Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_year ? _journal_page_first ? _publ_contact_author_name 'Thomas A. Kaden' _publ_contact_author_address ; Department of Chemistry University of Basel Spitalstrasse 51 Basel CH-4056 SWITZERLAND ; _publ_contact_author_email TH.KADEN@UNIBAS.CH _publ_section_title ; Selective metal promoted hydrolysis of nitrile groups in the side chain of tetraazamacrocyclic Cu2+ - complexes ; loop_ _publ_author_name 'Thomas A. Kaden' 'Antonio Comparone' 'Markus Neuburger' 'Liselotte Siegfried' data_ccdc248566 _database_code_depnum_ccdc_archive 'CCDC 248566' _audit_creation_date 04-07-28 _audit_creation_method CRYSTALS_ver_12.20 # 11041211 c16 #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 12.6801(8) _cell_angle_alpha 90 _cell_length_b 12.7062(14) _cell_angle_beta 92.868(6) _cell_length_c 15.2062(12) _cell_angle_gamma 90 _cell_volume 2446.9(4) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cu ' 0.2630 1.2660 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C16 H34 Cl2 Cu1 N6 O10 ' _chemical_formula_moiety ' C16 H32 Cu1 N6 O1, 2 ClO4, H2O ' _chemical_compound_source ; ? ; _chemical_formula_weight 604.93 _cell_measurement_reflns_used 8952 _cell_measurement_theta_min 3 _cell_measurement_theta_max 32 _cell_measurement_temperature 173 _exptl_crystal_description ' plate ' _exptl_crystal_colour ' blue ' _exptl_crystal_size_min 0.15 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_max 0.45 _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1260.000 _exptl_absorpt_coefficient_mu 1.174 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method '\f & \w scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 0.84 # Sheldrick geometric definitions 0.64 0.84 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 173 _diffrn_reflns_number 95325 _reflns_number_total 8492 _diffrn_reflns_av_R_equivalents 0.09 # Number of reflections with Friedels Law is 8492 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 8502 _diffrn_reflns_theta_min 3.058 _diffrn_reflns_theta_max 32.008 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 32.008 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -18 _reflns_limit_h_max 18 _reflns_limit_k_min 0 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _refine_diff_density_min -0.44 _refine_diff_density_max 0.47 _refine_ls_number_reflns 5347 _refine_ls_number_restraints 84 _refine_ls_number_parameters 378 #_refine_ls_R_factor_ref 0.0287 _refine_ls_wR_factor_ref 0.0298 _refine_ls_goodness_of_fit_ref 1.1229 #_reflns_number_all 5347 _refine_ls_R_factor_all 0.0287 _refine_ls_wR_factor_all 0.0298 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 5347 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_gt 0.0298 _refine_ls_shift/su_max 0.005391 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.83 -1.45 1.14 -0.427 ; _refine_special_details ; One ClO4-counterion is disordered. Two possible orientations have been refined using restraints to keep distances and angles within reasonable ranges. The occupancy of the two fragments has been refined keeping the sum constant at 1. The hydrogens bonded to N5 and O2 (water molecule) have been localized in the difference map and refined isotropically using restraints for distances and thermal parameters. ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type Cu1 Cu 0.251392(14) -0.010575(14) 0.234009(12) 0.0143 1.0000 Uani N1 N 0.31040(11) -0.14853(11) 0.28852(9) 0.0206 1.0000 Uani N2 N 0.15105(11) -0.00406(11) 0.33657(8) 0.0191 1.0000 Uani N3 N 0.18756(11) 0.12153(11) 0.17086(9) 0.0192 1.0000 Uani N4 N 0.38388(11) 0.01885(13) 0.16818(9) 0.0234 1.0000 Uani N5 N 0.17003(14) -0.29465(13) 0.11148(11) 0.0291 1.0000 Uani N6 N 0.00465(15) 0.24664(14) 0.03015(12) 0.0347 1.0000 Uani O1 O 0.16494(10) -0.12610(10) 0.15336(8) 0.0249 1.0000 Uani C1 C 0.24242(15) -0.17030(14) 0.36441(12) 0.0256 1.0000 Uani C2 C 0.20971(15) -0.06775(14) 0.40454(11) 0.0244 1.0000 Uani C3 C 0.04572(14) -0.05182(15) 0.31771(13) 0.0269 1.0000 Uani C4 C 0.13676(15) 0.10365(14) 0.37245(11) 0.0259 1.0000 Uani C5 C 0.09426(16) 0.18285(15) 0.30549(12) 0.0284 1.0000 Uani C6 C 0.16870(16) 0.20847(13) 0.23392(12) 0.0260 1.0000 Uani C7 C 0.26839(15) 0.15810(15) 0.10902(12) 0.0280 1.0000 Uani C8 C 0.37663(15) 0.13240(16) 0.14846(13) 0.0301 1.0000 Uani C9 C 0.38340(17) -0.04025(19) 0.08386(13) 0.0366 1.0000 Uani C10 C 0.48554(13) 0.00019(18) 0.21933(13) 0.0324 1.0000 Uani C11 C 0.49944(15) -0.10966(18) 0.25554(14) 0.0333 1.0000 Uani C12 C 0.42188(15) -0.14111(16) 0.32301(12) 0.0285 1.0000 Uani C13 C 0.29748(15) -0.23537(14) 0.22386(12) 0.0252 1.0000 Uani C14 C 0.20422(14) -0.21483(14) 0.16016(11) 0.0227 1.0000 Uani C15 C 0.09051(13) 0.09101(13) 0.11950(11) 0.0205 1.0000 Uani C16 C 0.04257(15) 0.17902(14) 0.06886(11) 0.0246 1.0000 Uani Cl1 Cl 0.20302(3) -0.48632(4) 0.35446(3) 0.0253 1.0000 Uani O3 O 0.13994(11) -0.41244(12) 0.30278(10) 0.0330 1.0000 Uani O4 O 0.29390(12) -0.43229(14) 0.39072(11) 0.0418 1.0000 Uani O5 O 0.23724(17) -0.56881(13) 0.29789(11) 0.0490 1.0000 Uani O6 O 0.14268(15) -0.52853(17) 0.42215(12) 0.0585 1.0000 Uani O2 O 0.23743(17) -0.50881(14) 0.11640(11) 0.0506 1.0000 Uani Cl2 Cl 0.4542(5) -0.6620(4) -0.0507(4) 0.0283 0.405(11) Uani O7 O 0.3965(8) -0.6157(8) 0.0164(6) 0.0690 0.405(11) Uani O8 O 0.3919(9) -0.6601(9) -0.1318(6) 0.0574 0.405(11) Uani O9 O 0.5480(5) -0.6067(10) -0.0594(5) 0.0884 0.405(11) Uani O10 O 0.4768(11) -0.7685(6) -0.0311(5) 0.0949 0.405(11) Uani Cl20 Cl 0.4363(3) -0.6818(3) -0.0531(2) 0.0271 0.595(11) Uani O17 O 0.3996(4) -0.6395(5) 0.0262(4) 0.0368 0.595(11) Uani O18 O 0.3905(7) -0.6270(6) -0.1270(4) 0.0594 0.595(11) Uani O19 O 0.5475(3) -0.6747(6) -0.0550(3) 0.0686 0.595(11) Uani O20 O 0.4036(6) -0.7883(3) -0.0582(4) 0.0722 0.595(11) Uani H1 H 0.2041(15) -0.3550(11) 0.1189(14) 0.023(4) 1.0000 Uiso H2 H 0.1189(14) -0.2851(19) 0.0692(12) 0.034(4) 1.0000 Uiso H3 H 0.2939(15) -0.535(2) 0.0903(17) 0.049(4) 1.0000 Uiso H4 H 0.244(2) -0.534(2) 0.1716(9) 0.040(4) 1.0000 Uiso H11 H 0.2831 -0.2129 0.4097 0.0307 1.0000 Uiso H12 H 0.1782 -0.2101 0.3430 0.0307 1.0000 Uiso H21 H 0.2739 -0.0284 0.4268 0.0293 1.0000 Uiso H22 H 0.1633 -0.0821 0.4544 0.0293 1.0000 Uiso H31 H 0.0058 -0.0091 0.2719 0.0323 1.0000 Uiso H32 H 0.0059 -0.0532 0.3728 0.0323 1.0000 Uiso H33 H 0.0545 -0.1253 0.2957 0.0323 1.0000 Uiso H41 H 0.2068 0.1292 0.3968 0.0312 1.0000 Uiso H42 H 0.0863 0.0993 0.4208 0.0312 1.0000 Uiso H51 H 0.0786 0.2495 0.3372 0.0341 1.0000 Uiso H52 H 0.0276 0.1541 0.2770 0.0341 1.0000 Uiso H61 H 0.2383 0.2288 0.2628 0.0309 1.0000 Uiso H62 H 0.1386 0.2695 0.1996 0.0309 1.0000 Uiso H71 H 0.2619 0.2358 0.1001 0.0337 1.0000 Uiso H72 H 0.2572 0.1214 0.0511 0.0337 1.0000 Uiso H81 H 0.3896 0.1734 0.2041 0.0362 1.0000 Uiso H82 H 0.4308 0.1515 0.1057 0.0362 1.0000 Uiso H91 H 0.3883 -0.1173 0.0964 0.0443 1.0000 Uiso H92 H 0.4451 -0.0179 0.0499 0.0443 1.0000 Uiso H93 H 0.3165 -0.0251 0.0486 0.0443 1.0000 Uiso H101 H 0.5445 0.0144 0.1797 0.0389 1.0000 Uiso H102 H 0.4898 0.0505 0.2699 0.0389 1.0000 Uiso H111 H 0.5722 -0.1151 0.2837 0.0398 1.0000 Uiso H112 H 0.4919 -0.1602 0.2052 0.0398 1.0000 Uiso H121 H 0.4435 -0.2114 0.3472 0.0338 1.0000 Uiso H122 H 0.4256 -0.0877 0.3713 0.0338 1.0000 Uiso H131 H 0.2856 -0.3027 0.2559 0.0300 1.0000 Uiso H132 H 0.3630 -0.2413 0.1903 0.0300 1.0000 Uiso H151 H 0.0381 0.0642 0.1610 0.0244 1.0000 Uiso H152 H 0.1084 0.0339 0.0776 0.0244 1.0000 Uiso 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 Cu1 0.01382(7) 0.01606(8) 0.01324(7) 0.00118(7) 0.00142(5) -0.00058(7) N1 0.0214(6) 0.0203(6) 0.0197(6) -0.0006(5) -0.0014(5) 0.0022(5) N2 0.0211(6) 0.0202(6) 0.0164(5) 0.0016(5) 0.0036(4) 0.0006(5) N3 0.0220(6) 0.0176(6) 0.0179(6) 0.0023(5) -0.0009(5) -0.0034(5) N4 0.0176(6) 0.0335(8) 0.0193(6) 0.0000(6) 0.0034(5) -0.0030(6) N5 0.0378(9) 0.0219(7) 0.0265(7) -0.0058(6) -0.0084(6) 0.0024(6) N6 0.0384(9) 0.0332(9) 0.0315(8) 0.0044(7) -0.0072(7) 0.0077(7) O1 0.0267(6) 0.0214(6) 0.0255(6) -0.0038(5) -0.0081(5) 0.0014(5) C1 0.0315(9) 0.0213(8) 0.0239(8) 0.0067(6) 0.0016(7) 0.0022(6) C2 0.0302(9) 0.0283(8) 0.0148(7) 0.0051(6) 0.0026(6) 0.0021(7) C3 0.0208(8) 0.0307(9) 0.0295(9) 0.0057(7) 0.0050(6) -0.0040(7) C4 0.0346(9) 0.0238(8) 0.0197(7) -0.0044(6) 0.0050(6) 0.0047(7) C5 0.0352(10) 0.0236(8) 0.0265(8) -0.0051(7) 0.0034(7) 0.0060(7) C6 0.0359(9) 0.0175(7) 0.0241(8) -0.0009(6) -0.0027(7) -0.0001(7) C7 0.0285(9) 0.0315(9) 0.0243(8) 0.0099(7) 0.0042(7) -0.0065(7) C8 0.0263(9) 0.0352(10) 0.0291(9) 0.0083(7) 0.0041(7) -0.0115(7) C9 0.0363(10) 0.0533(13) 0.0213(8) -0.0069(8) 0.0113(7) -0.0049(9) C10 0.0150(7) 0.0488(12) 0.0335(9) -0.0001(9) 0.0012(6) -0.0025(8) C11 0.0183(7) 0.0462(12) 0.0351(10) -0.0051(8) -0.0033(7) 0.0067(7) C12 0.0239(8) 0.0341(10) 0.0266(8) -0.0024(7) -0.0078(7) 0.0067(7) C13 0.0285(8) 0.0212(7) 0.0254(8) -0.0039(6) -0.0033(6) 0.0048(6) C14 0.0249(8) 0.0239(8) 0.0193(7) -0.0018(6) 0.0000(6) -0.0012(6) C15 0.0222(7) 0.0201(7) 0.0189(7) 0.0025(6) -0.0025(6) 0.0008(6) C16 0.0272(8) 0.0251(8) 0.0210(7) 0.0001(6) -0.0023(6) 0.0015(6) Cl1 0.02611(18) 0.0301(2) 0.01989(16) 0.00334(15) 0.00206(13) -0.00027(16) O3 0.0240(6) 0.0369(8) 0.0376(8) 0.0092(6) -0.0046(5) -0.0005(5) O4 0.0310(7) 0.0522(10) 0.0409(8) -0.0010(7) -0.0121(6) -0.0004(7) O5 0.0789(13) 0.0302(8) 0.0385(9) -0.0045(6) 0.0074(8) 0.0085(8) O6 0.0526(11) 0.0782(14) 0.0467(10) 0.0312(10) 0.0222(8) 0.0005(10) O2 0.0747(13) 0.0456(10) 0.0326(8) 0.0075(7) 0.0140(8) 0.0302(9) Cl2 0.0347(16) 0.0271(14) 0.0231(7) 0.0009(9) 0.0011(10) 0.0030(9) O7 0.075(5) 0.093(7) 0.037(4) -0.026(4) -0.012(3) 0.064(5) O8 0.060(5) 0.081(6) 0.029(3) -0.002(3) -0.013(3) -0.013(4) O9 0.064(4) 0.126(8) 0.073(4) 0.015(5) -0.010(3) -0.051(5) O10 0.184(11) 0.041(4) 0.062(4) 0.015(3) 0.028(5) 0.047(5) Cl20 0.0294(9) 0.0318(11) 0.0206(5) 0.0013(7) 0.0044(6) 0.0056(7) O17 0.039(2) 0.039(2) 0.0323(19) -0.0034(14) 0.0089(17) 0.0091(17) O18 0.066(3) 0.077(4) 0.035(3) 0.028(3) -0.001(2) 0.017(3) O19 0.0250(16) 0.104(4) 0.077(3) -0.036(3) 0.0059(16) 0.010(2) O20 0.116(4) 0.0413(19) 0.063(3) -0.0043(17) 0.037(3) -0.016(2) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 2.0634(14) yes Cu1 . N2 . 2.0631(13) yes Cu1 . N3 . 2.0777(14) yes Cu1 . N4 . 2.0328(14) yes Cu1 . O1 . 2.1739(12) yes Cu1 . C1 . 2.8436(17) yes Cu1 . C2 . 2.7692(16) yes Cu1 . C7 . 2.8798(18) yes Cu1 . C8 . 2.7786(18) yes Cu1 . C14 . 2.8787(17) yes N1 . C1 . 1.500(2) yes N1 . C12 . 1.486(2) yes N1 . C13 . 1.482(2) yes N2 . C2 . 1.483(2) yes N2 . C3 . 1.482(2) yes N2 . C4 . 1.488(2) yes N3 . C6 . 1.490(2) yes N3 . C7 . 1.499(2) yes N3 . C15 . 1.476(2) yes N4 . C8 . 1.475(3) yes N4 . C9 . 1.486(2) yes N4 . C10 . 1.491(2) yes N5 . C14 . 1.316(2) yes N5 . H1 . 0.884(9) no N5 . H2 . 0.899(9) no N6 . C16 . 1.135(2) yes O1 . C14 . 1.235(2) yes C1 . C2 . 1.506(3) yes C1 . H11 . 1.000 no C1 . H12 . 0.999 no C2 . H21 . 0.999 no C2 . H22 . 1.000 no C3 . H31 . 1.000 no C3 . H32 . 1.000 no C3 . H33 . 1.000 no C4 . C5 . 1.512(3) yes C4 . H41 . 0.999 no C4 . H42 . 1.000 no C5 . C6 . 1.511(3) yes C5 . H51 . 1.000 no C5 . H52 . 0.999 no C6 . H61 . 1.000 no C6 . H62 . 1.000 no C7 . C8 . 1.506(3) yes C7 . H71 . 0.999 no C7 . H72 . 1.000 no C8 . H81 . 1.000 no C8 . H82 . 0.999 no C9 . H91 . 0.999 no C9 . H92 . 1.000 no C9 . H93 . 1.000 no C10 . C11 . 1.508(3) yes C10 . H101 . 1.000 no C10 . H102 . 0.999 no C11 . C12 . 1.510(3) yes C11 . H111 . 0.999 no C11 . H112 . 1.000 no C12 . H121 . 1.000 no C12 . H122 . 1.000 no C13 . C14 . 1.513(2) yes C13 . H131 . 1.000 no C13 . H132 . 0.999 no C15 . C16 . 1.472(2) yes C15 . H151 . 1.000 no C15 . H152 . 0.999 no Cl1 . O3 . 1.4407(14) yes Cl1 . O4 . 1.4281(16) yes Cl1 . O5 . 1.4367(16) yes Cl1 . O6 . 1.4182(16) yes O2 . H3 . 0.898(10) no O2 . H4 . 0.897(10) no Cl2 . O7 . 1.413(6) yes Cl2 . O8 . 1.432(6) yes Cl2 . O9 . 1.393(6) yes Cl2 . O10 . 1.412(6) yes Cl2 . O17 . 1.418(8) yes Cl2 . O18 . 1.451(9) yes Cl2 . O19 . 1.199(7) yes Cl2 . O20 . 1.731(6) yes O7 . Cl20 . 1.459(9) yes O8 . Cl20 . 1.327(9) yes O9 . Cl20 . 1.715(6) yes O9 . O19 . 0.867(9) yes O10 . Cl20 . 1.254(7) yes O10 . O19 . 1.545(9) yes O10 . O20 . 1.029(11) yes Cl20 . O17 . 1.420(5) yes Cl20 . O18 . 1.422(5) yes Cl20 . O19 . 1.414(4) yes Cl20 . O20 . 1.417(4) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . N2 . 87.44(6) yes N1 . Cu1 . N3 . 175.58(6) yes N2 . Cu1 . N3 . 94.37(5) yes N1 . Cu1 . N4 . 93.56(6) yes N2 . Cu1 . N4 . 157.07(6) yes N3 . Cu1 . N4 . 86.35(6) yes N1 . Cu1 . O1 . 79.37(5) yes N2 . Cu1 . O1 . 98.10(5) yes N3 . Cu1 . O1 . 96.37(5) yes N4 . Cu1 . O1 . 104.61(6) yes N1 . Cu1 . C1 . 30.67(5) yes N2 . Cu1 . C1 . 56.89(5) yes N3 . Cu1 . C1 . 150.53(6) yes N4 . Cu1 . C1 . 122.52(6) yes O1 . Cu1 . C1 . 82.81(5) yes N1 . Cu1 . C2 . 58.89(5) yes N2 . Cu1 . C2 . 31.66(5) yes N3 . Cu1 . C2 . 123.82(5) yes N4 . Cu1 . C2 . 135.28(6) yes O1 . Cu1 . C2 . 103.69(5) yes N1 . Cu1 . C7 . 149.29(6) yes N2 . Cu1 . C7 . 122.57(6) yes N3 . Cu1 . C7 . 30.00(5) yes N4 . Cu1 . C7 . 56.44(6) yes O1 . Cu1 . C7 . 100.51(5) yes N1 . Cu1 . C8 . 122.63(6) yes N2 . Cu1 . C8 . 135.74(6) yes N3 . Cu1 . C8 . 58.26(6) yes N4 . Cu1 . C8 . 31.07(6) yes O1 . Cu1 . C8 . 117.46(6) yes N1 . Cu1 . C14 . 56.97(5) yes N2 . Cu1 . C14 . 101.95(5) yes N3 . Cu1 . C14 . 118.65(5) yes N4 . Cu1 . C14 . 97.73(6) yes O1 . Cu1 . C14 . 23.38(5) yes C1 . Cu1 . C2 . 31.09(5) yes C1 . Cu1 . C7 . 176.65(6) yes C2 . Cu1 . C7 . 146.86(6) yes C1 . Cu1 . C8 . 146.80(6) yes C2 . Cu1 . C8 . 138.61(6) yes C7 . Cu1 . C8 . 30.80(6) yes C1 . Cu1 . C14 . 67.28(5) yes C2 . Cu1 . C14 . 94.77(5) yes C7 . Cu1 . C14 . 115.75(5) yes C8 . Cu1 . C14 . 121.28(6) yes Cu1 . N1 . C1 . 104.77(10) yes Cu1 . N1 . C12 . 114.03(11) yes C1 . N1 . C12 . 108.26(14) yes Cu1 . N1 . C13 . 109.89(10) yes C1 . N1 . C13 . 108.94(14) yes C12 . N1 . C13 . 110.68(14) yes Cu1 . N2 . C2 . 101.43(10) yes Cu1 . N2 . C3 . 114.91(10) yes C2 . N2 . C3 . 109.10(13) yes Cu1 . N2 . C4 . 113.90(10) yes C2 . N2 . C4 . 108.20(13) yes C3 . N2 . C4 . 108.82(14) yes Cu1 . N3 . C6 . 111.89(10) yes Cu1 . N3 . C7 . 106.12(11) yes C6 . N3 . C7 . 108.10(14) yes Cu1 . N3 . C15 . 109.12(10) yes C6 . N3 . C15 . 112.27(14) yes C7 . N3 . C15 . 109.13(13) yes Cu1 . N4 . C8 . 103.61(11) yes Cu1 . N4 . C9 . 111.36(11) yes C8 . N4 . C9 . 108.74(15) yes Cu1 . N4 . C10 . 115.35(11) yes C8 . N4 . C10 . 107.76(15) yes C9 . N4 . C10 . 109.62(15) yes C14 . N5 . H1 . 116.8(14) no C14 . N5 . H2 . 120.3(16) no H1 . N5 . H2 . 123(2) no Cu1 . O1 . C14 . 112.29(11) yes N1 . C1 . Cu1 . 44.56(7) yes N1 . C1 . C2 . 109.43(13) yes Cu1 . C1 . C2 . 71.73(9) yes N1 . C1 . H11 . 109.472 no Cu1 . C1 . H11 . 146.109 no C2 . C1 . H11 . 109.430 no N1 . C1 . H12 . 109.488 no Cu1 . C1 . H12 . 101.255 no C2 . C1 . H12 . 109.481 no H11 . C1 . H12 . 109.525 no C1 . C2 . N2 . 109.17(13) yes C1 . C2 . Cu1 . 77.19(9) yes N2 . C2 . Cu1 . 46.91(7) yes C1 . C2 . H21 . 109.544 no N2 . C2 . H21 . 109.551 no Cu1 . C2 . H21 . 89.783 no C1 . C2 . H22 . 109.496 no N2 . C2 . H22 . 109.534 no Cu1 . C2 . H22 . 154.864 no H21 . C2 . H22 . 109.528 no N2 . C3 . H31 . 109.429 no N2 . C3 . H32 . 109.416 no H31 . C3 . H32 . 109.496 no N2 . C3 . H33 . 109.446 no H31 . C3 . H33 . 109.530 no H32 . C3 . H33 . 109.510 no N2 . C4 . C5 . 114.29(14) yes N2 . C4 . H41 . 108.238 no C5 . C4 . H41 . 108.266 no N2 . C4 . H42 . 108.220 no C5 . C4 . H42 . 108.203 no H41 . C4 . H42 . 109.568 no C4 . C5 . C6 . 114.46(16) yes C4 . C5 . H51 . 108.169 no C6 . C5 . H51 . 108.164 no C4 . C5 . H52 . 