#------------------------------------------------------------------------------ #$Date: 2017-11-08 07:00:59 +0200 (Wed, 08 Nov 2017) $ #$Revision: 202942 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/04/47/7044701.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_7044701 loop_ _publ_author_name 'Sun, Yu-Ling' 'Shi, Chao' 'Zhang, Wen' _publ_section_title ; Distinct room-temperature dielectric transition in a perchlorate-based organic-inorganic hybrid perovskite ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/C7DT03798H _journal_year 2017 _chemical_formula_moiety 'Cl3 K O12, C5 H14 N2' _chemical_formula_sum 'C5 H14 Cl3 K N2 O12' _chemical_formula_weight 439.63 _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' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-07-26 deposited with the CCDC. 2017-11-07 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.603(3) _cell_length_b 14.769(5) _cell_length_c 20.786(7) _cell_measurement_reflns_used 8674 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 27.4662 _cell_measurement_theta_min 1.6910 _cell_volume 2948.0(17) _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_unetI/netI 0.0584 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.984 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 20108 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.439 _diffrn_reflns_theta_min 1.959 _exptl_absorpt_coefficient_mu 0.971 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.6650 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.981 _exptl_crystal_description Prism _exptl_crystal_F_000 1792 _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.2000 _refine_diff_density_max 0.746 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.148 _refine_ls_extinction_coef 0.0055(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 209 _refine_ls_number_reflns 3317 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.149 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0509 _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^)+(0.0533P)^2^+1.8273P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1175 _refine_ls_wR_factor_ref 0.1321 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2917 _reflns_number_total 3317 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7dt03798h2.cif _cod_data_source_block 1-203K _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas ; _cod_database_code 7044701 _shelx_shelxl_version_number 2014/7 _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_res_file ; 1.res created by SHELXL-2014/7 TITL 1 in Pbca New: Pbca CELL 0.71073 9.6030 14.7690 20.7860 90.000 90.000 90.000 ZERR 8 0.0030 