# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_eu_cb_k _publcif_datablock.id {012b920c-5bd9-44a6-b946-af627618d48c} _audit_creation_date 2013-09-04T15:18:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C36 H60 Eu2 N24 O24 6+, 6(Cl -), 4(H2 O), O' _chemical_formula_sum 'C36 H68 Cl6 Eu2 N24 O29' _chemical_formula_weight 1817.76 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.2845(11) _cell_length_b 19.8525(14) _cell_length_c 14.8338(13) _cell_angle_alpha 90 _cell_angle_beta 112.880(11) _cell_angle_gamma 90 _cell_volume 3333.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6631 _cell_measurement_theta_min 2.5309 _cell_measurement_theta_max 28.3653 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_diffrn 1.811 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.0516 -1 0 0 0.0586 0 -1 1 0.1137 0 1 -1 0.1032 0 1 1 0.0657 0 -1 -1 0.0657 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.204 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.704 _exptl_absorpt_correction_T_max 0.822 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.1883 _diffrn_orient_matrix_ub_11 0.0392461 _diffrn_orient_matrix_ub_12 0.0065519 _diffrn_orient_matrix_ub_13 -0.0236023 _diffrn_orient_matrix_ub_21 -0.0151992 _diffrn_orient_matrix_ub_22 0.0346368 _diffrn_orient_matrix_ub_23 -0.0031371 _diffrn_orient_matrix_ub_31 0.0464948 _diffrn_orient_matrix_ub_32 0.0057764 _diffrn_orient_matrix_ub_33 0.046081 _diffrn_measurement_device_type 'KM4CCD, Sapphire2, large Be window' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_unetI/netI 0.0723 _diffrn_reflns_number 11842 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5899 _reflns_number_gt 4561 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_molecular_graphics 'DIAMOND (Putz & Brandenburg, 2002)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _iucr_refine_instructions_details ; TITL EU_CBK in P2(1)/c CELL 0.71073 12.2845 19.8525 14.8338 90.000 112.880 90.000 ZERR 2.00 0.0011 0.0014 0.0013 0.000 0.011 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CL EU UNIT 72 136 48 58 12 4 MERG 2 OMIT -2.00 50.10 OMIT -6 15 12 DFIX 0.82 O7 H7a O7 H7b O8 H8A O8 H8b O9 H9a O9 H9b DFIX 0.82 O10 H10a O10 H10b O11 H11A O11 H11b O12 H12a O12 H12b DFIX 0.82 O13 H13C O13 H13d O14 H14A O14 H14B DANG 1.297 H13C H13D H14A H14B EQIV $1 -x, -y, -z EQIV $2 x, -y+1/2, z+1/2 EQIV $3 -x, y+1/2, -z+1/2 EQIV $4 -x+1, y-1/2, -z+1/2 HTAB O7 O3 HTAB O7 O14 HTAB O8 CL3 HTAB O8 O6_$1 HTAB O9 CL1_$2 HTAB O9 O4_$3 HTAB O10 CL1_$2 HTAB O10 CL2_$4 HTAB O11 CL2_$4 HTAB O11 CL1 HTAB O12 CL1 HTAB O12 CL3 HTAB O13 CL2 HTAB O13 CL3 HTAB O14 CL3 HTAB O14 O5_$1 FMAP 2 PLAN 10 ACTA BOND $H CONF WGHT 0.06810 5.26100 L.S. 1 FVAR 0.50689 O20 4 0.022589 -0.015741 0.050785 10.50000 0.25789 H7A 2 0.268072 0.126230 0.047512 11.00000 0.15738 H7B 2 0.196813 0.181083 0.026168 11.00000 0.08330 H8A 2 0.120623 0.280025 0.128512 11.00000 10.09000 H8B 2 0.063270 0.227517 0.125384 11.00000 0.07607 H9A 2 0.337982 0.260076 0.411765 11.00000 0.06818 H9B 2 0.242610 0.291485 0.332562 11.00000 0.08099 H10A 2 0.469119 0.176071 0.442322 11.00000 0.06011 H10B 2 0.503415 0.127887 0.400015 11.00000 0.03162 H11A 2 0.557239 0.157655 0.263168 11.00000 0.07412 H11B 2 0.515117 0.205972 0.200117 11.00000 0.05764 H12A 2 0.377449 0.285028 0.130261 11.00000 0.04559 H12B 2 0.295494 0.316820 0.153423 11.00000 0.12679 H13C 2 0.368138 0.486379 0.125890 11.00000 10.09000 H13D 2 0.339125 0.424031 0.099986 11.00000 10.09000 H14A 2 0.114737 0.280362 -0.033365 11.00000 10.09000 H14B 2 0.047446 0.238348 -0.095249 11.00000 10.09000 MOLE 1 EU1 6 0.301755 0.181462 0.236480 11.00000 0.03442 0.02983 = 0.03822 0.00101 0.01674 -0.00091 O1 4 0.154680 0.128729 0.281161 11.00000 0.04214 0.03467 = 0.05122 0.00224 0.02208 -0.00448 O2 4 0.345721 0.063818 0.227679 11.00000 0.05350 0.02845 = 0.03930 0.00225 0.02094 0.00100 O3 4 0.354519 0.069929 -0.014619 11.00000 0.05160 0.02917 = 0.05292 -0.00439 0.02387 -0.00760 O4 4 -0.106821 -0.136535 0.200210 11.00000 0.04684 0.04053 = 0.07045 -0.01449 0.02060 -0.01067 O5 4 0.123262 -0.215696 0.163049 11.00000 0.04047 0.04653 = 0.06325 -0.00733 0.02069 -0.01413 O6 4 0.098036 -0.202582 -0.080376 11.00000 0.04523 0.05220 = 0.04959 0.00665 0.01141 -0.01535 O7 4 0.236825 0.154819 0.069088 11.00000 0.07515 0.05190 = 0.04017 0.00371 0.00787 0.02758 O8 4 0.123981 0.246308 0.161693 11.00000 0.03820 0.04244 = 0.07645 0.00948 0.02199 -0.00243 O9 4 0.299739 0.266167 0.354016 11.00000 0.07763 0.07356 = 0.05477 -0.01928 0.01942 0.02463 O10 4 0.447344 0.149287 0.398066 11.00000 0.05092 0.05346 = 0.04259 -0.00993 0.01610 0.00229 O11 4 0.495824 0.178337 0.232524 11.00000 0.04828 0.08214 = 0.07036 0.04605 0.03378 0.01485 O12 4 0.347878 0.287867 0.170852 11.00000 0.05619 0.04691 = 0.07753 0.01536 0.03450 0.00053 N1 3 0.160283 0.025241 0.353430 11.00000 0.03475 0.02769 = 0.03775 -0.00357 0.01566 -0.00284 N2 3 0.316854 -0.025991 0.316105 11.00000 0.03613 0.02934 = 0.03617 0.00227 0.01370 0.00211 N3 3 0.375555 -0.047128 0.193985 11.00000 0.03230 0.02957 = 0.04079 0.00369 0.01761 0.00023 N4 3 0.376943 -0.042253 0.031361 11.00000 0.03994 0.03040 = 0.03940 -0.00551 0.01760 -0.00123 N5 3 -0.291819 0.017200 0.126534 11.00000 0.03936 0.03038 = 0.04045 0.00228 0.01874 -0.00054 N6 3 -0.117064 -0.028729 0.255565 11.00000 0.03242 0.03608 = 0.03940 -0.00072 0.01676 -0.00747 N7 3 0.055905 -0.083110 0.315897 11.00000 0.03951 0.03293 = 0.04806 0.00034 0.02104 -0.00258 N8 3 0.215860 -0.135115 0.281898 11.00000 0.03450 0.03680 = 0.04637 0.00048 0.01969 -0.00260 N9 3 0.294540 -0.161513 0.174557 11.00000 0.03274 0.03383 = 0.04083 -0.00316 0.01356 -0.00233 N10 3 0.277760 -0.151556 0.004946 11.00000 0.03155 0.03615 = 0.03887 0.00222 0.00992 -0.00217 N11 3 -0.179400 0.123755 0.151502 11.00000 0.03388 0.03451 = 0.03966 -0.00013 0.01383 -0.00213 N12 3 -0.011856 0.078822 0.290360 11.00000 0.03873 0.03139 = 0.03774 0.00014 0.01953 -0.00277 C1 1 0.285505 0.013030 0.385122 11.00000 0.03261 0.03684 = 0.02830 -0.00492 0.00721 -0.00581 AFIX 23 H1A 2 0.312888 -0.010609 0.447217 11.00000 -1.20000 H1B 2 0.326267 0.055971 0.395789 11.00000 -1.20000 AFIX 0 C2 1 0.344938 0.002334 0.244605 11.00000 0.02724 0.03195 = 0.02845 0.00215 0.00736 0.00428 C3 1 0.442724 -0.032647 0.134721 11.00000 0.02612 0.03715 = 0.04988 -0.00428 0.01592 -0.00638 AFIX 23 H3A 2 0.469943 0.013645 0.146028 11.00000 -1.20000 H3B 2 0.511887 -0.061486 0.155718 11.00000 -1.20000 AFIX 0 C4 1 0.340777 0.010272 -0.034667 11.00000 0.02706 0.03812 = 0.04632 0.00488 0.01939 0.00085 C5 1 -0.094642 0.133999 0.253075 11.00000 0.04173 0.02997 = 0.03965 -0.00765 0.01695 -0.00052 AFIX 23 H5A 2 -0.050756 0.175158 0.256226 11.00000 -1.20000 H5B 2 -0.138141 0.139730 0.294887 11.00000 -1.20000 AFIX 0 C6 1 0.105228 0.080866 0.306330 11.00000 0.03705 0.03294 = 0.02546 -0.00185 0.01594 -0.00535 C7 1 -0.040833 0.016411 0.331040 11.00000 0.04644 0.03304 = 0.03183 -0.00342 0.02297 -0.00773 AFIX 13 H7 2 -0.071999 0.025808 0.381345 11.00000 -1.20000 AFIX 0 C8 1 0.078709 -0.021247 0.372835 11.00000 0.04416 0.03261 = 0.03170 0.00439 0.02034 0.00149 AFIX 13 H8 2 0.103485 -0.030396 0.442920 11.00000 -1.20000 AFIX 0 C9 1 0.327437 -0.098844 0.317168 11.00000 0.02754 0.03208 = 0.03566 0.00373 0.00744 0.00173 AFIX 13 H9 2 0.380709 -0.115260 0.381543 11.00000 -1.20000 AFIX 0 C10 1 0.377381 -0.113475 0.238024 11.00000 0.02644 0.03141 = 0.04113 0.00613 0.01190 0.00197 AFIX 13 H10 2 0.457544 -0.132014 0.266668 11.00000 -1.20000 AFIX 0 C11 1 0.359131 -0.108319 -0.016297 11.00000 0.03630 0.02866 = 0.04303 -0.00278 0.02157 0.00140 AFIX 13 H11 2 0.434512 -0.131065 -0.003426 11.00000 -1.20000 AFIX 0 C12 1 0.294227 -0.091276 -0.126354 11.00000 0.02872 0.03817 = 0.03729 -0.00607 0.01456 -0.00458 AFIX 13 H12 2 0.336399 -0.108918 -0.165424 11.00000 -1.20000 AFIX 0 C13 1 0.137732 -0.139431 0.334030 11.00000 0.04930 0.02868 = 0.05242 0.00852 0.02773 -0.00058 AFIX 23 H13A 2 0.185286 -0.141842 0.403648 11.00000 -1.20000 H13B 2 0.092597 -0.180851 0.315357 11.00000 -1.20000 AFIX 0 C14 1 0.201598 -0.175150 0.200787 11.00000 0.03343 0.02939 = 0.04544 0.00601 0.01384 0.00013 C15 1 0.310066 -0.194004 0.092809 11.00000 0.04006 0.02879 = 0.04558 -0.00111 0.01758 0.00065 AFIX 23 H15A 2 0.262413 -0.234602 0.076072 11.00000 -1.20000 H15B 2 0.392107 -0.207368 0.113074 11.00000 -1.20000 AFIX 0 C16 1 0.177388 -0.162719 -0.076141 11.00000 0.03579 0.03078 = 0.04933 -0.00122 0.01888 0.00004 C17 1 -0.245342 -0.023528 0.214778 11.00000 0.03704 0.03588 = 0.04657 0.00122 0.02374 -0.00370 AFIX 23 H17A 2 -0.278799 -0.068412 0.199995 11.00000 -1.20000 H17B 2 -0.270357 -0.004107 0.263611 11.00000 -1.20000 AFIX 0 C18 1 -0.060376 -0.087983 0.252446 11.00000 0.03685 0.04012 = 0.04422 0.00140 0.02127 -0.00265 MOLE 2 O13 4 0.397799 0.449401 0.121571 11.00000 0.07896 0.11033 = 0.10167 0.01575 0.02397 0.02179 MOLE 3 O14 4 0.117778 0.247956 -0.067113 11.00000 0.05591 0.04993 = 0.05530 -0.00360 0.01336 0.00081 MOLE 4 CL1 5 0.534046 0.254999 0.071029 11.00000 0.07698 0.03947 = 0.05203 0.00657 0.03519 0.00283 MOLE 5 CL2 5 0.310887 0.599632 0.108785 11.00000 0.06383 0.08202 = 0.05527 -0.01597 0.02297 -0.03048 MOLE 6 CL3 5 0.134297 0.384309 0.051262 11.00000 0.07693 0.04574 = 0.05576 0.00294 0.02913 0.00938 HKLF 4 END ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0681P)^2^+5.2546P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5899 _refine_ls_number_parameters 496 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0709 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1164 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.039 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 1.845 _refine_diff_density_min -1.312 _refine_diff_density_rms 0.145 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O20 O 0.023(3) -0.0157(18) 0.051(2) 0.258(16) Uiso 0.5 1 d P . . H7A H 0.268(11) 0.126(5) 0.048(9) 0.16(6) Uiso 1 1 d D . . H7B H 0.197(7) 0.181(3) 0.026(5) 0.08(3) Uiso 1 1 d D . . H8A H 0.121(9) 0.280(3) 0.129(6) 0.09 Uiso 1 1 d D . . H8B H 0.063(5) 0.228(4) 0.125(5) 0.08(3) Uiso 1 1 d D . . H9A H 0.338(7) 0.260(4) 0.412(2) 0.07(3) Uiso 1 1 d D . . H9B H 0.243(5) 0.291(4) 0.333(6) 0.08(3) Uiso 1 1 d D . . H10A H 0.469(7) 0.176(3) 0.442(4) 0.06(3) Uiso 1 1 d D . . H10B H 0.503(4) 0.128(3) 0.400(5) 0.032(19) Uiso 1 1 d D . . H11A H 0.557(5) 0.158(4) 0.263(6) 0.07(3) Uiso 1 1 d D . . H11B H 0.515(7) 0.206(3) 0.200(5) 0.06(2) Uiso 1 1 d D . . H12A H 0.377(6) 0.285(4) 0.130(4) 0.05(2) Uiso 1 1 d D . . H12B H 0.295(7) 0.317(4) 0.153(9) 0.13(5) Uiso 1 1 d D . . H13C H 0.368(7) 0.486(2) 0.126(8) 0.09 Uiso 1 1 d D . . H13D H 0.339(5) 0.424(3) 0.100(7) 0.09 Uiso 1 1 d D . . H14A H 0.115(7) 0.280(3) -0.033(6) 0.09 Uiso 1 1 d D . . H14B H 0.047(3) 0.238(4) -0.095(6) 0.09 Uiso 1 1 d D . . Eu1 Eu 0.30175(3) 0.181462(14) 0.23648(2) 0.03336(14) Uani 1 1 d . . . O1 O 0.1547(4) 0.1287(2) 0.2812(3) 0.0415(10) Uani 1 1 d . . . O2 O 0.3457(4) 0.0638(2) 0.2277(3) 0.0395(10) Uani 1 1 d . . . O3 O 0.3545(4) 0.0699(2) -0.0146(3) 0.0435(11) Uani 1 1 d . . . O4 O -0.1068(4) -0.1365(2) 0.2002(4) 0.0533(13) Uani 1 1 d . . . O5 O 0.1233(4) -0.2157(2) 0.1630(4) 0.0499(12) Uani 1 1 d . . . O6 O 0.0980(4) -0.2026(2) -0.0804(3) 0.0512(12) Uani 1 1 d . . . O7 O 0.2368(6) 0.1548(3) 0.0691(4) 0.0602(15) Uani 1 1 d D . . O8 O 0.1240(5) 0.2463(3) 0.1617(4) 0.0525(13) Uani 1 1 d D . . O9 O 0.2997(6) 0.2662(3) 0.3540(5) 0.0706(17) Uani 1 1 d D . . O10 O 0.4473(5) 0.1493(3) 0.3981(4) 0.0496(12) Uani 1 1 d D . . O11 O 0.4958(5) 0.1783(3) 0.2325(4) 0.0637(16) Uani 1 1 d D . . O12 O 0.3479(5) 0.2879(3) 0.1709(5) 0.0576(14) Uani 1 1 d D . . N1 N 0.1603(4) 0.0252(2) 0.3534(4) 0.0329(11) Uani 1 1 d . . . N2 N 0.3169(5) -0.0260(2) 0.3161(4) 0.0340(11) Uani 1 1 d . . . N3 N 0.3756(4) -0.0471(2) 0.1940(4) 0.0332(11) Uani 1 1 d . . . N4 N 0.3769(5) -0.0423(2) 0.0314(4) 0.0359(12) Uani 1 1 d . . . N5 N -0.2918(5) 0.0172(2) 0.1265(4) 0.0357(12) Uani 1 1 d . . . N6 N -0.1171(4) -0.0287(3) 0.2556(4) 0.0351(12) Uani 1 1 d . . . N7 N 0.0559(5) -0.0831(2) 0.3159(4) 0.0389(12) Uani 1 1 d . . . N8 N 0.2159(5) -0.1351(3) 0.2819(4) 0.0380(12) Uani 1 1 d . . . N9 N 0.2945(5) -0.1615(3) 0.1746(4) 0.0360(12) Uani 1 1 d . . . N10 N 0.2778(4) -0.1516(3) 0.0049(4) 0.0367(12) Uani 1 1 d . . . N11 N -0.1794(5) 0.1238(2) 0.1515(4) 0.0362(12) Uani 1 1 d . . . N12 N -0.0119(5) 0.0788(2) 0.2904(4) 0.0345(12) Uani 1 1 d . . . C1 C 0.2855(5) 0.0130(3) 0.3851(4) 0.0340(14) Uani 1 1 d . . . H1A H 0.3129 -0.0106 0.4472 0.041 Uiso 1 1 calc R . . H1B H 0.3263 0.056 0.3958 0.041 Uiso 1 1 calc R . . C2 C 0.3449(5) 0.0023(3) 0.2446(4) 0.0303(13) Uani 1 1 d . . . C3 C 0.4427(5) -0.0326(3) 0.1347(5) 0.0374(14) Uani 1 1 d . . . H3A H 0.4699 0.0136 0.146 0.045 Uiso 1 1 calc R . . H3B H 0.5119 -0.0615 0.1557 0.045 Uiso 1 1 calc R . . C4 C 0.3408(5) 0.0103(3) -0.0347(5) 0.0356(14) Uani 1 1 d . . . C5 C -0.0946(6) 0.1340(3) 0.2531(4) 0.0368(14) Uani 1 1 d . . . H5A H -0.0508 0.1752 0.2562 0.044 Uiso 1 1 calc R . . H5B H -0.1381 0.1397 0.2949 0.044 Uiso 1 1 calc R . . C6 C 0.1052(5) 0.0809(3) 0.3063(4) 0.0307(13) Uani 1 1 d . . . C7 C -0.0408(6) 0.0164(3) 0.3310(4) 0.0347(14) Uani 1 1 d . . . H7 H -0.072 0.0258 0.3813 0.042 Uiso 1 1 calc R . . C8 C 0.0787(6) -0.0212(3) 0.3728(4) 0.0345(14) Uani 1 1 d . . . H8 H 0.1035 -0.0304 0.4429 0.041 Uiso 1 1 calc R . . C9 C 0.3274(5) -0.0988(3) 0.3172(4) 0.0332(13) Uani 1 1 d . . . H9 H 0.3807 -0.1153 0.3815 0.04 Uiso 1 1 calc R . . C10 C 0.3774(5) -0.1135(3) 0.2380(4) 0.0334(14) Uani 1 1 d . . . H10 H 0.4575 -0.132 0.2667 0.04 Uiso 1 1 calc R . . C11 C 0.3591(6) -0.1083(3) -0.0163(4) 0.0341(14) Uani 1 1 d . . . H11 H 0.4345 -0.1311 -0.0034 0.041 Uiso 1 1 calc R . . C12 C 0.2942(5) -0.0913(3) -0.1264(4) 0.0342(14) Uani 1 1 d . . . H12 H 0.3364 -0.1089 -0.1654 0.041 Uiso 1 1 calc R . . C13 C 0.1377(6) -0.1394(3) 0.3340(5) 0.0410(15) Uani 1 1 d . . . H13A H 0.1853 -0.1418 0.4036 0.049 Uiso 1 1 calc R . . H13B H 0.0926 -0.1809 0.3154 0.049 Uiso 1 1 calc R . . C14 C 0.2016(6) -0.1751(3) 0.2008(5) 0.0365(15) Uani 1 1 d . . . C15 C 0.3101(6) -0.1940(3) 0.0928(5) 0.0379(15) Uani 1 1 d . . . H15A H 0.2624 -0.2346 0.0761 0.045 Uiso 1 1 calc R . . H15B H 0.3921 -0.2074 0.1131 0.045 Uiso 1 1 calc R . . C16 C 0.1774(6) -0.1627(3) -0.0761(5) 0.0379(15) Uani 1 1 d . . . C17 C -0.2453(6) -0.0235(3) 0.2148(5) 0.0375(14) Uani 1 1 d . . . H17A H -0.2788 -0.0684 0.2 0.045 Uiso 1 1 calc R . . H17B H -0.2704 -0.0041 0.2636 0.045 Uiso 1 1 calc R . . C18 C -0.0604(6) -0.0880(3) 0.2524(5) 0.0387(15) Uani 1 1 d . . . O13 O 0.3978(6) 0.4494(4) 0.1216(6) 0.100(2) Uani 1 1 d D . . O14 O 0.1178(5) 0.2480(3) -0.0671(4) 0.0562(13) Uani 1 1 d D . . Cl1 Cl 0.53405(19) 0.25500(8) 0.07103(13) 0.0531(5) Uani 1 1 d . . . Cl2 Cl 0.31089(19) 0.59963(11) 0.10878(14) 0.0671(6) Uani 1 1 d . . . Cl3 