#------------------------------------------------------------------------------
#$Date: 2017-08-31 15:49:18 +0200 (jue 31 de ago de 2017) $
#$Revision: 200041 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/08/2020874.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_2020874
loop_
_publ_author_name
'Kelley, Annette'
'Nalla, Sowjanya'
'Bond, Marcus R.'
_publ_section_title
;
 The square-planar to flattened-tetrahedral CuX42−(X= Cl, Br)
 structural phase transition in 1,2,6-trimethylpyridinium salts
;
_journal_coeditor_code           OG5072
_journal_issue                   1
_journal_name_full
'Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials'
_journal_page_first              48
_journal_page_last               60
_journal_paper_doi               10.1107/S205252061402664X
_journal_volume                  71
_journal_year                    2015
_chemical_formula_moiety         '2(C8 H12 N), Cl4 Cu'
_chemical_formula_sum            'C16 H24 Cl4 Cu N2'
_chemical_formula_weight         449.74
_chemical_name_systematic
;
bis(1,2,6-trimethylpyridinium) tetrachloridocuprate(II)
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 114.595(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.1910(6)
_cell_length_b                   9.2068(4)
_cell_length_c                   8.7242(4)
_cell_measurement_reflns_used    2673
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      37.79
_cell_measurement_theta_min      0.41
_cell_volume                     963.40(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16662
_diffrn_reflns_reduction_process
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        37.77
_diffrn_reflns_theta_max         37.77
_diffrn_reflns_theta_min         3.4
_exptl_absorpt_coefficient_mu    1.688
_exptl_absorpt_correction_T_max  0.679
_exptl_absorpt_correction_T_min  0.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.971
_refine_diff_density_min         -0.654
_refine_ls_extinction_coef       0.051(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     63
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.5819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                2199
_reflns_number_total             2683
_reflns_threshold_expression     >2sigma(I)
_iucr_refine_instructions_details
;
TITL greenphase in C 1 2/m 1
CELL  0.71073  13.1910   9.2068   8.7242   90.000  114.595   90.000
ZERR     2.00   0.0006   0.0004   0.0004    0.000    0.002    0.000
LATT   7
SYMM  - X,   Y, - Z
SFAC  C    H    N    CL   CU
UNIT  32   48   4    8    2
MERG   2
OMIT     1   1   0
OMIT     0   0   1
OMIT    -2   0   1
FMAP   2
PLAN   25
ACTA
HTAB    2.00000
BOND   $H
LIST   4
L.S.   4
WGHT    0.050100    0.581900
EXTI    0.050844
FVAR       1.00406
CU1   5    0.000000    0.000000    0.000000    10.25000    0.03373    0.02926 =
         0.03202    0.00000    0.01378    0.00000
CL1   4    0.070721    0.000000    0.283507    10.50000    0.07327    0.03500 =
         0.03333    0.00000    0.01241    0.00000
CL2   4    0.000000    0.248905    0.000000    10.50000    0.09685    0.03058 =
         0.03892    0.00000    0.02479    0.00000
N1    3    0.166132    0.500000    0.696560    10.50000    0.03808    0.04080 =
         0.03583    0.00000    0.01728    0.00000
C11   1    0.197498    0.500000    0.879426    10.50000    0.07394    0.07288 =
         0.03572    0.00000    0.02402    0.00000
AFIX 123
H11A  2    0.203476    0.598301    0.918955    10.25000   -1.50000
H11B  2    0.267913    0.451830    0.936087    10.25000   -1.50000
H11C  2    0.141559    0.449869    0.902493    10.25000   -1.50000
H11D  2    0.205157    0.401699    0.919402    10.25000   -1.50000
H11E  2    0.140719    0.548170    0.902269    10.25000   -1.50000
H11F  2    0.267073    0.550131    0.935864    10.25000   -1.50000
AFIX   0
C2    1    0.152871    0.370609    0.614255    11.00000    0.03764    0.03574 =
         0.04332    0.00308    0.01906   -0.00014
C21   1    0.169178    0.231509    0.709447    11.00000    0.06627    0.04387 =
         0.06483    0.01397    0.03326    0.00450
AFIX 137
H21A  2    0.245243    0.224461    0.790735    11.00000   -1.50000
H21B  2    0.152128    0.151283    0.632452    11.00000   -1.50000
H21C  2    0.120651    0.229308    0.766386    11.00000   -1.50000
AFIX   0
C3    1    0.123914    0.370901    0.442955    11.00000    0.04408    0.03835 =
         0.04294   -0.00533    0.01755   -0.00296
AFIX  43
H3    2    0.114195    0.283361    0.385357    11.00000   -1.20000
AFIX   0
C4    1    0.109342    0.500000    0.356892    10.50000    0.04641    0.04798 =
         0.03500    0.00000    0.01482    0.00000
AFIX  43
H4    2    0.089792    0.500000    0.241434    10.50000   -1.20000
HKLF    4
REM  greenphase in C 1 2/m 1
REM R1 =  0.0379 for   2199 Fo > 4sig(Fo)  and  0.0502 for all   2683 data
REM     63 parameters refined using      0 restraints
END
;
_cod_data_source_file            og5072sup1_Cl295K.cif
_cod_data_source_block           Cl295K
_cod_original_cell_volume        963.40(7)
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               2020874
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0 0 0 0.03164(11) Uani d S 1 4 . .
