091(10) 0.0113(10) C(27) 0.040(1) 0.049(1) 0.038(1) 0.021(1) 0.0082(10) 0.013(1) C(28) 0.050(1) 0.045(1) 0.056(2) 0.023(1) 0.016(1) 0.019(1) C(29) 0.038(1) 0.041(1) 0.060(2) 0.014(1) 0.007(1) 0.020(1) C(30) 0.051(1) 0.042(1) 0.048(1) 0.016(1) 0.006(1) 0.014(1) B(1) 0.027(1) 0.025(1) 0.031(1) 0.0022(9) -0.0014(9) 0.0024(9) #------------------------------------------------------------------------------ _refine_special_details ; Refinement based on F against all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F, conventional R-factors (R) are calculated on F, with F set to zero for negative F. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. thus the refinement was done using all reflections. ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.016(3) _refine_ls_number_reflns 3338 _refine_ls_number_parameters 439 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_all 0.0558 _refine_ls_wR_factor_ref 0.0460 _refine_ls_wR_factor_gt 0.0460 _refine_ls_goodness_of_fit_all 1.447 _refine_ls_goodness_of_fit_ref 1.626 _refine_ls_shift/su_max 0.0040 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.15 _refine_diff_density_max 0.18 #------------------------------------------------------------------------------ _geom_special_details none loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(7) 1.294(2) 1_555 1_555 yes O(1) B(1) 1.608(2) 1_555 1_555 yes N(1) C(13) 1.359(2) 1_555 1_555 yes N(1) C(16) 1.455(3) 1_555 1_555 yes N(1) C(17) 1.455(3) 1_555 1_555 yes C(1) C(2) 1.398(3) 1_555 1_555 yes C(1) C(6) 1.408(3) 1_555 1_555 yes C(1) B(1) 1.616(3) 1_555 1_555 yes C(2) C(3) 1.395(3) 1_555 1_555 yes C(3) C(4) 1.388(3) 1_555 1_555 yes C(4) C(5) 1.383(3) 1_555 1_555 yes C(5) C(6) 1.398(3) 1_555 1_555 yes C(6) C(7) 1.455(3) 1_555 1_555 yes C(7) C(8) 1.424(3) 1_555 1_555 yes C(8) C(9) 1.367(3) 1_555 1_555 yes C(9) C(10) 1.434(3) 1_555 1_555 yes C(10) C(11) 1.411(3) 1_555 1_555 yes C(10) C(15) 1.405(3) 1_555 1_555 yes C(11) C(12) 1.372(3) 1_555 1_555 yes C(12) C(13) 1.420(3) 1_555 1_555 yes C(13) C(14) 1.412(3) 1_555 1_555 yes C(14) C(15) 1.372(3) 1_555 1_555 yes C(18) C(19) 1.533(3) 1_555 1_555 yes C(18) B(1) 1.622(3) 1_555 1_555 yes C(20) C(21) 1.526(3) 1_555 1_555 yes C(20) B(1) 1.621(3) 1_555 1_555 yes C(22) C(23) 1.387(3) 1_555 1_555 yes C(22) C(27) 1.375(3) 1_555 1_555 yes C(23) C(24) 1.380(3) 1_555 1_555 yes C(24) C(25) 1.385(3) 1_555 1_555 yes C(25) C(26) 1.383(3) 1_555 1_555 yes C(26) C(27) 1.386(3) 1_555 1_555 yes C(28) C(29) 1.376(3) 1_555 1_555 yes C(28) C(30) 1.397(3) 1_555 2_656 yes C(29) C(30) 1.386(3) 1_555 1_555 yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(7) O(1) B(1) 111.5(1) 1_555 1_555 1_555 yes C(13) N(1) C(16) 121.1(2) 1_555 1_555 1_555 yes C(13) N(1) C(17) 120.8(2) 1_555 1_555 1_555 yes C(16) N(1) C(17) 118.1(2) 1_555 1_555 1_555 yes C(2) C(1) C(6) 116.7(2) 1_555 1_555 1_555 yes C(2) C(1) B(1) 134.6(2) 1_555 1_555 1_555 yes C(6) C(1) B(1) 108.7(2) 1_555 1_555 1_555 yes C(1) C(2) C(3) 120.4(2) 1_555 1_555 1_555 yes C(1) C(2) H(1) 120(1) 1_555 1_555 1_555 no C(3) C(2) H(1) 119(1) 1_555 1_555 1_555 no C(2) C(3) C(4) 121.3(2) 1_555 1_555 1_555 yes C(2) C(3) H(2) 118(1) 1_555 1_555 1_555 no C(4) C(3) H(2) 120(1) 1_555 1_555 1_555 no C(3) C(4) C(5) 120.0(2) 1_555 1_555 1_555 yes C(3) C(4) H(3) 117(1) 1_555 1_555 1_555 