#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/05/2010541.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_2010541 loop_ _publ_author_name 'Kolev, Tsonko' 'Glavcheva, Zornitza' 'Petrova, Rosica' 'Angelova, Olyana' _publ_section_title ; Ammonium hydrogen squarate--water (3/2) ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 110 _journal_page_last 112 _journal_paper_doi 10.1107/S0108270199009415 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'H4 N 1+,C4 H O4 1-,2/3H2 O' _chemical_formula_sum 'C4 H6.33 N O4.67' _chemical_formula_weight 143.10 _chemical_name_systematic 'Ammonium hydrogen squarate--water (3/2)' _space_group_IT_number 13 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yc' _symmetry_space_group_name_H-M 'P 1 2/c 1' _cell_angle_alpha 90.000 _cell_angle_beta 99.274(2) _cell_angle_gamma 90.000 _cell_formula_units_Z 6 _cell_length_a 10.031(3) _cell_length_b 8.2799(17) _cell_length_c 10.968(2) _cell_measurement_reflns_used 22 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 21.66 _cell_measurement_theta_min 20.03 _cell_volume 899.0(4) _computing_data_collection 'CAD-4 Manual (Enraf-Nonius, 1988)' _computing_data_reduction 'SDP/PDP (Enraf-Nonius, 1985)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .106 _diffrn_reflns_av_sigmaI/netI .079 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4406 _diffrn_reflns_theta_full 27.91 _diffrn_reflns_theta_max 27.91 _diffrn_reflns_theta_min 2.05 _diffrn_standards_decay_% .7 _diffrn_standards_interval_count 500 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .148 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 448 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .33 _exptl_crystal_size_min .26 _refine_diff_density_max .513 _refine_diff_density_min -.331 _refine_ls_extinction_coef .014(3) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 2166 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.009 _refine_ls_R_factor_all .089 _refine_ls_R_factor_gt .053 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .146 _reflns_number_gt 1343 _reflns_number_total 2166 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ln1082.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 899.02(16) _cod_original_sg_symbol_H-M 'P 2/c' _cod_database_code 2010541 _cod_database_fobs_code 2010541 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -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 C12 -.00262(16) .43584(17) .18491(12) .0311(4) Uani d . 1 . . C C11 -.00284(17) .25896(18) .18118(12) .0330(4) Uani d . 1 . . C C21 .30642(17) .26129(18) -.00869(12) .0327(4) Uani d . 1 . . C C22 .32240(17) .43500(18) -.00426(12) .0330(4) Uani d . 1 . . C C23 .32758(16) .43854(18) .12603(11) .0318(4) Uani d . 1 . . C C24 .31840(17) .26017(18) .12985(12) .0325(4) Uani d . 1 . . C O11 -.00637(15) .15556(14) .10095(10) .0478(4) Uani d . 1 . . O O12 -.00473(13) .54942(14) .10518(9) .0400(3) Uani d . 1 . . O H1 -.014(8) .508(12) .023(7) .10(2) Uiso d P .50 . . H O21 .28971(14) .15910(13) -.09197(9) .0435(4) Uani d . 1 . . O O22 .32956(15) .54604(14) -.08491(9) .0468(4) Uani d . 1 . . O O23 .33528(14) .55179(14) .20507(8) .0429(4) Uani d . 1 . . O O24 .31969(14) .15811(14) .21039(9) .0452(4) Uani d . 1 . . O H2 .330(3) .498(5) -.181(3) .126(12) Uiso d . 1 . . H N1 .13389(18) .8576(2) .15585(13) .0420(4) Uani d . 1 . . N H11 .088(2) .954(3) .1419(19) .061(6) Uiso d . 1 . . H H12 .174(2) .850(2) .236(2) .052(6) Uiso d . 1 . . H H13 .201(3) .860(3) .098(2) .084(9) Uiso d . 1 . . H H14 .080(3) .774(3) .1339(18) .057(6) Uiso d . 