108.247 no C6 . C5 . H52 . 108.204 no H51 . C5 . H52 . 109.534 no C5 . C6 . N3 . 115.46(14) yes C5 . C6 . H61 . 107.947 no N3 . C6 . H61 . 107.958 no C5 . C6 . H62 . 107.915 no N3 . C6 . H62 . 107.952 no H61 . C6 . H62 . 109.519 no N3 . C7 . Cu1 . 43.88(7) yes N3 . C7 . C8 . 108.73(14) yes Cu1 . C7 . C8 . 70.89(9) yes N3 . C7 . H71 . 109.664 no Cu1 . C7 . H71 . 144.692 no C8 . C7 . H71 . 109.621 no N3 . C7 . H72 . 109.640 no Cu1 . C7 . H72 . 102.826 no C8 . C7 . H72 . 109.636 no H71 . C7 . H72 . 109.534 no C7 . C8 . N4 . 109.84(15) yes C7 . C8 . Cu1 . 78.31(9) yes N4 . C8 . Cu1 . 45.32(7) yes C7 . C8 . H81 . 109.362 no N4 . C8 . H81 . 109.374 no Cu1 . C8 . H81 . 91.045 no C7 . C8 . H82 . 109.344 no N4 . C8 . H82 . 109.363 no Cu1 . C8 . H82 . 153.000 no H81 . C8 . H82 . 109.548 no N4 . C9 . H91 . 109.459 no N4 . C9 . H92 . 109.415 no H91 . C9 . H92 . 109.528 no N4 . C9 . H93 . 109.422 no H91 . C9 . H93 . 109.532 no H92 . C9 . H93 . 109.471 no N4 . C10 . C11 . 114.84(16) yes N4 . C10 . H101 . 108.082 no C11 . C10 . H101 . 108.022 no N4 . C10 . H102 . 108.152 no C11 . C10 . H102 . 108.114 no H101 . C10 . H102 . 109.562 no C10 . C11 . C12 . 115.14(16) yes C10 . C11 . H111 . 107.998 no C12 . C11 . H111 . 108.009 no C10 . C11 . H112 . 108.044 no C12 . C11 . H112 . 108.026 no H111 . C11 . H112 . 109.542 no C11 . C12 . N1 . 114.67(15) yes C11 . C12 . H121 . 108.102 no N1 . C12 . H121 . 108.161 no C11 . C12 . H122 . 108.142 no N1 . C12 . H122 . 108.159 no H121 . C12 . H122 . 109.532 no N1 . C13 . C14 . 110.68(14) yes N1 . C13 . H131 . 109.130 no C14 . C13 . H131 . 109.132 no N1 . C13 . H132 . 109.159 no C14 . C13 . H132 . 109.167 no H131 . C13 . H132 . 109.557 no C13 . C14 . N5 . 116.86(16) yes C13 . C14 . O1 . 120.68(15) yes N5 . C14 . O1 . 122.43(16) yes C13 . C14 . Cu1 . 76.43(9) yes N5 . C14 . Cu1 . 165.98(13) yes O1 . C14 . Cu1 . 44.33(8) yes N3 . C15 . C16 . 112.88(14) yes N3 . C15 . H151 . 108.569 no C16 . C15 . H151 . 108.611 no N3 . C15 . H152 . 108.593 no C16 . C15 . H152 . 108.614 no H151 . C15 . H152 . 109.539 no C15 . C16 . N6 . 179.3(2) yes O3 . Cl1 . O4 . 108.22(9) yes O3 . Cl1 . O5 . 108.95(10) yes O4 . Cl1 . O5 . 108.65(11) yes O3 . Cl1 . O6 . 109.71(10) yes O4 . Cl1 . O6 . 110.85(12) yes O5 . Cl1 . O6 . 110.41(12) yes H3 . O2 . H4 . 104(2) no O7 . Cl2 . O8 . 109.4(6) yes O7 . Cl2 . O9 . 109.5(6) yes O8 . Cl2 . O9 . 110.3(6) yes O7 . Cl2 . O10 . 110.7(5) yes O8 . Cl2 . O10 . 107.1(5) yes O9 . Cl2 . O10 . 109.8(6) yes O7 . Cl2 . O17 . 13.7(6) yes O8 . Cl2 . O17 . 115.9(8) yes O9 . Cl2 . O17 . 115.6(5) yes O10 . Cl2 . O17 . 97.0(5) yes O7 . Cl2 . O18 . 99.3(8) yes O8 . Cl2 . O18 . 17.1(6) yes O9 . Cl2 . O18 . 102.3(6) yes O10 . Cl2 . O18 . 124.2(5) yes O17 . Cl2 . O18 . 108.8(6) yes O7 . Cl2 . O19 . 130.1(7) yes O8 . Cl2 . O19 . 117.3(7) yes O9 . Cl2 . O19 . 38.2(4) yes O10 . Cl2 . O19 . 72.0(5) yes O17 . Cl2 . O19 . 126.6(6) yes O7 . Cl2 . O20 . 103.3(5) yes O8 . Cl2 . O20 . 76.8(5) yes O9 . Cl2 . O20 . 141.0(6) yes O10 . Cl2 . O20 . 36.4(4) yes O17 . Cl2 . O20 . 92.7(4) yes O18 . Cl2 . O19 . 120.6(6) yes O18 . Cl2 . O20 . 92.4(4) yes O19 . Cl2 . O20 . 103.6(4) yes Cl2 . O7 . Cl20 . 13.5(2) yes Cl2 . O8 . Cl20 . 13.5(2) yes Cl2 . O9 . Cl20 . 4.1(3) yes Cl2 . O9 . O19 . 58.7(5) yes Cl20 . O9 . O19 . 55.3(4) yes Cl2 . O10 . Cl20 . 13.0(3) yes Cl2 . O10 . O19 . 47.6(3) yes Cl20 . O10 . O19 . 59.6(3) yes Cl2 . O10 . O20 . 88.9(5) yes Cl20 . O10 . O20 . 76.0(6) yes O19 . O10 . O20 . 128.1(6) yes O9 . Cl20 . O7 . 92.1(5) yes O9 . Cl20 . O8 . 98.5(6) yes O7 . Cl20 . O8 . 112.8(6) yes O9 . Cl20 . O10 . 100.1(5) yes O7 . Cl20 . O10 . 117.7(6) yes O8 . Cl20 . O10 . 125.0(6) yes O9 . Cl20 . O17 . 98.3(4) yes O7 . Cl20 . O17 . 13.4(6) yes O8 . Cl20 . O17 . 123.1(8) yes O10 . Cl20 . O17 . 104.7(5) yes O9 . Cl20 . O18 . 89.4(5) yes O7 . Cl20 . O18 . 98.5(7) yes O8 . Cl20 . O18 . 17.5(6) yes O10 . Cl20 . O18 . 141.9(5) yes O17 . Cl20 . O18 . 110.3(4) yes O9 . Cl20 . O19 . 30.3(4) yes O7 . Cl20 . O19 . 111.0(6) yes O8 . Cl20 . O19 . 110.3(7) yes O10 . Cl20 . O19 . 70.5(5) yes O17 . Cl20 . O19 . 111.3(3) yes O9 . Cl20 . O20 . 140.3(5) yes O7 . Cl20 . O20 . 118.6(5) yes O8 . Cl20 . O20 . 92.2(5) yes O10 . Cl20 . O20 . 44.8(5) yes O17 . Cl20 . O20 . 107.5(3) yes O18 . Cl20 . O19 . 108.7(4) yes O18 . Cl20 . O20 . 108.5(4) yes O19 . Cl20 . O20 . 110.4(4) yes Cl20 . O17 . Cl2 . 13.8(2) yes Cl2 . O18 . Cl20 . 13.6(2) yes O10 . O19 . Cl20 . 49.9(4) yes O10 . O19 . Cl2 . 60.4(4) yes Cl20 . O19 . Cl2 . 11.6(3) yes O10 . O19 . O9 . 142.6(7) yes Cl20 . O19 . O9 . 94.4(6) yes Cl2 . O19 . O9 . 83.2(6) yes Cl2 . O20 . Cl20 . 4.8(3) yes Cl2 . O20 . O10 . 54.7(3) yes Cl20 . O20 . O10 . 59.2(4) yes data_ccdc248567 _database_code_depnum_ccdc_archive 'CCDC 248567' _audit_creation_date 04-07-22 _audit_creation_method CRYSTALS_ver_12.20 # 7221046 c_new_173k #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 9.4996(11) _cell_angle_alpha 90 _cell_length_b 12.3999(15) _cell_angle_beta 90 _cell_length_c 21.391(2) _cell_angle_gamma 90 _cell_volume 2519.7(5) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,-y+1/2,-z -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration unk loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Cu ' 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C18 H36 Cl2 Cu1 N6 O9 ' _chemical_formula_moiety ' [ Cu(C18 H36 N6 O1)] (ClO4)2 ' _chemical_compound_source ; ? ; _chemical_formula_weight 614.97 _cell_measurement_reflns_used 2163 _cell_measurement_theta_min 3 _cell_measurement_theta_max 25 _cell_measurement_temperature 173 _exptl_crystal_description ' plate ' _exptl_crystal_colour ' blue ' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.24 _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 1.139 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; EvalCCD A. J. M. Duisenberg. Reflections on Area Detectors. Thesis, Utrecht, 1998 ; _computing_cell_refinement ; EvalCCD A. J. M. Duisenberg. Reflections on Area Detectors. Thesis, Utrecht, 1998 ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method '\f & \w scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.87 # Sheldrick geometric definitions 0.80 0.87 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 173 _diffrn_reflns_number 13644 _reflns_number_total 4394 _diffrn_reflns_av_R_equivalents 0.15 # Number of reflections with Friedels Law is 13601 # Number of reflections without Friedels Law is 4394 # Theoretical number of reflections is about 2222 _diffrn_reflns_theta_min 3.286 _diffrn_reflns_theta_max 25.011 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.011 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _refine_diff_density_min -1.66 _refine_diff_density_max 1.76 _refine_ls_number_reflns 3319 _refine_ls_number_restraints 0 _refine_ls_number_parameters 326 #_refine_ls_R_factor_ref 0.0609 _refine_ls_wR_factor_ref 0.0631 _refine_ls_goodness_of_fit_ref 1.0765 #_reflns_number_all 3402 _refine_ls_R_factor_all 0.0617 _refine_ls_wR_factor_all 0.0636 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 3319 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_gt 0.0631 _refine_ls_shift/su_max 0.003699 _refine_ls_abs_structure_Flack 0.51(3) _refine_ls_abs_structure_details 'Flack, 0 Friedel-pairs' _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 4.86 -9.16 4.13 -3.28 ; _refine_special_details ; The structure is twinned by a centre of inversion and has been refined using the Flack enantiopole parameter x. The refined value of x is 0.51(3) which basically means that the two components are equally populated. ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Cu1 Cu 0.04847(8) 0.03237(6) 0.11939(4) 0.0298 1.0000 Uani . . . . . . N1 N -0.1256(7) 0.0005(5) 0.0613(3) 0.0394 1.0000 Uani . . . . . . N2 N -0.0943(6) 0.0809(4) 0.1866(3) 0.0305 1.0000 Uani . . . . . . N3 N 0.2291(7) 0.0602(5) 0.1772(3) 0.0358 1.0000 Uani . . . . . . N4 N 0.1796(7) 0.0595(5) 0.0452(3) 0.0401 1.0000 Uani . . . . . . N5 N 0.0975(7) -0.2995(5) 0.0937(3) 0.0443 1.0000 Uani . . . . . . N6 N 0.4355(10) -0.1898(7) 0.3245(4) 0.0658 1.0000 Uani . . . . . . O1 O 0.0735(5) -0.1376(4) 0.1338(2) 0.0403 1.0000 Uani . . . . . . C1 C -0.2524(7) 0.0182(7) 0.1030(4) 0.0445 1.0000 Uani . . . . . . C2 C -0.2231(8) 0.1087(7) 0.1499(4) 0.0451 1.0000 Uani . . . . . . C3 C -0.1297(9) -0.0080(7) 0.2313(4) 0.0470 1.0000 Uani . . . . . . C4 C -0.0499(9) 0.1768(6) 0.2221(3) 0.0439 1.0000 Uani . . . . . . C5 C 0.0887(8) 0.1711(7) 0.2538(4) 0.0436 1.0000 Uani . . . . . . C6 C 0.2128(10) 0.1644(7) 0.2099(4) 0.0478 1.0000 Uani . . . . . . C7 C 0.3502(8) 0.0701(7) 0.1315(4) 0.0435 1.0000 Uani . . . . . . C8 C 0.3011(8) 0.1224(7) 0.0725(4) 0.0455 1.0000 Uani . . . . . . C9 C 0.2307(8) -0.0418(7) 0.0184(4) 0.0442 1.0000 Uani . . . . . . C10 C 0.1207(9) 0.1280(7) -0.0065(4) 0.0449 1.0000 Uani . . . . . . C11 C -0.0124(9) 0.0872(7) -0.0341(3) 0.0465 1.0000 Uani . . . . . . C12 C -0.1359(9) 0.0850(7) 0.0115(4) 0.0469 1.0000 Uani . . . . . . C13 C -0.1395(9) -0.1057(6) 0.0326(4) 0.0432 1.0000 Uani . . . . . . C14 C -0.1187(9) -0.2041(7) 0.0729(4) 0.0462 1.0000 Uani . . . . . . C15 C 0.0235(8) -0.2126(5) 0.1018(3) 0.0369 1.0000 Uani . . . . . . C16 C 0.2547(8) -0.0316(7) 0.2209(3) 0.0365 1.0000 Uani . . . . . . C17 C 0.3870(9) -0.0167(7) 0.2619(4) 0.0479 1.0000 Uani . . . . . . C18 C 0.4135(9) -0.1134(7) 0.2972(4) 0.0477 1.0000 Uani . . . . . . Cl1 Cl 0.02168(19) 0.41286(14) 0.09780(8) 0.0379 1.0000 Uani . . . . . . Cl2 Cl 0.5059(2) -0.26104(15) 0.13141(10) 0.0462 1.0000 Uani . . . . . . O2 O -0.0795(6) 0.4587(6) 0.1384(3) 0.0608 1.0000 Uani . . . . . . O3 O -0.0291(9) 0.3099(5) 0.0777(3) 0.0788 1.0000 Uani . . . . . . O4 O 0.1535(6) 0.4033(6) 0.1294(3) 0.0648 1.0000 Uani . . . . . . O5 O 0.0385(6) 0.4806(5) 0.0437(2) 0.0504 1.0000 Uani . . . . . . O6 O 0.3825(8) -0.3042(7) 0.1601(4) 0.0937 1.0000 Uani . . . . . . O7 O 0.4801(11) -0.2080(9) 0.0753(4) 0.1097 1.0000 Uani . . . . . . O8 O 0.5949(7) -0.3482(5) 0.1187(4) 0.0724 1.0000 Uani . . . . . . O9 O 0.5734(8) -0.1897(6) 0.1718(3) 0.0750 1.0000 Uani . . . . . . H1 H 0.1939(7) -0.3050(5) 0.1122(3) 0.0516 1.0000 Uiso R . . . . . H2 H 0.0584(7) -0.3609(5) 0.0688(3) 0.0516 1.0000 Uiso R . . . . . H11 H -0.2722(7) -0.0491(7) 0.1272(4) 0.0658 1.0000 Uiso R . . . . . H12 H -0.3360(7) 0.0366(7) 0.0766(4) 0.0658 1.0000 Uiso R . . . . . H21 H -0.3051(8) 0.1193(7) 0.1786(4) 0.0580 1.0000 Uiso R . . . . . H22 H -0.2054(8) 0.1766(7) 0.1260(4) 0.0580 1.0000 Uiso R . . . . . H31 H -0.0435(9) -0.0270(7) 0.2557(4) 0.0582 1.0000 Uiso R . . . . . H32 H -0.2061(9) 0.0151(7) 0.2605(4) 0.0582 1.0000 Uiso R . . . . . H33 H -0.1618(9) -0.0724(7) 0.2070(4) 0.0582 1.0000 Uiso R . . . . . H41 H -0.1237(9) 0.1915(6) 0.2543(3) 0.0549 1.0000 Uiso R . . . . . H42 H -0.0459(9) 0.2384(6) 0.1919(3) 0.0549 1.0000 Uiso R . . . . . H51 H 0.1003(8) 0.2366(7) 0.2806(4) 0.0524 1.0000 Uiso R . . . . . H52 H 0.0892(8) 0.1052(7) 0.2808(4) 0.0524 1.0000 Uiso R . . . . . H61 H 0.3011(10) 0.1785(7) 0.2341(4) 0.0640 1.0000 Uiso R . . . . . H62 H 0.2008(10) 0.2212(7) 0.1772(4) 0.0640 1.0000 Uiso R . . . . . H71 H 0.4278(8) 0.1128(7) 0.1511(4) 0.0522 1.0000 Uiso R . . . . . H72 H 0.3857(8) -0.0035(7) 0.1205(4) 0.0522 1.0000 Uiso R . . . . . H81 H 0.3793(8) 0.1277(7) 0.0414(4) 0.0566 1.0000 Uiso R . . . . . H82 H 0.2668(8) 0.1963(7) 0.0832(4) 0.0566 1.0000 Uiso R . . . . . H91 H 0.1479(8) -0.0821(7) 0.0015(4) 0.0550 1.0000 Uiso R . . . . . H92 H 0.2771(8) -0.0855(7) 0.0518(4) 0.0550 1.0000 Uiso R . . . . . H93 H 0.2995(8) -0.0279(7) -0.0161(4) 0.0550 1.0000 Uiso R . . . . . H101 H 0.1000(9) 0.2008(7) 0.0113(4) 0.0536 1.0000 Uiso R . . . . . H102 H 0.1929(9) 0.1349(7) -0.0403(4) 0.0536 1.0000 Uiso R . . . . . H111 H -0.0372(9) 0.1338(7) -0.0706(3) 0.0614 1.0000 Uiso R . . . . . H112 H 0.0042(9) 0.0117(7) -0.0487(3) 0.0614 1.0000 Uiso R . . . . . H121 H -0.1395(9) 0.1568(7) 0.0327(4) 0.0594 1.0000 Uiso R . . . . . H122 H -0.2251(9) 0.0732(7) -0.0124(4) 0.0594 1.0000 Uiso R . . . . . H131 H -0.2353(9) -0.1094(6) 0.0134(4) 0.0473 1.0000 Uiso R . . . . . H132 H -0.0665(9) -0.1103(6) -0.0010(4) 0.0473 1.0000 Uiso R . . . . . H141 H -0.1910(9) -0.2014(7) 0.1068(4) 0.0568 1.0000 Uiso R . . . . . H142 H -0.1339(9) -0.2700(7) 0.0468(4) 0.0568 1.0000 Uiso R . . . . . H161 H 0.1708(8) -0.0434(7) 0.2483(3) 0.0498 1.0000 Uiso R . . . . . H162 H 0.2710(8) -0.0973(7) 0.1947(3) 0.0498 1.0000 Uiso R . . . . . H171 H 0.3690(9) 0.0448(7) 0.2911(4) 0.0554 1.0000 Uiso R . . . . . H172 H 0.4705(9) 0.0002(7) 0.2352(4) 0.0554 1.0000 Uiso R . . . . . 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 Cu1 0.0318(4) 0.0267(4) 0.0309(4) -0.0008(4) -0.0008(4) -0.0018(4) N1 0.040(3) 0.042(4) 0.037(3) -0.003(3) -0.001(3) -0.004(3) N2 0.026(3) 0.027(3) 0.039(3) 0.001(3) 0.001(2) 0.005(2) N3 0.040(4) 0.029(3) 0.038(3) -0.008(3) -0.002(3) -0.007(2) N4 0.047(4) 0.045(4) 0.028(3) 0.001(3) 0.006(3) -0.007(3) N5 0.035(3) 0.041(4) 0.057(4) -0.010(3) 0.002(3) -0.007(3) N6 0.066(5) 0.061(5) 0.070(5) 0.006(4) -0.013(4) -0.011(4) O1 0.041(3) 0.023(2) 0.057(3) -0.004(2) -0.011(2) 0.001(2) C1 0.023(3) 0.059(5) 0.052(4) 0.008(4) 0.000(3) -0.006(4) C2 0.033(4) 0.054(5) 0.049(4) 0.008(4) 0.005(3) 0.006(3) C3 0.050(5) 0.047(5) 0.044(4) 0.007(3) 0.007(4) -0.007(4) C4 0.053(5) 0.037(4) 0.041(4) -0.005(3) 0.000(4) 0.017(4) C5 0.054(5) 0.041(4) 0.036(4) -0.004(3) 0.002(3) 0.004(4) C6 0.063(6) 0.038(5) 0.043(4) -0.004(4) -0.002(4) -0.007(4) C7 0.035(4) 0.054(4) 0.041(4) -0.003(4) 0.001(3) -0.001(3) C8 0.036(4) 0.049(5) 0.051(5) 0.003(4) 0.009(3) -0.008(4) C9 0.038(4) 0.044(5) 0.050(4) -0.004(4) 0.004(3) 0.005(4) C10 0.046(5) 0.053(5) 0.036(4) 0.008(4) 0.004(4) -0.004(4) C11 0.052(5) 0.048(4) 0.040(4) 0.004(4) -0.007(3) -0.001(4) C12 0.053(5) 0.049(5) 0.038(4) 0.005(4) -0.010(4) -0.013(4) C13 0.038(4) 0.040(4) 0.051(5) -0.005(4) -0.010(3) -0.012(3) C14 0.037(4) 0.042(4) 0.060(5) 0.002(4) -0.009(4) -0.013(4) C15 0.041(4) 0.026(3) 0.044(4) 0.003(3) 0.003(3) -0.007(3) C16 0.036(4) 0.035(4) 0.039(4) 0.003(4) -0.005(3) -0.007(4) C17 0.044(4) 0.039(4) 0.061(5) 0.003(4) -0.021(4) -0.004(4) C18 0.044(5) 0.051(5) 0.047(5) 0.001(4) -0.014(3) 0.001(4) Cl1 0.0440(11) 0.0344(8) 0.0352(8) -0.0035(7) 0.0019(7) -0.0020(8) Cl2 0.0437(10) 0.0419(10) 0.0529(11) -0.0047(8) -0.0062(8) 0.0048(8) O2 0.053(4) 0.075(4) 0.055(3) -0.020(3) 0.009(2) 0.000(3) O3 0.112(6) 0.046(4) 0.079(4) -0.008(3) 0.003(5) -0.024(4) O4 0.057(4) 0.087(5) 0.050(3) 0.011(4) -0.008(3) 0.019(3) O5 0.052(3) 0.060(3) 0.040(3) 0.007(3) -0.001(3) -0.001(3) O6 0.043(4) 0.100(6) 0.138(8) -0.007(6) 0.022(5) -0.024(4) O7 0.128(8) 0.121(7) 0.080(5) 0.022(5) -0.038(6) 0.029(6) O8 0.071(4) 0.049(3) 0.098(5) 0.005(4) 0.020(4) 0.009(3) O9 0.077(5) 0.079(5) 0.069(4) -0.023(4) -0.001(4) -0.024(4) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 2.105(6) yes Cu1 . N2 . 2.066(6) yes Cu1 . N3 . 2.143(6) yes Cu1 . N4 . 2.046(6) yes Cu1 . O1 . 2.143(5) yes Cu1 . C2 . 2.824(8) yes Cu1 . C8 . 2.830(8) yes N1 . C1 . 1.514(9) yes N1 . C12 . 1.497(10) yes N1 . C13 . 1.459(10) yes N2 . C2 . 1.493(10) yes N2 . C3 . 1.497(9) yes N2 . C4 . 1.472(9) yes N3 . C6 . 1.477(10) yes N3 . C7 . 1.515(10) yes N3 . C16 . 1.493(10) yes N4 . C8 . 1.510(10) yes N4 . C9 . 1.464(10) yes N4 . C10 . 1.502(10) yes N5 . C15 . 1.299(9) yes N5 . H1 . 1.000 no N5 . H2 . 1.000 no N6 . C18 . 1.132(11) yes O1 . C15 . 1.248(8) yes C1 . C2 . 1.532(11) yes C1 . H11 . 1.000 no C1 . H12 . 1.000 no C2 . H21 . 1.000 no C2 . H22 . 