#------------------------------------------------------------------------------ #$Date: 2016-02-21 00:03:34 +0000 (Sun, 21 Feb 2016) $ #$Revision: 176798 $ #$URL: svn://www.crystallography.net/cod/cif/2/23/90/2239013.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2239013 loop_ _publ_author_name 'Mghandef, Marwa' 'Boughzala, Habib' _publ_section_title ; 1-(4-Hydroxyphenyl)piperazine-1,4-diium tetrachloridocobalt(II) monohydrate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m75 _journal_paper_doi 10.1107/S1600536814001767 _journal_volume 70 _journal_year 2014 _chemical_formula_iupac '(C10 H16 N2 O) [Co Cl4], H2 O' _chemical_formula_moiety 'C10 H16 N2 O 2+, Cl4 Co 2-, H2 O' _chemical_formula_sum 'C10 H18 Cl4 Co N2 O2' _chemical_formula_weight 398.99 _chemical_name_systematic ; 1-(4-Hydroxyphenyl)piperazine-1,4-diium tetrachloridocobalt(II) monohydrate ; _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 _audit_creation_method SHELXL-97 _cell_angle_alpha 91.720(10) _cell_angle_beta 96.980(10) _cell_angle_gamma 99.190(10) _cell_formula_units_Z 2 _cell_length_a 7.4550(10) _cell_length_b 8.002(2) _cell_length_c 14.1050(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 15 _cell_measurement_theta_min 10 _cell_volume 823.4(2) _computing_cell_refinement 'CAD-4 EXPRESS (Enraf--Nonius, 1994)' _computing_data_collection 'CAD-4 EXPRESS (Enraf--Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Enraf--Nonius CAD-4' _diffrn_measurement_method 'non-profiled \w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 4220 _diffrn_reflns_theta_full 26.97 _diffrn_reflns_theta_max 26.97 _diffrn_reflns_theta_min 2.58 _diffrn_standards_decay_% 1 _diffrn_standards_interval_time 120 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 1.689 _exptl_absorpt_correction_T_max 0.7121 _exptl_absorpt_correction_T_min 0.6066 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 406 _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.725 _refine_diff_density_min -0.448 _refine_ls_extinction_coef 0.019(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 2008)' _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 245 _refine_ls_number_reflns 3586 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.083 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_gt 0.0371 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0592P)^2^+0.2936P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1015 _refine_ls_wR_factor_ref 0.1015 _reflns_number_gt 3110 _reflns_number_total 3586 _reflns_threshold_expression I>2sigma(I) _iucr_refine_instructions_details ; TITL 3 in P -1 CELL 0.71073 7.4551 8.0021 14.1050 91.718 96.976 99.189 ZERR 2.00 0.0010 0.0020 0.0010 0.01 0.01 0.01 LATT 1 SFAC C H CL CO N O UNIT 20 36 8 2 4 4 ACTA HTAB 2.00000 BOND $H L.S. 10 WGHT 0.059200 0.291900 EXTI 0.018857 FVAR 1.24004 MPLA C1 C2 C3 C4 C5 C6 MPLA C7 C8 C9 C10 N1 N2 CO1 4 0.138907 0.686720 0.316764 11.00000 0.03198 0.03375 = 0.03509 0.00040 