##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
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data_I
_audit_creation_method     'SHELXL-2014/7'
_journal_date_recd_electronic     2016-12-12
_journal_date_accepted     2017-02-09
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2017
_journal_volume     73
_journal_issue      3
_journal_page_first     358
_journal_page_last     360
_journal_paper_category     GM
_journal_paper_doi     10.1107/S2056989017002146
_journal_coeditor_code     IS5469
_publ_contact_author_name     'Diop, Libasse'
_publ_contact_author_address
;
Laboratoire de Chimie Minérale et Analytique
Département de Chimie, Faculté des Sciences et Techniques,
Université Cheikh Anta Diop,
Dakar, Senegal
;
_publ_contact_author_email     dlibasse@gmail.com
_publ_contact_author_fax     '00221338246318'
_publ_contact_author_phone     '00221338250202'
_publ_section_title
;
Crystal structure of the monoclinic phase (phase IV) of bis(tetramethylammonium)
tetrachloridocuprate(II)
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Seck, Gorgui Awa' .
;
Laboratoire de Chimie Minérale et Analytique
Département de Chimie, Faculté des Sciences et Techniques,
Université Cheikh Anta Diop,
Dakar, Senegal
;
    'Diop, Libasse' .
;
Laboratoire de Chimie Minérale et Analytique
Département de Chimie, Faculté des Sciences et Techniques,
Université Cheikh Anta Diop,
Dakar, Senegal
;
    'Oliver, Allen G.' .
;
Department of Chemistry and Biochemistry
University of Notre Dame
IN 46557-5670
USA
;
_publ_section_synopsis
;
The crystal structure of the low-temperature monoclinic phase of
(Me₄N)₂[CuCl₄] was determined at 120 K. The asymmetric unit consists of
a discrete tetrahedral [CuCl₄]²⁻ anion and two crystallographically
independent tetramethylammonium cations.
;
_chemical_name_systematic
;
Bis(tetramethylammonium) tetrachloridocuprate(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     '2(C4 H12 N +), Cl4 Cu -'
_chemical_formula_sum     'C8 H24 Cl4 Cu N2'
_chemical_formula_iupac     '(C4 H12 N)2 [Cu Cl4]'
_chemical_formula_weight     353.63
_chemical_melting_point     ?
_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.
;
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/n'
_space_group_name_Hall     '-P 2yn'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     8.9901(5)
_cell_length_b     12.0059(7)
_cell_length_c     14.9570(9)
_cell_angle_alpha     90
_cell_angle_beta     91.719(3)
_cell_angle_gamma     90
_cell_volume     1613.65(16)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     6598
_cell_measurement_theta_min     2.61
_cell_measurement_theta_max     24.65
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     'pale green'
_exptl_crystal_size_max     0.15
_exptl_crystal_size_mid     0.12
_exptl_crystal_size_min     0.11
_exptl_crystal_density_diffrn     1.456
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     732
_exptl_absorpt_coefficient_mu     1.993
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Krause et al., 2015)
;
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
_exptl_absorpt_correction_T_min     0.6588
_exptl_absorpt_correction_T_max     0.7457
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker APEXII'
_diffrn_measurement_method     'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean     8.33
_diffrn_reflns_number     7842
_diffrn_reflns_av_R_equivalents     0.0571
_diffrn_reflns_theta_min     2.176
_diffrn_reflns_theta_max     28.384
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     19
_refine_special_details     ?
_reflns_number_total     4019
_reflns_number_gt     2862
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0988
_refine_ls_R_factor_gt     0.0657
_refine_ls_wR_factor_gt     0.1309
_refine_ls_wR_factor_ref     0.1408
_refine_ls_goodness_of_fit_ref     1.117
_refine_ls_restrained_S_all     1.117
_refine_ls_number_reflns     4019
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                          'w=1/[σ²(Fo²)+15.8242P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.161
_refine_diff_density_min     -1.032
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
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'
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
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 0.77037(7) 0.71890(6) 0.60734(5) 0.01762(17) Uani d 1 . .
    Cl Cl1 0.78370(15) 0.53786(11) 0.64164(10) 0.0211(3) Uani d 1 . .
    Cl Cl2 0.79189(17) 0.81507(13) 0.47896(10) 0.0275(3) Uani d 1 . .
    Cl Cl3 0.97801(15) 0.77628(13) 0.67958(10) 0.0267(3) Uani d 1 . .
    Cl Cl4 0.52836(16) 0.74708(14) 0.62755(13) 0.0363(4) Uani d 1 . .
