#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:42:34 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179343 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/40/4324075.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_4324075
loop_
_publ_author_name
'Dapeng Zhao'
'Bo Gao'
'Wei Gao'
'Xuyang Luo'
'Duihai Tang'
'Ying Mu'
'Ling Ye'
_publ_section_title
;
 New Titanium Complexes with Symmetric or Asymmetric
 cis-9,10-Dihydrophenanthrenediamide Ligands Formed through Sequential
 Intramolecular C-C Bond-Forming Reactions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              30
_journal_page_last               36
_journal_paper_doi               10.1021/ic1008768
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C44 H58 N2 O2 Ti'
_chemical_formula_weight         694.82
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 116.54(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.693(4)
_cell_length_b                   10.332(2)
_cell_length_c                   21.767(4)
_cell_measurement_temperature    293(2)
_cell_volume                     3962.2(17)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SHELXTL'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'multiwire proportional'
_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  0.1190
_diffrn_reflns_av_sigmaI/netI    0.1015
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            29460
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.04
_diffrn_standards_decay_%        none
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.397
_exptl_crystal_size_mid          0.339
_exptl_crystal_size_min          0.127
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       0.0033(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         6966
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1213
_refine_ls_R_factor_gt           0.0603
_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)+(0.0582P)²+0.8691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1510
_reflns_number_gt                4097
_reflns_number_total             6966
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1008768_si_001_1.cif
_cod_data_source_block           2a
_cod_original_cell_volume        3962.3(14)
_cod_database_code               4324075
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.59749(16) 0.6859(3) 0.78594(12) 0.0252(6) Uani 1 1 d . . .
N2 N 0.44829(16) 0.6957(3) 0.74147(13) 0.0255(6) Uani 1 1 d . . .
O1 O 0.51542(15) 0.9459(2) 0.71362(12) 0.0373(6) Uani 1 1 d . . .
O2 O 0.54091(15) 0.8968(2) 0.85313(11) 0.0362(6) Uani 1 1 d . . .
Ti Ti 0.52688(4) 0.82171(6) 0.77467(3) 0.02738(19) Uani 1 1 d . . .
C1 C 0.5454(2) 0.6229(3) 0.66187(15) 0.0267(8) Uani 1 1 d . . .
C2 C 0.6031(2) 0.6887(3) 0.65569(17) 0.0340(9) Uani 1 1 d . . .
H2 H 0.6470 0.7096 0.6950 0.041 Uiso 1 1 calc R . .
C3 C 0.5969(3) 0.7244(4) 0.59188(19) 0.0435(10) Uani 1 1 d . . .
H3 H 0.6365 0.7677 0.5885 0.052 Uiso 1 1 calc R . .
C4 C 0.5315(2) 0.6951(4) 0.53349(18) 0.0410(10) Uani 1 1 d . . .
H4 H 0.5261 0.7214 0.4907 0.049 Uiso 1 1 calc R . .
C6 C 0.4807(2) 0.5875(3) 0.60260(16) 0.0313(9) Uani 1 1 d . . .
C7 C 0.4224(2) 0.5062(3) 0.60767(17) 0.0309(8) Uani 1 1 d . . .
C8 C 0.3683(2) 0.4377(4) 0.55139(19) 0.0437(10) Uani 1 1 d . . .
H8 H 0.3692 0.4434 0.5091 0.052 Uiso 1 1 calc R . .
C9 C 0.3143(3) 0.3629(4) 0.5572(2) 0.0533(12) Uani 1 1 d . . .
H9 H 0.2788 0.3193 0.5190 0.064 Uiso 1 1 calc R . .
C10 C 0.3121(3) 0.3515(4) 0.6196(2) 0.0532(12) Uani 1 1 d . . .
H10 H 0.2756 0.3002 0.6237 0.064 Uiso 1 1 calc R . .
C11 C 0.3652(2) 0.4175(4) 0.67580(19) 0.0411(10) Uani 1 1 d . . .
