# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Plieger, Paul' 'Stevens, James' _publ_contact_author_name 'Dr Paul Plieger' _publ_contact_author_email p.g.plieger@massey.ac.nz _publ_section_title ; Anion-driven conformation control of aryl linked salicylaldoximes ; # Attachment '- BF4.cif' data_jsbf2orig _database_code_depnum_ccdc_archive 'CCDC 824379' #TrackingRef '- BF4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C68 H92 B Cu2 F4 N8 O8, 3(C3 H6 O), 3(B F4)' _chemical_formula_sum 'C77 H110 B4 Cu2 F16 N8 O11' _chemical_formula_weight 1798.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.7783(3) _cell_length_b 19.0859(5) _cell_length_c 20.9814(15) _cell_angle_alpha 82.675(6) _cell_angle_beta 77.892(5) _cell_angle_gamma 75.638(5) _cell_volume 4453.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 39551 _cell_measurement_theta_min 6.6 _cell_measurement_theta_max 72.1 _exptl_crystal_description Platelet _exptl_crystal_colour Green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.341 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1876 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.452 _exptl_absorpt_correction_T_max 0.760 _exptl_absorpt_process_details ? _exptl_special_details ; #============================================================ >>> The Following Model and Quality ALERTS were generated <<< #============================================================ Format: alert-number_ALERT_alert-type_alert-level text 241_ALERT_2_A Check High Ueq as Compared to Neighbors for C44D 241_ALERT_2_A Check High Ueq as Compared to Neighbors for C44E 242_ALERT_2_A Check Low Ueq as Compared to Neighbors for B1B 230_ALERT_2_B Hirshfeld Test Diff for O213 -- N212 .. 7.61 su 230_ALERT_2_B Hirshfeld Test Diff for C44B -- C44E .. 9.42 su 230_ALERT_2_B Hirshfeld Test Diff for C44C -- C44E .. 10.98 su 241_ALERT_2_B Check High Ueq as Compared to Neighbors for F11B 241_ALERT_2_B Check High Ueq as Compared to Neighbors for C44F 242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C44B 242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C441 215_ALERT_3_C Disordered C44E has ADP max/min Ratio ....... 3.10 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.20 Ratio 222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.95 Ratio 230_ALERT_2_C Hirshfeld Test Diff for N632 -- C634 .. 6.27 su 230_ALERT_2_C Hirshfeld Test Diff for C14 -- C24 .. 5.36 su 230_ALERT_2_C Hirshfeld Test Diff for C44A -- C44D .. 5.88 su 230_ALERT_2_C Hirshfeld Test Diff for C44B -- C44D .. 5.56 su 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C44C 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C411 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C421 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for B1 The molecule has rotating tert-butyl groups that are disordered and quite labile. Also the central BF4 anion is disordered as well. #============================================================================== 023_ALERT_3_B Resolution (too) Low [sin(theta)/Lambda < 0.6].. 61.16 Deg. 232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 -- N242 .. 5.07 su 232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu2 -- N232 .. 5.27 su 420_ALERT_2_B D-H Without Acceptor O223 - H223 ... ? 432_ALERT_2_B Short Inter X...Y Contact O213 .. C241 .. 2.88 Ang. #============================================================================== 029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 084_ALERT_2_C High R2 Value .................................. 0.27 245_ALERT_2_C U(iso) H44D Smaller than U(eq) C44D by ... 0.03 AngSq 245_ALERT_2_C U(iso) H44I Smaller than U(eq) C44E by ... 0.02 AngSq 301_ALERT_3_C Main Residue Disorder ......................... 8.00 Perc. 341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 8 #============================================================================== 333_ALERT_2_G Check Large Av C6-Ring C-C Dist. C12 -C62 1.40 Ang. 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 764 #============================================================================== #============================================================================== #================================================================ >>> The Following Improvement and Query ALERTS were generated <<< #================================================================ 061_ALERT_4_B Tmax/Tmin Range Test RR' too Large ............. 0.62 #============================================================================== 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C501 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C601 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C701 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C801 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for B2 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for B3 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for B4 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C500 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C602 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C700 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C802 779_ALERT_4_C Suspect or Irrelevant (Bond) Angle in CIF ...... 40.40 Deg. C44A -C441 -C44F 1.555 1.555 1.555 795_ALERT_4_C C-Atom in CIF Coordinate List out of Sequence .. C500 #============================================================================== 302_ALERT_4_G Anion/Solvent Disorder ......................... 39.00 Perc. 793_ALERT_4_G Check the Absolute Configuration of N612 ..... S 793_ALERT_4_G Check the Absolute Configuration of N622 ..... S 793_ALERT_4_G Check the Absolute Configuration of N632 ..... S 793_ALERT_4_G Check the Absolute Configuration of N642 ..... S #============================================================================== Noted ; _diffrn_ambient_temperature 123(2) _diffrn_source_power 0.8 _diffrn_source_voltage 40.0 _diffrn_source_current 20.0 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type Copper _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Loop _diffrn_detector RX _diffrn_measurement_device ; Crystal Goniometer ; _diffrn_measurement_device_type ; Rigaku RAXIS conversion ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_area_resol_mean 10.0000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 53358 _diffrn_reflns_av_R_equivalents 0.0747 _diffrn_reflns_av_sigmaI/netI 0.0782 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 6.62 _diffrn_reflns_theta_max 61.16 _reflns_number_total 13270 _reflns_number_gt 8153 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1581P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13270 _refine_ls_number_parameters 1166 _refine_ls_number_restraints 764 _refine_ls_R_factor_all 0.1141 _refine_ls_R_factor_gt 0.0881 _refine_ls_wR_factor_ref 0.2718 _refine_ls_wR_factor_gt 0.2404 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.90684(8) 0.03517(4) 0.08534(3) 0.0620(3) Uani 1 1 d . . . Cu2 Cu 0.64500(6) -0.05541(4) 0.41899(3) 0.0515(3) Uani 1 1 d . . . O11 O 0.7965(3) 0.12533(18) 0.08804(16) 0.0629(9) Uani 1 1 d . . . C11 C 0.8078(5) 0.1861(3) 0.1096(2) 0.0574(12) Uani 1 1 d U . . O12 O 0.6374(3) -0.14490(16) 0.39189(15) 0.0507(8) Uani 1 1 d . . . C12 C 0.7278(5) -0.2024(3) 0.3819(2) 0.0519(12) Uani 1 1 d U . . O13 O 0.6622(3) 0.03625(18) 0.43568(15) 0.0554(9) Uani 1 1 d . . . C13 C 0.5843(5) 0.0998(3) 0.4321(2) 0.0527(12) Uani 1 1 d U . . O14 O 1.0117(3) -0.05812(18) 0.09031(17) 0.0685(10) Uani 1 1 d . . . C14 C 0.9845(5) -0.1217(3) 0.0876(2) 0.0588(13) Uani 1 1 d U . . C21 C 0.9143(5) 0.1969(3) 0.1229(2) 0.0567(12) Uani 1 1 d U . . C22 C 0.8361(5) -0.2147(3) 0.4059(2) 0.0527(11) Uani 1 1 d U . . C23 C 0.4667(5) 0.1095(3) 0.4225(2) 0.0503(11) Uani 1 1 d U . . C24 C 0.8888(5) -0.1302(3) 0.0628(2) 0.0568(12) Uani 1 1 d U . . C31 C 0.9162(5) 0.2642(3) 0.1444(2) 0.0625(13) Uani 1 1 d U . . H31A H 0.9873 0.2707 0.1526 0.075 Uiso 1 1 calc R . . C32 C 0.9212(5) -0.2788(3) 0.3952(2) 0.0547(12) Uani 1 1 d U . . H32A H 0.9902 -0.2859 0.4124 0.066 Uiso 1 1 calc R . . C33 C 0.3924(5) 0.1777(3) 0.4200(2) 0.0515(11) Uani 1 1 d U . . H33A H 0.3154 0.1819 0.4131 0.062 Uiso 1 1 calc R . . C34 C 0.8711(5) -0.2001(3) 0.0579(2) 0.0591(13) Uani 1 1 d U . . H34A H 0.8072 -0.2043 0.0402 0.071 Uiso 1 1 calc R . . C41 C 0.8163(5) 0.3199(3) 0.1534(3) 0.0636(13) Uani 1 1 d U . . C42 C 0.9098(5) -0.3331(3) 0.3602(2) 0.0561(12) Uani 1 1 d U . . C43 C 0.4266(5) 0.2410(3) 0.4272(2) 0.0568(12) Uani 1 1 d U . . C44 C 0.9468(5) -0.2619(3) 0.0790(2) 0.0617(13) Uani 1 1 d U A . C51 C 0.7101(5) 0.3073(3) 0.1430(3) 0.0674(14) Uani 1 1 d U . . H51A H 0.6408 0.3435 0.1508 0.081 Uiso 1 1 calc R . . C52 C 0.8055(5) -0.3183(3) 0.3332(2) 0.0563(12) Uani 1 1 d U . . H52A H 0.7948 -0.3526 0.3086 0.068 Uiso 1 1 calc R . . C53 C 0.5424(5) 0.2304(3) 0.4378(2) 0.0601(13) Uani 1 1 d U . . H53A H 0.5687 0.2708 0.4435 0.072 Uiso 1 1 calc R . . C54 C 1.0378(5) -0.2528(3) 0.1069(3) 0.0668(14) Uani 1 1 d U . . H54A H 1.0875 -0.2938 0.1234 0.080 Uiso 1 1 calc R . . C61 C 0.7042(5) 0.2433(3) 0.1216(3) 0.0644(13) Uani 1 1 d U . . C62 C 0.7195(4) -0.2555(3) 0.3419(2) 0.0497(11) Uani 1 1 d U . . C63 C 0.6208(5) 0.1634(3) 0.4403(2) 0.0539(12) Uani 1 1 d U . . C64 C 1.0590(5) -0.1855(3) 0.1114(3) 0.0651(13) Uani 1 1 d U . . C211 C 1.0237(5) 0.1412(3) 0.1165(2) 0.0576(13) Uani 1 1 d U . . H21A H 1.0922 0.1529 0.1232 0.069 Uiso 1 1 calc R . . N212 N 1.0317(4) 0.0774(2) 0.10233(19) 0.0568(11) Uani 1 1 d . . . O213 O 1.1464(3) 0.03444(19) 0.09849(16) 0.0657(10) Uani 1 1 d . . . H213 H 1.1474 -0.0063 0.0894 0.079 Uiso 1 1 calc R . . C221 C 0.8611(5) -0.1620(3) 0.4420(2) 0.0534(12) Uani 1 1 d U . . H22A H 0.9291 -0.1752 0.4607 0.064 Uiso 1 1 calc R . . N222 N 0.7946(3) -0.0985(2) 0.44939(17) 0.0493(10) Uani 1 1 d . . . O223 O 0.8342(3) -0.05629(18) 0.48654(15) 0.0574(9) Uani 1 1 d . . . H223 H 0.7880 -0.0164 0.4893 0.069 Uiso 1 1 calc R . . C231 C 0.4187(5) 0.0472(3) 0.4153(2) 0.0513(12) Uani 1 1 d U . . H23A H 0.3401 0.0566 0.4094 0.062 Uiso 1 1 calc R . . N232 N 0.4775(4) -0.0185(2) 0.41665(17) 0.0525(10) Uani 1 1 d . . . O233 O 0.4047(3) -0.06594(17) 0.41301(14) 0.0522(8) Uani 1 1 d . . . H233 H 0.4442 -0.1079 0.4137 0.063 Uiso 1 1 calc R . . C241 C 0.8002(5) -0.0689(3) 0.0409(2) 0.0561(13) Uani 1 1 d U . . H24A H 0.7407 -0.0782 0.0225 0.067 Uiso 1 1 calc R . . N242 N 0.8006(4) -0.0026(2) 0.04580(19) 0.0618(12) Uani 1 1 d . . . O243 O 0.7138(3) 0.04709(18) 0.01665(16) 0.0654(10) Uani 1 1 d . . . H243 H 0.7177 0.0885 0.0209 0.078 Uiso 1 1 calc R . . C411 C 0.8137(5) 0.3927(3) 0.1784(3) 0.0648(14) Uani 1 1 d U . . C412 C 0.7467(7) 0.4556(3) 0.1374(4) 0.105(2) Uani 1 1 d U . . H41A H 0.7870 0.4550 0.0926 0.158 Uiso 1 1 calc R . . H41B H 0.7445 0.5008 0.1536 0.158 Uiso 1 1 calc R . . H41C H 0.6668 0.4504 0.1402 0.158 Uiso 1 1 calc R . . C413 C 0.7529(8) 0.3939(4) 0.2496(4) 0.125(3) Uani 1 1 d U . . H41D H 0.7964 0.3550 0.2749 0.188 Uiso 1 1 calc R . . H41E H 0.6729 0.3882 0.2536 0.188 Uiso 1 1 calc R . . H41F H 0.7510 0.4394 0.2653 0.188 Uiso 1 1 calc R . . C414 C 0.9404(6) 0.4035(3) 0.1729(3) 0.0834(19) Uani 1 1 d U . . H41G H 0.9843 0.3649 0.1983 0.125 Uiso 1 1 calc R . . H41H H 0.9363 0.4491 0.1890 0.125 Uiso 1 1 calc R . . H41I H 0.9798 0.4033 0.1279 0.125 Uiso 1 1 calc R . . C421 C 1.0044(5) -0.4051(3) 0.3528(3) 0.0601(13) Uani 1 1 d U . . C422 C 0.9670(5) -0.4606(3) 0.3192(3) 0.0708(15) Uani 1 1 d U . . H42A H 1.0289 -0.5042 0.3159 0.106 Uiso 1 1 calc R . . H42B H 0.9543 -0.4407 0.2762 0.106 Uiso 1 1 calc R . . H42C H 0.8946 -0.4714 0.3445 0.106 Uiso 1 1 calc R . . C423 C 1.0227(8) -0.4392(4) 0.4209(3) 0.130(4) Uani 1 1 d U . . H42D H 1.0476 -0.4062 0.4431 0.195 Uiso 1 1 calc R . . H42E H 1.0828 -0.4836 0.4171 0.195 Uiso 1 1 calc R . . H42F H 0.9491 -0.4492 0.4455 0.195 Uiso 1 1 calc R . . C424 C 1.1198(5) -0.3896(4) 0.3114(4) 0.103(2) Uani 1 1 d U . . H42G H 1.1459 -0.3557 0.3319 0.154 Uiso 1 1 calc R . . H42H H 1.1061 -0.3694 0.2687 0.154 Uiso 1 1 calc R . . H42I H 1.1800 -0.4340 0.3077 0.154 Uiso 1 1 calc R . . C431 C 0.3474(5) 0.3173(3) 0.4233(2) 0.0570(13) Uani 1 1 d U . . C432 C 0.2182(5) 0.3181(3) 0.4219(3) 0.0666(15) Uani 1 1 d U . . H43A H 0.2154 0.2937 0.3852 0.100 Uiso 1 1 calc R . . H43B H 0.1734 0.3674 0.4180 0.100 Uiso 1 1 calc R . . H43C H 0.1843 0.2939 0.4616 0.100 Uiso 1 1 calc R . . C433 C 0.3975(6) 0.3596(3) 0.3604(3) 0.0807(18) Uani 1 1 d U . . H43D H 0.3967 0.3356 0.3230 0.121 Uiso 1 1 calc R . . H43E H 0.4778 0.3614 0.3612 0.121 Uiso 1 1 calc R . . H43F H 0.3491 0.4080 0.3577 0.121 Uiso 1 1 calc R . . C434 C 0.3465(5) 0.3575(3) 0.4827(3) 0.0737(16) Uani 1 1 d U . . H43G H 0.3158 0.3315 0.5222 0.111 Uiso 1 1 calc R . . H43H H 0.2968 0.4055 0.4794 0.111 Uiso 1 1 calc R . . H43I H 0.4263 0.3605 0.4836 0.111 Uiso 1 1 calc R . . C441 C 0.9291(5) -0.3381(3) 0.0741(2) 0.0692(15) Uani 1 1 d DU . . C44A C 0.8312(11) -0.3406(8) 0.0397(7) 0.103(6) Uani 0.50 1 d PDU A 1 H44A H 0.7562 -0.3157 0.0635 0.154 Uiso 0.50 1 calc PR A 1 H44B H 0.8295 -0.3902 0.0374 0.154 Uiso 0.50 1 calc PR A 1 H44C H 0.8452 -0.3175 -0.0036 0.154 Uiso 0.50 1 calc PR A 1 C44B C 0.9106(11) -0.3742(6) 0.1428(4) 0.070(3) Uani 0.50 1 d PDU A 1 H44D H 0.8374 -0.3487 0.1676 0.105 Uiso 0.50 1 calc PR A 1 H44E H 0.9759 -0.3732 0.1632 0.105 Uiso 0.50 1 calc PR A 1 H44F H 0.9069 -0.4236 0.1411 0.105 Uiso 0.50 1 calc PR A 1 C44C C 1.0476(10) -0.3800(6) 0.0364(6) 0.095(5) Uani 0.50 1 d PDU A 1 H44G H 1.0857 -0.3468 0.0063 0.143 Uiso 0.50 1 calc PR A 1 H44H H 1.0325 -0.4155 0.0127 0.143 Uiso 0.50 1 calc PR A 1 H44I H 1.0986 -0.4038 0.0666 0.143 Uiso 0.50 1 calc PR A 1 C44D C 0.8133(11) -0.3434(7) 0.1222(7) 0.131(7) Uani 0.50 1 d PDU A 2 H44J H 0.7640 -0.2956 0.1284 0.197 Uiso 0.50 1 calc PR A 2 H44K H 0.8319 -0.3663 0.1634 0.197 Uiso 0.50 1 calc PR A 2 H44L H 0.7714 -0.3717 0.1049 0.197 Uiso 0.50 1 calc PR A 2 C44E C 1.0268(12) -0.4000(6) 0.0915(9) 0.158(10) Uani 0.50 1 d PDU A 2 H44M H 1.0115 -0.4127 0.1378 0.237 Uiso 0.50 1 calc PR A 2 H44N H 1.1017 -0.3859 0.0793 0.237 Uiso 0.50 1 calc PR A 2 H44O H 1.0299 -0.4411 0.0686 0.237 Uiso 0.50 1 calc PR A 2 C44F C 0.9097(16) -0.3420(9) 0.0061(5) 0.123(8) Uani 0.50 1 d PDU A 2 H44P H 0.8290 -0.3181 0.0027 0.185 Uiso 0.50 1 calc PR A 2 H44Q H 0.9241 -0.3919 -0.0028 0.185 Uiso 0.50 1 calc PR A 2 H44R H 0.9636 -0.3186 -0.0250 0.185 Uiso 0.50 1 calc PR A 2 C611 C 0.5877(5) 0.2320(3) 0.1109(3) 0.0690(15) Uani 1 1 d U . . H61A H 0.5972 0.2183 0.0668 0.083 Uiso 1 1 calc R . . H61B H 0.5276 0.2771 0.1156 0.083 Uiso 1 1 calc R . . N612 N 0.5471(4) 0.1738(2) 0.1594(2) 0.0614(11) Uani 1 1 d . . . H61J H 0.6082 0.1337 0.1561 0.074 Uiso 1 1 calc R . . C613 C 0.5255(6) 0.1944(4) 0.2265(3) 0.089(2) Uani 1 1 d . . . H61C H 0.5016 0.1559 0.2564 0.133 Uiso 1 1 calc R . . H61D H 0.4634 0.2378 0.2315 0.133 Uiso 1 1 calc R . . H61E H 0.5972 0.2029 0.2356 0.133 Uiso 1 1 calc R . . C614 C 0.4409(5) 0.1529(3) 0.1431(3) 0.0659(14) Uani 1 1 d U . . H61F H 0.3678 0.1854 0.1623 0.079 Uiso 1 1 calc R . . H61G H 0.4459 0.1578 0.0960 0.079 Uiso 1 1 calc R . . C615 C 0.4377(5) 0.0764(3) 0.1686(2) 0.0576(12) Uani 1 1 d U . . C616 C 0.3972(5) 0.0589(3) 0.2358(2) 0.0602(13) Uani 1 1 d U . . H61H H 0.3617 0.0955 0.2637 0.072 Uiso 1 1 calc R . . C617 C 0.4107(4) -0.0129(3) 0.2594(2) 0.0544(12) Uani 1 1 d U . . H61I H 0.3851 -0.0241 0.3037 0.065 Uiso 1 1 calc R . . C621 C 0.6116(5) -0.2403(3) 0.3115(2) 0.0566(12) Uani 1 1 d U . . H62A H 0.5410 -0.2373 0.3455 0.068 Uiso 1 1 calc R . . H62B H 0.6163 -0.2797 0.2854 0.068 Uiso 1 1 calc R . . N622 N 0.6018(3) -0.1696(2) 0.26872(18) 0.0499(10) Uani 1 1 d . . . H62J H 0.6076 -0.1351 0.2933 0.060 Uiso 1 1 calc R . . C623 C 0.7011(5) -0.1741(3) 0.2115(2) 0.0660(15) Uani 1 1 d . . . H62C H 0.7759 -0.1885 0.2263 0.099 Uiso 1 1 calc R . . H62D H 0.6954 -0.1275 0.1873 0.099 Uiso 1 1 calc R . . H62E H 0.6963 -0.2092 0.1838 0.099 Uiso 1 1 calc R . . C624 C 0.4805(5) -0.1455(3) 0.2478(2) 0.0566(12) Uani 1 1 d U . . H62F H 0.4763 -0.1769 0.2158 0.068 Uiso 1 1 calc R . . H62G H 0.4179 -0.1498 0.2854 0.068 Uiso 1 1 calc R . . C625 C 0.4613(4) -0.0688(3) 0.2188(2) 0.0538(11) Uani 1 1 d U . . C626 C 0.4937(5) -0.0510(3) 0.1512(2) 0.0588(13) Uani 1 1 d U . . H62H H 0.5224 -0.0876 0.1226 0.071 Uiso 1 1 calc R . . C627 C 0.4830(5) 0.0199(3) 0.1276(2) 0.0595(13) Uani 1 1 d U . . H62I H 0.5065 0.0309 0.0830 0.071 Uiso 1 1 calc R . . C631 C 0.7452(5) 0.1563(3) 0.4486(2) 0.0607(13) Uani 1 1 d U . . H63A H 0.7631 0.1202 0.4842 0.073 Uiso 1 1 calc R . . H63B H 0.7542 0.2023 0.4596 0.073 Uiso 1 1 calc R . . N632 N 0.8309(4) 0.1345(2) 0.3868(2) 0.0640(12) Uani 1 1 d . . . H63J H 0.8186 0.0920 0.3773 0.077 Uiso 1 1 calc R . . C633 C 0.8126(5) 0.1876(3) 0.3299(3) 0.0733(16) Uani 1 1 d . . . H63C H 0.7317 0.1958 0.3238 0.110 Uiso 1 1 calc R . . H63D H 0.8658 0.1689 