0.00114 0.00245 CL1 3 -0.021968 0.723197 0.441034 11.00000 0.03643 0.05099 = 0.04354 -0.00329 0.00719 0.00883 CL2 3 0.436136 0.722214 0.377709 11.00000 0.03131 0.04881 = 0.04472 -0.00560 0.00196 0.00732 CL3 3 0.090997 0.898841 0.216352 11.00000 0.05346 0.05145 = 0.05324 0.02082 -0.00197 0.00053 CL4 3 0.049237 0.432357 0.234018 11.00000 0.03995 0.04724 = 0.06814 -0.02090 0.00991 -0.00497 N1 5 0.631496 0.260187 0.208969 11.00000 0.03479 0.02602 = 0.02805 0.00206 0.00303 0.00245 N2 5 0.652770 0.167817 0.405921 11.00000 0.03523 0.03957 = 0.03148 0.00820 0.00034 0.00202 O1 6 0.317295 0.297579 -0.169136 11.00000 0.05685 0.05367 = 0.03241 0.00720 -0.00262 0.00539 O2 6 0.279127 0.101212 0.427564 11.00000 0.04159 0.05968 = 0.07633 -0.02538 0.00800 0.00481 C1 1 0.388584 0.280176 -0.076448 11.00000 0.04780 0.03170 = 0.03217 0.00003 0.00152 0.00783 C2 1 0.278797 0.230616 -0.006739 11.00000 0.03987 0.05648 = 0.04073 0.00735 -0.00193 -0.00308 C3 1 0.356957 0.222473 0.086869 11.00000 0.03835 0.05683 = 0.03461 0.00902 0.00370 -0.00520 C4 1 0.544041 0.264453 0.108956 11.00000 0.03768 0.02652 = 0.03005 0.00094 0.00137 0.00357 C5 1 0.654886 0.310134 0.039686 11.00000 0.03699 0.04687 = 0.03490 0.00238 0.00530 0.00742 C6 1 0.575987 0.316747 -0.054384 11.00000 0.04652 0.04900 = 0.03210 0.00422 0.01067 0.00694 C7 1 0.641132 0.345294 0.379934 11.00000 0.05887 0.03328 = 0.03225 -0.00058 0.00459 0.00883 C8 1 0.538949 0.347680 0.280634 11.00000 0.05684 0.03427 = 0.03389 0.00323 0.00793 0.01927 C9 1 0.645626 0.082453 0.236090 11.00000 0.04570 0.02563 = 0.03739 0.00173 0.00130 0.00915 C10 1 0.744538 0.081568 0.335781 11.00000 0.03943 0.03313 = 0.04117 0.00709 -0.00034 0.00964 H1A 2 0.193317 0.050194 0.384394 11.00000 0.08147 H1B 2 0.227257 0.160882 0.453841 11.00000 0.08014 H1 2 0.212824 0.258946 -0.172271 11.00000 0.06612 H2 2 0.143615 0.200733 -0.019466 11.00000 0.05508 H3 2 0.283645 0.180233 0.134356 11.00000 0.05368 H5 2 0.781329 0.344489 0.056499 11.00000 0.05149 H6 2 0.646263 0.344320 -0.101809 11.00000 0.05146 H7A 2 0.577522 0.390418 0.425991 11.00000 0.06379 H7B 2 0.768544 0.410345 0.385027 11.00000 0.05400 H8A 2 0.415485 0.288210 0.278453 11.00000 0.05194 H8B 2 0.531092 0.448764 0.263775 11.00000 0.05064 H9A 2 0.527777 0.019335 0.231198 11.00000 0.05406 H9B 2 0.717823 0.045017 0.190787 11.00000 0.04447 H10A 2 0.748870 -0.027143 0.353400 11.00000 0.04658 H10B 2 0.865128 0.147211 0.340013 11.00000 0.04530 H1N 2 0.752277 0.316752 0.209194 11.00000 0.04567 H2NA 2 0.550579 0.112659 0.411346 11.00000 0.06312 H2NB 2 0.721698 0.175341 0.464352 11.00000 0.04627 HKLF 4 REM 3 in P -1 REM R1 = 0.0340 for 3110 Fo > 4sig(Fo) and 0.0413 for all 3586 data REM 245 parameters refined using 0 restraints END WGHT 0.0592 0.2917 ; _cod_data_source_file cq2009sup1.cf _cod_data_source_block I _cod_database_code 2239013 _cod_database_fobs_code 2239013 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_occupancy _atom_site_symmetry_multiplicity