#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:00:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180055 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/01/7050168.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_7050168
loop_
_publ_author_name
'Drew, Michael G. B.'
'Tocher, Derek A.'
'Chowdhury, Kiranmoy'
'Chowdhury, Shubhamoy'
'Datta, Dipankar'
_publ_section_title
;
 Zinc(ii) mediated synthesis of an N-substituted 2-(2-pyridyl)imidazole
 from a 1,2-diketone and 2-(aminomethyl)pyridine and its ligational
 behaviour
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              323
_journal_paper_doi               10.1039/b308294f
_journal_volume                  28
_journal_year                    2004
_chemical_formula_sum            'C26 H20 Cl2 N4 Zn'
_chemical_formula_weight         524.73
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 114.05(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.777(3)
_cell_length_b                   10.409(2)
_cell_length_c                   15.932(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      9
_cell_volume                     2389.3(10)
_computing_cell_refinement       P3
_computing_data_collection       P3
_computing_data_reduction        XDISK
_computing_molecular_graphics    XP
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Nicolet R3mV'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0471
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4188
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.80
_diffrn_standards_decay_%        <1%
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.273
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   'psi scans'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       0.0009(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.025
_refine_ls_goodness_of_fit_obs   0.974
_refine_ls_hydrogen_treatment    fixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4134
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.303
_refine_ls_restrained_S_obs      0.974
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_obs          0.0464
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0667P)²+3.0039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.3237
_refine_ls_wR_factor_obs         0.1135
_reflns_number_observed          2960
_reflns_number_total             4188
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b308294f.txt
_cod_data_source_block           ZnL'Cl2_(1)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0667P)^2^+3.0039P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0667P)^2^+3.0039P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2389.3(8)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7050168
loop_
_symmetry_equiv_pos_as_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'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Zn1 Zn 0.12282(3) 0.19518(5) 0.03505(4) 0.0423(2) Uani 1 d . .
Cl1 Cl 0.16242(9) 0.02148(12) -0.01968(10) 0.0653(4) Uani 1 d . .
Cl2 Cl 0.11138(9) 0.18079(14) 0.16831(9) 0.0615(4) Uani 1 d . .
N1 N 0.0048(2) 0.2804(4) -0.0613(2) 0.0436(9) Uani 1 d . .
N2 N 0.1768(2) 0.3638(3) 0.0158(2) 0.0369(8) Uani 1 d . .
N3 N 0.1544(2) 0.5549(3) -0.0491(3) 0.0418(8) Uani 1 d . .
N4 N 0.1408(3) 0.5405(5) -0.2278(3) 0.0706(13) Uani 1 d . .
C1 C -0.0795(3) 0.2263(5) -0.0989(4) 0.0560(13) Uani 1 d . .
H1A H -0.0862(3) 0.1390(5) -0.0831(4) 0.080 Uiso 1 d R .
C2 C -0.1560(3) 0.2912(5) -0.1589(4) 0.0583(13) Uani 1 d . .
H2A H -0.2154(3) 0.2496(5) -0.1859(4) 0.080 Uiso 1 d R .
C3 C -0.1462(3) 0.4133(6) -0.1787(3) 0.0608(14) Uani 1 d . .
H3A H -0.1991(3) 0.4604(6) -0.2198(3) 0.080 Uiso 1 d R .
C4 C -0.0599(3) 0.4729(5) -0.1413(3) 0.0562(13) Uani 1 d . .
H4A H -0.0524(3) 0.5609(5) -0.1550(3) 0.080 Uiso 1 d R .
C5 C 0.0155(3) 0.4031(4) -0.0838(3) 0.0388(9) Uani 1 d . .
C6 C 0.1135(3) 0.4435(4) -0.0409(3) 0.0359(9) Uani 1 d . .
C7 C 0.1170(3) 0.6631(5) -0.1116(4) 0.0587(14) Uani 1 d . .
H7A H 0.1414(3) 0.7416(5) -0.0790(4) 0.080 Uiso 1 d R .
H7B H 0.0507(3) 0.6651(5) -0.1329(4) 0.080 Uiso 1 d R .
