#------------------------------------------------------------------------------ #$Date: 2021-10-12 03:31:07 +0300 (Tue, 12 Oct 2021) $ #$Revision: 269893 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/10/7061004.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_7061004 loop_ _publ_author_name 'Guo, Benyue' 'Zhang, Xiya' 'Lin, Xiangyang' 'Huang, Haifeng' 'Yang, Jun' _publ_section_title ; Combining Potassium with Positive Oxygen-balanced Polynitropyrazole: a Promising Way to Develop Green Primary Explosives. ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D1NJ04452D _journal_year 2021 _chemical_formula_moiety 'C4 H5 K N8 O12' _chemical_formula_sum 'C4 H5 K N8 O12' _chemical_formula_weight 396.26 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2021-07-15 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-07-23 deposited with the CCDC. 2021-10-11 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 103.155(17) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.266(6) _cell_length_b 6.3213(19) _cell_length_c 19.213(7) _cell_measurement_reflns_used 1220 _cell_measurement_temperature 140 _cell_measurement_theta_max 25.688 _cell_measurement_theta_min 3.366 _cell_volume 1332.4(10) _computing_cell_refinement 'SAINT V8.40A (?, 2016)' _computing_data_reduction 'SAINT V8.40A (?, 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 140 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'D8 VENTURE' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.0826 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_number 2711 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.401 _diffrn_reflns_theta_min 1.926 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.494 _exptl_absorpt_correction_T_max 0.7562 _exptl_absorpt_correction_T_min 0.5623 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; TWINABS-2012/1 (Bruker,2012) was used for absorption correction. Final HKLF 4 output contains 17241 reflections, Rint = 0.1042 (7045 with I > 3sig(I), Rint = 0.0686) ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.975 _exptl_crystal_description block _exptl_crystal_F_000 800 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.387 _refine_diff_density_min -0.396 _refine_diff_density_rms 0.094 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 228 _refine_ls_number_reflns 2711 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.1183 _refine_ls_R_factor_gt 0.0686 _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^)+(0.0293P)^2^+3.0977P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1131 _refine_ls_wR_factor_ref 0.1311 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1821 _reflns_number_total 2711 