#------------------------------------------------------------------------------ #$Date: 2024-02-04 13:39:14 +0200 (Sun, 04 Feb 2024) $ #$Revision: 289448 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247754.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7247754 loop_ _publ_author_name 'Zhang, Lingfeng' 'Wang, Yu' 'Wang, Yefeng' 'Liu, Shuai' 'Zhang, Na' 'Yang, Mingmin' 'Ma, Haixia' 'Guo, Zhaoqi' _publ_section_title ; N-Methylene-C bridged tetrazole and 1,2,4-triazole energetic salts as promising primary explosives ; _journal_issue 2 _journal_name_full CrystEngComm _journal_page_first 143 _journal_page_last 152 _journal_paper_doi 10.1039/D3CE01051A _journal_volume 26 _journal_year 2024 _chemical_formula_moiety 'C3 H5 N5 O2' _chemical_formula_sum 'C3 H5 N5 O2' _chemical_formula_weight 143.12 _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary dual _audit_creation_date 2019-06-17 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-05-20 deposited with the CCDC. 2023-11-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.7958(4) _cell_length_b 7.7989(3) _cell_length_c 14.7319(6) _cell_measurement_reflns_used 3942 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 29.307 _cell_measurement_theta_min 2.765 _cell_volume 1125.47(8) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 296.15 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.972 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_unetI/netI 0.0444 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.972 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 13937 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.972 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.503 _diffrn_reflns_theta_min 2.765 _exptl_absorpt_coefficient_mu 0.143 _exptl_absorpt_correction_T_max 0.0998 _exptl_absorpt_correction_T_min 0.0673 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0851 before and 0.0600 after correction. The Ratio of minimum to maximum transmission is 0.6743. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.689 _exptl_crystal_description rhombohedral _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.241 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.062 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 111 _refine_ls_number_reflns 1671 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all 0.0800 _refine_ls_R_factor_gt 0.0441 _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^)+(0.0381P)^2^+0.6520P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0918 _refine_ls_wR_factor_ref 0.1069 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1176 _reflns_number_total 1671 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce01051a2.cif _cod_data_source_block 0615wy_0m _cod_depositor_comments 'Adding full bibliography for 7247754--7247757.cif.' _cod_database_code 7247754 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.986 _shelx_estimated_absorpt_t_min 0.932 _olex2_refinement_description ; ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O2 O 0.61017(12) 0.54823(14) 0.90980(7) 0.0240(3) Uani 1 1 d . . . . . O1 O 0.62133(11) 0.78347(14) 0.82249(7) 0.0225(3) Uani 1 1 d . . . . . N1 N 0.65324(13) 0.59135(17) 0.66925(8) 0.0204(3) Uani 1 1 d . . . . . N3 N 0.77726(13) 0.73429(18) 0.57851(9) 0.0248(3) Uani 1 1 d . . . . . N2 N 0.78326(13) 0.64544(18) 0.65195(9) 0.0242(3) Uani 1 1 d . . . . . N4 N 0.64689(13) 0.74043(18) 0.54597(9) 0.0231(3) Uani 1 1 d . . . . . N5 N 0.43529(14) 0.62300(19) 0.59777(10) 0.0250(3) Uani 1 1 d . . . . . C3 C 0.61722(14) 0.6288(2) 0.83216(10) 0.0196(3) Uani 1 1 d . . . . . C1 C 0.57076(16) 0.64998(19) 0.60313(10) 0.0204(3) Uani 1 1 d . . . . . C2 C 0.62125(16) 0.5046(2) 0.75353(10) 0.0219(3) Uani 1 1 d . . . . . H2A H 0.5324(18) 0.451(2) 0.7474(12) 0.029(5) Uiso 1 1 d . . . . . H5A H 0.396(2) 0.665(3) 0.5477(15) 0.039(6) Uiso 1 1 d . . . . . H2 H 0.611(2) 0.635(3) 0.9584(16) 0.055(7) Uiso 1 1 d . . . . . H2B H 0.6878(19) 0.415(3) 0.7646(13) 0.032(5) Uiso 1 1 d . . . . . H5B H 0.406(2) 0.524(3) 0.6170(13) 0.036(6) Uiso 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O2 0.0321(6) 0.0222(6) 0.0176(5) -0.0004(4) 0.0004(4) 0.0003(5) O1 0.0238(5) 0.0201(6) 0.0236(6) -0.0008(4) 0.0008(4) 0.0013(4) N1 0.0203(6) 0.0218(7) 0.0192(6) -0.0005(5) -0.0005(5) -0.0010(5) N3 0.0252(7) 0.0275(7) 0.0217(7) -0.0009(5) 0.0002(5) -0.0013(6) N2 0.0230(7) 0.0255(7) 0.0239(7) -0.0025(5) 0.0005(5) -0.0017(6) N4 0.0240(6) 0.0255(7) 0.0198(6) 0.0002(5) 0.0006(5) -0.0017(6) N5 0.0220(7) 0.0268(8) 0.0263(7) 0.0068(6) -0.0028(5) -0.0014(6) C3 0.0166(7) 0.0214(8) 0.0207(7) 0.0012(6) -0.0009(5) 0.0012(6) C1 0.0235(7) 0.0190(7) 0.0186(7) -0.0015(6) 0.0008(5) 0.0017(6) C2 0.0279(8) 0.0199(8) 0.0180(7) 0.0024(6) -0.0029(6) -0.0007(7) 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 N1 C2 120.40(12) . . ? C1 N1 N2 108.66(12) . . ? C1 N1 C2 130.50(13) . . ? N2 N3 N4 110.92(12) . . ? N3 N2 N1 106.31(12) . . ? C1 N4 N3 106.51(13) . . ? O2 C3 C2 111.36(13) . . ? O1 C3 O2 125.56(14) . . ? O1 C3 C2 123.08(13) . . ? N1 C1 N5 125.55(14) . . ? N4 C1 N1 107.60(13) . . ? N4 C1 N5 126.85(15) . . ? N1 C2 C3 111.30(12) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2 C3 1.3067(18) . ? O1 C3 1.2154(19) . ? N1 N2 1.3656(18) . ? N1 C1 1.3456(19) . ? N1 C2 1.4485(19) . ? N3 N2 1.2861(19) . ? N3 N4 1.3650(18) . ? N4 C1 1.328(2) . ? N5 C1 1.346(2) . ? C3 C2 1.511(2) . ?