no C(5) C(4) H(3) 122(1) 1_555 1_555 1_555 no C(4) C(5) C(6) 118.3(2) 1_555 1_555 1_555 yes C(4) C(5) H(4) 119(1) 1_555 1_555 1_555 no C(6) C(5) H(4) 121(1) 1_555 1_555 1_555 no C(1) C(6) C(5) 123.3(2) 1_555 1_555 1_555 yes C(1) C(6) C(7) 109.0(2) 1_555 1_555 1_555 yes C(5) C(6) C(7) 127.8(2) 1_555 1_555 1_555 yes O(1) C(7) C(6) 113.2(2) 1_555 1_555 1_555 yes O(1) C(7) C(8) 121.3(2) 1_555 1_555 1_555 yes C(6) C(7) C(8) 125.5(2) 1_555 1_555 1_555 yes C(7) C(8) C(9) 122.3(2) 1_555 1_555 1_555 yes C(7) C(8) H(5) 115(1) 1_555 1_555 1_555 no C(9) C(8) H(5) 121(1) 1_555 1_555 1_555 no C(8) C(9) C(10) 127.8(2) 1_555 1_555 1_555 yes C(8) C(9) H(6) 115(1) 1_555 1_555 1_555 no C(10) C(9) H(6) 116(1) 1_555 1_555 1_555 no C(9) C(10) C(11) 123.3(2) 1_555 1_555 1_555 yes C(9) C(10) C(15) 119.8(2) 1_555 1_555 1_555 yes C(11) C(10) C(15) 116.9(2) 1_555 1_555 1_555 yes C(10) C(11) C(12) 121.8(2) 1_555 1_555 1_555 yes C(10) C(11) H(7) 119(1) 1_555 1_555 1_555 no C(12) C(11) H(7) 118(1) 1_555 1_555 1_555 no C(11) C(12) C(13) 121.0(2) 1_555 1_555 1_555 yes C(11) C(12) H(8) 120(1) 1_555 1_555 1_555 no C(13) C(12) H(8) 118(1) 1_555 1_555 1_555 no N(1) C(13) C(12) 121.3(2) 1_555 1_555 1_555 yes N(1) C(13) C(14) 121.3(2) 1_555 1_555 1_555 yes C(12) C(13) C(14) 117.3(2) 1_555 1_555 1_555 yes C(13) C(14) C(15) 120.8(2) 1_555 1_555 1_555 yes C(13) C(14) H(9) 119(1) 1_555 1_555 1_555 no C(15) C(14) H(9) 119(1) 1_555 1_555 1_555 no C(10) C(15) C(14) 122.2(2) 1_555 1_555 1_555 yes C(10) C(15) H(10) 118(1) 1_555 1_555 1_555 no C(14) C(15) H(10) 118(1) 1_555 1_555 1_555 no N(1) C(16) H(11) 109(1) 1_555 1_555 1_555 no N(1) C(16) H(12) 113(1) 1_555 1_555 1_555 no N(1) C(16) H(13) 116(1) 1_555 1_555 1_555 no H(11) C(16) H(12) 110(2) 1_555 1_555 1_555 no H(11) C(16) H(13) 103(2) 1_555 1_555 1_555 no H(12) C(16) H(13) 104(2) 1_555 1_555 1_555 no N(1) C(17) H(14) 109(1) 1_555 1_555 1_555 no N(1) C(17) H(15) 110(1) 1_555 1_555 1_555 no N(1) C(17) H(16) 110(1) 1_555 1_555 1_555 no H(14) C(17) H(15) 110(2) 1_555 1_555 1_555 no H(14) C(17) H(16) 108(2) 1_555 1_555 1_555 no H(15) C(17) H(16) 107(2) 1_555 1_555 1_555 no C(19) C(18) B(1) 113.7(2) 1_555 1_555 1_555 yes C(19) C(18) H(17) 108(1) 1_555 1_555 1_555 no C(19) C(18) H(18) 110(1) 1_555 1_555 1_555 no B(1) C(18) H(17) 109(1) 1_555 1_555 1_555 no B(1) C(18) H(18) 110(1) 1_555 1_555 1_555 no H(17) C(18) H(18) 104(1) 1_555 1_555 1_555 no C(18) C(19) H(19) 115(1) 1_555 1_555 1_555 no C(18) C(19) H(20) 109(1) 1_555 1_555 1_555 no C(18) C(19) H(21) 110(1) 1_555 1_555 1_555 no H(19) C(19) H(20) 106(1) 1_555 1_555 1_555 no H(19) C(19) H(21) 106(1) 1_555 1_555 1_555 no H(20) C(19) H(21) 108(1) 1_555 1_555 1_555 no C(21) C(20) B(1) 117.0(2) 1_555 1_555 1_555 yes C(21) C(20) H(22) 107(1) 1_555 1_555 1_555 no C(21) C(20) H(23) 108(1) 1_555 1_555 1_555 no B(1) C(20) H(22) 111(1) 1_555 1_555 1_555 no B(1) C(20) H(23) 105(1) 1_555 1_555 1_555 no H(22) C(20) H(23) 106(1) 1_555 1_555 1_555 no C(20) C(21) H(24) 113(1) 1_555 1_555 1_555 no C(20) C(21) H(25) 110(1) 1_555 1_555 1_555 no C(20) C(21) H(26) 110(1) 1_555 1_555 1_555 no H(24) C(21) H(25) 107(1) 1_555 1_555 1_555 no H(24) C(21) H(26) 105(1) 1_555 1_555 1_555 no H(25) C(21) H(26) 109(2) 1_555 1_555 1_555 no C(23) C(22) C(27) 120.0(2) 1_555 1_555 1_555 yes C(23) C(22) H(27) 121(1) 1_555 