#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:03:17 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179823 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/19/7011967.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_7011967
loop_
_publ_author_name
'Vetrichelvan, Muthalagu'
'Lai, Yee-Hing'
'Fun Mok, Kum'
_publ_section_title
;
 A new NS4 quinquedentate macrocyclic ligand: synthesis, structure and
 properties of its Ni(ii), Pd(ii), Pt(ii), Cu(ii), Cu(i) and Ag(i)
 complexesPresented at ISMC-2001 held in Fukuoka, Japan from July
 15--20, 2001.Electronic supplementary information (ESI) available:
 synthetic scheme for macrocyclic complexes 12--17; views of 12, 15 and
 16; cyclic voltammograms of 13 and 14. See
 http://www.rsc.org/suppdata/dt/b2/b206182a/
;
_journal_issue                   3
_journal_name_full               'Dalton Transactions'
_journal_page_first              295
_journal_paper_doi               10.1039/b206182a
_journal_year                    2003
_chemical_formula_sum            'C19 H25 Cl2 Cu N O9 S4'
_chemical_formula_weight         674.08
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                106.658(1)
_cell_angle_beta                 115.962(1)
_cell_angle_gamma                100.950(1)
_cell_formula_units_Z            2
_cell_length_a                   11.1837(1)
_cell_length_b                   11.5515(1)
_cell_length_c                   12.7592(1)
_cell_measurement_temperature    293(2)
_cell_volume                     1321.17(3)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω scans'
_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  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10763
_diffrn_reflns_theta_max         26.34
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    1.394
_exptl_absorpt_correction_T_max  0.749
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_type   'SADABS (Shedrick, 1996)'
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_description       'Prismatic crystal fragment'
_exptl_crystal_F_000             690
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.085
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.064
_refine_ls_goodness_of_fit_obs   1.112
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_restrained_S_obs      1.112
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_obs          0.0413
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0687P)²+1.1569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1233
_refine_ls_wR_factor_obs         0.1183
_reflns_number_observed          4493
_reflns_number_total             5280
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b206182a.txt
_cod_data_source_block           kf18
_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:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+1.1569P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+1.1569P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1321.17(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7011967
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu Cu 0.24622(4) 0.19409(3) 0.02085(3) 0.03618(13) Uani 1 d . .
C1 C 0.4236(5) 0.0635(4) 0.1796(4) 0.0673(12) Uani 1 d . .
H1A H 0.3654(5) -0.0216(4) 0.1617(4) 0.081 Uiso 1 calc R .
H1B H 0.5229(5) 0.0735(4) 0.2287(4) 0.081 Uiso 1 calc R .
S2 S 0.38695(9) 0.06972(8) 0.02877(9) 0.0449(2) Uani 1 d . .
C3 C 0.2615(4) -0.0936(3) -0.0866(3) 0.0497(8) Uani 1 d . .
H3A H 0.2498(4) -0.1062(3) -0.1695(3) 0.060 Uiso 1 calc R .
H3B H 0.3018(4) -0.1549(3) -0.0605(3) 0.060 Uiso 1 calc R .
C4 C 0.1152(4) -0.1243(3) -0.1016(4) 0.0531(9) Uani 1 d . .
H4A H 0.1243(4) -0.1305(3) -0.0244(4) 0.064 Uiso 1 calc R .
H4B H 0.0525(4) -0.2088(3) -0.1725(4) 0.064 Uiso 1 calc R .
S5 S 0.03103(8) -0.00760(8) -0.13031(8) 0.0415(2) Uani 1 d . .
C6 C -0.0357(4) -0.0462(4) -0.3010(3) 0.0532(9) Uani 1 d . .
H6A H -0.1024(4) -0.1354(4) -0.3508(3) 0.064 Uiso 1 calc R .
H6B H -0.0895(4) 0.0082(4) -0.3247(3) 0.064 Uiso 1 calc R .
C7 C 0.0715(4) -0.0307(3) -0.3415(3) 0.0452(7) Uani 1 d . .
C8 C 0.0835(5) -0.1431(4) -0.4097(3) 0.0600(10) Uani 1 d . .
H8A H 0.0264(5) -0.2241(4) -0.4268(3) 0.072 Uiso 1 calc R .
C9 C 0.1785(5) -0.1354(5) -0.4518(4) 0.0671(11) Uani 1 d . .
H9A H 0.1850(5) -0.2107(5) -0.4966(4) 0.081 Uiso 1 calc R .
C10 C 0.2637(5) -0.0155(5) -0.4270(4) 0.0670(11) Uani 1 d . .
H10A H 0.3280(5) -0.0097(5) -0.4547(4) 0.080 Uiso 1 calc R .
