#------------------------------------------------------------------------------ #$Date: 2021-05-18 06:08:41 +0300 (Tue, 18 May 2021) $ #$Revision: 265286 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/26/1562621.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_1562621 loop_ _publ_author_name 'Chen, Xiao-Xian' 'Zhang, X. Y.' 'Liu, De-Xuan' 'Huang, Rui-Kang' 'Wang, Sha-Sha' 'Xiong, Li-Qun' 'Zhang, Wei-Xiong' 'Chen, Xiao-Ming' _publ_section_title ; Room-temperature ferroelectric and ferroelastic orders coexisting in a new tetrafluoroborate-based perovskite ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D1SC01345A _journal_year 2021 _chemical_formula_moiety '0.5(B6 F24 K2), 0.5(C10 H28 N4)' _chemical_formula_sum 'C5 H14 B3 F12 K N2' _chemical_formula_weight 401.71 _space_group_crystal_system orthorhombic _space_group_IT_number 63 _space_group_name_Hall '-C 2c 2' _space_group_name_H-M_alt 'C m c m' _atom_sites_solution_hydrogens difmap _audit_creation_date 2020-02-22 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-03-04 deposited with the CCDC. 2021-05-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.568(2) _cell_length_b 9.929(2) _cell_length_c 14.249(3) _cell_measurement_reflns_used 39189 _cell_measurement_temperature 400(2) _cell_measurement_theta_max 28.39 _cell_measurement_theta_min 3.49 _cell_volume 1495.1(5) _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 400(2) _diffrn_measured_fraction_theta_full 0.965 _diffrn_measured_fraction_theta_max 0.962 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.77487 _diffrn_reflns_av_R_equivalents 0.0454 _diffrn_reflns_av_unetI/netI 0.0323 _diffrn_reflns_Laue_measured_fraction_full 0.965 _diffrn_reflns_Laue_measured_fraction_max 0.962 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 2585 _diffrn_reflns_point_group_measured_fraction_full 0.965 _diffrn_reflns_point_group_measured_fraction_max 0.962 _diffrn_reflns_theta_full 27.705 _diffrn_reflns_theta_max 28.983 _diffrn_reflns_theta_min 3.443 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.784 _exptl_crystal_description block _exptl_crystal_F_000 800 _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.266 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.044 _refine_ls_extinction_coef 0.25(10) _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 1.039 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 188 _refine_ls_number_reflns 805 _refine_ls_number_restraints 163 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0772 _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^)+(0.2500P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2331 _refine_ls_wR_factor_ref 0.2423 _reflns_Friedel_coverage 0.000 _reflns_number_gt 759 _reflns_number_total 805 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1sc01345a3.cif _cod_data_source_block 400K _cod_original_cell_volume 1495.2(5) _cod_database_code 1562621 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups, All N(H,H) groups 2. Restrained distances B2-F21 = B2-F22 = B2-F23 = B2-F24 1.36 with sigma of 0.04 B1-F11 = B1-F12 = B1-F13 = B1-F14 = B1-F11A = B1-F12A = B1-F13A = B1-F14A 1.36 with sigma of 0.04 C5-C4 = C4-C3 = C2-C1 1.53 with sigma of 0.02 N1-C5 = N1-C1 = N2-C3 = N2-C2 1.49 with sigma of 0.02 3. Uiso/Uaniso restraints and constraints F11 \\sim F11A \\sim F12 \\sim F12A \\sim F13 \\sim F13A \\sim F14 \\sim F14A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04 F21 \\sim F22 \\sim F23 \\sim F24 \\sim B2: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04 N1 \\sim N2 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04 4. Others Sof(F11A)=Sof(F12A)=Sof(F13A)=Sof(F14A)=0.5*(1-FVAR(2)) Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=0.5*FVAR(2) Fixed Sof: F21(0.25) F22(0.25) F23(0.25) F24(0.25) N1(0.25) H1C(0.25) H1D(0.25) N2(0.25) H2A(0.25) H2B(0.25) C1(0.25) H1A(0.25) H1B(0.25) C2(0.25) H2C(0.25) H2D(0.25) C3(0.25) H3A(0.25) H3B(0.25) C4(0.25) H4A(0.25) H4B(0.25) C5(0.25) H5A(0.25) H5B(0.25) 5.a Riding coordinates: N1(H1C,H1D), N2(H2A,H2B), C1(H1A,H1B), C2(H2C,H2D), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B) ; _shelx_res_file ; 400k.res created by SHELXL-2014/7 TITL a_a.res in Cmcm REM Old TITL A in Cmc2(1) REM SHELXT solution in Cmcm REM R1 0.262, Rweak 0.031, Alpha 0.071, Orientation as input REM Formula found by SHELXT: C11 B2 N4 F8 I CELL 0.77487 10.5683 9.9293 14.249 90 90 90 ZERR 4 0.0021 0.002 0.0028 0 0 0 LATT 7 SYMM -X,-Y,0.5+Z SYMM -X,+Y,0.5-Z SYMM +X,-Y,-Z SFAC C H B F K N DISP B 0.002 0.001 7.68 DISP C 0.004 0.002 13.872 DISP F 0.022 0.013 65.454 DISP H -0 0 0.627 DISP K 0.237 0.314 1346.215 DISP N 0.008 0.004 24.297 UNIT 20 56 12 48 4 8 DFIX 1.36 0.04 B2 F21 B2 F22 B2 F23 B2 F24 DFIX 1.36 0.04 B1 F11 B1 F12 B1 F13 B1 F14 B1 F11A B1 F12A B1 F13A B1 F14A DFIX 1.53 C5 C4 C4 C3 C2 C1 DFIX 1.49 N1 C5 N1 C1 N2 C3 N2 C2 SIMU 0.02 0.04 2 F11 > F14A SIMU 0.02 0.04 2 F21 > F24 B2 SIMU 0.02 0.04 2 N1 > C5 L.S. 20 PLAN 4 CONN 24 F23 CONN 24 B1 CONN 24 B2 BOND $H list 4 fmap 2 acta OMIT -3 58 REM REM REM WGHT 0.250000 EXTI 0.254941 FVAR 2.19511 0.69372 K1 5 0.500000 0.539638 0.750000 10.25000 0.08864 0.09253 = 0.08574 0.00000 0.00000 0.00000 PART -1 F11 4 0.274032 0.939878 0.771363 20.50000 0.20647 0.10934 = 0.27536 -0.04165 0.05954 0.00246 PART 0 PART -2 F11A 4 0.369230 0.900132 0.729182 -20.50000 0.17752 0.21500 = 0.26066 0.01015 0.05411 -0.02496 PART 0 PART -1 F12 4 0.139993 0.782590 0.754801 20.50000 0.11573 0.18833 = 0.20311 0.03677 0.04209 0.02711 PART 0 PART -2 F12A 4 0.194922 0.888979 0.707235 -20.50000 0.14717 0.17772 = 0.26353 0.00294 0.01852 0.08869 PART 0 PART -1 F13 4 0.334486 0.744968 0.819025 20.50000 0.16701 0.17043 = 0.21218 -0.03339 -0.06312 0.09196 PART 0 PART -2 F13A 4 0.309824 0.704754 0.715754 -20.50000 0.18778 0.15873 = 0.21894 -0.03705 -0.01939 0.09679 PART 0 PART -1 F14 4 0.296261 0.764839 0.661819 20.50000 0.16856 0.19609 = 0.19287 -0.04394 0.02275 0.05234 PART 0 PART -2 F14A 4 0.235348 0.856481 0.838506 -20.50000 0.18255 0.20557 = 0.21157 -0.01149 0.03284 0.03508 PART 0 PART -1 