#------------------------------------------------------------------------------
#$Date: 2019-03-05 09:52:05 +0100 (mar 05 de mar de 2019) $
#$Revision: 213973 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/06/7010671.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_7010671
loop_
_publ_author_name
'Coles, Martyn P.'
'Hitchcock, Peter B.'
_publ_section_title
;
 Titanium complexes incorporating bicyclic guanidinate ligands.
 Structure of a novel titanium--aluminium complex
;
_journal_issue                   8
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1169
_journal_paper_doi               10.1039/b102034j
_journal_year                    2001
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         '(C14 H24 Cl2 N6 Ti1)(C7 H8)'
_chemical_formula_sum            'C21 H32 Cl2 N6 Ti'
_chemical_formula_weight         487.33
_chemical_name_common            '[(C7H12N3)2TiCl2].toluene'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2000-10-10T08:52:25-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 104.261(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4604(6)
_cell_length_b                   8.4351(6)
_cell_length_c                   22.9507(15)
_cell_measurement_reflns_used    6851
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.986
_cell_measurement_theta_min      3.705
_cell_measurement_wavelength     0.71073
_cell_volume                     2337.9(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10686
_diffrn_reflns_theta_full        22.97
_diffrn_reflns_theta_max         22.97
_diffrn_reflns_theta_min         3.73
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    'refined isotropic'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         3230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0344P)²+1.2966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                2507
_reflns_number_total             3230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b102034j.txt
_cod_data_source_block           oct1500
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7010671
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
Ti Ti 0.97555(4) 0.44436(7) 0.17182(3) 0.02018(19) Uani 1 1 d . . .
Cl1 Cl 0.78895(6) 0.50848(11) 0.16264(4) 0.0317(3) Uani 1 1 d . . .
Cl2 Cl 0.99509(6) 0.63740(11) 0.10185(4) 0.0285(2) Uani 1 1 d . . .
N1 N 0.9864(2) 0.2754(3) 0.11152(12) 0.0247(7) Uani 1 1 d . . .
N2 N 0.9444(2) 0.2165(3) 0.19635(12) 0.0236(7) Uani 1 1 d . . .
N3 N 0.8741(2) 0.0476(3) 0.11227(12) 0.0254(7) Uani 1 1 d . . .
N4 N 1.0134(2) 0.5377(3) 0.25584(12) 0.0211(6) Uani 1 1 d . . .
N5 N 1.1394(2) 0.4350(3) 0.21549(12) 0.0209(6) Uani 1 1 d . . .
N6 N 1.1795(2) 0.4440(4) 0.32224(12) 0.0275(7) Uani 1 1 d . . .
C1 C 0.9342(3) 0.1708(4) 0.13934(15) 0.0240(8) Uani 1 1 d . . .
C2 C 0.9867(3) 0.2487(5) 0.04866(16) 0.0314(9) Uani 1 1 d . . .
H2B H 0.992(3) 0.345(4) 0.0321(15) 0.023(10) Uiso 1 1 d . . .
H2A H 1.051(3) 0.178(5) 0.0478(18) 0.058(13) Uiso 1 1 d . . .
C3 C 0.8795(3) 0.1715(5) 0.01602(18) 0.0359(10) Uani 1 1 d . . .
H3B H 0.884(3) 0.148(5) -0.0198(17) 0.037(11) Uiso 1 1 d . . .
H3A H 0.812(3) 0.244(4) 0.0168(15) 0.036(10) Uiso 1 1 d . . .
C4 C 0.8587(4) 0.0209(5) 0.04755(17) 0.0349(9) Uani 1 1 d . . .
H4B H 0.783(3) -0.013(5) 0.0319(17) 0.045(11) Uiso 1 1 d . . .
H4A H 0.913(3) -0.062(5) 0.0412(16) 0.042(11) Uiso 1 1 d . . .
C5 C 0.8133(3) -0.0521(5) 0.14519(17) 0.0301(9) Uani 1 1 d . . .
H5A H 0.815(3) -0.156(5) 0.1331(15) 0.026(10) Uiso 1 1 d . . .
H5B H 0.735(3) -0.016(4) 0.1324(14) 0.028(9) Uiso 1 1 d . . .
C6 C 0.8578(3) -0.0343(4) 0.21201(17) 0.0288(9) Uani 1 1 d . . .
H6B H 0.809(2) -0.084(4) 0.2318(13) 0.018(8) Uiso 1 1 d . . .
H6A H 0.929(3) -0.079(4) 0.2226(15) 0.030(10) Uiso 1 1 d . . .
C7 C 0.8714(3) 0.1402(5) 0.22935(18) 0.0301(9) Uani 1 1 d . . .
H7B H 0.905(3) 0.145(4) 0.2724(17) 0.030(10) Uiso 1 1 d . . .
H7A H 0.800(3) 0.197(4) 0.2174(14) 0.023(9) Uiso 1 1 d . . .