1 . . H N2 .5000 .8703(3) .2500 .0416(5) Uani d S 1 . . N H21 .445(4) .980(6) .227(4) .060(13) Uiso d P .50 . . H H22 .532(5) .875(5) .334(4) .041(10) Uiso d P .50 . . H H23 .462(5) .776(6) .226(5) .070(16) Uiso d P .50 . . H H24 .566(6) .879(6) .200(5) .064(14) Uiso d P .50 . . H OW .34403(17) -.14189(17) .01083(11) .0499(4) Uani d . 1 . . O HW1 .337(3) -.214(3) -.038(2) .064(7) Uiso d . 1 . . H HW2 .325(3) -.059(3) -.035(2) .076(8) Uiso d . 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 C12 .0406(8) .0299(7) .0230(6) .0000(7) .0060(6) -.0011(5) C11 .0409(8) .0300(7) .0269(7) .0020(7) .0016(6) -.0001(5) C21 .0460(9) .0295(7) .0232(6) .0009(7) .0073(6) .0007(5) C22 .0488(9) .0283(7) .0227(6) .0000(7) .0085(6) -.0007(5) C23 .0433(8) .0312(7) .0217(6) -.0011(7) .0077(6) .0007(5) C24 .0430(8) .0308(7) .0241(6) .0006(7) .0069(6) -.0005(5) O11 .0710(9) .0358(7) .0340(6) .0057(6) .0004(6) -.0092(4) O12 .0658(8) .0312(6) .0234(5) -.0029(6) .0082(5) .0036(4) O21 .0720(9) .0318(6) .0268(5) -.0016(6) .0086(5) -.0041(4) O22 .0899(10) .0302(6) .0223(5) -.0058(6) .0156(6) .0010(4) O23 .0760(9) .0322(6) .0216(5) -.0053(6) .0113(5) -.0035(4) O24 .0730(9) .0344(7) .0294(6) .0028(6) .0115(6) .0083(4) N1 .0558(10) .0359(8) .0325(7) -.0021(8) .0013(7) -.0023(6) N2 .0492(13) .0432(13) .0327(11) .000 .0072(10) .000 OW .0795(11) .0350(7) .0335(6) .0008(7) .0038(6) -.0024(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 '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 O12 C12 C12 . 4_556 132.81(8) no O12 C12 C11 . . 135.60(12) no C12 C12 C11 4_556 . 91.59(7) no O11 C11 C12 . . 135.97(13) no O11 C11 C11 . 4_556 135.62(9) no C12 C11 C11 . 4_556 88.41(7) no O21 C21 C22 . . 134.91(12) no O21 C21 C24 . . 136.13(14) no C22 C21 C24 . . 88.96(11) no O22 C22 C23 . . 132.81(14) no O22 C22 C21 . . 134.88(12) no C23 C22 C21 . . 92.30(11) no O23 C23 C22 . . 133.56(14) no O23 C23 C24 . . 135.55(12) no C22 C23 C24 . . 90.89(11) no O24 C24 C23 . . 135.83(13) no O24 C24 C21 . . 136.43(14) no C23 C24 C21 . . 87.74(11) no C12 O12 H1 . . 112(6) no C22 O22 H2 . . 114(2) no H11 N1 H12 . . 110.8(17) no H11 N1 H13 . . 104(2) no H12 N1 H13 . . 112(2) no H11 N1 H14 . . 111(2) no H12 N1 H14 . . 111.4(18) no H13 N1 H14 . . 106(2) no H21 N2 H22 . . 107(4) no H21 N2 H23 . . 120(4) no H22 N2 H23 . . 113(5) no H21 N2 H24 . . 101(4) no H22 N2 H24 . . 115(3) no H23 N2 H24 . . 102(5) no HW1 OW HW2 . . 103(2) 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 C12 O12 . 1.2820(17) yes C12 C12 4_556 1.420(2) yes C12 C11 . 1.465(2) yes C11 O11 . 1.2241(17) yes C11 C11 4_556 1.501(3) yes C21 O21 . 1.2365(18) yes C21 C22 . 1.447(2) yes C21 C24 . 1.5048(17) yes C22 O22 . 1.2859(17) yes C22 C23 . 1.4217(17) yes C23 O23 . 1.2710(17) yes C23 C24 . 1.481(2) yes C24 O24 . 1.2210(17) yes O12 H1 . .96(8) no O22 H2 . 1.12(3) no N1 H11 . .92(2) no N1 H12 . .91(2) no N1 H13 . 1.00(3) no N1 H14 . .89(3) no N2 H21 . 1.07(5) no N2 H22 . .92(4) no N2 H23 . .89(5) no N2 H24 . .92(6) no OW HW1 . .79(3) no OW HW2 . .86(3) 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 O12 H1 O12 3_565 .96(8) 1.52(7) 2.464(2) 167(8) O22 H2 O23 2_564 1.12(3) 1.33(3) 2.4510(13) 177(4) N1 H11 O11 1_565 .92(2) 1.93(3) 2.856(2) 176.0(18) N1 H12 O21 2_565 .91(2) 2.05(2) 2.953(2) 172.2(19) N1 H13 OW 1_565 1.00(3) 1.84(3) 2.838(2) 171(2) N1 H14 O12 . .89(3) 2.05(3) 2.916(2) 166(2) N2 H21 O24 1_565 1.07(5) 1.93(5) 2.981(2) 167(4) N2 H22 OW 4_666 .92(4) 1.95(4) 2.8312(14) 160(4) N2 H23 O23 . .89(5) 2.24(5) 3.109(2) 165(5) N2 H24 O21 3_665 .92(6) 2.04(6) 2.9481(13) 167(4) OW HW1 O22 1_545 .79(3) 2.05(3) 2.7840(18) 153(2) OW HW2 O21 . .86(3) 1.92(3) 2.7534(18) 163(2)