1.000 no C3 . H31 . 1.000 no C3 . H32 . 1.000 no C3 . H33 . 1.000 no C4 . C5 . 1.484(11) yes C4 . H41 . 1.000 no C4 . H42 . 1.000 no C5 . C6 . 1.509(12) yes C5 . H51 . 1.000 no C5 . H52 . 1.000 no C6 . H61 . 1.000 no C6 . H62 . 1.000 no C7 . C8 . 1.493(11) yes C7 . H71 . 1.000 no C7 . H72 . 1.000 no C8 . H81 . 1.000 no C8 . H82 . 1.000 no C9 . H91 . 1.000 no C9 . H92 . 1.000 no C9 . H93 . 1.000 no C10 . C11 . 1.484(11) yes C10 . H101 . 1.000 no C10 . H102 . 1.000 no C11 . C12 . 1.526(12) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C12 . H121 . 1.000 no C12 . H122 . 1.000 no C13 . C14 . 1.507(12) yes C13 . H131 . 1.000 no C13 . H132 . 1.000 no C14 . C15 . 1.489(10) yes C14 . H141 . 1.000 no C14 . H142 . 1.000 no C16 . C17 . 1.545(10) yes C16 . H161 . 1.000 no C16 . H162 . 1.000 no C17 . C18 . 1.439(12) yes C17 . H171 . 1.000 no C17 . H172 . 1.000 no Cl1 . O2 . 1.414(6) yes Cl1 . O3 . 1.431(7) yes Cl1 . O4 . 1.428(6) yes Cl1 . O5 . 1.438(5) yes Cl2 . O6 . 1.426(7) yes Cl2 . O7 . 1.391(8) yes Cl2 . O8 . 1.399(6) yes Cl2 . O9 . 1.392(7) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . N2 . 87.1(2) yes N1 . Cu1 . N3 . 178.1(2) yes N2 . Cu1 . N3 . 94.4(2) yes N1 . Cu1 . N4 . 92.9(3) yes N2 . Cu1 . N4 . 153.1(2) yes N3 . Cu1 . N4 . 86.2(3) yes N1 . Cu1 . O1 . 89.3(2) yes N2 . Cu1 . O1 . 105.0(2) yes N3 . Cu1 . O1 . 89.3(2) yes N4 . Cu1 . O1 . 101.9(2) yes N1 . Cu1 . C2 . 58.8(2) yes N2 . Cu1 . C2 . 30.9(2) yes N3 . Cu1 . C2 . 123.0(2) yes N4 . Cu1 . C2 . 132.9(3) yes O1 . Cu1 . C2 . 113.4(2) yes N1 . Cu1 . C8 . 122.1(2) yes N2 . Cu1 . C8 . 133.5(2) yes N3 . Cu1 . C8 . 57.4(2) yes N4 . Cu1 . C8 . 31.1(2) yes O1 . Cu1 . C8 . 110.2(2) yes C2 . Cu1 . C8 . 136.4(3) yes Cu1 . N1 . C1 . 104.5(4) yes Cu1 . N1 . C12 . 109.9(5) yes C1 . N1 . C12 . 105.4(6) yes Cu1 . N1 . C13 . 119.2(5) yes C1 . N1 . C13 . 107.8(6) yes C12 . N1 . C13 . 109.0(6) yes Cu1 . N2 . C2 . 103.8(4) yes Cu1 . N2 . C3 . 112.1(4) yes C2 . N2 . C3 . 108.7(6) yes Cu1 . N2 . C4 . 114.0(5) yes C2 . N2 . C4 . 108.6(6) yes C3 . N2 . C4 . 109.3(6) yes Cu1 . N3 . C6 . 109.3(5) yes Cu1 . N3 . C7 . 104.4(4) yes C6 . N3 . C7 . 108.4(6) yes Cu1 . N3 . C16 . 111.6(4) yes C6 . N3 . C16 . 112.8(6) yes C7 . N3 . C16 . 110.0(6) yes Cu1 . N4 . C8 . 104.5(4) yes Cu1 . N4 . C9 . 111.4(5) yes C8 . N4 . C9 . 109.9(6) yes Cu1 . N4 . C10 . 115.9(5) yes C8 . N4 . C10 . 106.1(6) yes C9 . N4 . C10 . 108.7(6) yes C15 . N5 . H1 . 119.917 no C15 . N5 . H2 . 120.082 no H1 . N5 . H2 . 120.000 no Cu1 . O1 . C15 . 127.7(5) yes N1 . C1 . C2 . 110.3(6) yes N1 . C1 . H11 . 109.529 no C2 . C1 . H11 . 107.772 no N1 . C1 . H12 . 109.466 no C2 . C1 . H12 . 110.267 no H11 . C1 . H12 . 109.467 no C1 . C2 . N2 . 108.9(6) yes C1 . C2 . Cu1 . 76.6(4) yes N2 . C2 . Cu1 . 45.3(3) yes C1 . C2 . H21 . 110.891 no N2 . C2 . H21 . 110.282 no Cu1 . C2 . H21 . 153.835 no C1 . C2 . H22 . 108.211 no N2 . C2 . H22 . 108.993 no Cu1 . C2 . H22 . 90.626 no H21 . C2 . H22 . 109.467 no N2 . C3 . H31 . 108.841 no N2 . C3 . H32 . 110.600 no H31 . C3 . H32 . 109.476 no N2 . C3 . H33 . 108.953 no H31 . C3 . H33 . 109.476 no H32 . C3 . H33 . 109.476 no N2 . C4 . C5 . 116.8(6) yes N2 . C4 . H41 . 107.566 no C5 . C4 . H41 . 108.373 no N2 . C4 . H42 . 107.149 no C5 . C4 . H42 . 107.340 no H41 . C4 . H42 . 109.467 no C4 . C5 . C6 . 114.3(7) yes C4 . C5 . H51 . 108.668 no C6 . C5 . H51 . 108.405 no C4 . C5 . H52 . 107.900 no C6 . C5 . H52 . 108.041 no H51 . C5 . H52 . 109.467 no C5 . C6 . N3 . 115.2(7) yes C5 . C6 . H61 . 108.936 no N3 . C6 . H61 . 108.051 no C5 . C6 . H62 . 107.866 no N3 . C6 . H62 . 107.267 no H61 . C6 . H62 . 109.467 no N3 . C7 . C8 . 110.1(6) yes N3 . C7 . H71 . 109.329 no C8 . C7 . H71 . 110.848 no N3 . C7 . H72 . 109.469 no C8 . C7 . H72 . 107.642 no H71 . C7 . H72 . 109.467 no N4 . C8 . C7 . 110.0(6) yes N4 . C8 . Cu1 . 44.4(3) yes C7 . C8 . Cu1 . 78.1(4) yes N4 . C8 . H81 . 110.152 no C7 . C8 . H81 . 111.045 no Cu1 . C8 . H81 . 153.169 no N4 . C8 . H82 . 108.235 no C7 . C8 . H82 . 107.874 no Cu1 . C8 . H82 . 90.254 no H81 . C8 . H82 . 109.467 no N4 . C9 . H91 . 108.087 no N4 . C9 . H92 . 109.293 no H91 . C9 . H92 . 109.476 no N4 . C9 . H93 . 111.007 no H91 . C9 . H93 . 109.476 no H92 . C9 . H93 . 109.476 no N4 . C10 . C11 . 114.7(7) yes N4 . C10 . H101 . 107.680 no C11 . C10 . H101 . 106.914 no N4 . C10 . H102 . 108.948 no C11 . C10 . H102 . 109.043 no H101 . C10 . H102 . 109.467 no C10 . C11 . C12 . 114.1(6) yes C10 . C11 . H111 . 108.345 no C12 . C11 . H111 . 109.172 no C10 . C11 . H112 . 108.024 no C12 . C11 . H112 . 107.705 no H111 . C11 . H112 . 109.467 no C11 . C12 . N1 . 114.6(7) yes C11 . C12 . H121 . 107.446 no N1 . C12 . H121 . 107.564 no C11 . C12 . H122 . 109.155 no N1 . C12 . H122 . 108.480 no H121 . C12 . H122 . 109.467 no N1 . C13 . C14 . 118.6(7) yes N1 . C13 . H131 . 107.284 no C14 . C13 . H131 . 108.434 no N1 . C13 . H132 . 106.961 no C14 . C13 . H132 . 105.865 no H131 . C13 . H132 . 109.467 no C13 . C14 . C15 . 114.4(6) yes C13 . C14 . H141 . 107.316 no C15 . C14 . H141 . 108.897 no C13 . C14 . H142 . 108.929 no C15 . C14 . H142 . 107.745 no H141 . C14 . H142 . 109.467 no C14 . C15 . N5 . 119.6(7) yes C14 . C15 . O1 . 121.3(7) yes N5 . C15 . O1 . 119.1(7) yes N3 . C16 . C17 . 113.4(6) yes N3 . C16 . H161 . 110.450 no C17 . C16 . H161 . 109.364 no N3 . C16 . H162 . 107.225 no C17 . C16 . H162 . 106.824 no H161 . C16 . H162 . 109.467 no C16 . C17 . C18 . 109.9(7) yes C16 . C17 . H171 . 107.903 no C18 . C17 . H171 . 109.745 no C16 . C17 . H172 . 110.161 no C18 . C17 . H172 . 109.621 no H171 . C17 . H172 . 109.467 no C17 . C18 . N6 . 179.2(10) yes O2 . Cl1 . O3 . 108.3(4) yes O2 . Cl1 . O4 . 109.8(4) yes O3 . Cl1 . O4 . 111.4(5) yes O2 . Cl1 . O5 . 109.6(4) yes O3 . Cl1 . O5 . 108.5(4) yes O4 . Cl1 . O5 . 109.3(4) yes O6 . Cl2 . O7 . 113.8(6) yes O6 . Cl2 . O8 . 106.9(5) yes O7 . Cl2 . O8 . 107.7(6) yes O6 . Cl2 . O9 . 110.5(5) yes O7 . Cl2 . O9 . 108.4(6) yes O8 . Cl2 . O9 . 109.4(5) yes data_ccdc248568 _database_code_depnum_ccdc_archive 'CCDC 248568' _audit_creation_date 04-07-27 _audit_creation_method CRYSTALS_ver_12.20 # 7271109 c_ph9_2_173k #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 13.2769(3) _cell_angle_alpha 105.1318(11) _cell_length_b 16.8427(3) _cell_angle_beta 94.3250(9) _cell_length_c 19.9307(4) _cell_angle_gamma 112.9723(11) _cell_volume 3881.53(14) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Cu ' 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 6 _chemical_formula_sum ' C16 H38 Cl2 Cu1 N6 O10 ' _chemical_formula_moiety ' [Cu(C16 H36 N6 O1] (ClO4)2 H2O ' _chemical_compound_source ; ? ; _chemical_formula_weight 608.96 _cell_measurement_reflns_used 16941 _cell_measurement_theta_min 3 _cell_measurement_theta_max 27 _cell_measurement_temperature 173 _exptl_crystal_description ' plate ' _exptl_crystal_colour ' blue ' _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_max 0.19 _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1902 _exptl_absorpt_coefficient_mu 1.111 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method '\f & \w scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.94 # Sheldrick geometric definitions 0.82 0.94 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 173 _diffrn_reflns_number 32488 _reflns_number_total 17659 _diffrn_reflns_av_R_equivalents 0.02 # Number of reflections with Friedels Law is 17659 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 17818 _diffrn_reflns_theta_min 2.912 _diffrn_reflns_theta_max 27.509 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.959 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min -21 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _refine_diff_density_min -0.68 _refine_diff_density_max 1.00 _refine_ls_number_reflns 9247 _refine_ls_number_restraints 1197 _refine_ls_number_parameters 973 #_refine_ls_R_factor_ref 0.0538 _refine_ls_wR_factor_ref 0.0539 _refine_ls_goodness_of_fit_ref 1.0604 #_reflns_number_all 17563 _refine_ls_R_factor_all 0.1025 _refine_ls_wR_factor_all 0.0690 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 9247 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_gt 0.0539 _refine_ls_shift/su_max 0.036060 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.01 1.08 1.06 0.377 0.283 ; _refine_special_details ; This structure contains disordered parts in one of the main molecules, one of the counterion and in the solvent molecules. Due to the fact that the observation:parameter ratio was already quite low occupancies have been estimated in all disordered parts while temperature parameters have been refined for both components of a disordered fragment. One of the non-coordinated sidechains shows two orientations. Both possible orientations have been refined using restraints for distances and angles. Three oxygen atoms of one ClO4 counterion are disordered by a rotation around the axes Cl6-O24. Restraints were used to refine this disorder. The residual electron density in the difference map was interpreted as water molecules, two positions refined well assining occupancies of 0.5. Hydrogens bonded to these water molecules could not be localized and are therefore missing in the model. ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Cu1 Cu 0.95735(4) -0.00656(3) -0.24879(3) 0.0302 1.0000 Uani . . . . . . Cu2 Cu 0.67793(4) 0.31122(3) 0.07425(3) 0.0309 1.0000 Uani . . . . . . Cu3 Cu 0.68750(4) 0.33738(3) -0.38364(3) 0.0344 1.0000 Uani . . . . . . N1 N 1.0943(3) -0.0352(2) -0.2658(2) 0.0380 1.0000 Uani . . . . . . N2 N 0.8605(3) -0.1350(2) -0.32818(19) 0.0357 1.0000 Uani . . . . . . N3 N 0.8184(3) 0.0171(2) -0.2294(2) 0.0408 1.0000 Uani . . . . . . N4 N 1.0240(3) 0.0656(2) -0.14008(18) 0.0364 1.0000 Uani . . . . . . N5 N 1.0381(3) 0.0969(2) -0.3006(2) 0.0416 1.0000 Uani . . . . . . N6 N 0.8398(5) -0.1926(4) -0.5177(3) 0.0744 1.0000 Uani . . . . . . N7 N 0.5348(3) 0.3327(3) 0.0609(2) 0.0420 1.0000 Uani . . . . . . N8 N 0.7252(3) 0.3758(2) -0.00355(19) 0.0360 1.0000 Uani . . . . . . N9 N 0.8182(3) 0.2849(2) 0.0830(2) 0.0404 1.0000 Uani . . . . . . N10 N 0.5944(3) 0.1874(2) 0.0957(2) 0.0445 1.0000 Uani . . . . . . N11 N 0.7154(3) 0.4123(3) 0.1786(2) 0.0436 1.0000 Uani . . . . . . N12 N 0.7971(4) 0.6000(3) -0.0034(2) 0.0603 1.0000 Uani . . . . . . N13 N 0.7541(4) 0.4113(3) -0.4510(2) 0.0500 1.0000 Uani . . . . . . N14 N 0.5769(3) 0.2346(3) -0.4774(2) 0.0470 1.0000 Uani . . . . . . N15 N 0.6151(3) 0.2644(3) -0.3180(2) 0.0462 1.0000 Uani . . . . . . N16 N 0.7185(3) 0.4539(3) -0.2979(2) 0.0435 1.0000 Uani . . . . . . N17 N 0.8490(3) 0.3283(3) -0.3764(2) 0.0505 1.0000 Uani . . . . . . N18 N 0.4484(7) 0.0719(5) -0.5998(4) 0.0692 0.5000 Uani D . . . . . N180 N 0.6031(8) 0.1071(5) -0.6319(6) 0.0680 0.5000 Uani D . . . . . C1 C 1.0526(4) -0.1173(3) -0.3309(2) 0.0430 1.0000 Uani . . . . . . C2 C 0.9364(4) -0.1822(3) -0.3310(2) 0.0400 1.0000 Uani . . . . . . C3 C 0.7561(4) -0.1907(3) -0.3076(3) 0.0434 1.0000 Uani . . . . . . C4 C 0.6770(4) -0.1467(3) -0.2938(3) 0.0470 1.0000 Uani . . . . . . C5 C 0.7211(4) -0.0646(3) -0.2258(3) 0.0492 1.0000 Uani . . . . . . C6 C 0.7808(4) 0.0553(3) -0.2807(3) 0.0508 1.0000 Uani . . . . . . C7 C 0.8534(4) 0.0863(3) -0.1575(3) 0.0513 1.0000 Uani . . . . . . C8 C 0.9258(4) 0.0662(3) -0.1091(3) 0.0483 1.0000 Uani . . . . . . C9 C 1.1069(4) 0.1622(3) -0.1259(3) 0.0444 1.0000 Uani . . . . . . C10 C 1.0761(4) 0.0199(3) -0.1036(3) 0.0471 1.0000 Uani . . . . . . C11 C 1.1733(4) 0.0098(3) -0.1339(3) 0.0490 1.0000 Uani . . . . . . C12 C 1.1411(4) -0.0590(3) -0.2070(3) 0.0453 1.0000 Uani . . . . . . C13 C 1.1808(4) 0.0427(3) -0.2806(3) 0.0450 1.0000 Uani . . . . . . C14 C 1.1303(4) 0.0795(3) -0.3287(3) 0.0483 1.0000 Uani . . . . . . C15 C 0.8376(4) -0.1209(3) -0.3976(2) 0.0432 1.0000 Uani . . . . . . C16 C 0.7950(4) -0.2054(3) -0.4633(3) 0.0484 1.0000 Uani . . . . . . C17 C 0.5555(4) 0.3946(3) 0.0162(3) 0.0478 1.0000 Uani . . . . . . C18 C 0.6183(4) 0.3689(3) -0.0386(3) 0.0447 1.0000 Uani . . . . . . C19 C 0.7709(4) 0.3268(3) -0.0584(2) 0.0424 1.0000 Uani . . . . . . C20 C 0.8724(4) 0.3190(4) -0.0286(3) 0.0506 1.0000 Uani . . . . . . C21 C 0.8496(4) 0.2542(3) 0.0140(3) 0.0496 1.0000 Uani . . . . . . C22 C 0.9183(4) 0.3630(3) 0.1328(3) 0.0452 1.0000 Uani . . . . . . C23 C 0.7882(5) 0.2087(3) 0.1133(3) 0.0544 1.0000 Uani . . . . . . C24 C 0.6685(5) 0.1408(3) 0.0808(3) 0.0568 1.0000 Uani . . . . . . C25 C 0.5790(5) 0.1987(4) 0.1699(3) 0.0645 1.0000 Uani . . . . . . C26 C 0.4845(5) 0.1296(4) 0.0470(3) 0.0607 1.0000 Uani . . . . . . C27 C 0.4019(4) 0.1705(4) 0.0517(3) 0.0659 1.0000 Uani . . . . . . C28 C 0.4281(4) 0.2493(4) 0.0220(3) 0.0550 1.0000 Uani . . . . . . C29 C 0.5222(4) 0.3800(4) 0.1322(3) 0.0552 1.0000 Uani . . . . . . C30 C 0.6322(5) 0.4508(4) 0.1769(3) 0.0532 1.0000 Uani . . . . . . C31 C 0.8057(4) 0.4743(3) 0.0299(3) 0.0428 1.0000 Uani . . . . . . C32 C 0.8237(4) 0.5304(3) -0.0205(3) 0.0481 1.0000 Uani . . . . . . C33 C 0.7044(5) 0.3469(4) -0.5248(3) 0.0627 1.0000 Uani . . . . . . C34 C 0.5851(5) 0.2868(4) -0.5287(3) 0.0550 1.0000 Uani . . . . . . C35 C 0.4586(4) 0.1961(4) -0.4673(3) 0.0593 1.0000 Uani . . . . . . C36 C 0.4405(5) 0.1522(4) -0.4089(4) 0.0729 1.0000 Uani . . . . . . C37 C 0.4892(5) 0.2189(4) -0.3363(3) 0.0660 1.0000 Uani . . . . . . C38 C 0.6573(5) 0.1959(4) -0.3143(3) 0.0599 1.0000 Uani . . . . . . C39 C 0.6490(5) 0.3337(4) -0.2452(3) 0.0533 1.0000 Uani . . . . . . C40 C 0.6456(4) 0.4194(4) -0.2508(3) 0.0528 1.0000 Uani . . . . . . C41 C 0.8356(5) 0.5031(4) -0.2566(3) 0.0563 1.0000 Uani . . . . . . C42 C 0.6880(5) 0.5203(3) -0.3219(3) 0.0557 1.0000 Uani . . . . . . C43 C 0.7549(5) 0.5584(3) -0.3730(4) 0.0666 1.0000 Uani . . . . . . C44 C 0.7295(5) 0.4911(4) -0.4463(3) 0.0653 1.0000 Uani . . . . . . C45 C 0.8774(5) 0.4396(4) -0.4374(3) 0.0681 1.0000 Uani . . . . . . C46 C 0.9074(5) 0.3652(5) -0.4284(3) 0.0674 1.0000 Uani . . . . . . C47 C 0.6154(5) 0.1620(3) -0.5035(3) 0.0600 1.0000 Uani D . . . . . C48 C 0.5570(3) 0.0965(3) -0.5770(2) 0.0576 1.0000 Uani D . . . . . O1 O 0.7222(4) -0.2783(3) -0.4640(2) 0.0712 1.0000 Uani . . . . . . O2 O 0.8620(4) 0.5122(3) -0.0736(2) 0.0688 1.0000 Uani . . . . . . O3 O 0.6140(7) 0.0764(5) -0.6200(5) 0.0687 0.5000 Uani D . . . . . O4 O 0.9141(5) -0.2396(4) -0.1719(3) 0.0976 1.0000 Uani . . . . . . O5 O 0.8166(5) -0.1630(4) -0.1177(4) 0.1097 1.0000 Uani . . . . . . O6 O 0.9087(7) -0.2188(6) -0.0557(3) 0.1463 1.0000 Uani . . . . . . O7 O 0.7546(5) -0.3178(4) -0.1357(5) 0.1456 1.0000 Uani . . . . . . O8 O 0.5926(4) 0.0677(4) -0.1108(2) 0.0783 1.0000 Uani . . . . . . O9 O 0.4884(8) 0.0025(5) -0.2235(3) 0.1738 1.0000 Uani . . . . . . O10 O 0.5464(6) 0.1562(4) -0.1714(3) 0.1208 1.0000 Uani . . . . . . O11 O 0.4160(5) 0.0552(6) -0.1333(4) 0.1381 1.0000 Uani . . . . . . O12 O 0.9373(5) 0.6544(4) 0.1453(3) 0.1147 1.0000 Uani . . . . . . O13 O 0.9976(4) 0.7312(3) 0.2675(3) 0.0919 1.0000 Uani . . . . . . O14 O 0.9454(6) 0.5774(3) 0.2263(4) 0.1232 1.0000 Uani . . . . . . O15 O 1.1031(5) 0.6739(5) 0.2046(3) 0.1267 1.0000 Uani . . . . . . O16 O 0.6190(3) 0.7474(3) 0.1573(2) 0.0666 1.0000 Uani . . . . . . O17 O 0.5394(4) 0.6010(3) 0.1645(4) 0.1073 1.0000 Uani . . . . . . O18 O 0.7167(7) 0.7094(4) 0.2316(3) 0.1476 1.0000 Uani . . . . . . O19 O 0.6897(5) 0.6430(3) 0.1147(4) 0.1145 1.0000 Uani . . . . . . O20 O 0.9443(4) 0.3055(3) -0.7137(2) 0.0761 1.0000 Uani . . . . . . O21 O 0.7737(4) 0.2458(3) -0.6804(3) 0.0948 1.0000 Uani . . . . . . O22 O 0.9316(4) 0.3456(4) -0.5971(2) 0.0969 