#------------------------------------------------------------------------------ #$Date: 2020-04-27 07:53:01 +0300 (Mon, 27 Apr 2020) $ #$Revision: 251186 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/79/1557918.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_1557918 loop_ _publ_author_name 'Springborg, Johan' 'Kofod, Pauli' 'Olsen, Carl Erik' 'Toftlund, Hans' 'Sotofte, Inger' _publ_section_title ; Synthesis and Crystal Structure of a Small Bicyclic Tetraaza Proton Sponge, 1,4,7,10-Tetraazabicyclo[5.5.3]pentadecane Dibromide Perchlorate. ; _journal_name_full 'Acta Chemica Scandinavica' _journal_page_first 547 _journal_page_last 554 _journal_paper_doi 10.3891/acta.chem.scand.49-0547 _journal_volume 49 _journal_year 1995 _chemical_formula_moiety 'C11 H27 N4, Cl O4, 2(Br)' _chemical_formula_sum 'C11 H27 Br2 Cl N4 O4' _chemical_formula_weight 474.62 _chemical_name_common ; 1,4,7,10-Tetraazabicyclo[5.5.3]pentadecane Dibromide Perchlorate ; _space_group_IT_number 62 _space_group_name_Hall '-P 2ac 2n' _space_group_name_H-M_alt 'P n m a' _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 62 _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 17.583(4) _cell_length_b 8.664(3) _cell_length_c 11.707(3) _cell_volume 1783.4(9) _diffrn_ambient_temperature 120 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 4.67 _exptl_crystal_density_diffrn 1.77 _exptl_crystal_F_000 960 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_number_parameters 161 _refine_ls_number_reflns 1815 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.0803 _cod_data_source_file Acta-Chem-Scand-1995-49-547.cif _cod_data_source_block 1 _cod_database_code 1557918 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,1/2-z 4 -x,1/2+y,-z 5 -x,-y,-z 6 1/2+x,y,1/2-z 7 1/2-x,1/2+y,1/2+z 8 x,1/2-y,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 Br1 Br Uiso 0.05482(3) 0.25000 0.03270(5) 1.000 0.0156(2) . . . . Br2 Br Uiso 0.14118(3) 0.25000 0.50513(5) 1.000 0.0192(2) . . . . Cl Cl Uiso 0.14004(8) 0.75000 0.33820(10) 1.000 0.0173(4) . . . . N1 N Uiso 0.5154(3) 0.25000 0.1941(4) 1.000 0.0167(16) . . . . N2 N Uiso 0.35837(16) 0.1019(3) 0.2781(2) 1.000 0.0108(8) . . . . N3 N Uiso 0.3252(3) 0.25000 0.5336(4) 1.000 0.0130(12) . . . . O1 O Uiso 0.14539(16) 0.6146(3) 0.2664(2) 1.000 0.0281(9) . . . . C1 C Uiso 0.4788(2) 0.0992(5) 0.1599(3) 1.000 0.0177(11) . . . . O2 O Uiso 0.0685(2) 0.75000 0.3977(3) 1.000 0.0273(12) . . . . C2 C Uiso 0.4303(2) 0.0202(4) 0.2489(3) 1.000 0.0151(11) . . . . C3 C Uiso 0.3232(2) 0.0384(5) 0.3834(3) 1.000 0.0136(10) . . . . O3 O Uiso 0.2009(3) 0.75000 0.4195(3) 1.000 0.0330(16) . . . . C4 C Uiso 0.3579(2) 0.0993(4) 0.4931(3) 1.000 0.0136(9) . . . . C5 C Uiso 0.3020(2) 0.1041(5) 0.1814(3) 1.000 0.0150(11) . . . . C6 C Uiso 0.2543(3) 0.25000 0.1899(5) 1.000 0.0160(17) . . . . 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' Br Br -0.2901 2.4595 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 ' 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_ _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 O1 Cl O2 109.78(15) 8_565 . . yes O1 Cl O3 109.74(15) 8_565 . . yes O1 Cl O3 109.74(15) . . . yes O1 Cl O1 108.42(16) . . 8_565 yes O1 Cl O2 109.78(15) . . . yes O2 Cl O3 109.4(2) . . . yes C1 N1 C1 119.8(4) . . 8_555 yes C3 N2 C5 110.8(3) . . . yes C2 N2 C5 113.1(2) . . . yes C2 N2 C3 111.6(3) . . . yes C4 N3 C4 120.6(4) . . 8_555 yes N1 C1 C2 116.7(3) . . . yes N2 C2 C1 115.0(3) . . . yes N2 C3 C4 114.0(3) . . . yes N3 C4 C3 114.5(3) . . . yes N2 C5 C6 109.0(3) . . . yes C5 C6 C5 112.5(4) . . 8_555 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 Cl O1 1.446(3) . . yes Cl O2 1.438(4) . . yes Cl O3 1.432(5) . . yes Cl O1 1.446(3) . 8_565 yes N1 C1 1.511(5) . 8_555 yes N1 C1 1.511(5) . . yes N2 C2 1.489(4) . . yes N2 C3 1.485(4) . . yes N2 C5 1.505(4) . . yes N3 C4 1.503(4) . . yes N3 C4 1.503(4) . 8_555 yes C1 C2 1.510(5) . . no C3 C4 1.517(5) . . no C5 C6 1.520(5) . . 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 C1 N1 C1 C2 -98.2(4) 8_555 . . . no C3 N2 C2 C1 -166.7(3) . . . . no C5 N2 C2 C1 67.5(4) . . . . no C2 N2 C3 C4 81.1(4) . . . . no C5 N2 C3 C4 -151.9(3) . . . . no C2 N2 C5 C6 -149.7(3) . . . . no C3 N2 C5 C6 84.1(4) . . . . no C4 N3 C4 C3 -88.4(5) 8_555 . . . no N1 C1 C2 N2 68.2(4) . . . . no N2 C3 C4 N3 85.2(4) . . . . no N2 C5 C6 C5 60.7(5) . . . 8_555 no