# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mfit5 _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 N4 O5 S Zn' _chemical_formula_weight 495.84 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' S S 0.1246 0.1234 '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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/c' _space_group_name_Hall '-P 2ybc' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5413(6) _cell_length_b 19.7935(10) _cell_length_c 11.4038(6) _cell_angle_alpha 90 _cell_angle_beta 116.6470(10) _cell_angle_gamma 90 _cell_volume 2126.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9926 _cell_measurement_theta_min 2.247 _cell_measurement_theta_max 28.35 _exptl_crystal_description quader _exptl_crystal_colour colourless _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_F_000 1024 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.131 _exptl_crystal_size_mid 0.111 _exptl_crystal_size_min 0.055 _exptl_absorpt_coefficient_mu 1.293 _shelx_estimated_absorpt_T_min 0.849 _shelx_estimated_absorpt_T_max 0.932 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.822 _exptl_absorpt_correction_T_max 0.936 _exptl_absorpt_process_details (sadabs) _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Bruker Apex II Quazar' _diffrn_measurement_method 'combined omega- and phi-scan' _diffrn_detector_area_resol_mean 66 _diffrn_reflns_number 38754 _diffrn_reflns_av_unetI/netI 0.0188 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.058 _diffrn_reflns_theta_max 28.574 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.937 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.937 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.937 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 5093 _reflns_number_gt 4587 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'APEX II (Bruker, 2007)' _computing_cell_refinement 'APEX II (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics ? _computing_publication_material 'XPMA (Zsolnai, 1996), ORTEP (Farrugia, 1997)' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0294P)^2^+1.1083P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refU _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 5093 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0612 _refine_ls_wR_factor_gt 0.0593 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.45585(2) 0.37482(2) 0.90270(2) 0.01345(5) Uani 1 1 d . . . . . S1 S 0.31642(4) 0.23237(2) 0.81397(3) 0.01513(8) Uani 1 1 d . . . . . O1 O 0.58279(10) 0.35623(5) 0.81335(9) 0.0172(2) Uani 1 1 d . . . . . O2 O 0.78379(11) 0.32863(5) 0.80266(10) 0.0192(2) Uani 1 1 d . . . . . O3 O 0.27875(10) 0.38568(5) 0.72511(9) 0.0162(2) Uani 1 1 d . . . . . O4 O 0.05646(10) 0.41624(5) 0.58351(9) 0.0183(2) Uani 1 1 d . . . . . N1 N 