Cl 0.13430(19) 0.38431(9) 0.05126(14) 0.0585(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0344(2) 0.0298(2) 0.0382(2) 0.00101(12) 0.01674(16) -0.00091(13) O1 0.042(3) 0.035(2) 0.051(3) 0.002(2) 0.022(2) -0.004(2) O2 0.053(3) 0.028(2) 0.039(2) 0.0023(18) 0.021(2) 0.001(2) O3 0.052(3) 0.029(2) 0.053(3) -0.004(2) 0.024(2) -0.008(2) O4 0.047(3) 0.041(3) 0.070(3) -0.014(2) 0.021(3) -0.011(2) O5 0.040(3) 0.047(3) 0.063(3) -0.007(2) 0.021(2) -0.014(2) O6 0.045(3) 0.052(3) 0.050(3) 0.007(2) 0.011(2) -0.015(3) O7 0.075(4) 0.052(3) 0.040(3) 0.004(3) 0.008(3) 0.028(3) O8 0.038(3) 0.042(3) 0.076(4) 0.009(3) 0.022(3) -0.002(3) O9 0.078(5) 0.074(4) 0.055(4) -0.019(3) 0.019(4) 0.025(4) O10 0.051(3) 0.053(3) 0.043(3) -0.010(3) 0.016(3) 0.002(3) O11 0.048(3) 0.082(4) 0.070(4) 0.046(3) 0.034(3) 0.015(3) O12 0.056(4) 0.047(3) 0.078(4) 0.015(3) 0.035(3) 0.001(3) N1 0.035(3) 0.028(3) 0.038(3) -0.004(2) 0.016(2) -0.003(2) N2 0.036(3) 0.029(3) 0.036(3) 0.002(2) 0.014(2) 0.002(2) N3 0.032(3) 0.030(3) 0.041(3) 0.004(2) 0.018(2) 0.000(2) N4 0.040(3) 0.030(3) 0.039(3) -0.006(2) 0.018(2) -0.001(2) N5 0.039(3) 0.030(3) 0.040(3) 0.002(2) 0.019(2) -0.001(2) N6 0.032(3) 0.036(3) 0.039(3) -0.001(2) 0.017(2) -0.007(2) N7 0.040(3) 0.033(3) 0.048(3) 0.000(2) 0.021(3) -0.003(3) N8 0.034(3) 0.037(3) 0.046(3) 0.000(2) 0.020(3) -0.003(2) N9 0.033(3) 0.034(3) 0.041(3) -0.003(2) 0.014(2) -0.002(2) N10 0.032(3) 0.036(3) 0.039(3) 0.002(2) 0.010(2) -0.002(2) N11 0.034(3) 0.035(3) 0.040(3) 0.000(2) 0.014(2) -0.002(2) N12 0.039(3) 0.031(3) 0.038(3) 0.000(2) 0.020(2) -0.003(2) C1 0.033(3) 0.037(3) 0.028(3) -0.005(3) 0.007(3) -0.006(3) C2 0.027(3) 0.032(3) 0.028(3) 0.002(2) 0.007(2) 0.004(3) C3 0.026(3) 0.037(3) 0.050(4) -0.004(3) 0.016(3) -0.006(3) C4 0.027(3) 0.038(4) 0.046(4) 0.005(3) 0.019(3) 0.001(3) C5 0.042(4) 0.030(3) 0.040(3) -0.008(3) 0.017(3) -0.001(3) C6 0.037(3) 0.033(3) 0.025(3) -0.002(2) 0.016(3) -0.005(3) C7 0.046(4) 0.033(3) 0.032(3) -0.003(3) 0.023(3) -0.008(3) C8 0.044(4) 0.033(3) 0.032(3) 0.004(3) 0.020(3) 0.001(3) C9 0.028(3) 0.032(3) 0.036(3) 0.004(3) 0.007(3) 0.002(3) C10 0.026(3) 0.031(3) 0.041(3) 0.006(3) 0.012(3) 0.002(3) C11 0.036(3) 0.029(3) 0.043(3) -0.003(3) 0.022(3) 0.001(3) C12 0.029(3) 0.038(3) 0.037(3) -0.006(3) 0.015(3) -0.005(3) C13 0.049(4) 0.029(3) 0.052(4) 0.009(3) 0.028(3) -0.001(3) C14 0.033(4) 0.029(3) 0.045(4) 0.006(3) 0.014(3) 0.000(3) C15 0.040(4) 0.029(3) 0.046(4) -0.001(3) 0.018(3) 0.001(3) C16 0.036(4) 0.031(3) 0.049(4) -0.001(3) 0.019(3) 0.000(3) C17 0.037(3) 0.036(3) 0.047(4) 0.001(3) 0.024(3) -0.004(3) C18 0.037(4) 0.040(4) 0.044(4) 0.001(3) 0.021(3) -0.003(3) O13 0.079(5) 0.110(6) 0.102(6) 0.016(5) 0.024(5) 0.022(4) O14 0.056(3) 0.050(3) 0.055(3) -0.004(2) 0.013(3) 0.001(3) Cl1 0.0770(13) 0.0395(9) 0.0520(10) 0.0066(8) 0.0352(10) 0.0028(9) Cl2 0.0638(13) 0.0820(14) 0.0553(11) -0.0160(10) 0.0230(10) -0.0305(12) Cl3 0.0769(14) 0.0457(10) 0.0558(11) 0.0029(8) 0.0291(10) 0.0094(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; 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 O20 O20 1.52(6) 3 ? Eu1 O7 2.354(5) . ? Eu1 O1 2.394(4) . ? Eu1 O8 2.403(5) . ? Eu1 O11 2.408(6) . ? Eu1 O2 2.412(4) . ? Eu1 O9 2.429(5) . ? Eu1 O10 2.453(5) . ? Eu1 O12 2.482(5) . ? O1 C6 1.260(7) . ? O2 C2 1.247(7) . ? O3 C4 1.217(7) . ? O4 C18 1.229(8) . ? O5 C14 1.212(7) . ? O6 C16 1.238(8) . ? O7 H7A 0.82(2) . ? O7 H7B 0.82(2) . ? O8 H8A 0.82(2) . ? O8 H8B 0.82(2) . ? O9 H9A 0.81(2) . ? O9 H9B 0.82(2) . ? O10 H10A 0.81(2) . ? O10 H10B 0.80(2) . ? O11 H11A 0.82(2) . ? O11 H11B 0.82(2) . ? O12 H12A 0.82(2) . ? O12 H12B 0.83(2) . ? N1 C6 1.341(7) . ? N1 C1 1.444(8) . ? N1 C8 1.471(8) . ? N2 C2 1.358(7) . ? N2 C1 1.450(7) . ? N2 C9 1.452(7) . ? N3 C2 1.374(7) . ? N3 C3 1.449(7) . ? N3 C10 1.467(7) . ? N4 C4 1.380(8) . ? N4 C3 1.441(8) . ? N4 C11 1.465(7) . ? N5 C4 1.371(8) 3 ? N5 C17 1.453(8) . ? N5 C12 1.471(8) 3 ? N6 C18 1.377(8) . ? N6 C7 1.455(8) . ? N6 C17 1.456(8) . ? N7 C18 1.375(8) . ? N7 C8 1.455(8) . ? N7 C13 1.457(8) . ? N8 C14 1.395(8) . ? N8 C13 1.450(8) . ? N8 C9 1.454(8) . ? N9 C14 1.369(8) . ? N9 C10 1.444(8) . ? N9 C15 1.450(8) . ? N10 C16 1.365(8) . ? N10 C11 1.442(8) . ? N10 C15 1.471(8) . ? N11 C16 1.368(8) 3 ? N11 C12 1.461(8) 3 ? N11 C5 1.475(8) . ? N12 C6 1.364(8) . ? N12 C5 1.450(8) . ? N12 C7 1.481(7) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 N5 1.371(8) 3 ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C7 C8 1.547(9) . ? C7 H7 0.98 . ? C8 H8 0.98 . ? C9 C10 1.549(8) . ? C9 H9 0.98 . ? C10 H10 0.98 . ? C11 C12 1.550(8) . ? C11 H11 0.98 . ? C12 N11 1.461(8) 3 ? C12 N5 1.471(8) 3 ? C12 H12 0.98 . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 N11 1.368(8) 3 ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? O13 H13C 0.83(2) . ? O13 H13D 0.83(2) . ? O14 H14A 0.82(2) . ? O14 H14B 0.82(2) . ? 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 O7 Eu1 O1 102.2(2) . . ? O7 Eu1 O8 76.1(2) . . ? O1 Eu1 O8 73.37(16) . . ? O7 Eu1 O11 84.3(2) . . ? O1 Eu1 O11 148.91(16) . . ? O8 Eu1 O11 137.16(17) . . ? O7 Eu1 O2 73.53(17) . . ? O1 Eu1 O2 78.49(15) . . ? O8 Eu1 O2 132.55(17) . . ? O11 Eu1 O2 74.28(18) . . ? O7 Eu1 O9 145.0(2) . . ? O1 Eu1 O9 83.4(2) . . ? O8 Eu1 O9 72.5(2) . . ? O11 Eu1 O9 108.8(2) . . ? O2 Eu1 O9 140.7(2) . . ? O7 Eu1 O10 142.32(19) . . ? O1 Eu1 O10 87.57(17) . . ? O8 Eu1 O10 140.99(19) . . ? O11 Eu1 O10 70.40(18) . . ? O2 Eu1 O10 72.98(16) . . ? O9 Eu1 O10 71.7(2) . . ? O7 Eu1 O12 79.2(2) . . ? O1 Eu1 O12 142.45(18) . . ? O8 Eu1 O12 70.61(18) . . ? O11 Eu1 O12 68.48(19) . . ? O2 Eu1 O12 135.46(18) . . ? O9 Eu1 O12 76.1(2) . . ? O10 Eu1 O12 114.45(19) . . ? C6 O1 Eu1 156.1(4) . . ? C2 O2 Eu1 156.6(4) . . ? Eu1 O7 H7A 123(10) . . ? Eu1 O7 H7B 122(6) . . ? H7A O7 H7B 112(10) . . ? Eu1 O8 H8A 123(7) . . ? Eu1 O8 H8B 119(6) . . ? H8A O8 H8B 99(9) . . ? Eu1 O9 H9A 119(6) . . ? Eu1 O9 H9B 113(7) . . ? H9A O9 H9B 124(9) . . ? Eu1 O10 H10A 121(6) . . ? Eu1 O10 H10B 118(5) . . ? H10A O10 H10B 108(8) . . ? Eu1 O11 H11A 135(6) . . ? Eu1 O11 H11B 121(6) . . ? H11A O11 H11B 104(8) . . ? Eu1 O12 H12A 118(5) . . ? Eu1 O12 H12B 117(8) . . ? H12A O12 H12B 109(10) . . ? C6 N1 C1 124.5(5) . . ? C6 N1 C8 112.0(5) . . ? C1 N1 C8 123.5(5) . . ? C2 N2 C1 123.2(5) . . ? C2 N2 C9 111.8(5) . . ? C1 N2 C9 124.9(5) . . ? C2 N3 C3 122.1(5) . . ? C2 N3 C10 111.0(5) . . ? C3 N3 C10 122.3(5) . . ? C4 N4 C3 123.2(5) . . ? C4 N4 C11 112.8(5) . . ? C3 N4 C11 123.3(5) . . ? C4 N5 C17 122.7(5) 3 . ? C4 N5 C12 113.3(5) 3 3 ? C17 N5 C12 124.0(5) . 3 ? C18 N6 C7 111.7(5) . . ? C18 N6 C17 121.8(5) . . ? C7 N6 C17 123.0(5) . . ? C18 N7 C8 111.8(5) . . ? C18 N7 C13 122.1(5) . . ? C8 N7 C13 125.3(5) . . ? C14 N8 C13 122.6(5) . . ? C14 N8 C9 112.2(5) . . ? C13 N8 C9 124.3(5) . . ? C14 N9 C10 113.5(5) . . ? C14 N9 C15 123.0(5) . . ? C10 N9 C15 123.4(5) . . ? C16 N10 C11 111.7(5) . . ? C16 N10 C15 121.9(5) . . ? C11 N10 C15 124.3(5) . . ? C16 N11 C12 111.3(5) 3 3 ? C16 N11 C5 121.8(5) 3 . ? C12 N11 C5 123.3(5) 3 . ? C6 N12 C5 125.4(5) . . ? C6 N12 C7 111.0(5) . . ? C5 N12 C7 122.9(5) . . ? N1 C1 N2 113.7(5) . . ? N1 C1 H1A 108.8 . . ? N2 C1 H1A 108.8 . . ? N1 C1 H1B 108.8 . . ? N2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? O2 C2 N2 125.9(5) . . ? O2 C2 N3 124.3(5) . . ? N2 C2 N3 109.7(5) . . ? N4 C3 N3 113.8(5) . . ? N4 C3 H3A 108.8 . . ? N3 C3 H3A 108.8 . . ? N4 C3 H3B 108.8 . . ? N3 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? O3 C4 N5 126.6(6) . 3 ? O3 C4 N4 125.9(6) . . ? N5 C4 N4 107.5(5) 3 . ? N12 C5 N11 113.4(5) . . ? N12 C5 H5A 108.9 . . ? N11 C5 H5A 108.9 . . ? N12 C5 H5B 108.9 . . ? N11 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? O1 C6 N1 124.9(6) . . ? O1 C6 N12 124.6(6) . . ? N1 C6 N12 110.5(5) . . ? N6 C7 N12 112.7(5) . . ? N6 C7 C8 103.7(5) . . ? N12 C7 C8 103.1(5) . . ? N6 C7 H7 112.2 . . ? N12 C7 H7 112.2 . . ? C8 C7 H7 112.2 . . ? N7 C8 N1 114.1(5) . . ? N7 C8 C7 103.7(5) . . ? N1 C8 C7 103.4(4) . . ? N7 C8 H8 111.7 . . ? N1 C8 H8 111.7 . . ? C7 C8 H8 111.7 . . ? N2 C9 N8 114.9(5) . . ? N2 C9 C10 103.8(5) . . ? N8 C9 C10 103.3(5) . . ? N2 C9 H9 111.4 . . ? N8 C9 H9 111.4 . . ? C10 C9 H9 111.4 . . ? N9 C10 N3 114.7(5) . . ? N9 C10 C9 103.4(5) . . ? N3 C10 C9 103.1(5) . . ? N9 C10 H10 111.7 . . ? N3 C10 H10 111.7 . . ? C9 C10 H10 111.7 . . ? N10 C11 N4 114.4(5) . . ? N10 C11 C12 104.1(5) . . ? N4 C11 C12 103.4(5) . . ? N10 C11 H11 111.5 . . ? N4 C11 H11 111.5 . . ? C12 C11 H11 111.5 . . ? N11 C12 N5 115.1(5) 3 3 ? N11 C12 C11 102.9(5) 3 . ? N5 C12 C11 102.8(5) 3 . ? N11 C12 H12 111.8 3 . ? N5 C12 H12 111.8 3 . ? C11 C12 H12 111.8 . . ? N8 C13 N7 114.1(5) . . ? N8 C13 H13A 108.7 . . ? N7 C13 H13A 108.7 . . ? N8 C13 H13B 108.7 . . ? N7 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? O5 C14 N9 126.9(6) . . ? O5 C14 N8 126.0(6) . . ? N9 C14 N8 107.1(5) . . ? N9 C15 N10 114.1(5) . . ? N9 C15 H15A 108.7 . . ? N10 C15 H15A 108.7 . . ? N9 C15 H15B 108.7 . . ? N10 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? O6 C16 N10 124.9(6) . . ? O6 C16 N11 125.7(6) . 3 ? N10 C16 N11 109.3(5) . 3 ? N5 C17 N6 113.4(5) . . ? N5 C17 H17A 108.9 . . ? N6 C17 H17A 108.9 . . ? N5 C17 H17B 108.9 . . ? N6 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? O4 C18 N7 126.2(6) . . ? O4 C18 N6 125.0(6) . . ? N7 C18 N6 108.7(5) . . ? H13C O13 H13D 103(5) . . ? H14A O14 H14B 102(5) . . ? 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 O7 Eu1 O1 C6 82.1(10) . . . . ? O8 Eu1 O1 C6 153.3(10) . . . . ? O11 Eu1 O1 C6 -17.3(12) . . . . ? O2 Eu1 O1 C6 11.9(10) . . . . ? O9 Eu1 O1 C6 -133.0(10) . . . . ? O10 Eu1 O1 C6 -61.2(10) . . . . ? O12 Eu1 O1 C6 170.2(9) . . . . ? O7 Eu1 O2 C2 -126.4(11) . . . . ? O1 Eu1 O2 C2 -19.9(10) . . . . ? O8 Eu1 O2 C2 -74.2(11) . . . . ? O11 Eu1 O2 C2 144.9(11) . . . . ? O9 Eu1 O2 C2 44.3(12) . . . . ? O10 Eu1 O2 C2 71.1(10) . . . . ? O12 Eu1 O2 C2 178.9(10) . . . . ? C6 N1 C1 N2 -94.8(7) . . . . ? C8 N1 C1 N2 87.7(6) . . . . ? C2 N2 C1 N1 91.4(7) . . . . ? C9 N2 C1 N1 -91.6(7) . . . . ? Eu1 O2 C2 N2 -15.9(15) . . . . ? Eu1 O2 C2 N3 165.7(7) . . . . ? C1 N2 C2 O2 -1.3(10) . . . . ? C9 N2 C2 O2 -178.7(6) . . . . ? C1 N2 C2 N3 177.3(5) . . . . ? C9 N2 C2 N3 -0.1(7) . . . . ? C3 N3 C2 O2 17.7(9) . . . . ? C10 N3 C2 O2 174.1(6) . . . . ? C3 N3 C2 N2 -161.0(5) . . . . ? C10 N3 C2 N2 -4.6(7) . . . . ? C4 N4 C3 N3 109.6(6) . . . . ? C11 N4 C3 N3 -81.0(7) . . . . ? C2 N3 C3 N4 -113.0(6) . . . . ? C10 N3 C3 N4 93.3(7) . . . . ? C3 N4 C4 O3 -3.4(10) . . . . ? C11 N4 C4 O3 -173.7(6) . . . . ? C3 N4 C4 N5 173.9(5) . . . 3 ? C11 N4 C4 N5 3.6(7) . . . 3 ? C6 N12 C5 N11 107.8(6) . . . . ? C7 N12 C5 N11 -82.5(7) . . . . ? C16 N11 C5 N12 -112.4(6) 3 . . . ? C12 N11 C5 N12 90.7(7) 3 . . . ? Eu1 O1 C6 N1 25.0(13) . . . . ? Eu1 O1 C6 N12 -155.8(7) . . . . ? C1 N1 C6 O1 2.1(9) . . . . ? C8 N1 C6 O1 179.8(5) . . . . ? C1 N1 C6 N12 -177.2(5) . . . . ? C8 N1 C6 N12 0.5(6) . . . . ? C5 N12 C6 O1 -7.9(9) . . . . ? C7 N12 C6 O1 -178.6(5) . . . . ? C5 N12 C6 N1 171.5(5) . . . . ? C7 N12 C6 N1 0.7(6) . . . . ? C18 N6 C7 N12 114.4(6) . . . . ? C17 N6 C7 N12 -86.6(7) . . . . ? C18 N6 C7 C8 3.6(6) . . . . ? C17 N6 C7 C8 162.6(5) . . . . ? C6 N12 C7 N6 -112.7(6) . . . . ? C5 N12 C7 N6 76.2(7) . . . . ? C6 N12 C7 C8 -1.5(6) . . . . ? C5 N12 C7 C8 -172.6(5) . . . . ? C18 N7 C8 N1 -115.5(6) . . . . ? C13 N7 C8 N1 75.1(7) . . . . ? C18 N7 C8 C7 -3.8(6) . . . . ? C13 N7 C8 C7 -173.2(5) . . . . ? C6 N1 C8 N7 110.4(6) . . . . ? C1 N1 C8 N7 -71.8(7) . . . . ? C6 N1 C8 C7 -1.5(6) . . . . ? C1 N1 C8 C7 176.3(5) . . . . ? N6 C7 C8 N7 0.1(5) . . . . ? N12 C7 C8 N7 -117.6(5) . . . . ? N6 C7 C8 N1 119.4(5) . . . . ? N12 C7 C8 N1 1.7(5) . . . . ? C2 N2 C9 N8 -107.8(6) . . . . ? C1 N2 C9 N8 74.8(7) . . . . ? C2 N2 C9 C10 4.3(6) . . . . ? C1 N2 C9 C10 -173.1(5) . . . . ? C14 N8 C9 N2 119.9(6) . . . . ? C13 N8 C9 N2 -70.6(7) . . . . ? C14 N8 C9 C10 7.5(6) . . . . ? C13 N8 C9 C10 177.0(5) . . . . ? C14 N9 C10 N3 -108.7(6) . . . . ? C15 N9 C10 N3 73.2(7) . . . . ? C14 N9 C10 C9 2.8(6) . . . . ? C15 N9 C10 C9 -175.3(5) . . . . ? C2 N3 C10 N9 118.5(6) . . . . ? C3 N3 C10 N9 -85.2(7) . . . . ? C2 N3 C10 C9 6.9(6) . . . . ? C3 N3 C10 C9 163.2(5) . . . . ? N2 C9 C10 N9 -126.2(5) . . . . ? N8 C9 C10 N9 -5.9(6) . . . . ? N2 C9 C10 N3 -6.4(6) . . . . ? N8 C9 C10 N3 113.9(5) . . . . ? C16 N10 C11 N4 113.1(6) . . . . ? C15 N10 C11 N4 -83.4(7) . . . . ? C16 N10 C11 C12 1.0(6) . . . . ? C15 N10 C11 C12 164.4(5) . . . . ? C4 N4 C11 N10 -117.3(6) . . . . ? C3 N4 C11 N10 72.3(7) . . . . ? C4 N4 C11 C12 -4.8(6) . . . . ? C3 N4 C11 C12 -175.1(5) . . . . ? N10 C11 C12 N11 3.9(6) . . . 3 ? N4 C11 C12 N11 -115.9(5) . . . 3 ? N10 C11 C12 N5 123.8(5) . . . 3 ? N4 C11 C12 N5 3.9(6) . . . 3 ? C14 N8 C13 N7 -106.0(7) . . . . ? C9 N8 C13 N7 85.6(7) . . . . ? C18 N7 C13 N8 101.1(7) . . . . ? C8 N7 C13 N8 -90.5(7) . . . . ? C10 N9 C14 O5 -176.2(6) . . . . ? C15 N9 C14 O5 1.8(10) . . . . ? C10 N9 C14 N8 1.8(7) . . . . ? C15 N9 C14 N8 179.8(5) . . . . ? C13 N8 C14 O5 2.2(10) . . . . ? C9 N8 C14 O5 171.9(6) . . . . ? C13 N8 C14 N9 -175.8(5) . . . . ? C9 N8 C14 N9 -6.1(7) . . . . ? C14 N9 C15 N10 103.2(7) . . . . ? C10 N9 C15 N10 -78.9(7) . . . . ? C16 N10 C15 N9 -107.0(7) . . . . ? C11 N10 C15 N9 91.2(7) . . . . ? C11 N10 C16 O6 173.2(6) . . . . ? C15 N10 C16 O6 9.3(10) . . . . ? C11 N10 C16 N11 -6.0(7) . . . 3 ? C15 N10 C16 N11 -169.9(5) . . . 3 ? C4 N5 C17 N6 101.7(7) 3 . . . ? C12 N5 C17 N6 -80.0(7) 3 . . . ? C18 N6 C17 N5 -109.7(6) . . . . ? C7 N6 C17 N5 93.3(7) . . . . ? C8 N7 C18 O4 -174.7(6) . . . . ? C13 N7 C18 O4 -4.9(10) . . . . ? C8 N7 C18 N6 6.1(7) . . . . ? C13 N7 C18 N6 176.0(5) . . . . ? C7 N6 C18 O4 174.8(6) . . . . ? C17 N6 C18 O4 15.4(9) . . . . ? C7 N6 C18 N7 -6.1(7) . . . . ? C17 N6 C18 N7 -165.4(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7A O3 0.82(2) 2.00(3) 2.805(7) 170(14) . O7 H7B O14 0.82(2) 1.89(2) 2.710(8) 174(9) . O8 H8A Cl3 0.82(2) 2.40(3) 3.220(5) 172(9) . O8 H8B O6 0.82(2) 1.89(4) 2.662(7) 155(9) 3 O9 H9A Cl1 0.81(2) 2.65(4) 3.409(7) 156(8) 4_566 O9 H9B O4 0.82(2) 2.10(3) 2.918(8) 171(9) 2 O10 H10A Cl1 0.81(2) 2.23(2) 3.034(5) 177(8) 4_566 O10 H10B Cl2 0.80(2) 2.40(3) 3.168(6) 161(6) 2_645 O11 H11A Cl2 0.82(2) 2.27(4) 3.045(6) 156(8) 2_645 O11 H11B Cl1 0.82(2) 2.24(3) 3.025(5) 160(7) . O12 H12A Cl1 0.82(2) 2.48(4) 3.238(7) 155(7) . O12 H12B Cl3 0.83(2) 2.38(5) 3.174(6) 161(11) . O13 H13C Cl2 0.83(2) 2.34(3) 3.149(8) 164(10) . O13 H13D Cl3 0.83(2) 2.46(4) 3.257(8) 160(8) . O14 H14A Cl3 0.82(2) 2.38(3) 3.190(5) 168(9) . O14 H14B O5 0.82(2) 1.99(2) 2.815(7) 180(9) 3 _database_code_depnum_ccdc_archive 'CCDC 912044' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sm_cbk _publcif_datablock.id {ba1f721f-2071-48be-8dd2-8fbfa5b64823} _audit_creation_date 2013-09-06T10:09:56-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C36 H60 N24 O24 Sm2 6+, 6(Cl -), 4(H2 O), O' _chemical_formula_sum 'C36 H68 Cl6 N24 O29 Sm2' _chemical_formula_weight 1814.54 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.2767(9) _cell_length_b 19.8927(11) _cell_length_c 14.8807(10) _cell_angle_alpha 90 _cell_angle_beta 112.937(8) _cell_angle_gamma 90 _cell_volume 3346.