0.2914 0.110 Uiso 1 1 calc R . . H63E H 0.8285 0.2324 0.3376 0.110 Uiso 1 1 calc R . . C634 C 0.9613(4) 0.1193(3) 0.3977(3) 0.0683(15) Uani 1 1 d U . . H63F H 0.9926 0.1626 0.3851 0.082 Uiso 1 1 calc R . . H63G H 0.9647 0.1050 0.4435 0.082 Uiso 1 1 calc R . . C635 C 1.0327(5) 0.0595(3) 0.3564(3) 0.0636(13) Uani 1 1 d U . . C636 C 1.0546(5) -0.0146(3) 0.3817(3) 0.0696(14) Uani 1 1 d U . . H63H H 1.0314 -0.0258 0.4262 0.083 Uiso 1 1 calc R . . C637 C 1.1086(5) -0.0692(4) 0.3421(3) 0.0724(15) Uani 1 1 d U . . H63I H 1.1215 -0.1170 0.3600 0.087 Uiso 1 1 calc R . . C641 C 1.1551(5) -0.1773(3) 0.1443(3) 0.0766(16) Uani 1 1 d U . . H64A H 1.2095 -0.1526 0.1139 0.092 Uiso 1 1 calc R . . H64B H 1.2000 -0.2248 0.1577 0.092 Uiso 1 1 calc R . . N642 N 1.1014(4) -0.1343(2) 0.2035(2) 0.0630(11) Uani 1 1 d . . . H64J H 1.0518 -0.0927 0.1904 0.076 Uiso 1 1 calc R . . C643 C 1.0276(5) -0.1755(4) 0.2554(3) 0.088(2) Uani 1 1 d . . . H64C H 0.9673 -0.1876 0.2371 0.132 Uiso 1 1 calc R . . H64D H 0.9903 -0.1459 0.2911 0.132 Uiso 1 1 calc R . . H64E H 1.0781 -0.2192 0.2709 0.132 Uiso 1 1 calc R . . C644 C 1.1967(5) -0.1130(3) 0.2305(3) 0.0703(15) Uani 1 1 d U . . H64F H 1.2403 -0.1553 0.2532 0.084 Uiso 1 1 calc R . . H64G H 1.2526 -0.0961 0.1946 0.084 Uiso 1 1 calc R . . C645 C 1.1442(5) -0.0548(3) 0.2765(3) 0.0627(13) Uani 1 1 d U . . C646 C 1.1294(5) 0.0191(3) 0.2515(3) 0.0662(14) Uani 1 1 d U . . H64H H 1.1569 0.0300 0.2073 0.079 Uiso 1 1 calc R . . C647 C 1.0763(5) 0.0740(3) 0.2903(2) 0.0619(13) Uani 1 1 d U . . H64I H 1.0689 0.1218 0.2727 0.074 Uiso 1 1 calc R . . B1 B 0.7719(16) 0.0058(9) 0.2572(9) 0.0590(16) Uani 0.40 1 d PDU B 1 F11 F 0.7001(17) -0.0415(11) 0.2804(10) 0.083(6) Uani 0.40 1 d PDU B 1 F12 F 0.7015(9) 0.0725(5) 0.2391(6) 0.097(3) Uani 0.40 1 d PDU B 1 F13 F 0.8269(8) 0.0164(5) 0.3064(4) 0.071(2) Uani 0.40 1 d PDU B 1 F14 F 0.8588(12) -0.0208(6) 0.2062(4) 0.068(3) Uani 0.40 1 d PDU B 1 B1B B 0.7692(12) 0.0030(7) 0.2539(6) 0.0590(16) Uani 0.60 1 d PDU C 2 F11B F 0.7079(15) -0.0412(8) 0.2956(7) 0.096(5) Uani 0.60 1 d PDU C 2 F12B F 0.7105(7) 0.0305(4) 0.2026(4) 0.117(2) Uani 0.60 1 d PDU C 2 F13B F 0.7799(9) 0.0603(4) 0.2864(4) 0.107(3) Uani 0.60 1 d PDU C 2 F14B F 0.8802(10) -0.0346(7) 0.2280(5) 0.152(5) Uani 0.60 1 d PDU C 2 B2 B 0.2710(7) 0.7502(3) 0.4056(3) 0.0701(19) Uani 1 1 d DU . . F21 F 0.3193(5) 0.6823(2) 0.42754(19) 0.1326(17) Uani 1 1 d DU . . F22 F 0.2585(4) 0.7525(2) 0.34096(16) 0.1046(13) Uani 1 1 d DU . . F23 F 0.1585(3) 0.7741(2) 0.44426(18) 0.0928(11) Uani 1 1 d DU . . F24 F 0.3401(3) 0.7984(2) 0.40828(17) 0.0956(12) Uani 1 1 d DU . . B3 B 0.1631(6) 0.2486(4) 0.2662(3) 0.075(2) Uani 1 1 d DU . . F31 F 0.2196(5) 0.3035(3) 0.25158(19) 0.1386(19) Uani 1 1 d DU . . F32 F 0.0465(4) 0.2697(3) 0.29589(19) 0.1206(15) Uani 1 1 d DU . . F33 F 0.2200(4) 0.1957(2) 0.30832(19) 0.1039(12) Uani 1 1 d DU . . F34 F 0.1630(3) 0.2184(2) 0.20894(15) 0.0881(10) Uani 1 1 d DU . . B4 B 0.4824(8) 0.2059(4) -0.0459(3) 0.082(2) Uani 1 1 d DU . . F41 F 0.4804(5) 0.2228(2) -0.11174(17) 0.1357(19) Uani 1 1 d DU . . F42 F 0.4358(4) 0.26720(19) -0.01147(19) 0.1008(12) Uani 1 1 d DU . . F43 F 0.6000(4) 0.1794(2) -0.03757(19) 0.1055(13) Uani 1 1 d DU . . F44 F 0.4175(4) 0.1544(2) -0.02287(17) 0.1035(12) Uani 1 1 d DU . . O500 O 0.6359(6) 0.5934(3) 0.2733(3) 0.0935(18) Uani 0.75 1 d P . . C500 C 0.4517(12) 0.6397(7) 0.2426(7) 0.148(5) Uani 0.75 1 d PU . . H50A H 0.4944 0.6717 0.2137 0.222 Uiso 0.75 1 calc PR . . H50B H 0.3859 0.6677 0.2709 0.222 Uiso 0.75 1 calc PR . . H50C H 0.4223 0.6120 0.2173 0.222 Uiso 0.75 1 calc PR . . C501 C 0.5350(9) 0.5886(5) 0.2834(5) 0.087(3) Uani 0.75 1 d PU . . C502 C 0.4783(10) 0.5399(6) 0.3268(7) 0.152(5) Uani 0.75 1 d PU . . H50D H 0.5328 0.5110 0.3533 0.228 Uiso 0.75 1 calc PR . . H50E H 0.4537 0.5090 0.3024 0.228 Uiso 0.75 1 calc PR . . H50F H 0.4098 0.5666 0.3544 0.228 Uiso 0.75 1 calc PR . . O600 O 0.4348(5) 0.4033(4) 0.1412(4) 0.109(2) Uani 0.75 1 d P . . C600 C 0.2706(7) 0.3927(5) 0.0988(4) 0.086(3) Uani 0.75 1 d PU . . H60A H 0.3316 0.3661 0.0671 0.129 Uiso 0.75 1 calc PR . . H60B H 0.2233 0.4333 0.0771 0.129 Uiso 0.75 1 calc PR . . H60C H 0.2206 0.3615 0.1223 0.129 Uiso 0.75 1 calc PR . . C601 C 0.3268(7) 0.4191(4) 0.1454(4) 0.0657(19) Uani 0.75 1 d PU . . C602 C 0.2493(8) 0.4602(4) 0.1978(4) 0.078(2) Uani 0.75 1 d PU . . H60D H 0.2968 0.4736 0.2242 0.116 Uiso 0.75 1 calc PR . . H60E H 0.1986 0.4311 0.2243 0.116 Uiso 0.75 1 calc PR . . H60F H 0.2012 0.5033 0.1796 0.116 Uiso 0.75 1 calc PR . . O700 O 0.2886(5) 0.6536(3) 0.5896(2) 0.0717(14) Uani 0.75 1 d P . . C700 C 0.3093(8) 0.5517(4) 0.5352(5) 0.093(3) Uani 0.75 1 d PU . . H70A H 0.3920 0.5453 0.5372 0.140 Uiso 0.75 1 calc PR . . H70B H 0.3001 0.5565 0.4903 0.140 Uiso 0.75 1 calc PR . . H70C H 0.2811 0.5103 0.5574 0.140 Uiso 0.75 1 calc PR . . C701 C 0.2395(6) 0.6177(3) 0.5671(3) 0.0462(15) Uani 0.75 1 d PU . . C702 C 0.1091(7) 0.6384(4) 0.5698(3) 0.067(2) Uani 0.75 1 d PU . . H70D H 0.0762 0.6824 0.5914 0.100 Uiso 0.75 1 calc PR . . H70E H 0.0736 0.6003 0.5936 0.100 Uiso 0.75 1 calc PR . . H70F H 0.0927 0.6459 0.5262 0.100 Uiso 0.75 1 calc PR . . O800 O 0.7025(6) 0.3714(4) -0.1319(3) 0.112(2) Uani 0.75 1 d P . . C800 C 0.5074(11) 0.4253(6) -0.0836(6) 0.135(4) Uani 0.75 1 d PU . . H80A H 0.5021 0.4414 -0.1284 0.203 Uiso 0.75 1 calc PR . . H80B H 0.4881 0.4667 -0.0584 0.203 Uiso 0.75 1 calc PR . . H80C H 0.4525 0.3949 -0.0665 0.203 Uiso 0.75 1 calc PR . . C801 C 0.6244(9) 0.3858(4) -0.0801(5) 0.087(3) Uani 0.75 1 d PU . . C802 C 0.6481(9) 0.3581(6) -0.0152(4) 0.106(3) Uani 0.75 1 d PU . . H80D H 0.7300 0.3325 -0.0185 0.159 Uiso 0.75 1 calc PR . . H80E H 0.5974 0.3257 0.0041 0.159 Uiso 0.75 1 calc PR . . H80F H 0.6326 0.3978 0.0116 0.159 Uiso 0.75 1 calc PR . . 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 0.0830(7) 0.0528(5) 0.0550(5) -0.0096(3) 0.0010(4) -0.0332(4) Cu2 0.0509(5) 0.0535(5) 0.0513(4) -0.0113(3) -0.0030(3) -0.0157(4) O11 0.081(3) 0.055(2) 0.063(2) -0.0088(15) -0.0130(18) -0.0313(19) C11 0.053(3) 0.056(3) 0.066(3) -0.008(2) -0.005(2) -0.022(2) O12 0.045(2) 0.0476(18) 0.0582(19) -0.0091(14) -0.0014(15) -0.0120(16) C12 0.051(3) 0.053(3) 0.053(3) -0.003(2) -0.001(2) -0.021(2) O13 0.056(2) 0.054(2) 0.057(2) -0.0166(15) -0.0044(16) -0.0144(17) C13 0.055(3) 0.057(3) 0.047(2) -0.011(2) 0.001(2) -0.019(2) O14 0.079(3) 0.057(2) 0.075(2) -0.0091(17) 0.002(2) -0.036(2) C14 0.057(3) 0.060(3) 0.062(3) -0.011(2) 0.004(2) -0.028(3) C21 0.073(3) 0.049(2) 0.053(2) -0.001(2) -0.009(2) -0.027(2) C22 0.053(3) 0.052(3) 0.052(2) -0.007(2) -0.003(2) -0.014(2) C23 0.053(3) 0.056(3) 0.045(2) -0.0117(19) 0.000(2) -0.023(2) C24 0.072(3) 0.049(2) 0.045(2) -0.0018(19) 0.006(2) -0.018(2) C31 0.070(3) 0.055(3) 0.065(3) -0.002(2) -0.007(3) -0.025(3) C32 0.054(3) 0.054(3) 0.054(3) -0.008(2) -0.006(2) -0.012(2) C33 0.056(3) 0.056(3) 0.046(2) -0.009(2) -0.005(2) -0.020(2) C34 0.078(4) 0.051(3) 0.049(3) -0.010(2) 0.003(2) -0.025(3) C41 0.072(3) 0.056(3) 0.071(3) -0.006(2) -0.013(3) -0.031(3) C42 0.057(3) 0.056(3) 0.054(3) -0.004(2) -0.003(2) -0.018(2) C43 0.060(3) 0.055(3) 0.055(3) -0.012(2) -0.002(2) -0.015(2) C44 0.074(3) 0.054(3) 0.056(3) -0.010(2) 0.002(2) -0.022(3) C51 0.071(3) 0.056(3) 0.078(3) -0.015(2) -0.006(3) -0.022(3) C52 0.060(3) 0.049(3) 0.058(3) -0.013(2) 0.002(2) -0.015(2) C53 0.065(3) 0.059(3) 0.064(3) -0.012(2) -0.009(3) -0.026(3) C54 0.072(3) 0.055(3) 0.071(3) -0.010(2) 0.003(3) -0.021(3) C61 0.064(3) 0.062(3) 0.077(3) -0.008(2) -0.013(3) -0.031(2) C62 0.043(3) 0.052(2) 0.055(2) -0.009(2) -0.001(2) -0.017(2) C63 0.050(3) 0.058(3) 0.058(3) -0.012(2) -0.005(2) -0.023(2) C64 0.060(3) 0.061(3) 0.074(3) -0.016(2) 0.002(3) -0.021(2) C211 0.078(4) 0.048(3) 0.050(3) -0.003(2) -0.002(2) -0.030(3) N212 0.058(3) 0.054(2) 0.055(2) -0.0025(18) -0.001(2) -0.017(2) O213 0.078(3) 0.060(2) 0.061(2) -0.0136(16) 0.0056(19) -0.030(2) C221 0.055(3) 0.057(3) 0.052(3) -0.004(2) -0.007(2) -0.023(2) N222 0.047(2) 0.058(2) 0.047(2) -0.0127(17) -0.0064(18) -0.019(2) O223 0.051(2) 0.064(2) 0.063(2) -0.0152(16) -0.0100(17) -0.0191(17) C231 0.058(3) 0.056(3) 0.043(2) -0.011(2) -0.003(2) -0.020(2) N232 0.060(3) 0.052(2) 0.048(2) -0.0071(17) 0.0019(19) -0.026(2) O233 0.057(2) 0.0499(18) 0.0544(18) -0.0118(14) -0.0035(15) -0.0218(16) C241 0.068(3) 0.051(3) 0.050(3) -0.010(2) 0.010(2) -0.028(2) N242 0.085(3) 0.050(2) 0.049(2) -0.0079(18) 0.002(2) -0.022(2) O243 0.087(3) 0.0461(19) 0.064(2) -0.0086(16) -0.0070(19) -0.0204(19) C411 0.076(4) 0.045(3) 0.080(3) -0.014(2) -0.012(3) -0.024(3) C412 0.103(6) 0.053(4) 0.176(7) -0.020(4) -0.047(5) -0.024(4) C413 0.184(9) 0.082(5) 0.115(6) -0.049(4) 0.027(5) -0.066(5) C414 0.089(5) 0.054(3) 0.118(5) -0.021(3) -0.025(4) -0.026(3) C421 0.054(3) 0.054(3) 0.067(3) -0.015(2) -0.003(3) -0.004(2) C422 0.062(4) 0.063(3) 0.082(4) -0.017(3) 0.006(3) -0.014(3) C423 0.196(10) 0.080(5) 0.096(5) -0.027(4) -0.074(6) 0.050(5) C424 0.051(4) 0.086(5) 0.162(7) -0.047(4) 0.023(4) -0.017(3) C431 0.062(3) 0.050(3) 0.058(3) -0.010(2) -0.003(2) -0.015(2) C432 0.071(4) 0.053(3) 0.069(3) -0.010(2) -0.008(3) -0.003(3) C433 0.095(5) 0.069(4) 0.069(4) -0.006(3) 0.002(3) -0.016(3) C434 0.077(4) 0.064(3) 0.084(4) -0.018(3) -0.010(3) -0.021(3) C441 0.091(4) 0.049(3) 0.069(3) -0.009(2) -0.003(3) -0.027(3) C44A 0.172(18) 0.051(7) 0.109(13) 0.002(8) -0.084(14) -0.026(10) C44B 0.080(9) 0.056(7) 0.080(8) 0.016(6) -0.024(7) -0.029(7) C44C 0.162(16) 0.035(7) 0.079(9) -0.008(5) -0.012(9) -0.010(8) C44D 0.137(16) 0.050(8) 0.21(2) -0.011(9) -0.012(15) -0.037(9) C44E 0.144(18) 0.038(8) 0.33(3) -0.004(13) -0.15(2) -0.002(9) C44F 0.23(3) 0.065(9) 0.100(12) -0.006(9) -0.044(14) -0.067(14) C611 0.074(4) 0.056(3) 0.082(4) -0.010(3) -0.011(3) -0.025(3) N612 0.059(3) 0.067(3) 0.065(3) -0.014(2) -0.006(2) -0.028(2) C613 0.094(5) 0.119(5) 0.070(4) -0.031(3) 0.000(3) -0.056(4) C614 0.062(3) 0.076(3) 0.067(3) -0.018(3) -0.008(3) -0.026(3) C615 0.055(3) 0.070(3) 0.054(3) -0.007(2) -0.007(2) -0.026(2) C616 0.050(3) 0.073(3) 0.064(3) -0.018(2) -0.011(2) -0.020(3) C617 0.042(3) 0.070(3) 0.056(3) -0.006(2) -0.011(2) -0.021(2) C621 0.054(3) 0.057(3) 0.061(3) -0.009(2) -0.001(2) -0.024(2) N622 0.045(2) 0.055(2) 0.052(2) -0.0101(17) -0.0059(19) -0.0155(19) C623 0.050(3) 0.090(4) 0.059(3) -0.008(3) 0.002(3) -0.027(3) C624 0.050(3) 0.062(3) 0.064(3) -0.013(2) -0.012(2) -0.019(2) C625 0.046(3) 0.066(3) 0.059(3) -0.014(2) -0.010(2) -0.025(2) C626 0.062(3) 0.067(3) 0.054(3) -0.011(2) -0.005(2) -0.029(3) C627 0.063(3) 0.072(3) 0.047(3) -0.011(2) -0.004(2) -0.024(3) C631 0.066(3) 0.064(3) 0.053(3) -0.010(2) 0.000(2) -0.022(3) N632 0.061(3) 0.069(3) 0.065(3) -0.012(2) -0.005(2) -0.022(2) C633 0.067(4) 0.095(4) 0.062(3) -0.007(3) -0.004(3) -0.030(3) C634 0.037(3) 0.101(4) 0.070(3) -0.012(3) -0.011(3) -0.020(3) C635 0.040(3) 0.088(3) 0.069(3) -0.007(3) -0.012(2) -0.023(3) C636 0.046(3) 0.096(4) 0.072(3) 0.011(3) -0.016(3) -0.031(3) C637 0.056(3) 0.087(4) 0.081(3) -0.001(3) -0.012(3) -0.032(3) C641 0.073(4) 0.065(3) 0.092(4) -0.022(3) 0.002(3) -0.021(3) N642 0.050(3) 0.072(3) 0.073(3) -0.003(2) -0.007(2) -0.030(2) C643 0.069(4) 0.109(5) 0.101(5) 0.024(4) -0.026(4) -0.056(4) C644 0.053(3) 0.067(3) 0.095(4) 0.001(3) -0.019(3) -0.021(3) C645 0.052(3) 0.072(3) 0.072(3) 0.005(2) -0.018(2) -0.029(2) C646 0.064(3) 0.077(3) 0.065(3) -0.006(2) -0.006(3) -0.034(3) C647 0.054(3) 0.073(3) 0.063(3) -0.003(2) -0.006(2) -0.027(3) B1 0.063(4) 0.065(4) 0.051(3) -0.010(3) 0.003(3) -0.027(3) F11 0.089(10) 0.110(11) 0.068(11) -0.006(7) -0.002(7) -0.069(9) F12 0.122(9) 0.052(5) 0.121(8) -0.006(5) -0.048(7) -0.007(5) F13 0.062(6) 0.085(7) 0.070(6) -0.026(5) -0.003(4) -0.022(5) F14 0.100(10) 0.064(5) 0.030(4) 0.007(3) 0.004(4) -0.017(5) B1B 0.063(4) 0.065(4) 0.051(3) -0.010(3) 0.003(3) -0.027(3) F11B 0.161(11) 0.093(7) 0.051(5) -0.008(4) -0.005(5) -0.073(7) F12B 0.139(7) 0.113(6) 0.114(6) 0.031(5) -0.063(5) -0.044(5) F13B 0.156(9) 0.082(5) 0.096(5) -0.030(4) -0.007(5) -0.055(5) F14B 0.082(6) 0.211(12) 0.131(10) -0.051(9) 0.008(7) 0.018(7) B2 0.089(6) 0.049(4) 0.067(4) -0.011(3) -0.005(4) -0.011(3) F21 0.188(5) 0.089(3) 0.089(3) 0.007(2) -0.018(3) 0.013(3) F22 0.162(4) 0.094(3) 0.071(2) -0.0110(18) -0.041(2) -0.037(3) F23 0.066(2) 0.111(3) 0.107(3) -0.010(2) -0.007(2) -0.038(2) F24 0.080(2) 0.122(3) 0.096(2) -0.048(2) 0.0194(19) -0.054(2) B3 0.062(5) 0.105(6) 0.063(4) -0.018(4) 0.003(4) -0.034(4) F31 0.207(5) 0.154(4) 0.101(3) -0.002(3) -0.030(3) -0.130(4) F32 0.083(3) 0.157(4) 0.093(3) -0.027(2) 0.007(2) 0.014(3) F33 0.126(3) 0.088(3) 0.107(3) -0.027(2) -0.054(3) -0.004(2) F34 0.087(3) 0.115(3) 0.075(2) -0.0253(18) -0.0138(18) -0.038(2) B4 0.111(7) 0.067(4) 0.068(4) -0.027(3) -0.016(4) -0.012(5) F41 0.256(6) 0.101(3) 0.071(2) -0.002(2) -0.056(3) -0.061(3) F42 0.106(3) 0.085(2) 0.113(3) -0.043(2) -0.036(2) 0.005(2) F43 0.101(3) 0.087(3) 0.109(3) -0.011(2) 0.003(2) -0.003(2) F44 0.126(3) 0.113(3) 0.086(2) -0.022(2) -0.003(2) -0.060(3) O500 0.085(4) 0.068(4) 0.132(5) -0.043(3) 0.007(4) -0.033(3) C500 0.146(12) 0.117(10) 0.175(12) 0.031(9) -0.033(10) -0.036(9) C501 0.069(6) 0.063(5) 0.131(8) -0.045(5) 0.013(6) -0.026(5) C502 0.112(9) 0.093(8) 0.213(13) 0.004(8) 0.053(9) -0.031(7) O600 0.050(3) 0.116(5) 0.169(6) -0.079(5) -0.017(4) -0.002(4) C600 0.063(5) 0.127(7) 0.066(5) -0.037(5) 0.004(4) -0.014(5) C601 0.064(5) 0.060(4) 0.073(5) -0.025(3) 0.002(4) -0.016(4) C602 0.090(6) 0.060(5) 0.080(5) -0.020(4) -0.010(4) -0.009(4) O700 0.078(4) 0.088(4) 0.065(3) -0.018(2) -0.004(3) -0.050(3) C700 0.091(7) 0.050(5) 0.129(7) -0.015(4) 0.011(6) -0.023(4) C701 0.049(4) 0.044(3) 0.047(3) -0.009(3) 0.000(3) -0.019(3) C702 0.086(6) 0.065(4) 0.055(4) -0.017(3) -0.003(4) -0.032(4) O800 0.094(5) 0.138(6) 0.088(4) 0.031(4) -0.008(4) -0.025(4) C800 0.113(10) 0.116(9) 0.143(10) 0.013(7) 0.002(8) 0.001(8) C801 0.082(7) 0.061(5) 0.112(7) 0.020(5) -0.015(6) -0.019(5) C802 0.117(8) 0.128(8) 0.083(6) -0.003(6) -0.008(6) -0.054(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O11 1.881(4) . ? Cu1 O14 1.903(4) . ? Cu1 N242 1.952(5) . ? Cu1 N212 1.955(4) . ? Cu2 O13 1.893(3) . ? Cu2 O12 1.896(3) . ? Cu2 N232 1.932(4) . ? Cu2 N222 1.951(4) . ? O11 C11 1.342(6) . ? C11 C21 1.409(7) . ? C11 C61 1.424(8) . ? O12 C12 1.329(6) . ? C12 C22 1.423(7) . ? C12 C62 1.428(7) . ? O13 C13 1.331(6) . ? C13 C23 1.405(7) . ? C13 C63 1.426(6) . ? O14 C14 1.341(6) . ? C14 C24 1.389(7) . ? C14 C64 1.414(8) . ? C21 C31 1.421(7) . ? C21 C211 1.446(7) . ? C22 C32 1.384(6) . ? C22 C221 1.452(6) . ? C23 C33 1.378(6) . ? C23 C231 1.473(6) . ? C24 C34 1.420(6) . ? C24 C241 1.459(7) . ? C31 C41 1.374(7) . ? C31 H31A 0.9300 . ? C32 C42 1.392(7) . ? C32 H32A 0.9300 . ? C33 C43 1.399(6) . ? C33 H33A 0.9300 . ? C34 C44 1.376(7) . ? C34 H34A 0.9300 . ? C41 C51 1.396(7) . ? C41 C411 1.538(7) . ? C42 C52 1.409(7) . ? C42 C421 1.541(7) . ? C43 C53 1.389(7) . ? C43 C431 1.526(7) . ? C44 C54 1.379(8) . ? C44 C441 1.539(7) . ? C51 C61 1.376(7) . ? C51 H51A 0.9300 . ? C52 C62 1.369(6) . ? C52 H52A 0.9300 . ? C53 C63 1.381(7) . ? C53 H53A 0.9300 . ? C54 C64 1.385(7) . ? C54 H54A 0.9300 . ? C61 C611 1.505(7) . ? C62 C621 1.488(7) . ? C63 C631 1.484(7) . ? C64 C641 1.492(8) . ? C211 N212 1.267(6) . ? C211 H21A 0.9300 . ? N212 O213 1.387(5) . ? O213 H213 0.8200 . ? C221 N222 1.279(6) . ? C221 H22A 0.9300 . ? N222 O223 1.404(5) . ? O223 H223 0.8200 . ? C231 N232 1.275(6) . ? C231 H23A 0.9300 . ? N232 O233 1.412(4) . ? O233 H233 0.8200 . ? C241 N242 1.283(6) . ? C241 H24A 0.9300 . ? N242 O243 1.397(6) . ? O243 H243 0.8200 . ? C411 C413 1.515(8) . ? C411 C412 1.534(8) . ? C411 C414 1.535(8) . ? C412 H41A 0.9600 . ? C412 H41B 0.9600 . ? C412 H41C 0.9600 . ? C413 H41D 0.9600 . ? C413 H41E 0.9600 . ? C413 H41F 0.9600 . ? C414 H41G 0.9600 . ? C414 H41H 0.9600 . ? C414 H41I 0.9600 . ? C421 C424 1.525(7) . ? C421 C423 1.529(8) . ? C421 C422 1.538(7) . ? C422 H42A 0.9600 . ? C422 H42B 0.9600 . ? C422 H42C 0.9600 . ? C423 H42D 0.9600 . ? C423 H42E 0.9600 . ? C423 H42F 0.9600 . ? C424 H42G 0.9600 . ? C424 H42H 0.9600 . ? C424 H42I 0.9600 . ? C431 C432 1.525(7) . ? C431 C434 1.541(7) . ? C431 C433 1.543(7) . ? C432 H43A 0.9600 . ? C432 H43B 0.9600 . ? C432 H43C 0.9600 . ? C433 H43D 0.9600 . ? C433 H43E 0.9600 . ? C433 H43F 0.9600 . ? C434 H43G 0.9600 . ? C434 H43H 0.9600 . ? C434 H43I 0.9600 . ? C441 C44A 1.495(7) . ? C441 C44E 1.499(7) . ? C441 C44F 1.505(8) . ? C441 C44B 1.512(7) . ? C441 C44D 1.534(8) . ? C441 C44C 1.535(8) . ? C44A H44A 0.9600 . ? C44A H44B 0.9600 . ? C44A H44C 0.9600 . ? C44B H44D 0.9600 . ? C44B H44E 0.9600 . ? C44B H44F 0.9600 . ? C44C H44G 0.9600 . ? C44C H44H 0.9600 . ? C44C H44I 0.9600 . ? C44D H44J 0.9600 . ? C44D H44K 0.9600 . ? C44D H44L 0.9600 . ? C44E H44M 0.9600 . ? C44E H44N 0.9600 . ? C44E H44O 0.9600 . ? C44F H44P 0.9600 . ? C44F H44Q 0.9600 . ? C44F H44R 0.9600 . ? C611 N612 1.506(6) . ? C611 H61A 0.9700 . ? C611 