0.62961(12) 0.39862(6) 1.07222(11) 0.0149(2) Uani 1 1 d . . . . . N2 N 0.35907(12) 0.43164(6) 0.98824(11) 0.0139(2) Uani 1 1 d . . . . . N3 N 1.07758(15) 0.35872(8) 1.08579(13) 0.0266(3) Uani 1 1 d . . . . . N4 N -0.12762(14) 0.48180(7) 0.73267(12) 0.0244(3) Uani 1 1 d . . . . . C1 C 0.59416(15) 0.42799(7) 1.16657(13) 0.0149(3) Uani 1 1 d . . . . . C2 C 0.68868(16) 0.43806(7) 1.29865(13) 0.0184(3) Uani 1 1 d . . . . . H2 H 0.7838 0.4226 1.3313 0.025(2) Uiso 1 1 calc R U . . . C3 C 0.64553(16) 0.47036(8) 1.38290(13) 0.0199(3) Uani 1 1 d . . . . . H3 H 0.7105 0.4767 1.4726 0.025(2) Uiso 1 1 calc R U . . . C4 C 0.50725(16) 0.49328(7) 1.33536(14) 0.0193(3) Uani 1 1 d . . . . . H4 H 0.4788 0.5173 1.3917 0.025(2) Uiso 1 1 calc R U . . . C5 C 0.40984(16) 0.48148(7) 1.20602(13) 0.0170(3) Uani 1 1 d . . . . . H5 H 0.3146 0.4965 1.1752 0.025(2) Uiso 1 1 calc R U . . . C6 C 0.45068(15) 0.44772(7) 1.12074(13) 0.0140(3) Uani 1 1 d . . . . . C7 C 0.76168(15) 0.39288(7) 1.09280(13) 0.0149(3) Uani 1 1 d . . . . . H7 H 0.8331 0.4060 1.1766 0.018(3) Uiso 1 1 calc R U . . . C8 C 0.80716(15) 0.36894(7) 1.00147(14) 0.0158(3) Uani 1 1 d . . . . . C9 C 0.71464(15) 0.35146(7) 0.86846(13) 0.0153(3) Uani 1 1 d . . . . . C10 C 0.95674(16) 0.36321(7) 1.04605(14) 0.0185(3) Uani 1 1 d . . . . . C11 C 0.69888(17) 0.31690(10) 0.66299(15) 0.0280(4) Uani 1 1 d . . . . . H11A H 0.6412 0.3574 0.6208 0.031(2) Uiso 1 1 calc R U . . . H11B H 0.6340 0.2782 0.6486 0.031(2) Uiso 1 1 calc R U . . . C12 C 0.79883(17) 0.30213(9) 0.60580(15) 0.0254(3) Uani 1 1 d . . . . . H12A H 0.8584 0.3418 0.6158 0.040(2) Uiso 1 1 calc R U . . . H12B H 0.7445 0.2913 0.5125 0.040(2) Uiso 1 1 calc R U . . . H12C H 0.8591 0.2636 0.6517 0.040(2) Uiso 1 1 calc R U . . . C13 C 0.22450(15) 0.44753(7) 0.93608(13) 0.0147(3) Uani 1 1 d . . . . . H13 H 0.1896 0.4669 0.9922 0.018(3) Uiso 1 1 calc R U . . . C14 C 0.12681(15) 0.43821(7) 0.80319(13) 0.0153(3) Uani 1 1 d . . . . . C15 C 0.16290(14) 0.41129(7) 0.70571(13) 0.0149(3) Uani 1 1 d . . . . . C16 C -0.01485(15) 0.46181(7) 0.76338(13) 0.0174(3) Uani 1 1 d . . . . . C17 C 0.08428(16) 0.39333(9) 0.47621(14) 0.0218(3) Uani 1 1 d . . . . . H17A H 0.1872 0.3968 0.5023 0.031(2) Uiso 1 1 calc R U . . . H17B H 0.0334 0.4228 0.3989 0.031(2) Uiso 1 1 calc R U . . . C18 C 0.03700(18) 0.32137(9) 0.44003(16) 0.0271(3) Uani 1 1 d . . . . . H18A H 0.0903 0.2919 0.5154 0.040(2) Uiso 1 1 calc R U . . . H18B H 0.0545 0.3076 0.3660 0.040(2) Uiso 1 1 calc R U . . . H18C H -0.0646 0.3178 0.4151 0.040(2) Uiso 1 1 calc R U . . . O5 O 0.42801(11) 0.27518(5) 0.92429(9) 0.0178(2) Uani 1 1 d . . . . . C19 C 0.37884(16) 0.22396(8) 0.69253(14) 0.0203(3) Uani 1 1 d . . . . . H19A H 0.3765 0.2681 0.6528 0.030(2) Uiso 1 1 calc R U . . . H19B H 0.3178 0.1923 0.6245 0.030(2) Uiso 1 1 calc R U . . . H19C H 0.4764 0.2068 0.7337 0.030(2) Uiso 1 1 calc R U . . . C20 C 0.35571(17) 0.14921(7) 0.88049(14) 0.0211(3) Uani 1 1 d . . . . . H20A H 0.4513 0.1365 0.8946 0.030(2) Uiso 1 1 calc R U . . . H20B H 0.2865 0.1174 0.8192 0.030(2) Uiso 1 1 calc R U . . . H20C H 0.3509 0.1480 0.9643 0.030(2) Uiso 1 1 calc R U . . . 