# 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 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Matzger, Adam' _publ_contact_author_email matzger@umich.edu _publ_section_title ; Gas and Liquid Phase Adsorption in Isostructural Cu3[biaryltricarboxylate]2 Microporous Coordination Polymers ; loop_ _publ_author_name T.-H.Park K.Cychosz A.Wong-Foy A.Dailly A.Matzger # Attachment '- UMCM-150N2-final.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 775769' #TrackingRef '- UMCM-150N2-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common UMCM-150N2 _chemical_melting_point ? _chemical_formula_moiety 'C26 H16 Cu3 N4 O15' _chemical_formula_sum 'C26 H16 Cu3 N4 O15' _chemical_formula_weight 815.06 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 hexagonal _symmetry_space_group_name_H-M 'P 63/m m c' _symmetry_space_group_name_Hall '-P 6c 2c' _symmetry_Int_Tables_number 194 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' '-x+y, y, z' 'y, x, z+1/2' 'x, x-y, z' 'x-y, -y, z+1/2' '-y, -x, z' '-x, -x+y, z+1/2' '-x, -y, -z' '-x+y, -x, -z-1/2' 'y, -x+y, -z' 'x, y, -z-1/2' 'x-y, x, -z' '-y, x-y, -z-1/2' 'x-y, -y, -z' '-y, -x, -z-1/2' '-x, -x+y, -z' '-x+y, y, -z-1/2' 'y, x, -z' 'x, x-y, -z-1/2' _cell_length_a 18.4456(3) _cell_length_b 18.4456(3) _cell_length_c 39.5369(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11649.8(4) _cell_formula_units_Z 6 _cell_measurement_temperature 95(2) _cell_measurement_reflns_used 20353 _cell_measurement_theta_min 6.57 _cell_measurement_theta_max 66.56 _exptl_crystal_description hexagonalplate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.697 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2436 _exptl_absorpt_coefficient_mu 1.236 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.450 _exptl_absorpt_correction_T_max 0.9408 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 95(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID imaging plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36091 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 6.56 _diffrn_reflns_theta_max 66.59 _reflns_number_total 3827 _reflns_number_gt 2571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Version 4.0)' _computing_cell_refinement FS-Process _computing_data_reduction 'CrystalClear (Version 4.0) ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure (Version 4.0)' _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. Modeling of electron density in the voids of the structure were not successful in identifying highly disordered guest entities, therefore the SQUEEZE routine in PLATON (Spek, A.L. (2008) Utrecht University, Utrecht, The Netherlands) was applied to remove contributions of this unresolved electron density from the overall data. Hydrogen atoms on coordinated water molecules could not be located in the difference Fourier maps and thus were not included in the final model used for refinement. However hydrogen atoms have been included in the calculation of