# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Zaworotko, Michael' _publ_contact_author_email xtal@usf.edu _publ_section_title ; Structural Diversity through Ligand Flexibility: Two Novel Metal-Organic Nets via Ligand-to-Ligand Cross-Linking of "Paddlewheels" ; loop_ _publ_author_name M.Zaworotko W.Qiu J.Perman L.Wojtas M.Eddaoudi data_wg13502_tw4 _database_code_depnum_ccdc_archive 'CCDC 789592' #TrackingRef '2505_web_deposit_cif_file_0_LukaszWojtas_1284992491.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H51 Cu6 N O35' _chemical_formula_weight 1751.28 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 34.3624(13) _cell_length_b 18.6807(7) _cell_length_c 25.8757(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 16610.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3536 _exptl_absorpt_coefficient_mu 1.186 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8422 _exptl_absorpt_correction_T_max 0.9216 _exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER SMART APEXII CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31349 _diffrn_reflns_av_R_equivalents 0.0728 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 50.43 _reflns_number_total 9036 _reflns_number_gt 3885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2010)' _computing_cell_refinement 'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)' _computing_data_reduction 'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material 'APEX2 (Bruker, 2010)' _publ_section_references ; Bruker AXS. (2010). APEX2 Bruker AXS, Inc. Madison, Wisconsin, USA. Bruker AXS. (2009). SAINT Bruker AXS, Inc. Madison, Wisconsin, USA. Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. ; _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^)+(0.1000P)^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 9036 _refine_ls_number_parameters 398 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.1447 _refine_ls_R_factor_gt 0.0881 _refine_ls_wR_factor_ref 0.2456 _refine_ls_wR_factor_gt 0.2230 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.101 _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 0.15003(4) 0.7500 0.95891(7) 0.0886(5) Uani 1 2 d S . . Cu2 Cu 0.07238(5) 0.7500 0.96060(7) 0.0987(6) Uani 1 2 d S . . Cu3 Cu 0.22642(4) 0.46532(9) 0.66759(5) 0.1208(6) Uani 1 1 d . . . Cu4 Cu 0.26451(4) 0.53679(9) 0.74258(6) 0.1224(6) Uani 1 1 d . . . C1 C 0.1107(3) 0.6613(4) 0.8916(3) 0.088(2) Uiso 1 1 d D A . O1 O 0.18276(19) 0.4883(4) 0.7127(3) 0.121(2) Uani 1 1 d . . . C2 C 0.1114(2) 0.6095(3) 0.8455(3) 0.133(4) Uani 1 1 d D . . O2 O 0.2139(2) 0.5454(4) 0.7758(2) 0.126(2) Uani 1 1 d . . . O3 O 0.14405(16) 0.6750(3) 0.9064(2) 0.108(2) Uani 1 1 d . . . C4 C 0.1464(2) 0.5393(4) 0.7800(3) 0.116(3) Uani 1 1 d D . . O4 O 0.07866(16) 0.6774(4) 0.9070(3) 0.134(3) Uani 1 1 d . . . C5 C 0.1849(3) 0.5195(4) 0.7558(4) 0.105(3) Uani 1 1 d D A . C3A C 0.1469(4) 0.5880(5) 0.8224(4) 0.111 Uiso 0.620(8) 1 d PD A 1 H3 H 0.1709 0.6059 0.8352 0.133 Uiso 0.620(8) 1 calc PR A 1 C6A C 0.1110(3) 0.5140(6) 0.7606(5) 0.094(5) Uiso 0.620(8) 1 d PD A 1 H6A H 0.1108 0.4815 0.7324 0.113 Uiso 0.620(8) 1 d PR A 1 O5A O 0.0430(4) 0.5213(8) 0.7572(5) 0.153(5) Uiso 0.620(8) 1 d PD A 1 C9A C 0.0093(4) 0.5129(8) 0.7877(8) 0.180(4) Uiso 0.620(8) 1 d PDU A 1 H9A1 H 0.0168 0.5053 0.8242 0.216 Uiso 0.620(8) 1 calc PRD A 1 H9A2 H -0.0054 0.4703 0.7759 0.216 Uiso 0.620(8) 1 calc PR A 1 C19A C -0.0156(4) 0.5766(11) 0.7838(7) 0.225 Uiso 0.620(8) 1 d PDU A 1 H19A H -0.0173 0.5921 0.7473 0.271 Uiso 0.620(8) 1 calc PR A 1 H19B H -0.0042 0.6162 0.8043 0.271 Uiso 0.620(8) 1 calc PRD A 1 C10A C -0.0558(5) 0.5593(12) 0.8040(9) 0.198(9) Uiso 0.620(8) 1 d PDU A 1 H10A H -0.0704 0.6039 0.8108 0.238 Uiso 0.620(8) 1 calc PR A 1 H10B H -0.0703 0.5306 0.7783 0.238 Uiso 0.620(8) 1 calc PR A 1 O6A O -0.0509(5) 0.5182(11) 0.8523(7) 0.229(7) Uiso 0.620(8) 1 d PDU A 1 C11A C -0.0868(5) 0.4869(9) 0.8744(6) 0.152(7) Uiso 0.620(8) 1 d PD A 1 C12A C -0.0836(4) 