#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006423.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_2006423 loop_ _publ_author_name 'Kolev, Tsonko' . 'Glavcheva, Zornitza' . 'Stahl, Rainer' . 'Preut, Hans' . 'Bleckmann, Paul' . 'Radomirska, Valentina' . _publ_section_title ; Aminoguanidinium Squarate ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9700010 _journal_paper_doi 10.1107/S0108270197099460 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety '2(C1 H7 N4 1+), C4 O4 2-' _chemical_formula_sum 'C6 H14 N8 O4' _chemical_formula_weight 262.25 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.73(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 4.0930(10) _cell_length_b 11.438(2) _cell_length_c 12.365(2) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 11.1 _cell_measurement_theta_min 9.7 _cell_volume 578.8(2) _computing_cell_refinement 'SDP (Frenz, 1978)' _computing_data_collection 'SDP (Frenz, 1978)' _computing_data_reduction 'SDP (Frenz, 1978)' _computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1991)' _computing_publication_material ; SHELXL-93 (Sheldrick, 1993), PARST95 (Nardelli, 1995) ; _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type AgK\a _diffrn_radiation_wavelength 0.56086 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4206 _diffrn_reflns_theta_max 19.97 _diffrn_reflns_theta_min 3.10 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 250 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_meas ? _exptl_crystal_description prismatic _exptl_crystal_F_000 276 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.129 _refine_diff_density_min -0.170 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.033 _refine_ls_goodness_of_fit_obs 1.097 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 110 _refine_ls_number_reflns 1081 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.033 _refine_ls_restrained_S_obs 1.097 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_obs .0340 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+0.0550P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0924 _refine_ls_wR_factor_obs .0819 _reflns_number_observed 785 _reflns_number_total 1081 _reflns_observed_criterion >2sigma(I) _cod_data_source_file qa0006.cif _cod_data_source_block c458 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not determined' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+0.0550P] 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^)+(0.0545P)^2^+0.0550P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2006423 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_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 .0742(9) .0428(7) .0405(7) .0072(6) -.0207(6) -.0064(5) O2 .0935(11) .0399(7) .0420(7) .0105(6) -.0209(6) -.0026(5) N3 .0599(10) .0447(9) .0489(9) -.0069(8) -.0063(8) .0065(7) N4 .0746(11) .0425(8) .0414(8) -.0057(8) -.0145(7) .0038(7) N5 .0724(11) .0419(9) .0415(8) -.0114(7) -.0139(7) .0081(7) N6 .0603(10) .0442(8) .0422(8) -.0045(7) -.0139(7) .0100(6) C7 .0467(10) .0407(9) .0364(8) .0045(7) -.0010(7) .0021(7) C8 .0593(11) .0413(9) .0326(8) .0095(7) -.0065(7) -.0039(6) C9 .0543(10) .0418(9) .0326(8) .0081(7) -.0057(7) -.0040(7) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 .2574(3) .09586(10) .63895(9) .0527(4) Uani d . 1 . O O2 .1257(4) -.17486(10) .57935(9) .0587(4) Uani d . 1 . O N3 .8484(5) .08084(15) .85873(13) .0512(4) Uani d . 1 . N N4 .3888(4) -.17544(14) .79449(13) .0529(4) Uani d . 1 . N N5 .6980(4) -.12856(15) .94375(12) .0521(4) Uani d . 1 . N N6 .6438(4) .00170(13) .80341(12) .0490(4) Uani d . 1 . N C7 .5777(4) -.10116(14) .84766(13) .0413(4) Uani d . 1 . C C8 .0564(4) -.07909(14) .53573(13) .0445(4) Uani d . 1 . C C9 .1156(4) .04296(14) .56227(12) .0430(4) Uani d . 1 . C H51 .660(5) -.1996(19) .9712(16) .057(5) Uiso d . 1 . H H52 .821(5) -.0782(17) .9750(17) .057(6) Uiso d . 1 . H H6 .549(5) .0226(17) .7487(16) .051(5) Uiso d . 1 . H H41 .332(5) -.244(2) .8264(17) .067(6) Uiso d . 1 . H H42 .310(5) -.1573(18) .7301(19) .063(6) Uiso d . 1 . H H31 1.005(7) .104(2) .811(2) .090(8) Uiso d . 1 . H H32 .733(6) .143(2) .8705(18) .077(8) Uiso d . 1 . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0056 0.0036 '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 N6 N3 H31 . . 106.9(16) N6 N3 H32 . . 106.7(16) H31 N3 H32 . . 105.(2) C7 N4 H41 . . 119.4(13) C7 N4 H42 . . 120.3(14) H41 N4 H42 . . 120.2(19) C7 N5 H51 . . 119.6(13) C7 N5 H52 . . 117.3(13) H51 N5 H52 . . 122.9(18) C7 N6 N3 . . 119.61(14) C7 N6 H6 . . 120.5(14) N3 N6 H6 . . 119.4(14) N5 C7 N4 . . 120.4(2) N5 C7 N6 . . 120.4(2) N4 C7 N6 . . 119.15(15) O2 C8 C9 . 3_556 135.4(2) O2 C8 C9 . . 134.98(15) C9 C8 C9 3_556 . 89.58(13) O1 C9 C8 . 3_556 134.8(2) O1 C9 C8 . . 134.82(15) C8 C9 C8 3_556 . 90.42(13) 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 O1 C9 . 1.260(2) ? O2 C8 . 1.252(2) ? N3 N6 . 1.405(2) ? N3 H31 . .91(3) ? N3 H32 . .86(3) ? N4 C7 . 1.319(2) ? N4 H41 . .91(2) ? N4 H42 . .88(2) ? N5 C7 . 1.318(2) ? N5 H51 . .90(2) ? N5 H52 . .86(2) ? N6 C7 . 1.327(2) ? N6 H6 . .81(2) ? C8 C9 3_556 1.454(2) ? C8 C9 . 1.454(2) ? C9 C8 3_556 1.454(2) ? 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 H42 O2 1_555 0.88(2) 2.01(2) 2.857(2) 161(2) yes N5 H52 N3 1_555 0.86(2) 2.32(2) 2.690(2) 106(2) yes N6 H6 O1 1_555 0.81(2) 1.98(2) 2.778(2) 167(2) yes N3 H31 O1 1_655 0.91(3) 2.38(3) 3.214(2) 152(2) yes N4 H41 O1 2_546 0.91(2) 1.92(2) 2.809(2) 166(2) yes N5 H51 O2 4_656 0.90(2) 1.97(2) 2.823(2) 159(2) yes N5 H52 N3 3_757 0.86(2) 2.45(2) 3.097(2) 133(2) yes 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 N3 N6 C7 N5 . . 1.2(3) N3 N6 C7 N4 . . -179.1(2) O2 C8 C9 O1 . . -0.2(4) C9 C8 C9 O1 3_556 . 179.9(3) O2 C8 C9 C8 . 3_556 179.9(3) C9 C8 C9 C8 3_556 3_556 0.0