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7407 _cell_measurement_theta_min 2.5251 _cell_measurement_theta_max 28.6302 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.801 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1820 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.1515 -2 0 0 0.1448 1 1 -1 0.1921 -1 -1 1 0.1543 0 1 -1 0.1322 0 -1 1 0.1322 0 -1 -1 0.1797 0 1 1 0.193 0 1 0 0.1201 0 -1 0 0.1212 1 -1 -1 0.186 -1 1 1 0.2058 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.076 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.544 _exptl_absorpt_correction_T_max 0.664 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.1883 _diffrn_orient_matrix_ub_11 -0.0133496 _diffrn_orient_matrix_ub_12 0.0307178 _diffrn_orient_matrix_ub_13 -0.0262011 _diffrn_orient_matrix_ub_21 0.0588927 _diffrn_orient_matrix_ub_22 0.0017213 _diffrn_orient_matrix_ub_23 0.0025473 _diffrn_orient_matrix_ub_31 -0.0171648 _diffrn_orient_matrix_ub_32 -0.0179556 _diffrn_orient_matrix_ub_33 -0.0445664 _diffrn_measurement_device_type 'KM4CCD, Sapphire2, large Be window' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_unetI/netI 0.0463 _diffrn_reflns_number 11459 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 5912 _reflns_number_gt 5255 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_molecular_graphics 'DIAMOND (Putz & Brandenburg, 2002)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _iucr_refine_instructions_details ; TITL exp_1035k in P2(1)/c CELL 0.71073 12.2767 19.8927 14.8807 90.000 112.937 90.000 ZERR 2.00 0.0009 0.0011 0.0010 0.000 0.008 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CL SM UNIT 72 136 48 58 12 4 MERG 2 OMIT -2.00 50.08 OMIT 1 2 0 OMIT -2 0 2 OMIT -3 1 1 OMIT 0 2 2 DFIX 0.82 O7 H7a O7 H7b O8 H8a O8 H8b O9 H9a O9 H9b DFIX 0.82 O10 H10a O10 H10b O11 H11A O11 H11b O12 H12a O12 H12b DFIX 0.82 O13 H13C O13 H13d O14 H14A O14 H14B DANG 1.29 H7A H7B H8A H8B H9A H9B H10A H10B H12A H12B DANG 1.29 H13C H13D H14A H14B DANG 2.40 CL3 H13D DANG 2.90 Sm1 H9A Sm1 H7A Sm1 H7B Sm1 H10A Sm1 H12A EQIV $1 -X, -Y, -Z EQIV $2 X, 1/2 -Y, 1/2 + Z EQIV $3 -x, 1/2 +Y, 1/2 - Z EQIV $4 1-x, -1/2 +y, 1/2 - Z HTAB O7 O14 HTAB O8 CL3 HTAB O8 O6_$1 HTAB O9 O4_$3 HTAB O10 CL2_$4 HTAB O11 CL2_$4 HTAB O11 CL1 HTAB O12 CL1 HTAB O12 CL3 HTAB O13 CL2 HTAB O13 CL3 HTAB O14 CL3 HTAB O14 O5_$1 FMAP 2 PLAN 10 ACTA BOND $H CONF L.S. 4 WGHT 0.045200 10.817901 FVAR 1.84727 H7A 2 0.276017 0.130684 0.044124 11.00000 10.09000 H7B 2 0.219842 0.187755 0.026899 11.00000 0.11708 H8A 2 0.119053 0.282953 0.132191 11.00000 10.08000 H8B 2 0.059391 0.229847 0.127915 11.00000 10.08000 H9A 2 0.313701 0.251078 0.408410 11.00000 0.09720 H9B 2 0.231590 0.274920 0.331477 11.00000 10.09000 H10A 2 0.463884 0.176174 0.441053 11.00000 0.07220 H10B 2 0.511583 0.134170 0.400200 11.00000 0.05535 H11A 2 0.555818 0.158022 0.270687 11.00000 0.06214 H11B 2 0.511275 0.200008 0.190886 11.00000 0.09870 H12A 2 0.383899 0.280598 0.133932 11.00000 0.11293 H12B 2 0.304620 0.318761 0.139544 11.00000 0.11211 H13C 2 0.379879 0.487052 0.133243 11.00000 10.09000 H13D 2 0.336972 0.426634 0.110442 11.00000 10.09000 H14A 2 0.128544 0.285066 -0.040752 11.00000 10.09000 H14B 2 0.049170 0.246780 -0.102063 11.00000 10.09000 MOLE 1 SM1 6 0.301826 0.180553 0.234851 11.00000 0.03746 0.02697 = 0.03674 0.00362 0.01924 0.00121 O1 4 0.156241 0.128799 0.283810 11.00000 0.03711 0.03346 = 0.05272 0.00315 0.02033 -0.00588 O2 4 0.348852 0.063078 0.228662 11.00000 0.04691 0.02755 = 0.03481 0.00034 0.01723 -0.00034 O3 4 0.355322 0.068886 -0.015350 11.00000 0.05100 0.02964 = 0.04786 -0.00387 0.02467 -0.00550 O4 4 -0.107103 -0.135727 0.200575 11.00000 0.04922 0.03754 = 0.06274 -0.01770 0.01904 -0.01144 O5 4 0.121497 -0.215411 0.161584 11.00000 0.04233 0.04280 = 0.05467 -0.00963 0.01784 -0.01297 O6 4 0.097073 -0.203066 -0.082083 11.00000 0.04066 0.04874 = 0.05023 0.00766 0.01038 -0.01325 O7 4 0.241933 0.156650 0.066597 11.00000 0.09601 0.06513 = 0.03994 -0.00937 0.00148 0.04404 O8 4 0.124408 0.246080 0.159445 11.00000 0.03287 0.03426 = 0.08517 0.01014 0.02327 -0.00101 O9 4 0.301855 0.265606 0.353441 11.00000 0.07772 0.06759 = 0.06039 -0.01657 0.03037 0.01920 O10 4 0.448952 0.149101 0.397447 11.00000 0.04947 0.05279 = 0.03801 -0.01168 0.01439 -0.00308 O11 4 0.498154 0.178288 0.232212 11.00000 0.04251 0.08508 = 0.07297 0.05193 0.03093 0.01745 O12 4 0.349740 0.288266 0.170637 11.00000 0.05217 0.03851 = 0.07883 0.01857 0.02992 0.00090 N1 3 0.161023 0.023961 0.353887 11.00000 0.03255 0.02630 = 0.02939 0.00098 0.01603 -0.00259 N2 3 0.317010 -0.026562 0.314761 11.00000 0.03580 0.02431 = 0.02654 0.00348 0.00977 0.00196 N3 3 0.375355 -0.047246 0.193562 11.00000 0.02823 0.02375 = 0.03459 0.00141 0.01450 -0.00038 N4 3 0.376443 -0.042857 0.030860 11.00000 0.03707 0.02699 = 0.03422 -0.00411 0.01480 -0.00114 N5 3 -0.291233 0.017994 0.126961 11.00000 0.03555 0.03075 = 0.03520 -0.00161 0.01467 -0.00517 N6 3 -0.116227 -0.028294 0.256393 11.00000 0.02850 0.03119 = 0.03395 -0.00049 0.01211 -0.00420 N7 3 0.055674 -0.082979 0.314957 11.00000 0.03417 0.02748 = 0.04562 -0.00138 0.01865 0.00066 N8 3 0.214949 -0.135251 0.280469 11.00000 0.02875 0.03159 = 0.04150 -0.00183 0.01415 -0.00348 N9 3 0.293520 -0.161564 0.172887 11.00000 0.03305 0.02721 = 0.03556 -0.00007 0.01341 -0.00418 N10 3 0.276452 -0.152050 0.004086 11.00000 0.02925 0.02769 = 0.03791 -0.00270 0.01104 -0.00455 N11 3 -0.177811 0.123389 0.152458 11.00000 0.03330 0.03032 = 0.03034 -0.00202 0.00615 -0.00554 N12 3 -0.010381 0.078676 0.291189 11.00000 0.03341 0.02767 = 0.02883 0.00271 0.01337 -0.00231 C1 1 0.286079 0.012384 0.384455 11.00000 0.03592 0.03138 = 0.02584 -0.00287 0.00936 -0.00582 AFIX 23 H1A 2 0.314590 -0.011133 0.446457 11.00000 -1.20000 H1B 2 0.326246 0.055423 0.394653 11.00000 -1.20000 AFIX 0 C2 1 0.346809 0.001907 0.244685 11.00000 0.02376 0.02810 = 0.02932 -0.00017 0.00412 -0.00051 C3 1 0.443006 -0.033038 0.134576 11.00000 0.02670 0.03306 = 0.03860 -0.00232 0.01263 -0.00676 AFIX 23 H3A 2 0.470432 0.013133 0.145711 11.00000 -1.20000 H3B 2 0.512104 -0.061929 0.155659 11.00000 -1.20000 AFIX 0 C4 1 0.340127 0.008574 -0.035228 11.00000 0.02972 0.03037 = 0.04136 -0.00058 0.02189 -0.00212 C5 1 -0.093326 0.133713 0.253569 11.00000 0.04382 0.02885 = 0.03236 -0.00765 0.01387 0.00017 AFIX 23 H5A 2 -0.049392 0.174776 0.256674 11.00000 -1.20000 H5B 2 -0.137012 0.139535 0.295082 11.00000 -1.20000 AFIX 0 C6 1 0.106496 0.081220 0.307658 11.00000 0.03874 0.03244 = 0.02816 -0.00785 0.01772 -0.00659 C7 1 -0.039916 0.016529 0.330929 11.00000 0.03577 0.03124 = 0.02608 -0.00327 0.01791 -0.00544 AFIX 13 H7 2 -0.070967 0.025966 0.381123 11.00000 -1.20000 AFIX 0 C8 1 0.079522 -0.021755 0.372928 11.00000 0.03728 0.03362 = 0.02238 -0.00233 0.01556 -0.00504 AFIX 13 H8 2 0.104134 -0.031263 0.442695 11.00000 -1.20000 AFIX 0 C9 1 0.327304 -0.099369 0.316495 11.00000 0.03138 0.02741 = 0.02666 0.00385 0.00642 0.00277 AFIX 13 H9 2 0.380633 -0.115870 0.380640 11.00000 -1.20000 AFIX 0 C10 1 0.376857 -0.113734 0.236268 11.00000 0.02717 0.02555 = 0.03587 -0.00217 0.00888 0.00143 AFIX 13 H10 2 0.457041 -0.132360 0.264424 11.00000 -1.20000 AFIX 0 C11 1 0.358820 -0.108650 -0.016423 11.00000 0.02316 0.03061 = 0.03943 -0.00143 0.01368 0.00216 AFIX 13 H11 2 0.434216 -0.131370 -0.003722 11.00000 -1.20000 AFIX 0 C12 1 0.293080 -0.091183 -0.126605 11.00000 0.02865 0.03208 = 0.03689 -0.00748 0.01646 -0.00029 AFIX 13 H12 2 0.335154 -0.108820 -0.165608 11.00000 -1.20000 AFIX 0 C13 1 0.137913 -0.138918 0.334033 11.00000 0.04288 0.02686 = 0.04628 0.01308 0.02593 0.00597 AFIX 23 H13A 2 0.093195 -0.180486 0.317032 11.00000 -1.20000 H13B 2 0.186486 -0.140333 0.403350 11.00000 -1.20000 AFIX 0 C14 1 0.201361 -0.174611 0.200815 11.00000 0.02891 0.02586 = 0.03770 0.00241 0.00921 0.00242 C15 1 0.308098 -0.194515 0.090738 11.00000 0.03502 0.02998 = 0.03580 -0.00016 0.01033 -0.00059 AFIX 23 H15A 2 0.259438 -0.234665 0.073878 11.00000 -1.20000 H15B 2 0.389893 -0.208441 0.110682 11.00000 -1.20000 AFIX 0 C16 1 0.175112 -0.163247 -0.078068 11.00000 0.03139 0.02669 = 0.03913 -0.00206 0.01117 0.00025 C17 1 -0.244038 -0.022172 0.215969 11.00000 0.03165 0.03580 = 0.03772 0.00238 0.01835 -0.00971 AFIX 23 H17A 2 -0.268248 -0.001996 0.264606 11.00000 -1.20000 H17B 2 -0.278396 -0.066802 0.202084 11.00000 -1.20000 AFIX 0 C18 1 -0.060310 -0.087656 0.251977 11.00000 0.03630 0.03157 = 0.04132 0.00465 0.02134 -0.00448 MOLE 2 O13 4 0.398197 0.448837 0.121742 11.00000 0.06987 0.09728 = 0.08273 0.01616 0.01716 0.01648 MOLE 3 O14 4 0.119263 0.248587 -0.068100 11.00000 0.04519 0.04558 = 0.05573 -0.00674 0.00563 -0.00077 MOLE 4 CL1 5 0.537149 0.255314 0.071891 11.00000 0.07234 0.03681 = 0.04347 0.00682 0.03105 0.00188 MOLE 5 CL2 5 0.308289 0.600587 0.107554 11.00000 0.05751 0.07147 = 0.04664 -0.01424 0.01806 -0.02340 MOLE 6 CL3 5 0.135150 0.384255 0.051442 11.00000 0.07335 0.04099 = 0.04944 0.00233 0.02589 0.00878 MOLE 7 PART -1 O20 4 0.029163 0.002262 0.047162 10.50000 0.13315 0.32881 = 0.38833 -0.18939 0.14005 -0.05622 HKLF 4 ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+10.8179P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5912 _refine_ls_number_parameters 498 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.057 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1189 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.047 _refine_ls_shift/su_mean 0.003 _refine_diff_density_max 1.355 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.114 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H7A H 0.276(6) 0.131(3) 0.044(3) 0.09 Uiso 1 1 d D . . H7B H 0.220(9) 0.188(2) 0.027(3) 0.12(4) Uiso 1 1 d D . . H8A H 0.119(7) 0.283(2) 0.132(5) 0.08 Uiso 1 1 d D . . H8B H 0.059(4) 0.230(3) 0.128(5) 0.08 Uiso 1 1 d D . . H9A H 0.314(7) 0.251(3) 0.408(2) 0.10(4) Uiso 1 1 d D . . H9B H 0.232(3) 0.275(5) 0.331(6) 0.09 Uiso 1 1 d D . . H10A H 0.464(5) 0.176(2) 0.441(3) 0.07(3) Uiso 1 1 d D . . H10B H 0.512(3) 0.134(3) 0.400(5) 0.06(2) Uiso 1 1 d D . . H11A H 0.556(4) 0.158(4) 0.271(4) 0.06(2) Uiso 1 1 d D . . H11B H 0.511(8) 0.200(4) 0.191(5) 0.10(3) Uiso 1 1 d D . . H12A H 0.384(8) 0.281(2) 0.134(6) 0.11(4) Uiso 1 1 d D . . H12B H 0.305(7) 0.319(4) 0.140(6) 0.11(4) Uiso 1 1 d D . . H13C H 0.380(7) 0.4871(19) 0.133(8) 0.09 Uiso 1 1 d D . . H13D H 0.337(4) 0.427(3) 0.110(7) 0.09 Uiso 1 1 d D . . H14A H 0.129(7) 0.285(2) -0.041(6) 0.09 Uiso 1 1 d D . . H14B H 0.049(3) 0.247(4) -0.102(5) 0.09 Uiso 1 1 d D . . Sm1 Sm 0.30183(3) 0.180553(15) 0.23485(2) 0.03226(12) Uani 1 1 d D . . O1 O 0.1562(4) 0.1288(2) 0.2838(3) 0.0402(10) Uani 1 1 d . . . O2 O 0.3489(4) 0.0631(2) 0.2287(3) 0.0360(9) Uani 1 1 d . . . O3 O 0.3553(4) 0.0689(2) -0.0153(3) 0.0412(10) Uani 1 1 d . . . O4 O -0.1071(4) -0.1357(2) 0.2006(4) 0.0507(12) Uani 1 1 d . . . O5 O 0.1215(4) -0.2154(2) 0.1616(3) 0.0469(11) Uani 1 1 d . . . O6 O 0.0971(4) -0.2031(2) -0.0821(3) 0.0488(12) Uani 1 1 d . . . O7 O 0.2419(6) 0.1566(3) 0.0666(4) 0.0747(19) Uani 1 1 d D . . O8 O 0.1244(4) 0.2461(2) 0.1594(4) 0.0507(12) Uani 1 1 d D . . O9 O 0.3019(5) 0.2656(3) 0.3534(5) 0.0675(15) Uani 1 1 d D . . O10 O 0.4490(4) 0.1491(3) 0.3974(3) 0.0476(11) Uani 1 1 d D . . O11 O 0.4982(5) 0.1783(3) 0.2322(4) 0.0643(16) Uani 1 1 d D . . O12 O 0.3497(5) 0.2883(3) 0.1706(4) 0.0552(13) Uani 1 1 d D . . N1 N 0.1610(4) 0.0240(2) 0.3539(3) 0.0282(10) Uani 1 1 d . . . N2 N 0.3170(4) -0.0266(2) 0.3148(3) 0.0296(10) Uani 1 1 d . . . N3 N 0.3754(4) -0.0472(2) 0.1936(3) 0.0282(10) Uani 1 1 d . . . N4 N 0.3764(4) -0.0429(2) 0.0309(3) 0.0325(11) Uani 1 1 d . . . N5 N -0.2912(4) 0.0180(2) 0.1270(4) 0.0336(11) Uani 1 1 d . . . N6 N -0.1162(4) -0.0283(2) 0.2564(3) 0.0312(11) Uani 1 1 d . . . N7 N 0.0557(4) -0.0830(2) 0.3150(4) 0.0348(11) Uani 1 1 d . . . N8 N 0.2149(4) -0.1353(2) 0.2805(4) 0.0338(11) Uani 1 1 d . . . N9 N 0.2935(4) -0.1616(2) 0.1729(3) 0.0319(11) Uani 1 1 d . . . N10 N 0.2765(4) -0.1521(2) 0.0041(3) 0.0322(11) Uani 1 1 d . . . N11 N -0.1778(4) 0.1234(2) 0.1525(3) 0.0332(11) Uani 1 1 d . . . N12 N -0.0104(4) 0.0787(2) 0.2912(3) 0.0296(10) Uani 1 1 d . . . C1 C 0.2861(5) 0.0124(3) 0.3845(4) 0.0319(13) Uani 1 1 d . . . H1A H 0.3146 -0.0111 0.4465 0.038 Uiso 1 1 calc R . . H1B H 0.3262 0.0554 0.3947 0.038 Uiso 1 1 calc R . . C2 C 0.3468(5) 0.0019(3) 0.2447(4) 0.0290(12) Uani 1 1 d . . . C3 C 0.4430(5) -0.0330(3) 0.1346(4) 0.0328(13) Uani 1 1 d . . . H3A H 0.4704 0.0131 0.1457 0.039 Uiso 1 1 calc R . . H3B H 0.5121 -0.0619 0.1557 0.039 Uiso 1 1 calc R . . C4 C 0.3401(5) 0.0086(3) -0.0352(4) 0.0314(13) Uani 1 1 d . . . C5 C -0.0933(5) 0.1337(3) 0.2536(4) 0.0353(13) Uani 1 1 d . . . H5A H -0.0494 0.1748 0.2567 0.042 Uiso 1 1 calc R . . H5B H -0.137 0.1395 0.2951 0.042 Uiso 1 1 calc R . . C6 C 0.1065(5) 0.0812(3) 0.3077(4) 0.0317(13) Uani 1 1 d . . . C7 C -0.0399(5) 0.0165(3) 0.3309(4) 0.0292(12) Uani 1 1 d . . . H7 H -0.071 0.026 0.3811 0.035 Uiso 1 1 calc R . . C8 C 0.0795(5) -0.0218(3) 0.3729(4) 0.0299(12) Uani 1 1 d . . . H8 H 0.1041 -0.0313 0.4427 0.036 Uiso 1 1 calc R . . C9 C 0.3273(5) -0.0994(3) 0.3165(4) 0.0300(12) Uani 1 1 d . . . H9 H 0.3806 -0.1159 0.3806 0.036 Uiso 1 1 calc R . . C10 C 0.3769(5) -0.1137(3) 0.2363(4) 0.0306(12) Uani 1 1 d . . . H10 H 0.457 -0.1324 0.2644 0.037 Uiso 1 1 calc R . . C11 C 0.3588(5) -0.1087(3) -0.0164(4) 0.0306(12) Uani 1 1 d . . . H11 H 0.4342 -0.1314 -0.0037 0.037 Uiso 1 1 calc R . . C12 C 0.2931(5) -0.0912(3) -0.1266(4) 0.0314(13) Uani 1 1 d . . . H12 H 0.3352 -0.1088 -0.1656 0.038 Uiso 1 1 calc R . . C13 C 0.1379(5) -0.1389(3) 0.3340(5) 0.0361(14) Uani 1 1 d . . . H13A H 0.0932 -0.1805 0.317 0.043 Uiso 1 1 calc R . . H13B H 0.1865 -0.1403 0.4033 0.043 Uiso 1 1 calc R . . C14 C 0.2014(5) -0.1746(3) 0.2008(4) 0.0320(13) Uani 1 1 d . . . C15 C 0.3081(5) -0.1945(3) 0.0907(4) 0.0347(13) Uani 1 1 d . . . H15A H 0.2594 -0.2347 0.0739 0.042 Uiso 1 1 calc R . . H15B H 0.3899 -0.2084 0.1107 0.042 Uiso 1 1 calc R . . C16 C 0.1751(5) -0.1632(3) -0.0781(4) 0.0332(13) Uani 1 1 d . . . C17 C -0.2440(5) -0.0222(3) 0.2160(4) 0.0336(13) Uani 1 1 d . . . H17A H -0.2682 -0.002 0.2646 0.04 Uiso 1 1 calc R . . H17B H -0.2784 -0.0668 0.2021 0.04 Uiso 1 1 calc R . . C18 C -0.0603(5) -0.0877(3) 0.2520(4) 0.0345(13) Uani 1 1 d . . . O13 O 0.3982(6) 0.4488(4) 0.1217(6) 0.0871(19) Uani 1 1 d D . . O14 O 0.1193(4) 0.2486(2) -0.0681(4) 0.0531(12) Uani 1 1 d D . . Cl1 Cl 0.53715(17) 0.25531(8) 0.07189(12) 0.0483(4) Uani 1 1 d . . . Cl2 Cl 0.30829(17) 0.60059(10) 0.10755(13) 0.0592(5) Uani 1 