#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/47/2014788.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_2014788
loop_
_publ_author_name
'Bulut, Ahmet'
'İçbudak, Hasan'
'Sezer, Gözde'
'Kazak, Canan'
_publ_section_title
Bis(acesulfamato-κ²N³,O⁴)bis(2-aminopyrimidine-κN¹)copper(II)
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m228
_journal_page_last               m230
_journal_paper_doi               10.1107/S0108270105008188
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu (C4 H4 N O4 S)2 (C4 H5 N3)2]'
_chemical_formula_moiety         'C16 H18 Cu N8 O8 S2'
_chemical_formula_sum            'C16 H18 Cu N8 O8 S2'
_chemical_formula_weight         578.04
_chemical_name_common
;
Bis(acesulfamato-κ²N³,O⁴)bis(2-aminopyrimidine-\kN¹)copper(II)
;
_chemical_name_systematic
;
bis[6-methyl-1,2,3-oxathiazin-4(3H)-one
2,2-dioxide(1-)-κ²N³,O⁴]bis(2-aminopyrimidine-\kN¹)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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.227(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.6129(9)
_cell_length_b                   8.9750(5)
_cell_length_c                   12.6808(10)
_cell_measurement_reflns_used    12380
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      2.09
_cell_volume                     1109.96(15)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_molecular_graphics    'ORTEP-3 (Burnett & Johnson, 1996)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS-II'
_diffrn_measurement_method       ' ω'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'sealed X-ray tube, 12 x 0.4 mm fine focus'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1212
_diffrn_reflns_av_sigmaI/netI    0.0765
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16919
_diffrn_reflns_theta_full        27.20
_diffrn_reflns_theta_max         27.29
_diffrn_reflns_theta_min         2.09
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.235
_exptl_absorpt_correction_T_max  0.5819
_exptl_absorpt_correction_T_min  0.4670
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-RED32 (Stoe & Cie, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             590
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.470
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.690
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.217
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2458
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.217
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0456
_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)+(0.0713P)²+0.1622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1156
_reflns_number_gt                2345
_reflns_number_total             2458
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1117.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_cell_volume        1109.96(14)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2014788
_cod_database_fobs_code          2014788
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_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
_atom_site_type_symbol
