Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal SOciety of Chemistry 2006 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'L. Brammer' _publ_contact_author_address ; Department of Chemistry University of Sheffield Sheffield S3 7HF UNITED KINGDOM ; _publ_contact_author_email LEE.BRAMMER@SHEFFIELD.AC.UK _publ_section_title ; Consequences of ligand and solvent fragmentation in solvothermal syntheses of metal-organic frameworks ; loop_ _publ_author_name 'L. Brammer' 'Samuel M. Hawxwell' data_ilb449m _database_code_depnum_ccdc_archive 'CCDC 600453' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H18 Cu N2 O4' _chemical_formula_sum 'C12 H18 Cu N2 O4' _chemical_formula_weight 317.82 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.276(3) _cell_length_b 9.891(2) _cell_length_c 13.244(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.573(5) _cell_angle_gamma 90.00 _cell_volume 1346.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3009 _cell_measurement_theta_min 5.141 _cell_measurement_theta_max 51.267 _exptl_crystal_description NEEDLE _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.568 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 1.634 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6855 _exptl_absorpt_correction_T_max 0.9083 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'Bruker SMART 1000' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 100 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14867 _diffrn_reflns_av_R_equivalents 0.0806 _diffrn_reflns_av_sigmaI/netI 0.0693 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.54 _reflns_number_total 3065 _reflns_number_gt 2060 _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^)+(0.1007P)^2^+10.2519P] 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 3065 _refine_ls_number_parameters 176 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.1087 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.2191 _refine_ls_wR_factor_gt 0.1883 _refine_ls_goodness_of_fit_ref 1.061 _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 0.21410(7) 0.47851(8) 0.97661(6) 0.0199(3) Uani 1 1 d . . . O1 O 0.3461(4) 0.3335(4) 0.9935(3) 0.0196(9) Uani 1 1 d . . . O2 O 0.4087(4) 0.2829(4) 0.8365(3) 0.0206(9) Uani 1 1 d . . . C1 C 0.3995(5) 0.2586(5) 0.9272(4) 0.0119(9) Uani 1 1 d U . . C2 C 0.4514(5) 0.1247(5) 0.9667(4) 0.0108(8) Uani 1 1 d U . . C3 C 0.4576(5) 0.0960(6) 1.0690(4) 0.0130(9) Uani 1 1 d U . . H3 H 0.4284 0.1608 1.1165 0.016 Uiso 1 1 calc R . . C4 C 0.4938(5) 0.0268(5) 0.8980(4) 0.0124(9) Uani 1 1 d U . . H4 H 0.4890 0.0450 0.8276 0.015 Uiso 1 1 calc R . . O11 O 