data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Yuguang Ma' 'Gang Cheng' 'Feng He' 'Shiyong Liu' 'Jiacong Shen' 'Zengqi Xie' 'Bing Yang' 'Haiquan Zhang' 'Yan Zheng' _publ_contact_author_address ; key Laboratory for Supramolecular Structure and Materials, Jilin University,Changchun 130023,P.R.China ; _publ_contact_author_email hefeng@email.jlu.edu.cn _publ_contact_author_fax 8980729 _publ_contact_author_phone (0086)431-8498981 _publ_section_title ; Synthesis, characteristics and luminescence properties of oligo(phenylenevinylene) dimers with a biphenyl linkage center ; data_ma02-01 _database_code_CSD 212956 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; 2,5,2',5'-tetrakis-bromomethyl-biphenyl ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Br4' _chemical_formula_weight 525.91 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' Br Br -0.2901 2.4595 '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 9.184(2) _cell_length_b 9.3868(15) _cell_length_c 11.5616(8) _cell_angle_alpha 108.581(11) _cell_angle_beta 93.720(6) _cell_angle_gamma 109.933(15) _cell_volume 871.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6083 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.005 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 9.227 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1052 _exptl_absorpt_correction_T_max 0.2801 _exptl_absorpt_process_details ? _exptl_special_details ; Higashi,T.(1995).Program for Absorption Correction.Rigaku Corporation, Tokyo,Japan ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method oscillation _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 3584 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3584 _reflns_number_gt 2084 _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 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[s^2^(Fo^2^)+(0.1120P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3584 _refine_ls_number_parameters 189 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1100 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.1980 _refine_ls_wR_factor_gt 0.1786 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.27953(12) 0.75924(11) 0.33258(7) 0.0666(3) Uani 1 1 d . . . Br2 Br 0.17721(14) 0.75450(12) 1.02489(8) 0.0727(3) Uani 1 1 d . . . Br3 Br 0.20174(13) 1.20711(11) 0.58530(7) 0.0671(3) Uani 1 1 d . . . Br4 Br 0.32975(15) 1.28446(14) 1.30377(8) 0.0826(4) Uani 1 1 d . . . C1 C 0.3909(11) 0.7505(10) 0.4806(6) 0.054(2) Uani 1 1 d . . . H1A H 0.4093 0.6502 0.4578 0.065 Uiso 1 1 calc R . . H1B H 0.4926 0.8406 0.5109 0.065 Uiso 1 1 calc R . . C2 C 0.0565(10) 0.7751(10) 0.8877(7) 0.058(2) Uani 1 1 d . . . H2A H -0.0459 0.6859 0.8588 0.070 Uiso 1 1 calc R . . H2B H 0.0391 0.8758 0.9183 0.070 Uiso 1 1 calc R . . C3 