1.0000 Uani . . . . . . O23 O 0.8557(6) 0.3955(4) -0.6745(4) 0.1191 1.0000 Uani . . . . . . O24 O 0.9320(4) 0.0469(3) -0.4801(3) 0.0955 1.0000 Uani D U . . . . O25 O 0.8961(5) 0.1566(4) -0.4098(2) 0.0959 0.6000 Uani D U . . . . O26 O 0.8427(5) 0.1163(3) -0.5308(3) 0.0725 0.6000 Uani D U . . . . O27 O 0.7529(4) 0.0204(4) -0.4690(3) 0.1052 0.6000 Uani D U . . . . O30 O 0.4743(7) 0.0305(5) -0.5832(4) 0.0976 0.5000 Uani D . . . . . O250 O 0.8134(5) 0.0929(4) -0.4156(2) 0.1230 0.4000 Uani D U . . . . O260 O 0.9116(5) 0.1752(3) -0.4816(3) 0.1176 0.4000 Uani D U . . . . O270 O 0.7711(4) 0.0358(4) -0.5370(3) 0.1280 0.4000 Uani D U . . . . O280 O 0.8060(4) 0.6693(3) 0.3427(2) 0.0799 1.0000 Uani . . . . . . O290 O 0.5577(7) 0.5555(5) 0.4576(6) 0.2142 1.0000 Uani . . . . . . O300 O 0.7216(10) 0.4996(7) 0.3628(5) 0.0964 0.5000 Uani . U . . . . O301 O 0.5908(10) 0.3386(9) 0.3044(6) 0.1052 0.5000 Uani . U . . . . Cl1 Cl 0.84827(9) -0.23406(7) -0.12087(6) 0.0392 1.0000 Uani . . . . . . Cl2 Cl 0.51259(9) 0.07080(7) -0.16136(6) 0.0387 1.0000 Uani . . . . . . Cl3 Cl 0.99129(9) 0.65841(7) 0.21148(6) 0.0424 1.0000 Uani . . . . . . Cl4 Cl 0.63981(9) 0.67503(8) 0.16897(6) 0.0448 1.0000 Uani . . . . . . Cl5 Cl 0.87510(10) 0.32389(8) -0.66605(7) 0.0495 1.0000 Uani . . . . . . Cl6 Cl 0.85520(10) 0.08602(8) -0.47512(6) 0.0470 1.0000 Uani D U . . . . H4 H 1.0672 0.1567 -0.2667 0.0503 1.0000 Uiso . . . . . . H5 H 0.9849 0.0920 -0.3387 0.0503 1.0000 Uiso . . . . . . H6 H 0.8160 -0.2418 -0.5614 0.0782 1.0000 Uiso . . . . . . H7 H 0.8966 -0.1341 -0.5141 0.0782 1.0000 Uiso . . . . . . H14 H 0.7896 0.4594 0.1874 0.0515 1.0000 Uiso . . . . . . H15 H 0.7090 0.3839 0.2150 0.0515 1.0000 Uiso . . . . . . H16 H 0.8076 0.6383 -0.0328 0.0758 1.0000 Uiso . . . . . . H17 H 0.7673 0.6122 0.0386 0.0758 1.0000 Uiso . . . . . . H24 H 0.8932 0.3629 -0.3295 0.0577 1.0000 Uiso . . . . . . H25 H 0.8365 0.2660 -0.3862 0.0577 1.0000 Uiso . . . . . . H26 H 0.4146 0.0388 -0.6488 0.0678 0.5000 Uiso . . . . . . H27 H 0.4043 0.0869 -0.5670 0.0678 0.5000 Uiso . . . . . . H36 H 0.6698 0.1607 -0.6265 0.0767 0.5000 Uiso . . . . . . H37 H 0.5700 0.0614 -0.6775 0.0767 0.5000 Uiso . . . . . . H11 H 1.1012 -0.1472 -0.3313 0.0528 1.0000 Uiso . . . . . . H12 H 1.0521 -0.0985 -0.3724 0.0528 1.0000 Uiso . . . . . . H21 H 0.9096 -0.2334 -0.3735 0.0473 1.0000 Uiso . . . . . . H22 H 0.9372 -0.2026 -0.2904 0.0473 1.0000 Uiso . . . . . . H31 H 0.7176 -0.2473 -0.3453 0.0514 1.0000 Uiso . . . . . . H32 H 0.7771 -0.2023 -0.2652 0.0514 1.0000 Uiso . . . . . . H41 H 0.6646 -0.1268 -0.3333 0.0543 1.0000 Uiso . . . . . . H42 H 0.6076 -0.1911 -0.2896 0.0543 1.0000 Uiso . . . . . . H51 H 0.7435 -0.0828 -0.1876 0.0605 1.0000 Uiso . . . . . . H52 H 0.6614 -0.0474 -0.2162 0.0605 1.0000 Uiso . . . . . . H61 H 0.8429 0.1077 -0.2833 0.0644 1.0000 Uiso . . . . . . H62 H 0.7518 0.0102 -0.3268 0.0644 1.0000 Uiso . . . . . . H63 H 0.7235 0.0726 -0.2652 0.0644 1.0000 Uiso . . . . . . H71 H 0.8946 0.1457 -0.1611 0.0609 1.0000 Uiso . . . . . . H72 H 0.7884 0.0844 -0.1386 0.0609 1.0000 Uiso . . . . . . H81 H 0.9507 0.1121 -0.0635 0.0562 1.0000 Uiso . . . . . . H82 H 0.8838 0.0079 -0.1039 0.0562 1.0000 Uiso . . . . . . H91 H 1.1710 0.1630 -0.1456 0.0499 1.0000 Uiso . . . . . . H92 H 1.1297 0.1924 -0.0756 0.0499 1.0000 Uiso . . . . . . H93 H 1.0732 0.1930 -0.1473 0.0499 1.0000 Uiso . . . . . . H141 H 1.1867 0.1352 -0.3310 0.0546 1.0000 Uiso . . . . . . H142 H 1.1018 0.0359 -0.3754 0.0546 1.0000 Uiso . . . . . . H131 H 1.2321 0.0229 -0.3031 0.0514 1.0000 Uiso . . . . . . H132 H 1.2200 0.0902 -0.2366 0.0514 1.0000 Uiso . . . . . . H121 H 1.2066 -0.0664 -0.2182 0.0551 1.0000 Uiso . . . . . . H122 H 1.0860 -0.1155 -0.2052 0.0551 1.0000 Uiso . . . . . . H111 H 1.2114 -0.0084 -0.1022 0.0577 1.0000 Uiso . . . . . . H112 H 1.2230 0.0679 -0.1364 0.0577 1.0000 Uiso . . . . . . H101 H 1.1025 0.0553 -0.0543 0.0540 1.0000 Uiso . . . . . . H102 H 1.0203 -0.0395 -0.1081 0.0540 1.0000 Uiso . . . . . . H151 H 0.9057 -0.0770 -0.4037 0.0484 1.0000 Uiso . . . . . . H152 H 0.7824 -0.0972 -0.3954 0.0484 1.0000 Uiso . . . . . . H171 H 0.5987 0.4564 0.0456 0.0580 1.0000 Uiso . . . . . . H172 H 0.4855 0.3885 -0.0069 0.0580 1.0000 Uiso . . . . . . H181 H 0.6333 0.4091 -0.0667 0.0520 1.0000 Uiso . . . . . . H182 H 0.5742 0.3075 -0.0687 0.0520 1.0000 Uiso . . . . . . H191 H 0.7900 0.3592 -0.0921 0.0482 1.0000 Uiso . . . . . . H192 H 0.7137 0.2667 -0.0820 0.0482 1.0000 Uiso . . . . . . H201 H 0.9250 0.3781 0.0015 0.0589 1.0000 Uiso . . . . . . H202 H 0.9045 0.2985 -0.0674 0.0589 1.0000 Uiso . . . . . . H211 H 0.9158 0.2453 0.0234 0.0602 1.0000 Uiso . . . . . . H212 H 0.7896 0.1973 -0.0141 0.0602 1.0000 Uiso . . . . . . H221 H 0.8987 0.3832 0.1775 0.0552 1.0000 Uiso . . . . . . H222 H 0.9766 0.3440 0.1399 0.0552 1.0000 Uiso . . . . . . H223 H 0.9439 0.4120 0.1131 0.0552 1.0000 Uiso . . . . . . H231 H 0.8369 0.1793 0.1031 0.0702 1.0000 Uiso . . . . . . H232 H 0.7960 0.2320 0.1637 0.0702 1.0000 Uiso . . . . . . H241 H 0.6608 0.1166 0.0304 0.0700 1.0000 Uiso . . . . . . H242 H 0.6485 0.0922 0.1010 0.0700 1.0000 Uiso . . . . . . H251 H 0.5310 0.2288 0.1798 0.0754 1.0000 Uiso . . . . . . H252 H 0.6502 0.2345 0.2016 0.0754 1.0000 Uiso . . . . . . H253 H 0.5459 0.1401 0.1764 0.0754 1.0000 Uiso . . . . . . H261 H 0.4969 0.1175 -0.0007 0.0653 1.0000 Uiso . . . . . . H262 H 0.4525 0.0736 0.0576 0.0653 1.0000 Uiso . . . . . . H271 H 0.3990 0.1920 0.1008 0.0692 1.0000 Uiso . . . . . . H272 H 0.3301 0.1235 0.0261 0.0692 1.0000 Uiso . . . . . . H281 H 0.4341 0.2287 -0.0266 0.0602 1.0000 Uiso . . . . . . H282 H 0.3673 0.2667 0.0241 0.0602 1.0000 Uiso . . . . . . H291 H 0.4736 0.4085 0.1262 0.0684 1.0000 Uiso . . . . . . H292 H 0.4900 0.3359 0.1559 0.0684 1.0000 Uiso . . . . . . H301 H 0.6589 0.5000 0.1574 0.0664 1.0000 Uiso . . . . . . H302 H 0.6226 0.4731 0.2243 0.0664 1.0000 Uiso . . . . . . H311 H 0.8765 0.4770 0.0480 0.0502 1.0000 Uiso . . . . . . H312 H 0.7775 0.5007 0.0684 0.0502 1.0000 Uiso . . . . . . H331 H 0.7087 0.3807 -0.5574 0.0743 1.0000 Uiso . . . . . . H332 H 0.7447 0.3104 -0.5369 0.0743 1.0000 Uiso . . . . . . H341 H 0.5534 0.2450 -0.5760 0.0620 1.0000 Uiso . . . . . . H342 H 0.5447 0.3233 -0.5173 0.0620 1.0000 Uiso . . . . . . H351 H 0.4130 0.1510 -0.5111 0.0634 1.0000 Uiso . . . . . . H352 H 0.4354 0.2446 -0.4561 0.0634 1.0000 Uiso . . . . . . H361 H 0.4743 0.1104 -0.4158 0.0758 1.0000 Uiso . . . . . . H362 H 0.3617 0.1196 -0.4125 0.0758 1.0000 Uiso . . . . . . H371 H 0.4630 0.2653 -0.3321 0.0775 1.0000 Uiso . . . . . . H372 H 0.4632 0.1876 -0.3028 0.0775 1.0000 Uiso . . . . . . H381 H 0.7374 0.2246 -0.3027 0.0780 1.0000 Uiso . . . . . . H382 H 0.6329 0.1490 -0.3594 0.0780 1.0000 Uiso . . . . . . H383 H 0.6290 0.1697 -0.2785 0.0780 1.0000 Uiso . . . . . . H391 H 0.7234 0.3464 -0.2243 0.0687 1.0000 Uiso . . . . . . H392 H 0.5984 0.3099 -0.2160 0.0687 1.0000 Uiso . . . . . . H401 H 0.6705 0.4640 -0.2046 0.0636 1.0000 Uiso . . . . . . H402 H 0.5705 0.4073 -0.2695 0.0636 1.0000 Uiso . . . . . . H411 H 0.8849 0.5264 -0.2866 0.0613 1.0000 Uiso . . . . . . H412 H 0.8411 0.5526 -0.2171 0.0613 1.0000 Uiso . . . . . . H413 H 0.8560 0.4621 -0.2397 0.0613 1.0000 Uiso . . . . . . H421 H 0.6991 0.5700 -0.2808 0.0636 1.0000 Uiso . . . . . . H422 H 0.6106 0.4900 -0.3446 0.0636 1.0000 Uiso . . . . . . H431 H 0.7401 0.6082 -0.3779 0.0766 1.0000 Uiso . . . . . . H432 H 0.8326 0.5801 -0.3534 0.0766 1.0000 Uiso . . . . . . H441 H 0.7723 0.5234 -0.4752 0.0764 1.0000 Uiso . . . . . . H442 H 0.6513 0.4687 -0.4652 0.0764 1.0000 Uiso . . . . . . H451 H 0.9061 0.4568 -0.4768 0.0744 1.0000 Uiso . . . . . . H452 H 0.9111 0.4908 -0.3950 0.0744 1.0000 Uiso . . . . . . H461 H 0.9865 0.3893 -0.4120 0.0779 1.0000 Uiso . . . . . . H462 H 0.8854 0.3178 -0.4730 0.0779 1.0000 Uiso . . . . . . H471 H 0.6936 0.1910 -0.5036 0.0699 1.0000 Uiso . . . . . . H472 H 0.6043 0.1276 -0.4710 0.0699 1.0000 Uiso . . . . . . 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 Cu1 0.0294(3) 0.0269(2) 0.0349(3) 0.0087(2) 0.0058(2) 0.0132(2) Cu2 0.0294(3) 0.0286(2) 0.0339(3) 0.0106(2) 0.0070(2) 0.0109(2) Cu3 0.0355(3) 0.0315(3) 0.0327(3) 0.0087(2) 0.0041(2) 0.0122(2) N1 0.0348(18) 0.0354(18) 0.045(2) 0.0101(16) 0.0107(16) 0.0171(15) N2 0.0380(19) 0.0279(16) 0.0370(19) 0.0101(14) 0.0004(15) 0.0112(15) N3 0.0393(19) 0.0348(18) 0.049(2) 0.0108(16) 0.0097(17) 0.0183(16) N4 0.0392(19) 0.0320(17) 0.0333(19) 0.0056(15) 0.0055(15) 0.0139(15) N5 0.048(2) 0.0315(18) 0.047(2) 0.0145(16) 0.0116(17) 0.0161(16) N6 0.073(3) 0.078(3) 0.045(3) 0.008(2) 0.018(2) 0.010(3) N7 0.0321(18) 0.050(2) 0.044(2) 0.0118(17) 0.0122(16) 0.0190(17) N8 0.0348(18) 0.0307(17) 0.0365(19) 0.0100(15) 0.0021(15) 0.0090(15) N9 0.0361(19) 0.0399(19) 0.047(2) 0.0139(17) 0.0077(16) 0.0177(16) N10 0.041(2) 0.0352(19) 0.049(2) 0.0177(17) 0.0076(18) 0.0056(16) N11 0.045(2) 0.044(2) 0.040(2) 0.0101(17) 0.0066(17) 0.0191(17) N12 0.092(3) 0.045(2) 0.052(2) 0.027(2) 0.021(2) 0.029(2) N13 0.057(2) 0.045(2) 0.046(2) 0.0208(18) 0.0093(19) 0.0152(19) N14 0.048(2) 0.046(2) 0.041(2) 0.0085(17) -0.0031(17) 0.0199(18) N15 0.050(2) 0.047(2) 0.046(2) 0.0210(18) 0.0113(18) 0.0206(18) N16 0.042(2) 0.0371(19) 0.044(2) 0.0011(16) -0.0014(17) 0.0181(17) N17 0.043(2) 0.056(2) 0.045(2) 0.0044(19) 0.0055(18) 0.0217(19) N18 0.041(4) 0.070(5) 0.058(5) -0.037(4) -0.015(4) 0.026(4) N180 0.083(5) 0.049(5) 0.059(5) 0.010(5) 0.021(5) 0.019(5) C1 0.051(3) 0.039(2) 0.042(2) 0.0071(19) 0.014(2) 0.025(2) C2 0.049(2) 0.031(2) 0.038(2) 0.0069(18) 0.009(2) 0.0182(19) C3 0.044(2) 0.034(2) 0.051(3) 0.015(2) 0.011(2) 0.0132(19) C4 0.030(2) 0.039(2) 0.067(3) 0.022(2) 0.007(2) 0.0067(19) C5 0.040(2) 0.045(3) 0.067(3) 0.019(2) 0.017(2) 0.020(2) C6 0.041(2) 0.043(2) 0.077(3) 0.024(2) 0.005(2) 0.024(2) C7 0.042(2) 0.041(2) 0.069(3) 0.006(2) 0.014(2) 0.022(2) C8 0.053(3) 0.046(2) 0.042(3) 0.006(2) 0.020(2) 0.020(2) C9 0.046(2) 0.032(2) 0.046(3) 0.0062(19) 0.010(2) 0.0119(19) C10 0.050(3) 0.043(2) 0.041(3) 0.010(2) -0.002(2) 0.018(2) C11 0.042(2) 0.046(3) 0.056(3) 0.013(2) -0.004(2) 0.021(2) C12 0.035(2) 0.040(2) 0.063(3) 0.015(2) 0.004(2) 0.0191(19) C13 0.033(2) 0.034(2) 0.062(3) 0.007(2) 0.018(2) 0.0116(18) C14 0.052(3) 0.033(2) 0.052(3) 0.012(2) 0.019(2) 0.009(2) C15 0.049(3) 0.035(2) 0.037(2) 0.0094(19) 0.002(2) 0.012(2) C16 0.049(3) 0.046(3) 0.046(3) 0.015(2) 0.000(2) 0.018(2) C17 0.046(2) 0.052(3) 0.048(3) 0.011(2) 0.000(2) 0.027(2) C18 0.044(2) 0.042(2) 0.044(3) 0.014(2) 0.002(2) 0.016(2) C19 0.048(2) 0.039(2) 0.034(2) 0.0084(18) 0.0102(19) 0.013(2) C20 0.042(2) 0.057(3) 0.048(3) 0.009(2) 0.017(2) 0.020(2) C21 0.045(2) 0.051(3) 0.054(3) 0.009(2) 0.010(2) 0.027(2) C22 0.039(2) 0.051(3) 0.048(3) 0.017(2) 0.004(2) 0.022(2) C23 0.062(3) 0.047(3) 0.067(3) 0.027(2) 0.010(3) 0.031(2) C24 0.071(3) 0.038(2) 0.066(3) 0.024(2) 0.012(3) 0.023(2) C25 0.075(3) 0.059(3) 0.054(3) 0.030(3) 0.019(3) 0.014(3) C26 0.046(3) 0.046(3) 0.071(3) 0.022(3) 0.015(3) -0.002(2) C27 0.034(2) 0.072(3) 0.068(3) 0.016(3) 0.011(2) 0.001(2) C28 0.027(2) 0.064(3) 0.059(3) 0.011(3) 0.005(2) 0.011(2) C29 0.048(3) 0.068(3) 0.055(3) 0.011(2) 0.014(2) 0.035(2) C30 0.066(3) 0.058(3) 0.041(3) 0.006(2) 0.014(2) 0.038(3) C31 0.046(2) 0.035(2) 0.045(3) 0.0140(19) 0.009(2) 0.0132(19) C32 0.047(3) 0.037(2) 0.050(3) 0.016(2) 0.010(2) 0.006(2) C33 0.077(3) 0.068(3) 0.040(3) 0.021(2) 0.013(3) 0.026(3) C34 0.068(3) 0.052(3) 0.035(3) 0.007(2) -0.006(2) 0.023(2) C35 0.042(3) 0.051(3) 0.066(3) 0.010(2) -0.008(2) 0.009(2) C36 0.051(3) 0.054(3) 0.085(4) 0.021(3) 0.002(3) -0.004(3) C37 0.048(3) 0.073(3) 0.072(4) 0.035(3) 0.021(3) 0.012(3) C38 0.083(3) 0.056(3) 0.056(3) 0.031(2) 0.016(3) 0.036(3) C39 0.059(3) 0.075(3) 0.038(3) 0.021(2) 0.016(2) 0.037(3) C40 0.052(3) 0.065(3) 0.042(3) 0.007(2) 0.013(2) 0.031(2) C41 0.054(3) 0.049(3) 0.051(3) 0.001(2) -0.006(2) 0.019(2) C42 0.064(3) 0.039(2) 0.056(3) -0.001(2) -0.008(3) 0.028(2) C43 0.075(3) 0.034(2) 0.083(4) 0.018(3) -0.002(3) 0.019(2) C44 0.080(3) 0.046(3) 0.065(3) 0.028(3) 0.002(3) 0.018(3) C45 0.052(3) 0.074(4) 0.061(3) 0.022(3) 0.020(3) 0.006(3) C46 0.048(3) 0.080(4) 0.066(4) 0.010(3) 0.015(3) 0.027(3) C47 0.082(3) 0.049(3) 0.043(3) 0.002(2) -0.005(3) 0.034(3) C48 0.052(3) 0.041(3) 0.056(3) 0.003(2) 0.005(3) 0.005(2) O1 0.084(3) 0.045(2) 0.057(2) 0.0102(17) 0.006(2) 0.005(2) O2 0.090(3) 0.054(2) 0.068(2) 0.0282(19) 0.043(2) 0.025(2) O3 0.052(4) 0.062(5) 0.065(5) -0.009(4) 0.013(4) 0.016(4) O4 0.116(3) 0.144(4) 0.100(3) 0.080(3) 0.077(3) 0.087(3) O5 0.102(3) 0.103(3) 0.193(5) 0.088(3) 0.075(3) 0.079(3) O6 0.201(5) 0.198(5) 0.057(3) 0.005(3) -0.023(3) 0.134(4) O7 0.081(3) 0.077(3) 0.226(6) 0.002(4) 0.065(4) 0.003(3) O8 0.063(2) 0.125(3) 0.064(2) 0.032(2) 0.012(2) 0.057(2) O9 0.283(5) 0.120(4) 0.094(4) -0.043(3) -0.085(4) 0.133(4) O10 0.134(4) 0.072(3) 0.125(4) 0.051(3) -0.008(4) 0.005(3) O11 0.079(3) 0.254(6) 0.146(5) 0.123(4) 0.053(3) 0.092(4) O12 0.131(4) 0.113(4) 0.089(3) 0.013(3) -0.042(3) 0.065(3) O13 0.109(3) 0.058(2) 0.091(3) -0.006(2) 0.020(3) 0.037(2) O14 0.155(4) 0.052(3) 0.132(4) 0.035(3) 0.018(4) 0.011(3) O15 0.083(3) 0.199(5) 0.124(4) 0.039(4) 0.036(3) 0.091(3) O16 0.053(2) 0.052(2) 0.094(3) 0.021(2) 0.003(2) 0.0248(18) O17 0.053(2) 0.079(3) 0.217(5) 0.084(3) 0.054(3) 0.027(2) O18 0.228(5) 0.117(4) 0.083(3) -0.011(3) -0.065(4) 0.104(4) O19 0.122(4) 0.075(3) 0.167(5) 0.036(3) 0.105(3) 0.050(3) O20 0.086(3) 0.100(3) 0.068(3) 0.040(2) 0.039(2) 0.053(2) O21 0.058(3) 0.082(3) 0.106(4) 0.026(3) 0.015(2) -0.006(2) O22 0.086(3) 0.117(4) 0.055(3) 0.017(3) 0.008(2) 0.018(3) O23 0.145(4) 0.096(3) 0.169(5) 0.060(3) 0.062(4) 0.087(3) O24 0.081(3) 0.098(3) 0.141(4) 0.062(3) 0.033(3) 0.054(3) O25 0.136(4) 0.071(4) 0.059(3) -0.007(3) -0.002(3) 0.043(3) O26 0.079(3) 0.130(4) 0.044(3) 0.050(3) 0.024(2) 0.064(3) O27 0.061(3) 0.117(4) 0.099(4) 0.056(3) -0.004(3) -0.012(3) O30 0.074(5) 0.048(4) 0.118(6) -0.022(4) 0.056(5) -0.003(4) O250 0.113(4) 0.140(4) 0.064(3) 0.000(3) 0.045(3) 0.018(3) O260 0.121(3) 0.084(4) 0.157(3) 0.059(3) 0.020(2) 0.040(3) O270 0.094(3) 0.136(4) 0.094(4) -0.034(3) -0.026(3) 0.041(3) O280 0.103(3) 0.089(3) 0.062(3) 0.029(2) 0.027(2) 0.050(3) O290 0.133(4) 0.092(4) 0.329(7) 0.062(5) -0.128(5) -0.007(4) O300 0.146(5) 0.084(5) 0.082(5) 0.052(4) 0.028(5) 0.056(4) O301 0.100(5) 0.131(6) 0.084(5) 0.046(5) 0.017(5) 0.041(5) Cl1 0.0406(6) 0.0427(6) 0.0411(6) 0.0198(5) 0.0132(5) 0.0194(5) Cl2 0.0382(6) 0.0338(5) 0.0402(6) 0.0117(4) 0.0109(5) 0.0109(4) Cl3 0.0389(6) 0.0354(5) 0.0496(6) 0.0086(5) 0.0002(5) 0.0172(5) Cl4 0.0370(6) 0.0461(6) 0.0514(7) 0.0097(5) 0.0066(5) 0.0219(5) Cl5 0.0507(7) 0.0488(6) 0.0482(7) 0.0191(5) 0.0117(5) 0.0177(6) Cl6 0.0498(7) 0.0554(7) 0.0382(6) 0.0106(5) 0.0073(5) 0.0276(6) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 2.084(3) yes Cu1 . N2 . 2.138(3) yes Cu1 . N3 . 2.076(4) yes Cu1 . N4 . 2.110(3) yes Cu1 . N5 . 2.214(4) yes Cu1 . C2 . 2.875(4) yes Cu1 . C7 . 2.870(5) yes Cu1 . C8 . 2.868(5) yes Cu2 . N7 . 2.079(4) yes Cu2 . N8 . 2.116(4) yes Cu2 . N9 . 2.081(4) yes Cu2 . N10 . 2.120(4) yes Cu2 . N11 . 2.192(4) yes Cu2 . C18 . 2.846(5) yes Cu2 . C23 . 2.869(5) yes Cu2 . C24 . 2.861(5) yes Cu3 . N13 . 2.080(4) yes Cu3 . N14 . 2.134(4) yes Cu3 . N15 . 2.062(4) yes Cu3 . N16 . 2.111(4) yes Cu3 . N17 . 2.205(4) yes Cu3 . C33 . 2.879(5) yes Cu3 . C34 . 2.856(5) yes Cu3 . C39 . 2.855(5) yes Cu3 . C40 . 2.853(5) yes N1 . C1 . 1.504(6) yes N1 . C12 . 1.500(6) yes N1 . C13 . 1.484(6) yes N2 . C2 . 1.503(6) yes N2 . C3 . 1.498(6) yes N2 . C15 . 