F21 4 0.417391 0.388735 0.483860 10.25000 0.21788 0.25528 = 0.21752 -0.05951 -0.05110 -0.00021 F22 4 0.433745 0.576245 0.560443 10.25000 0.16344 0.22177 = 0.07897 -0.03552 0.01512 -0.00126 F23 4 0.594550 0.473703 0.565850 10.25000 0.13776 0.23713 = 0.12805 -0.01065 -0.01674 0.00958 F24 4 0.561170 0.573466 0.438098 10.25000 0.19975 0.32778 = 0.11994 0.05939 0.07185 0.08385 PART 0 B1 3 0.269201 0.812162 0.750000 10.50000 0.11740 0.10277 = 0.13582 0.00000 0.00000 0.01957 B2 3 0.500000 0.500000 0.500000 10.25000 0.11370 0.21008 = 0.08070 -0.01958 0.00000 0.00000 PART -1 N1 6 -0.121520 0.569337 0.544676 10.25000 0.07193 0.11499 = 0.14463 -0.02845 0.02390 -0.00506 AFIX 3 H1C 2 -0.125580 0.630307 0.498986 10.25000 -1.20000 H1D 2 -0.185040 0.585127 0.584176 10.25000 -1.20000 AFIX 0 N2 6 0.152089 0.484583 0.478935 10.25000 0.11961 0.14321 = 0.17644 -0.04255 0.05461 -0.06773 AFIX 3 H2A 2 0.214799 0.508503 0.440655 10.25000 -1.20000 H2B 2 0.187229 0.444623 0.528375 10.25000 -1.20000 AFIX 0 C1 1 -0.000098 0.584937 0.595314 10.25000 0.11034 0.16761 = 0.12039 -0.04779 0.02188 -0.01271 AFIX 3 H1A 2 -0.003978 0.661707 0.637354 10.25000 -1.20000 H1B 2 0.022982 0.505067 0.630564 10.25000 -1.20000 AFIX 0 C2 1 0.095225 0.613296 0.518841 10.25000 0.14310 0.16784 = 0.15420 -0.04957 0.03116 -0.04733 AFIX 3 H2C 2 0.162465 0.669136 0.543991 10.25000 -1.20000 H2D 2 0.054315 0.663056 0.468731 10.25000 -1.20000 AFIX 0 C3 1 0.067550 0.387100 0.427586 10.25000 0.14011 0.10141 = 0.18999 -0.06194 0.01503 -0.01568 AFIX 3 H3A 2 0.105770 0.364570 0.367726 10.25000 -1.20000 H3B 2 0.060420 0.304800 0.463886 10.25000 -1.20000 AFIX 0 C4 1 -0.061015 0.443124 0.411141 10.25000 0.13185 0.13206 = 0.17989 -0.04403 -0.00442 -0.01729 AFIX 3 H4A 2 -0.098055 0.392634 0.359761 10.25000 -1.20000 H4B 2 -0.054285 0.536814 0.392601 10.25000 -1.20000 AFIX 0 C5 1 -0.137055 0.432152 0.503377 10.25000 0.09913 0.09796 = 0.18586 -0.03318 0.01831 -0.01152 AFIX 3 H5A 2 -0.225365 0.412132 0.491217 10.25000 -1.20000 H5B 2 -0.102185 0.363442 0.544267 10.25000 -1.20000 AFIX 0 HKLF 4 REM a_a.res in Cmcm REM R1 = 0.0772 for 759 Fo > 4sig(Fo) and 0.0790 for all 805 data REM 188 parameters refined using 163 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 0.266, deepest hole -0.239, 1-sigma level 0.044 Q1 1 0.2156 0.6767 0.7500 10.50000 0.05 0.27 Q2 1 0.5000 0.5522 0.5713 10.50000 0.05 0.25 Q3 1 0.3172 0.9463 0.7500 10.50000 0.05 0.21 Q4 1 0.4027 0.8023 0.7500 10.50000 0.05 0.21 ; _shelx_res_checksum 1370 _shelx_hkl_file ; 4 4 0 166.74 6.21 5 5 0 152.29 7.16 6 6 0 7.02 1.28 7 7 0 2.63 1.01 8 8 0 68.11 3.44 -9 -7 0 0.27 1.28 -8 -6 0 1.01 0.74 -7 -5 0 450.79 12.56 -6 -4 0 3344.97 67.44 -5 -3 0 252.94 7.36 -4 -2 0 6845.81 148.71 -2 0 0 3734.20 79.52 2 4 0 1441.08 36.99 3 5 0 55.35 2.77 4 6 0 637.04 17.21 5 7 0 6.95 1.22 6 8 0 4.93 1.42 7 9 0 33.14 2.09 -10 -6 0 1.22 1.15 -9 -5 0 37.53 2.30 -8 -4 0 347.51 9.52 -7 -3 0 115.43 5.06 -6 -2 0 9.11 1.01 -5 -1 0 3069.76 77.29 -4 0 0 13.37 0.74 0 4 0 5463.19 129.74 1 5 0 2250.19 52.79 2 6 0 70.68 