0.0050 0.0070 0.000 0.000 0.000 LATT 1 SYMM 0.50000 - X , - Y , 0.50000 + Z SYMM 0.50000 + X , 0.50000 - Y , - Z SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC C H Cl K N O UNIT 40 112 24 8 16 96 L.S. 5 ACTA BOND $H FMAP 2 PLAN 0 CONF HTAB C1 O1 EQIV $1 -x+3/2, y+1/2, z HTAB C2 O10_$1 EQIV $2 -x+1, y+1/2, -z+1/2 HTAB C2 O2_$2 EQIV $3 x+1/2, -y+1/2, -z HTAB C3 O11_$3 EQIV $4 x+1/2, y, -z+1/2 HTAB C4 O3_$4 EQIV $5 -x+1, -y+1, -z HTAB C5 O12_$5 HTAB C5 O12 HTAB N1 O4_$1 HTAB N1 O7_$1 HTAB N1 O1_$1 HTAB N1 O4_$2 HTAB N1 O6_$2 EQIV $6 -x+1/2, y+1/2, z HTAB N2 O8_$6 HTAB N2 O10 HTAB N2 O9_$3 FREE K1 Cl1 FREE K1 Cl2 FREE Cl3 K1 WGHT 0.053300 1.827300 EXTI 0.005487 FVAR 0.21476 K1 4 0.205912 0.230020 0.122272 11.00000 0.01990 0.03413 = 0.02066 -0.00061 -0.00019 -0.00239 CL1 3 0.456960 0.208399 0.254482 11.00000 0.01714 0.02092 = 0.02109 -0.00427 -0.00227 0.00075 CL2 3 0.240569 -0.021404 0.133809 11.00000 0.02204 0.02209 = 0.02103 -0.00249 -0.00051 -0.00168 CL3 3 0.441712 0.241444 -0.010325 11.00000 0.01671 0.01998 = 0.02107 -0.00186 0.00103 -0.00075 C1 1 0.677836 0.407720 0.167950 11.00000 0.02645 0.02902 = 0.02931 0.00273 0.00712 -0.00562 AFIX 23 H1A 2 0.655874 0.351447 0.189770 11.00000 -1.20000 H1B 2 0.619517 0.454741 0.186269 11.00000 -1.20000 AFIX 0 C2 1 0.822549 0.583151 0.120457 11.00000 0.04285 0.01882 = 0.02613 0.00382 -0.00218 -0.00350 AFIX 23 H2A 2 0.898707 0.624409 0.111492 11.00000 -1.20000 H2B 2 0.740829 0.619522 0.129651 11.00000 -1.20000 AFIX 0 C3 1 0.794390 0.528107 0.060727 11.00000 0.03507 0.02316 = 0.01872 0.00334 0.00177 -0.00210 AFIX 23 H3A 2 0.865873 0.481995 0.057036 11.00000 -1.20000 H3B 2 0.802672 0.567532 0.023600 11.00000 -1.20000 AFIX 0 C4 1 0.828271 0.430937 0.180327 11.00000 0.02955 0.01933 = 0.02353 0.00305 -0.00257 0.00121 AFIX 23 H4A 2 0.855016 0.406491 0.221841 11.00000 -1.20000 H4B 2 0.885278 0.401671 0.147898 11.00000 -1.20000 AFIX 0 C5 1 0.653499 0.482332 0.058449 11.00000 0.03526 0.03779 = 0.03055 0.00635 -0.01392 -0.00378 AFIX 23 H5A 2 0.583498 0.524849 0.073256 11.00000 -1.20000 H5B 2 0.632152 0.467368 0.014094 11.00000 -1.20000 AFIX 0 N1 5 0.858413 0.529489 0.179717 11.00000 0.03595 0.02436 = 0.02771 -0.00006 -0.00821 -0.00693 AFIX 23 H1C 2 0.949076 0.536496 0.187076 11.00000 -1.20000 H1D 2 0.813499 0.554341 0.212747 11.00000 -1.20000 AFIX 0 N2 5 0.643688 0.397950 0.098117 11.00000 0.02285 0.02296 = 0.03496 -0.00466 -0.00161 -0.00484 AFIX 23 H2C 2 0.557399 0.376454 0.094828 11.00000 -1.20000 H2D 2 0.700689 0.356779 0.081263 11.00000 -1.20000 AFIX 0 O1 6 0.606614 0.203687 0.247410 11.00000 0.01536 0.03343 = 0.03730 -0.00233 -0.00244 0.00175 O2 6 0.423326 