#------------------------------------------------------------------------------ #$Date: 2013-08-29 16:37:19 +0100 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: svn://www.crystallography.net/cod/cif/2/21/44/2214481.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_2214481 loop_ _publ_author_name 'Duan-Lin Cao' 'Zhi-Yong Hu' 'Jin-Qiang Xue' 'Ya-Qing Feng' _publ_section_title ; trans-4-[2-(1,3-Benzoxazol-2-yl)ethenyl]benzaldehyde ; _journal_coeditor_code AT2332 _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o3428 _journal_page_last o3428 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac 'C16 H11 N O2' _chemical_formula_moiety 'C16 H11 N O2' _chemical_formula_sum 'C16 H11 N O2' _chemical_formula_weight 249.26 _chemical_name_systematic ; trans-4-[2-(1,3-Benzoxazol-2-yl)ethenyl]benzaldehyde ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 79.885(6) _cell_angle_beta 80.766(6) _cell_angle_gamma 68.565(7) _cell_formula_units_Z 2 _cell_length_a 6.509(2) _cell_length_b 7.404(3) _cell_length_c 14.005(5) _cell_measurement_reflns_used 943 _cell_measurement_temperature 294(2) _cell_measurement_theta_max 26.03 _cell_measurement_theta_min 2.97 _cell_volume 615.1(4) _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_collection 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 294(2) _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 3147 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.97 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_T_max 0.9929 _exptl_absorpt_correction_T_min 0.9806 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.346 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 260 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.692 _refine_diff_density_min -0.234 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 172 _refine_ls_number_reflns 2147 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.180 _refine_ls_R_factor_all 0.1192 _refine_ls_R_factor_gt 0.0656 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0705P)^2^+0.2468P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1615 _refine_ls_wR_factor_ref 0.1934 _reflns_number_gt 1248 _reflns_number_total 2147 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file at2332.cif _[local]_cod_data_source_block I _cod_database_code 2214481 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 ; International Tables Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 0.0000 0.0000 ; International Tables Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 0.0061 0.0033 ; International Tables Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 0.0106 0.0060 ; International Tables Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; loop_ _atom_site_type_symbol _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 O O1 0.0390(4) 0.7576(4) 0.18636(16) 0.0614(7) Uani d . 