3.04 3 7 0 52.05 2.70 4 8 0 299.58 8.57 5 9 0 0.68 1.35 6 10 0 59.67 2.84 -11 -5 0 11.41 1.35 -10 -4 0 2.43 1.08 -9 -3 0 531.12 22.28 -8 -2 0 1140.28 29.30 -7 -1 0 98.56 4.39 -6 0 0 2399.30 55.15 -5 1 0 3039.78 59.20 -4 2 0 6233.28 124.07 -2 4 0 826.18 21.26 -1 5 0 2222.85 45.09 0 6 0 4838.10 97.75 1 7 0 7.29 1.01 2 8 0 38.81 1.76 3 9 0 294.18 9.18 4 10 0 32.67 2.09 5 11 0 18.29 1.62 -12 -4 0 9.32 1.01 -11 -3 0 81.55 3.38 -10 -2 0 229.99 8.51 -9 -1 0 206.36 7.63 -8 0 0 1956.54 43.54 -7 1 0 113.41 4.19 -6 2 0 12.69 0.95 -5 3 0 262.19 7.76 -4 4 0 140.41 5.06 -3 5 0 28.96 1.69 -2 6 0 102.61 3.71 -1 7 0 7.83 1.15 0 8 0 546.11 16.81 1 9 0 66.09 3.44 2 10 0 58.39 2.63 3 11 0 24.77 1.76 -13 -3 0 3.04 1.89 -12 -2 0 38.54 3.92 -11 -1 0 328.14 10.26 -10 0 0 192.79 7.56 -9 1 0 218.98 6.68 -8 2 0 1140.75 30.04 -7 3 0 116.92 4.46 -6 4 0 2880.34 64.60 -5 5 0 139.06 4.32 -4 6 0 475.84 13.37 -3 7 0 45.50 2.63 -2 8 0 36.32 2.16 -1 9 0 65.28 2.50 0 10 0 92.28 3.51 1 11 0 64.06 2.84 2 12 0 13.64 1.55 -13 -1 0 21.13 1.49 -12 0 0 57.85 2.03 -11 1 0 337.39 9.38 -10 2 0 229.31 6.28 -9 3 0 501.35 13.97 -8 4 0 304.38 9.45 -7 5 0 401.85 12.22 -6 6 0 4.86 1.15 -5 7 0 6.08 1.01 -4 8 0 250.04 8.17 -3 9 0 266.17 8.44 -2 10 0 64.40 3.38 -1 11 0 56.37 2.63 0 12 0 21.47 1.69 -13 1 0 19.04 5.94 -12 2 0 38.41 2.63 -11 3 0 88.77 4.12 -10 4 0 2.90 1.35 -9 5 0 37.26 2.36 -8 6 0 -1.08 1.15 -7 7 0 2.77 0.88 -6 8 0 3.78 0.95 -5 9 0 1.69 0.88 -4 10 0 29.30 2.03 -3 11 0 24.84 1.82 -2 12 0 13.30 1.55 -12 4 0 10.40 1.55 -11 5 0 14.18 1.89 -10 6 0 0.00 1.01 -9 7 0 2.70 1.08 -8 8 0 69.60 3.44 -7 9 0 39.29 2.23 -6 10 0 56.03 3.44 -5 11 0 23.15 1.76 -11 7 0 0.41 2.70 12 -6 -1 9.72 2.09 5 -11 -1 6.14 1.69 6 -10 -1 13.57 1.96 7 -9 -1 61.09 2.57 8 -8 -1 146.42 5.74 9 -7 -1 194.34 7.09 10 -6 -1 117.19 5.67 11 -5 -1 72.30 3.98 12 -4 -1 12.35 1.22 13 -3 -1 7.97 2.16 2 -12 -1 2.03 2.16 3 -11 -1 11.68 1.28 4 -10 -1 48.87 2.70 5 -9 -1 50.09 2.50 6 -8 -1 62.17 2.70 7 -7 -1 18.56 1.42 8 -6 -1 9.72 1.42 9 -5 -1 40.10 2.09 10 -4 -1 43.95 2.16 11 -3 -1 13.10 1.42 12 -2 -1 7.56 1.42 13 -1 -1 3.92 2.77 0 -12 -1 1.76 1.49 1 -11 -1 0.41 1.28 2 -10 -1 1.49 1.08 3 -9 -1 123.20 4.32 4 -8 -1 167.68 5.60 5 -7 -1 569.67 17.21 6 -6 -1 1011.62 27.41 7 -5 -1 412.11 13.50 8 -4 -1 709.13 18.02 9 -3 -1 207.98 6.35 10 -2 -1 92.82 3.85 11 -1 -1 16.67 1.55 12 0 -1 2.03 1.42 13 1 -1 3.65 1.28 -2 -12 -1 0.27 1.42 -1 -11 -1 2.77 0.88 0 -10 -1 115.43 4.73 1 -9 -1 158.84 4.86 2 -8 -1 388.89 10.87 3 -7 -1 928.05 22.95 4 -6 -1 984.21 22.41 5 -5 -1 3401.34 76.89 6 -4 -1 1254.63 31.32 7 -3 -1 1041.32 27.27 8 -2 -1 39.83 2.23 9 -1 -1 53.33 2.36 10 0 -1 -0.47 0.88 11 1 -1 15.66 1.76 12 2 -1 6.01 2.97 13 3 -1 1.01 2.23 -4 -12 -1 1.42 3.51 -3 -11 -1 7.90 1.28 -2 -10 -1 0.88 0.68 -1 -9 -1 164.04 4.73 0 -8 -1 458.96 11.41 1 -7 -1 1069.54 27.61 2 -6 -1 2874.74 60.89 3 -5 -1 106.86 3.17 4 -4 -1 232.89 6.68 5 -3 -1 30.85 1.49 6 -2 -1 775.76 20.45 7 -1 -1 183.14 6.21 8 0 -1 -0.41 1.01 9 1 -1 55.42 2.43 10 2 -1 86.07 3.92 11 3 -1 8.51 1.28 12 4 -1 16.34 1.69 -5 -11 -1 5.06 