H11 H 0.3638 0.4107 0.7178 0.049 Uiso 1 1 calc R . .
C12 C 0.4203(2) 0.4936(3) 0.67078(17) 0.0301(8) Uani 1 1 d . . .
C5 C 0.4745(2) 0.6271(4) 0.53879(17) 0.0380(10) Uani 1 1 d . . .
H5 H 0.4308 0.6070 0.4992 0.046 Uiso 1 1 calc R . .
C13 C 0.5538(2) 0.5867(3) 0.73304(15) 0.0248(8) Uani 1 1 d . . .
H13 H 0.5820 0.5050 0.7466 0.030 Uiso 1 1 calc R . .
C14 C 0.4765(2) 0.5657(3) 0.73289(16) 0.0268(8) Uani 1 1 d . . .
H14 H 0.4852 0.5140 0.7735 0.032 Uiso 1 1 calc R . .
C15 C 0.3775(2) 0.6958(3) 0.74403(17) 0.0301(8) Uani 1 1 d . . .
C16 C 0.3725(2) 0.6549(3) 0.80387(18) 0.0357(9) Uani 1 1 d . . .
C17 C 0.3022(3) 0.6529(4) 0.8029(2) 0.0534(12) Uani 1 1 d . . .
H17 H 0.2983 0.6255 0.8419 0.064 Uiso 1 1 calc R . .
C18 C 0.2376(3) 0.6899(5) 0.7462(2) 0.0625(13) Uani 1 1 d . . .
H18 H 0.1907 0.6865 0.7468 0.075 Uiso 1 1 calc R . .
C19 C 0.2429(3) 0.7322(5) 0.6886(2) 0.0573(12) Uani 1 1 d . . .
H19 H 0.1993 0.7591 0.6506 0.069 Uiso 1 1 calc R . .
C20 C 0.3121(2) 0.7354(4) 0.68632(19) 0.0398(10) Uani 1 1 d . . .
C21 C 0.4418(2) 0.6163(4) 0.86871(17) 0.0403(10) Uani 1 1 d . . .
H21 H 0.4865 0.6268 0.8605 0.048 Uiso 1 1 calc R . .
C22 C 0.4516(3) 0.7045(4) 0.9290(2) 0.0636(14) Uani 1 1 d . . .
H22A H 0.4521 0.7933 0.9163 0.095 Uiso 1 1 calc R . .
H22B H 0.4986 0.6844 0.9682 0.095 Uiso 1 1 calc R . .
H22C H 0.4102 0.6908 0.9403 0.095 Uiso 1 1 calc R . .
C23 C 0.4379(3) 0.4747(4) 0.8876(2) 0.0528(12) Uani 1 1 d . . .
H23A H 0.3937 0.4619 0.8948 0.079 Uiso 1 1 calc R . .
H23B H 0.4825 0.4537 0.9288 0.079 Uiso 1 1 calc R . .
H23C H 0.4350 0.4199 0.8509 0.079 Uiso 1 1 calc R . .
C24 C 0.3047(3) 0.9355(4) 0.6201(2) 0.0510(11) Uani 1 1 d . . .
H24A H 0.2554 0.9554 0.6164 0.077 Uiso 1 1 calc R . .
H24B H 0.3090 0.9694 0.5808 0.077 Uiso 1 1 calc R . .
H24C H 0.3430 0.9738 0.6611 0.077 Uiso 1 1 calc R . .
C25 C 0.3156(2) 0.7888(4) 0.62300(18) 0.0418(10) Uani 1 1 d . . .
H25 H 0.3664 0.7712 0.6272 0.050 Uiso 1 1 calc R . .
C26 C 0.2581(3) 0.7255(4) 0.5570(2) 0.0591(13) Uani 1 1 d . . .
H26A H 0.2643 0.6333 0.5607 0.089 Uiso 1 1 calc R . .
H26B H 0.2660 0.7559 0.5190 0.089 Uiso 1 1 calc R . .
