# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dan Li' _publ_contact_author_email DLI@STU.EDU.CN _publ_section_title ; Reversible Solid-Gas Chemical Equilibrium between a 0-Periodic Deformable Molecular Tecton and a 3-Periodic Coordination Architecture ; loop_ _publ_author_name 'Dan Li' 'Mian Li' 'Deng Liu' 'Ying-Yi Yang' 'Shun-Ze Zhan' # Attachment 'complexes1-2.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 736834' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Cu C22 H14 N12' _chemical_formula_sum 'C22 H14 Cu N12' _chemical_formula_weight 509.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 27.226(6) _cell_length_b 27.226(6) _cell_length_c 8.981(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5765.9(42) _cell_formula_units_Z 9 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1500 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 25.00 _exptl_crystal_description pillar _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2331 _exptl_absorpt_coefficient_mu 0.886 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8427 _exptl_absorpt_correction_T_max 0.8786 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10532 _diffrn_reflns_av_R_equivalents 0.0780 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.92 _reflns_number_total 2930 _reflns_number_gt 1880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1033P)^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 2930 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0881 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.2009 _refine_ls_wR_factor_gt 0.1889 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 0.8333 0.1667 0.1667 0.0445(3) Uani 1 2 d S . . N1 N 0.81362(15) 0.23338(14) 0.3134(5) 0.0614(10) Uani 1 1 d . . . N2 N 0.7744(2) 0.28123(19) 0.5191(7) 0.0923(15) Uani 1 1 d . . . N3 N 0.80802(12) 0.13289(12) 0.3616(4) 0.0459(8) Uani 1 1 d . . . N4 N 0.79972(12) 0.08171(12) 0.4108(4) 0.0460(8) Uani 1 1 d . . . N5 N 0.76498(13) 0.11802(13) 0.5826(4) 0.0521(8) Uani 1 1 d . . . N6 N 0.70891(14) -0.08314(12) 0.7612(4) 0.0496(8) Uani 1 1 d . . . C1 C 0.8163(2) 0.2828(2) 0.2903(7) 0.0839(16) Uani 1 1 d . . . H1 H 0.8320 0.3022 0.2019 0.101 Uiso 1 1 calc R . . C2 C 0.7968(3) 0.3059(2) 0.3920(8) 0.098(2) Uani 1 1 d . . . H2 H 0.7994 0.3406 0.3705 0.118 Uiso 1 1 calc R . . C3 C 0.77190(19) 0.23141(19) 0.5432(6) 0.0703(13) Uani 1 1 d . . . H3 H 0.7567 0.2125 0.6325 0.084 Uiso 1 1 calc R . . C4 C 0.79066(16) 0.20764(16) 0.4427(5) 0.0519(10) Uani 1 1 d . . . C5 C 0.78747(15) 0.15269(15) 0.4649(4) 0.0451(9) Uani 1 1 d . . . C6 C 0.77416(15) 0.07550(15) 0.5421(4) 0.0460(9) Uani 1 1 d . . . C7 C 0.75434(16) 0.02227(15) 0.6267(4) 0.0464(9) Uani 1 1 d . . . C8 C 0.71387(18) 0.00658(16) 0.7361(5) 0.0575(11) Uani 1 1 d . . . H8 H 0.7017 0.0313 0.7674 0.069 Uiso 1 1 calc R . . C9 C 0.69181(19) -0.04671(17) 0.7983(5) 0.0597(12) Uani 1 1 d . . . H9 H 0.6635 -0.0577 0.8698 0.072 Uiso 1 1 calc R . . C10 C 0.75046(18) -0.06611(16) 