Electronic Supplementary Material for CrystEngComm This Journal is (c) The Royal Society of Chemistry 2007 data_global #------------------------------------------------------------------------------ _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Chitoshi Kitamura' _publ_contact_author_address ; Department of Materials Science and Chemistry Graduate School of Engineering University of Hyogo 2167 Shosha, Himeji, Hyogo 671-2201, Japan ; _publ_contact_author_email kitamura@eng.u-hyogo.ac.jp _publ_contact_author_fax ' 0-81-792-67-4890 ' _publ_contact_author_phone ' 0-81-792-67-4890 ' #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST loop_ _publ_author_name _publ_author_address C.Kitamura ; Department of Materials Science and Chemistry Graduate School of Engineering University of Hyogo 2167 Shosha, Himeji, Hyogo 671-2201, Japan ; T.Ohara ; Department of Materials Science and Chemistry Graduate School of Engineering University of Hyogo 2167 Shosha, Himeji, Hyogo 671-2201, Japan ; N.Kawatsuki ; Department of Materials Science and Chemistry Graduate School of Engineering University of Hyogo 2167 Shosha, Himeji, Hyogo 671-2201, Japan ; A.Yoneda ; Department of Materials Science and Chemistry Graduate School of Engineering University of Hyogo 2167 Shosha, Himeji, Hyogo 671-2201, Japan ; T.Kobayashi ; Department of Physics and Electronics Graduate School of Engineering Osaka Prefecture University 1-1 Gakuen-cho, Sakai 599-8531, Japan ; H.Naito ; Department of Physics and Electronics Graduate School of Engineering Osaka Prefecture University 1-1 Gakuen-cho, Sakai 599-8531, Japan ; ; T.Komatsu ; ; Goi Research Center Chisso Petrochemical Corporation 5-1 Goikaigan, Ichihara 290-8551, Japan ; T.Kitamura ; Goi Research Center Chisso Petrochemical Corporation 5-1 Goikaigan, Ichihara 290-8551, Japan ; #------------------------------------------------------------------------------ data_TBTred _database_code_depnum_ccdc_archive 'CCDC 642337' #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_name_common '1,4,7,10-tetra(n-butyl)tetracene, form A' _chemical_formula_sum 'C34 H44 ' _chemical_formula_moiety 'C34 H44 ' _chemical_formula_weight 452.72 _chemical_melting_point 401 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 33.27(4) _cell_length_b 4.739(4) _cell_length_c 21.54(2) _cell_angle_alpha 90 _cell_angle_beta 127.46(1) _cell_angle_gamma 90 _cell_volume 2695(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1949 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 223.2 #------------------------------------------------------------------------------ _exptl_crystal_description Needle _exptl_crystal_colour Red _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.030 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.116 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details