H26C H 0.2076 0.7475 0.5496 0.089 Uiso 1 1 calc R . .
C27 C 0.6755(2) 0.6647(3) 0.83192(15) 0.0260(8) Uani 1 1 d . . .
C28 C 0.6986(2) 0.5558(3) 0.87587(15) 0.0284(8) Uani 1 1 d . . .
C29 C 0.7750(2) 0.5350(4) 0.91697(17) 0.0367(9) Uani 1 1 d . . .
H29 H 0.7901 0.4618 0.9447 0.044 Uiso 1 1 calc R . .
C30 C 0.8297(2) 0.6200(4) 0.91794(17) 0.0388(9) Uani 1 1 d . . .
H30 H 0.8810 0.6031 0.9448 0.047 Uiso 1 1 calc R . .
C31 C 0.8064(2) 0.7305(4) 0.87816(17) 0.0342(9) Uani 1 1 d . . .
H31 H 0.8428 0.7899 0.8801 0.041 Uiso 1 1 calc R . .
C32 C 0.7309(2) 0.7555(3) 0.83558(16) 0.0299(8) Uani 1 1 d . . .
C33 C 0.6425(2) 0.4632(3) 0.88265(16) 0.0326(9) Uani 1 1 d . . .
H33 H 0.5913 0.4937 0.8522 0.039 Uiso 1 1 calc R . .
C34 C 0.6505(3) 0.4609(4) 0.95550(18) 0.0501(11) Uani 1 1 d . . .
H34A H 0.7009 0.4338 0.9867 0.075 Uiso 1 1 calc R . .
H34B H 0.6143 0.4015 0.9579 0.075 Uiso 1 1 calc R . .
H34C H 0.6414 0.5460 0.9679 0.075 Uiso 1 1 calc R . .
C35 C 0.6504(3) 0.3262(4) 0.8609(2) 0.0581(13) Uani 1 1 d . . .
H35A H 0.6449 0.3274 0.8148 0.087 Uiso 1 1 calc R . .
H35B H 0.6118 0.2722 0.8629 0.087 Uiso 1 1 calc R . .
H35C H 0.6995 0.2926 0.8913 0.087 Uiso 1 1 calc R . .
C36 C 0.7108(2) 0.8842(3) 0.79768(18) 0.0345(9) Uani 1 1 d . . .
H36 H 0.6571 0.8810 0.7642 0.041 Uiso 1 1 calc R . .
C37 C 0.7205(3) 0.9938(4) 0.8480(2) 0.0517(12) Uani 1 1 d . . .
H37A H 0.6901 0.9764 0.8713 0.078 Uiso 1 1 calc R . .
H37B H 0.7046 1.0739 0.8233 0.078 Uiso 1 1 calc R . .
H37C H 0.7729 0.9999 0.8809 0.078 Uiso 1 1 calc R . .
C38 C 0.7572(3) 0.9125(4) 0.7586(2) 0.0491(11) Uani 1 1 d . . .
H38A H 0.8097 0.9213 0.7906 0.074 Uiso 1 1 calc R . .
H38B H 0.7395 0.9914 0.7331 0.074 Uiso 1 1 calc R . .
H38C H 0.7513 0.8425 0.7276 0.074 Uiso 1 1 calc R . .
C39 C 0.5429(3) 1.0217(4) 0.8819(2) 0.0511(12) Uani 1 1 d . . .
H39 H 0.5709 1.0797 0.8657 0.061 Uiso 1 1 calc R . .
C40 C 0.5859(3) 1.0139(5) 0.9584(2) 0.0844(18) Uani 1 1 d . . .
H40A H 0.5602 0.9563 0.9756 0.127 Uiso 1 1 calc R . .
H40B H 0.5889 1.0985 0.9778 0.127 Uiso 1 1 calc R . .
H40C H 0.6362 0.9821 0.9709 0.127 Uiso 1 1 calc R . .
