#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2005499.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_2005499 loop_ _publ_author_name 'Secondo, P. M.' 'Barnett, W. M.' 'Collier, H. L.' 'Baughman, R. G.' _publ_section_title ; 1,1'-Diketone and 1,1'-Dinitrile Derivatives of 2,2'-Biimidazole ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2636 _journal_page_last 2638 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C12 H14 N4 O2' _chemical_formula_sum 'C6 H7 N2 O' _chemical_formula_weight 246.3 _chemical_name_systematic ; 1,1'-di(2-propanone)-2,2'-biimidazole ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 110.744(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.1649(9) _cell_length_b 8.6999(13) _cell_length_c 8.9848(11) _cell_measurement_reflns_used 50 _cell_measurement_temperature 288(2) _cell_measurement_theta_max 20.65 _cell_measurement_theta_min 6.61 _cell_volume 596.85(14) _computing_cell_refinement 'P3/P4-PC Diffractometer Program' _computing_data_collection 'P3/P4-PC Diffractometer Program (Siemens, 1991a)' _computing_data_reduction 'XDISK (Siemens, 1991b)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990b)' _computing_publication_material 'SHELXTL/PC and SHELXL93' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990a)' _diffrn_ambient_temperature 288(2) _diffrn_measurement_device 'Siemens P3 diffractometer' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0117 _diffrn_reflns_av_sigmaI/netI 0.0158 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 1842 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 2.90 _diffrn_standards_decay_% 'ave. of 1.5% in \s(I)'s' _diffrn_standards_interval_count 50 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description 'block cut from prism' _exptl_crystal_F_000 260 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.268 _refine_diff_density_min -0.210 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.146 _refine_ls_goodness_of_fit_obs 1.200 _refine_ls_hydrogen_treatment 'H atoms riding, C-H 0.96\%A' _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 1047 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.158 _refine_ls_restrained_S_obs 1.200 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_obs 0.0435 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0692P)^2^+0.2406P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1401 _refine_ls_wR_factor_obs 0.1330 _reflns_number_observed 895 _reflns_number_total 1053 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file fg1166.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 596.85(13) _cod_database_code 2005499 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 O 0.0479(10) 0.0662(11) 0.0450(9) -0.0055(8) 0.0037(7) 0.0096(8) N1 0.0409(10) 0.0392(10) 0.0366(9) -0.0023(7) 0.0107(7) -0.0008(7) N2 0.0394(10) 0.0460(10) 0.0516(10) -0.0038(8) 0.0169(8) 0.0002(8) C1 0.0368(10) 0.0356(11) 0.0343(10) -0.0019(9) 0.0090(8) 0.0027(8) C2 0.0518(13) 0.0475(13) 0.0486(12) 0.0057(11) 0.0216(10) -0.0016(10) C3 0.0449(12) 0.0535(14) 0.0603(14) 0.0019(11) 0.0255(11) 0.0010(11) C4 0.0448(11) 0.0433(11) 0.0362(10) -0.0071(10) 0.0064(9) -0.0055(9) C5 0.0414(11) 0.0346(11) 0.0418(11) -0.0008(9) 0.0106(9) -0.0050(8) C6 0.0517(14) 0.062(2) 0.0553(14) -0.0150(12) 0.0123(11) -0.0028(12) loop_ _atom_site_label _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_occupancy _atom_site_type_symbol O -0.0384(2) 0.1411(2) 0.6075(2) 0.0565(5) Uani d . 1 O N1 0.0224(2) 0.3281(2) 0.3837(2) 0.0397(5) Uani d . 1 N N2 0.2191(2) 0.5125(2) 0.4845(2) 0.0455(5) Uani d . 1 N C1 0.0606(3) 0.4619(2) 0.4688(2) 0.0365(5) Uani d . 1 C C2 0.1659(3) 0.2938(3) 0.3451(3) 0.0483(6) Uani d . 1 C H2B 0.1799(3) 0.2064(3) 0.2855(3) 0.080 Uiso d R 1 H C3 0.2838(3) 0.4070(3) 0.4066(3) 0.0510(6) Uani d . 1 C H3A 0.3995(3) 0.4102(3) 0.4023(3) 0.080 Uiso d R 1 H C4 -0.1351(3) 0.2357(3) 0.3418(2) 0.0436(5) Uani d . 1 C H4A -0.1346(3) 0.1620(3) 0.2625(2) 0.080 Uiso d R 1 H H4B -0.2330(3) 0.3030(3) 0.2949(2) 0.080 Uiso d R 1 H C5 -0.1571(3) 0.1534(2) 0.4804(2) 0.0403(5) Uani d . 1 C C6 -0.3326(3) 0.0849(3) 0.4484(3) 0.0580(7) Uani d . 1 C H6A -0.3356(3) 0.0345(3) 0.5425(3) 0.080 Uiso d R 1 H H6B -0.4197(3) 0.1645(3) 0.4179(3) 0.080 Uiso d R 1 H H6C -0.3564(3) 0.0114(3) 0.3636(3) 0.080 Uiso d R 1 H 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_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 2 1 1 2 2 0 -2 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 C1 N1 C2 . 106.3(2) yes C1 N1 C4 . 128.6(2) yes C2 N1 C4 . 125.1(2) yes C1 N2 C3 . 105.1(2) yes N2 C1 N1 . 111.3(2) yes N2 C1 C1 3_566 125.3(2) yes N1 C1 C1 3_566 123.4(2) yes C3 C2 N1 . 106.7(2) yes C2 C3 N2 . 110.5(2) yes N1 C4 C5 . 113.9(2) yes O C5 C6 . 122.8(2) yes O C5 C4 . 122.2(2) yes C6 C5 C4 . 115.0(2) yes 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 O C5 . 1.213(2) yes N1 C1 . 1.367(3) yes N1 C2 . 1.368(3) yes N1 C4 . 1.449(3) yes N2 C1 . 1.326(3) yes N2 C3 . 1.369(3) yes C1 C1 3_566 1.459(4) yes C2 C3 . 1.351(3) yes C4 C5 . 1.501(3) yes C5 C6 . 1.483(3) yes