0.230429 0.320174 11.00000 0.03490 0.03531 = 0.02145 -0.00571 0.00293 0.00030 O3 6 0.403509 0.277196 0.211894 11.00000 0.02902 0.03419 = 0.02646 0.00293 -0.00939 0.00533 O4 6 0.396123 0.121567 0.237973 11.00000 0.02658 0.02484 = 0.04744 -0.01438 -0.00149 -0.00539 O5 6 0.310982 0.045053 0.095112 11.00000 0.05790 0.03405 = 0.03951 0.00252 0.01207 -0.01747 O6 6 0.136675 0.022491 0.172943 11.00000 0.02840 0.04398 = 0.03679 -0.01497 0.00249 0.00744 O7 6 0.340280 -0.066912 0.174253 11.00000 0.03110 0.04273 = 0.03771 -0.00031 -0.01329 0.00853 O8 6 0.173632 -0.087042 0.092274 11.00000 0.03199 0.02951 = 0.02735 -0.00977 -0.00329 -0.00652 O9 6 0.293165 0.236975 -0.020992 11.00000 0.01520 0.04618 = 0.04009 -0.00582 -0.00356 -0.00285 O10 6 0.467432 0.234781 0.057881 11.00000 0.02940 0.03378 = 0.01797 0.00235 0.00024 0.00086 O11 6 0.508938 0.167895 -0.043861 11.00000 0.03154 0.02138 = 0.03265 -0.00848 0.00467 0.00277 O12 6 0.495406 0.326676 -0.033234 11.00000 0.03354 0.02016 = 0.03147 0.00276 0.00633 -0.00377 HKLF 4 REM 1 in Pbca New: Pbca REM R1 = 0.0509 for 2917 Fo > 4sig(Fo) and 0.0617 for all 3317 data REM 209 parameters refined using 0 restraints END WGHT 0.0533 1.8273 REM Highest difference peak 0.746, deepest hole -0.543, 1-sigma level 0.148 Q1 1 0.5184 0.2498 0.0297 11.00000 0.05 0.75 Q2 1 0.5800 0.2620 0.2522 11.00000 0.05 0.65 Q3 1 0.5399 0.2424 0.2410 11.00000 0.05 0.65 Q4 1 0.3860 0.2471 -0.0179 11.00000 0.05 0.56 Q5 1 0.5703 0.2939 -0.0172 11.00000 0.05 0.53 Q6 1 0.2992 0.0083 0.1042 11.00000 0.05 0.53 Q7 1 0.4062 -0.0347 0.1516 11.00000 0.05 0.52 Q8 1 0.1846 -0.0386 0.0863 11.00000 0.05 0.51 Q9 1 0.7480 0.4838 0.0723 11.00000 0.05 0.51 Q10 1 0.5664 0.2216 -0.0014 11.00000 0.05 0.50 Q11 1 0.7644 0.4596 0.0882 11.00000 0.05 0.49 Q12 1 0.7039 0.5726 0.1404 11.00000 0.05 0.47 Q13 1 0.7112 0.4988 0.1717 11.00000 0.05 0.46 Q14 1 0.1514 0.0114 0.1096 11.00000 0.05 0.46 Q15 1 0.4841 0.2462 0.3022 11.00000 0.05 0.43 Q16 1 0.7901 0.5339 0.0808 11.00000 0.05 0.42 Q17 1 0.7540 0.5557 0.0835 11.00000 0.05 0.40 Q18 1 0.7747 0.4543 0.1171 11.00000 0.05 0.39 Q19 1 0.7294 0.4647 0.1833 11.00000 0.05 0.39 Q20 1 0.1464 0.0388 0.1340 11.00000 0.05 0.39 ; _shelx_res_checksum 5715 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' '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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp K1 K 0.20591(8) 0.23002(5) 0.12227(3) 0.0249(2) Uani 1 1 d . . Cl1 Cl 0.45696(8) 0.20840(5) 0.25448(4) 0.0197(2) Uani 1 1 d . . Cl2 Cl 0.24057(8) -0.02140(5) 0.13381(4) 0.0217(2) Uani 1 1 d . . Cl3 Cl 0.44171(8) 0.24144(5) -0.01033(4) 0.0193(2) Uani 1 1 d . . C1 C 0.6778(4) 0.4077(2) 