#------------------------------------------------------------------------------ #$Date: 2023-11-02 04:28:56 +0200 (Thu, 02 Nov 2023) $ #$Revision: 287241 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247656.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_7247656 loop_ _publ_author_name 'Saito, Erika' 'Yamakado, Ryohei' 'Yasuhara, Taichi' 'Yamaguchi, Hiroto' 'Okada, Shuji' 'Yoshida, Tsukasa' _publ_section_title ; Formation of charge-transfer complexes in ionic crystals composed of 1,3-bis(dicyanomethylidene)indan anion and viologens bearing alkyl chains ; _journal_issue 45 _journal_name_full 'RSC Advances' _journal_page_first 32039 _journal_page_last 32044 _journal_paper_doi 10.1039/D3RA06782C _journal_volume 13 _journal_year 2023 _chemical_formula_moiety 'C26 H42 N2, 2(C15 H5 N4), 2(C3 H6 O)' _chemical_formula_sum 'C62 H64 N10 O2' _chemical_formula_weight 981.23 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-06-09 deposited with the CCDC. 2023-10-26 downloaded from the CCDC. ; _cell_angle_alpha 65.171(5) _cell_angle_beta 87.992(4) _cell_angle_gamma 69.283(5) _cell_formula_units_Z 1 _cell_length_a 9.6158(5) _cell_length_b 12.9796(7) _cell_length_c 13.0395(6) _cell_measurement_reflns_used 3084 _cell_measurement_temperature 150 _cell_measurement_theta_max 25.9900 _cell_measurement_theta_min 1.7960 _cell_volume 1369.11(15) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 2012)' _computing_publication_material 'Yadokari-XG (Wakita, Nemoto et al., 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Rigaku Saturn 70 CCD area detector' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0946 _diffrn_reflns_av_unetI/netI 0.1049 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 16839 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.998 _diffrn_reflns_theta_min 2.601 _diffrn_source 'Rotating Anode' _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.67069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'Dark blue' _exptl_crystal_density_diffrn 1.190 _exptl_crystal_description Platelet _exptl_crystal_F_000 522 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.080 _refine_diff_density_max 0.259 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.052 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 340 _refine_ls_number_reflns 5349 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.063 _refine_ls_R_factor_all 0.1448 _refine_ls_R_factor_gt 0.0743 _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^)+(0.0644P)^2^+0.1852P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1523 _refine_ls_wR_factor_ref 0.1999 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2864 _reflns_number_total 5349 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ra06782c2.cif _cod_data_source_block 20190315_OV_-123 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-scan' was changed to 'multi-scan' 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 8170 2020-07-09 18:12:32Z