H61B 0.9700 . ? N612 C613 1.464(6) . ? N612 C614 1.518(6) . ? N612 H61J 0.9100 . ? C613 H61C 0.9600 . ? C613 H61D 0.9600 . ? C613 H61E 0.9600 . ? C614 C615 1.497(7) . ? C614 H61F 0.9700 . ? C614 H61G 0.9700 . ? C615 C627 1.394(7) . ? C615 C616 1.416(7) . ? C616 C617 1.377(7) . ? C616 H61H 0.9300 . ? C617 C625 1.386(7) . ? C617 H61I 0.9300 . ? C621 N622 1.516(6) . ? C621 H62A 0.9700 . ? C621 H62B 0.9700 . ? N622 C623 1.485(6) . ? N622 C624 1.528(6) . ? N622 H62J 0.9100 . ? C623 H62C 0.9600 . ? C623 H62D 0.9600 . ? C623 H62E 0.9600 . ? C624 C625 1.493(7) . ? C624 H62F 0.9700 . ? C624 H62G 0.9700 . ? C625 C626 1.412(6) . ? C626 C627 1.365(7) . ? C626 H62H 0.9300 . ? C627 H62I 0.9300 . ? C631 N632 1.500(6) . ? C631 H63A 0.9700 . ? C631 H63B 0.9700 . ? N632 C633 1.480(7) . ? N632 C634 1.551(6) . ? N632 H63J 0.9100 . ? C633 H63C 0.9600 . ? C633 H63D 0.9600 . ? C633 H63E 0.9600 . ? C634 C635 1.494(8) . ? C634 H63F 0.9700 . ? C634 H63G 0.9700 . ? C635 C647 1.392(7) . ? C635 C636 1.424(8) . ? C636 C637 1.361(8) . ? C636 H63H 0.9300 . ? C637 C645 1.366(7) . ? C637 H63I 0.9300 . ? C641 N642 1.513(7) . ? C641 H64A 0.9700 . ? C641 H64B 0.9700 . ? N642 C643 1.512(6) . ? N642 C644 1.516(7) . ? N642 H64J 0.9100 . ? C643 H64C 0.9600 . ? C643 H64D 0.9600 . ? C643 H64E 0.9600 . ? C644 C645 1.494(8) . ? C644 H64F 0.9700 . ? C644 H64G 0.9700 . ? C645 C646 1.422(7) . ? C646 C647 1.354(7) . ? C646 H64H 0.9300 . ? C647 H64I 0.9300 . ? B1 F11 1.364(16) . ? B1 F14 1.369(16) . ? B1 F13 1.386(16) . ? B1 F12 1.392(16) . ? B1B F11B 1.359(12) . ? B1B F14B 1.363(13) . ? B1B F12B 1.378(13) . ? B1B F13B 1.403(12) . ? B2 F21 1.344(7) . ? B2 F24 1.382(7) . ? B2 F22 1.389(7) . ? B2 F23 1.402(7) . ? B3 F31 1.345(7) . ? B3 F32 1.366(7) . ? B3 F33 1.391(8) . ? B3 F34 1.398(7) . ? B4 F44 1.370(8) . ? B4 F41 1.382(7) . ? B4 F42 1.387(7) . ? B4 F43 1.391(8) . ? O500 C501 1.187(9) . ? C500 C501 1.521(14) . ? C500 H50A 0.9600 . ? C500 H50B 0.9600 . ? C500 H50C 0.9600 . ? C501 C502 1.406(12) . ? C502 H50D 0.9600 . ? C502 H50E 0.9600 . ? C502 H50F 0.9600 . ? O600 C601 1.219(9) . ? C600 C601 1.487(10) . ? C600 H60A 0.9600 . ? C600 H60B 0.9600 . ? C600 H60C 0.9600 . ? C601 C602 1.449(9) . ? C602 H60D 0.9600 . ? C602 H60E 0.9600 . ? C602 H60F 0.9600 . ? O700 C701 1.193(7) . ? C700 C701 1.476(9) . ? C700 H70A 0.9600 . ? C700 H70B 0.9600 . ? C700 H70C 0.9600 . ? C701 C702 1.479(9) . ? C702 H70D 0.9600 . ? C702 H70E 0.9600 . ? C702 H70F 0.9600 . ? O800 C801 1.279(11) . ? C800 C801 1.410(13) . ? C800 H80A 0.9600 . ? C800 H80B 0.9600 . ? C800 H80C 0.9600 . ? C801 C802 1.452(12) . ? C802 H80D 0.9600 . ? C802 H80E 0.9600 . ? C802 H80F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Cu1 O14 174.91(14) . . ? O11 Cu1 N242 89.04(17) . . ? O14 Cu1 N242 91.23(17) . . ? O11 Cu1 N212 92.07(17) . . ? O14 Cu1 N212 88.93(17) . . ? N242 Cu1 N212 165.76(16) . . ? O13 Cu2 O12 173.11(13) . . ? O13 Cu2 N232 92.06(15) . . ? O12 Cu2 N232 89.73(15) . . ? O13 Cu2 N222 88.04(16) . . ? O12 Cu2 N222 92.25(15) . . ? N232 Cu2 N222 162.55(15) . . ? C11 O11 Cu1 126.9(4) . . ? O11 C11 C21 124.9(5) . . ? O11 C11 C61 117.9(5) . . ? C21 C11 C61 117.2(5) . . ? C12 O12 Cu2 125.8(3) . . ? O12 C12 C22 125.3(4) . . ? O12 C12 C62 118.4(5) . . ? C22 C12 C62 116.2(5) . . ? C13 O13 Cu2 127.6(3) . . ? O13 C13 C23 125.3(4) . . ? O13 C13 C63 118.1(5) . . ? C23 C13 C63 116.6(5) . . ? C14 O14 Cu1 126.2(4) . . ? O14 C14 C24 125.1(5) . . ? O14 C14 C64 118.0(5) . . ? C24 C14 C64 117.0(5) . . ? C11 C21 C31 119.9(5) . . ? C11 C21 C211 122.4(5) . . ? C31 C21 C211 117.7(5) . . ? C32 C22 C12 119.9(5) . . ? C32 C22 C221 118.0(5) . . ? C12 C22 C221 122.1(5) . . ? C33 C23 C13 120.9(4) . . ? C33 C23 C231 117.9(5) . . ? C13 C23 C231 121.1(5) . . ? C14 C24 C34 121.3(5) . . ? C14 C24 C241 122.7(5) . . ? C34 C24 C241 116.0(5) . . ? C41 C31 C21 122.1(5) . . ? C41 C31 H31A 118.9 . . ? C21 C31 H31A 118.9 . . ? C22 C32 C42 123.9(5) . . ? C22 C32 H32A 118.0 . . ? C42 C32 H32A 118.0 . . ? C23 C33 C43 123.5(5) . . ? C23 C33 H33A 118.3 . . ? C43 C33 H33A 118.3 . . ? C44 C34 C24 121.1(5) . . ? C44 C34 H34A 119.4 . . ? C24 C34 H34A 119.4 . . ? C31 C41 C51 117.4(5) . . ? C31 C41 C411 123.8(5) . . ? C51 C41 C411 118.7(5) . . ? C32 C42 C52 115.6(5) . . ? C32 C42 C421 121.8(5) . . ? C52 C42 C421 122.6(4) . . ? C53 C43 C33 115.0(5) . . ? C53 C43 C431 120.3(4) . . ? C33 C43 C431 124.7(5) . . ? C34 C44 C54 117.2(5) . . ? C34 C44 C441 121.8(5) . . ? C54 C44 C441 121.0(5) . . ? C61 C51 C41 122.5(6) . . ? C61 C51 H51A 118.7 . . ? C41 C51 H51A 118.7 . . ? C62 C52 C42 122.5(5) . . ? C62 C52 H52A 118.7 . . ? C42 C52 H52A 118.7 . . ? C63 C53 C43 123.9(4) . . ? C63 C53 H53A 118.0 . . ? C43 C53 H53A 118.0 . . ? C44 C54 C64 123.3(6) . . ? C44 C54 H54A 118.4 . . ? C64 C54 H54A 118.4 . . ? C51 C61 C11 120.7(5) . . ? C51 C61 C611 120.7(5) . . ? C11 C61 C611 118.5(5) . . ? C52 C62 C12 121.5(5) . . ? C52 C62 C621 121.5(4) . . ? C12 C62 C621 117.1(4) . . ? C53 C63 C13 120.1(5) . . ? C53 C63 C631 121.1(4) . . ? C13 C63 C631 118.7(5) . . ? C54 C64 C14 120.1(6) . . ? C54 C64 C641 121.9(6) . . ? C14 C64 C641 117.9(5) . . ? N212 C211 C21 123.8(5) . . ? N212 C211 H21A 118.1 . . ? C21 C211 H21A 118.1 . . ? C211 N212 O213 112.8(5) . . ? C211 N212 Cu1 128.6(4) . . ? O213 N212 Cu1 118.6(3) . . ? N212 O213 H213 109.5 . . ? N222 C221 C22 123.4(5) . . ? N222 C221 H22A 118.3 . . ? C22 C221 H22A 118.3 . . ? C221 N222 O223 114.3(4) . . ? C221 N222 Cu2 128.5(3) . . ? O223 N222 Cu2 117.1(3) . . ? N222 O223 H223 109.5 . . ? N232 C231 C23 124.4(5) . . ? N232 C231 H23A 117.8 . . ? C23 C231 H23A 117.8 . . ? C231 N232 O233 110.9(4) . . ? C231 N232 Cu2 128.3(3) . . ? O233 N232 Cu2 120.7(3) . . ? N232 O233 H233 109.5 . . ? N242 C241 C24 123.1(5) . . ? N242 C241 H24A 118.5 . . ? C24 C241 H24A 118.5 . . ? C241 N242 O243 113.1(5) . . ? C241 N242 Cu1 128.7(4) . . ? O243 N242 Cu1 118.1(3) . . ? N242 O243 H243 109.5 . . ? C413 C411 C412 110.2(6) . . ? C413 C411 C414 108.5(5) . . ? C412 C411 C414 107.7(5) . . ? C413 C411 C41 109.3(4) . . ? C412 C411 C41 110.0(5) . . ? C414 C411 C41 111.1(5) . . ? C411 C412 H41A 109.5 . . ? C411 C412 H41B 109.5 . . ? H41A C412 H41B 109.5 . . ? C411 C412 H41C 109.5 . . ? H41A C412 H41C 109.5 . . ? H41B C412 H41C 109.5 . . ? C411 C413 H41D 109.5 . . ? C411 C413 H41E 109.5 . . ? H41D C413 H41E 109.5 . . ? C411 C413 H41F 109.5 . . ? H41D C413 H41F 109.5 . . ? H41E C413 H41F 109.5 . . ? C411 C414 H41G 109.5 . . ? C411 C414 H41H 109.5 . . ? H41G C414 H41H 109.5 . . ? C411 C414 H41I 109.5 . . ? H41G C414 H41I 109.5 . . ? H41H C414 H41I 109.5 . . ? C424 C421 C423 111.4(6) . . ? C424 C421 C422 107.8(4) . . ? C423 C421 C422 107.3(5) . . ? C424 C421 C42 108.9(4) . . ? C423 C421 C42 108.5(4) . . ? C422 C421 C42 113.0(4) . . ? C421 C422 H42A 109.5 . . ? C421 C422 H42B 109.5 . . ? H42A C422 H42B 109.5 . . ? C421 C422 H42C 109.5 . . ? H42A C422 H42C 109.5 . . ? H42B C422 H42C 109.5 . . ? C421 C423 H42D 109.5 . . ? C421 C423 H42E 109.5 . . ? H42D C423 H42E 109.5 . . ? C421 C423 H42F 109.5 . . ? H42D C423 H42F 109.5 . . ? H42E C423 H42F 109.5 . . ? C421 C424 H42G 109.5 . . ? C421 C424 H42H 109.5 . . ? H42G C424 H42H 109.5 . . ? C421 C424 H42I 109.5 . . ? H42G C424 H42I 109.5 . . ? H42H C424 H42I 109.5 . . ? C432 C431 C43 113.2(4) . . ? C432 C431 C434 107.3(4) . . ? C43 C431 C434 110.5(4) . . ? C432 C431 C433 108.2(5) . . ? C43 C431 C433 108.7(4) . . ? C434 C431 C433 108.8(4) . . ? C431 C432 H43A 109.5 . . ? C431 C432 H43B 109.5 . . ? H43A C432 H43B 109.5 . . ? C431 C432 H43C 109.5 . . ? H43A C432 H43C 109.5 . . ? H43B C432 H43C 109.5 . . ? C431 C433 H43D 109.5 . . ? C431 C433 H43E 109.5 . . ? H43D C433 H43E 109.5 . . ? C431 C433 H43F 109.5 . . ? H43D C433 H43F 109.5 . . ? H43E C433 H43F 109.5 . . ? C431 C434 H43G 109.5 . . ? C431 C434 H43H 109.5 . . ? H43G C434 H43H 109.5 . . ? C431 C434 H43I 109.5 . . ? H43G C434 H43I 109.5 . . ? H43H C434 H43I 109.5 . . ? C44A C441 C44E 127.6(9) . . ? C44A C441 C44F 40.4(7) . . ? C44E C441 C44F 110.8(6) . . ? C44A C441 C44B 111.2(5) . . ? C44E C441 C44B 62.8(7) . . ? C44F C441 C44B 142.4(8) . . ? C44A C441 C44D 68.0(7) . . ? C44E C441 C44D 108.5(6) . . ? C44F C441 C44D 108.2(6) . . ? C44B C441 C44D 50.0(6) . . ? C44A C441 C44C 108.5(5) . . ? C44E C441 C44C 45.2(7) . . ? C44F C441 C44C 73.3(7) . . ? C44B C441 C44C 107.8(5) . . ? C44D C441 C44C 146.2(7) . . ? C44A C441 C44 115.6(7) . . ? C44E C441 C44 115.5(7) . . ? C44F C441 C44 108.2(7) . . ? C44B C441 C44 107.4(5) . . ? C44D C441 C44 105.4(6) . . ? C44C C441 C44 106.0(6) . . ? C441 C44A H44A 109.5 . . ? C441 C44A H44B 109.5 . . ? H44A C44A H44B 109.5 . . ? C441 C44A H44C 109.5 . . ? H44A C44A H44C 109.5 . . ? H44B C44A H44C 109.5 . . ? C441 C44B H44D 109.5 . . ? C441 C44B H44E 109.5 . . ? H44D C44B H44E 109.5 . . ? C441 C44B H44F 109.5 . . ? H44D C44B H44F 109.5 . . ? H44E C44B H44F 109.5 . . ? C441 C44C H44G 109.5 . . ? C441 C44C H44H 109.5 . . ? H44G C44C H44H 109.5 . . ? C441 C44C H44I 109.5 . . ? H44G C44C H44I 109.5 . . ? H44H C44C H44I 109.5 . . ? C441 C44D H44J 109.5 . . ? C441 C44D H44K 109.5 . . ? H44J C44D H44K 109.5 . . ? C441 C44D H44L 109.5 . . ? H44J C44D H44L 109.5 . . ? H44K C44D H44L 109.5 . . ? C441 C44E H44M 109.5 . . ? C441 C44E H44N 109.5 . . ? H44M C44E H44N 109.5 . . ? C441 C44E H44O 109.5 . . ? H44M C44E H44O 109.5 . . ? H44N C44E H44O 109.5 . . ? C441 C44F H44P 109.5 . . ? C441 C44F H44Q 109.5 . . ? H44P C44F H44Q 109.5 . . ? C441 C44F H44R 109.5 . . ? H44P C44F H44R 109.5 . . ? H44Q C44F H44R 109.5 . . ? C61 C611 N612 110.8(4) . . ? C61 C611 H61A 109.5 . . ? N612 C611 H61A 109.5 . . ? C61 C611 H61B 109.5 . . ? N612 C611 H61B 109.5 . . ? H61A C611 H61B 108.1 . . ? C613 N612 C611 111.2(4) . . ? C613 N612 C614 112.7(4) . . ? C611 N612 C614 111.8(4) . . ? C613 N612 H61J 106.9 . . ? C611 N612 H61J 106.9 . . ? C614 N612 H61J 106.9 . . ? N612 C613 H61C 109.5 . . ? N612 C613 H61D 109.5 . . ? H61C C613 H61D 109.5 . . ? N612 C613 H61E 109.5 . . ? H61C C613 H61E 109.5 . . ? H61D C613 H61E 109.5 . . ? C615 C614 N612 110.6(5) . . ? C615 C614 H61F 109.5 . . ? N612 C614 H61F 109.5 . . ? C615 C614 H61G 109.5 . . ? N612 C614 H61G 109.5 . . ? H61F C614 H61G 108.1 . . ? C627 C615 C616 118.4(5) . . ? C627 C615 C614 120.6(4) . . ? C616 C615 C614 120.8(5) . . ? C617 C616 C615 119.5(5) . . ? C617 C616 H61H 120.3 . . ? C615 C616 H61H 120.3 . . ? C616 C617 C625 121.8(5) . . ? C616 C617 H61I 119.1 . . ? C625 C617 H61I 119.1 . . ? C62 C621 N622 110.4(4) . . ? C62 C621 H62A 109.6 . . ? N622 C621 H62A 109.6 . . ? C62 C621 H62B 109.6 . . ? N622 C621 H62B 109.6 . . ? H62A C621 H62B 108.1 . . ? C623 N622 C621 111.8(4) . . ? C623 N622 C624 111.5(4) . . ? C621 N622 C624 111.3(3) . . ? C623 N622 H62J 107.3 . . ? C621 N622 H62J 107.3 . . ? C624 N622 H62J 107.3 . . ? N622 C623 H62C 109.5 . . ? N622 C623 H62D 109.5 . . ? H62C C623 H62D 109.5 . . ? N622 C623 H62E 109.5 . . ? H62C C623 H62E 109.5 . . ? H62D C623 H62E 109.5 . . ? C625 C624 N622 110.6(4) . . ? C625 C624 H62F 109.5 . . ? N622 C624 H62F 109.5 . . ? C625 C624 H62G 109.5 . . ? N622 C624 H62G 109.5 . . ? H62F C624 H62G 108.1 . . ? C617 C625 C626 118.5(5) . . ? C617 C625 C624 119.4(4) . . ? C626 C625 C624 122.1(4) . . ? C627 C626 C625 120.0(5) . . ? C627 C626 H62H 120.0 . . ? C625 C626 H62H 120.0 . . ? C626 C627 C615 121.7(5) . . ? C626 C627 H62I 119.1 . . ? C615 C627 H62I 119.1 . . ? C63 C631 N632 110.4(4) . . ? C63 C631 H63A 109.6 . . ? N632 C631 H63A 109.6 . . ? C63 C631 H63B 109.6 . . ? N632 C631 H63B 109.6 . . ? H63A C631 H63B 108.1 . . ? C633 N632 C631 113.5(4) . . ? C633 N632 C634 110.8(4) . . ? C631 N632 C634 110.3(4) . . ? C633 N632 H63J 107.3 . . ? C631 N632 H63J 107.3 . . ? C634 N632 H63J 107.3 . . ? N632 C633 H63C 109.5 . . ? N632 C633 H63D 109.5 . . ? H63C C633 H63D 109.5 . . ? N632 C633 H63E 109.5 . . ? H63C C633 H63E 109.5 . . ? H63D C633 H63E 109.5 . . ? C635 C634 N632 107.2(4) . . ? C635 C634 H63F 110.3 . . ? N632 C634 H63F 110.3 . . ? C635 C634 H63G 110.3 . . ? N632 C634 H63G 110.3 . . ? H63F C634 H63G 108.5 . . ? C647 C635 C636 117.2(5) . . ? C647 C635 C634 120.7(5) . . ? C636 C635 C634 122.1(5) . . ? C637 C636 C635 121.5(6) . . ? C637 C636 H63H 119.2 . . ? C635 C636 H63H 119.2 . . ? C636 C637 C645 120.9(6) . . ? C636 C637 H63I 119.6 . . ? C645 C637 H63I 119.6 . . ? C64 C641 N642 110.1(5) . . ? C64 C641 H64A 109.6 . . ? N642 C641 H64A 109.6 . . ? C64 C641 H64B 109.6 . . ? N642 C641 H64B 109.6 . . ? H64A C641 H64B 108.2 . . ? C643 N642 C641 111.0(4) . . ? C643 N642 C644 111.3(4) . . ? C641 N642 C644 111.3(4) . . ? C643 N642 H64J 107.7 . . ? C641 N642 H64J 107.7 . . ? C644 N642 H64J 107.7 . . ? N642 C643 H64C 109.5 . . ? N642 C643 H64D 109.5 . . ? H64C C643 H64D 109.5 . . ? N642 C643 H64E 109.5 . . ? H64C C643 H64E 109.5 . . ? H64D C643 H64E 109.5 . . ? C645 C644 N642 111.6(4) . . ? C645 C644 H64F 109.3 . . ? N642 C644 H64F 109.3 . . ? C645 C644 H64G 109.3 . . ? N642 C644 H64G 109.3 . . ? H64F C644 H64G 108.0 . . ? C637 C645 C646 118.0(6) . . ? C637 C645 C644 122.8(5) . . ? C646 C645 C644 119.2(5) . . ? C647 C646 C645 121.6(5) . . ? C647 C646 H64H 119.2 . . ? C645 C646 H64H 119.2 . . ? C646 C647 C635 120.6(5) . . ? C646 C647 H64I 119.7 . . ? C635 C647 H64I 119.7 . . ? F11 B1 F14 110.8(14) . . ? F11 B1 F13 109.7(14) . . ? F14 B1 F13 108.2(13) . . ? F11 B1 F12 108.7(15) . . ? F14 B1 F12 111.7(13) . . ? F13 B1 F12 107.6(13) . . ? F11B B1B F14B 110.8(12) . . ? F11B B1B F12B 109.4(11) . . ? F14B B1B F12B 107.2(10) . . ? F11B B1B F13B 110.7(11) . . ? F14B B1B F13B 109.0(11) . . ? F12B B1B F13B 109.7(10) . . ? F21 B2 F24 112.3(6) . . ? F21 B2 F22 110.7(5) . . ? F24 B2 F22 107.4(5) . . ? F21 B2 F23 109.2(5) . . ? F24 B2 F23 108.1(4) . . ? F22 B2 F23 109.1(6) . . ? F31 B3 F32 113.4(6) . . ? F31 B3 F33 109.9(6) . . ? F32 B3 F33 107.4(5) . . ? F31 B3 F34 109.7(5) . . ? F32 B3 F34 106.6(5) . . ? F33 B3 F34 109.7(6) . . ? F44 B4 F41 108.8(6) . . ? F44 B4 F42 110.3(6) . . ? F41 B4 F42 110.7(6) . . ? F44 B4 F43 110.3(6) . . ? F41 B4 F43 109.1(6) . . ? F42 B4 F43 107.6(5) . . ? C501 C500 H50A 109.5 . . ? C501 C500 H50B 109.5 . . ? H50A C500 H50B 109.5 . . ? C501 C500 H50C 109.5 . . ? H50A C500 H50C 109.5 . . ? H50B C500 H50C 109.5 . . ? O500 C501 C502 129.8(11) . . ? O500 C501 C500 117.6(9) . . ? C502 C501 C500 112.6(10) . . ? C501 C502 H50D 109.5 . . ? C501 C502 H50E 109.5 . . ? H50D C502 H50E 109.5 . . ? C501 C502 H50F 109.5 . . ? H50D C502 H50F 109.5 . . ? H50E C502 H50F 109.5 . . ? C601 C600 H60A 109.5 . . ? C601 C600 H60B 109.5 . . ? H60A C600 H60B 109.5 . . ? C601 C600 H60C 109.5 . . ? H60A C600 H60C 109.5 . . ? H60B C600 H60C 109.5 . . ? O600 C601 C602 121.4(7) . . ? O600 C601 C600 120.4(6) . . ? C602 C601 C600 118.1(7) . . ? C601 C602 H60D 109.5 . . ? C601 C602 H60E 109.5 . . ? H60D C602 H60E 109.5 . . ? C601 C602 H60F 109.5 . . ? H60D C602 H60F 109.5 . . ? H60E C602 H60F 109.5 . . ? C701 C700 H70A 109.5 . . ? C701 C700 H70B 109.5 . . ? H70A C700 H70B 109.5 . . ? C701 C700 H70C 109.5 . . ? H70A C700 H70C 109.5 . . ? H70B C700 H70C 109.5 . . ? O700 C701 C700 120.0(7) . . ? O700 C701 C702 121.1(6) . . ? C700 C701 C702 118.9(6) . . ? C701 C702 H70D 109.5 . . ? C701 C702 H70E 109.5 . . ? H70D C702 H70E 109.5 . . ? C701 C702 H70F 109.5 . . ? H70D C702 H70F 109.5 . . ? H70E C702 H70F 109.5 . . ? C801 C800 H80A 109.5 . . ? C801 C800 H80B 109.5 . . ? H80A C800 H80B 109.5 . . ? C801 C800 H80C 109.5 . . ? H80A C800 H80C 109.5 . . ? H80B C800 H80C 109.5 . . ? O800 C801 C800 121.0(9) . . ? O800 C801 C802 122.4(9) . . ? C800 C801 C802 116.5(10) . . ? C801 C802 H80D 109.5 . . ? C801 C802 H80E 109.5 . . ? H80D C802 H80E 109.5 . . ? C801 C802 H80F 109.5 . . ? H80D C802 H80F 109.5 . . ? H80E C802 H80F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 61.16 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.917 _refine_diff_density_min -0.909 _refine_diff_density_rms 0.080 # Attachment '- ClO4_fin.cif' data_js50b _database_code_depnum_ccdc_archive 'CCDC 824380' #TrackingRef '- ClO4_fin.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C68 H92 Cu2 N8 O8, Cl O4, 3(Cl O4) ; _chemical_formula_sum 'C68 H92 Cl4 Cu2 N8 O24' _chemical_formula_weight 1674.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.7464(8) _cell_length_b 15.6825(8) _cell_length_c 21.3265(15) _cell_angle_alpha 95.308(7) _cell_angle_beta 109.898(8) _cell_angle_gamma 104.436(7) _cell_volume 4405.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4939 _cell_measurement_theta_min 6.5 _cell_measurement_theta_max 69.0 _exptl_crystal_description Chunk _exptl_crystal_colour Green _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1748 _exptl_absorpt_coefficient_mu 2.304 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.649 _exptl_absorpt_process_details ? _exptl_special_details ; #============================================================ >>> The Following Model and Quality ALERTS were generated <<< #============================================================ Format: alert-number_ALERT_alert-type_alert-level text 026_ALERT_3_A Ratio Observed / Unique Reflections too Low .... 