0.1326(4) 0.6607(4) 0.9785(3) 0.0183(9) Uani 1 1 d . . . O12 O -0.0417(4) 0.6464(4) 1.0784(3) 0.0160(9) Uani 1 1 d . . . C10 C 0.0364(5) 0.7107(5) 1.0257(4) 0.0114(9) Uani 1 1 d U . . C11 C 0.0190(5) 0.8616(5) 1.0127(4) 0.0104(8) Uani 1 1 d U . . C12 C -0.0978(5) 0.9217(5) 1.0422(4) 0.0119(9) Uani 1 1 d U . . H12 H -0.1645 0.8682 1.0711 0.014 Uiso 1 1 calc R . . C13 C 0.1159(5) 0.9406(5) 0.9710(4) 0.0116(9) Uani 1 1 d U . . H13 H 0.1955 0.9001 0.9512 0.014 Uiso 1 1 calc R . . N1 N 0.1768(5) 0.4615(5) 1.1257(4) 0.0172(10) Uani 1 1 d . . . H1N H 0.0823 0.4890 1.1286 0.021 Uiso 1 1 d R . . C20 C 0.1722(7) 0.3310(6) 1.1754(5) 0.0258(14) Uani 1 1 d . . . H20A H 0.2608 0.2957 1.1837 0.039 Uiso 1 1 calc R . . H20B H 0.1205 0.2680 1.1344 0.039 Uiso 1 1 calc R . . H20C H 0.1322 0.3411 1.2419 0.039 Uiso 1 1 calc R . . C21 C 0.2613(7) 0.5575(8) 1.1816(5) 0.0325(16) Uani 1 1 d . . . H21A H 0.2361 0.5593 1.2528 0.049 Uiso 1 1 calc R . . H21B H 0.2516 0.6481 1.1526 0.049 Uiso 1 1 calc R . . H21C H 0.3522 0.5286 1.1765 0.049 Uiso 1 1 calc R . . N2 N 0.2723(5) 0.5259(5) 0.8365(4) 0.0138(10) Uani 1 1 d . . . H2N H 0.3386 0.4580 0.8126 0.017 Uiso 1 1 d R . . C30 C 0.1757(6) 0.5539(7) 0.7588(5) 0.0246(14) Uani 1 1 d . . . H30A H 0.1261 0.6347 0.7772 0.037 Uiso 1 1 calc R . . H30B H 0.1165 0.4767 0.7522 0.037 Uiso 1 1 calc R . . H30C H 0.2193 0.5694 0.6943 0.037 Uiso 1 1 calc R . . C31 C 0.3664(6) 0.6378(6) 0.8488(5) 0.0214(13) Uani 1 1 d . . . H31A H 0.4032 0.6607 0.7830 0.032 Uiso 1 1 calc R . . H31B H 0.4364 0.6100 0.8951 0.032 Uiso 1 1 calc R . . H31C H 0.3219 0.7171 0.8764 0.032 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 0.0250(4) 0.0114(4) 0.0233(5) 0.0011(3) 0.0039(3) 0.0040(3) O1 0.031(2) 0.009(2) 0.019(2) 0.0003(17) 0.0071(18) 0.0135(17) O2 0.034(2) 0.011(2) 0.017(2) 0.0045(17) 0.0012(18) 0.0109(17) C1 0.011(2) 0.0060(19) 0.019(2) 0.0008(17) -0.0016(17) 0.0016(16) C2 0.0107(17) 0.0062(17) 0.0156(18) 0.0008(15) 0.0006(15) 0.0014(14) C3 0.013(2) 0.010(2) 0.016(2) -0.0027(18) 0.0042(18) 0.0044(17) C4 0.016(2) 0.007(2) 0.014(2) 0.0010(17) 0.0007(18) 0.0019(17) O11 0.026(2) 0.0048(19) 0.025(2) 0.0018(17) 0.0099(18) 0.0058(15) O12 0.019(2) 0.0048(18) 0.025(2) 0.0044(16) 0.0044(17) -0.0008(15) C10 0.016(2) 0.0022(18) 0.016(2) -0.0008(17) -0.0009(18) 0.0023(16) C11 0.0148(17) 0.0016(16) 0.0150(18) 0.0001(14) 0.0025(15) 0.0027(14) C12 0.015(2) 0.004(2) 0.017(2) 0.0008(18) 0.0065(18) 0.0011(16) C13 0.015(2) 0.0037(19) 0.017(2) 0.0004(17) 0.0060(17) 0.0035(16) N1 0.024(3) 0.011(2) 0.016(2) -0.0015(19) 0.001(2) 0.0044(19) C20 0.039(4) 0.017(3) 0.021(3) 0.006(3) 0.001(3) 0.009(3) C21 