#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/27/7022793.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_7022793
loop_
_publ_author_name
'Liu, Qing-Xiang'
'Wei, Qing'
'Zhao, Xiao-Jun'
'Wang, Hong'
'Li, Shu-Juan'
'Wang, Xiu-Guang'
_publ_section_title
;
 Cobalt(II), copper(II), zinc(II) and cadmium(II) complexes based on
 dibenzimidazolyl bidentate ligands with alkanyl linkers: crystal
 structure, weak interactions and conformations.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5902
_journal_page_last               5915
_journal_paper_doi               10.1039/c3dt33013c
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C18 H18.5 N6 O6.25 Zn'
_chemical_formula_weight         484.26
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 101.136(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4093(8)
_cell_length_b                   16.6535(14)
_cell_length_c                   14.8361(12)
_cell_measurement_reflns_used    5159
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.97
_cell_measurement_theta_min      2.45
_cell_volume                     2281.0(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0160
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11513
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    1.122
_exptl_absorpt_correction_T_max  0.7591
_exptl_absorpt_correction_T_min  0.6881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             994
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_platon_squeeze_details
; The unit cell contains 1 water molecules which
have been treated as a diffuse contribution to the overall scattering
without specific atom positions by SQUEEZE/PLATON.
;
_refine_diff_density_max         1.538
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4025
_refine_ls_number_restraints     134
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1248P)²+2.6922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1766
_refine_ls_wR_factor_ref         0.1821
_reflns_number_gt                3394
_reflns_number_total             4025
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt33013c.txt
_cod_data_source_block           091112b
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C18 H18.50 N6 O6.25 Zn'
_cod_database_code               7022793
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.32064(5) 0.69485(3) 0.76679(3) 0.0425(2) Uani 1 1 d U
O1 O 0.5057(4) 0.68546(19) 0.7278(2) 0.0553(7) Uani 1 1 d U
O2 O 0.7635(6) 0.6830(4) 0.7570(6) 0.150(3) Uani 1 1 d U
O3 O 0.6185(5) 0.7125(3) 0.8699(3) 0.0893(12) Uani 1 1 d U
O4 O 0.1540(4) 0.67093(19) 0.6692(2) 0.0536(6) Uani 1 1 d U
O5 O 0.2155(5) 0.7704(2) 0.5864(3) 0.0836(11) Uani 1 1 d U
O6 O -0.0130(7) 0.7053(4) 0.5331(4) 0.126(2) Uani 1 1 d U
N1 N 0.3146(3) 0.60366(18) 0.8578(2) 0.0391(6) Uani 1 1 d U
N2 N 0.2665(3) 0.53460(19) 0.9774(2) 0.0378(6) Uani 1 1 d U
N3 N 0.2808(4) 0.79319(19) 0.8378(2) 0.0444(6) Uani 1 1 d U
N4 N 0.3182(4) 0.8790(2) 0.9546(2) 0.0513(7) Uani 1 1 d U