0.4343(7) 0.9109(5) 0.115(5) Uiso 0.620(8) 1 d PD A 1 H12A H -0.0588 0.4259 0.9259 0.138 Uiso 0.620(8) 1 calc PR A 1 C14A C -0.1500(3) 0.4072(6) 0.9037(4) 0.123(8) Uiso 0.620(8) 1 d PD A 1 H14A H -0.1721 0.3797 0.9134 0.148 Uiso 0.620(8) 1 calc PR A 1 C16A C -0.1227(4) 0.5012(8) 0.8515(6) 0.131(6) Uiso 0.620(8) 1 d PD A 1 H16A H -0.1254 0.5379 0.8263 0.157 Uiso 0.620(8) 1 calc PR A 1 C7A C 0.0763(4) 0.5376(7) 0.7847(5) 0.103(5) Uiso 0.620(8) 1 d PD A 1 C8A C 0.0757(4) 0.5850(7) 0.8272(6) 0.121(7) Uiso 0.620(8) 1 d PD A 1 H8A H 0.0519 0.5995 0.8426 0.145 Uiso 0.620(8) 1 calc PRD A 1 C3B C 0.1432(8) 0.5924(11) 0.8166(6) 0.169 Uiso 0.380(8) 1 d PD A 2 H3B H 0.1658 0.6204 0.8224 0.202 Uiso 0.380(8) 1 calc PR A 2 C6B C 0.1150(8) 0.4928(14) 0.7693(12) 0.23(2) Uiso 0.380(8) 1 d PD A 2 H6B H 0.1171 0.4557 0.7444 0.270 Uiso 0.380(8) 1 calc PR A 2 O5B O 0.0502(5) 0.4743(10) 0.7714(7) 0.113(6) Uiso 0.380(8) 1 d PD A 2 C9B C 0.0127(5) 0.4696(12) 0.7963(10) 0.166 Uiso 0.380(8) 1 d PDU A 2 H9B1 H 0.0143 0.4857 0.8327 0.199 Uiso 0.380(8) 1 calc PRD A 2 H9B2 H 0.0027 0.4199 0.7954 0.199 Uiso 0.380(8) 1 calc PR A 2 C19B C -0.0133(7) 0.520(2) 0.7639(14) 0.229 Uiso 0.380(8) 1 d PDU A 2 H19C H -0.0062 0.5709 0.7703 0.275 Uiso 0.380(8) 1 calc PR A 2 H19D H -0.0105 0.5101 0.7266 0.275 Uiso 0.380(8) 1 calc PR A 2 C10B C -0.0548(6) 0.506(2) 0.7815(14) 0.198(9) Uiso 0.380(8) 1 d PDU A 2 H10C H -0.0670 0.5505 0.7944 0.238 Uiso 0.380(8) 1 calc PR A 2 H10D H -0.0706 0.4871 0.7526 0.238 Uiso 0.380(8) 1 calc PR A 2 O6B O -0.0518(7) 0.4533(17) 0.8227(12) 0.223(7) Uiso 0.380(8) 1 d PDU A 2 C11B C -0.0869(7) 0.4326(12) 0.8456(9) 0.145(11) Uiso 0.380(8) 1 d PD A 2 C12B C -0.0815(5) 0.3966(9) 0.8917(7) 0.089(7) Uiso 0.380(8) 1 d PD A 2 H12B H -0.0571 0.3754 0.9000 0.106 Uiso 0.380(8) 1 calc PR A 2 C14B C -0.1495(5) 0.4247(7) 0.9124(6) 0.089(9) Uiso 0.380(8) 1 d PD A 2 H14B H -0.1710 0.4220 0.9354 0.107 Uiso 0.380(8) 1 calc PR A 2 C16B C -0.1225(5) 0.4635(11) 0.8335(8) 0.111(8) Uiso 0.380(8) 1 d PD A 2 H16B H -0.1251 0.4878 0.8015 0.134 Uiso 0.380(8) 1 calc PR A 2 C7B C 0.0811(8) 0.5041(15) 0.7971(10) 0.152(13) Uiso 0.380(8) 1 d PD A 2 C8B C 0.0813(7) 0.5610(11) 0.8336(9) 0.109(10) Uiso 0.380(8) 1 d PD A 2 H8B H 0.0578 0.5672 0.8525 0.131 Uiso 0.380(8) 1 calc PRD A 2 O7 O -0.07942(17) 0.3225(4) 0.9863(3) 0.122(2) Uani 1 1 d . . . O8 O -0.14485(17) 0.3223(3) 0.9880(2) 0.1035(19) Uani 1 1 d . . . O9 O -0.2228(2) 0.4567(4) 0.8644(3) 0.130(2) Uiso 1 1 d . . . O10 O -0.19152(18) 0.5173(4) 0.8031(3) 0.129(2) Uani 1 1 d . . . C13 C -0.1148(2) 0.3922(4) 0.9274(3) 0.120(4) Uani 1 1 d D . . C15 C -0.1546(3) 0.4603(4) 0.8666(3) 0.117(3) Uani 1 1 d D . . C17 C -0.1941(3) 0.4756(6) 0.8416(4) 0.115(4) Uani 1 1 d . A . C18 C -0.1138(3) 0.3351(5) 0.9700(2) 0.083(3) Uani 1 1 d D A . C21 C 0.2314(3) 0.6136(6) 0.6574(4) 0.101(3) Uiso 1 1 d D . . O21 O 0.2209(2) 0.5585(4) 0.6355(3) 0.158(3) Uani 1 1 d . . . C22 C 0.2237(3) 0.6832(5) 0.6322(4) 0.126(4) Uani 1 1 d D . . O22 O 0.25250(19) 0.6221(3) 0.6994(3) 0.122(2) Uani 1 1 d . . . C23 C 0.2349(3) 0.7500 0.6515(5) 0.114(5) Uani 1 2 d SD . . H23 H 0.2518 0.7500 0.6806 0.137 Uiso 1 2 calc SR . . C24 C 0.2041(4) 0.6842(5) 0.5857(4) 0.154(5) Uani 1 1 d D B . H24 H 0.1959 0.6409 0.5699 0.185 Uiso 1 1 calc R . . C25 C 0.1966(5) 0.7500 0.5622(7) 0.160(7) Uani 1 2 d SD . . O25 O 0.2297(2) 0.5605(4) 0.2720(3) 0.149(3) Uani 1 1 d . . . O26 O 0.2636(2) 0.6214(4) 0.2100(3) 0.145(3) Uani 1 1 d . . . C29 C 0.2011(5) 0.7500 0.3432(5) 0.158(7) Uani 1 2 d SD . . C30 C 0.2134(4) 0.6882(6) 0.3182(5) 0.169(5) Uiso 1 1 d D C . H30 H 0.2069 0.6438 0.3338 0.203 Uiso 1 1 calc R . . C31 C 0.2343(3) 0.68547(13) 0.2728(3) 0.112(3) Uiso 1 1 d D . . O31 O 0.1860(3) 0.4135(5) 0.6087(4) 0.215(4) Uani 1 1 d . . . C32 C 0.2470(3) 0.7500 0.2517(4) 0.120(5) Uiso 1 2 d SD . . H32 H 0.2642 0.7500 0.2230 0.144 Uiso 1 2 calc SR . . O32 O 0.3056(3) 0.5841(6) 0.8007(3) 0.244(5) Uani 1 1 d . . . C33 C 0.24403(18) 0.6148(3) 