1_555 1_555 no C(27) C(22) H(27) 118(1) 1_555 1_555 1_555 no C(22) C(23) C(24) 119.9(2) 1_555 1_555 1_555 yes C(22) C(23) H(28) 118(1) 1_555 1_555 1_555 no C(24) C(23) H(28) 121(1) 1_555 1_555 1_555 no C(23) C(24) C(25) 120.4(2) 1_555 1_555 1_555 yes C(23) C(24) H(29) 121(1) 1_555 1_555 1_555 no C(25) C(24) H(29) 118(1) 1_555 1_555 1_555 no C(24) C(25) C(26) 119.4(2) 1_555 1_555 1_555 yes C(24) C(25) H(30) 120(1) 1_555 1_555 1_555 no C(26) C(25) H(30) 119(1) 1_555 1_555 1_555 no C(25) C(26) C(27) 120.3(2) 1_555 1_555 1_555 yes C(25) C(26) H(31) 119(1) 1_555 1_555 1_555 no C(27) C(26) H(31) 120(1) 1_555 1_555 1_555 no C(22) C(27) C(26) 120.0(2) 1_555 1_555 1_555 yes C(22) C(27) H(32) 118(1) 1_555 1_555 1_555 no C(26) C(27) H(32) 121(1) 1_555 1_555 1_555 no C(29) C(28) C(30) 120.1(2) 1_555 1_555 2_656 yes C(29) C(28) H(33) 120(1) 1_555 1_555 1_555 no C(30) C(28) H(33) 119(1) 2_656 1_555 1_555 no C(28) C(29) C(30) 120.2(2) 1_555 1_555 1_555 yes C(28) C(29) H(34) 120(1) 1_555 1_555 1_555 no C(30) C(29) H(34) 119(1) 1_555 1_555 1_555 no C(28) C(30) C(29) 119.7(2) 2_656 1_555 1_555 yes C(28) C(30) H(35) 120(1) 2_656 1_555 1_555 no C(29) C(30) H(35) 120(1) 1_555 1_555 1_555 no O(1) B(1) C(1) 97.6(1) 1_555 1_555 1_555 yes O(1) B(1) C(18) 106.1(2) 1_555 1_555 1_555 yes O(1) B(1) C(20) 107.5(2) 1_555 1_555 1_555 yes C(1) B(1) C(18) 117.6(2) 1_555 1_555 1_555 yes C(1) B(1) C(20) 113.5(2) 1_555 1_555 1_555 yes C(18) B(1) C(20) 112.6(2) 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 O(1) C(7) C(6) C(1) -0.1(2) 1_555 1_555 1_555 1_555 yes O(1) C(7) C(6) C(5) 179.5(2) 1_555 1_555 1_555 1_555 yes O(1) C(7) C(8) C(9) 2.6(3) 1_555 1_555 1_555 1_555 yes O(1) B(1) C(1) C(2) -178.3(2) 1_555 1_555 1_555 1_555 yes O(1) B(1) C(1) C(6) 2.8(2) 1_555 1_555 1_555 1_555 yes O(1) B(1) C(18) C(19) -173.3(2) 1_555 1_555 1_555 1_555 yes O(1) B(1) C(20) C(21) -44.0(2) 1_555 1_555 1_555 1_555 yes N(1) C(13) C(12) C(11) 179.2(2) 1_555 1_555 1_555 1_555 yes N(1) C(13) C(14) C(15) -178.8(2) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) 0.9(3) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(5) C(4) 1.1(3) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(7) C(8) 179.5(2) 1_555 1_555 1_555 1_555 yes C(1) B(1) O(1) C(7) -3.0(2) 1_555 1_555 1_555 1_555 yes C(1) B(1) C(18) C(19) 78.9(2) 1_555 1_555 1_555 1_555 yes C(1) B(1) C(20) C(21) 62.7(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(5) -0.7(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(7) 178.9(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) B(1) C(18) -65.6(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) B(1) C(20) 68.8(3) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) -0.5(3) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) -0.3(3) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) B(1) -179.1(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) -0.5(3) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) -178.5(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(1) B(1) 178.4(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) -0.9(3) 1_555 1_555 1_555 1_555 yes C(6) C(1) B(1) C(18) 115.6(2) 1_555 1_555 1_555 1_555 yes C(6) C(1) B(1) C(20) -110.1(2) 1_555 1_555 1_555 1_555 yes C(6) C(7) O(1) B(1) 2.2(2) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) -177.0(2) 