#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:00:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178615 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/26/4072646.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_4072646
loop_
_publ_author_name
'Buil, María L.'
'Esteruelas, Miguel A.'
'López, Ana M.'
'Mateo, A. Concepción'
'Oñate, Enrique'
_publ_section_title
;
 Preparation and X-ray Structures of Alkyl−Titanium(IV) Complexes
 Stabilized by Indenyl Ligands with a Pendant Ether or Amine Substituent
 and Their Use in the Catalytic Hydroamination of Alkynes
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              554
_journal_paper_doi               10.1021/om060909b
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C15 H22 Cl N Ti'
_chemical_formula_weight         299.69
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   8.3491(14)
_cell_length_b                   8.6636(14)
_cell_length_c                   20.133(3)
_cell_measurement_reflns_used    3402
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      2.5
_cell_volume                     1456.3(4)
_computing_cell_refinement       'SAINT+ v. 6.1 (Bruker AXS, 2000)'
_computing_data_collection       'SMART v. 5.625 (Bruker AXS, 2000)'
_computing_data_reduction        'SAINT+ v. 6.1 (Bruker AXS, 2000)'
_computing_molecular_graphics    'XP, SHELXTL v. 6.1 (Bruker, 2000)'
_computing_publication_material  'XCIF, SHELXTL v. 6.1 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker SMART APEX CCD system'
_diffrn_measurement_method       'ω rotations with narrow frames'
_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  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0661
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            17382
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.02
_diffrn_standards_number         'no decay'
_exptl_absorpt_coefficient_mu    0.754
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Absorption correction performed with SADABS program. This is based on the
 method of Blessing: Blessing, R. H., Acta Crystallogr., Sect. A 1995, 51, 33.
  
 SADABS: Area-Detector Absorption Correction. Bruker-AXS 
  within SAINT+ package, v. 6.1 (2000).
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.904
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0343
_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)+(0.0198P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0562
_refine_ls_wR_factor_ref         0.0584
_reflns_number_gt                3027
_reflns_number_total             3620
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060909bsi20061027_011055.cif
_cod_data_source_block           mae142as
_cod_database_code               4072646