Coppens_numerical _exptl_absorpt_correction_T_min 0.994 _exptl_absorpt_correction_T_max 0.998 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.62 _diffrn_reflns_number 10890 _diffrn_reflns_av_R_equivalents 0.072 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9887 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9887 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -3 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 24 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3056 _reflns_number_gt 1613 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0864 _refine_ls_wR_factor_ref 0.1852 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3056 _refine_ls_number_parameters 242 _refine_ls_goodness_of_fit_ref 1.196 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0008 _refine_diff_density_max 0.35 _refine_diff_density_min -0.35 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? 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) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 C(1) C 0.6067(1) 0.5028(6) -0.1193(2) 0.0324(8) Uani 1.00 d . . . C(2) C 0.5724(1) 0.4085(7) -0.1090(2) 0.0380(9) Uani 1.00 d . . . C(3) C 0.5847(1) 0.2037(6) -0.0522(2) 0.0397(9) Uani 1.00 d . . . C(4) C 0.6315(1) 0.0892(6) -0.0032(2) 0.0322(8) Uani 1.00 d . . . C(5) C 0.6698(1) 0.1749(5) -0.0112(1) 0.0278(7) Uani 1.00 d . . . C(6) C 0.65748(10) 0.3849(5) -0.0694(1) 0.0278(7) Uani 1.00 d . . . C(7) C 0.6947(1) 0.4696(6) -0.0760(2) 0.0283(8) Uani 1.00 d . . . C(8) C 0.7437(1) 0.3555(5) -0.0284(1) 0.0272(7) Uani 1.00 d . . . C(9) C 0.7184(1) 0.0620(5) 0.0350(2) 0.0279(7) Uani 1.00 d . . . C(10) C 0.5911(1) 0.7159(6) -0.1822(2) 0.0358(9) Uani 1.00 d . . . C(11) C 0.5771(1) 0.5830(6) -0.2577(2) 0.0346(8) Uani 1.00 d . . . C(12) C 0.5554(1) 0.7944(7) -0.3241(2) 0.0427(10) Uani 1.00 d . . . C(13) C 0.5389(2) 0.663(1) -0.4007(2) 0.062(1) Uani 1.00 d . . . C(14) C 0.6433(1) -0.1104(6) 0.0599(2) 0.0338(9) Uani 1.00 d . . . C(15) C 0.6698(1) 0.0382(6) 0.1392(2) 0.0364(9) Uani 1.00 d . . . C(16) C 0.6772(1) -0.1433(7) 0.2032(2) 0.045(1) Uani 1.00 d . . . C(17) C 0.6999(2) 0.0157(8) 0.2782(2) 0.053(1) Uani 1.00 d . . . H(1) H 0.536(1) 0.491(7) -0.146(2) 0.067(10) Uiso 1.00 . . . . H(2) H 0.559(1) 0.142(6) -0.047(2) 0.039(8) Uiso 1.00 . . . . H(3) H 0.6879(9) 0.628(5) -0.115(1) 0.021(6) Uiso 1.00 . . . . H(4) H 0.728(1) -0.088(6) 0.077(2) 0.045(8) Uiso 1.00 . . . . H(5) H 0.618(1) 0.858(7) -0.165(2) 0.045(8) Uiso 1.00 . . . . H(6) H 0.558(1) 0.831(6) -0.195(2) 0.041(8) Uiso 1.00 . . . . H(7) H 0.608(1) 0.485(5) -0.247(1) 0.035(7) Uiso 1.00 . . . . H(8) H 0.548(1) 0.430(6) -0.277(2) 0.038(7) Uiso 1.00 . . . . H(9) H 0.581(1) 0.943(7) -0.307(2) 0.053(9) Uiso 1.00 . . . . H(10) H 0.526(1) 0.894(7) -0.331(2) 0.053(9) Uiso 1.00 . . . . H(11) H 0.569(2) 0.566(9) -0.393(2) 