#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/75/2217562.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_2217562
loop_
_publ_author_name
'Zhong-Xiang Du '
'Jian-Hua Qin'
'Jian-Ge Wang'
_publ_section_title
Di-μ-chlorido-bis{[2-(2-pyridylmethylamino)ethanesulfonato-κ³N,N',O]copper(II)}
_journal_coeditor_code           IM2051
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m341
_journal_page_last               m341
_journal_paper_doi               10.1107/S1600536808000779
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu2 (C8 H11 N2 O3 S)2 Cl2]'
_chemical_formula_moiety         'C16 H22 Cl2 Cu2 N4 O6 S2'
_chemical_formula_sum            'C16 H22 Cl2 Cu2 N4 O6 S2'
_chemical_formula_weight         628.28
_chemical_name_systematic
;
Di-μ-chlorido-bis{[2-(2-pyridylmethylamino)ethanesulfonato-
κ³N,N',O]copper(II)}
;
_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                103.773(2)
_cell_angle_beta                 98.118(2)
_cell_angle_gamma                113.043(2)
_cell_formula_units_Z            1
_cell_length_a                   8.2940(10)
_cell_length_b                   8.3620(10)
_cell_length_c                   9.1100(10)
_cell_measurement_reflns_used    2667
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.39
_cell_volume                     544.92(11)
_computing_cell_refinement       'APEX2 (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0089
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3270
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    2.432
_exptl_absorpt_correction_T_max  0.8109
_exptl_absorpt_correction_T_min  0.5045
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.915
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             318
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.342
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0232
_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)+(0.037P)²+0.2091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0670
_reflns_number_gt                2224
_reflns_number_total             2385
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            im2051.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        544.90(10)
_cod_database_code               2217562
_cod_database_fobs_code          2217562
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_refinement_flags
_atom_site_occupancy
Cu Cu1 -0.00815(3) 0.79189(3) 0.40050(2) 0.02480(9) Uani d . 1