1_555 1_555 1_555 1_555 yes C(7) O(1) B(1) C(18) -124.7(2) 1_555 1_555 1_555 1_555 yes C(7) O(1) B(1) C(20) 114.6(2) 1_555 1_555 1_555 1_555 yes C(7) C(6) C(1) B(1) -2.0(2) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) 177.5(2) 1_555 1_555 1_555 1_555 yes C(8) C(7) O(1) B(1) -177.5(2) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(10) C(11) -2.6(3) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(10) C(15) 178.7(2) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(11) C(12) -178.9(2) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(15) C(14) 179.4(2) 1_555 1_555 1_555 1_555 yes C(10) C(11) C(12) C(13) 0.0(3) 1_555 1_555 1_555 1_555 yes C(10) C(15) C(14) C(13) -0.9(3) 1_555 1_555 1_555 1_555 yes C(11) C(10) C(15) C(14) 0.7(3) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) -0.3(3) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(10) C(15) -0.2(3) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(16) 6.1(3) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(17) -176.9(2) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 0.7(3) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(16) -174.5(2) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(17) 2.5(3) 1_555 1_555 1_555 1_555 yes C(18) B(1) C(20) C(21) -160.5(2) 1_555 1_555 1_555 1_555 yes C(19) C(18) B(1) C(20) -55.9(2) 1_555 1_555 1_555 1_555 yes C(22) C(23) C(24) C(25) -0.4(3) 1_555 1_555 1_555 1_555 yes C(22) C(27) C(26) C(25) -0.8(3) 1_555 1_555 1_555 1_555 yes C(23) C(22) C(27) C(26) 0.3(3) 1_555 1_555 1_555 1_555 yes C(23) C(24) C(25) C(26) -0.1(3) 1_555 1_555 1_555 1_555 yes C(24) C(23) C(22) C(27) 0.3(3) 1_555 1_555 1_555 1_555 yes C(24) C(25) C(26) C(27) 0.7(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(23) 3.352(3) 1_555 1_555 ? C(4) C(14) 3.555(3) 1_555 2_866 ? C(6) C(12) 3.537(3) 1_555 2_866 ? C(9) C(16) 3.557(3) 1_555 2_766 ? C(11) C(13) 3.480(3) 1_555 2_766 ? #------------------------------------------------------------------------------ _publ_contact_author_name ' Dr. Yoshikazu Sugihara' _publ_contact_author_address ; Department of Chemistry, Faculty of Science, Yamaguchi University, Yamag uchi City 753-8512, Japan ; _publ_contact_author_email 'sugihara@po.cc.yamaguchi-u.ac.jp' _publ_contact_author_fax '+81 (0)839 33-5768 ' _publ_contact_author_phone '+81 (0)839 33 5730 ' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'New Journal of Chemistry' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_address ' Toshihiro Murafuji' ; Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguc hi City 753-8512, Japan ; _publ_section_synopsis ; ENTER SYNOPSIS ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1998). teXsan. Single Crystal Structure Analysis Software. Version 1.9. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; data_dimethylaminochalcone #----------------------------------------------------------------------- _audit_creation_date 'Thu Jan 21 18:59:41 1999' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record '99-01-22 text and data added by Yuji Mikata' #----------------------------------------------------------------------- _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #----------------------------------------------------------------------- _chemical_compound_source ; 4"-dimethylamino-1,3-diphenylpropen-1-one ; _chemical_formula_weight 251.33 _chemical_formula_sum 'C17 H17 N O ' _chemical_formula_moiety 'C17 H17 N O ' #----------------------------------------------------------------------- _cell_length_a 9.491(4) _cell_length_b 11.884(3) _cell_length_c 12.912(3) _cell_angle_alpha 90 _cell_angle_beta 108.35(2) _cell_angle_gamma 90 _cell_volume 1382.