    N N1 0.2548(5) 0.4839(4) 0.6659(3) 0.0183(10) Uani d 1 . .
    C C1 0.1601(7) 0.3893(5) 0.6925(5) 0.0322(15) Uani d 1 . .
    H H1A 0.0671 0.4177 0.7162 0.048 Uiso calc 1 . .
    H H1B 0.2128 0.3452 0.7386 0.048 Uiso calc 1 . .
    H H1C 0.1378 0.3422 0.6403 0.048 Uiso calc 1 . .
    C C2 0.1815(7) 0.5491(6) 0.5923(4) 0.0328(15) Uani d 1 . .
    H H2A 0.0840 0.5750 0.6113 0.049 Uiso calc 1 . .
    H H2B 0.1685 0.5017 0.5392 0.049 Uiso calc 1 . .
    H H2C 0.2436 0.6133 0.5779 0.049 Uiso calc 1 . .
    C C3 0.2801(7) 0.5574(6) 0.7446(5) 0.0344(16) Uani d 1 . .
    H H3A 0.1846 0.5868 0.7639 0.052 Uiso calc 1 . .
    H H3B 0.3451 0.6192 0.7284 0.052 Uiso calc 1 . .
    H H3C 0.3273 0.5146 0.7935 0.052 Uiso calc 1 . .
    C C4 0.4008(6) 0.4411(6) 0.6347(5) 0.0296(14) Uani d 1 . .
    H H4A 0.4516 0.4002 0.6834 0.044 Uiso calc 1 . .
    H H4B 0.4629 0.5038 0.6167 0.044 Uiso calc 1 . .
    H H4C 0.3836 0.3912 0.5836 0.044 Uiso calc 1 . .
    N N2 0.7505(5) 0.1309(4) 0.5840(3) 0.0198(10) Uani d 1 . .
    C C5 0.7809(7) 0.1175(6) 0.4871(4) 0.0279(14) Uani d 1 . .
    H H5A 0.7882 0.0381 0.4727 0.042 Uiso calc 1 . .
    H H5B 0.8748 0.1545 0.4738 0.042 Uiso calc 1 . .
    H H5C 0.6998 0.1511 0.4512 0.042 Uiso calc 1 . .
    C C6 0.6058(7) 0.0788(6) 0.6059(5) 0.0334(16) Uani d 1 . .
    H H6A 0.6112 -0.0018 0.5957 0.050 Uiso calc 1 . .
    H H6B 0.5264 0.1106 0.5675 0.050 Uiso calc 1 . .
    H H6C 0.5846 0.0931 0.6687 0.050 Uiso calc 1 . .
    C C7 0.7444(8) 0.2520(5) 0.6048(5) 0.0347(16) Uani d 1 . .
    H H7A 0.7225 0.2622 0.6681 0.052 Uiso calc 1 . .
    H H7B 0.6661 0.2872 0.5676 0.052 Uiso calc 1 . .
    H H7C 0.8405 0.2863 0.5925 0.052 Uiso calc 1 . .
    C C8 0.8722(7) 0.0776(6) 0.6381(4) 0.0304(15) Uani d 1 . .
    H H8A 0.8733 -0.0026 0.6260 0.046 Uiso calc 1 . .
    H H8B 0.8558 0.0901 0.7018 0.046 Uiso calc 1 . .
    H H8C 0.9678 0.1102 0.6222 0.046 Uiso calc 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl4 . 2.2313(15) n
    Cu1 Cl1 . 2.2357(15) n
    Cu1 Cl3 . 2.2374(15) n
    Cu1 Cl2 . 2.2538(16) n
    N1 C1 . 1.481(7) ?
    N1 C3 . 1.483(8) ?
    N1 C2 . 1.488(7) ?
    N1 C4 . 1.498(7) ?
    C1 H1A . 0.9800 ?
    C1 H1B . 0.9800 ?
    C1 H1C . 0.9800 ?
    C2 H2A . 0.9800 ?
    C2 H2B . 0.9800 ?
    C2 H2C . 0.9800 ?
    C3 H3A . 0.9800 ?
    C3 H3B . 0.9800 ?
    C3 H3C . 0.9800 ?
    C4 H4A . 0.9800 ?
    C4 H4B . 0.9800 ?
    C4 H4C . 0.9800 ?
    N2 C8 . 1.486(7) ?
    N2 C7 . 1.488(8) ?
    N2 C6 . 1.488(7) ?
    N2 C5 . 1.491(7) ?
    C5 H5A . 0.9800 ?
    C5 H5B . 0.9800 ?
    C5 H5C . 0.9800 ?