0.041(4) 0.031(4) 0.025(4) -0.008(3) -0.007(3) -0.003(3) N2 0.020(2) 0.006(2) 0.016(2) 0.0028(18) 0.0055(19) 0.0053(18) C30 0.027(3) 0.021(3) 0.025(3) 0.012(3) -0.002(3) 0.005(3) C31 0.023(3) 0.013(3) 0.029(3) -0.001(2) 0.006(3) -0.001(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 O1 1.985(4) . ? Cu1 O11 1.988(4) . ? Cu1 N2 2.010(5) . ? Cu1 N1 2.022(5) . ? Cu1 O12 2.273(4) 3_567 ? O1 C1 1.276(6) . ? O2 C1 1.230(7) . ? C1 C2 1.519(7) . ? C2 C3 1.384(8) . ? C2 C4 1.402(7) . ? C3 C4 1.382(8) 3_657 ? C3 H3 0.9500 . ? C4 C3 1.382(8) 3_657 ? C4 H4 0.9500 . ? O11 C10 1.274(7) . ? O12 C10 1.244(7) . ? O12 Cu1 2.273(4) 3_567 ? C10 C11 1.513(7) . ? C11 C13 1.386(7) . ? C11 C12 1.398(7) . ? C12 C13 1.385(7) 3_577 ? C12 H12 0.9500 . ? C13 C12 1.385(7) 3_577 ? C13 H13 0.9500 . ? N1 C20 1.450(8) . ? N1 C21 1.480(8) . ? N1 H1N 1.0100 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N2 C30 1.450(8) . ? N2 C31 1.478(8) . ? N2 H2N 1.0100 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? 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 O11 160.27(19) . . ? O1 Cu1 N2 93.63(18) . . ? O11 Cu1 N2 85.96(18) . . ? O1 Cu1 N1 88.05(18) . . ? O11 Cu1 N1 88.80(18) . . ? N2 Cu1 N1 169.0(2) . . ? O1 Cu1 O12 99.94(17) . 3_567 ? O11 Cu1 O12 99.77(16) . 3_567 ? N2 Cu1 O12 93.95(18) . 3_567 ? N1 Cu1 O12 96.47(18) . 3_567 ? C1 O1 Cu1 129.8(4) . . ? O2 C1 O1 126.6(5) . . ? O2 C1 C2 118.4(5) . . ? O1 C1 C2 114.9(5) . . ? C3 C2 C4 118.8(5) . . ? C3 C2 C1 121.9(5) . . ? C4 C2 C1 119.3(5) . . ? C4 C3 C2 120.2(5) 3_657 . ? C4 C3 H3 119.9 3_657 . ? C2 C3 H3 119.9 . . ? C3 C4 C2 121.0(5) 3_657 . ? C3 C4 H4 119.5 3_657 . ? C2 C4 H4 119.5 . . ? C10 O11 Cu1 133.4(4) . . ? C10 O12 Cu1 127.1(4) . 3_567 ? O12 C10 O11 125.8(5) . . ? O12 C10 C11 119.5(5) . . ? O11 C10 C11 114.7(5) . . ? C13 C11 C12 119.6(5) . . ? C13 C11 C10 121.2(5) . . ? C12 C11 C10 119.2(5) . . ? C13 C12 C11 119.9(5) 3_577 . ? C13 C12 H12 120.1 3_577 . ? C11 C12 H12 120.1 . . ? C12 C13 C11 120.6(5) 3_577 . ? C12 C13 H13 119.7 3_577 . ? C11 C13 H13 119.7 . . ? C20 N1 C21 111.4(5) . . ? C20 N1 Cu1 121.7(4) . . ? C21 N1 Cu1 108.6(4) . . ? C20 N1 H1N 100.8 . . ? C21 N1 H1N 111.6 . . ? Cu1 N1 H1N 102.0 . . ? N1 C20 H20A 109.5 . . ? N1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C30 N2 C31 112.2(5) . . ? C30 N2 Cu1 119.5(4) . . ? C31 N2 Cu1 105.9(4) . . ? C30 N2 H2N 111.3 . . ? C31 N2 H2N 95.2 . . ? Cu1 N2 H2N 110.0 . . ? N2 C30 H30A 109.5 . . ? N2 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N2 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C31 H31A 109.5 . . ? N2 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N2 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? 