# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2006


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Polly L Arnold'
_publ_contact_author_address     
;
School of Chemistry
University of Nottingham
Nottingham
UNITED KINGDOM
;

_publ_contact_author_email       POLLY.ARNOLD@NOTTINGHAM.AC.UK

_publ_section_title              
;
Bifunctional yttrium(III) and titanium(IV) NHC
catalysts for lactide polymerisation
;
loop_
_publ_author_name
'Polly L. Arnold'
'Alexander J. Blake'
'Stephen T. Liddle'
'Shaheed A. Mungur'
'Dipti Patel'
'Mark Rodden'

data_timimp
_database_code_depnum_ccdc_archive 'CCDC 279173'

_audit_creation_method           'enCIFer editing of SHELXL97 CIF output'
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H38 N2 O4 Ti'
_chemical_formula_sum            'C19 H38 N2 O4 Ti'
_chemical_formula_weight         406.41

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

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'

_cell_length_a                   9.389(2)
_cell_length_b                   14.878(3)
_cell_length_c                   17.833(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.608(3)
_cell_angle_gamma                90.00
_cell_volume                     2410.6(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6819
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880
_exptl_absorpt_coefficient_mu    0.377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       '\w rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            21394
_diffrn_reflns_av_R_equivalents  0.089
_diffrn_reflns_av_sigmaI/netI    0.064
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.53
_reflns_number_total             5486
_reflns_number_gt                3875
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'Bruker SMART version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36a (Bruker, 2000)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'enCIFer(Allen et al.,2004);PLATON(Spek,2003)'

