#------------------------------------------------------------------------------ #$Date: 2025-08-19 19:55:00 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301808 $ #$URL: svn://www.crystallography.net/cod/cif/2/30/00/2300013.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_2300013 loop_ _publ_author_name 'Bolotina, Nadezhda B.' 'Hardie, Michaele J.' 'Pinkerton, A. Alan' _publ_section_title ; Energetic materials: variable-temperature crystal structures of two biguanidinium dinitramides ; _journal_issue 6 _journal_name_full 'Journal of Applied Crystallography' _journal_page_first 1334 _journal_page_last 1341 _journal_paper_doi 10.1107/S0021889803016182 _journal_volume 36 _journal_year 2003 _chemical_formula_moiety C2H8N8O4 _chemical_formula_sum 'C2 H8 N8 O4' _chemical_formula_weight 208.16 _chemical_name_common 'biguanidium mono-dinitramide' _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 _audit_creation_method SHELXTL _cell_angle_alpha 83.518(2) _cell_angle_beta 80.343(2) _cell_angle_gamma 79.867(2) _cell_formula_units_Z 2 _cell_length_a 4.3738(3) _cell_length_b 9.4027(5) _cell_length_c 10.7433(6) _cell_measurement_reflns_used 1624 _cell_measurement_temperature 298.0(10) _cell_measurement_theta_max 16.54 _cell_measurement_theta_min 5.68 _cell_volume 427.18(4) _computing_cell_refinement 'Siemens SAINT, 1996b' _computing_data_collection 'Siemens SMART, 1996a' _computing_data_reduction 'Siemens SAINT, 1996b' _computing_molecular_graphics SHELXTL _computing_publication_material 'SHELXTL and the Toledo cifomatic' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 298.0(10) _diffrn_measurement_device Platform _diffrn_measurement_method '\w scans' _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 0.0695 _diffrn_reflns_av_sigmaI/netI 0.0912 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 5746 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_min 1.93 _exptl_absorpt_coefficient_mu 0.147 _exptl_absorpt_correction_T_max 0.990291 _exptl_absorpt_correction_T_min 0.535342 _exptl_absorpt_correction_type 'Empirical :Multipole Expansion' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.618 _exptl_crystal_description block _exptl_crystal_F_000 216 _exptl_crystal_size_max 0.23mm _exptl_crystal_size_mid 0.15mm _exptl_crystal_size_min 0.06mm _refine_diff_density_max 0.265 _refine_diff_density_min -0.308 _refine_ls_extinction_coef 0.038(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXTL _refine_ls_goodness_of_fit_all 1.021 _refine_ls_goodness_of_fit_obs 1.180 _refine_ls_matrix_type full _refine_ls_number_parameters 161 _refine_ls_number_reflns 2111 _refine_ls_number_restraints 8 _refine_ls_restrained_S_all 1.020 _refine_ls_restrained_S_obs 1.177 _refine_ls_R_factor_all 0.1484 _refine_ls_R_factor_obs 0.0689 _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^)+(0.0819P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1825 _refine_ls_wR_factor_obs 0.1452 _reflns_number_observed 1070 _reflns_number_total 2111 _reflns_observed_criterion >2sigma(I) _cod_data_source_file do0021.cif _cod_data_source_block I298K _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0819P)^2^+0.0000P] 