#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/51/7015167.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_7015167
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         'C17 H16 N4 O'
_chemical_formula_sum            'C17 H16 N4 O'
_chemical_formula_weight         292.34
_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                 100.611(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1248(13)
_cell_length_b                   19.257(2)
_cell_length_c                   8.5252(13)
_cell_measurement_reflns_used    7051
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      2.3
_cell_volume                     1472.4(3)
_computing_cell_refinement       'Bruker SMART (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'enCIFer (Allen et al., 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0673
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7051
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         2.27
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9898
_exptl_absorpt_correction_T_min  0.9830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.047
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0476
_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)+(0.0480P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1094
_reflns_number_gt                1820
_reflns_number_total             2769
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c0dt01308k.txt
_cod_data_source_block           3a
_cod_original_cell_volume        1472.4(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7015167
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
O1 O 0.84979(17) 0.10430(9) 0.87902(18) 0.0422(5) Uani 1 1 d . . .
N1 N 0.6993(2) 0.06659(9) 0.6541(2) 0.0236(4) Uani 1 1 d . . .
N2 N 0.65480(19) -0.03721(8) 0.4099(2) 0.0265(4) Uani 1 1 d . . .
N3 N 0.65453(19) -0.10196(8) 0.3572(2) 0.0284(5) Uani 1 1 d . . .
N4 N 0.77683(18) -0.10921(8) 0.29208(19) 0.0229(4) Uani 1 1 d . . .
C1 C 0.7684(2) 0.10389(10) 0.5441(2) 0.0200(5) Uani 1 1 d . . .
C2 C 0.7955(2) 0.17441(10) 0.5667(3) 0.0250(5) Uani 1 1 d . . .
H2 H 0.7655 0.1968 0.6521 0.030 Uiso 1 1 calc R . .
C3 C 0.8667(2) 0.21200(11) 0.4641(3) 0.0269(5) Uani 1 1 d . . .
H3 H 0.8844 0.2592 0.4806 0.032 Uiso 1 1 calc R . .
C4 C 0.9111(2) 0.17872(10) 0.3367(3) 0.0276(5) Uani 1 1 d . . .
H4 H 0.9621 0.2032 0.2695 0.033 Uiso 1 1 calc R . .
C5 C 0.8796(2) 0.10913(11) 0.3094(2) 0.0252(5) Uani 1 1 d . . .
H5 H 0.9067 0.0877 0.2213 0.030 Uiso 1 1 calc R . .
C6 C 0.8081(2) 0.07033(10) 0.4116(2) 0.0194(5) Uani 1 1 d . . .
C7 C 0.7769(2) -0.00377(10) 0.3758(2) 0.0196(5) Uani 1 1 d . . .
C8 C 0.8550(2) -0.04990(10) 0.3003(2) 0.0234(5) Uani 1 1 d . . .
H8 H 0.9430 -0.0418 0.2629 0.028 Uiso 1 1 calc R . .
C9 C 0.8005(3) -0.17378(10) 0.2079(2) 0.0291(5) Uani 1 1 d . . .
H9A H 0.7595 -0.2126 0.2580 0.035 Uiso 1 1 calc R . .
H9B H 0.9065 -0.1817 0.2154 0.035 Uiso 1 1 calc R . .
C10 C 0.7266(2) -0.16953(10) 0.0347(3) 0.0243(5) Uani 1 1 d . . .
C11 C 0.8051(2) -0.14462(10) -0.0783(3) 0.0280(5) Uani 1 1 d . . .
H11 H 0.9053 -0.1331 -0.0480 0.034 Uiso 1 1 calc R . .
C12 C 0.7351(2) -0.13667(11) -0.2364(3) 0.0291(5) Uani 1 1 d . . .
H12 H 0.7885 -0.1197 -0.3112 0.035 Uiso 1 1 calc R . .
C13 C 0.5866(2) -0.15391(11) -0.2826(3) 0.0299(5) Uani 1 1 d . . .
H13 H 0.5399 -0.1488 -0.3885 0.036 Uiso 1 1 calc R . .
C14 C 0.5082(2) -0.17862(11) -0.1714(3) 0.0326(6) Uani 1 1 d . . .
H14 H 0.4080 -0.1900 -0.2024 0.039 Uiso 1 1 calc R . .
C15 C 0.5768(2) -0.18676(11) -0.0134(3) 0.0301(6) Uani 1 1 d . . .
H15 H 0.5227 -0.2038 0.0607 0.036 Uiso 1 1 calc R . .
C16 C 0.7409(2) 0.07067(11) 0.8148(3) 0.0256(5) Uani 1 1 d . . .
C17 C 0.6461(2) 0.03108(11) 0.9101(3) 0.0300(5) Uani 1 1 d . . .