antanas ; _cod_original_cell_volume 1369.11(14) _cod_database_code 7247656 _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_min 0.985 _shelx_estimated_absorpt_t_max 0.994 _oxdiff_exptl_absorpt_empirical_full_min 0.774 _oxdiff_exptl_absorpt_empirical_full_max 1.287 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _shelx_res_file ; TITL 20190315_OV_-123_a.res in P-1 20190315_OV_-123.res created by SHELXL-2018/3 at 11:25:01 on 22-Mar-2019 REM Yadorkari-X generated CELL 0.71073 9.6158 12.9796 13.0395 65.1710 87.9920 69.2830 ZERR 1.0 0.0005 0.0007 0.0006 0.0050 0.0040 0.0050 LATT 1 REM SPGR P-1 triclinic SFAC C H N O UNIT 62 64 10 2 SIZE 0.20 0.10 0.08 TEMP -123.0 L.S. 50 FMAP 2 PLAN -20 ACTA CONF LIST 4 BOND $H OMIT -10.000000 52.000000 OMIT 0 1 0 OMIT 1 0 0 OMIT 1 1 0 OMIT 0 1 1 OMIT 0 0 1 WGHT 0.064400 0.185200 FVAR 3.46634 N1 3 0.627501 -0.109076 0.194834 11.00000 0.04155 0.07765 = 0.07471 -0.04514 0.00564 -0.01621 N2 3 0.213335 -0.058970 0.011908 11.00000 0.05384 0.08088 = 0.06142 -0.05007 0.01060 -0.02578 N3 3 0.516218 0.173460 0.441271 11.00000 0.04935 0.09298 = 0.08234 -0.05853 -0.00378 -0.02059 N4 3 0.028832 0.358686 0.441625 11.00000 0.05357 0.06838 = 0.05001 -0.03648 0.00491 -0.01891 N5 3 0.973381 0.142458 0.681742 11.00000 0.04147 0.04388 = 0.03590 -0.02414 0.00772 -0.01498 O1 4 0.583435 0.363612 0.652938 11.00000 0.05641 0.11392 = 0.12579 -0.08891 0.00327 0.00116 C1 1 0.327151 0.098254 0.267981 11.00000 0.03550 0.05221 = 0.03772 -0.02451 -0.00035 -0.01284 H1 2 0.438533 0.062918 0.294594 11.00000 -1.20000 C2 1 0.262230 0.070340 0.193094 11.00000 0.04079 0.03912 = 0.03336 -0.01578 0.00434 -0.01511 C3 1 0.097353 0.136845 0.177396 11.00000 0.03633 0.04183 = 0.03543 -0.01884 0.00199 -0.01385 C4 1 -0.020380 0.142462 0.115706 11.00000 0.03866 0.04880 = 0.03926 -0.02427 0.00584 -0.01762 AFIX 43 H4 2 -0.002244 0.099762 0.069630 11.00000 -1.20000 AFIX 0 C5 1 -0.166070 0.211181 0.121429 11.00000 0.04398 0.05092 = 0.04196 -0.02246 -0.00308 -0.01876 AFIX 43 H5 2 -0.247819 0.214583 0.079609 11.00000 -1.20000 AFIX 0 C6 1 -0.193581 0.274795 0.187369 11.00000 0.03648 0.04847 = 0.04757 -0.02574 0.00242 -0.00691 AFIX 43 H6 2 -0.293914 0.321891 0.189822 11.00000 -1.20000 AFIX 0 C7 1 -0.075645 0.270453 0.250160 11.00000 0.04069 0.04603 = 0.03654 -0.02249 0.00476 -0.01514 AFIX 43 H7 2 -0.094873 0.314470 0.295084 11.00000 -1.20000 AFIX 0 C8 1 0.069311 0.201394 0.246176 11.00000 0.03453 0.04230 = 0.02929 -0.01553 0.00284 -0.01399 C9 1 0.216375 0.176545 0.301989 11.00000 0.03908 0.04295 = 0.03057 -0.01680 0.00162 -0.01525 C10 1 0.339313 -0.007015 0.144220 11.00000 0.03944 0.05130 = 0.03555 -0.02380 0.00254 -0.01468 C11 1 0.498630 -0.063956 0.170385 11.00000 0.04242 0.06093 = 0.04284 -0.03249 0.00525 -0.01699 C12 1 0.269685 -0.034580 0.070209 11.00000 0.04622 0.05480 = 0.03876 -0.02410 0.00683 -0.02213 C13 1 0.240993 0.224473 0.375711 11.00000 0.03933 0.05184 = 0.03591 -0.02363 0.00179 -0.01433 C14 1 