#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:45:10 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178699 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/10/4081090.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_4081090
loop_
_publ_author_name
'Yuan, Jianchao'
'Wang, Fuzhou'
'Xu, Weibing'
'Mei, Tongjian'
'Li, Jing'
'Yuan, Bingnian'
'Song, Fengying'
'Jia, Zong'
_publ_section_title
;
 Chiral Naphthyl-α-diimine Nickel(II) Catalysts Bearingsec-Phenethyl
 Groups: Chain-Walking Polymerization of Ethylene at High Temperature and
 Stereoselective Polymerization of Methyl Methacrylate at Low Temperature
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3960
_journal_paper_doi               10.1021/om400433t
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C34 H24 N2'
_chemical_formula_weight         460.55
_space_group_IT_number           142
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4bd 2c'
_symmetry_space_group_name_H-M   'I 41/a c d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2013-05-21 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   21.644(9)
_cell_length_b                   21.644(9)
_cell_length_c                   24.538(12)
_cell_measurement_reflns_used    983
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.65
_cell_measurement_theta_min      2.51
_cell_volume                     11495(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.1241
_diffrn_reflns_av_sigmaI/netI    0.0755
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16817
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.9829
_exptl_absorpt_correction_T_min  0.9804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.064
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3872
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_platon_squeeze_details
;
;
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.2828
_refine_ls_R_factor_gt           0.1540
_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)+(0.3000P)²+0.8564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3806
_refine_ls_wR_factor_ref         0.4484
_reflns_number_gt                860
_reflns_number_total             2500
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400433t_si_002.cif
_cod_data_source_block           1d
_cod_original_cell_volume        11496(9)
_cod_original_sg_symbol_H-M      I4(1)/acd
_cod_database_code               4081090
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+1/4, x+3/4, z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-x+1/2, y, -z'
'x, -y, -z+1/2'
'y+1/4, x+3/4, -z+3/4'
'-y+1/4, -x+1/4, -z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+3/4, x+5/4, z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-x+1, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1'
'y+3/4, x+5/4, -z+5/4'
'-y+3/4, -x+3/4, -z+3/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-1/4, -x-3/4, -z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'x-1/2, -y, z'
'-x, y, z-1/2'
'-y-1/4, -x-3/4, z-3/4'
'y-1/4, x-1/4, z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y+1/4, -x-1/4, -z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'-y+1/4, -x-1/4, z-1/4'
'y+1/4, x+1/4, z+1/4'
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
C1 C 0.8983(3) 0.9762(3) 0.0869(4) 0.077(2) Uani 1 1 d .
C2 C 0.9088(4) 0.9739(4) 0.0302(4) 0.091(3) Uani 1 1 d .
C3 C 0.9571(5) 0.9333(5) 0.0134(6) 0.122(4) Uani 1 1 d .
H3 H 0.9655 0.9299 -0.0237 0.147 Uiso 1 1 calc R
C4 C 0.9898(5) 0.9010(5) 0.0470(7) 0.117(4) Uani 1 1 d .
H4 H 1.0205 0.8755 0.0330 0.140 Uiso 1 1 calc R
C5 C 0.9810(4) 0.9027(4) 0.1038(6) 0.099(3) Uani 1 1 d .
C6 C 1.0163(4) 0.8685(5) 0.1437(7) 0.123(4) Uani 1 1 d .
H6 H 1.0481 0.8433 0.1314 0.148 Uiso 1 1 calc R
C7 C 1.0058(6) 0.8710(6) 0.1968(7) 0.133(5) Uani 1 1 d .
H7 H 1.0292 0.8481 0.2214 0.160 Uiso 1 1 calc R
C8 C 0.9582(6) 0.9096(5) 0.2140(5) 0.119(4) Uani 1 1 d .
H8 H 0.9498 0.9122 0.2511 0.143 Uiso 1 1 calc R
C9 C 0.9249(4) 0.9423(4) 0.1805(5) 0.092(3) Uani 1 1 d .
H9 H 0.8941 0.9677 0.1946 0.110 Uiso 1 1 calc R
C10 C 0.9338(3) 0.9404(4) 0.1242(5) 0.086(3) Uani 1 1 d .
