Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jane Nelson' _publ_contact_author_address ; Department of Chemistry Loughborough University Loughborough Leics LE11 3TU UNITED KINGDOM ; _publ_contact_author_email DRMJNELSON@HOTMAIL.COM _publ_section_title ; Effect of methylation on the coordination of copper by small azacryptands; the role of geometrically constrained hydrogen bonding in stabilizing terminally coordinated oxygen species. ; loop_ _publ_author_name 'Jane Nelson' 'David Farrell' 'Charlie Harding' 'Vickie McKee' # Attachment 'newB602003H.cif' data_2a_(dtf621b) _database_code_depnum_ccdc_archive 'CCDC 298081' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H53 Cu N12 O10' _chemical_formula_weight 733.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 11.2153(7) _cell_length_b 14.4404(8) _cell_length_c 21.0213(12) _cell_angle_alpha 90.00 _cell_angle_beta 99.2980(10) _cell_angle_gamma 90.00 _cell_volume 3359.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9252 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 22.93 _exptl_crystal_description plate _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 0.720 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.891402 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23760 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5926 _reflns_number_gt 5148 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0353P)^2^+7.1181P] 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 5926 _refine_ls_number_parameters 481 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1419 _refine_ls_wR_factor_gt 0.1380 _refine_ls_goodness_of_fit_ref 1.176 _refine_ls_restrained_S_all 1.179 _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 0.67592(6) 0.20231(4) 0.89242(3) 0.0256(2) Uani 0.6720(17) 1 d P A 1 O1 O 0.5291(4) 0.2542(3) 0.85548(18) 0.0270(8) Uani 0.6720(17) 1 d P A 1 Cu2 Cu 0.45211(14) 0.27824(9) 0.83881(6) 0.0274(5) Uani 0.3280(17) 1 d P A 2 O2 O 0.5938(7) 0.2272(5) 0.8738(4) 0.0248(15) Uani 0.3280(17) 1 d P A 2 N1 N 0.8281(3) 0.1427(2) 0.93693(14) 0.0340(7) Uani 1 1 d . . . C1A C 0.8337(4) 0.1520(3) 1.00780(18) 0.0432(9) Uani 1 1 d . A . H1A1 H 0.8612 0.2152 1.0213 0.052 Uiso 1 1 calc R . . H1A2 H 0.8933 0.1074 1.0301 0.052 Uiso 1 1 calc R . . C2A C 0.7122(3) 0.1343(3) 1.02744(17) 0.0402(9) Uani 1 1 d . . . H2A1 H 0.6871 0.0699 1.0159 0.048 Uiso 1 1 calc R A . H2A2 H 0.7198 0.1403 1.0748 0.048 Uiso 1 1 calc R . . N3A N 0.6176(3) 0.1983(2) 0.99669(15) 0.0369(7) Uani 1 1 d . A . C3A C 0.4980(4) 0.1615(3) 1.00704(18) 0.0424(9) Uani 1 1 d . . . H3A1 H 0.5025 0.1480 1.0535 0.051 Uiso 1 1 calc R A . H3A2 H 0.4841 0.1020 0.9837 0.051 Uiso 1 1 calc R . . C4A C 0.3891(4) 0.2229(3) 0.9863(2) 0.0511(11) Uani 1 1 d . A . H4A1 H 0.3210 0.1992 1.0062 0.061 Uiso 1 1 calc R . . H4A2 H 0.4082 0.2860 1.0033 0.061 Uiso 1 1 calc R . . N4A N 0.3495(3) 0.2292(2) 0.91582(15) 0.0391(7) Uani 1 1 d . . . H4A H 0.3197 0.1709 0.9028 0.047 Uiso 1 1 calc R A 2 C5A C 0.2446(3) 0.2939(3) 0.9020(2) 0.0454(10) Uani 1 1 d . A . H5A1 H 0.2689 0.3561 0.9193 0.055 Uiso 1 1 calc R . . H5A2 H 0.1782 0.2715 0.9238 0.055 Uiso 1 1 calc R . . C6A C 0.2007(3) 0.3007(3) 0.8307(2) 0.0472(10) Uani 1 1 d . . . H6A1 H 0.1754 0.2386 0.8136 0.057 Uiso 1 1 calc R A . H6A2 H 0.1295 0.3421 0.8228 0.057 Uiso 1 1 calc R . . C7A C 0.6327(4) 0.2892(3) 1.0256(4) 0.085(2) Uani 1 1 d . . . H7A1 H 0.5695 0.3306 1.0041 0.127 Uiso 1 1 calc R A . H7A2 H 0.7122 0.3138 1.0209 0.127 Uiso 1 1 calc R . . H7A3 H 0.6265 0.2848 1.0715 0.127 Uiso 1 1 calc R . . N2 N 0.2962(3) 0.3370(2) 0.79654(15) 0.0381(7) Uani 1 1 d . A . C1B C 0.9282(3) 0.1941(3) 0.9147(2) 0.0429(9) Uani 1 1 d . A . H1B1 H 0.9385 0.1718 0.8714 0.052 Uiso 1 1 calc R . . H1B2 H 1.0044 0.1823 0.9446 0.052 Uiso 1 1 calc R . . C2B C 0.9026(3) 0.2967(3) 0.9118(2) 0.0407(9) Uani 1 1 d . . . H2B1 H 0.8981 0.3200 0.9557 0.049 Uiso 1 1 calc R A . H2B2 H 0.9693 0.3296 0.8957 0.049 Uiso 1 1 calc R . . N3B N 0.7870(2) 0.31612(19) 0.86865(14) 0.0319(6) Uani 1 1 d . A . H3B H 0.8012 0.3048 0.8270 0.038 Uiso 1 1 calc R B 1 C3B C 0.7591(3) 0.4176(2) 0.87148(19) 0.0352(8) Uani 1 1 d . . . H3B1 H 0.8302 0.4529 0.8625 0.042 Uiso 1 1 calc R A . H3B2 H 0.7472 0.4329 0.9159 0.042 Uiso 1 1 calc R . . C4B C 0.6490(3) 0.4502(2) 0.82528(18) 0.0361(8) Uani 1 1 d . A . H4B1 H 0.6585 0.5171 0.8171 0.043 Uiso 1 1 calc R . . H4B2 H 0.6473 0.4176 0.7837 0.043 Uiso 1 1 calc R . . N4B N 0.5315(3) 0.4362(2) 0.84681(14) 0.0357(7) Uani 1 1 d . . . C5B C 0.4353(3) 0.4712(3) 0.79621(18) 0.0399(9) Uani 1 1 d . A . H5B1 H 0.4524 0.4508 0.7536 0.048 Uiso 1 1 calc R . . H5B2 H 0.4369 0.5397 0.7968 0.048 Uiso 1 1 calc R . . C6B C 0.3093(3) 0.4385(3) 0.8039(2) 0.0436(9) Uani 1 1 d . . . H6B1 H 0.2929 0.4567 0.8471 0.052 Uiso 1 1 calc R A . H6B2 H 0.2489 0.4695 0.7713 0.052 Uiso 1 1 calc R . . C8B C 0.5264(4) 0.4895(4) 0.9064(2) 0.0672(15) Uani 1 1 d . A . H8B1 H 0.5890 0.4670 0.9409 0.101 Uiso 1 1 calc R . . H8B2 H 0.4468 0.4817 0.9192 0.101 Uiso 1 1 calc R . . H8B3 H 0.5401 0.5553 0.8985 0.101 Uiso 1 1 calc R . . C1C C 0.8326(4) 0.0437(2) 0.9180(2) 0.0407(9) Uani 1 1 d . A . H1C1 H 0.7917 0.0052 0.9470 0.049 Uiso 1 1 calc R . . H1C2 H 0.9178 0.0233 0.9224 0.049 Uiso 1 1 calc R . . C2C C 0.7710(3) 0.0309(2) 0.84904(19) 0.0399(9) Uani 1 1 d . . . H2C1 H 0.8186 0.0629 0.8199 0.048 Uiso 1 1 calc R A . H2C2 H 0.7692 -0.0359 0.8383 0.048 Uiso 1 1 calc R . . N3C N 0.6452(3) 0.0678(2) 0.83805(14) 0.0360(7) Uani 1 1 d . A . C3C C 0.6035(4) 0.0697(3) 0.76688(18) 0.0420(9) Uani 1 1 d . . . H3C1 H 0.6146 0.0070 0.7498 0.050 Uiso 1 1 calc R A . H3C2 H 0.6573 0.1120 0.7476 0.050 Uiso 1 1 calc R . . C4C C 0.4743(4) 0.0992(3) 0.74337(19) 0.0445(10) Uani 1 1 d . A . H4C1 H 0.4505 0.0754 0.6989 0.053 Uiso 1 1 calc R . . H4C2 H 0.4221 0.0682 0.7707 0.053 Uiso 1 1 calc R . . N4C N 0.4472(3) 0.2011(2) 0.74283(14) 0.0389(7) Uani 1 1 d . . . C5C C 0.3151(4) 0.2130(3) 0.71849(19) 0.0481(10) Uani 1 1 d . A . H5C1 H 0.2690 0.1692 0.7414 0.058 Uiso 1 1 calc R . . H5C2 H 0.2987 0.1975 0.6720 0.058 Uiso 1 1 calc R . . C6C C 0.2723(4) 0.3099(3) 0.72792(19) 0.0486(10) Uani 1 1 d . . . H6C1 H 0.3140 0.3535 0.7025 0.058 Uiso 1 1 calc R A . H6C2 H 0.1845 0.3139 0.7118 0.058 Uiso 1 1 calc R . . C7C C 0.5656(4) 0.0055(3) 0.86903(19) 0.0456(10) Uani 1 1 d . . . H7C1 H 0.5927 0.0049 0.9157 0.068 Uiso 1 1 calc R A . H7C2 H 0.5696 -0.0574 0.8520 0.068 Uiso 1 1 calc R . . H7C3 H 0.4822 0.0280 0.8598 0.068 Uiso 1 1 calc R . . C8C C 0.5182(4) 0.2505(3) 0.6993(2) 0.0502(10) Uani 1 1 d . A . H8C1 H 0.6047 0.2428 0.7153 0.075 Uiso 1 1 calc R . . H8C2 H 0.4977 0.3165 0.6982 0.075 Uiso 1 1 calc R . . H8C3 H 0.4991 0.2246 0.6558 0.075 Uiso 1 1 calc R . . N10 N 0.8968(3) 0.2573(2) 0.72035(17) 0.0471(8) Uani 0.75 1 d PD C 1 O11 O 0.8330(5) 0.1957(4) 0.7381(3) 0.0724(15) Uani 0.75 1 d PD C 1 O12 O 0.8982(6) 0.3345(4) 0.7475(3) 0.0612(17) Uani 0.75 1 d PD C 1 O13 O 0.9505(3) 0.2489(3) 0.67444(17) 0.0724(10) Uani 0.75 1 d PD C 1 N10' N 0.8968(3) 0.2573(2) 0.72035(17) 0.0471(8) Uani 0.25 1 d PD D 2 O11' O 0.837(2) 0.3217(16) 0.7351(13) 0.105(10) Uani 0.25 1 d PD D 2 O12' O 0.917(2) 0.1877(11) 0.7594(8) 0.095(6) Uani 0.25 1 d PD D 2 O13' O 0.9505(3) 0.2489(3) 0.67444(17) 0.0724(10) Uani 0.25 1 d PD D 2 N20 N 0.8642(3) 0.4665(2) 1.06572(17) 0.0455(8) Uani 1 1 d . . . O21 O 0.9297(3) 0.5221(2) 1.0994(2) 0.0805(11) Uani 1 1 d . . . O22 O 0.8965(3) 0.3828(2) 1.06788(16) 0.0650(9) Uani 1 1 d . . . O23 O 0.7654(3) 0.4898(2) 1.03480(15) 0.0609(8) Uani 1 1 d . . . N30 N 0.1784(3) 0.0363(2) 0.87821(15) 0.0375(7) Uani 1 1 d . . . O31 O 0.2513(3) 0.0585(2) 0.84126(15) 0.0588(8) Uani 1 1 d . . . O32 O 0.1909(3) 0.07155(19) 0.93357(13) 0.0492(7) Uani 1 1 d . . . O33 O 0.0960(3) -0.0194(2) 0.86072(13) 0.0478(7) Uani 1 1 d . . . N41 N 0.7153(15) 0.3116(9) 0.5958(7) 0.078(4) Uani 0.40 1 d PD E 1 C42 C 0.6619(5) 0.2445(5) 0.5769(3) 0.0773(16) Uani 0.40 1 d PD E 1 C43 C 0.6423(15) 0.1407(8) 0.5501(7) 0.055(4) Uani 0.40 1 d PD E 1 H43A H 0.7173 0.1055 0.5618 0.083 Uiso 0.40 1 calc PR E 1 H43B H 0.6199 0.1421 0.5031 0.083 Uiso 0.40 1 calc PR E 1 H43C H 0.5777 0.1111 0.5690 0.083 Uiso 0.40 1 calc PR E 1 N41' N 0.6431(7) 0.3213(5) 0.5736(4) 0.053(2) Uani 0.60 1 d PD F 2 C42' C 0.6619(5) 0.2445(5) 0.5769(3) 0.0773(16) Uani 0.60 1 d PD F 2 C43' C 0.6836(8) 0.1410(5) 0.5801(4) 0.042(2) Uani 0.60 1 d PD F 2 H43D H 0.6255 0.1117 0.6039 0.064 Uiso 0.60 1 calc PR F 2 H43E H 0.7659 0.1287 0.6021 0.064 Uiso 0.60 1 calc PR F 2 H43F H 0.6735 0.1157 0.5363 0.064 Uiso 0.60 1 calc PR F 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 0.0279(5) 0.0214(3) 0.0281(3) 0.0018(2) 0.0062(3) 0.0017(3) O1 0.010(2) 0.034(2) 0.035(2) 0.0043(16) -0.0024(16) 0.0100(17) Cu2 0.0290(10) 0.0287(7) 0.0248(7) 0.0024(5) 0.0055(6) 0.0003(6) O2 0.007(4) 0.034(4) 0.033(4) -0.001(3) 0.001(3) 0.008(3) N1 0.0315(15) 