0.391658 0.196687 0.414592 11.00000 0.05090 0.06574 = 0.05113 -0.03821 0.00145 -0.01972 C15 1 0.124016 0.299165 0.411948 11.00000 0.05262 0.05505 = 0.03240 -0.02173 0.00417 -0.02547 C16 1 1.108195 0.071575 0.670618 11.00000 0.04015 0.04393 = 0.03925 -0.02087 -0.00272 -0.01540 AFIX 43 H16 2 1.195578 0.059502 0.712987 11.00000 -1.20000 AFIX 0 C17 1 1.122409 0.015803 0.598749 11.00000 0.03635 0.04542 = 0.04438 -0.02732 0.00355 -0.01113 AFIX 43 H17 2 1.218791 -0.033384 0.591372 11.00000 -1.20000 AFIX 0 C18 1 0.994608 0.032135 0.537207 11.00000 0.03438 0.03800 = 0.03389 -0.01946 0.00478 -0.01553 C19 1 0.856585 0.107811 0.548909 11.00000 0.03698 0.04893 = 0.03827 -0.02740 0.00223 -0.01227 AFIX 43 H19 2 0.767475 0.121985 0.507080 11.00000 -1.20000 AFIX 0 C20 1 0.848631 0.162200 0.620814 11.00000 0.03683 0.04436 = 0.04213 -0.02284 0.00489 -0.01201 AFIX 43 H20 2 0.753954 0.214309 0.627536 11.00000 -1.20000 AFIX 0 C21 1 0.961408 0.199360 0.761891 11.00000 0.05073 0.05382 = 0.03770 -0.03098 0.00603 -0.01915 AFIX 23 H21 2 1.029487 0.138870 0.833483 11.00000 -1.20000 H21A 2 0.857599 0.222232 0.780822 11.00000 -1.20000 AFIX 0 C22 1 1.001245 0.311365 0.711171 11.00000 0.05203 0.05295 = 0.03986 -0.03027 0.00682 -0.02177 AFIX 23 H22 2 0.927689 0.374661 0.643333 11.00000 -1.20000 H22A 2 1.101571 0.290029 0.686012 11.00000 -1.20000 AFIX 0 C23 1 1.002219 0.363521 0.797332 11.00000 0.04743 0.05407 = 0.04203 -0.03026 0.00464 -0.01581 AFIX 23 H23 2 1.061669 0.295704 0.869947 11.00000 -1.20000 H23A 2 1.053758 0.422159 0.768156 11.00000 -1.20000 AFIX 0 C24 1 0.847567 0.428134 0.821910 11.00000 0.04916 0.04960 = 0.03888 -0.02543 0.00286 -0.01621 AFIX 23 H24 2 0.799430 0.367965 0.858775 11.00000 -1.20000 H24A 2 0.784283 0.491425 0.748992 11.00000 -1.20000 AFIX 0 C25 1 0.855213 0.488318 0.899155 11.00000 0.04742 0.04997 = 0.03898 -0.02854 0.01029 -0.01984 AFIX 23 H25 2 0.913735 0.423774 0.973450 11.00000 -1.20000 H25A 2 0.910259 0.543658 0.864462 11.00000 -1.20000 AFIX 0 C26 1 0.703636 0.561080 0.920480 11.00000 0.04966 0.04870 = 0.03649 -0.02377 0.00106 -0.01713 AFIX 23 H26 2 0.647884 0.506347 0.955397 11.00000 -1.20000 H26A 2 0.644882 0.626662 0.846658 11.00000 -1.20000 AFIX 0 C27 1 0.718473 0.618605 0.999004 11.00000 0.04430 0.05148 = 0.04479 -0.02824 0.00628 -0.01568 AFIX 23 H27 2 0.771813 0.552325 1.074253 11.00000 -1.20000 H27A 2 0.780673 0.668365 0.966518 11.00000 -1.20000 AFIX 0 C28 1 0.570106 0.698612 1.016083 11.00000 0.05268 0.06881 = 0.05984 -0.04042 0.00926 -0.01134 AFIX 137 H28 2 0.517671 0.766085 0.942324 11.00000 -1.50000 H28A 2 0.588064 0.731813 1.067140 11.00000 -1.50000 H28B 2 0.508438 0.649784 1.049852 11.00000 -1.50000 AFIX 0 C29 1 0.344870 0.397104 0.577827 11.00000 0.07956 0.09786 = 0.10501 -0.05181 0.01814 -0.04629 AFIX 137 H29 2 0.324070 0.452607 0.496225 11.00000 -1.50000 H29A 2 0.251045 0.409379 0.611417 11.00000 -1.50000 H29B 2 0.389673 0.312231 0.588228 11.00000 -1.50000 AFIX 0 C30 1 0.449871 0.422812 