C11 C 0.7982(3) 1.0029(3) 0.1132(3) 0.067(2) Uani 1 1 d .
C12 C 0.7646(3) 0.9448(3) 0.1023(3) 0.068(2) Uani 1 1 d .
C13 C 0.7771(4) 0.8894(4) 0.0811(3) 0.080(2) Uani 1 1 d .
H13 H 0.8165 0.8813 0.0676 0.095 Uiso 1 1 calc R
C14 C 0.7332(4) 0.8445(4) 0.0788(4) 0.091(3) Uani 1 1 d .
H14 H 0.7428 0.8069 0.0624 0.109 Uiso 1 1 calc R
C15 C 0.7039(3) 0.9539(3) 0.1250 0.068(3) Uani 1 2 d S
C16 C 0.6594(3) 0.9094(3) 0.1250 0.081(3) Uani 1 2 d S
C17 C 0.6030(4) 0.9250(5) 0.1499(4) 0.097(3) Uani 1 1 d .
H17 H 0.5714 0.8960 0.1520 0.116 Uiso 1 1 calc R
C18 C 0.8716(4) 1.0094(6) -0.0067(4) 0.121(4) Uani 1 1 d .
H18A H 0.8313 0.9913 -0.0092 0.181 Uiso 1 1 calc R
H18B H 0.8906 1.0096 -0.0420 0.181 Uiso 1 1 calc R
H18C H 0.8682 1.0510 0.0065 0.181 Uiso 1 1 calc R
N1 N 0.8546(3) 1.0175(3) 0.1079(3) 0.0744(19) Uani 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'
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
N1 C1 C2 119.7(8) . .
N1 C1 C10 118.4(8) . .
C2 C1 C10 121.9(8) . .
C1 C2 C3 115.1(10) . .
C1 C2 C18 120.9(8) . .
C3 C2 C18 124.0(11) . .
C4 C3 C2 123.4(12) . .
C4 C3 H3 118.3 . .
C2 C3 H3 118.3 . .
C3 C4 C5 122.9(10) . .
C3 C4 H4 118.5 . .
C5 C4 H4 118.5 . .
C10 C5 C4 117.9(10) . .
C10 C5 C6 116.2(11) . .
C4 C5 C6 125.9(10) . .
C7 C6 C5 123.8(11) . .
C7 C6 H6 118.1 . .
C5 C6 H6 118.1 . .
C6 C7 C8 116.6(11) . .
C6 C7 H7 121.7 . .
C8 C7 H7 121.7 . .
C9 C8 C7 123.1(12) . .
C9 C8 H8 118.5 . .
C7 C8 H8 118.5 . .
C8 C9 C10 122.1(10) . .
C8 C9 H9 118.9 . .
C10 C9 H9 118.9 . .
C9 C10 C5 118.2(10) . .
C9 C10 C1 123.1(8) . .
C5 C10 C1 118.7(10) . .
N1 C11 C12 132.0(6) . .
N1 C11 C11 120.3(4) . 15_444
C12 C11 C11 107.7(4) . 15_444
C13 C12 C15 117.3(7) . .
C13 C12 C11 137.3(7) . .
C15 C12 C11 105.3(6) . .
C12 C13 C14 121.0(8) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C13 C14 C17 121.9(8) . 15_444
C13 C14 H14 119.1 . .
C17 C14 H14 119.1 15_444 .
C16 C15 C12 123.2(4) . .
C16 C15 C12 123.2(4) . 15_444
C12 C15 C12 113.5(9) . 15_444
C15 C16 C17 116.3(6) . .
C15 C16 C17 116.3(6) . 15_444
C17 C16 C17 127.4(11) . 15_444
C14 C17 C16 120.1(8) 15_444 .
C14 C17 H17 119.9 15_444 .
C16 C17 H17 119.9 . .
C2 C18 H18A 109.5 . .
C2 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C2 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C11 N1 C1 121.9(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.400(9) .
C1 C2 1.411(12) .
C1 C10 1.425(12) .
C2 C3 1.427(13) .
