#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/66/7026634.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_7026634
loop_
_publ_author_name
'Belén Lago, Ana'
'Amoedo, Almudena'
'Carballo, Rosa'
'García-Martínez, Emilia'
'Vázquez-López, Ezequiel M'
_publ_section_title
;
 Metal coordination and in situ S-C bond cleavage of the
 bis(2-pyridylthio)methane ligand.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10076
_journal_page_last               10087
_journal_paper_doi               10.1039/c0dt00560f
_journal_volume                  39
_journal_year                    2010
_chemical_formula_sum            'C11 H11 I4 N2 S2'
_chemical_formula_weight         742.94
_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                95.607(3)
_cell_angle_beta                 100.683(3)
_cell_angle_gamma                111.932(3)
_cell_formula_units_Z            2
_cell_length_a                   9.4435(15)
_cell_length_b                   9.6542(16)
_cell_length_c                   11.7607(19)
_cell_measurement_temperature    293(2)
_cell_volume                     960.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'ORTEPIII, PLATON'
_computing_publication_material  'Bruker SHELX97'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.859
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0922
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5582
_diffrn_reflns_theta_full        28.02
_diffrn_reflns_theta_max         28.02
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    6.693
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.588231
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             670
_exptl_crystal_size_max          .24
_exptl_crystal_size_mid          .17
_exptl_crystal_size_min          .06
_refine_diff_density_max         1.524
_refine_diff_density_min         -1.620
_refine_diff_density_rms         0.221
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.904
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.0623
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0738P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1490
_reflns_number_gt                2299
_reflns_number_total             3998
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt00560f.txt
_cod_data_source_block           ligand
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7026634
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I -0.32448(10) -0.07463(11) 0.37785(10) 0.0791(3) Uani 1 1 d .
I2 I 0.0000 0.0000 0.5000 0.0458(3) Uani 1 2 d S
I3 I -0.54916(11) 0.28497(10) 0.01190(9) 0.0752(3) Uani 1 1 d .
I4 I -0.5000 0.0000 0.0000 0.0651(4) Uani 1 2 d S
I5 I -0.15746(13) 0.44663(10) 0.00424(8) 0.0827(4) Uani 1 1 d .
S11 S -0.7105(3) -0.3704(3) 0.3613(3) 0.0501(7) Uani 1 1 d .
N11 N -0.9924(9) -0.6169(9) 0.3008(7) 0.0357(18) Uani 1 1 d .
C1 C -0.6475(13) -0.5071(12) 0.2969(10) 0.049(3) Uani 1 1 d .
H1A H -0.5464 -0.4528 0.2801 0.059 Uiso 1 1 calc R
H1B H -0.7217 -0.5607 0.2223 0.059 Uiso 1 1 calc R
C12 C -0.9118(11) -0.4657(10) 0.3440(8) 0.038(2) Uani 1 1 d .
C13 C -0.9922(13) -0.3816(13) 0.3809(10) 0.055(3) Uani 1 1 d .
H13 H -0.9383 -0.2786 0.4124 0.066 Uiso 1 1 calc R
C14 C -1.1502(15) -0.4504(15) 0.3710(11) 0.064(3) Uani 1 1 d .
H14 H -1.2036 -0.3938 0.3957 0.076 Uiso 1 1 calc R
C15 C -1.2315(14) -0.6031(16) 0.3247(12) 0.062(3) Uani 1 1 d .
H15 H -1.3393 -0.6508 0.3174 0.075 Uiso 1 1 calc R
C16 C -1.1472(12) -0.6828(13) 0.2895(10) 0.051(3) Uani 1 1 d .
H16 H -1.2002 -0.7856 0.2570 0.061 Uiso 1 1 calc R
S1 S -0.6289(3) -0.6469(3) 0.3850(3) 0.0505(7) Uani 1 1 d .
N1 N -0.8925(10) -0.8302(9) 0.2293(7) 0.045(2) Uani 1 1 d .
H111 H -0.9172 -0.7531 0.2359 0.053 Uiso 1 1 calc R
C2 C -0.7556(12) -0.8200(12) 0.2870(9) 0.042(2) Uani 1 1 d .
C3 C -0.7108(15) -0.9427(14) 0.2789(11) 0.059(3) Uani 1 1 d .
H3 H -0.6135 -0.9338 0.3215 0.070 Uiso 1 1 calc R
C4 C -0.8121(19) -1.0738(14) 0.2080(12) 0.073(4) Uani 1 1 d .
H4 H -0.7831 -1.1556 0.1997 0.087 Uiso 1 1 calc R
C5 C -0.960(2) -1.0890(15) 0.1467(13) 0.085(5) Uani 1 1 d .
H5 H -1.0313 -1.1806 0.0994 0.102 Uiso 1 1 calc R
C6 C -0.9957(15) -0.9637(13) 0.1586(11) 0.066(4) Uani 1 1 d .
H6 H -1.0928 -0.9703 0.1173 0.079 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
I1 I2 I1 180.000(2) 2_556 .
I3 I4 I3 180.0 . 2_455
C12 S11 C1 105.5(5) . .
C12 S11 S1 96.4(3) . .
C1 S11 S1 32.2(3) . .
C16 N11 C12 120.7(9) . .
S11 C1 S1 116.0(6) . .
N11 C12 C13 119.0(9) . .
N11 C12 S11 123.8(7) . .
C13 C12 S11 117.2(8) . .
C14 C13 C12 120.0(10) . .
C13 C14 C15 120.5(10) . .
C14 C15 C16 117.7(11) . .
N11 C16 C15 122.0(10) . .
C2 S1 C1 101.4(5) . .
C2 S1 S11 117.0(4) . .
C1 S1 S11 31.8(3) . .
C2 N1 C6 119.5(9) . .
N1 C2 C3 122.1(10) . .
N1 C2 S1 118.0(7) . .
C3 C2 S1 119.8(9) . .
C4 C3 C2 118.3(12) . .
C3 C4 C5 121.1(12) . .
C6 C5 C4 117.5(12) . .
N1 C6 C5 121.5(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 I2 2.9135(10) .
I2 I1 2.9135(10) 2_556
I3 I4 2.9507(10) .
I4 I3 2.9507(10) 2_455
I5 I5 2.785(2) 2_565
S11 C12 1.736(10) .
S11 C1 1.797(10) .
S11 S1 3.066(4) .
N11 C16 1.333(12) .
N11 C12 1.360(11) .
C1 S1 1.819(11) .
C12 C13 1.392(13) .
C13 C14 1.364(16) .
C14 C15 1.379(17) .
C15 C16 1.385(16) .
S1 C2 1.781(11) .
N1 C2 1.308(12) .
N1 C6 1.362(13) .
C2 C3 1.399(14) .
C3 C4 1.344(17) .
C4 C5 1.392(19) .
C5 C6 1.375(16) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C1 H1B N1 0.97 2.52 3.025(14) 112.7
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
N11 H111 N1 C2 -84.6
H111 N1 C2 S1 3.6
N1 C2 S1 C1 -44.2(9)
C2 S1 C1 S11 123.6(7)
S1 C1 S11 C12 -77.2(7)
C1 S11 C12 N11 6.1(10)
S11 C12 N11 H111 -7.0
C12 N11 H111 N1 117.8
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139162271
