# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _audit_creation_date 2007-08-20 _audit_creation_method 'by CrystalStructure 3.8' _audit_update_record ? _publ_contact_author_name 'Koichi Tanaka' _publ_contact_author_address ; Kansai University Suita 564-8680 JAPAN ; _publ_contact_author_email KTANAKA@IPCKU.KANSAI-U.AC.JP _publ_section_title ; A novel chiral porous metal-organic framework: asymmetric ring opening reaction of epoxide with amine in the chiral open space ; _publ_section_references ; Johnson, C.K. (1976). ORTEP-II. A FORTRAN Thermal-Ellipsoid Plot Program. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. Rigaku (1998). PROCESS-AUTO. Automatic Data Acquisition and Processing Package for Imaging Plate Diffractometer. Rigaku Corporation, Tokyo 196-8666, Japan Rigaku & RAC (2007). CrystalStructure (Version 3.80). Single Crystal Structure Analysis Software. Rigaku, Tokyo 196-8666, Japan. Rigaku Americas, TX, USA 77381-5209. Sheldrick, G.M. (1997). SHELXS97. Program for the Solution of Crystal Structures. University of Gottingen, Germany. Sheldrick, G.M. (1997). SHELXL97. University of Gottingen, Germany. ; loop_ _publ_author_name 'Koichi Tanaka' 'Shinji Oda' 'Motoo Shiro' # Attachment 'CIF1_2.cif' #============================================================================== data__(R)-1,2 _database_code_depnum_ccdc_archive 'CCDC 660911' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C62 H74 N4 O14 ' _chemical_formula_moiety ; 2(C19 H23 N2 O +), C22 H12 O6 2-, 2(C H4 O), 4(H2 O) ; _chemical_formula_weight 1099.28 _chemical_melting_point ? _chemical_absolute_configuration rm #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' _symmetry_space_group_name_Hall 'P 2 2ab' _symmetry_Int_Tables_number 18 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2+X,1/2-Y,-Z 3 1/2-X,1/2+Y,-Z 4 -X,-Y,+Z #------------------------------------------------------------------------------ _cell_length_a 13.7716(6) _cell_length_b 15.0164(7) _cell_length_c 15.8042(8) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 3268.3(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 13725 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 100.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.117 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172.00 _exptl_absorpt_coefficient_mu 0.648 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 0.937 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 27413 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_theta_max 68.25 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3303 _reflns_number_gt 2503 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1250 _refine_ls_wR_factor_ref 0.3256 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3303 _refine_ls_number_parameters 316 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+1.7500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0010 _refine_diff_density_max 0.56 _refine_diff_density_min -0.41 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.017(2) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 N(1) N 0.2057(4) 0.5458(4) 0.9564(4) 0.0884(16) Uani 1.00 1 d . . . C(1) C 0.3742(4) 0.4885(4) 0.4367(4) 0.0692(14) Uani 1.00 1 d . . . O(1) O 0.3760(2) 0.5611(2) 0.3853(3) 0.0767(11) Uani 1.00 1 d . . . H(1O) H 0.3190 0.5744 0.3712 0.092 Uiso 1.00 1 c R . . C(2) C 0.2928(4) 0.4344(4) 0.4436(4) 0.0713(14) Uani 1.00 1 d . . . H(2) H 0.2364 0.4481 0.4115 0.086 Uiso 1.00 1 c R . . C(3) C 0.2926(4) 0.3613(4) 0.4960(4) 0.0703(14) Uani 1.00 1 d . . . H(3) H 0.2360 0.3252 0.4993 0.084 Uiso 1.00 1 c R . . C(4) C 0.3750(4) 0.3388(4) 0.5452(4) 0.0687(14) Uani 1.00 1 d . . . C(5) C 0.3774(3) 0.2622(4) 0.5992(4) 0.0732(15) Uani 1.00 1 d . . . C(6) C 0.4639(4) 0.2386(5) 0.6378(5) 0.088(2) Uani 1.00 1 d . . . H(6) H 0.4662 0.1875 0.6732 0.105 Uiso 1.00 1 c R . . C(7) C 0.5496(4) 0.2902(5) 0.6252(5) 0.0854(19) Uani 1.00 1 d . . . H(7) H 0.6089 0.2725 0.6508 0.102 Uiso 1.00 1 c R . . C(8) C 0.5462(4) 0.3647(4) 0.5763(4) 0.0796(17) Uani 1.00 1 d . . . H(8) H 0.6028 0.4003 0.5706 0.096 Uiso 1.00 1 c R . . C(9) C 0.4610(4) 0.3901(4) 0.5342(4) 0.0696(14) Uani 1.00 1 d . . . C(10) C 0.4591(3) 0.4706(4) 0.4818(3) 