C8 C 1.1151(3) 0.4733(4) 0.26736(14) 0.0209(8) Uani 1 1 d . . .
C9 C 0.9677(3) 0.5814(5) 0.30631(16) 0.0327(9) Uani 1 1 d . . .
H9B H 0.983(3) 0.689(5) 0.3168(16) 0.039(11) Uiso 1 1 d . . .
H9A H 0.891(3) 0.569(4) 0.2948(16) 0.038(10) Uiso 1 1 d . . .
C10 C 1.0149(3) 0.4750(6) 0.36062(17) 0.0369(10) Uani 1 1 d . . .
H10B H 0.991(3) 0.361(4) 0.3524(14) 0.023(9) Uiso 1 1 d . . .
H10A H 0.989(2) 0.512(4) 0.3920(15) 0.020(9) Uiso 1 1 d . . .
C11 C 1.1403(3) 0.4793(6) 0.37560(17) 0.0376(10) Uani 1 1 d . . .
H11A H 1.169(3) 0.583(5) 0.3896(18) 0.045(12) Uiso 1 1 d . . .
H11B H 1.171(3) 0.406(5) 0.4063(17) 0.039(11) Uiso 1 1 d . . .
C12 C 1.2895(3) 0.3723(6) 0.32943(19) 0.0369(10) Uani 1 1 d . . .
H12B H 1.288(3) 0.264(6) 0.3434(18) 0.056(13) Uiso 1 1 d . . .
H12A H 1.337(3) 0.430(5) 0.3605(18) 0.047(12) Uiso 1 1 d . . .
C13 C 1.3261(3) 0.3698(5) 0.27167(17) 0.0313(9) Uani 1 1 d . . .
H13B H 1.381(3) 0.294(4) 0.2740(14) 0.030(10) Uiso 1 1 d . . .
H13A H 1.357(3) 0.481(5) 0.2627(15) 0.036(10) Uiso 1 1 d . . .
C14 C 1.2314(3) 0.3240(5) 0.21917(17) 0.0284(9) Uani 1 1 d . . .
H14A H 1.203(3) 0.222(5) 0.2237(15) 0.032(10) Uiso 1 1 d . . .
H14B H 1.253(3) 0.323(4) 0.1836(15) 0.022(9) Uiso 1 1 d . . .
C15 C 0.4730(3) 0.3425(5) 0.04564(19) 0.0398(10) Uani 1 1 d . . .
C16 C 0.4801(3) 0.4305(5) 0.0966(2) 0.0428(11) Uani 1 1 d . . .
H16 H 0.547(3) 0.450(5) 0.1231(17) 0.042(11) Uiso 1 1 d . . .
C17 C 0.3859(3) 0.4952(5) 0.1102(2) 0.0417(10) Uani 1 1 d . . .
H17 H 0.391(2) 0.558(4) 0.1444(15) 0.020(9) Uiso 1 1 d . . .
C18 C 0.2841(3) 0.4711(5) 0.0714(2) 0.0429(11) Uani 1 1 d . . .
H18 H 0.218(3) 0.518(4) 0.0770(16) 0.039(11) Uiso 1 1 d . . .
C19 C 0.2769(3) 0.3863(6) 0.0199(2) 0.0478(12) Uani 1 1 d . . .
H19 H 0.218(3) 0.367(5) -0.0096(18) 0.046(12) Uiso 1 1 d . . .
C20 C 0.3705(3) 0.3218(5) 0.0073(2) 0.0443(11) Uani 1 1 d . . .
H20 H 0.379(3) 0.261(5) -0.0292(18) 0.048(12) Uiso 1 1 d . . .
C21 C 0.5760(4) 0.2727(7) 0.0316(3) 0.0577(14) Uani 1 1 d . . .
H21C H 0.646(6) 0.253(8) 0.068(3) 0.14(3) Uiso 1 1 d . . .
H21B H 0.555(4) 0.162(8) 0.011(2) 0.10(2) Uiso 1 1 d . . .
H21A H 0.610(5) 0.336(8) 0.005(3) 0.12(2) 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 0 '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'
N N 0.0061 0.0033 '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
N1 Ti N4 152.73(11) . . ?
N1 Ti N5 94.68(11) . . ?
N4 Ti N5 65.06(10) . . ?
N1 Ti N2 65.04(11) . . ?
N4 Ti N2 96.74(11) . . ?
N5 Ti N2 93.59(11) . . ?
N1 Ti Cl2 89.13(8) . . ?
N4 Ti Cl2 110.05(8) . . ?
N5 Ti Cl2 95.93(8) . . ?
N2 Ti Cl2 153.13(8) . . ?
N1 Ti Cl1 109.53(8) . . ?
N4 Ti Cl1 89.36(7) . . ?
N5 Ti Cl1 154.42(8) . . ?