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL mo_20211084_0m_4_a.res in P2(1)/n mo_20211084_0m_4.res created by SHELXL-2018/3 at 18:01:01 on 15-Jul-2021 REM Old TITL mo_20211084_0m_4 in P2(1)/n REM SHELXT solution in P2(1)/n REM R1 0.283, Rweak 0.036, Alpha 0.060, Orientation as input REM Formula found by SHELXT: C14 N8 O6 CELL 0.71073 11.2665 6.3213 19.2129 90 103.155 90 ZERR 4 0.0058 0.0019 0.0073 0 0.017 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H K N O UNIT 16 20 4 32 48 L.S. 4 PLAN 20 SIZE 0.11 0.06 0.03 TEMP -133.15 BOND $H list 4 fmap 2 ACTA REM REM REM WGHT 0.029300 3.097700 FVAR 0.49538 K1 3 0.290493 0.943411 0.498822 11.00000 0.02548 0.02311 = 0.03067 -0.00248 0.00674 -0.00204 O4 5 0.321901 0.247462 0.400875 11.00000 0.03698 0.01909 = 0.03690 -0.00771 0.01273 -0.01124 O2 5 0.601566 0.721602 0.374430 11.00000 0.02638 0.02446 = 0.04196 0.00264 0.01578 -0.00465 O3 5 0.322118 0.538918 0.461138 11.00000 0.03991 0.02103 = 0.03620 -0.00738 0.02176 -0.00186 O1 5 0.492829 0.808717 0.449807 11.00000 0.02886 0.02393 = 0.04072 -0.01318 0.00622 -0.00559 O6 5 0.296571 0.371803 0.166195 11.00000 0.03492 0.03004 = 0.03126 0.00404 0.00234 0.00316 O5 5 0.259164 0.489274 0.265384 11.00000 0.02774 0.03240 = 0.03990 -0.00066 0.00803 0.00887 N2 4 0.361617 0.428355 0.417726 11.00000 0.02414 0.01920 = 0.02495 0.00041 0.00769 -0.00148 O9 5 0.490211 -0.237706 0.221986 11.00000 0.04482 0.02491 = 0.03385 0.00614 0.00286 0.00043 O11 5 0.729107 -0.060547 0.253578 11.00000 0.03695 0.03039 = 0.04621 -0.00760 0.02154 0.00632 O12 5 0.796197 0.035823 0.363928 11.00000 0.02191 0.03237 = 0.03999 0.00800 0.00526 0.00523 N3 4 0.489511 0.365586 0.337852 11.00000 0.01988 0.01909 = 0.02066 0.00214 0.00483 0.00118 N4 4 0.596274 0.259049 0.359664 11.00000 0.01945 0.01967 = 0.02667 0.00518 0.00454 -0.00085 O7 5 0.048746 0.848937 0.439445 11.00000 0.03028 0.04089 = 0.03722 -0.00488 0.01023 0.00438 AFIX 7 H7A 2 0.007177 0.966455 0.422612 11.00000 -1.50000 H7B 2 0.011514 0.804228 0.473436 11.00000 -1.50000 AFIX 0 O8 5 0.464777 -0.194094 0.107040 11.00000 0.04607 0.03466 = 0.03068 -0.01070 0.00284 0.00418 N5 4 0.322511 0.401919 0.231348 11.00000 0.02539 0.01806 = 0.02653 0.00353 0.00517 0.00154 N8 4 0.718925 0.030998 0.307851 11.00000 0.02130 0.02086 = 0.03656 0.00439 0.01062 0.00192 N1 4 0.515772 0.685338 0.404084 11.00000 0.02507 0.01937 = 0.02653 -0.00025 0.00520 -0.00252 N7 4 0.481478 -0.128920 0.168861 11.00000 0.03180 0.02031 = 0.02976 -0.00209 0.00337 0.00453 O10 5 0.159220 1.317689 0.535152 11.00000 0.04566 0.06825 = 0.04188 0.01533 0.00972 -0.00807 AFIX 7 H10A 2 0.197540 1.370168 0.578042 11.00000 -1.50000 H10B 2 0.162611 1.425340 0.504822 11.00000 -1.50000 AFIX 0 N6 4 