Cl Cl1 0.07072(6) 0 0.28351(6) 0.05048(15) Uani d S 1 2 . .
Cl Cl2 0 0.24890(6) 0 0.05661(17) Uani d S 1 2 . .
N N1 0.16613(14) 0.5 0.6966(2) 0.0376(3) Uani d S 1 2 . .
C C11 0.1975(3) 0.5 0.8794(3) 0.0604(7) Uani d S 1 2 . .
H H11A 0.2035 0.5983 0.919 0.091 Uiso calc PR 0.25 1 . .
H H11B 0.2679 0.4518 0.9361 0.091 Uiso calc PR 0.25 1 . .
H H11C 0.1416 0.4499 0.9025 0.091 Uiso calc PR 0.25 1 . .
H H11D 0.2052 0.4017 0.9194 0.091 Uiso calc PR 0.25 1 . .
H H11E 0.1407 0.5482 0.9023 0.091 Uiso calc PR 0.25 1 . .
H H11F 0.2671 0.5501 0.9359 0.091 Uiso calc PR 0.25 1 . .
C C2 0.15287(12) 0.37061(15) 0.61426(19) 0.0382(3) Uani d . 1 1 . .
C C21 0.16918(17) 0.2315(2) 0.7094(3) 0.0563(4) Uani d . 1 1 . .
H H21A 0.2452 0.2245 0.7907 0.084 Uiso calc R 1 1 . .
H H21B 0.1521 0.1513 0.6324 0.084 Uiso calc R 1 1 . .
H H21C 0.1207 0.2293 0.7664 0.084 Uiso calc R 1 1 . .
C C3 0.12391(13) 0.37090(16) 0.4430(2) 0.0420(3) Uani d . 1 1 . .
H H3 0.1142 0.2834 0.3854 0.05 Uiso calc R 1 1 . .
C C4 0.10934(19) 0.5 0.3569(3) 0.0438(4) Uani d S 1 2 . .
H H4 0.0898 0.5 0.2414 0.053 Uiso calc SR 1 2 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.03373(16) 0.02926(15) 0.03201(15) 0 0.01377(11) 0
Cl1 0.0733(4) 0.0350(2) 0.0333(2) 0 0.0124(2) 0
Cl2 0.0968(5) 0.0306(2) 0.0389(2) 0 0.0248(3) 0
N1 0.0381(7) 0.0408(8) 0.0358(7) 0 0.0173(6) 0
C11 0.0739(17) 0.0729(18) 0.0357(10) 0 0.0240(11) 0
C2 0.0376(6) 0.0357(6) 0.0433(6) -0.0001(4) 0.0191(5) 0.0031(5)
C21 0.0663(10) 0.0439(8) 0.0648(10) 0.0045(7) 0.0333(9) 0.0140(8)
C3 0.0441(6) 0.0384(7) 0.0429(7) -0.0030(5) 0.0175(5) -0.0053(5)
C4 0.0464(9) 0.0480(11) 0.0350(8) 0 0.0148(7) 0
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 N1 C2 . 6_565 121.69(17)
C2 N1 C11 . . 119.15(9)
N1 C11 H11A . . 109.5
N1 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
N1 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
N1 C11 H11D . . 109.5
N1 C11 H11E . . 109.5
H11D C11 H11E . . 109.5
N1 C11 H11F . . 109.5
H11D C11 H11F . . 109.5
H11E C11 H11F . . 109.5
N1 C2 C3 . . 119.04(13)
N1 C2 C21 . . 119.95(15)
C3 C2 C21 . . 121.01(14)
C2 C21 H21A . . 109.5
C2 C21 H21B . . 109.5
H21A C21 H21B . . 109.5
C2 C21 H21C . . 109.5
H21A C21 H21C . . 109.5
H21B C21 H21C . . 109.5
C2 C3 C4 . . 120.36(14)
C2 C3 H3 . . 119.8
C4 C3 H3 . . 119.8
C3 C4 C3 6_565 . 119.5(2)
C3 C4 H4 . . 120.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 Cl1 . 2.2510(5)
Cu1 Cl2 . 2.2916(5)
N1 C2 . 1.3641(16)
N1 C11 . 1.472(3)
C11 H11A . 0.96
C11 H11B . 0.96
C11 H11C . 0.96
C11 H11D . 0.96
C11 H11E . 0.96
C11 H11F . 0.96
C2 C3 . 1.380(2)
C2 C21 . 1.492(2)
C21 H21A . 0.96
C21 H21B . 0.96
C21 H21C . 0.96
C3 C4 . 1.3760(19)
C3 H3 . 0.93
C4 H4 . 0.93

_cod_database_fobs_code 2020874
