#------------------------------------------------------------------------------
#$Date: 2022-03-11 01:47:10 +0200 (Fri, 11 Mar 2022) $
#$Revision: 273625 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/45/7244587.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_7244587
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 Br2 Cu N2 S'
_chemical_formula_sum            'C6 H4 Br2 Cu N2 S'
_chemical_formula_weight         359.53
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-01-10 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.33(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.897(3)
_cell_length_b                   12.568(6)
_cell_length_c                   9.030(4)
_cell_measurement_reflns_used    232
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.652
_cell_measurement_theta_min      2.873
_cell_volume                     438.7(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-2016/6 (Sheldrick, 2015)'
_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 0.986
_diffrn_measured_fraction_theta_max 0.974
_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_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2609
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_min         2.793
_exptl_absorpt_coefficient_mu    11.774
_exptl_absorpt_correction_T_max  0.765
_exptl_absorpt_correction_T_min  0.145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS (Bruker, 2001)
;
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    2.722
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             338
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol/chloroform'
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_refine_diff_density_max         2.182
_refine_diff_density_min         -1.225
_refine_diff_density_rms         0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.257
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1024
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.257
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0563
_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)+(0.0439P)²+8.7784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1552
_refine_ls_wR_factor_ref         0.1582
_reflns_Friedel_coverage         0.000
_reflns_number_gt                920
_reflns_number_total             1024
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00069e2.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7244587
_shelx_shelxl_version_number     2016/6
_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   0.067
_shelx_estimated_absorpt_t_max   0.891
_shelx_res_file
;
TITL Compound X
    shelx.res
    created by SHELXL-2016/6 at 11:07:10 on 02-Jun-2021
CELL  0.71073   3.897  12.568   9.030   90.000   97.33   90.000
ZERR     2.00   0.0030   0.0060   0.0040    0.000    0.020    0.000
LATT   1
SYMM  - X, 1/2 + Y, - Z
SFAC  C    H    N    S    CU   BR
DISP C    0.00330   0.00160
DISP H    0.00000   0.00000
DISP N    0.00610   0.00330
DISP S    0.12460   0.12340
DISP Cu   0.32010   1.26510
DISP Br  -0.29010   2.45950
UNIT  12 8 4 2 2 4
MERG   2
FMAP   2
PLAN   10
SIZE     0.010   0.080   0.500
OMIT 2 0 4
OMIT -2 0 1
ACTA
BOND
BOND   $H
CONF
LIST   4
L.S.   8
TEMP    25.00
WGHT    0.043900    8.778399
FVAR       0.61484
C1    1    0.024319    0.306671    0.727206    11.00000    0.02210    0.02115 =
         0.02182   -0.00118    0.00532    0.00042
C2    1    0.002124    0.363446    0.860203    11.00000    0.04093    0.01776 =
         0.02701   -0.00297    0.00779    0.00636
AFIX  43
H2    2    0.012526    0.437365    0.862392    11.00000   -1.20000
AFIX   0
C3    1   -0.034646    0.307099    0.984013    11.00000    0.04452    0.03207 =
         0.01471   -0.00349    0.00946    0.00249
AFIX  43
H3    2   -0.060733    0.343125    1.071841    11.00000   -1.20000
AFIX   0
N1    3    0.044136    0.347486    0.590202    11.00000    0.03960    0.01602 =
         0.01386    0.00080    0.00330    0.00123
S1    4    0.067786    0.250000    0.473886    10.50000    0.05117    0.01133 =
         0.01826    0.00000    0.00602    0.00000
CU1   5    0.000000    0.500000    0.500000    10.50000    0.02840    0.01034 =
         0.02212   -0.00010   -0.00151   -0.00198
BR1   6    0.543905    0.437346    0.314690    11.00000    0.02421    0.02235 =
         0.02326   -0.00201    0.00028   -0.00271
HKLF    4




REM  Compound X
REM R1 =  0.0563 for     920 Fo > 4sig(Fo)  and  0.0624 for all    1024 data
REM     58 parameters refined using      0 restraints