0.16795(16) 0.0283(8) Uani 1 1 d . . H1A H 0.6559 0.3514 0.1898 0.034 Uiso 1 1 calc R U H1B H 0.6195 0.4547 0.1863 0.034 Uiso 1 1 calc R U C2 C 0.8225(4) 0.5832(2) 0.12046(15) 0.0293(8) Uani 1 1 d . . H2A H 0.8987 0.6244 0.1115 0.035 Uiso 1 1 calc R U H2B H 0.7408 0.6195 0.1297 0.035 Uiso 1 1 calc R U C3 C 0.7944(4) 0.5281(2) 0.06073(15) 0.0257(7) Uani 1 1 d . . H3A H 0.8659 0.4820 0.0570 0.031 Uiso 1 1 calc R U H3B H 0.8027 0.5675 0.0236 0.031 Uiso 1 1 calc R U C4 C 0.8283(3) 0.4309(2) 0.18033(16) 0.0241(7) Uani 1 1 d . . H4A H 0.8550 0.4065 0.2218 0.029 Uiso 1 1 calc R U H4B H 0.8853 0.4017 0.1479 0.029 Uiso 1 1 calc R U C5 C 0.6535(4) 0.4823(3) 0.05845(17) 0.0345(9) Uani 1 1 d . . H5A H 0.5835 0.5248 0.0733 0.041 Uiso 1 1 calc R U H5B H 0.6322 0.4674 0.0141 0.041 Uiso 1 1 calc R U N1 N 0.8584(3) 0.52949(19) 0.17972(14) 0.0293(7) Uani 1 1 d . . H1C H 0.9491 0.5365 0.1871 0.035 Uiso 1 1 calc R U H1D H 0.8135 0.5543 0.2127 0.035 Uiso 1 1 calc R U N2 N 0.6437(3) 0.39795(18) 0.09812(14) 0.0269(6) Uani 1 1 d . . H2C H 0.5574 0.3765 0.0948 0.032 Uiso 1 1 calc R U H2D H 0.7007 0.3568 0.0813 0.032 Uiso 1 1 calc R U O1 O 0.6066(2) 0.20369(17) 0.24741(12) 0.0287(6) Uani 1 1 d . . O2 O 0.4233(3) 0.23043(17) 0.32017(11) 0.0306(6) Uani 1 1 d . . O3 O 0.4035(3) 0.27720(17) 0.21189(12) 0.0299(6) Uani 1 1 d . . O4 O 0.3961(3) 0.12157(17) 0.23797(12) 0.0330(6) Uani 1 1 d . . O5 O 0.3110(3) 0.04505(18) 0.09511(14) 0.0438(7) Uani 1 1 d . . O6 O 0.1367(3) 0.02249(19) 0.17294(12) 0.0364(7) Uani 1 1 d . . O7 O 0.3403(3) -0.06691(19) 0.17425(13) 0.0372(6) Uani 1 1 d . . O8 O 0.1736(2) -0.08704(16) 0.09227(11) 0.0296(6) Uani 1 1 d . . O9 O 0.2932(2) 0.23698(18) -0.02099(13) 0.0338(6) Uani 1 1 d . . O10 O 0.4674(2) 0.23478(16) 0.05788(11) 0.0270(6) Uani 1 1 d . . O11 O 0.5089(2) 0.16789(15) -0.04386(12) 0.0285(6) Uani 1 1 d . . O12 O 0.4954(3) 0.32668(15) -0.03323(11) 0.0284(5) 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 0.0199(4) 0.0341(4) 0.0207(4) -0.0006(3) -0.0002(3) -0.0024(3) Cl1 0.0171(4) 0.0209(4) 0.0211(4) -0.0043(3) -0.0023(3) 0.0007(3) Cl2 0.0220(4) 0.0221(4) 0.0210(4) -0.0025(3) -0.0005(3) -0.0017(3) Cl3 0.0167(4) 0.0200(4) 0.0211(4) -0.0019(3) 0.0010(3) -0.0007(3) C1 0.0264(18) 0.0290(18) 0.0293(18) 0.0027(14) 0.0071(15) -0.0056(14) C2 0.043(2) 0.0188(15) 0.0261(17) 0.0038(13) -0.0022(15) -0.0035(15) C3 0.035(2) 0.0232(16) 0.0187(15) 0.0033(12) 0.0018(14) -0.0021(14) C4 0.0296(19) 0.0193(15) 0.0235(16) 0.0030(12) -0.0026(14) 0.0012(14) C5 0.035(2) 0.038(2) 0.0306(19) 0.0063(15) -0.0139(16) -0.0038(17) N1 0.0360(17) 0.0244(15) 0.0277(15) -0.0001(11) -0.0082(13) -0.0069(13) N2 0.0229(15) 0.0230(14) 