0.634389 11.00000 0.05530 0.06418 = 0.05659 -0.03223 0.01546 -0.01579 C31 1 0.387728 0.525679 0.667121 11.00000 0.08529 0.08701 = 0.09144 -0.05814 0.02040 -0.00578 AFIX 137 H31 2 0.319071 0.508111 0.723524 11.00000 -1.50000 H31A 2 0.333249 0.601492 0.599404 11.00000 -1.50000 H31B 2 0.469974 0.535122 0.699973 11.00000 -1.50000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM 20190315_OV_-123_a.res in P-1 REM wR2 = 0.1999, GooF = S = 1.063, Restrained GooF = 1.063 for all data REM R1 = 0.0743 for 2864 Fo > 4sig(Fo) and 0.1448 for all 5349 data REM 340 parameters refined using 0 restraints END WGHT 0.0644 0.1852 REM Highest difference peak 0.259, deepest hole -0.213, 1-sigma level 0.052 Q1 1 0.2368 0.5611 0.6548 11.00000 0.05 0.26 Q2 1 0.7017 0.1285 0.4889 11.00000 0.05 0.23 Q3 1 -0.0131 0.0803 0.0442 11.00000 0.05 0.22 Q4 1 1.2768 -0.0536 0.6081 11.00000 0.05 0.22 Q5 1 0.1167 -0.0062 0.0242 11.00000 0.05 0.21 Q6 1 1.1280 0.1655 0.8122 11.00000 0.05 0.20 Q7 1 0.7269 -0.0916 0.1887 11.00000 0.05 0.20 Q8 1 0.7403 0.4558 0.7735 11.00000 0.05 0.20 Q9 1 -0.3319 0.3574 0.1983 11.00000 0.05 0.19 Q10 1 -0.0024 0.2417 0.2668 11.00000 0.05 0.19 Q11 1 -0.3146 0.2577 0.0458 11.00000 0.05 0.18 Q12 1 0.7360 -0.0634 0.2644 11.00000 0.05 0.18 Q13 1 0.2041 0.4791 0.5378 11.00000 0.05 0.18 Q14 1 0.4754 0.6832 0.8329 11.00000 0.05 0.18 Q15 1 1.1824 0.3840 0.7697 11.00000 0.05 0.18 Q16 1 1.1223 0.2183 0.7296 11.00000 0.05 0.17 Q17 1 0.4762 0.7393 0.9518 11.00000 0.05 0.17 Q18 1 0.8626 0.3214 0.6852 11.00000 0.05 0.17 Q19 1 1.0492 0.0189 0.5589 11.00000 0.05 0.17 Q20 1 0.4148 0.4714 0.4364 11.00000 0.05 0.17 ; _shelx_res_checksum 96777 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 N1 N 0.6275(3) -0.1091(3) 0.1948(3) 0.0620(9) Uani 1 1 d . . . . . N2 N 0.2133(3) -0.0590(3) 0.0119(3) 0.0582(8) Uani 1 1 d . . . . . N3 N 0.5162(4) 0.1735(3) 0.4413(3) 0.0688(10) Uani 1 1 d . . . . . N4 N 0.0288(3) 0.3587(3) 0.4416(2) 0.0545(8) Uani 1 1 d . . . . . N5 N 0.9734(3) 0.1425(2) 0.6817(2) 0.0383(6) Uani 1 1 d . . . . . O1 O 0.5834(3) 0.3636(3) 0.6529(3) 0.0949(11) Uani 1 1 d . . . . . C1 C 0.3272(4) 0.0983(3) 0.2680(3) 0.0409(8) Uani 1 1 d . . . . . H1 H 0.439(3) 0.063(3) 0.295(2) 0.049 Uiso 1 1 d . U . . . C2 C 0.2622(3) 0.0703(3) 0.1931(2) 0.0377(7) Uani 1 1 d . . . . . C3 C 0.0974(3) 0.1368(3) 0.1774(2) 0.0373(7) Uani 1 1 d . . . . . C4 C -0.0204(3) 0.1425(3) 0.1157(3) 0.0400(8) Uani 1 1 d . . . . . H4 H -0.002244 0.099762 0.069630 0.048 Uiso 1 1 calc R U . . . C5 C -0.1661(4) 0.2112(3) 0.1214(3) 0.0442(8) Uani 1 1 d . . . . . H5 H -0.247819 0.214583 0.079609 0.053 Uiso 1 1 calc R U . . . C6 C -0.1936(4) 0.2748(3) 0.1874(3) 0.0450(8) Uani 1 1 d . . . . . H6 H -0.293914 0.321891 0.189822 0.054 Uiso 1 1 calc R U . . . C7 C -0.0756(3) 0.2705(3) 0.2502(2) 0.0397(8) Uani 1 1 d . . . . . H7 H -0.094873 0.314470 0.295084 0.048 Uiso 1 1 calc R U . . . C8 C 0.0693(3) 0.2014(3) 0.2462(2) 0.0355(7) Uani 1 1 d . . . . . C9 C 0.2164(3) 