#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:26:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178651 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/62/4076232.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_4076232
loop_
_publ_author_name
'Waltz, Karen M.'
'Carroll, Patrick J.'
'Walsh, Patrick J.'
_publ_section_title
;
 Solid State Structures and Solution Behavior of Titanium(IV)
 Octahydrobinaphtholate Complexes. Examination of Nonlinear Behavior in
 the Asymmetric Addition of Ethyl Groups to Benzaldehyde
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              127
_journal_paper_doi               10.1021/om034107h
_journal_volume                  23
_journal_year                    2004
_chemical_formula_sum            'C52 H52 O8 Ti2'
_chemical_formula_weight         900.74
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                111.534(6)
_cell_angle_beta                 100.223(5)
_cell_angle_gamma                100.738(5)
_cell_formula_units_Z            1
_cell_length_a                   9.003(3)
_cell_length_b                   11.276(4)
_cell_length_c                   12.647(5)
_cell_measurement_temperature    143(1)
_cell_volume                     1130.1(7)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      143(2)
_diffrn_measurement_device       'CCD area detector'
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       'phi oscillations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0566
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7397
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.58
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7041
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.043
_refine_ls_goodness_of_fit_obs   1.110
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4412
_refine_ls_number_restraints     66
_refine_ls_restrained_S_all      1.047
_refine_ls_restrained_S_obs      1.114
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_obs          0.0708
_refine_ls_shift/esd_max         -0.016
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0858P)²+1.2176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1820
_refine_ls_wR_factor_obs         0.1649
_reflns_number_observed          3262
_reflns_number_total             4412
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            om034107hsi20030812_044838.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0858P)^2^+1.2176P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0858P)^2^+1.2176P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P -1       '
_cod_database_code               4076232
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ti Ti 0.67611(8) 0.50153(7) 0.47041(6) 0.0357(2) Uani 1 d . .
O1 O 0.5513(3) 0.5539(2) 0.6023(2) 0.0353(6) Uani 1 d . .
O2 O 0.7946(3) 0.4526(3) 0.5758(2) 0.0403(6) Uani 1 d . .
O3 O 0.7626(3) 0.6692(3) 0.5033(3) 0.0597(8) Uani 1 d D .
O4 O 0.7187(3) 0.4103(3) 0.3393(2) 0.0546(8) Uani 1 d D .
C1 C 0.6358(4) 0.6295(3) 0.7174(3) 0.0308(7) Uani 1 d . .
C2 C 0.6520(4) 0.7675(4) 0.7628(3) 0.0367(8) Uani 1 d . .
H2 H 0.6023(4) 0.8031(4) 0.7157(3) 0.049 Uiso 1 calc R .
C3 C 0.7395(4) 0.8482(3) 0.8744(3) 0.0379(8) Uani 1 d . .
H3 H 0.7484(4) 0.9386(3) 0.9036(3) 0.050 Uiso 1 calc R .
C4 C 0.8176(4) 0.7960(3) 0.9471(3) 0.0315(7) Uani 1 d . .
C5 C 0.9129(4) 0.8799(4) 1.0630(3) 0.0389(9) Uani 1 d . .
H5 H 0.9228(4) 0.9704(4) 1.0922(3) 0.052 Uiso 1 calc R .
C6 C 0.9901(5) 0.8300(4) 1.1320(3) 0.0456(10) Uani 1 d . .
H6 H 1.0544(5) 0.8867(4) 1.2070(3) 0.061 Uiso 1 calc R .
C7 C 0.9724(5) 0.6929(4) 1.0898(3) 0.0433(9) Uani 1 d . .
H7 H 1.0238(5) 0.6591(4) 1.1378(3) 0.058 Uiso 1 calc R .
C8 C 0.8802(4) 0.6081(4) 0.9783(3) 0.0351(8) Uani 1 d . .
H8 H 0.8707(4) 0.5177(4) 0.9517(3) 0.047 Uiso 1 calc R .
