#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:08:28 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201955 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/53/2005303.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_2005303 loop_ _publ_author_name 'Dunne, S. J.' 'von Nagy-Felsobuki, E. I.' 'Mackay, M. F.' _publ_section_title ; 4,4'-Oxybispyridine and 4,4'-Selenobispyridine ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2040 _journal_page_last 2042 _journal_paper_doi 10.1107/S0108270195014843 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C10 H8 N2 Se' _chemical_formula_sum 'C10 H8 N2 Se' _chemical_formula_weight 235.1 _chemical_name_systematic 4,4'-Selenobispyridine _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL93 _cell_angle_alpha 72.81(4) _cell_angle_beta 70.12(2) _cell_angle_gamma 80.92(3) _cell_formula_units_Z 2 _cell_length_a 8.609(2) _cell_length_b 5.769(2) _cell_length_c 10.478(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 291(1) _cell_measurement_theta_max 35 _cell_measurement_theta_min 19 _cell_volume 466.6(3) _computing_cell_refinement 'Rigaku-AFC Software' _computing_data_collection 'Rigaku-AFC Software 1974' _computing_data_reduction 'Rigaku-AFC Software' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _diffrn_ambient_temperature 291(2) _diffrn_measurement_device 'Rigaku-AFC diffractometer' _diffrn_measurement_method w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.035 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1558 _diffrn_reflns_theta_max 65.0 _diffrn_reflns_theta_min 4.6 _diffrn_standards_decay_% <2.7 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 5.16 _exptl_absorpt_correction_T_max 0.822 _exptl_absorpt_correction_T_min 0.291 _exptl_absorpt_correction_type 'gaussian (SHELX76; Sheldrick, 1976)' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.674 _exptl_crystal_description platelet _exptl_crystal_F_000 232 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.511 _refine_diff_density_min -0.537 _refine_ls_extinction_coef 0.0041(11) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.068 _refine_ls_hydrogen_treatment 'H atoms: see text' _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 1472 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.039 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0656P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.105 _refine_ls_wR_factor_obs 0.094 _reflns_number_observed 1309 _reflns_number_total 1472 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ta1056.cif _cod_data_source_block 2 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0656P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0656P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 466.6(2) _cod_original_sg_symbol_H-M P-1 _cod_database_code 2005303 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Se1 0.0744(3) 0.0379(3) 0.0354(3) -0.0162(2) -0.0232(2) -0.0002(2) N1 0.061(2) 0.052(2) 0.034(2) -0.008(2) -0.021(2) 0.0077(14) C2 0.058(2) 0.044(2) 0.042(2) -0.016(2) -0.021(2) -0.002(2) C3 0.055(2) 0.043(2) 0.031(2) -0.007(2) -0.019(2) -0.0079(15) C4 0.036(2) 0.036(2) 0.032(2) -0.0005(14) -0.0175(14) -0.0058(14) C5 0.046(2) 0.050(2) 0.041(2) -0.006(2) -0.023(2) -0.010(2) C6 0.050(2) 0.062(2) 0.033(2) -0.004(2) -0.022(2) -0.001(2) N1' 0.056(2) 0.058(2) 0.039(2) -0.002(2) -0.0209(15) -0.0138(15) C2' 0.060(2) 0.057(2) 0.037(2) -0.007(2) -0.032(2) 0.003(2) C3' 0.044(2) 0.036(2) 0.040(2) 0.000(2) -0.022(2) 0.0059(15) C4' 0.035(2) 0.038(2) 0.029(2) -0.0049(14) -0.0128(14) 0.0012(14) C5' 0.048(2) 0.044(2) 0.036(2) 0.003(2) -0.024(2) -0.003(2) C6' 0.052(2) 0.049(2) 0.044(2) 0.004(2) -0.018(2) -0.008(2) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol Se1 1 .69635(6) -.06716(7) .56832(4) .0482(2) Uani d . Se N1 1 .9037(5) .5788(6) .1744(3) .0508(8) Uani d . N C2 1 .9113(5) .5719(7) .2998(4) .0471(9) Uani d . C C3 1 .8521(5) .3918(6) .4211(4) .0416(8) Uani d . C C4 1 .7758(4) .2044(6) .4124(3) .0338(7) Uani d . C C5 1 .7653(5) .2106(7) .2819(4) .0426(8) Uani d . C C6 1 .8307(5) .3969(8) .1690(4) .0482(9) Uani d . C N1' 1 .6576(4) .2323(6) .9507(3) .0490(8) Uani d . N C2' 1 .7509(5) .0336(7) .9274(4) .050(1) Uani d . C C3' 1 .7680(5) -.0593(6) .8153(4) .0415(8) Uani d . C C4' 1 .6821(4) .0616(6) .7208(3) .0351(7) Uani d . C C5' 1 .5847(5) .2680(7) .7442(4) .0420(8) Uani d . C C6' 1 .5751(5) .3492(8) .8584(4) .0493(9) Uani d . C H2 1 .9603 .6986 .3065 .057 Uiso calc R H H3 1 .8629 .3956 .5058 .05 Uiso calc R H H5 1 .7143 .0894 .2718 .051 Uiso calc R H H6 1 .8238 .3968 .0824 .058 Uiso calc R H H2' 1 .8084 -0.0483 .9902 .06 Uiso calc R H H3' 1 .8352 -0.1992 .8034 .05 Uiso calc R H H5' 1 .525 .3526 .6832 .05 Uiso calc R H H6' 1 .5094 .4895 .8723 .059 Uiso calc R H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0181 0.0091 '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 _geom_angle_publ_flag C4 Se1 C4' 100.40(14) yes C2 N1 C6 115.9(3) yes N1 C2 C3 125.2(4) yes C2 C3 C4 117.7(3) yes C5 C4 C3 117.8(3) yes C5 C4 Se1 119.1(3) yes C3 C4 Se1 123.0(2) yes C6 C5 C4 119.1(3) yes N1 C6 C5 124.4(3) yes C2' N1' C6' 117.2(3) yes N1' C2' C3' 124.0(3) yes C2' C3' C4' 118.5(4) yes C5' C4' C3' 117.9(3) yes C5' C4' Se1 122.4(3) yes C3' C4' Se1 119.7(3) yes C4' C5' C6' 119.9(3) yes N1' C6' C5' 122.4(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Se1 C4 1.913(3) yes Se1 C4' 1.913(4) yes N1 C2 1.326(5) yes N1 C6 1.330(5) yes C2 C3 1.379(5) yes C3 C4 1.390(5) yes C4 C5 1.389(5) yes C5 C6 1.364(5) yes N1' C2' 1.327(5) yes N1' C6' 1.350(5) yes C2' C3' 1.385(6) yes C3' C4' 1.393(5) yes C4' C5' 1.378(5) yes C5' C6' 1.383(6) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21138181