0.1765(3) 0.3020(2) 0.0372(7) Uani 1 1 d . . . . . C10 C 0.3393(3) -0.0070(3) 0.1442(3) 0.0409(8) Uani 1 1 d . . . . . C11 C 0.4986(4) -0.0640(3) 0.1704(3) 0.0458(8) Uani 1 1 d . . . . . C12 C 0.2697(4) -0.0346(3) 0.0702(3) 0.0443(8) Uani 1 1 d . . . . . C13 C 0.2410(3) 0.2245(3) 0.3757(3) 0.0414(8) Uani 1 1 d . . . . . C14 C 0.3917(4) 0.1967(3) 0.4146(3) 0.0517(9) Uani 1 1 d . . . . . C15 C 0.1240(4) 0.2992(3) 0.4119(3) 0.0440(8) Uani 1 1 d . . . . . C16 C 1.1082(3) 0.0716(3) 0.6706(3) 0.0400(8) Uani 1 1 d . . . . . H16 H 1.195578 0.059502 0.712987 0.048 Uiso 1 1 calc R U . . . C17 C 1.1224(3) 0.0158(3) 0.5987(3) 0.0404(8) Uani 1 1 d . . . . . H17 H 1.218791 -0.033384 0.591372 0.048 Uiso 1 1 calc R U . . . C18 C 0.9946(3) 0.0321(3) 0.5372(2) 0.0334(7) Uani 1 1 d . . . . . C19 C 0.8566(3) 0.1078(3) 0.5489(3) 0.0394(8) Uani 1 1 d . . . . . H19 H 0.767475 0.121985 0.507080 0.047 Uiso 1 1 calc R U . . . C20 C 0.8486(3) 0.1622(3) 0.6208(3) 0.0406(8) Uani 1 1 d . . . . . H20 H 0.753954 0.214309 0.627536 0.049 Uiso 1 1 calc R U . . . C21 C 0.9614(4) 0.1994(3) 0.7619(3) 0.0435(8) Uani 1 1 d . . . . . H21 H 1.029487 0.138870 0.833483 0.052 Uiso 1 1 calc R U . . . H21A H 0.857599 0.222232 0.780822 0.052 Uiso 1 1 calc R U . . . C22 C 1.0012(4) 0.3114(3) 0.7112(3) 0.0439(8) Uani 1 1 d . . . . . H22 H 0.927689 0.374661 0.643333 0.053 Uiso 1 1 calc R U . . . H22A H 1.101571 0.290029 0.686012 0.053 Uiso 1 1 calc R U . . . C23 C 1.0022(3) 0.3635(3) 0.7973(3) 0.0453(8) Uani 1 1 d . . . . . H23 H 1.061669 0.295704 0.869947 0.054 Uiso 1 1 calc R U . . . H23A H 1.053758 0.422159 0.768156 0.054 Uiso 1 1 calc R U . . . C24 C 0.8476(3) 0.4281(3) 0.8219(3) 0.0442(8) Uani 1 1 d . . . . . H24 H 0.799430 0.367965 0.858775 0.053 Uiso 1 1 calc R U . . . H24A H 0.784283 0.491425 0.748992 0.053 Uiso 1 1 calc R U . . . C25 C 0.8552(3) 0.4883(3) 0.8992(3) 0.0417(8) Uani 1 1 d . . . . . H25 H 0.913735 0.423774 0.973450 0.050 Uiso 1 1 calc R U . . . H25A H 0.910259 0.543658 0.864462 0.050 Uiso 1 1 calc R U . . . C26 C 0.7036(3) 0.5611(3) 0.9205(3) 0.0433(8) Uani 1 1 d . . . . . H26 H 0.647884 0.506347 0.955397 0.052 Uiso 1 1 calc R U . . . H26A H 0.644882 0.626662 0.846658 0.052 Uiso 1 1 calc R U . . . C27 C 0.7185(3) 0.6186(3) 0.9990(3) 0.0449(8) Uani 1 1 d . . . . . H27 H 0.771813 0.552325 1.074253 0.054 Uiso 1 1 calc R U . . . H27A H 0.780673 0.668365 0.966518 0.054 Uiso 1 1 calc R U . . . C28 C 0.5701(4) 0.6986(3) 1.0161(3) 0.0593(10) Uani 1 1 d . . . . . H28 H 0.517671 0.766085 0.942324 0.089 Uiso 1 1 calc R U . . . H28A H 0.588064 0.731813 1.067140 0.089 Uiso 1 1 calc R U . . . H28B H 0.508438 0.649784 1.049852 0.089 Uiso 1 1 calc R U . . . C29 C 0.3449(5) 0.3971(4) 0.5778(4) 0.0875(14) Uani 1 1 d . . . . . H29 H 0.324070 0.452607 0.496225 0.131 Uiso 1 1 calc R U . . . H29A H 0.251045 0.409379 0.611417 0.131 Uiso 1 1 calc R U . . . H29B H 0.389673 0.312231 0.588228 0.131 Uiso 1 1 calc R U . . . C30 C 0.4499(4) 0.4228(3) 