#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/43/4064364.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_4064364
loop_
_publ_author_name
'Selby, Jonathan D.'
'Feliz, Marta'
'Schwarz, Andrew D.'
'Clot, Eric'
'Mountford, Philip'
_publ_section_title
;
 New Sandwich and Half-Sandwich Titanium Hydrazido Compounds
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              2295
_journal_paper_doi               10.1021/om200068k
_journal_volume                  30
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_compound_source
;
synthesis as described
;
_chemical_formula_moiety         ' C27 H30 Cl1 N3 Ti1 '
_chemical_formula_sum            'C27 H30 Cl N3 Ti'
_chemical_formula_weight         479.91
_chemical_name_systematic
;
Cp*Ti(NNPh2)Cl(py)
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 98.0335(13)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.5725(3)
_cell_length_b                   8.6665(3)
_cell_length_c                   13.8325(5)
_cell_measurement_reflns_used    12823
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_cell_volume                     1254.99(7)
_computing_cell_refinement
; 
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) 
;
_computing_data_collection
; 
KappaCCD software 'Collect' (Nonius, 2000) 
;
_computing_data_reduction
; 
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) 
;
_computing_publication_material
; 
CRYSTALS (Watkin et al, 2001) 
;
_computing_structure_refinement
; 
CRYSTALS (Watkin et al, 2001) 
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
; 
Nonius KappaCCD 
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12823
_diffrn_reflns_theta_full        27.479
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         5.115
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.466
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_exptl_crystal_colour            ' brown '
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_description       ' plate '
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_crystal_thermal_history
; 
The material was crystallised at ambient temperature. A suitable crystal 
was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. 
;
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.41
_refine_ls_abs_structure_details 'Flack, 1996 Friedel-pairs'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0950
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3824
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.009178
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.607 0.0686 0.355 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0576
_refine_ls_wR_factor_gt          0.0409
_refine_ls_wR_factor_ref         0.0409
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              10
_reflns_limit_k_min              -11
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3824
_reflns_number_total             5008