0.0296(16) 0.0417(17) 0.0059(13) 0.0081(13) 0.0074(12) C1A 0.045(2) 0.042(2) 0.040(2) 0.0072(17) -0.0038(17) 0.0106(18) C2A 0.050(2) 0.040(2) 0.0302(19) 0.0113(16) 0.0069(16) 0.0142(18) N3A 0.0401(17) 0.0288(15) 0.0399(17) 0.0061(13) 0.0007(13) 0.0071(13) C3A 0.048(2) 0.049(2) 0.0326(19) 0.0087(17) 0.0145(17) 0.0001(18) C4A 0.045(2) 0.068(3) 0.043(2) -0.004(2) 0.0157(19) 0.006(2) N4A 0.0331(16) 0.0403(18) 0.0442(18) 0.0004(14) 0.0075(14) 0.0071(14) C5A 0.033(2) 0.049(2) 0.058(3) 0.010(2) 0.0173(18) 0.0124(18) C6A 0.0299(19) 0.053(2) 0.059(3) 0.007(2) 0.0083(18) 0.0030(18) C7A 0.045(3) 0.043(3) 0.163(6) -0.021(3) 0.010(3) -0.002(2) N2 0.0330(16) 0.0411(18) 0.0389(17) 0.0077(14) 0.0019(13) 0.0016(14) C1B 0.0284(19) 0.039(2) 0.061(3) 0.0079(19) 0.0061(17) 0.0043(16) C2B 0.0318(19) 0.040(2) 0.049(2) 0.0055(18) 0.0019(16) -0.0029(16) N3B 0.0291(15) 0.0269(15) 0.0395(16) -0.0025(12) 0.0049(12) 0.0026(12) C3B 0.0321(18) 0.0245(17) 0.050(2) -0.0042(16) 0.0092(16) -0.0019(14) C4B 0.043(2) 0.0273(18) 0.039(2) 0.0074(15) 0.0119(16) 0.0012(15) N4B 0.0333(16) 0.0398(17) 0.0343(16) 0.0114(13) 0.0067(13) 0.0091(13) C5B 0.042(2) 0.035(2) 0.040(2) 0.0119(16) -0.0022(16) 0.0040(17) C6B 0.039(2) 0.041(2) 0.047(2) 0.0111(18) -0.0024(17) 0.0089(17) C8B 0.044(2) 0.117(5) 0.042(2) -0.013(3) 0.010(2) 0.009(3) C1C 0.042(2) 0.0267(18) 0.057(2) 0.0070(17) 0.0169(18) 0.0121(16) C2C 0.050(2) 0.0245(18) 0.050(2) -0.0006(16) 0.0227(18) 0.0061(16) N3C 0.0448(18) 0.0296(16) 0.0371(17) 0.0021(13) 0.0174(14) 0.0000(13) C3C 0.065(3) 0.0277(19) 0.037(2) -0.0040(15) 0.0187(19) -0.0006(18) C4C 0.059(3) 0.038(2) 0.035(2) -0.0056(17) 0.0036(18) -0.0156(19) N4C 0.0419(18) 0.0382(17) 0.0356(16) 0.0040(14) 0.0032(14) -0.0081(14) C5C 0.047(2) 0.059(3) 0.035(2) -0.0013(19) -0.0053(17) -0.012(2) C6C 0.037(2) 0.065(3) 0.040(2) 0.009(2) -0.0074(17) -0.001(2) C7C 0.053(2) 0.043(2) 0.045(2) 0.0066(18) 0.0191(19) -0.0068(19) C8C 0.060(3) 0.045(2) 0.047(2) 0.0053(19) 0.013(2) -0.007(2) N10 0.046(2) 0.044(2) 0.054(2) 0.0006(17) 0.0154(17) -0.0028(17) O11 0.080(4) 0.060(3) 0.082(4) 0.010(3) 0.028(3) -0.029(3) O12 0.096(5) 0.035(2) 0.054(3) 0.003(2) 0.015(3) 0.006(3) O13 0.070(2) 0.089(3) 0.066(2) -0.0072(19) 0.0355(18) -0.001(2) N10' 0.046(2) 0.044(2) 0.054(2) 0.0006(17) 0.0154(17) -0.0028(17) O11' 0.105(19) 0.13(2) 0.086(17) 0.002(14) 0.040(16) 0.061(17) O12' 0.153(19) 0.054(10) 0.074(11) 0.025(8) 0.000(12) -0.005(12) O13' 0.070(2) 0.089(3) 0.066(2) -0.0072(19) 0.0355(18) -0.001(2) N20 0.050(2) 0.041(2) 0.047(2) -0.0042(16) 0.0121(17) 0.0003(17) O21 0.072(2) 0.055(2) 0.109(3) -0.016(2) -0.002(2) -0.0147(19) O22 0.065(2) 0.0495(19) 0.076(2) -0.0040(16) -0.0023(17) 0.0087(16) O23 0.071(2) 0.0522(19) 0.0538(19) 0.0000(15) -0.0074(16) 0.0061(16) N30 0.0430(18) 0.0340(17) 0.0365(17) 0.0045(14) 0.0094(14) 0.0108(15) O31 0.0590(19) 0.065(2) 0.0586(19) -0.0102(16) 0.0282(16) -0.0157(16) O32 0.073(2) 0.0377(15) 0.0367(15) -0.0038(12) 0.0079(14) 0.0029(14) O33 0.0480(16) 0.0520(17) 0.0429(15) -0.0040(13) 0.0058(13) -0.0111(14) N41 0.123(13) 0.039(7) 0.082(10) -0.016(6) 0.043(9) -0.022(8) C42 0.067(3) 0.106(5) 0.065(3) 0.008(3) 0.028(3) 0.002(4) C43 0.058(11) 0.044(7) 0.068(10) 0.011(7) 0.024(8) 0.008(6) N41' 0.071(5) 0.018(3) 0.076(6) 0.017(3) 0.034(4) 0.010(3) C42' 0.067(3) 0.106(5) 0.065(3) 0.008(3) 0.028(3) 0.002(4) C43' 0.044(5) 0.033(4) 0.054(6) 0.021(4) 0.020(4) 0.019(3) _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 1.861(5) . ? Cu1 N1 2.004(3) . ? Cu1 N3B 2.169(3) . ? Cu1 N3C 2.252(3) . ? Cu1 N3A 2.387(3) . ? Cu2 O2 1.798(9) . ? Cu2 N2 2.016(3) . ? Cu2 N4A 2.247(3) . ? Cu2 N4C 2.297(3) . ? Cu2 N4B 2.444(3) . ? N1 C1B 1.483(5) . ? N1 C1C 1.487(5) . ? N1 C1A 1.487(5) . ? N1 N2 6.818(4) . ? C1A C2A 1.509(5) . ? C2A N3A 1.475(4) . ? N3A C7A 1.445(6) . ? N3A C3A 1.491(5) . ? C3A C4A 1.514(6) . ? C4A N4A 1.479(5) . ? N4A C5A 1.494(5) . ? C5A C6A 1.504(6) . ? C6A N2 1.478(5) . ? N2 C6C 1.477(5) . ? N2 C6B 1.480(5) . ? C1B C2B 1.509(5) . ? C2B N3B 1.484(4) . ? N3B C3B 1.501(4) . ? C3B C4B 1.518(5) . ? C4B N4B 1.475(4) . ? N4B C5B 1.477(4) . ? N4B C8B 1.480(5) . ? C5B C6B 1.523(5) . ? C1C C2C 1.514(6) . ? C2C N3C 1.491(5) . ? N3C C7C 1.489(5) . ? N3C C3C 1.494(5) . ? C3C C4C 1.514(6) . ? C4C N4C 1.503(5) . ? N4C C8C 1.487(5) . ? N4C C5C 1.497(5) . ? C5C C6C 1.503(6) . ? N10 O13 1.224(4) . ? N10 O11 1.236(6) . ? N10 O12 1.252(7) . ? N20 O21 1.232(5) . ? N20 O23 1.237(4) . ? N20 O22 1.261(4) . ? N30 O33 1.236(4) . ? N30 O32 1.257(4) . ? N30 O31 1.257(4) . ? N41 C42 1.174(11) . ? C42 C43 1.605(13) . ? 