# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Luiz Fernando de Oliveira' _publ_contact_author_email luiz.oliveira@ufjf.edu.br _publ_section_title ; An interesting pseudo-honeycomb supramolecular arrangement obtained from the interaction between 4-aminosalicylic acid, trans-1,2-bis(4-pyridyl)ethylene and transition metal ions ; loop_ _publ_author_name H.Garcia R.Diniz 'L.F.de Oliveira' # Attachment '- ASMBpe.txt' #----------------------------------------------------------------------------# # Global data block identification for start of deposition data_ASBPECO _database_code_depnum_ccdc_archive 'CCDC 794353' #TrackingRef '- ASMBpe.txt' _audit_creation_date 'Octuber 10 14:05:31 2011' _audit_creation_method SHELXL-97 #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; tetraaquacobalt(II)-trans-1,2-bis(4-pyridil) -ethylene bis-aminosalicylate tetraahydrate ; _chemical_name_common ; tetraaquacobalt(ii)-trans-1,2-bis(4-pyridil) -ethylene bis- aminosalicylate tetraahydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C12 H18 N2 O4 Co, 2(C7 H6 N O3), 4(H2 O)' _chemical_formula_sum 'C26 H38 Co N4 O14' _chemical_formula_weight 689.53 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 13.7314(2) _cell_length_b 7.6426(2) _cell_length_c 14.8068(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.755(2) _cell_angle_gamma 90.00 _cell_volume 1543.09(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.7649 _cell_measurement_theta_max 32.8388 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prismatic _exptl_crystal_colour orange _exptl_crystal_size_max 0.87 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 722 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.1354 0 1 -1 0.1352 0 0 -1 0.1128 0 0 1 0.1252 -1 0 0 0.3910 1 0 0 0.4435 0 1 1 0.1361 0 -1 -1 0.1659 _exptl_absorpt_coefficient_mu 0.631 _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.859 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing et al.,1995)' _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 7772 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3166 _reflns_number_gt 2615 _reflns_threshold_expression >2sigma(I) _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 FOR WINDOWS (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0922P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.017(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3165 _refine_ls_number_parameters 242 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0474 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.1400 _refine_ls_wR_factor_gt 0.1336 _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_restrained_S_all 1.188 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.704 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.074 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' Co Co 0.3494 0.9721 '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' 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 O6 O 0.58130(17) -0.3111(3) 0.24445(14) 0.0522(6) Uani 1 1 d D . . O7 O 0.26527(17) 0.3868(3) 0.16045(15) 0.0592(6) Uani 1 1 d D . . HN1B H -0.084(2) 0.885(5) -0.256(2) 0.068(10) Uiso 1 1 d . . . HN1A H -0.134(2) 0.729(5) -0.194(2) 0.055(9) Uiso 1 1 d . . . H7B H 0.287(4) 0.386(7) 0.109(2) 0.16(2) Uiso 1 1 d D . . H6B H 0.596(2) -0.393(3) 0.2082(18) 0.055(9) Uiso 1 1 d D . . H6A H 0.6336(19) -0.269(5) 0.277(2) 0.082(13) Uiso 1 1 d D . . H13 H 0.978(2) 0.133(4) -0.0852(18) 0.049(8) Uiso 1 1 d . . . H7A H 0.255(4) 0.471(5) 0.198(3) 0.13(2) Uiso 1 1 d D . . H5B H 0.484(2) 0.055(4) 0.172(2) 0.082(12) Uiso 1 1 d D . . H4B H 0.525(2) 0.331(4) 0.0507(19) 0.078(12) Uiso 1 1 d D . . Co1 Co 0.5000 0.0000 0.0000 0.01916(19) Uani 1 2 d S . . O3 O 0.26204(13) 