H17A H 0.7089 0.0048 0.9917 0.045 Uiso 1 1 calc R . .
H17B H 0.5816 0.0001 0.8411 0.045 Uiso 1 1 calc R . .
H17C H 0.5870 0.0630 0.9587 0.045 Uiso 1 1 calc R . .
H01 H 0.634(2) 0.0392(11) 0.621(3) 0.027(7) Uiso 1 1 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'
O O 0.0106 0.0060 '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
C16 N1 C1 124.31(19) . . ?
C16 N1 H01 116.4(15) . . ?
C1 N1 H01 119.2(15) . . ?
N3 N2 C7 108.85(16) . . ?
N2 N3 N4 106.76(15) . . ?
C8 N4 N3 111.37(16) . . ?
C8 N4 C9 128.36(17) . . ?
N3 N4 C9 119.84(16) . . ?
C2 C1 C6 119.74(18) . . ?
C2 C1 N1 119.56(18) . . ?
C6 C1 N1 120.70(18) . . ?
C3 C2 C1 121.04(19) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 119.50(19) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 119.96(19) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 121.35(19) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.31(19) . . ?
C5 C6 C7 118.86(18) . . ?
C1 C6 C7 122.83(17) . . ?
N2 C7 C8 108.04(17) . . ?
N2 C7 C6 123.15(16) . . ?
C8 C7 C6 128.76(18) . . ?
N4 C8 C7 104.98(17) . . ?
N4 C8 H8 127.5 . . ?
C7 C8 H8 127.5 . . ?
N4 C9 C10 110.65(16) . . ?
N4 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N4 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 C15 118.8(2) . . ?
C11 C10 C9 120.2(2) . . ?
C15 C10 C9 120.83(19) . . ?
C10 C11 C12 120.5(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.7(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C10 120.1(2) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
O1 C16 N1 122.3(2) . . ?
O1 C16 C17 121.8(2) . . ?
N1 C16 C17 115.87(19) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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
O1 C16 1.227(2) . ?
N1 C16 1.355(3) . ?
N1 C1 1.418(2) . ?
N1 H01 0.81(2) . ?
N2 N3 1.325(2) . ?
N2 C7 1.363(2) . ?
N3 N4 1.342(2) . ?
N4 C8 1.342(2) . ?
N4 C9 1.471(2) . ?
C1 C2 1.388(3) . ?
C1 C6 1.405(3) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.476(3) . ?
C7 C8 1.372(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.508(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.387(3) . ?
C10 C15 1.393(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.499(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
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 0.7(2) . . . . ?
N2 N3 N4 C8 -0.7(2) . . . . ?
N2 N3 N4 C9 -173.79(16) . . . . ?
C16 N1 C1 C2 -47.6(3) . . . . ?
C16 N1 C1 C6 133.2(2) . . . . ?
C6 C1 C2 C3 -2.6(3) . . . . ?
N1 C1 C2 C3 178.14(19) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 2.3(3) . . . . ?
C3 C4 C5 C6 -2.4(3) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C5 C6 C7 179.76(19) . . . . ?
C2 C1 C6 C5 2.5(3) . . . . ?
N1 C1 C6 C5 -178.24(18) . . . . ?
C2 C1 C6 C7 -177.29(18) . . . . ?
N1 C1 C6 C7 2.0(3) . . . . ?
N3 N2 C7 C8 -0.4(2) . . . . ?
N3 N2 C7 C6 177.15(17) . . . . ?
C5 C6 C7 N2 -147.03(19) . . . . ?
C1 C6 C7 N2 32.8(3) . . . . ?
C5 C6 C7 C8 30.0(3) . . . . ?
C1 C6 C7 C8 -150.2(2) . . . . ?
N3 N4 C8 C7 0.5(2) . . . . ?
C9 N4 C8 C7 172.81(18) . . . . ?
N2 C7 C8 N4 0.0(2) . . . . ?
C6 C7 C8 N4 -177.40(18) . . . . ?
C8 N4 C9 C10 -84.0(3) . . . . ?
N3 N4 C9 C10 87.8(2) . . . . ?
N4 C9 C10 C11 90.7(2) . . . . ?
N4 C9 C10 C15 -85.7(2) . . . . ?
C15 C10 C11 C12 0.3(3) . . . . ?
C9 C10 C11 C12 -176.14(18) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 0.3(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C13 C14 C15 C10 0.3(3) . . . . ?
C11 C10 C15 C14 -0.3(3) . . . . ?
C9 C10 C15 C14 176.12(18) . . . . ?
C1 N1 C16 O1 -4.8(3) . . . . ?
C1 N1 C16 C17 175.63(17) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652793
