#------------------------------------------------------------------------------
#$Date: 2022-03-11 00:47:10 +0100 (vie 11 de mar de 2022) $
#$Revision: 273625 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/45/7244589.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_7244589
loop_
_publ_author_name
'Parisi, Emmanuele'
'CARELLA, Antonio'
'Borbone, Fabio'
'Gentile, Francesco Silvio'
'Centore, Roberto'
'Chiarella, Fabio'
_publ_section_title
;
 Effect of chalcogen bond on the packing and coordination geometry in
 hybrid organic-inorganic Cu(II) networks.
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00069E
_journal_year                    2022
_chemical_formula_moiety         'C6 H4 Cl2 Cu N2 S'
_chemical_formula_sum            'C6 H4 Cl2 Cu N2 S'
_chemical_formula_weight         270.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-02-28 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.73(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.713(3)
_cell_length_b                   12.553(6)
_cell_length_c                   8.767(4)
_cell_measurement_reflns_used    623
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.121
_cell_measurement_theta_min      2.988
_cell_volume                     404.9(4)
_computing_cell_refinement
;
Dirax/lsq (Duisenberg et al., 2000)
;
_computing_data_collection       'Collect (Nonius, 1999)'
_computing_data_reduction
;
EvalCCD (Duisenberg et al., 2003)
;
_computing_molecular_graphics
;
Ortep-3 for Windows (Farrugia, 2012) and 
Mercury (Macrae et al., 2006)
;
_computing_publication_material  'WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
;
SIR97 (Altomare et al., 1999)
;
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type
;
Bruker-Nonius 95mm CCD camera on \k-goniostat
;
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
CCD rotation images, thick slices
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            832
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.487
_diffrn_reflns_theta_min         4.005
_exptl_absorpt_coefficient_mu    3.546
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_correction_T_min  0.340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS (Bruker, 2001)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.220
_exptl_crystal_description       plate
_exptl_crystal_F_000             266
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     59
_refine_ls_number_reflns         832
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0445
_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)+(0.0206P)²+2.7650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                656
_reflns_number_total             832
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00069e2.cif
_cod_data_source_block           shelx_CCDC2
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7244589
_shelx_shelxl_version_number     2018/3
_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   0.270
_shelx_estimated_absorpt_t_max   0.965
_shelx_res_file
;
TITL Compound X
    shelx.res
    created by SHELXL-2018/3 at 19:17:55 on 11-Feb-2022
CELL 0.71073 3.713 12.553 8.767 90 97.73 90
ZERR 2 0.003 0.006 0.004 0 0.02 0
LATT 1
SYMM -X,0.5+Y,-Z
SFAC  C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
 11.5 0.77 12.011
SFAC  H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.62 0.32 =
 1.008
SFAC  N 12.213 0.006 3.132 9.893 2.013 28.998 1.166 0.583 -11.529 0.006 =
 0.003 19.6 0.7 14.007
SFAC  S 6.905 1.468 5.203 22.215 1.438 0.254 1.586 56.172 0.867 0.125 0.123 =
 532 1.04 32.066
SFAC  CU 13.338 3.583 7.168 0.247 5.616 11.397 1.673 64.813 1.191 0.32 =
 1.265 5180 1.28 63.546
SFAC  CL 11.460 0.01 7.196 1.166 6.256 18.519 1.645 47.778 -9.557 0.148 =
 0.159 678 0.99 35.453
UNIT 12 8 4 2 2 4

EQIV $1 +X,0.5-Y,+Z

L.S. 8
PLAN  10
SIZE 0.01 0.08 0.5
TEMP 25
CONF
MPLA 9 S1 N1 C1 C2 C3 N1_$1 C1_$1 C2_$1 C3_$1 Cu1
FMAP 2
ACTA
BOND
BOND $H
LIST 4
MORE -1
MERG 0
OMIT -3 53
OMIT -2 8 4
OMIT 2 8 1
OMIT 1 1 8
OMIT 2 6 1
OMIT -2 1 10
OMIT -2 2 2
OMIT 2 8 0
OMIT 2 10 1
OMIT 0 1 5

WGHT    0.020636    2.764969
BASF   0.11197
FVAR       1.04336
C1    1    0.024205    0.306855    0.732098    11.00000    0.01004    0.02050 =
         0.01856   -0.00101    0.00083   -0.00120
C2    1   -0.005772    0.363361    0.867278    11.00000    0.02630    0.02364 =
         0.02262   -0.00635    0.00101    0.00331
AFIX  43
H2    2   -0.002663    0.437434    0.868903    11.00000   -1.20000
AFIX   0
C3    1   -0.039140    0.306953    0.994400    11.00000    0.02964    0.03830 =
         0.01819   -0.00486    0.00390    0.00056
AFIX  43
H3    2   -0.062983    0.342930    1.085233    11.00000   -1.20000
AFIX   0
N1    3    0.047054    0.346655    0.590458    11.00000    0.02338    0.01040 =
         0.01772   -0.00018    0.00599   -0.00257
S1    4    0.074009    0.250000    0.470658    10.50000    0.03747    0.01316 =
         0.01578    0.00000    0.00603    0.00000
CU1   5    0.000000    0.500000    0.500000    10.50000    0.02108    0.01029 =
         0.02014    0.00046   -0.00111   -0.00173

CL1   6    0.547302    0.442232    0.320580    11.00000    0.01990    0.02173 =
         0.02152   -0.00082    0.00039   -0.00168
HKLF 5