C9 C 0.7991(4) 0.6568(3) 0.9031(3) 0.0290(7) Uani 1 d . .
C10 C 0.7049(4) 0.5711(3) 0.7846(3) 0.0276(7) Uani 1 d . .
C11 C 0.6877(4) 0.4253(3) 0.7284(3) 0.0316(8) Uani 1 d . .
C12 C 0.6173(4) 0.3350(3) 0.7732(3) 0.0351(8) Uani 1 d . .
C13 C 0.5507(5) 0.3751(4) 0.8692(4) 0.0437(9) Uani 1 d . .
H13 H 0.5545(5) 0.4640(4) 0.9070(4) 0.058 Uiso 1 calc R .
C14 C 0.4806(6) 0.2864(4) 0.9080(5) 0.0637(13) Uani 1 d . .
H14 H 0.4375(6) 0.3157(4) 0.9714(5) 0.085 Uiso 1 calc R .
C15 C 0.4734(6) 0.1516(4) 0.8528(5) 0.0677(14) Uani 1 d . .
H15 H 0.4270(6) 0.0918(4) 0.8800(5) 0.090 Uiso 1 calc R .
C16 C 0.5343(6) 0.1093(4) 0.7602(5) 0.0617(13) Uani 1 d . .
H16 H 0.5293(6) 0.0199(4) 0.7245(5) 0.082 Uiso 1 calc R .
C17 C 0.6057(4) 0.1970(4) 0.7152(4) 0.0435(9) Uani 1 d . .
C18 C 0.6622(5) 0.1514(4) 0.6141(4) 0.0504(11) Uani 1 d . .
H18 H 0.6577(5) 0.0622(4) 0.5773(4) 0.067 Uiso 1 calc R .
C19 C 0.7229(4) 0.2374(4) 0.5704(3) 0.0447(10) Uani 1 d . .
H19 H 0.7566(4) 0.2054(4) 0.5026(3) 0.059 Uiso 1 calc R .
C20 C 0.7358(4) 0.3734(4) 0.6255(3) 0.0338(8) Uani 1 d . .
C21 C 0.8785(6) 0.7549(5) 0.4822(5) 0.0569(14) Uani 0.80 d PDU 1
H21 H 0.9501(6) 0.7088(5) 0.4449(5) 0.068 Uiso 0.80 calc PR 1
C22 C 0.9656(20) 0.8729(16) 0.5978(12) 0.125(7) Uani 0.60 d PDU 1
H22A H 1.0269(20) 0.8444(16) 0.6491(12) 0.187 Uiso 0.60 calc PR 1
H22B H 0.8914(20) 0.9113(16) 0.6347(12) 0.187 Uiso 0.60 calc PR 1
H22C H 1.0336(20) 0.9377(16) 0.5828(12) 0.187 Uiso 0.60 calc PR 1
C23 C 0.7803(31) 0.7988(27) 0.4008(17) 0.097(6) Uani 0.40 d PDU 1
H23A H 0.7257(31) 0.7237(27) 0.3277(17) 0.145 Uiso 0.40 calc PR 1
H23B H 0.8474(31) 0.8640(27) 0.3856(17) 0.145 Uiso 0.40 calc PR 1
H23C H 0.7056(31) 0.8365(27) 0.4375(17) 0.145 Uiso 0.40 calc PR 1
C21' C 0.7703(21) 0.7843(10) 0.4790(12) 0.061(5) Uani 0.20 d PDU 2
H21' H 0.6727(21) 0.8112(10) 0.4777(12) 0.073 Uiso 0.20 calc PR 2
C22' C 0.9077(29) 0.8866(19) 0.5792(17) 0.100(9) Uani 0.40 d PDU 2
H22D H 0.8819(29) 0.9039(19) 0.6529(17) 0.149 Uiso 0.40 calc PR 2
H22E H 0.9297(29) 0.9672(19) 0.5681(17) 0.149 Uiso 0.40 calc PR 2
H22F H 0.9985(29) 0.8534(19) 0.5800(17) 0.149 Uiso 0.40 calc PR 2
C23' C 0.8191(20) 0.7614(16) 0.3658(11) 0.081(4) Uani 0.60 d PDU 2
