#------------------------------------------------------------------------------ #$Date: 2025-08-19 12:52:15 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301804 $ #$URL: svn://www.crystallography.net/cod/cif/2/21/45/2214500.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2214500 loop_ _publ_author_name 'Sar\?i, Musa' 'G\"ok\,ce, G\"ultekin' 'G\"ok\,ce, Song\"ul' '\,Sahin, Ertan' 'Necefo\O)bis-(N,N'-diethylnicotinamide-\kN)zinc(II) _journal_coeditor_code BG2071 _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m2191 _journal_page_last m2191 _journal_paper_doi 10.1107/S1600536807034745 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac '[Zn (C7 H4 Cl O2)2 (C10 H14 N2 O)2 (H2 O)2]' _chemical_formula_moiety 'C34 H40 Cl2 N4 O8 Zn' _chemical_formula_sum 'C34 H40 Cl2 N4 O8 Zn' _chemical_formula_weight 768.99 _chemical_name_systematic ; Diaquabis(4-chlorobenzoato-\kO)bis-(N,N'- diethylnicotinamide-\kN)zinc(II) ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 85.047(5) _cell_angle_beta 78.476(5) _cell_angle_gamma 67.321(4) _cell_formula_units_Z 1 _cell_length_a 7.3570(2) _cell_length_b 8.6887(10) _cell_length_c 15.9114(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 30.53 _cell_measurement_theta_min 2.54 _cell_volume 919.49(13) _computing_cell_refinement CrstalClear _computing_data_collection 'CrstalClear (Rigaku/MSC, 2005)' _computing_data_reduction CrstalClear _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID-S' _diffrn_measurement_method \w _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_radiation_source 'sealed X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_sigmaI/netI 0.0623 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 27286 _diffrn_reflns_theta_full 30.53 _diffrn_reflns_theta_max 30.53 _diffrn_reflns_theta_min 2.54 _exptl_absorpt_coefficient_mu 0.867 _exptl_absorpt_correction_T_max 0.917 _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing, 1995)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Prism _exptl_crystal_F_000 400 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.851 _refine_diff_density_min -0.436 _refine_ls_extinction_coef 0.029(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 234 _refine_ls_number_reflns 5615 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.019 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0627 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0647P)^2^+0.5887P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1463 _refine_ls_wR_factor_ref 0.1694 _reflns_number_gt 3800 _reflns_number_total 5615 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bg2071.cif _cod_data_source_block I _cod_database_code 2214500 _cod_database_fobs_code 2214500 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy Zn Zn 0.0000 0.0000 0.0000 0.04307(17) Uani d S 1 Cl Cl1 0.73554(19) 0.1583(2) -0.46678(7) 0.0998(4) Uani d . 