#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/47/2014742.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_2014742 loop_ _publ_author_name 'Sarangarajan, Thanjavur Ramabhadran' 'Panchanatheswaran, Krishnaswamy ' 'Low, John N.' 'Glidewell, Christopher' _publ_section_title ; Piperazine-2,5-dione--oxalic acid--water (1/1/2) and a redetermination of piperazine-2,5-dione, both at 120K: hydrogen-bonded sheets containing multiple ring types ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o118 _journal_page_last o121 _journal_paper_doi 10.1107/S0108270104034055 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C4 H6 N2 O2' _chemical_formula_moiety 'C4 H6 N2 O2' _chemical_formula_sum 'C4 H6 N2 O2' _chemical_formula_weight 114.11 _chemical_name_systematic ; 2,5-Piperazinedione ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 96.46(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 3.8967(10) _cell_length_b 11.527(3) _cell_length_c 5.159(2) _cell_measurement_reflns_used 508 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.46 _cell_measurement_theta_min 4.35 _cell_volume 230.26(12) _computing_cell_refinement 'DENZO--SMN (Otwinowski & Minor, 1997)' _computing_data_collection 'program (reference)?' _computing_data_reduction DENZO--SMN _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_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.971 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1053 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 2525 _diffrn_reflns_theta_full 25.50 _diffrn_reflns_theta_max 27.46 _diffrn_reflns_theta_min 4.35 _diffrn_standards_decay_% nil _exptl_absorpt_coefficient_mu 0.134 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_correction_T_min 0.935 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 120 _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.475 _refine_diff_density_min -0.489 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.245 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 37 _refine_ls_number_reflns 508 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.245 _refine_ls_R_factor_all 0.0677 _refine_ls_R_factor_gt 0.0670 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1311P)^2^+0.0775P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2049 _refine_ls_wR_factor_ref 0.2060 _reflns_number_gt 490 _reflns_number_total 508 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sk1802.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2014742 _cod_database_fobs_code 2014742 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O2 0.5941(4) 0.63335(11) 0.6680(2) 0.0190(6) Uani d . 1 . . O N1 0.8110(4) 0.45696(13) 0.7787(3) 0.0159(6) Uani d . 1 . . N C2 0.7821(4) 0.56985(18) 0.8176(3) 0.0148(6) Uani d . 1 . . C C3 0.9821(5) 0.62391(14) 1.0532(4) 0.0159(7) Uani d . 1 . . C H1 0.6939 0.4281 0.6376 0.019 Uiso calc R 1 . . H H3A 1.1366 0.6842 0.9939 0.019 Uiso calc R 1 . . H H3B 0.8175 0.6631 1.1572 0.019 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 O2 0.0226(10) 0.0126(9) 0.0206(9) 0.0006(5) -0.0028(6) 0.0012(5) N1 0.0191(11) 0.0114(10) 0.0165(9) 0.0000(6) -0.0010(7) -0.0005(5) C2 0.0158(11) 0.0122(10) 0.0169(10) -0.0012(6) 0.0042(7) 0.0017(6) C3 0.0168(11) 0.0107(10) 0.0198(11) 0.0014(6) -0.0001(7) 0.0001(6) 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 N1 C3 . 3_767 126.23(15) no C2 N1 H1 . . 116.9 no C3 N1 H1 3_767 . 116.9 no O2 C2 N1 . . 122.68(17) no O2 C2 C3 . . 118.31(17) no N1 C2 C3 . . 119.01(16) no N1 C3 C2 3_767 . 114.75(15) no N1 C3 H3A 3_767 . 108.6 no C2 C3 H3A . . 108.6 no N1 C3 H3B 3_767 . 108.6 no C2 C3 H3B . . 108.6 no H3A C3 H3B . . 107.6 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C2 . 1.323(3) no N1 C3 3_767 1.454(2) no N1 H1 . 0.88 no C2 O2 . 1.241(2) no C2 C3 . 1.503(3) no C3 H3A . 0.99 no C3 H3B . 0.99 no 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 N1 H1 O2 3_666 0.88 1.96 2.840(2) 176 y C3 H3B O2 4_565 0.99 2.51 3.266(3) 133 y 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion C3 N1 C2 O2 3_767 . -178.40(14) C3 N1 C2 C3 3_767 . 1.1(3) O2 C2 C3 N1 . 3_767 178.55(13) N1 C2 C3 N1 . 3_767 -1.0(3)