#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:48:29 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178724 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/35/4083562.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_4083562
loop_
_publ_author_name
'Kulkarni, Naveen V.'
'Elkin, Tatyana'
'Tumaniskii, Boris'
'Botoshansky, Mark'
'Shimon, Linda J. W.'
'Eisen, Moris S.'
_publ_section_title
;
 Asymmetric Bis(formamidinate) Group 4 Complexes: Synthesis, Structure and
 Their Reactivity in the Polymerization of α-Olefins.
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              3119
_journal_paper_doi               10.1021/om500345r
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C19 H30 N2'
_chemical_formula_weight         286.45
_chemical_name_common            'Moris-315 (Naveen)'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   18.5090(10)
_cell_length_b                   42.721(3)
_cell_length_c                   9.4765(6)
_cell_measurement_reflns_used    82
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.995
_cell_measurement_theta_min      1.902
_cell_volume                     7493.3(8)
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX2 DUO'
_diffrn_measurement_method       '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  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14446
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.91
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.059
_exptl_absorpt_correction_T_max  0.9953
_exptl_absorpt_correction_T_min  0.9722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.016
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pris
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(8)
_refine_ls_extinction_coef       0.0017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3059
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0941
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1100P)²+10.1248P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2433
_refine_ls_wR_factor_ref         0.2607
_reflns_number_gt                2155
_reflns_number_total             3059
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500345r_si_002.cif
_cod_data_source_block           Moris-315
_cod_depositor_comments
'Adding full bibliography for 4083562--4083570.cif.'
_cod_database_code               4083562
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, 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
N1 N -0.00684(19) 0.24155(7) 0.9563(4) 0.0695(9) Uani 1 1 d .
N2 N -0.0116(3) 0.28574(10) 0.8210(4) 0.1130(16) Uani 1 1 d .
H2 H -0.0132 0.2930 0.7365 0.136 Uiso 1 1 calc R
C1 C -0.0035(2) 0.20828(9) 0.9630(4) 0.0695(10) Uani 1 1 d .
C2 C 0.0632(3) 0.19376(10) 0.9720(5) 0.0843(13) Uani 1 1 d .
C3 C 0.0644(4) 0.16139(14) 0.9867(6) 0.1096(18) Uani 1 1 d .
H3 H 0.1086 0.1512 0.9927 0.131 Uiso 1 1 calc R
C4 C 0.0028(5) 0.14434(13) 0.9926(7) 0.121(2) Uani 1 1 d .
H4 H 0.0053 0.1227 1.0011 0.145 Uiso 1 1 calc R
C5 C -0.0628(4) 0.15880(12) 0.9862(6) 0.1081(18) Uani 1 1 d .
H5 H -0.1048 0.1469 0.9911 0.130 Uiso 1 1 calc R
C6 C -0.0677(3) 0.19149(10) 0.9723(5) 0.0823(12) Uani 1 1 d .
C7 C -0.1399(3) 0.20798(13) 0.9687(7) 0.1046(16) Uani 1 1 d .
H7 H -0.1287 0.2299 0.9899 0.126 Uiso 1 1 calc R
C8 C 0.1315(3) 0.21282(15) 0.9683(7) 0.1183(19) Uani 1 1 d .
H8 H 0.1188 0.2344 0.9932 0.142 Uiso 1 1 calc R
C9 C -0.1713(5) 0.2085(3) 0.8246(13) 0.255(7) Uani 1 1 d .
H9A H -0.1933 0.1887 0.8046 0.383 Uiso 1 1 calc R
H9B H -0.1337 0.2125 0.7570 0.383 Uiso 1 1 calc R
H9C H -0.2070 0.2248 0.8189 0.383 Uiso 1 1 calc R
C10 C -0.1886(6) 0.1985(3) 1.0786(16) 0.285(8) Uani 1 1 d .
H10A H -0.1898 0.2142 1.1508 0.428 Uiso 1 1 calc R
H10B H -0.1723 0.1790 1.1185 0.428 Uiso 1 1 calc R
H10C H -0.2361 0.1957 1.0401 0.428 Uiso 1 1 calc R
C11 C 0.1886(5) 0.2019(3) 1.0714(14) 0.210(4) Uani 1 1 d .