N5 N 0.6198(5) 0.6947(3) 0.7894(4) 0.0710(11) Uani 1 1 d U
N6 N 0.1300(5) 0.7172(3) 0.5994(3) 0.0608(9) Uani 1 1 d U
C1 C 0.2580(4) 0.6056(2) 0.9327(3) 0.0386(7) Uani 1 1 d U
H1 H 0.2165 0.6513 0.9527 0.046 Uiso 1 1 calc R
C2 C 0.3655(4) 0.5253(2) 0.8536(2) 0.0338(6) Uani 1 1 d U
C3 C 0.4355(5) 0.4887(3) 0.7901(3) 0.0460(8) Uani 1 1 d U
H3 H 0.4557 0.5169 0.7400 0.055 Uiso 1 1 calc R
C4 C 0.4738(5) 0.4093(3) 0.8040(3) 0.0586(10) Uani 1 1 d U
H4 H 0.5206 0.3835 0.7623 0.070 Uiso 1 1 calc R
C5 C 0.4441(5) 0.3665(3) 0.8791(3) 0.0567(10) Uani 1 1 d U
H5 H 0.4729 0.3131 0.8865 0.068 Uiso 1 1 calc R
C6 C 0.3739(4) 0.4006(2) 0.9426(3) 0.0457(8) Uani 1 1 d U
H6 H 0.3529 0.3716 0.9920 0.055 Uiso 1 1 calc R
C7 C 0.3357(4) 0.4816(2) 0.9284(2) 0.0341(6) Uani 1 1 d U
C8 C 0.2030(4) 0.5164(3) 1.0580(3) 0.0467(8) Uani 1 1 d U
H8A H 0.1904 0.5658 1.0901 0.056 Uiso 1 1 calc R
H8B H 0.2686 0.4821 1.0996 0.056 Uiso 1 1 calc R
C9 C 0.0566(4) 0.4743(3) 1.0299(3) 0.0473(9) Uani 1 1 d U
H9A H 0.0699 0.4254 0.9970 0.057 Uiso 1 1 calc R
H9B H 0.0216 0.4593 1.0849 0.057 Uiso 1 1 calc R
C10 C 0.3634(5) 0.8133(2) 0.9176(3) 0.0485(8) Uani 1 1 d U
H10 H 0.4449 0.7843 0.9449 0.058 Uiso 1 1 calc R
C11 C 0.1718(4) 0.8509(2) 0.8226(3) 0.0426(7) Uani 1 1 d U
C12 C 0.0513(5) 0.8591(3) 0.7525(3) 0.0613(12) Uani 1 1 d U
H12 H 0.0317 0.8222 0.7047 0.074 Uiso 1 1 calc R
C13 C -0.0370(6) 0.9232(4) 0.7564(4) 0.0806(16) Uani 1 1 d U
H13 H -0.1179 0.9297 0.7098 0.097 Uiso 1 1 calc R
C14 C -0.0117(7) 0.9796(4) 0.8269(4) 0.0813(16) Uani 1 1 d U
H14 H -0.0740 1.0231 0.8259 0.098 Uiso 1 1 calc R
C15 C 0.1052(6) 0.9715(3) 0.8983(4) 0.0683(12) Uani 1 1 d U
H15 H 0.1230 1.0079 0.9466 0.082 Uiso 1 1 calc R
C16 C 0.1954(5) 0.9056(2) 0.8941(3) 0.0471(8) Uani 1 1 d U
C17 C 0.3861(6) 0.9157(3) 1.0425(3) 0.0668(11) Uani 1 1 d DU
H17A H 0.4155 0.8738 1.0877 0.080 Uiso 1 1 calc R
H17B H 0.3160 0.9496 1.0643 0.080 Uiso 1 1 calc R
C18 C 0.5162(6) 0.9652(3) 1.0326(4) 0.098(2) Uani 1 1 d DU
H18A H 0.5609 0.9855 1.0926 0.118 Uiso 1 1 calc R
H18B H 0.5860 0.9305 1.0116 0.118 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 0.0033 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'
O O 0.0106 0.0060 '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
O1 Zn1 O4 113.49(14) .
O1 Zn1 N3 119.17(15) .
O4 Zn1 N3 110.32(14) .
O1 Zn1 N1 106.15(13) .
O4 Zn1 N1 102.54(13) .
N3 Zn1 N1 103.11(14) .
N5 O1 Zn1 117.0(3) .
N6 O4 Zn1 117.9(3) .
C1 N1 C2 104.9(3) .
C1 N1 Zn1 127.3(3) .
C2 N1 Zn1 127.8(2) .
C1 N2 C7 106.9(3) .
C1 N2 C8 125.9(3) .
C7 N2 C8 127.1(3) .
C10 N3 C11 104.9(3) .
C10 N3 Zn1 122.2(3) .
C11 N3 Zn1 132.9(3) .
C10 N4 C16 106.7(4) .
C10 N4 C17 126.2(4) .
C16 N4 C17 127.2(4) .
O3 N5 O1 123.9(5) .
O3 N5 O2 120.6(5) .
O1 N5 O2 115.5(5) .
O5 N6 O4 122.8(4) .
O5 N6 O6 120.9(4) .
O4 N6 O6 116.3(4) .
N1 C1 N2 113.3(3) .
N1 C1 H1 123.3 .
N2 C1 H1 123.3 .
C3 C2 N1 130.7(3) .
C3 C2 C7 120.2(3) .
N1 C2 C7 109.1(3) .
C4 C3 C2 117.7(4) .
C4 C3 H3 121.1 .
