Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Raju Mondal' _publ_contact_author_email ICRM@IACS.RES.IN _publ_section_title ; Crystal engineering of zinc(II) metal-organic frameworks: role of streic bulk and angular disposition of coordinating sites of the ligands ; loop_ _publ_author_name 'Raju Mondal' 'Manas Kumar Bunier' 'Koushik Dhara' # Attachment 'IPA1.cif' ############################################################# # ***Indian Association for the Cultivation of Science*** # # this structure was solved by Raju Mondal on 29/12/2007 ############################################################# data_07rmd015 _database_code_depnum_ccdc_archive 'CCDC 674001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H20 N4 O4 Zn' _chemical_formula_weight 433.76 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' Zn Zn 0.2839 1.4301 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9270(7) _cell_length_b 14.0754(11) _cell_length_c 15.1592(12) _cell_angle_alpha 90.00 _cell_angle_beta 98.899(3) _cell_angle_gamma 90.00 _cell_volume 1881.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5828 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 26.13 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.339 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24889 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.63 _reflns_number_total 4706 _reflns_number_gt 3175 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0776P)^2^+0.1112P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4706 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.003 _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 0.84237(3) 0.252041(18) 0.229976(18) 0.03723(13) Uani 1 1 d . . . C10 C 0.8492(2) 0.41712(18) 0.00424(16) 0.0359(5) Uani 1 1 d . . . O1 O 0.8519(2) 0.30242(13) 0.35059(12) 0.0521(5) Uani 1 1 d . . . N2 N 0.8146(2) 0.43605(15) 0.14303(15) 0.0408(5) Uani 1 1 d . . . N1 N 0.8908(2) 0.35358(14) 0.14223(13) 0.0401(5) Uani 1 1 d . . . O2 O 0.7291(2) 0.43553(16) 0.31462(13) 0.0652(6) Uani 1 1 d . . . C1 C 0.8161(3) 0.40564(17) 0.46717(16) 0.0365(5) Uani 1 1 d . . . C7 C 0.7958(3) 0.37984(19) 0.37045(16) 0.0406(6) Uani 1 1 d . . . C2 C 0.9308(3) 0.36426(18) 0.52787(16) 0.0368(5) Uani 1 1 d . . . C11 C 0.7872(3) 0.47691(17) 0.06239(16) 0.0371(5) Uani 1 1 d . . . C9 C 0.9113(3) 0.34167(18) 0.05680(17) 0.0391(6) Uani 1 1 d . . . C3 C 0.9539(3) 0.39116(18) 0.61651(17) 0.0384(5) Uani 1 1 d . . . C6 C 0.7222(3) 0.4725(2) 0.49805(18) 0.0444(6) Uani 1 1 d . . . C4 C 0.8581(3) 0.4577(2) 0.64610(19) 0.0469(6) Uani 1 1 d . . . C12 C 0.8496(3) 0.4362(2) -0.09331(17) 0.0391(6) Uani 1 1 d . . . C5 C 0.7413(3) 0.4971(2) 0.58656(19) 0.0506(7) Uani 1 1 d . . . C17 C 0.7088(3) 0.5694(2) 0.0479(2) 0.0510(7) Uani 1 1 d . . . H17A H 0.7303 0.6071 0.1011 0.076 Uiso 1 1 calc R . . H17B H 0.6014 0.5591 0.0338 0.076 Uiso 1 1 calc R . . H17C H 0.7437 0.6021 -0.0007 0.076 Uiso 1 1 calc R . . C16 C 0.9928(4) 0.2551(2) 0.0319(3) 0.0554(8) Uani 1 1 d . . . H12B H 0.882(3) 0.504(2) -0.0997(19) 0.051(8) Uiso 1 1 d . . . H2 H 0.995(3) 0.3202(18) 0.5079(17) 0.043(7) Uiso 1 1 d . . . H6 H 0.639(3) 0.497(2) 0.4566(19) 0.047(7) Uiso 1 1 d . . . H4 H 0.874(3) 0.479(2) 0.705(2) 0.058(9) Uiso 1 1 d . . . H222 H 0.802(3) 0.459(2) 0.196(2) 0.055(9) Uiso 1 1 d . . . H12A H 0.928(3) 0.3920(18) -0.1168(17) 0.042(7) Uiso 1 1 d . . . H5 H 0.673(4) 0.546(2) 0.606(2) 0.059(9) Uiso 1 1 d . . . H16C H 1.072(6) 0.248(2) 0.071(4) 0.090(15) Uiso 1 1 d . . . H16B H 1.024(5) 0.264(2) -0.019(3) 0.074(13) Uiso 1 1 d . . . H16A H 0.934(5) 0.200(4) 0.029(3) 0.097(15) Uiso 1 1 d . . . C8 C 1.0835(3) 0.35167(19) 0.68097(18) 0.0453(6) Uani 1 1 d . . . O3 O 1.1726(2) 0.29718(16) 0.64873(13) 0.0579(5) Uani 1 1 d . . . O4 O 1.0998(3) 0.3726(2) 0.75966(16) 0.1058(11) Uani 1 1 d . . . N4 N 0.4859(2) 0.44023(15) -0.24332(14) 