C1 0.72164(19) 0.1135(2) -0.00912(16) 0.0298(4) Uani d . 1 . . C
C2 0.85671(19) 0.1692(2) 0.01033(17) 0.0347(4) Uani d . 1 . . C
H2 0.9131 0.2034 0.0829 0.042 Uiso calc R 1 . . H
C3 0.9020(2) 0.1723(2) -0.07398(19) 0.0364(4) Uani d . 1 . . C
C4 1.0415(2) 0.2159(3) -0.0634(3) 0.0523(6) Uani d . 1 . . C
H4A 1.1034 0.2129 0.0159 0.078 Uiso calc R 1 . . H
H4B 1.0389 0.3150 -0.0926 0.078 Uiso calc R 1 . . H
H4C 1.0724 0.1478 -0.1066 0.078 Uiso calc R 1 . . H
C5 0.66279(19) -0.2708(2) 0.11587(17) 0.0315(4) Uani d . 1 . . C
C6 0.6838(4) -0.4791(3) 0.0236(3) 0.0545(7) Uani d . 1 . . C
H6 0.7156 -0.5761 0.0258 0.065 Uiso calc R 1 . . H
C7 0.6122(3) -0.4163(3) -0.0825(2) 0.0507(6) Uani d . 1 . . C
H7 0.5969 -0.4671 -0.1504 0.061 Uiso calc R 1 . . H
C8 0.5650(2) -0.2745(2) -0.08194(19) 0.0400(4) Uani d . 1 . . C
H8 0.5159 -0.2275 -0.1515 0.048 Uiso calc R 1 . . H
Cu1 0.5000 0.0000 0.0000 0.02679(15) Uani d S 1 . . Cu
N1 0.63142(16) 0.0758(2) -0.11324(14) 0.0338(4) Uani d . 1 . . N
N2 0.58751(17) -0.20133(18) 0.01641(14) 0.0305(3) Uani d . 1 . . N
N3 0.7103(2) -0.4109(2) 0.12225(18) 0.0446(4) Uani d . 1 . . N
N4 0.6951(2) -0.1999(2) 0.21567(15) 0.0413(4) Uani d . 1 . . N
H4D 0.7436 -0.2440 0.2789 0.050 Uiso calc R 1 . . H
H4E 0.6675 -0.1101 0.2167 0.050 Uiso calc R 1 . . H
O1 0.68686(14) 0.09273(16) 0.07514(12) 0.0335(3) Uani d . 1 . . O
O2 0.82033(17) 0.12882(19) -0.18348(14) 0.0437(4) Uani d . 1 . . O
O3 0.6014(2) 0.0349(3) -0.31489(16) 0.0607(5) Uani d . 1 . . O
O4 0.61899(19) 0.28807(19) -0.24314(15) 0.0508(4) Uani d . 1 . . O
S1 0.65560(5) 0.13551(6) -0.22164(4) 0.03653(17) 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'
Cu Cu 0.3201 1.2651 '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'
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 C1 N1 . . 117.45(16) ?
O1 C1 C2 . . 120.23(17) ?
N1 C1 C2 . . 122.25(17) ?
C3 C2 C1 . . 121.16(18) ?
C3 C2 H2 . . 119.4 ?
C1 C2 H2 . . 119.4 ?
C2 C3 O2 . . 121.43(18) ?
C2 C3 C4 . . 126.5(2) ?
O2 C3 C4 . . 112.1(2) ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
N4 C5 N3 . . 116.01(19) ?
N4 C5 N2 . . 120.09(17) ?
N3 C5 N2 . . 123.89(18) ?
N3 C6 C7 . . 124.4(2) ?
N3 C6 H6 . . 117.8 ?
C7 C6 H6 . . 117.8 ?
C8 C7 C6 . . 115.9(2) ?
C8 C7 H7 . . 122.0 ?
C6 C7 H7 . . 122.0 ?
N2 C8 C7 . . 121.9(2) ?
N2 C8 H8 . . 119.1 ?
C7 C8 H8 . . 119.1 ?
N2 Cu1 O1 . 3_655 90.35(6) ?
N2 Cu1 O1 3_655 . 90.35(6) ?
N2 Cu1 O1 . . 89.65(6) ?
N2 Cu1 N1 . 3_655 92.08(6) ?
O1 Cu1 N1 . 3_655 121.21(5) ?
N2 Cu1 N1 3_655 . 92.08(6) ?
N2 Cu1 N1 . . 87.92(6) ?
O1 Cu1 N1 3_655 . 121.21(5) ?
O1 Cu1 N1 . . 58.79(5) y
C1 N1 S1 . . 118.27(13) ?
C1 N1 Cu1 . . 80.98(11) ?
S1 N1 Cu1 . . 157.12(10) ?
C8 N2 C5 . . 117.63(17) ?
C8 N2 Cu1 . . 116.00(14) ?
C5 N2 Cu1 . . 126.34(13) ?
C6 N3 C5 . . 116.2(2) ?
C5 N4 H4D . . 120.0 ?
C5 N4 H4E . . 120.0 ?
H4D N4 H4E . . 120.0 ?
C1 O1 Cu1 . . 102.76(11) ?
C3 O2 S1 . . 117.91(13) ?
O3 S1 O4 . . 117.64(13) ?
O3 S1 N1 . . 110.87(11) ?
O4 S1 N1 . . 111.49(11) ?
O3 S1 O2 . . 105.11(12) ?
O4 S1 O2 . . 105.92(10) ?
N1 S1 O2 . . 104.63(9) y
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
C1 O1 . 1.274(2) y
C1 N1 . 1.333(3) y
C1 C2 . 1.444(3) ?