0.7968(3) -0.22770(11) 0.0422(5) Uani 1 1 d . . . H3 H 0.3134 0.7529 -0.2042 0.063 Uiso 1 1 calc R . . C6 C 0.20070(16) 0.6022(3) -0.12028(14) 0.0313(5) Uani 1 1 d . . . O2 O 0.37068(12) 0.5865(3) -0.12932(11) 0.0417(5) Uani 1 1 d . . . C4 C 0.09258(18) 0.7863(4) -0.22134(16) 0.0370(6) Uani 1 1 d . . . H4 H 0.0845 0.8692 -0.2676 0.044 Uiso 1 1 calc R . . N2 N 0.65676(15) 0.0263(3) -0.00178(15) 0.0311(5) Uani 1 1 d . . . O1 O 0.31294(14) 0.4483(3) -0.01528(13) 0.0438(5) Uani 1 1 d . . . C5 C 0.18566(17) 0.7275(3) -0.18977(15) 0.0317(5) Uani 1 1 d . . . C2 C 0.02519(18) 0.5973(4) -0.11451(16) 0.0368(6) Uani 1 1 d . . . H2 H -0.0283 0.5529 -0.0888 0.044 Uiso 1 1 calc R . . C10 C 0.85928(18) 0.0319(3) -0.01504(18) 0.0329(6) Uani 1 1 d . . . C1 C 0.11789(19) 0.5403(3) -0.08380(17) 0.0341(6) Uani 1 1 d . . . H1 H 0.1259 0.4579 -0.0373 0.041 Uiso 1 1 calc R . . C3 C 0.01035(17) 0.7220(3) -0.18430(16) 0.0350(6) Uani 1 1 d . . . C7 C 0.30021(19) 0.5408(3) -0.08524(17) 0.0338(6) Uani 1 1 d . . . O4 O 0.48648(12) 0.2700(3) 0.00839(13) 0.0454(5) Uani 1 1 d D . . H4A H 0.4283 0.2968 0.0014 0.090 Uiso 1 1 calc D . . C11 C 0.82058(17) -0.0617(4) 0.05328(17) 0.0352(6) Uani 1 1 d . . . H11 H 0.8620 -0.1239 0.0960 0.042 Uiso 1 1 calc R . . O5 O 0.52411(15) -0.0111(2) 0.14432(13) 0.0426(5) Uani 1 1 d D . . H5A H 0.5353 -0.1125 0.1605 0.050 Uiso 1 1 calc D . . C12 C 0.72059(17) -0.0620(4) 0.05752(17) 0.0329(5) Uani 1 1 d . . . H12 H 0.6963 -0.1260 0.1034 0.039 Uiso 1 1 calc R . . C13 C 0.9646(2) 0.0396(4) -0.0259(2) 0.0386(6) Uani 1 1 d . . . N1 N -0.08159(17) 0.7793(4) -0.21569(18) 0.0492(6) Uani 1 1 d . . . C8 C 0.69411(17) 0.1175(4) -0.06668(16) 0.0374(6) Uani 1 1 d . . . H8 H 0.6514 0.1799 -0.1082 0.045 Uiso 1 1 calc R . . C9 C 0.79323(18) 0.1234(4) -0.07497(16) 0.0424(7) Uani 1 1 d . . . H9 H 0.8156 0.1894 -0.1211 0.051 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 O6 0.0673(15) 0.0430(13) 0.0489(12) -0.0008(10) 0.0176(11) 0.0011(11) O7 0.0675(15) 0.0541(15) 0.0582(13) 0.0012(12) 0.0175(12) -0.0009(12) Co1 0.0116(2) 0.0217(3) 0.0242(3) -0.00025(16) 0.00227(15) 0.00185(15) O3 0.0345(9) 0.0494(12) 0.0424(9) 0.0091(9) 0.0031(7) -0.0020(8) C6 0.0334(12) 0.0288(14) 0.0309(11) -0.0060(10) 0.0010(9) 0.0020(10) O2 0.0328(9) 0.0466(12) 0.0458(10) -0.0036(10) 0.0047(7) 0.0005(9) C4 0.0411(14) 0.0356(15) 0.0333(12) 0.0029(11) -0.0002(10) 0.0030(11) N2 0.0214(10) 0.0334(12) 0.0381(11) -0.0032(9) 0.0021(8) 0.0001(8) O1 0.0384(10) 0.0439(11) 0.0480(11) 0.0093(9) -0.0003(8) 0.0109(9) C5 0.0330(12) 0.0336(14) 0.0283(11) -0.0044(10) 0.0026(9) -0.0019(10) C2 0.0332(13) 0.0405(16) 0.0366(12) -0.0024(12) 0.0041(10) -0.0042(12) C10 0.0251(12) 0.0341(14) 0.0398(13) -0.0092(10) 0.0050(10) -0.0009(10) C1 0.0389(14) 0.0300(13) 0.0337(12) -0.0004(10) 0.0048(10) 0.0000(11) C3 0.0323(12) 0.0353(14) 0.0361(12) -0.0074(11) -0.0018(10) 0.0009(11) C7 0.0353(13) 0.0287(13) 0.0370(13) -0.0076(10) 0.0027(10) -0.0013(10) O4 0.0298(9) 0.0357(11) 0.0677(13) -0.0053(9) -0.0071(8) 0.0024(8) C11 0.0265(12) 0.0340(13) 0.0440(13) -0.0024(12) -0.0009(10) 0.0038(11) O5 0.0417(11) 0.0482(13) 0.0382(10) 0.0024(8) 0.0064(8) 0.0115(8) C12 0.0276(12) 0.0315(13) 0.0392(12) 0.0028(11) 0.0023(10) 0.0018(11) C13 0.0278(12) 0.0430(16) 0.0459(14) -0.0072(12) 0.0076(10) -0.0019(11) N1 0.0338(12) 0.0570(17) 0.0556(14) 0.0108(13) -0.0003(10) 0.0046(12) C8 0.0257(12) 0.0458(16) 0.0401(12) 0.0063(12) 0.0017(10) 0.0005(11) C9 0.0315(13) 0.0557(18) 0.0412(13) 0.0057(13) 0.0089(10) -0.0031(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Co1 O4 2.077(2) . ? Co1 O4 2.077(2) 3_655 ? Co1 O5 2.125(2) . ? Co1 O5 2.125(2) 3_655 ? Co1 N2 2.165(2) 3_655 ? Co1 N2 2.165(2) . ? O3 C5 1.354(3) . ? C6 C1 1.398(3) . ? C6 C5 1.403(3) . ? C6 C7 1.480(3) . ? O2 C7 1.278(3) . ? C4 C5 1.383(3) . ? C4 C3 1.401(3) . ? N2 C8 1.337(3) . ? N2 C12 1.347(3) . ? O1 C7 1.250(3) . ? C2 C1 1.371(4) . ? C2 C3 1.403(4) . ? C10 C9 1.382(4) . ? C10 C11 1.394(4) . ? C10 C13 1.475(4) . ? C3 N1 1.365(3) . ? C11 C12 1.382(3) . ? C13 C13 1.313(6) 3_755 ? C8 C9 1.382(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 O4 Co1 O4 180.0 . 