0.0384(5) Uani 1 1 d . . . N3 N 0.5068(2) 0.34556(14) -0.23716(14) 0.0392(5) Uani 1 1 d . . . C15 C 0.6373(3) 0.33350(18) -0.18202(17) 0.0379(5) Uani 1 1 d . . . C14 C 0.5995(3) 0.48766(17) -0.19368(16) 0.0370(5) Uani 1 1 d . . . C13 C 0.6992(2) 0.42067(17) -0.15310(15) 0.0351(5) Uani 1 1 d . . . C19 C 0.6005(4) 0.5934(2) -0.1909(3) 0.0568(8) Uani 1 1 d . . . C18 C 0.6987(4) 0.2375(2) -0.1587(3) 0.0584(9) Uani 1 1 d . . . H444 H 0.414(3) 0.4632(19) -0.2772(19) 0.044(8) Uiso 1 1 d . . . H18C H 0.652(4) 0.192(3) -0.192(3) 0.085(12) Uiso 1 1 d . . . H18B H 0.798(5) 0.241(2) -0.165(3) 0.065(11) Uiso 1 1 d . . . H18A H 0.685(4) 0.228(3) -0.100(3) 0.074(12) Uiso 1 1 d . . . H19C H 0.561(4) 0.614(3) -0.247(3) 0.083(11) Uiso 1 1 d . . . H19B H 0.695(5) 0.620(3) -0.171(3) 0.089(12) Uiso 1 1 d . . . H19A H 0.533(6) 0.620(3) -0.152(3) 0.109(16) Uiso 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 0.04150(19) 0.03995(19) 0.02620(19) 0.00186(11) -0.00747(12) -0.00003(11) C10 0.0307(11) 0.0453(13) 0.0300(13) -0.0009(10) -0.0004(9) -0.0073(9) O1 0.0726(13) 0.0468(11) 0.0322(11) -0.0058(8) -0.0071(9) 0.0129(9) N2 0.0482(12) 0.0455(12) 0.0277(12) -0.0011(9) 0.0025(9) -0.0002(9) N1 0.0462(11) 0.0402(11) 0.0314(12) 0.0023(9) -0.0015(9) -0.0004(9) O2 0.0788(14) 0.0790(15) 0.0341(11) 0.0053(10) -0.0028(10) 0.0364(12) C1 0.0385(12) 0.0395(13) 0.0292(13) -0.0002(10) -0.0015(10) 0.0011(10) C7 0.0410(13) 0.0485(15) 0.0297(14) 0.0003(11) -0.0031(10) 0.0035(11) C2 0.0374(12) 0.0414(13) 0.0303(13) -0.0013(10) 0.0012(10) 0.0043(10) C11 0.0382(12) 0.0429(14) 0.0285(13) -0.0002(10) -0.0005(10) -0.0042(10) C9 0.0363(12) 0.0437(14) 0.0354(14) -0.0017(11) -0.0002(10) -0.0058(10) C3 0.0376(12) 0.0450(14) 0.0306(13) -0.0011(11) -0.0008(10) 0.0012(10) C6 0.0399(13) 0.0536(16) 0.0377(15) 0.0040(12) -0.0001(11) 0.0100(11) C4 0.0471(14) 0.0616(17) 0.0312(15) -0.0076(13) 0.0036(11) 0.0048(12) C12 0.0328(12) 0.0519(15) 0.0316(14) 0.0010(11) 0.0015(10) -0.0059(11) C5 0.0471(14) 0.0607(17) 0.0447(17) -0.0061(13) 0.0093(12) 0.0151(13) C17 0.0634(17) 0.0489(16) 0.0391(16) -0.0010(12) 0.0028(13) 0.0071(13) C16 0.060(2) 0.056(2) 0.048(2) -0.0033(15) -0.0002(17) 0.0120(15) C8 0.0434(13) 0.0580(16) 0.0313(15) -0.0049(12) -0.0047(11) 0.0037(12) O3 0.0576(12) 0.0720(14) 0.0394(12) -0.0043(10) -0.0072(9) 0.0245(10) O4 0.105(2) 0.163(3) 0.0377(14) -0.0302(15) -0.0253(13) 0.067(2) N4 0.0378(11) 0.0405(12) 0.0337(12) 0.0052(9) -0.0047(9) -0.0001(9) N3 0.0388(10) 0.0419(11) 0.0335(12) -0.0025(9) -0.0047(8) -0.0004(8) C15 0.0337(11) 0.0464(14) 0.0323(14) -0.0042(10) 0.0003(9) 0.0030(10) C14 0.0412(12) 0.0421(13) 0.0265(13) 0.0014(10) 0.0015(10) -0.0054(10) C13 0.0317(11) 0.0459(13) 0.0272(12) -0.0001(10) 0.0027(9) -0.0025(9) C19 0.068(2) 0.0428(16) 0.053(2) 0.0115(14) -0.0103(17) -0.0099(15) C18 0.0530(19) 0.0470(18) 0.069(3) -0.0092(16) -0.0111(17) 0.0079(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 O3 1.9277(18) 4_565 y Zn1 O1 1.9507(18) . y Zn1 N3 2.0159(19) 4_666 y Zn1 N1 2.044(2) . y C10 C9 1.391(3) . ? C10 C11 1.394(3) . ? C10 C12 1.504(3) . ? O1 C7 1.255(3) . ? N2 C11 1.339(3) . ? N2 N1 1.346(3) . ? N2 H222 0.89(3) . ? N1 C9 1.346(3) . ? O2 C7 1.237(3) . ? C1 C6 1.389(4) . ? C1 C2 1.394(3) . ? C1 C7 1.494(3) . ? C2 C3 1.381(3) . ? C2 H2 0.92(3) . ? C11 C17 1.478(4) . ? C9 C16 1.497(4) . ? C3 C4 1.389(4) . ? C3 C8 1.501(3) . ? C6 C5 1.371(4) . ? C6 H6 0.96(3) . ? C4 C5 1.385(4) . ? C4 H4 0.94(3) . ? C12 C13 1.515(3) . ? C12 H12B 1.01(3) . ? C12 H12A 1.04(3) . ? C5 H5 0.99(3) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C16 H16C 0.85(5) . ? C16 H16B 0.87(4) . ? C16 H16A 0.94(5) . ? C8 O4 1.215(3) . ? C8 O3 1.257(3) . ? O3 Zn1 1.9277(18) 4_666 ? N4 C14 1.343(3) . ? N4 N3 1.347(3) . ? N4 H444 0.82(3) . ? N3 C15 1.335(3) . ? N3 Zn1 2.0159(19) 4_565 ? C15 C13 1.388(3) . ? C15 C18 1.480(4) . ? C14 C13 1.375(3) . ? C14 C19 1.488(4) . ? C19 H19C 0.91(4) . ? C19 H19B 0.93(4) . ? C19 H19A 0.98(5) . ? C18 H18C 0.88(4) . ? C18 H18B 0.90(4) . ? C18 H18A 0.93(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 O3 Zn1 O1 130.19(9) 4_565 . y O3 Zn1 N3 112.54(9) 4_565 4_666 y O1 Zn1 N3 95.26(8) . 