0.6344(3) 0.0587(10) Uani 1 1 d . . . . . C31 C 0.3877(5) 0.5257(4) 0.6671(4) 0.0890(15) Uani 1 1 d . . . . . H31 H 0.319071 0.508111 0.723524 0.134 Uiso 1 1 calc R U . . . H31A H 0.333249 0.601492 0.599404 0.134 Uiso 1 1 calc R U . . . H31B H 0.469974 0.535122 0.699973 0.134 Uiso 1 1 calc R 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 N1 0.0416(19) 0.078(2) 0.075(2) -0.0451(19) 0.0056(16) -0.0162(17) N2 0.0538(19) 0.081(2) 0.0614(19) -0.0501(18) 0.0106(15) -0.0258(17) N3 0.049(2) 0.093(3) 0.082(2) -0.059(2) -0.0038(18) -0.0206(18) N4 0.0536(19) 0.068(2) 0.0500(18) -0.0365(17) 0.0049(15) -0.0189(16) N5 0.0415(16) 0.0439(15) 0.0359(14) -0.0241(12) 0.0077(12) -0.0150(13) O1 0.0564(19) 0.114(2) 0.126(3) -0.089(2) 0.0033(18) 0.0012(17) C1 0.0355(18) 0.052(2) 0.0377(18) -0.0245(16) -0.0003(15) -0.0128(16) C2 0.0408(19) 0.0391(17) 0.0334(16) -0.0158(14) 0.0043(14) -0.0151(15) C3 0.0363(18) 0.0418(18) 0.0354(17) -0.0188(15) 0.0020(14) -0.0139(15) C4 0.0387(19) 0.0488(19) 0.0393(18) -0.0243(16) 0.0058(15) -0.0176(16) C5 0.044(2) 0.051(2) 0.0420(19) -0.0225(16) -0.0031(15) -0.0188(17) C6 0.0365(19) 0.048(2) 0.048(2) -0.0257(17) 0.0024(16) -0.0069(16) C7 0.0407(19) 0.0460(19) 0.0365(17) -0.0225(15) 0.0048(15) -0.0151(15) C8 0.0345(18) 0.0423(18) 0.0293(16) -0.0155(14) 0.0028(13) -0.0140(15) C9 0.0391(18) 0.0429(18) 0.0306(16) -0.0168(14) 0.0016(14) -0.0152(15) C10 0.0394(19) 0.051(2) 0.0355(17) -0.0238(16) 0.0025(14) -0.0147(16) C11 0.042(2) 0.061(2) 0.0428(19) -0.0325(17) 0.0052(16) -0.0170(18) C12 0.046(2) 0.055(2) 0.0388(18) -0.0241(17) 0.0068(16) -0.0221(17) C13 0.0393(19) 0.052(2) 0.0359(17) -0.0236(16) 0.0018(15) -0.0143(16) C14 0.051(2) 0.066(2) 0.051(2) -0.0382(19) 0.0015(18) -0.0197(19) C15 0.053(2) 0.055(2) 0.0324(17) -0.0217(16) 0.0042(16) -0.0255(18) C16 0.0401(19) 0.0439(18) 0.0393(18) -0.0209(15) -0.0027(15) -0.0154(16) C17 0.0364(18) 0.0454(19) 0.0444(19) -0.0273(16) 0.0035(15) -0.0111(15) C18 0.0344(17) 0.0380(17) 0.0339(16) -0.0195(14) 0.0048(13) -0.0155(14) C19 0.0370(18) 0.0489(19) 0.0383(17) -0.0274(15) 0.0022(14) -0.0123(15) C20 0.0368(19) 0.0444(19) 0.0421(18) -0.0228(16) 0.0049(15) -0.0120(15) C21 0.051(2) 0.054(2) 0.0377(18) -0.0310(16) 0.0060(15) -0.0192(17) C22 0.052(2) 0.053(2) 0.0399(18) -0.0303(16) 0.0068(16) -0.0218(17) C23 0.047(2) 0.054(2) 0.0420(19) -0.0303(17) 0.0046(16) -0.0158(17) C24 0.049(2) 0.050(2) 0.0389(18) -0.0254(16) 0.0029(15) -0.0162(16) C25 0.047(2) 0.0500(19) 0.0390(18) -0.0285(16) 0.0103(15) -0.0198(16) C26 0.050(2) 0.0487(19) 0.0365(18) -0.0238(16) 0.0011(15) -0.0171(17) C27 0.044(2) 0.051(2) 0.0448(19) -0.0282(17) 0.0063(16) -0.0157(16) C28 0.053(2) 0.069(2) 0.060(2) -0.040(2) 0.0093(18) -0.011(2) C29 0.080(3) 0.098(4) 0.105(4) -0.052(3) 0.018(3) -0.046(3) C30 0.055(3) 0.064(3) 0.057(2) -0.032(2) 0.015(2) -0.016(2) C31 0.085(3) 0.087(3) 0.091(3) -0.058(3) 0.020(3) -0.006(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C16 N5 C20 120.1(2) . . ? C16 