#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/35/2213565.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_2213565
loop_
_publ_author_name
'Zhong-Xiang Du'
'Min-Le Han'
'Hong-Wei Hou'
_publ_section_title
Bis(4-aminobenzenesulfonato-κN)diaquabis(dimethylformamide-κO)copper(II)
_journal_coeditor_code           SJ2280
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1354
_journal_page_last               m1355
_journal_paper_doi               10.1107/S1600536807016911
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C6 H6 N O3 S)2 (C3 H7 N O)2 (H2 O)2]'
_chemical_formula_moiety         'C18 H30 Cu N4 O10 S2'
_chemical_formula_sum            'C18 H30 Cu N4 O10 S2'
_chemical_formula_weight         590.12
_chemical_name_systematic
Bis(4-aminobenzenesulfonato-\kN)diaquabis(N,N'-dimethylformamide-\kO)copper(II)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.9730(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.1780(10)
_cell_length_b                   11.8969(16)
_cell_length_c                   14.649(2)
_cell_measurement_reflns_used    5892
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.83
_cell_volume                     1228.1(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2004)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0160
_diffrn_reflns_av_sigmaI/netI    0.0154
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7724
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.83
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.119
_exptl_absorpt_correction_T_max  0.6887
_exptl_absorpt_correction_T_min  0.6100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2004)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.409
_refine_ls_extinction_coef       0.079(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0247
_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)+(0.0487P)²+0.4513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0723
_refine_ls_wR_factor_ref         0.0743
_reflns_number_gt                2151
_reflns_number_total             2287
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2280.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21/n'
_cod_database_code               2213565
_cod_database_fobs_code          2213565
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cu Cu1 0.0000 0.0000 1.0000 0.02598(14) Uani d S 1
S S1 0.00058(5) 0.20973(3) 0.54125(3) 0.02520(15) Uani d . 1
O O1 0.20411(17) -0.03469(11) 1.10736(8) 0.0324(3) Uani d . 1
O O2 -0.00225(18) 0.19829(11) 1.03962(10) 0.0397(3) Uani d . 1
H H1W -0.1041 0.2304 1.0196 0.060 Uiso d R 1
H H2W 0.0891 0.2405 1.0347 0.060 Uiso d R 1
O O3 -0.00475(18) 0.33204(10) 0.55380(9) 0.0356(3) Uani d . 1
O O4 -0.18703(17) 0.16339(11) 0.50451(9) 0.0377(3) Uani d . 1
O O5 0.1440(2) 0.17442(12) 0.48964(9) 0.0418(3) Uani d . 1
N N1 0.21707(19) 0.02242(11) 0.92768(10) 0.0258(3) Uani d . 1
H H1A 0.3028 0.0689 0.9611 0.031 Uiso calc R 1
H H1B 0.2746 -0.0444 0.9251 0.031 Uiso calc R 1
N N2 0.3500(2) -0.02676(14) 1.25789(11) 0.0342(3) Uani d . 1
C C1 0.1709(2) 0.06619(13) 0.83435(11) 0.0237(3) Uani d . 1
C C2 0.1425(2) 0.18129(13) 0.82127(11) 0.0269(3) Uani d . 1
H H2 0.1588 0.2293 0.8722 0.032 Uiso calc R 1
C C3 0.0900(2) 0.22408(13) 0.73200(11) 0.0256(3) Uani d . 1
H H3 0.0699 0.3009 0.7234 0.031 Uiso calc R 1
C C4 0.0671(2) 0.15305(13) 0.65519(11) 0.0228(3) Uani d . 1
C C5 0.0947(2) 0.03751(14) 0.66771(11) 0.0259(3) Uani d . 1
H H5 0.0797 -0.0104 0.6167 0.031 Uiso calc R 1
C C6 0.1452(3) -0.00535(12) 0.75778(13) 0.0269(4) Uani d . 1
H H6 0.1618 -0.0824 0.7667 0.032 Uiso calc R 1
C C7 0.4081(3) -0.14379(18) 1.25842(15) 0.0462(5) Uani d . 1
H H7A 0.3299 -0.1880 1.2910 0.069 Uiso calc R 1
H H7B 0.5384 -0.1503 1.2890 0.069 Uiso calc R 1
H H7C 0.3944 -0.1704 1.1956 0.069 Uiso calc R 1