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 N1 176.02(14) . . ? O1 Cu1 N3B 95.81(13) . . ? N1 Cu1 N3B 87.46(12) . . ? O1 Cu1 N3C 94.77(14) . . ? N1 Cu1 N3C 85.13(12) . . ? N3B Cu1 N3C 125.67(11) . . ? O1 Cu1 N3A 92.14(13) . . ? N1 Cu1 N3A 84.27(11) . . ? N3B Cu1 N3A 118.86(11) . . ? N3C Cu1 N3A 113.77(10) . . ? O2 Cu2 N2 177.8(2) . . ? O2 Cu2 N4A 95.6(2) . . ? N2 Cu2 N4A 86.64(13) . . ? O2 Cu2 N4C 93.1(2) . . ? N2 Cu2 N4C 85.46(13) . . ? N4A Cu2 N4C 122.53(13) . . ? O2 Cu2 N4B 93.8(2) . . ? N2 Cu2 N4B 85.31(12) . . ? N4A Cu2 N4B 117.89(12) . . ? N4C Cu2 N4B 117.99(11) . . ? C1B N1 C1C 109.7(3) . . ? C1B N1 C1A 111.1(3) . . ? C1C N1 C1A 110.9(3) . . ? C1B N1 Cu1 105.6(2) . . ? C1C N1 Cu1 110.6(2) . . ? C1A N1 Cu1 108.9(2) . . ? C1B N1 N2 108.13(19) . . ? C1C N1 N2 110.2(2) . . ? C1A N1 N2 106.79(19) . . ? Cu1 N1 N2 2.74(7) . . ? N1 C1A C2A 111.4(3) . . ? N3A C2A C1A 113.0(3) . . ? C7A N3A C2A 111.0(3) . . ? C7A N3A C3A 108.0(3) . . ? C2A N3A C3A 108.2(3) . . ? C7A N3A Cu1 109.5(3) . . ? C2A N3A Cu1 97.6(2) . . ? C3A N3A Cu1 121.9(2) . . ? N3A C3A C4A 116.9(3) . . ? N4A C4A C3A 115.0(3) . . ? C4A N4A C5A 109.4(3) . . ? C4A N4A Cu2 129.4(3) . . ? C5A N4A Cu2 98.2(2) . . ? N4A C5A C6A 110.8(3) . . ? N2 C6A C5A 111.2(3) . . ? C6C N2 C6A 110.5(3) . . ? C6C N2 C6B 111.4(3) . . ? C6A N2 C6B 111.6(3) . . ? C6C N2 Cu2 109.1(2) . . ? C6A N2 Cu2 106.3(2) . . ? C6B N2 Cu2 107.8(2) . . ? C6C N2 N1 108.8(2) . . ? C6A N2 N1 107.2(2) . . ? C6B N2 N1 107.3(2) . . ? Cu2 N2 N1 0.86(8) . . ? N1 C1B C2B 110.8(3) . . ? N3B C2B C1B 110.6(3) . . ? C2B N3B C3B 109.1(3) . . ? C2B N3B Cu1 101.2(2) . . ? C3B N3B Cu1 126.8(2) . . ? N3B C3B C4B 115.5(3) . . ? N4B C4B C3B 115.8(3) . . ? C4B N4B C5B 108.5(3) . . ? C4B N4B C8B 110.3(3) . . ? C5B N4B C8B 107.9(3) . . ? C4B N4B Cu2 116.2(2) . . ? C5B N4B Cu2 93.1(2) . . ? C8B N4B Cu2 118.7(3) . . ? N4B C5B C6B 113.5(3) . . ? N2 C6B C5B 112.0(3) . . ? N1 C1C C2C 110.1(3) . . ? N3C C2C C1C 112.2(3) . . ? C7C N3C C2C 109.6(3) . . ? C7C N3C C3C 109.7(3) . . ? C2C N3C C3C 107.3(3) . . ? C7C N3C Cu1 110.6(2) . . ? C2C N3C Cu1 99.6(2) . . ? C3C N3C Cu1 119.3(2) . . ? N3C C3C C4C 117.4(3) . . ? N4C C4C C3C 117.3(3) . . ? C8C N4C C5C 109.5(3) . . ? C8C N4C C4C 110.2(3) . . ? C5C N4C C4C 107.6(3) . . ? C8C N4C Cu2 111.6(2) . . ? C5C N4C Cu2 97.3(2) . . ? C4C N4C Cu2 119.5(2) . . ? N4C C5C C6C 112.4(3) . . ? N2 C6C C5C 111.3(3) . . ? O13 N10 O11 123.4(4) . . ? O13 N10 O12 118.4(5) . . ? O11 N10 O12 117.9(5) . . ? O21 N20 O23 121.6(4) . . ? O21 N20 O22 117.6(4) . . ? O23 N20 O22 120.5(4) . . ? O33 N30 O32 120.4(3) . . ? O33 N30 O31 120.8(3) . . ? O32 N30 O31 118.8(3) . . ? N41 C42 C43 157.4(12) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4A H4A O31 0.93 2.14 3.031(5) 160.2 . N4A H4A O32 0.93 2.21 2.950(4) 136.3 . N3B H3B O12 0.93 2.18 3.023(8) 150.6 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.514 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.063 data_4_(cume6) _database_code_depnum_ccdc_archive 'CCDC 298082' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H57 Cl3 Cu N8 O13' _chemical_formula_weight 835.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R32 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z' 'x-y, -y, -z' '-x, -x+y, -z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+1/3' 'x-y+2/3, -y+1/3, -z+1/3' '-x+2/3, -x+y+1/3, -z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+2/3' 'x-y+1/3, -y+2/3, -z+2/3' '-x+1/3, -x+y+2/3, -z+2/3' _cell_length_a 10.1113(12) _cell_length_b 10.1113(12) _cell_length_c 29.655(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2625.7(6) _cell_formula_units_Z 3 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2695 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 24.44 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1323 _exptl_absorpt_coefficient_mu 0.926 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.574600 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6242 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 24.98 _reflns_number_total 1042 _reflns_number_gt 972 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0579P)^2^+2.8152P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.44(4) _refine_ls_number_reflns 1042 _refine_ls_number_parameters 85 