#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:52:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180402 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/71/7207191.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_7207191
loop_
_publ_author_name
'Su, Chien-Cheng'
'Lee, Kwang-Ming'
_publ_section_title
;
 Ionic liquid crystal engineering of 3-carbamoyl-1-alkylpyridin-1-ium
 tetrachlorocuprate(II) and tetrachlorozincate(II) salts
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              1283
_journal_paper_doi               10.1039/c1ce06160g
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C36 H62 Cl4 N4 O2 Zn'
_chemical_formula_weight         790.07
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.250(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.8484(3)
_cell_length_b                   36.7066(14)
_cell_length_c                   8.2890(3)
_cell_measurement_reflns_used    9021
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.0219
_cell_measurement_theta_min      4.8190
_cell_volume                     2010.33(14)
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'microfocus tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12591
_diffrn_reflns_theta_full        66.38
_diffrn_reflns_theta_max         66.38
_diffrn_reflns_theta_min         4.82
_exptl_absorpt_coefficient_mu    3.564
_exptl_absorpt_correction_T_max  0.9492
_exptl_absorpt_correction_T_min  0.5986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Lump
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.730
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0277
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0382P)²+1.4451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0745
_reflns_number_gt                3375
_reflns_number_total             3506
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce06160g.txt
_cod_data_source_block           cu_110516lt_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7207191
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.28292(5) 0.2500 1.04101(4) 0.01358(10) Uani 1 2 d S
Cl1 Cl 0.44404(6) 0.197406(11) 1.14994(5) 0.01958(11) Uani 1 1 d .
Cl2 Cl -0.02488(8) 0.2500 1.10157(7) 0.01738(13) Uani 1 2 d S
Cl3 Cl 0.26739(8) 0.2500 0.76563(6) 0.01628(13) Uani 1 2 d S
O1 O -0.27486(19) 0.85227(4) 0.39572(16) 0.0247(3) Uani 1 1 d .
N1 N 0.1394(2) 0.82879(4) 0.13856(17) 0.0143(3) Uani 1 1 d .
N2 N -0.1482(2) 0.81129(4) 0.59902(17) 0.0209(3) Uani 1 1 d .
H2A H -0.2437 0.8154 0.6500 0.025 Uiso 1 1 calc R
H2B H -0.0530 0.7952 0.6399 0.025 Uiso 1 1 calc R
C1 C -0.1477(3) 0.82946(5) 0.4600(2) 0.0169(4) Uani 1 1 d .
C2 C 0.0216(2) 0.82122(4) 0.3806(2) 0.0145(3) Uani 1 1 d .
C3 C -0.0024(2) 0.83455(4) 0.2219(2) 0.0141(3) Uani 1 1 d .
H3 H -0.1206 0.8480 0.1700 0.017 Uiso 1 1 calc R
C4 C 0.1086(3) 0.84503(5) -0.0305(2) 0.0173(3) Uani 1 1 d .
H4A H -0.0359 0.8430 -0.0923 0.021 Uiso 1 1 calc R
H4B H 0.1894 0.8314 -0.0933 0.021 Uiso 1 1 calc R
C5 C 0.1711(3) 0.88501(5) -0.0192(2) 0.0172(3) Uani 1 1 d .
H5A H 0.1363 0.8955 -0.1333 0.021 Uiso 1 1 calc R
H5B H 0.0922 0.8983 0.0464 0.021 Uiso 1 1 calc R
C6 C 0.3958(3) 0.89109(5) 0.0611(2) 0.0175(4) Uani 1 1 d .
H6A H 0.4295 0.8819 0.1774 0.021 Uiso 1 1 calc R
H6B H 0.4752 0.8768 -0.0008 0.021 Uiso 1 1 calc R
C7 C 0.4577(3) 0.93097(4) 0.0629(2) 0.0171(3) Uani 1 1 d .
H7A H 0.3736 0.9455 0.1198 0.020 Uiso 1 1 calc R
H7B H 0.4310 0.9398 -0.0536 0.020 Uiso 1 1 calc R
C8 C 0.6806(3) 0.93694(5) 0.1515(2) 0.0183(4) Uani 1 1 d .