C8 C 0.1423(3) 0.6553(5) -0.1937(4) 0.0537(12) Uani 1 d . .
C9 C 0.1682(5) 0.7637(7) -0.2261(4) 0.083(2) Uani 1 d . .
H9A H 0.1673(5) 0.8465(7) -0.2000(4) 0.080 Uiso 1 d R .
C10 C 0.1941(6) 0.7509(10) -0.2994(5) 0.120(3) Uani 1 d . .
H10A H 0.2101(6) 0.8252(10) -0.3256(5) 0.080 Uiso 1 d R .
C11 C 0.1942(6) 0.6301(12) -0.3348(5) 0.119(3) Uani 1 d . .
H11A H 0.2164(6) 0.6170(12) -0.3820(5) 0.080 Uiso 1 d R .
C12 C 0.1662(5) 0.5314(8) -0.2981(5) 0.097(2) Uani 1 d . .
H12A H 0.1627(5) 0.4480(8) -0.3251(5) 0.080 Uiso 1 d R .
C13 C 0.2487(3) 0.5426(4) 0.0039(3) 0.0392(9) Uani 1 d . .
C14 C 0.3185(3) 0.6386(4) 0.0064(3) 0.0425(10) Uani 1 d . .
C15 C 0.3833(3) 0.6038(5) -0.0274(3) 0.0525(12) Uani 1 d . .
H15A H 0.3805(3) 0.5198(5) -0.0533(3) 0.080 Uiso 1 d R .
C16 C 0.4500(4) 0.6896(6) -0.0253(4) 0.072(2) Uani 1 d . .
H16A H 0.4956(4) 0.6635(6) -0.0474(4) 0.080 Uiso 1 d R .
C17 C 0.4519(4) 0.8095(6) 0.0079(5) 0.078(2) Uani 1 d . .
H17A H 0.4988(4) 0.8692(6) 0.0092(5) 0.080 Uiso 1 d R .
C18 C 0.3881(5) 0.8464(6) 0.0405(6) 0.105(3) Uani 1 d . .
H18A H 0.3905(5) 0.9310(6) 0.0654(6) 0.080 Uiso 1 d R .
C19 C 0.3198(4) 0.7599(5) 0.0384(5) 0.074(2) Uani 1 d . .
H19A H 0.2729(4) 0.7869(5) 0.0584(5) 0.080 Uiso 1 d R .
C20 C 0.2612(3) 0.4244(4) 0.0450(3) 0.0369(9) Uani 1 d . .
C21 C 0.3483(3) 0.3669(4) 0.1106(3) 0.0386(9) Uani 1 d . .
C22 C 0.3662(3) 0.2368(4) 0.1083(3) 0.0424(10) Uani 1 d . .
H22A H 0.3209(3) 0.1818(4) 0.0643(3) 0.080 Uiso 1 d R .
C23 C 0.4501(3) 0.1864(5) 0.1694(3) 0.0509(11) Uani 1 d . .
H23A H 0.4626(3) 0.0965(5) 0.1672(3) 0.080 Uiso 1 d R .
C24 C 0.5155(3) 0.2621(6) 0.2329(4) 0.0584(13) Uani 1 d . .
H24A H 0.5731(3) 0.2252(6) 0.2744(4) 0.080 Uiso 1 d R .
C25 C 0.4976(4) 0.3904(6) 0.2361(4) 0.0644(14) Uani 1 d . .
H25A H 0.5437(4) 0.4433(6) 0.2813(4) 0.080 Uiso 1 d R .
C26 C 0.4145(3) 0.4440(5) 0.1765(3) 0.0505(11) Uani 1 d . .
H26A H 0.4028(3) 0.5339(5) 0.1799(3) 0.080 Uiso 1 d R .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Zn Zn 0.2839 1.4301 '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
_geom_angle_publ_flag
N2 Zn1 N1 79.82(14) . . ?
N2 Zn1 Cl1 116.44(10) . . ?
N1 Zn1 Cl1 111.87(11) . . ?
N2 Zn1 Cl2 114.11(10) . . ?
N1 Zn1 Cl2 109.93(11) . . ?
