#------------------------------------------------------------------------------ #$Date: 2021-11-03 00:56:40 +0200 (Wed, 03 Nov 2021) $ #$Revision: 270211 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/91/7129181.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_7129181 loop_ _publ_author_name 'Landman, Iris R.' 'Fadaei-Tirani, Farzaneh' 'Severin, Kay' _publ_section_title ; Nitrous oxide as a diazo transfer reagent: the synthesis of triazolopyridines. ; _journal_issue 87 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 11537 _journal_page_last 11540 _journal_paper_doi 10.1039/d1cc04907k _journal_volume 57 _journal_year 2021 _chemical_formula_moiety 'C42 H26 K2 N18 Na4 O13' _chemical_formula_sum 'C42 H26 K2 N18 Na4 O13' _chemical_formula_weight 1160.97 _space_group_crystal_system monoclinic _space_group_IT_number 13 _space_group_name_Hall '-P 2yac' _space_group_name_H-M_alt 'P 1 2/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2021-07-08 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_update_record ; 2021-07-08 deposited with the CCDC. 2021-10-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.107(7) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 14.2718(7) _cell_length_b 6.5810(3) _cell_length_c 24.714(3) _cell_measurement_reflns_used 6064 _cell_measurement_temperature 140.00(10) _cell_measurement_theta_max 74.0460 _cell_measurement_theta_min 3.5410 _cell_volume 2321.2(3) _computing_cell_refinement 'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'ShelXT 2018/2 (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 140.00(10) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type 'HyPix-Arc 150' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.927 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 20.00 92.00 0.50 10.00 -- 59.56-128.00-178.00 144 2 \w -103.00 -23.00 0.50 10.00 -- -62.28 143.00 66.00 160 3 \w 28.00 111.00 0.50 10.00 -- 69.94-143.00 11.00 166 4 \w 31.00 114.00 0.50 30.00 -- 73.45-143.00 11.00 166 5 \w -117.00 -75.00 0.50 30.00 -- -76.11 143.00 66.00 84 6 \w -121.00 -96.00 0.50 30.00 -- -76.11-128.00-178.00 50 7 \w -94.00 -69.00 0.50 30.00 -- -76.11 128.00-103.00 50 8 \w 77.00 102.00 0.50 30.00 -- 80.01 128.00-103.00 50 9 \w 68.00 123.00 0.50 30.00 -- 80.01 143.00 66.00 110 10 \w 55.00 80.00 0.50 30.00 -- 80.01-143.00 11.00 50 11 \w 49.00 74.00 0.50 30.00 -- 80.01-128.00-178.00 50 12 \w 10.00 36.00 0.50 10.00 -- 59.56 -30.00 120.00 52 13 \w 25.00 66.00 0.50 10.00 -- 59.56 -95.00 60.00 82 14 \w 10.00 35.00 0.50 10.00 -- 59.56 -30.00 0.00 50 15 \w 10.00 36.00 0.50 10.00 -- 59.56 -30.00 -60.00 52 16 \w -111.00 -65.00 0.50 10.00 -- -62.28 -30.00 120.00 92 17 \w 73.00 111.00 0.50 10.00 -- 69.94 30.00-150.00 76 18 \w 35.00 84.00 0.50 30.00 -- 73.45 -95.00 -90.00 98 19 \w 83.00 115.00 0.50 30.00 -- 73.45 30.00-120.00 64 20 \w 76.00 123.00 0.50 30.00 -- 73.45 30.00 30.00 94 21 \w 35.00 84.00 0.50 30.00 -- 73.45 -95.00 120.00 98 22 \w -101.00 -75.00 0.50 10.00 -- -73.91 -30.00-120.00 52 23 \w -118.00 -75.00 0.50 10.00 -- -73.91-125.00 -30.00 86 24 \w -121.00 -77.00 0.50 30.00 -- -76.11 -30.00 60.00 88 25 \w 98.00 125.00 0.50 30.00 -- 80.01 125.00 30.00 54 26 \w 48.00 91.00 0.50 30.00 -- 80.01 -95.00 60.00 86 27 \w 40.00 90.00 0.50 30.00 -- 80.01 -95.00-180.00 100 28 \w 84.00 122.00 0.50 30.00 -- 80.01 30.00-150.00 76 29 \w 79.00 125.00 0.50 30.00 -- 80.01 125.00 0.00 92 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy R, DW system, HyPix-Arc 150' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0450823000 _diffrn_orient_matrix_UB_12 0.1112327000 _diffrn_orient_matrix_UB_13 -0.0482237000 _diffrn_orient_matrix_UB_21 -0.0465378000 _diffrn_orient_matrix_UB_22 -0.1512018000 _diffrn_orient_matrix_UB_23 -0.0393413000 _diffrn_orient_matrix_UB_31 -0.0863238000 _diffrn_orient_matrix_UB_32 0.1396975000 _diffrn_orient_matrix_UB_33 -0.0041665000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_unetI/netI 0.0756 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.927 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 22718 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.927 