H8A H 0.7642 0.9223 0.0948 0.022 Uiso 1 1 calc R
H8B H 0.7068 0.9280 0.2680 0.022 Uiso 1 1 calc R
C9 C 0.7464(3) 0.97673(5) 0.1546(2) 0.0177(4) Uani 1 1 d .
H9A H 0.7254 0.9854 0.0382 0.021 Uiso 1 1 calc R
H9B H 0.6598 0.9916 0.2077 0.021 Uiso 1 1 calc R
C10 C 0.9673(3) 0.98248(5) 0.2490(2) 0.0186(4) Uani 1 1 d .
H10A H 0.9872 0.9741 0.3657 0.022 Uiso 1 1 calc R
H10B H 1.0532 0.9672 0.1971 0.022 Uiso 1 1 calc R
C11 C 1.0379(3) 1.02188(5) 0.2513(2) 0.0183(4) Uani 1 1 d .
H11A H 0.9531 1.0373 0.3039 0.022 Uiso 1 1 calc R
H11B H 1.0186 1.0304 0.1348 0.022 Uiso 1 1 calc R
C12 C 1.2595(3) 1.02667(5) 0.3462(2) 0.0192(4) Uani 1 1 d .
H12A H 1.3428 1.0106 0.2949 0.023 Uiso 1 1 calc R
H12B H 1.2771 1.0184 0.4629 0.023 Uiso 1 1 calc R
C13 C 1.3395(3) 1.06553(5) 0.3495(2) 0.0192(4) Uani 1 1 d .
H13A H 1.3200 1.0743 0.2333 0.023 Uiso 1 1 calc R
H13B H 1.2610 1.0816 0.4049 0.023 Uiso 1 1 calc R
C14 C 1.5629(3) 1.06793(5) 0.4416(2) 0.0221(4) Uani 1 1 d .
H14A H 1.5808 1.0597 0.5583 0.027 Uiso 1 1 calc R
H14B H 1.6399 1.0511 0.3880 0.027 Uiso 1 1 calc R
C15 C 1.6510(3) 1.10602(5) 0.4438(3) 0.0283(4) Uani 1 1 d .
H15A H 1.6316 1.1146 0.3287 0.042 Uiso 1 1 calc R
H15B H 1.7960 1.1054 0.5002 0.042 Uiso 1 1 calc R
H15C H 1.5823 1.1226 0.5037 0.042 Uiso 1 1 calc R
C16 C 0.3089(3) 0.80972(4) 0.2082(2) 0.0172(4) Uani 1 1 d .
H16 H 0.4061 0.8055 0.1470 0.021 Uiso 1 1 calc R
C17 C 0.3405(3) 0.79645(4) 0.3682(2) 0.0175(4) Uani 1 1 d .
H17 H 0.4611 0.7834 0.4184 0.021 Uiso 1 1 calc R
C18 C 0.1971(3) 0.80205(4) 0.4560(2) 0.0173(4) Uani 1 1 d .
H18 H 0.2181 0.7929 0.5665 0.021 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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 Zn1 Cl1 106.776(15) . .
Cl3 Zn1 Cl1 106.775(15) . 4_565
Cl1 Zn1 Cl1 115.07(2) . 4_565
Cl3 Zn1 Cl2 114.84(2) . .
Cl1 Zn1 Cl2 106.825(15) . .
Cl1 Zn1 Cl2 106.825(15) 4_565 .
C3 N1 C16 121.12(14) . .
C3 N1 C4 118.51(14) . .
C16 N1 C4 120.33(14) . .
C1 N2 H2A 120.0 . .
C1 N2 H2B 120.0 . .
H2A N2 H2B 120.0 . .
O1 C1 N2 123.76(17) . .
O1 C1 C2 119.21(15) . .
N2 C1 C2 117.03(15) . .
C3 C2 C18 118.81(16) . .
C3 C2 C1 115.82(15) . .
C18 C2 C1 125.37(15) . .