1 O O1W 0.2219(3) 0.0161(3) 0.06412(16) 0.0526(5) Uani d . 1 H H1A 0.206(6) 0.113(5) 0.074(2) 0.057(11) Uiso d . 1 H H1B 0.184(8) -0.030(7) 0.115(3) 0.112(19) Uiso d . 1 O O2 0.1110(3) 0.1211(3) -0.10540(13) 0.0477(5) Uani d . 1 O O3 -0.0778(3) 0.1279(3) -0.20065(15) 0.0588(6) Uani d . 1 O O4 0.8388(4) -0.3286(3) -0.12444(17) 0.0645(6) Uani d . 1 N N1 0.2253(4) -0.2349(3) -0.05050(16) 0.0448(5) Uani d . 1 N N2 0.8313(5) -0.4147(5) -0.2505(2) 0.0748(9) Uani d . 1 C C1 0.0786(4) 0.1282(4) -0.18056(19) 0.0430(6) Uani d . 1 C C2 0.2437(4) 0.1359(4) -0.25251(19) 0.0437(6) Uani d . 1 C C3 0.4176(5) 0.1423(4) -0.2350(2) 0.0494(7) Uani d . 1 H H3 0.4325 0.1415 -0.1783 0.059 Uiso calc R 1 C C4 0.5694(5) 0.1500(5) -0.3001(2) 0.0570(8) Uani d . 1 H H4 0.6856 0.1547 -0.2878 0.068 Uiso calc R 1 C C5 0.5441(5) 0.1503(5) -0.3838(2) 0.0616(9) Uani d . 1 C C6 0.3747(5) 0.1419(5) -0.4034(2) 0.0617(9) Uani d . 1 H H6 0.3610 0.1416 -0.4602 0.074 Uiso calc R 1 C C7 0.2248(5) 0.1338(4) -0.3374(2) 0.0526(7) Uani d . 1 H H7 0.1100 0.1270 -0.3500 0.063 Uiso calc R 1 C C8 0.1959(4) -0.3783(4) -0.0406(2) 0.0477(7) Uani d . 1 H H8 0.0743 -0.3778 -0.0096 0.057 Uiso calc R 1 C C9 0.3380(5) -0.5276(4) -0.0745(2) 0.0549(8) Uani d . 1 H H9 0.3129 -0.6253 -0.0661 0.066 Uiso calc R 1 C C10 0.5181(5) -0.5280(4) -0.1210(2) 0.0530(8) Uani d . 1 H H10 0.6159 -0.6261 -0.1452 0.064 Uiso calc R 1 C C11 0.5511(4) -0.3795(4) -0.13123(19) 0.0449(6) Uani d . 1 C C12 0.4022(4) -0.2380(4) -0.09404(19) 0.0454(6) Uani d . 1 H H12 0.4256 -0.1394 -0.0994 0.055 Uiso calc R 1 C C13 0.7496(5) -0.3702(4) -0.1696(2) 0.0513(7) Uani d . 1 C C14 0.7386(8) -0.4727(7) -0.3088(3) 0.0960(15) Uani d D 1 H H14A 0.8306 -0.5810 -0.3312 0.115 Uiso calc R 1 H H14B 0.6181 -0.4854 -0.2770 0.115 Uiso calc R 1 C C15 0.6889(14) -0.3581(12) -0.3789(6) 0.203(5) Uani d D 1 H H15A 0.6076 -0.2485 -0.3569 0.208 Uiso calc R 1 H H15B 0.6163 -0.3932 -0.4120 0.208 Uiso calc R 1 H H15C 0.8096 -0.3560 -0.4146 0.208 Uiso calc R 1 C C16 1.0387(7) -0.4206(6) -0.2822(3) 0.0845(13) Uani d . 1 H H16A 1.1175 -0.4644 -0.2373 0.101 Uiso calc R 1 H H16B 1.1008 -0.4953 -0.3307 0.101 Uiso calc R 1 C C17 1.0383(9) -0.2539(7) -0.3086(4) 0.113(2) Uani d . 1 H H17A 0.9436 -0.2030 -0.3461 0.170 Uiso calc R 1 H H17B 1.1696 -0.2639 -0.3380 0.170 Uiso calc R 1 H H17C 1.0015 -0.1860 -0.2587 0.170 Uiso calc R 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn 0.0364(2) 0.0470(3) 0.0430(3) -0.0135(2) -0.00279(18) -0.0062(2) Cl1 0.0809(7) 0.1576(13) 0.0650(6) -0.0628(8) 0.0159(5) -0.0051(7) O1W 0.0482(12) 0.0575(15) 0.0573(14) -0.0236(11) -0.0112(10) -0.0056(12) O2 0.0464(11) 0.0523(12) 0.0432(11) -0.0187(10) -0.0041(9) -0.0039(9) O3 0.0438(11) 0.0772(16) 0.0568(13) -0.0241(11) -0.0124(10) 0.0062(12) O4 0.0546(13) 0.0773(17) 0.0705(16) -0.0328(13) -0.0093(12) -0.0138(13) N1 0.0382(12) 0.0461(14) 