C 0.0917(10) 1.1243(9) 0.7067(6) 0.0508(19) Uani 1 1 d . . . H3A H 0.0050 1.1605 0.7201 0.061 Uiso 1 1 calc R . . H3B H 0.0478 1.0063 0.6725 0.061 Uiso 1 1 calc R . . C4 C 0.4721(11) 1.3514(11) 1.1934(7) 0.070(3) Uani 1 1 d . . . H4A H 0.5238 1.4690 1.2246 0.084 Uiso 1 1 calc R . . H4B H 0.5529 1.3064 1.1922 0.084 Uiso 1 1 calc R . . C11 C 0.2955(9) 0.7591(8) 0.5823(6) 0.0434(17) Uani 1 1 d . . . C12 C 0.1962(10) 0.6168(9) 0.5937(7) 0.0514(19) Uani 1 1 d . . . H12A H 0.1814 0.5158 0.5354 0.062 Uiso 1 1 calc R . . C13 C 0.1196(10) 0.6285(9) 0.6936(7) 0.053(2) Uani 1 1 d . . . H13A H 0.0518 0.5331 0.7003 0.064 Uiso 1 1 calc R . . C14 C 0.1389(9) 0.7740(8) 0.7831(6) 0.0437(17) Uani 1 1 d . . . C15 C 0.2378(8) 0.9158(8) 0.7694(6) 0.0385(15) Uani 1 1 d . . . C16 C 0.3153(9) 0.9061(8) 0.6704(6) 0.0433(17) Uani 1 1 d . . . H16A H 0.3824 1.0014 0.6633 0.052 Uiso 1 1 calc R . . C21 C 0.1975(9) 1.1802(8) 0.8259(6) 0.0426(17) Uani 1 1 d . . . C22 C 0.2612(9) 1.0810(8) 0.8595(6) 0.0398(15) Uani 1 1 d . . . C23 C 0.3520(9) 1.1368(9) 0.9776(6) 0.0452(18) Uani 1 1 d . . . H23 H 0.374(9) 1.077(8) 1.009(6) 0.037(19) Uiso 1 1 d . . . C24 C 0.3794(9) 1.2922(9) 1.0642(6) 0.0472(18) Uani 1 1 d . . . C25 C 0.3175(10) 1.3905(9) 1.0287(6) 0.0504(19) Uani 1 1 d . . . H25A H 0.3365 1.4945 1.0842 0.061 Uiso 1 1 calc R . . C26 C 0.2281(11) 1.3353(10) 0.9120(7) 0.0512(19) Uani 1 1 d . . . H26 H 0.180(9) 1.398(8) 0.884(6) 0.038(18) 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 Br1 0.0669(6) 0.0911(7) 0.0445(5) 0.0316(4) 0.0116(4) 0.0269(5) Br2 0.0842(8) 0.0955(7) 0.0544(5) 0.0428(5) 0.0200(5) 0.0375(5) Br3 0.0890(7) 0.0719(6) 0.0432(4) 0.0277(4) 0.0119(4) 0.0280(5) Br4 0.1031(9) 0.1173(8) 0.0423(5) 0.0315(5) 0.0177(5) 0.0566(7) C1 0.069(6) 0.069(5) 0.032(3) 0.014(3) 0.010(4) 0.039(4) C2 0.048(5) 0.073(5) 0.060(5) 0.028(4) 0.025(4) 0.024(4) C3 0.056(5) 0.060(4) 0.041(4) 0.018(3) 0.006(4) 0.027(4) C4 0.054(6) 0.090(6) 0.041(4) 0.011(4) 0.000(4) 0.011(5) C11 0.050(5) 0.055(4) 0.028(3) 0.013(3) 0.008(3) 0.026(3) C12 0.059(5) 0.046(4) 0.040(4) 0.011(3) 0.004(4) 0.015(3) C13 0.052(5) 0.046(4) 0.051(4) 0.021(3) 0.003(4) 0.005(3) C14 0.040(4) 0.051(4) 0.037(3) 0.019(3) 0.007(3) 0.011(3) C15 0.040(4) 0.041(4) 0.033(3) 0.009(3) 0.005(3) 0.019(3) C16 0.050(5) 0.048(4) 0.040(4) 0.021(3) 0.018(3) 0.022(3) C21 0.045(5) 0.055(4) 0.033(3) 0.019(3) 0.012(3) 0.022(3) C22 0.038(4) 0.049(4) 0.032(3) 0.012(3) 0.013(3) 0.018(3) C23 0.046(5) 0.055(4) 0.035(4) 0.015(3) 0.002(3) 0.022(3) C24 0.036(4) 0.059(4) 0.035(4) 0.007(3) 0.008(3) 0.014(3) C25 0.064(6) 0.047(4) 0.037(4) 0.003(3) 0.016(4) 0.026(4) C26 0.063(6) 0.061(5) 0.043(4) 0.023(3) 0.024(4) 0.033(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 C1 1.975(7) . ? Br2 C2 1.975(9) . ? Br3 C3 1.985(8) . ? Br4 C4 1.975(9) . ? C1 C11 1.510(10) . ? C2 C14 1.467(10) . ? C3 C21 1.461(10) . ? C4 C24 1.499(10) . ? C11 C16 1.373(10) . ? C11 C12 1.389(10) . ? C12 C13 1.385(11) . ? C13 C14 1.370(11) . ? C14 C15 1.397(10) . ? C15 C16 1.381(10) . ? C15 C22 1.500(9) . ? C21 C22 1.390(10) . ? C21 C26 1.396(10) . ? C22 C23 1.390(9) . ? C23 C24 1.407(10) . ? C24 C25 1.383(11) . ? C25 C26 1.373(11) . ? 