# Electronic Supplementary Material (ESI) for Chemical Communications # 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_2 _database_code_depnum_ccdc_archive 'CCDC 903995' #TrackingRef '14376_web_deposit_cif_file_0_AnthonyLinden_1349159969.x.cif' # LK1002 _audit_creation_method SHELXL-97 _audit_creation_date 10-09-17 _chemical_name_systematic ; rac-aquatetrahydro-hemiporphyrazinezinc(II) ditriflate ; _chemical_name_common HpH~4~Zn(OH~2~).(OTf)~2~ _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C26 H22 N8 O Zn 2+, 2(C F3 O3 S -)' _chemical_formula_sum 'C28 H22 F6 N8 O7 S2 Zn' _chemical_formula_weight 826.02 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 112 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 88 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; F F 24 0.0171 0.0103 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 32 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 28 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; S S 8 0.1246 0.1234 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 4 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 15 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 20.9506(3) _cell_length_b 10.16731(13) _cell_length_c 16.0497(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.3430(13) _cell_angle_gamma 90.00 _cell_volume 3263.34(7) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 12426 _cell_measurement_theta_min 3.2354 _cell_measurement_theta_max 30.4039 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1672 _exptl_absorpt_coefficient_mu 0.975 _exptl_absorpt_correction_T_min 0.85774 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; Solvent used: MeOH / diethyl ether / pentane Cooling Device: Oxford Instruments Cryojet XL Crystal mount: glued on a glass fibre Frames collected: 486 Seconds exposure per frame: 8 Degrees rotation per frame: 1 Crystal-Detector distance (mm): 55 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans with \k offsets' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 21655 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 30.47 _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 25.0 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 4547 _reflns_number_gt 4152 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) ; _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2006)' _refine_special_details ; The cation sits about a C2 axis and there is one unique anion in the asymmetric unit. ; _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^)+(0.0553P)^2^+4.6680P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom & difmap' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4547 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.1009 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.798 _refine_diff_density_min -0.853 _refine_diff_density_rms 0.072 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 0.0000 0.22979(3) 0.7500 0.01816(8) Uani 1 2 d S . . O4 O 0.0000 0.4228(2) 0.7500 0.0612(10) Uani 1 2 d S . . H41 H 0.0279(16) 0.462(4) 0.755(3) 0.071(12) Uiso 1 1 d . . . N1 N 0.07592(7) 0.16055(14) 0.83912(9) 0.0210(3) Uani 1 1 d . . . N2 N 0.16344(7) 0.19355(16) 0.77728(9) 0.0225(3) Uani 1 1 d . . . H2 H 0.2031(14) 0.200(3) 0.7914(18) 0.039(7) Uiso 1 1 d . . . N3 N 0.06306(7) 0.20905(15) 0.65954(9) 0.0208(3) Uani 1 1 d . . . N4 N 0.03379(8) 0.21068(19) 0.95955(10) 0.0299(3) Uani 1 1 d . . . H4 H 0.0534(16) 0.234(3) 1.013(2) 0.048(8) Uiso 1 1 d . . . C1 C 0.06817(9) 0.1164(2) 0.92219(10) 0.0266(4) Uani 1 1 d . . . H1 H 0.0428 0.0317 0.9129 0.032 Uiso 1 1 calc R . . C2 C 0.13898(8) 0.09141(18) 0.97820(10) 0.0245(3) Uani 1 1 d . . . C3 C 0.18161(8) 0.11216(16) 0.92781(10) 0.0205(3) Uani 1 1 d . . . C4 C 0.13886(8) 0.15625(16) 0.84159(10) 0.0204(3) Uani 1 1 d . . . C5 C 0.16328(10) 0.0524(2) 1.06450(12) 0.0318(4) Uani 1 1 d . . . H5 H 0.1341 0.0371 1.0988 0.038 Uiso 1 1 calc R . . C6 C 0.23229(9) 0.0363(2) 1.09921(11) 0.0304(4) Uani 1 1 d . . . H6 H 0.2505 0.0116 1.1587 0.036 Uiso 1 1 calc R . . C7 C 0.27474(9) 0.05590(19) 1.04853(11) 0.0278(4) Uani 1 1 d . . . H7 H 0.3214 0.0428 1.0737 0.033 Uiso 1 1 calc R . . C8 C 0.25027(8) 0.09434(19) 0.96140(11) 0.0258(3) Uani 1 1 d . . . H8 H 0.2793 0.1077 0.9265 0.031 Uiso 1 1 calc R . . C9 C 0.12957(8) 0.23000(16) 0.69101(10) 0.0201(3) Uani 1 1 d . . . C10 C 0.16744(9) 0.2832(2) 0.64195(12) 0.0275(4) Uani 1 1 d . . . H10 H 0.2141 0.2977 0.6668 0.033 Uiso 1 1 calc R . . C11 C 0.13542(9) 0.3146(2) 0.55566(12) 0.0324(4) Uani 1 1 d . . . H11 H 0.1601 0.3520 0.5206 0.039 Uiso 1 1 calc R . . C12 C 0.06800(9) 0.2919(2) 0.52040(12) 0.0314(4) Uani 1 1 d . . . H12 H 0.0456 0.3128 0.4612 0.038 Uiso 1 1 calc R . . C13 C 0.03341(8) 0.23708(18) 0.57440(11) 0.0234(3) Uani 1 1 d . . . S1 S 0.12883(2) 0.34501(4) 0.21669(3) 0.02369(11) Uani 1 1 d . . . O1 O 0.19583(7) 0.33853(16) 0.21142(9) 0.0356(3) Uani 1 1 d . . . O2 O 0.07742(8) 0.3105(2) 0.13896(10) 0.0452(4) Uani 1 1 d . . . O3 O 0.11575(7) 0.45988(15) 0.26175(10) 0.0377(3) Uani 1 1 d . . . C14 C 0.12765(14) 0.2120(2) 0.29365(17) 0.0462(6) Uani 1 1 d . . . F1 F 0.06856(11) 0.2031(3) 0.30688(14) 0.0882(7) Uani 1 1 d . . . F2 F 0.17228(9) 0.23145(19) 0.36989(10) 0.0602(5) Uani 1 1 d . . . F3 F 0.14329(17) 0.09899(17) 0.26297(15) 0.1049(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01230(12) 0.02404(14) 0.01569(13) 0.000 0.00042(9) 0.000 O4 0.0285(12) 0.0211(10) 0.144(3) 0.000 0.0405(16) 0.000 N1 0.0160(6) 0.0296(7) 0.0155(6) 0.0010(5) 0.0020(5) 0.0027(5) N2 0.0122(6) 0.0343(7) 0.0187(6) 0.0021(6) 0.0010(5) 0.0009(5) N3 0.0152(6) 0.0293(7) 0.0168(6) 0.0024(5) 0.0032(5) 0.0005(5) N4 