C41 C 0.4646(3) 1.0737(5) 0.8568(3) 0.0853(18) Uani 1 1 d . . .
H41A H 0.4406 1.0768 0.8076 0.128 Uiso 1 1 calc R . .
H41B H 0.4667 1.1593 0.8747 0.128 Uiso 1 1 calc R . .
H41C H 0.4358 1.0185 0.8720 0.128 Uiso 1 1 calc R . .
C42 C 0.5271(3) 1.0264(4) 0.6663(2) 0.0531(12) Uani 1 1 d . . .
H42 H 0.5788 1.0098 0.6724 0.064 Uiso 1 1 calc R . .
C43 C 0.5235(4) 1.1642(4) 0.6827(2) 0.090(2) Uani 1 1 d . . .
H43A H 0.4746 1.1826 0.6803 0.135 Uiso 1 1 calc R . .
H43B H 0.5314 1.2174 0.6503 0.135 Uiso 1 1 calc R . .
H43C H 0.5623 1.1820 0.7282 0.135 Uiso 1 1 calc R . .
C44 C 0.4746(3) 0.9924(4) 0.59419(18) 0.0518(12) Uani 1 1 d . . .
H44A H 0.4761 0.9007 0.5879 0.078 Uiso 1 1 calc R . .
H44B H 0.4900 1.0367 0.5637 0.078 Uiso 1 1 calc R . .
H44C H 0.4239 1.0179 0.5844 0.078 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'
Ti Ti 0.2776 0.4457 '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
C27 N1 C13 120.3(3) . . ?
C27 N1 Ti 134.1(2) . . ?
C13 N1 Ti 105.7(2) . . ?
C15 N2 C14 115.6(3) . . ?
C15 N2 Ti 129.1(2) . . ?
C14 N2 Ti 112.2(2) . . ?
C42 O1 Ti 162.2(3) . . ?
C39 O2 Ti 141.0(2) . . ?
O2 Ti O1 108.31(11) . . ?
O2 Ti N2 114.45(12) . . ?
O1 Ti N2 113.47(12) . . ?
O2 Ti N1 113.83(12) . . ?
O1 Ti N1 117.71(12) . . ?
N2 Ti N1 88.15(12) . . ?
C2 C1 C6 119.3(3) . . ?
C2 C1 C13 119.8(3) . . ?
C6 C1 C13 120.8(3) . . ?
C1 C2 C3 121.3(4) . . ?
C4 C3 C2 119.5(4) . . ?
C5 C4 C3 119.8(3) . . ?
C1 C6 C5 118.6(4) . . ?
C1 C6 C7 120.1(3) . . ?
C5 C6 C7 121.2(3) . . ?
C12 C7 C8 117.7(4) . . ?
C12 C7 C6 119.7(3) . . ?
C8 C7 C6 122.6(3) . . ?
C9 C8 C7 121.6(4) . . ?
C8 C9 C10 120.4(4) . . ?
C9 C10 C11 119.0(4) . . ?
C12 C11 C10 121.3(4) . . ?
C11 C12 C7 120.0(3) . . ?
C11 C12 C14 119.9(3) . . ?
C7 C12 C14 120.1(3) . . ?
C4 C5 C6 121.4(4) . . ?
N1 C13 C1 112.2(3) . . ?
N1 C13 C14 109.1(3) . . ?
C1 C13 C14 111.9(3) . . ?
N2 C14 C12 113.0(3) . . ?
N2 C14 C13 107.3(3) . . ?
C12 C14 C13 113.7(3) . . ?
C20 C15 C16 120.0(4) . . ?
C20 C15 N2 119.3(3) . . ?
C16 C15 N2 120.6(3) . . ?
C17 C16 C15 118.3(4) . . ?
C17 C16 C21 119.5(3) . . ?
C15 C16 C21 122.2(4) . . ?
C18 C17 C16 122.1(4) . . ?
C17 C18 C19 119.4(4) . . ?