0.09(1) Uiso 1.00 . . . . H(12) H 0.528(1) 0.805(9) -0.439(2) 0.09(1) Uiso 1.00 . . . . H(13) H 0.513(2) 0.509(9) -0.419(2) 0.09(1) Uiso 1.00 . . . . H(14) H 0.664(1) -0.269(6) 0.068(1) 0.036(7) Uiso 1.00 . . . . H(15) H 0.6089(10) -0.185(5) 0.045(1) 0.031(7) Uiso 1.00 . . . . H(16) H 0.704(1) 0.102(6) 0.157(2) 0.040(8) Uiso 1.00 . . . . H(17) H 0.650(1) 0.210(6) 0.133(2) 0.042(8) Uiso 1.00 . . . . H(18) H 0.699(2) -0.309(9) 0.213(2) 0.09(1) Uiso 1.00 . . . . H(19) H 0.644(1) -0.216(6) 0.183(2) 0.040(8) Uiso 1.00 . . . . H(20) H 0.735(2) 0.10(1) 0.305(3) 0.12(1) Uiso 1.00 . . . . H(21) H 0.680(1) 0.192(8) 0.268(2) 0.065(10) Uiso 1.00 . . . . H(22) H 0.704(1) -0.106(7) 0.319(2) 0.065(10) Uiso 1.00 . . . . 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 C(1) 0.030(2) 0.038(2) 0.024(2) 0.004(1) 0.014(1) -0.005(1) C(2) 0.026(2) 0.053(2) 0.029(2) 0.002(1) 0.014(1) -0.005(1) C(3) 0.038(2) 0.047(2) 0.039(2) -0.005(1) 0.026(2) -0.006(1) C(4) 0.030(2) 0.042(2) 0.025(2) -0.006(1) 0.017(1) -0.006(1) C(5) 0.029(2) 0.034(1) 0.022(1) -0.004(1) 0.016(1) -0.006(1) C(6) 0.026(2) 0.032(1) 0.020(1) -0.001(1) 0.011(1) -0.007(1) C(7) 0.028(2) 0.031(1) 0.024(2) 0.002(1) 0.015(1) 0.002(1) C(8) 0.030(2) 0.031(1) 0.019(1) 0.000(1) 0.014(1) -0.004(1) C(9) 0.030(2) 0.032(1) 0.019(1) 0.001(1) 0.014(1) 0.001(1) C(10) 0.031(2) 0.039(2) 0.031(2) 0.006(1) 0.015(1) 0.000(1) C(11) 0.027(2) 0.043(2) 0.027(2) 0.002(1) 0.013(1) -0.001(1) C(12) 0.037(2) 0.050(2) 0.032(2) 0.001(2) 0.017(2) 0.004(1) C(13) 0.064(3) 0.082(3) 0.038(2) 0.003(2) 0.030(2) 0.005(2) C(14) 0.029(2) 0.041(2) 0.035(2) -0.006(1) 0.021(2) -0.005(1) C(15) 0.043(2) 0.041(2) 0.032(2) -0.005(1) 0.026(2) -0.003(1) C(16) 0.057(2) 0.048(2) 0.041(2) -0.003(2) 0.035(2) 0.003(2) C(17) 0.068(3) 0.059(2) 0.035(2) 0.003(2) 0.034(2) 0.005(2) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; 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 C(1) C(2) 1.363(4) . . yes C(1) C(6) 1.454(4) . . yes C(1) C(10) 1.508(4) . . yes C(2) C(3) 1.413(4) . . yes C(3) C(4) 1.355(4) . . yes C(4) C(5) 1.442(4) . . yes C(4) C(14) 1.500(4) . . yes C(5) C(6) 1.452(4) . . yes C(5) C(9) 1.390(4) . . yes C(6) C(7) 1.391(4) . . yes C(7) C(8) 1.401(4) . . yes C(8) C(8) 1.432(5) . 7_655 yes C(8) C(9) 1.407(4) . 7_655 yes C(10) C(11) 1.528(4) . . yes C(11) C(12) 1.521(4) . . yes C(12) C(13) 1.519(5) . . yes C(14) C(15) 1.534(4) . . yes C(15) C(16) 1.514(4) . . yes C(16) C(17) 1.504(4) . . 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(2) C(1) C(6) 117.7(3) . . . yes C(2) C(1) C(10) 120.2(3) . . . yes C(6) C(1) C(10) 122.0(2) . . . yes C(1) C(2) C(3) 122.4(3) . . . yes C(2) C(3) C(4) 122.6(3) . . . yes C(3) C(4) C(5) 118.4(3) . . . yes C(3) C(4) C(14) 120.1(3) . . . yes C(5) C(4) C(14) 121.5(3) . . . yes C(4) C(5) C(6) 119.3(2) . . . yes C(4) C(5) C(9) 122.2(3) . . . yes C(6) C(5) C(9) 118.4(2) . . . yes C(1) C(6) C(5) 119.5(2) . . . yes C(1) C(6) C(7) 121.4(3) . . . yes C(5) C(6) C(7) 119.1(2) . . . yes C(6) C(7) C(8) 121.7(3) . . . yes C(7) C(8) C(8) 120.1(3) . . 