27 Perc. 222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.24 Ratio 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O11A 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O12A 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O11 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O42 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O43B 241_ALERT_2_A Check High Ueq as Compared to Neighbors for O44 242_ALERT_2_A Check Low Ueq as Compared to Neighbors for Cl1 242_ALERT_2_A Check Low Ueq as Compared to Neighbors for C431 242_ALERT_2_A Check Low Ueq as Compared to Neighbors for Cl4 242_ALERT_2_A Check Low Ueq as Compared to Neighbors for O42B 241_ALERT_2_B Check High Ueq as Compared to Neighbors for O41B 241_ALERT_2_B Check High Ueq as Compared to Neighbors for O44B 242_ALERT_2_B Check Low Ueq as Compared to Neighbors for Cl4B 230_ALERT_2_B Hirshfeld Test Diff for O42 -- O42B .. 9.89 su 230_ALERT_2_B Hirshfeld Test Diff for O42 -- O44B .. 10.15 su 301_ALERT_3_C Main Residue Disorder ......................... 7.00 Perc. 241_ALERT_2_C Check High Ueq as Compared to Neighbors for O12 241_ALERT_2_C Check High Ueq as Compared to Neighbors for O43 213_ALERT_2_C Atom O13A has ADP max/min Ratio ............. 3.10 prola 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl2 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl3 The central perchlorate is essentially a spinning top and the U values reflect this. In addition the heavily disordered outer perchlorates also exhibit large thermal motion. 430_ALERT_2_A Short Inter D...A Contact O31 .. O44B .. 2.32 Ang. 910_ALERT_3_A # Missing FCF Reflections Below Th(Min) ........ 29 #============================================================================== 023_ALERT_3_B Resolution (too) Low [sin(theta)/Lambda < 0.6].. 61.16 Deg. 220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.23 Ratio 220_ALERT_2_B Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.93 Ratio 230_ALERT_2_B Hirshfeld Test Diff for C61 -- C611 .. 7.12 su 230_ALERT_2_B Hirshfeld Test Diff for C431 -- C434 .. 14.52 su 420_ALERT_2_B D-H Without Acceptor O213 - H213 ... ? 420_ALERT_2_B D-H Without Acceptor O223 - H223 ... ? 420_ALERT_2_B D-H Without Acceptor O233 - H233 ... ? #============================================================================== 020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.12 213_ALERT_2_C Atom C432 has ADP max/min Ratio ............. 3.70 prola 230_ALERT_2_C Hirshfeld Test Diff for O223 -- N222 .. 6.93 su 230_ALERT_2_C Hirshfeld Test Diff for O243 -- N242 .. 5.64 su 230_ALERT_2_C Hirshfeld Test Diff for N632 -- C631 .. 5.06 su 230_ALERT_2_C Hirshfeld Test Diff for C14 -- C64 .. 5.15 su 230_ALERT_2_C Hirshfeld Test Diff for C44 -- C54 .. 5.06 su 230_ALERT_2_C Hirshfeld Test Diff for C411 -- C413 .. 6.59 su 230_ALERT_2_C Hirshfeld Test Diff for C431 -- C432 .. 5.05 su 230_ALERT_2_C Hirshfeld Test Diff for Cl4 -- Cl4B .. 5.93 su 241_ALERT_2_C Check High Ueq as Compared to Neighbors for C641 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cu1 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cu2 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N642 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C411 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C421 313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O41 313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O41B 313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O43 313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O43B 341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 12 414_ALERT_2_C Short Intra D-H..H-X H23B .. H233 .. 1.93 Ang. 432_ALERT_2_C Short Inter X...Y Contact O223 .. C241 .. 3.01 Ang. 911_ALERT_3_C # Missing FCF Refl Between THmin & STh/L= 0.568 204 913_ALERT_3_C # Missing Very Strong Reflections in FCF ....... 1 #============================================================================== 333_ALERT_2_G Check Large Av C6-Ring C-C Dist. C11 -C61 1.40 Ang. 333_ALERT_2_G Check Large Av C6-Ring C-C Dist. C12 -C62 1.41 Ang. 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 606 #============================================================================== #============================================================================== #================================================================ >>> The Following Improvement and Query ALERTS were generated <<< #================================================================ 041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? 042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? 045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio Ours makes more chemical sense 061_ALERT_4_C Tmax/Tmin Range Test RR' too Large ............. 0.82 062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.69 152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? 796_ALERT_4_C O-Atom in CIF Coordinate List out of Sequence .. O11 ? ; _diffrn_ambient_temperature 150(2) _diffrn_source_power 0.8 _diffrn_source_voltage 40.0 _diffrn_source_current 20.0 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type Copper _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Loop _diffrn_detector RX _diffrn_measurement_device ; Crystal Goniometer ; _diffrn_measurement_device_type ; Rigaku RAXIS conversion ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_area_resol_mean 10.0000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56953 _diffrn_reflns_av_R_equivalents 0.1159 _diffrn_reflns_av_sigmaI/netI 0.3842 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 6.51 _diffrn_reflns_theta_max 61.16 _reflns_number_total 13304 _reflns_number_gt 3644 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.004 0.248 0.248 895 258 ' ' _platon_squeeze_details ; 258 electrons per cell were squeezed. This corresponds approximately to four iso-propyl molecules and an acetonitrile molecule per cell (254 e-). ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1130P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13304 _refine_ls_number_parameters 1038 _refine_ls_number_restraints 606 _refine_ls_R_factor_all 0.2230 _refine_ls_R_factor_gt 0.0828 _refine_ls_wR_factor_ref 0.2413 _refine_ls_wR_factor_gt 0.1952 _refine_ls_goodness_of_fit_ref 0.813 _refine_ls_restrained_S_all 0.824 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.57716(7) 0.56987(6) 0.10702(5) 0.0528(4) Uani 1 1 d . . . O1 O 0.4941(3) 0.5112(3) 0.1511(2) 0.0516(14) Uani 1 1 d U . . O2 O 1.0368(3) 0.6807(3) 0.4249(2) 0.0620(15) Uani 1 1 d U . . Cu2 Cu 0.96791(7) 0.55441(7) 0.41129(5) 0.0599(4) Uani 1 1 d . . . Cl2 Cl 0.19334(17) 0.56047(17) 0.11846(13) 0.0842(8) Uani 1 1 d DU . . O3 O 0.6762(3) 0.6272(3) 0.0734(2) 0.0529(14) Uani 1 1 d U . . Cl3 Cl 0.9688(4) 0.1115(3) 0.3858(2) 0.1909(17) Uani 1 1 d DU . . O4 O 0.8926(3) 0.4304(3) 0.3903(2) 0.0555(15) Uani 1 1 d U . . C11 C 0.4558(5) 0.4230(5) 0.1448(4) 0.061(2) Uani 1 1 d . . . C12 C 1.0935(6) 0.7151(5) 0.3934(4) 0.064(2) Uani 1 1 d . . . C13 C 0.7297(6) 0.7144(5) 0.0912(4) 0.053(2) Uani 1 1 d . . . C14 C 0.8138(6) 0.3914(6) 0.4076(4) 0.061(2) Uani 1 1 d . . . C21 C 0.4654(5) 0.3558(5) 0.0977(4) 0.048(2) Uani 1 1 d . . . O21 O 0.2254(5) 0.5855(5) 0.1882(3) 0.170(3) Uani 1 1 d DU . . C22 C 1.1444(6) 0.6695(5) 0.3612(4) 0.059(2) Uani 1 1 d . . . O22 O 0.1430(4) 0.6175(4) 0.0820(3) 0.136(3) Uani 1 1 d DU . . C23 C 0.6990(5) 0.7804(5) 0.1206(4) 0.051(2) Uani 1 1 d . . . O23 O 0.1236(5) 0.4720(4) 0.0958(3) 0.138(3) Uani 1 1 d DU . . C24 C 0.7848(6) 0.4391(5) 0.4541(4) 0.061(2) Uani 1 1 d . . . O24 O 0.2762(4) 0.5547(4) 0.0999(3) 0.114(2) Uani 1 1 d DU . . C31 C 0.4180(5) 0.2654(5) 0.0938(4) 0.059(2) Uani 1 1 d . . . H31A H 0.4220 0.2230 0.0621 0.071 Uiso 1 1 calc R . . O31 O 0.8877(8) 0.0305(6) 0.3370(5) 0.270(5) Uani 1 1 d DU . . C32 C 1.2099(6) 0.7143(5) 0.3324(4) 0.069(3) Uani 1 1 d . . . H32A H 1.2412 0.6816 0.3125 0.083 Uiso 1 1 calc R . . O32 O 1.0598(7) 0.0858(6) 0.4155(5) 0.287(6) Uani 1 1 d DU . . C33 C 0.7606(6) 0.8718(5) 0.1358(4) 0.067(2) Uani 1 1 d . . . H33A H 0.7392 0.9159 0.1537 0.080 Uiso 1 1 calc R . . O33 O 0.9932(6) 0.1821(6) 0.3428(4) 0.194(3) Uani 1 1 d DU . . C34 C 0.7037(6) 0.3920(5) 0.4705(4) 0.064(2) Uani 1 1 d . . . H34A H 0.6862 0.4229 0.5018 0.076 Uiso 1 1 calc R . . O34 O 0.9269(6) 0.1462(5) 0.4292(3) 0.177(3) Uani 1 1 d DU . . C41 C 0.3649(6) 0.2345(5) 0.1344(4) 0.066(3) Uani 1 1 d . . . C42 C 1.2301(6) 0.8052(6) 0.3321(4) 0.071(3) Uani 1 1 d . . . C43 C 0.8501(6) 0.8981(5) 0.1253(4) 0.068(3) Uani 1 1 d . . . C44 C 0.6484(5) 0.3029(5) 0.4430(4) 0.055(2) Uani 1 1 d . . . C51 C 0.3617(5) 0.3019(5) 0.1812(4) 0.059(2) Uani 1 1 d . . . H51A H 0.3306 0.2845 0.2113 0.071 Uiso 1 1 calc R . . C52 C 1.1766(6) 0.8505(5) 0.3599(4) 0.080(3) Uani 1 1 d . . . H52A H 1.1862 0.9113 0.3592 0.096 Uiso 1 1 calc R . . C53 C 0.8765(6) 0.8295(5) 0.0981(4) 0.073(3) Uani 1 1 d . . . H53A H 0.9370 0.8451 0.0912 0.087 Uiso 1 1 calc R . . C54 C 0.6806(5) 0.2581(5) 0.3983(4) 0.067(3) Uani 1 1 d . . . H54A H 0.6471 0.1976 0.3794 0.081 Uiso 1 1 calc R . . C61 C 0.4017(6) 0.3913(5) 0.1849(4) 0.056(2) Uani 1 1 d . . . C62 C 1.1100(6) 0.8071(6) 0.3884(4) 0.063(3) Uani 1 1 d . . . C63 C 0.8222(6) 0.7406(5) 0.0803(4) 0.070(3) Uani 1 1 d . . . C64 C 0.7609(6) 0.3017(5) 0.3817(4) 0.055(2) Uani 1 1 d . . . C211 C 0.5176(5) 0.3771(5) 0.0535(4) 0.048(2) Uani 1 1 d . . . H21B H 0.5152 0.3308 0.0219 0.058 Uiso 1 1 calc R . . N212 N 0.5680(4) 0.4573(4) 0.0553(3) 0.0533(18) Uani 1 1 d . . . O213 O 0.6092(3) 0.4611(3) 0.0049(2) 0.0552(14) Uani 1 1 d U . . H213 H 0.6397 0.5134 0.0069 0.066 Uiso 1 1 calc R . . C221 C 1.1273(6) 0.5720(5) 0.3552(4) 0.059(2) Uani 1 1 d . . . H22B H 1.1672 0.5459 0.3391 0.071 Uiso 1 1 calc R . . N222 N 1.0589(4) 0.5215(4) 0.3717(3) 0.0537(18) Uani 1 1 d . . . O223 O 1.0550(3) 0.4309(3) 0.3621(2) 0.0680(16) Uani 1 1 d U . . H223 H 1.0103 0.4016 0.3730 0.082 Uiso 1 1 calc R . . C231 C 0.6061(5) 0.7595(5) 0.1346(4) 0.056(2) Uani 1 1 d . . . H23B H 0.5858 0.8075 0.1477 0.067 Uiso 1 1 calc R . . N232 N 0.5527(4) 0.6831(4) 0.1302(3) 0.0520(18) Uani 1 1 d . . . O233 O 0.4674(4) 0.6816(3) 0.1462(2) 0.0653(15) Uani 1 1 d U . . H233 H 0.4666 0.7331 0.1559 0.078 Uiso 1 1 calc R . . C241 C 0.8344(5) 0.5322(5) 0.4860(4) 0.057(2) Uani 1 1 d . . . H24B H 0.8109 0.5577 0.5161 0.068 Uiso 1 1 calc R . . N242 N 0.9083(4) 0.5816(4) 0.4755(3) 0.0513(18) Uani 1 1 d . . . O243 O 0.9448(3) 0.6665(3) 0.5167(2) 0.0683(16) Uani 1 1 d U . . H243 H 0.9922 0.6972 0.5090 0.082 Uiso 1 1 calc R . . C411 C 0.3121(6) 0.1363(5) 0.1296(5) 0.082(3) Uani 1 1 d . . . C412 C 0.3334(7) 0.0749(6) 0.0786(5) 0.126(4) Uani 1 1 d . . . H41D H 0.4039 0.0789 0.0959 0.189 Uiso 1 1 calc R . . H41E H 0.3160 0.0939 0.0357 0.189 Uiso 1 1 calc R . . H41F H 0.2936 0.0140 0.0728 0.189 Uiso 1 1 calc R . . C413 C 0.1956(7) 0.1247(6) 0.0974(5) 0.128(4) Uani 1 1 d . . . H41A H 0.1777 0.1614 0.1271 0.191 Uiso 1 1 calc R . . H41B H 0.1582 0.0629 0.0913 0.191 Uiso 1 1 calc R . . H41C H 0.1797 0.1429 0.0541 0.191 Uiso 1 1 calc R . . C414 C 0.3352(8) 0.1122(6) 0.1987(4) 0.126(4) Uani 1 1 d . . . H41G H 0.3199 0.1529 0.2272 0.189 Uiso 1 1 calc R . . H41H H 0.4056 0.1165 0.2185 0.189 Uiso 1 1 calc R . . H41I H 0.2950 0.0520 0.1944 0.189 Uiso 1 1 calc R . . C421 C 1.3040(7) 0.8548(5) 0.3028(5) 0.080(3) Uani 1 1 d . . . C422 C 1.2416(6) 0.8603(6) 0.2292(4) 0.102(3) Uani 1 1 d . . . H42A H 1.2057 0.8008 0.2028 0.154 Uiso 1 1 calc R . . H42B H 1.2862 0.8913 0.2092 0.154 Uiso 1 1 calc R . . H42C H 1.1942 0.8923 0.2299 0.154 Uiso 1 1 calc R . . C423 C 1.3820(6) 0.8084(5) 0.3012(5) 0.100(3) Uani 1 1 d . . . H42G H 1.3485 0.7495 0.2734 0.150 Uiso 1 1 calc R . . H42H H 1.4202 0.8037 0.3465 0.150 Uiso 1 1 calc R . . H42I H 1.4267 0.8427 0.2826 0.150 Uiso 1 1 calc R . . C424 C 1.3626(7) 0.9490(6) 0.3461(5) 0.133(4) Uani 1 1 d . . . H42D H 1.3159 0.9812 0.3481 0.200 Uiso 1 1 calc R . . H42E H 1.4069 0.9805 0.3260 0.200 Uiso 1 1 calc R . . H42F H 1.4018 0.9443 0.3912 0.200 Uiso 1 1 calc R . . C431 C 0.9163(7) 0.9947(6) 0.1463(5) 0.087(3) Uani 1 1 d . . . C432 C 0.8694(8) 1.0598(6) 0.1632(7) 0.203(6) Uani 1 1 d . . . H43G H 0.8051 1.0507 0.1274 0.304 Uiso 1 1 calc R . . H43H H 0.9122 1.1193 0.1685 0.304 Uiso 1 1 calc R . . H43I H 0.8598 1.0525 0.2050 0.304 Uiso 1 1 calc R . . C433 C 1.0223(8) 1.0046(6) 0.2031(6) 0.153(5) Uani 1 1 d . . . H43A H 1.0626 1.0664 0.2157 0.230 Uiso 1 1 calc R . . H43B H 1.0561 0.9690 0.1858 0.230 Uiso 1 1 calc R . . H43C H 1.0127 0.9844 0.2421 0.230 Uiso 1 1 calc R . . C434 C 0.9416(8) 1.0215(6) 0.0852(6) 0.152(5) Uani 1 1 d . . . H43D H 0.8804 1.0172 0.0480 0.228 Uiso 1 1 calc R . . H43E H 0.9748 0.9819 0.0718 0.228 Uiso 1 1 calc R . . H43F H 0.9855 1.0821 0.0978 0.228 Uiso 1 1 calc R . . C441 C 0.5580(6) 0.2496(6) 0.4584(4) 0.073(3) Uani 1 1 d . . . C442 C 0.4626(6) 0.2176(6) 0.3925(4) 0.100(3) Uani 1 1 d . . . H44A H 0.4065 0.1845 0.4022 0.151 Uiso 1 1 calc R . . H44B H 0.4740 0.1796 0.3597 0.151 Uiso 1 1 calc R . . H44C H 0.4481 0.2686 0.3744 0.151 Uiso 1 1 calc R . . C443 C 0.5825(6) 0.1662(5) 0.4852(4) 0.100(3) Uani 1 1 d . . . H44G H 0.6421 0.1853 0.5261 0.150 Uiso 1 1 calc R . . H44H H 0.5938 0.1300 0.4515 0.150 Uiso 1 1 calc R . . H44I H 0.5267 0.1316 0.4947 0.150 Uiso 1 1 calc R . . C444 C 0.5415(6) 0.3079(5) 0.5127(4) 0.095(3) Uani 1 1 d . . . H44D H 0.6018 0.3270 0.5532 0.143 Uiso 1 1 calc R . . H44E H 0.4863 0.2737 0.5229 0.143 Uiso 1 1 calc R . . H44F H 0.5262 0.3596 0.4962 0.143 Uiso 1 1 calc R . . C611 C 0.3934(5) 0.4620(5) 0.2347(4) 0.067(2) Uani 1 1 d . . . H61F H 0.3570 0.4996 0.2097 0.081 Uiso 1 1 calc R . . H61G H 0.3550 0.4327 0.2599 0.081 Uiso 1 1 calc R . . N612 N 0.4959(4) 0.5199(4) 0.2839(3) 0.0597(19) Uani 1 1 d . . . H61J H 0.5316 0.5416 0.2584 0.072 Uiso 1 1 calc R . . C613 C 0.5518(6) 0.4684(5) 0.3263(4) 0.084(3) Uani 1 1 d . . . H61A H 0.5543 0.4185 0.2980 0.125 Uiso 1 1 calc R . . H61B H 0.5187 0.4466 0.3559 0.125 Uiso 1 1 calc R . . H61C H 0.6193 0.5059 0.3529 0.125 Uiso 1 1 calc R . . C614 C 0.4854(5) 0.6021(5) 0.3233(4) 0.067(2) Uani 1 1 d . . . H61D H 0.4347 0.6243 0.2931 0.080 Uiso 1 1 calc R . . H61E H 0.4640 0.5849 0.3598 0.080 Uiso 1 1 calc R . . C615 C 0.5861(6) 0.6749(5) 0.3524(4) 0.054(2) Uani 1 1 d . . . C616 C 0.6585(6) 0.6764(5) 0.4113(4) 0.054(2) Uani 1 1 d . . . H61I H 0.6452 0.6361 0.4388 0.065 Uiso 1 1 calc R . . C617 C 0.7535(6) 0.7384(5) 0.4313(4) 0.071(3) Uani 1 1 d . . . H61H H 0.8029 0.7389 0.4726 0.085 Uiso 1 1 calc R . . C621 C 1.0539(6) 0.8587(5) 0.4159(4) 0.069(3) Uani 1 1 d . . . H62H H 1.0734 0.8602 0.4644 0.083 Uiso 1 1 calc R . . H62I H 1.0716 0.9200 0.4091 0.083 Uiso 1 1 calc R . . N622 N 0.9418(4) 0.8158(4) 0.3809(3) 0.0605(19) Uani 1 1 d . . . H62J H 0.9277 0.7570 0.3847 0.073 Uiso 1 1 calc R . . C623 C 0.9079(6) 0.8194(5) 0.3058(4) 0.081(3) Uani 1 1 d . . . H62A H 0.9446 0.7909 0.2857 0.122 Uiso 1 1 calc R . . H62B H 0.9206 0.8809 0.3005 0.122 Uiso 1 1 calc R . . H62C H 0.8368 0.7887 0.2838 0.122 Uiso 1 1 calc R . . C624 C 0.8846(5) 0.8596(5) 0.4144(4) 0.068(3) Uani 1 1 d . . . H62D H 0.9178 0.8698 0.4635 0.082 Uiso 1 1 calc R . . H62E H 0.8842 0.9172 0.4014 0.082 Uiso 1 1 calc R . . C625 C 0.7773(6) 0.7993(5) 0.3925(4) 0.058(2) Uani 1 1 d . . . C626 C 0.7009(6) 0.8001(5) 0.3337(4) 0.068(3) Uani 1 1 d . . . H62F H 0.7127 0.8430 0.3078 0.082 Uiso 1 1 calc R . . C627 C 0.6069(6) 0.7379(6) 0.3129(4) 0.071(3) Uani 1 1 d . . . H62G H 0.5566 0.7377 0.2722 0.085 Uiso 1 1 calc R . . C631 C 0.8548(5) 0.6689(5) 0.0516(4) 0.066(2) Uani 1 1 d . . . H63F H 0.9143 0.6956 0.0420 0.079 Uiso 1 1 calc R . . H63G H 0.8014 0.6340 0.0094 0.079 Uiso 1 1 calc R . . N632 N 0.8790(4) 0.6078(4) 0.1028(3) 0.062(2) Uani 1 1 d . . . H63J H 0.8246 0.5894 0.1147 0.074 Uiso 1 1 calc R . . C633 C 0.9674(6) 0.6539(5) 0.1656(4) 0.091(3) Uani 1 1 d . . . H63A H 0.9565 0.7058 0.1858 0.137 Uiso 1 1 calc R . . H63B H 1.0267 0.6721 0.1548 0.137 Uiso 1 1 calc R . . H63C H 0.9766 0.6137 0.1969 0.137 Uiso 1 1 calc R . . C634 C 0.8919(5) 0.5247(5) 0.0681(4) 0.061(2) Uani 1 1 d . . . H63D H 0.9594 0.5389 0.0674 0.073 Uiso 1 1 calc R . . H63E H 0.8438 0.5072 0.0215 0.073 Uiso 1 1 calc R . . C635 C 0.8757(6) 0.4459(5) 0.1049(4) 0.061(3) Uani 1 1 d . . . C636 C 0.7863(6) 0.3808(5) 0.0813(4) 0.060(3) Uani 1 1 d . . . H63I H 0.7370 0.3819 0.0405 0.072 Uiso 1 1 calc R . . C637 C 0.7656(6) 0.3136(6) 0.1149(4) 0.068(3) Uani 1 1 d . . . H63H H 0.7037 0.2689 0.0967 0.081 Uiso 1 1 calc R . . C641 C 0.7921(6) 0.2548(5) 0.3317(4) 0.073(3) Uani 1 1 d . . . H64C H 0.8639 0.2621 0.3522 0.087 Uiso 1 1 calc R . . H64D H 0.7564 0.1911 0.3214 0.087 Uiso 1 1 calc R . . N642 N 0.7710(4) 0.2894(4) 