#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/77/2207792.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_2207792
loop_
_publ_author_name
'Bao-Dong Ren'
'Ya-Juan Zhao'
_publ_section_title
catena-Poly[[(di-2-pyridylamine-κ²N²,N^2'^)copper(II)]-μ-3,3'-dithiodipropionato-κO,O':κO'']
_journal_coeditor_code           HG6825
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m170
_journal_page_last               m171
_journal_paper_doi               10.1107/S1600536805042364
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu (C6 H8 O4 S2) (C10 H9 N3)]'
_chemical_formula_moiety         'C16 H17 Cu N3 O4 S2'
_chemical_formula_sum            'C16 H17 Cu N3 O4 S2'
_chemical_formula_weight         442.99
_chemical_name_systematic
;
catena-Poly[(di-2-pyridylamine-κ²N²,N^2'^)copper(II)]-
μ-3,3'-dithiodipropionato-\kO,O':\kO'']
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 123.5090(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.1289(18)
_cell_length_b                   8.8057(7)
_cell_length_c                   19.9518(15)
_cell_measurement_reflns_used    7574
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      1.93
_cell_volume                     3534.6(5)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX area-detector'
_diffrn_measurement_method       ω
_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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9071
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.02
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.500
_exptl_absorpt_correction_T_max  0.720
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3152
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0394
_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/[σ²(Fo²)+(0.0331P)²+7.1784P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0889
_reflns_number_gt                2880
_reflns_number_total             3152
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6825.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2207792
_cod_database_fobs_code          2207792
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_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_type_symbol
Cu1 0.145589(17) 0.14891(4) 0.08554(2) 0.03241(13) Uani d . 1 Cu
C1 0.06862(16) 0.3176(3) -0.0627(2) 0.0414(8) Uani d . 1 C
H1 0.1008 0.3898 -0.0312 0.050 Uiso calc R 1 H
C2 0.01889(17) 0.3574(4) -0.1379(2) 0.0485(9) Uani d . 1 C
H2 0.0166 0.4551 -0.1569 0.058 Uiso calc R 1 H
C3 -0.02865(17) 0.2497(4) -0.1861(2) 0.0479(8) Uani d . 1 C
H3 -0.0634 0.2740 -0.2381 0.058 Uiso calc R 1 H
C4 -0.02386(15) 0.1078(4) -0.15625(18) 0.0390(7) Uani d . 1 C
H4 -0.0548 0.0337 -0.1882 0.047 Uiso calc R 1 H
C5 0.02800(13) 0.0740(3) -0.07719(16) 0.0284(6) Uani d . 1 C
C6 0.07412(13) -0.1418(3) 0.02138(17) 0.0280(6) Uani d . 1 C
C7 0.06593(15) -0.2983(3) 0.02495(19) 0.0372(7) Uani d . 1 C
H7 0.0307 -0.3487 -0.0190 0.045 Uiso calc R 1 H
C8 0.10994(16) -0.3765(4) 0.0933(2) 0.0455(8) Uani d . 1 C
H8 0.1052 -0.4806 0.0964 0.055 Uiso calc R 1 H
C9 0.16198(16) -0.2984(4) 0.1582(2) 0.0461(8) Uani d . 1 C
H9 0.1930 -0.3492 0.2052 0.055 Uiso calc R 1 H
C10 0.16656(15) -0.1464(4) 0.15138(19) 0.0384(7) Uani d . 1 C
H10 0.2012 -0.0945 0.1952 0.046 Uiso calc R 1 H
C11 0.25064(16) 0.2701(4) 0.10620(18) 0.0394(7) Uani d . 1 C
C12 0.30094(16) 0.3782(4) 0.1098(2) 0.0532(10) Uani d . 1 C
H12A 0.3328 0.4053 0.1656 0.064 Uiso calc R 1 H
H12B 0.3249 0.3256 0.0906 0.064 Uiso calc R 1 H
C13 0.13691(15) 0.2548(3) 0.20592(17) 0.0336(7) Uani d . 1 C
C14 0.16198(17) 0.3350(4) 0.28416(19) 0.0411(8) Uani d . 1 C
H4A 0.1999 0.2795 0.3269 0.049 Uiso calc R 1 H
H4B 0.1774 0.4353 0.2816 0.049 Uiso calc R 1 H
C15 0.11147(19) 0.3519(4) 0.3054(2) 0.0503(9) Uani d . 1 C
H5A 0.0713 0.3955 0.2599 0.060 Uiso calc R 1 H
H5B 0.1285 0.4227 0.3499 0.060 Uiso calc R 1 H
C16 0.22774(15) 0.0205(4) 0.4377(2) 0.0421(8) Uani d . 1 C
H16A 0.2452 0.0813 0.4129 0.050 Uiso calc R 1 H
H16B 0.2647 -0.0063 0.4913 0.050 Uiso calc R 1 H
N1 0.07421(12) 0.1779(3) -0.03041(14) 0.0301(5) Uani d . 1 N
N2 0.12345(11) -0.0657(3) 0.08427(13) 0.0291(5) Uani d . 1 N
N3 0.02888(11) -0.0686(3) -0.04925(14) 0.0296(5) Uani d . 1 N
H3N -0.0053 -0.1227 -0.0821 0.036 Uiso calc R 1 H
O1 0.19526(11) 0.3262(2) 0.08800(15) 0.0484(6) Uani d . 1 O
O2 0.26315(14) 0.1346(3) 0.11942(17) 0.0606(7) Uani d . 1 O
O3 0.17921(11) 0.1822(3) 0.19982(13) 0.0478(6) Uani d . 1 O
O4 0.07768(11) 0.2681(3) 0.14936(13) 0.0462(6) Uani d . 1 O
S1 0.09035(4) 0.17566(10) 0.33305(5) 0.0442(2) Uani d . 1 S
S2 0.16961(4) 0.13573(10) 0.44658(5) 0.0447(2) Uani d . 1 S
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
O1 Cu1 N2 . 158.50(10) yes
O1 Cu1 O3 . 89.83(10) yes
N2 Cu1 O3 . 95.37(10) yes
O1 Cu1 N1 . 92.96(10) yes
N2 Cu1 N1 . 93.08(9) yes
O3 Cu1 N1 . 149.40(10) yes
C2 C1 N1 . 123.7(3) ?