7_655 yes C(7) C(8) C(9) 122.2(2) . . 7_655 yes C(8) C(8) C(9) 117.7(3) 7_655 . 7_655 yes C(5) C(9) C(8) 123.0(3) . . 7_655 yes C(1) C(10) C(11) 113.4(2) . . . yes C(10) C(11) C(12) 113.1(3) . . . yes C(11) C(12) C(13) 113.8(3) . . . yes C(4) C(14) C(15) 112.1(2) . . . yes C(14) C(15) C(16) 114.7(3) . . . yes C(15) C(16) C(17) 113.0(3) . . . 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 C(1) C(2) C(3) C(4) 1.0(5) . . . . yes C(1) C(6) C(5) C(4) -0.7(4) . . . . yes C(1) C(6) C(5) C(9) 179.0(2) . . . . yes C(1) C(6) C(7) C(8) -179.6(2) . . . . yes C(1) C(10) C(11) C(12) 173.0(3) . . . . yes C(2) C(1) C(6) C(5) -0.1(4) . . . . yes C(2) C(1) C(6) C(7) -180.0(3) . . . . yes C(2) C(1) C(10) C(11) -96.8(3) . . . . yes C(2) C(3) C(4) C(5) -1.8(4) . . . . yes C(2) C(3) C(4) C(14) 175.2(3) . . . . yes C(3) C(2) C(1) C(6) 0.0(4) . . . . yes C(3) C(2) C(1) C(10) 178.3(3) . . . . yes C(3) C(4) C(5) C(6) 1.6(4) . . . . yes C(3) C(4) C(5) C(9) -178.0(3) . . . . yes C(3) C(4) C(14) C(15) -97.4(3) . . . . yes C(4) C(5) C(6) C(7) 179.1(2) . . . . yes C(4) C(5) C(9) C(8) -179.5(3) . . . 7_655 yes C(4) C(14) C(15) C(16) 173.0(3) . . . . yes C(5) C(4) C(14) C(15) 79.4(3) . . . . yes C(5) C(6) C(1) C(10) -178.4(2) . . . . yes C(5) C(6) C(7) C(8) 0.5(4) . . . . yes C(5) C(9) C(8) C(7) 179.3(2) . . 7_655 7_655 yes C(5) C(9) C(8) C(8) 0.3(4) . . 7_655 . yes C(6) C(1) C(10) C(11) 81.4(3) . . . . yes C(6) C(5) C(4) C(14) -175.3(2) . . . . yes C(6) C(5) C(9) C(8) 0.8(4) . . . 7_655 yes C(6) C(7) C(8) C(8) 0.5(4) . . . 7_655 yes C(6) C(7) C(8) C(9) 179.6(3) . . . 7_655 yes C(7) C(6) C(1) C(10) 1.8(4) . . . . yes C(7) C(6) C(5) C(9) -1.2(4) . . . . yes C(7) C(8) C(8) C(7) -180.0 . . 7_655 7_655 yes C(7) C(8) C(8) C(9) -0.9(5) . . 7_655 . yes C(9) C(5) C(4) C(14) 5.1(4) . . . . yes C(9) C(8) C(8) C(9) 180.0 . 7_655 . 7_655 yes C(10) C(11) C(12) C(13) -177.2(3) . . . . yes C(14) C(15) C(16) C(17) -176.0(3) . . . . yes C(14) C(15) C(16) C(17) -176.0(3) . . . . 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 C(1) C(4) 3.484(4) . 1_565 ? C(7) C(9) 3.454(4) . 1_565 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ # Attachment 'CCDC642338.CIF' #------------------------------------------------------------------------------ data_TBTyellow _database_code_depnum_ccdc_archive 'CCDC 642338' #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C34 H44 ' _chemical_formula_moiety 'C34 H44 ' _chemical_formula_weight 452.72 _chemical_melting_point 387 #------------------------------------------------------------------------------ # CRYSTAL DATA _chemical_name_common '1,4,7,10-tetra(n-butyl)tetracene, form