1.08 -4 -10 -1 55.56 2.57 -3 -9 -1 124.41 3.85 -2 -8 -1 412.86 11.95 -1 -7 -1 1137.92 26.33 0 -6 -1 445.60 14.38 1 -5 -1 4814.20 92.55 2 -4 -1 9999.00 273.93 3 -3 -1 4934.83 136.76 4 -2 -1 1784.47 40.10 5 -1 -1 4507.60 95.32 6 0 -1 3.98 0.88 7 1 -1 186.78 6.95 8 2 -1 43.54 1.96 9 3 -1 213.11 7.49 10 4 -1 31.93 1.82 11 5 -1 51.98 3.71 -6 -10 -1 13.37 1.35 -5 -9 -1 51.84 2.36 -4 -8 -1 190.43 7.16 -3 -7 -1 1078.18 23.83 -2 -6 -1 3241.42 70.41 -1 -5 -1 4866.25 114.55 0 -4 -1 6466.84 176.25 1 -3 -1 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32.87 1.76 -3 -1 -13 -2.09 0.95 -2 0 -13 0.20 1.01 -1 1 -13 2.77 1.15 0 2 -13 34.90 1.82 -8 -4 -13 18.23 1.35 -7 -3 -13 21.40 1.62 -6 -2 -13 34.29 1.62 -5 -1 -13 21.26 1.62 -4 0 -13 0.41 0.81 -3 1 -13 0.88 0.68 -2 2 -13 96.33 3.51 -1 3 -13 30.11 1.49 0 4 -13 81.34 5.81 -9 -3 -13 23.42 5.74 -8 -2 -13 7.09 1.22 -7 -1 -13 3.04 1.28 -6 0 -13 0.14 1.28 -5 1 -13 21.26 1.35 -4 2 -13 33.08 1.76 -3 3 -13 60.42 2.50 -2 4 -13 95.38 3.58 -1 5 -13 40.77 1.82 0 6 -13 40.91 3.51 -9 -1 -13 6.14 1.62 -8 0 -13 0.61 1.28 -7 1 -13 1.22 1.08 -6 2 -13 26.46 1.49 -5 3 -13 11.27 1.42 -4 4 -13 65.61 2.43 -3 5 -13 54.00 3.17 -2 6 -13 55.69 2.16 -1 7 -13 34.70 2.77 -9 1 -13 0.20 1.35 -8 2 -13 6.95 0.95 -7 3 -13 22.01 2.57 -6 4 -13 43.81 3.17 -5 5 -13 39.29 2.16 -4 6 -13 34.29 2.23 -3 7 -13 29.77 3.98 -9 3 -13 10.80 1.42 -8 4 -13 19.31 1.62 -7 5 -13 22.07 3.24 -6 6 -13 22.34 2.16 -5 7 -13 18.23 1.96 2 -8 -14 1.08 1.55 3 -7 -14 -0.54 1.22 4 -6 -14 0.00 1.76 5 -5 -14 2.50 1.08 6 -4 -14 12.29 1.49 1 -7 -14 2.16 3.04 2 -6 -14 -0.07 1.69 3 -5 -14 2.23 1.62 4 -4 -14 8.30 2.30 5 -3 -14 17.35 1.82 -1 -7 -14 -0.34 1.62 0 -6 -14 1.96 2.63 1 -5 -14 1.76 1.08 2 -4 -14 12.08 1.08 3 -3 -14 14.51 1.22 4 -2 -14 48.60 2.09 -3 -7 -14 -0.34 1.49 -2 -6 -14 -0.07 1.35 -1 -5 -14 1.62 0.88 0 -4 -14 15.59 1.22 1 -3 -14 3.31 1.01 2 -2 -14 55.96 2.63 3 -1 -14 17.15 1.35 -4 -6 -14 -0.20 2.50 -3 -5 -14 5.27 4.05 -2 -4 -14 6.35 1.76 -1 -3 -14 3.38 1.28 0 -2 -14 6.35 1.35 1 -1 -14 10.53 1.28 2 0 -14 6.21 0.74 -5 -5 -14 3.38 1.22 -4 -4 -14 12.29 1.96 -3 -3 -14 15.53 1.55 -2 -2 -14 49.08 1.96 -1 -1 -14 12.35 1.15 0 0 -14 105.51 5.13 1 1 -14 4.25 0.54 -6 -4 -14 8.44 1.69 -5 -3 -14 30.31 2.77 -4 -2 -14 53.94 2.43 -3 -1 -14 41.52 2.36 -2 0 -14 23.02 2.36 -1 1 -14 13.43 1.28 0 2 -14 1.55 0.95 -7 -3 -14 7.22 1.15 -6 -2 -14 38.34 2.16 -5 -1 -14 53.94 2.43 -4 0 -14 54.54 2.97 -3 1 -14 44.89 2.23 -2 2 -14 54.41 2.09 -1 3 -14 4.25 0.81 -8 -2 -14 17.01 1.35 -7 -1 -14 33.82 2.09 -6 0 -14 75.33 2.97 -5 1 -14 55.22 2.57 -4 2 -14 58.73 2.63 -3 3 -14 17.55 1.82 -2 4 -14 7.90 1.35 -1 5 -14 0.20 1.22 -8 0 -14 35.64 2.16 -7 1 -14 28.96 1.69 -6 2 -14 30.38 1.96 -5 3 -14 23.83 1.89 -4 4 -14 7.56 1.42 -3 5 -14 2.84 1.89 -8 2 -14 19.71 2.63 -7 3 -14 12.02 2.23 -6 4 -14 14.92 2.50 -5 5 -14 1.49 1.62 -4 6 -14 1.22 1.69 -7 5 -14 2.84 2.09 4 -6 -15 26.53 4.79 5 -5 -15 9.11 2.90 6 -4 -15 9.92 2.70 1 -7 -15 12.29 2.43 2 -6 -15 32.06 1.96 3 -5 -15 25.72 2.77 4 -4 -15 24.17 1.62 5 -3 -15 5.67 2.50 -1 -7 -15 19.51 2.77 