C2 C1 H1 . 118.1 ?
N1 C1 H1 . 118.1 ?
C1 C2 C3 . 118.7(3) ?
C1 C2 H2 . 120.7 ?
C3 C2 H2 . 120.7 ?
C4 C3 C2 . 119.1(3) ?
C4 C3 H3 . 120.4 ?
C2 C3 H3 . 120.4 ?
C3 C4 C5 . 119.7(3) ?
C3 C4 H4 . 120.2 ?
C5 C4 H4 . 120.2 ?
N1 C5 N3 . 121.4(3) ?
N1 C5 C4 . 121.4(3) ?
N3 C5 C4 . 117.2(3) ?
N2 C6 N3 . 121.2(2) ?
N2 C6 C7 . 121.5(3) ?
N3 C6 C7 . 117.3(3) ?
C8 C7 C6 . 119.6(3) ?
C8 C7 H7 . 120.2 ?
C6 C7 H7 . 120.2 ?
C7 C8 C9 . 119.0(3) ?
C7 C8 H8 . 120.5 ?
C9 C8 H8 . 120.5 ?
C10 C9 C8 . 118.5(3) ?
C10 C9 H9 . 120.8 ?
C8 C9 H9 . 120.8 ?
C9 C10 N2 . 123.7(3) ?
C9 C10 H10 . 118.1 ?
N2 C10 H10 . 118.1 ?
O2 C11 O1 . 122.3(3) ?
O2 C11 C12 . 120.5(3) ?
O1 C11 C12 . 117.2(3) ?
C16 C12 C11 4 114.8(3) ?
C16 C12 H12A 4 108.6 ?
C11 C12 H12A . 108.6 ?
C16 C12 H12B 4 108.6 ?
C11 C12 H12B . 108.6 ?
H12A C12 H12B . 107.5 ?
O4 C13 O3 . 122.9(3) ?
O4 C13 C14 . 120.0(3) ?
O3 C13 C14 . 117.0(3) ?
C15 C14 C13 . 114.6(3) ?
C15 C14 H4A . 108.6 ?
C13 C14 H4A . 108.6 ?
C15 C14 H4B . 108.6 ?
C13 C14 H4B . 108.6 ?
H4A C14 H4B . 107.6 ?
C14 C15 S1 . 114.2(2) yes
C14 C15 H5A . 108.7 ?
S1 C15 H5A . 108.7 ?
C14 C15 H5B . 108.7 ?
S1 C15 H5B . 108.7 ?
H5A C15 H5B . 107.6 ?
C12 C16 S2 4_545 114.8(2) yes
C12 C16 H16A 4_545 108.6 ?
S2 C16 H16A . 108.6 ?
C12 C16 H16B 4_545 108.6 ?
S2 C16 H16B . 108.6 ?
H16A C16 H16B . 107.5 ?
C5 N1 C1 . 117.4(3) ?
C5 N1 Cu1 . 124.94(19) ?
C1 N1 Cu1 . 117.4(2) ?
C6 N2 C10 . 117.6(2) ?
C6 N2 Cu1 . 126.13(19) ?
C10 N2 Cu1 . 115.91(19) ?
C5 N3 C6 . 132.2(2) ?
C5 N3 H3N . 113.9 ?
C6 N3 H3N . 113.9 ?
C11 O1 Cu1 . 103.26(19) ?
C13 O3 Cu1 . 110.31(19) ?