B' _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 _cell_length_a 5.392(6) _cell_length_b 8.66(1) _cell_length_c 15.19(2) _cell_angle_alpha 101.41(3) _cell_angle_beta 98.80(4) _cell_angle_gamma 99.35(6) _cell_volume 673(1) _cell_formula_units_Z 1 _cell_measurement_reflns_used 1511 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 223.2 #------------------------------------------------------------------------------ _exptl_crystal_description Platelet _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.050 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.116 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details Coppens_numerical _exptl_absorpt_correction_T_min 0.989 _exptl_absorpt_correction_T_max 0.997 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.62 _diffrn_reflns_number 5358 _diffrn_reflns_av_R_equivalents 0.055 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9645 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9645 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2959 _reflns_number_gt 2045 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2089 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 2959 _refine_ls_number_parameters 242 _refine_ls_goodness_of_fit_ref 1.797 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0001 _refine_diff_density_max 0.38 _refine_diff_density_min -0.22 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 C(1) C -0.0891(3) 0.4437(2) 0.2301(1) 0.0290(5) Uani 1.00 d . . . C(2) C 0.0702(4) 0.5187(3) 0.1830(2) 0.0349(6) Uani 1.00 d . . . C(3) C 0.2997(4) 0.6336(3) 0.2294(2) 0.0346(6) Uani 1.00 d . . . C(4) C 0.3716(3) 0.6728(2) 0.3212(1) 0.0292(5) Uani 1.00 d . . . C(5) C 0.2102(3) 0.5952(2) 0.3752(1) 0.0273(5) Uani 1.00 d . . . C(6) C -0.0222(3) 0.4805(2) 0.3286(1) 0.0285(5) Uani 1.00 d . . . C(7) C -0.1754(4) 0.4098(3) 0.3810(2) 0.0311(5) Uani 1.00 d . . . C(8) C -0.1149(3) 0.4437(2) 0.4769(1) 0.0278(5) Uani 1.00 d . . . C(9) C 0.2704(4) 0.6288(3) 0.4696(2) 0.0314(5) Uani 1.00 d . . . C(10) C -0.3317(4) 0.3230(3) 0.1830(2) 0.0332(6) Uani 1.00 d . . . C(11) C -0.4134(4) 0.3030(3) 0.0801(2) 0.0390(6) Uani 1.00 d . . . C(12) C -0.6652(4) 0.1829(3) 0.0427(2) 0.0436(7) Uani 1.00 d . . . C(13) C -0.7603(6) 0.1654(5) -0.0587(2) 0.0659(10) Uani 1.00 d . . . C(14) C 0.6091(4) 0.7961(3) 0.3708(2) 0.0317(6) Uani 1.00 d . . . C(15) C 0.7697(4) 0.8725(3) 0.3110(2) 0.0320(6) Uani 1.00 d . . . C(16) C 1.0007(4) 0.9970(3) 0.3674(2) 0.0401(6) Uani 1.00 d . . . C(17) C 1.1646(5) 1.0715(4) 0.3075(2) 0.0494(8) Uani 1.00 d . . . H(1) H 0.031(4) 0.495(3) 0.117(2) 0.035(6) Uiso 1.00 . . . . H(2) H 0.402(5) 0.680(3) 0.190(2) 0.046(7) Uiso 1.00 . . . . H(3) H -0.332(5) 0.336(3) 0.354(2) 0.054(7) Uiso 1.00 . . . . H(4) H 0.432(4) 0.702(3) 0.505(2) 0.045(7) Uiso 1.00 . . . . H(5) H -0.309(4) 