############################################################################## ### ### ### Electronic paper (Acta Crystallographica Section E) ### ### ### ############################################################################## # # # This CIF contains the data in a paper accepted for publication in Acta # # Crystallographica Section E. It conforms to the requirements of Notes # # for Authors for Section E, and has been peer reviewed under the auspices # # of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4. # # # # Software is freely available for graphical display of the structure(s) in # # this CIF. For information consult the CIF home page http://www.iucr.org/ # # cif/home.html # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_I _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-Poly[[[(2,2'-bipyridyl)copper(II)]-\m-L-alaninato] perchlorate monohydrate] ; _chemical_name_common 'copper L-alaninato 2,2-bipyridyl complex' _chemical_formula_moiety 'C13 H14 Cl Cu N3 O6, H2 O' _chemical_formula_sum 'C13 H16 Cl Cu N3 O7' _chemical_formula_iupac '[Cu (C3 H6 N O2) (C10 H8 N2)] Cl O4, H2 O' _chemical_formula_weight 425.28 _chemical_melting_point 253 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 13.1807(10) _cell_length_b 8.2656(6) _cell_length_c 16.1195(13) _cell_angle_alpha 90 _cell_angle_beta 110.606(2) _cell_angle_gamma 90 _cell_volume 1643.8(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4860 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 28.3 _cell_measurement_temperature 220(2) _exptl_crystal_description prism _exptl_crystal_colour 'dark blue' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 1.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)' _exptl_absorpt_correction_T_min 0.460 _exptl_absorpt_correction_T_max 0.656 _exptl_special_details ; ; _diffrn_ambient_temperature 220(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 81.92 _diffrn_reflns_number 13671 _diffrn_reflns_av_R_equivalents 0.020 _diffrn_reflns_av_sigmaI/netI 0.014 _diffrn_reflns_theta_min 2.6 _diffrn_reflns_theta_max 28.3 _diffrn_reflns_theta_full 28.3 _diffrn_measured_fraction_theta_max 0.963 _diffrn_measured_fraction_theta_full 0.963 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _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^ > \s(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. ; _reflns_number_total 3939 _reflns_number_gt 3611 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.036 _refine_ls_R_factor_gt 0.033 _refine_ls_wR_factor_gt 0.076 _refine_ls_wR_factor_ref 0.078 _refine_ls_goodness_of_fit_ref 1.11 _refine_ls_restrained_S_all 1.11 _refine_ls_number_reflns 3939 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment refall _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0317P)^2^+1.4344P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.89 _refine_diff_density_min -0.43 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Cu' 'Cu' 0.3201 1.2651 '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' 'O' 'O' 0.0106 0.0060 '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' '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' _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999)' _computing_publication_material 'WinGX (Farrugia, 1999)' 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 _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu1 0.364703(18) 0.28840(3) 0.167573(16) 0.02538(8) Uani d . 