#------------------------------------------------------------------------------
#$Date: 2020-07-22 08:19:20 +0300 (Wed, 22 Jul 2020) $
#$Revision: 254475 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/35/2243504.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_2243504
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_coeditor_code           ZL2791
_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_formula_iupac          '[Cu I (C5 H7 N O S)]'
_chemical_formula_moiety         'C5 H7 Cu I N O S'
_chemical_formula_sum            'C5 H7 Cu I N O S'
_chemical_formula_weight         319.62
_chemical_name_systematic
catena-Poly[[(μ-6-sulfanylidenepiperidin-2-one-κ²O:S)copper(I)]-μ₃-iodido]
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
OLEX2
(compiled 2020.04.02 svn.r1fbe7b6f for OlexSys, GUI svn.r6076)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.982(11)
_cell_length_b                   8.195(4)
_cell_length_c                   7.351(3)
_cell_measurement_reflns_used    6676
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      73.079
_cell_measurement_theta_min      3.275
_cell_volume                     1625.4(12)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_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_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEXII area detector'
_diffrn_measurement_method       '0.60° ω and 0.6° φ scans'
_diffrn_radiation_monochromator  'equatorially mounted graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            25274
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         73.580
_diffrn_reflns_theta_min         3.276
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           32.0
_diffrn_source_power             1.28
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    35.471
_exptl_absorpt_correction_T_max  0.1444
_exptl_absorpt_correction_T_min  0.0297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS; Bruker, 2016)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.612
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.310
_refine_diff_density_min         -1.027
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1631
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0550P)²+1.1889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0819
_reflns_number_gt                1467
_reflns_number_total             1631
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl2791sup1.cif
_cod_data_source_block           III
_cod_original_cell_volume        1625.4(13)
_cod_database_code               2243504
_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   0.164
_shelx_estimated_absorpt_t_max   0.416
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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 0.23415(2) 0.59898(3) 0.50901(3) 0.02390(13) Uani d 1 . .
Cu Cu1 0.28100(2) 0.62683(8) 0.82066(9) 0.02635(18) Uani d 1 . .
S S1 0.36555(4) 0.63113(12) 0.83026(14) 0.0266(2) Uani d 1 . .
O O1 0.50567(13) 0.2890(4) 0.9865(4) 0.0346(8) Uani d 1 . .
N N1 0.43783(13) 0.4297(5) 0.9030(5) 0.0274(8) Uani d 1 . .
H H1 0.4550(18) 0.516(4) 0.923(7) 0.033 Uiso d 1 . .
C C1 0.38916(15) 0.4443(5) 0.8540(6) 0.0253(8) Uani d 1 . .
C C2 0.35970(15) 0.2932(5) 0.8285(6) 0.0269(8) Uani d 1 . .
H H2A 0.334849 0.311483 0.731519 0.032 Uiso calc 1 . .
H H2B 0.341637 0.268491 0.942412 0.032 Uiso calc 1 . .
C C3 0.39185(16) 0.1470(5) 0.7775(7) 0.0303(9) Uani d 1 . .
H H3A 0.405740 0.162739 0.654072 0.036 Uiso calc 1 . .
H H3B 0.371432 0.046611 0.776524 0.036 Uiso calc 1 . .
C C4 0.43403(17) 0.1289(6) 0.9153(7) 0.0333(10) Uani d 1 . .
H H4A 0.420142 0.095872 1.034455 0.040 Uiso calc 1 . .
H H4B 0.456863 0.041794 0.874268 0.040 Uiso calc 1 . .
C C5 0.46238(17) 0.2851(6) 0.9374(6) 0.0299(9) 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 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 . 7_565 106.77(3) ?
Cu1 I1 Cu1 . 2_564 116.92(2) ?
Cu1 I1 Cu1 7_565 2_564 113.08(4) ?
I1 Cu1 I1 7_566 2_565 104.19(4) ?
I1 Cu1 I1 . 2_565 116.85(3) ?
I1 Cu1 I1 . 7_566 99.58(3) ?
S1 Cu1 I1 . 2_565 97.12(4) ?
S1 Cu1 I1 . . 120.62(4) ?
S1 Cu1 I1 . 7_566 118.31(4) ?
C1 S1 Cu1 . . 111.76(15) ?
C1 N1 H1 . . 120(4) ?
C1 N1 C5 . . 125.7(4) ?
C5 N1 H1 . . 115(4) ?
N1 C1 S1 . . 118.4(3) ?
N1 C1 C2 . . 118.3(4) ?
C2 C1 S1 . . 123.3(3) ?
C1 C2 H2A . . 109.1 ?
C1 C2 H2B . . 109.1 ?
C1 C2 C3 . . 112.5(3) ?
H2A C2 H2B . . 107.8 ?
C3 C2 H2A . . 109.1 ?
C3 C2 H2B . . 109.1 ?
C2 C3 H3A . . 109.7 ?
C2 C3 H3B . . 109.7 ?
C2 C3 C4 . . 109.6(4) ?
H3A C3 H3B . . 108.2 ?
C4 C3 H3A . . 109.7 ?
C4 C3 H3B . . 109.7 ?
C3 C4 H4A . . 109.3 ?
C3 C4 H4B . . 109.3 ?
H4A C4 H4B . . 108.0 ?
C5 C4 C3 . . 111.6(4) ?
C5 C4 H4A . . 109.3 ?
C5 C4 H4B . . 109.3 ?
O1 C5 N1 . . 119.3(4) ?
O1 C5 C4 . . 122.8(4) ?
N1 C5 C4 . . 117.9(4) ?
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 . 2.6264(11) y
I1 Cu1 2_564 2.6709(12) y
I1 Cu1 7_565 2.6342(10) y
Cu1 S1 . 2.2827(15) y
S1 C1 . 1.668(4) ?
O1 C5 . 1.223(6) ?
N1 H1 . 0.86(2) ?
N1 C1 . 1.367(6) ?
N1 C5 . 1.381(6) ?
C1 C2 . 1.483(6) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C2 C3 . 1.526(6) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C3 C4 . 1.531(6) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C4 C5 . 1.500(6) ?
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 O1 5_667 0.86(2) 2.03(2) 2.881(5) 171(5) 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 . . . . -165.4(3) ?
Cu1 S1 C1 C2 . . . . 13.3(4) ?
S1 C1 C2 C3 . . . . 155.5(3) ?
N1 C1 C2 C3 . . . . -25.9(5) ?
C1 N1 C5 O1 . . . . -177.4(4) ?
C1 N1 C5 C4 . . . . 1.5(7) ?
C1 C2 C3 C4 . . . . 52.5(5) ?
C2 C3 C4 C5 . . . . -52.7(5) ?
C3 C4 C5 O1 . . . . -154.2(5) ?
C3 C4 C5 N1 . . . . 26.9(6) ?
C5 N1 C1 S1 . . . . 176.5(4) ?
C5 N1 C1 C2 . . . . -2.2(7) ?

_cod_database_fobs_code 2243504