1.493(6) yes N3 . C5 . 1.498(6) yes N3 . C6 . 1.492(6) yes N3 . C7 . 1.495(6) yes N4 . C8 . 1.487(6) yes N4 . C9 . 1.502(6) yes N4 . C10 . 1.494(6) yes N5 . C14 . 1.483(6) yes N5 . H4 . 0.960 no N5 . H5 . 0.960 no N6 . C16 . 1.302(7) yes N6 . H6 . 0.960 no N6 . H7 . 0.960 no N7 . C17 . 1.502(6) yes N7 . C28 . 1.515(6) yes N7 . C29 . 1.494(6) yes N8 . C18 . 1.481(6) yes N8 . C19 . 1.504(6) yes N8 . C31 . 1.507(6) yes N9 . C21 . 1.490(6) yes N9 . C22 . 1.496(6) yes N9 . C23 . 1.487(6) yes N10 . C24 . 1.482(7) yes N10 . C25 . 1.481(7) yes N10 . C26 . 1.483(7) yes N11 . C30 . 1.486(6) yes N11 . H14 . 0.960 no N11 . H15 . 0.960 no N12 . C32 . 1.322(7) yes N12 . H16 . 0.960 no N12 . H17 . 0.960 no N13 . C33 . 1.495(7) yes N13 . C44 . 1.486(7) yes N13 . C45 . 1.495(7) yes N14 . C34 . 1.498(7) yes N14 . C35 . 1.500(7) yes N14 . C47 . 1.491(6) yes N15 . C37 . 1.509(7) yes N15 . C38 . 1.481(7) yes N15 . C39 . 1.509(7) yes N16 . C40 . 1.463(7) yes N16 . C41 . 1.491(6) yes N16 . C42 . 1.498(6) yes N17 . C46 . 1.464(8) yes N17 . H24 . 0.960 no N17 . H25 . 0.960 no N18 . C48 . 1.339(9) yes N18 . O30 . 1.001(10) yes N18 . H26 . 0.960 no N18 . H27 . 0.961 no N180 . C48 . 1.312(14) yes N180 . H36 . 0.959 no N180 . H37 . 0.960 no C1 . C2 . 1.503(7) yes C1 . H11 . 0.960 no C1 . H12 . 0.960 no C2 . H21 . 0.960 no C2 . H22 . 0.960 no C3 . C4 . 1.509(7) yes C3 . H31 . 0.960 no C3 . H32 . 0.960 no C4 . C5 . 1.537(7) yes C4 . H41 . 0.960 no C4 . H42 . 0.960 no C5 . H51 . 0.960 no C5 . H52 . 0.960 no C6 . H61 . 0.960 no C6 . H62 . 0.960 no C6 . H63 . 0.960 no C7 . C8 . 1.500(8) yes C7 . H71 . 0.960 no C7 . H72 . 0.960 no C8 . H81 . 0.960 no C8 . H82 . 0.960 no C9 . H91 . 0.960 no C9 . H92 . 0.960 no C9 . H93 . 0.960 no C10 . C11 . 1.514(7) yes C10 . H101 . 0.960 no C10 . H102 . 0.960 no C11 . C12 . 1.511(7) yes C11 . H111 . 0.960 no C11 . H112 . 0.960 no C12 . H121 . 0.960 no C12 . H122 . 0.960 no C13 . C14 . 1.514(7) yes C13 . H131 . 0.960 no C13 . H132 . 0.960 no C14 . H141 . 0.960 no C14 . H142 . 0.960 no C15 . C16 . 1.531(7) yes C15 . H151 . 0.960 no C15 . H152 . 0.960 no C16 . O1 . 1.227(6) yes C17 . C18 . 1.499(7) yes C17 . H171 . 0.960 no C17 . H172 . 0.960 no C18 . H181 . 0.960 no C18 . H182 . 0.960 no C19 . C20 . 1.499(7) yes C19 . H191 . 0.960 no C19 . H192 . 0.960 no C20 . C21 . 1.507(8) yes C20 . H201 . 0.960 no C20 . H202 . 0.960 no C21 . H211 . 0.960 no C21 . H212 . 0.960 no C22 . H221 . 0.960 no C22 . H222 . 0.960 no C22 . H223 . 0.960 no C23 . C24 . 1.514(8) yes C23 . H231 . 0.960 no C23 . H232 . 0.960 no C24 . H241 . 0.960 no C24 . H242 . 0.960 no C25 . H251 . 0.960 no C25 . H252 . 0.960 no C25 . H253 . 0.960 no C26 . C27 . 1.502(9) yes C26 . H261 . 0.960 no C26 . H262 . 0.960 no C27 . C28 . 1.523(9) yes C27 . H271 . 0.960 no C27 . H272 . 0.960 no C28 . H281 . 0.960 no C28 . H282 . 0.960 no C29 . C30 . 1.496(8) yes C29 . H291 . 0.960 no C29 . H292 . 0.960 no C30 . H301 . 0.960 no C30 . H302 . 0.960 no C31 . C32 . 1.522(7) yes C31 . H311 . 0.960 no C31 . H312 . 0.960 no C32 . O2 . 1.226(6) yes C33 . C34 . 1.492(9) yes C33 . H331 . 0.960 no C33 . H332 . 0.960 no C34 . H341 . 0.960 no C34 . H342 . 0.960 no C35 . C36 . 1.521(9) yes C35 . H351 . 0.960 no C35 . H352 . 0.960 no C36 . C37 . 1.489(9) yes C36 . H361 . 0.960 no C36 . H362 . 0.960 no C37 . H371 . 0.960 no C37 . H372 . 0.960 no C38 . H381 . 0.960 no C38 . H382 . 0.960 no C38 . H383 . 0.960 no C39 . C40 . 1.493(8) yes C39 . H391 . 0.960 no C39 . H392 . 0.960 no C40 . H401 . 0.960 no C40 . H402 . 0.960 no C41 . H411 . 0.960 no C41 . H412 . 0.960 no C41 . H413 . 0.960 no C42 . C43 . 1.508(9) yes C42 . H421 . 0.960 no C42 . H422 . 0.960 no C43 . C44 . 1.514(9) yes C43 . H431 . 0.960 no C43 . H432 . 0.960 no C44 . H441 . 0.960 no C44 . H442 . 0.960 no C45 . C46 . 1.502(10) yes C45 . H451 . 0.960 no C45 . H452 . 0.960 no C46 . H461 . 0.960 no C46 . H462 . 0.960 no C47 . C48 . 1.511(6) yes C47 . H471 . 0.960 no C47 . H472 . 0.960 no C48 . O3 . 1.251(11) yes C48 . O30 . 1.187(9) yes O3 . H37 . 1.161 no O4 . Cl1 . 1.398(4) yes O5 . Cl1 . 1.404(4) yes O6 . Cl1 . 1.380(5) yes O7 . Cl1 . 1.408(5) yes O8 . Cl2 . 1.434(4) yes O9 . Cl2 . 1.367(6) yes O10 . Cl2 . 1.404(5) yes O11 . Cl2 . 1.396(5) yes O12 . Cl3 . 1.424(5) yes O13 . Cl3 . 1.396(4) yes O14 . Cl3 . 1.382(5) yes O15 . Cl3 . 1.428(5) yes O16 . Cl4 . 1.420(4) yes O17 . Cl4 . 1.402(4) yes O18 . Cl4 . 1.380(5) yes O19 . Cl4 . 1.408(5) yes O20 . Cl5 . 1.428(4) yes O21 . Cl5 . 1.410(4) yes O22 . Cl5 . 1.397(5) yes O23 . Cl5 . 1.374(5) yes O24 . Cl6 . 1.411(4) yes O25 . O250 . 1.168 yes O25 . O260 . 1.555(5) yes O25 . Cl6 . 1.409(4) yes O26 . O260 . 1.196 yes O26 . O270 . 1.283(5) yes O26 . Cl6 . 1.360(4) yes O27 . O250 . 1.302(6) yes O27 . O270 . 1.464 yes O27 . Cl6 . 1.416(4) yes O250 . Cl6 . 1.343(4) yes O260 . Cl6 . 1.439(5) yes O270 . Cl6 . 1.411(5) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . N2 . 85.78(14) yes N1 . Cu1 . N3 . 177.18(15) yes N2 . Cu1 . N3 . 93.33(14) yes N1 . Cu1 . N4 . 93.91(14) yes N2 . Cu1 . N4 . 147.32(14) yes N3 . Cu1 . N4 . 85.39(15) yes N1 . Cu1 . N5 . 82.33(14) yes N2 . Cu1 . N5 . 109.37(14) yes N3 . Cu1 . N5 . 100.49(14) yes N4 . Cu1 . N5 . 102.94(14) yes N1 . Cu1 . C2 . 56.92(14) yes N2 . Cu1 . C2 . 30.63(13) yes N3 . Cu1 . C2 . 121.66(14) yes N4 . Cu1 . C2 . 129.88(13) yes N5 . Cu1 . C2 . 110.94(13) yes N1 . Cu1 . C7 . 149.70(15) yes N2 . Cu1 . C7 . 121.25(14) yes N3 . Cu1 . C7 . 30.08(15) yes N4 . Cu1 . C7 . 56.09(15) yes N5 . Cu1 . C7 . 99.13(15) yes N1 . Cu1 . C8 . 122.11(15) yes N2 . Cu1 . C8 . 130.21(14) yes N3 . Cu1 . C8 . 56.69(15) yes N4 . Cu1 . C8 . 30.14(14) yes N5 . Cu1 . C8 . 114.27(14) yes C2 . Cu1 . C7 . 144.33(14) yes C2 . Cu1 . C8 . 134.12(14) yes C7 . Cu1 . C8 . 30.31(15) yes N7 . Cu2 . N8 . 85.51(15) yes N7 . Cu2 . N9 . 177.30(15) yes N8 . Cu2 . N9 . 93.73(14) yes N7 . Cu2 . N10 . 93.87(16) yes N8 . Cu2 . N10 . 146.99(15) yes N9 . Cu2 . N10 . 85.36(15) yes N7 . Cu2 . N11 . 83.19(15) yes N8 . Cu2 . N11 . 110.58(14) yes N9 . Cu2 . N11 . 99.49(15) yes N10 . Cu2 . N11 . 102.08(15) yes N7 . Cu2 . C18 . 56.96(15) yes N8 . Cu2 . C18 . 30.43(14) yes N9 . Cu2 . C18 . 121.77(15) yes N10 . Cu2 . C18 . 129.38(14) yes N11 . Cu2 . C18 . 112.62(14) yes N7 . Cu2 . C23 . 149.75(16) yes N8 . Cu2 . C23 . 121.27(15) yes N9 . Cu2 . C23 . 29.90(15) yes N10 . Cu2 . C23 . 56.14(16) yes N11 . Cu2 . C23 . 98.21(15) yes N7 . Cu2 . C24 . 121.88(16) yes N8 . Cu2 . C24 . 129.68(15) yes N9 . Cu2 . C24 . 56.85(16) yes N10 . Cu2 . C24 . 30.21(16) yes N11 . Cu2 . C24 . 113.73(16) yes C18 . Cu2 . C23 . 143.80(15) yes C18 . Cu2 . C24 . 132.96(15) yes C23 . Cu2 . C24 . 30.64(16) yes N13 . Cu3 . N14 . 85.56(16) yes N13 . Cu3 . N15 . 177.56(17) yes N14 . Cu3 . N15 . 93.35(16) yes N13 . Cu3 . N16 . 93.99(16) yes N14 . Cu3 . N16 . 147.87(15) yes N15 . Cu3 . N16 . 85.77(16) yes N13 . Cu3 . N17 . 82.09(17) yes N14 . Cu3 . N17 . 108.39(15) yes N15 . Cu3 . N17 . 100.33(16) yes N16 . Cu3 . N17 . 103.34(15) yes N13 . Cu3 . C33 . 29.93(16) yes N14 . Cu3 . C33 . 56.18(17) yes N15 . Cu3 . C33 . 149.31(17) yes N16 . Cu3 . C33 . 121.44(17) yes N17 . Cu3 . C33 . 87.64(17) yes N13 . Cu3 . C34 . 56.59(16) yes N14 . Cu3 . C34 . 30.84(15) yes N15 . Cu3 . C34 . 121.90(16) yes N16 . Cu3 . C34 . 129.94(15) yes N17 . Cu3 . C34 . 110.19(16) yes N13 . Cu3 . C39 . 149.52(17) yes N14 . Cu3 . C39 . 121.97(17) yes N15 . Cu3 . C39 . 30.68(16) yes N16 . Cu3 . C39 . 55.91(16) yes N17 . Cu3 . C39 . 99.09(15) yes N13 . Cu3 . C40 . 122.00(17) yes N14 . Cu3 . C40 . 131.32(16) yes N15 . Cu3 . C40 . 57.33(16) yes N16 . Cu3 . C40 . 29.76(16) yes N17 . Cu3 . C40 . 114.18(15) yes C33 . Cu3 . C34 . 30.16(17) yes C33 . Cu3 . C39 . 173.16(17) yes C34 . Cu3 . C39 . 145.19(17) yes C33 . Cu3 . C40 . 144.61(17) yes C34 . Cu3 . C40 . 134.88(16) yes C39 . Cu3 . C40 . 30.33(16) yes Cu1 . N1 . C1 . 105.9(3) yes Cu1 . N1 . C12 . 114.5(3) yes C1 . N1 . C12 . 107.2(3) yes Cu1 . N1 . C13 . 108.7(3) yes C1 . N1 . C13 . 108.9(3) yes C12 . N1 . C13 . 111.5(4) yes Cu1 . N2 . C2 . 102.9(2) yes Cu1 . N2 . C3 . 112.8(3) yes C2 . N2 . C3 . 108.1(3) yes Cu1 . N2 . C15 . 109.7(2) yes C2 . N2 . C15 . 110.4(3) yes C3 . N2 . C15 . 112.4(3) yes Cu1 . N3 . C5 . 113.8(3) yes Cu1 . N3 . C6 . 113.6(3) yes C5 . N3 . C6 . 109.1(4) yes Cu1 . N3 . C7 . 105.8(3) yes C5 . N3 . C7 . 106.4(4) yes C6 . N3 . C7 . 107.7(4) yes Cu1 . N4 . C8 . 104.4(3) yes Cu1 . N4 . C9 . 113.7(3) yes C8 . N4 . C9 . 108.4(3) yes Cu1 . N4 . C10 . 113.1(3) yes C8 . N4 . C10 . 108.2(4) yes C9 . N4 . C10 . 108.7(4) yes Cu1 . N5 . C14 . 107.5(3) yes Cu1 . N5 . H4 . 109.971 no C14 . N5 . H4 . 109.965 no Cu1 . N5 . H5 . 109.966 no C14 . N5 . H5 . 109.959 no H4 . N5 . H5 . 109.466 no C16 . N6 . H6 . 120.000 no C16 . N6 . H7 . 119.997 no H6 . N6 . H7 . 120.003 no Cu2 . N7 . C17 . 106.0(3) yes Cu2 . N7 . C28 . 116.1(3) yes C17 . N7 . C28 . 106.1(4) yes Cu2 . N7 . C29 . 108.1(3) yes C17 . N7 . C29 . 109.3(4) yes C28 . N7 . C29 . 111.0(4) yes Cu2 . N8 . C18 . 103.2(3) yes Cu2 . N8 . C19 . 112.6(3) yes C18 . N8 . C19 . 108.3(3) yes Cu2 . N8 . C31 . 111.3(3) yes C18 . N8 . C31 . 109.9(3) yes C19 . N8 . C31 . 111.3(3) yes Cu2 . N9 . C21 . 114.1(3) yes Cu2 . N9 . C22 . 113.4(3) yes C21 . N9 . C22 . 109.0(4) yes Cu2 . N9 . C23 . 105.9(3) yes C21 . N9 . C23 . 106.9(4) yes C22 . N9 . C23 . 107.1(4) yes Cu2 . N10 . C24 . 103.8(3) yes Cu2 . N10 . C25 . 114.3(3) yes C24 . N10 . C25 . 109.2(4) yes Cu2 . N10 . C26 . 111.8(3) yes C24 . N10 . C26 . 108.3(4) yes C25 . N10 . C26 . 109.1(4) yes Cu2 . N11 . C30 . 106.6(3) yes Cu2 . N11 . H14 . 110.188 no C30 . N11 . H14 . 110.174 no Cu2 . N11 . H15 . 110.192 no C30 . N11 . H15 . 110.191 no H14 . N11 . H15 . 109.459 no C32 . N12 . H16 . 120.003 no C32 . N12 . H17 . 119.993 no H16 . N12 . H17 . 120.004 no Cu3 . N13 . C33 . 106.1(3) yes Cu3 . N13 . C44 . 116.0(4) yes C33 . N13 . C44 . 107.3(4) yes Cu3 . N13 . C45 . 107.7(3) yes C33 . N13 . C45 . 109.0(4) yes C44 . N13 . C45 . 110.5(4) yes Cu3 . N14 . C34 . 102.3(3) yes Cu3 . N14 . C35 . 112.0(3) yes C34 . N14 . C35 . 108.7(4) yes Cu3 . N14 . C47 . 111.5(3) yes C34 . N14 . C47 . 110.2(4) yes C35 . N14 . C47 . 111.7(4) yes Cu3 . N15 . C37 . 114.0(3) yes Cu3 . N15 . C38 . 112.7(3) yes C37 . N15 . C38 . 109.2(4) yes Cu3 . N15 . C39 . 105.1(3) yes C37 . N15 . C39 . 107.4(4) yes C38 . N15 . C39 . 108.0(4) yes Cu3 . N16 . C40 . 104.5(3) yes Cu3 . N16 . C41 . 115.0(3) yes C40 . N16 . C41 . 108.1(4) yes Cu3 . N16 . C42 . 111.4(3) yes C40 . N16 . C42 . 109.4(4) yes C41 . N16 . C42 . 108.2(4) yes Cu3 . N17 . C46 . 108.8(3) yes Cu3 . N17 . H24 . 109.640 no C46 . N17 . H24 . 109.644 no Cu3 . N17 . H25 . 109.648 no C46 . N17 . H25 . 109.656 no H24 . N17 . H25 . 109.479 no C48 . N18 . O30 . 58.9(7) yes C48 . N18 . H26 . 120.052 no O30 . N18 . H26 . 103.888 no C48 . N18 . H27 . 119.981 no O30 . N18 . H27 . 105.663 no H26 . N18 . H27 . 119.965 no C48 . N180 . H36 . 119.989 no C48 . N180 . H37 . 119.956 no H36 . N180 . H37 . 120.054 no N1 . C1 . C2 . 110.0(4) yes N1 . C1 . H11 . 109.345 no C2 . C1 . H11 . 109.329 no N1 . C1 . H12 . 109.331 no C2 . C1 . H12 . 109.328 no H11 . C1 . H12 . 109.451 no N2 . C2 . C1 . 109.6(3) yes N2 . C2 . Cu1 . 46.43(17) yes C1 . C2 . Cu1 . 75.2(2) yes N2 . C2 . H21 . 109.415 no C1 . C2 . H21 . 109.443 no Cu1 . C2 . H21 . 152.584 no N2 . C2 . H22 . 109.433 no C1 . C2 . H22 . 109.446 no Cu1 . C2 . H22 . 93.364 no H21 . C2 . H22 . 109.465 no N2 . C3 . C4 . 114.5(4) yes N2 . C3 . H31 . 108.183 no C4 . C3 . H31 . 108.197 no N2 . C3 . H32 . 108.193 no C4 . C3 . H32 . 108.209 no H31 . C3 . H32 . 109.467 no C3 . C4 . C5 . 113.2(4) yes C3 . C4 . H41 . 108.523 no C5 . C4 . H41 . 108.522 no C3 . C4 . H42 . 108.518 no C5 . C4 . H42 . 108.523 no H41 . C4 . H42 . 109.473 no C4 . C5 . N3 . 114.7(4) yes C4 . C5 . H51 . 108.157 no N3 . C5 . H51 . 108.159 no C4 . C5 . H52 . 108.155 no N3 . C5 . H52 . 108.157 no H51 . C5 . H52 . 109.471 no N3 . C6 . H61 . 109.468 no N3 . C6 . H62 . 109.460 no H61 . C6 . H62 . 109.463 no N3 . C6 . H63 . 109.477 no H61 . C6 . H63 . 109.485 no H62 . C6 . H63 . 109.474 no N3 . C7 . Cu1 . 44.09(19) yes N3 . C7 . C8 . 109.7(4) yes Cu1 . C7 . C8 . 74.8(2) yes N3 . C7 . H71 . 109.422 no Cu1 . C7 . H71 . 97.406 no C8 . C7 . H71 . 109.424 no N3 . C7 . H72 . 109.431 no Cu1 . C7 . H72 . 148.693 no C8 . C7 . H72 . 109.431 no H71 . C7 . H72 . 109.461 no C7 . C8 . N4 . 109.2(4) yes C7 . C8 . Cu1 . 74.9(3) yes N4 . C8 . Cu1 . 45.42(19) yes C7 . C8 . H81 . 109.538 no N4 . C8 . H81 . 109.535 no Cu1 . C8 . H81 . 151.260 no C7 . C8 . H82 . 109.532 no N4 . C8 . H82 . 109.539 no Cu1 . C8 . H82 . 94.718 no H81 . C8 . H82 . 109.470 no N4 . C9 . H91 . 109.463 no N4 . C9 . H92 . 109.476 no H91 . C9 . H92 . 109.474 no N4 . C9 . H93 . 109.470 no H91 . C9 . H93 . 109.464 no H92 . C9 . H93 . 109.480 no N4 . C10 . C11 . 113.1(4) yes N4 . C10 . H101 . 108.539 no C11 . C10 . H101 . 108.563 no N4 . C10 . H102 . 108.541 no C11 . C10 . H102 . 108.553 no H101 . C10 . H102 . 109.469 no C10 . C11 . C12 . 114.7(4) yes C10 . C11 . H111 . 108.162 no C12 . C11 . H111 . 108.155 no C10 . C11 . H112 . 108.160 no C12 . C11 . H112 . 108.142 no H111 . C11 . H112 . 109.452 no C11 . C12 . N1 . 115.8(4) yes C11 . C12 . H121 . 107.876 no N1 . C12 . H121 . 107.863 no C11 . C12 . H122 . 107.866 no N1 . C12 . H122 . 107.871 no H121 . C12 . H122 . 109.453 no N1 . C13 . C14 . 111.9(4) yes N1 . C13 . H131 . 108.873 no C14 . C13 . H131 . 108.873 no N1 . C13 . H132 . 108.875 no C14 . C13 . H132 . 108.866 no H131 . C13 . H132 . 109.464 no C13 . C14 . N5 . 109.8(4) yes C13 . C14 . H141 . 109.390 no N5 . C14 . H141 . 109.402 no C13 . C14 . H142 . 109.384 no N5 . C14 . H142 . 109.401 no H141 . C14 . H142 . 109.462 no N2 . C15 . C16 . 116.1(4) yes N2 . C15 . H151 . 107.790 no C16 . C15 . H151 . 107.789 no N2 . C15 . H152 . 107.785 no C16 . C15 . H152 . 107.791 no H151 . C15 . H152 . 109.470 no C15 . C16 . N6 . 114.8(5) yes C15 . C16 . O1 . 121.6(5) yes N6 . C16 . O1 . 123.6(5) yes N7 . C17 . C18 . 109.0(4) yes N7 . C17 . H171 . 109.605 no C18 . C17 . H171 . 109.602 no N7 . C17 . H172 . 109.594 no C18 . C17 . H172 . 109.584 no H171 . C17 . H172 . 109.454 no C17 . C18 . N8 . 109.9(4) yes C17 . C18 . Cu2 . 76.1(3) yes N8 . C18 . Cu2 . 46.36(19) yes C17 . C18 . H181 . 109.369 no N8 . C18 . H181 . 109.341 no Cu2 . C18 . H181 . 152.935 no C17 . C18 . H182 . 109.370 no N8 . C18 . H182 . 109.349 no Cu2 . C18 . H182 . 92.562 no H181 . C18 . H182 . 109.469 no N8 . C19 . C20 . 114.0(4) yes N8 . C19 . H191 . 108.343 no C20 . C19 . H191 . 108.322 no N8 . C19 . H192 . 108.340 no C20 . C19 . H192 . 108.317 no H191 . C19 . H192 . 109.449 no C19 . C20 . C21 . 114.2(4) yes C19 . C20 . H201 . 108.300 no C21 . C20 . H201 . 108.283 no C19 . C20 . H202 . 108.305 no C21 . C20 . H202 . 108.270 no H201 . C20 . H202 . 109.452 no C20 . C21 . N9 . 115.0(4) yes C20 . C21 . H211 . 108.096 no N9 . C21 . H211 . 108.068 no C20 . C21 . H212 . 108.089 no N9 . C21 . H212 . 108.074 no H211 . C21 . H212 . 109.458 no N9 . C22 . H221 . 109.464 no N9 . C22 . H222 . 109.467 no H221 . C22 . H222 . 109.475 no N9 . C22 . H223 . 109.468 no H221 . C22 . H223 . 109.477 no H222 . C22 . H223 . 109.476 no N9 . C23 . Cu2 . 44.23(19) yes N9 . C23 . C24 . 109.5(4) yes Cu2 . C23 . C24 . 74.4(3) yes N9 . C23 . H231 . 109.484 no Cu2 . C23 . H231 . 148.725 no C24 . C23 . H231 . 109.465 no N9 . C23 . H232 . 109.471 no Cu2 . C23 . H232 . 97.523 no C24 . C23 . H232 . 109.454 no H231 . C23 . H232 . 109.472 no C23 . C24 . N10 . 