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 C11 C1 Br1 110.9(6) . . ? C14 C2 Br2 111.9(6) . . ? C21 C3 Br3 112.1(6) . . ? C24 C4 Br4 109.8(6) . . ? C16 C11 C12 119.1(7) . . ? C16 C11 C1 120.7(7) . . ? C12 C11 C1 119.9(7) . . ? C13 C12 C11 118.7(7) . . ? C14 C13 C12 123.1(7) . . ? C13 C14 C15 117.5(7) . . ? C13 C14 C2 119.5(7) . . ? C15 C14 C2 123.0(7) . . ? C16 C15 C14 120.1(6) . . ? C16 C15 C22 118.4(6) . . ? C14 C15 C22 121.5(6) . . ? C11 C16 C15 121.6(7) . . ? C22 C21 C26 118.8(6) . . ? C22 C21 C3 122.3(6) . . ? C26 C21 C3 118.8(7) . . ? C23 C22 C21 119.8(6) . . ? C23 C22 C15 119.0(7) . . ? C21 C22 C15 121.3(6) . . ? C22 C23 C24 120.8(7) . . ? C25 C24 C23 118.7(7) . . ? C25 C24 C4 119.9(7) . . ? C23 C24 C4 121.4(8) . . ? C26 C25 C24 120.3(7) . . ? C25 C26 C21 121.6(7) . . ? 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 Br1 C1 C11 C16 -90.9(8) . . . . ? Br1 C1 C11 C12 94.6(7) . . . . ? C16 C11 C12 C13 0.4(11) . . . . ? C1 C11 C12 C13 175.0(7) . . . . ? C11 C12 C13 C14 -1.0(13) . . . . ? C12 C13 C14 C15 1.7(12) . . . . ? C12 C13 C14 C2 -178.4(8) . . . . ? Br2 C2 C14 C13 86.1(8) . . . . ? Br2 C2 C14 C15 -94.0(8) . . . . ? C13 C14 C15 C16 -1.8(11) . . . . ? C2 C14 C15 C16 178.3(7) . . . . ? C13 C14 C15 C22 177.4(7) . . . . ? C2 C14 C15 C22 -2.5(11) . . . . ? C12 C11 C16 C15 -0.6(11) . . . . ? C1 C11 C16 C15 -175.1(7) . . . . ? C14 C15 C16 C11 1.3(11) . . . . ? C22 C15 C16 C11 -178.0(7) . . . . ? Br3 C3 C21 C22 -101.9(7) . . . . ? Br3 C3 C21 C26 82.1(8) . . . . ? C26 C21 C22 C23 0.6(11) . . . . ? C3 C21 C22 C23 -175.4(7) . . . . ? C26 C21 C22 C15 -177.6(7) . . . . ? C3 C21 C22 C15 6.4(11) . . . . ? C16 C15 C22 C23 -107.5(8) . . . . ? C14 C15 C22 C23 73.2(10) . . . . ? C16 C15 C22 C21 70.7(10) . . . . ? C14 C15 C22 C21 -108.6(8) . . . . ? C21 C22 C23 C24 0.5(12) . . . . ? C15 C22 C23 C24 178.8(7) . . . . ? C22 C23 C24 C25 -1.5(12) . . . . ? C22 C23 C24 C4 177.7(8) . . . . ? Br4 C4 C24 C25 91.4(8) . . . . ? Br4 C4 C24 C23 -87.9(9) . . . . ? C23 C24 C25 C26 1.4(12) . . . . ? C4 C24 C25 C26 -177.8(8) . . . . ? C24 C25 C26 C21 -0.3(13) . . . . ? C22 C21 C26 C25 -0.7(12) . . . . ? C3 C21 C26 C25 175.4(8) . . . . ? _diffrn_measured_fraction_theta_max 0.900 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.900 _refine_diff_density_max 1.092 _refine_diff_density_min -0.750 _refine_diff_density_rms 0.148 #===end