0.0650(13) Uani 1.00 1 d . . . C(11) C 0.2875(4) 0.2116(4) 0.6221(4) 0.0733(15) Uani 1.00 1 d . . . O(2) O 0.2111(2) 0.2540(3) 0.6338(3) 0.0766(11) Uani 1.00 1 d . . . O(3) O 0.2955(3) 0.1275(3) 0.6328(3) 0.0892(14) Uani 1.00 1 d . . . C(12) C 0.1055(5) 0.4184(5) 0.9448(5) 0.092(2) Uani 1.00 1 d . . . H(12) H 0.0530 0.3851 0.9675 0.110 Uiso 1.00 1 c R . . C(13) C 0.1365(5) 0.4947(5) 0.9842(4) 0.0898(19) Uani 1.00 1 d . . . H(13) H 0.1052 0.5113 1.0353 0.108 Uiso 1.00 1 c R . . C(14) C 0.2537(5) 0.5205(5) 0.8856(4) 0.0811(17) Uani 1.00 1 d . . . C(15) C 0.2276(4) 0.4430(4) 0.8393(4) 0.0729(15) Uani 1.00 1 d . . . C(16) C 0.2800(4) 0.4240(5) 0.7656(4) 0.0806(17) Uani 1.00 1 d . . . H(16) H 0.2631 0.3730 0.7332 0.097 Uiso 1.00 1 c R . . C(17) C 0.3547(6) 0.4769(6) 0.7390(5) 0.105(2) Uani 1.00 1 d . . . H(17) H 0.3874 0.4632 0.6877 0.126 Uiso 1.00 1 c R . . C(18) C 0.3835(7) 0.5506(7) 0.7863(6) 0.115(3) Uani 1.00 1 d . . . H(18) H 0.4385 0.5846 0.7696 0.138 Uiso 1.00 1 c R . . C(19) C 0.3314(6) 0.5739(7) 0.8575(5) 0.108(2) Uani 1.00 1 d . . . H(19) H 0.3481 0.6263 0.8879 0.130 Uiso 1.00 1 c R . . C(20) C 0.1518(4) 0.3901(4) 0.8710(4) 0.0760(16) Uani 1.00 1 d D . . C(21) C 0.1266(9) 0.2991(6) 0.8350(7) 0.072(4) Uiso 0.58 1 d PD A 1 H(21) H 0.1843 0.2727 0.8061 0.087 Uiso 0.58 1 c R A 1 O(4) O 0.0896(6) 0.2394(5) 0.8955(5) 0.079(2) Uiso 0.58 1 d PD A 1 H(4O) H 0.1343 0.2237 0.9285 0.094 Uiso 0.58 1 c R A 1 C(22) C 0.0465(4) 0.3170(4) 0.7716(4) 0.077(2) Uiso 0.58 1 d PG A 1 H(22) H 0.0689 0.3687 0.7368 0.092 Uiso 0.58 1 c R A 1 C(23) C -0.0538(5) 0.3431(4) 0.8065(4) 0.080(3) Uiso 0.58 1 d PG A 1 H(23A) H -0.0510 0.3446 0.8691 0.096 Uiso 0.58 1 c R A 1 H(23B) H -0.0706 0.4036 0.7865 0.096 Uiso 0.58 1 c R A 1 C(24) C -0.1333(3) 0.2777(4) 0.7786(4) 0.092(3) Uiso 0.58 1 d PG A 1 H(24) H -0.1979 0.2923 0.8039 0.110 Uiso 0.58 1 c R A 1 C(25) C -0.1007(5) 0.1823(4) 0.7994(4) 0.100(4) Uiso 0.58 1 d PG A 1 H(25A) H -0.1525 0.1399 0.7832 0.120 Uiso 0.58 1 c R A 1 H(25B) H -0.0900 0.1768 0.8611 0.120 Uiso 0.58 1 c R A 1 C(26) C -0.0061(5) 0.1580(3) 0.7522(4) 0.090(3) Uiso 0.58 1 d PG A 1 H(26A) H 0.0421 0.1336 0.7925 0.108 Uiso 0.58 1 c R A 1 H(26B) H -0.0196 0.1121 0.7088 0.108 Uiso 0.58 1 c R A 1 N(2) N 0.0336(3) 0.2406(4) 0.7108(3) 0.068(2) Uiso 0.58 1 d PG A 1 H(2N) H 0.0939 0.2270 0.6875 0.081 Uiso 0.58 1 c R A 1 C(27) C -0.1349(3) 0.2813(4) 0.6811(4) 0.092(3) Uiso 0.58 1 d PG A 1 H(27) H -0.1759 0.2305 0.6612 0.111 Uiso 0.58 1 c R A 1 C(28) C -0.0330(4) 0.2701(4) 0.6401(3) 0.100(4) Uiso 0.58 1 d PG A 1 H(28A) H -0.0350 0.2249 0.5946 0.120 Uiso 0.58 1 c R A 1 H(28B) H -0.0105 0.3273 0.6157 0.120 Uiso 0.58 1 c R A 1 C(29) C -0.1845(5) 0.3656(6) 0.6540(5) 0.126(4) Uiso 0.58 1 d PGD A 1 H(29) H -0.2298 0.3928 0.6912 0.151 Uiso 0.58 1 c R A 1 C(30) C -0.1684(19) 0.4007(16) 0.5849(14) 0.151(7) Uiso 0.58 1 d PD A 1 H(30A) H -0.1233 0.3744 0.5469 0.181 Uiso 0.58 1 c R A 1 H(30B) H -0.2010 0.4541 0.5697 0.181 Uiso 0.58 1 c R A 1 C(21A) C 0.1100(11) 0.3122(8) 0.8201(8) 0.071(5) Uiso 0.42 1 d PD A 2 H(21A) H 0.1664 0.2778 0.7974 0.086 Uiso 0.42 1 c R A 2 O(4A) O 0.0547(10) 0.2524(8) 0.8698(8) 0.090(3) Uiso 0.42 1 d PD A 2 H(4P) H 0.0021 0.2767 0.8837 0.108 Uiso 0.42 1 c R A 2 C(22A) C 0.0467(5) 0.3373(5) 0.7446(5) 0.065(3) Uiso 0.42 1 d PG A 2 H(22A) H 0.0830 0.3865 0.7160 0.078 Uiso 0.42 1 c R A 2 C(23A) C -0.0535(7) 0.3775(5) 0.7643(5) 0.095(5) Uiso 0.42 1 d PG A 2 H(23C) H -0.0648 0.3755 0.8262 0.114 Uiso 0.42 1 c R A 2 H(23D) H -0.0543 0.4407 0.7466 0.114 Uiso 0.42 1 c R A 2 C(24A) C -0.1357(5) 0.3275(6) 0.7191(6) 0.107(6) Uiso 0.42 1 d PG A 2 H(24A) H -0.2013 0.3511 0.7344 0.128 Uiso 0.42 1 c R A 2 C(25A) C -0.1260(5) 0.2274(6) 0.7375(6) 0.087(4) Uiso 0.42 1 d PG A 2 H(25C) H -0.1800 0.1950 0.7099 0.105 Uiso 0.42 1 c R A 2 H(25D) H -0.1308 0.2172 0.7993 0.105 Uiso 0.42 1 c R A 2 C(26A) C -0.0282(6) 0.1905(4) 0.7049(6) 0.075(3) Uiso 0.42 1 d PG A 2 H(26C) H 0.0047 0.1567 0.7504 0.089 Uiso 0.42 1 c R A 2 H(26D) H -0.0396 0.1496 0.6567 0.089 Uiso 0.42 1 c R A 2 N(2A) N 0.0344(4) 0.2672(4) 0.6771(4) 0.062(2) Uiso 0.42 1 d PG A 2 H(2M) H 0.0954 0.2452 0.6632 0.074 Uiso 0.42 1 c R A 2 C(27A) C -0.1144(6) 0.3360(6) 0.6236(5) 0.098(5) Uiso 0.42 1 d PG