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 O11 Cu1 O1 C1 -116.7(6) . . . . ? N2 Cu1 O1 C1 -28.5(5) . . . . ? N1 Cu1 O1 C1 162.4(5) . . . . ? O12 Cu1 O1 C1 66.1(5) 3_567 . . . ? Cu1 O1 C1 O2 21.7(9) . . . . ? Cu1 O1 C1 C2 -156.0(4) . . . . ? O2 C1 C2 C3 172.8(5) . . . . ? O1 C1 C2 C3 -9.3(8) . . . . ? O2 C1 C2 C4 -7.5(8) . . . . ? O1 C1 C2 C4 170.4(5) . . . . ? C4 C2 C3 C4 0.7(9) . . . 3_657 ? C1 C2 C3 C4 -179.6(5) . . . 3_657 ? C3 C2 C4 C3 -0.7(9) . . . 3_657 ? C1 C2 C4 C3 179.6(5) . . . 3_657 ? O1 Cu1 O11 C10 -116.8(6) . . . . ? N2 Cu1 O11 C10 153.7(6) . . . . ? N1 Cu1 O11 C10 -36.0(5) . . . . ? O12 Cu1 O11 C10 60.3(5) 3_567 . . . ? Cu1 O12 C10 O11 -79.7(7) 3_567 . . . ? Cu1 O12 C10 C11 99.3(5) 3_567 . . . ? Cu1 O11 C10 O12 -8.0(9) . . . . ? Cu1 O11 C10 C11 173.0(4) . . . . ? O12 C10 C11 C13 167.9(5) . . . . ? O11 C10 C11 C13 -13.0(8) . . . . ? O12 C10 C11 C12 -13.0(8) . . . . ? O11 C10 C11 C12 166.1(5) . . . . ? C13 C11 C12 C13 0.3(9) . . . 3_577 ? C10 C11 C12 C13 -178.8(5) . . . 3_577 ? C12 C11 C13 C12 -0.3(9) . . . 3_577 ? C10 C11 C13 C12 178.8(5) . . . 3_577 ? O1 Cu1 N1 C20 -40.0(5) . . . . ? O11 Cu1 N1 C20 159.4(5) . . . . ? N2 Cu1 N1 C20 -139.0(9) . . . . ? O12 Cu1 N1 C20 59.7(5) 3_567 . . . ? O1 Cu1 N1 C21 91.3(4) . . . . ? O11 Cu1 N1 C21 -69.2(4) . . . . ? N2 Cu1 N1 C21 -7.7(12) . . . . ? O12 Cu1 N1 C21 -168.9(4) 3_567 . . . ? O1 Cu1 N2 C30 138.3(4) . . . . ? O11 Cu1 N2 C30 -61.4(4) . . . . ? N1 Cu1 N2 C30 -123.2(10) . . . . ? O12 Cu1 N2 C30 38.1(4) 3_567 . . . ? O1 Cu1 N2 C31 -94.0(4) . . . . ? O11 Cu1 N2 C31 66.3(4) . . . . ? N1 Cu1 N2 C31 4.5(12) . . . . ? O12 Cu1 N2 C31 165.8(3) 3_567 . . . ? 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 N1 H1N O12 1.01 2.11 2.958(6) 139.7 . N2 H2N O2 1.01 1.90 2.783(6) 144.0 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.842 _refine_diff_density_min -0.969 _refine_diff_density_rms 0.184 # END # END # Compound 2 data_hkl5 _database_code_depnum_ccdc_archive 'CCDC 600454' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H16 O14 Zn3, 4(C3 H7 N O)' _chemical_formula_sum 'C36 H44 N4 O18 Zn3' _chemical_formula_weight 1016.86 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.8991(12) _cell_length_b 9.7403(9) _cell_length_c 18.2827(18) _cell_angle_alpha 90.00 _cell_angle_beta 108.577(6) _cell_angle_gamma 90.00 _cell_volume 2177.