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 0.01124(9) 0.01488(9) 0.01261(8) -0.00184(6) 0.00390(6) 0.00053(6) S1 0.01487(17) 0.01567(16) 0.01498(15) -0.00114(12) 0.00680(13) -0.00034(12) O1 0.0132(5) 0.0219(5) 0.0157(5) -0.0015(4) 0.0057(4) -0.0002(4) O2 0.0145(5) 0.0272(6) 0.0158(5) -0.0037(4) 0.0067(4) 0.0009(4) O3 0.0128(5) 0.0198(5) 0.0141(4) -0.0013(4) 0.0044(4) 0.0016(4) O4 0.0124(5) 0.0274(6) 0.0131(5) -0.0005(4) 0.0040(4) 0.0025(4) N1 0.0139(6) 0.0154(6) 0.0136(5) -0.0013(4) 0.0047(4) -0.0004(4) N2 0.0139(6) 0.0146(5) 0.0120(5) -0.0005(4) 0.0047(4) 0.0002(4) N3 0.0178(7) 0.0366(8) 0.0225(6) -0.0023(6) 0.0066(5) 0.0029(6) N4 0.0184(7) 0.0327(7) 0.0210(6) -0.0017(5) 0.0078(5) 0.0054(6) C1 0.0164(7) 0.0132(6) 0.0146(6) -0.0004(5) 0.0064(5) -0.0014(5) C2 0.0155(7) 0.0212(7) 0.0153(6) -0.0002(5) 0.0040(5) -0.0016(5) C3 0.0237(8) 0.0218(7) 0.0123(6) -0.0009(5) 0.0063(6) -0.0046(6) C4 0.0271(8) 0.0183(7) 0.0153(6) -0.0013(5) 0.0119(6) -0.0011(6) C5 0.0184(7) 0.0170(7) 0.0162(6) 0.0013(5) 0.0082(5) 0.0015(5) C6 0.0162(7) 0.0124(6) 0.0123(6) 0.0003(5) 0.0054(5) -0.0014(5) C7 0.0143(7) 0.0135(6) 0.0133(6) 0.0000(5) 0.0029(5) -0.0002(5) C8 0.0124(7) 0.0160(7) 0.0168(6) 0.0003(5) 0.0046(5) 0.0009(5) C9 0.0169(7) 0.0125(6) 0.0166(6) 0.0007(5) 0.0075(5) -0.0002(5) C10 0.0187(8) 0.0195(7) 0.0163(6) -0.0009(5) 0.0069(6) 0.0013(5) C11 0.0200(8) 0.0466(10) 0.0166(7) -0.0088(7) 0.0074(6) -0.0040(7) C12 0.0271(8) 0.0284(8) 0.0242(8) -0.0084(6) 0.0147(7) -0.0038(7) C13 0.0167(7) 0.0122(6) 0.0162(6) -0.0002(5) 0.0082(5) -0.0002(5) C14 0.0126(7) 0.0158(6) 0.0165(6) 0.0005(5) 0.0057(5) 0.0008(5) C15 0.0131(6) 0.0153(6) 0.0144(6) 0.0008(5) 0.0045(5) -0.0010(5) C16 0.0179(7) 0.0188(7) 0.0150(6) -0.0018(5) 0.0070(5) -0.0002(6) C17 0.0171(7) 0.0358(9) 0.0130(6) -0.0013(6) 0.0072(6) 0.0005(6) C18 0.0253(8) 0.0321(9) 0.0235(8) -0.0047(6) 0.0107(7) 0.0030(7) O5 0.0208(5) 0.0157(5) 0.0141(5) -0.0020(4) 0.0054(4) -0.0017(4) C19 0.0220(8) 0.0241(7) 0.0174(7) -0.0043(6) 0.0111(6) -0.0048(6) C20 0.0252(8) 0.0162(7) 0.0204(7) 0.0008(5) 0.0089(6) -0.0020(6) _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 O5 2.0252(10) . ? Zn1 N1 2.0342(11) . ? Zn1 N2 2.0371(11) . ? Zn1 O1 2.0463(10) . ? Zn1 O3 2.0595(10) . ? S1 O5 1.5352(10) . ? S1 C20 1.7818(15) . ? S1 C19 1.7877(15) . ? O1 C9 1.2459(17) . ? O2 C9 1.3376(17) . ? O2 C11 1.4537(17) . ? O3 C15 1.2469(17) . ? O4 C15 1.3446(16) . ? O4 C17 1.4528(17) . ? N1 C7 1.3089(18) . ? N1 C1 1.4126(17) . ? N2 