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 77.339 _diffrn_reflns_theta_min 3.573 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 2.948 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.802 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021) Numerical absorption correction based on Gaussian integration over a multifaceted crystal model. Empirical absorption correction using spherical harmonics as implemented in SCALE3 ABSPACK scaling algorithm ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.661 _exptl_crystal_description prism _exptl_crystal_F_000 1180 _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.715 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.088 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 360 _refine_ls_number_reflns 4567 _refine_ls_number_restraints 655 _refine_ls_restrained_S_all 1.051 _refine_ls_R_factor_all 0.1061 _refine_ls_R_factor_gt 0.0634 _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^)+(0.0866P)^2^+2.7104P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1545 _refine_ls_wR_factor_ref 0.1704 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3099 _reflns_number_total 4567 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1cc04907k2.cif _cod_data_source_block il503g _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Gaussian' was changed to 'gaussian' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_database_code 7129181 _shelx_shelxl_version_number 2018/3 _audit_contact_author 'Farzaneh Fadaei Tirani' _chemical_oxdiff_formula 'C42 H26 K2 N18 Na4 O13' _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 0.943 _shelx_estimated_absorpt_t_min 0.777 _reflns_odcompleteness_completeness 99.87 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.49 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: H14 of C14, H20 of C20, H21 of C21, H11 of C11, H6 of C6, H7A of C7, H13 of C13, H18 of C18, H19 of C19, H12 of C12, H4 of C4, H5 of C5 At 1.5 times of: H7 of C21 2. Restrained distances O7-H7 0.98 with sigma of 0.02 3. Uiso/Uaniso restraints and constraints All non-hydrogen atoms have similar U: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A 4. Rigid body (RIGU) restrains All non-hydrogen atoms with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 5.a Aromatic/amide H refined with riding coordinates: C4(H4), C5(H5), C6(H6), C7(H7A), C11(H11), C12(H12), C13(H13), C14(H14), C18(H18), C19(H19), C20(H20), C21(H21) ; _shelx_res_file ; TITL il503g.res in P2/n il503g.res created by SHELXL-2018/3 at 11:06:28 on 08-Jul-2021 CELL 1.54184 14.271838 6.580954 24.713672 90 90.1068 90 ZERR 2 0.000665 0.000301 0.002571 0 0.0069 0 LATT 1 SYMM 0.5-X,+Y,0.5-Z SFAC C H K N Na O UNIT 84 52 4 36 8 26 SIMU 0.005 0.01 2 RIGU DFIX 0.98 O7 H7 L.S. 20 PLAN 10 SIZE 0.02 0.06 0.09 TEMP -133.15 CONF wpdb -2 BOND $H MORE -1 fmap 2 acta OMIT 2 0 2 REM REM REM WGHT 0.086600 2.710400 FVAR 0.33285 K1 3 0.732973 1.135365 0.674708 11.00000 0.01773 0.01948 = 0.03568 0.00327 0.00002 -0.00140 NA1 5 0.571652 0.552461 0.656777 11.00000 0.02037 0.01431 = 0.04047 -0.00368 0.00054 -0.00134 NA4 5 0.582565 0.854172 0.766703 11.00000 0.01993 0.01304 = 0.05011 0.00045 0.00443 0.00048 O1 6 0.733236 0.542867 0.648986 11.00000 0.02209 0.02742 = 0.06612 0.00869 0.01370 0.00100 O2 6 0.842480 0.784241 0.645680 11.00000 0.03649 0.02227 = 0.05132 -0.00078 0.00270 -0.00001 O3 6 0.570651 0.906502 0.669321 11.00000 0.02768 0.01822 = 0.03922 0.00048 -0.00978 0.00163 O4 6 0.547064 1.218200 0.633150 11.00000 0.03036 0.01361 = 0.04773 -0.00485 -0.00703 -0.00042 O5 6 0.542086 0.516868 0.750413 11.00000 0.02961 0.01232 = 0.04839 0.00144 0.00479 -0.00052 O6 6 0.616075 0.219402 0.764130 11.00000 0.01919 0.02101 = 0.03535 -0.00056 0.00039 0.00139 O7 6 0.750000 0.782963 0.750000 10.50000 0.01928 0.02424 = 0.04827 0.00000 0.00242 0.00000 N1 4 0.853290 0.281137 0.589706 11.00000 0.03473 0.02702 = 0.04734 -0.00141 0.00722 -0.00419 N2 4 0.923681 0.192968 0.564514 11.00000 0.04260 0.03273 = 0.05996 -0.00575 0.01275 0.00070 N3 4 0.993750 0.334519 0.562726 11.00000 0.03374 0.03601 = 0.05489 -0.00017 0.01339 0.00523 N4 4 0.445389 0.741507 0.594870 11.00000 0.02510 