C2 C3 H3 121.1 .
C3 C4 C5 121.6(4) .
C3 C4 H4 119.2 .
C5 C4 H4 119.2 .
C6 C5 C4 122.2(4) .
C6 C5 H5 118.9 .
C4 C5 H5 118.9 .
C5 C6 C7 116.0(4) .
C5 C6 H6 122.0 .
C7 C6 H6 122.0 .
N2 C7 C2 105.7(3) .
N2 C7 C6 132.0(4) .
C2 C7 C6 122.3(4) .
N2 C8 C9 111.1(3) .
N2 C8 H8A 109.4 .
C9 C8 H8A 109.4 .
N2 C8 H8B 109.4 .
C9 C8 H8B 109.4 .
H8A C8 H8B 108.0 .
C9 C9 C8 113.3(4) 3_567
C9 C9 H9A 108.9 3_567
C8 C9 H9A 108.9 .
C9 C9 H9B 108.9 3_567
C8 C9 H9B 108.9 .
H9A C9 H9B 107.7 .
N3 C10 N4 113.4(4) .
N3 C10 H10 123.3 .
N4 C10 H10 123.3 .
C16 C11 C12 119.7(4) .
C16 C11 N3 109.1(4) .
C12 C11 N3 131.2(4) .
C13 C12 C11 117.6(5) .
C13 C12 H12 121.2 .
C11 C12 H12 121.2 .
C12 C13 C14 122.9(5) .
C12 C13 H13 118.6 .
C14 C13 H13 118.6 .
C15 C14 C13 120.5(5) .
C15 C14 H14 119.8 .
C13 C14 H14 119.8 .
C14 C15 C16 116.5(5) .
C14 C15 H15 121.8 .
C16 C15 H15 121.8 .
C11 C16 N4 106.0(4) .
C11 C16 C15 122.8(4) .
N4 C16 C15 131.2(4) .
N4 C17 C18 111.3(4) .
N4 C17 H17A 109.4 .
C18 C17 H17A 109.4 .
N4 C17 H17B 109.4 .
C18 C17 H17B 109.4 .
H17A C17 H17B 108.0 .
C18 C18 C17 114.7(6) 3_677
C18 C18 H18A 108.6 3_677
C17 C18 H18A 108.6 .
C18 C18 H18B 108.6 3_677
C17 C18 H18B 108.6 .
H18A C18 H18B 107.6 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.944(3) .
Zn1 O4 1.959(3) .
Zn1 N3 2.021(3) .
Zn1 N1 2.040(3) .
O1 N5 1.278(6) .
O2 N5 1.532(7) .
O3 N5 1.233(7) .
O4 N6 1.275(5) .
O5 N6 1.237(6) .
O6 N6 1.518(6) .
N1 C1 1.323(5) .
N1 C2 1.396(5) .
N2 C1 1.350(5) .
N2 C7 1.384(5) .
N2 C8 1.467(5) .
N3 C10 1.328(6) .
N3 C11 1.392(5) .
N4 C10 1.332(6) .
N4 C16 1.392(6) .
N4 C17 1.468(6) .
C1 H1 0.9300 .
C2 C3 1.390(5) .
C2 C7 1.401(5) .
C3 C4 1.375(6) .
C3 H3 0.9300 .
C4 C5 1.397(7) .
C4 H4 0.9300 .
C5 C6 1.373(6) .
C5 H5 0.9300 .
C6 C7 1.402(5) .
C6 H6 0.9300 .
C8 C9 1.530(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C9 1.513(8) 3_567
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10 0.9300 .
C11 C16 1.383(6) .
C11 C12 1.390(6) .
C12 C13 1.360(7) .
C12 H12 0.9300 .
C13 C14 1.392(8) .
C13 H13 0.9300 .
C14 C15 1.378(8) .
C14 H14 0.9300 .
C15 C16 1.395(7) .
C15 H15 0.9300 .
C17 C18 1.506(5) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C18 1.503(5) 3_677
C18 H18A 0.9700 .
C18 H18B 0.9700 .
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
_geom_torsion_site_symmetry_4
O4 Zn1 O1 N5 -175.2(3) .
N3 Zn1 O1 N5 52.2(4) .
N1 Zn1 O1 N5 -63.4(3) .