H23D H 0.7351(20) 0.6971(16) 0.2998(11) 0.122 Uiso 0.60 calc PR 2
H23E H 0.9107(20) 0.7294(16) 0.3691(11) 0.122 Uiso 0.60 calc PR 2
H23F H 0.8424(20) 0.8433(16) 0.3569(11) 0.122 Uiso 0.60 calc PR 2
C24 C 0.7297(11) 0.3401(6) 0.2226(5) 0.054(2) Uani 0.60 d PDU 3
H24 H 0.6253(11) 0.3327(6) 0.1776(5) 0.065 Uiso 0.60 calc PR 3
C25 C 0.8284(9) 0.4373(7) 0.1889(6) 0.084(2) Uani 0.80 d PDU 3
H25A H 0.8105(9) 0.5227(7) 0.2243(6) 0.126 Uiso 0.80 calc PR 3
H25B H 0.7999(9) 0.4069(7) 0.1046(6) 0.126 Uiso 0.80 calc PR 3
H25C H 0.9374(9) 0.4439(7) 0.2164(6) 0.126 Uiso 0.80 calc PR 3
C26 C 0.7169(25) 0.1952(10) 0.1898(25) 0.141(9) Uani 0.40 d PDU 3
H26A H 0.6435(25) 0.1610(10) 0.2251(25) 0.211 Uiso 0.40 calc PR 3
H26B H 0.8179(25) 0.1849(10) 0.2180(25) 0.211 Uiso 0.40 calc PR 3
H26C H 0.6812(25) 0.1475(10) 0.1056(25) 0.211 Uiso 0.40 calc PR 3
C24' C 0.8130(15) 0.3805(11) 0.2585(11) 0.088(5) Uani 0.40 d PDU 4
H24' H 0.9112(15) 0.4497(11) 0.2812(11) 0.106 Uiso 0.40 calc PR 4
C25' C 0.7134(28) 0.3393(41) 0.1341(17) 0.108(7) Uani 0.20 d PDU 4
H25D H 0.6857(28) 0.4146(41) 0.1268(17) 0.162 Uiso 0.20 calc PR 4
H25E H 0.6197(28) 0.2716(41) 0.1182(17) 0.162 Uiso 0.20 calc PR 4
H25F H 0.7718(28) 0.3055(41) 0.0787(17) 0.162 Uiso 0.20 calc PR 4
C26' C 0.8345(19) 0.2458(11) 0.2393(15) 0.120(5) Uani 0.60 d PDU 4
H26D H 0.8972(19) 0.2498(11) 0.3110(15) 0.179 Uiso 0.60 calc PR 4
H26E H 0.8862(19) 0.2182(11) 0.1779(15) 0.179 Uiso 0.60 calc PR 4
H26F H 0.7338(19) 0.1834(11) 0.2167(15) 0.179 Uiso 0.60 calc PR 4
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'
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'
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
O4 Ti O3 105.3(2) . .
O4 Ti O2 100.54(13) . .
O3 Ti O2 108.77(14) . .
O4 Ti O1 93.89(12) . 2_666
O3 Ti O1 112.63(13) . 2_666
O2 Ti O1 130.38(11) . 2_666
O4 Ti O1 159.51(13) . .
O3 Ti O1 92.26(13) . .
O2 Ti O1 83.30(10) . .
O1 Ti O1 69.16(11) 2_666 .
O4 Ti Ti 129.22(10) . 2_666
O3 Ti Ti 104.40(11) . 2_666
O2 Ti Ti 107.62(8) . 2_666
O1 Ti Ti 36.26(7) 2_666 2_666
O1 Ti Ti 32.89(6) . 2_666
C1 O1 Ti 130.2(2) . 2_666
C1 O1 Ti 118.5(2) . .
Ti O1 Ti 110.84(10) 2_666 .
C20 O2 Ti 125.4(2) . .