0.2476(3) 0.113(3) Uiso 1 1 d D C . C41 C -0.00961(18) 0.7296(3) 0.9225(3) 0.239(13) Uiso 0.50 1 d PR . . H41 H 0.0051 0.7296 0.8914 0.286 Uiso 0.50 1 d PR . . N41 N 0.00936(18) 0.7296(3) 0.9608(3) 0.074(3) Uiso 0.50 1 d PR . . C42 C -0.01069(18) 0.7296(3) 1.0067(3) 0.170(9) Uiso 0.50 1 d PR . . H42 H 0.0020 0.7296 1.0393 0.204 Uiso 0.50 1 d PR . . C43 C -0.05104(18) 0.7296(3) 1.0019(3) 0.231(12) Uiso 0.50 1 d PR . . H43 H -0.0646 0.7296 1.0340 0.277 Uiso 0.50 1 d PR . . C44 C -0.07249(18) 0.7296(3) 0.9633(3) 0.360 Uiso 0.50 1 d PR . . H44 H -0.1001 0.7296 0.9644 0.432 Uiso 0.50 1 d PR . . C45 C -0.04897(18) 0.7296(3) 0.9154(3) 0.300 Uiso 0.50 1 d PR . . H45 H -0.0605 0.7296 0.8820 0.360 Uiso 0.50 1 d PR . . O61 O 0.2144(3) 0.7500 0.9634(4) 0.147(4) Uiso 1 2 d S . . C35 C 0.1317(4) 0.7500 0.4452(6) 0.143 Uiso 1 2 d SD . . H35A H 0.1162 0.7878 0.4280 0.172 Uiso 0.50 1 calc PR B . H35B H 0.1131 0.7133 0.4576 0.172 Uiso 0.50 1 calc PR . . O23 O 0.1736(5) 0.7263(10) 0.5174(7) 0.179(7) Uiso 0.50 1 d PD B -1 O24 O 0.1798(4) 0.7764(7) 0.3871(6) 0.152 Uiso 0.50 1 d PD C -1 C34 C 0.1502(7) 0.7822(11) 0.4909(7) 0.157(10) Uiso 0.50 1 d PD B -1 H34A H 0.1301 0.8012 0.5146 0.189 Uiso 0.50 1 calc PR B -1 H34B H 0.1672 0.8223 0.4802 0.189 Uiso 0.50 1 calc PR B -1 C36 C 0.1569(5) 0.7159(8) 0.4053(6) 0.130(8) Uiso 0.50 1 d PD B -1 H36A H 0.1737 0.6784 0.4205 0.157 Uiso 0.50 1 calc PR B -1 H36B H 0.1412 0.6949 0.3770 0.157 Uiso 0.50 1 calc PR B -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0729(10) 0.1214(14) 0.0716(10) 0.000 0.0035(9) 0.000 Cu2 0.0718(10) 0.1396(16) 0.0847(12) 0.000 0.0014(10) 0.000 Cu3 0.1384(12) 0.1218(12) 0.1021(11) -0.0438(10) 0.0204(9) -0.0365(10) Cu4 0.1431(12) 0.1265(13) 0.0977(10) -0.0446(10) 0.0194(9) -0.0351(10) O1 0.141(5) 0.107(5) 0.117(5) -0.025(4) 0.018(4) -0.042(4) C2 0.093(7) 0.196(12) 0.111(8) -0.033(8) 0.021(6) -0.046(7) O2 0.142(5) 0.141(6) 0.095(4) -0.079(4) 0.014(4) -0.036(5) O3 0.075(4) 0.135(5) 0.114(5) -0.025(4) -0.007(3) 0.006(3) C4 0.113(7) 0.138(9) 0.098(7) -0.043(7) 0.032(6) -0.042(7) O4 0.072(4) 0.210(8) 0.120(5) -0.054(5) 0.013(3) 0.012(4) C5 0.114(7) 0.088(7) 0.112(8) -0.071(6) 0.003(6) -0.039(6) O7 0.068(4) 0.178(7) 0.120(5) 0.025(5) -0.008(4) -0.015(4) O8 0.061(4) 0.133(5) 0.116(5) 0.020(4) 0.003(3) -0.001(3) O10 0.120(5) 0.139(6) 0.129(6) 0.060(5) -0.002(4) -0.037(4) C13 0.067(6) 0.148(9) 0.143(9) 0.044(8) 0.015(6) 0.024(6) C15 0.138(8) 0.072(6) 0.142(9) 0.069(6) -0.005(7) -0.022(6) C17 0.091(7) 0.163(10) 0.091(7) 0.066(7) 0.002(5) -0.018(6) C18 0.074(6) 0.130(8) 0.044(5) 0.016(4) -0.021(4) -0.050(5) O21 0.195(8) 0.144(7) 0.135(6) -0.036(6) 0.028(5) -0.042(6) C22 0.167(10) 0.117(10) 0.095(8) -0.020(7) 0.050(7) -0.046(8) O22 0.153(6) 0.101(5) 0.111(5) -0.010(4) -0.002(4) -0.016(4) C23 0.098(10) 0.149(15) 0.097(10) 0.000 0.035(8) 0.000 C24 0.215(14) 0.143(13) 0.103(9) -0.019(9) 0.034(9) 0.019(10) C25 0.153(16) 0.21(2) 0.118(16) 0.000 0.004(12) 0.000 O25 0.200(7) 0.148(7) 0.098(5) 0.041(5) -0.012(5) -0.073(5) O26 0.185(7) 0.101(6) 0.151(7) 0.024(5) -0.020(6) -0.021(5) C29 0.166(15) 0.23(2) 0.080(10) 0.000 -0.011(11) 0.000 O31 0.237(10) 0.190(9) 0.216(9) -0.110(8) -0.003(8) 0.008(7) O32 0.328(13) 0.248(12) 0.155(8) -0.044(8) -0.008(8) -0.132(10) _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 O8 1.936(6) 5_567 ? Cu1 O8 1.936(6) 4_557 ? Cu1 O3 1.962(6) . ? Cu1 O3 1.962(6) 8_575 ? Cu1 O61 2.215(10) . ? Cu1 Cu2 2.669(2) . ? Cu2 O7 1.946(6) 5_567 ? Cu2 O7 1.946(7) 4_557 ? Cu2 O4 1.952(6) 8_575 ? Cu2 O4 1.952(6) . ? Cu2 N41 2.199(6) . ? Cu2 N41 2.199(6) 8_575 ? Cu3 O9 1.938(7) 6_657 ? Cu3 O21 1.938(8) . ? Cu3 O1 1.949(7) . ? Cu3 O26 1.987(8) 2_565 ? Cu3 O31 2.279(9) . ? Cu3 Cu4 2.6946(19) . ? Cu4 O2 1.945(6) . ? Cu4 O10 1.953(7) 6_657 ? Cu4 O25 1.980(8) 2_565 ? Cu4 O22 1.989(7) . ? Cu4 O32 2.244(9) . ? C1 O4 1.210(9) . ? C1 O3 1.235(9) . ? C1 C2 1.535(7) . ? O1 C5 1.260(9) . ? C2 C3B 1.362(19) . ? C2 C8A 1.393(12) . ? C2 C8B 1.410(15) . ? C2 