C13 1.3070(18) . ? N2 C6 1.4171(16) . ? N3 C10 1.148(2) . ? N4 C16 1.148(2) . ? C1 C2 1.3983(19) . ? C1 C6 1.416(2) . ? C2 C3 1.389(2) . ? C2 H2 0.9500 . ? C3 C4 1.384(2) . ? C3 H3 0.9500 . ? C4 C5 1.3878(19) . ? C4 H4 0.9500 . ? C5 C6 1.3975(19) . ? C5 H5 0.9500 . ? C7 C8 1.410(2) . ? C7 H7 0.9500 . ? C8 C10 1.428(2) . ? C8 C9 1.4299(19) . ? C11 C12 1.496(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.4111(19) . ? C13 H13 0.9500 . ? C14 C16 1.430(2) . ? C14 C15 1.4297(19) . ? C17 C18 1.504(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 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 O5 Zn1 N1 103.17(4) . . ? O5 Zn1 N2 110.40(4) . . ? N1 Zn1 N2 81.25(5) . . ? O5 Zn1 O1 92.76(4) . . ? N1 Zn1 O1 90.21(4) . . ? N2 Zn1 O1 156.56(4) . . ? O5 Zn1 O3 95.99(4) . . ? N1 Zn1 O3 160.57(5) . . ? N2 Zn1 O3 89.17(4) . . ? O1 Zn1 O3 92.06(4) . . ? O5 S1 C20 102.39(6) . . ? O5 S1 C19 105.86(6) . . ? C20 S1 C19 98.50(7) . . ? C9 O1 Zn1 126.38(9) . . ? C9 O2 C11 116.48(11) . . ? C15 O3 Zn1 126.91(9) . . ? C15 O4 C17 117.41(11) . . ? C7 N1 C1 121.51(12) . . ? C7 N1 Zn1 125.61(9) . . ? C1 N1 Zn1 112.71(9) . . ? C13 N2 C6 120.85(12) . . ? C13 N2 Zn1 126.11(9) . . ? C6 N2 Zn1 112.74(9) . . ? C2 C1 N1 125.10(13) . . ? C2 C1 C6 119.04(13) . . ? N1 C1 C6 115.86(12) . . ? C3 C2 C1 120.96(14) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 119.59(13) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.55(13) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 120.54(14) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C1 119.12(12) . . ? C5 C6 N2 125.04(13) . . ? C1 C6 N2 115.84(12) . . ? N1 C7 C8 125.70(13) . . ? N1 C7 H7 117.1 . . ? C8 C7 H7 117.1 . . ? C7 C8 C10 116.80(12) . . ? C7 C8 C9 124.68(13) . . ? C10 C8 C9 118.52(13) . . ? O1 C9 O2 120.53(12) . . ? O1 C9 C8 126.34(13) . . ? O2 C9 C8 113.13(12) . . ? N3 C10 C8 177.90(16) . . ? O2 C11 C12 107.52(13) . . ? O2 C11 H11A 110.2 . . ? C12 C11 H11A 110.2 . . ? O2 C11 H11B 110.2 . . ? C12 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 C14 125.29(13) . . ? N2 C13 H13 117.4 . . ? C14 C13 H13 117.4 . . ? C13 C14 C16 116.96(12) . . ? C13 C14 C15 124.28(13) . . ? C16 C14 C15 118.62(12) . . ? O3 C15 O4 120.60(12) . . ? O3 C15 C14 126.48(12) . . ? O4 C15 C14 112.91(12) . . ? N4 C16 C14 178.77(17) . . ? O4 C17 C18 111.06(13) . . ? O4 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? O4 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? S1 O5 Zn1 122.51(6) . . ? S1 C19 H19A 109.5 . . ? S1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? S1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? S1 C20 H20A 109.5 . . ? S1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? S1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? _refine_diff_density_max 0.364 