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 153.2 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 14.2 _cell_measurement_theta_max 15.0 #----------------------------------------------------------------------- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z #----------------------------------------------------------------------- _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.208 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536.00 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none _exptl_special_details none #----------------------------------------------------------------------- _diffrn_special_details none _diffrn_ambient_temperature 153.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.16 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 1 1 -2 -1 1 -1 1 -2 _diffrn_reflns_number 3531 _reflns_number_total 3339 _reflns_number_gt 1347 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_av_sigmaI/netI 0.086 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.08268 _diffrn_orient_matrix_UB_12 -0.01207 _diffrn_orient_matrix_UB_13 -0.06961 _diffrn_orient_matrix_UB_21 -0.02075 _diffrn_orient_matrix_UB_22 -0.07512 _diffrn_orient_matrix_UB_23 0.02695 _diffrn_orient_matrix_UB_31 -0.07111 _diffrn_orient_matrix_UB_32 0.03595 _diffrn_orient_matrix_UB_33 0.03296 #----------------------------------------------------------------------- loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #----------------------------------------------------------------------- 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O -0.3143(3) 0.0425(2) 0.6691(2) 0.0705(8) Uani 1.00 d . . . N(1) N 0.5313(3) 0.1294(3) 1.1347(2) 0.0557(9) Uani 1.00 d . . . C(1) C -0.3251(3) 0.2088(3) 0.5687(3) 0.0467(10) Uani 1.00 d . . . C(2) C -0.4497(5) 0.1736(4) 0.4861(4) 0.078(1) Uani 1.00 d . . . C(3) C -0.5247(6) 0.2474(5) 0.4053(4) 0.099(2) Uani 1.00 d . . . C(4) C -0.4798(5) 0.3555(4) 0.4049(4) 0.087(2) Uani 1.00 d . . . C(5) C -0.3585(5) 0.3944(4) 0.4893(4) 0.091(2) Uani 1.00 d . . . C(6) C -0.2814(5) 0.3206(4) 0.5685(4) 0.076(1) Uani 1.00 d . . . C(7) C -0.2476(4) 0.1272(3) 0.6554(3) 0.0486(10) Uani 1.00 d . . . C(8) C -0.0951(4) 0.1502(3) 0.7234(3) 0.0469(10) Uani 1.00 d . . . C(9) C -0.0242(4) 0.0810(3) 0.8048(3) 0.0459(10) Uani 1.00 d . . . C(10) C 0.1228(3) 0.0922(3) 0.8838(2) 0.0431(9) Uani 1.00 d . . . C(11) C 0.2190(4) 0.1815(3) 0.8837(3) 0.0480(10) Uani 1.00 d . . . C(12) C 0.3553(4) 0.1925(3) 0.9638(3) 0.0475(10) Uani 1.00 d . . . C(13) C 0.4017(3) 0.1146(3) 1.0507(3) 0.0447(9) Uani 1.00 d . . . C(14) C 0.3081(4) 0.0230(3) 1.0490(3) 0.053(1) Uani 1.00 d . . . C(15) C 0.1735(4) 0.0126(3) 0.9675(3) 0.052(1) Uani 1.00 d . . . C(16) C 0.6302(6) 0.2221(5) 1.1359(5) 0.077(2) Uani 1.00 d . . . C(17) C 0.5795(5) 0.0453(5) 1.2197(4) 0.065(1) Uani 1.00 d . . . H(1) H -0.483(4) 0.097(3) 0.490(3) 0.08(1) Uiso 1.00 calc . . . H(2) H -0.594(5) 0.217(3) 