the formula weight to be consistent with elemental analysis results. ; _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^)+(0.2000P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3827 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1145 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2868 _refine_ls_wR_factor_gt 0.2528 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _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 0.47550(2) 0.52450(2) 0.52734(2) 0.0535(4) Uani 1 2 d S . . Cu2 Cu 0.93759(5) 0.87517(10) 0.2500 0.0840(6) Uani 1 4 d S . . O1 O 0.51919(18) 0.62862(17) 0.50181(8) 0.0683(9) Uani 1 1 d . . . O2 O 0.58866(19) 0.5613(2) 0.54369(8) 0.0726(9) Uani 1 1 d . . . O3 O 0.43781(19) 0.56219(19) 0.57217(15) 0.126(2) Uani 1 2 d S . . O4 O 0.8671(4) 0.8757(3) 0.28415(13) 0.174(2) Uani 1 1 d . . . O5 O 0.8669(3) 0.7338(5) 0.2500 0.147(4) Uani 1 4 d S . . N1 N 0.7146(4) 0.9214(3) 0.36753(13) 0.1136(18) Uani 1 1 d . . . C1 C 0.5500(3) 0.6411(3) 0.47313(12) 0.0593(11) Uani 1 1 d . . . C2 C 0.5562(4) 0.77809(19) 0.47257(16) 0.0630(16) Uani 1 2 d S . . H2 H 0.5283 0.7641 0.4938 0.076 Uiso 1 2 calc SR . . C3 C 0.5764(3) 0.7224(3) 0.45720(11) 0.0612(12) Uani 1 1 d . . . C4 C 0.6193(3) 0.7448(3) 0.42683(11) 0.0664(12) Uani 1 1 d . . . H4 H 0.6330 0.7071 0.4162 0.080 Uiso 1 1 calc R . . C5 C 0.6428(5) 0.8214(2) 0.41154(17) 0.0751(19) Uani 1 2 d S . . C6 C 0.6944(5) 0.8472(2) 0.3802(2) 0.085(2) Uani 1 2 d S . . C7 C 0.7636(4) 0.9439(4) 0.34011(16) 0.112(2) Uani 1 1 d . . . H7 H 0.7809 0.9973 0.3305 0.134 Uiso 1 1 calc R . . C8 C 0.7903(5) 0.8951(2) 0.32518(18) 0.081(2) Uani 1 2 d S . . C9 C 0.8475(5) 0.9237(3) 0.29648(18) 0.086(2) Uani 1 2 d S . . 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 0.0545(5) 0.0545(5) 0.0599(6) -0.00377(18) 0.00377(18) 0.0336(5) Cu2 0.0889(9) 0.1103(13) 0.0598(8) 0.000 0.000 0.0552(7) O1 0.079(2) 0.0553(19) 0.079(2) 0.0081(16) 0.0129(17) 0.0393(17) O2 0.0549(19) 0.087(2) 0.082(2) -0.0188(19) -0.0100(17) 0.0398(18) O3 0.111(3) 0.111(3) 0.127(5) -0.045(2) 0.045(2) 0.035(4) O4 0.257(6) 0.162(4) 0.153(4) 0.069(4) 0.140(4) 0.143(4) O5 0.165(7) 0.093(6) 0.160(9) 0.000 0.000 0.047(3) N1 0.157(5) 0.093(4) 0.105(3) 0.042(3) 0.069(4) 0.073(4) C1 0.055(3) 0.058(3) 0.067(3) 0.009(2) 0.007(2) 0.029(2) C2 0.061(4) 0.060(3) 0.068(4) -0.0014(15) -0.003(3) 0.031(2) C3 0.060(3) 0.054(3) 0.070(3) -0.004(2) 0.004(2) 0.029(2) C4 0.078(3) 0.060(3) 0.069(3) 0.008(2) 0.020(2) 0.041(3) C5 0.084(5) 0.072(3) 0.073(4) 0.0113(19) 0.023(4) 0.042(2) C6 0.093(6) 0.077(4) 0.089(5) 0.012(2) 0.023(4) 0.047(3) C7 0.139(6) 0.090(4) 0.108(5) 0.032(4) 0.045(4) 0.059(4) C8 0.096(6) 0.083(4) 0.069(4) 0.008(2) 0.016(4) 0.048(3) C9 0.096(6) 0.106(5) 0.052(4) -0.0005(19) -0.001(4) 0.048(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 1.952(3) . ? Cu1 O1 1.952(3) 11_665 ? Cu1 O2 1.954(3) . ? Cu1 O2 1.954(3) 11_665 ? Cu1 O3 2.143(5) . ? Cu1 Cu1 2.6692(15) 13_666 ? Cu2 O4 1.878(4) 7_655 ? Cu2 O4 1.878(4) 22_656 ? Cu2 