#------------------------------------------------------------------------------
#$Date: 2020-07-22 08:19:20 +0300 (Wed, 22 Jul 2020) $
#$Revision: 254475 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/35/2243506.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_2243506
loop_
_publ_author_name
'Wheaton, Amelia M.'
'Guzei, Ilia A.'
'Berry, John F.'
_publ_section_title
;
 Structural diversity in copper(I) iodide complexes with
 6-thioxopiperidin-2-one, piperidine-2,6-dithione and
 isoindoline-1,3-dithione ligands
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1336
_journal_page_last               1344
_journal_paper_doi               10.1107/S2056989020009676
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_iupac          '[Cu I (C8 H5 N S2)]'
_chemical_formula_moiety         'C8 H5 Cu I N S2'
_chemical_formula_sum            'C8 H5 Cu I N S2'
_chemical_formula_weight         369.69
_chemical_name_systematic
Poly[(μ-isoindoline-1,3-dithione-κ²S:S)copper(I)]-μ₃-iodido]
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
OLEX2
(compiled 2020.05.22 svn.r1d9e7f8d for OlexSys, GUI svn.r6115)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.98(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.174(5)
_cell_length_b                   4.1188(16)
_cell_length_c                   15.785(6)
_cell_measurement_reflns_used    4507
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      31.885
_cell_measurement_theta_min      2.584
_cell_volume                     985.2(6)
_computing_cell_refinement
;
APEX3  (Bruker, 2017)
;
_computing_data_collection
;
APEX3  (Bruker, 2017)
;
_computing_data_reduction
;
APEX3  (Bruker, 2017)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII Quazar'
_diffrn_measurement_method       '0.5° ω and 0.5° φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11871
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         33.190
_diffrn_reflns_theta_min         2.584
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    5.720
_exptl_absorpt_correction_T_max  0.4036
_exptl_absorpt_correction_T_min  0.3220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.01
_refine_diff_density_max         3.174
_refine_diff_density_min         -1.131
_refine_ls_abs_structure_details
;
Flack x determined using 1438 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013)
;
_refine_ls_abs_structure_Flack   0.034(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         3603
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0417P)²+7.0163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0890
_reflns_number_gt                3226
_reflns_number_total             3603
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl2791sup1.cif
_cod_data_source_block           V
_cod_database_code               2243506
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.281
_shelx_estimated_absorpt_t_max   0.945
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I I1 0.68957(2) 0.10931(10) 0.74974(2) 0.01374(11) Uani d 1 . .
Cu Cu1 0.59491(6) 0.5992(2) 0.69164(6) 0.0146(2) Uani d 1 . .
S S1 0.60747(14) 0.6607(5) 0.54996(12) 0.0139(3) Uani d 1 . .
S S2 0.46550(14) 0.2757(5) 0.25028(12) 0.0146(3) Uani d 1 . .
N N1 0.5450(5) 0.4774(16) 0.3969(4) 0.0133(12) Uani d 1 . .
H H1 0.587624 0.579000 0.371951 0.016 Uiso calc 1 . .
C C1 0.5382(5) 0.4700(18) 0.4850(5) 0.0122(13) Uani d 1 . .
C C2 0.4596(5) 0.2691(18) 0.4975(5) 0.0124(14) Uani d 1 . .
C C3 0.4197(5) 0.1812(19) 0.5712(5) 0.0147(14) Uani d 1 . .
H H3 0.442699 0.252848 0.625113 0.018 Uiso calc 1 . .
C C4 0.3448(5) -0.015(2) 0.5639(5) 0.0148(14) Uani d 1 . .
H H4 0.316667 -0.082004 0.613403 0.018 Uiso calc 1 . .
C C5 0.3106(5) -0.115(2) 0.4828(5) 0.0165(15) Uani d 1 . .
H H5 0.259718 -0.249734 0.478913 0.020 Uiso calc 1 . .
C C6 0.3493(5) -0.0227(18) 0.4093(5) 0.0128(13) Uani d 1 . .
H H6 0.325668 -0.090075 0.355269 0.015 Uiso calc 1 . .
C C7 0.4244(5) 0.1733(18) 0.4172(5) 0.0125(13) Uani d 1 . .
C C8 0.4795(5) 0.3123(19) 0.3538(5) 0.0118(13) Uani d 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'
Cu Cu 0.3201 1.2651 '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'
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'
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
Cu1 I1 Cu1 . 1_545 102.12(4) ?
I1 Cu1 I1 . 1_565 102.12(4) ?
S1 Cu1 I1 . 1_565 100.30(6) ?