C11 C 0.2526(4) 0.0956(4) -0.3610(4) 0.0562(9) Uani 1 d . .
H11A H 0.3107(4) 0.1760(4) -0.3442(4) 0.067 Uiso 1 calc R .
C12 C 0.1568(4) 0.0903(3) -0.3190(3) 0.0435(7) Uani 1 d . .
C13 C 0.1488(4) 0.2165(3) -0.2515(3) 0.0470(8) Uani 1 d . .
H13A H 0.0632(4) 0.1998(3) -0.2469(3) 0.056 Uiso 1 calc R .
H13B H 0.1452(4) 0.2702(3) -0.2982(3) 0.056 Uiso 1 calc R .
S14 S 0.30795(9) 0.29998(8) -0.08955(8) 0.0453(2) Uani 1 d . .
C15 C 0.2881(5) 0.4523(3) -0.0233(4) 0.0576(10) Uani 1 d . .
H15A H 0.3691(5) 0.5036(3) 0.0636(4) 0.069 Uiso 1 calc R .
H15B H 0.2900(5) 0.5007(3) -0.0737(4) 0.069 Uiso 1 calc R .
C16 C 0.1518(4) 0.4349(3) -0.0209(4) 0.0538(9) Uani 1 d . .
H16A H 0.0715(4) 0.4005(3) -0.1082(4) 0.065 Uiso 1 calc R .
H16B H 0.1551(4) 0.5192(3) 0.0260(4) 0.065 Uiso 1 calc R .
S17 S 0.12217(9) 0.32772(8) 0.05199(8) 0.0438(2) Uani 1 d . .
C18 C 0.2561(4) 0.4222(3) 0.2225(3) 0.0470(8) Uani 1 d . .
H18A H 0.3340(4) 0.4880(3) 0.2331(3) 0.056 Uiso 1 calc R .
H18B H 0.2137(4) 0.4657(3) 0.2657(3) 0.056 Uiso 1 calc R .
C19 C 0.3121(3) 0.3347(3) 0.2809(3) 0.0398(7) Uani 1 d . .
C20 C 0.3540(4) 0.3571(4) 0.4070(3) 0.0500(8) Uani 1 d . .
H20A H 0.3389(4) 0.4231(4) 0.4558(3) 0.060 Uiso 1 calc R .
C21 C 0.4181(4) 0.2805(4) 0.4589(3) 0.0557(9) Uani 1 d . .
H21A H 0.4458(4) 0.2939(4) 0.5429(3) 0.067 Uiso 1 calc R .
C22 C 0.4408(4) 0.1843(4) 0.3863(3) 0.0529(9) Uani 1 d . .
H22A H 0.4858(4) 0.1334(4) 0.4211(3) 0.063 Uiso 1 calc R .
C23 C 0.3959(3) 0.1639(3) 0.2603(3) 0.0433(7) Uani 1 d . .
N24 N 0.3294(3) 0.2363(2) 0.2080(2) 0.0365(5) Uani 1 d . .
Cl1 Cl 0.31495(9) -0.45042(9) -0.29466(8) 0.0515(2) Uani 1 d . .
O11 O 0.1809(4) -0.5322(5) -0.3353(6) 0.141(2) Uani 1 d . .
O12 O 0.4070(6) -0.5191(6) -0.2761(6) 0.144(2) Uani 1 d . .
O13 O 0.3111(5) -0.3994(4) -0.3842(4) 0.1053(13) Uani 1 d . .
O14 O 0.3735(8) -0.3505(5) -0.1764(5) 0.172(3) Uani 1 d . .
Cl2 Cl 0.72625(10) 0.21192(8) 0.75023(8) 0.0513(2) Uani 1 d . .
O21 O 0.8200(5) 0.1440(5) 0.7885(5) 0.134(2) Uani 1 d . .
O22 O 0.7014(8) 0.2529(5) 0.8486(7) 0.190(4) Uani 1 d . .
O23 O 0.6054(4) 0.1186(4) 0.6348(4) 0.1104(15) Uani 1 d . .
O24 O 0.8005(5) 0.3140(4) 0.7367(5) 0.119(2) Uani 1 d . .
O31 O 0.9552(5) 0.5770(5) 0.6546(4) 0.1137(14) Uani 1 d . .
H31A H 0.9713 0.5469 0.6756 0.080 Uiso 1 d . .
H31B H 0.9388 0.5583 0.6211 0.080 Uiso 1 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N24 Cu S2 85.10(8) . . ?
N24 Cu S17 84.56(8) . . ?
S2 Cu S17 169.66(3) . . ?
N24 Cu S14 132.89(7) . . ?
S2 Cu S14 97.06(3) . . ?
