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#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/51/7015165.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_7015165
loop_
_publ_author_name
'Li, Lidong'
'Gomes, Clara S. B.'
'Gomes, Pedro T.'
'Duarte, M. Teresa'
'Fan, Zhiqiang'
_publ_section_title
;
 New tetradentate N,N,N,N-chelating α-diimine ligands and their
 corresponding zinc and nickel complexes: synthesis, characterisation
 and testing as olefin polymerisation catalysts.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3365
_journal_page_last               3380
_journal_paper_doi               10.1039/c0dt01308k
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C14 H12 N4'
_chemical_formula_sum            'C14 H12 N4'
_chemical_formula_weight         236.28
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 100.539(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.882(2)
_cell_length_b                   9.5745(19)
_cell_length_c                   11.431(3)
_cell_measurement_reflns_used    998
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.35
_cell_measurement_theta_min      2.79
_cell_volume                     1170.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP
_computing_publication_material  enCIFer
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_sigmaI/netI    0.0989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6774
_diffrn_reflns_theta_full        25.73
_diffrn_reflns_theta_max         25.73
_diffrn_reflns_theta_min         2.79
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9900
_exptl_absorpt_correction_T_min  0.9792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2215
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.943
_refine_ls_R_factor_all          0.1452
_refine_ls_R_factor_gt           0.0681
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1164P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1727
_refine_ls_wR_factor_ref         0.2030
_reflns_number_gt                1143
_reflns_number_total             2215
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c0dt01308k.txt
_cod_data_source_block           1c
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7015165
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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.1081(3) 0.3569(4) 1.0801(3) 0.0562(10) Uani 1 1 d D . .
N2 N 0.0208(2) 0.3353(3) 0.8901(3) 0.0394(8) Uani 1 1 d . . .
N3 N 0.1212(3) 0.3376(3) 0.8419(3) 0.0404(8) Uani 1 1 d . . .
N4 N 0.1443(2) 0.2050(3) 0.8113(3) 0.0323(7) Uani 1 1 d . . .
C1 C -0.1673(3) 0.2399(3) 1.0340(3) 0.0332(8) Uani 1 1 d . . .
C2 C -0.2694(3) 0.1924(4) 1.0805(3) 0.0402(10) Uani 1 1 d . . .
H2 H -0.2943 0.2421 1.1421 0.048 Uiso 1 1 calc R . .
C3 C -0.3335(3) 0.0761(4) 1.0387(3) 0.0397(10) Uani 1 1 d . . .
H3 H -0.4014 0.0479 1.0717 0.048 Uiso 1 1 calc R . .
C4 C -0.3000(3) -0.0004(4) 0.9487(3) 0.0397(9) Uani 1 1 d . . .
H4 H -0.3443 -0.0803 0.9204 0.048 Uiso 1 1 calc R . .
C5 C -0.1993(3) 0.0433(4) 0.9009(3) 0.0349(9) Uani 1 1 d . . .
H5 H -0.1760 -0.0081 0.8395 0.042 Uiso 1 1 calc R . .
C6 C -0.1311(3) 0.1624(3) 0.9418(3) 0.0288(8) Uani 1 1 d . . .
C7 C -0.0206(3) 0.2011(3) 0.8913(3) 0.0247(8) Uani 1 1 d . . .
C8 C 0.0572(3) 0.1180(4) 0.8409(3) 0.0298(8) Uani 1 1 d . . .
H8 H 0.0515 0.0219 0.8293 0.036 Uiso 1 1 calc R . .
C9 C 0.2512(3) 0.1722(3) 0.7599(3) 0.0287(8) Uani 1 1 d . . .
C10 C 0.3644(3) 0.2385(4) 0.8034(3) 0.0390(9) Uani 1 1 d . . .
H10 H 0.3707 0.3052 0.8634 0.047 Uiso 1 1 calc R . .
C11 C 0.4677(3) 0.2016(4) 0.7541(4) 0.0446(10) Uani 1 1 d . . .
H11 H 0.5441 0.2450 0.7810 0.054 Uiso 1 1 calc R . .
C12 C 0.4588(3) 0.1033(4) 0.6674(4) 0.0469(11) Uani 1 1 d . . .
H12 H 0.5293 0.0793 0.6365 0.056 Uiso 1 1 calc R . .
C13 C 0.3454(3) 0.0380(4) 0.6242(4) 0.0450(10) Uani 1 1 d . . .
