#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:44:38 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179304 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/01/4320111.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4320111
loop_
_publ_author_name
'Larry R. Falvello'
'Julio Gomez'
'Isabel Pascual'
'Milagros Tomás'
'Esteban P. Urriolabeitia'
'Arthur J. Schultz'
_publ_contact_author_address
; Department of Inorganic Chemistry
  University of Zaragoza
  Plaza San Francisco s/n
  E-50009 Zaragoza
  Spain
;
_publ_contact_author_fax         34()976761187
_publ_contact_author_name        'Larry R. Falvello'
_publ_contact_author_phone       34()976761179
_publ_section_title
;
 Saccharinate as a Versatile Polyfunctional Ligand. Four Distinct
 Coordination Modes, Misdirected Valence, and a Dominant Aggregate
 Structure from a Single Reaction System
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4455
_journal_page_last               4463
_journal_paper_doi               10.1021/ic010300x
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C14 H22 Cu N6 O7 S2'
_chemical_formula_weight         514.04
_chemical_name_systematic
; 
 ? 
;
_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   difmap
_audit_creation_method           EDT
_cell_angle_alpha                97.55(2)
_cell_angle_beta                 92.46(2)
_cell_angle_gamma                99.35(2)
_cell_formula_units_Z            2
_cell_length_a                   6.998(1)
_cell_length_b                   10.528(2)
_cell_length_c                   13.881(2)
_cell_measurement_temperature    20(2)
_cell_volume                     998.2(3)
_computing_data_collection       SCD
_computing_data_reduction        ANVRED,INTEGRATE
_computing_molecular_graphics    'SHELXTL Rel. 5.05/VMS (Siemens)'
_computing_publication_material  EDT
_computing_structure_refinement  'GSAS (Larson and Von Dreele)'
_computing_structure_solution    'From known coordinates'
_diffrn_ambient_temperature      20(2)
_diffrn_measurement_device_type
; 
 Single Crystal Diffractometer
 Time-of-flight instrument using multiple wavelengths
;
_diffrn_measurement_method       'three-dimensional histograms'
_diffrn_radiation_probe          neutron
_diffrn_radiation_source
;
 Intense Pulsed Neutron Source
 Argonne National Laboratory
;
_diffrn_radiation_type           neutron
_diffrn_reflns_number            7258
_exptl_crystal_colour            blue
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'large block'
_refine_ls_extinction_coef       3.591E-06(1.465E-07)
_refine_ls_extinction_method     'Type I'
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         7258
_refine_ls_R_factor_gt           0.098
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;
    SigmaFoSq = SigmaFoSq + (0.002*FoSq)
    Wght = (2*Fo/SigmaFoSq)**2
    Weights are scaled by Min(Fo/Fc,Fc/Fo)**4
;
_refine_ls_wR_factor_gt          0.049
_reflns_threshold_expression     >3sigma(F**2)
_cod_data_source_file            ic010300x_6.cif
_cod_data_source_block           cpd7Neutron
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        998.1(2)
_cod_database_code               4320111
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
CU1 0.25985(24) 0.49414(16) 0.21727(10) 0.0055 Uani 1.00 d . . .
N3 0.46005(22) 0.38722(15) 0.25637(11) 0.0086 Uani 1.00 d . . .
N4 0.44690(23) 0.55967(16) 0.11955(10) 0.0089 Uani 1.00 d . . .
N5 0.09890(22) 0.44337(16) 0.33051(10) 0.0093 Uani 1.00 d . . .
N6 0.08431(23) 0.62236(15) 0.18594(10) 0.0089 Uani 1.00 d . . .
S1 -0.1342(6) 0.2914(4) 0.09253(28) 0.0054(7) Uiso 1.00 d . . .
O2 -0.22224(33) 0.23530(24) 0.17399(15) 0.0096 Uani 1.00 d . . .
O3 -0.21311(32) 0.40424(22) 0.06895(15) 0.0084 Uani 1.00 d . . .
N1 0.09692(20) 0.32344(14) 0.10714(9) 0.0069 Uani 1.00 d . . .
C1 0.18383(27) 0.25293(19) 0.03688(12) 0.0056 Uani 1.00 d . . .
O1 0.35929(32) 0.26193(23) 0.03103(15) 0.0089 Uani 1.00 d . . .
C2 0.03721(27) 0.16233(18) -0.03307(12) 0.0058 Uani 1.00 d . . .