0.6612(5) 0.0565(11) Uani 1 1 d . . . H10 H 0.7641 -0.0904 0.6376 0.068 Uiso 1 1 calc R . . C11 C 0.77396(17) -0.01440(16) 0.5913(5) 0.0552(11) Uani 1 1 d . . . H11 H 0.8026 -0.0042 0.5213 0.066 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0411(4) 0.0464(4) 0.0341(4) 0.0102(3) -0.0043(3) 0.0130(3) N1 0.067(2) 0.0467(18) 0.060(3) 0.0162(17) 0.0012(19) 0.0209(17) N2 0.110(4) 0.067(3) 0.105(5) -0.009(3) -0.006(3) 0.047(3) N3 0.0444(16) 0.0437(17) 0.0404(19) 0.0091(14) -0.0029(14) 0.0152(14) N4 0.0467(17) 0.0441(16) 0.0401(19) 0.0083(14) -0.0003(14) 0.0175(14) N5 0.0583(19) 0.0452(17) 0.047(2) 0.0086(15) 0.0049(16) 0.0218(15) N6 0.067(2) 0.0418(16) 0.041(2) 0.0065(14) 0.0143(16) 0.0280(16) C1 0.103(4) 0.059(3) 0.087(4) 0.021(3) 0.001(3) 0.039(3) C2 0.120(5) 0.053(3) 0.118(6) 0.020(3) 0.006(4) 0.041(3) C3 0.076(3) 0.056(3) 0.073(4) 0.000(2) 0.001(3) 0.029(2) C4 0.052(2) 0.044(2) 0.051(3) 0.0009(19) -0.0085(19) 0.0174(18) C5 0.0472(19) 0.0442(19) 0.037(2) 0.0073(16) -0.0037(16) 0.0175(16) C6 0.046(2) 0.0440(19) 0.038(2) 0.0112(17) 0.0016(16) 0.0152(16) C7 0.052(2) 0.0443(19) 0.036(2) 0.0067(16) 0.0007(17) 0.0193(17) C8 0.077(3) 0.052(2) 0.052(3) 0.014(2) 0.021(2) 0.038(2) C9 0.084(3) 0.054(2) 0.048(3) 0.012(2) 0.029(2) 0.040(2) C10 0.067(3) 0.053(2) 0.054(3) 0.007(2) 0.017(2) 0.033(2) C11 0.057(2) 0.050(2) 0.055(3) 0.0116(19) 0.022(2) 0.0243(19) _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 N3 1.937(3) 13_655 ? Cu1 N3 1.937(3) . ? Cu1 N6 2.073(3) 11_666 ? Cu1 N6 2.073(3) 5_544 ? N1 C1 1.327(6) . ? N1 C4 1.339(5) . ? N2 C2 1.310(8) . ? N2 C3 1.342(6) . ? N3 C5 1.329(5) . ? N3 N4 1.369(4) . ? N4 C6 1.336(5) . ? N5 C5 1.344(5) . ? N5 C6 1.351(5) . ? N6 C9 1.332(5) . ? N6 C10 1.333(5) . ? N6 Cu1 2.073(3) 9_655 ? C1 C2 1.360(8) . ? C3 C4 1.351(7) . ? C4 C5 1.468(5) . ? C6 C7 1.479(5) . ? C7 C8 1.375(5) . ? C7 C11 1.384(5) . ? C8 C9 1.381(5) . ? C10 C11 1.373(5) . ? 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 N3 Cu1 N3 180.0 13_655 . ? N3 Cu1 N6 89.52(13) 13_655 11_666 ? N3 Cu1 N6 90.48(13) . 11_666 ? N3 Cu1 N6 90.48(13) 13_655 5_544 ? N3 Cu1 N6 89.52(13) . 5_544 ? N6 Cu1 N6 180.0 11_666 5_544 ? C1 N1 C4 116.2(5) . . ? C2 N2 C3 115.7(5) . . ? C5 N3 N4 107.4(3) . . ? C5 N3 Cu1 124.1(3) . . ? N4 N3 Cu1 127.9(3) . . ? C6 N4 N3 103.0(3) . . ? C5 N5 C6 100.1(3) . . ? C9 N6 C10 117.5(3) . . ? C9 N6 Cu1 122.0(3) . 9_655 ? C10 N6 Cu1 120.1(3) . 9_655 ? N1 C1 C2 121.9(5) . . ? N2 C2 C1 122.5(5) . . ? N2 C3 C4 122.4(5) . . ? N1 C4 C3 121.2(4) . . ? N1 C4 C5 115.2(4) . . ? C3 C4 C5 123.6(4) . . ? N3 C5 N5 113.6(3) . . ? N3 C5 C4 119.7(4) . . ? N5 C5 C4 126.7(4) . . ? N4 C6 N5 115.9(3) . . ? N4 C6 C7 119.3(3) . . ? N5 C6 C7 124.6(4) . . ? C8 C7 C11 118.5(3) . . ? C8 C7 C6 121.0(3) . . ? C11 C7 C6 120.4(4) . . ? C7 C8 C9 118.4(4) . . ? N6 C9 C8 123.4(4) . . ? N6 C10 C11 123.0(4) . . ? C10 C11 C7 119.0(4) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 27.92 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.981 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.121 data_complex2 _database_code_depnum_ccdc_archive 'CCDC 736835' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H16 Cu N12 O' _chemical_formula_sum 'C22 H16 Cu N12 O' _chemical_formula_weight 528.