_refine_special_details          
;
?
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.077P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5486
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.137
_refine_ls_wR_factor_gt          0.126
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_restrained_S_all      1.04
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Ti1 Ti 0.82452(4) 0.42570(2) 0.231066(19) 0.02581(12) Uani 1 1 d . . .
O1 O 0.89318(18) 0.53135(10) 0.19708(8) 0.0378(4) Uani 1 1 d . . .
N1 N 0.7760(2) 0.61305(11) 0.31650(10) 0.0318(4) Uani 1 1 d . . .
N2 N 0.74283(19) 0.50673(11) 0.39111(9) 0.0307(4) Uani 1 1 d . . .
C1 C 0.7787(2) 0.52161(13) 0.32288(11) 0.0284(4) Uani 1 1 d . . .
C2 C 0.7380(3) 0.65390(15) 0.37865(13) 0.0380(5) Uani 1 1 d . . .
H2A H 0.7280 0.7165 0.3865 0.046 Uiso 1 1 calc R . .
C3 C 0.7181(3) 0.58671(15) 0.42575(14) 0.0396(5) Uani 1 1 d . . .
H3A H 0.6921 0.5930 0.4736 0.047 Uiso 1 1 calc R . .
C4 C 0.7331(3) 0.41631(15) 0.42388(13) 0.0377(5) Uani 1 1 d . . .
H4A H 0.7376 0.3713 0.3829 0.045 Uiso 1 1 calc R . .
C5 C 0.8631(4) 0.3999(2) 0.49146(19) 0.0876(13) Uani 1 1 d . . .
H5A H 0.9543 0.4089 0.4752 0.131 Uiso 1 1 calc R . .
H5B H 0.8597 0.3382 0.5100 0.131 Uiso 1 1 calc R . .
H5C H 0.8602 0.4421 0.5333 0.131 Uiso 1 1 calc R . .
C6 C 0.5878(4) 0.4043(2) 0.4440(2) 0.0787(11) Uani 1 1 d . . .
H6A H 0.5075 0.4204 0.3992 0.118 Uiso 1 1 calc R . .
H6B H 0.5844 0.4432 0.4878 0.118 Uiso 1 1 calc R . .
H6C H 0.5769 0.3415 0.4581 0.118 Uiso 1 1 calc R . .
C7 C 0.8015(3) 0.66194(14) 0.24978(12) 0.0365(5) Uani 1 1 d . . .
H7A H 0.8250 0.7254 0.2646 0.044 Uiso 1 1 calc R . .
H7B H 0.7103 0.6612 0.2073 0.044 Uiso 1 1 calc R . .
C8 C 0.9268(3) 0.62164(13) 0.22055(12) 0.0344(5) Uani 1 1 d . . .
C9 C 1.0731(3) 0.62372(17) 0.28227(14) 0.0453(6) Uani 1 1 d . . .
H9A H 1.0649 0.5877 0.3270 0.068 Uiso 1 1 calc R . .
H9B H 1.0974 0.6859 0.2987 0.068 Uiso 1 1 calc R . .
H9C H 1.1510 0.5989 0.2607 0.068 Uiso 1 1 calc R . .
C10 C 0.9391(3) 0.67544(17) 0.14897(13) 0.0505(7) Uani 1 1 d . . .
H10A H 0.8467 0.6706 0.1087 0.076 Uiso 1 1 calc R . .
H10B H 1.0199 0.6513 0.1294 0.076 Uiso 1 1 calc R . .
H10C H 0.9586 0.7387 0.1632 0.076 Uiso 1 1 calc R . .
O2 O 0.94147(17) 0.36015(10) 0.31034(8) 0.0366(4) Uani 1 1 d . . .
C11 C 1.0603(3) 0.30104(17) 0.31226(15) 0.0495(7) Uani 1 1 d . . .
H11A H 1.0323 0.2592 0.2671 0.059 Uiso 1 1 calc R . .
C12 C 1.1943(3) 0.3560(3) 0.3054(2) 0.0833(11) Uani 1 1 d . . .
H12A H 1.1698 0.3902 0.2569 0.125 Uiso 1 1 calc R . .
H12B H 1.2766 0.3154 0.3056 0.125 Uiso 1 1 calc R . .
H12C H 1.2223 0.3975 0.3493 0.125 Uiso 1 1 calc R . .
C13 C 1.0906(4) 0.24665(19) 0.38619(16) 0.0757(10) Uani 1 1 d . . .
H13A H 1.0004 0.2157 0.3898 0.114 Uiso 1 1 calc R . .
H13B H 1.1235 0.2868 0.4308 0.114 Uiso 1 1 calc R . .
H13C H 1.1675 0.2022 0.3859 0.114 Uiso 1 1 calc R . .
O3 O 0.87419(18) 0.36558(10) 0.14948(8) 0.0361(4) Uani 1 1 d . . .
C14 C 0.9520(3) 0.39098(17) 0.09363(13) 0.0439(6) Uani 1 1 d . . .
H14A H 1.0245 0.4388 0.1169 0.053 Uiso 1 1 calc R . .
C15 C 1.0366(4) 0.3102(2) 0.07467(19) 0.0740(10) Uani 1 1 d . . .
H15A H 1.0964 0.2841 0.1228 0.111 Uiso 1 1 calc R . .
H15B H 1.1009 0.3295 0.0421 0.111 Uiso 1 1 calc R . .
H15C H 0.9670 0.2651 0.0469 0.111 Uiso 1 1 calc R . .
C16 C 0.8449(4) 0.4296(2) 0.02231(15) 0.0640(8) Uani 1 1 d . . .
H16A H 0.7992 0.4840 0.0367 0.096 Uiso 1 1 calc R . .
H16B H 0.7684 0.3851 0.0010 0.096 Uiso 1 1 calc R . .
H16C H 0.8980 0.4447 -0.0168 0.096 Uiso 1 1 calc R . .
O4 O 0.63386(16) 0.38863(10) 0.21299(8) 0.0349(4) Uani 1 1 d . . .
C17 C 0.4852(3) 0.40206(18) 0.17158(16) 0.0476(6) Uani 1 1 d . . .
H17A H 0.4243 0.3577 0.1920 0.057 Uiso 1 1 calc R . .
C18 C 0.4679(4) 0.3801(3) 0.08643(17) 0.0852(11) Uani 1 1 d . . .
H18A H 0.5066 0.3198 0.0817 0.128 Uiso 1 1 calc R . .
H18B H 0.5226 0.4241 0.0638 0.128 Uiso 1 1 calc R . .
H18C H 0.3635 0.3823 0.0589 0.128 Uiso 1 1 calc R . .