3_655 ? O4 Co1 O5 89.08(7) . . ? O4 Co1 O5 90.92(7) 3_655 . ? O4 Co1 O5 90.92(7) . 3_655 ? O4 Co1 O5 89.08(7) 3_655 3_655 ? O5 Co1 O5 180.00(10) . 3_655 ? O4 Co1 N2 89.75(7) . 3_655 ? O4 Co1 N2 90.25(7) 3_655 3_655 ? O5 Co1 N2 91.24(8) . 3_655 ? O5 Co1 N2 88.76(8) 3_655 3_655 ? O4 Co1 N2 90.25(7) . . ? O4 Co1 N2 89.75(7) 3_655 . ? O5 Co1 N2 88.76(8) . . ? O5 Co1 N2 91.24(8) 3_655 . ? N2 Co1 N2 180.00(10) 3_655 . ? C1 C6 C5 117.3(2) . . ? C1 C6 C7 121.1(2) . . ? C5 C6 C7 121.6(2) . . ? C5 C4 C3 120.6(2) . . ? C8 N2 C12 117.0(2) . . ? C8 N2 Co1 121.54(16) . . ? C12 N2 Co1 121.14(16) . . ? O3 C5 C4 117.6(2) . . ? O3 C5 C6 121.1(2) . . ? C4 C5 C6 121.3(2) . . ? C1 C2 C3 120.6(2) . . ? C9 C10 C11 116.6(2) . . ? C9 C10 C13 119.2(2) . . ? C11 C10 C13 124.2(2) . . ? C2 C1 C6 122.0(2) . . ? N1 C3 C4 120.7(3) . . ? N1 C3 C2 121.1(2) . . ? C4 C3 C2 118.2(2) . . ? O1 C7 O2 122.5(2) . . ? O1 C7 C6 120.2(2) . . ? O2 C7 C6 117.3(2) . . ? C12 C11 C10 120.0(2) . . ? N2 C12 C11 122.9(2) . . ? C13 C13 C10 125.9(3) 3_755 . ? N2 C8 C9 123.1(2) . . ? C8 C9 C10 120.4(2) . . ? 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 O4 Co1 N2 C8 -59.5(2) . . . . no O4 Co1 N2 C12 126.8(2) . . . . no O5 Co1 N2 C8 -148.5(2) . . . . no O5 Co1 N2 C12 37.7 . . . . no Co1 N2 C8 C9 -173.7(2) . . . . no C12 N2 C8 C9 0.4(4) . . . . no Co1 N2 C12 C11 173.8(2) . . . . no C8 N2 C12 C11 -0.2(4) . . . . no N2 C8 C9 C10 0.3(4) . . . . no C8 C9 C10 C13 179.6(3) . . . . no C8 C9 C10 C11 -1.0(4) . . . . no C13 C10 C11 C12 -179.5(3) . . . . no C9 C10 C11 C12 1.1(4) . . . . no C2 C1 C6 C7 179.1(2) . . . . no C1 C2 C3 N1 179.8(3) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O2 O3 2.534(3) . . no O1 O4 2.732(3) . . no O1 O7 2.797(3) . . no O3 O2 2.534(3) . . no O4 O1 2.732(3) . . no O4 O1 2.732(3) . . no O5 O6 2.792(3) . . no 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 # #D H A D - H H...A D...A D - H...A symm(A) # N1 HN1A O7 0.91(3) 2.12(3) 3.021(3) 173(3) 3_565 yes O3 H3 O2 0.8200 1.8100 2.534(3) 147.00 . yes O4 H4A O1 0.8200 1.9500 2.732(3) 158.00 . yes O4 H4B O2 0.90(3) 1.85(3) 2.726(3) 164(3) 3_665 yes O5 H5B O6 0.88(3) 1.91(3) 2.776(3) 167(3) 2_655 yes O5 H5A O6 0.8200 2.0200 2.792(3) 158.00 . yes O6 H6A O7 0.88(3) 1.98(3) 2.830(3) 164(3) 2_645 yes O6 H6B O2 0.86(2) 1.97(2) 2.835(3) 178(2) 3_655 yes O7 H7B O1 0.85(4) 1.97(3) 2.797(3) 163(5) . yes O7 H7A O3 0.87(4) 2.08(4) 2.934(3) 164(4) 4_576 yes C9 H9 O3 0.9300 2.5000 3.217(3) 134.00 2_644 yes # #END # data_ASBPENI _database_code_depnum_ccdc_archive 'CCDC 794354' #TrackingRef '- ASMBpe.txt' _audit_creation_date 'Octub. 11 12:00:31 2011' _audit_creation_method SHELXL-97 #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; tetraaquanickel(II)-trans-1,2-bis(4-pyridil) -ethylene bis-aminosalicylate tetrahydrate ; _chemical_name_common ; tetraaquanickel(ii)-trans-1,2-bis(4-pyridil) -ethylene bis- aminosalicylate tetrahydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C12 H18 N2 Ni O4, 2(C7 H6 N O3), 4(H2 O)' _chemical_formula_sum 'C26 H38 N4 Ni O14' _chemical_formula_weight 689.29 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 13.6410(3) _cell_length_b 7.65426(19) _cell_length_c 14.7589(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.6889(19) _cell_angle_gamma 90.00 _cell_volume 1530.51(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prismatic _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 724 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.1877 -1 0 0 0.1692 0 1 -1 0.0603 0 -1 1 0.0971 0 -1 -1 0.1252 0 0 -1 0.1114 0 0 1 0.1028 _exptl_absorpt_coefficient_mu 0.709 _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 0.893 _cell_measurement_reflns_used 4538 _cell_measurement_theta_min 2.6557 _cell_measurement_theta_max 32.7837 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing et al.,1995)' _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 7406 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3143 _reflns_number_gt 2550 _reflns_threshold_expression >2sigma(I) _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 FOR WINDOWS (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1034P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3143 _refine_ls_number_parameters 249 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1550 _refine_ls_wR_factor_gt 0.1446 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.515 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.108 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' Ni Ni 0.3393 1.1124 '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' 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 O5 O 0.02366(16) 0.5088(3) 0.14166(14) 0.0312(5) Uani 1 1 d D . . O4 O -0.01261(14) 0.2339(3) 0.00546(15) 0.0336(5) Uani 1 1 d D . . C13 C -0.4630(2) 0.5395(4) 0.0261(2) 0.0299(6) Uani 1 1 d . . . O7 O 0.2336(2) -0.1119(3) -0.16046(17) 0.0489(6) Uani 1 1 d D . . O6 O -0.07753(19) 0.3075(3) 0.25669(16) 0.0453(6) Uani 1 1 d D . . C6 C 0.29912(19) 0.1015(3) 0.12041(16) 0.0225(6) Uani 1 1 d . . . C4 C 0.40715(19) 0.2860(3) 0.22164(18) 0.0275(6) Uani 1 1 d . . . H4 H 0.4152 0.3687 0.2680 0.033 Uiso 1 1 calc R . . C3 C 0.48976(18) 0.2224(3) 0.18440(17) 0.0251(6) Uani 1 1 d . . . C1 C 0.3821(2) 0.0400(3) 0.08383(18) 0.0249(6) Uani 1 1 d . . . H1 H 0.3741 -0.0423 0.0372 0.030 Uiso 1 1 calc R . . C2 C 0.4761(2) 0.0976(4) 0.11478(17) 0.0278(6) Uani 1 1 d . . . H2 H 0.5302 0.0535 0.0893 0.033 Uiso 1 1 calc R . . N1 N 0.5822(2) 0.2813(5) 0.2160(2) 0.0408(7) Uani 1 1 d . . . HN1B H 0.589(3) 0.370(5) 0.246(2) 0.042(11) Uiso 1 1 d . . . HN1A H 0.624(3) 0.258(6) 0.195(3) 0.070(16) Uiso 1 1 d . . . H4A H -0.0672(16) 0.185(4) -0.002(2) 0.044(10) Uiso 1 1 d D . . H5A H -0.002(2) 0.450(4) 0.1800(18) 0.032(8) Uiso 1 1 d D . . H7B H 0.230(3) -0.085(6) -0.1051(14) 0.076(14) Uiso 1 1 d D . . H4B H 0.0310(19) 0.188(4) 0.042(2) 0.049(11) Uiso 1 1 d D . . H6B H -0.092(3) 0.386(5) 0.294(3) 0.085(16) Uiso 1 1 d D . . H7A H 0.244(3) -0.007(3) -0.176(3) 0.056(13) Uiso 1 1 d D . . H5B H 0.035(3) 0.604(3) 0.169(2) 0.057(12) Uiso 1 1 d D . . H6A H -0.131(2) 0.277(5) 0.226(2) 0.066(14) Uiso 1 1 d D . . H13 H -0.476(3) 0.616(5) 0.067(3) 0.059(12) Uiso 1 1 d . . . Ni1 Ni 0.0000 0.5000 0.0000 0.0217(2) Uani 1 2 d S . . O3 O 0.23639(14) 0.2956(3) 0.22866(13) 0.0333(5) Uani 1 1 d . . . H3 H 0.1848 0.2515 0.2051 0.050 Uiso 1 1 calc R . . O2 O 0.12791(13) 0.0858(3) 0.13056(13) 0.0327(5) Uani 1 1 d . . . O1 O 0.18666(15) -0.0539(3) 0.01605(14) 0.0337(5) Uani 1 1 d . . . N2 N -0.15444(16) 0.5250(3) 0.00187(16) 0.0226(5) Uani 1 1 d . . . C5 C 0.31387(19) 0.2271(3) 0.19020(17) 0.0237(6) Uani 1 1 d . . . C7 C 0.1986(2) 0.0398(3) 0.08518(18) 0.0247(6) Uani 1 1 d . . . C11 C -0.31970(19) 0.4384(4) -0.05377(19) 0.0265(6) Uani 1 1 d . . . H11 H -0.3611 0.3760 -0.0967 0.032 Uiso 1 1 calc R . . C10 C -0.35881(19) 0.5310(3) 0.0138(2) 0.0258(6) Uani 1 1 d . . . C12 C -0.21840(19) 0.4388(4) -0.05759(18) 0.0248(6) Uani 1 1 d . . . H12 H -0.1938 0.3758 -0.1039 0.030 Uiso 1 1 calc R . . C8 C -0.1931(2) 0.6165(4) 0.06573(19) 0.0300(6) Uani 1 1 d . . . H8 H -0.1504 0.6797 