1 d . . . Cl3 Cl 0.13515(17) 0.38425(9) 0.05144(13) 0.0540(4) Uani 1 1 d D . . O20 O 0.029(3) 0.002(3) 0.047(3) 0.27(2) Uani 0.5 1 d P A -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 Sm1 0.03746(19) 0.02697(19) 0.03674(19) 0.00362(13) 0.01924(15) 0.00121(13) O1 0.037(2) 0.033(2) 0.053(3) 0.003(2) 0.020(2) -0.0059(19) O2 0.047(2) 0.028(2) 0.035(2) 0.0003(18) 0.0172(19) -0.0003(18) O3 0.051(3) 0.030(2) 0.048(3) -0.004(2) 0.025(2) -0.0055(19) O4 0.049(3) 0.038(3) 0.063(3) -0.018(2) 0.019(2) -0.011(2) O5 0.042(3) 0.043(3) 0.055(3) -0.010(2) 0.018(2) -0.013(2) O6 0.041(3) 0.049(3) 0.050(3) 0.008(2) 0.010(2) -0.013(2) O7 0.096(5) 0.065(4) 0.040(3) -0.009(3) 0.001(3) 0.044(3) O8 0.033(2) 0.034(3) 0.085(4) 0.010(3) 0.023(3) -0.0010(19) O9 0.078(4) 0.068(4) 0.060(4) -0.017(3) 0.030(3) 0.019(3) O10 0.049(3) 0.053(3) 0.038(3) -0.012(2) 0.014(2) -0.003(2) O11 0.043(3) 0.085(4) 0.073(4) 0.052(3) 0.031(3) 0.017(3) O12 0.052(3) 0.039(3) 0.079(4) 0.019(3) 0.030(3) 0.001(2) N1 0.033(2) 0.026(2) 0.029(2) 0.001(2) 0.016(2) -0.003(2) N2 0.036(3) 0.024(2) 0.027(2) 0.003(2) 0.010(2) 0.002(2) N3 0.028(2) 0.024(2) 0.035(2) 0.001(2) 0.015(2) -0.0004(19) N4 0.037(3) 0.027(3) 0.034(3) -0.004(2) 0.015(2) -0.001(2) N5 0.036(3) 0.031(3) 0.035(3) -0.002(2) 0.015(2) -0.005(2) N6 0.028(2) 0.031(3) 0.034(3) 0.000(2) 0.012(2) -0.004(2) N7 0.034(3) 0.027(3) 0.046(3) -0.001(2) 0.019(2) 0.001(2) N8 0.029(3) 0.032(3) 0.041(3) -0.002(2) 0.014(2) -0.003(2) N9 0.033(3) 0.027(2) 0.036(3) 0.000(2) 0.013(2) -0.004(2) N10 0.029(2) 0.028(3) 0.038(3) -0.003(2) 0.011(2) -0.005(2) N11 0.033(3) 0.030(3) 0.030(2) -0.002(2) 0.006(2) -0.006(2) N12 0.033(3) 0.028(2) 0.029(2) 0.003(2) 0.013(2) -0.002(2) C1 0.036(3) 0.031(3) 0.026(3) -0.003(2) 0.009(3) -0.006(2) C2 0.024(3) 0.028(3) 0.029(3) 0.000(2) 0.004(2) -0.001(2) C3 0.027(3) 0.033(3) 0.039(3) -0.002(3) 0.013(3) -0.007(2) C4 0.030(3) 0.030(3) 0.041(3) -0.001(3) 0.022(3) -0.002(2) C5 0.044(3) 0.029(3) 0.032(3) -0.008(3) 0.014(3) 0.000(3) C6 0.039(3) 0.032(3) 0.028(3) -0.008(2) 0.018(3) -0.007(3) C7 0.036(3) 0.031(3) 0.026(3) -0.003(2) 0.018(3) -0.005(2) C8 0.037(3) 0.034(3) 0.022(3) -0.002(2) 0.016(2) -0.005(3) C9 0.031(3) 0.027(3) 0.027(3) 0.004(2) 0.006(2) 0.003(2) C10 0.027(3) 0.026(3) 0.036(3) -0.002(2) 0.009(3) 0.001(2) C11 0.023(3) 0.031(3) 0.039(3) -0.001(3) 0.014(2) 0.002(2) C12 0.029(3) 0.032(3) 0.037(3) -0.007(3) 0.016(3) 0.000(2) C13 0.043(3) 0.027(3) 0.046(4) 0.013(3) 0.026(3) 0.006(3) C14 0.029(3) 0.026(3) 0.038(3) 0.002(3) 0.009(3) 0.002(2) C15 0.035(3) 0.030(3) 0.036(3) 0.000(3) 0.010(3) -0.001(2) C16 0.031(3) 0.027(3) 0.039(3) -0.002(3) 0.011(3) 0.000(2) C17 0.032(3) 0.036(3) 0.038(3) 0.002(3) 0.018(3) -0.010(3) C18 0.036(3) 0.032(3) 0.041(3) 0.005(3) 0.021(3) -0.004(3) O13 0.070(4) 0.097(5) 0.083(4) 0.016(4) 0.017(4) 0.016(4) O14 0.045(3) 0.046(3) 0.056(3) -0.007(2) 0.006(2) -0.001(2) Cl1 0.0723(11) 0.0368(9) 0.0435(9) 0.0068(7) 0.0311(9) 0.0019(8) Cl2 0.0575(11) 0.0715(13) 0.0466(10) -0.0142(9) 0.0181(9) -0.0234(9) Cl3 0.0733(12) 0.0410(9) 0.0494(10) 0.0023(8) 0.0259(9) 0.0088(8) O20 0.13(3) 0.33(3) 0.39(7) -0.19(5) 0.14(4) -0.06(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; 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 Sm1 O7 2.367(5) . ? Sm1 O1 2.408(4) . ? Sm1 O8 2.408(4) . ? Sm1 O2 2.418(4) . ? Sm1 O11 2.426(5) . ? Sm1 O9 2.445(5) . ? Sm1 O10 2.470(5) . ? Sm1 O12 2.508(5) . ? O1 C6 1.250(7) . ? O2 C2 1.242(7) . ? O3 C4 1.232(7) . ? O4 C18 1.219(7) . ? O5 C14 1.231(7) . ? O6 C16 1.226(7) . ? O7 H7A 0.814(19) . ? O7 H7B 0.825(19) . ? O8 H8A 0.83(2) . ? O8 H8B 0.82(2) . ? O9 H9A 0.83(2) . ? O9 H9B 0.82(2) . ? O10 H10A 0.807(19) . ? O10 H10B 0.81(2) . ? O11 H11A 0.82(2) . ? O11 H11B 0.82(2) . ? O12 H12A 0.82(2) . ? O12 H12B 0.83(2) . ? N1 C6 1.364(7) . ? N1 C1 1.440(7) . ? N1 C8 1.459(7) . ? N2 C2 1.356(7) . ? N2 C9 1.453(7) . ? N2 C1 1.458(7) . ? N3 C2 1.366(7) . ? N3 C3 1.452(7) . ? N3 C10 1.464(7) . ? N4 C4 1.368(7) . ? N4 C3 1.451(7) . ? N4 C11 1.462(7) . ? N5 C4 1.365(7) 3 ? N5 C12 1.456(7) 3 ? N5 C17 1.460(7) . ? N6 C18 1.380(7) . ? N6 C7 1.447(7) . ? N6 C17 1.450(7) . ? N7 C18 1.369(8) . ? N7 C8 1.455(7) . ? N7 C13 1.454(7) . ? N8 C14 1.375(7) . ? N8 C13 1.457(7) . ? N8 C9 1.457(7) . ? N9 C14 1.374(7) . ? N9 C10 1.445(7) . ? N9 C15 1.458(7) . ? N10 C16 1.381(7) . ? N10 C11 1.450(7) . ? N10 C15 1.462(7) . ? N11 C16 1.372(7) 3 ? N11 C12 1.462(7) 3 ? N11 C5 1.472(7) . ? N12 C6 1.359(7) . ? N12 C5 1.451(7) . ? N12 C7 1.475(7) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 N5 1.365(7) 3 ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C7 C8 1.551(8) . ? C7 H7 0.98 . ? C8 H8 0.98 . ? C9 C10 1.563(8) . ? C9 H9 0.98 . ? C10 H10 0.98 . ? C11 C12 1.559(8) . ? C11 H11 0.98 . ? C12 N5 1.456(7) 3 ? C12 N11 1.462(7) 3 ? C12 H12 0.98 . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 N11 1.372(7) 3 ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? O13 H13C 0.83(2) . ? O13 H13D 0.831(18) . ? O14 H14A 0.82(2) . ? O14 H14B 0.81(2) . ? 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 O7 Sm1 O1 105.8(2) . . ? O7 Sm1 O8 76.35(19) . . ? O1 Sm1 O8 74.29(15) . . ? O7 Sm1 O2 75.27(17) . . ? O1 Sm1 O2 79.32(14) . . ? O8 Sm1 O2 133.76(15) . . ? O7 Sm1 O11 83.1(2) . . ? O1 Sm1 O11 148.87(16) . . ? O8 Sm1 O11 136.59(16) . . ? O2 Sm1 O11 74.21(18) . . ? O7 Sm1 O9 144.6(2) . . ? O1 Sm1 O9 82.46(18) . . ? O8 Sm1 O9 73.0(2) . . ? O2 Sm1 O9 139.79(18) . . ? O11 Sm1 O9 107.7(2) . . ? O7 Sm1 O10 142.42(18) . . ? O1 Sm1 O10 86.62(16) . . ? O8 Sm1 O10 140.98(18) . . ? O2 Sm1 O10 72.43(15) . . ? O11 Sm1 O10 70.08(18) . . ? O9 Sm1 O10 70.97(19) . . ? O7 Sm1 O12 77.9(2) . . ? O1 Sm1 O12 142.42(16) . . ? O8 Sm1 O12 70.35(17) . . ? O2 Sm1 O12 135.77(17) . . ? O11 Sm1 O12 68.14(18) . . ? O9 Sm1 O12 75.5(2) . . ? O10 Sm1 O12 113.52(17) . . ? C6 O1 Sm1 155.7(4) . . ? C2 O2 Sm1 156.4(4) . . ? Sm1 O7 H7A 124(4) . . ? Sm1 O7 H7B 119(4) . . ? H7A O7 H7B 105(4) . . ? Sm1 O8 H8A 126(5) . . ? Sm1 O8 H8B 124(6) . . ? H8A O8 H8B 101(4) . . ? Sm1 O9 H9A 115(4) . . ? Sm1 O9 H9B 100(7) . . ? H9A O9 H9B 103(5) . . ? Sm1 O10 H10A 118(3) . . ? Sm1 O10 H10B 117(5) . . ? H10A O10 H10B 107(4) . . ? Sm1 O11 H11A 126(6) . . ? Sm1 O11 H11B 119(7) . . ? H11A O11 H11B 114(9) . . ? Sm1 O12 H12A 111(3) . . ? Sm1 O12 H12B 129(7) . . ? H12A O12 H12B 100(4) . . ? C6 N1 C1 123.1(5) . . ? C6 N1 C8 112.3(4) . . ? C1 N1 C8 124.5(5) . . ? C2 N2 C9 112.5(5) . . ? C2 N2 C1 123.2(5) . . ? C9 N2 C1 124.2(5) . . ? C2 N3 C3 121.9(5) . . ? C2 N3 C10 111.6(4) . . ? C3 N3 C10 121.7(5) . . ? C4 N4 C3 123.7(5) . . ? C4 N4 C11 112.2(5) . . ? C3 N4 C11 123.3(5) . . ? C4 N5 C12 112.5(5) 3 3 ? C4 N5 C17 124.0(5) 3 . ? C12 N5 C17 123.4(5) 3 . ? C18 N6 C7 112.2(5) . . ? C18 N6 C17 122.0(5) . . ? C7 N6 C17 122.6(5) . . ? C18 N7 C8 112.2(5) . . ? C18 N7 C13 122.6(5) . . ? C8 N7 C13 124.1(5) . . ? C14 N8 C13 123.8(5) . . ? C14 N8 C9 112.1(5) . . ? C13 N8 C9 123.1(5) . . ? C14 N9 C10 112.6(5) . . ? C14 N9 C15 123.6(5) . . ? C10 N9 C15 123.8(5) . . ? C16 N10 C11 111.8(5) . . ? C16 N10 C15 121.7(5) . . ? C11 N10 C15 124.2(5) . . ? C16 N11 C12 111.5(5) 3 3 ? C16 N11 C5 121.0(5) 3 . ? C12 N11 C5 123.7(5) 3 . ? C6 N12 C5 125.1(5) . . ? C6 N12 C7 111.5(5) . . ? C5 N12 C7 122.8(5) . . ? N1 C1 N2 113.7(4) . . ? N1 C1 H1A 108.8 . . ? N2 C1 H1A 108.8 . . ? N1 C1 H1B 108.8 . . ? N2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? O2 C2 N2 126.0(5) . . ? O2 C2 N3 124.4(5) . . ? N2 C2 N3 109.5(5) . . ? N4 C3 N3 113.5(4) . . ? N4 C3 H3A 108.9 . . ? N3 C3 H3A 108.9 . . ? N4 C3 H3B 108.9 . . ? N3 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? O3 C4 N5 125.7(5) . 3 ? O3 C4 N4 125.4(5) . . ? N5 C4 N4 108.8(5) 3 . ? N12 C5 N11 113.5(5) . . ? N12 C5 H5A 108.9 . . ? N11 C5 H5A 108.9 . . ? N12 C5 H5B 108.9 . . ? N11 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? O1 C6 N12 125.1(5) . . ? O1 C6 N1 125.3(5) . . ? N12 C6 N1 109.6(5) . . ? N6 C7 N12 113.3(4) . . ? N6 C7 C8 103.6(4) . . ? N12 C7 C8 103.4(4) . . ? N6 C7 H7 112 . . ? N12 C7 H7 112 . . ? C8 C7 H7 112 . . ? N7 C8 N1 113.7(4) . . ? N7 C8 C7 103.4(4) . . ? N1 C8 C7 103.2(4) . . ? N7 C8 H8 112 . . ? N1 C8 H8 112 . . ? C7 C8 H8 112 . . ? N2 C9 N8 114.7(5) . . ? N2 C9 C10 103.0(4) . . ? N8 C9 C10 102.9(4) . . ? N2 C9 H9 111.8 . . ? N8 C9 H9 111.8 . . ? C10 C9 H9 111.8 . . ? N9 C10 N3 115.2(5) . . ? N9 C10 C9 103.4(4) . . ? N3 C10 C9 102.9(4) . . ? N9 C10 H10 111.6 . . ? N3 C10 H10 111.6 . . ? C9 C10 H10 111.6 . . ? N10 C11 N4 114.6(5) . . ? N10 C11 C12 103.7(4) . . ? N4 C11 C12 103.0(4) . . ? N10 C11 H11 111.6 . . ? N4 C11 H11 111.6 . . ? C12 C11 H11 111.6 . . ? N5 C12 N11 115.2(5) 3 3 ? N5 C12 C11 103.2(4) 3 . ? N11 C12 C11 103.3(4) 3 . ? N5 C12 H12 111.5 3 . ? N11 C12 H12 111.5 3 . ? C11 C12 H12 111.5 . . ? N7 C13 N8 113.8(5) . . ? N7 C13 H13A 108.8 . . ? N8 C13 H13A 108.8 . . ? N7 C13 H13B 108.8 . . ? N8 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? O5 C14 N9 125.4(6) . . ? O5 C14 N8 126.2(6) . . ? N9 C14 N8 108.4(5) . . ? N9 C15 N10 113.7(5) . . ? N9 C15 H15A 108.8 . . ? N10 C15 H15A 108.8 . . ? N9 C15 H15B 108.8 . . ? N10 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? O6 C16 N11 126.7(5) . 3 ? O6 C16 N10 124.4(6) . . ? N11 C16 N10 108.9(5) 3 . ? N6 C17 N5 113.9(4) . . ? N6 C17 H17A 108.8 . . ? N5 C17 H17A 108.8 . . ? N6 C17 H17B 108.8 . . ? N5 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? O4 C18 N7 126.3(6) . . ? O4 C18 N6 125.4(6) . . ? N7 C18 N6 108.2(5) . . ? H13C O13 H13D 103(5) . . ? H14A O14 H14B 105(5) . . ? 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 O7 Sm1 O1 C6 77.5(10) . . . . ? O8 Sm1 O1 C6 148.0(10) . . . . ? O2 Sm1 O1 C6 6.3(9) . . . . ? O11 Sm1 O1 C6 -25.7(11) . . . . ? O9 Sm1 O1 C6 -137.6(10) . . . . ? O10 Sm1 O1 C6 -66.4(10) . . . . ? O12 Sm1 O1 C6 168.2(9) . . . . ? O7 Sm1 O2 C2 -124.3(10) . . . . ? O1 Sm1 O2 C2 -14.7(9) . . . . ? O8 Sm1 O2 C2 -70.5(10) . . . . ? O11 Sm1 O2 C2 148.8(10) . . . . ? O9 Sm1 O2 C2 49.9(10) . . . . ? O10 Sm1 O2 C2 75.1(10) . . . . ? O12 Sm1 O2 C2 -178.9(9) . . . . ? C6 N1 C1 N2 -95.9(6) . . . . ? C8 N1 C1 N2 87.6(6) . . . . ? C2 N2 C1 N1 93.3(6) . . . . ? C9 N2 C1 N1 -91.1(6) . . . . ? Sm1 O2 C2 N2 -19.3(13) . . . . ? Sm1 O2 C2 N3 161.0(6) . . . . ? C9 N2 C2 O2 -178.1(5) . . . . ? C1 N2 C2 O2 -2.0(9) . . . . ? C9 N2 C2 N3 1.6(6) . . . . ? C1 N2 C2 N3 177.7(5) . . . . ? C3 N3 C2 O2 18.2(8) . . . . ? C10 N3 C2 O2 173.8(5) . . . . ? C3 N3 C2 N2 -161.5(5) . . . . ? C10 N3 C2 N2 -5.9(6) . . . . ? C4 N4 C3 N3 109.6(6) . . . . ? C11 N4 C3 N3 -81.4(6) . . . . ? C2 N3 C3 N4 -114.1(6) . . . . ? C10 N3 C3 N4 92.7(6) . . . . ? C3 N4 C4 O3 -2.6(9) . . . . ? C11 N4 C4 O3 -172.7(5) . . . . ? C3 N4 C4 N5 173.6(5) . . . 3 ? C11 N4 C4 N5 3.5(6) . . . 3 ? C6 N12 C5 N11 108.2(6) . . . . ? C7 N12 C5 N11 -81.9(6) . . . . ? C16 N11 C5 N12 -113.1(6) 3 . . . ? C12 N11 C5 N12 90.9(6) 3 . . . ? Sm1 O1 C6 N12 -150.6(7) . . . . ? Sm1 O1 C6 N1 29.3(13) . . . . ? C5 N12 C6 O1 -7.5(9) . . . . ? C7 N12 C6 O1 -178.3(5) . . . . ? C5 N12 C6 N1 172.7(5) . . . . ? C7 N12 C6 N1 1.8(6) . . . . ? C1 N1 C6 O1 2.3(8) . . . . ? C8 N1 C6 O1 179.3(5) . . . . ? C1 N1 C6 N12 -177.8(5) . . . . ? C8 N1 C6 N12 -0.9(6) . . . . ? C18 N6 C7 N12 113.8(5) . . . . ? C17 N6 C7 N12 -85.9(6) . . . . ? C18 N6 C7 C8 2.5(6) . . . . ? C17 N6 C7 C8 162.8(5) . . . . ? C6 N12 C7 N6 -113.4(5) . . . . ? C5 N12 C7 N6 75.5(6) . . . . ? C6 N12 C7 C8 -2.0(6) . . . . ? C5 N12 C7 C8 -173.1(5) . . . . ? C18 N7 C8 N1 -115.6(5) . . . . ? C13 N7 C8 N1 75.7(7) . . . . ? C18 N7 C8 C7 -4.5(6) . . . . ? C13 N7 C8 C7 -173.1(5) . . . . ? C6 N1 C8 N7 110.9(5) . . . . ? C1 N1 C8 N7 -72.2(6) . . . . ? C6 N1 C8 C7 -0.4(6) . . . . ? C1 N1 C8 C7 176.5(5) . . . . ? N6 C7 C8 N7 1.1(5) . . . . ? N12 C7 C8 N7 -117.3(4) . . . . ? N6 C7 C8 N1 119.8(4) . . . . ? N12 C7 C8 N1 1.3(5) . . . . ? C2 N2 C9 N8 -108.2(5) . . . . ? C1 N2 C9 N8 75.8(7) . . . . ? C2 N2 C9 C10 2.9(6) . . . . ? C1 N2 C9 C10 -173.1(5) . . . . ? C14 N8 C9 N2 119.5(5) . . . . ? C13 N8 C9 N2 -71.6(7) . . . . ? C14 N8 C9 C10 8.3(6) . . . . ? C13 N8 C9 C10 177.2(5) . . . . ? C14 N9 C10 N3 -108.6(5) . . . . ? C15 N9 C10 N3 73.8(7) . . . . ? C14 N9 C10 C9 2.9(6) . . . . ? C15 N9 C10 C9 -174.7(5) . . . . ? C2 N3 C10 N9 119.0(5) . . . . ? C3 N3 C10 N9 -85.3(6) . . . . ? C2 N3 C10 C9 7.3(6) . . . . ? C3 N3 C10 C9 163.0(5) . . . . ? N2 C9 C10 N9 -126.0(5) . . . . ? N8 C9 C10 N9 -6.4(5) . . . . ? N2 C9 C10 N3 -5.8(5) . . . . ? N8 C9 C10 N3 113.8(4) . . . . ? C16 N10 C11 N4 113.0(5) . . . . ? C15 N10 C11 N4 -83.9(6) . . . . ? C16 N10 C11 C12 1.4(6) . . . . ? C15 N10 C11 C12 164.6(5) . . . . ? C4 N4 C11 N10 -116.9(5) . . . . ? C3 N4 C11 N10 73.0(6) . . . . ? C4 N4 C11 C12 -5.0(6) . . . . ? C3 N4 C11 C12 -175.1(5) . . . . ? N10 C11 C12 N5 124.2(5) . . . 3 ? N4 C11 C12 N5 4.4(5) . . . 3 ? N10 C11 C12 N11 3.9(5) . . . 3 ? N4 C11 C12 N11 -115.9(5) . . . 3 ? C18 N7 C13 N8 100.1(6) . . . . ? C8 N7 C13 N8 -92.4(7) . . . . ? C14 N8 C13 N7 -105.3(6) . . . . ? C9 N8 C13 N7 87.1(7) . . . . ? C10 N9 C14 O5 -176.8(6) . . . . ? C15 N9 C14 O5 0.8(9) . . . . ? C10 N9 C14 N8 2.2(6) . . . . ? C15 N9 C14 N8 179.8(5) . . . . ? C13 N8 C14 O5 3.3(9) . . . . ? C9 N8 C14 O5 172.1(6) . . . . ? C13 N8 C14 N9 -175.7(5) . . . . ? C9 N8 C14 N9 -7.0(6) . . . . ? C14 N9 C15 N10 104.1(6) . . . . ? C10 N9 C15 N10 -78.5(7) . . . . ? C16 N10 C15 N9 -108.0(6) . . . . ? C11 N10 C15 N9 90.5(6) . . . . ? C11 N10 C16 O6 172.8(6) . . . . ? C15 N10 C16 O6 9.2(9) . . . . ? C11 N10 C16 N11 -6.7(6) . . . 3 ? C15 N10 C16 N11 -170.3(5) . . . 