END

WGHT      0.0439      8.7849

REM Highest difference peak  2.182,  deepest hole -1.225,  1-sigma level  0.269
Q1    1   0.1112  0.4383  0.3132  11.00000  0.05    2.18
Q2    1   0.9770  0.4375  0.3116  11.00000  0.05    2.02
Q3    1   0.3126  0.4972  0.4999  11.00000  0.05    1.54
Q4    1  -0.3878  0.2500  0.9094  10.50000  0.05    0.95
Q5    1   0.1137  0.5010  0.8541  11.00000  0.05    0.94
Q6    1   0.4108  0.2500  0.4939  10.50000  0.05    0.92
Q7    1  -0.3779  0.2500  0.4429  10.50000  0.05    0.89
Q8    1  -0.3007  0.2500  0.4931  10.50000  0.05    0.88
Q9    1   0.0833  0.2500  1.1549  10.50000  0.05    0.87
Q10   1  -0.4260  0.2500  1.1427  10.50000  0.05    0.85
;
_shelx_res_checksum              68013
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 0.024(2) 0.3067(7) 0.7272(11) 0.0215(19) Uani 1 1 d . . . . .
C2 C 0.002(3) 0.3634(8) 0.8602(12) 0.028(2) Uani 1 1 d . . . . .
H2 H 0.012526 0.437365 0.862392 0.034 Uiso 1 1 calc R U . . .
C3 C -0.035(3) 0.3071(9) 0.9840(11) 0.030(2) Uani 1 1 d . . . . .
H3 H -0.060733 0.343125 1.071841 0.036 Uiso 1 1 calc R U . . .
N1 N 0.044(2) 0.3475(6) 0.5902(9) 0.0232(17) Uani 1 1 d . . . . .
S1 S 0.0678(11) 0.250000 0.4739(4) 0.0268(8) Uani 1 2 d S T P . .
Cu1 Cu 0.000000 0.500000 0.500000 0.0207(4) Uani 1 2 d S . P . .
Br1 Br 0.5439(2) 0.43735(7) 0.31469(11) 0.0235(3) 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 0.022(4) 0.021(5) 0.022(5) -0.001(4) 0.005(4) 0.000(3)
C2 0.041(6) 0.018(4) 0.027(5) -0.003(4) 0.008(4) 0.006(4)
C3 0.045(6) 0.032(6) 0.015(4) -0.003(4) 0.009(4) 0.002(5)
N1 0.040(5) 0.016(4) 0.014(3) 0.001(3) 0.003(3) 0.001(3)
S1 0.051(2) 0.0113(14) 0.0183(16) 0.000 0.0060(14) 0.000
Cu1 0.0284(8) 0.0103(7) 0.0221(8) -0.0001(6) -0.0015(6) -0.0020(6)
Br1 0.0242(5) 0.0224(5) 0.0233(5) -0.0020(4) 0.0003(3) -0.0027(4)
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 127.3(9) . . ?
N1 C1 C1 112.3(5) . 4_565 ?
C2 C1 C1 120.4(6) . 4_565 ?
C3 C2 C1 117.8(10) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C3 121.7(6) . 4_565 ?
C2 C3 H3 119.1 . . ?
C3 C3 H3 119.1 4_565 . ?
C1 N1 S1 108.7(6) . . ?
C1 N1 Cu1 134.2(6) . . ?
S1 N1 Cu1 116.8(4) . . ?
N1 S1 N1 97.9(6) . 4_565 ?
N1 Cu1 N1 180.0 . 3_566 ?
N1 Cu1 Br1 90.7(2) . 3_666 ?
N1 Cu1 Br1 89.3(2) 3_566 3_666 ?
N1 Cu1 Br1 89.3(2) . 1_455 ?
N1 Cu1 Br1 90.7(2) 3_566 1_455 ?
Br1 Cu1 Br1 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 1.351(12) . ?
C1 C2 1.409(14) . ?
C1 C1 1.424(18) 4_565 ?
C2 C3 1.346(15) . ?
C2 H2 0.9300 . ?
C3 C3 1.44(2) 4_565 ?
C3 H3 0.9300 . ?
N1 S1 1.624(8) . ?
N1 Cu1 2.081(8) . ?
Cu1 Br1 2.4125(14) 3_666 ?
Cu1 Br1 2.4125(14) 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 176.4(10) . . . . ?
C1 C1 C2 C3 -3.0(13) 4_565 . . . ?
C1 C2 C3 C3 3.0(13) . . . 4_565 ?
C2 C1 N1 S1 179.6(9) . . . . ?
C1 C1 N1 S1 -1.0(7) 4_565 . . . ?
C2 C1 N1 Cu1 -7.9(16) . . . . ?
C1 C1 N1 Cu1 171.6(6) 4_565 . . . ?
C1 N1 S1 N1 1.4(10) . . . 4_565 ?
Cu1 N1 S1 N1 -172.64(13) . . . 4_565 ?