A 2 H(27A) H -0.1586 0.2937 0.5936 0.117 Uiso 0.42 1 c R A 2 C(28A) C -0.0086(6) 0.3106(6) 0.5993(4) 0.077(3) Uiso 0.42 1 d PG A 2 H(28C) H -0.0083 0.2686 0.5510 0.092 Uiso 0.42 1 c R A 2 H(28D) H 0.0289 0.3643 0.5835 0.092 Uiso 0.42 1 c R A 2 C(29A) C -0.1411(9) 0.4284(7) 0.5954(8) 0.139(5) Uiso 0.42 1 d PGD A 2 H(29A) H -0.2071 0.4405 0.5824 0.166 Uiso 0.42 1 c R A 2 C(30A) C -0.082(2) 0.4889(19) 0.5881(17) 0.143(9) Uiso 0.42 1 d PD A 2 H(30C) H -0.0153 0.4785 0.6007 0.171 Uiso 0.42 1 c R A 2 H(30D) H -0.1025 0.5462 0.5700 0.171 Uiso 0.42 1 c R A 2 O(5) O 0.4313(10) 0.0129(11) 0.6767(12) 0.154(6) Uani 0.50 1 d P B -1 H(5O) H 0.3904 0.0501 0.6591 0.1843 Uiso 0.50 1 c P B -1 C(31) C 0.5000 0.0000 0.6170(18) 0.204(11) Uani 1.00 2 d S . . H(31A) H 0.5017 -0.0631 0.5995 0.244 Uiso 0.50 1 c R B -1 H(31B) H 0.5642 0.0183 0.6358 0.244 Uiso 0.50 1 c R B -1 H(31C) H 0.4822 0.0359 0.5660 0.244 Uiso 0.50 1 c R B -1 O(6) O 0.3385(13) -0.1462(17) 0.7565(14) 0.183(6) Uani 0.50 1 d P . . H(6O) H 0.3697 -0.1028 0.7367 0.2194 Uiso 0.50 1 c P . . C(32) C 0.379(2) -0.172(2) 0.8303(19) 0.183(6) Uani 0.50 1 d P . . H(32A) H 0.3462 -0.2216 0.8486 0.219 Uiso 0.50 1 c R . . H(32B) H 0.3830 -0.1233 0.8710 0.219 Uiso 0.50 1 c R . . H(32C) H 0.4501 -0.1883 0.8161 0.219 Uiso 0.50 1 c R . . O(7) O 0.2446(10) 0.2112(6) 0.9806(8) 0.200(4) Uani 1.00 1 d . . . O(8) O 0.2502(16) 0.0417(14) 0.8076(13) 0.165(6) Uiso 0.50 1 d P C 1 O(8A) O 0.194(2) 0.065(2) 0.827(2) 0.229(12) Uiso 0.50 1 d P 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.054(2) 0.071(2) 0.105(3) -0.0014(19) -0.005(2) 0.012(2) O(2) 0.060(2) 0.074(2) 0.095(2) -0.012(2) 0.010(2) -0.005(2) O(3) 0.054(2) 0.077(2) 0.136(4) -0.008(2) -0.001(2) 0.009(2) O(5) 0.100(8) 0.155(12) 0.206(15) 0.055(9) 0.004(10) 0.043(13) O(6) 0.149(12) 0.221(17) 0.178(15) 0.030(12) 0.015(12) -0.004(16) O(7) 0.245(11) 0.143(6) 0.213(10) -0.002(7) -0.047(10) 0.024(7) N(1) 0.090(3) 0.087(3) 0.087(3) 0.009(3) -0.008(3) -0.002(3) C(1) 0.055(2) 0.068(3) 0.085(3) 0.007(2) 0.001(2) -0.001(2) C(2) 0.048(2) 0.077(3) 0.089(3) 0.001(2) -0.003(2) 0.001(3) C(3) 0.052(2) 0.071(3) 0.088(3) -0.005(2) -0.001(2) -0.001(2) C(4) 0.049(2) 0.072(3) 0.086(3) -0.003(2) 0.002(2) 0.001(2) C(5) 0.047(2) 0.082(3) 0.091(3) -0.009(2) -0.004(2) 0.007(3) C(6) 0.057(3) 0.095(4) 0.111(5) -0.003(3) -0.009(3) 0.021(4) C(7) 0.049(2) 0.099(4) 0.108(4) -0.013(3) -0.018(3) 0.022(4) C(8) 0.056(3) 0.090(4) 0.093(4) -0.013(3) -0.006(3) 0.015(3) C(9) 0.050(2) 0.076(3) 0.084(3) -0.002(2) 0.000(2) 0.005(3) C(10) 0.047(2) 0.071(3) 0.077(3) 0.000(2) 0.000(2) -0.000(2) C(11) 0.055(2) 0.074(3) 0.091(3) -0.005(2) -0.002(2) 0.004(3) C(12) 0.082(4) 0.093(4) 0.100(4) 0.003(3) 0.017(3) -0.015(4) C(13) 0.090(4) 0.094(4) 0.085(3) 0.002(4) 0.002(3) -0.010(4) C(14) 0.083(3) 0.086(4) 0.075(3) -0.006(3) -0.007(3) -0.004(3) C(15) 0.066(3) 0.076(3) 0.077(3) -0.002(2) -0.009(2) 0.001(2) C(16) 0.067(3) 0.083(4) 0.092(4) -0.002(3) -0.004(3) -0.007(3) C(17) 0.094(5) 0.125(6) 0.096(4) -0.037(5) 0.005(4) -0.023(4) C(18) 0.099(5) 0.134(7) 0.111(5) -0.040(5) 0.001(4) -0.019(5) C(19) 0.109(5) 0.117(6) 0.098(5) -0.037(5) -0.007(4) -0.014(4) C(20) 0.074(3) 0.072(3) 0.082(3) -0.000(2) 0.003(3) 0.002(3) C(31) 0.129(13) 0.26(2) 0.22(2) 0.092(17) 0.0000 0.0000 C(32) 0.149(12) 0.221(17) 0.178(15) 0.030(12) 0.015(12) -0.004(16) #============================================================================== _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)' _computing_data_reduction 'CrystalStructure (Rigaku & RAC 2007)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure (Rigaku & RAC 2007)' _computing_molecular_graphics 'ORTEP (Johnson, 1976)' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(1) 1.359(7) yes . . C(1) C(2) 1.389(8) yes . . C(1) C(10) 1.395(7) yes . . C(2) C(3) 1.376(9) yes . . C(3) C(4) 1.416(8) yes . . C(4) C(5) 1.432(9) yes . . C(4) C(9) 1.425(8) yes . . C(5) C(6) 1.386(8) yes . . C(5) C(11) 1.497(8) yes . . C(6) C(7) 1.425(9) yes . . C(7) C(8) 1.361(10) yes . . C(8) C(9) 1.401(8) yes . . C(9) C(10) 1.465(8) yes . . C(10) C(10) 1.431(7) yes . 