S17 Cu S14 90.01(3) . . ?
N24 Cu S5 115.96(7) . . ?
S2 Cu S5 88.87(3) . . ?
S17 Cu S5 95.62(3) . . ?
S14 Cu S5 111.13(3) . . ?
C23 C1 S2 114.8(3) . . ?
C1 S2 C3 102.1(2) . . ?
C1 S2 Cu 97.21(13) . . ?
C3 S2 Cu 104.60(12) . . ?
C4 C3 S2 114.5(2) . . ?
C3 C4 S5 115.4(2) . . ?
C4 S5 C6 103.6(2) . . ?
C4 S5 Cu 98.26(12) . . ?
C6 S5 Cu 114.19(11) . . ?
C7 C6 S5 118.0(2) . . ?
C12 C7 C8 118.3(3) . . ?
C12 C7 C6 123.1(3) . . ?
C8 C7 C6 118.6(3) . . ?
C9 C8 C7 121.3(4) . . ?
C10 C9 C8 119.8(4) . . ?
C11 C10 C9 119.6(4) . . ?
C10 C11 C12 121.7(4) . . ?
C11 C12 C7 119.3(3) . . ?
C11 C12 C13 117.9(3) . . ?
C7 C12 C13 122.8(3) . . ?
C12 C13 S14 108.1(2) . . ?
C15 S14 C13 103.2(2) . . ?
C15 S14 Cu 98.78(12) . . ?
C13 S14 Cu 102.19(12) . . ?
C16 C15 S14 113.8(3) . . ?
C15 C16 S17 113.7(2) . . ?
C16 S17 C18 103.7(2) . . ?
C16 S17 Cu 103.15(13) . . ?
C18 S17 Cu 93.98(11) . . ?
C19 C18 S17 109.8(2) . . ?
N24 C19 C20 120.7(3) . . ?
N24 C19 C18 116.9(3) . . ?
C20 C19 C18 122.2(3) . . ?
C21 C20 C19 119.2(3) . . ?
C22 C21 C20 119.8(3) . . ?
C21 C22 C23 119.3(3) . . ?
N24 C23 C22 121.1(3) . . ?
N24 C23 C1 118.0(3) . . ?
C22 C23 C1 120.9(3) . . ?
C23 N24 C19 119.8(3) . . ?
C23 N24 Cu 120.8(2) . . ?
C19 N24 Cu 119.3(2) . . ?
O14 Cl1 O11 111.3(4) . . ?
O14 Cl1 O12 105.0(4) . . ?
O11 Cl1 O12 108.8(3) . . ?
O14 Cl1 O13 109.7(3) . . ?
O11 Cl1 O13 111.6(3) . . ?
O12 Cl1 O13 110.3(3) . . ?
O22 Cl2 O23 113.5(4) . . ?
O22 Cl2 O24 113.8(3) . . ?
O23 Cl2 O24 113.7(3) . . ?
O22 Cl2 O21 104.4(4) . . ?
O23 Cl2 O21 104.3(3) . . ?
O24 Cl2 O21 105.9(3) . . ?
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
Cu N24 2.005(2) . ?
Cu S2 2.3139(9) . ?
Cu S17 2.3259(9) . ?
Cu S14 2.3400(8) . ?
Cu S5 2.4838(9) . ?
C1 C23 1.494(5) . ?
C1 S2 1.810(4) . ?
S2 C3 1.813(3) . ?
C3 C4 1.517(5) . ?
C4 S5 1.817(4) . ?
S5 C6 1.842(3) . ?
C6 C7 1.500(5) . ?
C7 C12 1.404(5) . ?
C7 C8 1.407(5) . ?
C8 C9 1.385(6) . ?
C9 C10 1.382(7) . ?
C10 C11 1.379(6) . ?
C11 C12 1.392(5) . ?
C12 C13 1.507(5) . ?
C13 S14 1.831(3) . ?
S14 C15 1.823(4) . ?
C15 C16 1.514(6) . ?
C16 S17 1.812(4) . ?
S17 C18 1.825(3) . ?
C18 C19 1.494(5) . ?
C19 N24 1.353(4) . ?
C19 C20 1.390(5) . ?
C20 C21 1.377(6) . ?
C21 C22 1.371(6) . ?
C22 C23 1.387(5) . ?
C23 N24 1.348(4) . ?
Cl1 O14 1.374(4) . ?
Cl1 O11 1.382(4) . ?
Cl1 O12 1.397(5) . ?
Cl1 O13 1.417(4) . ?
Cl2 O22 1.375(5) . ?
Cl2 O23 1.397(4) . ?
Cl2 O24 1.407(4) . ?
Cl2 O21 1.428(4) . ?