0.0473(13) -0.0146(10) -0.0026(10) -0.0045(11) N2 0.0625(18) 0.108(3) 0.0594(18) -0.0429(19) 0.0088(14) -0.0224(18) C1 0.0395(13) 0.0392(14) 0.0456(15) -0.0103(11) -0.0066(11) -0.0011(12) C2 0.0420(14) 0.0414(15) 0.0452(15) -0.0136(12) -0.0064(11) -0.0020(12) C3 0.0481(16) 0.0536(18) 0.0484(16) -0.0216(14) -0.0068(13) -0.0033(13) C4 0.0489(17) 0.067(2) 0.059(2) -0.0275(16) -0.0064(14) -0.0006(16) C5 0.0564(19) 0.076(2) 0.0484(18) -0.0264(18) 0.0024(14) -0.0033(16) C6 0.059(2) 0.078(2) 0.0448(17) -0.0238(18) -0.0065(14) -0.0005(16) C7 0.0481(16) 0.063(2) 0.0480(17) -0.0212(15) -0.0105(13) -0.0009(14) C8 0.0421(15) 0.0508(17) 0.0502(16) -0.0177(13) -0.0059(12) -0.0055(13) C9 0.0503(17) 0.0479(17) 0.067(2) -0.0197(14) -0.0063(15) -0.0078(15) C10 0.0450(16) 0.0480(17) 0.063(2) -0.0124(13) -0.0068(14) -0.0152(15) C11 0.0373(13) 0.0492(16) 0.0455(15) -0.0124(12) -0.0066(11) -0.0072(13) C12 0.0398(14) 0.0452(15) 0.0496(16) -0.0151(12) -0.0040(12) -0.0055(12) C13 0.0420(15) 0.0560(18) 0.0543(18) -0.0179(14) -0.0020(13) -0.0113(14) C14 0.093(3) 0.130(4) 0.069(3) -0.050(3) -0.002(2) -0.011(3) C15 0.155(9) 0.185(12) 0.152(9) -0.102(9) -0.100(8) 0.100(9) C16 0.067(2) 0.085(3) 0.093(3) -0.030(2) 0.017(2) -0.024(2) C17 0.120(5) 0.090(4) 0.117(4) -0.047(3) 0.025(4) -0.006(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle O2 Zn O2 2 . 180.0 O2 Zn O1W 2 2 87.86(9) O2 Zn O1W . 2 92.14(9) O2 Zn O1W 2 . 92.14(9) O2 Zn O1W . . 87.86(9) O1W Zn O1W 2 . 180.00(11) O2 Zn N1 2 . 91.50(9) O2 Zn N1 . . 88.50(9) O1W Zn N1 2 . 93.59(10) O1W Zn N1 . . 86.41(10) O2 Zn N1 2 2 88.50(9) O2 Zn N1 . 2 91.50(9) O1W Zn N1 2 2 86.41(10) O1W Zn N1 . 2 93.59(10) N1 Zn N1 . 2 180.00(13) Zn O1W H1A . . 114(3) Zn O1W H1B . . 96(3) H1A O1W H1B . . 108(4) C1 O2 Zn . . 126.4(2) C8 N1 C12 . . 117.8(3) C8 N1 Zn . . 123.0(2) C12 N1 Zn . . 119.1(2) C13 N2 C14 . . 124.9(3) C13 N2 C16 . . 117.6(3) C14 N2 C16 . . 117.4(3) O3 C1 O2 . . 125.6(3) O3 C1 C2 . . 117.6(3) O2 C1 C2 . . 116.8(3) C3 C2 C7 . . 118.8(3) C3 C2 C1 . . 120.7(3) C7 C2 C1 . . 120.4(3) C4 C3 C2 . . 121.4(3) C4 C3 H3 . . 119.3 C2 C3 H3 . . 119.3 C3 C4 C5 . . 118.2(3) C3 C4 H4 . . 120.9 C5 C4 H4 . . 120.9 C6 C5 C4 . . 121.9(3) C6 C5 Cl1 . . 119.4(3) C4 C5 Cl1 . . 118.7(3) C5 C6 C7 . . 119.0(3) C5 C6 H6 . . 120.5 C7 C6 H6 . . 120.5 C6 C7 C2 . . 120.7(3) C6 C7 H7 . . 119.7 C2 C7 H7 . . 119.7 N1 C8 C9 . . 123.0(3) N1 C8 H8 . . 118.5 C9 C8 H8 . . 118.5 C10 C9 C8 . . 118.5(3) C10 C9 H9 . . 120.8 C8 C9 H9 . . 120.8 C9 C10 C11 . . 119.1(3) C9 C10 H10 . . 120.5 C11 C10 H10 . . 120.5 C12 C11 C10 . . 118.3(3) C12 C11 C13 . . 117.8(3) C10 C11 C13 . . 123.4(3) N1 C12 C11 . . 123.3(3) N1 C12 H12 . . 118.4 C11 C12 H12 . . 118.4 O4 C13 N2 . . 120.8(3) O4 C13 C11 . . 119.0(3) N2 C13 C11 . . 120.1(3) C15 C14 N2 . . 111.6(6) C15 C14 H14A . . 108.9 N2 C14 H14A . . 108.9 C15 C14 H14B . . 108.9 N2 C14 H14B . . 