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
Ti Ti 0.80769(5) 0.55171(5) 0.848722(18) 0.01519(10) Uani 1 1 d
Cl Cl 0.82852(7) 0.53990(7) 0.73363(3) 0.02506(14) Uani 1 1 d
N N 0.6769(2) 0.7922(2) 0.82483(8) 0.0170(4) Uani 1 1 d
C1 C 0.6892(3) 0.8896(3) 0.88552(12) 0.0190(5) Uani 1 1 d
H1A H 0.644(3) 0.991(3) 0.8769(11) 0.023 Uiso 1 1 d
H1B H 0.631(3) 0.840(3) 0.9175(11) 0.023 Uiso 1 1 d
C2 C 0.8641(3) 0.9049(3) 0.90638(12) 0.0185(6) Uani 1 1 d
H2A H 0.921(3) 0.962(3) 0.8766(11) 0.022 Uiso 1 1 d
H2B H 0.865(2) 0.955(3) 0.9441(11) 0.022 Uiso 1 1 d
C3 C 0.9385(3) 0.7474(3) 0.91035(11) 0.0157(5) Uani 1 1 d
C4 C 0.9018(3) 0.6347(3) 0.95951(11) 0.0147(5) Uani 1 1 d
C5 C 0.9873(3) 0.4967(2) 0.94410(10) 0.0147(5) Uani 1 1 d
C6 C 1.0758(3) 0.5252(3) 0.88455(11) 0.0189(5) Uani 1 1 d
H6 H 1.142(2) 0.456(3) 0.8659(10) 0.023 Uiso 1 1 d
C7 C 1.0497(3) 0.6797(3) 0.86635(11) 0.0171(5) Uani 1 1 d
H7 H 1.088(3) 0.729(3) 0.8302(11) 0.021 Uiso 1 1 d
C8 C 0.8047(3) 0.6392(3) 1.01708(11) 0.0200(5) Uani 1 1 d
H8 H 0.753(3) 0.724(3) 1.0283(12) 0.024 Uiso 1 1 d
C9 C 0.7953(3) 0.5135(3) 1.05635(11) 0.0233(6) Uani 1 1 d
H9 H 0.734(3) 0.516(3) 1.0937(11) 0.028 Uiso 1 1 d
C10 C 0.8796(3) 0.3763(3) 1.04081(13) 0.0248(6) Uani 1 1 d
H10 H 0.872(3) 0.288(3) 1.0645(12) 0.030 Uiso 1 1 d
C11 C 0.9741(3) 0.3658(3) 0.98608(12) 0.0221(6) Uani 1 1 d
H11 H 1.031(3) 0.280(3) 0.9764(12) 0.027 Uiso 1 1 d
C12 C 0.7516(3) 0.8773(3) 0.76913(13) 0.0231(6) Uani 1 1 d
H12A H 0.724(3) 0.830(3) 0.7268(13) 0.035 Uiso 1 1 d
H12B H 0.716(3) 0.974(3) 0.7687(11) 0.035 Uiso 1 1 d
H12C H 0.864(3) 0.877(3) 0.7749(13) 0.035 Uiso 1 1 d
C13 C 0.5055(3) 0.7741(3) 0.80741(14) 0.0251(6) Uani 1 1 d
H13A H 0.452(3) 0.740(3) 0.8422(14) 0.038 Uiso 1 1 d
H13B H 0.459(3) 0.875(3) 0.7954(12) 0.038 Uiso 1 1 d
H13C H 0.506(3) 0.701(3) 0.7662(13) 0.038 Uiso 1 1 d
C14 C 0.8122(4) 0.3041(3) 0.84196(14) 0.0285(6) Uani 1 1 d
H14A H 0.804(4) 0.251(3) 0.8853(13) 0.043 Uiso 1 1 d
H14B H 0.724(3) 0.278(3) 0.8142(13) 0.043 Uiso 1 1 d
H14C H 0.907(3) 0.263(3) 0.8190(13) 0.043 Uiso 1 1 d
C15 C 0.5950(3) 0.5042(3) 0.90304(13) 0.0221(6) Uani 1 1 d
H15A H 0.542(3) 0.587(3) 0.9244(12) 0.033 Uiso 1 1 d
H15B H 0.515(3) 0.462(3) 0.8721(11) 0.033 Uiso 1 1 d
H15C H 0.616(3) 0.425(3) 0.9338(12) 0.033 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 0.0000 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
C15 Ti C14 81.62(12)
C15 Ti Cl 124.50(7)
C14 Ti Cl 83.78(8)
C15 Ti C7 137.52(9)
C14 Ti C7 117.96(11)
Cl Ti C7 96.19(6)
C15 Ti C6 127.99(9)
C14 Ti C6 84.58(11)
Cl Ti C6 103.24(6)
C7 Ti C6 34.81(8)
C15 Ti C3 104.73(9)
C14 Ti C3 137.69(10)
Cl Ti C3 121.27(6)
C7 Ti C3 34.93(8)
C6 Ti C3 58.18(8)
C15 Ti N 83.74(9)
C14 Ti N 149.46(10)
Cl Ti N 82.68(5)
C7 Ti N 90.68(8)
