#------------------------------------------------------------------------------
#$Date: 2020-05-06 05:53:36 +0300 (Wed, 06 May 2020) $
#$Revision: 251806 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/33/2243382.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_2243382
loop_
_publ_author_name
'Vassilyeva, Olga Yu.'
'Buvaylo, Elena A.'
'Kokozay, Vladimir N.'
'Melnyk, Andrii K.'
'Skelton, Brian W.'
_publ_section_title
;
 Crystal structure and characterization of a new copper(II) chloride dimer
 with methyl(pyridin-2-ylmethylidene)amine
;
_journal_coeditor_code           PK2625
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              790
_journal_page_last               793
_journal_paper_doi               10.1107/S2056989020005903
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Cu2 Cl4 (C7 H8 N2)2]'
_chemical_formula_moiety         'C14 H16 Cl4 Cu2 N4'
_chemical_formula_sum            'C14 H16 Cl4 Cu2 N4'
_chemical_formula_weight         509.19
_chemical_name_systematic
Di-μ-chlorido-bis{chlorido[methyl(pyridin-2-ylmethylidene)amine-κ²N,N']copper(II)}
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                103.659(5)
_cell_angle_beta                 98.803(5)
_cell_angle_gamma                110.273(5)
_cell_formula_units_Z            1
_cell_length_a                   7.7054(5)
_cell_length_b                   7.7240(5)
_cell_length_c                   8.5606(5)
_cell_measurement_reflns_used    7922
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.5405
_cell_measurement_theta_min      3.9857
_cell_volume                     448.74(6)
_computing_cell_refinement
;
CrysAlis Pro (Rigaku OD, 2016)
;
_computing_data_collection
;
CrysAlis Pro (Rigaku OD, 2016)
;
_computing_data_reduction
;
CrysAlis Pro (Rigaku OD, 2016)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 1999), Mercury (Macrae, 2020)
;
_computing_publication_material
;
WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2017 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4738
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Gemini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13153
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.998
_diffrn_reflns_theta_min         4.206
_exptl_absorpt_coefficient_mu    2.969
_exptl_absorpt_correction_T_max  0.669
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(CrysAlis Pro; Rigaku OD, 2016)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.884
_exptl_crystal_description       plate
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.517
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL-2017/1 (Sheldrick 2015b)
;
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         4238
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0207
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0232P)²+0.1399P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0526
_refine_ls_wR_factor_ref         0.054
_reflns_number_gt                3866
_reflns_number_total             4238
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            pk2625sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        448.74(5)
_cod_database_code               2243382
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu Cu1 0.50923(2) 0.72999(2) 0.57914(2) 0.01020(4) Uani d 1 . .
Cl Cl1 0.73459(3) 0.54548(3) 0.59992(3) 0.01344(5) Uani d 1 . .
Cl Cl2 0.36774(3) 0.72631(3) 0.79030(3) 0.01500(5) Uani d 1 . .
N N1 0.73406(12) 0.98020(12) 0.71584(10) 0.01113(13) Uani d 1 . .
C C2 0.82713(14) 1.08198(14) 0.62321(12) 0.01197(15) Uani d 1 . .
C C21 0.74454(15) 0.99108(15) 0.44328(12) 0.01362(16) Uani d 1 . .
H H21 0.797176 1.050864 0.36667 0.016 Uiso calc 1 . .
N N22 0.59926(13) 0.82859(13) 0.39284(10) 0.01293(14) Uani d 1 . .
C C23 0.51841(17) 0.72996(17) 0.21469(12) 0.01786(18) Uani d 1 . .
H H23A 0.580724 0.81486 0.153155 0.027 Uiso calc 1 . .
H H23B 0.380672 0.699047 0.18678 0.027 Uiso calc 1 . .
H H23C 0.539512 0.609696 0.184401 0.027 Uiso calc 1 . .
C C3 0.98700(15) 1.25492(15) 0.69291(13) 0.01513(17) Uani d 1 . .
H H3 1.047781 1.324625 0.625083 0.018 Uiso calc 1 . .
C C4 1.05621(15) 1.32381(15) 0.86576(14) 0.01670(18) Uani d 1 . .
H H4 1.166445 1.441282 0.917816 0.02 Uiso calc 1 . .
C C5 0.96252(15) 1.21913(15) 0.96081(13) 0.01547(17) Uani d 1 . .
H H5 1.008301 1.263236 1.078576 0.019 Uiso calc 1 . .