Cl1 Zn1 Cl2 118.16(6) . . ?
C1 N1 C5 119.1(4) . . ?
C1 N1 Zn1 125.5(3) . . ?
C5 N1 Zn1 115.3(3) . . ?
C6 N2 C20 107.4(3) . . ?
C6 N2 Zn1 113.4(3) . . ?
C20 N2 Zn1 139.1(3) . . ?
C6 N3 C13 107.2(3) . . ?
C6 N3 C7 130.4(4) . . ?
C13 N3 C7 121.5(4) . . ?
C8 N4 C12 116.9(6) . . ?
N1 C1 C2 122.3(5) . . ?
C3 C2 C1 118.6(5) . . ?
C2 C3 C4 120.8(5) . . ?
C5 C4 C3 118.7(5) . . ?
N1 C5 C4 120.4(4) . . ?
N1 C5 C6 111.5(3) . . ?
C4 C5 C6 128.1(4) . . ?
N2 C6 N3 110.1(3) . . ?
N2 C6 C5 119.5(4) . . ?
N3 C6 C5 130.4(4) . . ?
N3 C7 C8 111.8(4) . . ?
N4 C8 C9 123.5(5) . . ?
N4 C8 C7 116.2(4) . . ?
C9 C8 C7 120.3(5) . . ?
C8 C9 C10 118.2(7) . . ?
C9 C10 C11 118.7(7) . . ?
C12 C11 C10 117.7(7) . . ?
N4 C12 C11 125.0(8) . . ?
C20 C13 N3 106.5(3) . . ?
C20 C13 C14 129.5(4) . . ?
N3 C13 C14 123.9(4) . . ?
C19 C14 C15 119.2(4) . . ?
C19 C14 C13 122.5(4) . . ?
C15 C14 C13 118.3(4) . . ?
C16 C15 C14 120.1(5) . . ?
C15 C16 C17 120.4(5) . . ?
C18 C17 C16 120.5(5) . . ?
C17 C18 C19 119.5(6) . . ?
C14 C19 C18 120.2(5) . . ?
C13 C20 N2 108.7(4) . . ?
C13 C20 C21 127.9(4) . . ?
N2 C20 C21 123.4(3) . . ?
C26 C21 C22 118.9(4) . . ?
C26 C21 C20 119.8(4) . . ?
C22 C21 C20 121.3(4) . . ?
C23 C22 C21 119.8(4) . . ?
C24 C23 C22 121.3(5) . . ?
C23 C24 C25 119.0(5) . . ?
C24 C25 C26 121.2(5) . . ?
C21 C26 C25 119.7(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.028(3) . ?
Zn1 N1 2.069(4) . ?
Zn1 Cl1 2.2055(14) . ?
Zn1 Cl2 2.2079(14) . ?
N1 C1 1.339(6) . ?
N1 C5 1.355(5) . ?
N2 C6 1.329(5) . ?
N2 C20 1.372(5) . ?
N3 C6 1.359(5) . ?
N3 C13 1.386(5) . ?
N3 C7 1.460(5) . ?
N4 C8 1.309(7) . ?
N4 C12 1.338(9) . ?
C1 C2 1.374(7) . ?
C2 C3 1.334(7) . ?
C3 C4 1.389(7) . ?
C4 C5 1.377(6) . ?
C5 C6 1.474(6) . ?
C7 C8 1.516(7) . ?
C8 C9 1.372(7) . ?
C9 C10 1.391(10) . ?
C10 C11 1.379(13) . ?
C11 C12 1.343(11) . ?
C13 C20 1.369(6) . ?
C13 C14 1.475(6) . ?
C14 C19 1.359(7) . ?
C14 C15 1.384(6) . ?
C15 C16 1.370(7) . ?
C16 C17 1.351(8) . ?
C17 C18 1.362(9) . ?
C18 C19 1.394(8) . ?
C20 C21 1.472(6) . ?
C21 C26 1.395(6) . ?
C21 C22 1.387(6) . ?
C22 C23 1.387(6) . ?
C23 C24 1.363(7) . ?
C24 C25 1.371(8) . ?
C25 C26 1.384(7) . ?
