#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:59:03 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230335 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/76/7057639.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_7057639
loop_
_publ_author_name
'Kersen, Ülo'
'Wojtczak, Andrzej'
'Bienko, Alina'
'Jezierska, Julia'
_publ_section_title
;
 The effects of protonated heterocyclic cations on the structural and
 magnetic properties of tetrachlorocuprate(ii) anions; X-ray,
 magnetochemical and EPR studies
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15705
_journal_paper_doi               10.1039/C8NJ03155J
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C6 H16 N2, Cl4 Cu'
_chemical_formula_sum            'C6 H16 Cl4 Cu N2'
_chemical_formula_weight         321.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2017-01-30 deposited with the CCDC.
2018-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.295(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5594(6)
_cell_length_b                   14.5888(5)
_cell_length_c                   5.9318(3)
_cell_measurement_reflns_used    2359
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.3678
_cell_measurement_theta_min      2.0189
_cell_volume                     1202.97(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.2564
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            3912
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.445
_diffrn_reflns_theta_min         2.792
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.663
_exptl_absorpt_correction_T_max  0.730698
_exptl_absorpt_correction_T_min  0.440975
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_description       needle
_exptl_crystal_F_000             652
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.551
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.161
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0075(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         1382
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0279
_refine_ls_R_factor_gt           0.0224
_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)+(0.0354P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0633
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1158
_reflns_number_total             1382
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj03155j2.cif
_cod_data_source_block           e1158a
_cod_depositor_comments
'Adding full bibliography for 7057638--7057639.cif.'
_cod_database_code               7057639
_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   0.321
_shelx_estimated_absorpt_t_max   0.674
_shelxl_version_number           2014-3
_shelx_res_file
;
TITL e1158a in C2/c
REM C2/c (#15 in standard setting)
CELL 0.71073  14.559447  14.588783   5.931759  90.0000 107.2947  90.0000
ZERR    4.00   0.000620   0.000531   0.000269   0.0000   0.0046   0.0000
LATT  7
SYMM -x, y,-z+1/2
SFAC C H N Cl Cu
UNIT 24.00 64.00 8.00 16.00 4.00

SIZE  0.5512 0.2733 0.1607
TEMP  20

L.S. 10
BOND  $H
FMAP 2
PLAN 5

ACTA
HTAB
CONF

OMIT  -3
OMIT   1   1   0
OMIT  -1   1   1

WGHT    0.035400
EXTI    0.007538
FVAR       3.74005
CU1   5    0.000000    0.088540    0.250000    10.50000    0.01702    0.01660 =
         0.02889    0.00000    0.00587    0.00000
CL2   4    0.169914    0.088413    0.380782    11.00000    0.01945    0.03090 =
         0.02384   -0.00126    0.00595   -0.00263
CL3   4    0.000000    0.243190    0.250000    10.50000    0.02962    0.01933 =
         0.03739    0.00000    0.01360    0.00000
CL4   4    0.000000   -0.067359    0.250000    10.50000    0.01920    0.01615 =
         0.03065    0.00000    0.00568    0.00000
N1    3    0.206050    0.164370   -0.091821    11.00000    0.02470    0.03075 =
         0.02542   -0.00780    0.00753   -0.01283
AFIX  23
H1N1  2    0.183024    0.126365   -0.212850    11.00000   -1.20000
H2N1  2    0.198388    0.138026    0.036722    11.00000   -1.20000
AFIX   0
C2    1    0.310775    0.180257   -0.057179    11.00000    0.02336    0.03021 =
         0.02772   -0.00434    0.01029   -0.01027
AFIX  13
H2A   2    0.318697    0.205523   -0.203348    11.00000   -1.20000
AFIX   0
C3    1    0.348754    0.248456    0.138203    11.00000    0.02224    0.03531 =
         0.02799   -0.00298    0.00252   -0.00815
AFIX  23
H3A   2    0.344881    0.222481    0.285636    11.00000   -1.20000
H3B   2    0.415910    0.260806    0.154812    11.00000   -1.20000
AFIX   0
C4    1    0.365752    0.090806   -0.002372    11.00000    0.04093    0.03505 =
         0.07295   -0.00445    0.01818   -0.00501
AFIX  33
H4A   2    0.432807    0.102027    0.019417    11.00000   -1.20000
H4B   2    0.357699    0.064856    0.139275    11.00000   -1.20000
H4C   2    0.341592    0.048846   -0.131073    11.00000   -1.20000

AFIX   0
HKLF 4

REM  e1158a in C2/c
REM R1 =  0.0224 for    1158 Fo > 4sig(Fo)  and  0.0279 for all    1382 data
REM     62 parameters refined using      0 restraints

END

WGHT      0.0355      0.0000

REM Instructions for potential hydrogen bonds
EQIV $1 x, y, z-1
HTAB N1 Cl2_$1
EQIV $2 -x, -y, -z
HTAB N1 Cl4_$2
HTAB N1 Cl2
EQIV $3 -x+1/2, -y+1/2, -z
HTAB C2 Cl3_$3
EQIV $4 x+1/2, y+1/2, z
HTAB C3 Cl4_$4

