#------------------------------------------------------------------------------ #$Date: 2008-02-29 13:03:34 +0200 (Fri, 29 Feb 2008) $ #$Revision: 179 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2015322.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_2015322 loop_ _publ_author_name 'Mart\'inez-Palau, Meritxell' 'Urp\'i, Lourdes' 'Solans, Xavier' 'Puiggal\'i, Jordi' _publ_section_title ; Morpholine-2,5-dione ; _journal_coeditor_code OB3002 _journal_issue 5 _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o262 _journal_page_last o264 _journal_volume 62 _journal_year 2006 _chemical_formula_iupac 'C4 H5 N O3' _chemical_formula_moiety 'C4 H5 N O3' _chemical_formula_sum 'C4 H5 N O3' _chemical_formula_weight 115.09 _chemical_melting_point .192E-190 _chemical_name_systematic ; morpholine-2,5-dione ; _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 92.28(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.379(5) _cell_length_b 9.218(2) _cell_length_c 9.794(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 22 _cell_measurement_theta_min 10 _cell_volume 485.2(5) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Kiers, 1994)' _computing_data_reduction 'WinGX-PC (Farrugia, 1999)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976) and PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 and WinGX-PC' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Enraf--Nonius CAD-4' _diffrn_measurement_method \w _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 0.0122 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1471 _diffrn_reflns_theta_full 29.97 _diffrn_reflns_theta_max 29.97 _diffrn_reflns_theta_min 3.04 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 120 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 240 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.297 _refine_diff_density_min -0.245 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 79 _refine_ls_number_reflns 1406 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.054 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0440 _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^)+(0.0732P)^2^+0.1054P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1187 _refine_ls_wR_factor_ref 0.1296 _reflns_number_gt 1139 _reflns_number_total 1406 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ob3002.cif 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_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 O O1 0.15816(16) 0.81416(12) 0.32136(10) 0.0371(3) Uani d . 1 O O2 0.26093(19) 0.62421(13) 0.44628(12) 0.0440(3) Uani d . 1 O O5 -0.3407(2) 1.06943(12) 0.35065(11) 0.0451(3) Uani d . 1 N N4 -0.25311(19) 0.86708(12) 0.47476(12) 0.0322(3) Uani d . 1 H H4 -0.373(4) 0.887(2) 0.531(2) 0.054(5) Uiso d . 1 C C2 0.1074(2) 0.71558(14) 0.41619(13) 0.0301(3) Uani d . 1 C C3 -0.1398(2) 0.72367(15) 0.48259(15) 0.0354(3) Uani d . 1 H H31 -0.2525 0.6541 0.4389 0.051(4) Uiso calc R 1 H H32 -0.1172 0.6962 0.5779 0.051(4) Uiso calc R 1 C C5 -0.2249(2) 0.95467(14) 0.36962(13) 0.0300(3) Uani d . 1 C C6 -0.0382(3) 0.90722(17) 0.26778(14) 0.0393(3) Uani d . 1 H H61 -0.1263 0.8568 0.1936 0.057(4) Uiso calc R 1 H H62 0.0367 0.9931 0.2296 0.057(4) Uiso calc R 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 O1 0.0264(4) 0.0446(6) 0.0413(5) 0.0069(4) 0.0131(4) 0.0055(4) O2 0.0336(5) 0.0463(6) 0.0523(6) 0.0157(4) 0.0061(4) 0.0023(5) O5 0.0436(6) 0.0410(6) 0.0520(6) 0.0159(5) 0.0159(5) 0.0115(5) N4 0.0257(5) 0.0331(6) 0.0388(6) 0.0068(4) 0.0128(4) 0.0036(4) C2 0.0244(5) 0.0330(6) 0.0332(6) 0.0030(4) 0.0041(4) -0.0040(5) C3 0.0269(6) 0.0319(6) 0.0482(8) 0.0051(5) 0.0130(5) 0.0069(5) C5 0.0239(5) 0.0323(6) 0.0339(6) 0.0027(4) 0.0045(4) 0.0000(5) C6 0.0392(7) 0.0460(8) 0.0336(6) 0.0138(6) 0.0120(5) 0.0065(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C2 1.3353(17) O1 C6 1.4431(18) N4 C5 1.3221(17) N4 C3 1.4565(17) N4 H4 0.88(2) O2 C2 1.2079(17) O5 C5 1.2380(16) C2 C3 1.505(2) C5 C6 1.5080(19) C3 H31 0.9700 C3 H32 0.9700 C6 H61 0.9700 C6 H62 0.9700 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 O1 C6 119.37(11) C5 N4 C3 122.31(11) C5 N4 H4 117.8(13) C3 N4 H4 118.2(14) O2 C2 O1 119.17(12) O2 C2 C3 122.43(13) O1 C2 C3 118.39(11) O5 C5 N4 124.47(12) O5 C5 C6 119.54(12) N4 C5 C6 115.99(11) N4 C3 C2 113.40(11) N4 C3 H31 108.9 C2 C3 H31 108.9 N4 C3 H32 108.9 C2 C3 H32 108.9 H31 C3 H32 107.7 O1 C6 C5 115.39(11) O1 C6 H61 108.4 C5 C6 H61 108.4 O1 C6 H62 108.4 C5 C6 H62 108.4 H61 C6 H62 107.5 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 O1 C2 O2 169.25(13) no C6 O1 C2 C3 -11.27(18) yes C3 N4 C5 O5 170.93(13) no C3 N4 C5 C6 -8.71(19) yes C5 N4 C3 C2 33.13(19) yes O2 C2 C3 N4 157.07(13) no O1 C2 C3 N4 -22.40(18) yes C2 O1 C6 C5 36.48(19) yes O5 C5 C6 O1 154.23(14) no N4 C5 C6 O1 -26.12(19) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N4 H4 O5 3_476 0.88(2) 2.01(2) 2.888(2) 177(2) yes C6 H61 O2 4_575 0.97 2.48 3.301(2) 142 yes C6 H62 O2 2_555 0.97 2.40 3.297(2) 153 yes