H11A H 0.1850 0.1796 1.0833 0.315 Uiso 1 1 calc R
H11B H 0.1814 0.2120 1.1607 0.315 Uiso 1 1 calc R
H11C H 0.2356 0.2071 1.0355 0.315 Uiso 1 1 calc R
C12 C 0.1611(4) 0.2131(2) 0.8190(11) 0.168(3) Uani 1 1 d .
H12A H 0.1846 0.2328 0.8014 0.252 Uiso 1 1 calc R
H12B H 0.1222 0.2104 0.7532 0.252 Uiso 1 1 calc R
H12C H 0.1953 0.1964 0.8079 0.252 Uiso 1 1 calc R
C13 C -0.0062(3) 0.25465(11) 0.8375(5) 0.0861(14) Uani 1 1 d .
H13 H -0.0017 0.2422 0.7575 0.103 Uiso 1 1 calc R
C14 C -0.0151(3) 0.30769(10) 0.9366(5) 0.0972(17) Uani 1 1 d .
H14 H -0.0250 0.2955 1.0220 0.117 Uiso 1 1 calc R
C15 C -0.0754(4) 0.3302(2) 0.9205(11) 0.172(4) Uani 1 1 d .
H15A H -0.1208 0.3189 0.9210 0.206 Uiso 1 1 calc R
H15B H -0.0710 0.3408 0.8304 0.206 Uiso 1 1 calc R
C16 C -0.0757(6) 0.3543(3) 1.0385(12) 0.208(5) Uani 1 1 d .
H16A H -0.1108 0.3704 1.0163 0.249 Uiso 1 1 calc R
H16B H -0.0908 0.3443 1.1254 0.249 Uiso 1 1 calc R
C17 C -0.0060(8) 0.36878(17) 1.0604(10) 0.188(5) Uani 1 1 d .
H17A H 0.0057 0.3817 0.9795 0.226 Uiso 1 1 calc R
H17B H -0.0083 0.3822 1.1428 0.226 Uiso 1 1 calc R
C18 C 0.0494(6) 0.3462(3) 1.0799(13) 0.198(4) Uani 1 1 d .
H18A H 0.0405 0.3348 1.1668 0.238 Uiso 1 1 calc R
H18B H 0.0955 0.3568 1.0892 0.238 Uiso 1 1 calc R
C19 C 0.0539(4) 0.3229(2) 0.9578(10) 0.165(3) Uani 1 1 d .
H19A H 0.0679 0.3338 0.8723 0.198 Uiso 1 1 calc R
H19B H 0.0905 0.3073 0.9782 0.198 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C13 N1 C1 118.9(4)
C13 N2 C14 123.9(4)
C13 N2 H2 118.0
C14 N2 H2 118.0
C2 C1 C6 121.8(4)
C2 C1 N1 119.2(4)
C6 C1 N1 118.8(4)
C1 C2 C3 117.8(5)
C1 C2 C8 120.4(4)
C3 C2 C8 121.9(5)
C4 C3 C2 121.8(6)
C4 C3 H3 119.1
C2 C3 H3 119.1
C3 C4 C5 120.3(5)
C3 C4 H4 119.9
C5 C4 H4 119.9
C4 C5 C6 120.7(5)
C4 C5 H5 119.6
C6 C5 H5 119.6
C1 C6 C5 117.6(5)
C1 C6 C7 120.9(4)
C5 C6 C7 121.5(5)
C10 C7 C9 115.2(8)
C10 C7 C6 114.0(6)
C9 C7 C6 112.0(6)
C10 C7 H7 104.8
C9 C7 H7 104.8
C6 C7 H7 104.8
C2 C8 C11 113.9(6)
C2 C8 C12 109.2(6)
C11 C8 C12 110.7(7)
C2 C8 H8 107.6
C11 C8 H8 107.6
C12 C8 H8 107.6
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C7 C10 H10A 109.5
C7 C10 H10B 109.5
H10A C10 H10B 109.5
C7 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C8 C11 H11A 109.5
C8 C11 H11B 109.5
H11A C11 H11B 109.5
C8 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C8 C12 H12A 109.5
C8 C12 H12B 109.5
H12A C12 H12B 109.5
C8 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N1 C13 N2 123.0(4)
N1 C13 H13 118.5