C3A 1.416(14) . ? O2 C5 1.225(9) . ? C4 C3B 1.375(19) . ? C4 C6A 1.399(5) . ? C4 C6B 1.412(19) . ? C4 C3A 1.424(14) . ? C4 C5 1.509(11) . ? C3A H3 0.9500 . ? C6A C7A 1.417(13) . ? C6A H6A 0.9499 . ? O5A C7A 1.380(13) . ? O5A C9A 1.410(14) . ? C9A C19A 1.467(15) . ? C9A H9A1 0.9900 . ? C9A H9A2 0.9900 . ? C19A C10A 1.512(15) . ? C19A H19A 0.9900 . ? C19A H19B 0.9900 . ? C10A O6A 1.476(15) . ? C10A H10A 0.9900 . ? C10A H10B 0.9900 . ? O6A C11A 1.481(15) . ? C11A C12A 1.368(14) . ? C11A C16A 1.396(5) . ? C12A C13 1.395(5) . ? C12A H12A 0.9500 . ? C14A C13 1.383(5) . ? C14A C15 1.392(5) . ? C14A H14A 0.9500 . ? C16A C15 1.392(14) . ? C16A H16A 0.9500 . ? C7A C8A 1.411(14) . ? C8A H8A 0.9500 . ? C3B H3B 0.9500 . ? C6B C7B 1.385(19) . ? C6B H6A 0.9905 . ? C6B H6B 0.9500 . ? O5B C7B 1.373(18) . ? O5B C9B 1.442(17) . ? C9B C19B 1.549(18) . ? C9B H9B1 0.9900 . ? C9B H9B2 0.9900 . ? C19B C10B 1.519(17) . ? C19B H19C 0.9900 . ? C19B H19D 0.9900 . ? C10B O6B 1.455(18) . ? C10B H10C 0.9900 . ? C10B H10D 0.9900 . ? O6B C11B 1.398(17) . ? C11B C12B 1.382(17) . ? C11B C16B 1.389(17) . ? C12B C13 1.474(15) . ? C12B H12B 0.9500 . ? C14B C15 1.372(16) . ? C14B C13 1.392(16) . ? C14B H14B 0.9500 . ? C16B C15 1.398(16) . ? C16B H16B 0.9500 . ? C7B C8B 1.421(18) . ? C8B H8B 0.9500 . ? O7 C18 1.278(9) . ? O7 Cu2 1.946(6) 5_567 ? O8 C18 1.187(9) . ? O8 Cu1 1.936(6) 5_567 ? O9 C17 1.204(9) . ? O9 Cu3 1.938(7) 6_557 ? O10 C17 1.267(9) . ? O10 Cu4 1.953(7) 6_557 ? C13 C18 1.533(7) . ? C15 C17 1.528(12) . ? C21 O21 1.228(11) . ? C21 O22 1.316(11) . ? C21 C22 1.478(13) . ? C22 C24 1.380(11) . ? C22 C23 1.399(10) . ? C23 C22 1.399(9) 8_575 ? C23 H23 0.9500 . ? C24 C25 1.395(10) . ? C24 H24 0.9500 . ? C25 C24 1.395(10) 8_575 ? C25 O23 1.47(2) . ? C25 O23 1.47(2) 8_575 ? O25 C33 1.293(8) . ? O25 Cu4 1.980(8) 2_564 ? O26 C33 1.189(9) . ? O26 Cu3 1.987(8) 2_564 ? C29 C30 1.391(11) . ? C29 C30 1.391(11) 8_575 ? C29 O24 1.439(13) . ? C29 O24 1.439(13) 8_575 ? C30 C31 1.375(10) . ? C30 H30 0.9500 . ? C31 C32 1.395(4) . ? C31 C33 1.511(6) . ? C32 C31 1.395(4) 8_575 ? C32 H32 0.9500 . ? C41 C41 0.761(12) 8_575 ? C41 N41 1.1863 . ? C41 C45 1.3647 . ? C41 N41 1.409(7) 8_575 ? C41 C45 1.562(6) 8_575 ? C41 H41 0.9500 . ? N41 N41 0.761(12) 8_575 ? N41 C42 1.3741 . ? N41 C41 1.409(7) 8_575 ? N41 C42 1.571(6) 8_575 ? C42 C42 0.761(12) 8_575 ? C42 C43 1.3920 . ? C42 N41 1.571(6) 8_575 ? C42 C43 1.586(6) 8_575 ? C42 H42 0.9500 . ? C43 C43 0.761(12) 8_575 ? C43 C44 1.2419 . ? C43 C44 1.456(6) 8_575 ? C43 C42 1.586(6) 8_575 ? C43 H43 0.9500 . ? C44 C44 0.761(12) 8_575 ? C44 C43 1.456(7) 8_575 ? C44 C45 1.4800 . ? C44 C45 1.664(6) 8_575 ? C44 H44 0.9500 . ? C45 C45 0.761(12) 8_575 ? C45 C41 1.562(6) 8_575 ? C45 C44 1.664(6) 8_575 ? C45 H45 0.9501 . ? C35 C34 1.470(14) 8_575 ? C35 C34 1.470(14) . ? C35 C36 1.491(13) . ? C35 C36 1.491(13) 8_575 ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? O23 C34 1.486(15) . ? O24 C36 1.454(5) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? 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 O8 Cu1 O8 88.5(4) 5_567 4_557 ? O8 Cu1 O3 89.1(3) 5_567 . ? O8 Cu1 O3 168.6(2) 4_557 . ? O8 Cu1 O3 168.6(2) 5_567 8_575 ? O8 Cu1 O3 89.1(3) 4_557 8_575 ? O3 Cu1 O3 91.1(4) . 8_575 ? O8 Cu1 O61 93.1(3) 5_567 . ? O8 Cu1 O61 93.1(3) 4_557 . ? O3 Cu1 O61 98.1(2) . . ? O3 Cu1 O61 98.1(3) 8_575 . ? O8 Cu1 Cu2 84.06(18) 5_567 . ? O8 Cu1 Cu2 84.06(18) 4_557 . ? O3 Cu1 Cu2 84.63(17) . . ? O3 Cu1 Cu2 84.63(17) 8_575 . ? O61 Cu1 Cu2 176.1(3) . . ? O7 Cu2 O7 88.3(4) 5_567 4_557 ? O7 Cu2 O4 166.5(3) 5_567 8_575 ? O7 Cu2 O4 90.3(3) 4_557 8_575 ? O7 Cu2 O4 90.3(3) 5_567 . ? O7 Cu2 O4 166.5(3) 4_557 . ? O4 Cu2 O4 88.0(5) 8_575 . ? O7 Cu2 N41 90.0(3) 5_567 . ? O7 Cu2 N41 104.0(2) 4_557 . ? O4 Cu2 N41 103.3(3) 8_575 . ? O4 Cu2 N41 89.4(2) . . ? O7 Cu2 N41 104.0(2) 5_567 8_575 ? O7 Cu2 N41 90.0(3) 4_557 8_575 ? O4 Cu2 N41 89.4(2) 8_575 8_575 ? O4 Cu2 N41 103.3(3) . 