Cl Cl1 0.21525(6) 1.15056(7) 0.48221(5) 0.02695(12) Uani d . 1
S S1 0.25729(6) 0.72960(7) 0.64825(6) 0.02540(12) Uani d . 1
O O1 0.09412(19) 0.7556(2) 0.59265(16) 0.0311(3) Uani d . 1
O O2 0.4160(2) 0.9013(2) 0.72554(19) 0.0385(4) Uani d . 1
O O3 0.2140(2) 0.6050(2) 0.74013(19) 0.0381(4) Uani d . 1
N N1 -0.1223(2) 0.7825(2) 0.18742(18) 0.0257(3) Uani d . 1
N N2 0.1380(2) 0.6952(2) 0.2771(2) 0.0276(3) Uani d . 1
C C1 -0.2789(3) 0.7931(4) 0.1445(3) 0.0382(5) Uani d . 1
H H1 -0.3426 0.8078 0.2188 0.046 Uiso calc R 1
C C2 -0.3480(3) 0.7828(4) -0.0065(3) 0.0443(6) Uani d . 1
H H2 -0.4578 0.7878 -0.0340 0.053 Uiso calc R 1
C C3 -0.2519(3) 0.7652(3) -0.1151(2) 0.0391(5) Uani d . 1
H H3 -0.2961 0.7581 -0.2174 0.047 Uiso calc R 1
C C4 -0.0881(3) 0.7580(3) -0.0712(2) 0.0332(5) Uani d . 1
H H4 -0.0203 0.7481 -0.1430 0.040 Uiso calc R 1
C C5 -0.0275(3) 0.7659(3) 0.0813(2) 0.0264(4) Uani d . 1
C C6 0.1491(3) 0.7631(3) 0.1417(2) 0.0314(4) Uani d . 1
H H6A 0.1726 0.6835 0.0600 0.038 Uiso calc R 1
H H6B 0.2478 0.8857 0.1731 0.038 Uiso calc R 1
C C7 0.3187(3) 0.7178(3) 0.3579(2) 0.0287(4) Uani d . 1
H H7A 0.3988 0.8472 0.4099 0.034 Uiso calc R 1
H H7B 0.3725 0.6699 0.2812 0.034 Uiso calc R 1
C C8 0.2998(3) 0.6170(3) 0.4776(2) 0.0296(4) Uani d . 1
H H8A 0.4104 0.6049 0.5074 0.035 Uiso calc R 1
H H8B 0.2011 0.4944 0.4297 0.035 Uiso calc R 1
H H1N 0.051(4) 0.570(4) 0.233(3) 0.045(7) Uiso d . 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'
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_3
_geom_angle
O1 Cu1 N1 . . 169.95(7)
O1 Cu1 N2 . . 92.73(6)
N1 Cu1 N2 . . 81.18(7)
O1 Cu1 Cl1 . 2_576 89.03(4)
N1 Cu1 Cl1 . 2_576 95.57(5)
N2 Cu1 Cl1 . 2_576 169.68(5)
O1 Cu1 Cl1 . . 96.00(5)
N1 Cu1 Cl1 . . 92.76(5)
N2 Cu1 Cl1 . . 97.82(5)
Cl1 Cu1 Cl1 2_576 . 92.091(19)
Cu1 Cl1 Cu1 2_576 . 87.910(19)
O2 S1 O3 . . 114.61(10)
O2 S1 O1 . . 112.23(10)
O3 S1 O1 . . 109.38(9)
O2 S1 C8 . . 107.16(10)
O3 S1 C8 . . 106.96(10)
O1 S1 C8 . . 105.98(9)
S1 O1 Cu1 . . 134.45(9)
C5 N1 C1 . . 119.10(17)
C5 N1 Cu1 . . 114.53(13)
C1 N1 Cu1 . . 126.36(14)
C6 N2 C7 . . 111.18(16)
C6 N2 Cu1 . . 108.32(13)
C7 N2 Cu1 . . 120.32(13)
C6 N2 H1N . . 104.2(16)
C7 N2 H1N . . 112.8(16)
Cu1 N2 H1N . . 98.3(16)
N1 C1 C2 . . 122.1(2)
N1 C1 H1 . . 119.0
C2 C1 H1 . . 119.0
C3 C2 C1 . . 118.9(2)
C3 C2 H2 . . 120.5
C1 C2 H2 . . 120.5
C2 C3 C4 . . 119.45(19)
C2 C3 H3 . . 120.3
C4 C3 H3 . . 120.3
C5 C4 C3 . . 118.9(2)
C5 C4 H4 . . 120.5
C3 C4 H4 . . 120.5
N1 C5 C4 . . 121.49(19)
N1 C5 C6 . . 115.27(16)