3 ? C18 N6 C17 N5 -108.0(6) . . . . ? C7 N6 C17 N5 93.7(6) . . . . ? C4 N5 C17 N6 100.5(6) 3 . . . ? C12 N5 C17 N6 -80.6(7) 3 . . . ? C8 N7 C18 O4 -173.7(6) . . . . ? C13 N7 C18 O4 -4.9(9) . . . . ? C8 N7 C18 N6 6.3(6) . . . . ? C13 N7 C18 N6 175.1(5) . . . . ? C7 N6 C18 O4 174.5(6) . . . . ? C17 N6 C18 O4 14.1(9) . . . . ? C7 N6 C18 N7 -5.4(6) . . . . ? C17 N6 C18 N7 -165.8(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7B O14 0.825(19) 1.90(4) 2.698(7) 161(10) . O8 H8A Cl3 0.83(2) 2.39(2) 3.213(5) 170(8) . O8 H8B O6 0.82(2) 1.85(3) 2.648(6) 165(9) 3 O9 H9B O4 0.82(2) 2.27(6) 2.952(7) 141(9) 2 O10 H10B Cl2 0.81(2) 2.36(2) 3.161(6) 173(7) 2_645 O11 H11A Cl2 0.82(2) 2.24(3) 3.050(5) 169(7) 2_645 O11 H11B Cl1 0.82(2) 2.21(2) 3.026(5) 176(10) . O12 H12A Cl1 0.82(2) 2.45(3) 3.243(6) 163(9) . O12 H12B Cl3 0.83(2) 2.37(3) 3.177(6) 164(9) . O13 H13C Cl2 0.83(2) 2.40(4) 3.193(7) 160(10) . O13 H13D Cl3 0.831(18) 2.43(3) 3.247(7) 166(8) . O14 H14A Cl3 0.82(2) 2.39(3) 3.196(5) 171(9) . O14 H14B O5 0.81(2) 2.03(3) 2.811(6) 162(9) 3 _database_code_depnum_ccdc_archive 'CCDC 912045' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tb_cb_k _publcif_datablock.id {19281517-e351-45a9-9349-c1bb0b52dca7} _audit_creation_date 2013-09-04T12:58:47-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C36 H60 N24 O24 Tb2 6+, 6(Cl -), 4(H2 O), O' _chemical_formula_sum 'C36 H68 Cl6 N24 O29 Tb2' _chemical_formula_weight 1831.68 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.1719(2) _cell_length_b 19.6814(2) _cell_length_c 14.7268(2) _cell_angle_alpha 90 _cell_angle_beta 112.728(2) _cell_angle_gamma 90 _cell_volume 3254.00(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 28968 _cell_measurement_theta_min 2.5507 _cell_measurement_theta_max 30.2691 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.374 _exptl_crystal_size_mid 0.2756 _exptl_crystal_size_min 0.2388 _exptl_crystal_density_diffrn 1.869 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 17 -1 -13 0.1356 -17 1 13 0.1361 -1 -15 17 0.1011 -6 15 -11 0.0969 -2 23 11 0.119 -3 -15 -15 0.084 14 -11 0 0.1544 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.504 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.549 _exptl_absorpt_correction_T_max 0.665 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.1883 _diffrn_orient_matrix_ub_11 -0.0222753 _diffrn_orient_matrix_ub_12 -0.0277861 _diffrn_orient_matrix_ub_13 -0.032658 _diffrn_orient_matrix_ub_21 0.0122963 _diffrn_orient_matrix_ub_22 0.0178177 _diffrn_orient_matrix_ub_23 -0.036877 _diffrn_orient_matrix_ub_31 0.0578359 _diffrn_orient_matrix_ub_32 -0.0144768 _diffrn_orient_matrix_ub_33 0.0173156 _diffrn_measurement_device_type 'Xcalibur, Sapphire2, large Be window' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_unetI/netI 0.0184 _diffrn_reflns_number 39814 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 5762 _reflns_number_gt 5278 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_molecular_graphics 'DIAMOND (Putz & Brandenburg, 2002)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _iucr_refine_instructions_details ; TITL Tb_CB_k in P2(1)/c CELL 0.71073 12.1719 19.6814 14.7268 90.000 112.728 90.000 ZERR 2.00 0.0002 0.0002 0.0002 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CL TB UNIT 72 136 48 58 12 4 MERG 2 OMIT -2.00 50.10 OMIT -2 0 2 OMIT -3 1 1 OMIT 1 2 0 OMIT 1 2 2 DFIX 0.82 O7 H7a O7 H7b O8 H8A O8 H8b O9 H9a O9 H9b DFIX 0.82 O10 H10a O10 H10b O11 H11A O11 H11b O12 H12a O12 H12b DFIX 0.82 O13 H13C O13 H13d O14 H14A O14 H14B DANG 1.297 H7A H7B H8A H8B H9A H9B H10A H10B H13C H13D H14A H14B DANG 2.90 Tb1 H9A Tb1 H7A Tb1 H10A EQIV $1 -X, -Y, -Z EQIV $2 -x, 1/2 +Y, 1/2 - Z EQIV $3 1-x, -1/2 +y, 1/2 - Z HTAB O7 O14 HTAB O8 CL3 HTAB O8 O6_$1 HTAB O9 O4_$2 HTAB O10 CL2_$3 HTAB O11 CL2_$3 HTAB O11 CL1 HTAB O12 CL1 HTAB O12 CL3 HTAB O13 CL2 HTAB O13 CL3 HTAB O14 CL3 HTAB O14 O5_$1 FMAP 2 PLAN 10 ACTA BOND $H CONF WGHT 0.04010 5.94420 L.S. 4 FVAR 1.44135 O20 4 0.023254 -0.017370 0.051021 10.50000 0.31398 H7A 2 0.265713 0.129084 0.043514 11.00000 10.09000 H7B 2 0.195584 0.182345 0.031120 11.00000 0.05999 H8A 2 0.118760 0.281008 0.132096 11.00000 10.09000 H8B 2 0.059342 0.227399 0.134957 11.00000 0.07900 H9A 2 0.300547 0.251505 0.407529 11.00000 0.12418 H9B 2 0.245662 0.293042 0.340511 11.00000 0.11227 H10A 2 0.458937 0.174952 0.441627 11.00000 0.07974 H10B 2 0.509120 0.134511 0.398614 11.00000 0.06408 H11A 2 0.550407 0.155216 0.264470 11.00000 0.06221 H11B 2 0.519584 0.202342 0.199585 11.00000 0.10298 H12A 2 0.384280 0.284005 0.136830 11.00000 10.09000 H12B 2 0.302505 0.319452 0.155904 11.00000 0.10760 H13C 2 0.372078 0.489271 0.113203 11.00000 10.09000 H13D 2 0.332223 0.425955 0.101163 11.00000 10.09000 H14A 2 0.113473 0.279693 -0.032817 11.00000 10.09000 H14B 2 0.049706 0.237921 -0.100507 11.00000 10.09000 MOLE 1 TB1 6 0.301533 0.181455 0.236909 11.00000 0.02908 0.02211 = 0.03040 -0.00034 0.01177 -0.00170 O1 4 0.154624 0.128796 0.279700 11.00000 0.03702 0.02751 = 0.04339 0.00143 0.02071 -0.00512 O2 4 0.343876 0.064449 0.226750 11.00000 0.04597 0.02192 = 0.03382 0.00119 0.01682 0.00051 O3 4 0.352811 0.070545 -0.015379 11.00000 0.04750 0.02667 = 0.04446 -0.00229 0.02102 -0.00439 O4 4 -0.104999 -0.137277 0.202501 11.00000 0.04294 0.03474 = 0.06324 -0.01493 0.01667 -0.00901 O5 4 0.123988 -0.215878 0.164657 11.00000 0.03976 0.03827 = 0.05533 -0.00705 0.01683 -0.01209 O6 4 0.097900 -0.202851 -0.079256 11.00000 0.04028 0.04520 = 0.04700 0.00648 0.00817 -0.01370 O7 4 0.235834 0.154484 0.070684 11.00000 0.06725 0.04261 = 0.03291 0.00155 0.01036 0.01961 O8 4 0.124835 0.244873 0.162134 11.00000 0.03297 0.02976 = 0.06826 0.00818 0.01629 -0.00099 O9 4 0.298645 0.264502 0.354115 11.00000 0.06398 0.05801 = 0.05197 -0.01954 0.01819 0.01531 O10 4 0.446257 0.149305 0.396481 11.00000 0.04368 0.04670 = 0.03434 -0.00671 0.01035 -0.00044 O11 4 0.492644 0.177674 0.230752 11.00000 0.04015 0.07391 = 0.06428 0.04289 0.02903 0.01595 O12 4 0.347510 0.287068 0.172557 11.00000 0.04734 0.03402 = 0.07488 0.01113 0.02741 -0.00123 N1 3 0.160606 0.025453 0.354123 11.00000 0.03225 0.02628 = 0.02987 -0.00216 0.01264 -0.00498 N2 3 0.317762 -0.025642 0.316447 11.00000 0.03230 0.02394 = 0.02979 0.00266 0.01140 0.00143 N3 3 0.375142 -0.046467 0.194038 11.00000 0.02931 0.02204 = 0.03384 0.00319 0.01381 0.00159 N4 3 0.376760 -0.041816 0.031128 11.00000 0.03663 0.02367 = 0.03419 -0.00224 0.01429 -0.00027 N5 3 -0.290908 0.017097 0.127215 11.00000 0.03694 0.02579 = 0.03395 -0.00020 0.01385 -0.00456 N6 3 -0.116441 -0.028741 0.255875 11.00000 0.03115 0.03072 = 0.03391 -0.00220 0.01371 -0.00554 N7 3 0.056670 -0.082991 0.316537 11.00000 0.03486 0.02495 = 0.04252 -0.00237 0.01660 -0.00234 N8 3 0.217024 -0.135262 0.283033 11.00000 0.03197 0.02925 = 0.03897 0.00084 0.01487 -0.00324 N9 3 0.295575 -0.161833 0.175083 11.00000 0.03210 0.02603 = 0.03713 -0.00248 0.01201 -0.00410 N10 3 0.277759 -0.151965 0.005288 11.00000 0.03240 0.02766 = 0.03569 0.00144 0.01101 -0.00255 N11 3 -0.178851 0.123873 0.151171 11.00000 0.03154 0.02904 = 0.03437 -0.00085 0.01119 -0.00586 N12 3 -0.011309 0.079112 0.289765 11.00000 0.03269 0.02703 = 0.03060 -0.00051 0.01323 -0.00252 C1 1 0.286274 0.013442 0.386194 11.00000 0.03071 0.03271 = 0.02276 -0.00105 0.00595 -0.00423 AFIX 23 H1A 2 0.313658 -0.010559 0.448546 11.00000 -1.20000 H1B 2 0.327285 0.056791 0.397110 11.00000 -1.20000 AFIX 0 C2 1 0.344718 0.002821 0.244321 11.00000 0.02139 0.02536 = 0.02461 -0.00021 0.00210 -0.00014 C3 1 0.442238 -0.031240 0.134588 11.00000 0.02657 0.03204 = 0.03580 -0.00136 0.01173 -0.00500 AFIX 23 H3A 2 0.467929 0.015779 0.145286 11.00000 -1.20000 H3B 2 0.513026 -0.059488 0.156120 11.00000 -1.20000 AFIX 0 C4 1 0.339610 0.010398 -0.034822 11.00000 0.02821 0.02699 = 0.04145 0.00097 0.02065 -0.00144 C5 1 -0.093990 0.134347 0.251872 11.00000 0.03639 0.02762 = 0.03212 -0.00615 0.01126 -0.00002 AFIX 23 H5A 2 -0.049534 0.175688 0.254350 11.00000 -1.20000 H5B 2 -0.137635 0.140689 0.294144 11.00000 -1.20000 AFIX 0 C6 1 0.105775 0.081594 0.305716 11.00000 0.03844 0.02800 = 0.02357 -0.00459 0.01488 -0.00249 C7 1 -0.040675 0.017284 0.330225 11.00000 0.03617 0.02937 = 0.02739 -0.00224 0.01669 -0.00344 AFIX 13 H7 2 -0.072623 0.027201 0.380516 11.00000 -1.20000 AFIX 0 C8 1 0.079222 -0.021074 0.373388 11.00000 0.03721 0.03070 = 0.02333 0.00197 0.01389 -0.00310 AFIX 13 H8 2 0.103324 -0.030118 0.443890 11.00000 -1.20000 AFIX 0 C9 1 0.328564 -0.098718 0.318320 11.00000 0.02702 0.02479 = 0.03142 0.00431 0.00538 0.00207 AFIX 13 H9 2 0.382444 -0.115127 0.383068 11.00000 -1.20000 AFIX 0 C10 1 0.378365 -0.113132 0.238449 11.00000 0.02327 0.02370 = 0.03516 0.00406 0.00621 0.00124 AFIX 13 H10 2 0.459497 -0.131407 0.266878 11.00000 -1.20000 AFIX 0 C11 1 0.359575 -0.108040 -0.015598 11.00000 0.02717 0.02477 = 0.03937 -0.00308 0.01500 0.00140 AFIX 13 H11 2 0.435742 -0.130756 -0.002898 11.00000 -1.20000 AFIX 0 C12 1 0.293436 -0.090891 -0.126623 11.00000 0.02734 0.02838 = 0.03436 -0.00285 0.01640 0.00032 AFIX 13 H12 2 0.335914 -0.108694 -0.166102 11.00000 -1.20000 AFIX 0 C13 1 0.139110 -0.139345 0.336222 11.00000 0.04081 0.02650 = 0.04049 0.00872 0.01781 0.00024 AFIX 23 H13A 2 0.187295 -0.140837 0.406245 11.00000 -1.20000 H13B 2 0.094146 -0.181363 0.318689 11.00000 -1.20000 AFIX 0 C14 1 0.202936 -0.175026 0.202965 11.00000 0.02808 0.02315 = 0.03701 0.00479 0.00790 0.00248 C15 1 0.310159 -0.194433 0.092638 11.00000 0.03401 0.02560 = 0.03860 0.00061 0.01130 0.00022 AFIX 23 H15A 2 0.261729 -0.235238 0.075946 11.00000 -1.20000 H15B 2 0.392688 -0.208165 0.112411 11.00000 -1.20000 AFIX 0 C16 1 0.176601 -0.163047 -0.075489 11.00000 0.02756 0.02862 = 0.03963 -0.00249 0.01141 -0.00062 C17 1 -0.243723 -0.023877 0.215359 11.00000 0.03218 0.03687 = 0.03807 0.00420 0.01844 -0.00430 AFIX 23 H17A 2 -0.269300 -0.004629 0.264606 11.00000 -1.20000 H17B 2 -0.276995 -0.069242 0.200328 11.00000 -1.20000 AFIX 0 C18 1 -0.059809 -0.087973 0.252826 11.00000 0.03620 0.02927 = 0.03535 -0.00186 0.01806 -0.00660 MOLE 2 O13 4 0.396921 0.448445 0.121436 11.00000 0.06803 0.09796 = 0.08791 0.02743 0.01613 0.02038 MOLE 3 O14 4 0.117990 0.247071 -0.065873 11.00000 0.05242 0.04074 = 0.04979 -0.00355 0.01351 -0.00038 MOLE 4 CL1 5 0.531444 0.255074 0.070325 11.00000 0.07391 0.03252 = 0.04373 0.00659 0.03106 0.00220 MOLE 5 CL2 5 0.312651 0.599701 0.109832 11.00000 0.05940 0.07297 = 0.04724 -0.01483 0.01907 -0.02895 MOLE 6 CL3 5 0.134096 0.384019 0.051170 11.00000 0.07468 0.03845 = 0.04782 0.00385 0.02530 0.01026 HKLF 4 END ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0401P)^2^+5.9442P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5762 _refine_ls_number_parameters 494 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0778 _refine_ls_wR_factor_gt 0.0749 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.614 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.094 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O20 O 0.023(3) -0.0173(17) 0.051(2) 0.314(15) Uiso 0.5 1 d P . . H7A H 0.266(4) 0.129(2) 0.044(3) 0.09 Uiso 1 1 d D . . H7B H 0.196(4) 0.1824(19) 0.031(3) 0.060(16) Uiso 1 1 d D . . H8A H 0.119(5) 0.2810(18) 0.132(4) 0.09 Uiso 1 1 d D . . H8B H 0.059(3) 0.227(3) 0.135(4) 0.079(19) Uiso 1 1 d D . . H9A H 0.301(7) 0.252(2) 0.408(3) 0.12(3) Uiso 1 1 d D . . H9B H 0.246(5) 0.293(3) 0.340(5) 0.11(3) Uiso 1 1 d D . . H10A H 0.459(4) 0.175(2) 0.442(2) 0.08(2) Uiso 1 1 d D . . H10B H 0.509(3) 0.135(2) 0.399(4) 0.064(17) Uiso 1 1 d D . . H11A H 0.550(3) 0.155(2) 0.264(3) 0.062(16) Uiso 1 1 d D . . H11B H 0.519(6) 0.202(3) 0.199(4) 0.10(2) Uiso 1 1 d D . . H12A H 0.384(5) 0.284(3) 0.137(4) 0.09 Uiso 1 1 d D . . H12B H 0.303(5) 0.319(2) 0.156(5) 0.11(3) Uiso 1 1 d D . . H13C H 0.372(5) 0.4893(12) 0.113(5) 0.09 Uiso 1 1 d D . . H13D H 0.332(3) 0.426(2) 0.101(5) 0.09 Uiso 1 1 d D . . H14A H 0.113(5) 0.280(2) -0.033(4) 0.09 Uiso 1 1 d D . . H14B H 0.050(2) 0.238(3) -0.100(4) 0.09 Uiso 1 1 d D . . Tb1 Tb 0.301533(14) 0.181456(8) 0.236909(12) 0.02711(7) Uani 1 1 d D . . O1 O 0.1546(2) 0.12880(12) 0.27970(19) 0.0344(6) Uani 1 1 d . . . O2 O 0.3439(2) 0.06445(12) 0.22675(18) 0.0335(6) Uani 1 1 d . . . O3 O 0.3528(2) 0.07055(13) -0.0154(2) 0.0386(6) Uani 1 1 d . . . O4 O -0.1050(3) -0.13728(14) 0.2025(2) 0.0481(7) Uani 1 1 d . . . O5 O 0.1240(2) -0.21588(14) 0.1647(2) 0.0449(7) Uani 1 1 d . . . O6 O 0.0979(3) -0.20285(15) -0.0793(2) 0.0468(7) Uani 1 1 d . . . O7 O 0.2358(3) 0.15448(16) 0.0707(2) 0.0503(8) Uani 1 1 d D . . O8 O 0.1248(3) 0.24487(14) 0.1621(2) 0.0446(7) Uani 1 1 d D . . O9 O 0.2987(3) 0.26450(19) 0.3541(3) 0.0593(9) Uani 1 1 d D . . O10 O 0.4463(3) 0.14931(16) 0.3965(2) 0.0430(7) Uani 1 1 d D . . O11 O 0.4926(3) 0.17767(18) 0.2308(3) 0.0568(9) Uani 1 1 d D . . O12 O 0.3475(3) 0.28707(16) 0.1726(3) 0.0509(8) Uani 1 1 d D . . N1 N 0.1606(3) 0.02545(15) 0.3541(2) 0.0293(6) Uani 1 1 d . . . N2 N 0.3178(3) -0.02564(14) 0.3164(2) 0.0289(6) Uani 1 1 d . . . N3 N 0.3751(2) -0.04647(14) 0.1940(2) 0.0279(6) Uani 1 1 d . . . N4 N 0.3768(3) -0.04181(14) 0.0311(2) 0.0313(6) Uani 1 1 d . . . N5 N -0.2909(3) 0.01710(15) 0.1272(2) 0.0322(7) Uani 1 1 d . . . N6 N -0.1164(3) -0.02874(15) 0.2559(2) 0.0316(7) Uani 1 1 d . . . N7 N 0.0567(3) -0.08299(15) 0.3165(2) 0.0336(7) Uani 1 1 d . . . N8 N 0.2170(3) -0.13526(16) 0.2830(2) 0.0330(7) Uani 1 1 d . . . N9 N 0.2956(3) -0.16183(15) 0.1751(2) 0.0322(7) Uani 1 1 d . . . N10 N 0.2778(3) -0.15197(15) 0.0053(2) 0.0326(7) Uani 1 1 d . . . N11 N -0.1788(3) 0.12387(15) 0.1512(2) 0.0321(7) Uani 1 1 d . . . N12 N -0.0113(3) 0.07911(15) 0.2898(2) 0.0298(6) Uani 1 1 d . . . C1 C 0.2863(3) 0.01344(18) 0.3862(2) 0.0301(7) Uani 1 1 d . . . H1A H 0.3137 -0.0106 0.4485 0.036 Uiso 1 1 calc R . . H1B H 0.3273 0.0568 0.3971 0.036 Uiso 1 1 calc R . . C2 C 0.3447(3) 0.00282(17) 0.2443(2) 0.0258(7) Uani 1 1 d . . . C3 C 0.4422(3) -0.03124(19) 0.1346(3) 0.0316(8) Uani 1 1 d . . . H3A H 0.4679 0.0158 0.1453 0.038 Uiso 1 1 calc R . . H3B H 0.513 -0.0595 0.1561 0.038 Uiso 1 1 calc R . . C4 C 0.3396(3) 0.01040(18) -0.0348(3) 0.0300(8) Uani 1 1 d . . . C5 C -0.0940(3) 0.13435(18) 0.2519(3) 0.0326(8) Uani 1 1 d . . . H5A H -0.0495 0.1757 0.2544 0.039 Uiso 1 1 calc R . . H5B H -0.1376 0.1407 0.2941 0.039 Uiso 1 1 calc R . . C6 C 0.1058(3) 0.08159(18) 0.3057(2) 0.0291(7) Uani 1 1 d . . . C7 C -0.0407(3) 0.01728(18) 0.3302(3) 0.0296(7) Uani 1 1 d . . . H7 H -0.0726 0.0272 0.3805 0.036 Uiso 1 1 calc R . . C8 C 0.0792(3) -0.02107(18) 0.3734(3) 0.0297(7) Uani 1 1 d . . . H8 H 0.1033 -0.0301 0.4439 0.036 Uiso 1 1 calc R . . C9 C 0.3286(3) -0.09872(17) 0.3183(3) 0.0295(7) Uani 1 1 d . . . H9 H 0.3824 -0.1151 0.3831 0.035 Uiso 1 1 calc R . . C10 C 0.3784(3) -0.11313(17) 0.2384(3) 0.0289(7) Uani 1 1 d . . . H10 H 0.4595 -0.1314 0.2669 0.035 Uiso 1 1 calc R . . C11 C 0.3596(3) -0.10804(17) -0.0156(3) 0.0298(7) Uani 1 1 d . . . H11 H 0.4357 -0.1308 -0.0029 0.036 Uiso 1 1 calc R . . C12 C 0.2934(3) -0.09089(18) -0.1266(3) 0.0287(7) Uani 1 1 d . . . H12 H 0.3359 -0.1087 -0.1661 0.034 Uiso 1 1 calc R . . C13 C 0.1391(3) -0.13935(19) 0.3362(3) 0.0353(8) Uani 1 1 d . . . H13A H 0.1873 -0.1408 0.4062 0.042 Uiso 1 1 calc R . . H13B H 0.0941 -0.1814 0.3187 0.042 Uiso 1 1 calc R . . C14 C 0.2029(3) -0.17503(17) 0.2030(3) 0.0308(8) Uani 1 1 d . . . C15 C 0.3102(3) -0.19443(19) 0.0926(3) 0.0336(8) Uani 1 1 d . . . H15A H 0.2617 -0.2352 0.0759 0.04 Uiso 1 1 calc R . . H15B H 0.3927 -0.2082 0.1124 0.04 Uiso 1 1 calc R . . C16 C 0.1766(3) -0.16305(19) -0.0755(3) 0.0324(8) Uani 1 1 d . . . C17 C -0.2437(3) -0.0239(2) 0.2154(3) 0.0342(8) Uani 1 1 d . . . H17A H -0.2693 -0.0046 0.2646 0.041 Uiso 1 1 calc R . . H17B H -0.277 -0.0692 0.2003 0.041 Uiso 1 1 calc R . . C18 C -0.0598(3) -0.08798(18) 0.2528(3) 0.0323(8) Uani 1 1 d . . . O13 O 0.3969(4) 0.4484(3) 0.1214(4) 0.0889(13) Uani 1 1 d D . . O14 O 0.1180(3) 0.24707(16) -0.0659(2) 0.0495(7) Uani 1 1 d D . . Cl1 Cl 0.53144(11) 0.25507(5) 0.07032(8) 0.0475(3) Uani 1 1 d . . . Cl2 Cl 0.31265(11) 0.59970(7) 0.10983(9) 0.0603(3) Uani 1 1 d . . . Cl3 Cl 0.13410(11) 0.38402(5) 0.05117(8) 0.0532(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.02909(11) 