0.0182(7) 0.0514(10) 0.0169(6) -0.0090(6) 0.0004(5) 0.0064(6) C1 0.0211(7) 0.0416(10) 0.0163(7) 0.0027(7) 0.0040(6) 0.0060(7) C2 0.0207(7) 0.0331(9) 0.0177(7) 0.0011(6) 0.0024(6) 0.0067(6) C3 0.0190(7) 0.0237(7) 0.0164(6) -0.0006(6) 0.0014(5) 0.0045(6) C4 0.0163(7) 0.0263(8) 0.0162(7) -0.0005(6) 0.0013(5) 0.0040(6) C5 0.0284(9) 0.0449(11) 0.0206(8) 0.0061(7) 0.0048(6) 0.0092(8) C6 0.0308(9) 0.0370(10) 0.0184(7) 0.0035(7) -0.0003(6) 0.0098(7) C7 0.0221(8) 0.0323(9) 0.0231(8) -0.0002(7) -0.0022(6) 0.0087(7) C8 0.0194(7) 0.0332(9) 0.0220(8) 0.0008(6) 0.0017(6) 0.0060(6) C9 0.0160(7) 0.0255(8) 0.0178(7) 0.0006(6) 0.0035(5) 0.0016(6) C10 0.0157(7) 0.0406(10) 0.0255(8) 0.0044(7) 0.0052(6) -0.0019(7) C11 0.0231(8) 0.0497(11) 0.0251(8) 0.0093(8) 0.0084(7) -0.0060(8) C12 0.0215(8) 0.0520(12) 0.0198(8) 0.0102(7) 0.0046(6) -0.0037(8) C13 0.0170(7) 0.0340(9) 0.0182(7) 0.0025(6) 0.0036(6) -0.0009(6) S1 0.01544(18) 0.0326(2) 0.02125(19) -0.00531(15) 0.00279(14) 0.00273(14) O1 0.0202(6) 0.0558(9) 0.0327(7) 0.0047(6) 0.0107(5) 0.0085(6) O2 0.0297(7) 0.0694(11) 0.0288(7) -0.0184(7) -0.0032(6) 0.0017(7) O3 0.0288(7) 0.0403(8) 0.0387(7) -0.0147(6) 0.0018(6) 0.0088(6) C14 0.0602(16) 0.0418(12) 0.0457(13) -0.0009(10) 0.0296(12) -0.0059(11) F1 0.0678(13) 0.139(2) 0.0667(12) 0.0075(13) 0.0343(10) -0.0455(13) F2 0.0621(10) 0.0846(12) 0.0365(8) 0.0198(7) 0.0187(7) 0.0193(9) F3 0.222(3) 0.0342(9) 0.0801(14) 0.0060(9) 0.0783(17) 0.0069(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 Zn1 N1 1.9274(13) . ? Zn1 O4 1.962(2) . ? Zn1 N3 2.2453(14) . ? O4 H41 0.69(3) . ? N1 C4 1.308(2) . ? N1 C1 1.461(2) . ? N2 C4 1.338(2) . ? N2 C9 1.404(2) . ? N2 H2 0.80(3) . ? N3 C9 1.350(2) . ? N3 C13 1.352(2) . ? N4 C13 1.376(2) 2_556 ? N4 C1 1.433(2) . ? N4 H4 0.86(3) . ? C1 C2 1.510(2) . ? C1 H1 1.0000 . ? C2 C5 1.384(2) . ? C2 C3 1.388(2) . ? C3 C8 1.389(2) . ? C3 C4 1.476(2) . ? C5 C6 1.395(3) . ? C5 H5 0.9500 . ? C6 C7 1.387(3) . ? C6 H6 0.9500 . ? C7 C8 1.394(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.384(2) . ? C10 C11 1.384(3) . ? C10 H10 0.9500 . ? C11 C12 1.376(2) . ? C11 H11 0.9500 . ? C12 C13 1.400(2) . ? C12 H12 0.9500 . ? S1 O2 1.4278(14) . ? S1 O1 1.4326(14) . ? S1 O3 1.4423(14) . ? S1 C14 1.836(3) . ? C14 F2 1.315(3) . ? C14 F1 1.320(3) . ? C14 F3 1.329(3) . ? 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 N1 Zn1 N1 137.15(9) 2_556 . ? N1 Zn1 O4 111.42(4) . . ? N1 Zn1 N3 90.02(5) . 2_556 ? O4 Zn1 N3 95.39(4) . 