    C6 H6A . 0.9800 ?
    C6 H6B . 0.9800 ?
    C6 H6C . 0.9800 ?
    C7 H7A . 0.9800 ?
    C7 H7B . 0.9800 ?
    C7 H7C . 0.9800 ?
    C8 H8A . 0.9800 ?
    C8 H8B . 0.9800 ?
    C8 H8C . 0.9800 ?
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
    Cl4 Cu1 Cl1 . . 99.33(6) n
    Cl4 Cu1 Cl3 . . 133.69(7) n
    Cl1 Cu1 Cl3 . . 98.64(6) n
    Cl4 Cu1 Cl2 . . 98.44(7) n
    Cl1 Cu1 Cl2 . . 133.48(6) n
    Cl3 Cu1 Cl2 . . 99.32(6) n
    C1 N1 C3 . . 108.6(5) ?
    C1 N1 C2 . . 110.9(5) ?
    C3 N1 C2 . . 109.2(5) ?
    C1 N1 C4 . . 109.7(5) ?
    C3 N1 C4 . . 109.6(5) ?
    C2 N1 C4 . . 108.9(5) ?
    N1 C1 H1A . . 109.5 ?
    N1 C1 H1B . . 109.5 ?
    H1A C1 H1B . . 109.5 ?
    N1 C1 H1C . . 109.5 ?
    H1A C1 H1C . . 109.5 ?
    H1B C1 H1C . . 109.5 ?
    N1 C2 H2A . . 109.5 ?
    N1 C2 H2B . . 109.5 ?
    H2A C2 H2B . . 109.5 ?
    N1 C2 H2C . . 109.5 ?
    H2A C2 H2C . . 109.5 ?
    H2B C2 H2C . . 109.5 ?
    N1 C3 H3A . . 109.5 ?
    N1 C3 H3B . . 109.5 ?
    H3A C3 H3B . . 109.5 ?
    N1 C3 H3C . . 109.5 ?
    H3A C3 H3C . . 109.5 ?
    H3B C3 H3C . . 109.5 ?
    N1 C4 H4A . . 109.5 ?
    N1 C4 H4B . . 109.5 ?
    H4A C4 H4B . . 109.5 ?
    N1 C4 H4C . . 109.5 ?
    H4A C4 H4C . . 109.5 ?
    H4B C4 H4C . . 109.5 ?
    C8 N2 C7 . . 109.7(5) ?
    C8 N2 C6 . . 109.5(5) ?
    C7 N2 C6 . . 109.1(5) ?
    C8 N2 C5 . . 109.2(4) ?
    C7 N2 C5 . . 108.5(5) ?
    C6 N2 C5 . . 110.8(5) ?
    N2 C5 H5A . . 109.5 ?
    N2 C5 H5B . . 109.5 ?
    H5A C5 H5B . . 109.5 ?
    N2 C5 H5C . . 109.5 ?
    H5A C5 H5C . . 109.5 ?
    H5B C5 H5C . . 109.5 ?
    N2 C6 H6A . . 109.5 ?
    N2 C6 H6B . . 109.5 ?
    H6A C6 H6B . . 109.5 ?
    N2 C6 H6C . . 109.5 ?
    H6A C6 H6C . . 109.5 ?
    H6B C6 H6C . . 109.5 ?
    N2 C7 H7A . . 109.5 ?
    N2 C7 H7B . . 109.5 ?
    H7A C7 H7B . . 109.5 ?
    N2 C7 H7C . . 109.5 ?
    H7A C7 H7C . . 109.5 ?
    H7B C7 H7C . . 109.5 ?
    N2 C8 H8A . . 109.5 ?
    N2 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    N2 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
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
    C1 H1C Cl2 3_666 0.98 2.69 3.585(7) 153
    C2 H2A Cl1 1_455 0.98 2.79 3.675(7) 151
    C2 H2A Cl3 1_455 0.98 2.80 3.555(7) 134
    C2 H2B Cl1 3_666 0.98 2.79 3.674(7) 150
    C3 H3B Cl4 . 0.98 2.74 3.670(7) 159
    C4 H4A Cl3 2_646 0.98 2.59 3.555(7) 166
    C5 H5A Cl2 1_545 0.98 2.68 3.635(7) 165
    C5 H5B Cl3 3_766 0.98 2.81 3.587(6) 137
    C5 H5C Cl4 3_666 0.98 2.63 3.610(6) 173
    C8 H8B Cl1 2_646 0.98 2.76 3.650(6) 151
    C8 H8C Cl2 3_766 0.98 2.82 3.763(7) 162