4_665 O(2) C(11) 1.244(7) yes . . O(3) C(11) 1.278(8) yes . . N(1) C(13) 1.300(10) yes . . N(1) C(14) 1.354(9) yes . . C(12) C(13) 1.372(11) yes . . C(12) C(20) 1.395(10) yes . . C(14) C(15) 1.422(9) yes . . C(14) C(19) 1.409(12) yes . . C(15) C(16) 1.399(9) yes . . C(15) C(20) 1.405(9) yes . . C(16) C(17) 1.366(11) yes . . C(17) C(18) 1.394(14) yes . . C(18) C(19) 1.380(13) yes . . C(20) C(21) 1.520(12) yes . . C(21) C(22) 1.514(13) yes . . O(4) C(21) 1.406(14) yes . . C(22) C(23) 1.5375 yes . . N(2) C(22) 1.5079 yes . . N(2) C(26) 1.5055 yes . . N(2) C(28) 1.5123 yes . . C(23) C(24) 1.5361 yes . . C(24) C(25) 1.5373 yes . . C(24) C(27) 1.5417 yes . . C(25) C(26) 1.5446 yes . . C(27) C(28) 1.5547 yes . . C(27) C(29) 1.5025 yes . . C(29) C(30) 1.23(2) yes . . C(20) C(21A) 1.531(15) yes . . C(21A) C(22A) 1.526(16) yes . . O(4A) C(21A) 1.415(19) yes . . C(22A) C(23A) 1.5374 yes . . N(2A) C(22A) 1.5080 yes . . N(2A) C(26A) 1.5054 yes . . N(2A) C(28A) 1.5125 yes . . C(23A) C(24A) 1.5361 yes . . C(24A) C(25A) 1.5373 yes . . C(24A) C(27A) 1.5418 yes . . C(25A) C(26A) 1.5446 yes . . C(27A) C(28A) 1.5547 yes . . C(27A) C(29A) 1.5026 yes . . C(29A) C(30A) 1.23(3) yes . . O(5) C(31) 1.35(2) yes . . O(6) C(32) 1.35(3) yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O(1) C(1) C(2) 121.9(5) yes . . . O(1) C(1) C(10) 116.5(5) yes . . . C(2) C(1) C(10) 121.6(5) yes . . . C(1) C(2) C(3) 121.0(5) yes . . . C(2) C(3) C(4) 121.3(5) yes . . . C(3) C(4) C(5) 122.5(5) yes . . . C(3) C(4) C(9) 118.1(5) yes . . . C(5) C(4) C(9) 119.2(5) yes . . . C(4) C(5) C(6) 119.2(5) yes . . . C(4) C(5) C(11) 122.2(5) yes . . . C(6) C(5) C(11) 118.3(6) yes . . . C(5) C(6) C(7) 120.8(7) yes . . . C(6) C(7) C(8) 119.8(6) yes . . . C(7) C(8) C(9) 121.5(5) yes . . . C(4) C(9) C(8) 119.4(5) yes . . . C(4) C(9) C(10) 120.0(5) yes . . . C(8) C(9) C(10) 120.5(5) yes . . . C(1) C(10) C(9) 117.6(5) yes . . . C(1) C(10) C(10) 122.6(5) yes . . 4_665 C(9) C(10) C(10) 119.7(4) yes . . 4_665 O(2) C(11) O(3) 124.1(5) yes . . . O(2) C(11) C(5) 118.3(5) yes . . . O(3) C(11) C(5) 117.5(5) yes . . . C(13) C(12) C(20) 119.4(7) yes . . . N(1) C(13) C(12) 124.6(7) yes . . . C(13) N(1) C(14) 118.1(6) yes . . . N(1) C(14) C(15) 122.1(6) yes . . . N(1) C(14) C(19) 118.2(7) yes . . . C(15) C(14) C(19) 119.7(6) yes . . . C(14) C(15) C(16) 117.8(6) yes . . . C(14) C(15) C(20) 117.9(6) yes . . . C(16) C(15) C(20) 124.4(6) yes . . . C(15) C(16) C(17) 121.7(7) yes . . . C(16) C(17) C(18) 120.8(8) yes . . . C(17) C(18) C(19) 119.3(9) yes . . . C(14) C(19) C(18) 120.6(9) yes . . . C(12) C(20) C(15) 117.7(6) yes . . . C(12) C(20) C(21) 118.8(7) yes . . . C(15) C(20) C(21) 123.0(7) yes . . . O(4) C(21) C(20) 113.7(8) yes . . . O(4) C(21) C(22) 107.4(9) yes . . . C(20) C(21) C(22) 104.7(7) yes . . . N(2) C(22) C(21) 111.9(5) yes . . . N(2) C(22) C(23) 108.4666 yes . . . C(21) C(22) C(23) 117.5113 yes . . . C(22) N(2) C(26) 113.1183 yes . . . C(22) N(2) C(28) 108.5941 yes . . . C(26) N(2) C(28) 110.0187 yes . . . C(22) C(23) C(24) 112.0292 yes . . . C(23) C(24) C(25) 109.0112 yes . . . C(23) C(24) C(27) 105.9408 yes . . . C(25) C(24) C(27) 104.4991 yes . . . C(24) C(25) C(26) 111.3(5) yes . . . N(2) C(26) C(25) 108.7721 yes . . . C(24) C(27) C(28) 113.5740 yes . . . C(24) C(27) C(29) 108.7474 yes . . . C(28) C(27) C(29) 112.4537 yes . . . N(2) C(28) C(27) 105.7631 yes . . . C(27) C(29) C(30) 122.1(13) yes . . . C(12) C(20) C(21A) 120.0(7) yes . . . C(15) C(20) C(21A) 121.6(7) yes . . . O(4A) C(21A) C(20) 113.3(10) yes . . . O(4A) C(21A) C(22A) 106.5(11) yes . . . C(20) C(21A) C(22A) 115.9(9) yes . . . N(2A) C(22A) C(21A) 116.4(7) yes . . . N(2A) C(22A) C(23A) 108.4738 yes . . . C(21A) C(22A) C(23A) 116.8116 yes . . . C(22A) N(2A) C(26A) 113.1241 yes . . . C(22A) N(2A) C(28A) 108.5879 yes . . . C(26A) N(2A) C(28A) 110.0074 yes . . . C(22A) C(23A) C(24A) 112.0302 yes . . . C(23A) C(24A) C(25A) 109.0132 yes . . . C(23A) C(24A) C(27A) 105.9399 yes . . . C(25A) C(24A) C(27A) 104.4952 yes . . . C(24A) C(25A) C(26A) 111.3213 yes . . . N(2A) C(26A) C(25A) 108.7769 yes . . . C(24A) C(27A) C(28A) 113.5720 yes . . . C(24A) C(27A) C(29A) 108.7431 yes . . . C(28A) C(27A) C(29A) 112.4554 yes . . . N(2A) C(28A) C(27A) 105.7671 yes . . . C(27A) C(29A) C(30A) 123.3(17) yes . . . #===END of (R)-1,2============================================================ # Attachment 'CIF3.cif' #============================================================================== data_(R)-3 _database_code_depnum_ccdc_archive 'CCDC 660912' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C45 H36 Cu2 O19 ' _chemical_formula_moiety 'C44 H24 Cu2 O14, C H4 O, 4(H2 O)' _chemical_formula_weight 1007.86 _chemical_melting_point ? _chemical_absolute_configuration ad #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z #------------------------------------------------------------------------------ _cell_length_a 15.620(5) _cell_length_b 11.377(4) _cell_length_c 15.620(5) _cell_angle_alpha 90.0000 _cell_angle_beta 94.8800 _cell_angle_gamma 90.0000 _cell_volume 2765.7(15) _cell_formula_units_Z 2 _cell_measurement_reflns_used 7758 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.0 _cell_measurement_temperature 100.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032.00 _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.920 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19335 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_theta_max 25.0 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.0 _diffrn_measured_fraction_theta_full 0.986 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 8263 _reflns_number_gt 6750 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0745 _refine_ls_wR_factor_ref 0.1946 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 8263 _refine_ls_number_parameters 498 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1111P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.000 _refine_diff_density_max 1.11 _refine_diff_density_min -0.78 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 3212 Friedel Pairs' _refine_ls_abs_structure_Flack -0.05(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cu Cu 0.320 1.265 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.32801(8) 0.55050(8) 0.66861(9) 0.0343(3) Uani 1 1 d . . . Cu2 Cu 0.30050(8) 0.32590(9) 0.70219(9) 0.0339(3) Uani 1 1 d . . . O13 O 0.3498(5) 0.7316(7) 0.6412(7) 0.060(2) Uani 1 1 d . . . O14 O 0.2862(6) 0.1455(7) 0.7330(6) 0.054(2) Uani 1 1 d . . . C1 C 0.5738(3) 0.3925(5) 0.6943(3) 0.042(2) Uani 1 1 d GU . . C2 C 0.6176(3) 0.3470(6) 0.7681(3) 0.047(2) Uani 1 1 d GU . . H2 H 0.5873 0.3287 0.8166 0.056 Uiso 1 1 calc R . . C3 C 0.7057(3) 0.3281(6) 0.7709(3) 0.048(2) Uani 1 1 d GU . . H3 H 0.7357 0.2970 0.8214 0.058 Uiso 1 1 calc R . . C4 C 0.7500(3) 0.3548(6) 0.6999(3) 0.045(2) Uani 1 1 d GU . . H4 H 0.8102 0.3420 0.7018 0.053 Uiso 1 1 calc R . . C5 C 0.7062(2) 0.4004(4) 0.6261(2) 0.0364(18) Uani 1 1 d GU . . C6 C 0.6181(2) 0.4192(4) 0.6233(2) 0.0330(18) Uani 1 1 d GU . . C7 C 0.5743(2) 0.4648(5) 0.5495(3) 0.039(2) Uani 1 1 d GU . . H7 H 0.5140 0.4777 0.5475 0.047 Uiso 1 1 calc R . . C8 C 0.6186(3) 0.4915(5) 0.4784(3) 0.043(2) Uani 1 1 d GU . . H8 H 0.5886 0.5226 0.4280 0.051 Uiso 1 1 calc R . . C9 C 0.7067(3) 0.4727(4) 0.4813(2) 0.040(2) Uani 1 1 d GU . . C10 C 0.7505(2) 0.4271(5) 0.5551(3) 0.043(2) Uani 1 1 d GU . . O3 O 0.7458(3) 0.4938(6) 0.4035(3) 0.0428(17) Uani 1 1 d GU . . O1 O 0.4495(5) 0.5150(8) 0.6845(6) 0.042(2) Uani 1 1 d . . . O2 O 0.4294(5) 0.3198(9) 0.7034(5) 0.039(2) Uani 1 1 d . . . C11 C 0.4790(7) 0.4091(13) 0.6946(8) 0.041(3) Uani 1 1 d . . . C12 C 0.2888(4) 0.3535(5) 0.4325(3) 0.041(2) Uani 1 1 d GU . . C13 C 0.3355(4) 0.2585(5) 0.4055(3) 0.047(2) Uani 1 1 d GU . . H13 H 0.3686 0.2118 0.4464 0.057 Uiso 1 1 calc R . . C14 C 0.3338(4) 0.2319(5) 0.3185(4) 0.048(2) Uani 1 1 d GU . . H14 H 0.3658 0.1670 0.3000 0.058 Uiso 1 1 calc R . . C15 C 0.2854(4) 0.3003(5) 0.2586(3) 0.048(2) Uani 1 1 d GU . . H15 H 0.2843 0.2821 0.1991 0.057 Uiso 1 1 calc R . . C16 C 0.2387(3) 0.3953(4) 0.2856(2) 0.046(2) Uani 1 1 d GU . . C17 C 0.2404(3) 0.4219(4) 0.3726(2) 0.043(2) Uani 1 1 d GU . . C18 C 0.1936(4) 0.5169(5) 0.3997(3) 0.051(2) Uani 1 1 d GU . . H18 H 0.1948 0.5350 0.4591 0.061 Uiso 1 1 calc R . . C19 C 0.1452(4) 0.5853(5) 0.3397(3) 0.060(3) Uani 1 1 d GU . . H19 H 0.1133 0.6502 0.3582 0.072 Uiso 1 1 calc R . . C20 C 0.1436(3) 0.5586(4) 0.2528(3) 0.056(2) Uani 1 1 d GU . . C21 C 0.1903(3) 0.4636(5) 0.2257(2) 0.051(2) Uani 1 1 d GU . . O6 O 0.0952(4) 