_reflns_threshold_expression     I>3.00u(I)
_cod_data_source_file            om200068k_si_001.cif
_cod_data_source_block           Compound_4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_sum        ' C27 H30 Cl1 N3 Ti1 '
_cod_database_code               4064364
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,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_occupancy
_atom_site_adp_type
Ti1 Ti 0.46144(4) 0.50130(8) 0.24246(3) 0.0240 1.0000 Uani
Cl1 Cl 0.56718(8) 0.26648(10) 0.22391(6) 0.0379 1.0000 Uani
N1 N 0.3121(2) 0.4545(3) 0.27204(17) 0.0283 1.0000 Uani
N2 N 0.1834(2) 0.4483(3) 0.27510(19) 0.0338 1.0000 Uani
C1 C 0.1371(3) 0.5438(3) 0.3481(2) 0.0362 1.0000 Uani
C2 C 0.0487(4) 0.6588(5) 0.3193(3) 0.0573 1.0000 Uani
C3 C 0.0074(4) 0.7527(6) 0.3898(4) 0.0727 1.0000 Uani
C4 C 0.0521(4) 0.7312(5) 0.4872(3) 0.0632 1.0000 Uani
C5 C 0.1430(4) 0.6188(5) 0.5158(3) 0.0558 1.0000 Uani
C6 C 0.1849(3) 0.5245(4) 0.4454(2) 0.0435 1.0000 Uani
C7 C 0.1110(3) 0.3248(3) 0.2298(2) 0.0301 1.0000 Uani
C8 C -0.0156(3) 0.3008(4) 0.2453(2) 0.0382 1.0000 Uani
C9 C -0.0842(3) 0.1761(4) 0.2012(3) 0.0424 1.0000 Uani
C10 C -0.0287(3) 0.0746(4) 0.1426(3) 0.0432 1.0000 Uani
C11 C 0.0951(3) 0.1007(4) 0.1260(3) 0.0400 1.0000 Uani
C12 C 0.1666(3) 0.2249(3) 0.1690(2) 0.0338 1.0000 Uani
C13 C 0.4377(3) 0.7605(3) 0.1941(2) 0.0287 1.0000 Uani
C14 C 0.5693(3) 0.7297(4) 0.1963(2) 0.0331 1.0000 Uani
C15 C 0.5813(3) 0.6154(4) 0.1250(3) 0.0418 1.0000 Uani
C16 C 0.4570(4) 0.5767(4) 0.0792(2) 0.0410 1.0000 Uani
C17 C 0.3683(3) 0.6684(3) 0.1200(2) 0.0336 1.0000 Uani
C18 C 0.3828(4) 0.8810(4) 0.2537(2) 0.0449 1.0000 Uani
C19 C 0.6764(3) 0.8133(5) 0.2557(3) 0.0559 1.0000 Uani
C20 C 0.7042(5) 0.5517(5) 0.0973(4) 0.0771 1.0000 Uani
C21 C 0.4237(5) 0.4640(4) -0.0030(3) 0.0690 1.0000 Uani
C22 C 0.2256(4) 0.6751(4) 0.0888(3) 0.0546 1.0000 Uani
N3 N 0.5584(2) 0.5610(3) 0.38708(18) 0.0308 1.0000 Uani
C23 C 0.4955(3) 0.6383(4) 0.4500(2) 0.0381 1.0000 Uani
C24 C 0.5509(5) 0.6761(4) 0.5430(3) 0.0536 1.0000 Uani
C25 C 0.6749(5) 0.6347(4) 0.5732(3) 0.0603 1.0000 Uani
C26 C 0.7408(4) 0.5558(4) 0.5097(3) 0.0565 1.0000 Uani
C27 C 0.6793(3) 0.5210(4) 0.4175(2) 0.0416 1.0000 Uani
H21 H 0.0152 0.6738 0.2487 0.0672 1.0000 Uiso
H31 H -0.0555 0.8369 0.3697 0.0852 1.0000 Uiso
H41 H 0.0189 0.7968 0.5376 0.0777 1.0000 Uiso
H51 H 0.1781 0.6056 0.5862 0.0694 1.0000 Uiso
H61 H 0.2498 0.4425 0.4653 0.0540 1.0000 Uiso
H81 H -0.0567 0.3730 0.2879 0.0462 1.0000 Uiso
H91 H -0.1748 0.1599 0.2122 0.0502 1.0000 Uiso
H101 H -0.0776 -0.0163 0.1127 0.0506 1.0000 Uiso
H111 H 0.1348 0.0290 0.0822 0.0473 1.0000 Uiso
H121 H 0.2564 0.2417 0.1563 0.0402 1.0000 Uiso
H181 H 0.3816 0.9827 0.2194 0.0544 1.0000 Uiso
H182 H 0.4364 0.8893 0.3190 0.0544 1.0000 Uiso
H183 H 0.2936 0.8516 0.2624 0.0544 1.0000 Uiso
H191 H 0.7019 0.9038 0.2179 0.0649 1.0000 Uiso
H192 H 0.6482 0.8501 0.3178 0.0649 1.0000 Uiso
H193 H 0.7510 0.7422 0.2711 0.0649 1.0000 Uiso