108.9 H14A C14 H14B . . 107.7 C14 C15 H15A . . 109.5 C14 C15 H15B . . 109.5 H15A C15 H15B . . 109.5 C14 C15 H15C . . 109.5 H15A C15 H15C . . 109.5 H15B C15 H15C . . 109.5 C17 C16 N2 . . 111.3(4) C17 C16 H16A . . 109.4 N2 C16 H16A . . 109.4 C17 C16 H16B . . 109.4 N2 C16 H16B . . 109.4 H16A C16 H16B . . 108.0 C16 C17 H17A . . 109.5 C16 C17 H17B . . 109.5 H17A C17 H17B . . 109.5 C16 C17 H17C . . 109.5 H17A C17 H17C . . 109.5 H17B C17 H17C . . 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn O2 2 2.097(2) ? Zn O2 . 2.097(2) y Zn O1W 2 2.143(2) ? Zn O1W . 2.143(2) y Zn N1 . 2.168(2) y Zn N1 2 2.168(2) ? Cl1 C5 . 1.746(4) ? O1W H1A . 0.83(4) ? O1W H1B . 0.91(4) ? O2 C1 . 1.257(3) ? O3 C1 . 1.255(4) ? O4 C13 . 1.222(4) ? N1 C8 . 1.336(4) ? N1 C12 . 1.338(4) ? N2 C13 . 1.328(4) ? N2 C14 . 1.478(6) ? N2 C16 . 1.489(5) ? C1 C2 . 1.511(4) ? C2 C3 . 1.385(4) ? C2 C7 . 1.387(4) ? C3 C4 . 1.381(4) ? C3 H3 . 0.9300 ? C4 C5 . 1.382(5) ? C4 H4 . 0.9300 ? C5 C6 . 1.373(5) ? C6 C7 . 1.381(5) ? C6 H6 . 0.9300 ? C7 H7 . 0.9300 ? C8 C9 . 1.384(4) ? C8 H8 . 0.9300 ? C9 C10 . 1.381(5) ? C9 H9 . 0.9300 ? C10 C11 . 1.393(4) ? C10 H10 . 0.9300 ? C11 C12 . 1.375(4) ? C11 C13 . 1.496(4) ? C12 H12 . 0.9300 ? C14 C15 . 1.435(11) ? C14 H14A . 0.9700 ? C14 H14B . 0.9700 ? C15 H15A . 0.9600 ? C15 H15B . 0.9600 ? C15 H15C . 0.9600 ? C16 C17 . 1.473(7) ? C16 H16A . 0.9700 ? C16 H16B . 0.9700 ? C17 H17A . 0.9600 ? C17 H17B . 0.9600 ? C17 H17C . 0.9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1W H1B O3 2 0.91(5) 1.75(5) 2.654(4) 168(5) y 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_site_symmetry_1 _geom_torsion O1W Zn O2 C1 2 -16.0(2) O1W Zn O2 C1 . 164.0(2) N1 Zn O2 C1 . 77.5(2) N1 Zn O2 C1 2 -102.5(2) O2 Zn N1 C8 2 32.6(2) O2 Zn N1 C8 . -147.4(2) O1W Zn N1 C8 . 124.6(2) O2 Zn N1 C12 2 -147.8(2) O2 Zn N1 C12 . 32.2(2) O1W Zn N1 C12 2 124.3(2) O1W Zn N1 C12 . -55.7(2) Zn O2 C1 O3 . 30.9(4) Zn O2 C1 C2 . -148.4(2) O3 C1 C2 C3 . 177.8(3) O2 C1 C2 C3 . -2.9(4) O3 C1 C2 C7 . -3.2(4) O2 C1 C2 C7 . 176.1(3) C7 C2 C3 C4 . 1.3(5) C1 C2 C3 C4 . -179.8(3) C2 C3 C4 C5 . -0.3(5) C3 C4 C5 C6 . -0.6(6) C3 C4 C5 Cl1 . -179.5(3) C4 C5 C6 C7 . 0.4(6) Cl1 C5 C6 C7 . 179.3(3) C5 C6 C7 C2 . 0.6(6) C3 C2 C7 C6 . -1.4(5) C1 C2 C7 C6 . 179.6(3) C12 N1 C8 C9 . -1.2(5) Zn N1 C8 C9 . 178.5(2) N1 C8 C9 C10 . -0.4(5) C8 C9 C10 C11 . 0.8(5) C9 C10 C11 C12 . 0.2(5) C9 C10 C11 C13 . 171.2(3) C8 N1 C12 C11 . 2.3(4) Zn N1 C12 C11 . -177.4(2) C10 C11 C12 N1 . -1.8(5) C13 C11 C12 N1 . -173.4(3) C14 N2 C13 O4 . 177.6(4) C16 N2 C13 O4 . 3.2(6) C14 N2 C13 C11 . 1.0(6) C16 N2 C13 C11 . -173.4(4) C12 C11 C13 O4 . 57.2(4) C10 C11 C13 O4 . -113.9(4) C12 C11 C13 N2 . -126.1(4) C10 C11 C13 N2 . 62.8(5) C13 N2 C14 C15 . 114.2(7) C16 N2 C14 C15 . -70.5(8) C13 N2 C16 C17 . -82.4(6) C14 N2 C16 C17 . 102.7(5) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 168309237