N2 C13 H13 118.5
N2 C14 C19 111.0(5)
N2 C14 C15 112.1(5)
C19 C14 C15 112.9(6)
N2 C14 H14 106.8
C19 C14 H14 106.8
C15 C14 H14 106.8
C14 C15 C16 111.5(7)
C14 C15 H15A 109.3
C16 C15 H15A 109.3
C14 C15 H15B 109.3
C16 C15 H15B 109.3
H15A C15 H15B 108.0
C17 C16 C15 113.1(8)
C17 C16 H16A 109.0
C15 C16 H16A 109.0
C17 C16 H16B 109.0
C15 C16 H16B 109.0
H16A C16 H16B 107.8
C18 C17 C16 111.9(7)
C18 C17 H17A 109.2
C16 C17 H17A 109.2
C18 C17 H17B 109.2
C16 C17 H17B 109.2
H17A C17 H17B 107.9
C17 C18 C19 112.5(8)
C17 C18 H18A 109.1
C19 C18 H18A 109.1
C17 C18 H18B 109.1
C19 C18 H18B 109.1
H18A C18 H18B 107.8
C14 C19 C18 110.4(7)
C14 C19 H19A 109.6
C18 C19 H19A 109.6
C14 C19 H19B 109.6
C18 C19 H19B 109.6
H19A C19 H19B 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C13 1.257(5)
N1 C1 1.424(5)
N2 C13 1.341(6)
N2 C14 1.444(6)
N2 H2 0.8600
C1 C2 1.385(6)
C1 C6 1.390(6)
C2 C3 1.390(7)
C2 C8 1.504(7)
C3 C4 1.353(9)
C3 H3 0.9300
C4 C5 1.365(8)
C4 H4 0.9300
C5 C6 1.406(7)
C5 H5 0.9300
C6 C7 1.511(7)
C7 C10 1.436(11)
C7 C9 1.485(12)
C7 H7 0.9800
C8 C11 1.512(11)
C8 C12 1.518(11)
C8 H8 0.9800
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 0.9600
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 0.9600
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C13 H13 0.9300
C14 C19 1.447(9)
C14 C15 1.480(9)
C14 H14 0.9800
C15 C16 1.521(12)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.446(12)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C18 1.422(12)
C17 H17A 0.9700
C17 H17B 0.9700
C18 C19 1.527(12)
C18 H18A 0.9700
C18 H18B 0.9700
C19 H19A 0.9700
C19 H19B 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
C13 N1 C1 C2 90.7(5)
C13 N1 C1 C6 -94.7(5)
C6 C1 C2 C3 1.8(7)
N1 C1 C2 C3 176.3(4)
C6 C1 C2 C8 -177.1(5)
N1 C1 C2 C8 -2.7(6)
C1 C2 C3 C4 -0.2(8)
C8 C2 C3 C4 178.7(6)
C2 C3 C4 C5 -1.0(10)
C3 C4 C5 C6 0.5(10)
C2 C1 C6 C5 -2.2(7)
N1 C1 C6 C5 -176.7(4)
C2 C1 C6 C7 177.2(4)
N1 C1 C6 C7 2.8(6)
C4 C5 C6 C1 1.1(8)
C4 C5 C6 C7 -178.4(6)
C1 C6 C7 C10 -131.5(9)
C5 C6 C7 C10 48.0(10)
C1 C6 C7 C9 95.4(8)
C5 C6 C7 C9 -85.1(9)
C1 C2 C8 C11 139.1(7)
C3 C2 C8 C11 -39.8(9)
C1 C2 C8 C12 -96.6(7)
C3 C2 C8 C12 84.5(8)
C1 N1 C13 N2 177.6(5)
C14 N2 C13 N1 3.4(9)
C13 N2 C14 C19 102.1(7)
C13 N2 C14 C15 -130.7(6)
N2 C14 C15 C16 -176.7(8)
C19 C14 C15 C16 -50.5(10)
C14 C15 C16 C17 49.6(12)
C15 C16 C17 C18 -53.0(13)
C16 C17 C18 C19 55.9(14)
N2 C14 C19 C18 179.7(7)
C15 C14 C19 C18 52.9(10)
C17 C18 C19 C14 -56.0(13)