1 . . Cl Cl1 0.17905(4) 0.19812(6) -0.06197(3) 0.02952(11) Uani d . 1 . . O O1 0.43017(11) 0.07522(17) 0.20438(10) 0.0300(3) Uani d . 1 . . O O2 0.55154(13) -0.09670(18) 0.18782(10) 0.0365(3) Uani d . 1 . . O O3 0.28355(13) 0.1556(3) 0.00253(12) 0.0505(4) Uani d . 1 . . O O4 0.16505(15) 0.1197(2) -0.14439(11) 0.0450(4) Uani d . 1 . . O O5 0.17426(19) 0.3705(2) -0.07423(13) 0.0605(5) Uani d . 1 . . O O6 0.09645(14) 0.1466(3) -0.02883(12) 0.0510(4) Uani d . 1 . . N N1 0.28664(13) 0.4972(2) 0.12453(11) 0.0275(3) Uani d . 1 . . N N2 0.22426(13) 0.2334(2) 0.18192(11) 0.0259(3) Uani d . 1 . . N N3 0.49264(17) 0.3247(2) 0.13184(19) 0.0391(5) Uani d . 1 . . C C1 0.32627(18) 0.6292(3) 0.09841(16) 0.0358(5) Uani d . 1 . . C C2 0.2644(2) 0.7669(3) 0.06765(17) 0.0398(5) Uani d . 1 . . C C3 0.1579(2) 0.7682(3) 0.06305(16) 0.0382(5) Uani d . 1 . . C C4 0.11629(18) 0.6331(3) 0.09049(15) 0.0350(5) Uani d . 1 . . C C5 0.18218(15) 0.4985(2) 0.12098(12) 0.0264(4) Uani d . 1 . . C C6 0.19879(18) 0.0907(3) 0.20930(14) 0.0330(4) Uani d . 1 . . C C7 0.0946(2) 0.0558(3) 0.20633(16) 0.0391(5) Uani d . 1 . . C C8 0.01505(19) 0.1715(3) 0.17510(16) 0.0391(5) Uani d . 1 . . C C9 0.04044(17) 0.3198(3) 0.14800(14) 0.0340(4) Uani d . 1 . . C C10 0.14634(15) 0.3474(2) 0.15143(12) 0.0264(4) Uani d . 1 . . C C11 0.50804(16) 0.0390(2) 0.17798(13) 0.0288(4) Uani d . 1 . . C C12 0.5466(2) 0.1693(3) 0.12787(19) 0.0429(5) Uani d . 1 . . C C13 0.6666(2) 0.1814(4) 0.1552(3) 0.0605(8) Uani d . 1 . . H H2N3 0.482(4) 0.357(6) 0.087(3) 0.098(16) Uiso d . 1 . . H H1N3 0.536(3) 0.384(5) 0.170(3) 0.083(13) Uiso d . 1 . . H H1 0.398(2) 0.628(3) 0.1013(17) 0.042(7) Uiso d . 1 . . H H2 0.293(2) 0.844(4) 0.0488(19) 0.048(8) Uiso d . 1 . . H H3 0.116(2) 0.855(4) 0.0419(17) 0.044(7) Uiso d . 1 . . H H4 0.049(2) 0.634(4) 0.0873(19) 0.054(8) Uiso d . 1 . . H H6 0.257(2) 0.014(3) 0.2313(16) 0.037(6) Uiso d . 1 . . H H7 0.082(2) -0.043(4) 0.2244(18) 0.045(7) Uiso d . 1 . . H H8 -0.057(2) 0.151(4) 0.1713(18) 0.052(8) Uiso d . 1 . . H H9 -0.014(2) 0.401(4) 0.1242(18) 0.046(7) Uiso d . 1 . . H H12 0.539(3) 0.124(5) 0.059(3) 0.094(12) Uiso d . 1 . . H H13A 0.691(3) 0.261(4) 0.116(2) 0.073(10) Uiso d . 1 . . H H13B 0.699(3) 0.072(5) 0.145(2) 0.077(11) Uiso d . 1 . . H H13C 0.691(4) 0.225(5) 0.228(3) 0.105(15) Uiso d . 1 . . O O7 0.4174(2) 0.1391(3) 0.41504(15) 0.0516(5) Uani d . 1 . . H H1O7 0.418(3) 0.220(4) 0.389(2) 0.056(10) Uiso d . 1 . . H H2O7 0.367(4) 0.142(7) 0.419(3) 0.110(19) Uiso d . 