C19 C 0.4330(3) 0.4939(2) 0.1862(2) 0.0818(11) Uani 1 1 d . . .
H19A H 0.4515 0.5038 0.2422 0.123 Uiso 1 1 calc R . .
H19B H 0.3272 0.4989 0.1622 0.123 Uiso 1 1 calc R . .
H19C H 0.4860 0.5391 0.1638 0.123 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ti1 0.0320(2) 0.0231(2) 0.02162(18) -0.00015(14) 0.00525(14) -0.00041(15)
O1 0.0584(10) 0.0283(8) 0.0312(8) -0.0049(6) 0.0197(7) -0.0087(7)
N1 0.0379(10) 0.0253(9) 0.0330(9) -0.0013(7) 0.0108(8) 0.0015(7)
N2 0.0365(10) 0.0285(9) 0.0284(8) -0.0037(7) 0.0107(7) -0.0010(7)
C1 0.0284(10) 0.0283(11) 0.0277(10) 0.0000(8) 0.0056(8) -0.0016(8)
C2 0.0458(14) 0.0290(11) 0.0426(12) -0.0095(9) 0.0172(10) 0.0001(10)
C3 0.0497(14) 0.0337(12) 0.0400(12) -0.0098(9) 0.0200(11) -0.0018(10)
C4 0.0542(14) 0.0307(12) 0.0319(11) -0.0008(9) 0.0179(10) -0.0051(10)
C5 0.120(3) 0.060(2) 0.0586(19) 0.0232(16) -0.023(2) -0.012(2)
C6 0.100(3) 0.0425(16) 0.123(3) -0.0094(17) 0.083(2) -0.0143(16)
C7 0.0492(14) 0.0257(11) 0.0347(11) 0.0047(8) 0.0109(10) -0.0010(9)
C8 0.0485(13) 0.0243(11) 0.0312(11) 0.0010(8) 0.0114(10) -0.0058(9)
C9 0.0469(14) 0.0424(14) 0.0465(14) -0.0022(11) 0.0116(11) -0.0052(11)
C10 0.0768(19) 0.0374(13) 0.0414(13) 0.0053(10) 0.0225(13) -0.0119(13)
O2 0.0388(9) 0.0372(8) 0.0310(8) 0.0039(6) 0.0039(7) 0.0100(7)
C11 0.0473(15) 0.0422(14) 0.0504(14) -0.0050(11) -0.0038(12) 0.0168(11)
C12 0.0438(18) 0.095(3) 0.108(3) 0.005(2) 0.0142(18) 0.0121(17)
C13 0.096(2) 0.0485(17) 0.0581(17) 0.0076(14) -0.0262(17) 0.0183(16)
O3 0.0481(9) 0.0317(8) 0.0328(8) -0.0047(6) 0.0180(7) -0.0072(7)
C14 0.0555(16) 0.0438(13) 0.0390(12) -0.0123(10) 0.0242(12) -0.0171(11)
C15 0.094(3) 0.063(2) 0.088(2) -0.0190(17) 0.067(2) -0.0093(17)
C16 0.077(2) 0.084(2) 0.0308(13) -0.0028(13) 0.0143(13) -0.0241(17)
O4 0.0325(8) 0.0331(8) 0.0361(8) 0.0004(6) 0.0032(7) -0.0005(6)
C17 0.0348(13) 0.0481(15) 0.0557(15) 0.0060(12) 0.0040(11) 0.0012(11)
C18 0.054(2) 0.137(3) 0.0496(18) -0.010(2) -0.0136(15) 0.003(2)
C19 0.0545(19) 0.057(2) 0.123(3) 0.001(2) 0.0009(19) 0.0176(15)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.8577(15) . ?
Ti1 O2 1.8364(14) . ?
Ti1 O3 1.8645(15) . ?
Ti1 O4 1.8224(16) . ?
Ti1 C1 2.293(2) . ?
O1 C8 1.419(2) . ?
N1 C1 1.365(3) . ?
N1 C2 1.387(3) . ?
N1 C7 1.465(3) . ?
N2 C1 1.360(2) . ?
N2 C3 1.387(3) . ?
N2 C4 1.479(3) . ?
C2 C3 1.349(3) . ?
C4 C5 1.503(4) . ?
C4 C6 1.507(4) . ?
C7 C8 1.525(3) . ?
C8 C9 1.529(3) . ?
C8 C10 1.535(3) . ?
O2 C11 1.414(3) . ?
C11 C13 1.512(4) . ?
C11 C12 1.531(4) . ?
O3 C14 1.427(3) . ?
C14 C16 1.521(4) . ?
C14 C15 1.525(4) . ?
O4 C17 1.419(3) . ?
C17 C19 1.497(4) . ?
C17 C18 1.521(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
O4 Ti1 O2 110.21(7) . . ?
O4 Ti1 O1 127.19(7) . . ?
O2 Ti1 O1 120.74(7) . . ?
O4 Ti1 O3 98.32(7) . . ?
O2 Ti1 O3 97.32(7) . . ?
O1 Ti1 O3 88.61(6) . . ?
O4 Ti1 C1 87.82(7) . . ?
O2 Ti1 C1 87.94(7) . . ?
O1 Ti1 C1 81.33(7) . . ?
O3 Ti1 C1 169.94(7) . . ?
C8 O1 Ti1 140.78(13) . . ?
C1 N1 C2 111.91(18) . . ?
C1 N1 C7 124.01(17) . . ?
C2 N1 C7 123.99(18) . . ?
C1 N2 C3 111.46(17) . . ?
C1 N2 C4 123.74(17) . . ?
C3 N2 C4 124.80(18) . . ?
N2 C1 N1 103.49(17) . . ?
N2 C1 Ti1 132.14(14) . . ?
N1 C1 Ti1 124.31(14) . . ?
C3 C2 N1 106.06(19) . . ?
C2 C3 N2 107.08(19) . . ?
N2 C4 C5 110.2(2) . . ?
N2 C4 C6 110.6(2) . . ?
C5 C4 C6 113.0(3) . . ?
N1 C7 C8 112.38(18) . . ?
O1 C8 C7 109.87(18) . . ?
O1 C8 C9 108.93(18) . . ?
C7 C8 C9 112.13(18) . . ?
O1 C8 C10 107.83(17) . . ?
C7 C8 C10 107.78(19) . . ?
C9 C8 C10 110.2(2) . . ?
C11 O2 Ti1 131.58(15) . . ?
O2 C11 C13 109.1(2) . . ?
O2 C11 C12 109.0(2) . . ?
C13 C11 C12 112.2(2) . . ?
C14 O3 Ti1 133.68(14) . . ?
O3 C14 C16 109.7(2) . . ?
O3 C14 C15 109.5(2) . . ?
C16 C14 C15 112.6(2) . . ?
C17 O4 Ti1 147.45(15) . . ?
O4 C17 C19 111.1(2) . . ?
O4 C17 C18 109.4(2) . . ?
C19 C17 C18 114.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999

_refine_diff_density_max         0.43
_refine_diff_density_min         -0.36
_refine_diff_density_rms         0.07

#=== END of CIF