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.054 _shelxl_version_number 2013-2 _shelx_res_file ; TITL mfit5 in P2(1)/c CELL 0.71073 10.5413 19.7935 11.4038 90.000 116.647 90.000 ZERR 4.00 0.0006 0.0010 0.0006 0.000 0.001 0.000 LATT 1 SYMM -x, y+1/2, -z+1/2 SFAC C H N O S ZN UNIT 80 88 16 20 4 4 TEMP -173.000 SIZE 0.055 0.111 0.131 L.S. 22 FMAP 2 PLAN 12 ACTA 50 BOND $H WGHT 0.029400 1.108300 FVAR 0.11282 0.02489 0.01789 0.03078 0.03982 0.03000 ZN1 6 0.455847 0.374817 0.902702 11.00000 0.01124 0.01488 = 0.01261 -0.00184 0.00390 0.00053 S1 5 0.316419 0.232369 0.813968 11.00000 0.01487 0.01567 = 0.01498 -0.00114 0.00680 -0.00034 O1 4 0.582785 0.356229 0.813349 11.00000 0.01319 0.02191 = 0.01574 -0.00148 0.00568 -0.00023 O2 4 0.783792 0.328632 0.802663 11.00000 0.01454 0.02721 = 0.01579 -0.00369 0.00672 0.00089 O3 4 0.278747 0.385679 0.725107 11.00000 0.01277 0.01984 = 0.01405 -0.00129 0.00436 0.00158 O4 4 0.056455 0.416237 0.583506 11.00000 0.01242 0.02739 = 0.01308 -0.00054 0.00400 0.00245 N1 3 0.629607 0.398623 1.072225 11.00000 0.01391 0.01540 = 0.01364 -0.00127 0.00474 -0.00042 N2 3 0.359072 0.431639 0.988244 11.00000 0.01390 0.01459 = 0.01203 -0.00050 0.00465 0.00019 N3 3 1.077580 0.358719 1.085792 11.00000 0.01782 0.03660 = 0.02249 -0.00228 0.00658 0.00285 N4 3 -0.127618 0.481797 0.732673 11.00000 0.01841 0.03274 = 0.02100 -0.00171 0.00781 0.00537 C1 1 0.594158 0.427986 1.166565 11.00000 0.01637 0.01317 = 0.01457 -0.00039 0.00644 -0.00141 C2 1 0.688680 0.438063 1.298650 11.00000 0.01549 0.02118 = 0.01528 -0.00017 0.00399 -0.00161 AFIX 43 H2 2 0.783779 0.422601 1.331260 11.00000 21.00000 AFIX 0 C3 1 0.645534 0.470364 1.382898 11.00000 0.02371 0.02176 = 0.01231 -0.00089 0.00630 -0.00457 AFIX 43 H3 2 0.710550 0.476680 1.472576 11.00000 21.00000 AFIX 0 C4 1 0.507252 0.493281 1.335364 11.00000 0.02706 0.01833 = 0.01529 -0.00135 0.01189 -0.00106 AFIX 43 H4 2 0.478779 0.517291 1.391748 11.00000 21.00000 AFIX 0 C5 1 0.409843 0.481477 1.206023 11.00000 0.01840 0.01698 = 0.01617 0.00128 0.00818 0.00149 AFIX 43 H5 2 0.314630 0.496467 1.175205 11.00000 21.00000 AFIX 0 C6 1 0.450680 0.447720 1.120744 11.00000 0.01623 0.01237 = 0.01231 0.00025 0.00537 -0.00142 C7 1 0.761680 0.392880 1.092804 11.00000 0.01428 0.01349 = 0.01331 0.00000 0.00292 -0.00016 AFIX 43 H7 2 0.833135 0.405993 1.176618 11.00000 31.00000 AFIX 0 C8 1 0.807159 0.368937 1.001469 11.00000 0.01243 0.01605 = 0.01682 0.00031 0.00462 0.00088 C9 1 0.714641 0.351463 0.868458 11.00000 0.01693 0.01246 = 0.01656 0.00066 0.00752 -0.00017 C10 1 0.956737 0.363207 1.046049 11.00000 0.01866 0.01952 = 0.01627 -0.00087 0.00686 0.00127 C11 1 0.698884 0.316902 0.662988 11.00000 0.02000 0.04663 = 0.01658 -0.00880 0.00737 -0.00398 AFIX 23 H11A 2 0.641202 0.357361 0.620799 11.00000 41.00000 H11B 2 0.634032 