N2 Ti Cl1 89.44(8) . . ?
Cl2 Ti Cl1 92.65(4) . . ?
N1 Ti C1 33.49(10) . . ?
N4 Ti C1 129.77(11) . . ?
N5 Ti C1 102.91(11) . . ?
N2 Ti C1 33.29(10) . . ?
Cl2 Ti C1 119.86(8) . . ?
Cl1 Ti C1 93.48(8) . . ?
N1 Ti C8 122.14(11) . . ?
N4 Ti C8 33.24(10) . . ?
N5 Ti C8 33.08(10) . . ?
N2 Ti C8 89.34(11) . . ?
Cl2 Ti C8 111.93(8) . . ?
Cl1 Ti C8 121.75(8) . . ?
C1 Ti C8 114.64(11) . . ?
C1 N1 C2 119.1(3) . . ?
C1 N1 Ti 90.92(19) . . ?
C2 N1 Ti 143.6(3) . . ?
C1 N2 C7 117.2(3) . . ?
C1 N2 Ti 88.9(2) . . ?
C7 N2 Ti 136.9(2) . . ?
C1 N3 C5 120.5(3) . . ?
C1 N3 C4 120.5(3) . . ?
C5 N3 C4 118.7(3) . . ?
C8 N4 C9 118.7(3) . . ?
C8 N4 Ti 90.97(19) . . ?
C9 N4 Ti 144.0(2) . . ?
C8 N5 C14 116.6(3) . . ?
C8 N5 Ti 90.52(18) . . ?
C14 N5 Ti 136.5(2) . . ?
C8 N6 C11 120.3(3) . . ?
C8 N6 C12 120.5(3) . . ?
C11 N6 C12 119.1(3) . . ?
N2 C1 N3 125.7(3) . . ?
N2 C1 N1 109.5(3) . . ?
N3 C1 N1 124.6(3) . . ?
N2 C1 Ti 57.83(17) . . ?
N3 C1 Ti 157.8(2) . . ?
N1 C1 Ti 55.60(17) . . ?
N1 C2 C3 109.8(3) . . ?
C2 C3 C4 111.0(3) . . ?
N3 C4 C3 111.1(3) . . ?
N3 C5 C6 111.2(3) . . ?
C5 C6 C7 110.6(3) . . ?
N2 C7 C6 109.4(3) . . ?
N5 C8 N6 125.3(3) . . ?
N5 C8 N4 109.4(3) . . ?
N6 C8 N4 125.3(3) . . ?
N5 C8 Ti 56.40(16) . . ?
N6 C8 Ti 162.0(2) . . ?
N4 C8 Ti 55.79(16) . . ?
N4 C9 C10 110.6(3) . . ?
C11 C10 C9 109.8(3) . . ?
N6 C11 C10 110.2(3) . . ?
N6 C12 C13 112.6(3) . . ?
C12 C13 C14 111.0(3) . . ?
N5 C14 C13 109.2(3) . . ?
C16 C15 C20 118.1(4) . . ?
C16 C15 C21 120.7(4) . . ?
C20 C15 C21 121.1(4) . . ?
C15 C16 C17 121.4(4) . . ?
C18 C17 C16 119.3(5) . . ?
C19 C18 C17 119.5(4) . . ?
C18 C19 C20 120.6(4) . . ?
C15 C20 C19 121.1(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
Ti N1 2.014(3) . ?
Ti N4 2.028(3) . ?
Ti N5 2.043(2) . ?
Ti N2 2.066(3) . ?
Ti Cl2 2.3414(10) . ?
Ti Cl1 2.3455(9) . ?
Ti C1 2.441(4) . ?
Ti C8 2.452(3) . ?
N1 C1 1.347(4) . ?
N1 C2 1.461(4) . ?
N2 C1 1.340(4) . ?
N2 C7 1.467(4) . ?
N3 C1 1.340(4) . ?
N3 C5 1.461(4) . ?
N3 C4 1.468(4) . ?
N4 C8 1.344(4) . ?
N4 C9 1.458(4) . ?
N5 C8 1.338(4) . ?
N5 C14 1.466(4) . ?
N6 C8 1.339(4) . ?
N6 C11 1.457(5) . ?
N6 C12 1.469(4) . ?
C2 C3 1.509(5) . ?
C3 C4 1.515(5) . ?
C5 C6 1.504(5) . ?
C6 C7 1.524(5) . ?
C9 C10 1.531(6) . ?
C10 C11 1.514(5) . ?
C12 C13 1.505(5) . ?
C13 C14 1.515(5) . ?
C15 C16 1.370(6) . ?
C15 C20 1.372(6) . ?
C15 C21 1.517(6) . ?
C16 C17 1.398(6) . ?
C17 C18 1.374(6) . ?
C18 C19 1.366(6) . ?
C19 C20 1.380(6) . ?