C18 C19 C20 121.1(4) . . ?
C19 C20 C15 119.0(3) . . ?
C19 C20 C25 119.1(4) . . ?
C15 C20 C25 121.8(4) . . ?
C16 C21 C23 111.7(3) . . ?
C16 C21 C22 110.9(4) . . ?
C23 C21 C22 109.9(3) . . ?
C20 C25 C26 112.6(4) . . ?
C20 C25 C24 109.7(3) . . ?
C26 C25 C24 110.8(3) . . ?
C32 C27 C28 118.9(3) . . ?
C32 C27 N1 120.0(3) . . ?
C28 C27 N1 121.1(3) . . ?
C29 C28 C27 119.3(3) . . ?
C29 C28 C33 117.9(3) . . ?
C27 C28 C33 122.7(3) . . ?
C28 C29 C30 121.8(4) . . ?
C31 C30 C29 118.5(4) . . ?
C32 C31 C30 122.1(4) . . ?
C31 C32 C27 119.1(3) . . ?
C31 C32 C36 118.0(3) . . ?
C27 C32 C36 122.9(3) . . ?
C28 C33 C34 111.7(3) . . ?
C28 C33 C35 112.2(3) . . ?
C34 C33 C35 109.4(3) . . ?
C32 C36 C37 109.9(3) . . ?
C32 C36 C38 113.2(3) . . ?
C37 C36 C38 110.0(3) . . ?
O2 C39 C41 110.1(4) . . ?
O2 C39 C40 109.4(4) . . ?
C41 C39 C40 114.0(4) . . ?
O1 C42 C43 110.3(4) . . ?
O1 C42 C44 111.5(3) . . ?
C43 C42 C44 113.5(4) . . ?
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 C27 1.427(4) . ?
N1 C13 1.494(4) . ?
N1 Ti 1.913(3) . ?
N2 C15 1.421(4) . ?
N2 C14 1.496(4) . ?
N2 Ti 1.901(3) . ?
O1 C42 1.421(4) . ?
O1 Ti 1.787(2) . ?
O2 C39 1.428(4) . ?
O2 Ti 1.781(2) . ?
C1 C2 1.382(5) . ?
C1 C6 1.397(5) . ?
C1 C13 1.529(4) . ?
C2 C3 1.388(5) . ?
C3 C4 1.379(5) . ?
C4 C5 1.373(5) . ?
C6 C5 1.400(5) . ?
C6 C7 1.466(5) . ?
C7 C12 1.399(4) . ?
C7 C8 1.404(5) . ?
C8 C9 1.365(6) . ?
C9 C10 1.382(6) . ?
C10 C11 1.383(5) . ?
C11 C12 1.383(5) . ?
C12 C14 1.507(5) . ?
C13 C14 1.536(5) . ?
C15 C20 1.399(5) . ?
C15 C16 1.413(5) . ?
C16 C17 1.375(6) . ?
C16 C21 1.513(5) . ?
C17 C18 1.372(6) . ?
C18 C19 1.375(6) . ?
C19 C20 1.386(6) . ?
C20 C25 1.514(5) . ?
C21 C23 1.531(5) . ?
C21 C22 1.538(5) . ?
C24 C25 1.528(5) . ?
C25 C26 1.524(5) . ?
C27 C32 1.413(5) . ?
C27 C28 1.414(4) . ?
C28 C29 1.382(5) . ?
C28 C33 1.516(5) . ?
C29 C30 1.382(5) . ?
C30 C31 1.382(5) . ?
C31 C32 1.381(5) . ?
C32 C36 1.521(5) . ?
C33 C34 1.522(4) . ?
C33 C35 1.522(5) . ?
C36 C37 1.526(5) . ?
C36 C38 1.529(5) . ?
C39 C41 1.489(7) . ?
C39 C40 1.494(6) . ?
C42 C43 1.477(6) . ?
C42 C44 1.484(5) . ?