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1451 _cell_measurement_theta_min 7.492 _cell_measurement_theta_max 44.732 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 1.716 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8471 _exptl_absorpt_correction_T_max 0.9503 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.84600 _diffrn_radiation_type synchrotron _diffrn_radiation_source synchrotron _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8751 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.2121 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 32.98 _reflns_number_total 8751 _reflns_number_gt 4181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker APEX 2' _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^)+(0.0494P)^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 8751 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1420 _refine_ls_R_factor_gt 0.0668 _refine_ls_wR_factor_ref 0.1451 _refine_ls_wR_factor_gt 0.1273 _refine_ls_goodness_of_fit_ref 0.830 _refine_ls_restrained_S_all 0.830 _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 Zn1 Zn 0.26552(5) 0.44779(6) -0.93549(4) 0.01933(17) Uani 1 1 d . . . Zn2 Zn 0.0000 0.5000 -1.0000 0.0184(2) Uani 1 2 d S . . O1 O 0.2528(3) 0.5456(4) -0.84549(19) 0.0238(9) Uani 1 1 d . . . O2 O 0.0685(3) 0.5444(4) -0.8830(2) 0.0294(10) Uani 1 1 d . . . O3 O 0.0896(3) 0.8593(3) -0.5356(2) 0.0253(9) Uani 1 1 d . . . O4 O 0.2620(3) 0.9260(3) -0.52133(19) 0.0226(9) Uani 1 1 d . . . C1 C 0.1622(5) 0.5708(5) -0.8365(3) 0.0228(13) Uani 1 1 d . . . C2 C 0.1646(5) 0.6418(5) -0.7617(3) 0.0233(14) Uani 1 1 d . . . C3 C 0.2640(5) 0.6822(5) -0.7102(3) 0.0239(13) Uani 1 1 d . . . H3 H 0.3300 0.6609 -0.7203 0.029 Uiso 1 1 calc R . . C4 C 0.2674(4) 0.7538(5) -0.6437(3) 0.0227(13) Uani 1 1 d . . . H4 H 0.3355 0.7840 -0.6092 0.027 Uiso 1 1 calc R . . C5 C 0.1723(5) 0.7806(5) -0.6279(3) 0.0216(13) Uani 1 1 d . . . C6 C 0.0728(5) 0.7362(6) -0.6776(3) 0.0284(14) Uani 1 1 d . . . H6 H 0.0073 0.7528 -0.6657 0.034 Uiso 1 1 calc R . . C7 C 0.0692(5) 0.6669(6) -0.7452(3) 0.0299(15) Uani 1 1 d . . . H7 H 0.0011 0.6371 -0.7799 0.036 Uiso 1 1 calc R . . C8 C 0.1730(5) 0.8625(5) -0.5558(3) 0.0252(14) Uani 1 1 d . . . O10 O 0.1226(3) 0.3462(3) -0.9948(2) 0.0259(10) Uani 1 1 d . . . O11 O 0.2327(3) 0.2226(4) -0.9006(2) 0.0344(10) Uani 1 1 d . . . C10 C 0.1448(5) 0.2311(6) -0.9552(3) 0.0245(14) Uani 1 1 d . . . C11 C 0.0692(4) 0.1120(5) -0.9795(3) 0.0215(13) Uani 1 1 d . . . C12 C 0.0824(5) 0.0003(6) -0.9296(3) 0.0336(15) Uani 1 1 d . . . H12 H 0.1390 0.0010 -0.8813 0.040 Uiso 1 1 calc R . . C13 C -0.0131(4) 0.1117(5) -1.0495(3) 0.0227(13) Uani 1 1 d . . . H13 H -0.0222 0.1880 -1.0833 0.027 Uiso 1 1 calc R . . O1W O 0.4203(3) 0.3978(3) -0.9149(2) 0.0327(10) Uani 1 1 d . . . H1WA H 0.4637 0.4252 -0.8639 0.039 Uiso 1 1 d R . . H1WB H 