0.02211(11) 0.03040(11) -0.00034(6) 0.01178(8) -0.00170(6) O1 0.0370(14) 0.0275(13) 0.0434(15) 0.0014(11) 0.0207(12) -0.0051(11) O2 0.0460(15) 0.0219(13) 0.0338(14) 0.0012(10) 0.0168(12) 0.0005(11) O3 0.0475(16) 0.0267(14) 0.0445(15) -0.0023(11) 0.0210(13) -0.0044(11) O4 0.0429(16) 0.0347(15) 0.0632(19) -0.0149(14) 0.0167(15) -0.0090(12) O5 0.0398(15) 0.0383(16) 0.0553(18) -0.0070(13) 0.0168(14) -0.0121(13) O6 0.0403(16) 0.0452(16) 0.0470(17) 0.0065(13) 0.0082(13) -0.0137(13) O7 0.067(2) 0.0426(18) 0.0329(15) 0.0016(13) 0.0104(15) 0.0196(15) O8 0.0330(15) 0.0298(15) 0.068(2) 0.0082(14) 0.0163(15) -0.0010(12) O9 0.064(2) 0.058(2) 0.052(2) -0.0196(17) 0.0182(17) 0.0153(18) O10 0.0437(17) 0.0467(18) 0.0343(15) -0.0067(13) 0.0103(13) -0.0004(14) O11 0.0402(18) 0.074(2) 0.064(2) 0.0429(18) 0.0290(17) 0.0160(16) O12 0.0473(18) 0.0340(17) 0.075(2) 0.0111(16) 0.0274(16) -0.0012(14) N1 0.0322(15) 0.0263(15) 0.0299(15) -0.0021(12) 0.0126(13) -0.0050(12) N2 0.0323(15) 0.0239(14) 0.0298(15) 0.0027(12) 0.0114(13) 0.0014(12) N3 0.0293(15) 0.0220(14) 0.0338(16) 0.0032(12) 0.0138(13) 0.0016(11) N4 0.0366(16) 0.0237(15) 0.0342(16) -0.0022(12) 0.0143(13) -0.0003(12) N5 0.0369(17) 0.0258(15) 0.0340(16) -0.0002(12) 0.0138(14) -0.0046(13) N6 0.0312(16) 0.0307(16) 0.0339(16) -0.0022(13) 0.0137(13) -0.0055(13) N7 0.0349(16) 0.0249(15) 0.0425(18) -0.0024(13) 0.0166(14) -0.0024(13) N8 0.0320(16) 0.0293(16) 0.0390(17) 0.0008(13) 0.0149(14) -0.0032(13) N9 0.0321(16) 0.0260(15) 0.0371(17) -0.0025(13) 0.0120(14) -0.0041(13) N10 0.0324(16) 0.0277(16) 0.0357(17) 0.0014(13) 0.0110(14) -0.0026(13) N11 0.0315(16) 0.0290(16) 0.0343(17) -0.0008(13) 0.0112(13) -0.0059(13) N12 0.0327(16) 0.0270(15) 0.0306(15) -0.0005(12) 0.0132(13) -0.0025(12) C1 0.0307(18) 0.0327(19) 0.0228(17) -0.0011(14) 0.0060(14) -0.0042(15) C2 0.0214(16) 0.0254(18) 0.0246(17) -0.0002(13) 0.0021(13) -0.0001(13) C3 0.0266(17) 0.0320(19) 0.0358(19) -0.0014(15) 0.0117(15) -0.0050(14) C4 0.0282(17) 0.0270(19) 0.041(2) 0.0010(15) 0.0206(16) -0.0014(14) C5 0.0364(19) 0.0276(18) 0.0321(19) -0.0062(15) 0.0113(16) 0.0000(15) C6 0.038(2) 0.0280(18) 0.0236(17) -0.0046(14) 0.0149(15) -0.0025(15) C7 0.0362(19) 0.0294(18) 0.0274(18) -0.0022(14) 0.0167(15) -0.0035(15) C8 0.0372(19) 0.0307(18) 0.0233(17) 0.0020(14) 0.0139(15) -0.0031(15) C9 0.0270(17) 0.0248(17) 0.0314(18) 0.0043(14) 0.0054(15) 0.0021(14) C10 0.0233(16) 0.0237(17) 0.0352(19) 0.0041(14) 0.0062(15) 0.0012(13) C11 0.0272(17) 0.0248(17) 0.039(2) -0.0031(15) 0.0150(16) 0.0014(14) C12 0.0273(17) 0.0284(18) 0.0343(19) -0.0029(15) 0.0164(15) 0.0003(14) C13 0.041(2) 0.0265(18) 0.040(2) 0.0087(15) 0.0178(17) 0.0002(16) C14 0.0281(19) 0.0232(18) 0.037(2) 0.0048(14) 0.0079(16) 0.0025(14) C15 0.034(2) 0.0256(18) 0.039(2) 0.0006(15) 0.0113(17) 0.0002(15) C16 0.0276(18) 0.0286(18) 0.040(2) -0.0025(16) 0.0114(16) -0.0006(15) C17 0.0322(19) 0.037(2) 0.038(2) 0.0042(16) 0.0185(16) -0.0043(16) C18 0.0362(19) 0.0293(19) 0.0354(19) -0.0018(15) 0.0181(16) -0.0066(15) O13 0.068(3) 0.098(3) 0.088(3) 0.027(3) 0.016(2) 0.020(2) O14 0.0524(18) 0.0407(17) 0.0498(19) -0.0036(14) 0.0135(15) -0.0004(14) Cl1 0.0739(7) 0.0325(5) 0.0437(6) 0.0066(4) 0.0311(5) 0.0022(5) Cl2 0.0594(7) 0.0730(8) 0.0472(6) -0.0148(6) 0.0191(5) -0.0289(6) Cl3 0.0747(8) 0.0385(6) 0.0478(6) 0.0038(5) 0.0253(6) 0.0103(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; 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 O20 O20 1.54(5) 3 ? Tb1 O7 2.324(3) . ? Tb1 O1 2.354(2) . ? Tb1 O8 2.359(3) . ? Tb1 O11 2.364(3) . ? Tb1 O2 2.377(2) . ? Tb1 O9 2.387(3) . ? Tb1 O10 2.414(3) . ? Tb1 O12 2.438(3) . ? O1 C6 1.241(4) . ? O2 C2 1.239(4) . ? O3 C4 1.214(4) . ? O4 C18 1.216(4) . ? O5 C14 1.212(4) . ? O6 C16 1.222(5) . ? O7 H7A 0.809(18) . ? O7 H7B 0.812(19) . ? O8 H8A 0.826(19) . ? O8 H8B 0.817(19) . ? O9 H9A 0.819(19) . ? O9 H9B 0.82(2) . ? O10 H10A 0.801(19) . ? O10 H10B 0.808(19) . ? O11 H11A 0.82(2) . ? O11 H11B 0.82(2) . ? O12 H12A 0.81(2) . ? O12 H12B 0.81(2) . ? N1 C6 1.344(5) . ? N1 C1 1.435(5) . ? N1 C8 1.455(4) . ? N2 C2 1.349(4) . ? N2 C9 1.444(4) . ? N2 C1 1.448(4) . ? N3 C2 1.356(4) . ? N3 C3 1.441(4) . ? N3 C10 1.460(4) . ? N4 C4 1.365(5) . ? N4 C3 1.436(5) . ? N4 C11 1.451(4) . ? N5 C4 1.368(5) 3 ? N5 C17 1.445(5) . ? N5 C12 1.453(4) 3 ? N6 C18 1.364(5) . ? N6 C17 1.432(5) . ? N6 C7 1.446(4) . ? N7 C18 1.368(5) . ? N7 C8 1.444(5) . ? N7 C13 1.448(5) . ? N8 C14 1.370(5) . ? N8 C9 1.444(4) . ? N8 C13 1.447(5) . ? N9 C14 1.366(5) . ? N9 C10 1.442(4) . ? N9 C15 1.444(5) . ? N10 C16 1.359(5) . ? N10 C11 1.439(5) . ? N10 C15 1.455(5) . ? N11 C16 1.364(5) 3 ? N11 C12 1.452(4) 3 ? N11 C5 1.458(5) . ? N12 C6 1.353(5) . ? N12 C5 1.439(5) . ? N12 C7 1.459(4) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 N5 1.368(5) 3 ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C7 C8 1.545(5) . ? C7 H7 0.98 . ? C8 H8 0.98 . ? C9 C10 1.544(5) . ? C9 H9 0.98 . ? C10 H10 0.98 . ? C11 C12 1.555(5) . ? C11 H11 0.98 . ? C12 N11 1.452(4) 3 ? C12 N5 1.453(4) 3 ? C12 H12 0.98 . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 N11 1.364(5) 3 ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? O13 H13C 0.85(2) . ? O13 H13D 0.85(2) . ? O14 H14A 0.820(19) . ? O14 H14B 0.810(19) . ? 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 O7 Tb1 O1 101.16(11) . . ? O7 Tb1 O8 75.44(11) . . ? O1 Tb1 O8 73.02(9) . . ? O7 Tb1 O11 84.01(13) . . ? O1 Tb1 O11 148.99(10) . . ? O8 Tb1 O11 137.04(10) . . ? O7 Tb1 O2 72.97(10) . . ? O1 Tb1 O2 78.22(9) . . ? O8 Tb1 O2 131.59(10) . . ? O11 Tb1 O2 74.13(11) . . ? O7 Tb1 O9 145.37(12) . . ? O1 Tb1 O9 83.28(12) . . ? O8 Tb1 O9 73.13(13) . . ? O11 Tb1 O9 109.81(14) . . ? O2 Tb1 O9 140.62(12) . . ? O7 Tb1 O10 142.21(11) . . ? O1 Tb1 O10 88.17(10) . . ? O8 Tb1 O10 141.61(11) . . ? O11 Tb1 O10 70.75(11) . . ? O2 Tb1 O10 73.32(10) . . ? O9 Tb1 O10 71.62(12) . . ? O7 Tb1 O12 79.78(12) . . ? O1 Tb1 O12 142.36(10) . . ? O8 Tb1 O12 70.87(10) . . ? O11 Tb1 O12 68.58(11) . . ? O2 Tb1 O12 135.54(10) . . ? O9 Tb1 O12 76.52(13) . . ? O10 Tb1 O12 114.28(11) . . ? C6 O1 Tb1 156.4(2) . . ? C2 O2 Tb1 156.8(2) . . ? Tb1 O7 H7A 129(3) . . ? Tb1 O7 H7B 118(3) . . ? H7A O7 H7B 109(4) . . ? Tb1 O8 H8A 126(4) . . ? Tb1 O8 H8B 123(4) . . ? H8A O8 H8B 103(4) . . ? Tb1 O9 H9A 119(3) . . ? Tb1 O9 H9B 121(5) . . ? H9A O9 H9B 100(4) . . ? Tb1 O10 H10A 118(3) . . ? Tb1 O10 H10B 117(4) . . ? H10A O10 H10B 109(4) . . ? Tb1 O11 H11A 128(4) . . ? Tb1 O11 H11B 128(5) . . ? H11A O11 H11B 103(6) . . ? Tb1 O12 H12A 117(5) . . ? Tb1 O12 H12B 124(5) . . ? H12A O12 H12B 110(7) . . ? C6 N1 C1 123.9(3) . . ? C6 N1 C8 112.6(3) . . ? C1 N1 C8 123.5(3) . . ? C2 N2 C9 112.4(3) . . ? C2 N2 C1 123.3(3) . . ? C9 N2 C1 124.2(3) . . ? C2 N3 C3 121.4(3) . . ? C2 N3 C10 111.4(3) . . ? C3 N3 C10 122.4(3) . . ? C4 N4 C3 122.8(3) . . ? C4 N4 C11 113.0(3) . . ? C3 N4 C11 123.6(3) . . ? C4 N5 C17 122.8(3) 3 . ? C4 N5 C12 112.9(3) 3 3 ? C17 N5 C12 124.3(3) . 3 ? C18 N6 C17 121.5(3) . . ? C18 N6 C7 112.2(3) . . ? C17 N6 C7 123.0(3) . . ? C18 N7 C8 111.9(3) . . ? C18 N7 C13 122.5(3) . . ? C8 N7 C13 124.7(3) . . ? C14 N8 C9 112.5(3) . . ? C14 N8 C13 123.0(3) . . ? C9 N8 C13 123.7(3) . . ? C14 N9 C10 112.6(3) . . ? C14 N9 C15 123.5(3) . . ? C10 N9 C15 123.9(3) . . ? C16 N10 C11 112.2(3) . . ? C16 N10 C15 121.7(3) . . ? C11 N10 C15 124.1(3) . . ? C16 N11 C12 111.7(3) 3 3 ? C16 N11 C5 121.4(3) 3 . ? C12 N11 C5 123.5(3) 3 . ? C6 N12 C5 124.9(3) . . ? C6 N12 C7 111.5(3) . . ? C5 N12 C7 122.9(3) . . ? N1 C1 N2 113.2(3) . . ? N1 C1 H1A 108.9 . . ? N2 C1 H1A 108.9 . . ? N1 C1 H1B 108.9 . . ? N2 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? O2 C2 N2 125.9(3) . . ? O2 C2 N3 124.6(3) . . ? N2 C2 N3 109.5(3) . . ? N4 C3 N3 113.7(3) . . ? N4 C3 H3A 108.8 . . ? N3 C3 H3A 108.8 . . ? N4 C3 H3B 108.8 . . ? N3 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? O3 C4 N4 126.1(3) . . ? O3 C4 N5 126.0(3) . 3 ? N4 C4 N5 107.9(3) . 3 ? N12 C5 N11 113.7(3) . . ? N12 C5 H5A 108.8 . . ? N11 C5 H5A 108.8 . . ? N12 C5 H5B 108.8 . . ? N11 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? O1 C6 N1 125.5(3) . . ? O1 C6 N12 124.9(3) . . ? N1 C6 N12 109.7(3) . . ? N6 C7 N12 113.5(3) . . ? N6 C7 C8 103.3(3) . . ? N12 C7 C8 103.5(3) . . ? N6 C7 H7 112 . . ? N12 C7 H7 112 . . ? C8 C7 H7 112 . . ? N7 C8 N1 114.2(3) . . ? N7 C8 C7 103.7(3) . . ? N1 C8 C7 102.6(3) . . ? N7 C8 H8 111.9 . . ? N1 C8 H8 111.9 . . ? C7 C8 H8 111.9 . . ? N2 C9 N8 115.0(3) . . ? N2 C9 C10 103.2(3) . . ? N8 C9 C10 103.0(3) . . ? N2 C9 H9 111.6 . . ? N8 C9 H9 111.6 . . ? C10 C9 H9 111.6 . . ? N9 C10 N3 114.6(3) . . ? N9 C10 C9 103.5(3) . . ? N3 C10 C9 103.0(3) . . ? N9 C10 H10 111.7 . . ? N3 C10 H10 111.7 . . ? C9 C10 H10 111.7 . . ? N10 C11 N4 115.0(3) . . ? N10 C11 C12 103.6(3) . . ? N4 C11 C12 103.0(3) . . ? N10 C11 H11 111.5 . . ? N4 C11 H11 111.5 . . ? C12 C11 H11 111.5 . . ? N11 C12 N5 115.4(3) 3 3 ? N11 C12 C11 102.8(3) 3 . ? N5 C12 C11 103.0(3) 3 . ? N11 C12 H12 111.6 3 . ? N5 C12 H12 111.6 3 . ? C11 C12 H12 111.6 . . ? N8 C13 N7 113.4(3) . . ? N8 C13 H13A 108.9 . . ? N7 C13 H13A 108.9 . . ? N8 C13 H13B 108.9 . . ? N7 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? O5 C14 N9 125.8(4) . . ? O5 C14 N8 126.4(4) . . ? N9 C14 N8 107.9(3) . . ? N9 C15 N10 114.1(3) . . ? N9 C15 H15A 108.7 . . ? N10 C15 H15A 108.7 . . ? N9 C15 H15B 108.7 . . ? N10 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? O6 C16 N10 124.9(4) . . ? O6 C16 N11 126.0(3) . 3 ? N10 C16 N11 109.1(3) . 3 ? N6 C17 N5 113.7(3) . . ? N6 C17 H17A 108.8 . . ? N5 C17 H17A 108.8 . . ? N6 C17 H17B 108.8 . . ? N5 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? O4 C18 N6 125.9(4) . . ? O4 C18 N7 125.5(4) . . ? N6 C18 N7 108.6(3) . . ? H13C O13 H13D 102(4) . . ? H14A O14 H14B 105(4) . . ? 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 O7 Tb1 O1 C6 85.0(6) . . . . ? O8 Tb1 O1 C6 155.8(6) . . . . ? O11 Tb1 O1 C6 -12.0(7) . . . . ? O2 Tb1 O1 C6 15.2(6) . . . . ? O9 Tb1 O1 C6 -129.8(6) . . . . ? O10 Tb1 O1 C6 -58.1(6) . . . . ? O12 Tb1 O1 C6 172.7(6) . . . . ? O7 Tb1 O2 C2 -129.1(6) . . . . ? O1 Tb1 O2 C2 -23.4(6) . . . . ? O8 Tb1 O2 C2 -77.7(6) . . . . ? O11 Tb1 O2 C2 142.4(6) . . . . ? O9 Tb1 O2 C2 40.3(7) . . . . ? O10 Tb1 O2 C2 68.2(6) . . . . ? O12 Tb1 O2 C2 176.1(6) . . . . ? C6 N1 C1 N2 -94.0(4) . . . . ? C8 N1 C1 N2 88.0(4) . . . . ? C2 N2 C1 N1 90.6(4) . . . . ? C9 N2 C1 N1 -92.0(4) . . . . ? Tb1 O2 C2 N2 -13.0(8) . . . . ? Tb1 O2 C2 N3 168.1(4) . . . . ? C9 N2 C2 O2 -179.3(3) . . . . ? C1 N2 C2 O2 -1.6(5) . . . . ? C9 N2 C2 N3 -0.3(4) . . . . ? C1 N2 C2 N3 177.4(3) . . . . ? C3 N3 C2 O2 18.5(5) . . . . ? C10 N3 C2 O2 174.5(3) . . . . ? C3 N3 C2 N2 -160.5(3) . . . . ? C10 N3 C2 N2 -4.6(4) . . . . ? C4 N4 C3 N3 109.9(4) . . . . ? C11 N4 C3 N3 -80.0(4) . . . . ? C2 N3 C3 N4 -113.9(4) . . . . ? C10 N3 C3 N4 92.8(4) . . . . ? C3 N4 C4 O3 -2.6(5) . . . . ? C11 N4 C4 O3 -173.6(3) . . . . ? C3 N4 C4 N5 174.1(3) . . . 3 ? C11 N4 C4 N5 3.0(4) . . . 3 ? C6 N12 C5 N11 108.4(4) . . . . ? C7 N12 C5 N11 -81.8(4) . . . . ? C16 N11 C5 N12 -112.8(4) 3 . . . ? C12 N11 C5 N12 89.8(4) 3 . . . ? Tb1 O1 C6 N1 22.4(8) . . . . ? Tb1 O1 C6 N12 -157.9(4) . . . . ? C1 N1 C6 O1 2.5(5) . . . . ? C8 N1 C6 O1 -179.3(3) . . . . ? C1 N1 C6 N12 -177.3(3) . . . . ? C8 N1 C6 N12 0.9(4) . . . . ? C5 N12 C6 O1 -8.5(5) . . . . ? C7 N12 C6 O1 -179.4(3) . . . . ? C5 N12 C6 N1 171.3(3) . . . . ? C7 N12 C6 N1 0.4(4) . . . . ? C18 N6 C7 N12 113.8(3) . . . . ? C17 N6 C7 N12 -86.5(4) . . . . ? C18 N6 C7 C8 2.4(4) . . . . ? C17 N6 C7 C8 162.1(3) . . . . ? C6 N12 C7 N6 -112.7(3) . . . . ? C5 N12 C7 N6 76.3(4) . . . . ? C6 N12 C7 C8 -1.4(4) . . . . ? C5 N12 C7 C8 -172.5(3) . . . . ? C18 N7 C8 N1 -115.3(3) . . . . ? C13 N7 C8 N1 75.9(4) . . . . ? C18 N7 C8 C7 -4.5(4) . . . . ? C13 N7 C8 C7 -173.3(3) . . . . ? C6 N1 C8 N7 109.8(3) . . . . ? C1 N1 C8 N7 -72.1(4) . . . . ? C6 N1 C8 C7 -1.7(4) . . . . ? C1 N1 C8 C7 176.5(3) . . . . ? N6 C7 C8 N7 1.2(3) . . . . ? N12 C7 C8 N7 -117.3(3) . . . . ? N6 C7 C8 N1 120.3(3) . . . . ? N12 C7 C8 N1 1.8(3) . . . . ? C2 N2 C9 N8 -106.9(3) . . . . ? C1 N2 C9 N8 75.5(4) . . . . ? C2 N2 C9 C10 4.6(4) . . . . ? C1 N2 C9 C10 -173.1(3) . . . . ? C14 N8 C9 N2 119.4(3) . . . . ? C13 N8 C9 N2 -71.2(4) . . . . ? C14 N8 C9 C10 7.9(4) . . . . ? C13 N8 C9 C10 177.3(3) . . . . ? C14 N9 C10 N3 -108.3(3) . . . . ? C15 N9 C10 N3 73.1(4) . . . . ? C14 N9 C10 C9 3.1(4) . . . . ? C15 N9 C10 C9 -175.4(3) . . . . ? C2 N3 C10 N9 118.8(3) . . . . ? C3 N3 C10 N9 -85.5(4) . . . . ? C2 N3 C10 C9 7.1(4) . . . . ? C3 N3 C10 C9 162.8(3) . . . . ? N2 C9 C10 N9 -126.3(3) . . . . ? N8 C9 C10 N9 -6.3(3) . . . . ? N2 C9 C10 N3 -6.7(3) . . . . ? N8 C9 C10 N3 113.4(3) . . . . ? C16 N10 C11 N4 112.1(3) . . . . ? C15 N10 C11 N4 -83.8(4) . . . . ? C16 N10 C11 C12 0.5(4) . . . . ? C15 N10 C11 C12 164.5(3) . . . . ? C4 N4 C11 N10 -116.5(3) . . . . ? C3 N4 C11 N10 72.5(4) . . . . ? C4 N4 C11 C12 -4.5(4) . . . . ? C3 N4 C11 C12 -175.5(3) . . . . ? N10 C11 C12 N11 4.1(3) . . . 3 ? N4 C11 C12 N11 -116.1(3) . . . 3 ? N10 C11 C12 N5 124.3(3) . . . 3 ? N4 C11 C12 N5 4.2(3) . . . 3 ? C14 N8 C13 N7 -105.3(4) . . . . ? C9 N8 C13 N7 86.4(4) . . . . ? C18 N7 C13 N8 100.5(4) . . . . ? C8 N7 C13 N8 -91.8(4) . . . . ? C10 N9 C14 O5 -176.9(3) . . . . ? C15 N9 C14 O5 1.7(6) . . . . ? C10 N9 C14 N8 1.6(4) . . . . ? C15 N9 C14 N8 -179.8(3) . . . . ? C9 N8 C14 O5 172.2(3) . . . . ? C13 N8 C14 O5 2.7(6) . . . . ? C9 N8 C14 N9 -6.3(4) . . . . ? C13 N8 C14 N9 -175.7(3) . . . . ? C14 N9 C15 N10 103.4(4) . . . . ? C10 N9 C15 N10 -78.2(4) . . . . ? C16 N10 C15 N9 -107.1(4) . . . . ? C11 N10 C15 N9 90.3(4) . . . . ? C11 N10 C16 O6 173.5(4) . . . . ? C15 N10 C16 O6 9.0(6) . . . . ? C11 N10 C16 N11 -5.2(4) . . . 3 ? C15 N10 C16 N11 -169.7(3) . . . 