N5 C21 120.1(3) . . ? C20 N5 C21 119.9(2) . . ? C9 C1 C2 110.4(3) . . ? C9 C1 H1 126.0(17) . . ? C2 C1 H1 123.6(17) . . ? C10 C2 C1 125.9(3) . . ? C10 C2 C3 126.7(3) . . ? C1 C2 C3 107.4(3) . . ? C4 C3 C8 120.0(3) . . ? C4 C3 C2 132.9(3) . . ? C8 C3 C2 107.0(3) . . ? C3 C4 C5 119.3(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 120.8(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 120.7(3) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 119.1(3) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C7 C8 C3 120.1(3) . . ? C7 C8 C9 132.7(3) . . ? C3 C8 C9 107.2(3) . . ? C1 C9 C13 125.8(3) . . ? C1 C9 C8 108.0(3) . . ? C13 C9 C8 126.2(3) . . ? C2 C10 C12 124.3(3) . . ? C2 C10 C11 118.6(3) . . ? C12 C10 C11 117.1(3) . . ? N1 C11 C10 177.6(3) . . ? N2 C12 C10 178.7(4) . . ? C9 C13 C15 123.6(3) . . ? C9 C13 C14 117.8(3) . . ? C15 C13 C14 118.6(3) . . ? N3 C14 C13 176.5(4) . . ? N4 C15 C13 179.3(4) . . ? N5 C16 C17 121.3(3) . . ? N5 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C16 C17 C18 119.6(3) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C19 C18 C17 117.8(3) . . ? C19 C18 C18 121.2(3) . 2_756 ? C17 C18 C18 121.0(3) . 2_756 ? C20 C19 C18 120.3(3) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? N5 C20 C19 120.8(3) . . ? N5 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? N5 C21 C22 111.6(2) . . ? N5 C21 H21 109.3 . . ? C22 C21 H21 109.3 . . ? N5 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? H21 C21 H21A 108.0 . . ? C21 C22 C23 111.6(3) . . ? C21 C22 H22 109.3 . . ? C23 C22 H22 109.3 . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? H22 C22 H22A 108.0 . . ? C24 C23 C22 114.9(3) . . ? C24 C23 H23 108.5 . . ? C22 C23 H23 108.5 . . ? C24 C23 H23A 108.5 . . ? C22 C23 H23A 108.5 . . ? H23 C23 H23A 107.5 . . ? C23 C24 C25 112.4(3) . . ? C23 C24 H24 109.1 . . ? C25 C24 H24 109.1 . . ? C23 C24 H24A 109.1 . . ? C25 C24 H24A 109.1 . . ? H24 C24 H24A 107.9 . . ? C26 C25 C24 114.7(3) . . ? C26 C25 H25 108.6 . . ? C24 C25 H25 108.6 . . ? C26 C25 H25A 108.6 . . ? C24 C25 H25A 108.6 . . ? H25 C25 H25A 107.6 . . ? C25 C26 C27 112.3(2) . . ? C25 C26 H26 109.1 . . ? C27 C26 H26 109.1 . . ? C25 C26 H26A 109.1 . . ? C27 C26 H26A 109.1 . . ? H26 C26 H26A 107.9 . . ? C28 C27 C26 113.9(3) . . ? C28 C27 H27 108.8 . . ? C26 C27 H27 108.8 . . ? C28 C27 H27A 108.8 . . ? C26 C27 H27A 108.8 . . ? H27 C27 H27A 107.7 . . ? C27 C28 H28 109.5 . . ? C27 C28 H28A 109.5 . . ? H28 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C30 C29 H29 109.5 . . ? C30 C29 H29A 109.5 . . ? H29 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O1 C30 C29 121.5(4) . . ? O1 C30 C31 120.3(4) . . ? C29 C30 C31 118.2(4) . . ? C30 C31 H31 109.5 . . ? C30 C31 H31A 109.5 . . ? H31 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? 