#------------------------------------------------------------------------------
#$Date: 2016-06-26 04:40:11 +0300 (Sun, 26 Jun 2016) $
#$Revision: 183942 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/17/2241745.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_2241745
loop_
_publ_author_name
'Ndiaye, Mamadou'
'Samb, Abdoulaye'
'Diop, Libasse'
'Maris, Thierry'
_publ_section_title
;
 Crystal structure of
 bis(N,N,N',N'-tetramethylguanidinium)
 tetrachloridocuprate(II)
;
_journal_coeditor_code           WM5303
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1047
_journal_page_last               1049
_journal_paper_doi               10.1107/S2056989016010161
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '(C5 H14 N3)2 [Cu Cl4]'
_chemical_formula_moiety         '2(C5 H14 N3 +), Cl4 Cu 2-'
_chemical_formula_sum            'C10 H28 Cl4 Cu N6'
_chemical_formula_weight         437.72
_chemical_name_systematic
;
Bis(N,N,N',N'-tetramethylguanidinium)
tetrachloridocuprate(II)
;
_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
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 124.1650(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.9274(5)
_cell_length_b                   8.2441(2)
_cell_length_c                   14.8654(4)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100
_cell_measurement_theta_max      60.705
_cell_measurement_theta_min      4.915
_cell_volume                     1919.28(9)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009) and Mercury (Macrae et
al.,
2008)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009) and publCIF
(Westrip,
2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.24
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14222
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.673
_diffrn_reflns_theta_min         4.914
_exptl_absorpt_coefficient_mu    9.507
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.4488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al., 2015)
;
_exptl_crystal_colour            'clear yellowish green'
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_description       block
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.836
_refine_diff_density_min         -0.348
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0284
_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)+(0.0315P)²+2.7253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0711
_reflns_number_gt                2178
_reflns_number_total             2208
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5303sup1.cif
_cod_data_source_block           I
_cod_database_code               2241745
_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   0.312
_shelx_estimated_absorpt_t_max   0.599
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_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
N N1 0.18244(9) 0.33219(19) 0.30111(11) 0.0202(3) Uani d 1
N N2 0.24981(11) 0.5129(2) 0.44495(13) 0.0277(4) Uani d 1
N N3 0.32977(9) 0.32615(17) 0.42260(11) 0.0164(3) Uani d 1
C C1 0.25428(10) 0.3903(2) 0.38962(13) 0.0173(3) Uani d 1
C C2 0.17917(12) 0.2676(2) 0.20725(14) 0.0215(3) Uani d 1
C C3 0.09950(12) 0.3500(3) 0.28512(17) 0.0314(4) Uani d 1
C C4 0.40978(11) 0.4132(2) 0.49381(15) 0.0235(4) Uani d 1
C C5 0.33922(12) 0.1564(2) 0.40153(15) 0.0208(3) Uani d 1
Cu Cu1 0.5000 0.71829(4) 0.7500 0.01698(11) Uani d 1