C C6 0.79997(14) 1.04805(14) 0.88085(12) 0.01344(16) Uani d 1 . .
H H6 0.734271 0.977774 0.946118 0.016 Uiso calc 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 0 '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'
Cu Cu 0.3201 1.2651 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.1811
0 1 0 0.1102
1 0 -1 0.1
0 0 -1 0.2573
-1 0 0 0.1289
1 0 0 0.0284
-2 3 0 0.1199
-1 1 1 0.2033
1 -3 1 0.2436
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
N1 Cu1 N22 . . 80.20(3) y
N1 Cu1 Cl2 . . 92.29(2) y
N22 Cu1 Cl2 . . 155.16(3) y
N1 Cu1 Cl1 . 2_666 173.79(2) y
N22 Cu1 Cl1 . 2_666 93.61(3) y
Cl2 Cu1 Cl1 . 2_666 93.600(11) y
N1 Cu1 Cl1 . . 88.81(3) y
N22 Cu1 Cl1 . . 94.79(3) y
Cl2 Cu1 Cl1 . . 108.803(10) y
Cl1 Cu1 Cl1 2_666 . 91.137(10) y
Cu1 Cl1 Cu1 2_666 . 88.864(11) y
C6 N1 C2 . . 118.79(8) ?
C6 N1 Cu1 . . 127.36(7) ?
C2 N1 Cu1 . . 113.81(6) ?
N1 C2 C3 . . 122.78(9) ?
N1 C2 C21 . . 113.95(8) ?
C3 C2 C21 . . 123.26(9) ?
N22 C21 C2 . . 117.82(8) ?
N22 C21 H21 . . 121.1 ?
C2 C21 H21 . . 121.1 ?
C21 N22 C23 . . 119.31(9) ?
C21 N22 Cu1 . . 114.21(7) ?
C23 N22 Cu1 . . 126.45(7) ?
N22 C23 H23A . . 109.5 ?
N22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
N22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C2 C3 C4 . . 118.02(9) ?
C2 C3 H3 . . 121 ?
C4 C3 H3 . . 121 ?
C5 C4 C3 . . 119.36(9) ?
C5 C4 H4 . . 120.3 ?
C3 C4 H4 . . 120.3 ?
C4 C5 C6 . . 118.99(10) ?
C4 C5 H5 . . 120.5 ?
C6 C5 H5 . . 120.5 ?
N1 C6 C5 . . 122.05(9) ?
N1 C6 H6 . . 119 ?
C5 C6 H6 . . 119 ?
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
Cu1 N1 . 2.0241(9) y
Cu1 N22 . 2.0374(8) y
Cu1 Cl2 . 2.2500(3) y
Cu1 Cl1 2_666 2.2835(3) y
Cu1 Cl1 . 2.6112(3) y
N1 C6 . 1.3320(12) ?
N1 C2 . 1.3561(12) ?
C2 C3 . 1.3842(14) ?
C2 C21 . 1.4663(14) ?
C21 N22 . 1.2796(13) ?
C21 H21 . 0.95 ?
N22 C23 . 1.4580(13) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C3 C4 . 1.3953(15) ?
C3 H3 . 0.95 ?
C4 C5 . 1.3867(15) ?
C4 H4 . 0.95 ?
C5 C6 . 1.3953(14) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
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
C6 H6 Cl2 . 0.95 2.71 3.2301(10) 115 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
C6 N1 C2 C3 . . . . -0.69(15) ?
Cu1 N1 C2 C3 . . . . -178.63(8) ?
C6 N1 C2 C21 . . . . 178.59(9) ?
Cu1 N1 C2 C21 . . . . 0.66(11) ?
N1 C2 C21 N22 . . . . -0.97(14) ?
C3 C2 C21 N22 . . . . 178.31(10) ?
C2 C21 N22 C23 . . . . -177.41(9) ?
C2 C21 N22 Cu1 . . . . 0.77(12) ?
N1 C2 C3 C4 . . . . 1.35(16) ?
C21 C2 C3 C4 . . . . -177.87(10) ?
C2 C3 C4 C5 . . . . -0.67(16) ?
C3 C4 C5 C6 . . . . -0.57(17) ?
C2 N1 C6 C5 . . . . -0.66(15) ?
Cu1 N1 C6 C5 . . . . 176.97(8) ?
C4 C5 C6 N1 . . . . 1.29(17) ?

_cod_database_fobs_code 2243382