C3 0.07233(29) 0.07713(19) -0.11316(13) 0.0077 Uani 1.00 d . . .
C4 -0.08713(28) 0.00109(19) -0.16938(12) 0.0067 Uani 1.00 d . . .
C5 -0.27793(29) 0.01141(20) -0.14542(13) 0.0084 Uani 1.00 d . . .
C6 -0.31275(29) 0.09860(19) -0.06535(13) 0.0071 Uani 1.00 d . . .
C7 -0.15096(28) 0.17218(19) -0.01164(12) 0.0061 Uani 1.00 d . . .
S2 0.6204(6) 0.7516(5) 0.36727(28) 0.0061 Uani 1.00 d . . .
O5 0.42397(33) 0.72085(23) 0.32636(15) 0.0104 Uani 1.00 d . . .
O6 0.75863(33) 0.69723(23) 0.30587(15) 0.0100 Uani 1.00 d . . .
N2 0.63892(20) 0.70745(14) 0.47540(9) 0.0076 Uani 1.00 d . . .
C8 0.70464(28) 0.81157(19) 0.54451(12) 0.0057 Uani 1.00 d . . .
O4 0.73607(34) 0.80470(22) 0.63198(14) 0.0091 Uani 1.00 d . . .
C9 0.73600(27) 0.93801(18) 0.50456(12) 0.0058 Uani 1.00 d . . .
C10 0.79647(29) 1.06236(19) 0.55383(13) 0.0076 Uani 1.00 d . . .
C11 0.81603(30) 1.16725(20) 0.50034(13) 0.0088 Uani 1.00 d . . .
C12 0.77226(28) 1.14597(19) 0.39949(13) 0.0077 Uani 1.00 d . . .
C13 0.71030(29) 1.02083(19) 0.34951(13) 0.0081 Uani 1.00 d . . .
C14 0.69349(28) 0.91852(19) 0.40351(12) 0.0069 Uani 1.00 d . . .
O7 0.72255(40) 0.44794(27) 0.46034(16) 0.0125 Uani 1.00 d . . .
H31 0.5066(8) 0.3406(5) 0.19689(32) 0.0299 Uani 1.00 d . . .
H32 0.4064(7) 0.3194(5) 0.29840(31) 0.0266 Uani 1.00 d . . .
H33 0.5792(8) 0.4410(6) 0.29591(37) 0.0384 Uani 1.00 d . . .
H41 0.5107(8) 0.4868(5) 0.08952(34) 0.0318 Uani 1.00 d . . .
H42 0.3899(8) 0.5953(5) 0.06277(32) 0.0320 Uani 1.00 d . . .
H43 0.5545(8) 0.6312(6) 0.15275(36) 0.0390 Uani 1.00 d . . .
H51 -0.0464(8) 0.4445(6) 0.32190(36) 0.0367 Uani 1.00 d . . .
H52 0.1474(8) 0.4979(5) 0.39601(32) 0.0327 Uani 1.00 d . . .
H53 0.1083(8) 0.3504(5) 0.33919(33) 0.0302 Uani 1.00 d . . .
H61 0.1665(8) 0.7082(5) 0.17655(39) 0.0334 Uani 1.00 d . . .
H62 -0.0082(7) 0.6443(5) 0.23643(34) 0.0298 Uani 1.00 d . . .
H63 0.0083(8) 0.5890(5) 0.12282(35) 0.0371 Uani 1.00 d . . .
H3 0.2188(6) 0.0685(5) -0.12976(30) 0.0226 Uani 1.00 d . . .
H4 -0.0672(6) -0.0679(5) -0.23187(28) 0.0241 Uani 1.00 d . . .
H5 -0.4004(7) -0.0509(5) -0.19036(31) 0.0251 Uani 1.00 d . . .
H6 -0.4601(6) 0.1090(4) -0.04555(29) 0.0217 Uani 1.00 d . . .
H10 0.8237(7) 1.0742(4) 0.63122(26) 0.0224 Uani 1.00 d . . .
H11 0.8648(7) 1.2666(4) 0.53643(31) 0.0258 Uani 1.00 d . . .
H12 0.7834(7) 1.2274(5) 0.35870(31) 0.0256 Uani 1.00 d . . .
H13 0.6760(7) 1.0045(5) 0.27110(27) 0.0241 Uani 1.00 d . . .