0.1072 0.036 Uiso 1 1 calc R . . C9 C -0.2914(2) 0.6231(4) 0.07401(18) 0.0318(7) Uani 1 1 d . . . H9 H -0.3138 0.6896 0.1202 0.038 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 O5 0.0273(11) 0.0404(13) 0.0264(10) -0.0002(9) 0.0047(8) -0.0079(9) O4 0.0205(10) 0.0238(10) 0.0546(13) 0.0045(9) -0.0043(9) -0.0033(8) C13 0.0179(14) 0.0384(16) 0.0344(15) 0.0016(13) 0.0071(11) -0.0003(12) O7 0.0569(16) 0.0448(14) 0.0476(14) 0.0009(12) 0.0172(12) 0.0003(12) O6 0.0596(17) 0.0395(14) 0.0391(13) 0.0002(11) 0.0159(12) -0.0022(12) C6 0.0234(13) 0.0216(13) 0.0216(11) 0.0047(10) -0.0011(10) -0.0013(10) C4 0.0299(15) 0.0253(14) 0.0264(13) -0.0045(11) -0.0005(11) -0.0014(11) C3 0.0226(13) 0.0274(13) 0.0245(12) 0.0059(11) -0.0011(10) -0.0032(11) C1 0.0270(14) 0.0234(12) 0.0243(13) 0.0005(11) 0.0028(10) -0.0028(11) C2 0.0241(14) 0.0318(15) 0.0284(13) 0.0012(12) 0.0058(10) 0.0017(11) N1 0.0247(14) 0.0497(19) 0.0468(17) -0.0120(15) -0.0013(12) -0.0062(13) Ni1 0.0134(3) 0.0255(3) 0.0262(3) 0.00055(19) 0.00272(18) -0.00190(17) O3 0.0238(10) 0.0415(12) 0.0346(10) -0.0087(9) 0.0040(8) 0.0034(9) O2 0.0201(10) 0.0385(12) 0.0395(11) 0.0008(10) 0.0027(8) -0.0013(9) O1 0.0264(11) 0.0352(10) 0.0388(11) -0.0071(10) 0.0012(8) -0.0079(9) N2 0.0118(10) 0.0252(11) 0.0316(12) 0.0026(9) 0.0059(9) -0.0005(8) C5 0.0240(13) 0.0243(13) 0.0230(12) 0.0027(11) 0.0035(10) 0.0024(10) C7 0.0223(14) 0.0225(12) 0.0286(14) 0.0086(11) -0.0002(11) -0.0014(10) C11 0.0169(13) 0.0252(13) 0.0365(15) 0.0015(12) -0.0007(10) -0.0040(11) C10 0.0158(13) 0.0288(14) 0.0334(14) 0.0116(12) 0.0052(11) 0.0017(10) C12 0.0197(13) 0.0240(12) 0.0313(13) -0.0012(12) 0.0048(10) 0.0002(11) C8 0.0184(13) 0.0395(16) 0.0316(13) -0.0029(13) 0.0004(10) 0.0004(12) C9 0.0201(14) 0.0452(17) 0.0309(13) -0.0055(13) 0.0056(11) 0.0022(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O5 Ni1 2.079(2) . ? O4 Ni1 2.046(2) . ? C13 C13 1.340(6) 3_465 ? C13 C10 1.456(4) . ? C6 C1 1.392(4) . ? C6 C5 1.406(4) . ? C6 C7 1.486(4) . ? C4 C5 1.379(4) . ? C4 C3 1.397(4) . ? C3 N1 1.369(4) . ? C3 C2 1.399(4) . ? C1 C2 1.382(4) . ? Ni1 O4 2.046(2) 3_565 ? Ni1 O5 2.079(2) 3_565 ? Ni1 N2 2.119(2) . ? Ni1 N2 2.119(2) 3_565 ? O3 C5 1.362(3) . ? O2 C7 1.286(3) . ? O1 C7 1.242(4) . ? N2 C8 1.332(3) . ? N2 C12 1.337(3) . ? C11 C10 1.381(4) . ? C11 C12 1.390(4) . ? C10 C9 1.393(4) . ? C8 C9 1.361(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 C13 C13 C10 126.1(4) 3_465 . ? C1 C6 C5 117.5(2) . . ? C1 C6 C7 121.1(2) . . ? C5 C6 C7 121.4(2) . . ? C5 C4 C3 120.6(2) . . ? N1 C3 C4 120.3(3) . . ? N1 C3 C2 120.9(3) . . ? C4 C3 C2 118.8(2) . . ? C2 C1 C6 121.9(3) . . ? C1 C2 C3 120.0(3) . . ? O4 Ni1 O4 180.0 . 3_565 ? O4 Ni1 O5 89.81(8) . . ? O4 Ni1 O5 90.19(8) 3_565 . ? O4 Ni1 O5 90.19(8) . 3_565 ? O4 Ni1 O5 89.81(8) 3_565 3_565 ? O5 Ni1 O5 180.0 . 3_565 ? O4 Ni1 N2 90.06(8) . . ? O4 Ni1 N2 89.94(8) 3_565 . ? O5 Ni1 N2 91.27(9) . . ? O5 Ni1 N2 88.73(9) 3_565 . ? O4 Ni1 N2 89.94(8) . 3_565 ? O4 Ni1 N2 90.06(8) 3_565 3_565 ? O5 Ni1 N2 88.73(9) . 3_565 ? O5 Ni1 N2 91.27(9) 3_565 3_565 ? N2 Ni1 N2 180.0 . 3_565 ? C8 N2 C12 116.2(2) . . ? C8 N2 Ni1 122.23(18) . . ? C12 N2 Ni1 121.38(18) . . ? O3 C5 C4 117.7(2) . . ? O3 C5 C6 121.1(2) . . ? C4 C5 C6 121.2(2) . . ? O1 C7 O2 123.5(2) . . ? O1 C7 C6 119.9(3) . . ? O2 C7 C6 116.6(2) . . ? C10 C11 C12 119.9(2) . . ? C11 C10 C9 116.0(2) . . ? C11 C10 C13 125.3(3) . . ? C9 C10 C13 118.7(3) . . ? N2 C12 C11 123.4(2) . . ? N2 C8 C9 124.0(3) . . ? C8 C9 C10 120.5(3) . . ? 