#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/46/2014698.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2014698 loop_ _publ_author_name 'Filatov, Alexander S.' 'Petrukhina, Marina A.' _publ_section_title ; 1,4-Bis(p-tolylethynyl)benzene ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o193 _journal_page_last o194 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C24 H18' _chemical_formula_moiety 'C24 H18' _chemical_formula_sum 'C24 H18' _chemical_formula_weight 306.38 _chemical_melting_point 493 _chemical_name_systematic ; 1,4-Bis(p-tolylethynyl)benzene ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 100.7110(10) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 14.5478(11) _cell_length_b 4.9229(4) _cell_length_c 11.3006(9) _cell_measurement_reflns_used 3277 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 28.25 _cell_measurement_theta_min 2.35 _cell_volume 795.22(11) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997) and SHELXTL (Bruker, 1997)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.942 _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.3\% wide \w exposures' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 6512 _diffrn_reflns_theta_full 27.00 _diffrn_reflns_theta_max 28.25 _diffrn_reflns_theta_min 1.42 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 324 _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.276 _refine_diff_density_min -0.219 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 145 _refine_ls_number_reflns 1863 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.015 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0449 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.095P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1374 _refine_ls_wR_factor_ref 0.1438 _reflns_number_gt 1358 _reflns_number_total 1863 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1238.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 2014698 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.56240(9) 1.3946(2) 0.17290(11) 0.0257(3) Uani d . 1 . . C C2 0.63033(7) 1.1809(2) 0.14793(10) 0.0196(3) Uani d . 1 . . C C3 0.62640(8) 1.0805(2) 0.03184(10) 0.0237(3) Uani d . 1 . . C C4 0.69990(8) 1.0812(2) 0.23902(10) 0.0223(3) Uani d . 1 . . C C5 0.68910(8) 0.8862(2) 0.00720(10) 0.0237(3) Uani d . 1 . . C C6 0.76300(8) 0.8860(2) 0.21554(10) 0.0222(3) Uani d . 1 . . C C7 0.75825(7) 0.7849(2) 0.09897(10) 0.0203(3) Uani d . 1 . . C C8 0.82239(8) 0.5801(2) 0.07380(9) 0.0216(3) Uani d . 1 . . C C9 0.87491(7) 0.4075(2) 0.05173(9) 0.0212(3) Uani d . 1 . . C C10 0.93817(7) 0.2014(2) 0.02552(9) 0.0195(3) Uani d . 1 . . C C11 0.93330(8) 0.1070(2) -0.09229(10) 0.0218(3) Uani d . 1 . . C C12 1.00581(8) 0.0917(2) 0.11751(10) 0.0220(3) Uani d . 1 . . C H1A 0.5877(13) 1.579(4) 0.1600(16) 0.076(6) Uiso d . 1 . . H H1B 0.5533(11) 1.389(3) 0.2561(17) 0.071(5) Uiso d . 1 . . H H1C 0.5001(12) 1.375(4) 0.1205(16) 0.071(5) Uiso d . 1 . . H H3 0.5775(9) 1.142(3) -0.0349(12) 0.035(4) Uiso d . 1 . . H H4 0.7049(9) 1.152(2) 0.3221(12) 0.033(3) Uiso d . 1 . . H H5 0.6839(8) 0.818(3) -0.0762(12) 0.033(3) Uiso d . 1 . . H H6 0.8107(9) 0.821(3) 0.2801(12) 0.034(3) Uiso d . 