#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/41/2104166.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_2104166 loop_ _publ_author_name 'Rychlewska, Urszula' 'Wa\'scinska, Natalia' 'War\.zajtis, Beata' 'Gawro\'nski, Jacek' _publ_contact_author ; Urszula Rychlewska Faculty of Chemistry Adam Mickiewicz University Grunwaldzka 6 60-780 Pozna\'n Poland ; _publ_section_title ; Role of the gauche effect and local 1,3-dipole--dipole interactions in stabilizing an unusual conformation of tartarodinitriles ; _journal_coeditor_code BS5062 _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 497 _journal_page_last 503 _journal_volume 64 _journal_year 2008 _chemical_formula_sum 'C4 H4 N2 O2' _chemical_formula_weight 112.09 _chemical_name_systematic ; ? ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.2155(15) _cell_length_b 6.2725(12) _cell_length_c 10.828(2) _cell_measurement_reflns_used 478 _cell_measurement_temperature 130(2) _cell_measurement_theta_max 26.09 _cell_measurement_theta_min 3.76 _cell_volume 490.07(17) _computing_cell_refinement 'CrysAlisPRO v.1.171 (Oxford Diffraction,2007)' _computing_data_collection 'CrysAlis CCD v.1.171 (Oxford Diffraction,2007)' _computing_data_reduction 'CrysAlisPRO v.1.171 (Oxford Diffraction,2007)' _computing_molecular_graphics ; Simens Analytical X-Ray Instruments (1989), Mercury (Bruno, et al. 2002) ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 130(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Kuma KM4CCD \k-geometry diffractometer' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0297 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 2811 _diffrn_reflns_theta_full 26.09 _diffrn_reflns_theta_max 26.09 _diffrn_reflns_theta_min 3.76 _diffrn_standards_interval_count 'every 50 dc frames' _diffrn_standards_number '3 reference frames' _exptl_absorpt_coefficient_mu 0.125 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 232 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.229 _refine_diff_density_min -0.261 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_hydrogen_treatment riding _refine_ls_matrix_type full _refine_ls_number_parameters 41 _refine_ls_number_reflns 478 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.133 _refine_ls_R_factor_all 0.0582 _refine_ls_R_factor_gt 0.0416 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0645P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0995 _refine_ls_wR_factor_ref 0.1178 _reflns_number_gt 352 _reflns_number_total 478 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file bs5062.cif _[local]_cod_data_source_block 1a _[local]_cod_cif_authors_sg_H-M Pbca _cod_original_cell_volume 490.04(17) _cod_database_code 2104166 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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_ _atom_site_type_symbol _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 C C1 0.1068(3) 0.1971(3) 0.39095(19) 0.0213(5) Uani d . 1 C C2 0.0641(3) 0.0965(3) 0.51150(17) 0.0196(6) Uani d . 1 H H2A -0.0003 0.2018 0.5659 0.024 Uiso calc R 1 N N1 0.1434(2) 0.2728(3) 0.29811(14) 0.0269(5) Uani d . 1 O O2 0.23079(18) 0.0297(2) 0.56832(13) 0.0220(5) Uani d . 1 H H2O 0.229(3) 0.085(4) 0.642(2) 0.045(7) Uiso d . 1 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 0.0228(11) 0.0190(11) 0.0222(11) 0.0014(8) -0.0010(9) -0.0021(9) C2 0.0216(11) 0.0213(11) 0.0158(10) 0.0020(8) 0.0001(8) -0.0008(8) N1 0.0317(10) 0.0293(10) 0.0196(10) -0.0036(8) 0.0017(8) 0.0011(8) O2 0.0250(8) 0.0248(8) 0.0161(8) 0.0014(6) -0.0034(6) -0.0023(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1 N1 . 1.143(2) C1 C2 . 1.482(3) C2 O2 . 1.414(2) C2 C2 5_556 1.544(4) C2 H2A . 1.0000 O2 H2O . 0.87(3) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle N1 C1 C2 . . 178.6(2) O2 C2 C1 . . 109.40(15) O2 C2 C2 . 5_556 110.34(19) C1 C2 C2 . 5_556 108.45(19) O2 C2 H2A . . 109.5 C1 C2 H2A . . 109.5 C2 C2 H2A 5_556 . 109.5 C2 O2 H2O . . 105.5(16)