#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:16:04 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/01/1560119.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_1560119
loop_
_publ_author_name
'Kurogi, Takashi'
'Kuroki, Kaito'
'Moritani, Shunsuke'
'Takai, Kazuhiko'
_publ_section_title
;
 Structural elucidation of a methylenation reagent of esters: synthesis
 and reactivity of a dinuclear titanium(iii) methylene complex
;
_journal_issue                   10
_journal_name_full               'Chemical Science'
_journal_page_first              3509
_journal_page_last               3515
_journal_paper_doi               10.1039/D0SC06366E
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C13 H34 Cl4 N4 Ti2'
_chemical_formula_sum            'C13 H34 Cl4 N4 Ti2'
_chemical_formula_weight         484.04
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-01-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-19 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.198(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.348(11)
_cell_length_b                   8.843(4)
_cell_length_c                   12.648(6)
_cell_measurement_reflns_used    3252
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     2233.7(18)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CCD
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device
;
AFC11 (Right): Eulerian 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9148
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.465
_diffrn_reflns_theta_min         3.223
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    1.196
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Jacobson, R. (1998). REQAB. Private communication to the 
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF/hexane'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         4.149
_refine_diff_density_min         -1.211
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         2548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0768
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0970P)²+30.5438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1988
_refine_ls_wR_factor_ref         0.2057
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2217
_reflns_number_total             2548
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc06366e2.cif
_cod_data_source_block           Ti2CH2Cl4tmeda
_cod_depositor_comments
'Adding full bibliography for 1560116--1560121.cif.'
_cod_database_code               1560119
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.890
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ti1 Ti 0.43505(4) 0.20539(10) 0.20584(8) 0.0196(3) Uani 1 1 d . . . . .
Cl1 Cl 0.35324(6) 0.30492(14) 0.00614(11) 0.0265(3) Uani 1 1 d . . . . .
Cl2 Cl 0.51717(6) 0.06513(14) 0.39285(11) 0.0240(3) Uani 1 1 d . . . . .
C1 C 0.500000 0.3880(8) 0.250000 0.0252(14) Uani 1 2 d S T P . .
H1 H 0.468(4) 0.458(8) 0.178(7) 0.05(2) Uiso 1 1 d . . . . .
N1 N 0.3879(2) 0.3057(5) 0.3081(4) 0.0247(9) Uani 1 1 d . . . . .
N2 N 0.3591(2) 0.0065(5) 0.1875(4) 0.0237(9) Uani 1 1 d . . . . .
C2 C 0.3246(3) 0.2189(7) 0.2688(6) 0.0375(13) Uani 1 1 d . . . . .
H2A H 0.307803 0.244242 0.324236 0.045 Uiso 1 1 calc R . . . .
H2B H 0.289943 0.248805 0.183698 0.045 Uiso 1 1 calc R . . . .
C3 C 0.3364(3) 0.0534(7) 0.2728(7) 0.0396(14) Uani 1 1 d . . . . .
H3A H 0.370719 0.023914 0.358245 0.047 Uiso 1 1 calc R . . . .
H3B H 0.294479 -0.000740 0.250370 0.047 Uiso 1 1 calc R . . . .
C4 C 0.3650(3) 0.4640(7) 0.2650(6) 0.0394(14) Uani 1 1 d . . . . .
H4A H 0.339302 0.501091 0.301118 0.059 Uiso 1 1 calc GR . . . .
H4B H 0.336736 0.465347 0.174694 0.059 Uiso 1 1 calc GR . . . .
H4C H 0.404057 0.529251 0.291156 0.059 Uiso 1 1 calc GR . . . .
C5 C 0.4321(3) 0.3153(7) 0.4440(5) 0.0355(13) Uani 1 1 d . . . . .
H5A H 0.409574 0.372996 0.478246 0.053 Uiso 1 1 calc GR . . . .
H5B H 0.473925 0.365970 0.464543 0.053 Uiso 1 1 calc GR . . . .
H5C H 0.441944 0.213130 0.479132 0.053 Uiso 1 1 calc GR . . . .
C6 C 0.3019(3) -0.0085(7) 0.0601(6) 0.0406(14) Uani 1 1 d . . . . .