0.278210 0.648576 11.00000 41.00000 AFIX 0 C12 1 0.798835 0.302133 0.605805 11.00000 0.02713 0.02845 = 0.02423 -0.00836 0.01466 -0.00376 AFIX 137 H12A 2 0.858437 0.341808 0.615751 11.00000 51.00000 H12B 2 0.744476 0.291293 0.512459 11.00000 51.00000 H12C 2 0.859080 0.263620 0.651738 11.00000 51.00000 AFIX 0 C13 1 0.224500 0.447530 0.936076 11.00000 0.01675 0.01218 = 0.01619 -0.00016 0.00825 -0.00018 AFIX 43 H13 2 0.189630 0.466924 0.992166 11.00000 31.00000 AFIX 0 C14 1 0.126809 0.438213 0.803192 11.00000 0.01263 0.01582 = 0.01654 0.00050 0.00570 0.00080 C15 1 0.162899 0.411290 0.705708 11.00000 0.01305 0.01529 = 0.01443 0.00079 0.00452 -0.00103 C16 1 -0.014853 0.461808 0.763384 11.00000 0.01787 0.01884 = 0.01499 -0.00182 0.00704 -0.00020 C17 1 0.084282 0.393327 0.476211 11.00000 0.01707 0.03579 = 0.01298 -0.00129 0.00718 0.00052 AFIX 23 H17A 2 0.187167 0.396844 0.502314 11.00000 41.00000 H17B 2 0.033388 0.422768 0.398924 11.00000 41.00000 AFIX 0 C18 1 0.037004 0.321372 0.440032 11.00000 0.02534 0.03211 = 0.02349 -0.00475 0.01065 0.00303 AFIX 137 H18A 2 0.090332 0.291932 0.515365 11.00000 51.00000 H18B 2 0.054495 0.307551 0.366039 11.00000 51.00000 H18C 2 -0.064618 0.317753 0.415123 11.00000 51.00000 AFIX 0 REM dmso solvent molecule coordinated to Zn atom O5 4 0.428012 0.275175 0.924287 11.00000 0.02083 0.01573 = 0.01411 -0.00200 0.00539 -0.00170 C19 1 0.378840 0.223956 0.692531 11.00000 0.02199 0.02407 = 0.01736 -0.00427 0.01111 -0.00480 AFIX 137 H19A 2 0.376543 0.268135 0.652831 11.00000 61.00000 H19B 2 0.317781 0.192310 0.624519 11.00000 61.00000 H19C 2 0.476417 0.206811 0.733673 11.00000 61.00000 AFIX 0 C20 1 0.355706 0.149206 0.880492 11.00000 0.02520 0.01622 = 0.02036 0.00076 0.00888 -0.00197 AFIX 137 H20A 2 0.451342 0.136457 0.894601 11.00000 61.00000 H20B 2 0.286502 0.117387 0.819153 11.00000 61.00000 H20C 2 0.350882 0.148033 0.964312 11.00000 61.00000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mfit5 in P2(1)/c REM R1 = 0.0234 for 4587 Fo > 4sig(Fo) and 0.0275 for all 5093 data REM 289 parameters refined using 0 restraints END WGHT 0.0284 1.1484 REM Highest difference peak 0.364, deepest hole -0.244, 1-sigma level 0.054 Q1 1 0.7724 0.3735 1.0398 11.00000 0.05 0.36 Q2 1 0.1399 0.4215 0.7651 11.00000 0.05 0.35 Q3 1 0.5225 0.4368 1.1396 11.00000 0.05 0.35 Q4 1 0.7711 0.3690 0.9361 11.00000 0.05 0.35 Q5 1 0.6583 0.4457 1.3400 11.00000 0.05 0.34 Q6 1 0.4408 0.4706 1.1654 11.00000 0.05 0.33 Q7 1 0.1764 0.4358 0.8622 11.00000 0.05 0.33 Q8 1 0.3396 0.1888 0.8570 11.00000 0.05 0.32 Q9 1 0.6338 0.4264 1.2397 11.00000 0.05 0.32 Q10 1 0.4004 0.4369 1.0537 11.00000 0.05 0.32 Q11 1 0.8760 0.3690 1.0191 11.00000 0.05 0.31 Q12 1 0.0544 0.4403 0.7869 11.00000 0.05 0.30 ; _shelx_res_checksum 96990 _database_code_depnum_ccdc_archive 'CCDC 954796'