0.0350(16) -0.0047(12) -0.0016(12) -0.0048(12) O1 0.0154(13) 0.0334(14) 0.0373(14) -0.0023(11) -0.0024(10) 0.0018(10) O2 0.0349(15) 0.0353(14) 0.0214(12) -0.0057(10) 0.0029(11) 0.0003(11) O3 0.0290(14) 0.0342(14) 0.0265(13) 0.0029(10) -0.0094(11) 0.0053(11) O4 0.0266(14) 0.0248(12) 0.0474(16) -0.0144(11) -0.0015(11) -0.0054(11) O5 0.058(2) 0.0341(15) 0.0395(16) 0.0025(12) 0.0121(14) -0.0175(13) O6 0.0284(14) 0.0440(16) 0.0368(15) -0.0150(12) 0.0025(11) 0.0074(12) O7 0.0311(15) 0.0427(16) 0.0377(15) -0.0003(12) -0.0133(12) 0.0085(12) O8 0.0320(14) 0.0295(13) 0.0273(12) -0.0098(10) -0.0033(11) -0.0065(10) O9 0.0152(13) 0.0462(16) 0.0401(15) -0.0058(12) -0.0036(11) -0.0029(11) O10 0.0294(14) 0.0338(13) 0.0180(11) 0.0024(9) 0.0002(10) 0.0009(10) O11 0.0315(13) 0.0214(12) 0.0327(13) -0.0085(10) 0.0047(11) 0.0028(10) O12 0.0335(14) 0.0202(11) 0.0315(13) 0.0028(9) 0.0063(11) -0.0038(10) 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' Cl Cl 0.1484 0.1585 '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 O3 K1 O10 72.75(8) . . O3 K1 O12 177.00(8) . 3_455 O10 K1 O12 109.02(7) . 3_455 O3 K1 O1 68.14(8) . 6_556 O10 K1 O1 137.15(7) . 6_556 O12 K1 O1 109.41(7) 3_455 6_556 O3 K1 O11 134.05(8) . 3_455 O10 K1 O11 107.26(7) . 3_455 O12 K1 O11 48.14(6) 3_455 3_455 O1 K1 O11 112.23(7) 6_556 3_455 O3 K1 O2 110.96(8) . 6_556 O10 K1 O2 175.47(7) . 6_556 O12 K1 O2 67.40(7) 3_455 6_556 O1 K1 O2 47.32(7) 6_556 6_556 O11 K1 O2 68.34(7) 3_455 6_556 O3 K1 O5 97.33(8) . . O10 K1 O5 68.48(7) . . O12 K1 O5 81.25(8) 3_455 . O1 K1 O5 99.57(8) 6_556 . O11 K1 O5 126.18(8) 3_455 . O2 K1 O5 112.95(7) 6_556 . O3 K1 O8 69.33(7) . 7_665 O10 K1 O8 62.65(7) . 7_665 O12 K1 O8 113.60(7) 3_455 7_665 O1 K1 O8 116.19(7) 6_556 7_665 O11 K1 O8 70.66(7) 3_455 7_665 O2 K1 O8 115.73(7) 6_556 7_665 O5 K1 O8 131.12(7) . 7_665 O3 K1 O9 117.18(7) . . O10 K1 O9 46.21(6) . . O12 K1 O9 65.12(7) 3_455 . O1 K1 O9 173.13(7) 6_556 . O11 K1 O9 67.72(7) 3_455 . O2 K1 O9 129.47(7) 6_556 . O5 K1 O9 75.84(7) . . O8 K1 O9 70.50(7) 7_665 . O3 K1 O7 68.37(7) . 7_665 O10 K1 O7 104.86(7) . 7_665 O12 K1 O7 113.07(7) 3_455 7_665 O1 K1 O7 76.46(7) 6_556 7_665 O11 K1 O7 67.45(7) 3_455 7_665 O2 K1 O7 74.73(7) 6_556 7_665 O5 K1 O7 165.67(8) . 7_665 O8 K1 O7 44.34(6) 7_665 7_665 O9 K1 O7 109.23(7) . 7_665 O3 K1 O6 99.08(7) . . O10 K1 O6 110.48(7) . . O12 K1 O6 78.06(7) 3_455 . O1 K1 O6 60.79(7) 6_556 . O11 K1 O6 121.77(7) 3_455 . O2 K1 O6 71.92(7) 6_556 . O5 K1 O6 43.60(7) . . O8 K1 O6 167.57(7) 7_665 . O9 K1 O6 113.04(7) . . O7 K1 O6 136.78(7) 7_665 . O3 K1 O4 43.38(7) . . O10 K1 O4 82.59(7) . . O12 K1 O4 133.97(7) 3_455 . O1 K1 O4 57.00(7) 6_556 . O11 K1 O4 169.06(7) 3_455 . O2 K1 O4 101.89(7) 6_556 . O5 K1 O4 61.36(7) . . O8 K1 O4 111.20(7) 7_665 . O9 K1 O4 123.21(7) . . O7 K1 O4 105.91(7) 7_665 . O6 K1 O4 56.59(6) . . O2 Cl1 O3 110.06(15) . . O2 Cl1 O1 109.27(15) . . O3 Cl1 O1 108.98(15) . . O2 Cl1 O4 109.49(15) . . O3 Cl1 O4 109.53(15) . . O1 Cl1 O4 109.49(15) . . O2 Cl1 K1 56.06(11) . 