1 O O2 -0.5701(6) 0.8461(5) -0.3828(2) 0.1154(12) Uani d . 1 N N1 0.4016(5) 0.6624(4) 0.13459(19) 0.0626(8) Uani d . 1 C C1 0.1516(5) 0.7422(5) 0.2649(2) 0.0531(9) Uani d . 1 C C2 0.0685(7) 0.7789(7) 0.3581(3) 0.0821(13) Uani d . 1 H H2 -0.0829 0.8178 0.3780 0.098 Uiso calc R 1 C C3 0.2213(7) 0.7550(6) 0.4211(3) 0.0776(12) Uani d . 1 H H3 0.1714 0.7775 0.4855 0.093 Uiso calc R 1 C C4 0.4451(7) 0.6987(6) 0.3918(3) 0.0671(11) Uani d . 1 H H4 0.5434 0.6837 0.4365 0.080 Uiso calc R 1 C C5 0.5254(6) 0.6646(6) 0.2974(3) 0.0656(10) Uani d . 1 H H5 0.6765 0.6277 0.2771 0.079 Uiso calc R 1 C C6 0.3727(5) 0.6870(5) 0.2331(2) 0.0503(8) Uani d . 1 C C7 0.2032(6) 0.7049(5) 0.1118(2) 0.0515(8) Uani d . 1 C C8 0.1403(6) 0.7046(5) 0.0177(2) 0.0570(9) Uani d . 1 H H8 0.2536 0.6616 -0.0316 0.068 Uiso calc R 1 C C9 -0.0657(6) 0.7607(5) -0.0037(2) 0.0542(9) Uani d . 1 H H9 -0.1763 0.7984 0.0474 0.065 Uiso calc R 1 C C10 -0.1412(5) 0.7706(4) -0.0978(2) 0.0463(8) Uani d . 1 C C11 0.0027(6) 0.7232(6) -0.1820(2) 0.0635(10) Uani d . 1 H H11 0.1551 0.6820 -0.1794 0.076 Uiso calc R 1 C C12 -0.0774(6) 0.7366(6) -0.2684(2) 0.0683(11) Uani d . 1 H H12 0.0220 0.7048 -0.3237 0.082 Uiso calc R 1 C C13 -0.3023(6) 0.7960(5) -0.2757(2) 0.0527(9) Uani d . 1 C C14 -0.4468(6) 0.8462(6) -0.1935(2) 0.0677(11) Uani d . 1 H H14 -0.5991 0.8896 -0.1969 0.081 Uiso calc R 1 C C15 -0.3668(6) 0.8325(6) -0.1066(2) 0.0657(10) Uani d . 1 H H15 -0.4671 0.8657 -0.0517 0.079 Uiso calc R 1 C C16 -0.3789(7) 0.8041(6) -0.3703(3) 0.0742(12) Uani d . 1 H H16 -0.2727 0.7748 -0.4237 0.089 Uiso calc R 1 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 O1 0.0536(14) 0.0881(18) 0.0465(14) -0.0250(12) -0.0114(11) -0.0122(12) O2 0.107(3) 0.162(3) 0.088(2) -0.043(2) -0.032(2) -0.031(2) N1 0.0557(19) 0.088(2) 0.0449(18) -0.0203(15) -0.0109(13) -0.0166(15) C1 0.052(2) 0.069(2) 0.0400(18) -0.0195(17) -0.0139(15) -0.0052(16) C2 0.065(3) 0.134(4) 0.050(2) -0.037(2) 0.0000(19) -0.019(2) C3 0.090(3) 0.111(3) 0.036(2) -0.039(3) -0.0101(19) -0.010(2) C4 0.076(3) 0.079(3) 0.051(2) -0.027(2) -0.0269(19) -0.0050(19) C5 0.055(2) 0.085(3) 0.056(2) -0.0169(19) -0.0191(17) -0.0127(19) C6 0.060(2) 0.057(2) 0.0340(17) -0.0181(16) -0.0107(15) -0.0060(14) C7 0.060(2) 0.059(2) 0.0375(18) -0.0216(17) -0.0071(16) -0.0062(15) C8 0.066(2) 0.069(2) 0.0406(19) -0.0252(18) -0.0082(16) -0.0112(16) C9 0.061(2) 0.062(2) 0.0416(19) -0.0204(17) -0.0119(16) -0.0080(15) C10 0.052(2) 0.050(2) 0.0389(18) -0.0187(15) -0.0114(14) -0.0033(14) C11 0.050(2) 0.091(3) 0.048(2) -0.0175(18) -0.0104(16) -0.0151(18) C12 0.063(2) 0.103(3) 0.0386(19) -0.022(2) -0.0054(16) -0.0207(19) C13 0.060(2) 0.065(2) 0.0383(18) -0.0244(17) -0.0130(15) -0.0088(15) C14 0.053(2) 