#------------------------------------------------------------------------------ #$Date: 2020-02-20 16:20:58 +0200 (Thu, 20 Feb 2020) $ #$Revision: 248319 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557350.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_1557350 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 H11 N3 O6' _chemical_formula_weight 269.22 _chemical_name_common ; 3,4,5-Trimethyl-l-trinitromethylbenzene ; _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90. _cell_angle_beta 99.88(3) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 9.602(2) _cell_length_b 7.528(2) _cell_length_c 16.923(3) _cell_volume 1205.1(5) _diffrn_ambient_temperature 130 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _exptl_absorpt_coefficient_mu 0.125 _exptl_crystal_density_diffrn 1.484 _refine_ls_number_reflns 1231 _refine_ls_R_factor_gt 0.040 _refine_ls_wR_factor_ref 0.108 _cod_data_source_file Acta-Chem-Scand-1996-50-29-6.cif _cod_data_source_block 6 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 1557350 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 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 0.7886(2) -0.1447(3) 0.49610(10) 1.000 0.0530(10) . . . . O12 O Uiso 0.8550(2) 0.1247(3) 0.48180(10) 1.000 0.0360(10) . . . . O21 O Uiso 0.6450(2) -0.2932(3) 0.35920(10) 1.000 0.0480(10) . . . . O22 O Uiso 0.4688(2) -0.1166(3) 0.35880(10) 1.000 0.0460(10) . . . . O31 O Uiso 0.5821(2) 0.2721(3) 0.32920(10) 1.000 0.0520(10) . . . . O32 O Uiso 0.5590(2) 0.1828(3) 0.44740(10) 1.000 0.0440(10) . . . . N1 N Uiso 0.7872(2) -0.0074(3) 0.45960(10) 1.000 0.0300(10) . . . . N2 N Uiso 0.5928(2) -0.1502(3) 0.36490(10) 1.000 0.0290(10) . . . . N3 N Uiso 0.6040(2) 0.1715(3) 0.3852(2) 1.000 0.0310(10) . . . . C1 C Uiso 0.7806(3) 0.0139(3) 0.3114(2) 1.000 0.0220(10) . . . . C2 C Uiso 0.7085(3) 0.0156(3) 0.2327(2) 1.000 0.0230(10) . . . . C3 C Uiso 0.7803(3) 0.0170(3) 0.1693(2) 1.000 0.0240(10) . . . . C4 C Uiso 0.9290(3) 0.0142(3) 0.1840(2) 1.000 0.0260(10) . . . . C5 C Uiso 1.0015(3) 0.0115(3) 0.2628(2) 1.000 0.0250(10) . . . . C6 C Uiso 0.9272(3) 0.0111(3) 0.3259(2) 1.000 0.0240(10) . . . . C7 C Uiso 0.6975(3) 0.0075(3) 0.3772(2) 1.000 0.0240(10) . . . . C8 C Uiso 0.6980(3) 0.0240(4) 0.0854(2) 1.000 0.0350(10) . . . . C9 C Uiso 1.0077(3) 0.0127(4) 0.1148(2) 1.000 0.0360(10) . . . . C10 C Uiso 1.1607(3) 0.0084(4) 0.2815(2) 1.000 0.0350(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 O11 N1 O12 125.98(19) . . . yes O11 N1 C7 119.5(2) . . . yes O12 N1 C7 114.55(19) . . . yes