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 O4 Ni1 N2 C8 122.4(2) . . . . no O5 Ni1 N2 C8 32.6(2) . . . . no O4 Ni1 N2 C12 -52.7(2) . . . . no O5 Ni1 N2 C12 -142.5(2) . . . . no O4 Ni1 N2 C12 127.3(4) 3_565 . . . no O5 Ni1 N2 C12 37.3(2) 3_565 . . . no Ni1 N2 C8 C9 -174.0(2) . . . . no C12 N2 C8 C9 1.3(4) . . . . no Ni1 N2 C12 C11 173.9(2) . . . . no C8 N2 C12 C11 -1.5(4) . . . . no N2 C8 C9 C10 0.3(4) . . . . no C8 C9 C10 C13 179.0(3) . . . . no C8 C9 C10 C11 -1.2(4) . . . . no C13 C10 C11 C12 -179.2(3) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O7 2.790(4) . . no O2 O4 2.747(3) . . no O2 O3 2.523(3) . . no O3 O2 2.523(3) . . no O4 O2 2.747(3) . . no O4 N2 2.947(3) . . no O4 O5 2.912(3) . . no O5 N2 3.001(3) . . no O6 O5 2.776(3) . . no O7 O1 2.790(3) . . no 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 # #D H A D - H H...A D...A D - H...A symm(A) # N1 HN1A O7 0.70(4) 2.35(4) 3.024(4) 162(5) 3_655 yes O3 H3 O2 0.8200 1.8000 2.523(3) 147.00 . yes O4 H4A O1 0.83(3) 1.90(3) 2.731(3) 175(3) 3_555 yes O4 H4B O2 0.83(2) 1.91(3) 2.747(3) 177(3) . yes O5 H5A O6 0.83(3) 1.95(3) 2.776(3) 172(3) . yes O5 H5B O6 0.84(3) 1.95(3) 2.786(3) 172(3) 2_555 yes O6 H6A O7 0.85(3) 2.04(3) 2.844(4) 158(3) 3_555 yes O6 H6B O2 0.85(4) 1.99(4) 2.836(3) 174(4) 2_555 yes O7 H7A O3 0.85(2) 2.14(3) 2.925(3) 153(4) 4_565 yes O7 H7B O1 0.85(3) 1.96(3) 2.790(3) 164(4) . yes C9 H9 O3 0.9300 2.4900 3.206(3) 134.00 2_555 yes # #END # #TrackingRef '- ASMBpe.txt' #TrackingRef '- ASMBpe.txt' #TrackingRef '- ASMBpe.txt' data_ASBPEZN _database_code_depnum_ccdc_archive 'CCDC 794355' #TrackingRef '- ASMBpe.txt' _audit_creation_date 'Sept. 21 16:05:31 2010' _audit_creation_method SHELXL-97 #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; tetraaquazinc(II)-trans-1,2-bis(4-pyridil)- ethylene bis-aminosalicylate tetraahydrate ; _chemical_name_common ; tetraaquazinc(ii)-trans-1,2-bis(4-pyridil)-ethylene bis- aminosalicylate tetraahydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C12 H18 N2 O4 Zn, 2(C7 H6 N O3), 4(H2 O)' _chemical_formula_sum 'C26 H38 N4 O14 Zn' _chemical_formula_weight 695.99 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 13.7232(3) _cell_length_b 7.6423(2) _cell_length_c 14.8063(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.804(2) _cell_angle_gamma 90.00 _cell_volume 1541.90(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6205 _cell_measurement_theta_max 32.8264 _cell_measurement_theta_min 2.7653 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.93 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.1769 0 0 -1 0.1308 -1 0 0 0.4385 1 0 0 0.4461 0 -1 -1 0.1539 0 1 1 0.1371 0 1 -1 0.1541 0 -1 1 0.1540 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.693 _exptl_absorpt_correction_T_max 0.777 _exptl_absorpt_process_details '(Blessing et al.,1995)' _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8212 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 26.36 _reflns_number_total 3165 _reflns_number_gt 2640 _reflns_threshold_expression >2sigma(I) _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.999 #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP 3 FOR WINDOWS (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0704P)^2^+0.1094P] 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 SHELXL _refine_ls_extinction_coef 0.0096(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3163 _refine_ls_number_parameters 250 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0400 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.1119 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_restrained_S_all 1.160 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.481 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.154 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' 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 O5 O 0.52472(13) -0.0121(2) 0.14486(12) 0.0346(4) Uani 1 1 d D . . O4 O 0.48616(11) 0.2703(2) 0.00796(13) 0.0360(4) Uani 1 1 