2_556 ? N1 Zn1 N3 86.05(5) . . ? O4 Zn1 N3 95.39(4) . . ? N3 Zn1 N3 169.22(8) 2_556 . ? Zn1 O4 H41 125(3) . . ? C4 N1 C1 110.32(13) . . ? C4 N1 Zn1 129.51(12) . . ? C1 N1 Zn1 119.85(11) . . ? C4 N2 C9 129.61(14) . . ? C4 N2 H2 114.3(19) . . ? C9 N2 H2 116.0(19) . . ? C9 N3 C13 117.19(14) . . ? C9 N3 Zn1 118.94(11) . . ? C13 N3 Zn1 116.88(11) . . ? C13 N4 C1 123.18(15) 2_556 . ? C13 N4 H4 118(2) 2_556 . ? C1 N4 H4 117(2) . . ? N4 C1 N1 112.52(16) . . ? N4 C1 C2 113.01(15) . . ? N1 C1 C2 103.79(14) . . ? N4 C1 H1 109.1 . . ? N1 C1 H1 109.1 . . ? C2 C1 H1 109.1 . . ? C5 C2 C3 121.21(16) . . ? C5 C2 C1 130.35(16) . . ? C3 C2 C1 108.44(14) . . ? C2 C3 C8 121.72(15) . . ? C2 C3 C4 106.04(14) . . ? C8 C3 C4 132.22(15) . . ? N1 C4 N2 125.68(14) . . ? N1 C4 C3 111.29(14) . . ? N2 C4 C3 122.92(14) . . ? C2 C5 C6 117.47(17) . . ? C2 C5 H5 121.3 . . ? C6 C5 H5 121.3 . . ? C7 C6 C5 121.23(16) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C8 121.34(16) . . ? C6 C7 H7 119.3 . . ? C8 C7 H7 119.3 . . ? C3 C8 C7 117.02(16) . . ? C3 C8 H8 121.5 . . ? C7 C8 H8 121.5 . . ? N3 C9 C10 123.49(15) . . ? N3 C9 N2 119.28(15) . . ? C10 C9 N2 117.21(15) . . ? C9 C10 C11 118.07(16) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? C12 C11 C10 120.32(17) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 118.00(16) . . ? C11 C12 H12 121.0 . . ? C13 C12 H12 121.0 . . ? N3 C13 N4 117.81(15) . 2_556 ? N3 C13 C12 122.87(16) . . ? N4 C13 C12 119.32(16) 2_556 . ? O2 S1 O1 115.74(9) . . ? O2 S1 O3 115.50(9) . . ? O1 S1 O3 113.75(9) . . ? O2 S1 C14 104.40(12) . . ? O1 S1 C14 102.46(11) . . ? O3 S1 C14 102.49(11) . . ? F2 C14 F1 107.5(2) . . ? F2 C14 F3 106.8(3) . . ? F1 C14 F3 110.3(3) . . ? F2 C14 S1 111.53(18) . . ? F1 C14 S1 111.1(2) . . ? F3 C14 S1 109.47(17) . . ? 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 N1 Zn1 N1 C4 106.08(16) 2_556 . . . ? O4 Zn1 N1 C4 -73.92(16) . . . . ? N3 Zn1 N1 C4 -169.72(16) 2_556 . . . ? N3 Zn1 N1 C4 20.33(15) . . . . ? N1 Zn1 N1 C1 -81.08(13) 2_556 . . . ? O4 Zn1 N1 C1 98.92(13) . . . . ? N3 Zn1 N1 C1 3.13(14) 2_556 . . . ? N3 Zn1 N1 C1 -166.83(14) . . . . ? N1 Zn1 N3 C9 -171.96(13) 2_556 . . . ? N1 Zn1 N3 C9 -34.66(13) . . . . ? O4 Zn1 N3 C9 76.51(12) . . . . ? N3 Zn1 N3 C9 -103.49(12) 2_556 . . . ? N1 Zn1 N3 C13 38.09(13) 2_556 . . . ? N1 Zn1 N3 C13 175.39(14) . . . . ? O4 Zn1 N3 C13 -73.43(13) . . . . ? N3 Zn1 N3 C13 106.57(13) 2_556 . . . ? C13 N4 C1 N1 71.0(2) 2_556 . . . ? C13 N4 C1 C2 -171.86(17) 2_556 . . . ? C4 N1 C1 N4 125.62(16) . . . . ? Zn1 N1 C1 N4 -48.50(19) . . . . ? C4 N1 C1 C2 3.1(2) . . . . ? Zn1 N1 C1 C2 -171.01(11) . . . . ? N4 C1 C2 C5 55.3(3) . . . . ? N1 C1 C2 C5 177.5(2) . . . . ? N4 C1 C2 C3 -125.69(17) . . . . ? N1 C1 C2 C3 -3.5(2) . . . . ? C5 C2 C3 C8 0.3(3) . . . . ? C1 C2 C3 C8 -178.87(17) . . . . ? C5 C2 C3 C4 -178.25(18) . . . . ? C1 C2 C3 C4 2.6(2) . . . . ? C1 N1 C4 N2 -177.97(17) . . . . ? Zn1 N1 C4 N2 -4.6(3) . . . . ? C1 N1 C4 C3 -1.6(2) . . . . ? Zn1 N1 C4 C3 171.75(12) . . . . ? C9 N2 C4 N1 -8.3(3) . . . . ? C9 N2 C4 C3 175.76(16) . . . . ? C2 C3 C4 N1 -0.7(2) . . . . ? C8 C3 C4 N1 -178.97(18) . . . . ? C2 C3 C4 N2 175.76(17) . . . . ? C8 C3 C4 N2 -2.5(3) . . . . ? C3 C2 