O4 1.878(4) . ? Cu2 O4 1.878(4) 16_556 ? Cu2 O5 2.258(9) . ? O1 C1 1.237(5) . ? O2 C1 1.274(5) 23_556 ? O4 C9 1.214(5) . ? N1 C6 1.324(5) . ? N1 C7 1.338(7) . ? C1 O2 1.274(5) 23_556 ? C1 C3 1.467(6) . ? C2 C3 1.395(5) 9_565 ? C2 C3 1.395(5) . ? C2 H2 0.9500 . ? C3 C4 1.383(6) . ? C4 C5 1.391(5) . ? C4 H4 0.9500 . ? C5 C4 1.391(5) 9_565 ? C5 C6 1.490(10) . ? C6 N1 1.324(5) 9_565 ? C7 C8 1.356(6) . ? C7 H7 0.9500 . ? C8 C7 1.356(6) 9_565 ? C8 C9 1.457(10) . ? C9 O4 1.214(5) 9_565 ? 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 88.61(18) . 11_665 ? O1 Cu1 O2 89.17(14) . . ? O1 Cu1 O2 166.95(13) 11_665 . ? O1 Cu1 O2 166.96(13) . 11_665 ? O1 Cu1 O2 89.17(14) 11_665 11_665 ? O2 Cu1 O2 90.1(2) . 11_665 ? O1 Cu1 O3 98.61(16) . . ? O1 Cu1 O3 98.62(17) 11_665 . ? O2 Cu1 O3 94.43(16) . . ? O2 Cu1 O3 94.43(16) 11_665 . ? O1 Cu1 Cu1 82.60(9) . 13_666 ? O1 Cu1 Cu1 82.60(9) 11_665 13_666 ? O2 Cu1 Cu1 84.37(10) . 13_666 ? O2 Cu1 Cu1 84.37(10) 11_665 13_666 ? O3 Cu1 Cu1 178.3(2) . 13_666 ? O4 Cu2 O4 92.0(4) 7_655 22_656 ? O4 Cu2 O4 88.0(4) 7_655 . ? O4 Cu2 O4 179.5(3) 22_656 . ? O4 Cu2 O4 179.5(3) 7_655 16_556 ? O4 Cu2 O4 88.0(4) 22_656 16_556 ? O4 Cu2 O4 92.0(4) . 16_556 ? O4 Cu2 O5 90.26(16) 7_655 . ? O4 Cu2 O5 90.26(16) 22_656 . ? O4 Cu2 O5 90.26(16) . . ? O4 Cu2 O5 90.26(16) 16_556 . ? C1 O1 Cu1 125.6(3) . . ? C1 O2 Cu1 122.5(3) 23_556 . ? C9 O4 Cu2 138.8(5) . . ? C6 N1 C7 115.0(5) . . ? O2 C1 O1 124.9(4) 23_556 . ? O2 C1 C3 117.1(4) 23_556 . ? O1 C1 C3 118.1(4) . . ? C3 C2 C3 120.9(6) 9_565 . ? C3 C2 H2 119.6 9_565 . ? C3 C2 H2 119.6 . . ? C4 C3 C2 118.8(4) . . ? C4 C3 C1 121.8(4) . . ? C2 C3 C1 119.4(4) . . ? C3 C4 C5 121.5(4) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C4 C5 C4 118.5(6) 9_565 . ? C4 C5 C6 120.7(3) 9_565 . ? C4 C5 C6 120.7(3) . . ? N1 C6 N1 126.7(7) . 9_565 ? N1 C6 C5 116.7(4) . . ? N1 C6 C5 116.7(4) 9_565 . ? N1 C7 C8 124.1(6) . . ? N1 C7 H7 117.9 . . ? C8 C7 H7 117.9 . . ? C7 C8 C7 115.1(7) 9_565 . ? C7 C8 C9 122.4(4) 9_565 . ? C7 C8 C9 122.4(4) . . ? O4 C9 O4 123.0(8) 9_565 . ? O4 C9 C8 118.3(4) 9_565 . ? O4 C9 C8 118.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 O1 C1 -81.6(4) 11_665 . . . ? O2 Cu1 O1 C1 85.5(4) . . . . ? O2 Cu1 O1 C1 -1.4(8) 11_665 . . . ? O3 Cu1 O1 C1 179.8(4) . . . . ? Cu1 Cu1 O1 C1 1.1(4) 13_666 . . . ? O1 Cu1 O2 C1 -84.9(4) . . . 23_556 ? O1 Cu1 O2 C1 -4.7(8) 11_665 . . 23_556 ? O2 Cu1 O2 C1 82.0(4) 11_665 . . 23_556 ? O3 Cu1 O2 C1 176.5(4) . . . 23_556 ? Cu1 Cu1 O2 C1 -2.3(3) 13_666 . . 23_556 ? O4 Cu2 O4 C9 107.2(9) 7_655 . . . ? O4 Cu2 O4 C9 17(5) 22_656 . . . ? O4 Cu2 O4 C9 -72.3(10) 16_556 . . . ? O5 Cu2 O4 C9 -162.5(10) . . . . ? Cu1 O1 C1 O2 -3.3(7) . . . 23_556 ? Cu1 O1 C1 C3 177.4(3) . . . . ? C3 C2 C3 C4 1.9(9) 9_565 . . . ? C3 C2 C3 C1 -176.5(4) 9_565 . . . ? O2 C1 C3 C4 -6.3(7) 23_556 . . . ? O1 C1 C3 C4 173.1(4) . . . . ? O2 C1 C3 C2 172.1(5) 23_556 . . . ? O1 C1 C3 C2 -8.5(7) . . . . ? C2 C3 C4 C5 0.3(8) . . . . ? C1 C3 C4 C5 178.8(5) . . . . ? C3 C4 C5 C4 -2.5(10) . . . 