S1 Cu1 I1 . . 111.05(6) ?
S1 Cu1 S2 . 2_565 119.65(8) ?
S2 Cu1 I1 2_565 1_565 98.16(7) ?
S2 Cu1 I1 2_565 . 120.16(7) ?
C1 S1 Cu1 . . 118.8(3) ?
C8 S2 Cu1 . 2_564 108.3(3) ?
C1 N1 H1 . . 123.3 ?
C8 N1 H1 . . 123.3 ?
C8 N1 C1 . . 113.3(7) ?
N1 C1 S1 . . 122.3(6) ?
N1 C1 C2 . . 104.3(7) ?
C2 C1 S1 . . 133.3(6) ?
C3 C2 C1 . . 130.6(7) ?
C3 C2 C7 . . 121.4(7) ?
C7 C2 C1 . . 108.0(7) ?
C2 C3 H3 . . 120.9 ?
C2 C3 C4 . . 118.1(8) ?
C4 C3 H3 . . 120.9 ?
C3 C4 H4 . . 120.0 ?
C3 C4 C5 . . 120.1(8) ?
C5 C4 H4 . . 120.0 ?
C4 C5 H5 . . 119.1 ?
C6 C5 C4 . . 121.8(8) ?
C6 C5 H5 . . 119.1 ?
C5 C6 H6 . . 121.1 ?
C5 C6 C7 . . 117.7(7) ?
C7 C6 H6 . . 121.1 ?
C2 C7 C8 . . 107.7(7) ?
C6 C7 C2 . . 120.9(7) ?
C6 C7 C8 . . 131.4(7) ?
N1 C8 S2 . . 126.7(6) ?
N1 C8 C7 . . 106.6(6) ?
C7 C8 S2 . . 126.7(6) ?
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
I1 Cu1 . 2.6152(13) y
I1 Cu1 1_545 2.6798(13) y
Cu1 S1 . 2.269(2) y
Cu1 S2 2_565 2.273(2) y
S1 C1 . 1.632(8) ?
S2 C8 . 1.645(7) ?
N1 H1 . 0.8800 ?
N1 C1 . 1.400(10) ?
N1 C8 . 1.357(10) ?
C1 C2 . 1.473(11) ?
C2 C3 . 1.388(11) ?
C2 C7 . 1.405(11) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.394(12) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.417(12) ?
C5 H5 . 0.9500 ?
C5 C6 . 1.380(11) ?
C6 H6 . 0.9500 ?
C6 C7 . 1.396(11) ?
C7 C8 . 1.455(11) ?
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
_geom_hbond_publ_flag
N1 H1 I1 2_564 0.88 2.84 3.692(7) 163.2 yes
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_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cu1 S1 C1 N1 . . . . -175.6(5) ?
Cu1 S1 C1 C2 . . . . 5.3(9) ?
Cu1 S2 C8 N1 2_564 . . . 18.3(8) ?
Cu1 S2 C8 C7 2_564 . . . -161.5(6) ?
S1 C1 C2 C3 . . . . 0.4(13) ?
S1 C1 C2 C7 . . . . 178.6(6) ?
N1 C1 C2 C3 . . . . -178.9(8) ?
N1 C1 C2 C7 . . . . -0.6(8) ?
C1 N1 C8 S2 . . . . 178.7(6) ?
C1 N1 C8 C7 . . . . -1.5(9) ?
C1 C2 C3 C4 . . . . -179.8(8) ?
C1 C2 C7 C6 . . . . 179.5(7) ?
C1 C2 C7 C8 . . . . -0.2(8) ?
C2 C3 C4 C5 . . . . -1.0(12) ?
C2 C7 C8 S2 . . . . -179.1(6) ?
C2 C7 C8 N1 . . . . 1.0(8) ?
C3 C2 C7 C6 . . . . -2.0(11) ?
C3 C2 C7 C8 . . . . 178.2(7) ?
C3 C4 C5 C6 . . . . -0.2(12) ?
C4 C5 C6 C7 . . . . 0.4(12) ?
C5 C6 C7 C2 . . . . 0.7(11) ?
C5 C6 C7 C8 . . . . -179.6(8) ?
C6 C7 C8 S2 . . . . 1.1(12) ?
C6 C7 C8 N1 . . . . -178.7(8) ?
C7 C2 C3 C4 . . . . 2.1(11) ?
C8 N1 C1 S1 . . . . -178.0(6) ?
C8 N1 C1 C2 . . . . 1.3(8) ?

_cod_database_fobs_code 2243506