0.4306 0.3029 -0.9002 0.039 Uiso 1 1 d R . . O1S O 0.4280(3) 0.4295(4) -1.1569(2) 0.0458(12) Uani 1 1 d . . . N1S N 0.3125(4) 0.2607(5) -1.1466(3) 0.0381(14) Uani 1 1 d . . . C1S C 0.3874(5) 0.3571(6) -1.1160(4) 0.0376(17) Uani 1 1 d . . . H1S H 0.4106 0.3714 -1.0617 0.045 Uiso 1 1 calc R . . C2S C 0.2704(6) 0.1752(7) -1.0968(4) 0.057(2) Uani 1 1 d . . . H2S1 H 0.2829 0.0783 -1.1057 0.085 Uiso 1 1 calc R . . H2S2 H 0.1918 0.1917 -1.1086 0.085 Uiso 1 1 calc R . . H2S3 H 0.3083 0.1983 -1.0427 0.085 Uiso 1 1 calc R . . C3S C 0.2748(6) 0.2340(8) -1.2278(4) 0.074(3) Uani 1 1 d . . . H3S1 H 0.2845 0.3164 -1.2556 0.110 Uiso 1 1 calc R . . H3S2 H 0.1971 0.2093 -1.2438 0.110 Uiso 1 1 calc R . . H3S3 H 0.3169 0.1581 -1.2394 0.110 Uiso 1 1 calc R . . O2S O 0.4736(3) 0.1361(4) -0.9066(3) 0.0417(12) Uani 1 1 d . . . N2S N 0.4142(4) -0.0691(5) -0.8757(3) 0.0371(13) Uani 1 1 d . . . C4S C 0.4489(5) 0.0583(7) -0.8598(4) 0.0440(17) Uani 1 1 d . . . H4S H 0.4557 0.0933 -0.8100 0.053 Uiso 1 1 calc R . . C5S C 0.3889(6) -0.1239(7) -0.9534(4) 0.060(2) Uani 1 1 d . . . H5S1 H 0.3129 -0.1022 -0.9829 0.089 Uiso 1 1 calc R . . H5S2 H 0.3989 -0.2237 -0.9509 0.089 Uiso 1 1 calc R . . H5S3 H 0.4378 -0.0826 -0.9787 0.089 Uiso 1 1 calc R . . C6S C 0.3845(6) -0.1537(7) -0.8190(4) 0.059(2) Uani 1 1 d . . . H6S1 H 0.4260 -0.2397 -0.8109 0.088 Uiso 1 1 calc R . . H6S2 H 0.3061 -0.1740 -0.8382 0.088 Uiso 1 1 calc R . . H6S3 H 0.4016 -0.1038 -0.7700 0.088 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 Zn1 0.0297(4) 0.0103(3) 0.0183(3) -0.0008(3) 0.0080(3) -0.0020(3) Zn2 0.0298(5) 0.0096(4) 0.0160(5) -0.0006(4) 0.0077(5) -0.0042(4) O1 0.029(2) 0.018(2) 0.024(2) -0.0044(17) 0.0069(18) 0.0009(18) O2 0.040(3) 0.027(2) 0.020(2) -0.0043(18) 0.007(2) -0.007(2) O3 0.042(3) 0.013(2) 0.029(2) -0.0042(17) 0.022(2) 0.0020(18) O4 0.030(2) 0.018(2) 0.020(2) -0.0053(16) 0.0075(18) 0.0027(18) C1 0.040(4) 0.010(3) 0.016(3) 0.004(2) 0.006(3) -0.001(3) C2 0.032(4) 0.015(3) 0.024(3) 0.002(2) 0.010(3) 0.001(3) C3 0.033(4) 0.024(3) 0.016(3) 0.000(3) 0.010(3) 0.002(3) C4 0.025(3) 0.018(3) 0.025(3) -0.009(2) 0.008(3) -0.003(3) C5 0.031(4) 0.015(3) 0.020(3) 0.000(2) 0.010(3) -0.001(3) C6 0.026(4) 0.033(4) 0.030(4) -0.005(3) 0.014(3) 0.004(3) C7 0.029(4) 0.030(4) 0.027(4) -0.009(3) 0.006(3) -0.002(3) C8 0.043(4) 0.010(3) 0.023(3) 0.005(2) 0.012(3) 0.004(3) O10 0.043(3) 0.008(2) 0.028(2) -0.0004(17) 0.014(2) -0.0022(17) O11 0.041(3) 0.018(2) 0.041(3) -0.0017(19) 0.010(2) -0.0079(19) C10 0.031(4) 0.017(3) 0.023(4) -0.004(3) 0.006(3) -0.003(3) C11 0.035(4) 0.004(3) 0.025(3) 0.001(2) 0.010(3) -0.001(2) C12 0.059(4) 0.018(3) 0.020(3) 