N1 C3 C2 120.98(15) . .
N1 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
N1 C4 C5 111.15(13) . .
N1 C4 H4A 109.4 . .
C5 C4 H4A 109.4 . .
N1 C4 H4B 109.4 . .
C5 C4 H4B 109.4 . .
H4A C4 H4B 108.0 . .
C6 C5 C4 113.75(14) . .
C6 C5 H5A 108.8 . .
C4 C5 H5A 108.8 . .
C6 C5 H5B 108.8 . .
C4 C5 H5B 108.8 . .
H5A C5 H5B 107.7 . .
C7 C6 C5 113.03(14) . .
C7 C6 H6A 109.0 . .
C5 C6 H6A 109.0 . .
C7 C6 H6B 109.0 . .
C5 C6 H6B 109.0 . .
H6A C6 H6B 107.8 . .
C6 C7 C8 112.53(14) . .
C6 C7 H7A 109.1 . .
C8 C7 H7A 109.1 . .
C6 C7 H7B 109.1 . .
C8 C7 H7B 109.1 . .
H7A C7 H7B 107.8 . .
C7 C8 C9 113.50(14) . .
C7 C8 H8A 108.9 . .
C9 C8 H8A 108.9 . .
C7 C8 H8B 108.9 . .
C9 C8 H8B 108.9 . .
H8A C8 H8B 107.7 . .
C10 C9 C8 112.93(14) . .
C10 C9 H9A 109.0 . .
C8 C9 H9A 109.0 . .
C10 C9 H9B 109.0 . .
C8 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
C11 C10 C9 114.01(14) . .
C11 C10 H10A 108.7 . .
C9 C10 H10A 108.7 . .
C11 C10 H10B 108.7 . .
C9 C10 H10B 108.7 . .
H10A C10 H10B 107.6 . .
C10 C11 C12 112.69(14) . .
C10 C11 H11A 109.1 . .
C12 C11 H11A 109.1 . .
C10 C11 H11B 109.1 . .
C12 C11 H11B 109.1 . .
H11A C11 H11B 107.8 . .
C11 C12 C13 114.91(14) . .
C11 C12 H12A 108.5 . .
C13 C12 H12A 108.5 . .
C11 C12 H12B 108.5 . .
C13 C12 H12B 108.5 . .
H12A C12 H12B 107.5 . .
C14 C13 C12 111.85(15) . .
C14 C13 H13A 109.2 . .
C12 C13 H13A 109.2 . .
C14 C13 H13B 109.2 . .
C12 C13 H13B 109.2 . .
H13A C13 H13B 107.9 . .
C15 C14 C13 113.75(16) . .
C15 C14 H14A 108.8 . .
C13 C14 H14A 108.8 . .
C15 C14 H14B 108.8 . .
C13 C14 H14B 108.8 . .
H14A C14 H14B 107.7 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N1 C16 C17 119.77(16) . .
N1 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C16 C17 C18 120.07(16) . .
C16 C17 H17 120.0 . .
C18 C17 H17 120.0 . .
C17 C18 C2 119.23(16) . .
C17 C18 H18 120.4 . .
C2 C18 H18 120.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 Cl3 2.2570(6) .
Zn1 Cl1 2.2882(4) .
Zn1 Cl1 2.2883(4) 4_565
Zn1 Cl2 2.2917(6) .
O1 C1 1.224(2) .
N1 C3 1.348(2) .
N1 C16 1.348(2) .
N1 C4 1.486(2) .
N2 C1 1.332(2) .
N2 H2A 0.8800 .
N2 H2B 0.8800 .
C1 C2 1.507(2) .
C2 C3 1.373(2) .
C2 C18 1.391(2) .
C3 H3 0.9500 .
C4 C5 1.525(2) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.524(2) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.523(2) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.526(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.527(2) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.524(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.523(2) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.524(2) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.526(2) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.522(2) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.521(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C17 1.375(2) .
C16 H16 0.9500 .
C17 C18 1.383(3) .
C17 H17 0.9500 .
C18 H18 0.9500 .