0 -6 -15 26.33 2.36 1 -5 -15 35.51 2.30 2 -4 -15 45.63 2.90 3 -3 -15 36.45 2.50 4 -2 -15 7.63 2.16 -2 -6 -15 28.62 2.16 -1 -5 -15 36.79 2.50 0 -4 -15 59.54 2.77 1 -3 -15 72.09 3.24 2 -2 -15 24.98 2.23 -4 -6 -15 14.92 2.70 -3 -5 -15 30.04 2.90 -2 -4 -15 44.22 6.41 -1 -3 -15 61.16 2.84 0 -2 -15 18.29 1.82 1 -1 -15 17.35 1.15 -5 -5 -15 15.19 1.49 -4 -4 -15 26.46 2.16 -3 -3 -15 40.64 2.30 -2 -2 -15 27.27 1.76 -1 -1 -15 17.01 1.62 -6 -4 -15 1.76 2.57 -5 -3 -15 14.78 2.03 -4 -2 -15 8.44 1.49 -3 -1 -15 5.47 2.16 -1 1 -15 15.93 1.35 -7 -3 -15 2.77 2.50 -6 -2 -15 3.17 1.42 -5 -1 -15 7.49 1.69 -4 0 -15 -0.07 0.95 -3 1 -15 6.89 3.51 -2 2 -15 24.84 1.28 -1 3 -15 41.31 1.89 -7 -1 -15 2.03 0.81 -6 0 -15 -0.54 1.15 -5 1 -15 9.99 1.55 -4 2 -15 10.13 1.28 -3 3 -15 43.07 2.09 -2 4 -15 38.54 4.39 -7 1 -15 1.08 2.16 -6 2 -15 8.37 1.69 -5 3 -15 12.22 2.16 -4 4 -15 23.96 1.82 -3 5 -15 21.06 2.50 -5 5 -15 13.57 2.03 1 -5 -16 -2.16 2.77 2 -4 -16 15.12 2.50 3 -3 -16 18.56 2.03 0 -4 -16 23.76 2.03 1 -3 -16 40.17 2.50 2 -2 -16 54.88 2.16 -3 -5 -16 -0.07 1.82 -2 -4 -16 20.39 2.57 -1 -3 -16 53.67 3.98 0 -2 -16 72.43 3.17 1 -1 -16 156.07 5.00 -4 -4 -16 6.35 1.89 -3 -3 -16 27.47 1.89 -2 -2 -16 64.33 2.36 -1 -1 -16 155.60 9.99 0 0 -16 88.03 7.63 -5 -3 -16 13.50 1.49 -4 -2 -16 31.73 2.57 -3 -1 -16 86.14 8.03 -2 0 -16 128.53 8.17 -1 1 -16 123.60 4.05 -6 -2 -16 14.45 2.03 -5 -1 -16 22.14 1.76 -4 0 -16 50.76 3.92 -3 1 -16 85.93 4.32 -2 2 -16 67.30 3.71 -6 0 -16 16.88 2.16 -5 1 -16 25.11 2.57 -4 2 -16 30.38 2.36 -3 3 -16 14.51 2.09 -2 4 -16 3.71 1.96 0 -4 -17 7.63 3.38 1 -3 -17 8.64 2.23 -3 -3 -17 4.25 2.70 -1 -1 -17 -0.74 1.82 -2 0 -17 3.65 2.23 -4 0 -17 5.27 4.66 -2 2 -17 5.27 3.51 _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' ; _shelx_hkl_checksum 97105 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -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 K1 K 0.5000 0.53964(8) 0.7500 0.0890(9) Uani 1 4 d S T P . . F11 F 0.2740(17) 0.9399(9) 0.7714(17) 0.197(8) Uani 0.347(7) 1 d D U . A -1 F11A F 0.369(3) 0.900(4) 0.729(4) 0.218(11) Uani 0.153(7) 1 d D U . A -2 F12 F 0.1400(7) 0.7826(11) 0.755(2) 0.169(4) Uani 0.347(7) 1 d D U . A -1 F12A F 0.195(3) 0.889(4) 0.707(3) 0.196(9) Uani 0.153(7) 1 d D U . A -2 F13 F 0.334(2) 0.745(2) 0.8190(16) 0.183(6) Uani 0.347(7) 1 d D U . A -1 F13A F 0.310(4) 0.705(4) 0.716(3) 0.188(8) Uani 0.153(7) 1 d D U . A -2 F14 F 0.2963(17) 0.765(2) 0.6618(15) 0.186(6) Uani 0.347(7) 1 d D U . A -1 F14A F 0.235(4) 0.856(5) 0.839(3) 0.200(9) Uani 0.153(7) 1 d D U . A -2 F21 F 0.417(3) 0.389(3) 0.484(3) 0.230(11) Uani 0.25 1 d D U . A -1 F22 F 0.4337(18) 0.576(3) 0.5604(9) 0.155(5) Uani 0.25 1 d D U . A -1 F23 F 0.5945(19) 0.474(3) 0.5658(16) 0.168(6) Uani 0.25 1 d D U . A -1 F24 F 0.561(2) 0.573(4) 0.4381(18) 0.216(12) Uani 0.25 1 d D U . A -1 B1 B 0.2692(6) 0.8122(6) 0.7500 0.1187(16) Uani 1 2 d DS T P . . B2 B 0.5000 0.5000 0.5000 0.135(3) Uani 1 4 d DS TU P A . N1 N -0.1215(15) 0.569(3) 0.5447(17) 0.111(5) Uani 0.25 1 d D U . B -1 H1C H -0.1256 0.6303 0.4990 0.133 Uiso 