O21 N2 O22 127.1(2) . . . yes O21 N2 C7 115.4(2) . . . yes O22 N2 C7 117.4(2) . . . yes O31 N3 O32 127.0(2) . . . yes O31 N3 C7 117.3(3) . . . yes O32 N3 C7 115.6(3) . . . yes C2 C1 C6 119.5(3) . . . no C2 C1 C7 118.5(3) . . . no C6 C1 C7 121.9(3) . . . no C1 C2 C3 121.0(3) . . . no C2 C3 C4 119.5(3) . . . no C2 C3 C8 119.1(3) . . . no C4 C3 C8 121.4(3) . . . no C3 C4 C5 119.6(3) . . . no C3 C4 C9 119.6(3) . . . no C5 C4 C9 120.7(3) . . . no C4 C5 C6 120.0(3) . . . no C4 C5 C10 121.5(3) . . . no C6 C5 C10 118.5(3) . . . no C1 C6 C5 120.4(3) . . . no N1 C7 N2 108.8(2) . . . yes N1 C7 N3 103.1(2) . . . yes N1 C7 C1 113.7(2) . . . yes N2 C7 N3 104.5(2) . . . yes N2 C7 C1 110.3(2) . . . yes N3 C7 C1 115.9(2) . . . 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 1.203(3) . . yes O12 N1 1.212(3) . . yes O21 N2 1.198(3) . . yes O22 N2 1.204(3) . . yes O31 N3 1.203(4) . . yes O32 N3 1.208(4) . . yes N1 C7 1.512(4) . . yes N2 C7 1.547(3) . . yes N3 C7 1.546(3) . . yes C1 C2 1.392(5) . . no C1 C6 1.387(4) . . no C1 C7 1.478(4) . . no C2 C3 1.371(5) . . no C3 C4 1.407(4) . . no C3 C8 1.503(5) . . no C4 C5 1.395(5) . . no C4 C9 1.499(5) . . no C5 C6 1.382(5) . . no C5 C10 1.507(4) . . 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 O11 N1 C7 N2 14.4(3) . . . . no O11 N1 C7 N3 124.9(2) . . . . no O11 N1 C7 C1 -108.8(2) . . . . no O12 N1 C7 N2 -167.2(2) . . . . no O12 N1 C7 N3 -56.7(3) . . . . no O12 N1 C7 C1 69.6(3) . . . . no O21 N2 C7 N1 -68.7(3) . . . . no O21 N2 C7 N3 -178.3(2) . . . . no O21 N2 C7 C1 56.5(3) . . . . no O22 N2 C7 N1 114.2(2) . . . . no O22 N2 C7 N3 4.7(3) . . . . no O22 N2 C7 C1 -120.5(2) . . . . no O31 N3 C7 N1 140.1(2) . . . . no O31 N3 C7 N2 -106.2(2) . . . . no O31 N3 C7 C1 15.3(4) . . . . no O32 N3 C7 N1 -40.9(3) . . . . no O32 N3 C7 N2 72.8(3) . . . . no O32 N3 C7 C1 -165.7(2) . . . . no C6 C1 C2 C3 -0.9(3) . . . . no C7 C1 C2 C3 -178.4(2) . . . . no C2 C1 C6 C5 0.5(3) . . . . no C7 C1 C6 C5 177.9(2) . . . . no C2 C1 C7 N1 175.8(2) . . . . no C2 C1 C7 N2 53.4(3) . . . . no C2 C1 C7 N3 -65.1(3) . . . . no C6 C1 C7 N1 -1.6(3) . . . . no C6 C1 C7 N2 -124.0(2) . . . . no C6 C1 C7 N3 117.5(3) . . . . no C1 C2 C3 C4 0.9(3) . . . . no C1 C2 C3 C8 -178.3(2) . . . . no C2 C3 C4 C5 -0.5(3) . . . . no C2 C3 C4 C9 179.0(2) . . . . no C8 C3 C4 C5 178.6(2) . . . . no C8 C3 C4 C9 -1.8(4) . . . . no C3 C4 C5 C6 0.2(3) . . . . no C3 C4 C5 C10 180.0(2) . . . . no C9 C4 C5 C6 -179.3(2) . . . . no C9 C4 C5 C10 0.5(4) . . . . no C4 C5 C6 C1 -0.2(3) . . . . no C10 C5 C6 C1 180.0(2) . . . . no