H71 0.6913(7) 0.5352(5) 0.46693(32) 0.0258 Uani 1.00 d . . .
H72 0.6078(7) 0.3974(5) 0.48024(33) 0.0256 Uani 1.00 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 CU1 N4 87.16(9) . . ?
N3 CU1 N5 90.07(8) . . ?
N3 CU1 N6 172.49(11) . . ?
N3 CU1 N1 92.24(9) . . ?
N3 CU1 O5 96.82(9) . . ?
N4 CU1 N5 171.94(11) . . ?
N4 CU1 N6 90.04(9) . . ?
N4 CU1 N1 93.80(8) . . ?
N4 CU1 O5 82.38(9) . . ?
N5 CU1 N6 91.76(9) . . ?
N5 CU1 N1 93.87(9) . . ?
N5 CU1 O5 90.45(9) . . ?
N6 CU1 N1 94.90(8) . . ?
N6 CU1 O5 75.89(8) . . ?
N1 CU1 O5 169.96(9) . . ?
CU1 N3 H31 109.8(3) . . ?
CU1 N3 H32 112.8(3) . . ?
CU1 N3 H33 113.9(3) . . ?
H31 N3 H32 107.6(4) . . ?
H31 N3 H33 107.3(5) . . ?
H32 N3 H33 105.1(4) . . ?
CU1 N4 H41 109.6(3) . . ?
CU1 N4 H42 116.9(3) . . ?
CU1 N4 H43 111.1(3) . . ?
H41 N4 H42 105.2(4) . . ?
H41 N4 H43 107.2(5) . . ?
H42 N4 H43 106.3(5) . . ?
CU1 N5 H52 113.7(3) . . ?
CU1 N5 H53 109.0(3) . . ?
CU1 N5 H51 116.0(3) . . ?
H52 N5 H53 105.6(4) . . ?
H52 N5 H51 106.9(5) . . ?
H53 N5 H51 104.8(5) . . ?
CU1 N6 H61 109.8(3) . . ?
CU1 N6 H62 116.2(3) . . ?
CU1 N6 H63 109.7(3) . . ?
H61 N6 H62 106.0(4) . . ?
H61 N6 H63 106.2(5) . . ?
H62 N6 H63 108.5(5) . . ?
O2 S1 O3 113.6(3) . . ?
O2 S1 N1 112.4(3) . . ?
O2 S1 C7 110.8(3) . . ?
O3 S1 N1 110.9(3) . . ?
O3 S1 C7 110.6(3) . . ?
N1 S1 C7 97.5(2) . . ?
CU1 N1 S1 122.8(3) . . ?
CU1 N1 C1 124.32(12) . . ?
S1 N1 C1 112.09(19) . . ?
N1 C1 O1 124.60(19) . . ?
N1 C1 C2 111.85(15) . . ?
O1 C1 C2 123.55(19) . . ?
C1 C2 C3 127.73(17) . . ?
C1 C2 C7 112.26(16) . . ?
C3 C2 C7 120.00(18) . . ?
C2 C3 C4 118.38(18) . . ?
C2 C3 H3 120.3(3) . . ?
C4 C3 H3 121.3(3) . . ?
C3 C4 C5 120.67(17) . . ?
C3 C4 H4 121.1(3) . . ?
C5 C4 H4 118.2(3) . . ?
C4 C5 C6 120.77(18) . . ?
C4 C5 H5 119.0(3) . . ?
C6 C5 H5 120.3(3) . . ?
C5 C6 C7 116.76(18) . . ?
C5 C6 H6 122.1(3) . . ?
C7 C6 H6 121.1(3) . . ?
S1 C7 C2 106.2(2) . . ?
S1 C7 C6 130.4(2) . . ?
C2 C7 C6 123.41(17) . . ?
O5 S2 O6 113.8(3) . . ?
O5 S2 N2 111.4(3) . . ?
O5 S2 C14 112.1(3) . . ?
O6 S2 N2 109.7(3) . . ?
O6 S2 C14 111.6(3) . . ?
N2 S2 C14 97.0(2) . . ?
CU1 O5 S2 125.6(2) . . ?
S2 N2 C8 111.3(2) . . ?
N2 C8 O4 124.45(19) . . ?
N2 C8 C9 113.23(14) . . ?
O4 C8 C9 122.32(19) . . ?