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0977 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _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 0.3333 0.6667 0.12025(5) 0.0229(3) Uani 0.50 3 d SP . . O1 O 0.3333 0.6667 0.1827(3) 0.0226(12) Uani 0.50 3 d SP . . N1 N 0.3333 0.6667 0.05140(12) 0.0285(8) Uani 1 3 d S . . C1 C 0.2672(5) 0.5063(3) 0.03598(9) 0.0342(8) Uani 1 1 d . . . H1A H 0.3003 0.5049 0.0046 0.041 Uiso 1 1 calc R . . H1B H 0.1544 0.4559 0.0362 0.041 Uiso 1 1 calc R . . C2 C 0.3178(4) 0.4191(4) 0.06625(10) 0.0325(8) Uani 1 1 d . . . H2A H 0.2762 0.3141 0.0545 0.039 Uiso 1 1 calc R . . H2B H 0.4306 0.4694 0.0657 0.039 Uiso 1 1 calc R . . N3 N 0.2657(3) 0.4118(3) 0.11338(9) 0.0325(6) Uani 1 1 d . . . C3 C 0.3499(4) 0.3545(4) 0.14163(9) 0.0335(7) Uani 1 1 d . . . H3A H 0.4607 0.4249 0.1375 0.040 Uiso 1 1 calc R . . H3B H 0.3266 0.2536 0.1297 0.040 Uiso 1 1 calc R . . C4 C 0.1009(4) 0.3050(6) 0.11654(14) 0.0536(11) Uani 1 1 d . . . H4A H 0.0672 0.3016 0.1477 0.080 Uiso 1 1 calc R . . H4B H 0.0789 0.2028 0.1074 0.080 Uiso 1 1 calc R . . H4C H 0.0465 0.3392 0.0967 0.080 Uiso 1 1 calc R . . Cl1 Cl -0.3333 0.3333 0.09378(3) 0.0260(3) Uani 1 3 d S . . O11 O -0.3333 0.3333 0.14215(11) 0.0377(8) Uani 1 3 d S . . O12 O -0.3152(3) 0.4759(3) 0.07741(8) 0.0399(6) Uani 1 1 d . . . Cl2 Cl 0.0000 0.0000 0.0000 0.0462(5) Uani 1 6 d S . . O21 O 0.0000 0.0000 0.0508(3) 0.101(4) Uani 0.50 3 d SP . . O22 O 0.1075(8) -0.0456(9) -0.0126(3) 0.087(3) 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 0.0230(4) 0.0230(4) 0.0227(7) 0.000 0.000 0.0115(2) O1 0.026(2) 0.026(2) 0.017(4) 0.000 0.000 0.0128(11) N1 0.0285(12) 0.0285(12) 0.0284(19) 0.000 0.000 0.0143(6) C1 0.040(2) 0.0323(15) 0.0271(14) -0.0049(11) -0.0033(16) 0.0161(16) C2 0.0368(19) 0.0314(17) 0.0320(17) -0.0045(13) 0.0014(13) 0.0190(15) N3 0.0299(14) 0.0391(16) 0.0322(14) 0.0000(13) -0.0020(11) 0.0199(13) C3 0.0369(19) 0.0363(18) 0.0358(17) -0.0057(14) -0.0068(15) 0.0247(16) C4 0.031(2) 0.074(3) 0.055(2) 0.019(2) 0.0047(16) 0.025(2) Cl1 0.0239(4) 0.0239(4) 0.0303(5) 0.000 0.000 0.01195(19) O11 0.0384(12) 0.0384(12) 0.0362(18) 0.000 0.000 0.0192(6) O12 0.0399(13) 0.0286(12) 0.0521(14) 0.0074(10) 0.0022(10) 0.0178(11) Cl2 0.0490(7) 0.0490(7) 0.0406(10) 0.000 0.000 0.0245(4) O21 0.128(7) 0.128(7) 0.046(5) 0.000 0.000 0.064(3) O22 0.070(5) 0.087(7) 0.113(7) 0.009(4) 0.025(4) 0.047(6) _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 0.902(7) 10_455 ? Cu1 O1 1.851(9) . y Cu1 N1 2.042(4) . y Cu1 N3 2.322(3) 3_565 ? Cu1 N3 2.322(3) 2_665 ? Cu1 N3 2.322(3) . y Cu1 Cu1 2.753(3) 10_455 ? O1 Cu1 0.902(7) 10_455 ? O1 O1 0.948(16) 10_455 ? N1 C1 1.484(3) 3_565 ? N1 C1 1.484(3) 2_665 ? N1 C1 1.484(3) . ? C1 C2 1.515(5) . ? C2 N3 1.482(4) . ? N3 C4 1.467(5) . ? N3 C3 1.501(4) . ? C3 C3 1.513(6) 12 ? Cl1 O11 1.434(3) . ? Cl1 O12 1.444(2) 3_455 ? Cl1 O12 1.444(2) 2_565 ? Cl1 O12 1.444(2) . ? Cl2 O22 1.427(6) 3 ? Cl2 O22 1.427(6) 2 ? Cl2 O22 1.427(6) 5 ? Cl2 O22 1.427(6) 4 ? Cl2 O22 1.427(6) 6 ? Cl2 O22 1.427(6) . ? Cl2 O21 1.505(10) . ? Cl2 O21 1.505(10) 4 ? O21 O22 1.782(10) 6 ? O21 O22 1.782(10) 4 ? O21 O22 1.782(10) 5 ? O22 O22 1.094(14) 5 ? O22 O21 1.782(10) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 0.0 10_455 . ? O1 Cu1 N1 180.0 10_455 . ? O1 Cu1 N1 180.000(1) . . y O1 Cu1 N3 95.03(8) 10_455 3_565 ? O1 Cu1 N3 95.03(7) . 3_565 ? N1 Cu1 N3 84.97(7) . 3_565 ? O1 Cu1 N3 95.03(7) 10_455 2_665 ? O1 Cu1 N3 95.03(8) . 2_665 ? N1 Cu1 N3 84.97(7) . 2_665 ? N3 Cu1 N3 119.24(2) 3_565 2_665 ? O1 Cu1 N3 95.04(7) 10_455 . ? O1 Cu1 N3 95.03(7) . . y N1 Cu1 N3 84.97(7) . . y N3 Cu1 N3 119.24(2) 3_565 . ? N3 Cu1 N3 119.24(2) 2_665 . ? O1 Cu1 Cu1 0.0 10_455 10_455 ? O1 Cu1 Cu1 0.0 . 10_455 ? N1 Cu1 Cu1 180.0 . 10_455 ? N3 Cu1 Cu1 95.03(7) 3_565 10_455 ? N3 Cu1 Cu1 95.03(7) 2_665 10_455 ? N3 Cu1 Cu1 95.03(7) . 10_455 ? Cu1 O1 O1 180.0 10_455 10_455 ? Cu1 O1 Cu1 180.0 10_455 . ? O1 O1 Cu1 0.0 10_455 . ? C1 N1 C1 110.96(16) 3_565 2_665 ? C1 N1 C1 110.96(16) 3_565 . ? C1 N1 C1 110.96(16) 2_665 . ? C1 N1 Cu1 107.94(17) 3_565 . ? C1 N1 Cu1 107.94(17) 2_665 . ? C1 N1 Cu1 107.94(17) . . ? N1 C1 C2 110.8(3) . . ? N3 C2 C1 111.9(3) . . ? C4 N3 C2 110.0(3) . . ? C4 N3 C3 109.6(3) . . ? C2 N3 C3 106.8(2) . . ? C4 N3 Cu1 114.0(2) . . ? C2 N3 Cu1 97.30(19) . . ? C3 N3 Cu1 118.0(2) . . ? N3 C3 C3 117.0(3) . 12 ? O11 Cl1 O12 109.66(11) . 3_455 ? O11 Cl1 O12 109.66(11) . 