9_565 ? C3 C4 C5 C6 175.4(6) . . . . ? C7 N1 C6 N1 -3.4(14) . . . 9_565 ? C7 N1 C6 C5 177.6(6) . . . . ? C4 C5 C6 N1 -1.5(11) 9_565 . . . ? C4 C5 C6 N1 -179.4(7) . . . . ? C4 C5 C6 N1 179.3(7) 9_565 . . 9_565 ? C4 C5 C6 N1 1.5(11) . . . 9_565 ? C6 N1 C7 C8 1.5(11) . . . . ? N1 C7 C8 C7 0.0(13) . . . 9_565 ? N1 C7 C8 C9 -176.5(7) . . . . ? Cu2 O4 C9 O4 10.1(18) . . . 9_565 ? Cu2 O4 C9 C8 -176.8(6) . . . . ? C7 C8 C9 O4 178.6(8) 9_565 . . 9_565 ? C7 C8 C9 O4 -5.2(12) . . . 9_565 ? C7 C8 C9 O4 5.2(12) 9_565 . . . ? C7 C8 C9 O4 -178.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 66.59 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.472 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.063 # SQUEEZE RESULTS # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.038 -0.024 -0.001 8307 1046 ' ' _platon_squeeze_details ; ; # Attachment '- UMCM-150N1-final.cif' data_UMCM-150N1 _database_code_depnum_ccdc_archive 'CCDC 775770' #TrackingRef '- UMCM-150N1-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common UMCM-150N1 _chemical_melting_point ? _chemical_formula_moiety 'C28 H16 Cu3 N2 O14' _chemical_formula_sum 'C28 H16 Cu3 N2 O14' _chemical_formula_weight 795.07 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 hexagonal _symmetry_space_group_name_H-M 'P 63/m m c' _symmetry_space_group_name_Hall '-P 6c 2c' _symmetry_Int_Tables_number 194 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' '-x+y, y, z' 'y, x, z+1/2' 'x, x-y, z' 'x-y, -y, z+1/2' '-y, -x, z' '-x, -x+y, z+1/2' '-x, -y, -z' '-x+y, -x, -z-1/2' 'y, -x+y, -z' 'x, y, -z-1/2' 'x-y, x, -z' '-y, x-y, -z-1/2' 'x-y, -y, -z' '-y, -x, -z-1/2' '-x, -x+y, -z' '-x+y, y, -z-1/2' 'y, x, -z' 'x, x-y, -z-1/2' _cell_length_a 18.2056(3) _cell_length_b 18.2056(3) _cell_length_c 40.6655(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11672.6(4) _cell_formula_units_Z 6 _cell_measurement_temperature 95(2) _cell_measurement_reflns_used 30394 _cell_measurement_theta_min 6.53 _cell_measurement_theta_max 66.57 _exptl_crystal_description 'hexagonal plates' _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2382 _exptl_absorpt_coefficient_mu 1.210 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8394 _exptl_absorpt_correction_T_max 0.9646 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 95(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID imaging plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47715 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 6.53 _diffrn_reflns_theta_max 66.60 _reflns_number_total 3824 _reflns_number_gt 3073 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Version 4.0)' _computing_cell_refinement FS-Process _computing_data_reduction 'CrystalClear (Version 4.0) ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure (Version 4.0)' _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. Modeling of electron density in the voids of the structure were not successful in identifying highly disordered guest