0.214(3) 0.195(2) 0.040(6) Uiso 1.00 . . . . H(6) H -0.477(4) 0.351(3) 0.212(2) 0.044(7) Uiso 1.00 . . . . H(7) H -0.279(5) 0.264(3) 0.043(2) 0.055(7) Uiso 1.00 . . . . H(8) H -0.445(5) 0.416(4) 0.067(2) 0.062(8) Uiso 1.00 . . . . H(9) H -0.649(4) 0.084(4) 0.057(2) 0.048(7) Uiso 1.00 . . . . H(10) H -0.793(5) 0.215(3) 0.076(2) 0.046(7) Uiso 1.00 . . . . H(11) H -0.632(7) 0.122(5) -0.103(3) 0.11(1) Uiso 1.00 . . . . H(12) H -0.942(6) 0.086(5) -0.082(2) 0.09(1) Uiso 1.00 . . . . H(13) H -0.788(6) 0.276(5) -0.068(2) 0.08(1) Uiso 1.00 . . . . H(14) H 0.719(4) 0.741(3) 0.407(2) 0.038(6) Uiso 1.00 . . . . H(15) H 0.554(4) 0.884(3) 0.413(1) 0.023(5) Uiso 1.00 . . . . H(16) H 0.833(4) 0.784(3) 0.275(2) 0.028(5) Uiso 1.00 . . . . H(17) H 0.660(4) 0.922(3) 0.272(2) 0.037(6) Uiso 1.00 . . . . H(18) H 1.106(5) 0.942(4) 0.410(2) 0.061(8) Uiso 1.00 . . . . H(19) H 0.935(5) 1.079(4) 0.409(2) 0.065(8) Uiso 1.00 . . . . H(20) H 1.243(5) 0.992(4) 0.268(2) 0.064(8) Uiso 1.00 . . . . H(21) H 1.067(5) 1.130(4) 0.269(2) 0.067(9) Uiso 1.00 . . . . H(22) H 1.290(9) 1.161(6) 0.337(4) 0.13(1) Uiso 1.00 . . . . 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 C(1) 0.0272(9) 0.026(1) 0.030(1) 0.0004(7) 0.0034(8) 0.0041(9) C(2) 0.033(1) 0.039(1) 0.028(1) -0.0007(9) 0.0037(8) 0.0042(10) C(3) 0.0321(10) 0.034(1) 0.034(1) -0.0024(8) 0.0071(9) 0.0067(10) C(4) 0.0246(9) 0.028(1) 0.033(1) -0.0006(7) 0.0057(8) 0.0064(9) C(5) 0.0260(9) 0.024(1) 0.029(1) -0.0013(7) 0.0058(7) 0.0061(9) C(6) 0.0251(9) 0.025(1) 0.031(1) -0.0010(7) 0.0025(7) 0.0040(9) C(7) 0.0263(9) 0.027(1) 0.034(1) -0.0066(7) 0.0027(8) 0.0056(9) C(8) 0.0247(9) 0.025(1) 0.031(1) -0.0024(8) 0.0047(8) 0.0069(9) C(9) 0.0261(9) 0.028(1) 0.034(1) -0.0051(8) 0.0026(8) 0.0049(9) C(10) 0.0318(10) 0.033(1) 0.029(1) -0.0034(9) 0.0017(8) 0.0069(10) C(11) 0.039(1) 0.042(1) 0.028(1) -0.0060(10) 0.0007(9) 0.006(1) C(12) 0.040(1) 0.044(2) 0.037(1) -0.008(1) -0.0009(10) 0.003(1) C(13) 0.064(2) 0.070(2) 0.043(2) -0.018(2) -0.017(1) 0.010(2) C(14) 0.0273(9) 0.033(1) 0.031(1) -0.0032(8) 0.0056(8) 0.0059(10) C(15) 0.0262(9) 0.031(1) 0.036(1) -0.0023(8) 0.0049(8) 0.0071(10) C(16) 0.031(1) 0.038(1) 0.044(2) -0.0108(9) 0.0066(9) 0.006(1) C(17) 0.036(1) 0.047(2) 0.062(2) -0.011(1) 0.009(1) 0.020(1) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SHELXS97 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; 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 C(1) C(2) 1.364(3) . . yes C(1) C(6) 1.442(3) . . yes C(1) C(10) 1.514(3) . . yes C(2) C(3) 1.441(3) . . yes C(3) C(4) 1.347(3) . . yes C(4) C(5) 1.458(3) . . yes C(4) C(14) 1.514(3) . . yes C(5) C(6) 1.451(3) . . yes C(5) C(9) 1.382(3) . . yes C(6) C(7) 1.386(3) . . yes C(7) C(8) 1.404(3) . . yes C(8) C(8) 1.432(4) . 2_566 yes C(8) C(9) 1.413(3) . 