#------------------------------------------------------------------------------ #$Date: 2020-02-04 22:05:02 +0200 (Tue, 04 Feb 2020) $ #$Revision: 247595 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125622.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_7125622 loop_ _publ_author_name 'Liu, Tianlin' 'Liao, Sicheng' 'Song, Siwei' 'Wang, Kangcai' 'Jin, Yunhe' 'Zhang, Qinghua' _publ_section_title ; Combination of gem-dinitromethyl functionality and a 5-amino-1,3,4-oxadiazole framework for zwitterionic energetic materials. ; _journal_issue 2 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 209 _journal_page_last 212 _journal_paper_doi 10.1039/c9cc08182h _journal_volume 56 _journal_year 2019 _chemical_formula_moiety 'C3 H2 N5 O5, H4 N' _chemical_formula_sum 'C3 H6 N6 O5' _chemical_formula_weight 206.14 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2019-10-10 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-11-18 deposited with the CCDC. 2019-11-27 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 102.907(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.1650(12) _cell_length_b 7.8116(9) _cell_length_c 9.9589(12) _cell_measurement_reflns_used 1118 _cell_measurement_temperature 173 _cell_measurement_theta_max 23.98 _cell_measurement_theta_min 3.32 _cell_volume 770.81(16) _computing_cell_refinement 'SAINT v7.68A (Bruker, 2009)' _computing_data_reduction 'SAINT v7.68A (Bruker, 2009)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 173 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_unetI/netI 0.0386 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 6401 _diffrn_reflns_theta_full 27.17 _diffrn_reflns_theta_max 27.17 _diffrn_reflns_theta_min 2.06 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.165 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.6789 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0673 before and 0.0491 after correction. The Ratio of minimum to maximum transmission is 0.9107. The \l/2 correction factor is 0.0015.' _exptl_crystal_colour 'clear yellowish yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.776 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 424 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.235 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.068 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 151 _refine_ls_number_reflns 1694 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 1.078 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0426 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0696P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1156 _refine_ls_wR_factor_ref 0.1233 _reflns_number_gt 1322 _reflns_number_total 1694 _reflns_threshold_expression >2sigma(I) _cod_data_source_file c9cc08182h2.cif _cod_data_source_block mo_2017212ltl-4-3_0ma _cod_depositor_comments 'Adding full bibliography for 7125621--7125624.cif.' _cod_database_code 7125622 _olex2_refinement_description ; 1. Restrained distances N6-H6B = N6-H6D = N6-H6A = N6-H6C 0.84 with sigma of 0.02 ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' 