#------------------------------------------------------------------------------ #$Date: 2020-02-07 10:56:37 +0200 (Fri, 07 Feb 2020) $ #$Revision: 247950 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/72/1557267.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1557267 loop_ _publ_author_name 'Gopal, Damodaragounder' 'Macikenas, Dainius' 'Sayre, Lawrence M.' 'Protasiewicz, John D.' _publ_section_title ; Structural Determination of a Dimeric Side-Product Accompanying Dihydropyrazine Preparation ; _journal_name_full 'Acta Chemica Scandinavica' _journal_page_first 938 _journal_page_last 941 _journal_paper_doi 10.3891/acta.chem.scand.51-0938 _journal_volume 51 _journal_year 1997 _chemical_formula_sum 'C16 H28 N4' _chemical_formula_weight 276.42 _space_group_IT_number 88 _space_group_name_Hall '-I 4ad' _space_group_name_H-M_alt 'I 41/a :2' _symmetry_cell_setting tetragonal _symmetry_Int_Tables_number 88 _symmetry_space_group_name_Hall '-I 4ad' _symmetry_space_group_name_H-M 'I 41/a :2' _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 8 _cell_length_a 12.090(1) _cell_length_b 12.090(1) _cell_length_c 22.007(3) _cell_volume 3216.7(6) _diffrn_ambient_temperature 288 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.070 _exptl_crystal_density_diffrn 1.142 _exptl_crystal_F_000 1216 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_number_parameters 134 _refine_ls_number_reflns 1259 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_gt 0.0949 _cod_data_source_file Acta-Chem-Scand-1997-51-938.cif _cod_data_source_block 1 _cod_original_cell_volume 3216.8(7) _cod_original_sg_symbol_H-M 'I 41/a' _cod_database_code 1557267 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 3/4-y,1/4+x,1/4+z 3 1/2-x,-y,1/2+z 4 3/4+y,3/4-x,3/4+z 5 -x,-y,-z 6 1/4+y,3/4-x,3/4-z 7 1/2+x,y,1/2-z 8 1/4-y,1/4+x,1/4-z 9 1/2+x,1/2+y,1/2+z 10 1/4-y,3/4+x,3/4+z 11 -x,1/2-y,z 12 1/4+y,1/4-x,1/4+z 13 1/2-x,1/2-y,1/2-z 14 3/4+y,1/4-x,1/4-z 15 x,1/2+y,-z 16 3/4-y,3/4+x,3/4-z loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N Uiso -0.1807(2) 0.3754(2) 0.00470(10) 1.000 0.0380(10) . . . . N2 N Uiso 0.1447(2) 0.5023(2) 0.10150(10) 1.000 0.0410(10) . . . . C1 C Uiso -0.3493(3) 0.4701(3) -0.0260(2) 1.000 0.0600(10) . . . . C2 C Uiso -0.3242(3) 0.2673(3) -0.0426(2) 1.000 0.0600(10) . . . . C3 C Uiso -0.0433(3) 0.5864(3) 0.0960(2) 1.000 0.0490(10) . . . . C4 C Uiso 0.2172(2) 0.5981(3) 0.10500(10) 1.000 0.0440(10) . . . . C5 C Uiso 0.0482(2) 0.5226(2) 0.06290(10) 1.000 0.0350(10) . . . . C6 C Uiso 0.0025(2) 0.4085(2) 0.04330(10) 1.000 0.0370(10) . . . . C7 C Uiso -0.0853(2) 0.4167(2) -0.00560(10) 1.000 0.0330(10) . . . . C8 C Uiso -0.2671(2) 0.3799(2) -0.04300(10) 1.000 0.0370(10) . . . . 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' N N 0.0061 0.0033 ' 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_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 N1 C8 119.8(2) . . . yes C4 N2 C5 112.2(2) . . . yes N2 C4 C8 109.4(2) . . 5_565 yes N2 C5 C3 112.6(2) . . . yes N2 C5 C6 107.3(2) . . . yes N2 C5 C7 109.0(2) . . 5_565 yes C3 C5 C6 108.9(2) . . . no C3 C5 C7 111.3(2) . . 5_565 no C6 C5 C7 107.65(18) . . 5_565 no C5 C6 C7 113.0(2) . . . no N1 C7 C6 118.8(2) . . . yes N1 C7 C5 126.9(2) . . 5_565 yes C5 C7 C6 114.4(2) 5_565 . . no N1 C8 C1 108.2(2) . . . yes N1 C8 C2 106.4(2) . . . yes N1 C8 C4 111.3(2) . . 5_565 yes C1 C8 C2 110.0(2) . . . no C1 C8 C4 110.8(2) . . 5_565 no C2 C8 C4 110.0(3) . . 5_565 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C7 1.277(3) . . yes N1 C8 1.482(3) . . yes N2 C4 1.455(4) . . yes N2 C5 1.464(3) . . yes C1 C8 1.522(4) . . no C2 C8 1.526(4) . . no C3 C5 1.533(4) . . no C4 C8 1.515(3) . 5_565 no C5 C6 1.547(3) . . no C5 C7 1.526(3) . 5_565 no C6 C7 1.515(3) . . no 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 N1 C7 C6 -178.5(2) . . . . no C8 N1 C7 C5 2.7(4) . . . 5_565 no C7 N1 C8 C1 -103.9(3) . . . . no C7 N1 C8 C2 137.9(3) . . . . no C7 N1 C8 C4 18.1(3) . . . 5_565 no C5 N2 C4 C8 -65.7(3) . . . 5_565 no C4 N2 C5 C3 -80.9(3) . . . . no C4 N2 C5 C6 159.41(19) . . . . no C4 N2 C5 C7 43.1(3) . . . 5_565 no N2 C4 C8 N1 50.9(3) . . 5_565 5_565 no N2 C4 C8 C1 -69.6(3) . . 5_565 5_565 no N2 C4 C8 C2 168.6(2) . . 5_565 5_565 no N2 C5 C6 C7 -169.98(19) . . . . no C3 C5 C6 C7 68.0(3) . . . . no C7 C5 C6 C7 -52.8(3) 5_565 . . . no N2 C5 C7 N1 -9.2(3) . . 5_565 5_565 no N2 C5 C7 C6 169.7(2) . . 5_565 5_565 no C3 C5 C7 N1 115.6(3) . . 5_565 5_565 no C3 C5 C7 C6 -65.6(3) . . 5_565 5_565 no C6 C5 C7 N1 -125.2(3) . . 5_565 5_565 no C6 C5 C7 C6 53.6(3) . . 5_565 5_565 no C5 C6 C7 N1 -122.5(2) . . . . no C5 C6 C7 C5 56.4(3) . . . 5_565 no