Cl Cl1 0.37443(3) 0.61496(7) 0.70754(4) 0.03106(13) Uani d 1
Cl Cl2 0.54835(3) 0.82595(5) 0.91317(3) 0.02989(13) Uani d 1
H H4A 0.4363(15) 0.380(3) 0.569(2) 0.030(6) Uiso d 1
H H5A 0.2894(16) 0.099(3) 0.3780(19) 0.029(6) Uiso d 1
H H4B 0.4000(14) 0.526(3) 0.4851(18) 0.024(5) Uiso d 1
H H2C 0.1702(16) 0.150(3) 0.2047(19) 0.030(6) Uiso d 1
H H2D 0.2285(15) 0.291(3) 0.2132(18) 0.022(5) Uiso d 1
H H3A 0.0693(18) 0.248(4) 0.260(2) 0.040(7) Uiso d 1
H H2A 0.2102(18) 0.568(4) 0.418(2) 0.037(7) Uiso d 1
H H3B 0.0655(19) 0.432(4) 0.228(2) 0.050(8) Uiso d 1
H H5B 0.3539(15) 0.147(3) 0.349(2) 0.028(6) Uiso d 1
H H5C 0.3857(16) 0.111(3) 0.465(2) 0.028(6) Uiso d 1
H H2E 0.1316(16) 0.319(3) 0.143(2) 0.028(6) Uiso d 1
H H4C 0.4454(16) 0.389(3) 0.468(2) 0.033(6) Uiso d 1
H H2B 0.2934(17) 0.536(3) 0.509(2) 0.035(6) Uiso d 1
H H3C 0.1050(17) 0.373(3) 0.352(2) 0.040(7) Uiso 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 0.0140 0.0070 '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'
Cl Cl 0.3290 0.5400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.7970 3.6880 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0250 0.0140 '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
C1 N1 C2 . . 122.85(14)
C1 N1 C3 . . 121.97(14)
C3 N1 C2 . . 114.63(14)
C1 N2 H2A . . 120(2)
C1 N2 H2B . . 119.9(17)
H2A N2 H2B . . 120(3)
C1 N3 C4 . . 122.24(14)
C1 N3 C5 . . 122.31(14)
C4 N3 C5 . . 115.01(14)
N2 C1 N1 . . 119.64(15)
N3 C1 N1 . . 120.38(15)
N3 C1 N2 . . 119.98(15)
N1 C2 H2C . . 108.1(14)
N1 C2 H2D . . 109.8(14)
N1 C2 H2E . . 107.2(15)
H2C C2 H2D . . 111(2)
H2C C2 H2E . . 110(2)
H2D C2 H2E . . 110(2)
N1 C3 H3A . . 109.1(16)
N1 C3 H3B . . 109.1(17)
N1 C3 H3C . . 111.8(16)
H3A C3 H3B . . 108(2)
H3A C3 H3C . . 105(2)
H3B C3 H3C . . 113(2)
N3 C4 H4A . . 110.4(14)
N3 C4 H4B . . 110.0(14)
N3 C4 H4C . . 106.3(15)
H4A C4 H4B . . 112(2)
H4A C4 H4C . . 112(2)
H4B C4 H4C . . 106(2)
N3 C5 H5A . . 110.2(15)
N3 C5 H5B . . 111.8(15)
N3 C5 H5C . . 109.2(15)
H5A C5 H5B . . 110(2)
H5A C5 H5C . . 111(2)
H5B C5 H5C . . 104(2)
Cl1 Cu1 Cl1 . 2_656 135.62(3)
Cl2 Cu1 Cl1 . . 100.265(17)
Cl2 Cu1 Cl1 2_656 . 96.958(19)
Cl2 Cu1 Cl1 . 2_656 96.959(19)
Cl2 Cu1 Cl1 2_656 2_656 100.264(17)
Cl2 Cu1 Cl2 . 2_656 133.31(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . 1.342(2)
N1 C2 . 1.462(2)
N1 C3 . 1.457(2)
N2 C1 . 1.335(2)
N2 H2A . 0.77(3)
N2 H2B . 0.86(3)
N3 C1 . 1.332(2)
N3 C4 . 1.459(2)
N3 C5 . 1.467(2)
C2 H2C . 0.98(3)
C2 H2D . 0.91(2)
C2 H2E . 0.96(3)
C3 H3A . 0.96(3)
C3 H3B . 0.99(3)
C3 H3C . 0.96(3)
C4 H4A . 0.97(3)
C4 H4B . 0.95(2)
C4 H4C . 0.97(3)
C5 H5A . 0.93(3)
C5 H5B . 0.96(2)
C5 H5C . 0.93(3)
Cu1 Cl1 2_656 2.2557(4)
Cu1 Cl1 . 2.2557(4)
Cu1 Cl2 2_656 2.2396(4)
Cu1 Cl2 . 2.2396(4)
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
C4 H4B Cl2 2_656 0.95(2) 2.77(2) 3.5902(19) 145.3(18)
C2 H2C Cl1 7_556 0.98(3) 2.90(3) 3.745(2) 144.5(18)
C2 H2D Cl1 6_565 0.91(2) 2.91(2) 3.818(2) 173.3(19)
C3 H3B Cl2 7_566 0.99(3) 2.82(3) 3.793(2) 168(2)
C5 H5C Cl2 2_646 0.93(3) 2.80(3) 3.5992(18) 144.9(19)
C2 H2E Cl2 3_444 0.96(3) 2.85(3) 3.6491(18) 140.5(19)
N2 H2B Cl1 . 0.86(3) 2.53(3) 3.3417(16) 157(2)
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
C2 N1 C1 N2 146.94(18)
C2 N1 C1 N3 -33.3(3)
C3 N1 C1 N2 -24.1(3)
C3 N1 C1 N3 155.67(18)
C4 N3 C1 N1 159.80(16)
C4 N3 C1 N2 -20.4(2)
C5 N3 C1 N1 -28.2(2)
C5 N3 C1 N2 151.61(17)

_cod_database_fobs_code 2241745