Co Co 0.13891(4) 0.68672(4) 0.31676(2) 0.03430(13) Uani d 1 1 Cl Cl1 -0.02197(8) 0.72320(8) 0.44103(4) 0.04349(16) Uani d 1 1 Cl Cl2 0.43614(7) 0.72221(8) 0.37771(4) 0.04201(16) Uani d 1 1 Cl Cl3 0.09100(10) 0.89884(9) 0.21635(5) 0.05405(19) Uani d 1 1 Cl Cl4 0.04924(9) 0.43236(8) 0.23402(5) 0.0534(2) Uani d 1 1 N N1 0.6315(3) 0.2602(2) 0.20897(12) 0.0300(4) Uani d 1 1 N N2 0.6528(3) 0.1678(3) 0.40592(14) 0.0362(4) Uani d 1 1 O O 0.3173(3) 0.2976(3) -0.16914(12) 0.0487(4) Uani d 1 1 O OW 0.2791(3) 0.1012(3) 0.42756(18) 0.0602(6) Uani d 1 1 C C1 0.3886(3) 0.2802(3) -0.07645(16) 0.0375(5) Uani d 1 1 C C2 0.2788(4) 0.2306(4) -0.00674(18) 0.0475(6) Uani d 1 1 C C3 0.3570(3) 0.2225(4) 0.08687(17) 0.0447(6) Uani d 1 1 C C4 0.5440(3) 0.2645(3) 0.10896(15) 0.0319(4) Uani d 1 1 C C5 0.6549(3) 0.3101(3) 0.03969(17) 0.0395(5) Uani d 1 1 C C6 0.5760(4) 0.3167(3) -0.05438(17) 0.0422(5) Uani d 1 1 C C7 0.6411(4) 0.3453(3) 0.37993(17) 0.0416(5) Uani d 1 1 C C8 0.5389(4) 0.3477(3) 0.28063(17) 0.0402(5) Uani d 1 1 C C9 0.6456(4) 0.0825(3) 0.23609(17) 0.0363(5) Uani d 1 1 C C10 0.7445(3) 0.0816(3) 0.33578(17) 0.0379(5) Uani d 1 1 H HWA 0.193(6) 0.050(5) 0.384(3) 0.082(12) Uiso d 1 1 H HWB 0.227(6) 0.161(5) 0.454(3) 0.080(13) Uiso d 1 1 H H1 0.213(5) 0.259(5) -0.172(3) 0.066(11) Uiso d 1 1 H H2 0.144(4) 0.201(4) -0.019(2) 0.055(8) Uiso d 1 1 H H3 0.284(4) 0.180(4) 0.134(2) 0.054(8) Uiso d 1 1 H H5 0.781(4) 0.344(4) 0.056(2) 0.052(8) Uiso d 1 1 H H6 0.646(4) 0.344(4) -0.102(2) 0.052(8) Uiso d 1 1 H H7A 0.578(5) 0.390(4) 0.426(2) 0.064(9) Uiso d 1 1 H H7B 0.769(5) 0.410(4) 0.385(2) 0.054(8) Uiso d 1 1 H H8A 0.415(4) 0.288(4) 0.278(2) 0.052(8) Uiso d 1 1 H H8B 0.531(4) 0.449(4) 0.264(2) 0.051(8) Uiso d 1 1 H H9A 0.528(5) 0.019(4) 0.231(2) 0.054(8) Uiso d 1 1 H H9B 0.718(4) 0.045(4) 0.191(2) 0.045(7) Uiso d 1 1 H H10A 0.749(4) -0.027(4) 0.353(2) 0.047(7) Uiso d 1 1 H H10B 0.865(4) 0.147(4) 0.340(2) 0.045(7) Uiso d 1 1 H H1N 0.752(4) 0.317(4) 0.209(2) 0.046(7) Uiso d 1 1 H H2NA 0.551(5) 0.113(4) 0.411(2) 0.063(10) Uiso d 1 1 H H2NB 0.722(4) 0.175(4) 0.464(2) 0.046(8) Uiso d 1 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 Co 0.03205(18) 0.03383(18) 0.03517(19) 0.00247(12) 0.00115(12) 0.00040(12) Cl1 0.0365(3) 0.0511(3) 0.0436(3) 0.0088(2) 0.0072(2) -0.0033(2) Cl2 0.0314(3) 0.0489(3) 0.0448(3) 0.0073(2) 0.0020(2) -0.0056(2) Cl3 0.0535(4) 0.0515(4) 0.0533(4) 0.0005(3) -0.0020(3) 0.0208(3) Cl4 0.0400(3) 0.0473(3) 0.0682(4) -0.0050(3) 0.0099(3) -0.0209(3) N1 0.0349(9) 0.0261(8) 0.0281(8) 0.0025(7) 0.0030(7) 0.0021(6) N2 0.0353(10) 0.0397(10) 0.0316(9) 0.0020(8) 0.0003(8) 0.0082(8) O 0.0569(12) 0.0537(11) 0.0325(9) 0.0054(9) -0.0026(8) 0.0072(7) OW 0.0417(10) 0.0598(13) 0.0764(15) 0.0048(9) 0.0080(10) -0.0254(11) C1 0.0479(13) 0.0318(10) 0.0322(11) 0.0078(9) 0.0015(9) 0.0000(8) C2 0.0400(13) 0.0566(15) 0.0408(13) -0.0031(11) -0.0019(10) 0.0074(11) C3 0.0384(12) 0.0569(15) 0.0347(12) -0.0052(11) 0.0037(10) 