H201 H 0.7349 0.6200 0.0472 0.0983 1.0000 Uiso
H202 H 0.7703 0.5474 0.1565 0.0983 1.0000 Uiso
H203 H 0.6889 0.4455 0.0699 0.0983 1.0000 Uiso
H211 H 0.4269 0.5173 -0.0668 0.0826 1.0000 Uiso
H212 H 0.4863 0.3769 0.0042 0.0826 1.0000 Uiso
H213 H 0.3357 0.4228 -0.0012 0.0826 1.0000 Uiso
H221 H 0.2058 0.7535 0.0358 0.0623 1.0000 Uiso
H222 H 0.1823 0.7045 0.1459 0.0623 1.0000 Uiso
H223 H 0.1943 0.5716 0.0640 0.0623 1.0000 Uiso
H231 H 0.4049 0.6695 0.4284 0.0470 1.0000 Uiso
H241 H 0.5011 0.7333 0.5879 0.0649 1.0000 Uiso
H251 H 0.7171 0.6612 0.6404 0.0701 1.0000 Uiso
H261 H 0.8316 0.5242 0.5300 0.0646 1.0000 Uiso
H271 H 0.7274 0.4635 0.3716 0.0493 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'Cl  ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'Ti  ' 0.2776 0.4457 9.7595 7.8508 7.3558 0.5000 1.6991 35.6338 1.9021 116.1050
1.2807 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl1 Ti1 N1 106.58(8) yes
Cl1 Ti1 C13 146.09(7) yes
N1 Ti1 C13 103.11(10) yes
Cl1 Ti1 C14 115.53(8) yes
N1 Ti1 C14 137.21(11) yes
C13 Ti1 C14 34.49(10) yes
Cl1 Ti1 C15 88.78(8) yes
N1 Ti1 C15 146.91(12) yes
C13 Ti1 C15 57.31(10) yes
C14 Ti1 C15 34.16(12) yes
Cl1 Ti1 C16 94.69(8) yes
N1 Ti1 C16 113.34(13) yes
C13 Ti1 C16 58.12(10) yes
C14 Ti1 C16 57.58(11) yes
C15 Ti1 C16 34.66(13) yes
Cl1 Ti1 C17 127.94(8) yes
N1 Ti1 C17 90.61(11) yes
C13 Ti1 C17 35.27(10) yes
C14 Ti1 C17 57.84(11) yes
C15 Ti1 C17 57.66(12) yes
Cl1 Ti1 N3 97.81(7) yes
N1 Ti1 N3 99.56(10) yes
C13 Ti1 N3 93.00(9) yes
C14 Ti1 N3 82.46(10) yes
C15 Ti1 N3 107.31(11) yes
C16 Ti1 C17 34.94(12) yes
C16 Ti1 N3 139.60(11) yes
C17 Ti1 N3 127.90(10) yes
Ti1 N1 N2 163.5(2) yes
N1 N2 C1 115.8(2) yes
N1 N2 C7 119.7(2) yes
C1 N2 C7 122.0(2) yes
N2 C1 C2 119.5(3) yes
N2 C1 C6 120.0(3) yes
C2 C1 C6 120.5(3) yes
C1 C2 C3 119.1(4) yes
C1 C2 H21 120.467 no
C3 C2 H21 120.468 no
C2 C3 C4 120.6(4) yes
C2 C3 H31 119.682 no
C4 C3 H31 119.678 no
C3 C4 C5 120.2(3) yes
C3 C4 H41 119.887 no
C5 C4 H41 119.885 no
C4 C5 C6 119.3(4) yes
C4 C5 H51 120.356 no
C6 C5 H51 120.356 no
C1 C6 C5 120.2(3) yes
C1 C6 H61 119.884 no
C5 C6 H61 119.882 no
N2 C7 C8 121.0(3) yes
N2 C7 C12 119.4(3) yes
C8 C7 C12 119.6(3) yes
C7 C8 C9 119.9(3) yes
C7 C8 H81 120.062 no
C9 C8 H81 120.064 no
C8 C9 C10 120.8(3) yes
C8 C9 H91 119.580 no
C10 C9 H91 119.581 no
C9 C10 C11 119.0(3) yes
C9 C10 H101 120.499 no
C11 C10 H101 120.499 no
C10 C11 C12 121.6(3) yes
C10 C11 H111 119.211 no
C12 C11 H111 119.211 no
C7 C12 C11 119.1(3) yes
C7 C12 H121 120.446 no
C11 C12 H121 120.445 no
Ti1 C13 C14 75.35(17) yes
Ti1 C13 C17 72.06(16) yes
C14 C13 C17 108.6(3) yes
Ti1 C13 C18 123.0(2) yes
C14 C13 C18 125.2(3) yes
C17 C13 C18 126.0(3) yes
Ti1 C14 C13 70.16(17) yes
Ti1 C14 C15 72.67(18) yes
C13 C14 C15 107.5(3) yes
Ti1 C14 C19 127.1(2) yes
C13 C14 C19 126.2(3) yes
C15 C14 C19 126.1(3) yes
Ti1 C15 C14 73.17(17) yes
Ti1 C15 C16 70.26(18) yes
C14 C15 C16 108.1(3) yes