C2 C3 . 1.334(3) ?
C2 H2 . 0.9300 ?
C3 O2 . 1.372(3) ?
C3 C4 . 1.485(3) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 N4 . 1.335(3) ?
C5 N3 . 1.345(3) ?
C5 N2 . 1.350(3) ?
C6 N3 . 1.320(4) ?
C6 C7 . 1.379(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.368(3) ?
C7 H7 . 0.9300 ?
C8 N2 . 1.345(3) ?
C8 H8 . 0.9300 ?
Cu1 N2 . 2.0046(16) y
Cu1 O1 . 2.0107(13) y
Cu1 N1 . 2.4597(16) y
N1 S1 . 1.5876(17) y
N4 H4D . 0.8600 ?
N4 H4E . 0.8600 ?
O2 S1 . 1.6207(17) ?
O3 S1 . 1.4172(18) ?
O4 S1 . 1.4200(17) ?
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 C1 C2 C3 . 170.64(19)
N1 C1 C2 C3 . -6.3(3)
C1 C2 C3 O2 . 2.8(3)
C1 C2 C3 C4 . -175.1(2)
N3 C6 C7 C8 . -1.2(4)
C6 C7 C8 N2 . 0.1(4)
O1 C1 N1 S1 . 165.36(14)
C2 C1 N1 S1 . -17.6(3)
O1 C1 N1 Cu1 . -1.48(16)
C2 C1 N1 Cu1 . 175.57(17)
N2 Cu1 N1 C1 3_655 90.13(12)
N2 Cu1 N1 C1 . -89.87(12)
O1 Cu1 N1 C1 3_655 -179.02(10)
O1 Cu1 N1 C1 . 0.98(10)
N2 Cu1 N1 S1 3_655 -58.8(3)
N2 Cu1 N1 S1 . 121.2(3)
O1 Cu1 N1 S1 3_655 32.0(3)
O1 Cu1 N1 S1 . -148.0(3)
C7 C8 N2 C5 . 2.1(3)
C7 C8 N2 Cu1 . -176.18(18)
N4 C5 N2 C8 . 176.02(19)
N3 C5 N2 C8 . -3.4(3)
N4 C5 N2 Cu1 . -5.9(3)
N3 C5 N2 Cu1 . 174.60(15)
O1 Cu1 N2 C8 3_655 61.72(15)
O1 Cu1 N2 C8 . -118.28(15)
N1 Cu1 N2 C8 3_655 120.50(15)
N1 Cu1 N2 C8 . -59.50(15)
O1 Cu1 N2 C5 3_655 -116.35(15)
O1 Cu1 N2 C5 . 63.65(15)
N1 Cu1 N2 C5 3_655 -57.57(16)
N1 Cu1 N2 C5 . 122.43(16)
C7 C6 N3 C5 . 0.0(4)
N4 C5 N3 C6 . -177.1(2)
N2 C5 N3 C6 . 2.4(3)
N1 C1 O1 Cu1 . 1.84(19)
C2 C1 O1 Cu1 . -175.28(15)
N2 Cu1 O1 C1 3_655 -93.25(12)
N2 Cu1 O1 C1 . 86.75(12)
N1 Cu1 O1 C1 3_655 178.97(11)
N1 Cu1 O1 C1 . -1.03(11)
C2 C3 O2 S1 . 23.6(3)
C4 C3 O2 S1 . -158.28(16)
C1 N1 S1 O3 . 150.47(18)
Cu1 N1 S1 O3 . -64.8(3)
C1 N1 S1 O4 . -76.40(18)
Cu1 N1 S1 O4 . 68.3(3)
C1 N1 S1 O2 . 37.64(18)
Cu1 N1 S1 O2 . -177.7(2)
C3 O2 S1 O3 . -157.88(17)
C3 O2 S1 O4 . 76.90(17)
C3 O2 S1 N1 . -41.02(17)