H13 H 0.3395 -0.0290 0.5646 0.054 Uiso 1 1 calc R . .
C14 C 0.2413(3) 0.0743(4) 0.6716(3) 0.0368(9) Uani 1 1 d . . .
H14 H 0.1647 0.0320 0.6434 0.044 Uiso 1 1 calc R . .
H01 H -0.057(5) 0.410(5) 1.034(5) 0.150 Uiso 1 1 d D . .
H02 H -0.145(5) 0.428(5) 1.129(4) 0.130 Uiso 1 1 d D . .
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'
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
C1 N1 H01 120(3) . . ?
C1 N1 H02 124(3) . . ?
H01 N1 H02 106(3) . . ?
N3 N2 C7 108.8(3) . . ?
N2 N3 N4 107.5(3) . . ?
C8 N4 N3 110.0(3) . . ?
C8 N4 C9 128.9(3) . . ?
N3 N4 C9 121.0(3) . . ?
N1 C1 C2 118.6(3) . . ?
N1 C1 C6 123.5(3) . . ?
C2 C1 C6 117.9(3) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 118.5(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 122.0(3) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 118.6(3) . . ?
C5 C6 C7 119.8(3) . . ?
C1 C6 C7 121.5(3) . . ?
N2 C7 C8 108.3(3) . . ?
N2 C7 C6 122.4(3) . . ?
C8 C7 C6 129.3(3) . . ?
N4 C8 C7 105.3(3) . . ?
N4 C8 H8 127.3 . . ?
C7 C8 H8 127.3 . . ?
C14 C9 C10 121.4(3) . . ?
C14 C9 N4 119.6(3) . . ?
C10 C9 N4 119.0(3) . . ?
C11 C10 C9 117.8(3) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C9 C14 C13 120.0(3) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
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
N1 C1 1.350(5) . ?
N1 H01 0.98(4) . ?
N1 H02 1.01(4) . ?
N2 N3 1.311(4) . ?
N2 C7 1.363(4) . ?
N3 N4 1.352(4) . ?
N4 C8 1.350(4) . ?
N4 C9 1.431(4) . ?
C1 C2 1.393(5) . ?
C1 C6 1.404(5) . ?
C2 C3 1.354(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.365(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.473(4) . ?
C7 C8 1.363(4) . ?
C8 H8 0.9300 . ?
C9 C14 1.367(5) . ?
C9 C10 1.395(4) . ?
C10 C11 1.392(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.358(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.391(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.387(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N2 N3 N4 0.4(4) . . . . ?
N2 N3 N4 C8 -0.1(4) . . . . ?
N2 N3 N4 C9 -177.8(3) . . . . ?
N1 C1 C2 C3 179.8(3) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C4 C5 C6 C7 177.2(3) . . . . ?
N1 C1 C6 C5 -179.8(3) . . . . ?
C2 C1 C6 C5 0.5(5) . . . . ?
N1 C1 C6 C7 2.6(5) . . . . ?
C2 C1 C6 C7 -177.0(3) . . . . ?
N3 N2 C7 C8 -0.5(4) . . . . ?
N3 N2 C7 C6 178.9(3) . . . . ?
C5 C6 C7 N2 154.0(3) . . . . ?
C1 C6 C7 N2 -28.5(5) . . . . ?
C5 C6 C7 C8 -26.7(5) . . . . ?
C1 C6 C7 C8 150.8(4) . . . . ?
N3 N4 C8 C7 -0.2(4) . . . . ?
C9 N4 C8 C7 177.3(3) . . . . ?
N2 C7 C8 N4 0.5(4) . . . . ?
C6 C7 C8 N4 -178.9(3) . . . . ?
C8 N4 C9 C14 40.8(5) . . . . ?
N3 N4 C9 C14 -141.9(3) . . . . ?
C8 N4 C9 C10 -137.5(4) . . . . ?
N3 N4 C9 C10 39.8(4) . . . . ?
C14 C9 C10 C11 -0.1(5) . . . . ?
N4 C9 C10 C11 178.2(3) . . . . ?
C9 C10 C11 C12 -0.7(6) . . . . ?
C10 C11 C12 C13 0.9(6) . . . . ?
C11 C12 C13 C14 -0.3(6) . . . . ?
C10 C9 C14 C13 0.7(5) . . . . ?
N4 C9 C14 C13 -177.6(3) . . . . ?
C12 C13 C14 C9 -0.4(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26946394
