#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/72/2237260.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_2237260
loop_
_publ_author_name
'Tinguiano, Daniel'
'Sow, Mouhamadou Moustapha'
'Tamboura, Farba Bouyagui'
'Barry, Aliou Hamady'
'Gaye, Mohamed'
_publ_section_title
;
 Aqua{2-(pyridin-2-yl)-N-[(pyridin-2-yl)methylidene]ethanamine-κ³N,N',N''}(sulfato-κ²O,O')copper(II)
 tetrahydrate
;
_journal_coeditor_code           ZL2518
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m24
_journal_page_last               m25
_journal_paper_doi               10.1107/S1600536812049380
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Cu (S O4) (C13 H13 N3) (H2 O)], 4H2 O'
_chemical_formula_moiety         'C13 H15 Cu N3 O5 S, 4(H2 O)'
_chemical_formula_sum            'C13 H23 Cu N3 O9 S'
_chemical_formula_weight         460.94
_chemical_name_systematic
;
Aqua{2-(pyridin-2-yl)-N-[(pyridin-2-yl)methylidene]ethanamine-
κ³N,N',N''}(sulfato-κ²O,O')copper(II)
tetrahydrate
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.523(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7315(17)
_cell_length_b                   23.605(4)
_cell_length_c                   7.6478(12)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      11
_cell_volume                     1924.8(5)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       'π 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  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14560
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.73
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.294
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.387
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3403
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0587
_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/[σ²(Fo²)+(0.0448P)²+2.5709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                2620
_reflns_number_total             3403
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            zl2518.cif
_cod_data_source_block           global
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_database_code               2237260
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_symmetry_multiplicity
Cu Cu1 0.34621(4) 0.409141(17) 0.46361(5) 0.03121(15) Uani d . 1 1
S S1 0.34297(8) 0.41815(3) 0.84451(11) 0.0315(2) Uani d . 1 1
N N1 0.2175(3) 0.47177(13) 0.4132(4) 0.0385(7) Uani d . 1 1
N N2 0.4622(3) 0.34185(12) 0.4987(4) 0.0362(7) Uani d . 1 1
N N3 0.2371(3) 0.37299(13) 0.2717(4) 0.0405(7) Uani d . 1 1
O O1 0.4070(2) 0.44192(9) 0.6934(3) 0.0348(6) Uani d . 1 1
O O2 0.4420(2) 0.39896(11) 0.9786(3) 0.0437(6) Uani d . 1 1
