#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2014391.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_2014391 loop_ _publ_author_name 'Vasconcelos, Thatyana R. A.' 'de Souza, Marcus V. N.' 'Wardell, Solange M. S. V.' 'Wardell, James L.' 'Low, John N.' 'Glidewell, Christopher' _publ_section_title ; Simple chains in methyl 3,5-dinitrobenzoate, isolated molecules in isopropyl 3,5-dinitrobenzoate, and a three-dimensional framework containing double and sextuple helices in benzyl 3,5-dinitrobenzoate, all at 120 K ; _journal_coeditor_code SK1889 _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o26 _journal_page_last o29 _journal_volume 62 _journal_year 2006 _chemical_formula_iupac 'C10 H10 N2 O6' _chemical_formula_moiety 'C10 H10 N2 O6' _chemical_formula_sum 'C10 H10 N2 O6' _chemical_formula_weight 254.20 _chemical_name_systematic ; Isopropyl 3,5-dinitrobenzoate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 95.504(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.7037(3) _cell_length_b 5.7152(2) _cell_length_c 20.4739(9) _cell_measurement_reflns_used 2596 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.52 _cell_measurement_theta_min 3.83 _cell_volume 1130.22(7) _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) and COLLECT' _computing_data_collection 'COLLECT (Hooft, 1999)' _computing_data_reduction 'DENZO and COLLECT' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 and PRPKAPPA (Ferguson, 1999)' _computing_structure_refinement 'OSCAIL and SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'OSCAIL (McArdle, 2003) and SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 120(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Bruker-Nonius FR91 rotating anode' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 10022 _diffrn_reflns_theta_full 27.52 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_theta_min 3.83 _diffrn_standards_decay_% nil _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_T_max 0.954 _exptl_absorpt_correction_T_min 0.944 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.38 _refine_diff_density_max 0.296 _refine_diff_density_min -0.341 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 165 _refine_ls_number_reflns 2596 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.045 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0385 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0561P)^2^+0.2191P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0957 _refine_ls_wR_factor_ref 0.1045 _reflns_number_gt 2045 _reflns_number_total 2596 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1889.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2014391 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol O1 0.27425(9) 0.16199(16) 0.63304(5) 0.0258(2) Uani d . 1 O O11 0.32924(8) 0.47435(15) 0.57331(4) 0.0207(2) Uani d . 1 O O31 0.63611(10) 1.06799(16) 0.67549(5) 0.0288(2) Uani d . 1 O O32 0.67594(9) 1.08403(16) 0.78148(5) 0.0261(2) Uani d . 1 O O51 0.52347(10) 0.45491(17) 0.91396(5) 0.0314(3) Uani d . 1 O O52 0.41232(9) 0.16298(16) 0.86658(5) 0.0288(2) Uani d . 1 O N3 0.62359(10) 0.99248(18) 0.73064(6) 0.0208(2) Uani d . 1 N N5 0.46624(10) 0.35684(19) 0.86574(5) 0.0217(3) Uani d . 1 N C1 0.39856(12) 0.4773(2) 0.68655(6) 0.0178(3) Uani d . 1 C C2 0.47145(11) 0.6845(2) 0.68063(6) 0.0184(3) Uani d . 1 C C3 0.54042(11) 0.7796(2) 0.73684(6) 0.0180(3) Uani d . 1 C C4 0.53871(11) 0.6808(2) 0.79833(6) 0.0192(3) Uani d . 1 C C5 0.46452(12) 0.4756(2) 0.80192(6) 0.0182(3) Uani d . 1 C C6 0.39433(11) 0.3724(2) 0.74748(6) 0.0183(3) Uani d . 1 C C11 0.32647(11) 0.3529(2) 0.62836(6) 0.0184(3) Uani d . 1 C C12 0.25439(13) 0.3717(2) 0.51385(6) 0.0240(3) Uani d . 1 C C13 0.21072(19) 0.5760(3) 0.47026(8) 0.0435(4) Uani d . 1 C C14 0.35003(15) 0.2029(3) 0.48437(8) 0.0357(4) Uani d . 