8_575 ? O7 Cu2 Cu1 83.53(18) 5_567 . ? O7 Cu2 Cu1 83.53(18) 4_557 . ? O4 Cu2 Cu1 82.99(18) 8_575 . ? O4 Cu2 Cu1 82.99(18) . . ? N41 Cu2 Cu1 170.01(16) . . ? N41 Cu2 Cu1 170.01(16) 8_575 . ? O9 Cu3 O21 88.9(3) 6_657 . ? O9 Cu3 O1 165.3(3) 6_657 . ? O21 Cu3 O1 89.1(3) . . ? O9 Cu3 O26 90.7(3) 6_657 2_565 ? O21 Cu3 O26 170.4(3) . 2_565 ? O1 Cu3 O26 89.0(3) . 2_565 ? O9 Cu3 O31 103.2(3) 6_657 . ? O21 Cu3 O31 92.1(4) . . ? O1 Cu3 O31 91.4(3) . . ? O26 Cu3 O31 97.3(4) 2_565 . ? O9 Cu3 Cu4 84.9(2) 6_657 . ? O21 Cu3 Cu4 84.9(2) . . ? O1 Cu3 Cu4 80.4(2) . . ? O26 Cu3 Cu4 85.6(2) 2_565 . ? O31 Cu3 Cu4 171.3(2) . . ? O2 Cu4 O10 166.9(3) . 6_657 ? O2 Cu4 O25 89.8(3) . 2_565 ? O10 Cu4 O25 89.1(3) 6_657 2_565 ? O2 Cu4 O22 89.8(3) . . ? O10 Cu4 O22 88.3(3) 6_657 . ? O25 Cu4 O22 166.4(3) 2_565 . ? O2 Cu4 O32 103.5(3) . . ? O10 Cu4 O32 89.6(4) 6_657 . ? O25 Cu4 O32 92.3(4) 2_565 . ? O22 Cu4 O32 101.0(4) . . ? O2 Cu4 Cu3 85.70(18) . . ? O10 Cu4 Cu3 81.21(19) 6_657 . ? O25 Cu4 Cu3 82.59(19) 2_565 . ? O22 Cu4 Cu3 83.8(2) . . ? O32 Cu4 Cu3 169.5(3) . . ? O4 C1 O3 133.6(8) . . ? O4 C1 C2 115.3(8) . . ? O3 C1 C2 111.0(8) . . ? C5 O1 Cu3 126.0(6) . . ? C3B C2 C8A 116.3(15) . . ? C3B C2 C8B 108.6(18) . . ? C8A C2 C3A 121.4(11) . . ? C8B C2 C3A 111.0(14) . . ? C3B C2 C1 125.9(13) . . ? C8A C2 C1 117.3(10) . . ? C8B C2 C1 124.3(14) . . ? C3A C2 C1 121.3(9) . . ? C5 O2 Cu4 120.7(5) . . ? C1 O3 Cu1 117.5(5) . . ? C3B C4 C6A 114.9(14) . . ? C3B C4 C6B 121(2) . . ? C6A C4 C3A 120.2(11) . . ? C6B C4 C3A 123.5(19) . . ? C3B C4 C5 122.2(13) . . ? C6A C4 C5 121.9(9) . . ? C6B C4 C5 115.9(18) . . ? C3A C4 C5 117.8(9) . . ? C1 O4 Cu2 120.6(6) . . ? O2 C5 O1 127.1(9) . . ? O2 C5 C4 116.3(8) . . ? O1 C5 C4 115.5(8) . . ? C2 C3A C4 119.8(12) . . ? C2 C3A H3 120.1 . . ? C4 C3A H3 120.1 . . ? C4 C6A C7A 118.0(12) . . ? C4 C6A H6A 119.9 . . ? C7A C6A H6A 122.1 . . ? C7A O5A C9A 114.6(13) . . ? O5A C9A C19A 110.5(13) . . ? O5A C9A H9A1 109.5 . . ? C19A C9A H9A1 109.5 . . ? O5A C9A H9A2 109.5 . . ? C19A C9A H9A2 109.5 . . ? H9A1 C9A H9A2 108.1 . . ? C9A C19A C10A 109.6(13) . . ? C9A C19A H19A 109.8 . . ? C10A C19A H19A 109.8 . . ? C9A C19A H19B 109.8 . . ? C10A C19A H19B 109.8 . . ? H19A C19A H19B 108.2 . . ? O6A C10A C19A 107.4(13) . . ? O6A C10A H10A 110.2 . . ? C19A C10A H10A 110.2 . . ? O6A C10A H10B 110.2 . . ? C19A C10A H10B 110.2 . . ? H10A C10A H10B 108.5 . . ? C10A O6A C11A 115.9(15) . . ? C12A C11A C16A 120.1(17) . . ? C12A C11A O6A 119.0(14) . . ? C16A C11A O6A 119.9(15) . . ? C11A C12A C13 123.7(14) . . ? C11A C12A H12A 118.1 . . ? C13 C12A H12A 118.1 . . ? C13 C14A C15 123.5(10) . . ? C13 C14A H14A 118.3 . . ? C15 C14A H14A 118.3 . . ? C15 C16A C11A 118.2(15) . . ? C15 C16A H16A 120.9 . . ? C11A C16A H16A 120.9 . . ? O5A C7A C8A 121.9(13) . . ? O5A C7A C6A 113.7(12) . . ? C8A C7A C6A 123.4(13) . . ? C2 C8A C7A 117.3(14) . . ? C2 C8A H8A 121.3 . . ? C7A C8A H8A 121.3 . . ? C2 C3B C4 128(2) . . ? C2 C3B H3B 116.2 . . ? C4 C3B H3B 116.2 . . ? C7B C6B C4 116(3) . . ? C7B C6B H6A 114.3 . . ? C4 C6B H6A 115.6 . . ? C7B C6B H6B 121.8 . . ? C4 C6B H6B 121.8 . . ? C7B O5B C9B 120(2) . . ? O5B C9B C19B 103.8(15) . . ? O5B C9B H9B1 111.0 . . ? C19B C9B H9B1 111.0 . . ? O5B C9B H9B2 111.0 . . ? C19B C9B H9B2 111.0 . . ? H9B1 C9B H9B2 109.0 . . ? C10B C19B C9B 105.8(13) . . ? C10B C19B H19C 110.6 . . ? C9B C19B H19C 110.6 . . ? C10B C19B H19D 110.6 . . ? C9B C19B H19D 110.6 . . ? H19C C19B H19D 108.7 . . ? O6B C10B C19B 105.8(14) . . ? O6B C10B H10C 110.6 . . ? C19B C10B H10C 110.6 . . ? O6B C10B H10D 110.6 . . ? C19B C10B H10D 110.6 . . ? H10C C10B H10D 108.7 . . ? C11B O6B C10B 116(2) . . ? C12B C11B C16B 121(2) . . ? C12B C11B O6B 113(2) . . ? C16B C11B O6B 123(2) . . ? C11B C12B C13 117.6(18) . . ? C11B C12B H12B 121.2 . . ? C13 C12B H12B 121.2 . . ? C15 C14B C13 124.2(15) . . ? C15 C14B H14B 117.9 . . ? C13 C14B H14B 117.9 . . ? C11B C16B C15 123(2) . . ? C11B C16B H16B 118.7 . . ? C15 C16B H16B 118.7 . . ? O5B C7B C6B 109.7(19) . . ? O5B C7B C8B 129(2) . . ? C6B C7B C8B 117(3) . . ? C2 C8B C7B 129(2) . . ? C2 C8B H8B 115.6 . . ? C7B C8B H8B 115.6 . . ? C18 O7 Cu2 118.5(5) . 