6_656 O3 Cl1 K1 128.67(11) . 6_656 O1 Cl1 K1 53.36(10) . 6_656 O4 Cl1 K1 121.75(11) . 6_656 O5 Cl2 O7 109.41(17) . . O5 Cl2 O6 109.52(17) . . O7 Cl2 O6 109.91(17) . . O5 Cl2 O8 109.39(16) . . O7 Cl2 O8 109.30(16) . . O6 Cl2 O8 109.28(15) . . O5 Cl2 K1 124.99(12) . 7_655 O7 Cl2 K1 58.98(11) . 7_655 O6 Cl2 K1 125.22(12) . 7_655 O8 Cl2 K1 50.32(10) . 7_655 O12 Cl3 O10 108.85(15) . . O12 Cl3 O11 109.74(15) . . O10 Cl3 O11 110.29(15) . . O12 Cl3 O9 110.02(15) . . O10 Cl3 O9 108.46(15) . . O11 Cl3 O9 109.46(15) . . O12 Cl3 K1 53.88(10) . 3 O10 Cl3 K1 122.85(10) . 3 O11 Cl3 K1 55.96(10) . 3 O9 Cl3 K1 128.66(12) . 3 N2 C1 C4 113.5(3) . . N2 C1 H1A 108.9 . . C4 C1 H1A 108.9 . . N2 C1 H1B 108.9 . . C4 C1 H1B 108.9 . . H1A C1 H1B 107.7 . . N1 C2 C3 115.5(3) . . N1 C2 H2A 108.4 . . C3 C2 H2A 108.4 . . N1 C2 H2B 108.4 . . C3 C2 H2B 108.4 . . H2A C2 H2B 107.5 . . C2 C3 C5 115.3(3) . . C2 C3 H3A 108.5 . . C5 C3 H3A 108.5 . . C2 C3 H3B 108.5 . . C5 C3 H3B 108.5 . . H3A C3 H3B 107.5 . . N1 C4 C1 114.1(3) . . N1 C4 H4A 108.7 . . C1 C4 H4A 108.7 . . N1 C4 H4B 108.7 . . C1 C4 H4B 108.7 . . H4A C4 H4B 107.6 . . N2 C5 C3 114.3(3) . . N2 C5 H5A 108.7 . . C3 C5 H5A 108.7 . . N2 C5 H5B 108.7 . . C3 C5 H5B 108.7 . . H5A C5 H5B 107.6 . . C4 N1 C2 118.6(3) . . C4 N1 H1C 107.7 . . C2 N1 H1C 107.7 . . C4 N1 H1D 107.7 . . C2 N1 H1D 107.7 . . H1C N1 H1D 107.1 . . C1 N2 C5 116.1(3) . . C1 N2 H2C 108.3 . . C5 N2 H2C 108.3 . . C1 N2 H2D 108.3 . . C5 N2 H2D 108.3 . . H2C N2 H2D 107.4 . . Cl1 O1 K1 103.03(12) . 6_656 Cl1 O2 K1 100.18(13) . 6_656 Cl1 O3 K1 118.89(14) . . Cl1 O4 K1 88.13(12) . . Cl2 O5 K1 111.24(15) . . Cl2 O6 K1 95.62(13) . . Cl2 O7 K1 98.47(13) . 7_655 Cl2 O8 K1 107.90(13) . 7_655 Cl3 O9 K1 96.96(13) . . Cl3 O10 K1 108.22(12) . . Cl3 O11 K1 99.84(12) . 3 Cl3 O12 K1 102.15(12) . 3 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 K1 O3 2.749(3) . K1 O10 2.847(3) . K1 O12 2.866(3) 3_455 K1 O1 2.898(3) 6_556 K1 O11 2.917(3) 3_455 K1 O2 2.966(3) 6_556 K1 O5 2.966(3) . K1 O8 3.004(3) 7_665 K1 O9 3.095(3) . K1 O7 3.219(3) 7_665 K1 O6 3.308(3) . K1 O4 3.418(3) . Cl1 O2 1.440(2) . Cl1 O3 1.442(2) . Cl1 O1 1.446(2) . Cl1 O4 1.450(2) . Cl1 K1 3.5186(13) 6_656 Cl2 O5 1.438(3) . Cl2 O7 1.441(3) . Cl2 O6 1.441(2) . Cl2 O8 1.449(2) . Cl2 K1 3.7148(16) 7_655 Cl3 O12 1.441(2) . Cl3 O10 1.442(2) . Cl3 