1 C H2 0.4739 0.7588 0.6392 0.022 Uiso calc R 1 H H4 0.5861 0.7504 0.8362 0.023 Uiso calc R 1 H H6 0.3439 0.2316 0.7517 0.022 Uiso calc R 1 H H12 0.1705 0.2865 0.5260 0.029 Uiso calc R 1 H H13A 0.1584 0.6876 0.4946 0.065 Uiso calc R 1 H H13B 0.1523 0.5203 0.4317 0.065 Uiso calc R 1 H H13C 0.2930 0.6533 0.4561 0.065 Uiso calc R 1 H H14A 0.4342 0.2852 0.4745 0.053 Uiso calc R 1 H H14B 0.3036 0.1374 0.4438 0.053 Uiso calc R 1 H H14C 0.3746 0.0762 0.5156 0.053 Uiso calc R 1 H 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 C1 0.0150(5) 0.0180(6) 0.0205(7) 0.0023(5) 0.0023(5) -0.0018(5) C2 0.0164(5) 0.0184(6) 0.0211(6) 0.0023(5) 0.0045(5) 0.0007(5) C3 0.0145(5) 0.0142(6) 0.0257(7) 0.0004(5) 0.0042(5) -0.0016(5) N3 0.0171(5) 0.0175(5) 0.0283(6) -0.0001(4) 0.0043(4) -0.0031(4) O31 0.0308(5) 0.0251(5) 0.0311(6) -0.0060(4) 0.0072(4) 0.0035(4) O32 0.0231(4) 0.0227(5) 0.0325(6) -0.0042(4) 0.0028(4) -0.0069(4) C4 0.0153(5) 0.0197(6) 0.0225(7) 0.0017(5) 0.0015(5) -0.0039(5) C5 0.0160(5) 0.0191(6) 0.0197(7) 0.0035(5) 0.0031(4) 0.0008(5) N5 0.0179(5) 0.0251(6) 0.0219(6) 0.0005(4) 0.0007(4) 0.0020(5) O51 0.0359(5) 0.0350(6) 0.0216(5) -0.0047(4) -0.0061(4) 0.0003(4) O52 0.0301(5) 0.0267(5) 0.0296(6) -0.0074(4) 0.0029(4) 0.0062(4) C6 0.0142(5) 0.0165(6) 0.0247(7) 0.0008(5) 0.0038(5) 0.0002(5) C11 0.0147(5) 0.0192(6) 0.0214(7) 0.0002(5) 0.0026(5) -0.0004(5) O1 0.0279(5) 0.0233(5) 0.0257(5) -0.0080(4) 0.0008(4) 0.0003(4) O11 0.0235(4) 0.0212(5) 0.0170(5) -0.0038(4) 0.0001(3) -0.0005(3) C12 0.0267(6) 0.0248(7) 0.0193(7) -0.0063(5) -0.0032(5) -0.0014(5) C13 0.0634(11) 0.0327(8) 0.0302(9) -0.0079(8) -0.0173(8) 0.0055(7) C14 0.0374(8) 0.0390(8) 0.0313(8) -0.0078(7) 0.0065(6) -0.0141(7) 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' 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_publ_flag C6 C1 C2 120.34(11) no C6 C1 C11 117.19(11) no C2 C1 C11 122.43(11) no C3 C2 C1 118.09(12) no C3 C2 H2 121.0 no C1 C2 H2 121.0 no C4 C3 C2 123.34(11) no C4 C3 N3 118.10(11) no C2 C3 N3 118.53(11) no O31 N3 O32 124.07(11) no O31 N3 C3 118.30(10) no O32 N3 C3 117.63(11) no C3 C4 C5 116.57(11) no C3 C4 H4 121.7 no C5 C4 H4 121.7 no C6 C5 C4 122.58(12) no C6 C5 N5 118.84(11) no C4 C5 N5 118.51(11) no O51 N5 O52 124.39(11) no O51 N5 C5 118.15(11) no O52 N5 C5 117.45(10) no C5 C6 C1 119.07(12) no C5 C6 H6 120.5 no C1 C6 H6 120.5 no O1 C11 O11 125.56(11) no O1 C11 C1 122.05(11) no O11 C11 C1 112.38(10) no C11 O11 C12 116.36(10) no O11 C12 C14 108.16(11) no O11 C12 C13 105.57(11) no C14 C12 C13 114.13(13) no O11 C12 H12 109.6 no C14 C12 H12 109.6 no C13 C12 H12 109.6 no C12 C13 H13A 109.5 no C12 C13 H13B 109.5 no H13A C13 H13B 109.5 no C12 C13 H13C 109.5 no H13A C13 H13C 109.5 no H13B C13 H13C 109.5 no C12 C14 H14A 109.5 no C12 C14 H14B 109.5 no H14A C14 H14B 109.5 no C12 C14 H14C 109.5 no H14A C14 H14C 109.5 no H14B C14 H14C 109.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C6 1.3883(17) no C1 C2 1.3907(17) no C1 C11 1.5014(17) no C2 C3 1.3856(17) no C2 H2 0.95 no C3 C4 1.3813(17) no C3 N3 1.4721(16) no N3 O31 1.2257(14) no N3 O32 1.2303(14) no C4 C5 1.3819(17) no C4 H4 0.95 no C5 C6 1.3815(17) no C5 N5 1.4710(16) no N5 O51 1.2216(14) no N5 O52 1.2261(14) no C6 H6 0.95 no C11 O1 1.2109(15) no C11 O11 1.3260(15) no O11 C12 1.4778(15) no C12 C14 1.505(2) no C12 C13 1.5058(19) no C12 H12 1.00 no C13 H13A 0.98 no C13 H13B 0.98 no C13 H13C 0.98 no C14 H14A 0.98 no C14 H14B 0.98 no C14 H14C 0.98 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_publ_flag C6 C1 C2 C3 0.88(17) no C11 C1 C2 C3 -176.74(10) no C1 C2 C3 C4 -0.94(17) no C1 C2 C3 N3 176.99(10) no C4 C3 N3 O31 173.16(10) no C2 C3 N3 O31 -4.88(16) no C4 C3 N3 O32 -7.08(15) no C2 C3 N3 O32 174.88(10) no C2 C3 C4 C5 0.67(17) no N3 C3 C4 C5 -177.27(10) no C3 C4 C5 C6 -0.34(17) no C3 C4 C5 N5 176.57(10) no C6 C5 N5 O51 -176.84(11) no C4 C5 N5 O51 6.13(16) no C6 C5 N5 O52 4.66(16) no C4 C5 N5 O52 -172.37(11) no C4 C5 C6 C1 0.32(18) no N5 C5 C6 C1 -176.58(10) no C2 C1 C6 C5 -0.59(17) no C11 C1 C6 C5 177.15(10) no C6 C1 C11 O1 -4.72(17) no C2 C1 C11 O1 172.98(11) no C6 C1 C11 O11 176.07(10) no C2 C1 C11 O11 -6.24(16) no O1 C11 O11 C12 3.94(17) no C1 C11 O11 C12 -176.88(9) no C11 O11 C12 C14 -85.33(13) no C11 O11 C12 C13 152.12(12) no