#------------------------------------------------------------------------------ #$Date: 2015-01-23 12:30:19 +0000 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/55/2005500.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_2005500 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_paper_doi 10.1107/S0108270196005823 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C10 H8 N6' _chemical_formula_sum 'C5 H4 N3' _chemical_formula_weight 212.2 _chemical_name_systematic ; 1,1'-di(cyanomethyl)-2,2'-biimidazole ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 99.646(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 7.1044(9) _cell_length_b 5.2590(5) _cell_length_c 13.421(2) _cell_measurement_reflns_used 50 _cell_measurement_temperature 288(2) _cell_measurement_theta_max 21.39 _cell_measurement_theta_min 6.00 _cell_volume 494.35(11) _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 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0173 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 1792 _diffrn_reflns_theta_max 25.07 _diffrn_reflns_theta_min 2.91 _diffrn_standards_decay_% 'ave. of 0.88% in \s(I)'s' _diffrn_standards_interval_count 50 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.426 _exptl_crystal_density_meas ? _exptl_crystal_description 'block cut from prism' _exptl_crystal_F_000 220 _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.31 _refine_diff_density_max 0.200 _refine_diff_density_min -0.215 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.086 _refine_ls_hydrogen_treatment 'H atoms riding, C-H 0.96\%A' _refine_ls_matrix_type full _refine_ls_number_parameters 73 _refine_ls_number_reflns 869 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.078 _refine_ls_restrained_S_obs 1.086 _refine_ls_R_factor_all 0.0420 _refine_ls_R_factor_obs 0.0367 _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^)+(0.0557P)^2^+0.1297P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1034 _refine_ls_wR_factor_obs 0.0972 _reflns_number_observed 772 _reflns_number_total 877 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file fg1166.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'P 21/c' _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_enum 1527 2010-12-29 10:47:43Z saulius 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 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 494.35(10) _cod_database_code 2005500 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 N1 0.0336(6) 0.0311(6) 0.0369(6) -0.0002(5) 0.0040(5) -0.0043(5) N2 0.0358(7) 0.0438(8) 0.0414(7) 0.0010(5) 0.0073(5) -0.0063(6) N3 0.0526(9) 0.0422(8) 0.0500(8) 0.0062(6) 0.0062(6) 0.0021(6) C1 0.0327(7) 0.0317(7) 0.0332(7) -0.0004(6) 0.0043(5) -0.0002(6) C2 0.0452(8) 0.0344(8) 0.0392(8) 0.0018(6) 0.0058(6) -0.0080(6) C3 0.0433(9) 0.0422(8) 0.0434(8) 0.0059(7) 0.0105(7) -0.0083(7) C4 0.0336(8) 0.0324(8) 0.0425(8) -0.0037(6) 0.0063(6) -0.0007(6) C5 0.0335(7) 0.0377(8) 0.0367(8) -0.0024(6) 0.0073(6) -0.0059(6) 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 N1 1 0.6420(2) 0.2278(2) 0.58988(9) 0.0341(3) Uani d . N N2 1 0.3271(2) 0.1772(3) 0.56128(9) 0.0402(4) Uani d . N N3 1 0.9958(2) -0.2047(3) 0.66917(10) 0.0485(4) Uani d . N C1 1 0.4899(2) 0.0988(3) 0.53674(10) 0.0327(4) Uani d . C C2 1 0.5680(2) 0.3968(3) 0.65148(11) 0.0398(4) Uani d . C H2B 1 0.6385(2) 0.5088(3) 0.70055(11) 0.080 Uiso d R H C3 1 0.3769(2) 0.3631(3) 0.63289(11) 0.0426(4) Uani d . C H3A 1 0.2902(2) 0.4624(3) 0.66461(11) 0.080 Uiso d R H C4 1 0.8438(2) 0.2076(3) 0.58292(11) 0.0362(4) Uani d . C H4A 1 0.9073(2) 0.3526(3) 0.61662(11) 0.080 Uiso d R H H4B 1 0.8630(2) 0.2117(3) 0.51380(11) 0.080 Uiso d R H C5 1 0.9292(2) -0.0253(3) 0.63137(10) 0.0358(4) Uani d . C 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' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 3 0 2 0 3 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 . 106.54(12) yes C1 N1 C4 . 129.03(12) yes C2 N1 C4 . 124.37(12) yes C1 N2 C3 . 105.22(12) yes N2 C1 N1 . 111.30(12) yes N2 C1 C1 3_656 125.5(2) yes N1 C1 C1 3_656 123.2(2) yes C3 C2 N1 . 106.13(13) yes C2 C3 N2 . 110.81(13) yes N1 C4 C5 . 111.71(12) yes N3 C5 C4 . 179.65(13) 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 N1 C1 . 1.370(2) yes N1 C2 . 1.377(2) yes N1 C4 . 1.456(2) yes N2 C1 . 1.321(2) yes N2 C3 . 1.375(2) yes N3 C5 . 1.136(2) yes C1 C1 3_656 1.456(3) yes C2 C3 . 1.351(2) yes C4 C5 . 1.469(2) yes