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 N1 C11 1.157(4) . ? N2 C12 1.151(4) . ? N3 C14 1.154(4) . ? N4 C15 1.145(4) . ? N5 C16 1.343(4) . ? N5 C20 1.347(4) . ? N5 C21 1.494(3) . ? O1 C30 1.211(4) . ? C1 C9 1.394(4) . ? C1 C2 1.405(4) . ? C1 H1 1.01(3) . ? C2 C10 1.393(4) . ? C2 C3 1.485(4) . ? C3 C4 1.375(4) . ? C3 C8 1.426(4) . ? C4 C5 1.389(4) . ? C4 H4 0.9500 . ? C5 C6 1.384(4) . ? C5 H5 0.9500 . ? C6 C7 1.393(4) . ? C6 H6 0.9500 . ? C7 C8 1.378(4) . ? C7 H7 0.9500 . ? C8 C9 1.478(4) . ? C9 C13 1.410(4) . ? C10 C12 1.419(4) . ? C10 C11 1.426(5) . ? C13 C15 1.416(4) . ? C13 C14 1.419(5) . ? C16 C17 1.383(4) . ? C16 H16 0.9500 . ? C17 C18 1.393(4) . ? C17 H17 0.9500 . ? C18 C19 1.392(4) . ? C18 C18 1.503(5) 2_756 ? C19 C20 1.377(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.505(4) . ? C21 H21 0.9900 . ? C21 H21A 0.9900 . ? C22 C23 1.538(4) . ? C22 H22 0.9900 . ? C22 H22A 0.9900 . ? C23 C24 1.526(4) . ? C23 H23 0.9900 . ? C23 H23A 0.9900 . ? C24 C25 1.529(4) . ? C24 H24 0.9900 . ? C24 H24A 0.9900 . ? C25 C26 1.520(4) . ? C25 H25 0.9900 . ? C25 H25A 0.9900 . ? C26 C27 1.534(4) . ? C26 H26 0.9900 . ? C26 H26A 0.9900 . ? C27 C28 1.512(4) . ? C27 H27 0.9900 . ? C27 H27A 0.9900 . ? C28 H28 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C29 C30 1.474(5) . ? C29 H29 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C30 C31 1.489(5) . ? C31 H31 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? 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 C9 C1 C2 C10 -178.7(3) . . . . ? C9 C1 C2 C3 0.5(3) . . . . ? C10 C2 C3 C4 0.1(5) . . . . ? C1 C2 C3 C4 -179.1(3) . . . . ? C10 C2 C3 C8 178.2(3) . . . . ? C1 C2 C3 C8 -1.0(3) . . . . ? C8 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C5 177.7(3) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C4 C5 C6 C7 -0.5(5) . . . . ? C5 C6 C7 C8 -0.3(5) . . . . ? C6 C7 C8 C3 0.8(4) . . . . ? C6 C7 C8 C9 -179.3(3) . . . . ? C4 C3 C8 C7 -0.6(4) . . . . ? C2 C3 C8 C7 -179.0(3) . . . . ? C4 C3 C8 C9 179.4(3) . . . . ? C2 C3 C8 C9 1.1(3) . . . . ? C2 C1 C9 C13 -179.2(3) . . . . ? C2 C1 C9 C8 0.2(4) . . . . ? C7 C8 C9 C1 179.3(3) . . . . ? C3 C8 C9 C1 -0.8(3) . . . . ? C7 C8 C9 C13 -1.4(5) . . . . ? C3 C8 C9 C13 178.6(3) . . . . ? C1 C2 C10 C12 179.0(3) . . . . ? C3 C2 C10 C12 -0.1(5) . . . . ? C1 C2 C10 C11 -0.3(5) . . . . ? C3 C2 C10 C11 -179.4(3) . . . . ? C1 C9 C13 C15 -176.9(3) . . . . ? C8 C9 C13 C15 3.9(5) . . . . ? C1 C9 C13 C14 3.6(5) . . . . ? C8 C9 C13 C14 -175.6(3) . . . . ? C20 N5 C16 C17 -1.1(4) . . . . ? C21 N5 C16 C17 178.7(3) . . . . ? N5 C16 C17 C18 -0.6(5) . . . . ? C16 C17 C18 C19 1.7(4) . . . . ? C16 C17 C18 C18 -177.0(3) . . . 2_756 ? C17 C18 C19 C20 -1.1(4) . . . . ? C18 C18 C19 C20 177.6(3) 2_756 . . . ? C16 N5 C20 C19 1.8(4) . . . . ? C21 N5 C20 C19 -178.1(3) . . . . ? C18 C19 C20 N5 -0.6(5) . . . . ? C16 N5 C21 C22 79.2(3) . . . . ? C20 N5 C21 C22 -101.0(3) . . . . ? N5 C21 C22 C23 -175.1(2) . . . . ? C21 C22 C23 C24 -72.9(4) . . . . ? C22 C23 C24 C25 -174.6(3) . . . . ? C23 C24 C25 C26 176.3(3) . . . . ? C24 C25 C26 C27 179.7(3) . . . . ? C25 C26 C27 C28 176.2(3) . . . . ?