C C8 0.3890(3) 0.0345(2) 1.34637(14) 0.0517(5) Uani d . 1
H H8A 0.3290 0.1069 1.3385 0.078 Uiso calc R 1
H H8B 0.5236 0.0440 1.3659 0.078 Uiso calc R 1
H H8C 0.3401 -0.0073 1.3927 0.078 Uiso calc R 1
C C9 0.2496(2) 0.01819(15) 1.18209(13) 0.0308(4) Uani d . 1
H H9 0.2109 0.0926 1.1842 0.037 Uiso calc R 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'
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 O1 3_557 . 180.00(5)
O1 Cu1 N1 3_557 3_557 85.28(5)
O1 Cu1 N1 . 3_557 94.72(5)
O1 Cu1 N1 3_557 . 94.72(5)
O1 Cu1 N1 . . 85.28(5)
N1 Cu1 N1 3_557 . 180.00(4)
O1 Cu1 O2 3_557 3_557 92.88(5)
O1 Cu1 O2 . 3_557 87.12(5)
N1 Cu1 O2 3_557 3_557 92.14(5)
N1 Cu1 O2 . 3_557 87.87(5)
O1 Cu1 O2 3_557 . 87.12(5)
O1 Cu1 O2 . . 92.88(5)
N1 Cu1 O2 3_557 . 87.87(5)
N1 Cu1 O2 . . 92.13(5)
O2 Cu1 O2 3_557 . 179.9990(10)
O5 S1 O4 . . 113.26(8)
O5 S1 O3 . . 112.97(8)
O4 S1 O3 . . 112.10(7)
O5 S1 C4 . . 106.78(8)
O4 S1 C4 . . 105.47(7)
O3 S1 C4 . . 105.49(7)
C9 O1 Cu1 . . 128.42(12)
Cu1 O2 H1W . . 114.1
Cu1 O2 H2W . . 121.3
H1W O2 H2W . . 110.2
C1 N1 Cu1 . . 118.30(10)
C1 N1 H1A . . 107.7
Cu1 N1 H1A . . 107.7
C1 N1 H1B . . 107.7
Cu1 N1 H1B . . 107.7
H1A N1 H1B . . 107.1
C9 N2 C7 . . 120.27(17)
C9 N2 C8 . . 121.70(18)
C7 N2 C8 . . 117.71(17)
C2 C1 C6 . . 119.80(14)
C2 C1 N1 . . 119.15(14)
C6 C1 N1 . . 120.97(14)
C3 C2 C1 . . 119.81(14)
C3 C2 H2 . . 120.1
C1 C2 H2 . . 120.1
C2 C3 C4 . . 120.57(14)
C2 C3 H3 . . 119.7
C4 C3 H3 . . 119.7
C3 C4 C5 . . 119.98(14)
C3 C4 S1 . . 119.85(12)
C5 C4 S1 . . 120.17(12)
C6 C5 C4 . . 119.25(14)
C6 C5 H5 . . 120.4
C4 C5 H5 . . 120.4
C5 C6 C1 . . 120.58(14)
C5 C6 H6 . . 119.7
C1 C6 H6 . . 119.7
N2 C7 H7A . . 109.5
N2 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
N2 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
N2 C8 H8A . . 109.5
N2 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
N2 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
O1 C9 N2 . . 122.94(17)
O1 C9 H9 . . 118.5
N2 C9 H9 . . 118.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 3_557 1.9781(12)
Cu1 O1 . 1.9781(12)
Cu1 N1 3_557 2.0615(14)
Cu1 N1 . 2.0615(14)
Cu1 O2 3_557 2.4301(13)
Cu1 O2 . 2.4301(13)
S1 O5 . 1.4509(13)
S1 O4 . 1.4598(13)
S1 O3 . 1.4680(13)
S1 C4 . 1.7791(16)
O1 C9 . 1.251(2)
O2 H1W . 0.8277
O2 H2W . 0.8402
N1 C1 . 1.441(2)
N1 H1A . 0.9000
N1 H1B . 0.9000
N2 C9 . 1.316(2)
N2 C7 . 1.453(3)
N2 C8 . 1.467(3)
C1 C2 . 1.392(2)
C1 C6 . 1.392(2)
C2 C3 . 1.387(2)
C2 H2 . 0.9300
C3 C4 . 1.392(2)
C3 H3 . 0.9300
C4 C5 . 1.396(2)
C5 C6 . 1.396(2)
C5 H5 . 0.9300
C6 H6 . 0.9300
C7 H7A . 0.9600
C7 H7B . 0.9600
C7 H7C . 0.9600
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 H9 . 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
O2 H1W O5 4_566 0.83 2.11 2.927(2) 170.7
O2 H1W S1 4_566 0.83 3.00 3.7372(14) 149.5
O2 H2W O4 4_666 0.84 2.09 2.9215(19) 172.3
O2 H2W S1 4_666 0.84 3.00 3.7672(14) 153.7
N1 H1A O3 4_666 0.90 2.10 2.9991(19) 173.0
N1 H1B O3 2_546 0.90 2.19 3.0421(18) 158.0
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
O1 Cu1 O1 C9 3_557 -11E1(2)
N1 Cu1 O1 C9 3_557 -64.29(15)
N1 Cu1 O1 C9 . 115.71(15)
O2 Cu1 O1 C9 3_557 -156.20(15)
O2 Cu1 O1 C9 . 23.80(15)
O1 Cu1 N1 C1 3_557 7.27(12)
O1 Cu1 N1 C1 . -172.73(12)
N1 Cu1 N1 C1 3_557 -69(12)
O2 Cu1 N1 C1 3_557 99.99(11)
O2 Cu1 N1 C1 . -80.01(11)
Cu1 N1 C1 C2 . 79.68(16)
Cu1 N1 C1 C6 . -97.15(16)
C6 C1 C2 C3 . -0.4(2)
N1 C1 C2 C3 . -177.24(14)
C1 C2 C3 C4 . -0.6(2)
C2 C3 C4 C5 . 0.8(2)
C2 C3 C4 S1 . -179.75(12)
O5 S1 C4 C3 . 124.23(13)
O4 S1 C4 C3 . -115.00(13)
O3 S1 C4 C3 . 3.80(14)
O5 S1 C4 C5 . -56.33(14)
O4 S1 C4 C5 . 64.44(14)
O3 S1 C4 C5 . -176.76(12)
C3 C4 C5 C6 . 0.0(2)
S1 C4 C5 C6 . -179.40(12)
C4 C5 C6 C1 . -1.1(2)
C2 C1 C6 C5 . 1.2(2)
N1 C1 C6 C5 . 178.03(15)
Cu1 O1 C9 N2 . 160.78(13)
C7 N2 C9 O1 . -2.0(3)
C8 N2 C9 O1 . -175.32(17)