4_666 y O3 Zn1 N1 93.43(8) 4_565 . y O1 Zn1 N1 111.90(8) . . y N3 Zn1 N1 114.73(9) 4_666 . y C9 C10 C11 105.1(2) . . ? C9 C10 C12 129.7(2) . . ? C11 C10 C12 125.2(2) . . ? C7 O1 Zn1 125.40(16) . . ? C11 N2 N1 112.5(2) . . ? C11 N2 H222 130(2) . . ? N1 N2 H222 117(2) . . ? N2 N1 C9 105.1(2) . . ? N2 N1 Zn1 116.06(16) . . ? C9 N1 Zn1 127.81(17) . . ? C6 C1 C2 118.7(2) . . ? C6 C1 C7 120.5(2) . . ? C2 C1 C7 120.8(2) . . ? O2 C7 O1 123.6(2) . . ? O2 C7 C1 119.3(2) . . ? O1 C7 C1 117.0(2) . . ? C3 C2 C1 120.8(2) . . ? C3 C2 H2 119.8(17) . . ? C1 C2 H2 119.4(17) . . ? N2 C11 C10 106.5(2) . . ? N2 C11 C17 122.0(2) . . ? C10 C11 C17 131.5(2) . . ? N1 C9 C10 110.7(2) . . ? N1 C9 C16 119.2(3) . . ? C10 C9 C16 130.1(3) . . ? C2 C3 C4 119.5(2) . . ? C2 C3 C8 121.1(2) . . ? C4 C3 C8 119.4(2) . . ? C5 C6 C1 120.8(2) . . ? C5 C6 H6 121.1(17) . . ? C1 C6 H6 117.9(17) . . ? C5 C4 C3 119.9(3) . . ? C5 C4 H4 118.6(19) . . ? C3 C4 H4 121.4(19) . . ? C10 C12 C13 115.2(2) . . ? C10 C12 H12B 107.9(16) . . ? C13 C12 H12B 108.5(16) . . ? C10 C12 H12A 109.5(14) . . ? C13 C12 H12A 107.0(14) . . ? H12B C12 H12A 109(2) . . ? C6 C5 C4 120.2(3) . . ? C6 C5 H5 118.5(18) . . ? C4 C5 H5 121.3(18) . . ? C11 C17 H17A 109.5 . . ? C11 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C11 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C9 C16 H16C 107(3) . . ? C9 C16 H16B 110(2) . . ? H16C C16 H16B 107(4) . . ? C9 C16 H16A 113(2) . . ? H16C C16 H16A 109(3) . . ? H16B C16 H16A 110(3) . . ? O4 C8 O3 122.9(3) . . ? O4 C8 C3 120.8(3) . . ? O3 C8 C3 116.3(2) . . ? C8 O3 Zn1 116.94(17) . 4_666 ? C14 N4 N3 111.6(2) . . ? C14 N4 H444 127.1(19) . . ? N3 N4 H444 121.2(19) . . ? C15 N3 N4 105.49(19) . . ? C15 N3 Zn1 126.83(17) . 4_565 ? N4 N3 Zn1 124.72(15) . 4_565 ? N3 C15 C13 110.6(2) . . ? N3 C15 C18 121.4(2) . . ? C13 C15 C18 128.0(2) . . ? N4 C14 C13 106.9(2) . . ? N4 C14 C19 120.9(2) . . ? C13 C14 C19 132.2(2) . . ? C14 C13 C15 105.4(2) . . ? C14 C13 C12 128.4(2) . . ? C15 C13 C12 126.1(2) . . ? C14 C19 H19C 107(2) . . ? C14 C19 H19B 114(2) . . ? H19C C19 H19B 112(3) . . ? C14 C19 H19A 114(3) . . ? H19C C19 H19A 104(4) . . ? H19B C19 H19A 105(3) . . ? C15 C18 H18C 114(3) . . ? C15 C18 H18B 105(2) . . ? H18C C18 H18B 111(3) . . ? C15 C18 H18A 106(2) . . ? H18C C18 H18A 109(4) . . ? H18B C18 H18A 112(3) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.63 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.676 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.073 # Attachment 'TMA_Revised.cif' ############################################################# # ***indian association for the cultivation of science*** # # this structure was solved by raju mondal on 14/12/2007 ############################################################# data_07rmd010 _database_code_depnum_ccdc_archive 'CCDC 674002' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 N4 O6 Zn' _chemical_formula_weight 477.77 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' Zn Zn 0.2839 1.4301 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.5804(2) _cell_length_b 16.1162(4) _cell_length_c 15.2193(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.4280(10) _cell_angle_gamma 90.00 _cell_volume 2104.52(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5447 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 25.0 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 27531 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.25 _reflns_number_total 4703 _reflns_number_gt 3626 