#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/06/2220644.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_2220644
loop_
_publ_author_name
'Braban, Mircea'
'Haiduc, Ionel'
'Lönnecke, Peter'
_publ_section_title
;catena-Poly[[[(2,2'-bipyridyl)copper(II)]-μ-<small>L</small>-alaninato]
 perchlorate monohydrate]
;
_journal_coeditor_code           TK2300
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m51
_journal_paper_doi               10.1107/S1600536808040725
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (C3 H6 N O2) (C10 H8 N2)] Cl O4, H2 O'
_chemical_formula_moiety         'C13 H14 Cl Cu N3 O6, H2 O'
_chemical_formula_sum            'C13 H16 Cl Cu N3 O7'
_chemical_formula_weight         425.28
_chemical_melting_point          253
_chemical_name_common            'copper L-alaninato 2,2-bipyridyl complex'
_chemical_name_systematic
;
catena-Poly[[[(2,2'-bipyridyl)copper(II)]-μ-L-alaninato]
perchlorate monohydrate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 110.606(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1807(10)
_cell_length_b                   8.2656(6)
_cell_length_c                   16.1195(13)
_cell_measurement_reflns_used    4860
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.7
_cell_volume                     1643.8(2)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'WinGX  (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      220(2)
_diffrn_detector_area_resol_mean 81.92
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       φ
_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  0.020
_diffrn_reflns_av_sigmaI/netI    0.014
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13671
_diffrn_reflns_theta_full        28.3
_diffrn_reflns_theta_max         28.3
_diffrn_reflns_theta_min         2.6
_exptl_absorpt_coefficient_mu    1.534
_exptl_absorpt_correction_T_max  0.656
_exptl_absorpt_correction_T_min  0.460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.89
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.11
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3939
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.11
_refine_ls_R_factor_all          0.036
_refine_ls_R_factor_gt           0.033
_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/[σ²(Fo²)+(0.0317P)²+1.4344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.076
_refine_ls_wR_factor_ref         0.078
_reflns_number_gt                3611
_reflns_number_total             3939
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2300.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2220644
_cod_database_fobs_code          2220644
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'
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_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'
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_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_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