H6A H 0.272317 -0.089609 0.056641 0.061 Uiso 1 1 calc GR . . . .
H6B H 0.318232 -0.032895 0.004728 0.061 Uiso 1 1 calc GR . . . .
H6C H 0.276949 0.086905 0.034133 0.061 Uiso 1 1 calc GR . . . .
C7 C 0.3890(3) -0.1467(6) 0.2273(7) 0.0413(15) Uani 1 1 d . . . . .
H7A H 0.354537 -0.218127 0.217754 0.062 Uiso 1 1 calc GR . . . .
H7B H 0.425205 -0.143426 0.314141 0.062 Uiso 1 1 calc GR . . . .
H7C H 0.406977 -0.179528 0.176112 0.062 Uiso 1 1 calc GR . . . .
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'
Cl Cl 0.1484 0.1585 '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
Cl1 Ti1 Ti1 123.92(6) . 2_655 ?
Cl1 Ti1 Cl2 170.81(6) . . ?
Cl1 Ti1 N2 91.22(11) . . ?
Cl2 Ti1 Ti1 58.55(4) 2_655 2_655 ?
Cl2 Ti1 Ti1 56.09(4) . 2_655 ?
Cl2 Ti1 Cl1 88.47(6) 2_655 . ?
Cl2 Ti1 Cl2 84.23(7) 2_655 . ?
Cl2 Ti1 N2 95.14(11) 2_655 . ?
C1 Ti1 Ti1 50.81(13) . 2_655 ?
C1 Ti1 Cl1 93.98(10) . . ?
C1 Ti1 Cl2 94.01(11) . 2_655 ?
C1 Ti1 Cl2 92.08(11) . . ?
C1 Ti1 N1 92.55(15) . . ?
C1 Ti1 N2 169.59(12) . . ?
N1 Ti1 Ti1 123.39(12) . 2_655 ?
N1 Ti1 Cl1 95.71(13) . . ?
N1 Ti1 Cl2 171.96(12) . 2_655 ?
N1 Ti1 Cl2 90.90(12) . . ?
N1 Ti1 N2 77.94(15) . . ?
N2 Ti1 Ti1 131.76(10) . 2_655 ?
N2 Ti1 Cl2 83.91(11) . . ?
Ti1 Cl2 Ti1 65.36(6) 2_655 . ?
Ti1 C1 Ti1 78.4(3) 2_655 . ?
C2 N1 Ti1 107.2(3) . . ?
C4 N1 Ti1 110.2(3) . . ?
C4 N1 C2 104.6(5) . . ?
C5 N1 Ti1 115.7(3) . . ?
C5 N1 C2 112.8(5) . . ?
C5 N1 C4 105.8(4) . . ?
C3 N2 Ti1 104.3(3) . . ?
C3 N2 C7 106.9(5) . . ?
C6 N2 Ti1 112.0(3) . . ?
C6 N2 C3 111.0(5) . . ?
C6 N2 C7 106.8(5) . . ?
C7 N2 Ti1 115.9(3) . . ?
C3 C2 N1 111.0(5) . . ?
N2 C3 C2 112.3(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
Ti1 Ti1 2.634(2) 2_655 ?
Ti1 Cl1 2.4093(16) . ?
Ti1 Cl2 2.4049(15) 2_655 ?
Ti1 Cl2 2.4720(15) . ?
Ti1 C1 2.084(6) . ?
Ti1 N1 2.268(4) . ?
Ti1 N2 2.422(4) . ?
N1 C2 1.504(7) . ?
N1 C4 1.497(7) . ?
N1 C5 1.479(7) . ?
N2 C3 1.486(7) . ?
N2 C6 1.473(7) . ?
N2 C7 1.488(7) . ?
C2 C3 1.486(8) . ?
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
Ti1 N1 C2 C3 47.0(6) . . . . ?
Ti1 N2 C3 C2 39.5(6) . . . . ?
N1 C2 C3 N2 -61.5(7) . . . . ?
C4 N1 C2 C3 164.1(5) . . . . ?
C5 N1 C2 C3 -81.5(6) . . . . ?
C6 N2 C3 C2 -81.2(6) . . . . ?
C7 N2 C3 C2 162.7(5) . . . . ?