0.490192 0.085184 0.176650 11.00000 0.04570 0.01856 = 0.02486 0.00064 0.01110 0.00536 AFIX 43 H6 2 0.483047 0.166510 0.138747 11.00000 -1.20000 AFIX 0 C1 1 0.450990 0.502368 0.384922 11.00000 0.02356 0.01342 = 0.02307 -0.00286 0.00760 -0.00208 C4 1 0.607365 0.148683 0.303056 11.00000 0.02084 0.01469 = 0.02569 0.00045 0.01172 -0.00055 C3 1 0.510263 0.175151 0.244052 11.00000 0.02227 0.01516 = 0.02497 0.00038 0.00839 -0.00260 C2 1 0.438243 0.316319 0.268202 11.00000 0.01855 0.01748 = 0.02515 0.00240 0.00475 -0.00323 HKLF 4 REM mo_20211084_0m_4_a.res in P2(1)/n REM wR2 = 0.1311, GooF = S = 1.075, Restrained GooF = 1.075 for all data REM R1 = 0.0686 for 1821 Fo > 4sig(Fo) and 0.1183 for all 2711 data REM 228 parameters refined using 0 restraints END WGHT 0.0293 3.0924 REM Highest difference peak 0.387, deepest hole -0.396, 1-sigma level 0.094 Q1 1 0.0635 0.6934 0.4619 11.00000 0.05 0.39 Q2 1 0.2997 1.1602 0.5023 11.00000 0.05 0.38 Q3 1 0.2201 1.2824 0.6646 11.00000 0.05 0.36 Q4 1 0.5771 0.3518 0.2239 11.00000 0.05 0.36 Q5 1 0.1296 1.3915 0.4551 11.00000 0.05 0.35 Q6 1 0.0988 1.1378 0.5001 11.00000 0.05 0.34 Q7 1 0.5992 0.2415 0.4034 11.00000 0.05 0.34 Q8 1 0.4363 0.7887 0.4541 11.00000 0.05 0.33 Q9 1 0.3981 -0.2985 0.0499 11.00000 0.05 0.31 Q10 1 0.3832 -0.0391 0.0965 11.00000 0.05 0.31 Q11 1 0.4266 0.1472 0.0973 11.00000 0.05 0.31 Q12 1 0.4166 0.5757 0.5114 11.00000 0.05 0.31 Q13 1 0.6475 0.3221 0.3614 11.00000 0.05 0.30 Q14 1 0.4422 0.4612 0.4232 11.00000 0.05 0.30 Q15 1 0.5581 0.6377 0.3105 11.00000 0.05 0.30 Q16 1 0.1402 0.9131 0.5344 11.00000 0.05 0.30 Q17 1 0.3926 0.1260 0.1809 11.00000 0.05 0.30 Q18 1 -0.0590 0.7725 0.4512 11.00000 0.05 0.29 Q19 1 0.1977 0.5184 0.4447 11.00000 0.05 0.29 Q20 1 0.0646 1.2870 0.4825 11.00000 0.05 0.29 REM The information below was added by Olex2. REM REM R1 = 0.0686 for 1821 Fo > 4sig(Fo) and 0.1183 for all 2962 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.39, deepest hole -0.40 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1183 REM R1_gt = 0.0686 REM wR_ref = 0.1311 REM GOOF = 1.075 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 2962 REM Reflections_gt = 1821 REM Parameters = n/a REM Hole = -0.40 REM Peak = 0.39 REM Flack = n/a ; _cod_data_source_file d1nj04452d2.cif _cod_data_source_block mo_20211084_0m_4 _cod_original_cell_volume 1332.4(9) _cod_database_code 7061004 _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 0.985 _shelx_estimated_absorpt_t_min 0.948 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All N(H) groups At 1.5 times of: All O(H,H) groups 2.a Rotating group: O7(H7A,H7B), O10(H10A,H10B) 2.b Aromatic/amide H refined with riding coordinates: N6(H6) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_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_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 K1 K 0.29049(9) 0.94341(15) 0.49882(5) 0.0264(3) Uani 1 1 d . . . . . O4 O 0.3219(3) 0.2475(5) 0.40087(17) 0.0303(8) Uani 1 1 d . . . . . O2 O 0.6016(3) 0.7216(5) 0.37443(17) 0.0297(8) Uani 1 1 d . . . . . O3 O 0.3221(3) 0.5389(5) 0.46114(17) 0.0303(8) Uani 1 1 d . . . . . O1 O 0.4928(3) 0.8087(5) 0.44981(17) 0.0314(8) Uani 1 1 d . . . . . O6 O 0.2966(3) 0.3718(5) 0.16620(17) 0.0329(8) Uani 1 1 d . . . . . O5 O 0.2592(3) 0.4893(5) 0.26538(17) 0.0333(8) Uani 1 1 d . . . . . N2 N 0.3616(3) 0.4284(6) 0.41773(18) 0.0224(8) Uani 1 1 d . . . . . O9 O 0.4902(3) -0.2377(5) 0.22199(17) 0.0355(8) Uani 1 1 d . . . . . O11 O 0.7291(3) -0.0605(5) 0.25358(19) 0.0359(8) Uani 1 1 d . . . . . O12 O 0.7962(3) 0.0358(5) 0.36393(17) 0.0317(8) Uani 1 1 d . . . . . N3 N 0.4895(3) 0.3656(5) 0.33785(18) 0.0198(8) Uani 1 1 d . . . . . N4 N 0.5963(3) 0.2590(6) 0.35966(19) 0.0220(8) Uani 1 1 d . . . . . O7 O 0.0487(3) 0.8489(6) 0.43945(17) 0.0357(8) Uani 1 1 d . . . . . H7A H 0.007177 0.966455 0.422612 0.054 Uiso 1 1 d GR . . . . H7B H 0.011514 0.804228 0.473436 0.054 Uiso 1 1 d GR . . . . O8 O 0.4648(3) -0.1941(5) 0.10704(17) 0.0381(9) Uani 1 1 d . . . . . N5 N 0.3225(3) 0.4019(6) 0.2313(2) 0.0234(8) Uani 1 1 d . . . . . N8 N 0.7189(3) 0.0310(6) 0.3079(2) 0.0256(9) Uani 1 1 d . . . . . N1 N 0.5158(3) 0.6853(6) 0.40408(19) 0.0238(9) Uani 1 1 d . . . . . N7 N 0.4815(3) -0.1289(6) 0.1689(2) 0.0279(9) Uani 1 1 d . . . . . O10 O 0.1592(3) 1.3177(7) 0.5352(2) 0.0520(11) Uani 1 1 d . . . . . H10A H 0.197540 1.370168 0.578042 0.078 Uiso 1 1 d GR . . . . H10B H 0.162611 1.425340 0.504822 0.078 Uiso 1 1 d GR . . . . N6 N 0.4902(3) 0.0852(6) 0.17665(19) 0.0292(9) Uani 1 1 d . . . . . H6 H 0.483047 0.166510 0.138747 0.035 Uiso 1 1 calc R . . . . C1 C 0.4510(4) 0.5024(6) 0.3849(2) 0.0196(9) Uani 1 1 d . . . . . C4 C 0.6074(4) 0.1487(7) 0.3031(2) 0.0194(9) Uani 1 1 d . . . . . C3 C 0.5103(4) 0.1752(7) 0.2441(2) 0.0203(9) Uani 1 1 d . . . . . C2 C 0.4382(4) 0.3163(7) 0.2682(2) 0.0204(10) Uani 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 K1 0.0255(5) 0.0231(5) 0.0307(6) -0.0025(5) 0.0067(4) -0.0020(4) O4 0.0370(19) 0.0191(16) 0.0369(19) -0.0077(15) 0.0127(15) -0.0112(14) O2 0.0264(18) 0.0245(18) 0.042(2) 0.0026(15) 0.0158(15) -0.0046(14) O3 0.0399(19) 0.0210(17) 0.0362(18) -0.0074(15) 0.0218(15) -0.0019(15) O1 0.0289(18) 0.0239(17) 0.0407(19) -0.0132(16) 0.0062(15) -0.0056(14) O6 0.0349(19) 0.0300(19) 0.0313(19) 0.0040(16) 0.0023(15) 0.0032(15) O5 0.0277(18) 0.0324(19) 0.040(2) -0.0007(16) 0.0080(16) 0.0089(15) N2 0.024(2) 0.0192(19) 