C21 O3 Ti 143.8(4) . .
C21' O3 Ti 151.5(7) . .
C24 O4 Ti 170.0(5) . .
C24' O4 Ti 155.6(6) . .
O1 C1 C10 120.2(3) . .
O1 C1 C2 117.8(3) . .
C10 C1 C2 122.0(3) . .
C3 C2 C1 120.5(3) . .
C2 C3 C4 120.6(3) . .
C3 C4 C5 121.1(3) . .
C3 C4 C9 119.3(3) . .
C5 C4 C9 119.6(3) . .
C6 C5 C4 121.1(3) . .
C5 C6 C7 119.9(3) . .
C8 C7 C6 120.8(4) . .
C7 C8 C9 120.9(3) . .
C8 C9 C4 117.7(3) . .
C8 C9 C10 122.3(3) . .
C4 C9 C10 120.0(3) . .
C1 C10 C9 117.6(3) . .
C1 C10 C11 118.7(3) . .
C9 C10 C11 123.6(3) . .
C20 C11 C12 118.4(3) . .
C20 C11 C10 119.1(3) . .
C12 C11 C10 122.5(3) . .
C13 C12 C17 117.7(3) . .
C13 C12 C11 122.9(3) . .
C17 C12 C11 119.4(3) . .
C14 C13 C12 121.7(4) . .
C13 C14 C15 120.4(4) . .
C16 C15 C14 119.6(4) . .
C15 C16 C17 122.1(4) . .
C18 C17 C16 122.0(4) . .
C18 C17 C12 119.5(4) . .
C16 C17 C12 118.5(4) . .
C19 C18 C17 120.3(4) . .
C18 C19 C20 121.5(4) . .
O2 C20 C11 120.9(3) . .
O2 C20 C19 118.2(3) . .
C11 C20 C19 120.9(4) . .
O3 C21 C22 108.8(9) . .
O3 C21 C23 102.2(13) . .
C22 C21 C23 109.9(14) . .
O3 C21' C23' 109.5(9) . .
O3 C21' C22' 102.2(11) . .
C23' C21' C22' 106.7(14) . .
O4 C24 C26 114.1(11) . .
O4 C24 C25 108.1(5) . .
C26 C24 C25 129.7(10) . .
O4 C24' C26' 107.5(8) . .
O4 C24' C25' 109.6(14) . .
C26' C24' C25' 95.6(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ti O4 1.753(3) .
Ti O3 1.764(3) .
Ti O2 1.864(3) .
Ti O1 1.965(3) 2_666
Ti O1 2.140(2) .
Ti Ti 3.382(2) 2_666
O1 C1 1.371(4) .
O1 Ti 1.965(3) 2_666
O2 C20 1.351(5) .
O3 C21 1.416(4) .
O3 C21' 1.432(5) .
O4 C24 1.428(4) .
O4 C24' 1.429(5) .
C1 C10 1.385(5) .
C1 C2 1.415(5) .
C2 C3 1.355(5) .
C3 C4 1.417(5) .
C4 C5 1.418(5) .
C4 C9 1.424(5) .
C5 C6 1.360(5) .
C6 C7 1.405(6) .
C7 C8 1.375(5) .
C8 C9 1.423(5) .
C9 C10 1.442(5) .
C10 C11 1.497(5) .
C11 C20 1.400(5) .
C11 C12 1.440(5) .
C12 C13 1.413(5) .
C12 C17 1.429(5) .
C13 C14 1.369(6) .
C14 C15 1.404(6) .
C15 C16 1.347(7) .
C16 C17 1.422(6) .
C17 C18 1.416(6) .
C18 C19 1.358(6) .
C19 C20 1.404(5) .
C21 C22 1.516(5) .
C21 C23 1.518(5) .
C21' C23' 1.518(5) .
C21' C22' 1.518(5) .
C24 C26 1.506(5) .
C24 C25 1.512(5) .
C24' C26' 1.503(5) .
C24' C25' 1.517(5) .