O O3 0.2646(3) 0.37097(11) 0.7753(4) 0.0485(7) Uani d D 1 1
O O4 0.2680(3) 0.46243(11) 0.9121(4) 0.0506(7) Uani d . 1 1
O O5W 0.4827(3) 0.45044(11) 0.3049(3) 0.0424(6) Uani d D 1 1
H H5WA 0.473(4) 0.4385(19) 0.207(3) 0.064 Uiso d D 1 1
H H5WB 0.498(4) 0.4833(9) 0.301(6) 0.064 Uiso d D 1 1
O O6W 0.0350(4) 0.3126(2) 0.7184(8) 0.1132(17) Uani d D 1 1
H H6WA 0.038(5) 0.308(4) 0.609(3) 0.170 Uiso d D 1 1
H H6WB 0.103(4) 0.328(3) 0.719(10) 0.170 Uiso d D 1 1
O O7W 0.3003(3) 0.57344(17) 1.0390(7) 0.0916(13) Uani d D 1 1
H H7WA 0.372(3) 0.583(2) 1.034(10) 0.137 Uiso d D 1 1
H H7WB 0.287(6) 0.5420(15) 0.996(9) 0.137 Uiso d D 1 1
O O8W -0.0444(6) 0.2896(3) 0.3565(9) 0.158(2) Uani d D 1 1
H H8WA -0.086(7) 0.307(5) 0.275(8) 0.237 Uiso d D 1 1
H H8WB -0.026(12) 0.2552(16) 0.348(9) 0.237 Uiso d D 1 1
O O9W -0.1188(4) 0.3475(2) 0.0284(9) 0.1241(18) Uani d D 1 1
H H9WA -0.185(5) 0.367(3) 0.025(11) 0.186 Uiso d D 1 1
H H9WB -0.086(7) 0.332(3) -0.054(9) 0.186 Uiso d D 1 1
C C1 0.2128(4) 0.52248(16) 0.4895(6) 0.0470(10) Uani d . 1 1
H H1 0.2746 0.5324 0.5795 0.056 Uiso calc R 1 1
C C2 0.1173(4) 0.56075(18) 0.4370(6) 0.0567(12) Uani d . 1 1
H H2 0.1172 0.5963 0.4893 0.068 Uiso calc R 1 1
C C3 0.0239(4) 0.5461(2) 0.3089(6) 0.0580(12) Uani d . 1 1
H H3 -0.0415 0.5711 0.2754 0.070 Uiso calc R 1 1
C C4 0.0278(4) 0.4941(2) 0.2304(6) 0.0541(11) Uani d . 1 1
H H4 -0.0351 0.4831 0.1433 0.065 Uiso calc R 1 1
C C5 0.1269(4) 0.45822(17) 0.2829(5) 0.0430(9) Uani d . 1 1
C C6 0.1431(4) 0.40272(18) 0.2065(5) 0.0482(10) Uani d . 1 1
H H6 0.0874 0.3893 0.1138 0.058 Uiso calc R 1 1
C C7 0.2575(4) 0.31678(16) 0.2077(5) 0.0503(10) Uani d . 1 1
H H7A 0.3207 0.3179 0.1266 0.060 Uiso calc R 1 1
H H7B 0.1804 0.3024 0.1449 0.060 Uiso calc R 1 1
C C8 0.3000(4) 0.27820(16) 0.3600(5) 0.0500(10) Uani d . 1 1
H H8A 0.2429 0.2824 0.4487 0.060 Uiso calc R 1 1
H H8B 0.2942 0.2393 0.3189 0.060 Uiso calc R 1 1
C C9 0.4305(4) 0.28867(14) 0.4440(5) 0.0392(9) Uani d . 1 1
C C10 0.5785(4) 0.35136(17) 0.5752(5) 0.0471(10) Uani d . 1 1
H H10 0.5999 0.3879 0.6124 0.056 Uiso calc R 1 1
C C11 0.6683(4) 0.3095(2) 0.6015(7) 0.0625(12) Uani d . 1 1
H H11 0.7486 0.3177 0.6544 0.075 Uiso calc R 1 1
C C12 0.6360(5) 0.2554(2) 0.5476(7) 0.0686(14) Uani d . 1 1
H H12 0.6942 0.2262 0.5645 0.082 Uiso calc R 1 1
C C13 0.5164(5) 0.24484(17) 0.4684(6) 0.0547(11) Uani d . 1 1
H H13 0.4936 0.2084 0.4314 0.066 Uiso calc R 1 1
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 N3 161.62(12)
O1 Cu1 N2 93.10(11)
N3 Cu1 N2 93.65(13)
O1 Cu1 N1 91.87(11)
N3 Cu1 N1 80.77(13)
N2 Cu1 N1 174.28(12)
O1 Cu1 O5W 98.24(10)
N3 Cu1 O5W 98.95(11)
N2 Cu1 O5W 89.05(11)
N1 Cu1 O5W 93.05(11)
O4 S1 O3 111.05(17)
O4 S1 O2 111.23(16)
O3 S1 O2 111.19(16)