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.792(2) _cell_length_b 6.9517(6) _cell_length_c 12.7747(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.346(2) _cell_angle_gamma 90.00 _cell_volume 2111.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1000 _cell_measurement_theta_min 3.60 _cell_measurement_theta_max 25.00 _exptl_crystal_description sheet _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.661 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1076 _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8127 _exptl_absorpt_correction_T_max 0.8545 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6252 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2369 _reflns_number_gt 2010 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0418P)^2^+3.0514P] 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 2369 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.5000 0.71286(7) 0.7500 0.03349(16) Uani 1 2 d S . . O1W O 0.5000 0.3836(4) 0.7500 0.0461(7) Uani 1 2 d S . . H1W H 0.4891 0.3443 0.8062 0.069 Uiso 1 1 calc R . . N1 N 0.56694(9) 0.6999(3) 0.65533(16) 0.0308(5) Uani 1 1 d . . . N2 N 0.64563(9) 0.6450(4) 0.50346(18) 0.0424(6) Uani 1 1 d . . . N3 N 0.46040(9) 0.7608(3) 0.61565(16) 0.0336(5) Uani 1 1 d . . . N4 N 0.40684(9) 0.7995(3) 0.57964(16) 0.0348(5) Uani 1 1 d . . . N5 N 0.46331(9) 0.7773(3) 0.44155(15) 0.0293(4) Uani 1 1 d . . . N6 N 0.26787(11) 0.9253(4) 0.2711(2) 0.0530(7) Uani 1 1 d . . . C1 C 0.62057(11) 0.6631(4) 0.6813(2) 0.0375(6) Uani 1 1 d . . . H1 H 0.6321 0.6561 0.7517 0.045 Uiso 1 1 calc R . . C2 C 0.65936(11) 0.6353(4) 0.6052(2) 0.0404(6) Uani 1 1 d . . . H2 H 0.6965 0.6088 0.6259 0.048 Uiso 1 1 calc R . . C3 C 0.59176(11) 0.6827(4) 0.4780(2) 0.0373(6) Uani 1 1 d . . . H3 H 0.5806 0.6907 0.4075 0.045 Uiso 1 1 calc R . . C4 C 0.55195(10) 0.7103(3) 0.55231(18) 0.0286(5) Uani 1 1 d . . . C5 C 0.49238(10) 0.7491(3) 0.53228(18) 0.0285(5) Uani 1 1 d . . . C6 C 0.41078(10) 0.8079(3) 0.47585(19) 0.0298(5) Uani 1 1 d . . . C7 C 0.36142(11) 0.8486(4) 0.40543(19) 0.0324(5) Uani 1 1 d . . . C8 C 0.36555(12) 0.8505(5) 0.2980(2) 0.0442(7) Uani 1 1 d . . . H8 H 0.3999 0.8271 0.2682 0.053 Uiso 1 1 calc R . . C9 C 0.31788(14) 0.8876(5) 0.2352(2) 0.0547(8) Uani 1 1 d . . . H9 H 0.3214 0.8857 0.1629 0.066 Uiso 1 1 calc R . . C10 C 0.26439(12) 0.9252(5) 0.3746(3) 0.0518(8) Uani 1 1 d . . . H10 H 0.2297 0.9526 0.4021 0.062 Uiso 1 1 calc R . . C11 C 0.30916(12) 0.8868(5) 0.4442(2) 0.0433(7) Uani 1 1 d . . . H11 H 0.3041 0.8868 0.5161 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0315(3) 0.0507(3) 0.0179(2) 0.000 -0.00312(16) 0.000 O1W 0.066(2) 0.0456(16) 0.0275(15) 0.000 0.0137(14) 