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0402P)^2^+1.2948P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4703 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0900 _refine_ls_wR_factor_gt 0.0818 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.009 _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 -0.01311(3) 0.104789(16) 0.213447(17) 0.02635(10) Uani 1 1 d . . . O6 O -0.0215(2) 0.38313(12) 0.65489(11) 0.0410(5) Uani 1 1 d . . . N3 N -0.1675(2) 0.03492(13) 0.27974(13) 0.0308(5) Uani 1 1 d . . . C7 C 0.1428(3) 0.23752(15) 0.29626(15) 0.0296(5) Uani 1 1 d . . . O5 O -0.1327(2) 0.27558(12) 0.58830(12) 0.0428(5) Uani 1 1 d . . . O1 O 0.0707(2) 0.17010(11) 0.31157(11) 0.0379(4) Uani 1 1 d . . . O2 O 0.2092(2) 0.25520(12) 0.22722(12) 0.0463(5) Uani 1 1 d . . . C6 C 0.2284(3) 0.37323(15) 0.35872(15) 0.0277(5) Uani 1 1 d . . . C4 C 0.1425(3) 0.42145(15) 0.49916(15) 0.0278(5) Uani 1 1 d . . . C1 C 0.1412(3) 0.30132(14) 0.36834(14) 0.0264(5) Uani 1 1 d . . . C2 C 0.0522(3) 0.29043(15) 0.44318(15) 0.0258(5) Uani 1 1 d . . . C5 C 0.2287(3) 0.43388(14) 0.42350(15) 0.0268(5) Uani 1 1 d . . . C14 C -0.2694(3) -0.04870(14) 0.38220(15) 0.0285(5) Uani 1 1 d . . . N4 N -0.3244(3) 0.03266(14) 0.27170(15) 0.0330(5) Uani 1 1 d . . . C16 C -0.3893(3) -0.01663(15) 0.33188(16) 0.0320(5) Uani 1 1 d . . . C13 C -0.2828(4) -0.10815(18) 0.45772(17) 0.0409(7) Uani 1 1 d . . . C8 C -0.0363(3) 0.33886(15) 0.59119(15) 0.0300(5) Uani 1 1 d . . . C15 C -0.1327(3) -0.01537(14) 0.34759(15) 0.0285(5) Uani 1 1 d . . . C3 C 0.0541(3) 0.35048(14) 0.50884(14) 0.0257(5) Uani 1 1 d . . . C20 C 0.0319(3) -0.03057(19) 0.37408(19) 0.0436(7) Uani 1 1 d . . . H20A H 0.0869 0.0212 0.3765 0.065 Uiso 1 1 calc R . . H20B H 0.0803 -0.0664 0.3319 0.065 Uiso 1 1 calc R . . H20C H 0.0347 -0.0564 0.4309 0.065 Uiso 1 1 calc R . . C19 C -0.5606(3) -0.0305(2) 0.3349(2) 0.0501(8) Uani 1 1 d . . . H19A H -0.6123 0.0099 0.2985 0.075 Uiso 1 1 calc R . . H19B H -0.5958 -0.0250 0.3943 0.075 Uiso 1 1 calc R . . H19C H -0.5842 -0.0852 0.3137 0.075 Uiso 1 1 calc R . . H6 H 0.288(3) 0.3819(15) 0.3085(16) 0.026(6) Uiso 1 1 d . . . H4 H 0.143(3) 0.4614(16) 0.5405(16) 0.032(7) Uiso 1 1 d . . . H2 H -0.002(3) 0.2435(18) 0.4510(17) 0.037(7) Uiso 1 1 d . . . H444 H -0.368(3) 0.0593(17) 0.2329(17) 0.030(7) Uiso 1 1 d . . . H5 H -0.181(4) 0.2752(19) 0.632(2) 0.050(9) Uiso 1 1 d . . . H13B H -0.338(3) -0.0833(17) 0.5034(19) 0.040(8) Uiso 1 1 d . . . H13A H -0.181(4) -0.116(2) 0.485(2) 0.062(10) Uiso 1 1 d . . . C9 C 0.3210(3) 0.51230(15) 0.41136(16) 0.0313(5) Uani 1 1 d . . . O3 O 0.3802(2) 0.52118(11) 0.33559(11) 0.0402(5) Uani 1 1 d . . . O4 O 0.3323(2) 0.56125(12) 0.47324(12) 0.0463(5) Uani 1 1 d . . . N1 N -0.4100(2) -0.31205(12) 0.37239(13) 0.0297(4) Uani 1 1 d . . . N2 N -0.4850(3) -0.30597(13) 0.44989(13) 0.0306(5) Uani 1 1 d . . . C10 C -0.3303(3) -0.24113(15) 0.36317(16) 0.0300(5) Uani 1 1 d . . . C11 C -0.3545(3) -0.19044(15) 0.43617(15) 0.0290(5) Uani 1 1 d . . . C12 C -0.4560(3) -0.23424(15) 0.48939(16) 0.0311(5) Uani 1 1 d . . . C17 C -0.2367(4) -0.2258(2) 0.2821(2) 0.0426(7) Uani 1 1 d . . . C18 C -0.5283(4) -0.21248(19) 0.57519(18) 0.0484(8) Uani 1 1 d . . . H18C H -0.5783 -0.2606 0.5992 0.073 Uiso 1 1 calc R . . H18B H -0.6041 -0.1694 0.5664 0.073 Uiso 1 1 calc R . . H18A H -0.4490 -0.1934 0.6152 0.073 Uiso 1 1 calc R . . H222 H -0.547(3) -0.3438(19) 0.4619(18) 0.041(8) Uiso 1 1 d . . . H17C H -0.287(4) -0.184(2) 0.246(2) 0.062(10) Uiso 1 1 d . . . H17B H -0.234(4) -0.275(2) 0.250(3) 0.076(11) Uiso 1 1 d . . . H17A H -0.134(5) -0.203(3) 0.296(3) 0.094(14) Uiso 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 0.03479(17) 0.01816(15) 0.02621(15) -0.00066(11) 0.00843(11) 0.00064(12) O6 0.0461(11) 0.0482(12) 0.0288(9) -0.0116(8) 0.0102(8) -0.0125(9) N3 0.0274(11) 0.0280(11) 0.0371(11) 0.0062(9) 0.0024(9) -0.0026(9) C7 