0.25 1 d R . . B -1 H1D H -0.1850 0.5851 0.5842 0.133 Uiso 0.25 1 d R . . B -1 N2 N 0.152(2) 0.485(3) 0.479(2) 0.146(7) Uani 0.25 1 d D U . B -1 H2A H 0.2148 0.5085 0.4407 0.176 Uiso 0.25 1 d R . . B -1 H2B H 0.1872 0.4446 0.5284 0.176 Uiso 0.25 1 d R . . B -1 C1 C 0.000(3) 0.585(2) 0.5953(12) 0.133(5) Uani 0.25 1 d DS TU P B -1 H1A H -0.0040 0.6617 0.6374 0.159 Uiso 0.25 1 d R . . B -1 H1B H 0.0230 0.5051 0.6306 0.159 Uiso 0.25 1 d R . . B -1 C2 C 0.095(3) 0.613(3) 0.519(2) 0.155(7) Uani 0.25 1 d D U . B -1 H2C H 0.1625 0.6691 0.5440 0.186 Uiso 0.25 1 d R . . B -1 H2D H 0.0543 0.6631 0.4687 0.186 Uiso 0.25 1 d R . . B -1 C3 C 0.068(3) 0.387(2) 0.428(2) 0.144(7) Uani 0.25 1 d D U . B -1 H3A H 0.1058 0.3646 0.3677 0.173 Uiso 0.25 1 d R . . B -1 H3B H 0.0604 0.3048 0.4639 0.173 Uiso 0.25 1 d R . . B -1 C4 C -0.061(3) 0.443(3) 0.411(2) 0.148(8) Uani 0.25 1 d D U . B -1 H4A H -0.0981 0.3926 0.3598 0.178 Uiso 0.25 1 d R . . B -1 H4B H -0.0543 0.5368 0.3926 0.178 Uiso 0.25 1 d R . . B -1 C5 C -0.137(3) 0.432(3) 0.503(2) 0.128(6) Uani 0.25 1 d D U . B -1 H5A H -0.2254 0.4121 0.4912 0.153 Uiso 0.25 1 d R . . B -1 H5B H -0.1022 0.3634 0.5443 0.153 Uiso 0.25 1 d R . . B -1 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 0.0886(10) 0.0925(10) 0.0857(11) 0.000 0.000 0.000 F11 0.206(11) 0.109(4) 0.28(2) -0.042(9) 0.060(12) 0.002(5) F11A 0.178(15) 0.215(17) 0.26(3) 0.01(2) 0.054(18) -0.025(14) F12 0.116(4) 0.188(7) 0.203(9) 0.037(13) 0.042(9) 0.027(4) F12A 0.147(13) 0.178(15) 0.26(2) 0.003(13) 0.019(13) 0.089(11) F13 0.167(9) 0.170(10) 0.212(12) -0.033(7) -0.063(8) 0.092(7) F13A 0.188(14) 0.159(12) 0.219(19) -0.037(13) -0.019(13) 0.097(11) F14 0.169(11) 0.196(13) 0.193(13) -0.044(11) 0.023(9) 0.052(10) F14A 0.183(17) 0.206(19) 0.212(19) -0.011(16) 0.033(16) 0.035(17) F21 0.22(2) 0.26(2) 0.22(3) -0.06(2) -0.05(2) 0.000(16) F22 0.163(8) 0.222(13) 0.079(5) -0.036(8) 0.015(5) -0.001(9) F23 0.138(8) 0.237(15) 0.128(9) -0.011(10) -0.017(8) 0.010(10) F24 0.200(17) 0.33(3) 0.120(10) 0.059(12) 0.072(10) 0.084(15) B1 0.117(3) 0.103(3) 0.136(4) 0.000 0.000 0.020(2) B2 0.114(5) 0.210(7) 0.081(4) -0.020(6) 0.000 0.000 N1 0.072(7) 0.115(9) 0.145(12) -0.028(10) 0.024(8) -0.005(7) N2 0.120(8) 0.143(13) 0.176(15) -0.043(12) 0.055(9) -0.068(8) C1 0.110(10) 0.168(10) 0.120(7) -0.048(8) 0.022(15) -0.013(16) C2 0.143(14) 0.168(15) 0.154(13) -0.050(13) 0.031(13) -0.047(12) C3 0.140(13) 0.101(9) 0.190(16) -0.062(11) 0.015(12) -0.016(9) C4 0.132(15) 0.132(13) 0.180(16) -0.044(13) -0.004(15) -0.017(10) C5 0.099(10) 0.098(10) 0.186(17) -0.033(12) 0.018(11) -0.012(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0040 0.0020 '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' B B 0.0020 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0220 0.0130 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2370 0.3140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0080 0.0040 '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 F13 K1 F14 42.3(3) . . ? F13 K1 F23 133.4(7) . . ? F13 K1 B2 74.7(4) . 