0.01640 = 0.04680 0.00021 -0.00631 -0.00575 N5 4 0.386770 0.701145 0.554504 11.00000 0.03091 0.01965 = 0.05072 0.00371 -0.01123 -0.00691 N6 4 0.371566 0.880915 0.528875 11.00000 0.02154 0.01960 = 0.04049 -0.00048 -0.00365 -0.00049 N7 4 0.450279 0.048796 0.800150 11.00000 0.03540 0.02301 = 0.13362 0.01779 0.03562 0.00475 N8 4 0.365474 0.005835 0.819683 11.00000 0.04492 0.02779 = 0.15290 0.01774 0.04323 0.00744 N9 4 0.318106 0.182429 0.818540 11.00000 0.03006 0.02300 = 0.12064 0.00742 0.03307 0.00206 C1 1 0.811759 0.609335 0.634915 11.00000 0.02462 0.02294 = 0.04315 0.00770 0.00132 0.00364 C2 1 0.875737 0.474731 0.604105 11.00000 0.02457 0.02533 = 0.03714 0.00376 0.00232 0.00012 C3 1 0.966380 0.512520 0.587010 11.00000 0.02328 0.03329 = 0.04359 0.00018 0.00350 0.00185 C4 1 1.029833 0.676430 0.588895 11.00000 0.03087 0.05075 = 0.06325 -0.00785 0.01251 -0.01010 AFIX 43 H4 2 1.013201 0.802100 0.605172 11.00000 -1.20000 AFIX 0 C5 1 1.117029 0.647353 0.566190 11.00000 0.03278 0.07036 = 0.07933 -0.00737 0.01579 -0.01110 AFIX 43 H5 2 1.160800 0.756101 0.565876 11.00000 -1.20000 AFIX 0 C6 1 1.141967 0.460077 0.543616 11.00000 0.03157 0.07380 = 0.07869 -0.00187 0.01834 0.00268 AFIX 43 H6 2 1.203565 0.442704 0.529866 11.00000 -1.20000 AFIX 0 C7 1 1.081056 0.303107 0.540779 11.00000 0.03715 0.05719 = 0.06925 -0.00100 0.01918 0.01234 AFIX 43 H7A 2 1.097700 0.177519 0.524461 11.00000 -1.20000 AFIX 0 C8 1 0.532786 1.028270 0.636523 11.00000 0.02072 0.01651 = 0.03684 -0.00415 0.00165 0.00075 C9 1 0.467849 0.941047 0.595626 11.00000 0.01647 0.01508 = 0.03735 -0.00173 0.00385 0.00069 C10 1 0.422307 1.035462 0.552630 11.00000 0.01674 0.01856 = 0.03305 -0.00576 0.00469 0.00180 C11 1 0.415261 1.231053 0.529973 11.00000 0.02785 0.02008 = 0.03229 -0.00531 0.00206 0.00647 AFIX 43 H11 2 0.449203 1.341891 0.544920 11.00000 -1.20000 AFIX 0 C12 1 0.358370 1.257905 0.485899 11.00000 0.03564 0.02430 = 0.03575 -0.00348 0.00158 0.01044 AFIX 43 H12 2 0.353454 1.388525 0.469777 11.00000 -1.20000 AFIX 0 C13 1 0.306814 1.093589 0.464063 11.00000 0.03207 0.03243 = 0.03681 -0.00605 -0.00663 0.00950 AFIX 43 H13 2 0.266495 1.115808 0.434011 11.00000 -1.20000 AFIX 0 C14 1 0.314299 0.904810 0.485541 11.00000 0.02934 0.03032 = 0.04207 -0.00484 -0.00684 0.00140 AFIX 43 H14 2 0.280626 0.793281 0.470757 11.00000 -1.20000 AFIX 0 C15 1 0.546503 0.335051 0.766004 11.00000 0.01769 0.01499 = 0.04002 -0.00075 0.00368 0.00004 C16 1 0.457394 0.246800 0.788564 11.00000 0.02302 0.01480 = 0.07584 0.00789 0.01619 0.00408 C17 1 0.372896 0.339482 0.801390 11.00000 0.02306 0.01974 = 0.07994 0.00661 0.01800 0.00088 C18 1 0.334260 0.533094 0.803414 11.00000 0.03321 0.02778 = 0.09227 0.00430 0.02016 0.00799 AFIX 43 H18 2 0.369339 0.648144 0.792108 11.00000 -1.20000 AFIX 0 C19 1 0.243863 0.554620 0.822196 11.00000 0.04293 0.04008 = 0.10595 0.00246 0.02662 0.01546 AFIX 43 H19 2 0.217746 0.687005 0.824896 11.00000 -1.20000 AFIX 0 C20 1 0.189742 0.388038 0.837321 11.00000 0.03357 0.04325 = 0.10739 0.00656 0.02765 0.00994 AFIX 43 H20 2 0.126554 0.406746 0.848266 11.00000 -1.20000 AFIX 0 C21 1 0.226836 0.202563 0.836390 11.00000 0.03112 0.03838 = 0.11819 0.00594 0.03416 -0.00167 AFIX 43 H21 2 0.191684 0.087544 0.847644 11.00000 -1.20000 AFIX 0 H7 2 0.749798 0.711019 0.714756 11.00000 -1.50000 HKLF 4 REM il503g.res in P2/n REM wR2 = 0.1704, GooF = S = 1.042, Restrained GooF = 1.051 for all data REM R1 = 0.0634 for 3099 Fo > 4sig(Fo) and 0.1061 for all 4567 data REM 360 parameters refined using 655 restraints END WGHT 0.0866 2.7103 REM Highest difference peak 0.715, deepest hole -0.579, 1-sigma level 0.088 Q1 1 0.3441 0.0019 0.7767 11.00000 0.05 0.71 Q2 1 0.4199 0.0520 0.7595 11.00000 0.05 0.63 Q3 1 0.7797 1.1381 0.6471 11.00000 0.05 0.54 Q4 1 0.2037 0.5272 0.7836 11.00000 0.05 0.53 Q5 1 0.6984 1.1354 0.6480 11.00000 0.05 0.43 Q6 1 0.7500 0.5246 0.7500 10.50000 0.05 0.42 Q7 1 0.5375 0.8634 0.7386 11.00000 0.05 0.40 Q8 1 0.4954 0.2926 0.7809 11.00000 0.05 0.39 Q9 1 1.1917 0.9937 0.5913 11.00000 0.05 0.38 Q10 1 0.7147 0.4946 0.6153 11.00000 0.05 0.37 ; _shelx_res_checksum 809 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling - B-factor correction ; _oxdiff_exptl_absorpt_empirical_full_max 9.120 _oxdiff_exptl_absorpt_empirical_full_min 0.259 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, 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 0.73297(5) 1.13537(11) 0.67471(4) 0.0243(2) Uani 1 1 d . . . . . Na1 Na 0.57165(9) 0.55246(19) 0.65678(7) 0.0250(4) Uani 1 1 d . . . . . Na4 Na 0.58257(9) 0.85417(19) 0.76670(7) 0.0277(4) Uani 1 1 d . . . . . O1 O 0.73324(17) 0.5429(4) 0.64899(14) 0.0385(7) Uani 1 1 d . U . . . O2 O 0.84248(19) 0.7842(4) 0.64568(14) 0.0367(7) Uani 1 1 d . U . . . O3 O 0.57065(17) 0.9065(4) 0.66932(12) 0.0284(6) Uani 1 1 d . U . . . O4 O 0.54706(17) 1.2182(4) 0.63315(13) 0.0306(7) Uani 1 1 d . U . . . O5 O 0.54209(17) 0.5169(3) 0.75041(12) 0.0301(7) Uani 1 1 d . U . . . O6 O 0.61607(16) 0.2194(4) 0.76413(12) 0.0252(6) Uani 1 1 d . U . . . O7 O 0.750000 0.7830(5) 0.750000 0.0306(9) Uani 1 2 d DS T P . . N1 N 0.8533(2) 0.2811(5) 0.58971(16) 0.0364(8) Uani 1 1 d . U . . . N2 N 0.9237(3) 0.1930(6) 0.56451(18) 0.0451(9) Uani 1 1 d . U . . . N3 N 0.9938(2) 0.3345(5) 0.56273(18) 0.0415(8) Uani 1 1 d . U . . . N4 N 0.4454(2) 0.7415(4) 0.59487(15) 0.0294(7) Uani 1 1 d . U . . . N5 N 0.3868(2) 0.7011(5) 0.55450(17) 0.0338(8) Uani 1 1 d . U . . . N6 N 0.3716(2) 0.8809(4) 0.52887(15) 0.0272(7) Uani 1 1 d . U . . . N7 N 0.4503(3) 0.0488(5) 0.8001(2) 0.0640(11) Uani 1 1 d . U . . . N8 N 0.3655(3) 0.0058(6) 0.8197(3) 0.0752(12) Uani 1 1 d . U . . . N9 N 0.3181(2) 0.1824(5) 0.8185(2) 0.0579(10) Uani 1 1 d . U . . . C1 C 0.8118(2) 0.6093(5) 0.63492(19) 0.0302(8) Uani 1 1 d . U . . . C2 C 0.8757(3) 0.4747(6) 0.60410(18) 0.0290(8) Uani 1 1 d . U . . . C3 C 0.9664(3) 0.5125(6) 0.58701(19) 0.0334(9) Uani 1 1 d . U . . . C4 C 1.0298(3) 0.6764(8) 0.5889(2) 0.0483(11) Uani 1 1 d . U . . . H4 H 1.013201 0.802100 0.605172 0.058 Uiso 1 1 calc R U . . . C5 C 1.1170(3) 0.6474(9) 0.5662(3) 0.0608(13) Uani 1 1 d . U . . . H5 H 1.160800 0.756101 0.565876 0.073 Uiso 1 1 calc R U . . . C6 C 1.1420(3) 0.4601(9) 0.5436(3) 0.0613(13) Uani 1 1 d . U . . . H6 H 1.203565 0.442704 0.529866 0.074 Uiso 1 1 calc R U . . . C7 C 1.0811(3) 0.3031(8) 0.5408(2) 0.0545(12) Uani 1 1 d . U . . . H7A H 1.097700 0.177519 0.524461 0.065 Uiso 1 1 calc R U . . . C8 C 0.5328(2) 1.0283(5) 0.63652(18) 0.0247(8) Uani 1 1 d . U . . . C9 C 0.4678(2) 0.9410(5) 0.59563(17) 0.0230(7) Uani 1 1 d . U . . . C10 C 0.4223(2) 1.0355(5) 0.55263(17) 0.0228(7) Uani 1 1 d . U . . . C11 C 0.4153(2) 1.2311(5) 0.52997(18) 0.0267(8) Uani 1 1 d . U . . . H11 H 0.449203 1.341891 0.544920 0.032 Uiso 1 1 calc R U . . . C12 C 0.3584(3) 1.2579(6) 0.48590(19) 0.0319(9) Uani 1 1 d . U . . . H12 H 0.353454 1.388525 0.469777 0.038 Uiso 1 1 calc R U . . . C13 C 0.3068(3) 1.0936(6) 0.46406(19) 0.0338(9) Uani 1 1 d . U . . . H13 H 0.266495 1.115808 0.434011 0.041 Uiso 1 1 calc R U . . . C14 C 0.3143(3) 0.9048(6) 0.48554(19) 0.0339(9) Uani 1 1 d . U . . . H14 H 0.280626 0.793281 0.470757 0.041 Uiso 1 1 calc R U . . . C15 C 0.5465(2) 0.3351(5) 0.76600(18) 0.0242(8) Uani 1 1 d . U . . . C16 C 0.4574(3) 0.2468(5) 0.7886(2) 0.0379(9) Uani 1 1 d . U . . . C17 C 0.3729(3) 0.3395(6) 0.8014(2) 0.0409(10) Uani 1 1 d . U . . . C18 C 0.3343(3) 0.5331(6) 0.8034(2) 0.0511(11) Uani 1 1 d . U . . . H18 H 0.369339 0.648144 0.792108 0.061 Uiso 1 1 calc R U . . . C19 C 0.2439(3) 0.5546(8) 0.8222(3) 0.0630(13) Uani 1 1 d . U . . . H19 H 0.217746 0.687005 0.824896 0.076 Uiso 1 1 calc R U . . . C20 C 0.1897(3) 0.3880(7) 0.8373(3) 0.0614(13) Uani 1 1 d . U . . . H20 H 0.126554 0.406746 0.848266 0.074 Uiso 1 1 calc R U . . . C21 C 0.2268(3) 0.2026(7) 0.8364(3) 0.0625(13) Uani 1 1 d . U . . . H21 H 0.191684 0.087544 0.847644 0.075 Uiso 1 1 calc R U . . . H7 H 0.750(5) 0.711(9) 0.7148(15) 0.094 Uiso 1 1 d D U . . . 