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 Cu1 0.02196(12) 0.01912(12) 0.03468(14) 0.00188(8) 0.00948(9) 0.00357(9) Cl1 0.0286(2) 0.0299(2) 0.0284(2) 0.00289(17) 0.00796(18) 0.00106(18) O1 0.0300(7) 0.0218(7) 0.0391(8) 0.0031(5) 0.0133(6) 0.0050(6) O2 0.0399(8) 0.0251(7) 0.0431(8) 0.0101(6) 0.0128(7) 0.0037(6) O3 0.0284(8) 0.0680(13) 0.0458(9) 0.0050(8) 0.0016(7) 0.0056(9) O4 0.0561(10) 0.0443(10) 0.0355(8) 0.0040(8) 0.0171(7) -0.0061(7) O5 0.0954(16) 0.0274(9) 0.0515(11) 0.0022(9) 0.0167(10) 0.0023(8) O6 0.0375(9) 0.0659(13) 0.0562(11) 0.0028(8) 0.0248(8) 0.0028(9) N1 0.0251(8) 0.0227(8) 0.0333(8) 0.0019(6) 0.0082(6) 0.0011(6) N2 0.0253(8) 0.0245(8) 0.0276(8) -0.0015(6) 0.0088(6) -0.0017(6) N3 0.0310(10) 0.0249(9) 0.0666(15) 0.0059(7) 0.0237(10) 0.0115(10) C1 0.0320(11) 0.0268(10) 0.0480(12) 0.0003(8) 0.0132(9) 0.0051(9) C2 0.0467(13) 0.0245(10) 0.0470(13) 0.0005(9) 0.0149(10) 0.0051(9) C3 0.0416(12) 0.0288(11) 0.0378(11) 0.0118(9) 0.0062(9) 0.0029(9) C4 0.0287(10) 0.0347(11) 0.0372(11) 0.0091(9) 0.0060(8) -0.0004(9) C5 0.0245(9) 0.0263(9) 0.0257(9) 0.0023(7) 0.0054(7) -0.0027(7) C6 0.0356(11) 0.0284(10) 0.0353(10) -0.0028(8) 0.0131(9) -0.0010(8) C7 0.0436(12) 0.0347(12) 0.0442(12) -0.0134(10) 0.0220(10) -0.0047(10) C8 0.0299(10) 0.0483(13) 0.0425(12) -0.0106(10) 0.0168(9) -0.0093(10) C9 0.0254(9) 0.0426(12) 0.0337(10) -0.0007(9) 0.0098(8) -0.0057(9) C10 0.0248(9) 0.0289(10) 0.0245(8) -0.0008(7) 0.0074(7) -0.0049(7) C11 0.0261(9) 0.0247(9) 0.0309(9) 0.0011(7) 0.0042(7) 0.0014(8) C12 0.0388(12) 0.0332(12) 0.0623(15) 0.0089(9) 0.0249(11) 0.0115(11) C13 0.0427(14) 0.0452(15) 0.105(3) 0.0125(12) 0.0408(16) 0.0190(16) O7 0.0602(13) 0.0449(11) 0.0585(12) 0.0192(9) 0.0318(10) 0.0107(9) _geom_special_details ; All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. ; 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 Cu1 O1 . 1.9598(14) ? Cu1 N3 . 1.987(2) ? Cu1 N2 . 1.9970(16) ? Cu1 N1 . 2.0043(17) ? Cu1 O2 2_655 2.3965(16) ? Cl1 O4 . 1.4307(16) ? Cl1 O6 . 1.4358(18) ? Cl1 O5 . 1.4365(19) ? Cl1 O3 . 1.4469(16) ? O1 C11 . 1.277(2) ? O2 C11 . 1.244(2) ? O2 Cu1 2_645 2.3965(16) ? N1 C1 . 1.340(3) ? N1 C5 . 1.358(2) ? N2 C6 . 1.343(3) ? N2 C10 . 1.353(3) ? N3 C12 . 1.481(3) ? N3 H2N3 . 0.74(4) ? N3 H1N3 . 0.83(4) ? C1 C2 . 1.386(3) ? C1 H1 . 0.92(3) ? C2 C3 . 1.380(4) ? C2 H2 . 0.85(3) ? C3 C4 . 1.384(4) ? C3 H3 . 0.90(3) ? C4 C5 . 1.390(3) ? C4 H4 . 0.86(3) ? C5 C10 . 1.479(3) ? C6 C7 . 1.387(3) ? C6 H6 . 0.96(3) ? C7 C8 . 1.377(4) ? C7 H7 . 0.90(3) ? C8 C9 . 1.381(3) ? C8 H8 . 0.95(3) ? C9 C10 . 1.396(3) ? C9 H9 . 0.96(3) ? C11 C12 . 1.536(3) ? C12 C13 . 1.488(4) ? C12 H12 . 1.15(4) ? C13 H13A . 1.04(4) ? C13 H13B . 1.04(4) ? C13 H13C . 1.16(5) ? O7 H1O7 . 0.79(4) ? O7 H2O7 . 0.69(5) ? 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 _geom_angle_publ_flag O1 Cu1 N3 . . 83.99(7) ? O1 Cu1 N2 . . 95.03(6) ? N3 Cu1 N2 . . 169.62(10) ? O1 Cu1 N1 . . 175.41(6) ? N3 Cu1 N1 . . 98.87(7) ? N2 Cu1 N1 . . 81.51(7) ? O1 Cu1 O2 . 2_655 93.37(6) ? N3 Cu1 O2 . 2_655 94.28(9) ? N2 Cu1 O2 . 2_655 96.09(6) ? N1 Cu1 O2 . 2_655 90.00(6) ? O4 Cl1 O6 . . 110.13(11) ? O4 Cl1 O5 . . 109.66(11) ? O6 Cl1 O5 . . 110.07(13) ? O4 Cl1 O3 . . 109.65(11) ? O6 Cl1 O3 . . 108.38(11) ? O5 Cl1 O3 . . 108.93(13) ? C11 O1 Cu1 . . 115.46(12) ? C11 O2 Cu1 . 