0.2672(3) 0.0557(18) Uani 1 1 d . . . H64J H 0.8026 0.3496 0.2780 0.067 Uiso 1 1 calc R . . C643 C 0.6590(5) 0.2752(5) 0.2315(4) 0.077(3) Uani 1 1 d . . . H64E H 0.6342 0.3023 0.2619 0.116 Uiso 1 1 calc R . . H64F H 0.6240 0.2121 0.2179 0.116 Uiso 1 1 calc R . . H64G H 0.6477 0.3024 0.1921 0.116 Uiso 1 1 calc R . . C644 C 0.8152(6) 0.2476(5) 0.2229(4) 0.070(2) Uani 1 1 d . . . H64A H 0.7683 0.1901 0.1964 0.084 Uiso 1 1 calc R . . H64B H 0.8777 0.2379 0.2509 0.084 Uiso 1 1 calc R . . C645 C 0.8358(6) 0.3121(5) 0.1751(4) 0.064(3) Uani 1 1 d . . . C646 C 0.9317(6) 0.3764(6) 0.2005(4) 0.073(3) Uani 1 1 d . . . H64H H 0.9809 0.3741 0.2410 0.088 Uiso 1 1 calc R . . C647 C 0.9526(6) 0.4442(5) 0.1642(4) 0.064(3) Uani 1 1 d . . . H64I H 1.0160 0.4867 0.1795 0.077 Uiso 1 1 calc R . . Cl1 Cl 0.77546(16) 0.55840(15) 0.25815(12) 0.0629(6) Uani 1 1 d DU . . O11 O 0.7275(11) 0.6056(8) 0.2147(6) 0.132(8) Uani 0.479(7) 1 d PDU A 1 O12 O 0.8355(9) 0.6131(7) 0.3254(5) 0.085(5) Uani 0.479(7) 1 d PDU A 1 O13 O 0.6898(9) 0.5017(10) 0.2780(7) 0.159(7) Uani 0.479(7) 1 d PDU A 1 O14 O 0.8187(12) 0.4967(11) 0.2419(8) 0.201(8) Uani 0.479(7) 1 d PDU A 1 O11A O 0.7759(11) 0.5818(9) 0.1933(5) 0.145(6) Uani 0.521(7) 1 d PDU A 2 O12A O 0.8804(8) 0.5878(10) 0.2994(8) 0.185(8) Uani 0.521(7) 1 d PDU A 2 O13A O 0.7213(10) 0.6054(9) 0.2798(9) 0.192(8) Uani 0.521(7) 1 d PDU A 2 O14A O 0.7349(8) 0.4640(6) 0.2490(5) 0.079(4) Uani 0.521(7) 1 d PDU A 2 Cl4 Cl 0.5772(4) 0.0010(4) 0.2183(4) 0.078(2) Uani 0.50 1 d PDU B 1 O41 O 0.5746(10) 0.0561(9) 0.2764(7) 0.114(7) Uani 0.50 1 d PDU B 1 O42 O 0.6314(13) -0.0626(10) 0.2464(8) 0.196(8) Uani 0.50 1 d PDU B 1 O43 O 0.6377(11) 0.0560(10) 0.1888(7) 0.135(7) Uani 0.50 1 d PDU B 1 O44 O 0.4800(8) -0.0453(11) 0.1750(7) 0.182(7) Uani 0.50 1 d PDU B 1 Cl4B Cl 0.6169(6) 0.0076(5) 0.2352(4) 0.098(2) Uani 0.50 1 d PDU C 2 O41B O 0.5925(11) 0.0627(10) 0.2804(8) 0.128(8) Uani 0.50 1 d PDU C 2 O42B O 0.5525(8) -0.0835(7) 0.2213(6) 0.080(4) Uani 0.50 1 d PDU C 2 O43B O 0.6024(15) 0.0366(12) 0.1723(7) 0.177(9) Uani 0.50 1 d PDU C 2 O44B O 0.7208(8) 0.0083(10) 0.2680(8) 0.162(6) Uani 0.50 1 d PDU C 2 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 0.0574(7) 0.0406(7) 0.0620(8) 0.0102(6) 0.0271(6) 0.0110(5) O1 0.057(3) 0.039(3) 0.068(3) 0.005(3) 0.039(3) 0.013(2) O2 0.060(3) 0.057(3) 0.079(4) 0.020(3) 0.041(3) 0.011(3) Cu2 0.0587(7) 0.0645(8) 0.0598(8) 0.0117(6) 0.0274(7) 0.0173(6) Cl2 0.0722(16) 0.0952(18) 0.083(2) 0.0082(15) 0.0300(15) 0.0238(14) O3 0.066(3) 0.040(3) 0.060(3) 0.008(3) 0.033(3) 0.016(3) Cl3 0.281(5) 0.126(3) 0.164(4) 0.036(3) 0.080(3) 0.061(3) O4 0.051(3) 0.057(3) 0.051(3) -0.001(3) 0.015(3) 0.014(3) C11 0.074(6) 0.049(5) 0.074(6) 0.017(5) 0.045(5) 0.018(4) C12 0.070(6) 0.058(6) 0.071(6) 0.022(5) 0.028(5) 0.026(5) C13 0.062(6) 0.031(5) 0.052(6) 0.001(4) 0.014(5) 0.003(4) C14 0.046(5) 0.080(6) 0.063(6) 0.020(5) 0.023(5) 0.027(5) C21 0.047(5) 0.034(4) 0.061(6) 0.008(4) 0.022(4) 0.006(4) O21 0.209(7) 0.229(8) 0.068(5) -0.021(5) 0.007(5) 0.142(6) C22 0.063(5) 0.053(5) 0.061(6) 0.011(5) 0.017(5) 0.025(5) O22 0.110(5) 0.145(6) 0.185(7) 0.077(5) 0.063(5) 0.065(4) C23 0.047(5) 0.043(5) 0.058(6) 0.007(4) 0.012(4) 0.015(4) O23 0.142(5) 0.117(5) 0.158(6) 0.003(5) 0.097(5) -0.003(5) C24 0.066(6) 0.059(6) 0.054(6) 0.012(5) 0.018(5) 0.019(5) O24 0.047(4) 0.174(6) 0.125(5) 0.035(4) 0.039(4) 0.029(4) C31 0.062(5) 0.060(5) 0.065(6) 0.018(5) 0.036(5) 0.013(4) O31 0.340(12) 0.134(7) 0.244(10) -0.027(7) 0.077(9) -0.015(8) C32 0.089(6) 0.074(6) 0.062(6) 0.022(5) 0.045(5) 0.029(5) O32 0.271(9) 0.265(9) 0.297(11) 0.093(8) -0.026(8) 0.208(8) C33 0.095(6) 0.051(5) 0.063(6) 0.011(4) 0.035(5) 0.030(5) O33 0.192(7) 0.248(9) 0.182(8) 0.048(6) 0.069(6) 0.133(7) C34 0.085(6) 0.064(6) 0.044(6) 0.002(5) 0.020(5) 0.034(5) O34 0.286(8) 0.186(7) 0.121(6) 0.016(5) 0.128(6) 0.110(6) C41 0.077(6) 0.038(5) 0.086(7) 0.008(5) 0.038(5) 0.014(4) C42 0.069(6) 0.056(6) 0.095(7) 0.032(5) 0.032(5) 0.025(5) C43 0.084(6) 0.058(6) 0.073(6) 0.012(5) 0.045(5) 0.015(5) C44 0.056(5) 0.060(5) 0.047(6) -0.010(4) 0.020(4) 0.021(4) C51 0.060(5) 0.045(5) 0.071(6) 0.016(5) 0.034(5) -0.003(4) C52 0.083(6) 0.054(6) 0.104(8) 0.020(5) 0.035(6) 0.021(5) C53 0.099(6) 0.049(5) 0.086(7) 0.020(5) 0.060(5) 0.009(5) C54 0.052(5) 0.061(6) 0.077(7) 0.003(5) 0.017(5) 0.012(5) C61 0.073(5) 0.065(6) 0.047(6) 0.006(5) 0.033(5) 0.037(5) C62 0.057(6) 0.061(6) 0.069(6) 0.015(5) 0.024(5) 0.011(5) C63 0.077(6) 0.055(6) 0.080(7) 0.021(5) 0.035(5) 0.011(5) C64 0.059(5) 0.047(5) 0.053(6) -0.006(4) 0.029(5) 0.000(4) C211 0.030(4) 0.049(5) 0.059(6) 0.002(4) 0.019(4) 0.000(4) N212 0.048(4) 0.053(4) 0.052(5) -0.013(4) 0.022(4) 0.008(3) O213 0.054(3) 0.044(3) 0.073(4) 0.006(3) 0.037(3) 0.007(2) C221 0.057(5) 0.066(6) 0.053(6) 0.013(5) 0.011(5) 0.028(5) N222 0.072(4) 0.038(4) 0.047(4) -0.005(3) 0.023(4) 0.014(3) O223 0.054(3) 0.068(4) 0.074(4) 0.005(3) 0.025(3) 0.005(3) C231 0.056(5) 0.043(5) 0.076(6) 0.006(4) 0.024(5) 0.031(4) N232 0.064(4) 0.030(4) 0.064(5) 0.012(3) 0.031(4) 0.007(3) O233 0.084(4) 0.050(3) 0.083(4) 0.016(3) 0.050(3) 0.031(3) C241 0.069(5) 0.062(5) 0.060(6) 0.019(5) 0.039(5) 0.028(5) N242 0.051(4) 0.040(4) 0.049(5) -0.009(3) 0.015(4) 0.001(3) O243 0.068(4) 0.064(4) 0.065(4) 0.010(3) 0.023(3) 0.008(3) C411 0.090(7) 0.056(6) 0.118(8) 0.018(6) 0.068(6) 0.012(5) C412 0.180(10) 0.082(7) 0.126(9) 0.004(6) 0.089(8) 0.020(7) C413 0.142(9) 0.106(8) 0.116(9) 0.012(6) 0.074(8) -0.026(7) C414 0.202(11) 0.071(7) 0.086(8) 0.024(6) 0.055(8) 0.004(7) C421 0.091(7) 0.053(6) 0.109(8) 0.023(5) 0.057(6) 0.014(5) C422 0.096(7) 0.143(8) 0.101(8) 0.067(7) 0.052(6) 0.056(6) C423 0.092(6) 0.074(6) 0.171(9) 0.041(6) 0.083(6) 0.035(5) C424 0.118(8) 0.088(8) 0.180(10) 0.008(7) 0.087(8) -0.029(7) C431 0.104(7) 0.053(6) 0.095(8) 0.017(6) 0.051(6) -0.010(6) C432 0.205(9) 0.049(7) 0.436(18) -0.013(8) 0.246(11) 0.020(7) C433 0.144(11) 0.072(7) 0.186(12) 0.019(8) 0.022(10) -0.010(7) C434 0.140(10) 0.036(6) 0.248(14) -0.005(7) 0.062(10) 0.000(6) C441 0.055(6) 0.068(6) 0.096(8) 0.000(5) 0.040(5) 0.008(5) C442 0.063(6) 0.092(7) 0.120(8) -0.008(6) 0.028(6) -0.003(5) C443 0.131(8) 0.076(7) 0.111(8) 0.029(6) 0.067(6) 0.026(6) C444 0.116(7) 0.085(7) 0.118(8) 0.014(6) 0.086(6) 0.030(6) C611 0.066(5) 0.071(6) 0.091(7) 0.046(5) 0.048(5) 0.029(5) N612 0.056(4) 0.062(4) 0.071(5) -0.003(4) 0.035(4) 0.025(4) C613 0.102(7) 0.071(6) 0.092(7) 0.024(5) 0.030(6) 0.054(5) C614 0.061(5) 0.067(6) 0.095(7) 0.014(5) 0.054(5) 0.023(4) C615 0.044(5) 0.067(6) 0.056(6) 0.006(5) 0.020(5) 0.023(4) C616 0.065(5) 0.061(5) 0.052(6) 0.014(4) 0.032(5) 0.030(5) C617 0.084(6) 0.072(6) 0.068(7) 0.007(5) 0.030(6) 0.045(5) C621 0.087(6) 0.051(5) 0.063(6) -0.013(4) 0.030(5) 0.016(5) N622 0.061(4) 0.041(4) 0.080(5) 0.010(4) 0.035(4) 0.003(3) C623 0.104(7) 0.092(7) 0.067(7) 0.025(5) 0.047(6) 0.037(5) C624 0.063(5) 0.069(6) 0.083(7) -0.005(5) 0.045(5) 0.019(5) C625 0.075(6) 0.056(5) 0.041(6) -0.006(5) 0.024(5) 0.020(5) C626 0.066(6) 0.074(6) 0.073(7) 0.012(5) 0.034(5) 0.026(5) C627 0.060(6) 0.090(7) 0.084(7) 0.015(6) 0.041(5) 0.039(5) C631 0.070(6) 0.058(5) 0.078(6) 0.019(5) 0.038(5) 0.019(5) N632 0.051(4) 0.051(4) 0.076(5) -0.016(4) 0.028(4) 0.008(3) C633 0.080(7) 0.088(7) 0.073(7) -0.033(6) 0.006(6) 0.022(6) C634 0.067(5) 0.059(5) 0.068(6) 0.001(5) 0.037(5) 0.026(4) C635 0.071(6) 0.068(6) 0.043(6) -0.007(5) 0.017(5) 0.033(5) C636 0.055(6) 0.067(6) 0.047(6) -0.004(5) 0.017(5) 0.009(5) C637 0.059(6) 0.089(7) 0.056(7) 0.003(5) 0.019(5) 0.031(5) C641 0.063(6) 0.066(6) 0.088(7) 0.011(5) 0.034(5) 0.009(5) N642 0.079(5) 0.049(4) 0.056(5) 0.012(3) 0.043(4) 0.023(3) C643 0.069(6) 0.098(7) 0.078(7) 0.026(5) 0.035(5) 0.034(5) C644 0.101(6) 0.058(5) 0.086(6) 0.019(5) 0.068(5) 0.035(5) C645 0.069(6) 0.071(6) 0.053(7) -0.009(5) 0.024(5) 0.030(5) C646 0.069(6) 0.095(7) 0.066(7) 0.006(5) 0.036(5) 0.030(5) C647 0.072(6) 0.077(6) 0.066(7) 0.006(5) 0.057(5) 0.020(5) Cl1 0.0567(13) 0.0661(14) 0.0698(18) 0.0120(13) 0.0264(13) 0.0221(12) O11 0.192(15) 0.073(9) 0.044(10) -0.002(8) -0.032(10) 0.006(9) O12 0.116(11) 0.059(8) 0.059(9) -0.012(6) 0.002(8) 0.039(7) O13 0.132(12) 0.149(14) 0.177(14) 0.053(11) 0.065(10) -0.005(10) O14 0.217(14) 0.225(16) 0.219(16) -0.024(12) 0.136(12) 0.113(13) O11A 0.293(15) 0.110(11) 0.107(9) 0.065(8) 0.141(9) 0.078(10) O12A 0.090(10) 0.155(14) 0.225(17) -0.001(13) -0.021(11) 0.015(10) O13A 0.160(11) 0.171(13) 0.273(17) -0.061(13) 0.157(12) 0.032(11) O14A 0.070(8) 0.081(8) 0.087(9) 0.007(6) 0.022(7) 0.039(6) Cl4 0.079(3) 0.056(3) 0.117(4) 0.008(3) 0.063(3) 0.016(3) O41 0.143(11) 0.069(10) 0.154(13) 0.001(9) 0.070(10) 0.061(9) O42 0.270(16) 0.168(13) 0.182(15) 0.021(11) 0.067(13) 0.153(13) O43 0.171(12) 0.100(11) 0.139(12) 0.013(9) 0.099(10) -0.004(10) O44 0.087(10) 0.229(16) 0.153(13) -0.024(11) -0.007(9) 0.011(10) Cl4B 0.120(5) 0.056(4) 0.129(5) 0.011(4) 0.067(4) 0.021(4) O41B 0.129(12) 0.106(13) 0.167(15) -0.006(11) 0.112(11) -0.002(10) O42B 0.084(9) 0.071(8) 0.093(10) 0.003(7) 0.055(8) 0.013(7) O43B 0.258(18) 0.138(14) 0.160(13) 0.099(12) 0.120(12) 0.017(13) O44B 0.094(10) 0.136(12) 0.227(15) -0.013(11) 0.045(10) 0.022(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.900(4) . ? Cu1 O3 1.907(4) . ? Cu1 N212 1.942(6) . ? Cu1 N232 1.952(6) . ? O1 C11 1.333(8) . ? O2 C12 1.292(8) . ? O2 Cu2 1.931(5) . ? Cu2 O4 1.908(4) . ? Cu2 N242 1.932(6) . ? Cu2 N222 1.954(6) . ? Cl2 O21 1.382(6) . ? Cl2 O22 1.422(6) . ? Cl2 O24 1.426(5) . ? Cl2 O23 1.429(6) . ? O3 C13 1.341(7) . ? Cl3 O34 1.413(7) . ? Cl3 O32 1.450(7) . ? Cl3 O31 1.510(8) . ? Cl3 O33 1.551(8) . ? O4 C14 1.355(8) . ? C11 C61 1.400(9) . ? C11 C21 1.454(9) . ? C12 C62 1.421(10) . ? C12 C22 1.438(10) . ? C13 C23 1.406(9) . ? C13 C63 1.427(10) . ? C14 C64 1.382(9) . ? C14 C24 1.428(10) . ? C21 C31 1.397(8) . ? C21 C211 1.420(9) . ? C22 C32 1.398(10) . ? C22 C221 1.473(9) . ? C23 C33 1.431(9) . ? C23 C231 1.465(9) . ? C24 C34 1.410(10) . ? C24 C241 1.441(9) . ? C31 C41 1.394(9) . ? C31 H31A 0.9300 . ? C32 C42 1.383(9) . ? C32 H32A 0.9300 . ? C33 C43 1.382(10) . ? C33 H33A 0.9300 . ? C34 C44 1.385(9) . ? C34 H34A 0.9300 . ? C41 C51 1.407(9) . ? C41 C411 1.520(10) . ? C42 C52 1.413(10) . ? C42 C421 1.520(11) . ? C43 C53 1.376(10) . ? C43 C431 1.512(10) . ? C44 C54 1.406(9) . ? C44 C441 1.541(10) . ? C51 C61 1.363(9) . ? C51 H51A 0.9300 . ? C52 C62 1.396(10) . ? C52 H52A 0.9300 . ? C53 C63 1.367(9) . ? C53 H53A 0.9300 . ? C54 C64 1.386(9) . ? C54 H54A 0.9300 . ? C61 C611 1.521(9) . ? C62 C621 1.503(10) . ? C63 C631 1.487(10) . ? C64 C641 1.500(9) . ? C211 N212 1.281(8) . ? C211 H21B 0.9300 . ? N212 O213 1.403(6) . ? O213 H213 0.8200 . ? C221 N222 1.288(8) . ? C221 H22B 0.9300 . ? N222 O223 1.401(6) . ? O223 H223 0.8200 . ? C231 N232 1.234(7) . ? C231 H23B 0.9300 . ? N232 O233 1.405(6) . ? O233 H233 0.8200 . ? C241 N242 1.270(8) . ? C241 H24B 0.9300 . ? N242 O243 1.392(6) . ? O243 H243 0.8200 . ? C411 C414 1.500(10) . ? C411 C412 1.548(11) . ? C411 C413 1.574(11) . ? C412 H41D 0.9600 . ? C412 H41E 0.9600 . ? C412 H41F 0.9600 . ? C413 H41A 0.9600 . ? C413 H41B 0.9600 . ? C413 H41C 0.9600 . ? C414 H41G 0.9600 . ? C414 H41H 0.9600 . ? C414 H41I 0.9600 . ? C421 C423 1.514(10) . ? C421 C424 1.533(10) . ? C421 C422 1.550(10) . ? C422 H42A 0.9600 . ? C422 H42B 0.9600 . ? C422 H42C 0.9600 . ? C423 H42G 0.9600 . ? C423 H42H 0.9600 . ? C423 H42I 0.9600 . ? C424 H42D 0.9600 . ? C424 H42E 0.9600 . ? C424 H42F 0.9600 . ? C431 C432 1.450(11) . ? C431 C434 1.539(12) . ? C431 C433 1.578(12) . ? C432 H43G 0.9600 . ? C432 H43H 0.9600 . ? C432 H43I 0.9600 . ? C433 H43A 0.9600 . ? C433 H43B 0.9600 . ? C433 H43C 0.9600 . ? C434 H43D 0.9600 . ? C434 H43E 0.9600 . ? C434 H43F 0.9600 . ? C441 C444 1.531(10) . ? C441 C442 1.541(10) . ? C441 C443 1.551(10) . ? C442 H44A 0.9600 . ? C442 H44B 0.9600 . ? C442 H44C 0.9600 . ? C443 H44G 0.9600 . ? C443 H44H 0.9600 . ? C443 H44I 0.9600 . ? C444 H44D 0.9600 . ? C444 H44E 0.9600 . ? C444 H44F 0.9600 . ? C611 N612 1.508(8) . ? C611 H61F 0.9700 . ? C611 H61G 0.9700 . ? N612 C613 1.452(8) . ? N612 C614 1.542(8) . ? N612 H61J 0.9100 . ? C613 H61A 0.9600 . ? C613 H61B 0.9600 . ? C613 H61C 0.9600 . ? C614 C615 1.514(9) . ? C614 H61D 0.9700 . ? C614 H61E 0.9700 . ? C615 C616 1.336(9) . ? C615 C627 1.399(10) . ? C616 C617 1.389(9) . ? C616 H61I 0.9300 . ? C617 C625 1.377(10) . ? C617 H61H 0.9300 . ? C621 N622 1.501(8) . ? C621 H62H 0.9700 . ? C621 H62I 0.9700 . ? N622 C623 1.517(8) . ? N622 C624 1.519(8) . ? N622 H62J 0.9100 . ? C623 H62A 0.9600 . ? C623 H62B 0.9600 . ? C623 H62C 0.9600 . ? C624 C625 1.512(9) . ? C624 H62D 0.9700 . ? C624 H62E 0.9700 . ? C625 C626 1.375(10) . ? C626 C627 1.378(9) . ? C626 H62F 0.9300 . ? C627 H62G 0.9300 . ? C631 N632 1.528(8) . ? C631 H63F 0.9700 . ? C631 H63G 0.9700 . ? N632 C633 1.475(8) . ? N632 C634 1.524(8) . ? N632 H63J 0.9100 . ? C633 H63A 0.9600 . ? C633 H63B 0.9600 . ? C633 H63C 0.9600 . ? C634 C635 1.536(10) . ? C634 H63D 0.9700 . ? C634 H63E 0.9700 . ? C635 C636 1.347(9) . ? C635 C647 1.391(10) . ? C636 C637 1.360(10) . ? C636 H63I 0.9300 . ? C637 C645 1.353(9) . ? C637 H63H 0.9300 . ? C641 N642 1.488(8) . ? C641 H64C 0.9700 . ? C641 H64D 0.9700 . ? N642 C644 1.503(8) . ? N642 C643 1.512(8) . ? N642 H64J 0.9100 . ? C643 H64E 0.9600 . ? C643 H64F 0.9600 . ? C643 H64G 0.9600 . ? C644 C645 1.551(10) . ? C644 H64A 0.9700 . ? C644 H64B 0.9700 . ? C645 C646 1.406(10) . ? C646 C647 1.406(10) . ? C646 H64H 0.9300 . ? C647 H64I 0.9300 . ? Cl1 O11 1.360(10) . ? Cl1 O14 1.363(11) . ? Cl1 O13A 1.370(10) . ? Cl1 O14A 1.418(8) . ? Cl1 O12A 1.422(10) . ? Cl1 O12 1.451(9) . ? Cl1 O11A 1.465(9) . ? Cl1 O13 1.562(10) . ? Cl4 O44 1.375(10) . ? Cl4 O43 1.427(12) . ? Cl4 O41 1.461(11) . ? Cl4 O42 1.475(12) . ? Cl4B O43B 1.420(12) . ? Cl4B O41B 1.429(12) . ? Cl4B O42B 1.444(10) . ? Cl4B O44B 1.449(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O3 171.86(19) . . ? O1 Cu1 N212 92.7(2) . . ? O3 Cu1 N212 87.4(2) . . ? O1 Cu1 N232 90.9(2) . . ? O3 Cu1 N232 91.7(2) . . ? N212 Cu1 N232 161.0(2) . . ? C11 O1 Cu1 126.9(5) . . ? C12 O2 Cu2 125.0(5) . . ? O4 Cu2 O2 175.1(2) . . ? O4 Cu2 N242 91.9(2) . . ? O2 Cu2 N242 89.6(2) . . ? O4 Cu2 N222 88.3(2) . . ? O2 Cu2 N222 91.6(2) . . ? N242 Cu2 N222 162.2(2) . . ? O21 Cl2 O22 113.5(4) . . ? O21 Cl2 O24 110.2(4) . . ? O22 Cl2 O24 110.8(4) . . ? O21 Cl2 O23 110.1(5) . . ? O22 Cl2 O23 106.7(4) . . ? O24 Cl2 O23 105.2(4) . . ? C13 O3 Cu1 125.8(5) . . ? O34 Cl3 O32 118.9(6) . . ? O34 Cl3 O31 107.2(6) . . ? O32 Cl3 O31 108.0(6) . . ? O34 Cl3 O33 108.7(5) . . ? O32 Cl3 O33 106.4(6) . . ? O31 Cl3 O33 107.1(5) . . ? C14 O4 Cu2 127.8(5) . . ? O1 C11 C61 119.2(7) . . ? O1 C11 C21 124.0(7) . . ? C61 C11 C21 116.8(7) . . ? O2 C12 C62 119.3(8) . . ? O2 C12 C22 126.5(7) . . ? C62 C12 C22 114.2(8) . . ? O3 C13 C23 122.9(7) . . ? O3 C13 C63 118.2(7) . . ? C23 C13 C63 119.0(7) . . ? O4 C14 C64 119.9(8) . . ? O4 C14 C24 122.3(7) . . ? C64 C14 C24 117.7(8) . . ? C31 C21 C211 117.9(7) . . ? C31 C21 C11 118.5(7) . . ? C211 C21 C11 123.6(6) . . ? C32 C22 C12 122.2(7) . . ? C32 C22 C221 116.4(8) . . ? C12 C22 C221 121.4(8) . . ? C13 C23 C33 118.0(7) . . ? C13 C23 C231 122.7(7) . . ? C33 C23 C231 119.2(7) . . ? C34 C24 C14 118.2(7) . . ? C34 C24 C241 118.1(8) . . ? C14 C24 C241 123.7(8) . . ? C41 C31 C21 124.2(7) . . ? C41 C31 H31A 117.9 . . ? C21 C31 H31A 117.9 . . ? C42 C32 C22 122.6(8) . . ? C42 C32 H32A 118.7 . . ? C22 C32 H32A 118.7 . . ? C43 C33 C23 123.6(8) . . ? C43 C33 H33A 118.2 . . ? C23 C33 H33A 118.2 . . ? C44 C34 C24 124.2(8) . . ? C44 C34 H34A 117.9 . . ? C24 C34 H34A 117.9 . . ? C31 C41 C51 115.1(7) . . ? C31 C41 C411 124.3(8) . . ? C51 C41 C411 120.6(8) . . ? C32 C42 C52 116.2(8) . . ? C32 C42 C421 122.7(8) . . ? C52 C42 C421 121.0(8) . . ? C53 C43 C33 115.0(7) . . ? C53 C43 C431 123.1(8) . . ? C33 C43 C431 121.8(8) . . ? C34 C44 C54 115.8(7) . . ? C34 C44 C441 125.8(7) . . ? C54 C44 C441 118.4(7) . . ? C61 C51 C41 123.4(7) . . ? C61 C51 H51A 118.3 . . ? C41 C51 H51A 118.3 . . ? C62 C52 C42 122.1(8) . . ? C62 C52 H52A 118.9 . . ? C42 C52 H52A 118.9 . . ? C63 C53 C43 126.2(8) . . ? C63 C53 H53A 116.9 . . ? C43 C53 H53A 116.9 . . ? C64 C54 C44 121.7(7) . . ? C64 C54 H54A 119.2 . . ? C44 C54 H54A 119.2 . . ? C51 C61 C11 121.9(7) . . ? C51 C61 C611 121.7(7) . . ? C11 C61 C611 116.4(7) . . ? C52 C62 C12 122.4(8) . . ? C52 C62 C621 119.5(8) . . ? C12 C62 C621 118.1(8) . . ? C53 C63 C13 118.2(8) . . ? C53 C63 C631 123.9(8) . . ? C13 C63 C631 117.8(7) . . ? C14 C64 C54 122.4(8) . . ? C14 C64 C641 116.0(7) . . ? C54 C64 C641 121.5(7) . . ? N212 C211 C21 123.0(7) . . ? N212 C211 H21B 118.5 . . ? C21 C211 H21B 118.5 . . ? C211 N212 O213 112.0(6) . . ? C211 N212 Cu1 129.3(6) . . ? O213 N212 Cu1 117.9(4) . . ? N212 O213 H213 109.5 . . ? N222 C221 C22 122.2(8) . . ? N222 C221 H22B 118.9 . . ? C22 C221 H22B 118.9 . . ? C221 N222 O223 113.1(6) . . ? C221 N222 Cu2 129.5(6) . . ? O223 