#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/47/2014741.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_2014741 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_volume 61 _journal_year 2005 _chemical_formula_iupac 'C4 H6 N2 O2, C2 H2 O4, 2H2 O' _chemical_formula_moiety 'C4 H6 N2 O2, C2 H2 O4, 2H2 O' _chemical_formula_sum 'C6 H12 N2 O8' _chemical_formula_weight 240.18 _chemical_name_systematic ; 2,5-Piperazinedione--oxalic acid--water (1/1/2) ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 83.486(6) _cell_angle_beta 82.580(8) _cell_angle_gamma 65.067(7) _cell_formula_units_Z 1 _cell_length_a 6.1494(7) _cell_length_b 6.1984(8) _cell_length_c 7.3642(9) _cell_measurement_reflns_used 1073 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.97 _cell_volume 251.86(6) _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 0.983 _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 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 4586 _diffrn_reflns_theta_full 26.50 _diffrn_reflns_theta_max 27.61 _diffrn_reflns_theta_min 3.67 _diffrn_standards_decay_% nil _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 126 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.411 _refine_diff_density_min -0.318 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.196 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 74 _refine_ls_number_reflns 1143 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.196 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0424 _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^)+(0.0795P)^2^+0.0483P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1324 _refine_ls_wR_factor_ref 0.1357 _reflns_number_gt 1043 _reflns_number_total 1143 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1802.cif _[local]_cod_data_source_block I _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_database_code 2014741 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 O1 0.64641(18) 0.66722(18) 0.20427(14) 0.0250(3) Uani d . 1 . . O O2 0.78414(17) 0.21931(18) 0.35910(14) 0.0242(3) Uani d . 1 . . O O11 0.28936(17) 0.94857(18) 0.04183(14) 0.0237(3) Uani d . 1 . . O O12 0.07951(18) 0.72801(18) 0.13024(15) 0.0267(3) Uani d . 1 . . O N1 0.7376(2) -0.0815(2) 0.53587(16) 0.0198(3) Uani d . 1 . . N C2 0.6554(2) 0.1136(2) 0.42607(18) 0.0195(3) Uani d . 1 . . C C3 0.3993(2) 0.2135(2) 0.3779(2) 0.0204(3) Uani d . 1 . . C C11 0.1013(2) 0.9015(2) 0.05216(18) 0.0201(3) Uani d . 1 . . C H1 0.8892 -0.1366 0.5590 0.024 Uiso calc R 1 . . H H1A 0.6829 0.5123 0.2432 0.038 Uiso d R 1 . . H H1B 0.7691 0.6946 0.1653 0.038 Uiso d R 1 . . H H3A 0.3164 0.3801 0.4140 0.024 Uiso calc R 1 . . H H3B 0.4000 0.2170 0.2431 0.024 Uiso calc R 1 . . H H11 0.4005 0.8347 0.0928 0.036 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 O1 0.0198(5) 0.0210(6) 0.0346(6) -0.0098(4) -0.0062(4) 0.0063(4) O2 0.0179(5) 0.0232(5) 0.0337(6) -0.0117(4) -0.0058(4) 0.0070(4) O11 0.0197(5) 0.0248(6) 0.0292(6) -0.0123(4) -0.0079(4) 0.0077(4) O12 0.0215(6) 0.0226(6) 0.0368(6) -0.0114(4) -0.0068(4) 0.0090(4) N1 0.0148(5) 0.0198(6) 0.0260(6) -0.0090(4) -0.0040(4) 0.0038(5) C2 0.0175(7) 0.0193(7) 0.0228(7) -0.0090(5) -0.0028(5) 0.0008(5) C3 0.0165(7) 0.0205(7) 0.0249(7) -0.0093(5) -0.0041(5) 0.0046(5) C11 0.0184(7) 0.0205(7) 0.0221(7) -0.0091(5) -0.0019(5) 0.0007(5) 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 . 1.3192(18) y N1 C3 2_656 1.4510(19) y N1 H1 . 0.88 no C2 O2 . 1.2497(17) y C2 C3 . 1.5042(19) y C3 H3A . 0.99 no C3 H3B . 0.99 no C11 O11 . 1.2982(16) y C11 O12 . 1.2107(17) y C11 C11 2_575 1.545(3) y O11 H11 . 0.84 no O1 H1A . 0.91 no O1 H1B . 0.85 no 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 . 2_656 125.97(12) no C2 N1 H1 . . 117.0 no C3 N1 H1 2_656 . 117.0 no O2 C2 N1 . . 122.14(13) no O2 C2 C3 . . 118.32(12) no N1 C2 C3 . . 119.54(12) no N1 C3 C2 2_656 . 114.48(12) no N1 C3 H3A 2_656 . 108.6 no C2 C3 H3A . . 108.6 no N1 C3 H3B 2_656 . 108.6 no C2 C3 H3B . . 108.6 no H3A C3 H3B . . 107.6 no O12 C11 O11 . . 126.63(13) no O12 C11 C11 . 2_575 122.26(15) no O11 C11 C11 . 2_575 111.11(14) no C11 O11 H11 . . 109.5 no H1A O1 H1B . . 113.6 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 O1 H1A O2 . 0.91 1.80 2.6971(14) 168 y O1 H1B O12 1_655 0.85 1.99 2.8208(15) 167 y O1 H1B O11 2_675 0.85 2.46 2.9565(15) 118 y O11 H11 O1 . 0.84 1.69 2.5040(14) 164 y N1 H1 O2 2_756 0.88 2.01 2.8807(16) 170 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 _geom_torsion_publ_flag C3 N1 C2 O2 2_656 . 178.94(13) no C3 N1 C2 C3 2_656 . -1.4(2) no O2 C2 C3 N1 . 2_656 -179.08(12) no N1 C2 C3 N1 . 2_656 1.2(2) no _cod_database_fobs_code 2014741 _journal_paper_doi 10.1107/S0108270104034055