C8 C9 C10 128.75(15) . . ?
C8 C9 C14 110.88(16) . . ?
C10 C9 C14 120.36(16) . . ?
C9 C10 C11 118.56(16) . . ?
C9 C10 H10 118.5(3) . . ?
C11 C10 H10 122.9(3) . . ?
C10 C11 C12 120.28(19) . . ?
C10 C11 H11 120.7(3) . . ?
C12 C11 H11 119.0(3) . . ?
C11 C12 C13 121.39(17) . . ?
C11 C12 H12 120.1(3) . . ?
C13 C12 H12 118.5(3) . . ?
C12 C13 C14 117.44(16) . . ?
C12 C13 H13 121.3(3) . . ?
C14 C13 H13 121.3(3) . . ?
S2 C14 C9 107.61(18) . . ?
S2 C14 C13 130.4(2) . . ?
C9 C14 C13 121.96(18) . . ?
H71 O7 H72 102.8(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CU1 N3 2.033(2) . ?
CU1 N4 2.033(2) . ?
CU1 N5 2.050(2) . ?
CU1 N6 2.041(2) . ?
CU1 N1 2.309(2) . ?
CU1 O5 2.705(3) . ?
N3 CU1 2.033(2) . ?
N3 H31 0.999(5) . ?
N3 H32 1.016(5) . ?
N3 H33 1.021(6) . ?
N4 CU1 2.033(2) . ?
N4 H41 1.003(6) . ?
N4 H42 1.010(5) . ?
N4 H43 1.020(6) . ?
N5 CU1 2.050(2) . ?
N5 H52 1.022(6) . ?
N5 H53 1.014(6) . ?
N5 H51 1.021(6) . ?
N6 CU1 2.041(2) . ?
N6 H61 1.016(6) . ?
N6 H62 1.004(5) . ?
N6 H63 0.996(5) . ?
S1 O2 1.458(5) . ?
S1 O3 1.457(5) . ?
S1 N1 1.596(5) . ?
S1 C7 1.772(5) . ?
O2 S1 1.458(5) . ?
O3 S1 1.457(5) . ?
N1 CU1 2.309(2) . ?
N1 S1 1.596(5) . ?
N1 C1 1.371(2) . ?
C1 N1 1.371(2) . ?
C1 O1 1.223(3) . ?
C1 C2 1.503(3) . ?
O1 C1 1.223(3) . ?
C2 C1 1.503(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.380(3) . ?
C3 C2 1.391(3) . ?
C3 C4 1.402(3) . ?
C3 H3 1.076(5) . ?
C4 C3 1.402(3) . ?
C4 C5 1.408(3) . ?
C4 H4 1.085(5) . ?
C5 C4 1.408(3) . ?
C5 C6 1.402(3) . ?
C5 H5 1.103(6) . ?
C6 C5 1.402(3) . ?
C6 C7 1.389(3) . ?
C6 H6 1.097(5) . ?
C7 S1 1.772(5) . ?
C7 C2 1.380(3) . ?
C7 C6 1.389(3) . ?
S2 O5 1.434(5) . ?
S2 O6 1.454(5) . ?
S2 N2 1.635(4) . ?
S2 C14 1.748(5) . ?
O5 CU1 2.705(3) . ?
O5 S2 1.434(5) . ?
O6 S2 1.454(5) . ?
N2 S2 1.635(4) . ?
N2 C8 1.362(2) . ?
C8 N2 1.362(2) . ?
C8 O4 1.238(3) . ?
C8 C9 1.496(3) . ?
O4 C8 1.238(3) . ?
C9 C8 1.496(3) . ?
C9 C10 1.386(3) . ?
C9 C14 1.403(3) . ?
C10 C9 1.386(3) . ?
C10 C11 1.402(3) . ?
C10 H10 1.070(4) . ?
C11 C10 1.402(3) . ?
C11 C12 1.401(3) . ?
C11 H11 1.092(5) . ?
C12 C11 1.401(3) . ?
C12 C13 1.398(3) . ?
C12 H12 1.082(5) . ?
C13 C12 1.398(3) . ?
C13 C14 1.384(3) . ?
C13 H13 1.089(4) . ?
C14 S2 1.748(5) . ?
C14 C9 1.403(3) . ?
C14 C13 1.384(3) . ?
O7 H71 0.972(6) . ?
O7 H72 0.961(7) . ?