5_567 ? C18 O8 Cu1 120.1(5) . 5_567 ? C17 O9 Cu3 120.3(7) . 6_557 ? C17 O10 Cu4 122.5(6) . 6_557 ? C14A C13 C12A 114.9(10) . . ? C14B C13 C12A 109.0(10) . . ? C14A C13 C12B 113.0(10) . . ? C14B C13 C12B 117.8(13) . . ? C14A C13 C18 118.5(7) . . ? C14B C13 C18 121.4(10) . . ? C12A C13 C18 126.5(9) . . ? C12B C13 C18 118.2(10) . . ? C14B C15 C16A 114.0(11) . . ? C14A C15 C16A 119.6(11) . . ? C14B C15 C16B 116.6(15) . . ? C14A C15 C16B 111.2(13) . . ? C14B C15 C17 124.8(10) . . ? C14A C15 C17 121.9(8) . . ? C16A C15 C17 118.5(9) . . ? C16B C15 C17 115.7(12) . . ? O9 C17 O10 128.5(9) . . ? O9 C17 C15 117.7(8) . . ? O10 C17 C15 112.7(8) . . ? O8 C18 O7 131.7(7) . . ? O8 C18 C13 113.7(8) . . ? O7 C18 C13 112.6(7) . . ? O21 C21 O22 130.2(11) . . ? O21 C21 C22 118.7(10) . . ? O22 C21 C22 110.9(10) . . ? C21 O21 Cu3 121.7(8) . . ? C24 C22 C23 115.6(9) . . ? C24 C22 C21 119.0(9) . . ? C23 C22 C21 125.4(10) . . ? C21 O22 Cu4 118.7(7) . . ? C22 C23 C22 126.5(13) . 8_575 ? C22 C23 H23 116.8 . . ? C22 C23 H23 116.8 8_575 . ? C22 C24 C25 118.9(11) . . ? C22 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C24 C25 C24 123.5(15) . 8_575 ? C24 C25 O23 100.2(10) . . ? C24 C25 O23 135.0(12) 8_575 . ? C24 C25 O23 135.0(12) . 8_575 ? C24 C25 O23 100.2(10) 8_575 8_575 ? C33 O25 Cu4 119.6(6) . 2_564 ? C33 O26 Cu3 117.7(5) . 2_564 ? C30 C29 C30 112.3(14) . 8_575 ? C30 C29 O24 143.9(10) . . ? C30 C29 O24 103.8(8) 8_575 . ? C30 C29 O24 103.8(8) . 8_575 ? C30 C29 O24 143.9(10) 8_575 8_575 ? C31 C30 C29 125.9(11) . . ? C31 C30 H30 117.0 . . ? C29 C30 H30 117.0 . . ? C30 C31 C32 117.8(6) . . ? C30 C31 C33 121.1(6) . . ? C32 C31 C33 121.0(6) . . ? C31 C32 C31 119.6(7) 8_575 . ? C31 C32 H32 120.2 8_575 . ? C31 C32 H32 120.2 . . ? O26 C33 O25 134.2(7) . . ? O26 C33 C31 112.9(7) . . ? O25 C33 C31 113.0(6) . . ? C41 C41 N41 90.0 8_575 . ? C41 C41 C45 90.0 8_575 . ? N41 C41 C45 131.0 . . ? C45 C41 N41 123.54(18) . 8_575 ? N41 C41 C45 124.98(16) . 8_575 ? N41 C41 C45 102.7(6) 8_575 8_575 ? C41 C41 H41 90.0 8_575 . ? N41 C41 H41 114.5 . . ? C45 C41 H41 114.5 . . ? N41 C41 H41 110.4 8_575 . ? C45 C41 H41 111.2 8_575 . ? N41 N41 C41 90.0 8_575 . ? N41 N41 C42 90.0 8_575 . ? C41 N41 C42 116.6 . . ? C42 N41 C41 112.11(11) . 8_575 ? C41 N41 C42 113.03(9) . 8_575 ? C41 N41 C42 93.9(5) 8_575 8_575 ? N41 N41 Cu2 80.04(16) 8_575 . ? C41 N41 Cu2 122.65(19) . . ? C42 N41 Cu2 119.72(19) . . ? C41 N41 Cu2 111.2(4) 8_575 . ? C42 N41 Cu2 110.5(3) 8_575 . ? C42 C42 N41 90.0 8_575 . ? C42 C42 C43 90.0 8_575 . ? N41 C42 C43 115.0 . . ? C42 C42 N41 61.0(4) 8_575 8_575 ? C43 C42 N41 111.72(9) . 8_575 ? C42 C42 C43 61.3(4) 8_575 8_575 ? N41 C42 C43 111.79(9) . 8_575 ? N41 C42 C43 95.3(5) 8_575 8_575 ? C42 C42 H42 90.0 8_575 . ? N41 C42 H42 122.5 . . ? C43 C42 H42 122.5 . . ? N41 C42 H42 118.0 8_575 . ? C43 C42 H42 118.1 8_575 . ? C43 C43 C44 90.0 8_575 . ? C43 C43 C42 90.0 8_575 . ? C44 C43 C42 131.5 . . ? C43 C43 C44 58.5(4) 8_575 8_575 ? C42 C43 C44 124.40(18) . 8_575 ? C44 C43 C42 125.55(15) . 8_575 ? C44 C43 C42 104.2(6) 8_575 8_575 ? C43 C43 H43 90.0 8_575 . ? C44 C43 H43 114.3 . . ? C42 C43 H43 114.3 . . ? C44 C43 H43 110.5 8_575 . ? C42 C43 H43 111.1 8_575 . ? C44 C44 C43 90.0 8_575 . ? C44 C44 C45 90.0 8_575 . ? C43 C44 C45 110.5 . . ? C43 C44 C45 107.36(8) 8_575 . ? C43 C44 C45 108.13(7) . 8_575 ? C43 C44 C45 91.5(5) 8_575 8_575 ? C44 C44 H44 90.0 8_575 . ? C43 C44 H44 124.8 . . ? C43 C44 H44 119.1 8_575 . ? C45 C44 H44 124.8 . . ? C45 C44 H44 120.5 8_575 . ? C45 C45 C41 90.0 8_575 . ? C45 C45 C44 90.0 8_575 . ? C41 C45 C44 115.4 . . ? C44 C45 C41 112.03(9) . 8_575 ? C41 C45 C44 112.45(8) . 8_575 ? C41 C45 C44 96.4(5) 8_575 8_575 ? C45 C45 H45 90.0 8_575 . ? C41 C45 H45 122.3 . . ? C44 C45 H45 122.3 . . ? C41 C45 H45 117.8 8_575 . ? C44 C45 H45 118.4 8_575 . ? C34 C35 C36 97.5(11) 8_575 . ? C34 C35 C36 118.7(11) . . ? C34 C35 C36 118.7(11) 8_575 8_575 ? C34 C35 C36 97.5(11) . 