Ti1 C15 C20 125.0(2) yes
C14 C15 C20 126.6(4) yes
C16 C15 C20 125.2(4) yes
Ti1 C16 C15 75.08(18) yes
Ti1 C16 C17 72.29(17) yes
C15 C16 C17 108.4(3) yes
Ti1 C16 C21 121.2(2) yes
C15 C16 C21 126.6(4) yes
C17 C16 C21 124.9(4) yes
Ti1 C17 C13 72.68(16) yes
Ti1 C17 C16 72.76(18) yes
C13 C17 C16 107.5(3) yes
Ti1 C17 C22 122.2(2) yes
C13 C17 C22 125.4(3) yes
C16 C17 C22 127.0(3) yes
C13 C18 H181 109.467 no
C13 C18 H182 109.466 no
H181 C18 H182 109.476 no
C13 C18 H183 109.467 no
H181 C18 H183 109.476 no
H182 C18 H183 109.476 no
C14 C19 H191 109.466 no
C14 C19 H192 109.467 no
H191 C19 H192 109.475 no
C14 C19 H193 109.467 no
H191 C19 H193 109.475 no
H192 C19 H193 109.476 no
C15 C20 H201 109.466 no
C15 C20 H202 109.466 no
H201 C20 H202 109.474 no
C15 C20 H203 109.468 no
H201 C20 H203 109.477 no
H202 C20 H203 109.476 no
C16 C21 H211 109.466 no
C16 C21 H212 109.466 no
H211 C21 H212 109.474 no
C16 C21 H213 109.467 no
H211 C21 H213 109.477 no
H212 C21 H213 109.476 no
C17 C22 H221 109.467 no
C17 C22 H222 109.467 no
H221 C22 H222 109.474 no
C17 C22 H223 109.468 no
H221 C22 H223 109.476 no
H222 C22 H223 109.475 no
Ti1 N3 C23 120.1(2) yes
Ti1 N3 C27 122.3(2) yes
C23 N3 C27 117.6(3) yes
N3 C23 C24 122.6(4) yes
N3 C23 H231 118.683 no
C24 C23 H231 118.681 no
C23 C24 C25 119.2(4) yes
C23 C24 H241 120.405 no
C25 C24 H241 120.402 no
C24 C25 C26 119.0(3) yes
C24 C25 H251 120.518 no
C26 C25 H251 120.519 no
C25 C26 C27 118.9(4) yes
C25 C26 H261 120.556 no
C27 C26 H261 120.560 no
N3 C27 C26 122.7(3) yes
N3 C27 H271 118.652 no
C26 C27 H271 118.651 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ti1 Cl1 2.3532(9) yes
Ti1 N1 1.734(2) yes
Ti1 C13 2.348(3) yes
Ti1 C14 2.415(3) yes
Ti1 C15 2.408(3) yes
Ti1 C16 2.346(3) yes
Ti1 C17 2.340(3) yes
Ti1 N3 2.179(2) yes
N1 N2 1.368(3) yes
N2 C1 1.443(4) yes
N2 C7 1.411(4) yes
C1 C2 1.386(5) yes
C1 C6 1.380(5) yes
C2 C3 1.388(6) yes
C2 H21 1.000 no
C3 C4 1.377(7) yes
C3 H31 1.000 no
C4 C5 1.387(7) yes
C4 H41 1.000 no
C5 C6 1.390(5) yes
C5 H51 1.000 no
C6 H61 1.000 no
C7 C8 1.401(4) yes
C7 C12 1.392(4) yes
C8 C9 1.393(5) yes
C8 H81 1.000 no
C9 C10 1.381(5) yes
C9 H91 1.000 no
C10 C11 1.379(5) yes
C10 H101 1.000 no
C11 C12 1.399(4) yes
C11 H111 1.000 no
C12 H121 1.000 no
C13 C14 1.413(4) yes
C13 C17 1.420(4) yes
C13 C18 1.497(4) yes
C14 C15 1.417(5) yes
C14 C19 1.490(5) yes
C15 C16 1.417(5) yes
C15 C20 1.510(5) yes
C16 C17 1.407(5) yes
C16 C21 1.503(5) yes
C17 C22 1.511(5) yes
C18 H181 1.000 no
C18 H182 1.000 no
C18 H183 1.000 no
C19 H191 1.000 no
C19 H192 1.000 no
C19 H193 1.000 no
C20 H201 1.000 no
C20 H202 1.000 no
C20 H203 1.000 no
C21 H211 1.000 no
C21 H212 1.000 no
C21 H213 1.000 no
C22 H221 1.000 no
C22 H222 1.000 no
C22 H223 1.000 no
N3 C23 1.346(4) yes
N3 C27 1.335(4) yes
C23 C24 1.376(5) yes
C23 H231 1.000 no
C24 C25 1.367(6) yes
C24 H241 1.000 no
C25 C26 1.377(7) yes
C25 H251 1.000 no
C26 C27 1.382(5) yes
C26 H261 1.000 no
C27 H271 1.000 no