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_calc_flag _atom_site_refinement_flags_posn O5 O 0.64638(13) 0.36384(15) 0.16535(13) 0.0235(3) Uani 1 d . O3 O 0.90314(15) 0.36772(16) 0.58779(13) 0.0311(4) Uani 1 d . O4 O 0.94100(15) 0.27748(17) 0.39400(13) 0.0325(4) Uani 1 d . O1 O 0.69167(15) 0.5671(2) 0.56731(14) 0.0366(4) Uani 1 d . O2 O 0.59650(16) 0.6420(2) 0.35944(15) 0.0428(5) Uani 1 d . N1 N 0.87685(16) 0.36979(18) 0.45999(15) 0.0222(4) Uani 1 d . N2 N 0.68679(17) 0.5628(2) 0.44212(16) 0.0267(4) Uani 1 d . N3 N 0.81004(17) 0.5447(2) 0.15297(16) 0.0282(4) Uani 1 d . N4 N 0.74417(17) 0.4973(2) 0.01786(16) 0.0280(4) Uani 1 d . N5 N 0.55883(19) 0.3109(2) -0.06407(18) 0.0298(4) Uani 1 d . C3 C 0.64891(19) 0.3917(2) 0.03199(18) 0.0217(4) Uani 1 d . C2 C 0.75041(19) 0.4653(2) 0.23485(19) 0.0222(4) Uani 1 d . C1 C 0.77692(19) 0.4724(2) 0.38339(18) 0.0227(4) Uani 1 d . H5A H 0.547(2) 0.345(3) -0.154(3) 0.039(6) Uiso 1 d . H5B H 0.493(3) 0.249(4) -0.038(3) 0.059(8) Uiso 1 d . N6 N 1.10162(17) 0.4049(2) 0.18628(16) 0.0145(3) Uani 1 d D H6A H 1.049(2) 0.479(3) 0.182(3) 0.058(9) Uiso 1 d D H6B H 1.146(2) 0.415(3) 0.133(2) 0.033(7) Uiso 1 d D H6C H 1.060(3) 0.321(3) 0.166(3) 0.066(9) Uiso 1 d D H6D H 1.135(3) 0.407(4) 0.259(2) 0.065(10) Uiso 1 d 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 O5 0.0234(7) 0.0275(7) 0.0199(7) -0.0013(5) 0.0055(5) -0.0046(5) O3 0.0400(9) 0.0317(7) 0.0193(7) -0.0006(5) 0.0016(6) 0.0075(6) O4 0.0380(9) 0.0312(7) 0.0316(8) -0.0003(6) 0.0149(7) 0.0099(6) O1 0.0343(9) 0.0536(9) 0.0212(7) -0.0075(6) 0.0050(6) 0.0093(7) O2 0.0391(9) 0.0547(10) 0.0293(8) -0.0053(6) -0.0038(7) 0.0233(7) N1 0.0247(9) 0.0199(7) 0.0220(8) -0.0010(6) 0.0051(7) -0.0021(6) N2 0.0238(9) 0.0308(9) 0.0239(8) -0.0043(6) 0.0020(7) 0.0020(7) N3 0.0263(9) 0.0349(9) 0.0229(8) 0.0038(6) 0.0040(7) -0.0043(7) N4 0.0269(9) 0.0362(9) 0.0210(9) 0.0048(6) 0.0057(7) -0.0006(7) N5 0.0315(10) 0.0366(9) 0.0211(9) -0.0019(7) 0.0053(8) -0.0027(8) C3 0.0224(10) 0.0255(9) 0.0184(9) 0.0009(7) 0.0071(8) 0.0060(7) C2 0.0190(10) 0.0234(9) 0.0241(10) -0.0005(7) 0.0046(8) 0.0002(7) C1 0.0201(10) 0.0256(9) 0.0221(10) -0.0015(7) 0.0039(8) 0.0005(7) N6 0.0157(8) 0.0177(8) 0.0111(7) -0.0014(6) 0.0051(7) -0.0037(6) 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 C3 O5 C2 102.71(14) O3 N1 O4 120.84(15) O3 N1 C1 122.49(15) O4 N1 C1 116.67(15) O1 N2 O2 120.54(16) O1 N2 C1 123.91(16) O2 N2 C1 115.55(15) C2 N3 N4 106.78(16) C3 N4 N3 105.60(14) C3 N5 H5A 118.8(14) C3 N5 H5B 118.8(18) H5A N5 H5B 120(2) N4 C3 O5 112.68(15) N4 C3 N5 129.26(17) N5 C3 O5 118.05(17) O5 C2 C1 118.90(16) N3 C2 O5 112.23(16) N3 C2 C1 128.86(17) N1 C1 N2 122.44(16) N1 C1 C2 119.28(16) N2 C1 C2 117.53(16) H6A N6 H6B 112(3) H6A N6 H6C 107(3) H6A N6 H6D 102(3) H6B N6 H6C 106(3) H6B N6 H6D 117(3) H6C N6 H6D 112(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O5 C3 1.352(2) O5 C2 1.378(2) O3 N1 1.2408(19) O4 N1 1.2525(19) O1 N2 1.237(2) O2 N2 1.251(2) N1 C1 1.382(2) N2 C1 1.386(2) N3 N4 1.412(2) N3 C2 1.280(2) N4 C3 1.303(2) N5 C3 1.327(3) N5 H5A 0.91(2) N5 H5B 0.91(3) C2 C1 1.444(2) N6 H6A 0.780(17) N6 H6B 0.769(17) N6 H6C 0.782(18) N6 H6D 0.727(18)