0.6315(6) 0.1912(4) 0.062(2) Uani 1 1 d GU . . O4 O 0.3219(6) 0.4890(8) 0.5482(6) 0.046(2) Uani 1 1 d . . . O5 O 0.2885(5) 0.3012(8) 0.5794(5) 0.043(2) Uani 1 1 d . . . C22 C 0.3016(8) 0.3858(14) 0.5282(8) 0.044(3) Uani 1 1 d . . . C23 C 1.0565(2) 0.5099(4) 0.6566(3) 0.034(2) Uani 1 1 d GU . . C24 C 1.0301(3) 0.6073(4) 0.7012(3) 0.044(2) Uani 1 1 d GU . . H24 H 1.0711 0.6528 0.7352 0.053 Uiso 1 1 calc R . . C25 C 0.9437(3) 0.6382(4) 0.6960(4) 0.049(2) Uani 1 1 d GU . . H25 H 0.9257 0.7048 0.7265 0.059 Uiso 1 1 calc R . . C26 C 0.8837(3) 0.5716(4) 0.6463(4) 0.042(2) Uani 1 1 d GU . . H26 H 0.8247 0.5928 0.6428 0.051 Uiso 1 1 calc R . . C27 C 0.9100(2) 0.4742(3) 0.6017(3) 0.0337(18) Uani 1 1 d GU . . C28 C 0.9964(2) 0.4433(3) 0.6068(3) 0.0320(18) Uani 1 1 d GU . . C29 C 1.0228(2) 0.3459(4) 0.5622(3) 0.0300(18) Uani 1 1 d GU . . H29 H 1.0818 0.3248 0.5657 0.036 Uiso 1 1 calc R . . C30 C 0.9627(2) 0.2794(4) 0.5125(3) 0.0353(19) Uani 1 1 d GU . . H30 H 0.9807 0.2128 0.4820 0.042 Uiso 1 1 calc R . . C31 C 0.8763(2) 0.3102(4) 0.5074(3) 0.0356(18) Uani 1 1 d GU . . C32 C 0.85000(19) 0.4077(4) 0.5520(3) 0.0337(19) Uani 1 1 d GU . . O9 O 0.8141(3) 0.2455(5) 0.4556(4) 0.0502(19) Uani 1 1 d GU . . O7 O 1.2047(5) 0.5655(8) 0.6566(5) 0.040(2) Uani 1 1 d . . . O8 O 1.1764(5) 0.3787(8) 0.6940(6) 0.037(2) Uani 1 1 d . . . C33 C 1.1519(8) 0.4828(11) 0.6718(8) 0.036(3) Uani 1 1 d . . . C34 C 0.3137(3) 0.5007(6) -0.0579(3) 0.043(2) Uani 1 1 d GU . . C35 C 0.3831(3) 0.5613(6) -0.0177(4) 0.059(3) Uani 1 1 d GU . . H35 H 0.4278 0.5885 -0.0504 0.071 Uiso 1 1 calc R . . C36 C 0.3873(3) 0.5820(7) 0.0702(4) 0.065(3) Uani 1 1 d GU . . H36 H 0.4348 0.6235 0.0977 0.078 Uiso 1 1 calc R . . C37 C 0.3220(3) 0.5422(7) 0.1180(3) 0.057(3) Uani 1 1 d GU . . H37 H 0.3249 0.5564 0.1781 0.068 Uiso 1 1 calc R . . C38 C 0.2525(2) 0.4816(4) 0.0778(2) 0.042(2) Uani 1 1 d GU . . C39 C 0.2483(3) 0.4608(5) -0.0102(2) 0.040(2) Uani 1 1 d GU . . C40 C 0.1788(3) 0.4002(7) -0.0504(3) 0.053(2) Uani 1 1 d GU . . H40 H 0.1760 0.3860 -0.1105 0.064 Uiso 1 1 calc R . . C41 C 0.1135(3) 0.3604(6) -0.0026(3) 0.066(3) Uani 1 1 d GU . . H41 H 0.0660 0.3189 -0.0301 0.079 Uiso 1 1 calc R . . C42 C 0.1177(3) 0.3812(5) 0.0853(3) 0.061(2) Uani 1 1 d GU . . C43 C 0.1872(3) 0.4418(6) 0.1255(3) 0.048(2) Uani 1 1 d GU . . O12 O 0.0523(4) 0.3436(7) 0.1354(4) 0.080(3) Uani 1 1 d GU . . O10 O 0.3239(6) 0.5688(8) -0.2029(6) 0.045(2) Uani 1 1 d . . . O11 O 0.3133(6) 0.3778(9) -0.1760(6) 0.043(2) Uani 1 1 d . . . C44 C 0.3178(7) 0.4816(14) -0.1552(8) 0.041(3) Uani 1 1 d . . . O15 O 0.5077(6) 0.0914(8) 0.7019(6) 0.064(2) Uani 1 1 d . . . C45 C 0.5758(8) 0.0890(13) 0.6405(11) 0.076(5) Uani 1 1 d . . . O16 O 0.2184(13) 0.7842(19) 0.8277(13) 0.190(9) Uani 1 1 d . . . O17 O 0.4778(19) 0.816(3) 0.802(2) 0.077(12) Uiso 0.33(3) 1 d P A 1 O17A O 0.4306(10) 0.8831(14) 0.7561(10) 0.072(6) Uiso 0.67(3) 1 d P A 2 O18 O 0.1701(16) 0.0936(18) 0.8517(16) 0.066(9) Uani 0.40(2) 1 d P B 1 O18A O 0.0674(9) 0.2091(17) 0.7738(12) 0.095(8) Uani 0.60(2) 1 d P B 2 O19 O 0.9207(18) 0.458(3) 0.3379(15) 0.282(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu(1) 0.0255(8) 0.0386(5) 0.0398(10) -0.0005(6) 0.0086(4) 0.0022(7) Cu(2) 0.0311(8) 0.0389(5) 0.0327(9) -0.0014(6) 0.0089(4) -0.0003(6) O(1) 0.026(3) 0.046(5) 0.057(5) 0.002(3) 0.011(3) 0.011(4) O(2) 0.025(3) 0.055(5) 0.036(4) -0.004(4) -0.003(3) 0.008(4) O(3) 0.043(3) 0.044(3) 0.044(3) 0.011(3) 0.018(3) 0.010(3) O(4) 0.052(5) 0.033(4) 0.054(5) -0.006(4) 0.009(4) -0.002(4) O(5) 0.050(4) 0.041(4) 0.039(4) 0.001(3) 0.014(3) -0.010(3) O(6) 0.060(4) 0.081(5) 0.047(4) 0.018(4) 0.012(3) 0.005(4) O(7) 0.029(3) 0.040(4) 0.053(4) -0.011(3) 0.013(3) -0.001(4) O(8) 0.026(4) 0.047(5) 0.039(4) 0.001(3) 0.004(3) 0.002(4) O(9) 0.036(3) 0.052(4) 0.062(4) -0.004(3) 0.001(3) -0.018(3) O(10) 0.057(4) 0.043(5) 0.039(4) 0.000(4) 0.017(3) -0.011(4) O(11) 0.043(4) 0.049(5) 0.037(5) -0.006(4) 0.006(3) 0.000(4) O(12) 0.066(4) 0.109(7) 0.070(5) -0.015(5) 0.035(4) 0.011(5) O(13) 0.032(4) 0.050(4) 0.096(7) -0.004(4) -0.004(3) 0.007(5) O(14) 0.066(5) 0.045(4) 0.056(5) -0.003(4) 0.020(4) 0.001(4) O(15) 0.067(5) 0.062(5) 0.062(5) -0.006(4) 0.009(4) 0.006(4) O(16) 0.190(17) 0.167(18) 0.22(2) 