0.002(3) 0.007(3) 0.000(3) C13 0.037(4) 0.003(3) 0.028(3) 0.000(2) 0.010(3) -0.009(2) O1W 0.032(2) 0.019(2) 0.042(3) -0.0007(19) 0.005(2) 0.0029(17) O1S 0.065(3) 0.022(2) 0.047(3) -0.004(2) 0.012(2) -0.010(2) N1S 0.065(4) 0.027(3) 0.023(3) -0.008(3) 0.015(3) -0.016(3) C1S 0.049(5) 0.027(4) 0.035(4) -0.005(3) 0.010(3) 0.000(3) C2S 0.093(6) 0.038(4) 0.053(5) -0.013(4) 0.044(5) -0.019(4) C3S 0.105(7) 0.078(6) 0.033(5) 0.000(4) 0.015(4) -0.048(5) O2S 0.047(3) 0.023(2) 0.057(3) 0.005(2) 0.019(2) -0.001(2) N2S 0.055(4) 0.017(3) 0.043(3) -0.003(2) 0.020(3) -0.003(3) C4S 0.044(4) 0.038(4) 0.052(5) 0.002(4) 0.019(4) -0.002(4) C5S 0.087(6) 0.035(4) 0.045(5) -0.011(4) 0.004(4) 0.003(4) C6S 0.081(6) 0.040(5) 0.062(5) 0.015(4) 0.033(4) 0.004(4) _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 Zn1 O1 1.953(3) . ? Zn1 O1W 1.972(3) . ? Zn1 O4 1.983(3) 4_575 ? Zn1 O10 2.069(4) . ? Zn1 O11 2.361(4) . ? Zn2 O3 2.029(3) 4_575 ? Zn2 O3 2.029(3) 2_543 ? Zn2 O2 2.082(3) . ? Zn2 O2 2.082(3) 3_563 ? Zn2 O10 2.158(3) 3_563 ? Zn2 O10 2.158(3) . ? O1 C1 1.255(6) . ? O2 C1 1.262(6) . ? O3 C8 1.245(6) . ? O3 Zn2 2.029(3) 2_553 ? O4 C8 1.278(6) . ? O4 Zn1 1.983(3) 4_576 ? C1 C2 1.525(7) . ? C2 C7 1.379(7) . ? C2 C3 1.383(7) . ? C3 C4 1.391(6) . ? C3 H3 0.9500 . ? C4 C5 1.372(7) . ? C4 H4 0.9500 . ? C5 C6 1.385(7) . ? C5 C8 1.537(7) . ? C6 C7 1.397(7) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? O10 C10 1.315(6) . ? O11 C10 1.253(6) . ? C10 C11 1.489(7) . ? C11 C13 1.377(7) . ? C11 C12 1.395(7) . ? C12 C13 1.385(7) 3_553 ? C12 H12 0.9500 . ? C13 C12 1.385(7) 3_553 ? C13 H13 0.9500 . ? O1W H1WA 0.9600 . ? O1W H1WB 0.9600 . ? O1S C1S 1.258(7) . ? N1S C1S 1.335(7) . ? N1S C3S 1.430(7) . ? N1S C2S 1.460(7) . ? C1S H1S 0.9500 . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? C3S H3S1 0.9800 . ? C3S H3S2 0.9800 . ? C3S H3S3 0.9800 . ? O2S C4S 1.257(7) . ? N2S C4S 1.320(7) . ? N2S C5S 1.453(7) . ? N2S C6S 1.468(7) . ? C4S H4S 0.9500 . ? C5S H5S1 0.9800 . ? C5S H5S2 0.9800 . ? C5S H5S3 0.9800 . ? C6S H6S1 0.9800 . ? C6S H6S2 0.9800 . ? C6S H6S3 0.9800 . ? 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 Zn1 O1W 108.16(16) . . ? O1 Zn1 O4 112.16(14) . 4_575 ? O1W Zn1 O4 94.06(15) . 4_575 ? O1 Zn1 O10 112.00(14) . . ? O1W Zn1 O10 131.39(14) . . ? O4 Zn1 O10 95.17(14) 4_575 . ? O1 Zn1 O11 98.92(14) . . ? O1W Zn1 O11 88.69(14) . . ? O4 Zn1 O11 146.05(14) 4_575 . ? O10 Zn1 O11 59.35(13) . . ? O3 Zn2 O3 180.00(17) 4_575 2_543 ? O3 Zn2 O2 95.17(15) 4_575 . ? O3 Zn2 O2 84.83(14) 2_543 . ? O3 Zn2 O2 84.83(14) 4_575 3_563 ? O3 Zn2 O2 95.17(15) 2_543 3_563 ? O2 Zn2 O2 180.000(1) . 