3 ? C18 N6 C17 N5 -110.1(4) . . . . ? C7 N6 C17 N5 92.1(4) . . . . ? C4 N5 C17 N6 101.5(4) 3 . . . ? C12 N5 C17 N6 -79.3(4) 3 . . . ? C17 N6 C18 O4 14.3(6) . . . . ? C7 N6 C18 O4 174.3(4) . . . . ? C17 N6 C18 N7 -165.3(3) . . . . ? C7 N6 C18 N7 -5.3(4) . . . . ? C8 N7 C18 O4 -173.4(4) . . . . ? C13 N7 C18 O4 -4.3(6) . . . . ? C8 N7 C18 N6 6.2(4) . . . . ? C13 N7 C18 N6 175.3(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7B O14 0.812(19) 1.87(2) 2.682(4) 173(5) . O8 H8A Cl3 0.826(19) 2.40(2) 3.213(3) 171(5) . O8 H8B O6 0.817(19) 1.83(2) 2.640(4) 170(6) 3 O9 H9B O4 0.82(2) 2.09(2) 2.910(5) 177(7) 2 O10 H10B Cl2 0.808(19) 2.32(2) 3.128(3) 174(5) 2_645 O11 H11A Cl2 0.82(2) 2.24(2) 3.031(3) 163(5) 2_645 O11 H11B Cl1 0.82(2) 2.22(3) 2.998(3) 159(7) . O12 H12A Cl1 0.81(2) 2.42(3) 3.206(4) 163(6) . O12 H12B Cl3 0.81(2) 2.40(4) 3.162(4) 156(7) . O13 H13C Cl2 0.85(2) 2.28(2) 3.132(5) 174(6) . O13 H13D Cl3 0.85(2) 2.38(3) 3.218(5) 168(6) . O14 H14A Cl3 0.820(19) 2.36(2) 3.164(3) 167(6) . O14 H14B O5 0.810(19) 2.00(2) 2.803(4) 170(6) 3 _database_code_depnum_ccdc_archive 'CCDC 912046' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tm_cbk _publcif_datablock.id {8cbf4215-3687-4804-a9b6-c247845f652d} _audit_creation_date 2013-09-06T11:59:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C36 H60 N24 O24 Tm2 6+, 6(Cl -), 4(H2 O), O' _chemical_formula_sum 'C36 H68 Cl6 N24 O29 Tm2' _chemical_formula_weight 1851.7 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.1396(3) _cell_length_b 19.5834(4) _cell_length_c 14.6748(4) _cell_angle_alpha 90 _cell_angle_beta 112.690(3) _cell_angle_gamma 90 _cell_volume 3218.70(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14271 _cell_measurement_theta_min 2.5619 _cell_measurement_theta_max 30.3655 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4144 _exptl_crystal_size_mid 0.2517 _exptl_crystal_size_min 0.1802 _exptl_crystal_density_diffrn 1.911 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 19 14 0.1056 0 -1 1 0.0961 0 1 -1 0.1556 -1 0 0 0.1556 1 0 0 0.117 3 27 -1 0.1344 0 -2 -1 0.0531 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.091 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.483 _exptl_absorpt_correction_T_max 0.65 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.1883 _diffrn_orient_matrix_ub_11 -0.0039269 _diffrn_orient_matrix_ub_12 0.0331287 _diffrn_orient_matrix_ub_13 -0.0205207 _diffrn_orient_matrix_ub_21 -0.0255419 _diffrn_orient_matrix_ub_22 -0.0140859 _diffrn_orient_matrix_ub_23 -0.0482014 _diffrn_orient_matrix_ub_31 -0.0578262 _diffrn_orient_matrix_ub_32 0.0039818 _diffrn_orient_matrix_ub_33 0.0005336 _diffrn_measurement_device_type 'Xcalibur, Sapphire2, large Be window' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_unetI/netI 0.0275 _diffrn_reflns_number 21167 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5697 _reflns_number_gt 4943 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_molecular_graphics 'DIAMOND (Putz & Brandenburg, 2002)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _iucr_refine_instructions_details ; TITL Tm_CBK in P2(1)/c CELL 0.71073 12.1396 19.5834 14.6748 90.000 112.690 90.000 ZERR 2.00 0.0003 0.0004 0.0004 0.000 0.003 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CL TM UNIT 72 136 48 58 12 4 MERG 2 OMIT -2.00 50.10 OMIT 1 2 0 DFIX 0.82 O7 H7a O7 H7b O8 H8A O8 H8b O9 H9a O9 H9b DFIX 0.82 O10 H10a O10 H10b O11 H11A O11 H11b O12 H12a O12 H12b DFIX 0.82 O13 H13C O13 H13d O14 H14A O14 H14B DANG 1.297 H7A H7B H8A H8B H9A H9B H10A H10B H13C H13D H14A H14B DANG 2.90 Tm1 H9A Tm1 H7A Tm1 H10A EQIV $1 -X, -Y, -Z EQIV $2 -x, 1/2 +Y, 1/2 - Z EQIV $3 1-x, -1/2 +y, 1/2 - Z HTAB O7 O14 HTAB O8 CL3 HTAB O8 O6_$1 HTAB O9 O4_$2 HTAB O10 CL2_$3 HTAB O11 CL2_$3 HTAB O11 CL1 HTAB O12 CL1 HTAB O12 CL3 HTAB O13 CL2 HTAB O13 CL3 HTAB O14 CL3 HTAB O14 O5_$1 FMAP 2 PLAN 10 ACTA BOND $H CONF WGHT 0.04610 8.00770 L.S. 4 FVAR 1.84446 H7A 2 0.262649 0.130359 0.042354 11.00000 10.09000 H7B 2 0.196619 0.184673 0.036103 11.00000 0.04512 H8A 2 0.124749 0.279669 0.133876 11.00000 10.09000 H8B 2 0.061038 0.226154 0.134660 11.00000 0.04954 H9A 2 0.323036 0.260018 0.410588 11.00000 0.13670 H9B 2 0.246935 0.293704 0.335398 11.00000 0.10952 H10A 2 0.457613 0.172342 0.443647 11.00000 0.05644 H10B 2 0.504930 0.135512 0.393839 11.00000 0.05677 H11A 2 0.547756 0.155355 0.258926 11.00000 0.13661 H11B 2 0.515968 0.202690 0.199616 11.00000 0.11707 H12A 2 0.388864 0.288245 0.143267 11.00000 10.09000 H12B 2 0.291695 0.313532 0.152375 11.00000 0.06008 H13C 2 0.367929 0.488020 0.117466 11.00000 10.09000 H13D 2 0.329146 0.426018 0.103557 11.00000 10.09000 H14A 2 0.109996 0.279748 -0.033662 11.00000 10.09000 H14B 2 0.045839 0.236169 -0.096689 11.00000 10.09000 MOLE 1 TM1 6 0.300012 0.181464 0.236356 11.00000 0.02814 0.02314 = 0.03218 -0.00019 0.01164 -0.00172 O1 4 0.156117 0.129793 0.279554 11.00000 0.03676 0.03054 = 0.04443 0.00082 0.02072 -0.00517 O2 4 0.342041 0.065727 0.226988 11.00000 0.04445 0.02203 = 0.03468 0.00352 0.01567 -0.00085 O3 4 0.351746 0.071519 -0.015642 11.00000 0.04804 0.02718 = 0.04457 -0.00206 0.02109 -0.00488 O4 4 -0.103182 -0.137714 0.205706 11.00000 0.04307 0.03428 = 0.06757 -0.01500 0.01932 -0.01112 O5 4 0.125466 -0.215815 0.167566 11.00000 0.03902 0.03942 = 0.05682 -0.00546 0.01631 -0.01136 O6 4 0.098062 -0.203293 -0.076538 11.00000 0.03968 0.04465 = 0.04851 0.00739 0.00896 -0.01441 O7 4 0.235876 0.154644 0.073713 11.00000 0.06401 0.03812 = 0.03667 -0.00117 0.01032 0.01608 O8 4 0.125877 0.243472 0.161770 11.00000 0.03133 0.02925 = 0.06646 0.00787 0.01511 -0.00223 O9 4 0.294397 0.262437 0.351472 11.00000 0.05968 0.05425 = 0.05364 -0.02085 0.01666 0.01311 O10 4 0.443100 0.151306 0.393198 11.00000 0.04398 0.04964 = 0.03306 -0.00917 0.00996 -0.00167 O11 4 0.486537 0.176383 0.227661 11.00000 0.04119 0.07340 = 0.06452 0.04305 0.03280 0.01200 O12 4 0.346695 0.286135 0.175145 11.00000 0.04338 0.03574 = 0.07430 0.01419 0.02516 -0.00012 N1 3 0.161709 0.026451 0.355423 11.00000 0.02982 0.02508 = 0.03283 -0.00061 0.01410 -0.00432 N2 3 0.320376 -0.024506 0.319014 11.00000 0.03278 0.02835 = 0.03126 0.00512 0.01313 0.00219 N3 3 0.376064 -0.045414 0.195391 11.00000 0.02675 0.02269 = 0.03680 0.00279 0.01310 0.00177 N4 3 0.376692 -0.041623 0.031757 11.00000 0.03547 0.02644 = 0.03683 -0.00254 0.01512 -0.00107 N5 3 -0.290314 0.017011 0.127035 11.00000 0.03439 0.02701 = 0.03687 -0.00004 0.01447 -0.00398 N6 3 -0.115501 -0.028222 0.256722 11.00000 0.03085 0.03020 = 0.03645 -0.00194 0.01450 -0.00583 N7 3 0.059021 -0.082354 0.319549 11.00000 0.03139 0.02587 = 0.04700 0.00022 0.01738 -0.00261 N8 3 0.219046 -0.134448 0.285743 11.00000 0.02844 0.03070 = 0.04046 0.00112 0.01371 -0.00336 N9 3 0.297211 -0.161753 0.177648 11.00000 0.03149 0.02641 = 0.04148 -0.00128 0.01364 -0.00311 N10 3 0.278783 -0.152107 0.007348 11.00000 0.03159 0.02581 = 0.03995 0.00276 0.01317 -0.00285 N11 3 -0.178184 0.124229 0.149997 11.00000 0.03004 0.02943 = 0.03620 -0.00237 0.01052 -0.00437 N12 3 -0.010432 0.080146 0.289177 11.00000 0.03224 0.02836 = 0.03301 0.00020 0.01554 -0.00273 C1 1 0.287414 0.014673 0.388496 11.00000 0.03166 0.03573 = 0.02598 -0.00178 0.00799 -0.00671 AFIX 23 H1A 2 0.314240 -0.009455 0.451030 11.00000 -1.20000 H1B 2 0.328295 0.058320 0.399778 11.00000 -1.20000 AFIX 0 C2 1 0.345376 0.004282 0.246004 11.00000 0.02005 0.02561 = 0.02635 0.00005 0.00306 0.00186 C3 1 0.442371 -0.030295 0.134900 11.00000 0.02691 0.02774 = 0.04065 0.00163 0.01432 -0.00340 AFIX 23 H3A 2 0.467488 0.017086 0.144831 11.00000 -1.20000 H3B 2 0.513725 -0.058356 0.156580 11.00000 -1.20000 AFIX 0 C4 1 0.338681 0.010839 -0.035129 11.00000 0.02469 0.02719 = 0.04444 0.00346 0.02026 -0.00037 C5 1 -0.093836 0.135551 0.250482 11.00000 0.03645 0.03093 = 0.03584 -0.00895 0.01543 -0.00376 AFIX 23 H5A 2 -0.049609 0.177148 0.252418 11.00000 -1.20000 H5B 2 -0.137758 0.142127 0.292756 11.00000 -1.20000 AFIX 0 C6 1 0.106786 0.082257 0.305822 11.00000 0.03501 0.03248 = 0.02414 -0.00613 0.01295 -0.00611 C7 1 -0.040159 0.018703 0.330951 11.00000 0.03352 0.03164 = 0.02971 0.00002 0.01581 -0.00551 AFIX 13 H7 2 -0.072554 0.029234 0.381036 11.00000 -1.20000 AFIX 0 C8 1 0.080104 -0.019731 0.374853 11.00000 0.03462 0.03112 = 0.02692 0.00084 0.01530 -0.00362 AFIX 13 H8 2 0.103965 -0.028203 0.445714 11.00000 -1.20000 AFIX 0 C9 1 0.330989 -0.097753 0.320841 11.00000 0.02739 0.02738 = 0.03522 0.00468 0.00851 0.00245 AFIX 13 H9 2 0.385367 -0.114324 0.385609 11.00000 -1.20000 AFIX 0 C10 1 0.379932 -0.112037 0.240114 11.00000 0.01962 0.02788 = 0.03822 0.00185 0.00675 0.00059 AFIX 13 H10 2 0.461478 -0.130106 0.268343 11.00000 -1.20000 AFIX 0 C11 1 0.359603 -0.107792 -0.014609 11.00000 0.02687 0.02195 = 0.04392 -0.00215 0.01437 0.00080 AFIX 13 H11 2 0.436089 -0.130411 -0.002070 11.00000 -1.20000 AFIX 0 C12 1 0.292816 -0.091081 -0.126093 11.00000 0.02445 0.03328 = 0.03828 -0.00417 0.01825 0.00133 AFIX 13 H12 2 0.335192 -0.109150 -0.165789 11.00000 -1.20000 AFIX 0 C13 1 0.142036 -0.138609 0.339411 11.00000 0.03933 0.02750 = 0.04440 0.00817 0.01843 0.00140 AFIX 23 H13A 2 0.190737 -0.139760 0.409589 11.00000 -1.20000 H13B 2 0.097411 -0.181008 0.322395 11.00000 -1.20000 AFIX 0 C14 1 0.204828 -0.174732 0.205757 11.00000 0.02821 0.02259 = 0.03973 0.00502 0.00874 0.00135 C15 1 0.312001 -0.193651 0.095434 11.00000 0.03283 0.02709 = 0.04429 0.00108 0.01119 -0.00099 AFIX 23 H15A 2 0.264608 -0.235101 0.079220 11.00000 -1.20000 H15B 2 0.395038 -0.206812 0.115281 11.00000 -1.20000 AFIX 0 C16 1 0.177276 -0.163411 -0.073595 11.00000 0.02903 0.02796 = 0.04252 -0.00250 0.01338 0.00073 C17 1 -0.243201 -0.023888 0.215751 11.00000 0.03142 0.03778 = 0.03686 0.00447 0.01880 -0.00809 AFIX 23 H17A 2 -0.269417 -0.004536 0.264848 11.00000 -1.20000 H17B 2 -0.275985 -0.069614 0.200870 11.00000 -1.20000 AFIX 0 C18 1 -0.058046 -0.087999 0.255015 11.00000 0.03622 0.02961 = 0.03839 -0.00184 0.01871 -0.00908 MOLE 2 O13 4 0.395494 0.447282 0.121287 11.00000 0.07977 0.12353 = 0.10114 0.03031 0.02135 0.03042 MOLE 3 O14 4 0.116443 0.246437 -0.066059 11.00000 0.05204 0.04217 = 0.05092 -0.00330 0.01724 -0.00198 MOLE 4 CL1 5 0.529168 0.255201 0.069593 11.00000 0.07463 0.03324 = 0.04647 0.00707 0.03201 0.00181 MOLE 5 CL2 5 0.317374 0.598707 0.112769 11.00000 0.06514 0.08513 = 0.04924 -0.01600 0.02180 -0.03818 MOLE 6 CL3 5 0.133234 0.383538 0.051094 11.00000 0.07962 0.04068 = 0.04907 0.00354 0.02750 0.01058 MOLE 7 PART -1 O20 4 0.023464 -0.016331 0.050963 10.50000 0.26214 HKLF 4 END ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+8.0478P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5697 _refine_ls_number_parameters 494 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0933 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.039 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 2.203 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.117 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tm Tm -0.3139 5.2483 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H7A H 0.263(6) 0.130(3) 0.042(3) 0.09 Uiso 1 1 d D . . H7B H 0.197(5) 0.185(2) 0.036(3) 0.045(18) Uiso 1 1 d D . . H8A H 0.125(6) 0.280(2) 0.134(5) 0.09 Uiso 1 1 d D . . H8B H 0.061(3) 0.226(3) 0.135(4) 0.050(18) Uiso 1 1 d D . . H9A H 0.323(8) 0.260(4) 0.4106(14) 0.14(4) Uiso 1 1 d D . . H9B H 0.247(7) 0.294(3) 0.335(5) 0.11(4) Uiso 1 1 d D . . H10A H 0.458(5) 0.172(3) 0.444(2) 0.06(2) Uiso 1 1 d D . . H10B H 0.505(3) 0.136(3) 0.394(4) 0.06(2) Uiso 1 1 d D . . H11A H 0.548(6) 0.155(5) 0.259(7) 0.14(4) Uiso 1 1 d D . . H11B H 0.516(8) 0.203(4) 0.200(7) 0.12(3) Uiso 1 1 d D . . H12A H 0.389(6) 0.288(4) 0.143(5) 0.09 Uiso 1 1 d D . . H12B H 0.292(4) 0.314(3) 0.152(5) 0.06(2) Uiso 1 1 d D . . H13C H 0.368(7) 0.4880(16) 0.117(7) 0.09 Uiso 1 1 d D . . H13D H 0.329(4) 0.426(3) 0.104(6) 0.09 Uiso 1 1 d D . . H14A H 0.110(6) 0.280(3) -0.034(5) 0.09 Uiso 1 1 d D . . H14B H 0.046(3) 0.236(4) -0.097(5) 0.09 Uiso 1 1 d D . . Tm1 Tm 0.300012(17) 0.181464(10) 0.236356(15) 0.02782(9) Uani 1 1 d D . . O1 O 0.1561(3) 0.12979(17) 0.2796(3) 0.0357(8) Uani 1 1 d . . . O2 O 0.3420(3) 0.06573(16) 0.2270(2) 0.0336(8) Uani 1 1 d . . . O3 O 0.3517(3) 0.07152(18) -0.0156(3) 0.0390(8) Uani 1 1 d . . . O4 O -0.1032(3) -0.1377(2) 0.2057(3) 0.0489(10) Uani 1 1 d . . . O5 O 0.1255(3) -0.2158(2) 0.1676(3) 0.0457(9) Uani 1 1 d . . . O6 O 0.0981(3) -0.2033(2) -0.0765(3) 0.0467(10) Uani 1 1 d . . . O7 O 0.2359(4) 0.1546(2) 0.0737(3) 0.0490(10) Uani 1 1 d D . . O8 O 0.1259(3) 0.24347(19) 0.1618(3) 0.0435(9) Uani 1 1 d D . . O9 O 0.2944(4) 0.2624(3) 0.3515(4) 0.0574(11) Uani 1 1 d D . . O10 O 0.4431(3) 0.1513(2) 0.3932(3) 0.0437(9) Uani 1 1 d D . . O11 O 0.4865(4) 0.1764(3) 0.2277(4) 0.0560(12) Uani 1 1 d D . . O12 O 0.3467(4) 0.2861(2) 0.1751(4) 0.0504(10) Uani 1 1 d D . . N1 N 0.1617(3) 0.0265(2) 0.3554(3) 0.0286(8) Uani 1 1 d . . . N2 N 0.3204(3) -0.0245(2) 0.3190(3) 0.0306(9) Uani 1 1 d . . . N3 N 0.3761(3) -0.0454(2) 0.1954(3) 0.0285(8) Uani 1 1 d . . . N4 N 0.3767(4) -0.0416(2) 0.0318(3) 0.0326(9) Uani 1 1 d . . . N5 N -0.2903(4) 0.0170(2) 0.1270(3) 0.0325(9) Uani 1 1 d . . . N6 N -0.1155(3) -0.0282(2) 0.2567(3) 0.0320(9) Uani 1 1 d . . . N7 N 0.0590(3) -0.0824(2) 0.3195(3) 0.0341(9) Uani 1 1 d . . . N8 N 0.2190(3) -0.1344(2) 0.2857(3) 0.0331(9) Uani 1 1 d . . . N9 N 0.2972(4) -0.1618(2) 0.1776(3) 0.0333(9) Uani 1 1 d . . . N10 N 0.2788(3) -0.1521(2) 0.0073(3) 0.0326(9) Uani 1 1 d . . . N11 N -0.1782(3) 0.1242(2) 0.1500(3) 0.0326(9) Uani 1 1 d . . . N12 N -0.0104(3) 0.0801(2) 0.2892(3) 0.0303(9) Uani 1 1 d . . . C1 C 0.2874(4) 0.0147(3) 0.3885(3) 0.0321(11) Uani 1 1 d . . . H1A H 0.3142 -0.0095 0.451 0.038 Uiso 1 1 calc R . . H1B H 0.3283 0.0583 0.3998 0.038 Uiso 1 1 calc R . . C2 C 0.3454(4) 0.0043(2) 0.2460(3) 0.0258(10) Uani 1 1 d . . . C3 C 0.4424(4) -0.0303(3) 0.1349(4) 0.0314(11) Uani 1 1 d . . . H3A H 0.4675 0.0171 0.1448 0.038 Uiso 1 1 calc R . . H3B H 0.5137 -0.0584 0.1566 0.038 Uiso 1 1 calc R . . C4 C 0.3387(4) 0.0108(2) -0.0351(4) 0.0300(10) Uani 1 1 d . . . C5 C -0.0938(4) 0.1356(3) 0.2505(4) 0.0340(11) Uani 1 1 d . . . H5A H -0.0496 0.1771 0.2524 0.041 Uiso 1 1 calc R . . H5B H -0.1378 0.1421 0.2928 0.041 Uiso 1 1 calc R . . C6 C 0.1068(4) 0.0823(3) 0.3058(3) 0.0301(10) Uani 1 1 d . . . C7 C -0.0402(4) 0.0187(2) 0.3310(3) 0.0305(10) Uani 1 1 d . . . H7 H -0.0726 0.0292 0.381 0.037 Uiso 1 1 calc R . . C8 C 0.0801(4) -0.0197(2) 0.3749(3) 0.0298(10) Uani 1 1 d . . . H8 H 0.104 -0.0282 0.4457 0.036 Uiso 1 1 calc R . . C9 C 0.3310(4) -0.0978(2) 0.3208(4) 0.0311(10) Uani 1 1 d . . . H9 H 0.3854 -0.1143 0.3856 0.037 Uiso 1 1 calc R . . C10 C 0.3799(4) -0.1120(2) 0.2401(4) 0.0299(10) Uani 1 1 d . . . H10 H 0.4615 -0.1301 0.2683 0.036 Uiso 1 1 calc R . . C11 C 0.3596(4) -0.1078(2) -0.0146(4) 0.0307(10) Uani 1 1 d . . . H11 H 0.4361 -0.1304 -0.0021 0.037 Uiso 1 1 calc R . . C12 C 0.2928(4) -0.0911(3) -0.1261(4) 0.0301(10) Uani 1 1 d . . . H12 H 0.3352 -0.1092 -0.1658 0.036 Uiso 1 1 calc R . . C13 C 0.1420(5) -0.1386(3) 0.3394(4) 0.0364(12) Uani 1 1 d . . . H13A H 0.1907 -0.1398 0.4096 0.044 Uiso 1 1 calc R . . H13B H 0.0974 -0.181 0.3224 0.044 Uiso 1 1 calc R . . C14 C 0.2048(4) -0.1747(2) 0.2058(4) 0.0315(11) Uani 1 1 d . . . C15 C 0.3120(5) -0.1937(3) 0.0954(4) 0.0359(12) Uani 1 1 d . . . H15A H 0.2646 -0.2351 0.0792 0.043 Uiso 1 1 calc R . . H15B H 0.395 -0.2068 0.1153 0.043 Uiso 1 1 calc R . . C16 C 0.1773(4) -0.1634(3) -0.0736(4) 0.0333(11) Uani 1 1 d . . . C17 C -0.2432(4) -0.0239(3) 0.2158(4) 0.0337(11) Uani 1 1 d . . . H17A H -0.2694 -0.0045 0.2648 0.04 Uiso 1 1 calc R . . H17B H -0.276 -0.0696 0.2009 0.04 Uiso 1 1 calc R . . C18 C -0.0580(4) -0.0880(3) 0.2550(4) 0.0334(11) Uani 1 1 d . . . O13 O 0.3955(6) 0.4473(4) 0.1213(6) 0.106(2) Uani 1 1 d D . . O14 O 0.1164(4) 0.2464(2) -0.0661(3) 0.0492(10) Uani 1 1 d D . . Cl1 Cl 0.52917(14) 0.25520(7) 