109.0(4) yes C23 . C24 . Cu2 . 75.0(3) yes N10 . C24 . Cu2 . 46.02(19) yes C23 . C24 . H241 . 109.586 no N10 . C24 . H241 . 109.600 no Cu2 . C24 . H241 . 93.557 no C23 . C24 . H242 . 109.594 no N10 . C24 . H242 . 109.607 no Cu2 . C24 . H242 . 152.380 no H241 . C24 . H242 . 109.469 no N10 . C25 . H251 . 109.474 no N10 . C25 . H252 . 109.468 no H251 . C25 . H252 . 109.450 no N10 . C25 . H253 . 109.490 no H251 . C25 . H253 . 109.477 no H252 . C25 . H253 . 109.468 no N10 . C26 . C27 . 115.1(5) yes N10 . C26 . H261 . 108.056 no C27 . C26 . H261 . 108.049 no N10 . C26 . H262 . 108.068 no C27 . C26 . H262 . 108.048 no H261 . C26 . H262 . 109.480 no C26 . C27 . C28 . 115.2(4) yes C26 . C27 . H271 . 108.030 no C28 . C27 . H271 . 107.995 no C26 . C27 . H272 . 108.032 no C28 . C27 . H272 . 108.009 no H271 . C27 . H272 . 109.470 no C27 . C28 . N7 . 114.7(4) yes C27 . C28 . H281 . 108.132 no N7 . C28 . H281 . 108.163 no C27 . C28 . H282 . 108.139 no N7 . C28 . H282 . 108.163 no H281 . C28 . H282 . 109.464 no N7 . C29 . C30 . 111.5(4) yes N7 . C29 . H291 . 108.980 no C30 . C29 . H291 . 108.954 no N7 . C29 . H292 . 108.958 no C30 . C29 . H292 . 108.937 no H291 . C29 . H292 . 109.453 no C29 . C30 . N11 . 110.7(4) yes C29 . C30 . H301 . 109.150 no N11 . C30 . H301 . 109.169 no C29 . C30 . H302 . 109.159 no N11 . C30 . H302 . 109.156 no H301 . C30 . H302 . 109.476 no N8 . C31 . C32 . 114.3(4) yes N8 . C31 . H311 . 108.260 no C32 . C31 . H311 . 108.267 no N8 . C31 . H312 . 108.253 no C32 . C31 . H312 . 108.250 no H311 . C31 . H312 . 109.465 no C31 . C32 . N12 . 116.3(4) yes C31 . C32 . O2 . 121.5(5) yes N12 . C32 . O2 . 122.3(5) yes N13 . C33 . Cu3 . 44.0(2) yes N13 . C33 . C34 . 109.3(4) yes Cu3 . C33 . C34 . 74.1(3) yes N13 . C33 . H331 . 109.492 no Cu3 . C33 . H331 . 148.041 no C34 . C33 . H331 . 109.500 no N13 . C33 . H332 . 109.504 no Cu3 . C33 . H332 . 98.319 no C34 . C33 . H332 . 109.509 no H331 . C33 . H332 . 109.477 no N14 . C34 . C33 . 110.1(4) yes N14 . C34 . Cu3 . 46.9(2) yes C33 . C34 . Cu3 . 75.8(3) yes N14 . C34 . H341 . 109.316 no C33 . C34 . H341 . 109.329 no Cu3 . C34 . H341 . 153.349 no N14 . C34 . H342 . 109.313 no C33 . C34 . H342 . 109.334 no Cu3 . C34 . H342 . 92.397 no H341 . C34 . H342 . 109.464 no N14 . C35 . C36 . 114.7(4) yes N14 . C35 . H351 . 108.153 no C36 . C35 . H351 . 108.144 no N14 . C35 . H352 . 108.153 no C36 . C35 . H352 . 108.142 no H351 . C35 . H352 . 109.457 no C35 . C36 . C37 . 113.3(5) yes C35 . C36 . H361 . 108.517 no C37 . C36 . H361 . 108.480 no C35 . C36 . H362 . 108.532 no C37 . C36 . H362 . 108.493 no H361 . C36 . H362 . 109.453 no N15 . C37 . C36 . 114.9(5) yes N15 . C37 . H371 . 108.099 no C36 . C37 . H371 . 108.076 no N15 . C37 . H372 . 108.105 no C36 . C37 . H372 . 108.102 no H371 . C37 . H372 . 109.463 no N15 . C38 . H381 . 109.464 no N15 . C38 . H382 . 109.464 no H381 . C38 . H382 . 109.461 no N15 . C38 . H383 . 109.479 no H381 . C38 . H383 . 109.475 no H382 . C38 . H383 . 109.483 no N15 . C39 . Cu3 . 44.2(2) yes N15 . C39 . C40 . 109.9(4) yes Cu3 . C39 . C40 . 74.8(3) yes N15 . C39 . H391 . 109.380 no Cu3 . C39 . H391 . 97.568 no C40 . C39 . H391 . 109.360 no N15 . C39 . H392 . 109.374 no Cu3 . C39 . H392 . 148.591 no C40 . C39 . H392 . 109.360 no H391 . C39 . H392 . 109.462 no C39 . C40 . N16 . 109.8(4) yes C39 . C40 . Cu3 . 74.9(3) yes N16 . C40 . Cu3 . 45.7(2) yes C39 . C40 . H401 . 109.393 no N16 . C40 . H401 . 109.389 no Cu3 . C40 . H401 . 151.169 no C39 . C40 . H402 . 109.379 no N16 . C40 . H402 . 109.383 no Cu3 . C40 . H402 . 94.962 no H401 . C40 . H402 . 109.464 no N16 . C41 . H411 . 109.475 no N16 . C41 . H412 . 109.477 no H411 . C41 . H412 . 109.473 no N16 . C41 . H413 . 109.469 no H411 . C41 . H413 . 109.466 no H412 . C41 . H413 . 109.468 no N16 . C42 . C43 . 114.5(4) yes N16 . C42 . H421 . 108.216 no C43 . C42 . H421 . 108.183 no N16 . C42 . H422 . 108.218 no C43 . C42 . H422 . 108.181 no H421 . C42 . H422 . 109.477 no C42 . C43 . C44 . 114.7(4) yes C42 . C43 . H431 . 108.153 no C44 . C43 . H431 . 108.145 no C42 . C43 . H432 . 108.141 no C44 . C43 . H432 . 108.146 no H431 . C43 . H432 . 109.462 no C43 . C44 . N13 . 116.7(4) yes C43 . C44 . H441 . 107.641 no N13 . C44 . H441 . 107.637 no C43 . C44 . H442 . 107.654 no N13 . C44 . H442 . 107.655 no H441 . C44 . H442 . 109.474 no N13 . C45 . C46 . 112.6(5) yes N13 . C45 . H451 . 108.659 no C46 . C45 . H451 . 108.678 no N13 . C45 . H452 . 108.668 no C46 . C45 . H452 . 108.687 no H451 . C45 . H452 . 109.464 no C45 . C46 . N17 . 109.1(5) yes C45 . C46 . H461 . 109.568 no N17 . C46 . H461 . 109.557 no C45 . C46 . H462 . 109.571 no N17 . C46 . H462 . 109.553 no H461 . C46 . H462 . 109.471 no N14 . C47 . C48 . 115.7(4) yes N14 . C47 . H471 . 107.892 no C48 . C47 . H471 . 107.884 no N14 . C47 . H472 . 107.888 no C48 . C47 . H472 . 107.906 no H471 . C47 . H472 . 109.465 no C47 . C48 . N18 . 120.2(3) yes C47 . C48 . N180 . 120.4(3) yes N18 . C48 . N180 . 105.0(5) yes C47 . C48 . O3 . 119.2(3) yes N18 . C48 . O3 . 119.7(4) yes N180 . C48 . O3 . 30.6(5) yes C47 . C48 . O30 . 118.7(3) yes N18 . C48 . O30 . 46.2(5) yes N180 . C48 . O30 . 120.5(4) yes O3 . C48 . O30 . 109.2(5) yes C48 . O3 . H37 . 109.842 no O250 . O25 . O260 . 112.0(3) yes O250 . O25 . Cl6 . 62.0(2) yes O260 . O25 . Cl6 . 57.8(2) yes O260 . O26 . O270 . 131.9(3) yes O260 . O26 . Cl6 . 68.2(2) yes O270 . O26 . Cl6 . 64.5(3) yes O250 . O27 . O270 . 111.7(3) yes O250 . O27 . Cl6 . 59.0(3) yes O270 . O27 . Cl6 . 58.7(2) yes C48 . O30 . N18 . 74.9(8) yes O27 . O250 . O25 . 132.4(3) yes O27 . O250 . Cl6 . 64.7(3) yes O25 . O250 . Cl6 . 67.9(2) yes O25 . O260 . O26 . 112.9(3) yes O25 . O260 . Cl6 . 56.0(2) yes O26 . O260 . Cl6 . 61.3(2) yes O27 . O270 . O26 . 113.7(3) yes O27 . O270 . Cl6 . 59.0(2) yes O26 . O270 . Cl6 . 60.4(2) yes O7 . Cl1 . O5 . 111.5(4) yes O7 . Cl1 . O4 . 110.1(4) yes O5 . Cl1 . O4 . 110.4(3) yes O7 . Cl1 . O6 . 106.1(6) yes O5 . Cl1 . O6 . 109.7(4) yes O4 . Cl1 . O6 . 108.9(4) yes O8 . Cl2 . O10 . 113.0(3) yes O8 . Cl2 . O11 . 106.6(3) yes O10 . Cl2 . O11 . 106.6(5) yes O8 . Cl2 . O9 . 109.3(3) yes O10 . Cl2 . O9 . 112.3(5) yes O11 . Cl2 . O9 . 108.7(6) yes O15 . Cl3 . O12 . 106.0(4) yes O15 . Cl3 . O13 . 107.1(4) yes O12 . Cl3 . O13 . 112.4(3) yes O15 . Cl3 . O14 . 106.4(5) yes O12 . Cl3 . O14 . 112.9(4) yes O13 . Cl3 . O14 . 111.5(4) yes O16 . Cl4 . O19 . 109.4(3) yes O16 . Cl4 . O17 . 110.6(3) yes O19 . Cl4 . O17 . 105.9(3) yes O16 . Cl4 . O18 . 108.1(3) yes O19 . Cl4 . O18 . 106.8(5) yes O17 . Cl4 . O18 . 115.9(5) yes O20 . Cl5 . O21 . 109.6(3) yes O20 . Cl5 . O22 . 107.7(3) yes O21 . Cl5 . O22 . 109.3(3) yes O20 . Cl5 . O23 . 108.8(3) yes O21 . Cl5 . O23 . 110.5(4) yes O22 . Cl5 . O23 . 110.8(4) yes O260 . Cl6 . O27 . 145.4(4) yes O260 . Cl6 . O270 . 105.2(3) yes O27 . Cl6 . O270 . 62.37(17) yes O260 . Cl6 . O24 . 106.8(3) yes O27 . Cl6 . O24 . 107.7(3) yes O270 . Cl6 . O24 . 106.2(3) yes O260 . Cl6 . O25 . 66.2(3) yes O27 . Cl6 . O25 . 106.4(3) yes O270 . Cl6 . O25 . 148.2(4) yes O24 . Cl6 . O25 . 105.6(3) yes O260 . Cl6 . O26 . 50.49(14) yes O27 . Cl6 . O26 . 112.0(3) yes O270 . Cl6 . O26 . 55.1(3) yes O24 . Cl6 . O26 . 112.4(3) yes O25 . Cl6 . O26 . 112.3(3) yes O260 . Cl6 . O250 . 109.2(3) yes O27 . Cl6 . O250 . 56.3(3) yes O270 . Cl6 . O250 . 112.5(3) yes O24 . Cl6 . O250 . 116.2(3) yes O25 . Cl6 . O250 . 50.16(14) yes O26 . Cl6 . O250 . 131.1(4) yes O3 . H37 . N180 . 35.779 no data_ccdc248569 _database_code_depnum_ccdc_archive 'CCDC 248569' _audit_creation_date 04-07-28 _audit_creation_method CRYSTALS_ver_12.20 # 12161340 c_p5_173k #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 21.4405(2) _cell_angle_alpha 90 _cell_length_b 9.6080(1) _cell_angle_beta 92.7027(7) _cell_length_c 26.1887(3) _cell_angle_gamma 90 _cell_volume 5388.88(10) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Cu ' 0.2630 1.2660 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C34 H81.5 Cl6 Cu2 N12 O13.75 ' _chemical_formula_moiety ' 2[Cu(C16H37N6O)] 2.5(ClO4) 3.5Cl C2H5OH 0.75(H2O) ' _chemical_compound_source ; ? ; _chemical_formula_weight 1217.4 _cell_measurement_reflns_used 12956 _cell_measurement_theta_min 3 _cell_measurement_theta_max 27 _cell_measurement_temperature 173 _exptl_crystal_description ' needle ' _exptl_crystal_colour ' blue ' _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2548 _exptl_absorpt_coefficient_mu 1.154 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method '\f & \w scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.92 _exptl_absorpt_correction_T_max 0.95 # Sheldrick geometric definitions 0.92 0.95 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 173 _diffrn_reflns_number 24391 _reflns_number_total 12341 _diffrn_reflns_av_R_equivalents 0.02 # Number of reflections with Friedels Law is 12341 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 12348 _diffrn_reflns_theta_min 2.922 _diffrn_reflns_theta_max 27.476 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.476 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _reflns_limit_h_min -27 _reflns_limit_h_max 27 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 33 _refine_diff_density_min -0.67 _refine_diff_density_max 0.98 _refine_ls_number_reflns 7210 _refine_ls_number_restraints 150 _refine_ls_number_parameters 704 #_refine_ls_R_factor_ref 0.0386 _refine_ls_wR_factor_ref 0.0304 _refine_ls_goodness_of_fit_ref 1.2136 #_reflns_number_all 7210 _refine_ls_R_factor_all 0.0386 _refine_ls_wR_factor_all 0.0304 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 7210 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_gt 0.0304 _refine_ls_shift/su_max 0.007947 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: -0.611E-01 -0.824 -0.315 -0.392 ; _refine_special_details ; This structure shows disordered parts in one of the main molecules and in the counterions and in a solvent molecule. One of the non-coordinated sidechains shows two orientations. Both orientations of the NH3 group of this sidechain have been refined using restraints for distances and angles. Hydrogen atoms bonded to N6 and N60 are in calculated positions. Near one of the centres of inversion of the unit cell a ClO4- and a Cl- counterion can be found being too near that it is possible that they coexist at one time in the same place. They have been assigned occupancies of 0.5 giving a equilibrated charge count in the asymetric unit. Residual electron density not belonging to the two counterions was interpreted as water molecules, but of course no hydrogen atoms could be localized for these water molecules. Furthermore there is one ethanol molecule in the asymetric unit which is disordered as well. Two different orientations have been refined using restraints and estimating that the two fragments are equally populated and thus assining the occupancies values of 0.5. The hydrogen atoms of the NH3 at the end of the ordered sidechain have been localized in the difference map and refined isotropically using restraints. ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type Cu1 Cu 0.081117(17) -0.14216(4) 0.318092(13) 0.0256 1.0000 Uani Cu2 Cu -0.150022(17) -0.58316(4) 0.086961(14) 0.0264 1.0000 Uani N1 N 0.06238(13) -0.2696(3) 0.37977(10) 0.0304 1.0000 Uani N2 N 0.10210(12) 0.0137(3) 0.37278(10) 0.0283 1.0000 Uani N3 N 0.09650(14) -0.0168(3) 0.25665(10) 0.0347 1.0000 Uani N4 N 0.10381(13) -0.3081(3) 0.27169(10) 0.0341 1.0000 Uani N5 N -0.10233(15) -0.2752(4) 0.33284(15) 0.0489 1.0000 Uani N6 N -0.0101(2) 0.2723(5) 0.43064(17) 0.0411 0.6700 Uani N7 N -0.11829(12) -0.6547(3) 0.15924(10) 0.0313 1.0000 Uani N8 N -0.19528(13) -0.4262(3) 0.12521(11) 0.0318 1.0000 Uani N9 N -0.18340(14) -0.5213(3) 0.01477(11) 0.0387 1.0000 Uani N10 N -0.07566(13) -0.6705(3) 0.05107(10) 0.0322 1.0000 Uani N11 N -0.23328(17) -0.9320(3) 0.15056(14) 0.0473 1.0000 Uani N12 N -0.36236(13) -0.4081(3) 0.16581(11) 0.0349 1.0000 Uani N60 N 0.0267(4) 0.2000(9) 0.4661(3) 0.0301 0.3300 Uani C1 C 0.06529(16) -0.1759(4) 0.42565(12) 0.0346 1.0000 Uani C2 C 0.11634(16) -0.0697(4) 0.41976(12) 0.0344 1.0000 Uani C3 C 0.15881(16) 0.0957(4) 0.36133(14) 0.0365 1.0000 Uani C4 C 0.15492(18) 0.1669(4) 0.30936(15) 0.0425 1.0000 Uani C5 C 0.15436(18) 0.0670(4) 0.26462(14) 0.0407 1.0000 Uani C6 C 0.0421(2) 0.0763(4) 0.24224(14) 0.0475 1.0000 Uani C7 C 0.1045(2) -0.1127(4) 0.21243(13) 0.0470 1.0000 Uani C8 C 0.1393(2) -0.2406(4) 0.23058(14) 0.0437 1.0000 Uani C9 C 0.04858(19) -0.3797(4) 0.24753(15) 0.0442 1.0000 Uani C10 C 0.14519(16) -0.4124(4) 0.29844(15) 0.0394 1.0000 Uani C11 C 0.11744(18) -0.4802(4) 0.34423(15) 0.0401 1.0000 Uani C12 C 0.10859(16) -0.3841(4) 0.38932(13) 0.0367 1.0000 Uani C13 C -0.00180(16) -0.3280(4) 0.37300(13) 0.0358 1.0000 Uani C14 C -0.04309(16) -0.2366(4) 0.33835(13) 0.0345 1.0000 Uani C15 C 0.04720(16) 0.1061(4) 0.37940(13) 0.0339 1.0000 Uani C16 C 0.05322(19) 0.2116(5) 0.42321(16) 0.0515 1.0000 Uani C17 C -0.15178(16) -0.5673(5) 0.19635(12) 0.0404 1.0000 Uani C18 C -0.16015(16) -0.4228(4) 0.17612(14) 0.0415 1.0000 Uani C19 C -0.18797(19) -0.2887(4) 0.09959(17) 0.0465 1.0000 Uani C20 C -0.2161(2) -0.2826(4) 0.04567(18) 0.0540 1.0000 Uani C21 C -0.1810(2) -0.3669(5) 0.00747(15) 0.0514 1.0000 Uani C22 C -0.2469(2) -0.5737(5) 0.00090(15) 0.0543 1.0000 Uani C23 C -0.1398(2) -0.5864(5) -0.02183(14) 0.0499 1.0000 Uani C24 C -0.07515(18) -0.5904(4) 0.00228(13) 0.0419 1.0000 Uani C25 C -0.08487(19) -0.8212(4) 0.03979(14) 0.0435 1.0000 Uani C26 C -0.01419(16) -0.6493(4) 0.07846(13) 0.0383 1.0000 Uani C27 C -0.00858(16) -0.7098(4) 0.13198(14) 0.0402 1.0000 Uani C28 C -0.04943(15) -0.6387(4) 0.16967(13) 0.0373 1.0000 Uani C29 C -0.13769(17) -0.8009(4) 0.16543(14) 0.0389 1.0000 Uani C30 C -0.19923(16) -0.8275(4) 0.13571(14) 0.0377 1.0000 Uani C31 C -0.26171(15) -0.4611(4) 0.13113(13) 0.0322 1.0000 Uani C32 C -0.30126(16) -0.3460(4) 0.15418(14) 0.0371 1.0000 Uani C33 C -0.2503(5) -0.9547(11) -0.0471(4) 0.0885 0.5000 Uani C34 C -0.2130(7) -0.944(2) -0.0939(8) 0.1043 0.5000 Uani C133 C -0.2206(7) -0.9006(18) -0.1017(5) 0.0828 0.5000 Uani C134 C -0.1836(5) -1.0075(13) -0.0716(5) 0.0851 0.5000 Uani Cl1 Cl -0.01244(4) -0.18278(11) 0.09870(3) 0.0443 1.0000 Uani Cl2 Cl 0.30404(4) -0.14426(11) 0.34232(3) 0.0457 1.0000 Uani Cl3 Cl -0.35073(10) -0.9945(2) 0.04099(8) 0.0504 0.5000 Uani Cl4 Cl -0.09065(4) 0.00323(10) 0.44617(3) 0.0384 1.0000 Uani Cl5 Cl -0.30610(4) -0.61010(10) 0.24973(3) 0.0414 1.0000 Uani Cl6 Cl -0.05012(4) 0.34554(9) 0.31435(3) 0.0372 1.0000 Uani Cl7 Cl -0.53752(16) -0.9960(2) -0.00863(8) 0.0727 0.5000 Uani O1 O -0.02118(11) -0.1369(3) 0.31460(9) 0.0367 1.0000 Uani O2 O -0.21412(11) -0.7534(3) 0.09818(10) 0.0402 1.0000 Uani O3 O -0.04470(17) -0.1912(6) 0.05033(13) 0.0904 1.0000 Uani O4 O -0.0434(2) -0.0897(4) 0.13143(15) 0.0884 1.0000 Uani O5 O -0.0162(3) -0.3145(5) 0.1209(2) 0.1135 1.0000 Uani O6 O 0.04876(19) -0.1428(6) 0.09267(16) 0.1137 1.0000 Uani O7 O 0.25181(15) -0.1926(4) 0.36920(16) 0.0736 1.0000 Uani O8 O 0.3131(2) -0.0007(4) 0.35541(15) 0.0840 1.0000 Uani O9 O 0.28597(19) -0.1521(4) 0.28912(13) 0.0765 1.0000 Uani O10 O 0.35445(17) -0.2353(6) 0.35334(18) 0.1003 1.0000 Uani O11 O -0.35396(19) -1.0139(5) 0.09975(15) 0.0890 0.5000 Uani O12 O -0.3871(4) -0.8792(8) 0.0244(3) 0.0940 0.5000 Uani O13 O -0.2860(3) -0.9750(7) 0.0287(3) 0.0710 0.5000 Uani O14 O -0.3722(3) -1.1253(6) 0.0211(3) 0.0722 0.5000 Uani O15 O -0.3048(4) -0.8736(9) -0.0531(4) 0.0821 0.5000 Uani O111 O -0.64604(19) -0.9861(5) -0.09975(15) 0.0890 