2_665 ? F13 K1 B2 114.8(4) . . ? F13A K1 B2 83.4(8) . . ? F13A K1 B2 104.6(9) . 2_665 ? F14 K1 B2 116.5(3) . 2_665 ? F14 K1 B2 72.6(3) . . ? F22 K1 F13 94.9(6) . . ? F22 K1 F14 52.7(6) . . ? F22 K1 F23 40.7(5) . . ? F22 K1 B2 20.0(5) . . ? F22 K1 B2 165.5(4) . 2_665 ? F23 K1 F14 91.9(6) . . ? F23 K1 B2 151.6(5) . 2_665 ? F23 K1 B2 21.6(4) . . ? B2 K1 B2 167.39(2) . 2_665 ? B1 F13 K1 114.0(11) . . ? B1 F13A K1 136(2) . . ? B1 F14 K1 91.1(10) . . ? B2 F22 K1 114.4(13) . . ? B2 F23 K1 108.7(11) . . ? F11 B1 F12 103.3(10) . . ? F11 B1 F13 106.6(14) . . ? F11 B1 F14 122.6(15) . . ? F12A B1 F11A 89(2) . . ? F12A B1 F14A 95(4) . . ? F13 B1 F12 110.7(15) . . ? F13A B1 F11A 101(3) . . ? F13A B1 F12A 123(3) . . ? F13A B1 F14A 136(3) . . ? F14 B1 F12 100.2(16) . . ? F14 B1 F13 112.6(12) . . ? F14A B1 F11A 101(3) . . ? K1 B2 K1 180.0 . 9_666 ? F21 B2 K1 75.8(18) . 9_666 ? F21 B2 K1 104.2(18) . . ? F22 B2 K1 45.7(9) . . ? F22 B2 K1 134.3(9) . 9_666 ? F22 B2 F21 102.8(13) . . ? F22 B2 F23 92.7(12) . . ? F23 B2 K1 49.6(9) . . ? F23 B2 K1 130.4(9) . 9_666 ? F23 B2 F21 113.7(16) . . ? F24 B2 K1 52.7(18) . 9_666 ? F24 B2 K1 127.3(18) . . ? F24 B2 F21 128(2) . . ? F24 B2 F22 111.9(17) . . ? F24 B2 F23 101.7(15) . . ? H1C N1 H1D 107.8 . . ? C1 N1 H1C 109.1 . . ? C1 N1 H1D 109.1 . . ? C1 N1 C5 113(2) . . ? C5 N1 H1C 109.1 . . ? C5 N1 H1D 109.1 . . ? H2A N2 H2B 107.1 . . ? C2 N2 H2A 107.4 . . ? C2 N2 H2B 104.1 . . ? C3 N2 H2A 108.4 . . ? C3 N2 H2B 110.2 . . ? C3 N2 C2 119(2) . . ? N1 C1 H1A 110.3 . . ? N1 C1 H1B 112.6 . . ? N1 C1 C2 104(2) . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1A 109.1 . . ? C2 C1 H1B 111.0 . . ? N2 C2 H2C 109.2 . . ? N2 C2 H2D 109.2 . . ? C1 C2 N2 112(2) . . ? C1 C2 H2C 109.2 . . ? C1 C2 H2D 109.2 . . ? H2C C2 H2D 107.9 . . ? N2 C3 H3A 109.2 . . ? N2 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? C4 C3 N2 112(2) . . ? C4 C3 H3A 109.2 . . ? C4 C3 H3B 109.2 . . ? C3 C4 H4A 107.1 . . ? C3 C4 H4B 109.6 . . ? C3 C4 C5 108(3) . . ? H4A C4 H4B 108.7 . . ? C5 C4 H4A 113.3 . . ? C5 C4 H4B 109.7 . . ? N1 C5 C4 102(2) . . ? N1 C5 H5A 111.3 . . ? N1 C5 H5B 111.3 . . ? C4 C5 H5A 111.3 . . ? C4 C5 H5B 111.3 . . ? H5A C5 H5B 109.2 . . ? 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 F13 2.861(16) . ? K1 F13A 2.64(3) . ? K1 F14 3.35(2) . ? K1 F22 2.814(16) . ? K1 F23 2.88(2) . ? K1 B2 3.5839(7) . ? K1 B2 3.5839(7) 2_665 ? F11 B1 1.305(11) . ? F11A B1 1.40(2) . ? F12 B1 1.398(10) . ? F12A B1 1.25(2) . ? F13 B1 1.374(19) . ? F13A B1 1.25(2) . ? F14 B1 1.372(18) . ? F14A B1 1.38(3) . ? F21 B2 1.43(3) . ? F22 B2 1.344(17) . ? F23 B2 1.40(2) . ? F24 B2 1.31(2) . ? B2 K1 3.5839(7) 9_666 ? N1 H1C 0.8900 . ? N1 H1D 0.8899 . ? N1 C1 1.48(2) . ? N1 C5 1.493(18) . ? N2 H2A 0.8906 . ? N2 H2B 0.8897 . ? N2 C2 1.52(2) . ? N2 C3 1.507(19) . ? C1 H1A 0.9703 . ? C1 H1B 0.9699 . ? C1 C2 1.510(19) . ? C2 H2C 0.9700 . ? C2 H2D 0.9700 . ? C3 H3A 0.9699 . ? C3 H3B 0.9701 . ? C3 C4 1.49(2) . ? C4 H4A 0.9698 . ? C4 H4B 0.9697 . ? C4 C5 1.54(2) . ? C5 H5A 0.9698 . ? C5 H5B 0.9699 . ?