0.06959(11) 0.0488(3) Uani 1 1 d . . . Cl2 Cl 0.31737(15) 0.59871(10) 0.11277(12) 0.0666(5) Uani 1 1 d . . . Cl3 Cl 0.13323(15) 0.38354(8) 0.05109(11) 0.0556(4) Uani 1 1 d . . . O20 O 0.023(3) -0.0163(18) 0.051(2) 0.262(14) Uiso 0.5 1 d P A -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 Tm1 0.02814(14) 0.02314(14) 0.03218(14) -0.00019(8) 0.01164(10) -0.00172(8) O1 0.0368(18) 0.0305(19) 0.044(2) 0.0008(16) 0.0207(16) -0.0052(15) O2 0.0445(19) 0.0220(18) 0.0347(19) 0.0035(14) 0.0157(16) -0.0008(15) O3 0.048(2) 0.027(2) 0.045(2) -0.0021(16) 0.0211(17) -0.0049(15) O4 0.043(2) 0.034(2) 0.068(3) -0.015(2) 0.0193(19) -0.0111(17) O5 0.039(2) 0.039(2) 0.057(2) -0.0055(19) 0.0163(18) -0.0114(17) O6 0.040(2) 0.045(2) 0.049(2) 0.0074(19) 0.0090(17) -0.0144(18) O7 0.064(3) 0.038(2) 0.037(2) -0.0012(19) 0.0103(19) 0.016(2) O8 0.031(2) 0.029(2) 0.066(3) 0.0079(19) 0.0151(18) -0.0022(16) O9 0.060(3) 0.054(3) 0.054(3) -0.021(2) 0.017(2) 0.013(2) O10 0.044(2) 0.050(3) 0.033(2) -0.0092(19) 0.0100(17) -0.0017(19) O11 0.041(2) 0.073(3) 0.065(3) 0.043(2) 0.033(2) 0.012(2) O12 0.043(2) 0.036(2) 0.074(3) 0.014(2) 0.025(2) -0.0001(19) N1 0.030(2) 0.025(2) 0.033(2) -0.0006(17) 0.0141(17) -0.0043(16) N2 0.033(2) 0.028(2) 0.031(2) 0.0051(17) 0.0131(17) 0.0022(17) N3 0.0268(19) 0.023(2) 0.037(2) 0.0028(17) 0.0131(17) 0.0018(15) N4 0.035(2) 0.026(2) 0.037(2) -0.0025(18) 0.0151(18) -0.0011(17) N5 0.034(2) 0.027(2) 0.037(2) 0.0000(18) 0.0145(18) -0.0040(17) N6 0.031(2) 0.030(2) 0.036(2) -0.0019(18) 0.0145(18) -0.0058(17) N7 0.031(2) 0.026(2) 0.047(3) 0.0002(19) 0.0174(19) -0.0026(17) N8 0.028(2) 0.031(2) 0.040(2) 0.0011(19) 0.0137(18) -0.0034(17) N9 0.031(2) 0.026(2) 0.041(2) -0.0013(19) 0.0136(19) -0.0031(17) N10 0.032(2) 0.026(2) 0.040(2) 0.0028(18) 0.0132(18) -0.0028(17) N11 0.030(2) 0.029(2) 0.036(2) -0.0024(18) 0.0105(18) -0.0044(17) N12 0.032(2) 0.028(2) 0.033(2) 0.0002(17) 0.0155(17) -0.0027(17) C1 0.032(2) 0.036(3) 0.026(2) -0.002(2) 0.008(2) -0.007(2) C2 0.020(2) 0.026(3) 0.026(2) 0.0000(19) 0.0031(18) 0.0019(18) C3 0.027(2) 0.028(3) 0.041(3) 0.002(2) 0.014(2) -0.0034(19) C4 0.025(2) 0.027(3) 0.044(3) 0.003(2) 0.020(2) -0.0004(19) C5 0.036(3) 0.031(3) 0.036(3) -0.009(2) 0.015(2) -0.004(2) C6 0.035(3) 0.032(3) 0.024(2) -0.006(2) 0.013(2) -0.006(2) C7 0.034(2) 0.032(3) 0.030(2) 0.000(2) 0.016(2) -0.006(2) C8 0.035(3) 0.031(3) 0.027(2) 0.001(2) 0.015(2) -0.004(2) C9 0.027(2) 0.027(3) 0.035(3) 0.005(2) 0.009(2) 0.0024(19) C10 0.020(2) 0.028(3) 0.038(3) 0.002(2) 0.0068(19) 0.0006(18) C11 0.027(2) 0.022(2) 0.044(3) -0.002(2) 0.014(2) 0.0008(18) C12 0.024(2) 0.033(3) 0.038(3) -0.004(2) 0.018(2) 0.0013(19) C13 0.039(3) 0.027(3) 0.044(3) 0.008(2) 0.018(2) 0.001(2) C14 0.028(2) 0.023(3) 0.040(3) 0.005(2) 0.009(2) 0.0013(19) C15 0.033(3) 0.027(3) 0.044(3) 0.001(2) 0.011(2) -0.001(2) C16 0.029(2) 0.028(3) 0.043(3) -0.003(2) 0.013(2) 0.001(2) C17 0.031(2) 0.038(3) 0.037(3) 0.004(2) 0.019(2) -0.008(2) C18 0.036(3) 0.030(3) 0.038(3) -0.002(2) 0.019(2) -0.009(2) O13 0.080(4) 0.124(6) 0.101(5) 0.030(5) 0.021(4) 0.030(4) O14 0.052(2) 0.042(3) 0.051(3) -0.0033(19) 0.017(2) -0.0020(19) Cl1 0.0746(10) 0.0332(7) 0.0465(8) 0.0071(6) 0.0320(7) 0.0018(6) Cl2 0.0651(10) 0.0851(13) 0.0492(9) -0.0160(8) 0.0218(8) -0.0382(9) Cl3 0.0796(10) 0.0407(8) 0.0491(8) 0.0035(7) 0.0275(8) 0.0106(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; 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 Tm1 O7 2.268(4) . ? Tm1 O1 2.309(3) . ? Tm1 O8 2.314(4) . ? Tm1 O11 2.319(4) . ? Tm1 O9 2.337(4) . ? Tm1 O2 2.339(3) . ? Tm1 O10 2.362(4) . ? Tm1 O12 2.392(4) . ? O1 C6 1.246(6) . ? O2 C2 1.232(6) . ? O3 C4 1.218(6) . ? O4 C18 1.211(6) . ? O5 C14 1.214(6) . ? O6 C16 1.227(6) . ? O7 H7A 0.812(19) . ? O7 H7B 0.821(19) . ? O8 H8A 0.82(2) . ? O8 H8B 0.807(19) . ? O9 H9A 0.802(19) . ? O9 H9B 0.81(2) . ? O10 H10A 0.805(19) . ? O10 H10B 0.809(19) . ? O11 H11A 0.82(2) . ? O11 H11B 0.82(2) . ? O12 H12A 0.82(2) . ? O12 H12B 0.82(2) . ? N1 C6 1.340(6) . ? N1 C1 1.430(6) . ? N1 C8 1.449(6) . ? N2 C2 1.345(6) . ? N2 C9 1.440(6) . ? N2 C1 1.450(6) . ? N3 C2 1.361(6) . ? N3 C3 1.440(6) . ? N3 C10 1.453(6) . ? N4 C4 1.372(6) . ? N4 C3 1.430(6) . ? N4 C11 1.441(6) . ? N5 C4 1.360(7) 3 ? N5 C17 1.445(6) . ? N5 C12 1.451(6) 3 ? N6 C18 1.368(6) . ? N6 C17 1.433(6) . ? N6 C7 1.449(6) . ? N7 C18 1.375(6) . ? N7 C8 1.438(6) . ? N7 C13 1.445(6) . ? N8 C14 1.369(7) . ? N8 C13 1.438(6) . ? N8 C9 1.445(6) . ? N9 C14 1.360(6) . ? N9 C15 1.430(7) . ? N9 C10 1.444(6) . ? N10 C16 1.360(6) . ? N10 C11 1.436(6) . ? N10 C15 1.447(7) . ? N11 C16 1.362(7) 3 ? N11 C12 1.451(6) 3 ? N11 C5 1.452(6) . ? N12 C6 1.348(6) . ? N12 C5 1.443(6) . ? N12 C7 1.458(6) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 N5 1.360(7) 3 ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C7 C8 1.545(7) . ? C7 H7 0.98 . ? C8 H8 0.98 . ? C9 C10 1.542(7) . ? C9 H9 0.98 . ? C10 H10 0.98 . ? C11 C12 1.555(7) . ? C11 H11 0.98 . ? C12 N11 1.451(6) 3 ? C12 N5 1.451(6) 3 ? C12 H12 0.98 . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 N11 1.362(7) 3 ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? O13 H13C 0.86(2) . ? O13 H13D 0.85(2) . ? O14 H14A 0.83(2) . ? O14 H14B 0.82(2) . ? 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 O7 Tm1 O1 101.45(15) . . ? O7 Tm1 O8 75.15(15) . . ? O1 Tm1 O8 73.15(13) . . ? O7 Tm1 O11 83.01(17) . . ? O1 Tm1 O11 148.71(14) . . ? O8 Tm1 O11 136.86(14) . . ? O7 Tm1 O9 145.47(16) . . ? O1 Tm1 O9 82.11(16) . . ? O8 Tm1 O9 73.13(17) . . ? O11 Tm1 O9 111.73(18) . . ? O7 Tm1 O2 73.01(13) . . ? O1 Tm1 O2 78.27(12) . . ? O8 Tm1 O2 131.36(13) . . ? O11 Tm1 O2 73.46(15) . . ? O9 Tm1 O2 140.16(16) . . ? O7 Tm1 O10 142.40(14) . . ? O1 Tm1 O10 88.44(13) . . ? O8 Tm1 O10 141.84(15) . . ? O11 Tm1 O10 71.11(15) . . ? O9 Tm1 O10 71.39(16) . . ? O2 Tm1 O10 73.73(13) . . ? O7 Tm1 O12 80.69(17) . . ? O1 Tm1 O12 142.42(13) . . ? O8 Tm1 O12 71.23(14) . . ? O11 Tm1 O12 68.79(15) . . ? O9 Tm1 O12 76.54(18) . . ? O2 Tm1 O12 136.03(13) . . ? O10 Tm1 O12 112.86(15) . . ? C6 O1 Tm1 156.5(3) . . ? C2 O2 Tm1 157.2(3) . . ? Tm1 O7 H7A 133(4) . . ? Tm1 O7 H7B 115(4) . . ? H7A O7 H7B 107(4) . . ? Tm1 O8 H8A 122(5) . . ? Tm1 O8 H8B 123(4) . . ? H8A O8 H8B 107(4) . . ? Tm1 O9 H9A 128(4) . . ? Tm1 O9 H9B 121(6) . . ? H9A O9 H9B 109(5) . . ? Tm1 O10 H10A 126(3) . . ? Tm1 O10 H10B 116(4) . . ? H10A O10 H10B 108(4) . . ? Tm1 O11 H11A 133(8) . . ? Tm1 O11 H11B 129(7) . . ? H11A O11 H11B 97(9) . . ? Tm1 O12 H12A 123(6) . . ? Tm1 O12 H12B 116(5) . . ? H12A O12 H12B 109(8) . . ? C6 N1 C1 123.9(4) . . ? C6 N1 C8 112.4(4) . . ? C1 N1 C8 123.6(4) . . ? C2 N2 C9 112.7(4) . . ? C2 N2 C1 123.1(4) . . ? C9 N2 C1 124.1(4) . . ? C2 N3 C3 121.7(4) . . ? C2 N3 C10 111.3(4) . . ? C3 N3 C10 122.3(4) . . ? C4 N4 C3 122.5(4) . . ? C4 N4 C11 112.8(4) . . ? C3 N4 C11 124.0(4) . . ? C4 N5 C17 122.7(4) 3 . ? C4 N5 C12 113.1(4) 3 3 ? C17 N5 C12 124.2(4) . 3 ? C18 N6 C17 121.3(4) . . ? C18 N6 C7 112.2(4) . . ? C17 N6 C7 123.0(4) . . ? C18 N7 C8 111.7(4) . . ? C18 N7 C13 122.2(4) . . ? C8 N7 C13 125.3(4) . . ? C14 N8 C13 122.9(4) . . ? C14 N8 C9 112.5(4) . . ? C13 N8 C9 123.6(4) . . ? C14 N9 C15 124.1(4) . . ? C14 N9 C10 112.7(4) . . ? C15 N9 C10 123.2(4) . . ? C16 N10 C11 111.7(4) . . ? C16 N10 C15 122.4(4) . . ? C11 N10 C15 124.1(4) . . ? C16 N11 C12 111.4(4) 3 3 ? C16 N11 C5 121.6(4) 3 . ? C12 N11 C5 123.3(4) 3 . ? C6 N12 C5 125.4(4) . . ? C6 N12 C7 111.4(4) . . ? C5 N12 C7 122.4(4) . . ? N1 C1 N2 113.2(4) . . ? N1 C1 H1A 108.9 . . ? N2 C1 H1A 108.9 . . ? N1 C1 H1B 108.9 . . ? N2 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? O2 C2 N2 126.3(4) . . ? O2 C2 N3 124.5(4) . . ? N2 C2 N3 109.2(4) . . ? N4 C3 N3 113.9(4) . . ? N4 C3 H3A 108.8 . . ? N3 C3 H3A 108.8 . . ? N4 C3 H3B 108.8 . . ? N3 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? O3 C4 N5 126.2(5) . 3 ? O3 C4 N4 125.8(5) . . ? N5 C4 N4 107.8(4) 3 . ? N12 C5 N11 113.4(4) . . ? N12 C5 H5A 108.9 . . ? N11 C5 H5A 108.9 . . ? N12 C5 H5B 108.9 . . ? N11 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? O1 C6 N1 125.4(4) . . ? O1 C6 N12 124.5(5) . . ? N1 C6 N12 110.0(4) . . ? N6 C7 N12 113.2(4) . . ? N6 C7 C8 103.0(4) . . ? N12 C7 C8 103.3(4) . . ? N6 C7 H7 112.2 . . ? N12 C7 H7 112.2 . . ? C8 C7 H7 112.2 . . ? N7 C8 N1 114.1(4) . . ? N7 C8 C7 104.3(4) . . ? N1 C8 C7 102.8(4) . . ? N7 C8 H8 111.7 . . ? N1 C8 H8 111.7 . . ? C7 C8 H8 111.7 . . ? N2 C9 N8 115.1(4) . . ? N2 C9 C10 103.0(4) . . ? N8 C9 C10 102.9(4) . . ? N2 C9 H9 111.7 . . ? N8 C9 H9 111.7 . . ? C10 C9 H9 111.7 . . ? N9 C10 N3 115.2(4) . . ? N9 C10 C9 103.3(4) . . ? N3 C10 C9 103.3(4) . . ? N9 C10 H10 111.5 . . ? N3 C10 H10 111.5 . . ? C9 C10 H10 111.5 . . ? N10 C11 N4 115.1(4) . . ? N10 C11 C12 103.8(4) . . ? N4 C11 C12 103.3(4) . . ? N10 C11 H11 111.4 . . ? N4 C11 H11 111.4 . . ? C12 C11 H11 111.4 . . ? N11 C12 N5 115.5(4) 3 3 ? N11 C12 C11 102.9(4) 3 . ? N5 C12 C11 102.8(4) 3 . ? N11 C12 H12 111.7 3 . ? N5 C12 H12 111.7 3 . ? C11 C12 H12 111.7 . . ? N8 C13 N7 113.4(4) . . ? N8 C13 H13A 108.9 . . ? N7 C13 H13A 108.9 . . ? N8 C13 H13B 108.9 . . ? N7 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? O5 C14 N9 125.8(5) . . ? O5 C14 N8 126.4(5) . . ? N9 C14 N8 107.8(4) . . ? N9 C15 N10 115.2(4) . . ? N9 C15 H15A 108.5 . . ? N10 C15 H15A 108.5 . . ? N9 C15 H15B 108.5 . . ? N10 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? O6 C16 N10 124.6(5) . . ? O6 C16 N11 125.8(5) . 3 ? N10 C16 N11 109.6(4) . 3 ? N6 C17 N5 113.5(4) . . ? N6 C17 H17A 108.9 . . ? N5 C17 H17A 108.9 . . ? N6 C17 H17B 108.9 . . ? N5 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? O4 C18 N6 125.6(5) . . ? O4 C18 N7 125.8(5) . . ? N6 C18 N7 108.5(4) . . ? H13C O13 H13D 98(4) . . ? H14A O14 H14B 101(4) . . ? 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 O7 Tm1 O1 C6 84.1(8) . . . . ? O8 Tm1 O1 C6 154.5(8) . . . . ? O11 Tm1 O1 C6 -11.3(10) . . . . ? O9 Tm1 O1 C6 -130.8(8) . . . . ? O2 Tm1 O1 C6 14.3(8) . . . . ? O10 Tm1 O1 C6 -59.4(8) . . . . ? O12 Tm1 O1 C6 173.6(7) . . . . ? O7 Tm1 O2 C2 -132.3(8) . . . . ? O1 Tm1 O2 C2 -26.3(8) . . . . ? O8 Tm1 O2 C2 -81.0(8) . . . . ? O11 Tm1 O2 C2 140.2(8) . . . . ? O9 Tm1 O2 C2 35.9(9) . . . . ? O10 Tm1 O2 C2 65.5(8) . . . . ? O12 Tm1 O2 C2 171.8(8) . . . . ? C6 N1 C1 N2 -93.3(5) . . . . ? C8 N1 C1 N2 88.9(5) . . . . ? C2 N2 C1 N1 88.9(5) . . . . ? C9 N2 C1 N1 -91.6(5) . . . . ? Tm1 O2 C2 N2 -10.3(11) . . . . ? Tm1 O2 C2 N3 170.1(5) . . . . ? C9 N2 C2 O2 179.2(4) . . . . ? C1 N2 C2 O2 -1.3(7) . . . . ? C9 N2 C2 N3 -1.1(5) . . . . ? C1 N2 C2 N3 178.4(4) . . . . ? C3 N3 C2 O2 19.6(7) . . . . ? C10 N3 C2 O2 175.8(4) . . . . ? C3 N3 C2 N2 -160.2(4) . . . . ? C10 N3 C2 N2 -3.9(5) . . . . ? C4 N4 C3 N3 110.0(5) . . . . ? C11 N4 C3 N3 -79.9(5) . . . . ? C2 N3 C3 N4 -114.1(5) . . . . ? C10 N3 C3 N4 92.2(5) . . . . ? C3 N4 C4 O3 -2.7(7) . . . . ? C11 N4 C4 O3 -173.8(4) . . . . ? C3 N4 C4 N5 173.9(4) . . . 3 ? C11 N4 C4 N5 2.8(5) . . . 3 ? C6 N12 C5 N11 108.7(5) . . . . ? C7 N12 C5 N11 -82.3(5) . . . . ? C16 N11 C5 N12 -113.5(5) 3 . . . ? C12 N11 C5 N12 90.2(5) 3 . . . ? Tm1 O1 C6 N1 24.2(11) . . . . ? Tm1 O1 C6 N12 -156.7(6) . . . . ? C1 N1 C6 O1 2.2(7) . . . . ? C8 N1 C6 O1 -179.7(4) . . . . ? C1 N1 C6 N12 -177.0(4) . . . . ? C8 N1 C6 N12 1.0(5) . . . . ? C5 N12 C6 O1 -8.5(7) . . . . ? C7 N12 C6 O1 -178.6(4) . . . . ? C5 N12 C6 N1 170.7(4) . . . . ? C7 N12 C6 N1 0.6(5) . . . . ? C18 N6 C7 N12 113.5(4) . . . . ? C17 N6 C7 N12 -87.3(5) . . . . ? C18 N6 C7 C8 2.6(5) . . . . ? C17 N6 C7 C8 161.9(4) . . . . ? C6 N12 C7 N6 -112.5(4) . . . . ? C5 N12 C7 N6 77.0(5) . . . . ? C6 N12 C7 C8 -1.8(5) . . . . ? C5 N12 C7 C8 -172.3(4) . . . . ? C18 N7 C8 N1 -115.7(4) . . . . ? C13 N7 C8 N1 74.7(6) . . . . ? C18 N7 C8 C7 -4.3(5) . . . . ? C13 N7 C8 C7 -174.0(4) . . . . ? C6 N1 C8 N7 110.1(5) . . . . ? C1 N1 C8 N7 -71.8(6) . . . . ? C6 N1 C8 C7 -2.1(5) . . . . ? C1 N1 C8 C7 176.0(4) . . . . ? N6 C7 C8 N7 1.0(4) . . . . ? N12 C7 C8 N7 -117.1(4) . . . . ? N6 C7 C8 N1 120.3(4) . . . . ? N12 C7 C8 N1 2.2(4) . . . . ? C2 N2 C9 N8 -106.0(5) . . . . ? C1 N2 C9 N8 74.5(6) . . . . ? C2 N2 C9 C10 5.2(5) . . . . ? C1 N2 C9 C10 -174.3(4) . . . . ? C14 N8 C9 N2 119.8(5) . . . . ? C13 N8 C9 N2 -71.4(6) . . . . ? C14 N8 C9 C10 8.5(5) . . . . ? C13 N8 C9 C10 177.3(4) . . . . ? C14 N9 C10 N3 -107.7(5) . . . . ? C15 N9 C10 N3 72.4(6) . . . . ? C14 N9 C10 C9 4.1(5) . . . . ? C15 N9 C10 C9 -175.8(4) . . . . ? C2 N3 C10 N9 118.6(4) . . . . ? C3 N3 C10 N9 -85.3(5) . . . . ? C2 N3 C10 C9 6.8(5) . . . . ? C3 N3 C10 C9 162.9(4) . . . . ? N2 C9 C10 N9 -127.2(4) . . . . ? N8 C9 C10 N9 -7.2(5) . . . . ? N2 C9 C10 N3 -6.9(4) . . . . ? N8 C9 C10 N3 113.1(4) . . . . ? C16 N10 C11 N4 112.3(5) . . . . ? C15 N10 C11 N4 -82.8(6) . . . . ? C16 N10 C11 C12 0.2(5) . . . . ? C15 N10 C11 C12 165.1(4) . . . . ? C4 N4 C11 N10 -116.9(4) . . . . ? C3 N4 C11 N10 72.1(6) . . . . ? C4 N4 C11 C12 -4.5(5) . . . . ? C3 N4 C11 C12 -175.5(4) . . . . ? N10 C11 C12 N11 4.5(5) . . . 3 ? N4 C11 C12 N11 -116.0(4) . . . 3 ? N10 C11 C12 N5 124.7(4) . . . 3 ? N4 C11 C12 N5 4.3(4) . . . 3 ? C14 N8 C13 N7 -105.3(5) . . . . ? C9 N8 C13 N7 87.0(6) . . . . ? C18 N7 C13 N8 99.9(5) . . . . ? C8 N7 C13 N8 -91.5(6) . . . . ? C15 N9 C14 O5 2.2(8) . . . . ? C10 N9 C14 O5 -177.6(5) . . . . ? C15 N9 C14 N8 -179.1(4) . . . . ? C10 N9 C14 N8 1.0(5) . . . . ? C13 N8 C14 O5 3.4(8) . . . . ? C9 N8 C14 O5 172.3(5) . . . . ? C13 N8 C14 N9 -175.2(4) . . . . ? C9 N8 C14 N9 -6.3(5) . . . . ? C14 N9 C15 N10 102.3(5) . . . . ? C10 N9 C15 N10 -77.9(6) . . . . ? C16 N10 C15 N9 -106.2(5) . . . . ? C11 N10 C15 N9 90.4(6) . . . . ? C11 N10 C16 O6 174.3(5) . . . . ? C15 N10 C16 O6 9.1(8) . . . . ? C11 N10 C16 N11 -5.3(6) . . . 3 ? C15 N10 C16 N11 -170.5(4) . . . 3 ? C18 N6 C17 N5 -110.8(5) . . . . ? C7 N6 C17 N5 91.8(5) . . . . ? C4 N5 C17 N6 102.0(5) 3 . . . ? C12 N5 C17 N6 -78.9(6) 3 . . . ? C17 N6 C18 O4 14.2(8) . . . . ? C7 N6 C18 O4 173.9(5) . . . . ? C17 N6 C18 N7 -165.1(4) . . . . ? C7 N6 C18 N7 -5.4(5) . . . . ? C8 N7 C18 O4 -173.1(5) . . . . ? C13 N7 C18 O4 -3.2(8) . . . . ? C8 N7 C18 N6 6.1(5) . . . . ? C13 N7 C18 N6 176.1(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7B O14 0.821(19) 1.88(2) 2.692(6) 170(5) . O8 H8A Cl3 0.82(2) 2.39(2) 3.207(4) 176(7) . O8 H8B O6 0.807(19) 1.84(2) 2.636(5) 169(6) 3 O9 H9B O4 0.81(2) 2.10(3) 2.901(6) 170(10) 2 O10 H10B Cl2 0.809(19) 2.31(2) 3.118(4) 175(7) 2_645 O11 H11A Cl2 0.82(2) 2.25(5) 3.027(5) 158(10) 2_645 O11 H11B Cl1 0.82(2) 2.23(5) 2.993(4) 155(9) . O12 H12A Cl1 0.82(2) 2.43(4) 3.213(5) 160(8) . O12 H12B Cl3 0.82(2) 2.36(3) 3.167(5) 167(7) . O13 H13C Cl2 0.86(2) 2.25(2) 3.101(8) 173(7) . O13 H13D Cl3 0.85(2) 2.35(3) 3.198(8) 172(7) . O14 H14A Cl3 0.83(2) 2.34(3) 3.152(4) 166(7) . O14 H14B O5 0.82(2) 1.97(2) 2.798(5) 177(7) 3 # END of CIF _database_code_depnum_ccdc_archive 'CCDC 912047'