0.5000 Uani O120 O -0.6536(9) -1.1979(16) -0.0371(7) 0.0862 0.2500 Uani O150 O -0.2758(5) -0.8706(11) -0.0776(4) 0.0892 0.5000 Uani H1 H -0.1275(16) -0.224(4) 0.3087(12) 0.046(5) 1.0000 Uiso H2 H -0.1163(18) -0.348(3) 0.3539(13) 0.044(5) 1.0000 Uiso H3 H -0.2222(18) -0.988(3) 0.1794(10) 0.041(5) 1.0000 Uiso H4 H -0.2712(12) -0.945(5) 0.1311(14) 0.052(6) 1.0000 Uiso H5 H -0.3922(13) -0.340(3) 0.1741(13) 0.030(5) 1.0000 Uiso H6 H -0.3765(17) -0.446(4) 0.1341(8) 0.038(5) 1.0000 Uiso H7 H -0.3504(17) -0.474(3) 0.1913(11) 0.036(5) 1.0000 Uiso H11 H 0.0742 -0.2338 0.4570 0.0423 1.0000 Uiso H12 H 0.0243 -0.1283 0.4282 0.0423 1.0000 Uiso H21 H 0.1194 -0.0077 0.4503 0.0406 1.0000 Uiso H22 H 0.1578 -0.1189 0.4166 0.0406 1.0000 Uiso H31 H 0.1650 0.1679 0.3886 0.0442 1.0000 Uiso H32 H 0.1953 0.0305 0.3627 0.0442 1.0000 Uiso H41 H 0.1920 0.2303 0.3073 0.0515 1.0000 Uiso H42 H 0.1158 0.2234 0.3066 0.0515 1.0000 Uiso H51 H 0.1907 0.0010 0.2702 0.0496 1.0000 Uiso H52 H 0.1609 0.1220 0.2327 0.0496 1.0000 Uiso H61 H 0.0032 0.0188 0.2371 0.0587 1.0000 Uiso H62 H 0.0361 0.1454 0.2701 0.0587 1.0000 Uiso H63 H 0.0502 0.1264 0.2098 0.0587 1.0000 Uiso H71 H 0.1275 -0.0648 0.1855 0.0564 1.0000 Uiso H72 H 0.0620 -0.1419 0.1978 0.0564 1.0000 Uiso H81 H 0.1823 -0.2133 0.2445 0.0534 1.0000 Uiso H82 H 0.1443 -0.3072 0.2015 0.0534 1.0000 Uiso H91 H 0.0243 -0.4254 0.2746 0.0535 1.0000 Uiso H92 H 0.0629 -0.4526 0.2233 0.0535 1.0000 Uiso H93 H 0.0217 -0.3109 0.2285 0.0535 1.0000 Uiso H101 H 0.1850 -0.3646 0.3101 0.0487 1.0000 Uiso H102 H 0.1552 -0.4872 0.2733 0.0487 1.0000 Uiso H111 H 0.1457 -0.5580 0.3562 0.0467 1.0000 Uiso H112 H 0.0757 -0.5192 0.3332 0.0467 1.0000 Uiso H121 H 0.0942 -0.4413 0.4184 0.0452 1.0000 Uiso H122 H 0.1499 -0.3410 0.3991 0.0452 1.0000 Uiso H131 H -0.0206 -0.3343 0.4075 0.0441 1.0000 Uiso H132 H 0.0003 -0.4234 0.3581 0.0441 1.0000 Uiso H151 H 0.0104 0.0451 0.3858 0.0416 1.0000 Uiso H152 H 0.0390 0.1585 0.3468 0.0416 1.0000 Uiso H161 H 0.0693 0.1649 0.4548 0.0623 0.6700 Uiso H162 H 0.0826 0.2876 0.4136 0.0623 0.6700 Uiso H171 H -0.1940 -0.6084 0.2021 0.0484 1.0000 Uiso H172 H -0.1272 -0.5643 0.2299 0.0484 1.0000 Uiso H181 H -0.1835 -0.3641 0.2005 0.0502 1.0000 Uiso H182 H -0.1178 -0.3789 0.1718 0.0502 1.0000 Uiso H191 H -0.2082 -0.2151 0.1202 0.0574 1.0000 Uiso H192 H -0.1422 -0.2672 0.0982 0.0574 1.0000 Uiso H201 H -0.2598 -0.3213 0.0459 0.0637 1.0000 Uiso H202 H -0.2181 -0.1837 0.0341 0.0637 1.0000 Uiso H206 H -0.0064 0.3420 0.4593 0.0511 0.6700 Uiso H207 H -0.0390 0.1964 0.4401 0.0511 0.6700 Uiso H208 H -0.0258 0.3191 0.3988 0.0511 0.6700 Uiso H211 H -0.1974 -0.3433 -0.0276 0.0629 1.0000 Uiso H212 H -0.1355 -0.3368 0.0110 0.0629 1.0000 Uiso H221 H -0.2483 -0.6773 0.0062 0.0666 1.0000 Uiso H222 H -0.2778 -0.5288 0.0235 0.0666 1.0000 Uiso H223 H -0.2583 -0.5517 -0.0354 0.0666 1.0000 Uiso H231 H -0.1538 -0.6844 -0.0298 0.0616 1.0000 Uiso H232 H -0.1402 -0.5315 -0.0541 0.0616 1.0000 Uiso H241 H -0.0460 -0.6351 -0.0215 0.0505 1.0000 Uiso H242 H -0.0607 -0.4923 0.0096 0.0505 1.0000 Uiso H251 H -0.0853 -0.8749 0.0725 0.0536 1.0000 Uiso H252 H -0.1258 -0.8344 0.0203 0.0536 1.0000 Uiso H253 H -0.0503 -0.8557 0.0189 0.0536 1.0000 Uiso H261 H 0.0185 -0.6917 0.0574 0.0472 1.0000 Uiso H262 H -0.0068 -0.5460 0.0810 0.0472 1.0000 Uiso H271 H -0.0207 -0.8107 0.1299 0.0487 1.0000 Uiso H272 H 0.0361 -0.7027 0.1448 0.0487 1.0000 Uiso H281 H -0.0385 -0.6762 0.2044 0.0448 1.0000 Uiso H282 H -0.0394 -0.5363 0.1689 0.0448 1.0000 Uiso H291 H -0.1427 -0.8204 0.2026 0.0489 1.0000 Uiso H292 H -0.1046 -0.8638 0.1525 0.0489 1.0000 Uiso H306 H 0.0377 0.2824 0.4886 0.0384 0.3300 Uiso H307 H 0.0419 0.1131 0.4843 0.0384 0.3300 Uiso H308 H -0.0196 0.1950 0.4607 0.0384 0.3300 Uiso H311 H -0.2636 -0.5443 0.1540 0.0380 1.0000 Uiso H312 H -0.2809 -0.4845 0.0967 0.0380 1.0000 Uiso H321 H -0.2796 -0.3083 0.1863 0.0440 1.0000 Uiso H322 H -0.3073 -0.2669 0.1291 0.0440 1.0000 Uiso H331 H -0.2281 -1.0195 -0.0219 0.1107 0.5000 Uiso H332 H -0.2926 -0.9943 -0.0563 0.1107 0.5000 Uiso H333 H -0.2543 -0.8617 -0.0316 0.1107 0.5000 Uiso H341 H -0.2136 -1.0189 -0.1215 0.1241 0.5000 Uiso H342 H -0.1753 -0.8863 -0.0968 0.1241 0.5000 Uiso H1331 H -0.2292 -0.9347 -0.1371 0.1052 0.5000 Uiso H1332 H -0.1937 -0.8124 -0.1037 0.1052 0.5000 Uiso H1341 H -0.1422 -1.0273 -0.0901 0.1056 0.5000 Uiso H1342 H -0.2066 -1.0953 -0.0705 0.1056 0.5000 Uiso H1343 H -0.1710 -0.9729 -0.0371 0.1056 0.5000 Uiso H1601 H 0.0989 0.2199 0.4315 0.0623 0.3300 Uiso H1602 H 0.0374 0.3018 0.4078 0.0623 0.3300 Uiso 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 Cu1 0.03106(19) 0.02309(18) 0.02240(17) 0.00100(14) -0.00052(13) -0.00233(15) Cu2 0.02700(18) 0.02784(19) 0.02409(17) -0.00027(15) -0.00213(13) 0.00361(15) N1 0.0333(14) 0.0271(14) 0.0303(13) 0.0051(11) -0.0037(11) 0.0006(11) N2 0.0275(13) 0.0285(13) 0.0285(13) -0.0005(11) -0.0005(10) 0.0008(11) N3 0.0463(17) 0.0307(14) 0.0272(13) 0.0046(11) 0.0041(12) 0.0000(12) N4 0.0383(15) 0.0318(14) 0.0320(13) -0.0037(12) 0.0005(11) -0.0074(12) N5 0.0358(17) 0.046(2) 0.065(2) 0.0112(17) -0.0054(15) -0.0074(14) N6 0.053(3) 0.031(2) 0.040(2) -0.0008(19) 0.010(2) 0.002(2) N7 0.0259(13) 0.0399(16) 0.0278(12) 0.0031(12) -0.0013(10) 0.0029(11) N8 0.0330(14) 0.0274(14) 0.0348(14) -0.0049(12) 0.0004(11) 0.0031(11) N9 0.0417(16) 0.0452(18) 0.0286(14) 0.0016(13) -0.0036(12) 0.0105(14) N10 0.0366(15) 0.0348(15) 0.0253(12) 0.0015(11) 0.0015(11) 0.0028(12) N11 0.050(2) 0.0350(17) 0.057(2) 0.0097(15) 0.0034(16) -0.0034(15) N12 0.0321(14) 0.0403(16) 0.0323(14) -0.0005(13) 0.0025(11) 0.0106(13) N60 0.037(4) 0.031(4) 0.022(3) 0.006(3) -0.002(3) -0.007(4) C1 0.0382(17) 0.0374(18) 0.0281(15) 0.0035(14) -0.0004(13) 0.0033(14) C2 0.0402(18) 0.0360(18) 0.0265(15) -0.0015(14) -0.0048(13) 0.0032(14) C3 0.0318(16) 0.0333(17) 0.0445(18) -0.0051(15) 0.0023(14) -0.0067(14) C4 0.046(2) 0.0304(18) 0.051(2) 0.0022(16) 0.0057(16) -0.0067(15) C5 0.045(2) 0.0349(18) 0.0428(19) 0.0049(16) 0.0116(16) -0.0064(16) C6 0.056(2) 0.049(2) 0.0362(18) 0.0147(17) -0.0054(16) 0.0061(19) C7 0.067(3) 0.049(2) 0.0257(16) -0.0010(16) 0.0063(16) -0.0061(19) C8 0.060(2) 0.040(2) 0.0322(17) -0.0069(15) 0.0130(16) -0.0082(18) C9 0.052(2) 0.037(2) 0.0421(19) -0.0095(16) -0.0073(16) -0.0056(16) C10 0.0346(18) 0.0348(18) 0.049(2) -0.0065(16) 0.0005(15) 0.0029(15) C11 0.045(2) 0.0247(16) 0.050(2) -0.0001(15) -0.0050(16) 0.0022(15) C12 0.0361(17) 0.0326(18) 0.0410(18) 0.0075(15) -0.0037(14) 0.0041(14) C13 0.0338(17) 0.0348(18) 0.0385(17) 0.0083(14) 0.0001(14) -0.0051(14) C14 0.0385(18) 0.0282(16) 0.0367(17) -0.0027(14) 0.0018(14) -0.0030(14) C15 0.0366(17) 0.0313(17) 0.0334(16) -0.0059(14) -0.0009(13) 0.0052(14) C16 0.045(2) 0.055(3) 0.053(2) -0.020(2) -0.0080(18) 0.0119(19) C17 0.0335(17) 0.063(2) 0.0245(15) -0.0064(16) 0.0007(13) 0.0093(16) C18 0.0322(17) 0.052(2) 0.0402(18) -0.0177(17) -0.0037(14) 0.0034(16) C19 0.048(2) 0.0294(18) 0.063(2) -0.0041(17) 0.0096(18) 0.0029(16) C20 0.063(3) 0.041(2) 0.059(2) 0.0163(19) 0.010(2) 0.020(2) C21 0.062(3) 0.050(2) 0.042(2) 0.0180(18) 0.0074(18) 0.017(2) C22 0.052(2) 0.072(3) 0.0373(19) -0.011(2) -0.0149(17) 0.012(2) C23 0.059(2) 0.063(3) 0.0276(16) 0.0004(18) -0.0007(16) 0.016(2) C24 0.044(2) 0.053(2) 0.0298(16) 0.0071(16) 0.0063(14) 0.0093(17) C25 0.051(2) 0.0374(19) 0.0423(19) -0.0056(16) 0.0049(16) 0.0071(17) C26 0.0316(17) 0.048(2) 0.0358(17) 0.0042(16) 0.0034(13) 0.0028(15) C27 0.0301(16) 0.052(2) 0.0380(18) 0.0062(16) 0.0005(13) 0.0080(16) C28 0.0266(16) 0.053(2) 0.0317(16) 0.0039(15) -0.0053(12) 0.0037(15) C29 0.0364(17) 0.0400(19) 0.0404(18) 0.0154(16) 0.0023(14) 0.0026(15) C30 0.0346(17) 0.0309(17) 0.048(2) 0.0042(15) 0.0047(15) 0.0035(14) C31 0.0285(16) 0.0330(16) 0.0346(16) -0.0044(14) -0.0028(12) 0.0050(13) C32 0.0355(18) 0.0320(18) 0.0437(19) -0.0055(15) 0.0011(14) 0.0065(14) C33 0.080(6) 0.067(6) 0.114(7) -0.008(6) -0.044(5) 0.006(5) C34 0.088(8) 0.089(10) 0.134(10) -0.021(8) -0.019(7) 0.011(7) C133 0.098(7) 0.074(7) 0.077(6) 0.005(5) 0.010(5) 0.002(6) C134 0.108(8) 0.075(7) 0.070(6) -0.008(5) -0.006(6) -0.002(6) Cl1 0.0482(5) 0.0483(5) 0.0369(4) -0.0074(4) 0.0055(4) -0.0069(4) Cl2 0.0413(5) 0.0554(5) 0.0409(5) -0.0098(4) 0.0059(4) -0.0014(4) Cl3 0.0603(12) 0.0449(10) 0.0463(10) -0.0033(8) 0.0048(9) 0.0010(9) Cl4 0.0341(4) 0.0497(5) 0.0314(4) 0.0040(4) 0.0021(3) -0.0024(4) Cl5 0.0458(5) 0.0413(5) 0.0368(4) 0.0051(4) -0.0005(3) 0.0008(4) Cl6 0.0361(4) 0.0332(4) 0.0418(4) 0.0069(3) -0.0034(3) -0.0045(3) Cl7 0.133(2) 0.0477(12) 0.0383(10) 0.0003(9) 0.0105(12) 0.0207(14) O1 0.0353(12) 0.0339(12) 0.0401(13) 0.0027(11) -0.0059(10) -0.0003(10) O2 0.0366(13) 0.0333(13) 0.0501(14) 0.0056(11) -0.0044(11) -0.0020(11) O3 0.064(2) 0.152(4) 0.0551(19) -0.030(2) -0.0059(16) -0.003(2) O4 0.109(3) 0.078(3) 0.079(2) -0.028(2) 0.018(2) 0.011(2) O5 0.147(4) 0.067(3) 0.129(4) 0.023(3) 0.028(3) 0.024(3) O6 0.075(2) 0.193(5) 0.075(2) -0.041(3) 0.016(2) -0.060(3) O7 0.0550(19) 0.064(2) 0.104(3) 0.000(2) 0.0309(18) -0.0007(16) O8 0.103(3) 0.076(2) 0.073(2) -0.027(2) 0.014(2) -0.044(2) O9 0.095(3) 0.077(2) 0.0564(19) -0.0174(18) -0.0081(18) 0.011(2) O10 0.0466(19) 0.146(4) 0.108(3) 0.019(3) -0.003(2) 0.028(2) O11 0.070(2) 0.096(3) 0.100(3) -0.015(2) -0.015(2) 0.015(2) O12 0.095(6) 0.094(6) 0.092(5) 0.020(5) 0.001(5) 0.032(5) O13 0.067(4) 0.065(4) 0.082(4) -0.008(4) 0.016(3) -0.005(3) O14 0.077(4) 0.064(4) 0.074(4) -0.018(3) 0.000(3) -0.014(3) O15 0.083(5) 0.054(4) 0.105(6) -0.005(5) -0.043(4) 0.010(4) O111 0.070(2) 0.096(3) 0.100(3) -0.015(2) -0.015(2) 0.015(2) O120 0.102(12) 0.050(8) 0.111(13) 0.015(9) 0.052(11) 0.020(8) O150 0.106(7) 0.079(5) 0.083(6) -0.002(5) 0.005(4) 0.008(5) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 2.081(3) yes Cu1 . N2 . 2.106(3) yes Cu1 . N3 . 2.049(3) yes Cu1 . N4 . 2.076(3) yes Cu1 . C1 . 2.871(3) yes Cu1 . C2 . 2.820(3) yes Cu1 . C7 . 2.850(4) yes Cu1 . C8 . 2.824(4) yes Cu1 . O1 . 2.191(2) yes Cu2 . N7 . 2.097(3) yes Cu2 . N8 . 2.076(3) yes Cu2 . N9 . 2.077(3) yes Cu2 . N10 . 2.067(3) yes Cu2 . C17 . 2.871(3) yes Cu2 . C18 . 2.814(3) yes Cu2 . C23 . 2.868(4) yes Cu2 . C24 . 2.799(3) yes Cu2 . O2 . 2.166(2) yes N1 . C1 . 1.500(4) yes N1 . C12 . 1.494(4) yes N1 . C13 . 1.489(4) yes N2 . C2 . 1.488(4) yes N2 . C3 . 1.491(4) yes N2 . C15 . 1.491(4) yes N3 . C5 . 1.485(5) yes N3 . C6 . 1.503(5) yes N3 . C7 . 1.496(5) yes N4 . C8 . 1.496(4) yes N4 . C9 . 1.485(4) yes N4 . C10 . 1.491(5) yes N5 . C14 . 1.324(5) yes N5 . H1 . 0.947(11) no N5 . H2 . 0.948(11) no N6 . N60 . 1.378(9) yes N6 . C16 . 1.498(6) yes N6 . H206 . 1.006 no N6 . H207 . 0.996 no N6 . H208 . 0.992 no N6 . H308 . 1.109 no N6 . H1602 . 1.236 no N7 . C17 . 1.494(4) yes N7 . C28 . 1.497(4) yes N7 . C29 . 1.476(5) yes N8 . C18 . 1.500(4) yes N8 . C19 . 1.493(5) yes N8 . C31 . 1.479(4) yes N9 . C21 . 1.496(5) yes N9 . C22 . 1.480(5) yes N9 . C23 . 1.507(5) yes N10 . C24 . 1.492(4) yes N10 . C25 . 1.489(5) yes N10 . C26 . 1.484(4) yes N11 . C30 . 1.311(5) yes N11 . H3 . 0.951(11) no N11 . H4 . 0.948(11) no N12 . C32 . 1.484(5) yes N12 . H5 . 0.948(11) no N12 . H6 . 0.946(11) no N12 . H7 . 0.945(11) no N60 . C16 . 1.289(9) yes N60 . H161 . 1.032 no N60 . H306 . 1.008 no N60 . H307 . 1.008 no N60 . H308 . 0.997 no C1 . C2 . 1.510(5) yes C1 . H11 . 1.002 no C1 . H12 . 0.996 no C2 . H21 . 0.997 no C2 . H22 . 1.013 no C3 . C4 . 1.522(5) yes C3 . H31 . 1.000 no C3 . H32 . 1.001 no C4 . C5 . 1.514(5) yes C4 . H41 . 1.004 no C4 . H42 . 0.998 no C5 . H51 . 1.010 no C5 . H52 . 1.005 no C6 . H61 . 1.006 no C6 . H62 . 1.000 no C6 . H63 . 0.999 no C7 . C8 . 1.503(6) yes C7 . H71 . 0.993 no C7 . H72 . 1.011 no C8 . H81 . 1.011 no C8 . H82 . 1.005 no C9 . H91 . 1.000 no C9 . H92 . 1.004 no C9 . H93 . 0.996 no C10 . C11 . 1.511(5) yes C10 . H101 . 1.003 no C10 . H102 . 1.005 no C11 . C12 . 1.518(5) yes C11 . H111 . 1.003 no C11 . H112 . 1.000 no C12 . H121 . 0.999 no C12 . H122 . 0.999 no C13 . C14 . 1.518(5) yes C13 . H131 . 1.009 no C13 . H132 . 0.998 no C14 . O1 . 1.246(4) yes C15 . C16 . 1.531(5) yes C15 . H151 . 1.003 no C15 . H152 . 1.000 no C16 . H161 . 0.989 no C16 . H162 . 1.004 no C16 . H1601 . 0.997 no C16 . H1602 . 1.008 no C17 . C18 . 1.494(6) yes C17 . H171 . 1.005 no C17 . H172 . 1.004 no C18 . H181 . 1.002 no C18 . H182 . 1.012 no C19 . C20 . 1.511(6) yes C19 . H191 . 1.001 no C19 . H192 . 1.006 no C20 . C21 . 1.515(6) yes C20 . H201 . 1.007 no C20 . H202 . 0.998 no C21 . H211 . 0.995 no C21 . H212 . 1.019 no C22 . H221 . 1.006 no C22 . H222 . 1.007 no C22 . H223 . 0.994 no C23 . C24 . 1.496(6) yes C23 . H231 . 1.008 no C23 . H232 . 0.997 no C24 . H241 . 0.998 no C24 . H242 . 1.008 no C25 . H251 . 1.001 no C25 . H252 . 1.003 no C25 . H253 . 0.998 no C26 . C27 . 1.517(5) yes C26 . H261 . 0.999 no C26 . H262 . 1.006 no C27 . C28 . 1.513(5) yes C27 . H271 . 1.005 no C27 . H272 . 1.003 no C28 . H281 . 0.995 no C28 . H282 . 1.008 no C29 . C30 . 1.522(5) yes C29 . H291 . 1.002 no C29 . H292 . 1.003 no C30 . O2 . 1.243(4) yes C31 . C32 . 1.535(4) yes C31 . H311 . 1.001 no C31 . H312 . 0.999 no C32 . H321 . 1.008 no C32 . H322 . 1.008 no C33 . C34 . 1.497(10) yes C33 . C133 . 1.674(15) yes C33 . C134 . 1.673(17) yes C33 . O15 . 1.408(9) yes C33 . O150 . 1.243(12) yes C33 . H331 . 1.011 no C33 . H332 . 1.002 no C33 . H333 . 0.988 no C34 . C134 . 1.038(18) yes C34 . O150 . 1.593(13) yes C34 . H341 . 1.022 no C34 . H342 . 0.985 no C34 . H1331 . 1.172 no C133 . C134 . 1.498(9) yes C133 . O150 . 1.396(9) yes C133 . H341 . 1.261 no C133 . H342 . 0.983 no C133 . H1331 . 0.993 no C133 . H1332 . 1.029 no C134 . H1341 . 1.050 no C134 . H1342 . 0.978 no C134 . H1343 . 0.989 no Cl1 . O3 . 1.417(3) yes Cl1 . O4 . 1.425(3) yes Cl1 . O5 . 1.396(4) yes Cl1 . O6 . 1.383(4) yes Cl2 . O7 . 1.428(3) yes Cl2 . O8 . 1.432(4) yes Cl2 . O9 . 1.431(3) yes Cl2 . O10 . 1.409(4) yes Cl3 . O120 2_435 1.855(16) yes Cl3 . O111 2_435 1.555(4) yes Cl3 . Cl7 2_435 2.505(4) yes Cl3 . O11 . 1.555(4) yes Cl3 . O12 . 1.411(5) yes Cl3 . O13 . 1.451(5) yes Cl3 . O14 . 1.428(5) yes Cl7 . O12 2_435 2.040(10) yes Cl7 . Cl7 2_435 1.652(7) yes O12 . O120 2_435 1.18(2) yes O15 . O150 . 0.915(11) yes O15 . H332 . 1.193 no O15 . H333 . 1.203 no O150 . H333 . 1.272 no H207 . H308 . 0.666 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . N2 . 86.19(11) yes N1 . Cu1 . N3 . 178.11(12) yes N2 . Cu1 . N3 . 94.52(11) yes N1 . Cu1 . N4 . 93.52(11) yes N2 . Cu1 . N4 . 153.58(11) yes N3 . Cu1 . N4 . 86.62(11) yes N1 . Cu1 . C1 . 30.25(10) yes N2 . Cu1 . C1 . 56.26(10) yes N3 . Cu1 . C1 . 150.18(11) yes N4 . Cu1 . C1 . 121.95(11) yes N1 . Cu1 . C2 . 57.69(11) yes N2 . Cu1 . C2 . 31.07(10) yes N3 . Cu1 . C2 . 123.39(11) yes N4 . Cu1 . C2 . 133.02(11) yes C1 . Cu1 . C2 . 30.74(10) yes N1 . Cu1 . C7 . 149.46(12) yes N2 . Cu1 . C7 . 123.24(11) yes N3 . Cu1 . C7 . 30.33(12) yes N4 . Cu1 . C7 . 56.71(12) yes C1 . Cu1 . C7 . 176.58(12) yes N1 . Cu1 . C8 . 122.80(11) yes N2 . Cu1 . C8 . 134.56(11) yes N3 . Cu1 . C8 . 57.72(11) yes N4 . Cu1 . C8 . 31.04(11) yes C1 . Cu1 . C8 . 146.67(11) yes N1 . Cu1 . O1 . 79.42(10) yes N2 . Cu1 . O1 . 101.15(10) yes N3 . Cu1 . O1 . 98.72(11) yes N4 . Cu1 . O1 . 104.77(10) yes C1 . Cu1 . O1 . 83.06(9) yes C2 . Cu1 . C7 . 147.22(11) yes C2 . Cu1 . C8 . 137.72(11) yes C7 . Cu1 . C8 . 30.72(12) yes C2 . Cu1 . O1 . 104.87(10) yes C7 . Cu1 . O1 . 100.29(11) yes C8 . Cu1 . O1 . 116.97(11) yes N7 . Cu2 . N8 . 86.67(11) yes N7 . Cu2 . N9 . 177.32(12) yes N8 . Cu2 . N9 . 94.72(11) yes N7 . Cu2 . N10 . 93.03(10) yes N8 . Cu2 . N10 . 