C5 C6 0.8(3) . . . . ? C1 C2 C5 C6 179.69(19) . . . . ? C2 C5 C6 C7 -1.4(3) . . . . ? C5 C6 C7 C8 1.0(3) . . . . ? C2 C3 C8 C7 -0.7(3) . . . . ? C4 C3 C8 C7 177.38(18) . . . . ? C6 C7 C8 C3 0.0(3) . . . . ? C13 N3 C9 C10 2.8(3) . . . . ? Zn1 N3 C9 C10 -147.00(15) . . . . ? C13 N3 C9 N2 -175.46(16) . . . . ? Zn1 N3 C9 N2 34.7(2) . . . . ? C4 N2 C9 N3 -11.0(3) . . . . ? C4 N2 C9 C10 170.56(18) . . . . ? N3 C9 C10 C11 -1.0(3) . . . . ? N2 C9 C10 C11 177.34(18) . . . . ? C9 C10 C11 C12 -0.6(3) . . . . ? C10 C11 C12 C13 0.2(3) . . . . ? C9 N3 C13 N4 177.15(16) . . . 2_556 ? Zn1 N3 C13 N4 -32.4(2) . . . 2_556 ? C9 N3 C13 C12 -3.2(3) . . . . ? Zn1 N3 C13 C12 147.25(16) . . . . ? C11 C12 C13 N3 1.8(3) . . . . ? C11 C12 C13 N4 -178.6(2) . . . 2_556 ? O2 S1 C14 F2 -178.98(17) . . . . ? O1 S1 C14 F2 60.0(2) . . . . ? O3 S1 C14 F2 -58.2(2) . . . . ? O2 S1 C14 F1 -59.0(2) . . . . ? O1 S1 C14 F1 179.94(19) . . . . ? O3 S1 C14 F1 61.8(2) . . . . ? O2 S1 C14 F3 63.0(2) . . . . ? O1 S1 C14 F3 -58.0(2) . . . . ? O3 S1 C14 F3 -176.2(2) . . . . ? 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 _geom_hbond_publ_flag N2 H2 O1 0.80(3) 2.17(3) 2.9178(19) 157(3) 7_556 yes N4 H4 O2 0.86(3) 2.09(3) 2.931(2) 166(3) 1_556 yes O4 H41 O3 0.69(3) 1.98(3) 2.6583(18) 168(4) 6_566 yes _iucr_refine_instructions_details ; TITL NL1003 (LK1002) CELL 0.71073 20.9506 10.16731 16.04969 90 107.343 90 ZERR 4 0.00027 0.00013 0.00021 0 0.0013 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H F N O S Zn UNIT 112 88 24 32 28 8 4 ACTA CONF BOND $H TEMP -113 L.S. 4 HTAB N2 O1_$1 HTAB N4 O2_$2 HTAB O4 O3_$3 EQIV $1 1/2-x, 1/2-y, 1-Z EQIV $2 x, y, 1+z EQIV $3 x, 1-y, 1/2+z PLAN 10 fmap 2 WGHT 0.055300 4.668000 FVAR 2.27287 ZN1 7 0.000000 0.229793 0.750000 10.50000 0.01230 0.02404 = 0.01569 0.00000 0.00042 0.00000 O4 5 0.000000 0.422794 0.750000 10.50000 0.02852 0.02114 = 0.14373 0.00000 0.04051 0.00000 H41 2 0.027913 0.461516 0.755221 11.00000 0.07093 N1 4 0.075920 0.160551 0.839115 11.00000 0.01598 0.02964 = 0.01551 0.00096 0.00200 0.00267 N2 4 0.163440 0.193546 0.777280 11.00000 0.01217 0.03430 = 0.01871 0.00212 0.00099 0.00091 H2 2 0.203093 0.199822 0.791436 11.00000 0.03862 N3 4 0.063058 0.209052 0.659539 11.00000 0.01518 0.02932 = 0.01680 0.00237 0.00315 0.00047 N4 4 0.033791 0.210676 0.959546 11.00000 0.01821 0.05141 = 0.01690 -0.00900 0.00037 0.00644 H4 2 0.053408 0.234473 1.012672 11.00000 0.04846 C1 1 0.068172 0.116433 0.922187 11.00000 0.02107 0.04157 = 0.01629 0.00267 0.00403 0.00600 AFIX 13 H1 2 0.042816 0.031665 0.912920 11.00000 -1.20000 AFIX 0 C2 1 0.138984 0.091408 0.978200 11.00000 0.02065 0.03309 = 0.01773 0.00113 0.00242 0.00675 C3 1 0.181615 0.112157 0.927815 11.00000 0.01902 0.02371 = 0.01636 -0.00060 0.00144 0.00453 C4 1 0.138858 0.156249 0.841591 11.00000 0.01629 0.02630 = 0.01623 -0.00054 0.00130 0.00401 C5 1 0.163278 0.052399 1.064503 11.00000 0.02838 0.04488 = 0.02061 0.00612 0.00483 0.00923 AFIX 43 H5 2 0.134085 0.037125 1.098825 11.00000 -1.20000 AFIX 0 C6 1 0.232290 0.036347 1.099206 11.00000 0.03075 0.03695 = 0.01842 0.00349 -0.00029 0.00979 AFIX 43 H6 2 0.250534 0.011565 1.158653 11.00000 -1.20000 AFIX 0 C7 1 0.274739 0.055899 1.048530 11.00000 0.02206 0.03232 = 0.02312 -0.00025 -0.00221 0.00866 AFIX 43 H7 2 0.321440 0.042836 1.073700 11.00000 -1.20000 AFIX 0 C8 1 0.250272 0.094336 0.961397 11.00000 0.01942 0.03320 = 0.02195 0.00083 0.00172 0.00599 AFIX 43 H8 2 0.279252 0.107740 0.926547 11.00000 -1.20000 AFIX 0 C9 1 0.129567 0.229999 0.691013 11.00000 0.01601 0.02546 = 0.01785 0.00060 0.00345 0.00165 C10 1 0.167442 0.283163 0.641950 11.00000 0.01573 0.04056 = 0.02555 0.00444 0.00516 -0.00193 AFIX 43 H10 2 0.214064 0.297672 0.666760 11.00000 -1.20000 AFIX 0 C11 1 0.135423 0.314596 0.555657 11.00000 0.02306 0.04972 = 0.02508 0.00928 0.00841 -0.00597 AFIX 43 H11 2 0.160133 0.352004 0.520618 11.00000 -1.20000 AFIX 0 C12 1 0.067998 0.291923 0.520404 11.00000 0.02148 0.05197 = 0.01980 0.01025 0.00461 -0.00368 AFIX 43 H12 2 0.045569 0.312836 0.461209 11.00000 -1.20000 AFIX 0 C13 1 0.033410 0.237084 0.574398 11.00000 0.01703 0.03404 = 0.01817 0.00248 0.00360 -0.00094 S1 6 0.128831 0.345009 0.216690 11.00000 0.01544 0.03262 = 0.02125 -0.00531 0.00279 0.00273 F1 3 0.068560 0.203075 0.306882 11.00000 0.06784 0.13931 = 0.06669 0.00750 0.03430 -0.04545 F2 3 0.172276 0.231451 0.369889 11.00000 0.06207 0.08460 = 0.03647 0.01977 0.01866 0.01930 F3 3 0.143287 0.098985 0.262974 11.00000 0.22217 0.03422 = 0.08009 0.00601 0.07830 0.00688 O1 5 0.195829 0.338534 0.211422 11.00000 0.02021 0.05576 = 0.03269 0.00471 0.01072 0.00846 O2 5 0.077418 0.310482 0.138961 11.00000 0.02967 0.06943 = 0.02883 -0.01837 -0.00316 0.00173 O3 5 0.115745 0.459878 0.261745 11.00000 0.02881 0.04028 = 0.03873 -0.01469 0.00182 0.00879 C14 1 0.127649 0.212025 0.293648 11.00000 0.06025 0.04177 = 0.04571 -0.00088 0.02958 -0.00595 HKLF 4 REM NL1003 (LK1002) REM R1 = 0.0351 for 4152 Fo > 4sig(Fo) and 0.0391 for all 4547 data REM 248 parameters refined using 0 restraints END WGHT 0.0553 4.6681 REM Highest difference peak 0.798, deepest hole -0.853, 1-sigma level 0.072 Q1 1 0.0889 0.1188 0.2205 11.00000 0.05 0.80 Q2 1 0.0862 0.3788 0.1104 11.00000 0.05 0.47 Q3 1 0.1313 0.2672 0.2603 11.00000 0.05 0.42 Q4 1 0.0428 0.2865 0.2715 11.00000 0.05 0.42 Q5 1 0.1606 0.0890 0.9515 11.00000 0.05 0.39 Q6 1 0.0888 0.2270 0.2603 11.00000 0.05 0.39 Q7 1 0.0839 0.1877 0.9393 11.00000 0.05 0.38 Q8 1 0.1421 0.1874 0.3451 11.00000 0.05 0.38 Q9 1 0.0730 0.1581 0.2687 11.00000 0.05 0.38 Q10 1 0.1625 0.1379 0.8829 11.00000 0.05 0.37 ; # End of CIF ============================================================