2_565 ? O12 Cl1 O12 109.28(11) 3_455 2_565 ? O11 Cl1 O12 109.66(11) . . ? O12 Cl1 O12 109.28(11) 3_455 . ? O12 Cl1 O12 109.28(11) 2_565 . ? O22 Cl2 O22 113.4(3) 3 2 ? O22 Cl2 O22 154.6(6) 3 5 ? O22 Cl2 O22 90.5(6) 2 5 ? O22 Cl2 O22 90.5(6) 3 4 ? O22 Cl2 O22 45.1(6) 2 4 ? O22 Cl2 O22 113.4(3) 5 4 ? O22 Cl2 O22 45.1(6) 3 6 ? O22 Cl2 O22 154.6(6) 2 6 ? O22 Cl2 O22 113.4(3) 5 6 ? O22 Cl2 O22 113.4(3) 4 6 ? O22 Cl2 O22 113.4(3) 3 . ? O22 Cl2 O22 113.4(3) 2 . ? O22 Cl2 O22 45.1(6) 5 . ? O22 Cl2 O22 154.6(6) 4 . ? O22 Cl2 O22 90.5(6) 6 . ? O22 Cl2 O21 105.2(3) 3 . ? O22 Cl2 O21 105.2(3) 2 . ? O22 Cl2 O21 74.8(3) 5 . ? O22 Cl2 O21 74.8(3) 4 . ? O22 Cl2 O21 74.8(3) 6 . ? O22 Cl2 O21 105.2(3) . . ? O22 Cl2 O21 74.8(3) 3 4 ? O22 Cl2 O21 74.8(3) 2 4 ? O22 Cl2 O21 105.2(3) 5 4 ? O22 Cl2 O21 105.2(3) 4 4 ? O22 Cl2 O21 105.2(3) 6 4 ? O22 Cl2 O21 74.8(3) . 4 ? O21 Cl2 O21 180.0 . 4 ? Cl2 O21 O22 50.6(3) . 6 ? Cl2 O21 O22 50.6(3) . 4 ? O22 O21 O22 84.0(5) 6 4 ? Cl2 O21 O22 50.6(3) . 5 ? O22 O21 O22 84.0(5) 6 5 ? O22 O21 O22 84.0(5) 4 5 ? O22 O22 Cl2 67.4(3) 5 . ? O22 O22 O21 105.7(7) 5 4 ? Cl2 O22 O21 54.6(4) . 4 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.367 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.062 data_5_(znrgtph) _database_code_depnum_ccdc_archive 'CCDC 298083' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H65 B Cl2 N8 O9 Zn' _chemical_formula_weight 973.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.5719(5) _cell_length_b 32.9185(7) _cell_length_c 10.4070(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.140(2) _cell_angle_gamma 90.00 _cell_volume 4622.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description lath _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 0.709 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.69230 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator 'Silicon 111' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21556 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5713 _reflns_number_gt 4578 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'local programs' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0572P)^2^+4.3786P] 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 5713 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1125 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Zn Zn 0.41665(4) 0.140899(12) 0.81190(4) 0.01812(11) Uani 0.50 1 d P . . N1 N 0.28004(12) 0.14050(5) 0.90066(15) 0.0275(3) Uani 1 1 d . . . C1A C 0.19717(15) 0.13018(7) 0.8009(2) 0.0350(5) Uani 1 1 d . . . H1A1 H 0.1730 0.1553 0.7553 0.042 Uiso 1 1 calc R . . H1A2 H 0.1417 0.1185 0.8433 0.042 Uiso 1 1 calc R . . C2A C 0.22969(15) 0.09977(7) 0.7029(2) 0.0350(5) Uani 1 1 d . . . H2A1 H 0.2513 0.0742 0.7476 0.042 Uiso 1 1 calc R . . H2A2 H 0.1730 0.0934 0.6380 0.042 Uiso 1 1 calc R . . N2A N 0.31298(12) 0.11685(5) 0.63659(17) 0.0288(3) Uani 1 1 d . . . C3A C 0.34448(15) 0.08745(7) 0.5386(2) 0.0356(5) Uani 1 1 d . . . H3A1 H 0.2855 0.0797 0.4793 0.043 Uiso 1 1 calc R . . H3A2 H 0.3698 0.0625 0.5841 0.043 Uiso 1 1 calc R . . C1B C 0.26878(16) 0.18184(6) 0.9546(2) 0.0346(5) Uani 1 1 d . . . H1B1 H 0.3068 0.1836 1.0410 0.041 Uiso 1 1 calc R . . H1B2 H 0.1981 0.1868 0.9649 0.041 Uiso 1 1 calc R . . C2B C 0.30550(15) 0.21434(6) 0.8667(2) 0.0322(4) Uani 1 1 d . . . H2B1 H 0.2665 0.2129 0.7808 0.039 Uiso 1 1 calc R . . H2B2 H 0.2951 0.2415 0.9037 0.039 Uiso 1 1 calc R . . N2B N 0.41221(12) 0.20888(5) 0.85161(16) 0.0278(3) Uani 1 1 d . . . C3B C 0.44412(15) 0.23845(6) 0.7551(2) 0.0318(4) Uani 1 1 d . . . H3B1 H 0.4238 0.2661 0.7789 0.038 Uiso 1 1 calc R . . H3B2 H 0.4091 0.2320 0.6692 0.038 Uiso 1 1 calc R . . C1C C 0.29301(15) 0.10867(7) 1.00235(19) 0.0330(4) Uani 1 1 d . . . H1C1 H 0.2789 0.0817 0.9625 0.040 Uiso 1 1 calc R . . H1C2 H 0.2451 0.1134 1.0662 0.040 Uiso 1 1 calc R . . C2C C 0.39812(15) 0.10894(7) 1.07135(18) 0.0324(4) Uani 1 1 d . . . H2C1 H 0.4129 0.1360 1.1099 0.039 Uiso 1 1 calc R . . H2C2 H 0.4033 0.0887 1.1421 0.039 Uiso 1 1 calc R . . N2C N 0.47170(12) 0.09915(6) 0.97896(16) 0.0325(4) Uani 1 1 d . . . C3C C 0.57633(16) 0.10349(7) 1.04143(19) 0.0353(5) Uani 1 1 d . . . H3C1 H 0.5822 0.0889 1.1252 0.042 Uiso 1 1 calc R . . H3C2 H 0.5895 0.1326 1.0599 0.042 Uiso 1 1 calc R . . O1 O 0.5374(2) 0.13945(7) 0.7279(3) 0.0216(5) Uani 0.50 1 d P . . B B 0.0000 0.10603(8) 1.2500 0.0203(5) Uani 1 2 d S . . C11 C 0.06682(13) 0.07509(5) 1.16911(17) 0.0213(3) Uani 1 1 d . . . C12 