154.48(11) yes N9 . Cu2 . N10 . 86.70(11) yes N7 . Cu2 . C17 . 30.19(10) yes N8 . Cu2 . C17 . 56.75(11) yes N9 . Cu2 . C17 . 150.82(11) yes N10 . Cu2 . C17 . 121.47(10) yes N7 . Cu2 . C18 . 57.67(11) yes N8 . Cu2 . C18 . 31.35(11) yes N9 . Cu2 . C18 . 124.18(12) yes N10 . Cu2 . C18 . 133.70(10) yes C17 . Cu2 . C18 . 30.45(12) yes N7 . Cu2 . C23 . 148.90(11) yes N8 . Cu2 . C23 . 123.13(12) yes N9 . Cu2 . C23 . 30.46(12) yes N10 . Cu2 . C23 . 56.42(11) yes C17 . Cu2 . C23 . 175.63(13) yes N7 . Cu2 . C24 . 122.22(10) yes N8 . Cu2 . C24 . 134.33(12) yes N9 . Cu2 . C24 . 58.12(11) yes N10 . Cu2 . C24 . 31.35(11) yes C17 . Cu2 . C24 . 145.78(11) yes N7 . Cu2 . O2 . 79.09(10) yes N8 . Cu2 . O2 . 99.75(10) yes N9 . Cu2 . O2 . 98.41(11) yes N10 . Cu2 . O2 . 105.26(11) yes C17 . Cu2 . O2 . 82.32(11) yes C18 . Cu2 . C23 . 147.42(13) yes C18 . Cu2 . C24 . 137.77(12) yes C23 . Cu2 . C24 . 30.58(12) yes C18 . Cu2 . O2 . 103.11(11) yes C23 . Cu2 . O2 . 101.86(12) yes C24 . Cu2 . O2 . 118.69(11) yes Cu1 . N1 . C1 . 105.43(19) yes Cu1 . N1 . C12 . 114.4(2) yes C1 . N1 . C12 . 107.8(2) yes Cu1 . N1 . C13 . 109.91(19) yes C1 . N1 . C13 . 109.0(3) yes C12 . N1 . C13 . 110.2(3) yes Cu1 . N2 . C2 . 102.02(19) yes Cu1 . N2 . C3 . 112.9(2) yes C2 . N2 . C3 . 108.3(3) yes Cu1 . N2 . C15 . 110.98(19) yes C2 . N2 . C15 . 110.9(2) yes C3 . N2 . C15 . 111.4(3) yes Cu1 . N3 . C5 . 111.9(2) yes Cu1 . N3 . C6 . 113.3(2) yes C5 . N3 . C6 . 110.2(3) yes Cu1 . N3 . C7 . 105.9(2) yes C5 . N3 . C7 . 108.5(3) yes C6 . N3 . C7 . 106.7(3) yes Cu1 . N4 . C8 . 103.3(2) yes Cu1 . N4 . C9 . 113.6(2) yes C8 . N4 . C9 . 108.5(3) yes Cu1 . N4 . C10 . 113.1(2) yes C8 . N4 . C10 . 108.5(3) yes C9 . N4 . C10 . 109.5(3) yes C14 . N5 . H1 . 116(3) no C14 . N5 . H2 . 118(3) no H1 . N5 . H2 . 126(4) no N60 . N6 . C16 . 53.1(4) yes N60 . N6 . H206 . 79.011 no C16 . N6 . H206 . 108.392 no N60 . N6 . H207 . 78.840 no C16 . N6 . H207 . 109.003 no H206 . N6 . H207 . 109.317 no N60 . N6 . H208 . 162.966 no C16 . N6 . H208 . 109.916 no H206 . N6 . H208 . 109.701 no H207 . N6 . H208 . 110.475 no N60 . N6 . H308 . 45.709 no C16 . N6 . H308 . 91.729 no H206 . N6 . H308 . 85.804 no H207 . N6 . H308 . 36.415 no H208 . N6 . H308 . 146.520 no N60 . N6 . H1602 . 89.098 no C16 . N6 . H1602 . 41.893 no H206 . N6 . H1602 . 99.768 no H207 . N6 . H1602 . 145.447 no H208 . N6 . H1602 . 75.188 no H308 . N6 . H1602 . 132.863 no Cu2 . N7 . C17 . 104.9(2) yes Cu2 . N7 . C28 . 114.0(2) yes C17 . N7 . C28 . 108.9(3) yes Cu2 . N7 . C29 . 109.3(2) yes C17 . N7 . C29 . 108.5(3) yes C28 . N7 . C29 . 111.0(3) yes Cu2 . N8 . C18 . 102.6(2) yes Cu2 . N8 . C19 . 111.4(2) yes C18 . N8 . C19 . 108.7(3) yes Cu2 . N8 . C31 . 111.1(2) yes C18 . N8 . C31 . 110.9(3) yes C19 . N8 . C31 . 111.7(3) yes Cu2 . N9 . C21 . 112.8(2) yes Cu2 . N9 . C22 . 113.5(2) yes C21 . N9 . C22 . 110.0(3) yes Cu2 . N9 . C23 . 105.2(2) yes C21 . N9 . C23 . 107.7(3) yes C22 . N9 . C23 . 107.1(3) yes Cu2 . N10 . C24 . 102.5(2) yes Cu2 . N10 . C25 . 112.8(2) yes C24 . N10 . C25 . 109.7(3) yes Cu2 . N10 . C26 . 114.3(2) yes C24 . N10 . C26 . 107.5(3) yes C25 . N10 . C26 . 109.6(3) yes C30 . N11 . H3 . 123(2) no C30 . N11 . H4 . 115(3) no H3 . N11 . H4 . 122(4) no C32 . N12 . H5 . 112(2) no C32 . N12 . H6 . 103(2) no H5 . N12 . H6 . 106(3) no C32 . N12 . H7 . 102(2) no H5 . N12 . H7 . 118(3) no H6 . N12 . H7 . 115(3) no N6 . N60 . C16 . 68.3(4) yes N6 . N60 . H161 . 117.192 no C16 . N60 . H161 . 48.920 no N6 . N60 . H306 . 96.300 no C16 . N60 . H306 . 109.888 no H161 . N60 . H306 . 103.720 no N6 . N60 . H307 . 154.010 no C16 . N60 . H307 . 109.648 no H161 . N60 . H307 . 65.943 no H306 . N60 . H307 . 108.189 no N6 . N60 . H308 . 52.741 no C16 . N60 . H308 . 110.939 no H161 . N60 . H308 . 146.428 no H306 . N60 . H308 . 109.070 no H307 . N60 . H308 . 109.054 no N1 . C1 . Cu1 . 44.32(13) yes N1 . C1 . C2 . 109.1(3) yes Cu1 . C1 . C2 . 72.76(17) yes N1 . C1 . H11 . 108.810 no Cu1 . C1 . H11 . 147.059 no C2 . C1 . H11 . 110.284 no N1 . C1 . H12 . 109.000 no Cu1 . C1 . H12 . 99.142 no C2 . C1 . H12 . 110.030 no H11 . C1 . H12 . 109.610 no C1 . C2 . N2 . 109.1(3) yes C1 . C2 . Cu1 . 76.49(17) yes N2 . C2 . Cu1 . 46.92(14) yes C1 . C2 . H21 . 110.022 no N2 . C2 . H21 . 110.097 no Cu1 . C2 . H21 . 155.343 no C1 . C2 . H22 . 109.611 no N2 . C2 . H22 . 109.289 no Cu1 . C2 . H22 . 90.256 no H21 . C2 . H22 . 108.717 no N2 . C3 . C4 . 114.0(3) yes N2 . C3 . H31 . 107.715 no C4 . C3 . H31 . 109.036 no N2 . C3 . H32 . 107.767 no C4 . C3 . H32 . 108.906 no H31 . C3 . H32 . 109.351 no C3 . C4 . C5 . 113.9(3) yes C3 . C4 . H41 . 108.075 no C5 . C4 . H41 . 108.691 no C3 . C4 . H42 . 108.648 no C5 . C4 . H42 . 108.230 no H41 . C4 . H42 . 109.242 no C4 . C5 . N3 . 115.4(3) yes C4 . C5 . H51 . 107.980 no N3 . C5 . H51 . 108.303 no C4 . C5 . H52 . 108.339 no N3 . C5 . H52 . 108.403 no H51 . C5 . H52 . 108.249 no N3 . C6 . H61 . 109.656 no N3 . C6 . H62 . 109.760 no H61 . C6 . H62 . 109.022 no N3 . C6 . H63 . 109.772 no H61 . C6 . H63 . 109.075 no H62 . C6 . H63 . 109.538 no N3 . C7 . Cu1 . 43.76(14) yes N3 . C7 . C8 . 109.4(3) yes Cu1 . C7 . C8 . 73.69(19) yes N3 . C7 . H71 . 110.085 no Cu1 . C7 . H71 . 148.484 no C8 . C7 . H71 . 110.382 no N3 . C7 . H72 . 109.207 no Cu1 . C7 . H72 . 98.206 no C8 . C7 . H72 . 108.594 no H71 . C7 . H72 . 109.157 no C7 . C8 . N4 . 108.7(3) yes C7 . C8 . Cu1 . 75.6(2) yes N4 . C8 . Cu1 . 45.70(15) yes C7 . C8 . H81 . 109.503 no N4 . C8 . H81 . 109.823 no Cu1 . C8 . H81 . 92.883 no C7 . C8 . H82 . 110.426 no N4 . C8 . H82 . 110.213 no Cu1 . C8 . H82 . 153.589 no H81 . C8 . H82 . 108.209 no N4 . C9 . H91 . 109.403 no N4 . C9 . H92 . 109.299 no H91 . C9 . H92 . 109.122 no N4 . C9 . H93 . 109.702 no H91 . C9 . H93 . 109.788 no H92 . C9 . H93 . 109.511 no N4 . C10 . C11 . 114.5(3) yes N4 . C10 . H101 . 108.314 no C11 . C10 . H101 . 108.424 no N4 . C10 . H102 . 108.324 no C11 . C10 . H102 . 108.333 no H101 . C10 . H102 . 108.823 no C10 . C11 . C12 . 115.0(3) yes C10 . C11 . H111 . 108.404 no C12 . C11 . H111 . 107.765 no C10 . C11 . H112 . 108.246 no C12 . C11 . H112 . 108.029 no H111 . C11 . H112 . 109.266 no C11 . C12 . N1 . 115.1(3) yes C11 . C12 . H121 . 108.202 no N1 . C12 . H121 . 107.787 no C11 . C12 . H122 . 108.053 no N1 . C12 . H122 . 108.062 no H121 . C12 . H122 . 109.571 no N1 . C13 . C14 . 111.3(3) yes N1 . C13 . H131 . 108.765 no C14 . C13 . H131 . 108.923 no N1 . C13 . H132 . 109.454 no C14 . C13 . H132 . 109.486 no H131 . C13 . H132 . 108.887 no C13 . C14 . N5 . 115.6(3) yes C13 . C14 . O1 . 121.3(3) yes N5 . C14 . O1 . 122.9(3) yes N2 . C15 . C16 . 116.2(3) yes N2 . C15 . H151 . 107.633 no C16 . C15 . H151 . 107.500 no N2 . C15 . H152 . 107.924 no C16 . C15 . H152 . 108.231 no H151 . C15 . H152 . 109.176 no C15 . C16 . N6 . 108.1(3) yes C15 . C16 . N60 . 124.8(5) yes N6 . C16 . N60 . 58.7(4) yes C15 . C16 . H161 . 109.920 no N6 . C16 . H161 . 110.524 no N60 . C16 . H161 . 51.848 no C15 . C16 . H162 . 108.910 no N6 . C16 . H162 . 109.388 no N60 . C16 . H162 . 126.181 no H161 . C16 . H162 . 110.002 no C15 . C16 . H1601 . 105.226 no N6 . C16 . H1601 . 145.898 no N60 . C16 . H1601 . 106.755 no H161 . C16 . H1601 . 63.519 no H162 . C16 . H1601 . 51.293 no C15 . C16 . H1602 . 104.748 no N6 . C16 . H1602 . 54.999 no N60 . C16 . H1602 . 105.539 no H161 . C16 . H1602 . 145.283 no H162 . C16 . H1602 . 58.529 no H1601 . C16 . H1602 . 109.115 no N7 . C17 . Cu2 . 44.90(14) yes N7 . C17 . C18 . 110.2(3) yes Cu2 . C17 . C18 . 72.68(18) yes N7 . C17 . H171 . 109.889 no Cu2 . C17 . H171 . 100.478 no C18 . C17 . H171 . 108.869 no N7 . C17 . H172 . 109.662 no Cu2 . C17 . H172 . 147.551 no C18 . C17 . H172 . 109.465 no H171 . C17 . H172 . 108.735 no N8 . C18 . C17 . 110.0(3) yes N8 . C18 . Cu2 . 46.06(14) yes C17 . C18 . Cu2 . 76.86(19) yes N8 . C18 . H181 . 109.408 no C17 . C18 . H181 . 110.629 no Cu2 . C18 . H181 . 153.605 no N8 . C18 . H182 . 108.939 no C17 . C18 . H182 . 109.517 no Cu2 . C18 . H182 . 91.748 no H181 . C18 . H182 . 108.325 no N8 . C19 . C20 . 114.1(3) yes N8 . C19 . H191 . 108.922 no C20 . C19 . H191 . 108.259 no N8 . C19 . H192 . 108.774 no C20 . C19 . H192 . 107.768 no H191 . C19 . H192 . 108.926 no C19 . C20 . C21 . 114.1(3) yes C19 . C20 . H201 . 108.166 no C21 . C20 . H201 . 107.287 no C19 . C20 . H202 . 109.250 no C21 . C20 . H202 . 108.928 no H201 . C20 . H202 . 109.033 no C20 . C21 . N9 . 115.1(3) yes C20 . C21 . H211 . 108.861 no N9 . C21 . H211 . 109.402 no C20 . C21 . H212 . 106.965 no N9 . C21 . H212 . 107.940 no H211 . C21 . H212 . 108.336 no N9 . C22 . H221 . 109.733 no N9 . C22 . H222 . 109.416 no H221 . C22 . H222 . 108.483 no N9 . C22 . H223 . 110.212 no H221 . C22 . H223 . 109.537 no H222 . C22 . H223 . 109.431 no N9 . C23 . Cu2 . 44.32(15) yes N9 . C23 . C24 . 109.4(3) yes Cu2 . C23 . C24 . 72.16(19) yes N9 . C23 . H231 . 109.415 no Cu2 . C23 . H231 . 100.403 no C24 . C23 . H231 . 108.958 no N9 . C23 . H232 . 109.789 no Cu2 . C23 . H232 . 147.053 no C24 . C23 . H232 . 110.102 no H231 . C23 . H232 . 109.132 no C23 . C24 . N10 . 109.3(3) yes C23 . C24 . Cu2 . 77.3(2) yes N10 . C24 . Cu2 . 46.11(14) yes C23 . C24 . H241 . 109.986 no N10 . C24 . H241 . 109.968 no Cu2 . C24 . H241 . 154.509 no C23 . C24 . H242 . 109.008 no N10 . C24 . H242 . 109.575 no Cu2 . C24 . H242 . 90.528 no H241 . C24 . H242 . 108.957 no N10 . C25 . H251 . 109.725 no N10 . C25 . H252 . 109.184 no H251 . C25 . H252 . 109.219 no N10 . C25 . H253 . 109.703 no H251 . C25 . H253 . 109.574 no H252 . C25 . H253 . 109.421 no N10 . C26 . C27 . 115.1(3) yes N10 . C26 . H261 . 107.831 no C27 . C26 . H261 . 109.082 no N10 . C26 . H262 . 107.490 no C27 . C26 . H262 . 108.182 no H261 . C26 . H262 . 109.067 no C26 . C27 . C28 . 114.0(3) yes C26 . C27 . H271 . 108.170 no C28 . C27 . H271 . 108.371 no C26 . C27 . H272 . 108.376 no C28 . C27 . H272 . 108.944 no H271 . C27 . H272 . 108.896 no C27 . C28 . N7 . 115.5(3) yes C27 . C28 . H281 . 108.267 no N7 . C28 . H281 . 108.515 no C27 . C28 . H282 . 107.308 no N7 . C28 . H282 . 107.909 no H281 . C28 . H282 . 109.210 no N7 . C29 . C30 . 110.3(3) yes N7 . C29 . H291 . 109.162 no C30 . C29 . H291 . 109.606 no N7 . C29 . H292 . 109.174 no C30 . C29 . H292 . 109.609 no H291 . C29 . H292 . 109.014 no C29 . C30 . N11 . 117.3(3) yes C29 . C30 . O2 . 119.5(3) yes N11 . C30 . O2 . 123.2(4) yes N8 . C31 . C32 . 115.5(3) yes N8 . C31 . H311 . 108.105 no C32 . C31 . H311 . 107.531 no N8 . C31 . H312 . 108.323 no C32 . C31 . H312 . 107.807 no H311 . C31 . H312 . 109.472 no C31 . C32 . N12 . 107.5(3) yes C31 . C32 . H321 . 110.221 no N12 . C32 . H321 . 110.455 no C31 . C32 . H322 . 110.131 no N12 . C32 . H322 . 110.407 no H321 . C32 . H322 . 108.164 no C34 . C33 . C133 . 16.4(7) yes C34 . C33 . C134 . 37.7(8) yes C133 . C33 . C134 . 53.2(6) yes C34 . C33 . O15 . 110.00(2) yes C133 . C33 . O15 . 94.6(6) yes C134 . C33 . O15 . 147.7(8) yes C34 . C33 . O150 . 70.4(5) yes C133 . C33 . O150 . 54.8(6) yes C134 . C33 . O150 . 108.0(10) yes O15 . C33 . O150 . 39.8(5) yes C34 . C33 . H331 . 108.974 no C133 . C33 . H331 . 124.254 no C134 . C33 . H331 . 71.281 no O15 . C33 . H331 . 141.017 no O150 . C33 . H331 . 177.224 no C34 . C33 . H332 . 110.127 no C133 . C33 . H332 . 106.903 no C134 . C33 . H332 . 125.039 no O15 . C33 . H332 . 56.345 no O150 . C33 . H332 . 74.248 no C34 . C33 . H333 . 109.480 no C133 . C33 . H333 . 96.608 no C134 . C33 . H333 . 121.663 no O15 . C33 . H333 . 57.103 no O150 . C33 . H333 . 68.424 no H331 . C33 . H332 . 108.416 no H331 . C33 . H333 . 109.565 no H332 . C33 . H333 . 110.253 no C33 . C34 . C134 . 80.4(14) yes C33 . C34 . O150 . 47.3(5) yes C134 . C34 . O150 . 127.4(16) yes C33 . C34 . H341 . 122.634 no C134 . C34 . H341 . 88.104 no O150 . C34 . H341 . 121.245 no C33 . C34 . H342 . 125.127 no C134 . C34 . H342 . 83.985 no O150 . C34 . H342 . 118.739 no H341 . C34 . H342 . 108.888 no C33 . C34 . H1331 . 130.518 no C134 . C34 . H1331 . 136.909 no O150 . C34 . H1331 . 90.620 no H341 . C34 . H1331 . 51.293 no H342 . C34 . H1331 . 95.244 no C33 . C133 . C134 . 63.4(5) yes C33 . C133 . O150 . 46.7(5) yes C134 . C133 . O150 . 110.00(2) yes C33 . C133 . H341 . 97.378 no C134 . C133 . H341 . 61.866 no O150 . C133 . H341 . 119.428 no C33 . C133 . H342 . 110.214 no C134 . C133 . H342 . 62.133 no O150 . C133 . H342 . 139.854 no H341 . C133 . H342 . 92.527 no C33 . C133 . H1331 . 129.242 no C134 . C133 . H1331 . 109.600 no O150 . C133 . H1331 . 111.449 no H341 . C133 . H1331 . 48.591 no H342 . C133 . H1331 . 107.920 no C33 . C133 . H1332 . 122.514 no C134 . C133 . H1332 . 107.917 no O150 . C133 . H1332 . 110.064 no H341 . C133 . H1332 . 130.048 no H342 . C133 . H1332 . 48.525 no H1331 . C133 . H1332 . 107.720 no C133 . C134 . C33 . 63.5(5) yes C133 . C134 . C34 . 7.3(19) yes C33 . C134 . C34 . 61.9(9) yes C133 . C134 . H1341 . 108.691 no C33 . C134 . H1341 . 171.720 no C34 . C134 . H1341 . 110.663 no C133 . C134 . H1342 . 110.620 no C33 . C134 . H1342 . 78.961 no C34 . C134 . H1342 . 103.457 no H1341 . C134 . H1342 . 107.224 no C133 . C134 . H1343 . 111.420 no C33 . C134 . H1343 . 75.491 no C34 . C134 . H1343 . 116.569 no H1341 . C134 . H1343 . 106.410 no H1342 . C134 . H1343 . 112.238 no O3 . Cl1 . O4 . 110.6(3) yes O3 . Cl1 . O5 . 106.5(3) yes O4 . Cl1 . O5 . 106.3(3) yes O3 . Cl1 . O6 . 109.8(2) yes O4 . Cl1 . O6 . 111.5(3) yes O5 . Cl1 . O6 . 111.9(4) yes O7 . Cl2 . O8 . 107.2(2) yes O7 . Cl2 . O9 . 106.3(3) yes O8 . Cl2 . O9 . 108.1(2) yes O7 . Cl2 . O10 . 108.0(3) yes O8 . Cl2 . O10 . 117.0(3) yes O9 . Cl2 . O10 . 109.7(3) yes O120 2_435 Cl3 . O111 2_435 100.2(6) yes O120 2_435 Cl3 . Cl7 2_435 93.9(7) yes O111 2_435 Cl3 . Cl7 2_435 104.12(19) yes O120 2_435 Cl3 . O11 . 100.2(6) yes Cl7 2_435 Cl3 . O11 . 104.12(19) yes O120 2_435 Cl3 . O12 . 39.6(6) yes O111 2_435 Cl3 . O12 . 110.4(4) yes Cl7 2_435 Cl3 . O12 . 54.5(4) yes O11 . Cl3 . O12 . 110.4(4) yes O120 2_435 Cl3 . O13 . 78.9(6) yes O111 2_435 Cl3 . O13 . 108.8(3) yes Cl7 2_435 Cl3 . O13 . 147.0(3) yes O11 . Cl3 . O13 . 108.8(3) yes O12 . Cl3 . O13 . 110.5(5) yes O120 2_435 Cl3 . O14 . 150.8(7) yes O111 2_435 Cl3 . O14 . 103.2(3) yes Cl7 2_435 Cl3 . O14 . 63.7(3) yes O11 . Cl3 . O14 . 103.2(3) yes O12 . Cl3 . O14 . 114.5(5) yes O13 . Cl3 . O14 . 109.2(4) yes O12 2_435 Cl7 . Cl3 2_435 34.28(16) yes O12 2_435 Cl7 . Cl7 2_435 141.3(3) yes Cl3 2_435 Cl7 . Cl7 2_435 173.8(2) yes Cu1 . O1 . C14 . 111.2(2) yes Cu2 . O2 . C30 . 113.5(2) yes Cl7 2_435 O12 . O120 2_435 174.0(10) yes Cl7 2_435 O12 . Cl3 . 91.2(5) yes O120 2_435 O12 . Cl3 . 90.9(9) yes C33 . O15 . O150 . 60.4(8) yes C33 . O15 . H332 . 44.391 no O150 . O15 . H332 . 79.804 no C33 . O15 . H333 . 43.597 no O150 . O15 . H333 . 72.380 no H332 . O15 . H333 . 85.939 no Cl3 2_435 O120 . O12 2_435 49.5(6) yes C34 . O150 . C133 . 17.1(8) yes C34 . O150 . C33 . 62.3(6) yes C133 . O150 . C33 . 78.5(8) yes C34 . O150 . O15 . 141.8(12) yes C133 . O150 . O15 . 158.4(11) yes C33 . O150 . O15 . 79.9(10) yes C34 . O150 . H333 . 90.676 no C133 . O150 . H333 . 99.584 no C33 . O150 . H333 . 46.249 no O15 . O150 . H333 . 64.349 no N60 . H161 . C16 . 79.233 no N6 . H207 . H308 . 81.009 no N6 . H308 . H207 . 62.576 no N6 . H308 . N60 . 81.550 no H207 . H308 . N60 . 133.909 no C33 . H332 . O15 . 79.263 no C33 . H333 . O15 . 79.300 no C33 . H333 . O150 . 65.327 no O15 . H333 . O150 . 43.271 no C34 . H341 . C133 . 21.489 no C34 . H342 . C133 . 28.602 no C34 . H1331 . C133 . 24.192 no C16 . H1602 . N6 . 83.108 no