2_566 yes C(10) C(11) 1.525(3) . . yes C(11) C(12) 1.523(3) . . yes C(12) C(13) 1.516(4) . . yes C(14) C(15) 1.518(3) . . yes C(15) C(16) 1.524(3) . . yes C(16) C(17) 1.523(3) . . 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(2) C(1) C(6) 118.5(2) . . . yes C(2) C(1) C(10) 122.6(2) . . . yes C(6) C(1) C(10) 118.9(2) . . . yes C(1) C(2) C(3) 121.6(2) . . . yes C(2) C(3) C(4) 122.5(2) . . . yes C(3) C(4) C(5) 118.4(2) . . . yes C(3) C(4) C(14) 122.9(2) . . . yes C(5) C(4) C(14) 118.6(2) . . . yes C(4) C(5) C(6) 119.2(2) . . . yes C(4) C(5) C(9) 122.0(2) . . . yes C(6) C(5) C(9) 118.8(2) . . . yes C(1) C(6) C(5) 119.8(2) . . . yes C(1) C(6) C(7) 121.8(2) . . . yes C(5) C(6) C(7) 118.4(2) . . . yes C(6) C(7) C(8) 122.9(2) . . . yes C(7) C(8) C(8) 118.8(2) . . 2_566 yes C(7) C(8) C(9) 123.0(2) . . 2_566 yes C(8) C(8) C(9) 118.3(2) 2_566 . 2_566 yes C(5) C(9) C(8) 122.8(2) . . 2_566 yes C(1) C(10) C(11) 117.2(2) . . . yes C(10) C(11) C(12) 111.5(2) . . . yes C(11) C(12) C(13) 113.2(2) . . . yes C(4) C(14) C(15) 116.2(2) . . . yes C(14) C(15) C(16) 112.1(2) . . . yes C(15) C(16) C(17) 112.1(2) . . . 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 C(1) C(2) C(3) C(4) 0.5(3) . . . . yes C(1) C(6) C(5) C(4) 0.6(3) . . . . yes C(1) C(6) C(5) C(9) 179.9(2) . . . . yes C(1) C(6) C(7) C(8) -179.9(2) . . . . yes C(1) C(10) C(11) C(12) -177.7(2) . . . . yes C(2) C(1) C(6) C(5) 0.0(3) . . . . yes C(2) C(1) C(6) C(7) 179.6(2) . . . . yes C(2) C(1) C(10) C(11) -7.9(3) . . . . yes C(2) C(3) C(4) C(5) 0.1(3) . . . . yes C(2) C(3) C(4) C(14) -178.6(2) . . . . yes C(3) C(2) C(1) C(6) -0.6(3) . . . . yes C(3) C(2) C(1) C(10) 179.8(2) . . . . yes C(3) C(4) C(5) C(6) -0.6(3) . . . . yes C(3) C(4) C(5) C(9) -180.0(2) . . . . yes C(3) C(4) C(14) C(15) -1.4(3) . . . . yes C(4) C(5) C(6) C(7) -179.0(2) . . . . yes C(4) C(5) C(9) C(8) 179.2(2) . . . 2_566 yes C(4) C(14) C(15) C(16) 178.8(2) . . . . yes C(5) C(4) C(14) C(15) 179.9(2) . . . . yes C(5) C(6) C(1) C(10) 179.7(2) . . . . yes C(5) C(6) C(7) C(8) -0.3(3) . . . . yes C(5) C(9) C(8) C(7) -180.0(2) . . 2_566 2_566 yes C(5) C(9) C(8) C(8) -0.2(3) . . 2_566 . yes C(6) C(1) C(10) C(11) 172.5(2) . . . . yes C(6) C(5) C(4) C(14) 178.1(2) . . . . yes C(6) C(5) C(9) C(8) -0.1(3) . . . 2_566 yes C(6) C(7) C(8) C(8) 0.0(3) . . . 2_566 yes C(6) C(7) C(8) C(9) -179.7(2) . . . 2_566 yes C(7) C(6) C(1) C(10) -0.8(3) . . . . yes C(7) C(6) C(5) C(9) 0.3(3) . . . . yes C(7) C(8) C(8) C(7) 180.0 . . 2_566 2_566 yes C(7) C(8) C(8) C(9) 0.2(4) . . 2_566 . yes C(9) C(5) C(4) C(14) -1.2(3) . . . . yes C(9) C(8) C(8) C(9) -180.0 . 2_566 . 2_566 yes C(10) C(11) C(12) C(13) 177.2(3) . . . . yes C(14) C(15) C(16) C(17) 178.9(2) . . . . yes C(14) C(15) C(16) C(17) 178.9(2) . . . . yes #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ #------------------------------------------------------------------------------