entities, therefore the SQUEEZE routine in PLATON (Spek, A.L. (2008) Utrecht University, Utrecht, The Netherlands) was applied to remove contributions of this unresolved electron density from the overall data. Hydrogen atoms on coordinated water molecules could not be located in the difference Fourier maps and thus were not included in the final model used for refinement. However hydrogen atoms have been included in the calculation of the formula weight to be consistent with elemental analysis results. ; _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^)+(0.1324P)^2^+4.9535P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3824 _refine_ls_number_parameters 126 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0615 _refine_ls_wR_factor_ref 0.2108 _refine_ls_wR_factor_gt 0.2020 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _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 0.525145(18) 0.474855(18) 0.474603(14) 0.0303(3) Uani 1 2 d S . . Cu2 Cu 0.05828(3) 0.11655(7) 0.7500 0.0426(3) Uani 1 4 d S . . O1 O 0.57229(16) 0.42771(16) 0.43457(11) 0.0917(16) Uani 1 2 d S . . O2 O 0.48013(14) 0.37055(14) 0.50014(5) 0.0443(6) Uani 1 1 d . . . O3 O 0.41307(14) 0.43561(15) 0.45620(5) 0.0425(6) Uani 1 1 d . . . O4 O 0.1339(3) 0.1251(2) 0.71712(10) 0.1246(17) Uani 1 1 d . A . C1 C 0.4469(2) 0.3596(2) 0.52825(8) 0.0379(8) Uani 1 1 d . . . C2 C 0.4204(2) 0.2760(2) 0.54425(7) 0.0381(8) Uani 1 1 d . . . C3 C 0.3773(2) 0.2550(2) 0.57387(8) 0.0445(8) Uani 1 1 d . . . H3 H 0.3620(19) 0.298(2) 0.5834(7) 0.037(8) Uiso 1 1 d . . . C4 C 0.4406(3) 0.22028(16) 0.52912(11) 0.0397(11) Uani 1 2 d S . . C5 C 0.3545(3) 0.17725(16) 0.58883(11) 0.0462(12) Uani 1 2 d S . . C6 C 0.3071(3) 0.15354(17) 0.62053(12) 0.0492(13) Uani 1 2 d S . . C7 C 0.2854(4) 0.2048(3) 0.63438(11) 0.111(2) Uani 0.50 1 d P A 1 H7 H 0.3033 0.2590 0.6251 0.133 Uiso 0.50 1 calc PR A 1 N1 N 0.2854(4) 0.2048(3) 0.63438(11) 0.111(2) Uani 0.50 1 d P A 2 C8 C 0.2371(4) 0.1801(4) 0.66212(13) 0.111(2) Uani 1 1 d . . . H8 H 0.2215 0.2179 0.6717 0.133 Uiso 1 1 calc R A 1 C9 C 0.2111(3) 0.10553(17) 0.67632(11) 0.0473(12) Uani 1 2 d S . . C10 C 0.1545(3) 0.07727(17) 0.70560(11) 0.0465(12) Uani 1 2 d S . . H4 H 0.466(3) 0.2331(13) 0.5098(11) 0.030(12) Uiso 1 2 d S . . 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 0.0355(4) 0.0355(4) 0.0243(4) -0.00225(12) 0.00225(12) 0.0211(3) Cu2 0.0464(5) 0.0629(7) 0.0240(5) 0.000 0.000 0.0314(4) O1 0.097(2) 0.097(2) 0.082(3) -0.0327(14) 0.0327(14) 0.049(3) O2 0.0594(15) 0.0405(13) 0.0373(12) 0.0048(10) 0.0111(11) 0.0281(12) O3 0.0389(13) 0.0532(15) 0.0385(12) -0.0093(10) -0.0026(10) 0.0252(12) O4 0.186(4) 0.116(3) 0.122(3) 0.071(2) 0.119(3) 0.113(3) C1 0.0402(19) 0.0402(19) 0.0340(16) 0.0041(14) 0.0019(13) 0.0206(16) C2 0.0446(19) 0.0387(18) 0.0331(16) 0.0026(14) 0.0044(14) 0.0224(16) C3 0.051(2) 0.045(2) 0.0422(18) 0.0048(16) 0.0104(16) 0.0279(18) C4 0.046(3) 0.042(2) 0.033(2) 0.0031(10) 0.006(2) 0.0228(15) C5 0.053(3) 0.049(2) 0.038(2) 