REM  Compound X
REM wR2 = 0.1071, GooF = S = 1.077, Restrained GooF = 1.077 for all data
REM R1 = 0.0445 for 656 Fo > 4sig(Fo) and 0.0648 for all 832 data
REM 59 parameters refined using 0 restraints

END

WGHT      0.0239      2.0410

REM Highest difference peak  0.748,  deepest hole -0.575,  1-sigma level  0.145
Q1    1   0.5000  0.5000  0.5000  10.50000  0.05    0.75
Q2    1   0.0061  0.4241  0.4962  11.00000  0.05    0.64
Q3    1   0.0519  0.4988  0.6153  11.00000  0.05    0.57
Q4    1   0.5163  0.3704  0.2966  11.00000  0.05    0.52
Q5    1   0.0570  0.4137  0.5408  11.00000  0.05    0.50
Q6    1  -0.0825  0.2500  0.9766  10.50000  0.05    0.48
Q7    1   0.5527  0.5141  0.3192  11.00000  0.05    0.47
Q8    1  -0.4166  0.2500  0.4423  10.50000  0.05    0.46
Q9    1  -0.4028  0.2500  1.1207  10.50000  0.05    0.44
Q10   1   0.0131  0.4094  0.6157  11.00000  0.05    0.44
;
_shelx_res_checksum              48426
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0242(15) 0.3069(4) 0.7321(6) 0.0165(12) Uani 1 1 d . . . . .
C2 C -0.0058(17) 0.3634(5) 0.8673(7) 0.0244(13) Uani 1 1 d . . . . .
H2 H -0.002663 0.437434 0.868903 0.029 Uiso 1 1 calc R U . . .
C3 C -0.0391(18) 0.3070(5) 0.9944(7) 0.0286(14) Uani 1 1 d . . . . .
H3 H -0.062983 0.342930 1.085233 0.034 Uiso 1 1 calc R U . . .
N1 N 0.0471(13) 0.3467(3) 0.5905(5) 0.0169(10) Uani 1 1 d . . . . .
S1 S 0.0740(6) 0.250000 0.4707(2) 0.0219(5) Uani 1 2 d S T P . .
Cu1 Cu 0.000000 0.500000 0.500000 0.0175(3) Uani 1 2 d S . P . .
Cl1 Cl 0.5473(4) 0.44223(11) 0.32058(15) 0.0213(4) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.010(3) 0.021(3) 0.019(3) -0.001(2) 0.001(2) -0.001(2)
C2 0.026(3) 0.024(3) 0.023(3) -0.006(2) 0.001(3) 0.003(3)
C3 0.030(4) 0.038(4) 0.018(3) -0.005(3) 0.004(3) 0.001(3)
N1 0.023(3) 0.010(2) 0.018(2) -0.0002(17) 0.006(2) -0.0026(19)
S1 0.0375(14) 0.0132(9) 0.0158(10) 0.000 0.0060(9) 0.000
Cu1 0.0211(6) 0.0103(4) 0.0201(5) 0.0005(4) -0.0011(4) -0.0017(4)
Cl1 0.0199(8) 0.0217(7) 0.0215(7) -0.0008(5) 0.0004(6) -0.0017(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1480 0.1590 '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
N1 C1 C2 127.8(5) . . ?
N1 C1 C1 111.7(3) . 4_565 ?
C2 C1 C1 120.5(3) . 4_565 ?
C3 C2 C1 117.6(6) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C3 121.9(4) . 4_565 ?
C2 C3 H3 119.1 . . ?
C3 C3 H3 119.1 4_565 . ?
C1 N1 S1 109.7(4) . . ?
C1 N1 Cu1 132.8(4) . . ?
S1 N1 Cu1 117.1(2) . . ?
N1 S1 N1 97.3(3) . 4_565 ?
N1 Cu1 N1 180.0 . 3_566 ?
N1 Cu1 Cl1 90.87(13) . 3_666 ?
N1 Cu1 Cl1 89.13(13) 3_566 3_666 ?
N1 Cu1 Cl1 89.13(13) . 1_455 ?
N1 Cu1 Cl1 90.87(13) 3_566 1_455 ?
Cl1 Cu1 Cl1 180.0 3_666 1_455 ?
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
C1 N1 1.352(7) . ?
C1 C2 1.398(8) . ?
C1 C1 1.427(11) 4_565 ?
C2 C3 1.340(9) . ?
C2 H2 0.9300 . ?
C3 C3 1.430(13) 4_565 ?
C3 H3 0.9300 . ?
N1 S1 1.617(5) . ?
N1 Cu1 2.080(4) . ?
Cu1 Cl1 2.2615(17) 3_666 ?
Cu1 Cl1 2.2615(17) 1_455 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 177.4(6) . . . . ?
C1 C1 C2 C3 -0.9(7) 4_565 . . . ?
C1 C2 C3 C3 0.9(7) . . . 4_565 ?
C2 C1 N1 S1 -179.5(5) . . . . ?
C1 C1 N1 S1 -1.0(4) 4_565 . . . ?
C2 C1 N1 Cu1 -6.9(9) . . . . ?
C1 C1 N1 Cu1 171.5(3) 4_565 . . . ?
C1 N1 S1 N1 1.5(6) . . . 4_565 ?
Cu1 N1 S1 N1 -172.43(7) . . . 4_565 ?