C4 C5 C6 . . 123.21(18)
N2 C6 C5 . . 108.83(16)
N2 C6 H6A . . 109.9
C5 C6 H6A . . 109.9
N2 C6 H6B . . 109.9
C5 C6 H6B . . 109.9
H6A C6 H6B . . 108.3
N2 C7 C8 . . 110.64(16)
N2 C7 H7A . . 109.5
C8 C7 H7A . . 109.5
N2 C7 H7B . . 109.5
C8 C7 H7B . . 109.5
H7A C7 H7B . . 108.1
C7 C8 S1 . . 113.05(14)
C7 C8 H8A . . 109.0
S1 C8 H8A . . 109.0
C7 C8 H8B . . 109.0
S1 C8 H8B . . 109.0
H8A C8 H8B . . 107.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 . 1.9775(14)
Cu1 N1 . 2.0051(16)
Cu1 N2 . 2.0268(17)
Cu1 Cl1 2_576 2.2901(5)
Cu1 Cl1 . 2.6796(7)
Cl1 Cu1 2_576 2.2901(5)
S1 O2 . 1.4380(16)
S1 O3 . 1.4568(15)
S1 O1 . 1.4916(14)
S1 C8 . 1.774(2)
N1 C5 . 1.345(3)
N1 C1 . 1.346(3)
N2 C6 . 1.475(3)
N2 C7 . 1.492(2)
N2 H1N . 0.95(3)
C1 C2 . 1.382(3)
C1 H1 . 0.9300
C2 C3 . 1.371(4)
C2 H2 . 0.9300
C3 C4 . 1.390(3)
C3 H3 . 0.9300
C4 C5 . 1.386(3)
C4 H4 . 0.9300
C5 C6 . 1.501(3)
C6 H6A . 0.9700
C6 H6B . 0.9700
C7 C8 . 1.519(3)
C7 H7A . 0.9700
C7 H7B . 0.9700
C8 H8A . 0.9700
C8 H8B . 0.9700
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
N2 H1N O3 2_566 0.95(3) 2.20(3) 2.966(2) 137(2) yes
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
O1 Cu1 Cl1 Cu1 . 2_576 -89.25(4)
N1 Cu1 Cl1 Cu1 . 2_576 95.68(5)
N2 Cu1 Cl1 Cu1 . 2_576 177.15(5)
Cl1 Cu1 Cl1 Cu1 2_576 2_576 0.0
O2 S1 O1 Cu1 . . 86.40(15)
O3 S1 O1 Cu1 . . -145.24(13)
C8 S1 O1 Cu1 . . -30.26(16)
N1 Cu1 O1 S1 . . 70.6(4)
N2 Cu1 O1 S1 . . 18.24(15)
Cl1 Cu1 O1 S1 2_576 . -171.93(14)
Cl1 Cu1 O1 S1 . . -79.93(14)
O1 Cu1 N1 C5 . . -68.7(4)
N2 Cu1 N1 C5 . . -15.48(14)
Cl1 Cu1 N1 C5 2_576 . 174.39(13)
Cl1 Cu1 N1 C5 . . 82.02(14)
O1 Cu1 N1 C1 . . 112.1(4)
N2 Cu1 N1 C1 . . 165.2(2)
Cl1 Cu1 N1 C1 2_576 . -4.89(19)
Cl1 Cu1 N1 C1 . . -97.27(19)
O1 Cu1 N2 C6 . . -159.28(14)
N1 Cu1 N2 C6 . . 28.76(14)
Cl1 Cu1 N2 C6 2_576 . 101.0(3)
Cl1 Cu1 N2 C6 . . -62.84(13)
O1 Cu1 N2 C7 . . -29.89(15)
N1 Cu1 N2 C7 . . 158.15(16)
Cl1 Cu1 N2 C7 2_576 . -129.6(2)
Cl1 Cu1 N2 C7 . . 66.55(14)
C5 N1 C1 C2 . . 1.6(4)
Cu1 N1 C1 C2 . . -179.12(19)
N1 C1 C2 C3 . . -1.4(4)
C1 C2 C3 C4 . . 0.0(4)
C2 C3 C4 C5 . . 1.1(4)
C1 N1 C5 C4 . . -0.5(3)
Cu1 N1 C5 C4 . . -179.82(16)
C1 N1 C5 C6 . . 177.54(19)
Cu1 N1 C5 C6 . . -1.8(2)
C3 C4 C5 N1 . . -0.9(3)
C3 C4 C5 C6 . . -178.7(2)
C7 N2 C6 C5 . . -170.83(17)
Cu1 N2 C6 C5 . . -36.51(19)
N1 C5 C6 N2 . . 25.8(2)
C4 C5 C6 N2 . . -156.21(19)
C6 N2 C7 C8 . . -169.70(17)
Cu1 N2 C7 C8 . . 62.2(2)
N2 C7 C8 S1 . . -74.07(19)
O2 S1 C8 C7 . . -65.44(17)
O3 S1 C8 C7 . . 171.21(14)
O1 S1 C8 C7 . . 54.58(17)