0.0090(10) C4 0.0378(11) 0.0266(9) 0.0301(10) 0.0036(8) 0.0014(8) 0.0009(7) C5 0.0371(12) 0.0469(13) 0.0350(11) 0.0074(10) 0.0053(9) 0.0024(9) C6 0.0466(13) 0.0491(13) 0.0322(11) 0.0070(11) 0.0107(10) 0.0042(10) C7 0.0589(15) 0.0334(11) 0.0323(11) 0.0088(11) 0.0046(10) -0.0006(9) C8 0.0569(15) 0.0344(11) 0.0340(11) 0.0193(11) 0.0079(10) 0.0032(9) C9 0.0458(13) 0.0257(10) 0.0375(12) 0.0092(9) 0.0013(10) 0.0017(8) C10 0.0395(12) 0.0332(11) 0.0413(12) 0.0096(10) -0.0003(9) 0.0071(9) 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' Cl Cl 0.1484 0.1585 '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_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle Cl2 Co Cl4 111.38(3) Cl2 Co Cl1 106.87(3) Cl4 Co Cl1 113.97(3) Cl2 Co Cl3 109.60(3) Cl4 Co Cl3 108.94(3) Cl1 Co Cl3 105.87(3) C4 N1 C9 111.55(16) C4 N1 C8 113.32(17) C9 N1 C8 110.62(17) C4 N1 H1N 105.0(18) C9 N1 H1N 106.4(18) C8 N1 H1N 109.6(17) C10 N2 C7 110.87(18) C10 N2 H2NA 111(2) C7 N2 H2NA 112(2) C10 N2 H2NB 109.1(18) C7 N2 H2NB 106.2(18) H2NA N2 H2NB 108(3) C1 O H1 105(3) HWA OW HWB 102(4) O C1 C6 117.2(2) O C1 C2 122.2(2) C6 C1 C2 120.6(2) C1 C2 C3 119.9(2) C1 C2 H2 123.5(18) C3 C2 H2 116.6(18) C4 C3 C2 119.1(2) C4 C3 H3 120.2(18) C2 C3 H3 120.5(18) C5 C4 C3 121.4(2) C5 C4 N1 118.25(19) C3 C4 N1 120.36(19) C4 C5 C6 119.3(2) C4 C5 H5 120.3(19) C6 C5 H5 120.3(19) C1 C6 C5 119.6(2) C1 C6 H6 119.3(19) C5 C6 H6 121.1(19) N2 C7 C8 110.53(19) N2 C7 H7A 106(2) C8 C7 H7A 111(2) N2 C7 H7B 108.3(18) C8 C7 H7B 111.9(18) H7A C7 H7B 109(3) N1 C8 C7 110.1(2) N1 C8 H8A 107.9(19) C7 C8 H8A 110.1(19) N1 C8 H8B 109(2) C7 C8 H8B 112(2) H8A C8 H8B 107(3) N1 C9 C10 110.75(18) N1 C9 H9A 108.8(19) C10 C9 H9A 111.0(19) N1 C9 H9B 103.1(17) C10 C9 H9B 109.7(17) H9A C9 H9B 113(2) N2 C10 C9 110.96(19) N2 C10 H10A 108.8(18) C9 C10 H10A 110.8(18) N2 C10 H10B 104.4(17) C9 C10 H10B 110.3(17) H10A C10 H10B 111(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Co Cl2 2.2475(7) y Co Cl4 2.2772(7) y Co Cl1 2.2777(7) y Co Cl3 2.2868(7) y N1 C4 1.484(3) ? N1 C9 1.500(3) ? N1 C8 1.506(3) ? N1 H1N 0.94(3) ? N2 C10 1.482(3) ? N2 C7 1.491(3) ? N2 H2NA 0.83(4) ? N2 H2NB 0.91(3) ? O C1 1.370(3) ? O H1 0.79(4) ? OW HWA 0.87(4) ? OW HWB 0.77(4) ? C1 C6 1.376(4) ? C1 C2 1.382(4) ? C2 C3 1.385(3) ? C2 H2 0.99(3) ? C3 C4 1.376(3) ? C3 H3 0.95(3) ? C4 C5 1.376(3) ? C5 C6 1.391(3) ? C5 H5 0.94(3) ? C6 H6 0.91(3) ? C7 C8 1.513(3) ? C7 H7A 0.94(3) ? C7 H7B 1.00(3) ? C8 H8A 0.96(3) ? C8 H8B 0.86(3) ? C9 C10 1.507(3) ? C9 H9A 0.93(3) ? C9 H9B 0.95(3) ? C10 H10A 0.92(3) ? C10 H10B 0.96(3) ? 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 OW HWA Cl3 1_545 0.87(4) 2.59(4) 3.381(3) 150(4) OW HWB Cl1 2_566 0.78(4) 2.51(4) 3.264(3) 164(4) O H1 Cl3 2_565 0.79(4) 2.41(4) 3.177(3) 165(4) N1 H1N Cl4 1_655 0.94(3) 2.24(3) 3.171(2) 170(2) N2 H2NA OW 1_555 0.83(4) 2.06(4) 2.807(2) 151(3) N2 H2NB Cl1 2_666 0.91(3) 2.47(3) 3.267(2) 147(2) N2 H2NB Cl2 2_666 0.91(3) 2.81(3) 3.324(2) 117(2)