C 0.14757(14) 0.05381(5) 1.23413(19) 0.0274(4) Uani 1 1 d . . . H12 H 0.1660 0.0595 1.3229 0.033 Uiso 1 1 calc R . . C13 C 0.20183(16) 0.02462(6) 1.1736(2) 0.0354(5) Uani 1 1 d . . . H13 H 0.2567 0.0115 1.2207 0.043 Uiso 1 1 calc R . . C14 C 0.17515(16) 0.01489(6) 1.0442(2) 0.0371(5) Uani 1 1 d . . . H14 H 0.2117 -0.0048 1.0024 0.045 Uiso 1 1 calc R . . C15 C 0.09469(16) 0.03424(6) 0.9770(2) 0.0344(4) Uani 1 1 d . . . H15 H 0.0752 0.0274 0.8893 0.041 Uiso 1 1 calc R . . C16 C 0.04180(14) 0.06402(6) 1.03856(19) 0.0271(4) Uani 1 1 d . . . H16 H -0.0126 0.0771 0.9906 0.033 Uiso 1 1 calc R . . C21 C -0.06756(13) 0.13795(5) 1.15386(17) 0.0218(3) Uani 1 1 d . . . C22 C -0.02468(15) 0.15849(6) 1.05409(19) 0.0292(4) Uani 1 1 d . . . H22 H 0.0404 0.1510 1.0376 0.035 Uiso 1 1 calc R . . C23 C -0.07282(18) 0.18919(6) 0.9785(2) 0.0361(5) Uani 1 1 d . . . H23 H -0.0409 0.2017 0.9118 0.043 Uiso 1 1 calc R . . C24 C -0.16777(17) 0.20136(6) 1.0013(2) 0.0364(5) Uani 1 1 d . . . H24 H -0.2008 0.2224 0.9511 0.044 Uiso 1 1 calc R . . C25 C -0.21385(15) 0.18223(6) 1.0989(2) 0.0326(4) Uani 1 1 d . . . H25 H -0.2784 0.1904 1.1158 0.039 Uiso 1 1 calc R . . C26 C -0.16454(14) 0.15082(5) 1.17238(19) 0.0265(4) Uani 1 1 d . . . H26 H -0.1978 0.1378 1.2368 0.032 Uiso 1 1 calc R . . Cl1 Cl 0.5000 0.223681(19) 0.2500 0.03033(16) Uani 1 2 d S . . O11 O 0.47212(17) 0.19958(8) 0.3557(3) 0.0927(9) Uani 1 1 d . . . O12 O 0.41733(12) 0.24851(5) 0.20054(18) 0.0509(4) Uani 1 1 d . . . Cl2 Cl 0.50104(8) 0.00487(3) 0.79195(9) 0.0338(2) Uani 0.50 1 d P . . O21 O 0.5565(3) -0.00824(10) 0.9107(4) 0.0483(8) Uani 0.50 1 d P . . O22 O 0.57455(18) 0.02941(7) 0.7037(3) 0.0983(10) Uani 1 1 d . . . O23 O 0.4729(3) -0.02930(9) 0.7108(4) 0.0546(10) Uani 0.50 1 d P . . H3X H 0.2906 0.1403 0.5944 0.040 Uiso 1 1 d . . . H3Z H 0.4636 0.0718 0.9511 0.040 Uiso 1 1 d . . . H3Y H 0.4472 0.2145 0.9319 0.040 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.0179(2) 0.0202(2) 0.0166(2) 0.00062(15) 0.00315(16) -0.00021(16) N1 0.0242(8) 0.0324(8) 0.0271(8) 0.0018(6) 0.0083(6) -0.0004(6) C1A 0.0216(9) 0.0478(12) 0.0363(11) 0.0035(9) 0.0059(8) -0.0026(8) C2A 0.0240(9) 0.0457(12) 0.0344(11) 0.0002(9) -0.0003(8) -0.0099(8) N2A 0.0268(8) 0.0250(8) 0.0353(9) 0.0030(6) 0.0059(7) 0.0017(6) C3A 0.0285(10) 0.0358(11) 0.0410(12) -0.0114(9) -0.0039(9) -0.0028(8) C1B 0.0315(10) 0.0375(11) 0.0372(11) -0.0022(9) 0.0154(9) 0.0046(8) C2B 0.0274(10) 0.0306(10) 0.0401(11) -0.0002(8) 0.0108(8) 0.0072(8) N2B 0.0248(8) 0.0298(8) 0.0295(8) 0.0055(6) 0.0062(6) 0.0031(6) C3B 0.0334(11) 0.0205(9) 0.0430(11) 0.0070(8) 0.0114(9) 0.0056(7) C1C 0.0335(10) 0.0392(11) 0.0284(10) 0.0068(8) 0.0123(8) -0.0046(8) C2C 0.0377(11) 0.0405(11) 0.0201(9) 0.0052(8) 0.0087(8) -0.0008(9) N2C 0.0281(8) 0.0445(10) 0.0253(8) -0.0032(7) 0.0054(7) -0.0065(7) C3C 0.0343(11) 0.0484(12) 0.0217(9) 0.0078(8) -0.0039(8) -0.0064(9) O1 0.0213(12) 0.0253(13) 0.0189(12) -0.0013(10) 0.0053(11) -0.0007(10) B 0.0189(12) 0.0197(12) 0.0226(13) 0.000 0.0035(10) 0.000 C11 0.0210(8) 0.0187(8) 0.0249(9) -0.0006(6) 0.0050(7) -0.0023(6) C12 0.0278(9) 0.0238(8) 0.0301(10) 0.0001(7) 0.0013(7) 0.0009(7) C13 0.0291(10) 0.0238(9) 0.0536(13) 0.0024(9) 0.0052(9) 0.0068(8) C14 0.0360(11) 0.0231(9) 0.0548(14) -0.0111(9) 0.0168(10) 0.0015(8) C15 0.0366(11) 0.0333(10) 0.0351(11) -0.0127(8) 0.0113(9) -0.0069(8) C16 0.0229(9) 0.0295(9) 0.0292(10) -0.0039(7) 0.0035(7) -0.0002(7) C21 0.0232(8) 0.0197(8) 0.0223(8) -0.0016(6) 0.0017(6) -0.0005(6) C22 0.0328(10) 0.0269(9) 0.0285(10) 0.0041(7) 0.0058(8) 0.0007(8) C23 0.0525(13) 0.0268(9) 0.0286(10) 0.0065(8) 0.0024(9) -0.0034(9) C24 0.0515(13) 0.0200(9) 0.0338(11) -0.0001(8) -0.0140(9) 0.0047(8) C25 0.0284(10) 0.0246(9) 0.0426(12) -0.0087(8) -0.0058(8) 0.0048(7) C26 0.0260(9) 0.0235(8) 0.0301(10) -0.0024(7) 0.0029(7) 0.0006(7) Cl1 0.0259(3) 0.0213(3) 0.0450(4) 0.000 0.0094(3) 0.000 O11 0.0572(13) 0.0968(17) 0.126(2) 0.0796(16) 0.0188(13) -0.0039(12) O12 0.0365(9) 0.0494(10) 0.0639(12) 0.0054(8) -0.0086(8) 0.0091(7) Cl2 0.0369(5) 0.0216(4) 0.0415(6) 0.0005(3) -0.0025(6) -0.0015(4) O21 0.0491(19) 0.0420(18) 0.052(2) 0.0204(15) -0.0025(16) -0.0003(15) O22 0.0836(16) 0.0580(13) 0.138(2) 0.0481(14) -0.0591(16) -0.0352(12) O23 0.064(3) 0.0306(15) 0.070(3) -0.0193(16) 0.0078(18) -0.0108(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 Zn O1 0.786(3) 2_656 ? Zn O1 1.939(4) . y Zn N1 2.1581(16) . y Zn N2B 2.2775(17) . y