8_575 ? C34 C35 H35A 152.5 8_575 . ? C34 C35 H35A 107.6 . . ? C36 C35 H35A 107.6 . . ? C36 C35 H35A 72.2 8_575 . ? C34 C35 H35B 74.7 8_575 . ? C34 C35 H35B 107.6 . . ? C36 C35 H35B 107.6 . . ? C36 C35 H35B 153.4 8_575 . ? H35A C35 H35B 107.1 . . ? C25 O23 C34 116.3(14) . . ? C29 O24 C36 105.3(11) . . ? C35 C34 O23 108.5(14) . . ? C35 C34 H34A 110.0 . . ? O23 C34 H34A 110.0 . . ? C35 C34 H34B 110.0 . . ? O23 C34 H34B 110.0 . . ? H34A C34 H34B 108.4 . . ? O24 C36 C35 101.9(11) . . ? O24 C36 H36A 111.4 . . ? C35 C36 H36A 111.4 . . ? O24 C36 H36B 111.4 . . ? C35 C36 H36B 111.4 . . ? H36A C36 H36B 109.2 . . ? 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 -0.005 -0.012 -0.003 11580 3426 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 50.43 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.546 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.058 # Attachment '2506_web_deposit_cif_file_1_LukaszWojtas_1284992491.cif' data_wgc2328_0m _database_code_depnum_ccdc_archive 'CCDC 789593' #TrackingRef '2506_web_deposit_cif_file_1_LukaszWojtas_1284992491.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H48 Cu6 O36' _chemical_formula_weight 1690.19 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' 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' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M P6(3)22 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z' '-x+y, -x, z' 'x-y, x, z+1/2' 'y, -x+y, z+1/2' 'x-y, -y, -z' '-x, -x+y, -z' 'y, x, -z' '-y, -x, -z+1/2' 'x, x-y, -z+1/2' '-x+y, y, -z+1/2' _cell_length_a 18.5773(3) _cell_length_b 18.5773(3) _cell_length_c 22.6933(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6782.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2846 _cell_measurement_theta_min 2.745 _cell_measurement_theta_max 44.88 _exptl_crystal_description hexagon _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704 _exptl_absorpt_coefficient_mu 1.443 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7613 _exptl_absorpt_correction_T_max 0.9446 _exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER SMART APEXII CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49779 _diffrn_reflns_av_R_equivalents 0.1095 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 67.08 _reflns_number_total 4033 _reflns_number_gt 3506 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2010)' _computing_cell_refinement 'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)' _computing_data_reduction 'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material 'APEX2 (Bruker, 2010)' _publ_section_references ; Bruker AXS. (2010). APEX2 Bruker AXS, Inc. Madison, Wisconsin, USA. Bruker AXS. (2009). SAINT Bruker AXS, Inc. Madison, Wisconsin, USA. Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. ; _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^)+(0.0342P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.41(3) _refine_ls_number_reflns 4033 _refine_ls_number_parameters 150 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0775 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _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 -0.045646(17) 0.498021(19) 0.451203(18) 0.04190(10) Uani 1 1 d . . . O1 O 0.03215(10) 0.61579(11) 0.42966(8) 0.0515(4) Uani 1 1 d . . . O2 O -0.11552(10) 0.53196(12) 0.49050(9) 0.0551(5) Uani 1 1 d . . . O3 O 0.03162(11) 0.46443(12) 0.42290(9) 0.0563(5) Uani 1 1 d . . . O4 O -0.10415(11) 0.39073(11) 0.49343(10) 0.0591(5) Uani 1 1 d . . . O5 O 0.16934(12) 0.89686(12) 0.32085(10) 0.0627(5) Uani 1 1 d . . . O6 O -0.11057(16) 0.46619(19) 0.36854(13) 0.0959(8) Uani 1 1 d . . . C1 C 0.37896(15) 0.91361(15) 0.45564(15) 0.0516(6) Uani 1 1 d . . . C2 C 0.09551(15) 0.66327(15) 0.45977(13) 0.0491(6) Uani 1 1 d . . . C3 C 0.26796(16) 0.89929(16) 0.38580(14) 0.0550(7) Uani 1 1 d . . . H3 H 0.3076 0.9504 0.3683 0.066 Uiso 1 1 calc R . . C4 C 0.29195(16) 