0.352(3) 0.09(1) Uiso 1.00 calc . . . H(3) H -0.533(5) 0.405(4) 0.346(4) 0.11(2) Uiso 1.00 calc . . . H(4) H -0.327(5) 0.478(5) 0.493(4) 0.13(2) Uiso 1.00 calc . . . H(5) H -0.190(4) 0.345(3) 0.629(3) 0.09(1) Uiso 1.00 calc . . . H(6) H -0.047(3) 0.213(3) 0.704(2) 0.047(9) Uiso 1.00 calc . . . H(7) H -0.075(3) 0.021(3) 0.818(2) 0.040(9) Uiso 1.00 calc . . . H(8) H 0.193(4) 0.241(3) 0.829(3) 0.07(1) Uiso 1.00 calc . . . H(9) H 0.420(3) 0.257(3) 0.960(3) 0.057(9) Uiso 1.00 calc . . . H(10) H 0.335(3) -0.032(2) 1.105(2) 0.043(9) Uiso 1.00 calc . . . H(11) H 0.104(4) -0.051(3) 0.967(3) 0.07(1) Uiso 1.00 calc . . . H(12) H 0.584(5) 0.298(4) 1.138(4) 0.12(2) Uiso 1.00 calc . . . H(13) H 0.652(5) 0.224(5) 1.073(5) 0.14(3) Uiso 1.00 calc . . . H(14) H 0.711(6) 0.214(4) 1.195(5) 0.13(2) Uiso 1.00 calc . . . H(15) H 0.661(5) 0.066(3) 1.275(3) 0.08(1) Uiso 1.00 calc . . . H(16) H 0.590(6) -0.030(5) 1.203(5) 0.16(3) Uiso 1.00 calc . . . H(17) H 0.502(4) 0.035(3) 1.262(3) 0.08(1) Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.061(2) 0.065(2) 0.069(2) -0.022(1) -0.002(1) 0.014(1) N(1) 0.044(2) 0.063(2) 0.050(2) -0.003(1) 0.000(1) 0.007(2) C(1) 0.044(2) 0.050(2) 0.043(2) 0.000(2) 0.010(2) 0.003(2) C(2) 0.068(3) 0.061(3) 0.076(3) -0.011(2) -0.019(2) 0.009(2) C(3) 0.085(3) 0.093(4) 0.083(4) -0.005(3) -0.029(3) 0.010(3) C(4) 0.072(3) 0.086(4) 0.087(4) 0.011(3) 0.004(3) 0.036(3) C(5) 0.077(3) 0.070(3) 0.108(4) -0.005(3) 0.004(3) 0.030(3) C(6) 0.063(3) 0.062(3) 0.083(3) -0.008(2) -0.004(2) 0.020(2) C(7) 0.051(2) 0.049(2) 0.043(2) -0.010(2) 0.010(2) -0.001(2) C(8) 0.048(2) 0.046(2) 0.041(2) -0.007(2) 0.006(2) -0.001(2) C(9) 0.049(2) 0.039(2) 0.049(2) -0.006(2) 0.015(2) -0.002(2) C(10) 0.040(2) 0.039(2) 0.046(2) -0.001(1) 0.008(2) -0.002(2) C(11) 0.051(2) 0.041(2) 0.047(2) -0.002(2) 0.007(2) 0.004(2) C(12) 0.047(2) 0.042(2) 0.050(2) -0.004(2) 0.011(2) 0.001(2) C(13) 0.041(2) 0.043(2) 0.048(2) 0.004(2) 0.011(2) 0.002(2) C(14) 0.051(2) 0.044(2) 0.058(2) 0.008(2) 0.009(2) 0.016(2) C(15) 0.046(2) 0.040(2) 0.061(2) -0.004(2) 0.007(2) 0.006(2) C(16) 0.059(3) 0.079(3) 0.074(3) -0.019(3) -0.004(3) 0.011(3) C(17) 0.049(2) 0.081(3) 0.056(2) 0.007(2) 0.001(2) 0.019(2) #----------------------------------------------------------------------- _refine_special_details ; Refinement based on F against all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F, conventional R-factors (R) are calculated on F, with F set to zero for negative F. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. thus the refinement was done using all reflections. ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.010(5) _refine_ls_number_reflns 1347 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_all 0.0904 _refine_ls_wR_factor_ref 0.0651 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_all 1.271 _refine_ls_goodness_of_fit_ref 1.483 _refine_ls_shift/su_max 0.0040 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.19 _refine_diff_density_max 0.21 #----------------------------------------------------------------------- _geom_special_details none loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(7) 1.231(4) 1_555 1_555 yes N(1) C(13) 1.372(4) 1_555 1_555 yes N(1) C(16) 1.444(5) 1_555 1_555 yes N(1) C(17) 1.448(5) 1_555 1_555 yes C(1) C(2) 1.385(5) 1_555 1_555 yes