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 0.0177(3) 0.0195(3) 0.0357(6) 0.0033(4) 0.0000(4) -0.0014(3) Na1 0.0204(6) 0.0143(6) 0.0405(10) -0.0037(7) 0.0005(7) -0.0013(5) Na4 0.0199(6) 0.0130(6) 0.0501(11) 0.0005(7) 0.0044(7) 0.0005(5) O1 0.0221(12) 0.0274(13) 0.066(2) 0.0087(15) 0.0137(13) 0.0010(10) O2 0.0365(14) 0.0223(12) 0.051(2) -0.0008(14) 0.0027(14) 0.0000(11) O3 0.0277(12) 0.0182(11) 0.0392(17) 0.0005(12) -0.0098(12) 0.0016(9) O4 0.0304(12) 0.0136(11) 0.0477(19) -0.0049(13) -0.0070(13) -0.0004(9) O5 0.0296(12) 0.0123(10) 0.0484(19) 0.0014(12) 0.0048(13) -0.0005(9) O6 0.0192(11) 0.0210(11) 0.0354(17) -0.0006(12) 0.0004(12) 0.0014(9) O7 0.0193(16) 0.0242(18) 0.048(3) 0.000 0.0024(19) 0.000 N1 0.0347(15) 0.0270(14) 0.047(2) -0.0014(16) 0.0072(16) -0.0042(13) N2 0.0426(17) 0.0327(16) 0.060(2) -0.0058(18) 0.0127(18) 0.0007(14) N3 0.0337(15) 0.0360(16) 0.055(2) -0.0002(16) 0.0134(16) 0.0052(13) N4 0.0251(13) 0.0164(13) 0.047(2) 0.0002(14) -0.0063(14) -0.0057(11) N5 0.0309(15) 0.0197(13) 0.051(2) 0.0037(15) -0.0112(16) -0.0069(12) N6 0.0215(12) 0.0196(13) 0.0405(18) -0.0005(14) -0.0036(13) -0.0005(11) N7 0.0354(16) 0.0230(15) 0.134(3) 0.018(2) 0.036(2) 0.0048(14) N8 0.0449(18) 0.0278(16) 0.153(3) 0.018(2) 0.043(2) 0.0074(15) N9 0.0301(15) 0.0230(14) 0.121(3) 0.0074(18) 0.0331(19) 0.0021(12) C1 0.0246(14) 0.0229(15) 0.043(2) 0.0077(16) 0.0013(16) 0.0036(13) C2 0.0246(15) 0.0253(15) 0.037(2) 0.0038(16) 0.0023(16) 0.0001(13) C3 0.0233(15) 0.0333(17) 0.044(2) 0.0002(17) 0.0035(16) 0.0019(13) C4 0.0309(18) 0.051(2) 0.063(3) -0.008(2) 0.013(2) -0.0101(17) C5 0.0328(19) 0.070(3) 0.079(3) -0.007(3) 0.016(2) -0.011(2) C6 0.0316(19) 0.074(3) 0.079(3) -0.002(3) 0.018(2) 0.0027(19) C7 0.0372(19) 0.057(2) 0.069(3) -0.001(2) 0.019(2) 0.0123(18) C8 0.0207(14) 0.0165(13) 0.0368(19) -0.0041(15) 0.0017(15) 0.0008(12) C9 0.0165(13) 0.0151(13) 0.0374(19) -0.0017(14) 0.0038(14) 0.0007(11) C10 0.0167(13) 0.0186(14) 0.0331(19) -0.0058(14) 0.0047(14) 0.0018(11) C11 0.0278(16) 0.0201(15) 0.032(2) -0.0053(16) 0.0021(16) 0.0065(13) C12 0.0356(18) 0.0243(16) 0.036(2) -0.0035(17) 0.0016(17) 0.0104(14) C13 0.0321(17) 0.0324(17) 0.037(2) -0.0060(18) -0.0066(18) 0.0095(15) C14 0.0293(16) 0.0303(17) 0.042(2) -0.0048(18) -0.0068(17) 0.0014(14) C15 0.0177(13) 0.0150(13) 0.040(2) -0.0008(15) 0.0037(15) 0.0000(11) C16 0.0230(15) 0.0148(14) 0.076(3) 0.0079(17) 0.0162(17) 0.0041(12) C17 0.0231(15) 0.0197(15) 0.080(3) 0.0066(18) 0.0180(18) 0.0009(13) C18 0.0332(18) 0.0278(18) 0.092(3) 0.004(2) 0.020(2) 0.0080(15) C19 0.043(2) 0.040(2) 0.106(3) 0.002(2) 0.027(2) 0.0155(18) C20 0.0336(19) 0.043(2) 0.107(3) 0.007(2) 0.028(2) 0.0099(17) C21 0.0311(19) 0.0384(19) 0.118(3) 0.006(2) 0.034(2) -0.0017(16) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 1 0.0379 -1 0 -1 0.0053 1 0 -1 0.0047 -1 0 1 0.0106 0 1 0 0.0350 0 -1 0 0.0511 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 Na4 K1 H7 46.4(12) 2_656 . ? O1 K1 Na4 127.15(7) 1_565 2_656 ? O1 K1 O2 136.22(9) 1_565 . ? O1 K1 O3 121.34(8) 1_565 . ? O1 K1 O4 74.73(8) 1_565 . ? O1 K1 O6 89.49(8) 1_565 1_565 ? O1 K1 O7 154.19(9) 1_565 . ? O1 K1 N1 60.43(9) 1_565 1_565 ? O1 K1 C1 19.34(8) 1_565 1_565 ? O1 K1 C2 42.39(8) 1_565 1_565 ? O1 K1 C8 98.81(9) 1_565 . ? O1 K1 H7 172.2(8) 1_565 . ? O2 K1 Na4 43.66(7) . 2_656 ? O2 K1 O4 124.05(8) . . ? O2 K1 O7 59.21(7) . . ? O2 K1 C1 118.40(9) . 1_565 ? O2 K1 C2 94.09(9) . 1_565 ? O2 K1 C8 104.05(9) . . ? O2 K1 H7 44.4(10) . . ? O3 K1 Na4 111.01(6) . 2_656 ? O3 K1 O2 90.34(8) . . ? O3 K1 O4 47.04(7) . . ? O3 K1 O6 69.43(8) . 1_565 ? O3 K1 O7 70.97(6) . . ? O3 K1 N1 130.29(10) . 1_565 ? O3 K1 C1 138.59(8) . 1_565 ? O3 K1 C2 144.44(10) . 1_565 ? O3 K1 C8 24.07(9) . . ? O3 K1 H7 64.6(13) . . ? O4 K1 Na4 158.03(6) . 2_656 ? O4 K1 O7 116.18(6) . . ? O4 K1 C1 91.58(8) . 1_565 ? O4 K1 C2 103.74(9) . 1_565 ? O4 K1 C8 24.21(8) . . ? O4 K1 H7 111.6(12) . . ? O6 K1 Na4 43.94(6) 2_666 2_656 ? O6 K1 Na4 102.88(6) 1_565 2_656 ? O6 K1 O1 85.88(9) 2_666 1_565 ? O6 K1 O2 82.55(8) 2_666 . ? O6 K1 O2 132.30(9) 1_565 . ? O6 K1 O3 144.06(9) 2_666 . ? O6 K1 O4 153.40(8) 2_666 . ? O6 K1 O4 72.46(8) 1_565 . ? O6 K1 O6 89.64(8) 2_666 1_565 ? O6 K1 O7 75.21(6) 2_666 . ? O6 K1 O7 73.25(6) 1_565 . ? O6 K1 N1 149.18(9) 1_565 1_565 ? O6 K1 N1 82.14(9) 2_666 1_565 ? O6 K1 C1 103.80(9) 1_565 1_565 ? O6 K1 C1 73.36(9) 2_666 1_565 ? O6 K1 C2 71.43(9) 2_666 1_565 ? O6 K1 C2 127.69(9) 1_565 1_565 ? O6 K1 C8 74.72(9) 1_565 . ? O6 K1 C8 163.55(10) 2_666 . ? O6 K1 H7 88.3(9) 1_565 . ? O6 K1 H7 86.7(11) 2_666 . ? O7 K1 Na4 43.62(2) . 