0.060(13) 0.030(15) -0.078(14) O(18) 0.080(17) 0.049(12) 0.075(18) -0.032(11) 0.032(12) 0.008(11) O(18A) 0.045(8) 0.113(14) 0.121(16) -0.046(9) -0.025(8) 0.078(12) O(19) 0.30(2) 0.37(3) 0.18(2) 0.07(2) 0.043(18) 0.21(2) C(1) 0.038(4) 0.047(5) 0.041(4) -0.003(4) 0.003(3) -0.001(4) C(2) 0.035(4) 0.066(5) 0.038(4) -0.009(4) 0.000(3) -0.006(4) C(3) 0.040(4) 0.063(5) 0.041(4) 0.001(4) 0.001(3) 0.001(4) C(4) 0.032(4) 0.055(5) 0.047(4) -0.004(4) -0.000(3) 0.001(4) C(5) 0.024(3) 0.041(4) 0.043(4) -0.003(3) 0.003(3) -0.006(3) C(6) 0.026(3) 0.033(4) 0.041(3) -0.006(3) 0.013(3) -0.003(3) C(7) 0.028(4) 0.045(5) 0.045(4) 0.003(3) 0.006(3) -0.001(4) C(8) 0.038(4) 0.048(4) 0.042(4) 0.004(4) 0.004(3) 0.008(4) C(9) 0.035(3) 0.039(4) 0.049(4) 0.005(3) 0.012(3) 0.008(4) C(10) 0.027(4) 0.051(5) 0.052(4) 0.000(4) 0.007(3) 0.004(4) C(11) 0.026(5) 0.065(9) 0.033(6) -0.011(5) 0.014(4) 0.002(6) C(12) 0.044(4) 0.046(5) 0.034(4) -0.001(3) 0.017(3) -0.001(3) C(13) 0.049(5) 0.050(4) 0.044(4) 0.001(4) 0.010(4) 0.018(4) C(14) 0.055(5) 0.049(5) 0.043(4) 0.004(4) 0.029(4) 0.003(4) C(15) 0.065(5) 0.054(5) 0.029(4) 0.012(4) 0.025(4) 0.003(4) C(16) 0.056(4) 0.049(4) 0.036(4) 0.002(3) 0.021(3) 0.002(3) C(17) 0.052(4) 0.044(4) 0.036(4) 0.000(3) 0.018(3) 0.003(3) C(18) 0.048(5) 0.057(5) 0.049(4) 0.007(4) 0.012(4) 0.001(4) C(19) 0.066(5) 0.071(6) 0.046(4) 0.022(4) 0.021(4) 0.000(4) C(20) 0.064(5) 0.065(5) 0.039(4) 0.012(4) 0.016(4) 0.003(4) C(21) 0.064(5) 0.056(5) 0.036(4) 0.005(4) 0.028(4) 0.002(4) C(22) 0.043(6) 0.057(8) 0.035(7) 0.004(6) 0.014(5) 0.007(6) C(23) 0.021(3) 0.034(4) 0.047(5) -0.004(3) 0.006(3) 0.009(3) C(24) 0.036(4) 0.042(4) 0.054(5) -0.008(4) 0.004(4) 0.000(4) C(25) 0.045(4) 0.045(5) 0.060(5) 0.002(4) 0.013(4) -0.012(4) C(26) 0.032(3) 0.043(5) 0.054(5) 0.008(3) 0.016(3) -0.006(4) C(27) 0.022(3) 0.037(4) 0.042(4) 0.001(3) 0.006(3) -0.003(3) C(28) 0.025(3) 0.031(3) 0.040(4) 0.001(3) 0.004(3) 0.005(3) C(29) 0.022(3) 0.033(4) 0.035(4) 0.003(3) 0.005(3) 0.006(3) C(30) 0.032(3) 0.033(4) 0.042(4) 0.000(3) 0.007(3) -0.002(3) C(31) 0.031(3) 0.033(3) 0.044(4) -0.005(3) 0.006(3) -0.002(3) C(32) 0.025(3) 0.040(4) 0.036(4) -0.002(3) 0.005(3) -0.002(3) C(33) 0.042(6) 0.039(6) 0.029(6) -0.011(5) 0.014(4) -0.006(5) C(34) 0.040(4) 0.057(5) 0.034(4) -0.006(4) 0.013(3) -0.007(4) C(35) 0.059(5) 0.075(6) 0.045(4) -0.014(4) 0.017(4) -0.020(5) C(36) 0.065(5) 0.085(6) 0.045(4) -0.028(5) 0.011(4) -0.010(5) C(37) 0.053(4) 0.079(6) 0.040(4) -0.006(4) 0.013(3) -0.010(5) C(38) 0.038(4) 0.058(5) 0.034(4) -0.002(3) 0.019(3) -0.007(4) C(39) 0.033(3) 0.054(5) 0.035(4) 0.006(3) 0.010(3) 0.002(4) C(40) 0.036(4) 0.081(6) 0.043(4) -0.004(4) 0.015(3) -0.012(5) C(41) 0.036(4) 0.106(7) 0.057(4) -0.022(4) 0.015(4) -0.011(5) C(42) 0.048(4) 0.094(5) 0.045(4) -0.016(4) 0.025(4) 0.005(4) C(43) 0.044(4) 0.068(5) 0.036(4) -0.002(4) 0.022(3) -0.001(4) C(44) 0.028(5) 0.056(8) 0.038(7) -0.014(5) 0.007(4) -0.012(6) C(45) 0.041(6) 0.073(9) 0.116(12) 0.005(6) 0.021(7) -0.030(9) #============================================================================== _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)' _computing_data_reduction 'CrystalStructure (Rigaku & RAC 2007)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure (Rigaku & RAC 2007)' _computing_molecular_graphics 'ORTEP (Johnson, 1976)' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; 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 O7 1.926(7) 1_455 ? Cu1 O1 1.935(8) . ? Cu1 O4 2.001(9) . ? Cu1 O10 2.024(9) 1_556 ? Cu1 O13 2.138(8) . ? Cu1 Cu2 2.6510(15) . ? Cu2 O5 1.931(8) . ? Cu2 O11 1.986(9) 1_556 ? Cu2 O2 2.014(7) . ? Cu2 O8 2.023(8) 1_455 ? Cu2 O14 2.124(8) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 C11 1.493(12) . ? C2 C3 1.3901 . ? C3 C4 1.3900 . ? C4 C5 1.3900 . ? C5 C10 1.3900 . ? C5 C6 1.3900 . ? C6 C7 1.3900 . ? C7 C8 1.3901 . ? C8 C9 1.3899 . ? C9 C10 1.3900 . ? C9 O3 1.4252 . ? C10 C32 1.575(5) . ? O1 C11 1.295(16) . ? O2 C11 1.292(15) . ? C12 C17 1.3899 . ? C12 C13 1.3900 . ? C12 C22 1.535(14) . ? C13 C14 1.3900 . ? C14 C15 1.3902 . ? C15 C16 1.3900 . ? C16 C17 1.3899 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C18 C19 1.3903 . ? C19 C20 1.3899 . ? C20 C21 1.3900 . ? C20 O6 1.4352 . ? C21 C43 1.581(5) . ? O4 C22 1.249(17) . ? O5 C22 1.280(16) . ? C23 C28 1.3900 . ? C23 C24 1.3901 . ? C23 C33 1.522(13) . ? C24 C25 1.3898 . ? C25 C26 1.3901 . ? C26 C27 1.3899 . ? C27 C32 1.3898 . ? C27 C28 1.3902 . ? C28 C29 1.3900 . ? C29 C30 1.3900 . ? C30 C31 1.3900 . ? C31 C32 1.3900 . ? C31 O9 1.4175 . ? O7 C33 1.287(14) . ? O7 Cu1 1.926(7) 1_655 ? O8 C33 1.283(16) . ? O8 Cu2 2.023(8) 1_655 ? C34 C35 1.3900 . ? C34 C39 1.3900 . ? C34 C44 1.541(13) . ? C35 C36 1.3901 . ? C36 C37 1.3900 . ? C37 C38 1.3901 . ? C38 C39 1.3899 . ? C38 C43 1.3900 . ? C39 C40 1.3901 . ? C40 C41 1.3899 . ? C41 C42 1.3899 . ? C42 C43 1.3898 . ? C42 O12 1.4054 . ? O10 C44 1.250(17) . ? O10 Cu1 2.024(9) 1_554 ? O11 C44 1.225(17) . ? O11 Cu2 1.986(9) 1_554 ? O15 C45 1.491(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Cu1 O1 172.8(4) 1_455 . ? O7 Cu1 O4 88.4(3) 1_455 . ? O1 Cu1 O4 90.9(3) . . ? O7 Cu1 O10 88.4(3) 1_455 1_556 ? O1 Cu1 O10 90.4(4) . 1_556 ? O4 Cu1 O10 164.8(4) . 1_556 ? O7 Cu1 O13 94.0(3) 1_455 . ? O1 Cu1 O13 93.2(3) . . ? O4 Cu1 O13 98.3(4) . . ? O10 Cu1 O13 96.8(4) 1_556 . ? O7 Cu1 Cu2 85.8(3) 1_455 . ? O1 Cu1 Cu2 87.0(3) . . ? O4 Cu1 Cu2 81.6(3) . . ? O10 Cu1 Cu2 83.3(3) 1_556 . ? O13 Cu1 Cu2 179.8(3) . . ? O5 Cu2 O11 171.0(4) . 1_556 ? O5 Cu2 O2 90.9(3) . . ? O11 Cu2 O2 89.0(3) 1_556 . ? O5 Cu2 O8 88.2(3) . 1_455 ? O11 Cu2 O8 89.4(3) 1_556 1_455 ? O2 Cu2 O8 164.4(4) . 1_455 ? O5 Cu2 O14 94.7(4) . . ? O11 Cu2 O14 94.2(4) 1_556 . ? O2 Cu2 O14 95.1(4) . . ? O8 Cu2 O14 100.5(4) 1_455 . ? O5 Cu2 Cu1 87.0(3) . . ? O11 Cu2 Cu1 84.1(3) 1_556 . ? O2 Cu2 Cu1 81.7(3) . . ? O8 Cu2 Cu1 82.6(3) 1_455 . ? O14 Cu2 Cu1 176.5(3) . . ? C2 C1 C6 120.0 . . ? C2 C1 C11 117.5(5) . . ? C6 C1 C11 122.4(5) . . ? C1 C2 C3 120.0 . . ? C4 C3 C2 120.0 . . ? C5 C4 C3 120.0 . . ? C10 C5 C4 120.0 . . ? C10 C5 C6 120.0 . . ? C4 C5 C6 120.0 . . ? C7 C6 C5 120.0 . . ? C7 C6 C1 120.0 . . ? C5 C6 C1 120.0 . . ? C6 C7 C8 120.0 . . ? C9 C8 C7 120.0 . . ? C8 C9 C10 120.0 . . ? C8 C9 O3 116.2 . . ? C10 C9 O3 123.6 . . ? C5 C10 C9 120.0 . . ? C5 C10 C32 123.6(3) . . ? C9 C10 C32 116.4(3) . . ? C11 O1 Cu1 123.0(7) . . ? C11 O2 Cu2 125.4(8) . . ? O2 C11 O1 122.3(10) . . ? O2 C11 C1 120.3(12) . . ? O1 C11 C1 117.4(10) . . ? C17 C12 C13 120.0 . . ? C17 C12 C22 122.7(6) . . ? C13 C12 C22 117.0(6) . . ? C14 C13 C12 120.0 . . ? C13 C14 C15 120.0 . . ? C16 C15 C14 120.0 . . ? C17 C16 C15 120.0 . . ? C17 C16 C21 120.0 . . ? C15 C16 C21 120.0 . . ? C12 C17 C16 120.0 . . ? C12 C17 C18 120.0 . . ? C16 C17 C18 120.0 . . ? C17 C18 C19 120.0 . . ? C20 C19 C18 120.0 . . ? C19 C20 C21 120.0 . . ? C19 C20 O6 119.6 . . ? C21 C20 O6 120.4 . . ? C16 C21 C20 120.0 . . ? C16 C21 C43 123.2(3) . . ? C20 C21 C43 116.8(3) . . ? C22 O4 Cu1 123.7(9) . . ? C22 O5 Cu2 120.3(9) . . ? O4 C22 O5 126.9(12) . . ? O4 C22 C12 118.6(11) . . ? O5 C22 C12 114.5(12) . . ? C28 C23 C24 120.0 . . ? C28 C23 C33 125.6(5) . . ? C24 C23 C33 114.3(5) . . ? C25 C24 C23 120.0 . . ? C24 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C32 C27 C26 120.0 . . ? C32 C27 C28 120.0 . . ? C26 C27 C28 120.0 . . ? C29 C28 C23 120.0 . . ? C29 C28 C27 120.0 . . ? C23 C28 C27 120.0 . . ? C30 C29 C28 120.0 . . ? C31 C30 C29 120.0 . . ? C32 C31 C30 120.0 . . ? C32 C31 O9 118.8 . . ? C30 C31 O9 121.1 . . ? C27 C32 C31 120.0 . . ? C27 C32 C10 121.8(3) . . ? C31 C32 C10 117.6(3) . . ? C33 O7 Cu1 124.6(8) . 1_655 ? C33 O8 Cu2 123.6(8) . 1_655 ? O8 C33 O7 123.0(11) . . ? O8 C33 C23 119.7(9) . . ? O7 C33 C23 117.2(11) . . ? C35 C34 C39 120.0 . . ? C35 C34 C44 114.8(5) . . ? C39 C34 C44 125.3(5) . . ? C34 C35 C36 120.0 . . ? C37 C36 C35 120.0 . . ? C36 C37 C38 120.0 . . ? C39 C38 C43 120.0 . . ? C39 C38 C37 120.0 . . ? C43 C38 C37 120.0 . . ? C38 C39 C34 120.0 . . ? C38 C39 C40 120.0 . . ? C34 C39 C40 120.0 . . ? C41 C40 C39 120.0 . . ? C42 C41 C40 120.0 . . ? C43 C42 C41 120.0 . . ? C43 C42 O12 118.4 . . ? C41 C42 O12 121.6 . . ? C42 C43 C38 120.0 . . ? C42 C43 C21 118.8(3) . . ? C38 C43 C21 121.2(3) . . ? C44 O10 Cu1 121.3(8) . 1_554 ? C44 O11 Cu2 122.7(9) . 1_554 ? O11 C44 O10 127.8(12) . . ? O11 C44 C34 113.0(12) . . ? O10 C44 C34 119.2(12) . . ? #==============================================================================