N222 Cu2 117.2(4) . . ? N222 O223 H223 109.5 . . ? N232 C231 C23 125.1(7) . . ? N232 C231 H23B 117.5 . . ? C23 C231 H23B 117.5 . . ? C231 N232 O233 113.7(6) . . ? C231 N232 Cu1 127.2(6) . . ? O233 N232 Cu1 119.1(4) . . ? N232 O233 H233 109.5 . . ? N242 C241 C24 124.0(7) . . ? N242 C241 H24B 118.0 . . ? C24 C241 H24B 118.0 . . ? C241 N242 O243 111.2(6) . . ? C241 N242 Cu2 129.0(5) . . ? O243 N242 Cu2 119.8(4) . . ? N242 O243 H243 109.5 . . ? C414 C411 C41 111.4(7) . . ? C414 C411 C412 114.4(8) . . ? C41 C411 C412 110.9(7) . . ? C414 C411 C413 108.1(7) . . ? C41 C411 C413 105.8(7) . . ? C412 C411 C413 105.7(8) . . ? C411 C412 H41D 109.5 . . ? C411 C412 H41E 109.5 . . ? H41D C412 H41E 109.5 . . ? C411 C412 H41F 109.5 . . ? H41D C412 H41F 109.5 . . ? H41E C412 H41F 109.5 . . ? C411 C413 H41A 109.5 . . ? C411 C413 H41B 109.5 . . ? H41A C413 H41B 109.5 . . ? C411 C413 H41C 109.5 . . ? H41A C413 H41C 109.5 . . ? H41B C413 H41C 109.5 . . ? C411 C414 H41G 109.5 . . ? C411 C414 H41H 109.5 . . ? H41G C414 H41H 109.5 . . ? C411 C414 H41I 109.5 . . ? H41G C414 H41I 109.5 . . ? H41H C414 H41I 109.5 . . ? C423 C421 C42 113.1(7) . . ? C423 C421 C424 106.6(7) . . ? C42 C421 C424 110.2(7) . . ? C423 C421 C422 108.9(7) . . ? C42 C421 C422 107.4(7) . . ? C424 C421 C422 110.6(7) . . ? C421 C422 H42A 109.5 . . ? C421 C422 H42B 109.5 . . ? H42A C422 H42B 109.5 . . ? C421 C422 H42C 109.5 . . ? H42A C422 H42C 109.5 . . ? H42B C422 H42C 109.5 . . ? C421 C423 H42G 109.5 . . ? C421 C423 H42H 109.5 . . ? H42G C423 H42H 109.5 . . ? C421 C423 H42I 109.5 . . ? H42G C423 H42I 109.5 . . ? H42H C423 H42I 109.5 . . ? C421 C424 H42D 109.5 . . ? C421 C424 H42E 109.5 . . ? H42D C424 H42E 109.5 . . ? C421 C424 H42F 109.5 . . ? H42D C424 H42F 109.5 . . ? H42E C424 H42F 109.5 . . ? C432 C431 C43 115.4(8) . . ? C432 C431 C434 104.7(9) . . ? C43 C431 C434 107.8(7) . . ? C432 C431 C433 112.8(9) . . ? C43 C431 C433 111.1(8) . . ? C434 C431 C433 104.1(8) . . ? C431 C432 H43G 109.5 . . ? C431 C432 H43H 109.5 . . ? H43G C432 H43H 109.5 . . ? C431 C432 H43I 109.5 . . ? H43G C432 H43I 109.5 . . ? H43H C432 H43I 109.5 . . ? C431 C433 H43A 109.5 . . ? C431 C433 H43B 109.5 . . ? H43A C433 H43B 109.5 . . ? C431 C433 H43C 109.5 . . ? H43A C433 H43C 109.5 . . ? H43B C433 H43C 109.5 . . ? C431 C434 H43D 109.5 . . ? C431 C434 H43E 109.5 . . ? H43D C434 H43E 109.5 . . ? C431 C434 H43F 109.5 . . ? H43D C434 H43F 109.5 . . ? H43E C434 H43F 109.5 . . ? C444 C441 C442 111.0(7) . . ? C444 C441 C44 110.1(7) . . ? C442 C441 C44 109.7(7) . . ? C444 C441 C443 109.3(7) . . ? C442 C441 C443 108.7(7) . . ? C44 C441 C443 108.1(7) . . ? C441 C442 H44A 109.5 . . ? C441 C442 H44B 109.5 . . ? H44A C442 H44B 109.5 . . ? C441 C442 H44C 109.5 . . ? H44A C442 H44C 109.5 . . ? H44B C442 H44C 109.5 . . ? C441 C443 H44G 109.5 . . ? C441 C443 H44H 109.5 . . ? H44G C443 H44H 109.5 . . ? C441 C443 H44I 109.5 . . ? H44G C443 H44I 109.5 . . ? H44H C443 H44I 109.5 . . ? C441 C444 H44D 109.5 . . ? C441 C444 H44E 109.5 . . ? H44D C444 H44E 109.5 . . ? C441 C444 H44F 109.5 . . ? H44D C444 H44F 109.5 . . ? H44E C444 H44F 109.5 . . ? N612 C611 C61 111.7(6) . . ? N612 C611 H61F 109.3 . . ? C61 C611 H61F 109.3 . . ? N612 C611 H61G 109.3 . . ? C61 C611 H61G 109.3 . . ? H61F C611 H61G 107.9 . . ? C613 N612 C611 112.1(6) . . ? C613 N612 C614 114.8(6) . . ? C611 N612 C614 109.9(5) . . ? C613 N612 H61J 106.5 . . ? C611 N612 H61J 106.5 . . ? C614 N612 H61J 106.5 . . ? N612 C613 H61A 109.5 . . ? N612 C613 H61B 109.5 . . ? H61A C613 H61B 109.5 . . ? N612 C613 H61C 109.5 . . ? H61A C613 H61C 109.5 . . ? H61B C613 H61C 109.5 . . ? C615 C614 N612 109.4(5) . . ? C615 C614 H61D 109.8 . . ? N612 C614 H61D 109.8 . . ? C615 C614 H61E 109.8 . . ? N612 C614 H61E 109.8 . . ? H61D C614 H61E 108.2 . . ? C616 C615 C627 119.2(8) . . ? C616 C615 C614 122.4(8) . . ? C627 C615 C614 118.2(7) . . ? C615 C616 C617 119.7(8) . . ? C615 C616 H61I 120.1 . . ? C617 C616 H61I 120.1 . . ? C625 C617 C616 122.5(8) . . ? C625 C617 H61H 118.7 . . ? C616 C617 H61H 118.7 . . ? N622 C621 C62 110.5(6) . . ? N622 C621 H62H 109.6 . . ? C62 C621 H62H 109.6 . . ? N622 C621 H62I 109.6 . . ? C62 C621 H62I 109.6 . . ? H62H C621 H62I 108.1 . . ? C621 N622 C623 110.7(6) . . ? C621 N622 C624 111.0(6) . . ? C623 N622 C624 111.0(6) . . ? C621 N622 H62J 108.0 . . ? C623 N622 H62J 108.0 . . ? C624 N622 H62J 108.0 . . ? N622 C623 H62A 109.5 . . ? N622 C623 H62B 109.5 . . ? H62A C623 H62B 109.5 . . ? N622 C623 H62C 109.5 . . ? H62A C623 H62C 109.5 . . ? H62B C623 H62C 109.5 . . ? C625 C624 N622 109.5(6) . . ? C625 C624 H62D 109.8 . . ? N622 C624 H62D 109.8 . . ? C625 C624 H62E 109.8 . . ? N622 C624 H62E 109.8 . . ? H62D C624 H62E 108.2 . . ? C626 C625 C617 117.2(8) . . ? C626 C625 C624 123.0(8) . . ? C617 C625 C624 119.8(8) . . ? C625 C626 C627 120.5(9) . . ? C625 C626 H62F 119.7 . . ? C627 C626 H62F 119.7 . . ? C626 C627 C615 120.7(8) . . ? C626 C627 H62G 119.6 . . ? C615 C627 H62G 119.6 . . ? C63 C631 N632 109.3(6) . . ? C63 C631 H63F 109.8 . . ? N632 C631 H63F 109.8 . . ? C63 C631 H63G 109.8 . . ? N632 C631 H63G 109.8 . . ? H63F C631 H63G 108.3 . . ? C633 N632 C634 112.0(6) . . ? C633 N632 C631 113.0(6) . . ? C634 N632 C631 109.0(6) . . ? C633 N632 H63J 107.6 . . ? C634 N632 H63J 107.6 . . ? C631 N632 H63J 107.6 . . ? N632 C633 H63A 109.5 . . ? N632 C633 H63B 109.5 . . ? H63A C633 H63B 109.5 . . ? N632 C633 H63C 109.5 . . ? H63A C633 H63C 109.5 . . ? H63B C633 H63C 109.5 . . ? N632 C634 C635 111.7(6) . . ? N632 C634 H63D 109.3 . . ? C635 C634 H63D 109.3 . . ? N632 C634 H63E 109.3 . . ? C635 C634 H63E 109.3 . . ? H63D C634 H63E 107.9 . . ? C636 C635 C647 120.3(9) . . ? C636 C635 C634 120.3(8) . . ? C647 C635 C634 119.4(8) . . ? C635 C636 C637 122.4(8) . . ? C635 C636 H63I 118.8 . . ? C637 C636 H63I 118.8 . . ? C645 C637 C636 119.5(8) . . ? C645 C637 H63H 120.2 . . ? C636 C637 H63H 120.2 . . ? N642 C641 C64 112.9(7) . . ? N642 C641 H64C 109.0 . . ? C64 C641 H64C 109.0 . . ? N642 C641 H64D 109.0 . . ? C64 C641 H64D 109.0 . . ? H64C C641 H64D 107.8 . . ? C641 N642 C644 110.2(6) . . ? C641 N642 C643 110.9(6) . . ? C644 N642 C643 112.6(6) . . ? C641 N642 H64J 107.7 . . ? C644 N642 H64J 107.7 . . ? C643 N642 H64J 107.7 . . ? N642 C643 H64E 109.5 . . ? N642 C643 H64F 109.5 . . ? H64E C643 H64F 109.5 . . ? N642 C643 H64G 109.5 . . ? H64E C643 H64G 109.5 . . ? H64F C643 H64G 109.5 . . ? N642 C644 C645 108.3(6) . . ? N642 C644 H64A 110.0 . . ? C645 C644 H64A 110.0 . . ? N642 C644 H64B 110.0 . . ? C645 C644 H64B 110.0 . . ? H64A C644 H64B 108.4 . . ? C637 C645 C646 120.2(9) . . ? C637 C645 C644 124.0(8) . . ? C646 C645 C644 115.6(8) . . ? C645 C646 C647 119.4(8) . . ? C645 C646 H64H 120.3 . . ? C647 C646 H64H 120.3 . . ? C635 C647 C646 117.9(8) . . ? C635 C647 H64I 121.0 . . ? C646 C647 H64I 121.0 . . ? O11 Cl1 O14 125.5(9) . . ? O11 Cl1 O13A 62.8(9) . . ? O14 Cl1 O13A 167.3(10) . . ? O11 Cl1 O14A 120.9(7) . . ? O14 Cl1 O14A 54.8(7) . . ? O13A Cl1 O14A 113.4(7) . . ? O11 Cl1 O12A 124.4(9) . . ? O14 Cl1 O12A 71.3(9) . . ? O13A Cl1 O12A 113.1(9) . . ? O14A Cl1 O12A 111.2(7) . . ? O11 Cl1 O12 111.8(7) . . ? O14 Cl1 O12 111.8(8) . . ? O13A Cl1 O12 69.0(7) . . ? O14A Cl1 O12 121.1(7) . . ? O12A Cl1 O12 45.6(7) . . ? O11 Cl1 O11A 45.0(8) . . ? O14 Cl1 O11A 82.5(9) . . ? O13A Cl1 O11A 107.4(9) . . ? O14A Cl1 O11A 109.2(7) . . ? O12A Cl1 O11A 101.8(8) . . ? O12 Cl1 O11A 126.7(7) . . ? O11 Cl1 O13 103.2(8) . . ? O14 Cl1 O13 103.2(9) . . ? O13A Cl1 O13 64.3(8) . . ? O14A Cl1 O13 49.7(6) . . ? O12A Cl1 O13 125.6(9) . . ? O12 Cl1 O13 95.9(7) . . ? O11A Cl1 O13 131.9(8) . . ? O44 Cl4 O43 115.7(9) . . ? O44 Cl4 O41 109.4(9) . . ? O43 Cl4 O41 109.2(8) . . ? O44 Cl4 O42 109.8(9) . . ? O43 Cl4 O42 106.3(10) . . ? O41 Cl4 O42 106.1(9) . . ? O43B Cl4B O41B 112.1(11) . . ? O43B Cl4B O42B 108.1(9) . . ? O41B Cl4B O42B 109.1(9) . . ? O43B Cl4B O44B 110.3(10) . . ? O41B Cl4B O44B 108.9(9) . . ? O42B Cl4B O44B 108.3(9) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 61.16 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.449 _refine_diff_density_min -0.551 _refine_diff_density_rms 0.093 # Attachment '- ligand.cif' data_jsl6 _database_code_depnum_ccdc_archive 'CCDC 824381' #TrackingRef '- ligand.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H46 N4 O4, 2(C7 H8)' _chemical_formula_sum 'C48 H62 N4 O4' _chemical_formula_weight 759.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.8782(2) _cell_length_b 8.8537(2) _cell_length_c 22.8729(16) _cell_angle_alpha 90.00 _cell_angle_beta 92.114(7) _cell_angle_gamma 90.00 _cell_volume 2201.44(17) _cell_formula_units_Z 2 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 19345 _cell_measurement_theta_min 6.7 _cell_measurement_theta_max 71.5 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 820 _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.435 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details empirical _exptl_special_details ; Higashi, T. (1995). ABSCOR: Empirical Absorption Correction based on Fourier Series Approximation. Rigaku Corporation, 3-9-12 Matsubara, Akishima, Tokyo 196-8666, JAPAN. ; _diffrn_ambient_temperature 140(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'confocal optics' _diffrn_measurement_device_type 'Rigku Spider' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_area_resol_mean 10 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31069 _diffrn_reflns_av_R_equivalents 0.0410 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 6.69 _diffrn_reflns_theta_max 66.59 _reflns_number_total 3846 _reflns_number_gt 2406 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crystal Clear (Rigaku, 2009)' _computing_cell_refinement 'FS Process (Rigaku, 1998)' _computing_data_reduction 'FS Process (Rigaku, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1141P)^2^+0.2443P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0014(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3846 _refine_ls_number_parameters 286 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.2127 _refine_ls_wR_factor_gt 0.1771 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.206 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O11 O 0.66645(16) 0.4739(2) 0.16543(8) 0.0522(5) Uani 1 1 d . . . C11 C 0.7772(2) 0.5444(3) 0.16970(11) 0.0442(6) Uani 1 1 d . . . C21 C 0.8876(2) 0.4673(2) 0.15985(11) 0.0433(6) Uani 1 1 d . . . C31 C 0.9993(2) 0.5449(3) 0.16491(11) 0.0483(7) Uani 1 1 d . . . H31A H 1.0715 0.4934 0.1573 0.058 Uiso 1 1 calc R . . C41 C 1.0067(2) 0.6955(3) 0.18086(12) 0.0502(7) Uani 1 1 d . A . C51 C 0.8956(2) 0.7674(3) 0.19109(11) 0.0506(7) Uani 1 1 d . . . H51A H 0.8980 0.8680 0.2028 0.061 Uiso 1 1 calc R . . C61 C 0.7811(2) 0.6977(2) 0.18487(11) 0.0454(6) Uani 1 1 d . . . C211 C 0.8919(3) 0.3077(3) 0.14554(12) 0.0509(7) Uani 1 1 d . . . H21C H 0.9673 0.2643 0.1375 0.061 Uiso 1 1 calc R . . N212 N 0.7954(2) 0.2246(2) 0.14359(10) 0.0509(6) Uani 1 1 d . . . O213 O 0.82533(17) 0.07586(18) 0.13002(9) 0.0618(6) Uani 1 1 d . . . H21A H 0.7626 0.0244 0.1285 0.093 Uiso 1 1 calc R . . C411 C 1.1294(3) 0.7781(3) 0.18910(14) 0.0611(8) Uani 1 1 d D . . C412 C 1.2409(4) 0.6751(6) 0.1670(3) 0.0864(18) Uani 0.67 1 d PD A 1 H41A H 1.2431 0.5816 0.1882 0.130 Uiso 0.67 1 calc PR A 1 H41B H 1.3173 0.7277 0.1736 0.130 Uiso 0.67 1 calc PR A 1 H41C H 1.2286 0.6547 0.1259 0.130 Uiso 0.67 1 calc PR A 1 C413 C 1.1575(6) 0.7963(7) 0.2535(3) 0.0778(18) Uani 0.67 1 d PD A 1 H41D H 1.1516 0.6999 0.2724 0.117 Uiso 0.67 1 calc PR A 1 H41E H 1.0996 0.8650 0.2697 0.117 Uiso 0.67 1 calc PR A 1 H41F H 1.2393 0.8355 0.2595 0.117 Uiso 0.67 1 calc PR A 1 C414 C 1.1336(5) 0.9195(6) 0.1551(3) 0.0853(18) Uani 0.67 1 d PD A 1 H41G H 1.1162 0.8981 0.1145 0.128 Uiso 0.67 1 calc PR A 1 H41H H 1.2140 0.9637 0.1597 0.128 Uiso 0.67 1 calc PR A 1 H41I H 1.0734 0.9889 0.1690 0.128 Uiso 0.67 1 calc PR A 1 C417 C 1.1859(11) 0.7796(16) 0.1304(5) 0.109(5) Uani 0.33 1 d PD A 2 H41J H 1.1272 0.8172 0.1016 0.164 Uiso 0.33 1 calc PR A 2 H41K H 1.2097 0.6789 0.1202 0.164 Uiso 0.33 1 calc PR A 2 H41L H 1.2571 0.8438 0.1318 0.164 Uiso 0.33 1 calc PR A 2 C416 C 1.0993(10) 0.9565(10) 0.2028(6) 0.096(4) Uani 0.33 1 d PD A 2 H41M H 1.0588 1.0014 0.1691 0.144 Uiso 0.33 1 calc PR A 2 H41N H 1.1748 1.0092 0.2118 0.144 Uiso 0.33 1 calc PR A 2 H41O H 1.0468 0.9629 0.2355 0.144 Uiso 0.33 1 calc PR A 2 C415 C 1.2054(14) 0.7202(17) 0.2387(7) 0.116(6) Uani 0.33 1 d PD A 2 H41P H 1.1627 0.7340 0.2743 0.174 Uiso 0.33 1 calc PR A 2 H41Q H 1.2820 0.7742 0.2411 0.174 Uiso 0.33 1 calc PR A 2 H41R H 1.2212 0.6146 0.2330 0.174 Uiso 0.33 1 calc PR A 2 C611 C 0.6669(2) 0.7870(3) 0.19725(12) 0.0513(7) Uani 1 1 d . . . H61A H 0.6000 0.7171 0.2035 0.062 Uiso 1 1 calc R . . H61B H 0.6813 0.8435 0.2332 0.062 Uiso 1 1 calc R . . N612 N 0.62867(19) 0.8939(2) 0.14987(9) 0.0464(6) Uani 1 1 d . . . C613 C 0.5339(3) 0.9946(3) 0.17190(13) 0.0580(7) Uani 1 1 d . . . H61H H 0.5084 1.0645 0.1418 0.087 Uiso 1 1 calc R . . H61I H 0.5667 1.0493 0.2052 0.087 Uiso 1 1 calc R . . H61J H 0.4645 0.9359 0.1832 0.087 Uiso 1 1 calc R . . C614 C 0.5831(3) 0.8091(3) 0.09777(11) 0.0520(7) Uani 1 1 d . . . H61F H 0.5150 0.7456 0.1087 0.062 Uiso 1 1 calc R . . H61G H 0.6481 0.7435 0.0848 0.062 Uiso 1 1 calc R . . C615 C 0.5411(2) 0.9088(3) 0.04760(11) 0.0487(7) Uani 1 1 d . . . C616 C 0.4186(3) 0.9079(3) 0.02727(12) 0.0552(7) Uani 1 1 d . . . H616 H 0.3627 0.8455 0.0453 0.066 Uiso 1 1 calc R . . C617 C 0.6216(3) 1.0026(3) 0.01908(12) 0.0545(7) Uani 1 1 d . . . H617 H 0.7040 1.0053 0.0314 0.065 Uiso 1 1 calc R . . H11A H 0.681(3) 0.380(4) 0.1604(14) 0.081(10) Uiso 1 1 d . . . C12 C 0.1539(4) 0.3033(5) 0.02101(19) 0.0908(12) Uani 1 1 d . . . C22 C 0.2322(5) 0.2611(5) 0.0670(2) 0.1078(15) Uani 1 1 d . . . H22A H 0.2151 0.1785 0.0904 0.129 Uiso 1 1 calc R . . C32 C 0.3428(6) 0.3512(6) 0.0772(2) 0.1237(17) Uani 1 1 d . . . H32 H 0.4003 0.3268 0.1068 0.148 Uiso 1 1 calc R . . C42 C 0.3591(5) 0.4750(6) 0.0411(3) 0.1220(18) Uani 1 1 d . . . H42A H 0.4280 0.5365 0.0462 0.146 Uiso 1 1 calc R . . C52 C 0.2732(8) 0.5051(7) -0.0019(3) 0.136(2) Uani 1 1 d . . . H52A H 0.2847 0.5879 -0.0262 0.164 Uiso 1 1 calc R . . C62 C 0.1773(6) 0.4237(6) -0.0103(2) 0.1211(18) Uani 1 1 d . . . H62A H 0.1212 0.4510 -0.0401 0.145 Uiso 1 1 calc R . . C121 C 0.0447(6) 0.2091(8) 0.0068(3) 0.179(3) Uani 1 1 d . . . H12A H -0.0018 0.2535 -0.0253 0.268 Uiso 1 1 calc R . . H12B H -0.0057 0.2030 0.0403 0.268 Uiso 1 1 calc R . . H12C H 0.0706 0.1095 -0.0039 0.268 Uiso 1 1 calc 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 O11 0.0545(11) 0.0406(10) 0.0614(13) -0.0012(8) 0.0023(9) -0.0036(8) C11 0.0535(15) 0.0387(12) 0.0404(14) 0.0035(10) -0.0006(11) -0.0069(10) C21 0.0532(15) 0.0349(11) 0.0417(15) 0.0053(10) -0.0011(11) -0.0008(10) C31 0.0538(15) 0.0441(13) 0.0470(16) 0.0088(11) 0.0012(12) -0.0019(11) C41 0.0590(17) 0.0437(13) 0.0476(16) 0.0096(11) -0.0028(12) -0.0095(11) C51 0.0706(18) 0.0345(12) 0.0465(16) 0.0054(11) 0.0014(13) -0.0062(12) C61 0.0613(16) 0.0365(12) 0.0386(14) 0.0041(10) 0.0023(12) -0.0001(11) C211 0.0611(16) 0.0365(12) 0.0551(17) 0.0039(11) 0.0033(13) -0.0002(11) N212 0.0678(14) 0.0331(10) 0.0518(14) -0.0007(9) 0.0004(11) -0.0013(9) O213 0.0684(12) 0.0351(9) 0.0823(15) -0.0048(9) 0.0070(10) -0.0007(8) C411 0.0600(18) 0.0532(15) 0.070(2) 0.0050(14) -0.0027(15) -0.0180(13) C412 0.055(3) 0.066(3) 0.139(6) -0.007(3) 0.014(3) -0.009(2) C413 0.072(4) 0.093(5) 0.068(4) 0.007(3) -0.020(3) -0.032(3) C414 0.071(3) 0.069(3) 0.115(5) 0.039(3) -0.007(3) -0.023(3) C417 0.085(8) 0.138(11) 0.106(10) -0.027(9) 0.028(7) -0.062(8) C416 0.074(7) 0.064(6) 0.148(13) -0.006(7) -0.023(8) -0.034(5) C415 0.082(11) 0.108(12) 0.155(18) 0.036(11) -0.044(11) -0.028(8) C611 0.0674(17) 0.0414(13) 0.0454(15) 0.0002(11) 0.0055(12) 0.0013(12) N612 0.0590(13) 0.0364(10) 0.0435(12) -0.0041(9) 0.0002(10) 0.0039(9) C613 0.0648(18) 0.0500(14) 0.0594(18) -0.0089(13) 0.0067(14) 0.0088(13) C614 0.0704(18) 0.0382(13) 0.0473(16) -0.0058(11) -0.0001(13) 0.0002(11) C615 0.0607(16) 0.0394(12) 0.0461(15) -0.0039(11) 0.0021(13) 0.0029(11) C616 0.0614(18) 0.0523(15) 0.0519(17) 0.0033(13) 0.0013(13) -0.0065(12) C617 0.0543(16) 0.0550(15) 0.0541(17) 0.0022(13) -0.0022(13) -0.0001(12) C12 0.118(3) 0.092(3) 0.063(3) -0.014(2) 0.013(2) 0.010(2) C22 0.171(5) 0.065(2) 0.090(3) 0.011(2) 0.037(3) 0.024(3) C32 0.162(5) 0.102(4) 0.106(4) -0.020(3) 0.000(3) 0.050(4) C42 0.139(5) 0.093(3) 0.136(5) -0.057(4) 0.029(4) -0.016(3) C52 0.200(7) 0.109(4) 0.104(5) -0.004(4) 0.056(5) -0.007(4) C62 0.189(6) 0.112(4) 0.064(3) 0.012(3) 0.028(3) 0.027(4) C121 0.151(5) 0.230(7) 0.156(6) -0.093(5) 0.026(4) -0.020(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O11 C11 1.358(3) . ? C11 C61 1.401(3) . ? C11 C21 1.406(3) . ? C21 C31 1.398(3) . ? C21 C211 1.451(3) . ? C31 C41 1.384(3) . ? C41 C51 1.394(4) . ? C41 C411 1.527(4) . ? C51 C61 1.393(3) . ? C61 C611 1.508(3) . ? C211 N212 1.281(3) . ? N212 O213 1.395(2) . ? C411 C415 1.471(11) . ? C411 C414 1.476(5) . ? C411 C417 1.497(9) . ? C411 C413 1.502(6) . ? C411 C412 1.614(5) . ? C411 C416 1.645(9) . ? C611 N612 1.487(3) . ? N612 C613 1.466(3) . ? N612 C614 1.478(3) . ? C614 C615 1.506(3) . ? C615 C617 1.387(4) . ? C615 C616 1.395(4) . ? C616 C617 1.382(4) 3_675 ? C617 C616 1.382(4) 3_675 ? C12 C62 1.315(6) . ? C12 C22 1.380(6) . ? C12 C121 1.478(7) . ? C22 C32 1.455(7) . ? C32 C42 1.388(7) . ? C42 C52 1.358(8) . ? C52 C62 1.276(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 C11 C61 118.8(2) . . ? O11 C11 C21 121.7(2) . . ? C61 C11 C21 119.5(2) . . ? C31 C21 C11 119.5(2) . . ? C31 C21 C211 117.5(2) . . ? C11 C21 C211 123.0(2) . . ? C41 C31 C21 122.5(2) . . ? C31 C41 C51 116.2(2) . . ? C31 C41 C411 122.4(2) . . ? C51 C41 C411 121.3(2) . . ? C61 C51 C41 124.0(2) . . ? C51 C61 C11 118.2(2) . . ? C51 C61 C611 119.2(2) . . ? C11 C61 C611 122.5(2) . . ? N212 C211 C21 122.2(2) . . ? C211 N212 O213 110.6(2) . . ? C415 C411 C414 132.4(7) . . ? C415 C411 C417 117.1(8) . . ? C414 C411 C417 59.9(6) . . ? C415 C411 C413 36.2(6) . . ? C414 C411 C413 114.7(4) . . ? C417 C411 C413 143.4(5) . . ? C415 C411 C41 113.1(6) . . ? C414 C411 C41 112.7(3) . . ? C417 C411 C41 106.2(4) . . ? C413 C411 C41 108.5(3) . . ? C415 C411 C412 68.7(7) . . ? C414 C411 C412 106.0(4) . . ? C417 C411 C412 52.1(6) . . ? C413 C411 C412 103.9(4) . . ? C41 C411 C412 110.7(3) . . ? C415 C411 C416 107.4(7) . . ? C414 C411 C416 45.3(5) . . ? C417 C411 C416 104.7(7) . . ? C413 C411 C416 75.3(5) . . ? C41 C411 C416 107.7(4) . . ? C412 C411 C416 139.4(5) . . ? N612 C611 C61 114.03(19) . . ? C613 N612 C614 111.5(2) . . ? C613 N612 C611 108.54(19) . . ? C614 N612 C611 109.92(18) . . ? N612 C614 C615 113.56(19) . . ? C617 C615 C616 117.3(2) . . ? C617 C615 C614 122.1(2) . . ? C616 C615 C614 120.6(2) . . ? C617 C616 C615 121.6(2) 3_675 . ? C616 C617 C615 121.1(3) 3_675 . ? C62 C12 C22 120.5(5) . . ? C62 C12 C121 120.5(6) . . ? C22 C12 C121 118.9(5) . . ? C12 C22 C32 117.2(4) . . ? C42 C32 C22 117.4(5) . . ? C52 C42 C32 119.1(6) . . ? C62 C52 C42 122.3(6) . . ? C52 C62 C12 123.4(6) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 66.59 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.263 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.049 # Attachment '- metal_only.cif' data_rl6 _database_code_depnum_ccdc_archive 'CCDC 824382' #TrackingRef '- metal_only.