C6 Ti N 125.19(8)
C3 Ti N 72.14(7)
C15 Ti C4 81.81(9)
C14 Ti C4 109.98(9)
Cl Ti C4 152.63(6)
C7 Ti C4 56.56(8)
C6 Ti C4 56.75(8)
C3 Ti C4 34.14(7)
N Ti C4 94.19(7)
C15 Ti C5 93.99(9)
C14 Ti C5 81.18(9)
Cl Ti C5 135.80(5)
C7 Ti C5 56.65(8)
C6 Ti C5 34.21(7)
C3 Ti C5 56.88(7)
N Ti C5 126.61(7)
C4 Ti C5 33.47(7)
C12 N C13 106.27(19)
C12 N C1 108.06(19)
C13 N C1 108.7(2)
C12 N Ti 113.13(15)
C13 N Ti 113.28(15)
C1 N Ti 107.24(13)
N C1 C2 110.0(2)
N C1 H1A 109.8(13)
C2 C1 H1A 110.0(14)
N C1 H1B 106.1(15)
C2 C1 H1B 110.7(14)
H1A C1 H1B 110(2)
C3 C2 C1 109.4(2)
C3 C2 H2A 108.4(14)
C1 C2 H2A 111.5(14)
C3 C2 H2B 113.4(16)
C1 C2 H2B 107.2(14)
H2A C2 H2B 107(2)
C7 C3 C4 107.0(2)
C7 C3 C2 128.1(2)
C4 C3 C2 124.9(2)
C7 C3 Ti 71.14(13)
C4 C3 Ti 76.93(13)
C2 C3 Ti 115.60(15)
C8 C4 C3 132.3(2)
C8 C4 C5 119.2(2)
C3 C4 C5 108.42(19)
C8 C4 Ti 124.43(16)
C3 C4 Ti 68.94(12)
C5 C4 Ti 73.69(12)
C11 C5 C4 120.1(2)
C11 C5 C6 132.7(2)
C4 C5 C6 107.22(19)
C11 C5 Ti 124.58(15)
C4 C5 Ti 72.84(12)
C6 C5 Ti 68.29(12)
C7 C6 C5 107.7(2)
C7 C6 Ti 71.40(13)
C5 C6 Ti 77.50(13)
C7 C6 H6 128.6(15)
C5 C6 H6 123.5(15)
Ti C6 H6 121.3(14)
C6 C7 C3 109.5(2)
C6 C7 Ti 73.79(14)
C3 C7 Ti 73.92(13)
C6 C7 H7 127.4(15)
C3 C7 H7 122.8(15)
Ti C7 H7 114.1(15)
C9 C8 C4 119.4(2)
C9 C8 H8 119.6(16)
C4 C8 H8 121.0(16)
C8 C9 C10 121.3(2)
C8 C9 H9 120.1(16)
C10 C9 H9 118.6(16)
C11 C10 C9 121.6(2)
C11 C10 H10 114.4(16)
C9 C10 H10 123.9(16)
C10 C11 C5 118.4(2)
C10 C11 H11 122.5(15)
C5 C11 H11 119.1(15)
N C12 H12A 110.6(15)
N C12 H12B 109.7(16)
H12A C12 H12B 108(2)
N C12 H12C 108.9(16)
H12A C12 H12C 110(2)
H12B C12 H12C 110(2)
N C13 H13A 109.7(18)
N C13 H13B 110.0(15)
H13A C13 H13B 107(2)
N C13 H13C 104.2(16)
H13A C13 H13C 115(2)
H13B C13 H13C 110(2)
Ti C14 H14A 114.1(15)
Ti C14 H14B 105.0(17)
H14A C14 H14B 111(2)
Ti C14 H14C 113.8(16)
H14A C14 H14C 108(2)
H14B C14 H14C 105(2)
Ti C15 H15A 118.5(15)
Ti C15 H15B 108.1(13)
H15A C15 H15B 105(2)
Ti C15 H15C 109.1(14)
H15A C15 H15C 110(2)
H15B C15 H15C 106(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ti C15 2.126(3)
Ti C14 2.150(2)
Ti Cl 2.3260(7)
Ti C7 2.332(2)
Ti C6 2.363(2)
Ti C3 2.368(2)
Ti N 2.4006(19)
Ti C4 2.472(2)
Ti C5 2.483(2)
N C12 1.480(3)
N C13 1.482(3)
N C1 1.489(3)
C1 C2 1.525(4)
C1 H1A 0.97(2)
C1 H1B 0.91(2)
C2 C3 1.502(3)
C2 H2A 0.91(2)
C2 H2B 0.87(2)
C3 C7 1.411(3)
C3 C4 1.424(3)
C4 C8 1.415(3)
C4 C5 1.427(3)
C5 C11 1.418(3)
C5 C6 1.430(3)
C6 C7 1.405(3)
C6 H6 0.90(2)
C7 H7 0.90(2)
C8 C9 1.348(3)
C8 H8 0.88(2)
C9 C10 1.416(3)
C9 H9 0.91(2)
C10 C11 1.359(3)
C10 H10 0.90(2)
C11 H11 0.90(2)
C12 H12A 0.97(3)
C12 H12B 0.89(3)
C12 H12C 0.94(2)
C13 H13A 0.88(3)
C13 H13B 0.99(2)
C13 H13C 1.05(3)
C14 H14A 0.99(3)
C14 H14B 0.95(3)
C14 H14C 0.98(3)
C15 H15A 0.95(3)
C15 H15B 0.98(2)
C15 H15C 0.94(3)