REM Highest difference peak  0.284,  deepest hole -0.371,  1-sigma level  0.066
Q1    1   0.2650  0.1736 -0.0656  11.00000  0.05    0.28
Q2    1   0.3304  0.1416 -0.0225  11.00000  0.05    0.26
Q3    1   0.3231  0.2186  0.0273  11.00000  0.05    0.25
Q4    1   0.3872  0.0937  0.1576  11.00000  0.05    0.24
Q5    1  -0.0048  0.1719  0.1578  11.00000  0.05    0.23
;
_shelx_res_checksum              11332
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'
'-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_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
Cu1 Cu 0.0000 0.08854(2) 0.2500 0.02105(13) Uani 1 2 d S T P
Cl2 Cl 0.16991(3) 0.08841(3) 0.38078(8) 0.02483(14) Uani 1 1 d . . .
Cl3 Cl 0.0000 0.24319(4) 0.2500 0.02799(17) Uani 1 2 d S T P
Cl4 Cl 0.0000 -0.06736(4) 0.2500 0.02238(16) Uani 1 2 d S T P
N1 N 0.20605(11) 0.16437(10) -0.0918(3) 0.0269(4) Uani 1 1 d . . .
H1N1 H 0.1830 0.1264 -0.2129 0.032 Uiso 1 1 calc R U .
H2N1 H 0.1984 0.1380 0.0367 0.032 Uiso 1 1 calc R U .
C2 C 0.31077(13) 0.18026(13) -0.0572(3) 0.0265(4) Uani 1 1 d . . .
H2A H 0.3187 0.2055 -0.2033 0.032 Uiso 1 1 calc R U .
C3 C 0.34875(13) 0.24846(13) 0.1382(3) 0.0296(4) Uani 1 1 d . . .
H3A H 0.3449 0.2225 0.2856 0.036 Uiso 1 1 calc R U .
H3B H 0.4159 0.2608 0.1548 0.036 Uiso 1 1 calc R U .
C4 C 0.36575(19) 0.09081(13) -0.0024(5) 0.0494(7) Uani 1 1 d . . .
H4A H 0.4328 0.1020 0.0194 0.059 Uiso 1 1 calc R U .
H4B H 0.3577 0.0649 0.1393 0.059 Uiso 1 1 calc R U .
H4C H 0.3416 0.0488 -0.1311 0.059 Uiso 1 1 calc R U .
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
Cu1 0.01702(19) 0.01660(19) 0.0289(2) 0.000 0.00587(13) 0.000
Cl2 0.0194(2) 0.0309(3) 0.0238(2) -0.00126(19) 0.00595(18) -0.00263(16)
Cl3 0.0296(4) 0.0193(3) 0.0374(4) 0.000 0.0136(3) 0.000
Cl4 0.0192(3) 0.0161(3) 0.0307(3) 0.000 0.0057(2) 0.000
N1 0.0247(9) 0.0308(9) 0.0254(8) -0.0078(7) 0.0075(7) -0.0128(6)
C2 0.0234(10) 0.0302(11) 0.0277(10) -0.0043(8) 0.0103(8) -0.0103(7)
C3 0.0222(10) 0.0353(12) 0.0280(10) -0.0030(9) 0.0025(8) -0.0082(8)
C4 0.0409(15) 0.0351(13) 0.0729(18) -0.0044(12) 0.0182(13) -0.0050(9)
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'
Cl Cl 0.1484 0.1585 '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'
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
Cl3 Cu1 Cl4 180.0 . .
Cl3 Cu1 Cl2 90.045(12) . .
Cl4 Cu1 Cl2 89.955(12) . .
Cl3 Cu1 Cl2 90.046(12) . 2
Cl4 Cu1 Cl2 89.954(12) . 2
Cl2 Cu1 Cl2 179.91(2) . 2
C3 N1 C2 111.29(14) 7 .
C3 N1 H1N1 109.4 7 .
C2 N1 H1N1 109.4 . .
C3 N1 H2N1 109.4 7 .
C2 N1 H2N1 109.4 . .
H1N1 N1 H2N1 108.0 . .
N1 C2 C3 109.58(14) . .
N1 C2 C4 110.38(16) . .
C3 C2 C4 110.80(18) . .
N1 C2 H2A 108.7 . .
C3 C2 H2A 108.7 . .
C4 C2 H2A 108.7 . .
N1 C3 C2 111.74(16) 7 .
N1 C3 H3A 109.3 7 .
C2 C3 H3A 109.3 . .
N1 C3 H3B 109.3 7 .
C2 C3 H3B 109.3 . .
H3A C3 H3B 107.9 . .
C2 C4 H4A 109.5 . .
C2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 Cl3 2.2562(7) .
Cu1 Cl4 2.2744(6) .
Cu1 Cl2 2.3623(5) .
Cu1 Cl2 2.3623(5) 2
N1 C3 1.483(2) 7
N1 C2 1.495(2) .
N1 H1N1 0.8900 .
N1 H2N1 0.8900 .
C2 C3 1.503(2) .
C2 C4 1.515(3) .
C2 H2A 0.9800 .
C3 N1 1.483(2) 7
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
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_4
C3 N1 C2 C3 55.9(2) 7 .
C3 N1 C2 C4 178.19(18) 7 .
N1 C2 C3 N1 -56.2(2) . 7
C4 C2 C3 N1 -178.21(17) . 7