C2 C18 1.433(13) .
C3 C4 1.293(16) .
C3 H3 0.9300 .
C4 C5 1.407(16) .
C4 H4 0.9300 .
C5 C10 1.400(12) .
C5 C6 1.445(16) .
C6 C7 1.324(18) .
C6 H6 0.9300 .
C7 C8 1.393(16) .
C7 H7 0.9300 .
C8 C9 1.301(13) .
C8 H8 0.9300 .
C9 C10 1.396(13) .
C9 H9 0.9300 .
C11 N1 1.268(8) .
C11 C12 1.476(10) .
C11 C11 1.504(13) 15_444
C12 C13 1.337(9) .
C12 C15 1.439(9) .
C13 C14 1.360(11) .
C13 H13 0.9300 .
C14 C17 1.377(12) 15_444
C14 H14 0.9300 .
C15 C16 1.365(14) .
C15 C12 1.439(9) 15_444
C16 C17 1.406(10) .
C16 C17 1.406(10) 15_444
C17 C14 1.377(12) 15_444
C17 H17 0.9300 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 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_4
N1 C1 C2 C3 176.0(7) . .
C10 C1 C2 C3 0.0(11) . .
N1 C1 C2 C18 -5.4(12) . .
C10 C1 C2 C18 178.7(8) . .
C1 C2 C3 C4 -0.6(14) . .
C18 C2 C3 C4 -179.2(10) . .
C2 C3 C4 C5 -0.1(17) . .
C3 C4 C5 C10 1.3(14) . .
C3 C4 C5 C6 -179.2(10) . .
C10 C5 C6 C7 0.4(15) . .
C4 C5 C6 C7 -179.1(11) . .
C5 C6 C7 C8 -0.6(18) . .
C6 C7 C8 C9 -0.2(17) . .
C7 C8 C9 C10 1.0(15) . .
C8 C9 C10 C5 -1.1(12) . .
C8 C9 C10 C1 -179.4(8) . .
C4 C5 C10 C9 180.0(8) . .
C6 C5 C10 C9 0.4(11) . .
C4 C5 C10 C1 -1.7(11) . .
C6 C5 C10 C1 178.7(7) . .
N1 C1 C10 C9 3.3(10) . .
C2 C1 C10 C9 179.3(7) . .
N1 C1 C10 C5 -174.9(6) . .
C2 C1 C10 C5 1.1(10) . .
N1 C11 C12 C13 -5.0(16) . .
C11 C11 C12 C13 178.0(9) 15_444 .
N1 C11 C12 C15 170.5(7) . .
C11 C11 C12 C15 -6.5(9) 15_444 .
C15 C12 C13 C14 3.0(11) . .
C11 C12 C13 C14 178.0(9) . .
C12 C13 C14 C17 -2.7(14) . 15_444
C13 C12 C15 C16 -0.9(8) . .
C11 C12 C15 C16 -177.4(3) . .
C13 C12 C15 C12 179.1(8) . 15_444
C11 C12 C15 C12 2.6(3) . 15_444
C12 C15 C16 C17 178.5(5) . .
C12 C15 C16 C17 -1.5(5) 15_444 .
C12 C15 C16 C17 -1.5(5) . 15_444
C12 C15 C16 C17 178.5(5) 15_444 15_444
C15 C16 C17 C14 1.9(10) . 15_444
C17 C16 C17 C14 -178.1(10) 15_444 15_444
C12 C11 N1 C1 2.2(13) . .
C11 C11 N1 C1 178.9(8) 15_444 .
C2 C1 N1 C11 88.8(9) . .
C10 C1 N1 C11 -95.1(9) . .
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
_platon_squeeze_void_content
1 0.000 0.250 0.125 243 56 ' '
2 0.000 0.250 0.625 243 56 ' '
3 0.000 0.750 0.375 243 56 ' '
4 0.000 0.750 0.875 243 56 ' '
5 0.500 0.250 0.375 243 56 ' '
6 0.500 0.250 0.875 243 56 ' '
7 0.500 0.750 0.625 243 56 ' '
8 0.500 0.750 0.125 243 56 ' '