0.0077(11) 0.015(2) 0.0265(15) C6 0.057(3) 0.053(2) 0.039(3) 0.0079(12) 0.016(2) 0.0284(16) C7 0.179(5) 0.096(3) 0.097(3) 0.061(3) 0.100(4) 0.099(4) N1 0.179(5) 0.096(3) 0.097(3) 0.061(3) 0.100(4) 0.099(4) C8 0.187(6) 0.103(4) 0.091(4) 0.053(3) 0.091(4) 0.109(5) C9 0.057(3) 0.053(2) 0.034(2) 0.0066(11) 0.013(2) 0.0284(16) C10 0.047(3) 0.059(2) 0.029(2) 0.0018(11) 0.004(2) 0.0234(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O3 1.943(2) . ? Cu1 O3 1.943(2) 11_665 ? Cu1 O2 1.949(2) 11_665 ? Cu1 O2 1.949(2) . ? Cu1 O1 2.205(4) . ? Cu1 Cu1 2.6041(11) 13_666 ? Cu2 O4 1.869(3) 16_557 ? Cu2 O4 1.870(3) 22_557 ? Cu2 O4 1.870(3) . ? Cu2 O4 1.870(3) 7 ? O2 C1 1.262(4) . ? O3 C1 1.261(4) 23_556 ? O4 C10 1.202(4) . ? C1 O3 1.261(4) 23_556 ? C1 C2 1.496(4) . ? C2 C3 1.383(4) . ? C2 C4 1.383(4) . ? C3 C5 1.400(4) . ? C3 H3 1.03(3) . ? C4 C2 1.383(4) 9 ? C4 H4 0.88(4) . ? C5 C3 1.400(4) 9 ? C5 C6 1.490(6) . ? C6 N1 1.307(5) 9 ? C6 C7 1.307(5) 9 ? C6 C7 1.308(5) . ? C7 C8 1.361(5) . ? C7 H7 0.9500 . ? C8 C9 1.325(5) . ? C8 H8 0.9500 . ? C9 C8 1.325(5) 9 ? C9 C10 1.487(6) . ? C10 O4 1.201(4) 9 ? 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 O3 Cu1 O3 90.28(14) . 11_665 ? O3 Cu1 O2 169.37(10) . 11_665 ? O3 Cu1 O2 89.67(10) 11_665 11_665 ? O3 Cu1 O2 89.67(10) . . ? O3 Cu1 O2 169.37(10) 11_665 . ? O2 Cu1 O2 88.42(14) 11_665 . ? O3 Cu1 O1 96.55(12) . . ? O3 Cu1 O1 96.55(12) 11_665 . ? O2 Cu1 O1 94.02(12) 11_665 . ? O2 Cu1 O1 94.01(12) . . ? O3 Cu1 Cu1 86.88(7) . 13_666 ? O3 Cu1 Cu1 86.88(7) 11_665 13_666 ? O2 Cu1 Cu1 82.50(7) 11_665 13_666 ? O2 Cu1 Cu1 82.51(7) . 13_666 ? O1 Cu1 Cu1 175.12(15) . 13_666 ? O4 Cu2 O4 88.1(3) 16_557 22_557 ? O4 Cu2 O4 91.3(3) 16_557 . ? O4 Cu2 O4 171.8(2) 22_557 . ? O4 Cu2 O4 171.8(2) 16_557 7 ? O4 Cu2 O4 91.3(3) 22_557 7 ? O4 Cu2 O4 88.1(3) . 7 ? C1 O2 Cu1 124.8(2) . . ? C1 O3 Cu1 120.1(2) 23_556 . ? C10 O4 Cu2 134.7(3) . . ? O3 C1 O2 125.6(3) 23_556 . ? O3 C1 C2 118.2(3) 23_556 . ? O2 C1 C2 116.1(3) . . ? C3 C2 C4 120.5(3) . . ? C3 C2 C1 120.6(3) . . ? C4 C2 C1 118.9(3) . . ? C2 C3 C5 119.8(3) . . ? C2 C3 H3 116.6(17) . . ? C5 C3 H3 123.5(17) . . ? C2 C4 C2 119.9(4) 9 . ? C2 C4 H4 120.0(2) 9 . ? C2 C4 H4 120.0(2) . . ? C3 C5 C3 119.4(4) 9 . ? C3 C5 C6 120.3(2) 9 . ? C3 C5 C6 120.3(2) . . ? N1 C6 C7 0.0(4) 9 9 ? N1 C6 C7 119.5(5) 9 . ? C7 C6 C7 119.5(5) 9 . ? N1 C6 C5 120.2(3) 9 . ? C7 C6 C5 120.2(3) 9 . ? C7 C6 C5 120.2(3) . . ? C6 C7 C8 119.8(4) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C9 C8 C7 122.7(5) . . ? C9 C8 H8 118.6 . . ? C7 C8 H8 118.6 . . ? C8 C9 C8 115.3(5) 9 . ? C8 C9 C10 122.3(3) 9 . ? C8 C9 C10 122.3(3) . . ? O4 C10 O4 123.3(5) 9 . ? O4 C10 C9 118.3(3) 9 . ? O4 C10 C9 118.3(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 66.60 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.587 _refine_diff_density_min -0.621 _refine_diff_density_rms 0.080 # SQUEEZE RESULTS # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.036 -0.022 -0.001 8431 953 ' ' _platon_squeeze_details ; ;