Zn N2C 2.2785(18) . y Zn N2A 2.3208(18) . y Zn Zn 2.7205(10) 2_656 ? N1 C1C 1.486(2) . ? N1 C1A 1.486(3) . ? N1 C1B 1.486(3) . ? C1A C2A 1.527(3) . ? C2A N2A 1.495(2) . ? N2A C3A 1.501(3) . ? C3A C3C 1.523(3) 2_656 ? C1B C2B 1.525(3) . ? C2B N2B 1.484(2) . ? N2B C3B 1.496(2) . ? C3B C3B 1.532(4) 2_656 ? C1C C2C 1.527(3) . ? C2C N2C 1.494(2) . ? N2C C3C 1.504(3) . ? C3C C3A 1.523(3) 2_656 ? O1 Zn 0.786(3) 2_656 ? O1 O1 1.159(7) 2_656 ? B C11 1.653(2) . ? B C11 1.653(2) 2_557 ? B C21 1.658(2) 2_557 ? B C21 1.658(2) . ? C11 C12 1.411(3) . ? C11 C16 1.413(3) . ? C12 C13 1.400(3) . ? C13 C14 1.394(3) . ? C14 C15 1.387(3) . ? C15 C16 1.409(3) . ? C21 C26 1.415(2) . ? C21 C22 1.415(2) . ? C22 C23 1.399(3) . ? C23 C24 1.394(3) . ? C24 C25 1.399(3) . ? C25 C26 1.411(3) . ? Cl1 O12 1.4382(16) . ? Cl1 O12 1.4383(16) 2_655 ? Cl1 O11 1.439(2) . ? Cl1 O11 1.439(2) 2_655 ? Cl2 Cl2 0.871(2) 2_656 ? Cl2 O23 1.180(3) 2_656 ? Cl2 O22 1.310(2) 2_656 ? Cl2 O23 1.434(3) . ? Cl2 O21 1.443(3) . ? Cl2 O22 1.639(3) . ? O21 O23 1.460(5) 2_656 ? O22 Cl2 1.310(2) 2_656 ? O23 O23 1.038(7) 2_656 ? O23 Cl2 1.180(3) 2_656 ? O23 O21 1.460(5) 2_656 ? 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 Zn O1 5.4(2) 2_656 . ? O1 Zn N1 172.47(19) 2_656 . ? O1 Zn N1 177.71(9) . . y O1 Zn N2B 101.15(19) 2_656 . ? O1 Zn N2B 98.40(9) . . y N1 Zn N2B 83.55(6) . . y O1 Zn N2C 98.72(19) 2_656 . ? O1 Zn N2C 96.04(8) . . y N1 Zn N2C 84.05(6) . . y N2B Zn N2C 117.84(6) . . y O1 Zn N2A 90.76(19) 2_656 . ? O1 Zn N2A 96.19(8) . . y N1 Zn N2A 81.83(6) . . y N2B Zn N2A 116.89(6) . . y N2C Zn N2A 121.05(6) . . y O1 Zn Zn 5.00(19) 2_656 2_656 ? O1 Zn Zn 2.02(8) . 2_656 ? N1 Zn Zn 177.08(5) . 2_656 ? N2B Zn Zn 97.21(4) . 2_656 ? N2C Zn Zn 98.04(5) . 2_656 ? N2A Zn Zn 95.32(4) . 2_656 ? C1C N1 C1A 111.08(16) . . ? C1C N1 C1B 112.69(16) . . ? C1A N1 C1B 111.86(16) . . ? C1C N1 Zn 105.51(11) . . ? C1A N1 Zn 108.83(12) . . ? C1B N1 Zn 106.48(11) . . ? N1 C1A C2A 111.42(16) . . ? N2A C2A C1A 110.38(17) . . ? C2A N2A C3A 110.82(16) . . ? C2A N2A Zn 100.97(12) . . ? C3A N2A Zn 124.15(12) . . ? N2A C3A C3C 114.65(17) . 2_656 ? N1 C1B C2B 111.25(16) . . ? N2B C2B C1B 111.32(16) . . ? C2B N2B C3B 110.37(15) . . ? C2B N2B Zn 100.56(11) . . ? C3B N2B Zn 120.15(12) . . ? N2B C3B C3B 113.98(18) . 2_656 ? N1 C1C C2C 111.37(15) . . ? N2C C2C C1C 110.57(16) . . ? C2C N2C C3C 111.51(16) . . ? C2C N2C Zn 100.01(12) . . ? C3C N2C Zn 119.34(12) . . ? N2C C3C C3A 114.81(17) . 2_656 ? Zn O1 O1 170.9(4) 2_656 2_656 ? Zn O1 Zn 173.0(3) 2_656 . ? O1 O1 Zn 3.68(16) 2_656 . ? C11 B C11 103.91(18) . 2_557 ? C11 B C21 113.55(8) . 2_557 ? C11 B C21 112.41(9) 2_557 2_557 ? C11 B C21 112.41(9) . . ? C11 B C21 113.55(8) 2_557 . ? C21 B C21 101.37(18) 2_557 . ? C12 C11 C16 115.32(16) . . ? C12 C11 B 120.14(14) . . ? C16 C11 B 124.07(14) . . ? C13 C12 C11 122.95(18) . . ? C14 C13 C12 119.82(19) . . ? C15 C14 C13 119.38(18) . . ? C14 C15 C16 120.14(19) . . ? C15 C16 C11 122.35(18) . . ? C26 C21 C22 114.72(16) . . ? C26 C21 B 124.74(14) . . ? C22 C21 B 120.08(14) . . ? C23 C22 C21 123.63(19) . . ? C24 C23 C22 119.76(19) . . ? C23 C24 C25 119.19(18) . . ? C24 C25 C26 120.02(19) . . ? C25 C26 C21 122.65(18) . . ? O12 Cl1 O12 110.72(15) . 2_655 ? O12 Cl1 O11 109.15(12) . . ? O12 Cl1 O11 107.38(14) 2_655 . ? O12 Cl1 O11 107.38(14) . 2_655 ? O12 Cl1 O11 109.15(12) 2_655 2_655 ? O11 Cl1 O11 113.1(3) . 2_655 ? Cl2 Cl2 O23 87.3(2) 2_656 2_656 ? Cl2 Cl2 O22 95.33(18) 2_656 2_656 ? O23 Cl2 O22 145.7(2) 2_656 2_656 ? Cl2 Cl2 O23 55.33(17) 2_656 . ? O23 Cl2 O23 45.5(3) 2_656 . ? O22 Cl2 O23 110.12(19) 2_656 . ? Cl2 Cl2 O21 144.8(2) 2_656 . ? O23 Cl2 O21 66.8(2) 2_656 . ? O22 Cl2 O21 119.6(2) 2_656 . ? O23 Cl2 O21 110.6(2) . . ? Cl2 Cl2 O22 52.74(13) 2_656 . ? O23 Cl2 O22 104.7(2) 2_656 . ? O22 Cl2 O22 104.0(2) 2_656 . ? O23 Cl2 O22 101.3(2) . . ? O21 Cl2 O22 109.55(17) . . ? Cl2 O21 O23 47.99(17) . 2_656 ? Cl2 O22 Cl2 31.92(10) 2_656 . ? O23 O23 Cl2 80.2(2) 2_656 2_656 ? O23 O23 Cl2 54.23(18) 2_656 . ? Cl2 O23 Cl2 37.34(12) 2_656 . ? O23 O23 O21 141.8(4) 2_656 2_656 ? Cl2 O23 O21 65.2(2) 2_656 2_656 ? Cl2 O23 O21 99.7(2) . 2_656 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2C H3Z O22 0.95 2.15 3.004(3) 148.7 2_656 N2C H3Z O21 0.95 2.57 3.243(4) 128.1 5_657 N2B H3Y O11 0.93 2.41 3.289(3) 156.6 2_656 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.512 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.056