C15 S1 S2 . 103.75(13) yes
C16 S2 S1 . 106.87(12) yes
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 . 1.953(2) yes
Cu1 N2 . 1.960(2) yes
Cu1 O3 . 1.975(2) yes
Cu1 N1 . 1.996(2) yes
C1 C2 . 1.352(5) ?
C1 N1 . 1.360(4) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.387(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.361(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.401(4) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.342(4) ?
C5 N3 . 1.369(4) ?
C6 N2 . 1.338(4) ?
C6 N3 . 1.376(3) ?
C6 C7 . 1.400(4) ?
C7 C8 . 1.365(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.390(5) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.356(4) ?
C9 H9 . 0.9300 ?
C10 N2 . 1.357(4) ?
C10 H10 . 0.9300 ?
C11 O2 . 1.223(4) ?
C11 O1 . 1.275(4) ?
C11 C12 . 1.512(5) ?
C12 C16 4 1.491(4) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 O4 . 1.245(4) ?
C13 O3 . 1.266(4) ?
C13 C14 . 1.503(4) ?
C14 C15 . 1.503(5) ?
C14 H4A . 0.9700 ?
C14 H4B . 0.9700 ?
C15 S1 . 1.812(3) yes
C15 H5A . 0.9700 ?
C15 H5B . 0.9700 ?
C16 C12 4_545 1.491(4) ?
C16 S2 . 1.817(3) yes
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
N3 H3N . 0.8600 ?
S1 S2 . 2.0320(12) yes
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
N3 H3N O4 5 0.86 1.98 2.831(3) 173
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_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 C3 . . -1.4(5) ?
C1 C2 C3 C4 . . 0.1(5) ?
C2 C3 C4 C5 . . 1.3(5) ?
C3 C4 C5 N1 . . -1.5(5) ?
C3 C4 C5 N3 . . 177.4(3) ?
N2 C6 C7 C8 . . -1.5(5) ?
N3 C6 C7 C8 . . 179.2(3) ?
C6 C7 C8 C9 . . 0.2(5) ?
C7 C8 C9 C10 . . 0.8(5) ?
C8 C9 C10 N2 . . -0.7(5) ?
O2 C11 C12 C16 . 4 156.3(3) ?
O1 C11 C12 C16 . 4 -22.9(5) ?
O4 C13 C14 C15 . . 32.4(4) ?
O3 C13 C14 C15 . . -151.3(3) ?
C13 C14 C15 S1 . . 70.5(3) ?
N3 C5 N1 C1 . . -178.6(3) ?
C4 C5 N1 C1 . . 0.2(4) ?
N3 C5 N1 Cu1 . . -4.4(4) ?
C4 C5 N1 Cu1 . . 174.5(2) ?
C2 C1 N1 C5 . . 1.2(5) ?
C2 C1 N1 Cu1 . . -173.5(3) ?
O1 Cu1 N1 C5 . . 166.4(2) ?
N2 Cu1 N1 C5 . . 7.0(2) ?
O3 Cu1 N1 C5 . . -99.0(3) ?
O1 Cu1 N1 C1 . . -19.4(2) ?
N2 Cu1 N1 C1 . . -178.7(2) ?
O3 Cu1 N1 C1 . . 75.3(3) ?
N3 C6 N2 C10 . . -179.1(2) ?
C7 C6 N2 C10 . . 1.6(4) ?
N3 C6 N2 Cu1 . . -6.1(4) ?
C7 C6 N2 Cu1 . . 174.7(2) ?
C9 C10 N2 C6 . . -0.6(5) ?
C9 C10 N2 Cu1 . . -174.3(3) ?
O1 Cu1 N2 C6 . . -107.9(3) ?
O3 Cu1 N2 C6 . . 148.8(2) ?
N1 Cu1 N2 C6 . . -1.8(2) ?
O1 Cu1 N2 C10 . . 65.2(4) ?
O3 Cu1 N2 C10 . . -38.1(2) ?
N1 Cu1 N2 C10 . . 171.3(2) ?
N1 C5 N3 C6 . . -6.7(5) ?
C4 C5 N3 C6 . . 174.4(3) ?
N2 C6 N3 C5 . . 12.4(5) ?
C7 C6 N3 C5 . . -168.3(3) ?
O2 C11 O1 Cu1 . . -1.7(4) ?
C12 C11 O1 Cu1 . . 177.5(3) ?
N2 Cu1 O1 C11 . . -12.5(4) ?
O3 Cu1 O1 C11 . . 91.9(2) ?
N1 Cu1 O1 C11 . . -118.6(2) ?
O4 C13 O3 Cu1 . . 16.3(4) ?
C14 C13 O3 Cu1 . . -159.8(2) ?
O1 Cu1 O3 C13 . . 96.8(2) ?
N2 Cu1 O3 C13 . . -104.1(2) ?
N1 Cu1 O3 C13 . . 1.3(3) ?
C14 C15 S1 S2 . . 76.3(3) ?
C12 C16 S2 S1 4_545 . -54.4(3) ?
C15 S1 S2 C16 . . -91.11(16) yes
