#------------------------------------------------------------------------------ #$Date: 2020-02-20 16:20:44 +0200 (Thu, 20 Feb 2020) $ #$Revision: 248317 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557348.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_1557348 loop_ _publ_author_name 'Butts, Craig P.' 'Eberson, Lennart' 'Hartshorn, Michael P.' 'Robinson, Ward T.' 'Timmerman-Vaughan, David J.' 'Young, Dawson A. W.' _publ_section_title ; Photochemical Nitration by Tetranitromethane. Part XXVI. Adduct Formation in the Photochemical Reaction of 1,2,3-Trimethylbenzene: the Formation of 'Double' Adducts Including Nitronic Esters ; _journal_name_full 'Acta Chemica Scandinavica' _journal_page_first 29 _journal_page_last 47 _journal_paper_doi 10.3891/acta.chem.scand.50-0029 _journal_volume 50 _journal_year 1996 _chemical_formula_sum 'C10 H12 N4 O8' _chemical_formula_weight 316.24 _chemical_name_common ; Trinitro nitronic ester ; _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 61 _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 8 _cell_length_a 6.480(7) _cell_length_b 14.840(9) _cell_length_c 26.79(2) _cell_volume 2576(4) _diffrn_ambient_temperature 130 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _exptl_absorpt_coefficient_mu 0.143 _exptl_crystal_density_diffrn 1.631 _refine_ls_number_reflns 837 _refine_ls_R_factor_gt 0.047 _refine_ls_wR_factor_ref 0.097 _cod_data_source_file Acta-Chem-Scand-1996-50-29-4.cif _cod_data_source_block 1 _cod_database_code 1557348 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,-z 4 -x,1/2+y,1/2-z 5 -x,-y,-z 6 1/2+x,y,1/2-z 7 1/2-x,1/2+y,z 8 x,1/2-y,1/2+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 O11 O Uiso 0.0907(5) 0.2191(2) 0.18690(10) 1.000 0.0170(10) . . . . O12 O Uiso 0.3552(5) 0.2811(2) 0.22370(10) 1.000 0.0220(10) . . . . O21 O Uiso 0.3347(5) 0.4544(2) 0.24150(10) 1.000 0.0280(10) . . . . O22 O Uiso 0.1881(5) 0.5262(2) 0.17980(10) 1.000 0.0250(10) . . . . O31 O Uiso -0.0809(6) 0.5284(2) 0.06380(10) 1.000 0.0340(10) . . . . O32 O Uiso -0.2463(5) 0.4089(2) 0.04030(10) 1.000 0.0280(10) . . . . O41 O Uiso -0.4483(5) 0.2572(2) 0.10230(10) 1.000 0.0310(10) . . . . O42 O Uiso -0.4778(4) 0.3929(2) 0.13300(10) 1.000 0.0240(10) . . . . N1 N Uiso 0.1998(6) 0.2987(3) 0.19910(10) 1.000 0.0180(10) . . . . N2 N Uiso 0.2254(6) 0.4571(3) 0.20420(10) 1.000 0.0210(10) . . . . N3 N Uiso -0.1103(6) 0.4471(3) 0.06410(10) 1.000 0.0220(10) . . . . N4 N Uiso -0.3874(6) 0.3194(3) 0.12860(10) 1.000 0.0210(10) . . . . C1 C Uiso -0.1939(7) 0.3092(3) 0.1593(2) 1.000 0.0150(10) . . . . C2 C Uiso -0.0515(7) 0.3877(3) 0.1506(2) 1.000 0.0140(10) . . . . C3 C Uiso 0.0341(7) 0.3894(3) 0.0964(2) 1.000 0.0160(10) . . . . C4 C Uiso 0.0715(7) 0.2991(3) 0.0732(2) 1.000 0.0160(10) . . . . C5 C Uiso 0.0281(7) 0.2233(3) 0.0977(2) 1.000 0.0140(10) . . . . C6 C Uiso -0.0774(7) 0.2222(3) 0.1482(2) 1.000 0.0150(10) . . . . C7 C Uiso 0.1234(7) 0.3765(3) 0.1854(2) 1.000 0.0130(10) . . . . C8 C Uiso 0.1794(6) 0.3052(3) 0.0237(2) 1.000 0.0190(10) . . . . C9 C Uiso 0.0904(8) 0.1308(3) 0.0779(2) 1.000 0.0240(10) . . . . C10 C Uiso -0.1949(8) 0.1376(3) 0.1626(2) 1.000 0.0240(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' 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 N1 O11 C6 119.7(3) . . . yes O11 N1 O12 110.8(4) . . . yes O11 