0.000 N1 0.0330(11) 0.0379(12) 0.0212(10) 0.0004(9) -0.0042(8) -0.0020(9) N2 0.0339(12) 0.0588(15) 0.0344(13) 0.0007(11) 0.0010(10) 0.0028(11) N3 0.0295(11) 0.0491(13) 0.0219(10) 0.0017(9) -0.0020(8) 0.0039(9) N4 0.0304(11) 0.0499(13) 0.0237(11) 0.0005(10) -0.0042(8) 0.0060(10) N5 0.0306(11) 0.0368(11) 0.0202(10) 0.0005(8) -0.0027(8) 0.0005(9) N6 0.0445(15) 0.0648(18) 0.0479(16) 0.0005(13) -0.0182(12) 0.0069(13) C1 0.0360(14) 0.0471(16) 0.0288(13) 0.0019(12) -0.0079(11) -0.0022(12) C2 0.0308(14) 0.0522(16) 0.0376(15) -0.0002(13) -0.0047(11) 0.0022(12) C3 0.0349(14) 0.0533(17) 0.0236(13) 0.0011(12) -0.0006(10) 0.0003(12) C4 0.0322(13) 0.0311(12) 0.0222(12) 0.0019(10) -0.0027(9) -0.0025(10) C5 0.0300(13) 0.0354(13) 0.0200(11) 0.0006(10) -0.0021(9) -0.0007(10) C6 0.0321(13) 0.0342(13) 0.0227(12) -0.0018(10) -0.0035(9) 0.0020(10) C7 0.0337(13) 0.0345(13) 0.0283(13) 0.0008(10) -0.0061(10) 0.0028(11) C8 0.0388(15) 0.0641(19) 0.0292(14) 0.0023(13) -0.0035(11) 0.0110(14) C9 0.058(2) 0.074(2) 0.0305(15) 0.0025(15) -0.0124(14) 0.0119(17) C10 0.0327(15) 0.069(2) 0.0530(19) -0.0017(16) -0.0064(13) 0.0059(14) C11 0.0372(15) 0.0595(18) 0.0328(14) -0.0023(13) -0.0021(11) 0.0010(13) _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 N3 1.952(2) 2_656 ? Cu1 N3 1.952(2) . ? Cu1 N1 2.041(2) 2_656 ? Cu1 N1 2.041(2) . ? Cu1 O1W 2.289(3) . ? N1 C1 1.330(3) . ? N1 C4 1.351(3) . ? N2 C2 1.329(3) . ? N2 C3 1.335(3) . ? N3 C5 1.337(3) . ? N3 N4 1.364(3) . ? N4 C6 1.334(3) . ? N5 C5 1.340(3) . ? N5 C6 1.358(3) . ? N6 C9 1.319(4) . ? N6 C10 1.328(4) . ? C1 C2 1.382(4) . ? C3 C4 1.382(3) . ? C4 C5 1.455(3) . ? C6 C7 1.477(3) . ? C7 C8 1.380(4) . ? C7 C11 1.383(4) . ? C8 C9 1.387(4) . ? C10 C11 1.386(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu1 N3 160.36(13) 2_656 . ? N3 Cu1 N1 81.19(8) 2_656 2_656 ? N3 Cu1 N1 99.69(8) . 2_656 ? N3 Cu1 N1 99.69(8) 2_656 . ? N3 Cu1 N1 81.19(8) . . ? N1 Cu1 N1 174.95(12) 2_656 . ? N3 Cu1 O1W 99.82(7) 2_656 . ? N3 Cu1 O1W 99.82(7) . . ? N1 Cu1 O1W 87.48(6) 2_656 . ? N1 Cu1 O1W 87.48(6) . . ? C1 N1 C4 117.8(2) . . ? C1 N1 Cu1 128.63(18) . . ? C4 N1 Cu1 113.17(16) . . ? C2 N2 C3 116.3(2) . . ? C5 N3 N4 107.3(2) . . ? C5 N3 Cu1 114.85(17) . . ? N4 N3 Cu1 137.80(17) . . ? C6 N4 N3 104.0(2) . . ? C5 N5 C6 101.1(2) . . ? C9 N6 C10 116.1(3) . . ? N1 C1 C2 120.8(2) . . ? N2 C2 C1 122.5(3) . . ? N2 C3 C4 122.5(2) . . ? N1 C4 C3 120.1(2) . . ? N1 C4 C5 113.4(2) . . ? C3 C4 C5 126.5(2) . . ? N3 C5 N5 113.0(2) . . ? N3 C5 C4 117.0(2) . . ? N5 C5 C4 130.1(2) . . ? N4 C6 N5 114.6(2) . . ? N4 C6 C7 121.8(2) . . ? N5 C6 C7 123.6(2) . . ? C8 C7 C11 117.2(2) . . ? C8 C7 C6 121.4(2) . . ? C11 C7 C6 121.5(2) . . ? C7 C8 C9 119.2(3) . . ? N6 C9 C8 124.3(3) . . ? N6 C10 C11 124.2(3) . . ? C7 C11 C10 119.0(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1W N5 0.82 2.04 2.859(2) 175.0 6_566 _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.495 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.067