#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/39/2103965.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_2103965 loop_ _publ_author_name 'Iyere, Peter Abeta' 'Boadi, William Y' 'Atwood, David' 'Parkin, Sean' _publ_section_title ; Supramolecular aggregation in 4,4'-bipyridin-1,1'-ium dichloride, 4,4'-bipyridin-1,1'-ium dinitrate and 4,4'-bipyridin-1-ium bromide ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 664 _journal_page_last 669 _journal_volume 59 _journal_year 2003 _chemical_formula_sum 'C10 H10 N4 O6' _chemical_formula_weight 282.22 _space_group_IT_number 43 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'F 2 -2d' _symmetry_space_group_name_H-M 'F d d 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 27.4380(16) _cell_length_b 23.4310(12) _cell_length_c 3.5877(2) _cell_measurement_reflns_used 3415 _cell_measurement_temperature 90.0(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 1.00 _cell_volume 2306.5(2) _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material ; SHELX97-2 (Sheldrick, 1997) and local procedures ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 90.0(2) _diffrn_detector_area_resol_mean 18 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Nonius KappaCCD diffractometer' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _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 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_limit_l_min -3 _diffrn_reflns_number 2901 _diffrn_reflns_theta_full 24.99 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 2.29 _diffrn_standards_decay_% <1 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_T_max 0.9705 _exptl_absorpt_correction_T_min 0.9537 _exptl_absorpt_correction_type Scalepack _exptl_absorpt_process_details 'Otwinowski & Minor, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1168 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.171 _refine_diff_density_min -0.167 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1.1(15) _refine_ls_extinction_coef 0.0021(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 92 _refine_ls_number_reflns 969 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.112 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0270 _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^)+(0.0334P)^2^+1.7936P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.0677 _reflns_number_gt 910 _reflns_number_total 969 _reflns_threshold_expression >2\s(I) _[local]_cod_data_source_file na5002.cif _[local]_cod_data_source_block dinitrate _[local]_cod_cif_authors_sg_H-M 'F dd2' _cod_database_code 2103965 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_type_symbol C1 0.24593(6) 0.21849(7) 0.3622(5) 0.0131(4) Uani d . 1 C C2 0.28269(6) 0.18137(7) 0.4737(5) 0.0147(4) Uani d . 1 C H2 0.3138 0.1957 0.5426 0.018 Uiso calc R 1 H C3 0.27359(6) 0.12345(8) 0.4835(5) 0.0157(4) Uani d . 1 C H3 0.2982 0.0977 0.5632 0.019 Uiso calc R 1 H N4 0.22977(5) 0.10379(6) 0.3797(5) 0.0169(4) Uani d . 1 N H4 0.2244 0.0668 0.3879 0.020 Uiso calc R 1 H C5 0.19384(6) 0.13830(8) 0.2640(5) 0.0167(4) Uani d . 1 C H5 0.1635 0.1226 0.1879 0.020 Uiso calc R 1 H C6 0.20076(6) 0.19635(8) 0.2552(6) 0.0152(4) Uani d . 1 C H6 0.1752 0.2210 0.1777 0.018 Uiso calc R 1 H N1A 0.16244(5) -0.01299(6) 0.5158(4) 0.0152(4) Uani d . 1 N O1A 0.20540(4) -0.00721(5) 0.3875(4) 0.0202(4) Uani d . 1 O O2A 0.14410(4) -0.06162(5) 0.5236(4) 0.0206(3) Uani d . 1 O O3A 0.13986(5) 0.02977(5) 0.6319(4) 0.0220(4) Uani d . 1 O 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 0.0136(9) 0.0162(9) 0.0096(9) 0.0001(7) 0.0036(8) -0.0005(7) C2 0.0131(9) 0.0179(9) 0.0131(10) 0.0002(7) -0.0004(7) -0.0005(8) C3 0.0151(9) 0.0173(9) 0.0148(10) 0.0034(8) 0.0031(8) 0.0011(8) N4 0.0202(8) 0.0119(7) 0.0187(8) -0.0007(6) 0.0029(7) 0.0004(6) C5 0.0145(9) 0.0201(10) 0.0155(11) -0.0022(8) 0.0013(8) -0.0007(9) C6 0.0151(9) 0.0164(9) 0.0141(10) 0.0011(7) 0.0019(8) -0.0004(8) N1A 0.0135(8) 0.0178(8) 0.0143(9) 0.0004(7) -0.0020(7) 0.0000(7) O1A 0.0128(6) 0.0182(7) 0.0295(8) -0.0015(5) 0.0066(6) -0.0022(6) O2A 0.0186(6) 0.0153(6) 0.0279(8) -0.0055(6) 0.0025(6) -0.0005(6) O3A 0.0194(6) 0.0176(7) 0.0289(9) 0.0062(6) 0.0037(6) -0.0030(6) 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 . 1.391(2) yes C1 C6 . 1.397(2) yes C1 C1 14 1.493(3) no C2 C3 . 1.380(3) yes C2 H2 . 0.9500 no C3 N4 . 1.340(2) yes C3 H3 . 0.9500 no N4 C5 . 1.341(2) yes N4 H4 . 0.8800 no C5 C6 . 1.374(2) yes C5 H5 . 0.9500 no C6 H6 . 0.9500 no N1A O2A . 1.2459(18) yes N1A O3A . 1.2494(19) yes N1A O1A . 1.2727(19) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 . 119.34(16) yes C2 C1 C1 14 120.67(17) no C6 C1 C1 14 119.99(18) no C3 C2 C1 . 119.42(15) yes C3 C2 H2 . 120.3 no C1 C2 H2 . 120.3 no N4 C3 C2 . 119.55(16) yes N4 C3 H3 . 120.2 no C2 C3 H3 . 120.2 no C3 N4 C5 . 122.56(15) yes C3 N4 H4 . 118.7 no C5 N4 H4 . 118.7 no N4 C5 C6 . 120.18(15) yes N4 C5 H5 . 119.9 no C6 C5 H5 . 119.9 no C5 C6 C1 . 118.94(16) yes C5 C6 H6 . 120.5 no C1 C6 H6 . 120.5 no O2A N1A O3A . 121.71(15) yes O2A N1A O1A . 118.64(14) yes O3A N1A O1A . 119.65(14) 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_publ_flag C6 C1 C2 C3 -1.2(3) no C1 C2 C3 N4 1.1(3) no C2 C3 N4 C5 0.2(3) no C3 N4 C5 C6 -1.3(3) no N4 C5 C6 C1 1.1(3) no C2 C1 C6 C5 0.1(3) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N4 H4 OlA .880 1.810 2.686 172.73 . Yes N4 H4 N1A .880 2.567 3.337 146.58..Yes N4 H4 O3A .880 2.626 3.148 119.02. .Yes