N1 C7 118.9(4) . . . yes O12 N1 C7 130.3(4) . . . yes O21 N2 O22 124.7(4) . . . yes O21 N2 C7 121.2(4) . . . yes O22 N2 C7 114.1(3) . . . yes O31 N3 O32 124.4(4) . . . yes O31 N3 C3 117.4(4) . . . yes O32 N3 C3 118.2(4) . . . yes O41 N4 O42 124.3(4) . . . yes O41 N4 C1 120.4(4) . . . yes O42 N4 C1 115.4(3) . . . yes N4 C1 C2 110.4(4) . . . yes N4 C1 C6 113.0(4) . . . yes C2 C1 C6 108.8(4) . . . no C1 C2 C3 112.1(4) . . . no C1 C2 C7 106.6(4) . . . no C3 C2 C7 108.5(4) . . . no N3 C3 C2 108.5(3) . . . yes N3 C3 C4 111.3(4) . . . yes C2 C3 C4 115.5(4) . . . no C3 C4 C5 121.1(5) . . . no C3 C4 C8 112.8(4) . . . no C5 C4 C8 125.7(4) . . . no C4 C5 C6 123.0(4) . . . no C4 C5 C9 122.2(5) . . . no C6 C5 C9 114.8(4) . . . no O11 C6 C1 104.5(4) . . . yes O11 C6 C5 106.8(4) . . . yes O11 C6 C10 99.4(4) . . . yes C1 C6 C5 112.8(4) . . . no C1 C6 C10 113.7(4) . . . no C5 C6 C10 117.5(4) . . . no N1 C7 N2 117.1(4) . . . yes N1 C7 C2 124.5(4) . . . yes N2 C7 C2 118.3(4) . . . yes 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 O11 N1 1.415(5) . . yes O11 C6 1.505(6) . . yes O12 N1 1.232(5) . . yes O21 N2 1.226(4) . . yes O22 N2 1.240(5) . . yes O31 N3 1.222(6) . . yes O32 N3 1.227(5) . . yes O41 N4 1.227(5) . . yes O42 N4 1.244(5) . . yes N1 C7 1.309(6) . . yes N2 C7 1.456(6) . . yes N3 C3 1.535(6) . . yes N4 C1 1.507(6) . . yes C1 C2 1.504(7) . . no C1 C6 1.525(7) . . no C2 C3 1.555(8) . . no C2 C7 1.477(7) . . no C3 C4 1.497(7) . . no C4 C5 1.332(7) . . no C4 C8 1.502(7) . . no C5 C6 1.516(8) . . no C5 C9 1.526(7) . . no C6 C10 1.518(7) . . 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 C6 O11 N1 O12 -167.0(3) . . . . no C6 O11 N1 C7 15.5(5) . . . . no N1 O11 C6 C1 -41.7(5) . . . . no N1 O11 C6 C5 78.1(4) . . . . no N1 O11 C6 C10 -159.3(3) . . . . no O11 N1 C7 N2 172.2(3) . . . . no O11 N1 C7 C2 -10.8(7) . . . . no O12 N1 C7 N2 -4.8(7) . . . . no O12 N1 C7 C2 172.2(4) . . . . no O21 N2 C7 N1 -20.8(6) . . . . no O21 N2 C7 C2 162.0(4) . . . . no O22 N2 C7 N1 160.3(4) . . . . no O22 N2 C7 C2 -16.9(6) . . . . no O31 N3 C3 C2 85.4(4) . . . . no O31 N3 C3 C4 -146.4(4) . . . . no O32 N3 C3 C2 -94.9(4) . . . . no O32 N3 C3 C4 33.4(5) . . . . no O41 N4 C1 C2 129.6(4) . . . . no O41 N4 C1 C6 7.6(6) . . . . no O42 N4 C1 C2 -51.7(5) . . . . no O42 N4 C1 C6 -173.8(4) . . . . no N4 C1 C2 C3 -66.6(5) . . . . no N4 C1 C2 C7 174.8(4) . . . . no C6 C1 C2 C3 57.9(5) . . . . no C6 C1 C2 C7 -60.7(5) . . . . no N4 C1 C6 O11 -172.5(3) . . . . no N4 C1 C6 C5 71.8(5) . . . . no N4 C1 C6 C10 -65.3(6) . . . . no C2 C1 C6 O11 64.5(5) . . . . no C2 C1 C6 C5 -51.1(5) . . . . no C2 C1 C6 C10 171.8(4) . . . . no C1 C2 C3 N3 91.7(4) . . . . no C1 C2 C3 C4 -34.2(5) . . . . no C7 C2 C3 N3 -150.9(4) . . . . no C7 C2 C3 C4 83.3(5) . . . . no C1 C2 C7 N1 33.8(6) . . . . no C1 C2 C7 N2 -149.3(4) . . . . no C3 C2 C7 N1 -87.2(5) . . . . no C3 C2 C7 N2 89.8(5) . . . . no N3 C3 C4 C5 -122.8(5) . . . . no N3 C3 C4 C8 63.1(5) . . . . no C2 C3 C4 C5 1.6(6) . . . . no C2 C3 C4 C8 -172.5(4) . . . . no C3 C4 C5 C6 5.3(7) . . . . no C3 C4 C5 C9 -171.8(4) . . . . no C8 C4 C5 C6 178.6(4) . . . . no C8 C4 C5 C9 1.5(8) . . . . no C4 C5 C6 O11 -94.0(5) . . . . no C4 C5 C6 C1 20.3(6) . . . . no C4 C5 C6 C10 155.6(5) . . . . no C9 C5 C6 O11 83.3(5) . . . . no C9 C5 C6 C1 -162.4(4) . . . . no C9 C5 C6 C10 -27.1(6) . . . . no