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C68 H84 Cu2 N8 O8), 0.5(C2 H2 Cl6)' _chemical_formula_sum 'C137 H169 Cl3 Cu4 N16 O16' _chemical_formula_weight 2656.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4781(3) _cell_length_b 14.4375(3) _cell_length_c 25.0402(18) _cell_angle_alpha 93.474(7) _cell_angle_beta 98.589(7) _cell_angle_gamma 113.012(8) _cell_volume 3744.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 19842 _cell_measurement_theta_min 6.6 _cell_measurement_theta_max 72.0 _exptl_crystal_description Platelet _exptl_crystal_colour Green _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.178 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1398 _exptl_absorpt_coefficient_mu 1.620 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.389 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; Rigaku CrystalClear-SM Expert 2.0 rc14 ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Rigaku CrystalClear-SM Expert 2.0 rc14 ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_area_resol_mean 10.0000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48836 _diffrn_reflns_av_R_equivalents 0.0583 _diffrn_reflns_av_sigmaI/netI 0.0686 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 6.57 _diffrn_reflns_theta_max 62.38 _reflns_number_total 11657 _reflns_number_gt 8137 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; Rigaku CrystalClear-SM Expert 2.0 rc14 ; _computing_cell_refinement ; Rigaku CrystalClear-SM Expert 2.0 rc14 ; _computing_data_reduction ; Rigaku CrystalClear-SM Expert 2.0 rc14 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details . # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 1.000 1.000 357 44 ' ' 2 0.139 0.735 0.207 18 2 ' ' 3 0.322 0.136 0.506 10 0 ' ' 4 0.678 0.864 0.494 10 0 ' ' 5 0.860 0.265 0.793 18 1 ' ' _platon_squeeze_details ; 47 electrons per cell were squeezed. This corresponds approximately to an iso-propyl molecule per cell (56 e-). Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. #============================================================ >>> The Following Model and Quality ALERTS were generated <<< #============================================================ Format: alert-number_ALERT_alert-type_alert-level text 910_ALERT_3_A # Missing FCF Reflections Below Th(Min) ........ 23 #============================================================================== 023_ALERT_3_C Resolution (too) Low [sin(theta)/Lambda < 0.6].. 62.38 Deg. 029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98 230_ALERT_2_C Hirshfeld Test Diff for N8 -- C39 .. 6.24 su 230_ALERT_2_C Hirshfeld Test Diff for C33 -- C44 .. 6.51 su 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C42 341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 7 911_ALERT_3_C # Missing FCF Refl Between THmin & STh/L= 0.575 225 #==============================================================================\ Noted ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1503P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11657 _refine_ls_number_parameters 812 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0761 _refine_ls_wR_factor_ref 0.2462 _refine_ls_wR_factor_gt 0.2241 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.47020(6) 0.24548(4) 0.25890(2) 0.0388(2) Uani 1 1 d . . . O1 O 1.2340(3) 0.3675(2) 0.21358(12) 0.0420(7) Uani 1 1 d . . . C1 C 1.5746(6) 0.8212(4) 0.3239(2) 0.0793(18) Uani 1 1 d . . . H1A H 1.6328 0.7893 0.3334 0.119 Uiso 1 1 calc R . . H1B H 1.6094 0.8884 0.3435 0.119 Uiso 1 1 calc R . . H1C H 1.5632 0.8251 0.2854 0.119 Uiso 1 1 calc R . . N1 N 0.4493(3) 0.3041(3) 0.08666(15) 0.0396(9) Uani 1 1 d . . . Cu2 Cu 1.17509(6) 0.23690(4) 0.23329(3) 0.0402(2) Uani 1 1 d . . . C2 C 0.9759(4) 0.0070(3) 0.17310(18) 0.0397(10) Uani 1 1 d . . . N2 N 0.6034(3) 0.1812(2) 0.42784(14) 0.0396(9) Uani 1 1 d . . . O5 O 0.3832(3) 0.2180(2) 0.18656(11) 0.0390(7) Uani 1 1 d . . . C3 C 0.7401(4) 0.3938(3) 0.04779(19) 0.0446(11) Uani 1 1 d . . . H3A H 0.7023 0.3979 0.0130 0.053 Uiso 1 1 calc R . . N3 N 1.1558(3) 0.4718(3) 0.12981(14) 0.0383(8) Uani 1 1 d . . . C4 C 0.8140(5) -0.3568(4) 0.1450(2) 0.0672(16) Uani 1 1 d . . . H4A H 0.8624 -0.3579 0.1795 0.101 Uiso 1 1 calc R . . H4B H 0.8702 -0.3378 0.1191 0.101 Uiso 1 1 calc R . . H4C H 0.7469 -0.4231 0.1324 0.101 Uiso 1 1 calc R . . C5 C 0.9287(4) 0.4506(3) 0.11958(19) 0.0427(11) Uani 1 1 d . . . C6 C 0.8732(5) 0.0902(4) 0.3516(2) 0.0510(12) Uani 1 1 d . . . H6A H 0.8885 0.0929 0.3162 0.061 Uiso 1 1 calc R . . C7 C 0.2207(5) -0.1406(4) -0.0088(2) 0.0566(13) Uani 1 1 d . . . H7A H 0.2260 -0.0816 -0.0258 0.085 Uiso 1 1 calc R . . H7B H 0.1773 -0.2000 -0.0352 0.085 Uiso 1 1 calc R . . H7C H 0.3059 -0.1348 0.0056 0.085 Uiso 1 1 calc R . . C8 C 0.1385(6) -0.2450(3) 0.0641(2) 0.0630(15) Uani 1 1 d . . . H8A H 0.2243 -0.2393 0.0772 0.095 Uiso 1 1 calc R . . H8B H 0.0936 -0.3040 0.0375 0.095 Uiso 1 1 calc R . . H8C H 0.0936 -0.2511 0.0941 0.095 Uiso 1 1 calc R . . C9 C 0.6782(5) -0.2801(4) 0.0954(2) 0.0693(16) Uani 1 1 d . . . H9A H 0.6385 -0.2330 0.0985 0.104 Uiso 1 1 calc R . . H9B H 0.6128 -0.3470 0.0828 0.104 Uiso 1 1 calc R . . H9C H 0.7357 -0.2605 0.0700 0.104 Uiso 1 1 calc R . . C10 C 1.3505(6) 0.8098(4) 0.3238(2) 0.0680(16) Uani 1 1 d . . . H10A H 1.2690 0.7698 0.3331 0.102 Uiso 1 1 calc R . . H10B H 1.3391 0.8144 0.2855 0.102 Uiso 1 1 calc R . . H10C H 1.3847 0.8767 0.3438 0.102 Uiso 1 1 calc R . . C11 C 1.0684(4) 0.5178(3) 0.1421(2) 0.0501(12) Uani 1 1 d . . . H11A H 1.0907 0.5815 0.1270 0.060 Uiso 1 1 calc R . . H11B H 1.0798 0.5327 0.1813 0.060 Uiso 1 1 calc R . . C12 C 0.8584(4) -0.1761(3) 0.17362(19) 0.0426(11) Uani 1 1 d . . . O6 O 0.5298(3) 0.2703(2) 0.33352(12) 0.0474(8) Uani 1 1 d . . . C13 C 0.8812(5) 0.0219(4) 0.43545(19) 0.0509(12) Uani 1 1 d . . . H13A H 0.9014 -0.0216 0.4573 0.061 Uiso 1 1 calc R . . O2 O 1.1374(3) 0.1063(2) 0.25141(12) 0.0408(7) Uani 1 1 d . . . C14 C 0.7427(4) 0.2227(3) 0.4479(2) 0.0492(12) Uani 1 1 d . . . H14A H 0.7597 0.2303 0.4874 0.059 Uiso 1 1 calc R . . H14B H 0.7825 0.2894 0.4367 0.059 Uiso 1 1 calc R . . C15 C 0.6740(5) 0.6466(4) 0.5118(2) 0.0560(13) Uani 1 1 d . . . H15A H 0.7131 0.7055 0.5388 0.084 Uiso 1 1 calc R . . H15B H 0.6373 0.5872 0.5293 0.084 Uiso 1 1 calc R . . H15C H 0.6075 0.6532 0.4862 0.084 Uiso 1 1 calc R . . C16 C 0.9002(4) 0.0212(3) 0.38201(18) 0.0404(10) Uani 1 1 d . . . C17 C 1.1518(4) 0.4571(3) 0.07119(18) 0.0470(11) Uani 1 1 d . . . H17A H 1.0652 0.4154 0.0530 0.070 Uiso 1 1 calc R . . H17B H 1.2075 0.4244 0.0642 0.070 Uiso 1 1 calc R . . H17C H 1.1800 0.5217 0.0579 0.070 Uiso 1 1 calc R . . O8 O 0.4621(3) 0.0735(2) 0.31488(12) 0.0480(8) Uani 1 1 d . . . C18 C 0.9381(4) -0.1631(3) 0.2248(2) 0.0467(12) Uani 1 1 d . . . H18A H 0.9272 -0.2203 0.2422 0.056 Uiso 1 1 calc R . . O3 O 1.0533(3) 0.2549(2) 0.12608(12) 0.0427(7) Uani 1 1 d . . . C19 C 0.7281(4) 0.3185(4) 0.1296(2) 0.0490(12) Uani 1 1 d . . . H19A H 0.6808 0.2728 0.1510 0.059 Uiso 1 1 calc R . . N8 N 0.5464(3) 0.3886(3) 0.24971(14) 0.0375(8) Uani 1 1 d . . . C20 C 0.8687(4) 0.4570(3) 0.06846(18) 0.0423(11) Uani 1 1 d . . . H20A H 0.9151 0.5043 0.0476 0.051 Uiso 1 1 calc R . . C21 C 0.8357(5) 0.7330(3) 0.45534(19) 0.0550(13) Uani 1 1 d . . . H21A H 0.8759 0.7908 0.4830 0.082 Uiso 1 1 calc R . . H21B H 0.7696 0.7415 0.4304 0.082 Uiso 1 1 calc R . . H21C H 0.8991 0.7271 0.4360 0.082 Uiso 1 1 calc R . . C22 C 0.7758(4) 0.6367(3) 0.48200(18) 0.0446(11) Uani 1 1 d . . . C23 C 0.8830(4) -0.0888(3) 0.14877(18) 0.0429(11) Uani 1 1 d . . . H23A H 0.8357 -0.0940 0.1143 0.051 Uiso 1 1 calc R . . C24 C 1.1084(4) -0.0608(3) 0.30653(18) 0.0409(11) Uani 1 1 d . . . H24A H 1.0900 -0.1281 0.3169 0.049 Uiso 1 1 calc R . . H24B H 1.1995 -0.0290 0.3054 0.049 Uiso 1 1 calc R . . C25 C 0.2127(4) -0.0521(3) 0.07989(18) 0.0386(10) Uani 1 1 d . . . C26 C 0.8820(5) 0.6280(4) 0.5230(2) 0.0646(15) Uani 1 1 d . . . H26A H 0.9215 0.6880 0.5492 0.097 Uiso 1 1 calc R . . H26B H 0.9457 0.6206 0.5043 0.097 Uiso 1 1 calc R . . H26C H 0.8458 0.5697 0.5413 0.097 Uiso 1 1 calc R . . C27 C 0.0092(5) -0.1594(4) 0.0156(2) 0.0561(13) Uani 1 1 d . . . H27A H 0.0135 -0.1000 -0.0008 0.084 Uiso 1 1 calc R . . H27B H -0.0381 -0.1665 0.0447 0.084 Uiso 1 1 calc R . . H27C H -0.0333 -0.2182 -0.0114 0.084 Uiso 1 1 calc R . . N4 N 1.0789(3) -0.0010(3) 0.34741(14) 0.0385(8) Uani 1 1 d . . . C28 C 0.8240(5) 0.1548(4) 0.3727(2) 0.0534(13) Uani 1 1 d . . . H28A H 0.8055 0.1996 0.3513 0.064 Uiso 1 1 calc R . . C29 C 0.4605(4) 0.4005(3) 0.06746(19) 0.0433(11) Uani 1 1 d . . . H29A H 0.4100 0.4274 0.0854 0.065 Uiso 1 1 calc R . . H29B H 0.4297 0.3895 0.0288 0.065 Uiso 1 1 calc R . . H29C H 0.5492 0.4478 0.0756 0.065 Uiso 1 1 calc R . . O7 O 0.5393(3) 0.4183(2) 0.19818(12) 0.0481(8) Uani 1 1 d . . . C30 C 0.2911(4) 0.1327(3) 0.09747(17) 0.0349(10) Uani 1 1 d . . . C31 C 1.3896(4) 0.6520(3) 0.30749(19) 0.0425(11) Uani 1 1 d . . . N7 N 0.4258(3) 0.1023(3) 0.26478(14) 0.0390(9) Uani 1 1 d . . . C32 C 0.6599(5) -0.3134(4) 0.1909(2) 0.0549(13) Uani 1 1 d . . . H32A H 0.7060 -0.3136 0.2261 0.082 Uiso 1 1 calc R . . H32B H 0.5955 -0.3804 0.1776 0.082 Uiso 1 1 calc R . . H32C H 0.6191 -0.2670 0.1937 0.082 Uiso 1 1 calc R . . C33 C 0.2539(4) -0.0532(3) 0.13440(19) 0.0438(11) Uani 1 1 d . . . H33A H 0.2402 -0.1153 0.1469 0.053 Uiso 1 1 calc R . . N6 N 1.2398(4) 0.2872(3) 0.31067(15) 0.0463(10) Uani 1 1 d . . . C34 C 0.8021(4) 0.1532(3) 0.42589(19) 0.0447(11) Uani 1 1 d . . . C35 C 0.5508(4) 0.2548(3) 0.44372(18) 0.0404(10) Uani 1 1 d . . . H35A H 0.5658 0.2667 0.4832 0.049 Uiso 1 1 calc R . . H35B H 0.4583 0.2246 0.4308 0.049 Uiso 1 1 calc R . . C36 C 0.2336(4) 0.0434(3) 0.06307(17) 0.0359(10) Uani 1 1 d . . . H36A H 0.2066 0.0459 0.0265 0.043 Uiso 1 1 calc R . . C37 C 0.3118(4) 0.2334(3) 0.07726(18) 0.0399(10) Uani 1 1 d . . . H37A H 0.2767 0.2217 0.0386 0.048 Uiso 1 1 calc R . . H37B H 0.2650 0.2647 0.0956 0.048 Uiso 1 1 calc R . . C38 C 0.6660(4) 0.4444(3) 0.45737(18) 0.0403(10) Uani 1 1 d . . . H38A H 0.6771 0.4412 0.4947 0.048 Uiso 1 1 calc R . . N5 N 1.0612(3) 0.1867(3) 0.16244(14) 0.0378(8) Uani 1 1 d . . . C39 C 0.6061(4) 0.4635(3) 0.28958(19) 0.0442(11) Uani 1 1 d . . . H39A H 0.6372 0.5289 0.2801 0.053 Uiso 1 1 calc R . . C40 C 0.8321(4) 0.0875(3) 0.45645(19) 0.0480(12) Uani 1 1 d . . . H40A H 0.8193 0.0866 0.4923 0.058 Uiso 1 1 calc R . . C41 C 1.1725(5) 0.0220(4) 0.3990(2) 0.0559(13) Uani 1 1 d . . . H41A H 1.1522 0.0610 0.4257 0.084 Uiso 1 1 calc R . . H41B H 1.2579 0.0602 0.3928 0.084 Uiso 1 1 calc R . . H41C H 1.1682 -0.0402 0.4120 0.084 Uiso 1 1 calc R . . C42 C 1.4452(5) 0.7592(3) 0.33866(19) 0.0466(11) Uani 1 1 d . . . C43 C 0.7541(5) -0.2800(3) 0.1514(2) 0.0501(12) Uani 1 1 d . . . C44 C 0.3161(4) 0.0364(3) 0.17200(17) 0.0354(10) Uani 1 1 d . . . C45 C 0.9871(4) 0.0926(3) 0.14375(18) 0.0407(10) Uani 1 1 d . . . H45A H 0.9376 0.0792 0.1090 0.049 Uiso 1 1 calc R . . C46 C 1.4677(6) 0.7592(4) 0.40056(19) 0.0609(14) Uani 1 1 d . . . H46A H 1.3874 0.7209 0.4113 0.091 Uiso 1 1 calc R . . H46B H 1.5022 0.8278 0.4183 0.091 Uiso 1 1 calc R . . H46C H 1.5275 0.7291 0.4108 0.091 Uiso 1 1 calc R . . C47 C 0.8558(5) 0.3779(3) 0.14944(19) 0.0469(11) Uani 1 1 d . . . H47A H 0.8944 0.3698 0.1832 0.056 Uiso 1 1 calc R . . C48 C 1.3669(4) 0.5647(3) 0.33201(19) 0.0436(11) Uani 1 1 d . . . H48A H 1.3879 0.5708 0.3698 0.052 Uiso 1 1 calc R . . C49 C 0.5256(4) 0.2618(3) 0.05885(19) 0.0426(11) Uani 1 1 d . . . H49A H 0.5046 0.2616 0.0198 0.051 Uiso 1 1 calc R . . H49B H 0.5044 0.1922 0.0659 0.051 Uiso 1 1 calc R . . C50 C 1.0502(4) 0.0165(3) 0.22424(19) 0.0401(11) Uani 1 1 d . . . C51 C 1.3133(4) 0.4669(3) 0.30210(18) 0.0395(10) Uani 1 1 d . . . C52 C 1.3600(4) 0.6390(3) 0.25029(18) 0.0404(10) Uani 1 1 d . . . H52A H 1.3754 0.6963 0.2326 0.048 Uiso 1 1 calc R . . C53 C 1.0315(4) -0.0703(3) 0.25089(18) 0.0401(10) Uani 1 1 d . . . C54 C 0.3334(4) 0.1320(3) 0.15392(18) 0.0378(10) Uani 1 1 d . . . C55 C 0.6278(4) 0.4537(3) 0.34659(17) 0.0378(10) Uani 1 1 d . . . C56 C 0.6681(4) 0.3245(3) 0.07905(19) 0.0446(11) Uani 1 1 d . . . C57 C 0.6906(4) 0.5424(3) 0.38380(18) 0.0414(11) Uani 1 1 d . . . H57A H 0.7188 0.6047 0.3705 0.050 Uiso 1 1 calc R . . C58 C 0.6058(4) 0.3553(3) 0.42283(18) 0.0393(10) Uani 1 1 d . . . C59 C 0.5371(5) 0.0849(3) 0.4477(2) 0.0528(13) Uani 1 1 d . . . H59A H 0.4462 0.0600 0.4339 0.079 Uiso 1 1 calc R . . H59B H 0.5528 0.0948 0.4868 0.079 Uiso 1 1 calc R . . H59C H 0.5687 0.0364 0.4355 0.079 Uiso 1 1 calc R . . C60 C 0.1447(4) -0.1492(3) 0.03792(19) 0.0444(11) Uani 1 1 d . . . C61 C 1.3090(4) 0.5451(3) 0.21923(17) 0.0363(10) Uani 1 1 d . . . C62 C 1.2886(4) 0.5348(3) 0.15777(17) 0.0377(10) Uani 1 1 d . . . H62A H 1.3137 0.6020 0.1466 0.045 Uiso 1 1 calc R . . H62B H 1.3452 0.5058 0.1458 0.045 Uiso 1 1 calc R . . C63 C 0.3617(4) 0.0266(3) 0.22669(18) 0.0395(10) Uani 1 1 d . . . H63A H 0.3442 -0.0385 0.2356 0.047 Uiso 1 1 calc R . . C64 C 0.7122(4) 0.5411(3) 0.43943(19) 0.0418(11) Uani 1 1 d . . . C65 C 0.5866(4) 0.3577(3) 0.36610(19) 0.0423(11) Uani 1 1 d . . . C66 C 0.9485(4) -0.0497(3) 0.35623(19) 0.0461(11) Uani 1 1 d . . . H66A H 0.9438 -0.1022 0.3793 0.055 Uiso 1 1 calc R . . H66B H 0.8922 -0.0825 0.3215 0.055 Uiso 1 1 calc R . . O4 O 1.2250(3) 0.2196(2) 0.34872(12) 0.0559(9) Uani 1 1 d . . . C68 C 1.2918(5) 0.3827(3) 0.33264(19) 0.0461(11) Uani 1 1 d . . . H68A H 1.3163 0.3965 0.3704 0.055 Uiso 1 1 calc R . . C67 C 1.2834(4) 0.4564(3) 0.24489(18) 0.0388(10) Uani 1 1 d . . . C100 C 1.0456(9) 0.5355(6) 0.3262(4) 0.047(2) Uani 0.50 1 d P . . H10D H 1.1290 0.5515 0.3151 0.056 Uiso 0.50 1 calc PR . . Cl1 Cl 0.9576(3) 0.5836(2) 0.28356(12) 0.0707(8) Uani 0.50 1 d P . . Cl2 Cl 1.0733(3) 0.5952(2) 0.39514(11) 0.0658(7) Uani 0.50 1 d P . . Cl3 Cl 0.9702(3) 0.4065(2) 0.32519(15) 0.0849(10) Uani 0.50 1 d P . . 