1 . . H H11 0.8859(9) 0.180(3) -0.1569(11) 0.031(3) Uiso d . 1 . . H H12 1.0106(8) 0.154(2) 0.2018(11) 0.030(3) Uiso d . 1 . . H 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 C1 0.0272(7) 0.0222(7) 0.0298(7) 0.0051(5) 0.0106(5) 0.0005(5) C2 0.0213(6) 0.0160(5) 0.0233(6) -0.0003(4) 0.0085(4) 0.0013(4) C3 0.0235(6) 0.0250(6) 0.0223(6) 0.0041(4) 0.0034(5) 0.0027(5) C4 0.0256(6) 0.0213(6) 0.0207(6) 0.0002(4) 0.0058(5) -0.0025(5) C5 0.0274(6) 0.0242(6) 0.0204(6) 0.0021(5) 0.0064(5) -0.0023(4) C6 0.0214(6) 0.0217(6) 0.0227(6) 0.0025(4) 0.0018(5) 0.0012(4) C7 0.0205(6) 0.0162(5) 0.0259(6) 0.0000(4) 0.0082(5) 0.0001(4) C8 0.0217(6) 0.0196(6) 0.0243(6) -0.0009(4) 0.0063(5) 0.0003(4) C9 0.0207(6) 0.0193(6) 0.0244(6) -0.0005(4) 0.0062(5) -0.0001(4) C10 0.0182(5) 0.0164(6) 0.0253(6) -0.0004(4) 0.0075(4) 0.0000(4) C11 0.0210(6) 0.0212(6) 0.0229(6) 0.0020(4) 0.0034(5) 0.0018(4) C12 0.0238(6) 0.0213(6) 0.0216(6) -0.0005(4) 0.0063(5) -0.0018(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . 1.5054(15) y C1 H1A . 1.000(18) no C1 H1B . 0.974(18) no C1 H1C . 0.990(18) no C2 C4 . 1.3921(15) no C2 C3 . 1.3932(15) no C3 C5 . 1.3853(15) no C3 H3 . 0.984(13) no C4 C6 . 1.3883(15) no C4 H4 . 0.991(13) no C5 C7 . 1.3958(15) no C5 H5 . 0.989(13) no C6 C7 . 1.3978(15) no C6 H6 . 0.964(13) no C7 C8 . 1.4378(14) y C8 C9 . 1.1992(15) y C9 C10 . 1.4372(14) y C10 C11 . 1.3995(15) no C10 C12 . 1.4002(15) no C11 C12 3_755 1.3842(15) no C11 H11 . 0.975(13) no C12 C11 3_755 1.3842(15) no C12 H12 . 0.992(12) no 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle _geom_angle_publ_flag C2 C1 H1A . 109.6(10) no C2 C1 H1B . 112.0(10) no H1A C1 H1B . 106.5(14) no C2 C1 H1C . 112.2(10) no H1A C1 H1C . 108.8(14) no H1B C1 H1C . 107.5(13) no C4 C2 C3 . 117.91(10) no C4 C2 C1 . 121.35(10) no C3 C2 C1 . 120.73(10) no C5 C3 C2 . 121.40(11) no C5 C3 H3 . 118.0(8) no C2 C3 H3 . 120.6(8) no C6 C4 C2 . 121.23(10) no C6 C4 H4 . 119.2(7) no C2 C4 H4 . 119.5(7) no C3 C5 C7 . 120.52(10) no C3 C5 H5 . 119.2(7) no C7 C5 H5 . 120.3(7) no C4 C6 C7 . 120.52(10) no C4 C6 H6 . 119.6(7) no C7 C6 H6 . 119.9(7) no C5 C7 C6 . 118.41(10) no C5 C7 C8 . 120.53(9) no C6 C7 C8 . 121.05(10) no C7 C8 C9 . 179.10(12) yes C8 C9 C10 . 179.76(14) yes C11 C10 C12 . 118.84(10) no C11 C10 C9 . 120.63(10) no C12 C10 C9 . 120.53(10) no C12 C11 C10 3_755 120.62(10) no C12 C11 H11 3_755 119.8(7) no C10 C11 H11 . 119.6(7) no C11 C12 C10 3_755 120.54(10) no C11 C12 H12 3_755 119.0(7) no C10 C12 H12 . 120.5(7) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C1 H1A Cg1 1_545 1.000(18) 2.605(19) 3.578(2) 164(2) y 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_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C4 C2 C3 C5 . 0.41(17) no C1 C2 C3 C5 . 179.25(10) no C3 C2 C4 C6 . -0.58(17) no C1 C2 C4 C6 . -179.41(10) no C2 C3 C5 C7 . 0.15(18) no C2 C4 C6 C7 . 0.19(17) no C3 C5 C7 C6 . -0.54(17) no C3 C5 C7 C8 . 179.00(10) no C4 C6 C7 C5 . 0.37(17) no C4 C6 C7 C8 . -179.16(10) no C12 C10 C11 C12 3_755 0.07(18) no C9 C10 C11 C12 3_755 -179.96(9) no C11 C10 C12 C11 3_755 -0.07(18) no C9 C10 C12 C11 3_755 179.96(9) no _cod_database_fobs_code 2014698