2_656 ? O7 K1 C1 148.46(8) . 1_565 ? O7 K1 C2 139.63(7) . 1_565 ? O7 K1 C8 95.02(8) . . ? O7 K1 H7 19.2(4) . . ? N1 K1 Na4 91.64(8) 1_565 2_656 ? N1 K1 O2 76.18(9) 1_565 . ? N1 K1 O4 103.05(10) 1_565 . ? N1 K1 O7 131.76(7) 1_565 . ? N1 K1 C1 45.39(10) 1_565 1_565 ? N1 K1 C2 22.09(9) 1_565 1_565 ? N1 K1 C8 113.92(11) 1_565 . ? N1 K1 H7 120.5(10) 1_565 . ? C1 K1 Na4 110.31(7) 1_565 2_656 ? C1 K1 C2 24.64(9) 1_565 1_565 ? C1 K1 H7 156.3(13) 1_565 . ? C2 K1 Na4 96.02(7) 1_565 2_656 ? C2 K1 H7 136.1(12) 1_565 . ? C8 K1 Na4 134.03(7) . 2_656 ? C8 K1 C1 114.83(10) . 1_565 ? C8 K1 C2 122.24(10) . 1_565 ? C8 K1 H7 87.8(12) . . ? K1 Na1 K1 108.08(3) 1_545 . ? Na4 Na1 K1 52.74(3) . . ? Na4 Na1 K1 108.71(5) . 1_545 ? O1 Na1 K1 61.41(7) . . ? O1 Na1 K1 49.78(7) . 1_545 ? O1 Na1 Na4 92.21(10) . . ? O1 Na1 O3 92.54(10) . . ? O1 Na1 O5 104.97(12) . . ? O1 Na1 N4 129.53(12) . . ? O1 Na1 C15 100.26(11) . . ? O3 Na1 K1 137.87(8) . 1_545 ? O3 Na1 K1 31.17(6) . . ? O3 Na1 Na4 46.34(8) . . ? O3 Na1 O5 88.17(10) . . ? O3 Na1 N4 67.00(10) . . ? O3 Na1 C15 110.15(11) . . ? O4 Na1 K1 53.24(7) 1_545 1_545 ? O4 Na1 K1 156.63(8) 1_545 . ? O4 Na1 Na4 140.76(10) 1_545 . ? O4 Na1 O1 95.98(10) 1_545 . ? O4 Na1 O3 168.36(11) 1_545 . ? O4 Na1 O5 97.25(11) 1_545 . ? O4 Na1 N4 101.39(11) 1_545 . ? O4 Na1 C15 76.13(11) 1_545 . ? O5 Na1 K1 85.38(7) . 1_545 ? O5 Na1 K1 94.61(7) . . ? O5 Na1 Na4 43.71(7) . . ? O5 Na1 N4 119.05(11) . . ? O5 Na1 C15 22.18(9) . . ? N4 Na1 K1 148.71(9) . 1_545 ? N4 Na1 K1 90.22(7) . . ? N4 Na1 Na4 102.57(9) . . ? N4 Na1 C15 129.78(11) . . ? C15 Na1 K1 67.30(7) . 1_545 ? C15 Na1 K1 111.77(8) . . ? C15 Na1 Na4 64.65(8) . . ? K1 Na4 K1 63.16(3) 2_656 . ? Na1 Na4 K1 79.76(4) . . ? Na1 Na4 K1 132.36(5) . 2_656 ? O2 Na4 K1 112.95(8) 2_656 . ? O2 Na4 K1 54.05(7) 2_656 2_656 ? O2 Na4 Na1 128.30(8) 2_656 . ? O2 Na4 O7 72.06(8) 2_656 . ? O3 Na4 K1 49.51(6) . . ? O3 Na4 K1 112.46(7) . 2_656 ? O3 Na4 Na1 44.25(7) . . ? O3 Na4 O2 157.88(10) . 2_656 ? O3 Na4 O6 81.32(10) . 1_565 ? O3 Na4 O7 85.84(8) . . ? O5 Na4 K1 121.58(9) . . ? O5 Na4 K1 139.11(8) . 2_656 ? O5 Na4 Na1 44.56(8) . . ? O5 Na4 O2 94.66(11) . 2_656 ? O5 Na4 O3 86.97(11) . . ? O5 Na4 O6 168.09(13) . 1_565 ? O5 Na4 O7 91.72(11) . . ? O5 Na4 N7 111.65(12) . 1_565 ? O6 Na4 K1 50.90(7) 1_565 . ? O6 Na4 K1 49.51(6) 1_565 2_656 ? O6 Na4 Na1 124.45(9) 1_565 . ? O6 Na4 O2 97.00(10) 1_565 2_656 ? O6 Na4 O7 89.59(11) 1_565 . ? O7 Na4 K1 56.40(7) . 2_656 ? O7 Na4 K1 54.53(7) . . ? O7 Na4 Na1 78.27(6) . . ? N7 Na4 K1 99.43(12) 1_565 2_656 ? N7 Na4 K1 113.88(10) 1_565 . ? N7 Na4 Na1 123.42(14) 1_565 . ? N7 Na4 O2 97.84(16) 1_565 2_656 ? N7 Na4 O3 102.05(15) 1_565 . ? N7 Na4 O6 69.11(11) 1_565 1_565 ? N7 Na4 O7 155.50(14) 1_565 . ? Na1 O1 K1 90.32(9) . 1_545 ? C1 O1 K1 113.9(2) . 1_545 ? C1 O1 Na1 154.8(3) . . ? Na4 O2 K1 82.29(9) 2_656 . ? C1 O2 K1 126.6(2) . . ? C1 O2 Na4 120.5(3) . 2_656 ? Na1 O3 K1 122.74(10) . . ? Na1 O3 Na4 89.41(10) . . ? Na4 O3 K1 88.43(9) . . ? C8 O3 K1 92.5(2) . . ? C8 O3 Na1 123.2(2) . . ? C8 O3 Na4 138.9(2) . . ? Na1 O4 K1 87.18(9) 1_565 . ? C8 O4 K1 86.5(2) . . ? C8 O4 Na1 161.5(3) . 1_565 ? Na4 O5 Na1 91.73(10) . . ? C15 O5 Na1 112.6(3) . . ? C15 O5 Na4 147.3(3) . . ? K1 O6 K1 85.74(7) 2_646 1_545 ? Na4 O6 K1 86.78(9) 1_545 1_545 ? Na4 O6 K1 86.55(8) 1_545 2_646 ? C15 O6 K1 137.7(3) . 2_646 ? C15 O6 K1 128.1(3) . 1_545 ? C15 O6 Na4 116.1(2) . 1_545 ? K1 O7 K1 77.94(9) 2_656 . ? K1 O7 H7 80(4) . . ? K1 O7 H7 157(4) 2_656 . ? Na4 O7 K1 83.05(8) 2_656 2_656 ? Na4 O7 K1 79.98(8) 2_656 . ? Na4 O7 K1 79.98(8) . 2_656 ? Na4 O7 K1 83.05(8) . . ? Na4 O7 Na4 158.13(17) 2_656 . ? Na4 O7 H7 87(4) 2_656 . ? Na4 O7 H7 104(4) . . ? N2 N1 K1 130.9(3) . 1_545 ? N2 N1 C2 110.9(3) . . ? C2 N1 K1 105.2(3) . 1_545 ? N1 N2 N3 105.9(3) . . ? N2 N3 C3 111.0(3) . . ? N2 N3 C7 125.0(4) . . ? C3 N3 C7 124.0(4) . . ? N5 N4 Na1 139.6(2) . . ? N5 N4 C9 110.7(3) . . ? C9 N4 Na1 106.6(2) . . ? N4 N5 N6 106.0(3) . . ? N5 N6 C10 111.1(3) . . ? C14 N6 N5 124.4(3) . . ? C14 N6 C10 124.5(3) . . ? N8 N7 Na4 135.9(3) . 1_545 ? N8 N7 C16 110.7(3) . . ? C16 N7 Na4 112.4(3) . 