0.104(3) 0.052(2) -0.031(2) -0.0103(17) -0.012(2) C15 0.058(2) 0.099(3) 0.043(2) -0.029(2) -0.0031(16) -0.0176(19) C16 0.063(3) 0.096(3) 0.069(3) -0.025(2) -0.026(2) -0.016(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.365(4) ? O1 C1 1.383(4) ? O2 C16 1.202(4) ? N1 C7 1.292(4) ? N1 C6 1.397(4) ? C1 C2 1.365(5) ? C1 C6 1.365(4) ? C2 C3 1.377(5) ? C2 H2 0.9300 ? C3 C4 1.375(5) ? C3 H3 0.9300 ? C4 C5 1.372(5) ? C4 H4 0.9300 ? C5 C6 1.393(4) ? C5 H5 0.9300 ? C7 C8 1.442(4) yes C8 C9 1.318(5) ? C8 H8 0.9300 ? C9 C10 1.461(4) yes C9 H9 0.9300 ? C10 C15 1.389(5) ? C10 C11 1.393(4) ? C11 C12 1.367(5) ? C11 H11 0.9300 ? C12 C13 1.381(5) ? C12 H12 0.9300 ? C13 C14 1.377(5) ? C13 C16 1.473(5) ? C14 C15 1.373(5) ? C14 H14 0.9300 ? C15 H15 0.9300 ? C16 H16 0.9300 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C7 O1 C1 104.0(2) ? C7 N1 C6 104.7(3) ? C2 C1 C6 123.2(3) ? C2 C1 O1 129.0(3) yes C6 C1 O1 107.7(3) yes C1 C2 C3 116.3(4) ? C1 C2 H2 121.8 ? C3 C2 H2 121.8 ? C4 C3 C2 122.0(3) ? C4 C3 H3 119.0 ? C2 C3 H3 119.0 ? C5 C4 C3 120.8(3) ? C5 C4 H4 119.6 ? C3 C4 H4 119.6 ? C4 C5 C6 117.8(3) ? C4 C5 H5 121.1 ? C6 C5 H5 121.1 ? C1 C6 C5 119.8(3) ? C1 C6 N1 108.9(3) yes C5 C6 N1 131.3(3) yes N1 C7 O1 114.7(3) ? N1 C7 C8 127.1(3) ? O1 C7 C8 118.2(3) ? C9 C8 C7 124.9(3) ? C9 C8 H8 117.5 ? C7 C8 H8 117.5 ? C8 C9 C10 127.8(3) ? C8 C9 H9 116.1 ? C10 C9 H9 116.1 ? C15 C10 C11 116.9(3) ? C15 C10 C9 119.8(3) ? C11 C10 C9 123.3(3) ? C12 C11 C10 120.8(3) ? C12 C11 H11 119.6 ? C10 C11 H11 119.6 ? C11 C12 C13 121.7(3) ? C11 C12 H12 119.2 ? C13 C12 H12 119.2 ? C14 C13 C12 118.3(3) ? C14 C13 C16 122.5(3) ? C12 C13 C16 119.3(3) ? C15 C14 C13 120.2(3) ? C15 C14 H14 119.9 ? C13 C14 H14 119.9 ? C14 C15 C10 122.2(3) ? C14 C15 H15 118.9 ? C10 C15 H15 118.9 ? O2 C16 C13 124.1(4) ? O2 C16 H16 118.0 ? C13 C16 H16 118.0 ? 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_publ_flag C7 O1 C1 C2 179.6(4) ? C7 O1 C1 C6 1.5(3) ? C6 C1 C2 C3 -0.8(6) ? O1 C1 C2 C3 -178.6(4) ? C1 C2 C3 C4 0.5(6) ? C2 C3 C4 C5 0.2(6) ? C3 C4 C5 C6 -0.6(6) ? C2 C1 C6 C5 0.4(6) ? O1 C1 C6 C5 178.6(3) ? C2 C1 C6 N1 -179.7(4) ? O1 C1 C6 N1 -1.5(4) ? C4 C5 C6 C1 0.3(5) ? C4 C5 C6 N1 -179.6(3) ? C7 N1 C6 C1 0.8(4) ? C7 N1 C6 C5 -179.3(4) ? C6 N1 C7 O1 0.2(4) ? C6 N1 C7 C8 179.3(3) ? C1 O1 C7 N1 -1.1(4) ? C1 O1 C7 C8 179.7(3) ? N1 C7 C8 C9 -175.6(3) ? O1 C7 C8 C9 3.5(5) ? C7 C8 C9 C10 177.7(3) yes C8 C9 C10 C15 179.5(3) ? C8 C9 C10 C11 -1.4(5) ? C15 C10 C11 C12 -0.4(5) ? C9 C10 C11 C12 -179.5(3) ? C10 C11 C12 C13 -0.4(6) ? C11 C12 C13 C14 1.3(6) ? C11 C12 C13 C16 -178.9(4) ? C12 C13 C14 C15 -1.5(6) ? C16 C13 C14 C15 178.7(4) ? C13 C14 C15 C10 0.7(6) ? C11 C10 C15 C14 0.3(5) ? C9 C10 C15 C14 179.4(3) ? C14 C13 C16 O2 -3.4(7) ? C12 C13 C16 O2 176.8(4) ? _cod_database_fobs_code 2214481