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^)+(0.0819P)^2^+0.0000P] 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-1 _cod_database_code 2300013 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 O4 0.0580(15) 0.0288(12) 0.073(2) 0.0041(10) 0.0114(13) -0.0018(10) N1 0.0395(15) 0.0303(13) 0.0411(14) 0.0003(11) 0.0058(12) 0.0025(10) O3 0.064(2) 0.0399(13) 0.0526(14) -0.0074(11) 0.0180(12) 0.0036(10) N3 0.0412(15) 0.0284(13) 0.0396(14) -0.0034(11) 0.0013(12) -0.0035(10) O1 0.059(2) 0.0507(14) 0.056(2) 0.0075(12) 0.0188(13) 0.0060(11) O2 0.087(2) 0.0458(15) 0.075(2) 0.0174(14) 0.022(2) 0.0288(13) N2 0.046(2) 0.0318(14) 0.0404(15) -0.0012(12) 0.0037(13) 0.0019(11) N6 0.074(2) 0.0234(13) 0.044(2) -0.0045(13) 0.0065(15) 0.0042(11) N8 0.051(2) 0.043(2) 0.045(2) 0.0123(13) 0.0005(14) 0.0019(12) N4 0.053(2) 0.0252(12) 0.0369(14) 0.0017(11) 0.0069(12) 0.0051(10) C1 0.045(2) 0.0261(15) 0.040(2) 0.0011(12) -0.0003(14) 0.0010(12) C2 0.039(2) 0.0256(14) 0.040(2) -0.0061(12) -0.0019(14) 0.0009(12) N7 0.055(2) 0.039(2) 0.037(2) 0.0063(13) 0.0056(13) 0.0020(12) N5 0.088(2) 0.0286(15) 0.045(2) -0.0021(14) 0.015(2) -0.0002(12) 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 O4 -1.5569(6) 0.7818(2) 0.7474(2) 0.0572(7) Uani d . 1 . O N1 -1.1589(6) 0.5880(2) 0.7081(2) 0.0395(7) Uani d . 1 . N O3 -1.5488(6) 0.5768(2) 0.8586(2) 0.0560(7) Uani d . 1 . O N3 -1.4303(6) 0.6567(3) 0.7706(2) 0.0375(6) Uani d . 1 . N O1 -0.7715(6) 0.5993(2) 0.5562(2) 0.0615(8) Uani d . 1 . O O2 -1.1286(7) 0.7857(3) 0.5608(3) 0.0793(10) Uani d . 1 . O N2 -1.0219(6) 0.6663(3) 0.6041(2) 0.0415(7) Uani d . 1 . N N6 -0.5230(7) 1.3160(3) 0.7035(3) 0.0500(8) Uani d D 1 . N N8 -1.0253(7) 1.3121(3) 0.9111(3) 0.0497(8) Uani d D 1 . N N4 -0.6121(6) 1.1190(2) 0.8559(2) 0.0416(7) Uani d . 1 . N C1 -0.5133(7) 1.1754(3) 0.7406(3) 0.0387(8) Uani d . 1 . C C2 -0.8268(7) 1.1924(3) 0.9394(3) 0.0357(7) Uani d . 1 . C N7 -0.8503(7) 1.1384(3) 1.0589(2) 0.0475(8) Uani d D 1 . N N5 -0.3767(8) 1.0829(3) 0.6553(3) 0.0581(9) Uani d D 1 . N H7B -1.025(6) 1.170(4) 1.129(3) 0.071(11) Uiso d D 1 . H H6A -0.584(9) 1.390(3) 0.767(3) 0.069(11) Uiso d D 1 . H H7A -0.695(6) 1.051(2) 1.081(3) 0.055(10) Uiso d D 1 . H H5A -0.261(8) 1.118(4) 0.5722(19) 0.071(11) Uiso d D 1 . H H8B -1.180(6) 1.353(3) 0.984(2) 0.061(10) Uiso d D 1 . H H8A -1.044(9) 1.354(4) 0.8225(15) 0.070(11) Uiso d D 1 . H H5B -0.398(10) 0.9780(16) 0.676(4) 0.088(13) Uiso d D 1 . H H6B -0.419(8) 1.345(4) 0.6160(17) 0.074(12) Uiso d 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 0.0033 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 N3 N1 N2 115.7(2) O4 N3 O3 121.1(2) O4 N3 N1 126.9(2) O3 N3 N1 112.0(2) O2 N2 O1 122.1(2) O2 N2 N1 126.2(2) O1 N2 N1 111.7(2) C1 N4 C2 123.1(2) N4 C1 N5 117.0(3) N4 C1 N6 126.3(3) N5 C1 N6 116.6(3) N7 C2 N8 117.6(3) N7 C2 N4 116.9(3) N8 C2 N4 125.5(3) 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 O4 N3 . 1.226(3) ? N1 N3 . 1.356(3) ? N1 N2 . 1.376(3) ? O3 N3 . 1.240(3) ? O1 N2 . 1.226(3) ? O2 N2 . 1.210(3) ? N6 C1 . 1.333(4) ? N8 C2 . 1.334(4) ? N4 C1 . 1.325(3) ? N4 C2 . 1.338(4) ? C1 N5 . 1.330(4) ? C2 N7 . 1.321(4) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 23078682 2 PubChem 86583299