1_545 ? N7 N8 N9 105.4(3) . . ? N8 N9 C17 111.9(3) . . ? N8 N9 C21 123.4(4) . . ? C17 N9 C21 124.6(4) . . ? O1 C1 K1 46.75(18) . 1_545 ? O1 C1 O2 124.9(4) . . ? O1 C1 C2 119.1(3) . . ? O2 C1 K1 151.3(3) . 1_545 ? O2 C1 C2 116.1(3) . . ? C2 C1 K1 78.9(2) . 1_545 ? N1 C2 K1 52.7(2) . 1_545 ? N1 C2 C1 123.3(3) . . ? N1 C2 C3 107.9(3) . . ? C1 C2 K1 76.4(2) . 1_545 ? C3 C2 K1 144.5(3) . 1_545 ? C3 C2 C1 128.7(4) . . ? N3 C3 C2 104.3(3) . . ? N3 C3 C4 119.0(4) . . ? C2 C3 C4 136.8(4) . . ? C3 C4 H4 121.3 . . ? C5 C4 C3 117.4(5) . . ? C5 C4 H4 121.3 . . ? C4 C5 H5 119.5 . . ? C4 C5 C6 121.0(5) . . ? C6 C5 H5 119.5 . . ? C5 C6 H6 119.0 . . ? C7 C6 C5 122.0(4) . . ? C7 C6 H6 119.0 . . ? N3 C7 H7A 121.7 . . ? C6 C7 N3 116.6(5) . . ? C6 C7 H7A 121.7 . . ? O3 C8 K1 63.48(18) . . ? O3 C8 O4 126.8(4) . . ? O3 C8 C9 117.3(3) . . ? O4 C8 K1 69.32(19) . . ? O4 C8 C9 115.8(3) . . ? C9 C8 K1 150.7(2) . . ? N4 C9 C8 122.2(3) . . ? N4 C9 C10 108.2(3) . . ? C10 C9 C8 129.6(3) . . ? N6 C10 C9 103.9(3) . . ? N6 C10 C11 117.9(4) . . ? C9 C10 C11 138.2(4) . . ? C10 C11 H11 120.8 . . ? C12 C11 C10 118.5(4) . . ? C12 C11 H11 120.8 . . ? C11 C12 H12 119.6 . . ? C11 C12 C13 120.8(4) . . ? C13 C12 H12 119.6 . . ? C12 C13 H13 119.6 . . ? C14 C13 C12 120.7(4) . . ? C14 C13 H13 119.6 . . ? N6 C14 C13 117.6(4) . . ? N6 C14 H14 121.2 . . ? C13 C14 H14 121.2 . . ? O5 C15 Na1 45.2(2) . . ? O5 C15 C16 116.0(3) . . ? O6 C15 Na1 99.0(3) . . ? O6 C15 O5 127.3(3) . . ? O6 C15 C16 116.7(3) . . ? C16 C15 Na1 127.2(3) . . ? N7 C16 C15 121.3(3) . . ? N7 C16 C17 108.2(3) . . ? C17 C16 C15 130.5(3) . . ? N9 C17 C16 103.7(3) . . ? N9 C17 C18 117.1(4) . . ? C16 C17 C18 139.1(4) . . ? C17 C18 H18 120.7 . . ? C19 C18 C17 118.5(4) . . ? C19 C18 H18 120.7 . . ? C18 C19 H19 119.0 . . ? C18 C19 C20 121.9(4) . . ? C20 C19 H19 119.0 . . ? C19 C20 H20 120.1 . . ? C21 C20 C19 119.8(4) . . ? C21 C20 H20 120.1 . . ? N9 C21 H21 121.0 . . ? C20 C21 N9 117.9(4) . . ? C20 C21 H21 121.0 . . ? 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 Na4 3.5266(16) 2_656 ? K1 O1 2.756(3) 1_565 ? K1 O2 2.881(3) . ? K1 O3 2.766(2) . ? K1 O4 2.895(3) . ? K1 O6 2.826(3) 1_565 ? K1 O6 2.687(3) 2_666 ? K1 O7 2.983(3) . ? K1 N1 2.880(4) 1_565 ? K1 C1 3.459(4) 1_565 ? K1 C2 3.492(4) 1_565 ? K1 C8 3.089(4) . ? K1 H7 2.97(7) . ? Na1 Na4 3.368(2) . ? Na1 O1 2.315(3) . ? Na1 O3 2.351(3) . ? Na1 O4 2.303(3) 1_545 ? Na1 O5 2.365(3) . ? Na1 N4 2.669(4) . ? Na1 C15 3.077(5) . ? Na4 O2 2.457(4) 2_656 ? Na4 O3 2.437(3) . ? Na4 O5 2.329(3) . ? Na4 O6 2.452(3) 1_565 ? Na4 O7 2.4706(14) . ? Na4 N7 2.428(4) 1_565 ? O1 C1 1.253(4) . ? O2 C1 1.260(4) . ? O3 C8 1.261(5) . ? O4 C8 1.269(4) . ? O5 C15 1.259(4) . ? O6 C15 1.252(4) . ? O7 H7 0.99(2) . ? N1 N2 1.318(5) . ? N1 C2 1.361(5) . ? N2 N3 1.367(5) . ? N3 C3 1.373(5) . ? N3 C7 1.376(6) . ? N4 N5 1.328(5) . ? N4 C9 1.352(4) . ? N5 N6 1.359(4) . ? N6 C10 1.379(5) . ? N6 C14 1.355(5) . ? N7 N8 1.334(5) . ? N7 C16 1.338(5) . ? N8 N9 1.345(5) . ? N9 C17 1.364(5) . ? N9 C21 1.382(5) . ? C1 C2 1.484(5) . ? C2 C3 1.384(5) . ? C3 C4 1.409(6) . ? C4 H4 0.9500 . ? C4 C5 1.379(7) . ? C5 H5 0.9500 . ? C5 C6 1.399(8) . ? C6 H6 0.9500 . ? C6 C7 1.352(7) . ? C7 H7A 0.9500 . ? C8 C9 1.485(5) . ? C9 C10 1.391(6) . ? C10 C11 1.407(5) . ? C11 H11 0.9500 . ? C11 C12 1.369(6) . ? C12 H12 0.9500 . ? C12 C13 1.414(6) . ? C13 H13 0.9500 . ? C13 C14 1.355(6) . ? C14 H14 0.9500 . ? C15 C16 1.506(5) . ? C16 C17 1.389(5) . ? C17 C18 1.389(5) . ? C18 H18 0.9500 . ? C18 C19 1.379(6) . ? C19 H19 0.9500 . ? C19 C20 1.393(7) . ? C20 H20 0.9500 . ? C20 C21 1.331(6) . ? C21 H21 0.9500 . ? 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_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag K1 O1 C1 O2 -144.3(4) 1_545 . . . ? K1 O1 C1 C2 34.5(5) 1_545 . . . ? K1 O2 C1 K1 -82.9(6) . . . 1_545 ? K1 O2 C1 O1 -20.7(6) . . . . ? K1 O2 C1 C2 160.4(3) . . . . ? K1 O3 C8 O4 -29.9(4) . . . . ? K1 O3 C8 C9 147.0(3) . . . . ? K1 O4 C8 O3 28.5(4) . . . . ? K1 O4 C8 C9 -148.5(3) . . . . ? K1 O6 C15 Na1 124.7(3) 2_646 . . . ? K1 O6 C15 Na1 -11.4(3) 1_545 . . . ? K1 O6 C15 O5 -50.5(6) 1_545 . . . ? K1 O6 C15 O5 85.7(6) 2_646 . . . ? K1 O6 C15 C16 -95.4(4) 2_646 . . . ? K1 O6 C15 C16 128.4(4) 1_545 . . . ? K1 N1 N2 N3 -134.3(3) 1_545 . . . ? K1 N1 C2 C1 -31.6(5) 1_545 . . . ? K1 N1 C2 C3 145.9(3) 1_545 . . . ? K1 C1 C2 N1 25.4(4) 1_545 . . . ? K1 C1 C2 C3 -151.6(5) 1_545 . . . ? K1 C2 C3 N3 50.1(7) 1_545 . . . ? K1 C2 C3 C4 -130.0(6) 1_545 . . . ? K1 C8 C9 N4 87.4(6) . . . . ? K1 C8 C9 C10 -91.0(5) . . . . ? Na1 O1 C1 K1 -163.4(9) . . . 