0.86686(16) 0.43187(13) 0.0517(7) Uani 1 1 d . . . C5 C 0.23443(15) 0.79083(16) 0.45738(14) 0.0522(6) Uani 1 1 d . . . H5 H 0.2497 0.7695 0.4901 0.063 Uiso 1 1 calc R . . C6 C 0.15441(15) 0.74696(15) 0.43388(13) 0.0530(7) Uani 1 1 d . . . C7 C 0.12880(16) 0.77933(15) 0.38780(12) 0.0494(6) Uani 1 1 d . . . H7 H 0.0740 0.7491 0.3724 0.059 Uiso 1 1 calc R . . C8 C 0.18673(16) 0.85818(17) 0.36483(13) 0.0543(6) Uani 1 1 d . . . C9 C 0.08484(17) 0.85766(18) 0.30141(14) 0.0578(7) Uani 1 1 d . . . H10A H 0.0479 0.8566 0.3332 0.069 Uiso 1 1 calc R . . H10B H 0.0654 0.8001 0.2881 0.069 Uiso 1 1 calc R . . C10 C 0.08748(15) 0.91252(15) 0.2500 0.0641(11) Uani 1 2 d S . . H10C H 0.1085 0.9698 0.2647 0.077 Uiso 0.50 1 calc PR . . H10D H 0.0302 0.8915 0.2353 0.077 Uiso 0.50 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 0.02801(16) 0.03928(18) 0.05570(18) -0.00297(19) -0.00630(17) 0.01479(14) O1 0.0366(9) 0.0432(9) 0.0639(11) -0.0008(8) -0.0055(8) 0.0118(8) O2 0.0387(9) 0.0612(11) 0.0677(13) 0.0028(10) -0.0014(9) 0.0268(8) O3 0.0464(10) 0.0617(11) 0.0693(11) 0.0010(9) -0.0006(9) 0.0334(9) O4 0.0430(10) 0.0449(10) 0.0745(13) -0.0025(10) -0.0076(9) 0.0108(8) O5 0.0475(10) 0.0534(11) 0.0735(13) 0.0127(9) -0.0028(9) 0.0150(9) O6 0.0850(17) 0.115(2) 0.0925(19) -0.0219(17) -0.0270(14) 0.0533(16) C1 0.0374(12) 0.0376(12) 0.0759(19) -0.0013(15) 0.0061(14) 0.0158(10) C2 0.0366(13) 0.0393(12) 0.0681(19) -0.0014(13) 0.0011(13) 0.0165(11) C3 0.0394(13) 0.0393(14) 0.0714(18) -0.0002(13) 0.0016(13) 0.0085(11) C4 0.0387(12) 0.0405(13) 0.0686(19) -0.0056(12) -0.0020(12) 0.0144(11) C5 0.0395(12) 0.0461(13) 0.0672(17) -0.0047(14) 0.0008(13) 0.0186(10) C6 0.0364(13) 0.0363(12) 0.076(2) -0.0031(12) 0.0103(12) 0.0108(10) C7 0.0383(12) 0.0395(13) 0.0592(15) -0.0003(12) 0.0040(11) 0.0112(11) C8 0.0448(14) 0.0507(15) 0.0600(16) 0.0032(13) -0.0001(12) 0.0184(13) C9 0.0510(16) 0.0508(16) 0.0643(18) 0.0049(14) 0.0008(13) 0.0199(13) C10 0.066(2) 0.066(2) 0.060(2) 0.0001(18) 0.0001(18) 0.033(2) _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 O2 1.9224(18) . ? Cu1 O3 1.9386(17) . ? Cu1 O4 1.9765(19) . ? Cu1 O1 1.9880(17) . ? Cu1 O6 2.147(3) . ? Cu1 Cu1 2.6575(7) 8_556 ? O1 C2 1.262(3) . ? O2 C2 1.268(3) 8_556 ? O3 C1 1.253(3) 3_665 ? O4 C1 1.251(4) 9_456 ? O5 C8 1.360(4) . ? O5 C9 1.430(3) . ? C1 O4 1.251(4) 9_566 ? C1 O3 1.253(3) 4_565 ? C1 C4 1.501(4) . ? C2 O2 1.268(3) 8_556 ? C2 C6 1.503(4) . ? C3 C4 1.387(4) . ? C3 C8 1.391(4) . ? C4 C5 1.401(4) . ? C5 C6 1.395(4) . ? C6 C7 1.403(4) . ? C7 C8 1.414(4) . ? C9 C10 1.534(4) . ? C10 C9 1.534(4) 10_665 ? 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 O2 Cu1 O3 171.60(9) . . ? O2 Cu1 O4 89.13(8) . . ? O3 Cu1 O4 87.61(8) . . ? O2 Cu1 O1 89.52(8) . . ? O3 Cu1 O1 91.43(8) . . ? O4 Cu1 O1 163.67(8) . . ? O2 Cu1 O6 96.73(10) . . ? O3 Cu1 O6 91.51(10) . . ? O4 Cu1 O6 101.30(11) . . ? O1 Cu1 O6 95.02(10) . . ? O2 Cu1 Cu1 86.37(6) . 8_556 ? O3 Cu1 Cu1 85.51(6) . 8_556 ? O4 Cu1 Cu1 81.90(6) . 8_556 ? O1 Cu1 Cu1 81.78(5) . 8_556 ? O6 Cu1 Cu1 175.55(8) . 8_556 ? C2 O1 Cu1 123.16(17) . . ? C2 O2 Cu1 121.07(15) 8_556 . ? C1 O3 Cu1 121.7(2) 3_665 . ? C1 O4 Cu1 124.34(16) 9_456 . ? C8 O5 C9 116.6(2) . . ? O4 C1 O3 126.0(2) 9_566 4_565 ? O4 C1 C4 117.3(2) 9_566 . ? O3 C1 C4 116.6(3) 4_565 . ? O1 C2 O2 126.8(2) . 8_556 ? O1 C2 C6 117.0(3) . . ? O2 C2 C6 116.2(2) 8_556 . ? C4 C3 C8 121.0(3) . . ? C3 C4 C5 120.0(2) . . ? C3 C4 C1 120.4(2) . . ? C5 C4 C1 119.5(3) . . ? C6 C5 C4 118.9(3) . . ? C5 C6 C7 121.7(2) . . ? C5 C6 C2 117.8(3) . . ? C7 C6 C2 120.5(2) . . ? C6 C7 C8 118.3(2) . . ? O5 C8 C3 116.1(2) . . ? O5 C8 C7 124.0(2) . . ? C3 C8 C7 119.8(3) . . ? O5 C9 C10 103.5(2) . . ? C9 C10 C9 113.6(4) . 10_665 ? 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 -0.025 -0.017 -0.001 4392 1269 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 67.08 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.186 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.035