d D . . O6 O 0.58088(14) -0.3115(3) 0.24388(13) 0.0448(5) Uani 1 1 d D . . O7 O 0.73504(15) 0.6141(3) -0.16005(15) 0.0520(5) Uani 1 1 d D . . C13 C 0.96396(17) 0.0397(3) -0.02602(17) 0.0317(5) Uani 1 1 d . . . H5A H 0.4964(18) 0.059(3) 0.1727(17) 0.037(7) Uiso 1 1 d D . . H4A H 0.4326(13) 0.316(3) 0.0040(17) 0.035(7) Uiso 1 1 d D . . H7A H 0.731(3) 0.526(4) -0.199(2) 0.095(16) Uiso 1 1 d D . . H5B H 0.535(2) -0.106(3) 0.1718(18) 0.048(9) Uiso 1 1 d D . . H7B H 0.727(2) 0.566(4) -0.1086(14) 0.061(9) Uiso 1 1 d D . . H4B H 0.5289(16) 0.320(4) 0.0407(18) 0.052(9) Uiso 1 1 d D . . H6B H 0.602(2) -0.395(3) 0.217(2) 0.071(11) Uiso 1 1 d D . . H6A H 0.6254(19) -0.255(4) 0.274(2) 0.076(12) Uiso 1 1 d D . . HN1B H 1.0852(19) 0.127(4) 0.249(2) 0.049(9) Uiso 1 1 d . . . HN1A H 1.125(2) 0.254(4) 0.1875(18) 0.039(7) Uiso 1 1 d . . . H13 H 0.9802(19) 0.108(4) -0.0754(19) 0.053(8) Uiso 1 1 d . . . Zn1 Zn 0.5000 0.0000 0.0000 0.02286(15) Uani 1 2 d S . . O3 O 0.73793(11) 0.2037(2) 0.22777(11) 0.0361(4) Uani 1 1 d . . . H3 H 0.6866 0.2477 0.2042 0.054 Uiso 1 1 calc R . . C6 C 0.79972(14) 0.3981(3) 0.12035(14) 0.0256(4) Uani 1 1 d . . . O2 O 0.62953(10) 0.4134(2) 0.13020(11) 0.0344(4) Uani 1 1 d . . . N2 N 0.65658(13) 0.0260(2) -0.00144(13) 0.0255(4) Uani 1 1 d . . . C4 C 0.90738(15) 0.2144(3) 0.22111(15) 0.0305(5) Uani 1 1 d . . . H4 H 0.9155 0.1313 0.2672 0.037 Uiso 1 1 calc R . . C10 C 0.85984(15) 0.0317(3) -0.01473(16) 0.0278(5) Uani 1 1 d . . . O1 O 0.68697(11) 0.5512(2) 0.01506(12) 0.0355(4) Uani 1 1 d . . . C1 C 0.88228(16) 0.4591(3) 0.08397(16) 0.0289(5) Uani 1 1 d . . . H1 H 0.8741 0.5403 0.0369 0.035 Uiso 1 1 calc R . . C11 C 0.82050(14) -0.0616(3) 0.05318(15) 0.0279(5) Uani 1 1 d . . . H11 H 0.8616 -0.1245 0.0959 0.033 Uiso 1 1 calc R . . C5 C 0.81451(14) 0.2730(3) 0.19002(14) 0.0260(4) Uani 1 1 d . . . C12 C 0.72062(14) -0.0608(3) 0.05695(15) 0.0267(5) Uani 1 1 d . . . H12 H 0.6964 -0.1245 0.1029 0.032 Uiso 1 1 calc R . . C3 C 0.98958(14) 0.2783(3) 0.18433(15) 0.0283(5) Uani 1 1 d . . . C7 C 0.70032(15) 0.4592(3) 0.08442(16) 0.0281(5) Uani 1 1 d . . . C2 C 0.97534(15) 0.4039(3) 0.11497(15) 0.0311(5) Uani 1 1 d . . . H2 H 1.0290 0.4497 0.0900 0.037 Uiso 1 1 calc R . . C8 C 0.69422(15) 0.1160(3) -0.06646(15) 0.0319(5) Uani 1 1 d . . . H8 H 0.6514 0.1776 -0.1084 0.038 Uiso 1 1 calc R . . N1 N 1.08146(15) 0.2207(3) 0.21556(18) 0.0442(6) Uani 1 1 d . . . C9 C 0.79314(15) 0.1226(3) -0.07478(15) 0.0350(5) Uani 1 1 d . . . H9 H 0.8152 0.1885 -0.1211 0.042 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 O5 0.0316(9) 0.0452(11) 0.0276(9) 0.0023(8) 0.0056(7) 0.0123(7) O4 0.0221(8) 0.0267(8) 0.0560(11) -0.0062(8) -0.0088(7) 0.0042(6) O6 0.0585(12) 0.0399(11) 0.0383(11) 0.0000(9) 0.0150(9) 0.0000(9) O7 0.0564(12) 0.0519(12) 0.0499(13) 0.0018(10) 0.0157(10) -0.0015(10) C13 0.0205(10) 0.0390(13) 0.0364(13) -0.0039(10) 0.0062(9) -0.0004(9) Zn1 0.0127(2) 0.0276(2) 0.0284(2) -0.00042(14) 0.00307(13) 0.00191(11) O3 0.0265(8) 0.0476(10) 0.0336(9) 0.0096(7) 0.0018(6) -0.0040(7) C6 0.0252(10) 0.0272(11) 0.0236(11) -0.0034(8) 0.0000(8) 0.0027(8) O2 0.0232(7) 0.0410(10) 0.0392(10) 0.0000(8) 0.0044(6) 0.0009(7) N2 0.0142(8) 0.0276(9) 0.0349(10) -0.0020(7) 0.0044(7) 0.0006(6) C4 0.0313(11) 0.0330(12) 0.0258(12) 0.0022(9) -0.0026(9) 0.0006(9) C10 0.0171(10) 0.0317(11) 0.0347(13) -0.0098(9) 0.0036(9) -0.0013(8) O1 0.0312(8) 0.0386(8) 0.0360(10) 0.0067(8) 0.0007(7) 0.0084(7) C1 0.0292(11) 0.0288(11) 0.0287(12) 0.0010(9) 0.0036(9) 0.0023(9) C11 0.0195(10) 0.0296(10) 0.0337(12) -0.0017(9) -0.0010(8) 0.0038(9) C5 0.0257(10) 0.0275(10) 0.0247(11) -0.0035(8) 0.0024(8) -0.0026(8) C12 0.0210(10) 0.0288(10) 0.0300(12) -0.0012(9) 0.0023(8) 0.0001(8) C3 0.0256(10) 0.0308(11) 0.0272(11) -0.0050(9) -0.0022(8) 