1_545 ? Na1 O1 C1 O2 52.3(10) . . . . ? Na1 O1 C1 C2 -128.9(6) . . . . ? Na1 O3 C8 K1 -132.5(2) . . . . ? Na1 O3 C8 O4 -162.4(3) . . . . ? Na1 O3 C8 C9 14.5(4) . . . . ? Na1 O4 C8 K1 -70.1(7) 1_565 . . . ? Na1 O4 C8 O3 -41.6(10) 1_565 . . . ? Na1 O4 C8 C9 141.4(6) 1_565 . . . ? Na1 O5 C15 O6 61.3(5) . . . . ? Na1 O5 C15 C16 -117.6(4) . . . . ? Na1 N4 N5 N6 -156.1(3) . . . . ? Na1 N4 C9 C8 -15.7(4) . . . . ? Na1 N4 C9 C10 163.0(2) . . . . ? Na1 C15 C16 N7 119.6(5) . . . . ? Na1 C15 C16 C17 -61.0(7) . . . . ? Na4 O2 C1 K1 21.2(6) 2_656 . . 1_545 ? Na4 O2 C1 O1 83.4(5) 2_656 . . . ? Na4 O2 C1 C2 -95.5(4) 2_656 . . . ? Na4 O3 C8 K1 90.4(3) . . . . ? Na4 O3 C8 O4 60.5(5) . . . . ? Na4 O3 C8 C9 -122.6(3) . . . . ? Na4 O5 C15 Na1 -135.1(5) . . . . ? Na4 O5 C15 O6 -73.8(7) . . . . ? Na4 O5 C15 C16 107.3(5) . . . . ? Na4 O6 C15 Na1 -119.22(17) 1_545 . . . ? Na4 O6 C15 O5 -158.3(4) 1_545 . . . ? Na4 O6 C15 C16 20.6(5) 1_545 . . . ? Na4 N7 N8 N9 -165.4(5) 1_545 . . . ? Na4 N7 C16 C15 -9.8(7) 1_545 . . . ? Na4 N7 C16 C17 170.7(4) 1_545 . . . ? O1 C1 C2 K1 -24.9(4) . . . 1_545 ? O1 C1 C2 N1 0.6(7) . . . . ? O1 C1 C2 C3 -176.5(4) . . . . ? O2 C1 C2 K1 154.0(4) . . . 1_545 ? O2 C1 C2 N1 179.5(4) . . . . ? O2 C1 C2 C3 2.4(7) . . . . ? O3 C8 C9 N4 3.6(5) . . . . ? O3 C8 C9 C10 -174.8(4) . . . . ? O4 C8 C9 N4 -179.1(3) . . . . ? O4 C8 C9 C10 2.5(6) . . . . ? O5 C15 C16 N7 171.6(5) . . . . ? O5 C15 C16 C17 -8.9(8) . . . . ? O6 C15 C16 N7 -7.4(7) . . . . ? O6 C15 C16 C17 172.0(5) . . . . ? N1 N2 N3 C3 -0.1(5) . . . . ? N1 N2 N3 C7 178.5(5) . . . . ? N1 C2 C3 N3 0.0(5) . . . . ? N1 C2 C3 C4 179.9(6) . . . . ? N2 N1 C2 K1 -146.0(4) . . . 1_545 ? N2 N1 C2 C1 -177.6(4) . . . . ? N2 N1 C2 C3 0.0(5) . . . . ? N2 N3 C3 C2 0.1(5) . . . . ? N2 N3 C3 C4 -179.9(4) . . . . ? N2 N3 C7 C6 -178.8(5) . . . . ? N3 C3 C4 C5 -0.4(8) . . . . ? N4 N5 N6 C10 1.1(4) . . . . ? N4 N5 N6 C14 -179.1(4) . . . . ? N4 C9 C10 N6 1.6(4) . . . . ? N4 C9 C10 C11 -179.1(4) . . . . ? N5 N4 C9 C8 -179.7(3) . . . . ? N5 N4 C9 C10 -1.0(4) . . . . ? N5 N6 C10 C9 -1.7(4) . . . . ? N5 N6 C10 C11 178.9(3) . . . . ? N5 N6 C14 C13 -179.5(4) . . . . ? N6 C10 C11 C12 0.3(5) . . . . ? N7 N8 N9 C17 -3.3(7) . . . . ? N7 N8 N9 C21 -179.1(6) . . . . ? N7 C16 C17 N9 -2.2(7) . . . . ? N7 C16 C17 C18 174.4(7) . . . . ? N8 N7 C16 C15 179.8(5) . . . . ? N8 N7 C16 C17 0.3(7) . . . . ? N8 N9 C17 C16 3.5(7) . . . . ? N8 N9 C17 C18 -174.1(6) . . . . ? N8 N9 C21 C20 174.7(6) . . . . ? N9 C17 C18 C19 -0.2(9) . . . . ? C1 C2 C3 N3 177.4(4) . . . . ? C1 C2 C3 C4 -2.7(9) . . . . ? C2 N1 N2 N3 0.1(5) . . . . ? C2 C3 C4 C5 179.7(6) . . . . ? C3 N3 C7 C6 -0.4(8) . . . . ? C3 C4 C5 C6 -1.8(9) . . . . ? C4 C5 C6 C7 3.0(10) . . . . ? C5 C6 C7 N3 -1.9(9) . . . . ? C7 N3 C3 C2 -178.5(5) . . . . ? C7 N3 C3 C4 1.5(7) . . . . ? C8 C9 C10 N6 -179.8(3) . . . . ? C8 C9 C10 C11 -0.6(7) . . . . ? C9 N4 N5 N6 0.0(4) . . . . ? C9 C10 C11 C12 -178.9(4) . . . . ? C10 N6 C14 C13 0.2(6) . . . . ? C10 C11 C12 C13 0.9(6) . . . . ? C11 C12 C13 C14 -1.5(6) . . . . ? C12 C13 C14 N6 1.0(6) . . . . ? C14 N6 C10 C9 178.6(4) . . . . ? C14 N6 C10 C11 -0.9(5) . . . . ? C15 C16 C17 N9 178.3(5) . . . . ? C15 C16 C17 C18 -5.1(12) . . . . ? C16 N7 N8 N9 1.8(7) . . . . ? C16 C17 C18 C19 -176.6(7) . . . . ? C17 N9 C21 C20 -0.5(10) . . . . ? C17 C18 C19 C20 -2.2(10) . . . . ? C18 C19 C20 C21 3.4(11) . . . . ? C19 C20 C21 N9 -2.0(10) . . . . ? C21 N9 C17 C16 179.1(6) . . . . ? C21 N9 C17 C18 1.6(10) . . . . ? loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 1.0006 0.0002 1.0010 -0.0031 -0.0860 -0.0905 -1.0006 -0.0002 -1.0010 0.0031 0.0860 0.0905 1.0007 -0.0004 -0.9991 0.0932 -0.0072 -0.0823 -1.0007 0.0004 0.9991 -0.0932 0.0072 0.0823 0.0017 0.9997 0.0013 0.1112 -0.1513 0.1395 -0.0017 -0.9997 -0.0013 -0.1112 0.1513 -0.1395