C(1) C(6) 1.392(5) 1_555 1_555 yes C(1) C(7) 1.488(4) 1_555 1_555 yes C(2) C(3) 1.376(6) 1_555 1_555 yes C(3) C(4) 1.355(7) 1_555 1_555 yes C(4) C(5) 1.391(7) 1_555 1_555 yes C(5) C(6) 1.371(6) 1_555 1_555 yes C(7) C(8) 1.464(4) 1_555 1_555 yes C(8) C(9) 1.337(4) 1_555 1_555 yes C(9) C(10) 1.452(4) 1_555 1_555 yes C(10) C(11) 1.400(4) 1_555 1_555 yes C(10) C(15) 1.403(4) 1_555 1_555 yes C(11) C(12) 1.384(4) 1_555 1_555 yes C(12) C(13) 1.413(4) 1_555 1_555 yes C(13) C(14) 1.401(4) 1_555 1_555 yes C(14) C(15) 1.382(4) 1_555 1_555 yes #----------------------------------------------------------------------- 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(13) N(1) C(16) 121.6(3) 1_555 1_555 1_555 yes C(13) N(1) C(17) 120.1(3) 1_555 1_555 1_555 yes C(16) N(1) C(17) 118.0(4) 1_555 1_555 1_555 yes C(2) C(1) C(6) 118.0(3) 1_555 1_555 1_555 yes C(2) C(1) C(7) 118.8(3) 1_555 1_555 1_555 yes C(6) C(1) C(7) 123.1(3) 1_555 1_555 1_555 yes C(1) C(2) C(3) 120.2(4) 1_555 1_555 1_555 yes C(1) C(2) H(1) 117(2) 1_555 1_555 1_555 no C(3) C(2) H(1) 122(2) 1_555 1_555 1_555 no C(2) C(3) C(4) 121.3(5) 1_555 1_555 1_555 yes C(2) C(3) H(2) 114(2) 1_555 1_555 1_555 no C(4) C(3) H(2) 123(2) 1_555 1_555 1_555 no C(3) C(4) C(5) 119.7(5) 1_555 1_555 1_555 yes C(3) C(4) H(3) 119(2) 1_555 1_555 1_555 no C(5) C(4) H(3) 120(2) 1_555 1_555 1_555 no C(4) C(5) C(6) 119.2(5) 1_555 1_555 1_555 yes C(4) C(5) H(4) 120(2) 1_555 1_555 1_555 no C(6) C(5) H(4) 120(2) 1_555 1_555 1_555 no C(1) C(6) C(5) 121.5(4) 1_555 1_555 1_555 yes C(1) C(6) H(5) 117(2) 1_555 1_555 1_555 no C(5) C(6) H(5) 121(2) 1_555 1_555 1_555 no O(1) C(7) C(1) 119.1(3) 1_555 1_555 1_555 yes O(1) C(7) C(8) 121.5(3) 1_555 1_555 1_555 yes C(1) C(7) C(8) 119.4(3) 1_555 1_555 1_555 yes C(7) C(8) C(9) 121.0(3) 1_555 1_555 1_555 yes C(7) C(8) H(6) 116(1) 1_555 1_555 1_555 no C(9) C(8) H(6) 122(1) 1_555 1_555 1_555 no C(8) C(9) C(10) 129.0(3) 1_555 1_555 1_555 yes C(8) C(9) H(7) 117(1) 1_555 1_555 1_555 no C(10) C(9) H(7) 113(1) 1_555 1_555 1_555 no C(9) C(10) C(11) 123.5(3) 1_555 1_555 1_555 yes C(9) C(10) C(15) 120.0(3) 1_555 1_555 1_555 yes C(11) C(10) C(15) 116.5(3) 1_555 1_555 1_555 yes C(10) C(11) C(12) 121.8(3) 1_555 1_555 1_555 yes C(10) C(11) H(8) 122(1) 1_555 1_555 1_555 no C(12) C(11) H(8) 116(1) 1_555 1_555 1_555 no C(11) C(12) C(13) 121.0(3) 1_555 1_555 1_555 yes C(11) C(12) H(9) 119(1) 1_555 1_555 1_555 no C(13) C(12) H(9) 119(1) 1_555 1_555 1_555 no N(1) C(13) C(12) 121.4(3) 1_555 1_555 1_555 yes N(1) C(13) C(14) 121.2(3) 1_555 1_555 1_555 yes C(12) C(13) C(14) 117.3(3) 1_555 1_555 1_555 yes C(13) C(14) C(15) 120.8(3) 1_555 1_555 1_555 yes C(13) C(14) H(10) 120(1) 1_555 1_555 1_555 no C(15) C(14) H(10) 118(1) 1_555 1_555 1_555 no C(10) C(15) C(14) 122.5(3) 1_555 1_555 1_555 yes C(10) C(15) H(11) 116(1) 1_555 1_555 1_555 no C(14) C(15) H(11) 121(2) 1_555 1_555 1_555 no N(1) C(16) H(12) 113(2) 1_555 1_555 1_555 no N(1) C(16) H(13) 110(3) 1_555 1_555 1_555 no N(1) C(16) H(14) 107(3) 1_555 1_555 1_555 no H(12) C(16) H(13) 102(4) 1_555 1_555 1_555 no H(12) C(16) H(14) 109(4) 1_555 1_555 1_555 no H(13) C(16) H(14) 113(4) 1_555 1_555 1_555 no N(1) C(17) H(15) 113(2) 1_555 1_555 1_555 no N(1) C(17) H(16) 120(4) 1_555 1_555 1_555 no N(1) C(17) H(17) 111(2) 1_555 1_555 1_555 no H(15) C(17) H(16) 108(4) 1_555 1_555 