0.025(2) 0.0004(17) 0.0077(16) -0.0015(16) O9 0.045(2) 0.0249(18) 0.034(2) 0.0061(16) 0.0029(16) 0.0004(16) O11 0.037(2) 0.0304(19) 0.046(2) -0.0076(17) 0.0215(17) 0.0063(16) O12 0.0219(17) 0.0324(19) 0.040(2) 0.0080(16) 0.0053(15) 0.0052(15) N3 0.020(2) 0.0191(19) 0.0207(19) 0.0021(16) 0.0048(15) 0.0012(15) N4 0.019(2) 0.0197(19) 0.027(2) 0.0052(17) 0.0045(16) -0.0008(16) O7 0.0303(19) 0.041(2) 0.037(2) -0.0049(17) 0.0102(15) 0.0044(16) O8 0.046(2) 0.035(2) 0.031(2) -0.0107(17) 0.0028(16) 0.0042(16) N5 0.025(2) 0.0181(19) 0.027(2) 0.0035(17) 0.0052(17) 0.0015(16) N8 0.021(2) 0.021(2) 0.037(2) 0.0044(19) 0.0106(18) 0.0019(16) N1 0.025(2) 0.019(2) 0.027(2) -0.0002(17) 0.0052(17) -0.0025(16) N7 0.032(2) 0.020(2) 0.030(2) -0.0021(19) 0.0034(18) 0.0045(17) O10 0.046(2) 0.068(3) 0.042(2) 0.015(2) 0.0097(18) -0.008(2) N6 0.046(2) 0.019(2) 0.025(2) 0.0006(18) 0.0111(18) 0.0054(18) C1 0.024(2) 0.013(2) 0.023(2) -0.0029(18) 0.0076(18) -0.0021(18) C4 0.021(2) 0.015(2) 0.026(2) 0.0004(19) 0.0117(18) -0.0006(18) C3 0.022(2) 0.015(2) 0.025(2) 0.0004(19) 0.0084(19) -0.0026(18) C2 0.019(2) 0.017(2) 0.025(2) 0.002(2) 0.0048(18) -0.0032(18) 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' K K 0.2009 0.2494 '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 O4 K1 K1 67.83(7) 1_565 3_676 ? O4 K1 O2 88.46(9) 1_565 3_676 ? O4 K1 O1 75.04(10) 1_565 . ? O4 K1 O1 68.02(10) 1_565 3_676 ? O4 K1 O6 58.07(9) 1_565 2 ? O4 K1 O12 132.92(10) 1_565 3_666 ? O4 K1 N4 144.58(10) 1_565 3_666 ? O4 K1 N1 74.47(9) 1_565 3_676 ? O4 K1 O10 75.71(10) 1_565 . ? O2 K1 K1 72.17(6) 3_676 3_676 ? O2 K1 N1 21.24(8) 3_676 3_676 ? O3 K1 K1 87.36(7) . 3_676 ? O3 K1 O4 115.44(10) . 1_565 ? O3 K1 O2 140.17(9) . 3_676 ? O3 K1 O1 116.96(10) . 3_676 ? O3 K1 O1 56.86(9) . . ? O3 K1 O6 67.79(9) . 2 ? O3 K1 O12 111.35(10) . 3_666 ? O3 K1 N4 77.61(10) . 3_666 ? O3 K1 O7 82.12(10) . . ? O3 K1 N1 133.05(10) . 3_676 ? O3 K1 O10 157.47(11) . . ? O1 K1 K1 33.41(6) . 3_676 ? O1 K1 K1 32.24(7) 3_676 3_676 ? O1 K1 O2 40.94(9) 3_676 3_676 ? O1 K1 O2 104.88(9) . 3_676 ? O1 K1 O1 65.65(11) . 3_676 ? O1 K1 O6 72.89(9) . 2 ? O1 K1 O6 118.13(10) 3_676 2 ? O1 K1 O12 95.43(10) 3_676 3_666 ? O1 K1 O12 139.50(9) . 3_666 ? O1 K1 N4 76.70(10) 3_676 3_666 ? O1 K1 N4 87.95(10) . 3_666 ? O1 K1 N1 20.23(9) 3_676 3_676 ? O1 K1 N1 85.70(10) . 3_676 ? O1 K1 O10 144.57(10) . . ? O1 K1 O10 85.08(10) 3_676 . ? O6 K1 K1 96.47(7) 2 3_676 ? O6 K1 O2 146.22(9) 2 3_676 ? O6 K1 N1 131.29(9) 2 3_676 ? O12 K1 K1 120.16(7) 3_666 3_676 ? O12 K1 O2 57.08(9) 3_666 3_676 ? O12 K1 O6 143.36(9) 3_666 2 ? O12 K1 N1 77.79(9) 3_666 3_676 ? N4 K1 K1 80.80(7) 3_666 3_676 ? N4 K1 O2 65.85(9) 3_666 3_676 ? N4 K1 O6 145.39(10) 3_666 2 ? N4 K1 O12 52.01(9) 3_666 3_666 ? N4 K1 N1 73.45(9) 3_666 3_676 ? O7 K1 K1 156.37(8) . 