2_645 121.01(14) ? C1 N1 C5 . . 118.82(17) ? C1 N1 Cu1 . . 126.92(14) ? C5 N1 Cu1 . . 114.25(13) ? C6 N2 C10 . . 119.06(18) ? C6 N2 Cu1 . . 125.95(14) ? C10 N2 Cu1 . . 114.56(13) ? C12 N3 Cu1 . . 110.57(14) ? C12 N3 H2N3 . . 101(4) ? Cu1 N3 H2N3 . . 117(3) ? C12 N3 H1N3 . . 109(3) ? Cu1 N3 H1N3 . . 108(3) ? H2N3 N3 H1N3 . . 111(4) ? N1 C1 C2 . . 122.4(2) ? N1 C1 H1 . . 118.5(18) ? C2 C1 H1 . . 119.1(18) ? C3 C2 C1 . . 119.0(2) ? C3 C2 H2 . . 123(2) ? C1 C2 H2 . . 118(2) ? C2 C3 C4 . . 119.1(2) ? C2 C3 H3 . . 120.5(18) ? C4 C3 H3 . . 120.4(18) ? C3 C4 C5 . . 119.4(2) ? C3 C4 H4 . . 119(2) ? C5 C4 H4 . . 122(2) ? N1 C5 C4 . . 121.28(19) ? N1 C5 C10 . . 114.65(16) ? C4 C5 C10 . . 124.07(19) ? N2 C6 C7 . . 122.0(2) ? N2 C6 H6 . . 116.2(16) ? C7 C6 H6 . . 121.8(16) ? C8 C7 C6 . . 119.0(2) ? C8 C7 H7 . . 123.1(18) ? C6 C7 H7 . . 117.9(18) ? C7 C8 C9 . . 119.6(2) ? C7 C8 H8 . . 121.0(19) ? C9 C8 H8 . . 119.4(19) ? C8 C9 C10 . . 118.9(2) ? C8 C9 H9 . . 120.8(17) ? C10 C9 H9 . . 120.3(17) ? N2 C10 C9 . . 121.42(19) ? N2 C10 C5 . . 114.75(16) ? C9 C10 C5 . . 123.82(19) ? O2 C11 O1 . . 123.87(19) ? O2 C11 C12 . . 118.42(19) ? O1 C11 C12 . . 117.66(18) ? N3 C12 C13 . . 113.9(2) ? N3 C12 C11 . . 109.41(19) ? C13 C12 C11 . . 113.9(2) ? N3 C12 H12 . . 116(2) ? C13 C12 H12 . . 91.9(19) ? C11 C12 H12 . . 111(2) ? C12 C13 H13A . . 113(2) ? C12 C13 H13B . . 111(2) ? H13A C13 H13B . . 102(3) ? C12 C13 H13C . . 102(2) ? H13A C13 H13C . . 113(3) ? H13B C13 H13C . . 117(3) ? H1O7 O7 H2O7 . . 102(5) ? 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 N3 H2N3 O7 4_565 0.74(4) 2.60(4) 3.293(4) 159(5) yes N3 H1N3 O1 2_655 0.83(4) 2.48(4) 3.225(3) 149(3) yes N3 H1N3 O2 2_655 0.83(4) 2.91(4) 3.225(3) 105(3) yes N3 H1N3 O7 2_655 0.83(4) 2.70(5) 3.059(3) 108(3) yes N3 H2N3 O7 2_655 0.74(4) 2.69(5) 3.059(3) 114(4) yes O7 H1O7 O2 2_655 0.79(4) 2.08(4) 2.857(3) 166(3) yes data_global _journal_date_recd_electronic 2008-08-26 _journal_date_accepted 2008-12-03 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2009 _journal_volume 65 _journal_issue 1 _journal_page_first m51 _journal_page_last m51 _journal_paper_category QM _journal_coeditor_code TK2300 _publ_contact_author_name 'Mircea BRABAN' _publ_contact_author_address ; Universitatea Babes Bolyai Facultatea de chimie si inginerie chimica Str. Arany Janos nr. 11 RO-400028 Cluj-Napoca ROMANIA ; _publ_contact_author_email 'mircea_braban@yahoo.com' _publ_contact_author_fax '0040 260 678 235' _publ_contact_author_phone '0040 745 13 14 08' _publ_section_title ; catena-Poly[[[(2,2'-bipyridyl)copper(II)]-\m-L-alaninato] perchlorate monohydrate] ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Braban, Mircea' . ; Facultatea de Chimie si Inginerie Chimica Universitatea Babes Bolyai Str. Arany Janos nr. 11 RO-400028 Cluj-Napoca Romania ; 'Haiduc, Ionel' . ; Facultatea de Chimie si Inginerie Chimica Universitatea Babes Bolyai Str. Arany Janos nr. 11 RO-400028 Cluj-Napoca Romania ; 'L\"onnecke, Peter' . ; Institut f\"ur Chemie und Mineralogie Universit\"at Leipzig Johannisallee 29 D-04103 Leipzig Germany ;