0.0343(13) 0.0249(13) 0.0295(12) -0.0041(10) 0.0052(10) 0.0002(10) O5 0.0550(12) 0.0429(12) 0.0310(10) -0.0076(8) 0.0226(9) -0.0224(9) O1 0.0593(12) 0.0244(9) 0.0302(9) -0.0061(7) 0.0054(8) -0.0095(9) O2 0.0589(13) 0.0437(12) 0.0367(10) -0.0132(9) 0.0257(9) -0.0098(10) C6 0.0304(13) 0.0276(13) 0.0253(11) 0.0021(9) 0.0067(10) -0.0035(10) C4 0.0342(14) 0.0235(12) 0.0256(11) -0.0033(10) 0.0043(10) -0.0025(10) C1 0.0320(13) 0.0227(12) 0.0246(11) -0.0021(9) 0.0048(9) -0.0016(10) C2 0.0299(13) 0.0215(12) 0.0260(11) 0.0008(9) 0.0048(9) -0.0055(10) C5 0.0301(13) 0.0201(12) 0.0303(12) 0.0032(9) 0.0027(10) -0.0051(10) C14 0.0360(14) 0.0206(12) 0.0289(12) -0.0012(9) 0.0015(10) -0.0080(10) N4 0.0312(12) 0.0288(12) 0.0390(12) 0.0060(10) -0.0010(10) -0.0002(9) C16 0.0318(13) 0.0274(13) 0.0370(13) -0.0056(10) 0.0059(11) -0.0064(11) C13 0.062(2) 0.0321(15) 0.0284(13) -0.0001(11) 0.0012(13) -0.0194(14) C8 0.0359(14) 0.0287(13) 0.0254(12) -0.0025(10) 0.0062(10) -0.0053(11) C15 0.0343(13) 0.0214(12) 0.0299(12) 0.0013(9) 0.0013(10) -0.0037(10) C3 0.0288(12) 0.0244(12) 0.0239(11) 0.0001(9) 0.0056(9) -0.0045(10) C20 0.0340(15) 0.0478(18) 0.0490(16) 0.0117(13) -0.0015(12) -0.0013(13) C19 0.0317(15) 0.060(2) 0.0591(18) -0.0050(15) 0.0045(13) -0.0085(14) C9 0.0359(14) 0.0224(12) 0.0357(13) 0.0030(10) 0.0070(11) -0.0045(10) O3 0.0542(12) 0.0301(10) 0.0364(10) 0.0032(8) 0.0151(9) -0.0155(9) O4 0.0629(13) 0.0320(11) 0.0444(11) -0.0070(9) 0.0156(9) -0.0229(10) N1 0.0365(11) 0.0237(11) 0.0291(10) -0.0004(8) 0.0066(8) -0.0052(9) N2 0.0384(12) 0.0241(11) 0.0294(10) 0.0006(8) 0.0065(9) -0.0099(10) C10 0.0318(13) 0.0252(13) 0.0329(12) 0.0033(10) 0.0043(10) -0.0048(10) C11 0.0354(13) 0.0249(13) 0.0268(11) 0.0022(9) 0.0023(10) -0.0066(10) C12 0.0371(14) 0.0257(13) 0.0306(12) 0.0005(10) 0.0049(10) -0.0053(11) C17 0.0527(19) 0.0361(17) 0.0394(15) -0.0022(13) 0.0179(14) -0.0113(15) C18 0.066(2) 0.0418(17) 0.0377(15) -0.0067(12) 0.0198(14) -0.0138(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9198(16) 2_545 ? Zn1 O1 1.9594(17) . ? Zn1 N1 1.981(2) 2_455 ? Zn1 N3 2.0152(19) . ? O6 C8 1.210(3) . ? N3 C15 1.345(3) . ? N3 N4 1.352(3) . ? C7 O2 1.233(3) . ? C7 O1 1.273(3) . ? C7 C1 1.504(3) . ? O5 C8 1.314(3) . ? O5 H5 0.78(3) . ? C6 C1 1.388(3) . ? C6 C5 1.388(3) . ? C6 H6 0.93(2) . ? C4 C3 1.381(3) . ? C4 C5 1.388(3) . ? C4 H4 0.90(3) . ? C1 C2 1.387(3) . ? C2 C3 1.391(3) . ? C2 H2 0.90(3) . ? C5 C9 1.503(3) . ? C14 C16 1.378(4) . ? C14 C15 1.396(3) . ? C14 C13 1.501(3) . ? N4 C16 1.337(3) . ? N4 H444 0.82(3) . ? C16 C19 1.488(4) . ? C13 C11 1.497(3) . ? C13 H13B 0.94(3) . ? C13 H13A 0.97(4) . ? C8 C3 1.490(3) . ? C15 C20 1.486(3) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C9 O4 1.232(3) . ? C9 O3 1.272(3) . ? O3 Zn1 1.9198(16) 2 ? N1 C10 1.340(3) . ? N1 N2 1.351(3) . ? N1 Zn1 1.981(2) 2_445 ? N2 C12 1.326(3) . ? N2 H222 0.83(3) . ? C10 C11 1.396(3) . ? C10 C17 1.498(3) . ? C11 C12 1.387(3) . ? C12 C18 1.491(3) . ? C17 H17C 0.97(4) . ? C17 H17B 0.93(4) . ? C17 H17A 0.98(4) . ? C18 H18C 0.9600 . ? C18 H18B 0.9600 . ? C18 H18A 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 117.23(8) 2_545 . ? O3 Zn1 N1 114.48(8) 2_545 2_455 ? O1 Zn1 N1 104.93(8) . 2_455 ? O3 Zn1 N3 101.37(8) 2_545 . ? O1 Zn1 N3 99.06(8) . . ? N1 Zn1 N3 119.42(8) 2_455 . ? C15 N3 N4 105.57(19) . . ? C15 N3 Zn1 125.34(16) . . ? N4 N3 Zn1 128.90(16) . . ? O2 C7 O1 125.6(2) . . ? O2 C7 C1 118.1(2) . . ? O1 C7 C1 116.3(2) . . ? C8 O5 H5 108(2) . . ? C7 O1 Zn1 119.68(15) . . ? C1 C6 C5 120.8(2) . . ? C1 C6 H6 120.7(15) . . ? C5 C6 H6 118.5(15) . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 121.3(16) . . ? C5 C4 H4 118.3(16) . . ? C2 C1 C6 119.5(2) . . ? C2 C1 C7 121.4(2) . . ? C6 C1 C7 119.1(2) . . ? C1 C2 C3 119.9(2) . . ? C1 C2 H2 120.3(17) . . ? C3 C2 H2 119.7(17) . . ? C4 C5 C6 119.3(2) . . ? C4 C5 C9 120.5(2) . . ? C6 C5 C9 120.2(2) . . ? C16 C14 C15 105.7(2) . . ? C16 C14 C13 127.1(2) . . ? C15 C14 C13 127.1(2) . . ? C16 N4 N3 111.9(2) . . ? C16 N4 H444 128.0(19) . . ? N3 N4 H444 120.1(19) . . ? N4 C16 C14 106.9(2) . . ? N4 C16 C19 121.7(2) . . ? C14 C16 C19 131.3(2) . . ? C11 C13 C14 115.5(2) . . ? C11 C13 H13B 109.4(17) . . ? C14 C13 H13B 109.8(18) . . ? C11 C13 H13A 110(2) . . ? C14 C13 H13A 110(2) . . ? H13B C13 H13A 102(3) . . ? O6 C8 O5 123.2(2) . . ? O6 C8 C3 123.2(2) . . ? O5 C8 C3 113.6(2) . . ? N3 C15 C14 109.9(2) . . ? N3 C15 C20 120.8(2) . . ? C14 C15 C20 129.3(2) . . ? C4 C3 C2 120.2(2) . . ? C4 C3 C8 118.9(2) . . ? C2 C3 C8 120.9(2) . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C9 O3 126.3(2) . . ? O4 C9 C5 118.9(2) . . ? O3 C9 C5 114.9(2) . . ? C9 O3 Zn1 132.38(17) . 2 ? C10 N1 N2 106.04(19) . . ? C10 N1 Zn1 132.51(16) . 2_445 ? N2 N1 Zn1 117.78(15) . 2_445 ? C12 N2 N1 111.7(2) . . ? C12 N2 H222 131(2) . . ? N1 N2 H222 117(2) . . ? N1 C10 C11 109.7(2) . . ? N1 C10 C17 120.3(2) . . ? C11 C10 C17 130.0(2) . . ? C12 C11 C10 105.3(2) . . ? C12 C11 C13 125.6(2) . . ? C10 C11 C13 129.0(2) . . ? N2 C12 C11 107.2(2) . . ? N2 C12 C18 121.6(2) . . ? C11 C12 C18 131.2(2) . . ? C10 C17 H17C 110(2) . . ? C10 C17 H17B 108(2) . . ? H17C C17 H17B 107(3) . . ? C10 C17 H17A 112(2) . . ? H17C C17 H17A 105(3) . . ? H17B C17 H17A 114(3) . . ? C12 C18 H18C 109.5 . . ? C12 C18 H18B 109.5 . . ? H18C C18 H18B 109.5 . . ? C12 C18 H18A 109.5 . . ? H18C C18 H18A 109.5 . . ? H18B C18 H18A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.25 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.568 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.062 # Attachment 'TPA1.cif' ############################################################# # ***Indian Association for the Cultivation of Science*** # # this structure was solved by Raju Mondal on 14/12/2007 ############################################################# data_07rmd009 _database_code_depnum_ccdc_archive 'CCDC 674003' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H20 N4 O4 Zn' _chemical_formula_weight 433.76 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' Zn Zn 0.2839 1.4301 '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 19.5910(10) _cell_length_b 13.4860(7) _cell_length_c 19.1550(10) _cell_angle_alpha 90.00 _cell_angle_beta 120.240(2) _cell_angle_gamma 90.00 _cell_volume 4372.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5930 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 25.79 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 1.153 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 35495 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.19 _reflns_number_total 5341 _reflns_number_gt 3401 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0874P)^2^+1.3713P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5341 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0906 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1546 _refine_ls_wR_factor_gt 0.1329 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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 0.05055(2) 0.22683(3) 0.04686(2) 0.05170(16) Uani 1 1 d . . . O1 O -0.05628(16) 0.2366(2) 0.0237(2) 0.0837(8) Uani 1 1 d . . . N1 N 0.10945(16) 0.3549(2) 0.07858(16) 0.0578(7) Uani 1 1 d . . . C1 C -0.1725(2) 0.2738(3) 0.0224(2) 0.0568(8) Uani 1 1 d . . . N2 N 0.08417(18) 0.4356(2) 0.10086(17) 0.0575(7) Uani 1 1 d . . . O3 O 0.04304(19) 0.1895(2) -0.05368(15) 0.0794(8) Uani 1 1 d . . . C8 C 0.04826(19) 0.1058(3) -0.08011(19) 0.0554(8) Uani 1 1 d . . . C4 C 0.02332(18) 0.1050(2) -0.16841(19) 0.0511(7) Uani 1 1 d . . . C15 C 0.1396(2) 0.5057(3) 0.1319(2) 0.0609(8) Uani 1 1 d . . . C13 C 0.2042(2) 0.4704(3) 0.12969(18) 0.0590(8) Uani 1 1 d . . . C5 C 0.01191(19) 0.0168(3) -0.20862(18) 