3_676 ? O7 K1 O4 97.80(10) . 1_565 ? O7 K1 O2 127.97(9) . 3_676 ? O7 K1 O1 126.72(10) . . ? O7 K1 O1 159.48(10) . 3_676 ? O7 K1 O6 59.96(9) . 2 ? O7 K1 O12 83.43(10) . 3_666 ? O7 K1 N4 117.07(10) . 3_666 ? O7 K1 N1 144.28(10) . 3_676 ? O7 K1 O10 76.81(10) . . ? N1 K1 K1 52.34(7) 3_676 3_676 ? O10 K1 K1 115.17(8) . 3_676 ? O10 K1 O2 54.78(9) . 3_676 ? O10 K1 O6 107.25(10) . 2 ? O10 K1 O12 58.66(9) . 3_666 ? O10 K1 N4 104.99(10) . 3_666 ? O10 K1 N1 67.47(10) . 3_676 ? N2 O4 K1 123.7(3) . 1_545 ? N1 O2 K1 88.5(2) . 3_676 ? N2 O3 K1 143.1(3) . . ? K1 O1 K1 114.35(11) . 3_676 ? N1 O1 K1 106.7(2) . 3_676 ? N1 O1 K1 138.2(3) . . ? N5 O6 K1 162.2(3) . 2_545 ? O4 N2 O3 121.9(4) . . ? O4 N2 C1 116.6(4) . . ? O3 N2 C1 121.5(4) . . ? N8 O12 K1 117.7(3) . 3_666 ? N4 N3 C1 119.5(3) . . ? N4 N3 C2 109.6(3) . . ? C2 N3 C1 130.8(4) . . ? N3 N4 K1 130.7(2) . 3_666 ? C4 N4 K1 114.7(3) . 3_666 ? C4 N4 N3 104.5(3) . . ? K1 O7 H7A 110.7 . . ? K1 O7 H7B 110.3 . . ? H7A O7 H7B 103.3 . . ? O6 N5 C2 114.8(4) . . ? O5 N5 O6 126.0(4) . . ? O5 N5 C2 119.1(4) . . ? O11 N8 O12 125.3(4) . . ? O11 N8 C4 116.0(4) . . ? O12 N8 C4 118.6(4) . . ? O2 N1 K1 70.2(2) . 3_676 ? O2 N1 C1 116.8(4) . . ? O1 N1 K1 53.1(2) . 3_676 ? O1 N1 O2 120.9(4) . . ? O1 N1 C1 122.3(4) . . ? C1 N1 K1 162.0(3) . 3_676 ? O9 N7 O8 125.9(4) . . ? O9 N7 N6 118.6(4) . . ? O8 N7 N6 115.5(4) . . ? K1 O10 H10A 110.4 . . ? K1 O10 H10B 110.7 . . ? H10A O10 H10B 103.3 . . ? N7 N6 H6 119.9 . . ? N7 N6 C3 120.2(4) . . ? C3 N6 H6 119.9 . . ? N2 C1 N3 116.9(4) . . ? N1 C1 N2 124.0(4) . . ? N1 C1 N3 118.2(4) . . ? N4 C4 N8 117.6(4) . . ? N4 C4 C3 113.7(4) . . ? C3 C4 N8 128.6(4) . . ? N6 C3 C4 129.9(4) . . ? C2 C3 N6 127.3(4) . . ? C2 C3 C4 102.7(4) . . ? N3 C2 N5 121.9(4) . . ? C3 C2 N3 109.4(4) . . ? C3 C2 N5 128.6(4) . . ? 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 K1 K1 4.765(3) 3_676 ? K1 O4 2.768(3) 1_565 ? K1 O2 3.247(3) 3_676 ? K1 O3 2.703(3) . ? K1 O1 2.790(4) . ? K1 O1 2.880(3) 3_676 ? K1 O6 3.131(3) 2 ? K1 O12 3.016(4) 3_666 ? K1 N4 3.013(4) 3_666 ? K1 O7 2.768(3) . ? K1 N1 3.449(4) 3_676 ? K1 O10 2.957(4) . ? O4 N2 1.244(4) . ? O2 N1 1.250(4) . ? O3 N2 1.245(4) . ? O1 N1 1.245(5) . ? O6 N5 1.234(4) . ? O5 N5 1.206(5) . ? N2 C1 1.385(5) . ? O9 N7 1.216(5) . ? O11 N8 1.221(5) . ? O12 N8 1.222(4) . ? N3 N4 1.359(5) . ? N3 C1 1.390(5) . ? N3 C2 1.367(5) . ? N4 C4 1.322(5) . ? O7 H7A 0.8982 . ? O7 H7B 0.8983 . ? O8 N7 1.231(5) . ? N5 C2 1.440(5) . ? N8 C4 1.445(5) . ? N1 C1 1.372(5) . ? N7 N6 1.363(5) . ? O10 H10A 0.9020 . ? O10 H10B 0.9023 . ? N6 H6 0.8800 . ? N6 C3 1.385(5) . ? C4 C3 1.395(6) . ? C3 C2 1.357(6) . ?