0.0027(8) C7 0.0246(11) 0.0261(10) 0.0328(13) -0.0082(9) 0.0003(9) 0.0018(8) C2 0.0261(11) 0.0390(13) 0.0287(12) -0.0018(10) 0.0055(9) -0.0023(9) C8 0.0189(10) 0.0447(13) 0.0318(12) 0.0079(10) 0.0017(8) 0.0014(9) N1 0.0254(10) 0.0558(15) 0.0505(14) 0.0129(12) 0.0014(9) 0.0050(10) C9 0.0214(10) 0.0514(14) 0.0330(12) 0.0091(11) 0.0062(9) -0.0019(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O5 Zn1 2.1334(17) . ? O4 Zn1 2.0789(17) . ? C13 C13 1.327(5) 3_755 ? C13 C10 1.459(3) . ? Zn1 O4 2.0789(17) 3_655 ? Zn1 O5 2.1335(17) 3_655 ? Zn1 N2 2.1606(17) 3_655 ? Zn1 N2 2.1606(17) . ? O3 C5 1.355(2) . ? C6 C1 1.391(3) . ? C6 C5 1.404(3) . ? C6 C7 1.480(3) . ? O2 C7 1.297(3) . ? N2 C12 1.334(3) . ? N2 C8 1.336(3) . ? C4 C5 1.377(3) . ? C4 C3 1.397(3) . ? C10 C9 1.385(3) . ? C10 C11 1.393(3) . ? O1 C7 1.240(3) . ? C1 C2 1.371(3) . ? C11 C12 1.378(3) . ? C3 N1 1.364(3) . ? C3 C2 1.403(3) . ? C8 C9 1.378(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 C13 C13 C10 126.0(3) 3_755 . ? O4 Zn1 O4 180.0 . 3_655 ? O4 Zn1 O5 89.47(7) . . ? O4 Zn1 O5 90.53(7) 3_655 . ? O4 Zn1 O5 90.53(7) . 3_655 ? O4 Zn1 O5 89.47(7) 3_655 3_655 ? O5 Zn1 O5 180.00(10) . 3_655 ? O4 Zn1 N2 89.60(6) . 3_655 ? O4 Zn1 N2 90.40(6) 3_655 3_655 ? O5 Zn1 N2 91.49(7) . 3_655 ? O5 Zn1 N2 88.51(7) 3_655 3_655 ? O4 Zn1 N2 90.40(6) . . ? O4 Zn1 N2 89.60(6) 3_655 . ? O5 Zn1 N2 88.51(7) . . ? O5 Zn1 N2 91.49(7) 3_655 . ? N2 Zn1 N2 180.000(9) 3_655 . ? C1 C6 C5 117.35(18) . . ? C1 C6 C7 120.89(19) . . ? C5 C6 C7 121.73(18) . . ? C12 N2 C8 116.22(18) . . ? C12 N2 Zn1 121.84(14) . . ? C8 N2 Zn1 121.62(14) . . ? C5 C4 C3 120.9(2) . . ? C9 C10 C11 115.92(19) . . ? C9 C10 C13 119.2(2) . . ? C11 C10 C13 124.9(2) . . ? C2 C1 C6 122.4(2) . . ? C12 C11 C10 119.9(2) . . ? O3 C5 C4 117.86(19) . . ? O3 C5 C6 121.18(18) . . ? C4 C5 C6 120.95(18) . . ? N2 C12 C11 123.9(2) . . ? N1 C3 C4 120.8(2) . . ? N1 C3 C2 120.8(2) . . ? C4 C3 C2 118.40(18) . . ? O1 C7 O2 122.65(19) . . ? O1 C7 C6 121.06(19) . . ? O2 C7 C6 116.28(19) . . ? C1 C2 C3 119.94(19) . . ? N2 C8 C9 123.5(2) . . ? C8 C9 C10 120.5(2) . . ? 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 O4 Zn1 N2 C8 -59.76(17) . . . . no O4 Zn1 N2 C12 127.02(17) . . . . no O5 Zn1 N2 C8 -149.28(17) . . . . no O5 Zn1 N2 C12 37.50(18) . . . . no Zn1 N2 C8 C9 -173.91(17) . . . . no C12 N2 C8 C9 -0.3(3) . . . . no Zn1 N2 C12 C11 173.50(17) . . . . no C8 N2 C12 C11 -0.1(3) . . . . no N2 C8 C9 C10 0.9(4) . . . . no C8 C9 C10 C13 179.2(2) . . . . no C8 C9 C10 C11 -1.0(3) . . . . no C13 C10 C11 C12 -179.6(2) . . . . no C9 C10 C11 C12 0.6(4) . . . . no C10 C11 C12 N2 -0.1(4) . . . . no C6 C1 C2 C3 1.5(4) . . . . no C2 C1 C6 C5 -1.1(3) . . . . no C2 C1 C6 C7 -179.2(2) . . . . no C1 C2 C3 N1 179.4(2) . . . . no C1 C2 C3 C4 -0.9(3) . . . . no N1 C3 C4 C5 179.7(2) . . . . no C2 C3 C4 C5 0.0(3) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O7 2.791(3) . . no O2 O4 2.740(2) . . no O2 O3 2.522(2) . . no O3 O2 2.522(2) . . no O4 O2 2.740(2) . . no O4 O5 2.965(3) . . no O6 O5 2.775(3) . . no O7 O1 2.791(3) . . no 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 # #D H A D - H H...A D...A D - H...A symm(A) # N1 HN1A O7 0.81(3) 2.25(3) 3.017(3) 159(3) 3_765 yes O3 H3 O2 0.8200 1.7900 2.522(2) 147.00 . yes O4 H4A O1 0.810(19) 1.92(2) 2.726(2) 172(2) 3_665 yes O4 H4B O2 0.81(3) 1.93(3) 2.738(2) 172(3) . yes O5 H5A O6 0.81(2) 1.99(2) 2.780(3) 168(2) 2_655 yes O5 H5B O6 0.83(2) 1.96(2) 2.777(3) 170(2) . yes O6 H6A O7 0.83(3) 2.01(3) 2.839(3) 177(2) 4_566 yes O6 H6B O2 0.82(3) 2.01(3) 2.822(3) 168(3) 1_545 yes O7 H7A O3 0.88(3) 2.07(3) 2.945(3) 170(3) 4_565 yes O7 H7B O1 0.87(2) 1.98(2) 2.792(3) 157(3) . yes C9 H9 O3 0.9300 2.5000 3.218(3) 134.00 4_565 yes # #END #