0.0526(7) Uani 1 1 d . . . O4 O 0.07040(19) 0.0293(2) -0.04080(14) 0.0875(9) Uani 1 1 d . . . C2 C -0.2004(2) 0.1781(3) -0.0008(2) 0.0617(9) Uani 1 1 d . . . C12 C 0.2828(2) 0.5203(3) 0.1602(2) 0.0733(11) Uani 1 1 d . . . H12A H 0.3165 0.4772 0.1500 0.088 Uiso 1 1 calc R . . H12B H 0.2749 0.5809 0.1297 0.088 Uiso 1 1 calc R . . C14 C 0.1832(2) 0.3762(3) 0.0959(2) 0.0644(9) Uani 1 1 d . . . O2 O -0.05995(18) 0.3774(3) 0.0790(2) 0.1088(12) Uani 1 1 d . . . C6 C -0.2230(2) 0.3448(3) 0.0233(2) 0.0632(9) Uani 1 1 d . . . C3 C 0.0112(3) 0.1930(3) -0.2098(2) 0.0742(12) Uani 1 1 d . . . C7 C -0.0896(2) 0.2992(3) 0.0445(2) 0.0639(9) Uani 1 1 d . . . C19 C 0.1253(3) 0.6018(3) 0.1610(3) 0.0952(14) Uani 1 1 d . . . H19A H 0.0850 0.5931 0.1750 0.143 Uiso 1 1 calc R . . H19B H 0.1085 0.6507 0.1191 0.143 Uiso 1 1 calc R . . H19C H 0.1733 0.6235 0.2078 0.143 Uiso 1 1 calc R . . C18 C 0.2299(3) 0.3025(4) 0.0796(3) 0.1097(19) Uani 1 1 d . . . H18A H 0.1948 0.2564 0.0393 0.165 Uiso 1 1 calc R . . H18B H 0.2647 0.2674 0.1284 0.165 Uiso 1 1 calc R . . H18C H 0.2606 0.3362 0.0604 0.165 Uiso 1 1 calc R . . H3 H 0.0179(19) 0.247(3) -0.189(2) 0.045(9) Uiso 1 1 d . . . H5 H 0.0190(19) -0.045(3) -0.173(2) 0.062(9) Uiso 1 1 d . . . H6 H -0.207(2) 0.396(3) 0.038(2) 0.046(11) Uiso 1 1 d . . . H222 H 0.039(2) 0.426(3) 0.098(2) 0.068(11) Uiso 1 1 d . . . H2 H -0.168(2) 0.129(3) -0.002(2) 0.066(10) Uiso 1 1 d . . . N3 N 0.39247(16) 0.6292(2) 0.36426(15) 0.0555(7) Uani 1 1 d . . . N4 N 0.37720(16) 0.5373(2) 0.37968(16) 0.0572(7) Uani 1 1 d . . . C9 C 0.36091(18) 0.6342(3) 0.28386(18) 0.0532(8) Uani 1 1 d . . . C10 C 0.32462(18) 0.5452(3) 0.24862(18) 0.0547(8) Uani 1 1 d . . . C11 C 0.3376(2) 0.4841(3) 0.3124(2) 0.0623(9) Uani 1 1 d . . . C16 C 0.3709(3) 0.7251(3) 0.2449(2) 0.0769(11) Uani 1 1 d . . . H16C H 0.3879 0.7793 0.2825 0.115 Uiso 1 1 calc R . . H16B H 0.3214 0.7415 0.1978 0.115 Uiso 1 1 calc R . . H16A H 0.4098 0.7128 0.2295 0.115 Uiso 1 1 calc R . . C17 C 0.3193(3) 0.3780(3) 0.3155(3) 0.0962(15) Uani 1 1 d . . . H17C H 0.3620 0.3478 0.3628 0.144 Uiso 1 1 calc R . . H17B H 0.3126 0.3447 0.2681 0.144 Uiso 1 1 calc R . . H17A H 0.2716 0.3727 0.3176 0.144 Uiso 1 1 calc R . . H444 H 0.3982(18) 0.522(2) 0.433(2) 0.052(9) Uiso 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 0.0520(2) 0.0554(3) 0.0411(2) -0.00569(16) 0.01858(17) 0.00691(16) O1 0.0574(15) 0.085(2) 0.108(2) -0.0069(16) 0.0406(17) 0.0076(13) N1 0.0576(16) 0.0624(18) 0.0504(15) -0.0099(13) 0.0250(13) 0.0004(13) C1 0.0562(18) 0.071(2) 0.0421(17) 0.0072(16) 0.0237(15) 0.0082(17) N2 0.0563(17) 0.0548(17) 0.0582(17) -0.0053(13) 0.0265(14) 0.0035(14) O3 0.120(2) 0.0656(16) 0.0534(14) -0.0091(13) 0.0442(15) 0.0079(16) C8 0.0579(18) 0.063(2) 0.0426(17) -0.0062(16) 0.0235(15) 0.0008(16) C4 0.0564(17) 0.0549(19) 0.0426(16) -0.0037(14) 0.0253(14) 0.0001(14) C15 0.069(2) 0.055(2) 0.0500(19) -0.0005(16) 0.0234(17) -0.0021(17) C13 0.0603(19) 0.077(2) 0.0376(16) -0.0062(16) 0.0229(15) -0.0097(17) C5 0.0592(18) 0.057(2) 0.0389(16) -0.0001(14) 0.0224(14) -0.0003(15) O4 0.133(3) 0.0750(19) 0.0407(13) 0.0020(13) 0.0338(15) 0.0221(17) C2 0.063(2) 0.070(2) 0.055(2) 0.0074(18) 0.0319(17) 0.0157(19) C12 0.077(2) 0.100(3) 0.0440(19) -0.0114(19) 0.0314(18) -0.027(2) C14 0.062(2) 0.079(3) 0.0508(19) -0.0139(18) 0.0279(17) -0.0029(18) O2 0.0760(19) 0.113(3) 0.149(3) -0.049(2) 0.065(2) -0.0201(19) C6 0.065(2) 0.063(2) 0.063(2) 0.001(2) 0.0336(19) 0.001(2) C3 0.116(3) 0.051(2) 0.057(2) -0.0101(19) 0.044(2) -0.002(2) C7 0.056(2) 0.077(3) 0.055(2) 0.0034(18) 0.0252(17) 0.0057(19) C19 0.104(3) 0.060(3) 0.113(4) -0.018(2) 0.048(3) 0.000(2) C18 0.078(3) 0.138(4) 0.120(4) -0.059(4) 0.055(3) -0.007(3) N3 0.0621(16) 0.0581(17) 0.0416(14) 0.0023(12) 0.0225(13) -0.0061(13) N4 0.0631(17) 0.0614(18) 0.0377(14) 0.0037(13) 0.0185(13) -0.0095(14) C9 