O4 S1 O1 108.81(15)
O3 S1 O1 107.35(14)
O2 S1 O1 107.01(15)
C1 N1 C5 118.4(3)
C1 N1 Cu1 129.0(3)
C5 N1 Cu1 112.7(2)
C10 N2 C9 118.7(3)
C10 N2 Cu1 117.2(2)
C9 N2 Cu1 124.0(3)
C6 N3 C7 121.0(3)
C6 N3 Cu1 115.4(3)
C7 N3 Cu1 123.6(3)
S1 O1 Cu1 113.77(13)
Cu1 O5W H5WA 110(3)
Cu1 O5W H5WB 127(3)
H5WA O5W H5WB 109(5)
H6WA O6W H6WB 85(6)
H7WA O7W H7WB 112(3)
H8WA O8W H8WB 122(10)
H9WA O9W H9WB 130(9)
N1 C1 C2 121.3(4)
N1 C1 H1 119.3
C2 C1 H1 119.3
C3 C2 C1 120.0(4)
C3 C2 H2 120.0
C1 C2 H2 120.0
C2 C3 C4 119.0(4)
C2 C3 H3 120.5
C4 C3 H3 120.5
C3 C4 C5 118.9(4)
C3 C4 H4 120.6
C5 C4 H4 120.6
N1 C5 C4 122.3(4)
N1 C5 C6 113.7(3)
C4 C5 C6 124.0(4)
N3 C6 C5 117.5(4)
N3 C6 H6 121.2
C5 C6 H6 121.2
N3 C7 C8 109.8(3)
N3 C7 H7A 109.7
C8 C7 H7A 109.7
N3 C7 H7B 109.7
C8 C7 H7B 109.7
H7A C7 H7B 108.2
C9 C8 C7 114.8(3)
C9 C8 H8A 108.6
C7 C8 H8A 108.6
C9 C8 H8B 108.6
C7 C8 H8B 108.6
H8A C8 H8B 107.5
N2 C9 C13 120.8(4)
N2 C9 C8 118.4(3)
C13 C9 C8 120.8(4)
N2 C10 C11 123.1(4)
N2 C10 H10 118.4
C11 C10 H10 118.4
C12 C11 C10 118.2(4)
C12 C11 H11 120.9
C10 C11 H11 120.9
C11 C12 C13 119.4(4)
C11 C12 H12 120.3
C13 C12 H12 120.3
C12 C13 C9 119.7(4)
C12 C13 H13 120.1
C9 C13 H13 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 O1 1.963(2)
Cu1 N3 1.965(3)
Cu1 N2 2.017(3)
Cu1 N1 2.030(3)
Cu1 O5W 2.230(3)
S1 O4 1.450(3)
S1 O3 1.459(3)
S1 O2 1.462(3)
S1 O1 1.517(2)
N1 C1 1.335(5)
N1 C5 1.349(5)
N2 C10 1.336(5)
N2 C9 1.354(4)
N3 C6 1.282(5)
N3 C7 1.440(5)
O5W H5WA 0.796(19)
O5W H5WB 0.793(19)
O6W H6WA 0.844(19)
O6W H6WB 0.822(17)
O7W H7WA 0.81(2)
O7W H7WB 0.817(19)
O8W H8WA 0.828(19)
O8W H8WB 0.84(2)
O9W H9WA 0.840(19)
O9W H9WB 0.843(18)
C1 C2 1.390(5)
C1 H1 0.9300
C2 C3 1.364(6)
C2 H2 0.9300
C3 C4 1.370(6)
C3 H3 0.9300
C4 C5 1.383(5)
C4 H4 0.9300
C5 C6 1.453(6)
C6 H6 0.9300
C7 C8 1.508(6)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C9 1.494(6)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C13 1.384(5)
C10 C11 1.379(6)
C10 H10 0.9300
C11 C12 1.374(7)
C11 H11 0.9300
C12 C13 1.378(7)
C12 H12 0.9300
C13 H13 0.9300
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
O5W H5WA O2 1_554 0.796(19) 1.97(2) 2.765(4) 172(5)
O5W H5WB O1 3_666 0.793(19) 2.04(2) 2.803(3) 162(5)
O6W H6WA O8W . 0.844(19) 2.082(19) 2.854(9) 152(5)
O6W H6WB O3 . 0.822(17) 2.007(17) 2.814(5) 167(8)
O7W H7WA O2 3_667 0.81(2) 2.05(2) 2.859(5) 175(6)
O7W H7WB O4 . 0.817(19) 1.99(2) 2.802(5) 174(7)
O8W H8WA O9W . 0.828(19) 2.11(2) 2.890(10) 156(6)
O9W H9WA O7W 3_566 0.840(19) 1.906(19) 2.705(6) 158(6)
O9W H9WB O6W 1_554 0.843(18) 2.328(18) 3.148(8) 164(7)
C1 H1 O1 . 0.93 2.66 3.107(5) 110.5
C6 H6 O9W . 0.93 2.44 3.254(6) 145.7
C7 H7A O2 1_554 0.97 2.64 3.398(5) 135.0
C10 H10 O1 . 0.93 2.57 3.025(5) 110.9