O1 Zn1 O4 N6 -64.3(4) .
N3 Zn1 O4 N6 72.4(3) .
N1 Zn1 O4 N6 -178.4(3) .
O1 Zn1 N1 C1 143.3(3) .
O4 Zn1 N1 C1 -97.4(3) .
N3 Zn1 N1 C1 17.2(4) .
O1 Zn1 N1 C2 -38.5(3) .
O4 Zn1 N1 C2 80.8(3) .
N3 Zn1 N1 C2 -164.6(3) .
O1 Zn1 N3 C10 -59.2(4) .
O4 Zn1 N3 C10 166.9(3) .
N1 Zn1 N3 C10 58.0(4) .
O1 Zn1 N3 C11 123.2(4) .
O4 Zn1 N3 C11 -10.7(4) .
N1 Zn1 N3 C11 -119.6(4) .
Zn1 O1 N5 O3 -3.4(6) .
Zn1 O1 N5 O2 177.3(4) .
Zn1 O4 N6 O5 8.2(6) .
Zn1 O4 N6 O6 -170.2(4) .
C2 N1 C1 N2 -0.7(4) .
Zn1 N1 C1 N2 177.9(2) .
C7 N2 C1 N1 0.7(4) .
C8 N2 C1 N1 -174.7(3) .
C1 N1 C2 C3 -179.7(4) .
Zn1 N1 C2 C3 1.8(6) .
C1 N1 C2 C7 0.4(4) .
Zn1 N1 C2 C7 -178.1(2) .
N1 C2 C3 C4 179.9(4) .
C7 C2 C3 C4 -0.2(6) .
C2 C3 C4 C5 -0.1(7) .
C3 C4 C5 C6 0.8(8) .
C4 C5 C6 C7 -1.0(7) .
C1 N2 C7 C2 -0.3(4) .
C8 N2 C7 C2 175.0(3) .
C1 N2 C7 C6 179.8(4) .
C8 N2 C7 C6 -4.9(6) .
C3 C2 C7 N2 -179.9(3) .
N1 C2 C7 N2 0.0(4) .
C3 C2 C7 C6 -0.1(5) .
N1 C2 C7 C6 179.8(3) .
C5 C6 C7 N2 -179.5(4) .
C5 C6 C7 C2 0.7(6) .
C1 N2 C8 C9 97.0(5) .
C7 N2 C8 C9 -77.5(5) .
N2 C8 C9 C9 -63.2(6) 3_567
C11 N3 C10 N4 -0.6(5) .
Zn1 N3 C10 N4 -178.8(3) .
C16 N4 C10 N3 -0.5(5) .
C17 N4 C10 N3 179.5(4) .
C10 N3 C11 C16 1.5(5) .
Zn1 N3 C11 C16 179.3(3) .
C10 N3 C11 C12 -177.1(5) .
Zn1 N3 C11 C12 0.8(7) .
C16 C11 C12 C13 1.9(8) .
N3 C11 C12 C13 -179.7(5) .
C11 C12 C13 C14 -0.2(10) .
C12 C13 C14 C15 -1.4(11) .
C13 C14 C15 C16 1.2(9) .
C12 C11 C16 N4 177.0(4) .
N3 C11 C16 N4 -1.8(5) .
C12 C11 C16 C15 -2.0(7) .
N3 C11 C16 C15 179.2(4) .
C10 N4 C16 C11 1.4(5) .
C17 N4 C16 C11 -178.6(4) .
C10 N4 C16 C15 -179.7(5) .
C17 N4 C16 C15 0.3(8) .
C14 C15 C16 C11 0.4(8) .
C14 C15 C16 N4 -178.3(5) .
C10 N4 C17 C18 79.7(6) .
C16 N4 C17 C18 -100.3(6) .
N4 C17 C18 C18 61.8(10) 3_677
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.268 0.121 0.100 22.7 2.1
2 0.268 0.379 0.600 23.0 2.1
3 0.308 0.292 0.439 12.0 0.2
4 0.308 0.208 0.939 12.3 0.2
5 0.732 0.621 0.400 22.6 2.1
6 0.732 0.879 0.900 22.9 2.1
7 0.691 0.792 0.061 12.1 0.4
8 0.691 0.708 0.561 12.4 0.5