3_563 ? O3 Zn2 O10 90.06(14) 4_575 3_563 ? O3 Zn2 O10 89.94(14) 2_543 3_563 ? O2 Zn2 O10 88.08(14) . 3_563 ? O2 Zn2 O10 91.92(14) 3_563 3_563 ? O3 Zn2 O10 89.94(14) 4_575 . ? O3 Zn2 O10 90.06(14) 2_543 . ? O2 Zn2 O10 91.92(14) . . ? O2 Zn2 O10 88.08(14) 3_563 . ? O10 Zn2 O10 180.00(19) 3_563 . ? C1 O1 Zn1 122.5(3) . . ? C1 O2 Zn2 137.4(4) . . ? C8 O3 Zn2 135.5(3) . 2_553 ? C8 O4 Zn1 118.8(3) . 4_576 ? O1 C1 O2 127.1(5) . . ? O1 C1 C2 116.9(5) . . ? O2 C1 C2 116.0(5) . . ? C7 C2 C3 120.0(5) . . ? C7 C2 C1 120.8(5) . . ? C3 C2 C1 119.3(5) . . ? C2 C3 C4 120.1(5) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.4(5) . . ? C4 C5 C8 121.2(5) . . ? C6 C5 C8 118.4(5) . . ? C5 C6 C7 119.6(5) . . ? C5 C6 H6 120.2 . . ? C7 C6 H6 120.2 . . ? C2 C7 C6 119.9(5) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? O3 C8 O4 126.1(5) . . ? O3 C8 C5 118.2(5) . . ? O4 C8 C5 115.7(5) . . ? C10 O10 Zn1 96.8(3) . . ? C10 O10 Zn2 130.1(3) . . ? Zn1 O10 Zn2 102.07(14) . . ? C10 O11 Zn1 85.3(3) . . ? O11 C10 O10 118.6(5) . . ? O11 C10 C11 121.8(5) . . ? O10 C10 C11 119.5(5) . . ? C13 C11 C12 120.2(5) . . ? C13 C11 C10 121.1(5) . . ? C12 C11 C10 118.7(5) . . ? C13 C12 C11 120.0(5) 3_553 . ? C13 C12 H12 120.0 3_553 . ? C11 C12 H12 120.0 . . ? C11 C13 C12 119.8(5) . 3_553 ? C11 C13 H13 120.1 . . ? C12 C13 H13 120.1 3_553 . ? Zn1 O1W H1WA 110.9 . . ? Zn1 O1W H1WB 109.4 . . ? H1WA O1W H1WB 90.5 . . ? C1S N1S C3S 121.6(5) . . ? C1S N1S C2S 120.1(5) . . ? C3S N1S C2S 118.2(5) . . ? O1S C1S N1S 121.8(6) . . ? O1S C1S H1S 119.1 . . ? N1S C1S H1S 119.1 . . ? N1S C2S H2S1 109.5 . . ? N1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? N1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? N1S C3S H3S1 109.5 . . ? N1S C3S H3S2 109.5 . . ? H3S1 C3S H3S2 109.5 . . ? N1S C3S H3S3 109.5 . . ? H3S1 C3S H3S3 109.5 . . ? H3S2 C3S H3S3 109.5 . . ? C4S N2S C5S 121.0(6) . . ? C4S N2S C6S 121.3(6) . . ? C5S N2S C6S 117.2(5) . . ? O2S C4S N2S 124.0(7) . . ? O2S C4S H4S 118.0 . . ? N2S C4S H4S 118.0 . . ? N2S C5S H5S1 109.5 . . ? N2S C5S H5S2 109.5 . . ? H5S1 C5S H5S2 109.5 . . ? N2S C5S H5S3 109.5 . . ? H5S1 C5S H5S3 109.5 . . ? H5S2 C5S H5S3 109.5 . . ? N2S C6S H6S1 109.5 . . ? N2S C6S H6S2 109.5 . . ? H6S1 C6S H6S2 109.5 . . ? N2S C6S H6S3 109.5 . . ? H6S1 C6S H6S3 109.5 . . ? H6S2 C6S H6S3 109.5 . . ? 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 H1WA O1S 0.96 1.94 2.597(5) 123.6 3_663 O1W H1WB O2S 0.96 1.73 2.632(5) 154.5 . _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 32.98 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 1.617 _refine_diff_density_min -1.280 _refine_diff_density_rms 0.153 # END