O11 1.443(2) . Cl3 O9 1.445(2) . Cl3 K1 3.4682(13) 3 C1 N2 1.495(4) . C1 C4 1.507(5) . C1 H1A 0.9700 . C1 H1B 0.9700 . C2 N1 1.505(4) . C2 C3 1.508(4) . C2 H2A 0.9700 . C2 H2B 0.9700 . C3 C5 1.513(5) . C3 H3A 0.9700 . C3 H3B 0.9700 . C4 N1 1.484(4) . C4 H4A 0.9700 . C4 H4B 0.9700 . C5 N2 1.497(4) . C5 H5A 0.9700 . C5 H5B 0.9700 . N1 H1C 0.8900 . N1 H1D 0.8900 . N2 H2C 0.8900 . N2 H2D 0.8900 . O1 K1 2.898(3) 6_656 O2 K1 2.966(3) 6_656 O7 K1 3.219(3) 7_655 O8 K1 3.004(3) 7_655 O11 K1 2.917(3) 3 O12 K1 2.866(3) 3 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1A O1 0.97 2.53 3.504(4) 178.2 . C2 H2A O10 0.97 2.36 3.282(4) 159.5 7_765 C2 H2B O2 0.97 2.50 3.439(5) 162.7 4_655 C3 H3A O11 0.97 2.62 3.570(4) 166.6 3 C4 H4A O3 0.97 2.40 3.271(4) 149.1 6_656 C5 H5A O12 0.97 2.46 3.206(4) 133.0 5_665 C5 H5B O12 0.97 2.65 3.350(4) 129.6 . N1 H1C O4 0.89 2.22 2.979(4) 143.6 7_765 N1 H1C O7 0.89 2.55 3.227(4) 133.5 7_765 N1 H1D O1 0.89 2.44 2.952(4) 116.6 7_765 N1 H1D O4 0.89 2.47 3.279(4) 151.8 4_655 N1 H1D O6 0.89 2.47 3.065(4) 124.7 4_655 N2 H2C O8 0.89 2.28 3.058(4) 145.3 7_665 N2 H2C O10 0.89 2.39 3.061(4) 132.3 . N2 H2D O9 0.89 2.07 2.933(4) 163.8 3 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 N1 C2 C3 C5 76.6(4) . . N2 C1 C4 N1 87.7(4) . . C2 C3 C5 N2 -78.2(4) . . C1 C4 N1 C2 -57.1(4) . . C3 C2 N1 C4 -15.6(5) . . C4 C1 N2 C5 -66.3(4) . . C3 C5 N2 C1 56.6(4) . . O2 Cl1 O1 K1 4.30(16) . 6_656 O3 Cl1 O1 K1 124.59(13) . 6_656 O4 Cl1 O1 K1 -115.62(14) . 6_656 O3 Cl1 O2 K1 -123.79(13) . 6_656 O1 Cl1 O2 K1 -4.16(16) . 6_656 O4 Cl1 O2 K1 115.76(13) . 6_656 O2 Cl1 O3 K1 -117.46(16) . . O1 Cl1 O3 K1 122.74(15) . . O4 Cl1 O3 K1 2.97(19) . . K1 Cl1 O3 K1 -179.48(5) 6_656 . O2 Cl1 O4 K1 118.68(13) . . O3 Cl1 O4 K1 -2.09(14) . . O1 Cl1 O4 K1 -121.54(12) . . K1 Cl1 O4 K1 -179.84(5) 6_656 . O7 Cl2 O5 K1 -118.86(16) . . O6 Cl2 O5 K1 1.68(19) . . O8 Cl2 O5 K1 121.43(14) . . K1 Cl2 O5 K1 176.00(4) 7_655 . O5 Cl2 O6 K1 -1.41(16) . . O7 Cl2 O6 K1 118.82(14) . . O8 Cl2 O6 K1 -121.23(13) . . K1 Cl2 O6 K1 -175.71(4) 7_655 . O5 Cl2 O7 K1 -119.84(14) . 7_655 O6 Cl2 O7 K1 119.86(14) . 7_655 O8 Cl2 O7 K1 -0.07(15) . 7_655 O5 Cl2 O8 K1 119.85(15) . 7_655 O7 Cl2 O8 K1 0.08(17) . 7_655 O6 Cl2 O8 K1 -120.24(14) . 7_655 O12 Cl3 O9 K1 -115.55(12) . . O10 Cl3 O9 K1 3.41(15) . . O11 Cl3 O9 K1 123.79(12) . . K1 Cl3 O9 K1 -174.75(4) 3 . O12 Cl3 O10 K1 115.82(13) . . O11 Cl3 O10 K1 -123.73(13) . . O9 Cl3 O10 K1 -3.87(17) . . K1 Cl3 O10 K1 174.42(3) 3 . O12 Cl3 O11 K1 3.29(16) . 3 O10 Cl3 O11 K1 -116.62(13) . 3 O9 Cl3 O11 K1 124.12(13) . 3 O10 Cl3 O12 K1 117.42(13) . 3 O11 Cl3 O12 K1 -3.37(16) . 3 O9 Cl3 O12 K1 -123.86(13) . 3