0.0527(17) 0.067(2) 0.0399(16) 0.0061(15) 0.0233(14) -0.0004(15) C10 0.0541(17) 0.070(2) 0.0392(16) -0.0029(15) 0.0232(14) -0.0114(16) C11 0.067(2) 0.071(2) 0.0470(18) -0.0037(17) 0.0269(17) -0.0142(18) C16 0.099(3) 0.076(3) 0.054(2) 0.0068(19) 0.038(2) -0.011(2) C17 0.134(4) 0.078(3) 0.059(2) -0.005(2) 0.036(3) -0.041(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.913(3) . ? Zn1 O3 1.923(2) . ? Zn1 N3 1.991(3) 4_545 ? Zn1 N1 1.995(3) . ? O1 C7 1.249(5) . ? N1 C14 1.341(4) . ? N1 N2 1.350(4) . ? C1 C6 1.384(5) . ? C1 C2 1.384(5) . ? C1 C7 1.497(5) . ? N2 C15 1.333(5) . ? N2 H222 0.86(4) . ? O3 C8 1.262(4) . ? C8 O4 1.221(4) . ? C8 C4 1.506(4) . ? C4 C5 1.373(4) . ? C4 C3 1.381(5) . ? C15 C13 1.372(5) . ? C15 C19 1.492(5) . ? C13 C14 1.390(5) . ? C13 C12 1.503(5) . ? C5 C5 1.409(6) 2_554 ? C5 H5 1.04(4) . ? C2 C6 1.372(5) 7_455 ? C2 H2 0.93(4) . ? C12 C10 1.502(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C14 C18 1.487(5) . ? O2 C7 1.225(5) . ? C6 C2 1.372(5) 7_455 ? C6 H6 0.75(3) . ? C3 C3 1.371(7) 2_554 ? C3 H3 0.81(3) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? N3 C9 1.342(4) . ? N3 N4 1.343(4) . ? N3 Zn1 1.991(3) 4 ? N4 C11 1.330(4) . ? N4 H444 0.92(3) . ? C9 C10 1.385(5) . ? C9 C16 1.498(5) . ? C10 C11 1.387(5) . ? C11 C17 1.484(5) . ? C16 H16C 0.9600 . ? C16 H16B 0.9600 . ? C16 H16A 0.9600 . ? C17 H17C 0.9600 . ? C17 H17B 0.9600 . ? C17 H17A 0.9600 . ? 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 O3 105.22(14) . . ? O1 Zn1 N3 108.70(13) . 4_545 ? O3 Zn1 N3 114.23(11) . 4_545 ? O1 Zn1 N1 114.12(12) . . ? O3 Zn1 N1 105.82(12) . . ? N3 Zn1 N1 108.85(11) 4_545 . ? C7 O1 Zn1 131.2(3) . . ? C14 N1 N2 105.7(3) . . ? C14 N1 Zn1 130.3(2) . . ? N2 N1 Zn1 123.1(2) . . ? C6 C1 C2 118.6(3) . . ? C6 C1 C7 121.3(4) . . ? C2 C1 C7 120.1(3) . . ? C15 N2 N1 111.5(3) . . ? C15 N2 H222 135(3) . . ? N1 N2 H222 112(3) . . ? C8 O3 Zn1 130.9(2) . . ? O4 C8 O3 125.7(3) . . ? O4 C8 C4 120.0(3) . . ? O3 C8 C4 114.3(3) . . ? C5 C4 C3 119.4(3) . . ? C5 C4 C8 120.4(3) . . ? C3 C4 C8 120.3(3) . . ? N2 C15 C13 107.3(3) . . ? N2 C15 C19 121.2(3) . . ? C13 C15 C19 131.5(4) . . ? C15 C13 C14 105.7(3) . . ? C15 C13 C12 127.8(4) . . ? C14 C13 C12 126.5(3) . . ? C4 C5 C5 119.95(19) . 2_554 ? C4 C5 H5 112.9(18) . . ? C5 C5 H5 127.0(18) 2_554 . ? C6 C2 C1 120.3(4) 7_455 . ? C6 C2 H2 119(2) 7_455 . ? C1 C2 H2 120(2) . . ? C10 C12 C13 114.1(3) . . ? C10 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? C10 C12 H12B 108.7 . . ? C13 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? N1 C14 C13 109.9(3) . . ? N1 C14 C18 120.4(4) . . ? C13 C14 C18 129.8(4) . . ? C2 C6 C1 121.1(4) 7_455 . ? C2 C6 H6 120(3) 7_455 . ? C1 C6 H6 118(3) . . ? C3 C3 C4 120.7(2) 2_554 . ? C3 C3 H3 116(2) 2_554 . ? C4 C3 H3 123(2) . . ? O2 C7 O1 125.0(4) . . ? O2 C7 C1 120.1(4) . . ? O1 C7 C1 114.9(4) . . ? C15 C19 H19A 109.5 . . ? C15 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C15 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C9 N3 N4 105.9(3) . . ? C9 N3 Zn1 133.2(2) . 4 ? N4 N3 Zn1 120.9(2) . 4 ? C11 N4 N3 111.7(3) . . ? C11 N4 H444 132(2) . . ? N3 N4 H444 116(2) . . ? N3 C9 C10 110.0(3) . . ? N3 C9 C16 120.8(3) . . ? C10 C9 C16 129.1(3) . . ? C9 C10 C11 105.3(3) . . ? C9 C10 C12 126.7(3) . . ? C11 C10 C12 127.9(3) . . ? N4 C11 C10 107.0(3) . . ? N4 C11 C17 121.0(3) . . ? C10 C11 C17 131.9(3) . . ? C9 C16 H16C 109.5 . . ? C9 C16 H16B 109.5 . . ? H16C C16 H16B 109.5 . . ? C9 C16 H16A 109.5 . . ? H16C C16 H16A 109.5 . . ? H16B C16 H16A 109.5 . . ? C11 C17 H17C 109.5 . . ? C11 C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C11 C17 H17A 109.5 . . ? H17C C17 H17A 109.5 . . ? H17B C17 H17A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.19 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.068 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.076