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 0.0467(4) 0.0298(4) 0.0319(4) 0.0024(3) 0.0029(3) 0.0088(3) O1 0.0486(18) 0.0339(17) 0.0339(18) -0.0014(14) -0.0011(14) 0.0106(14) C1 0.068(4) 0.062(4) 0.063(4) -0.009(3) 0.009(3) -0.017(3) N1 0.039(2) 0.0320(19) 0.043(2) 0.0071(17) 0.0095(17) 0.0079(16) Cu2 0.0457(4) 0.0326(4) 0.0348(4) 0.0029(3) -0.0003(3) 0.0109(3) C2 0.044(2) 0.038(2) 0.033(3) 0.005(2) 0.009(2) 0.012(2) N2 0.044(2) 0.0289(19) 0.039(2) 0.0024(16) 0.0006(17) 0.0104(17) O5 0.0462(17) 0.0292(16) 0.0294(17) -0.0031(13) -0.0017(14) 0.0064(14) C3 0.042(3) 0.047(3) 0.038(3) 0.002(2) 0.005(2) 0.012(2) N3 0.040(2) 0.038(2) 0.032(2) 0.0032(16) 0.0047(17) 0.0117(17) C4 0.063(3) 0.037(3) 0.081(4) -0.021(3) 0.004(3) 0.007(3) C5 0.039(2) 0.039(3) 0.045(3) -0.001(2) 0.003(2) 0.013(2) C6 0.055(3) 0.055(3) 0.039(3) 0.013(2) 0.010(2) 0.016(3) C7 0.065(3) 0.051(3) 0.047(3) -0.011(2) 0.002(3) 0.022(3) C8 0.080(4) 0.037(3) 0.055(3) -0.006(2) -0.001(3) 0.012(3) C9 0.068(4) 0.047(3) 0.057(4) 0.004(3) -0.005(3) -0.008(3) C10 0.091(4) 0.045(3) 0.062(4) -0.001(3) -0.002(3) 0.028(3) C11 0.048(3) 0.044(3) 0.057(3) 0.010(2) 0.010(2) 0.018(2) C12 0.044(3) 0.035(2) 0.044(3) 0.007(2) 0.010(2) 0.010(2) O6 0.068(2) 0.0289(16) 0.0331(18) -0.0003(14) 0.0016(16) 0.0103(15) C13 0.054(3) 0.049(3) 0.042(3) 0.011(2) 0.000(2) 0.016(2) O2 0.0396(16) 0.0348(17) 0.0394(18) 0.0060(14) 0.0009(14) 0.0081(14) C14 0.045(3) 0.043(3) 0.051(3) -0.001(2) -0.002(2) 0.014(2) C15 0.077(4) 0.043(3) 0.041(3) -0.006(2) 0.006(3) 0.020(3) C16 0.044(3) 0.030(2) 0.033(3) -0.0055(19) 0.003(2) 0.003(2) C17 0.050(3) 0.051(3) 0.032(3) 0.004(2) 0.001(2) 0.014(2) O8 0.069(2) 0.0359(17) 0.0302(18) 0.0064(14) -0.0026(16) 0.0152(16) C18 0.055(3) 0.035(3) 0.051(3) 0.014(2) 0.017(2) 0.016(2) O3 0.0506(18) 0.0347(16) 0.0355(18) 0.0053(14) 0.0013(15) 0.0119(14) C19 0.040(3) 0.054(3) 0.049(3) 0.017(2) 0.008(2) 0.013(2) N8 0.047(2) 0.033(2) 0.024(2) -0.0011(16) -0.0010(17) 0.0109(17) C20 0.043(3) 0.042(3) 0.034(3) 0.005(2) 0.002(2) 0.011(2) C21 0.073(3) 0.030(2) 0.039(3) -0.010(2) -0.008(3) 0.005(2) C22 0.054(3) 0.035(2) 0.030(3) -0.009(2) -0.008(2) 0.009(2) C23 0.044(3) 0.041(3) 0.034(3) 0.001(2) 0.006(2) 0.009(2) C24 0.044(2) 0.029(2) 0.045(3) 0.008(2) 0.005(2) 0.011(2) C25 0.046(3) 0.033(2) 0.033(3) 0.000(2) 0.006(2) 0.013(2) C26 0.063(3) 0.049(3) 0.057(4) 0.002(3) -0.018(3) 0.007(3) C27 0.054(3) 0.048(3) 0.051(3) -0.010(2) 0.002(3) 0.009(2) N4 0.041(2) 0.034(2) 0.032(2) 0.0034(16) 0.0003(17) 0.0086(17) C28 0.061(3) 0.049(3) 0.051(3) 0.019(3) 0.012(3) 0.021(3) C29 0.047(3) 0.033(2) 0.043(3) 0.001(2) 0.004(2) 0.011(2) O7 0.061(2) 0.0403(18) 0.0312(18) 0.0124(14) 0.0045(15) 0.0089(16) C30 0.033(2) 0.032(2) 0.032(2) 0.0035(19) 0.0034(19) 0.0067(19) C31 0.043(3) 0.037(3) 0.040(3) 0.001(2) 0.004(2) 0.011(2) N7 0.044(2) 0.039(2) 0.029(2) 0.0067(17) 0.0031(17) 0.0122(17) C32 0.055(3) 0.041(3) 0.052(3) 0.005(2) 0.004(3) 0.005(2) C33 0.047(3) 0.039(3) 0.044(3) 0.011(2) 0.009(2) 0.015(2) N6 0.062(3) 0.036(2) 0.036(2) 0.0096(18) 0.0040(19) 0.0160(19) C34 0.045(3) 0.034(2) 0.044(3) -0.002(2) 0.003(2) 0.007(2) C35 0.050(3) 0.029(2) 0.031(3) -0.0062(19) 0.001(2) 0.009(2) C36 0.037(2) 0.038(2) 0.022(2) -0.0030(19) 0.0006(19) 0.008(2) C37 0.037(2) 0.037(2) 0.041(3) 0.003(2) 0.007(2) 0.010(2) C38 0.042(2) 0.039(3) 0.033(3) 0.002(2) 0.003(2) 0.011(2) N5 0.043(2) 0.035(2) 0.033(2) 0.0063(16) 0.0057(17) 0.0134(17) C39 0.048(3) 0.038(3) 0.044(3) 0.012(2) 0.009(2) 0.013(2) C40 0.058(3) 0.051(3) 0.034(3) 0.004(2) 0.004(2) 0.022(3) C41 0.064(3) 0.053(3) 0.043(3) 0.012(2) 0.000(3) 0.018(3) C42 0.062(3) 0.032(2) 0.034(3) 0.000(2) 0.003(2) 0.009(2) C43 0.051(3) 0.035(3) 0.050(3) 0.000(2) 0.009(2) 0.002(2) C44 0.046(2) 0.024(2) 0.030(2) -0.0018(18) 0.007(2) 0.0084(19) C45 0.042(2) 0.039(3) 0.037(3) 0.007(2) 0.007(2) 0.012(2) C46 0.091(4) 0.037(3) 0.041(3) -0.007(2) 0.001(3) 0.018(3) C47 0.055(3) 0.052(3) 0.032(3) 0.010(2) 0.004(2) 0.021(2) C48 0.055(3) 0.042(3) 0.030(3) 0.001(2) 0.001(2) 0.018(2) C49 0.038(2) 0.041(3) 0.044(3) 0.004(2) 0.006(2) 0.012(2) C50 0.039(2) 0.032(2) 0.049(3) 0.008(2) 0.011(2) 0.012(2) C51 0.048(3) 0.030(2) 0.033(3) -0.002(2) -0.001(2) 0.012(2) C52 0.043(2) 0.038(3) 0.033(3) 0.003(2) 0.002(2) 0.011(2) C53 0.042(2) 0.029(2) 0.041(3) 0.003(2) 0.005(2) 0.007(2) C54 0.035(2) 0.035(2) 0.038(3) 0.000(2) 0.004(2) 0.011(2) C55 0.047(3) 0.023(2) 0.032(3) -0.0052(18) 0.002(2) 0.0056(19) C56 0.047(3) 0.039(3) 0.046(3) 0.004(2) 0.015(2) 0.013(2) C57 0.044(3) 0.033(2) 0.039(3) 0.004(2) 0.005(2) 0.008(2) C58 0.041(2) 0.035(2) 0.034(3) 0.004(2) 0.002(2) 0.010(2) C59 0.054(3) 0.039(3) 0.061(3) 0.019(2) 0.010(3) 0.012(2) C60 0.049(3) 0.035(2) 0.037(3) -0.006(2) 0.001(2) 0.009(2) C61 0.038(2) 0.033(2) 0.031(2) -0.0016(19) -0.0001(19) 0.0089(19) C62 0.035(2) 0.033(2) 0.033(3) 0.0019(19) -0.0005(19) 0.0041(19) C63 0.047(3) 0.031(2) 0.032(3) 0.001(2) -0.001(2) 0.011(2) C64 0.043(2) 0.036(2) 0.041(3) -0.001(2) 0.003(2) 0.013(2) C65 0.045(3) 0.040(3) 0.036(3) 0.004(2) 0.006(2) 0.012(2) C66 0.049(3) 0.041(3) 0.036(3) -0.001(2) 0.004(2) 0.008(2) O4 0.080(2) 0.0398(18) 0.0352(19) 0.0120(15) -0.0017(17) 0.0142(17) C68 0.056(3) 0.038(3) 0.034(3) 0.003(2) 0.000(2) 0.012(2) C67 0.038(2) 0.035(2) 0.037(3) 0.004(2) 0.001(2) 0.010(2) C100 0.048(5) 0.037(5) 0.053(6) 0.001(5) 0.002(5) 0.017(4) Cl1 0.0672(16) 0.090(2) 0.073(2) 0.0372(16) 0.0135(15) 0.0461(16) Cl2 0.0804(19) 0.0677(17) 0.0486(16) 0.0045(13) 0.0157(14) 0.0286(15) Cl3 0.087(2) 0.0423(15) 0.105(3) 0.0182(16) 0.0124(19) 0.0061(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O6 1.853(3) . ? Cu1 O5 1.870(3) . ? Cu1 N8 1.947(3) . ? Cu1 N7 1.947(3) . ? O1 C67 1.327(5) . ? O1 Cu2 1.863(3) . ? C1 C42 1.520(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? N1 C29 1.464(5) . ? N1 C49 1.474(5) . ? N1 C37 1.479(5) . ? Cu2 O2 1.863(3) . ? Cu2 N5 1.948(4) . ? Cu2 N6 1.952(4) . ? C2 C50 1.395(6) . ? C2 C23 1.404(6) . ? C2 C45 1.448(5) . ? N2 C59 1.460(5) . ? N2 C14 1.463(5) . ? N2 C35 1.475(5) . ? O5 C54 1.311(5) . ? C3 C56 1.392(6) . ? C3 C20 1.393(6) . ? C3 H3A 0.9300 . ? N3 C11 1.459(5) . ? N3 C17 1.462(5) . ? N3 C62 1.469(5) . ? C4 C43 1.528(7) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C20 1.386(6) . ? C5 C47 1.398(6) . ? C5 C11 1.509(6) . ? C6 C28 1.382(7) . ? C6 C16 1.389(6) . ? C6 H6A 0.9300 . ? C7 C60 1.543(6) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C60 1.548(6) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C43 1.535(7) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C42 1.545(7) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C23 1.388(6) . ? C12 C18 1.415(6) . ? C12 C43 1.512(6) . ? O6 C65 1.325(5) . ? C13 C16 1.388(6) . ? C13 C40 1.391(6) . ? C13 H13A 0.9300 . ? O2 C50 1.349(5) . ? C14 C34 1.535(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C22 1.524(7) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C66 1.498(6) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? O8 N7 1.401(4) . ? C18 C53 1.390(6) . ? C18 H18A 0.9300 . ? O3 N5 1.400(4) . ? C19 C47 1.371(6) . ? C19 C56 1.372(6) . ? C19 H19A 0.9300 . ? N8 C39 1.312(5) . ? N8 O7 1.385(4) . ? C20 H20A 0.9300 . ? C21 C22 1.534(6) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C26 1.522(6) . ? C22 C64 1.542(6) . ? C23 H23A 0.9300 . ? C24 N4 1.461(5) . ? C24 C53 1.501(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C33 1.379(6) . ? C25 C36 1.406(5) . ? C25 C60 1.549(6) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C60 1.518(7) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? N4 C66 1.441(5) . ? N4 C41 1.480(6) . ? C28 C34 1.391(6) . ? C28 H28A 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C36 1.367(5) . ? C30 C54 1.426(6) . ? C30 C37 1.511(5) . ? C31 C48 1.385(6) . ? C31 C52 1.405(6) . ? C31 C42 1.531(6) . ? N7 C63 1.296(5) . ? C32 C43 1.534(6) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C44 1.414(6) . ? C33 H33A 0.9300 . ? N6 C68 1.313(5) . ? N6 O4 1.386(4) . ? C34 C40 1.367(6) . ? C35 C58 1.500(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9300 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C58 1.368(6) . ? C38 C64 1.414(6) . ? C38 H38A 0.9300 . ? N5 C45 1.300(5) . ? C39 C55 1.437(6) . ? C39 H39A 0.9300 . ? C40 H40A 0.9300 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 C46 1.533(6) . ? C44 C63 1.427(6) . ? C44 C54 1.428(5) . ? C45 H45A 0.9300 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? C47 H47A 0.9300 . ? C48 C51 1.410(6) . ? C48 H48A 0.9300 . ? C49 C56 1.514(6) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C53 1.413(5) . ? C51 C67 1.407(6) . ? C51 C68 1.435(6) . ? C52 C61 1.379(5) . ? C52 H52A 0.9300 . ? C55 C57 1.401(6) . ? C55 C65 1.422(6) . ? C57 C64 1.381(6) . ? C57 H57A 0.9300 . ? C58 C65 1.409(6) . ? C59 H59A 0.9600 . ? C59 H59B 0.9600 . ? C59 H59C 0.9600 . ? C61 C67 1.415(5) . ? C61 C62 1.511(6) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 H63A 0.9300 . ? C66 H66A 0.9700 . ? C66 H66B 0.9700 . ? C68 H68A 0.9300 . ? C100 Cl3 1.716(9) . ? C100 Cl1 1.719(9) . ? C100 Cl2 1.808(10) . ? C100 H10D 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Cu1 O5 170.28(14) . . ? O6 Cu1 N8 93.43(14) . . ? O5 Cu1 N8 88.58(13) . . ? O6 Cu1 N7 87.33(14) . . ? O5 Cu1 N7 92.56(13) . . ? N8 Cu1 N7 168.62(15) . . ? C67 O1 Cu2 129.5(3) . . ? C42 C1 H1A 109.5 . . ? C42 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C42 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C29 N1 C49 109.8(3) . . ? C29 N1 C37 109.4(3) . . ? C49 N1 C37 111.7(3) . . ? O1 Cu2 O2 172.19(13) . . ? O1 Cu2 N5 89.31(14) . . ? O2 Cu2 N5 92.65(13) . . ? O1 Cu2 N6 92.60(14) . . ? O2 Cu2 N6 87.88(14) . . ? N5 Cu2 N6 161.96(16) . . ? C50 C2 C23 119.6(4) . . ? C50 C2 C45 123.0(4) . . ? C23 C2 C45 117.4(4) . . ? C59 N2 C14 111.7(3) . . ? C59 N2 C35 110.1(3) . . ? C14 N2 C35 110.2(3) . . ? C54 O5 Cu1 128.8(3) . . ? C56 C3 C20 120.2(4) . . ? C56 C3 H3A 119.9 . . ? C20 C3 H3A 119.9 . . ? C11 N3 C17 111.2(4) . . ? C11 N3 C62 110.8(3) . . ? C17 N3 C62 109.6(3) . . ? C43 C4 H4A 109.5 . . ? C43 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C43 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C20 C5 C47 117.6(4) . . ? C20 C5 C11 121.6(4) . . ? C47 C5 C11 120.8(4) . . ? C28 C6 C16 121.7(4) . . ? C28 C6 H6A 119.1 . . ? C16 C6 H6A 119.1 . . ? C60 C7 H7A 109.5 . . ? C60 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C60 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C60 C8 H8A 109.5 . . ? C60 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C60 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C43 C9 H9A 109.5 . . ? C43 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C43 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C42 C10 H10A 109.5 . . ? C42 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C42 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C5 113.0(4) . . ? N3 C11 H11A 109.0 . . ? C5 C11 H11A 109.0 . . ? N3 C11 H11B 109.0 . . ? C5 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? C23 C12 C18 115.1(4) . . ? C23 C12 C43 125.8(4) . . ? C18 C12 C43 119.0(4) . . ? C65 O6 Cu1 129.7(3) . . ? C16 C13 C40 120.3(4) . . ? C16 C13 H13A 119.9 . . ? C40 C13 H13A 119.9 . . ? C50 O2 Cu2 129.3(3) . . ? N2 C14 C34 111.1(4) . . ? N2 C14 H14A 109.4 . . ? C34 C14 H14A 109.4 . . ? N2 C14 H14B 109.4 . . ? C34 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C22 C15 H15A 109.5 . . ? C22 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C22 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 C6 117.7(4) . . ? C13 C16 C66 123.1(4) . . ? C6 C16 C66 119.3(4) . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C53 C18 C12 124.2(4) . . ? C53 C18 H18A 117.9 . . ? C12 C18 H18A 117.9 . . ? C47 C19 C56 121.8(4) . . ? C47 C19 H19A 119.1 . . ? C56 C19 H19A 119.1 . . ? C39 N8 O7 114.6(3) . . ? C39 N8 Cu1 125.0(3) . . ? O7 N8 Cu1 120.4(3) . . ? C5 C20 C3 121.1(4) . . ? C5 C20 H20A 119.4 . . ? C3 C20 H20A 119.4 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C26 C22 C15 109.2(4) . . ? C26 C22 C21 108.2(4) . . ? C15 C22 C21 108.9(4) . . ? C26 C22 C64 110.0(4) . . ? C15 C22 C64 108.9(4) . . ? C21 C22 C64 111.6(4) . . ? C12 C23 C2 123.2(4) . . ? C12 C23 H23A 118.4 . . ? C2 C23 H23A 118.4 . . ? N4 C24 C53 112.0(3) . . ? N4 C24 H24A 109.2 . . ? C53 C24 H24A 109.2 . . ? N4 C24 H24B 109.2 . . ? C53 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C33 C25 C36 116.7(4) . . ? C33 C25 C60 123.5(4) . . ? C36 C25 C60 119.9(4) . . ? C22 C26 H26A 109.5 . . ? C22 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C22 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C60 C27 H27A 109.5 . . ? C60 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C60 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C66 N4 C24 112.6(3) . . ? C66 N4 C41 111.0(4) . . ? C24 N4 C41 110.0(4) . . ? C6 C28 C34 120.2(4) . . ? C6 C28 H28A 119.9 . . ? C34 C28 H28A 119.9 . . ? N1 C29 H29A 109.5 . . ? N1 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? N1 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C36 C30 C54 119.9(4) . . ? C36 C30 C37 121.6(4) . . ? C54 C30 C37 118.5(4) . . ? C48 C31 C52 116.5(4) . . ? C48 C31 C42 124.2(4) . . ? C52 C31 C42 119.3(4) . . ? C63 N7 O8 113.9(3) . . ? C63 N7 Cu1 126.9(3) . . ? O8 N7 Cu1 119.2(3) . . ? C43 C32 H32A 109.5 . . ? C43 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C43 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C25 C33 C44 122.5(4) . . ? C25 C33 H33A 118.7 . . ? C44 C33 H33A 118.7 . . ? C68 N6 O4 113.4(4) . . ? C68 N6 Cu2 126.4(3) . . ? O4 N6 Cu2 120.1(3) . . ? C40 C34 C28 118.3(4) . . ? C40 C34 C14 122.2(4) . . ? C28 C34 C14 119.5(4) . . ? N2 C35 C58 115.4(3) . . ? N2 C35 H35A 108.4 . . ? C58 C35 H35A 108.4 . . ? N2 C35 H35B 108.4 . . ? C58 C35 H35B 108.4 . . ? H35A C35 H35B 107.5 . . ? C30 C36 C25 123.7(4) . . ? C30 C36 H36A 118.1 . . ? C25 C36 H36A 118.1 . . ? N1 C37 C30 112.9(3) . . ? N1 C37 H37A 109.0 . . ? C30 C37 H37A 109.0 . . ? N1 C37 H37B 109.0 . . ? C30 C37 H37B 109.0 . . ? H37A C37 H37B 107.8 . . ? C58 C38 C64 123.6(4) . . ? C58 C38 H38A 118.2 . . ? C64 C38 H38A 118.2 . . ? C45 N5 O3 113.5(4) . . ? C45 N5 Cu2 126.6(3) . . ? O3 N5 Cu2 120.0(3) . . ? N8 C39 C55 125.9(4) . . ? N8 C39 H39A 117.0 . . ? C55 C39 H39A 117.0 . . ? C34 C40 C13 121.8(4) . . ? C34 C40 H40A 119.1 . . ? C13 C40 H40A 119.1 . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C1 C42 C31 109.5(4) . . ? C1 C42 C46 107.3(4) . . ? C31 C42 C46 112.5(4) . . ? C1 C42 C10 110.1(4) . . ? C31 C42 C10 109.4(4) . . ? C46 C42 C10 108.0(4) . . ? C12 C43 C4 110.0(4) . . ? C12 C43 C32 109.3(4) . . ? C4 C43 C32 109.2(4) . . ? C12 C43 C9 111.9(4) . . ? C4 C43 C9 107.9(4) . . ? C32 C43 C9 108.5(4) . . ? C33 C44 C63 117.6(4) . . ? C33 C44 C54 119.5(4) . . ? C63 C44 C54 122.9(4) . . ? N5 C45 C2 124.8(4) . . ? N5 C45 H45A 117.6 . . ? C2 C45 H45A 117.6 . . ? C42 C46 H46A 109.5 . . ? C42 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C42 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C19 C47 C5 120.8(4) . . ? C19 C47 H47A 119.6 . . ? C5 C47 H47A 119.6 . . ? C31 C48 C51 122.7(4) . . ? C31 C48 H48A 118.6 . . ? C51 C48 H48A 118.6 . . ? N1 C49 C56 110.1(4) . . ? N1 C49 H49A 109.6 . . ? C56 C49 H49A 109.6 . . ? N1 C49 H49B 109.6 . . ? C56 C49 H49B 109.6 . . ? H49A C49 H49B 108.1 . . ? O2 C50 C2 123.3(4) . . ? O2 C50 C53 117.0(4) . . ? C2 C50 C53 119.7(4) . . ? C67 C51 C48 119.4(4) . . ? C67 C51 C68 123.6(4) . . ? C48 C51 C68 117.1(4) . . ? C61 C52 C31 122.9(4) . . ? C61 C52 H52A 118.6 . . ? C31 C52 H52A 118.6 . . ? C18 C53 C50 118.2(4) . . ? C18 C53 C24 121.5(4) . . ? C50 C53 C24 120.3(4) . . ? O5 C54 C30 118.8(4) . . ? O5 C54 C44 123.5(4) . . ? C30 C54 C44 117.7(4) . . ? C57 C55 C65 119.5(4) . . ? C57 C55 C39 118.2(4) . . ? C65 C55 C39 122.3(4) . . ? C19 C56 C3 118.3(4) . . ? C19 C56 C49 121.0(4) . . ? C3 C56 C49 120.6(4) . . ? C64 C57 C55 122.6(4) . . ? C64 C57 H57A 118.7 . . ? C55 C57 H57A 118.7 . . ? C38 C58 C65 119.5(4) . . ? C38 C58 C35 121.7(4) . . ? C65 C58 C35 118.7(4) . . ? N2 C59 H59A 109.5 . . ? N2 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? N2 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C27 C60 C7 109.9(4) . . ? C27 C60 C8 109.7(4) . . ? C7 C60 C8 107.8(4) . . ? C27 C60 C25 108.5(4) . . ? C7 C60 C25 109.5(4) . . ? C8 C60 C25 111.5(4) . . ? C52 C61 C67 120.0(4) . . ? C52 C61 C62 121.3(4) . . ? C67 C61 C62 118.6(4) . . ? N3 C62 C61 114.8(3) . . ? N3 C62 H62A 108.6 . . ? C61 C62 H62A 108.6 . . ? N3 C62 H62B 108.6 . . ? C61 C62 H62B 108.6 . . ? H62A C62 H62B 107.5 . . ? N7 C63 C44 124.5(4) . . ? N7 C63 H63A 117.8 . . ? C44 C63 H63A 117.8 . . ? C57 C64 C38 116.3(4) . . ? C57 C64 C22 124.5(4) . . ? C38 C64 C22 119.2(4) . . ? O6 C65 C58 118.4(4) . . ? O6 C65 C55 123.2(4) . . ? C58 C65 C55 118.5(4) . . ? N4 C66 C16 113.9(4) . . ? N4 C66 H66A 108.8 . . ? C16 C66 H66A 108.8 . . ? N4 C66 H66B 108.8 . . ? C16 C66 H66B 108.8 . . ? H66A C66 H66B 107.7 . . ? N6 C68 C51 124.1(4) . . ? N6 C68 H68A 117.9 . . ? C51 C68 H68A 117.9 . . ? O1 C67 C51 123.4(4) . . ? O1 C67 C61 118.1(4) . . ? C51 C67 C61 118.5(4) . . ? Cl3 C100 Cl1 113.0(5) . . ? Cl3 C100 Cl2 108.4(5) . . ? Cl1 C100 Cl2 109.1(5) . . ? Cl3 C100 H10D 108.8 . . ? Cl1 C100 H10D 108.8 . . ? Cl2 C100 H10D 108.8 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 62.38 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.155 _refine_diff_density_min -0.885 _refine_diff_density_rms 0.090