1_555 no H(15) C(17) H(17) 100(3) 1_555 1_555 1_555 no H(16) C(17) H(17) 99(4) 1_555 1_555 1_555 no #----------------------------------------------------------------------- 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 O(1) C(7) C(1) C(2) -19.0(5) 1_555 1_555 1_555 1_555 yes O(1) C(7) C(1) C(6) 158.7(4) 1_555 1_555 1_555 1_555 yes O(1) C(7) C(8) C(9) -1.7(5) 1_555 1_555 1_555 1_555 yes N(1) C(13) C(12) C(11) -175.1(3) 1_555 1_555 1_555 1_555 yes N(1) C(13) C(14) C(15) 176.0(3) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -0.5(9) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(5) C(4) -2.4(8) 1_555 1_555 1_555 1_555 yes C(1) C(7) C(8) C(9) 177.3(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(5) 0.0(7) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(7) C(8) 162.0(4) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) -2.0(9) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) 1.5(7) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(7) 179.4(4) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 3.5(9) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(1) C(7) -177.8(4) 1_555 1_555 1_555 1_555 yes C(6) C(1) C(7) C(8) -20.3(5) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) -176.6(3) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(10) C(11) -2.1(6) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(10) C(15) 176.2(4) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(11) C(12) 176.5(3) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(15) C(14) -175.6(3) 1_555 1_555 1_555 1_555 yes C(10) C(11) C(12) C(13) -1.3(5) 1_555 1_555 1_555 1_555 yes C(10) C(15) C(14) C(13) -0.7(6) 1_555 1_555 1_555 1_555 yes C(11) C(10) C(15) C(14) 2.9(5) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) 3.4(5) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(10) C(15) -1.8(5) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(16) -3.1(6) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(17) -176.9(4) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) -2.4(5) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(16) 178.5(4) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(17) 4.8(5) 1_555 1_555 1_555 1_555 yes #----------------------------------------------------------------------- loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(17) 3.430(6) 1_555 3_557 ? O(1) C(5) 3.476(6) 1_555 2_446 ? O(1) C(2) 3.578(5) 1_555 3_456 ? #----------------------------------------------------------------------- _publ_contact_author_name ' Dr. Yoshikazu Sugihara' _publ_contact_author_address ; Department of Chemistry, Faculty of Science, Yamaguchi University, Yamag uchi City 753-8512, Japan ; _publ_contact_author_email 'sugihara@po.cc.yamaguchi-u.ac.jp' _publ_contact_author_fax '+81 (0)839 33-5768' _publ_contact_author_phone '+81 (0)839 33 5730' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'New Journal of Chemistry' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_address 'Toshihiro Murafuji' ; Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguc hi City 753-8512, Japan ; _publ_section_synopsis ; ENTER SYNOPSIS ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1998). teXsan. Single Crystal Structure Analysis Software. Version 1.9. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ;