#------------------------------------------------------------------------------
#$Date: 2018-08-22 00:25:37 +0300 (Wed, 22 Aug 2018) $
#$Revision: 210024 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/23/4302368.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_4302368
loop_
_publ_author_name
'Otero, Antonio'
'Fernández-Baeza, Juan'
'Tejeda, Juan'
'Lara-Sánchez, Agustín'
'Sánchez-Molina, Margarita'
'Franco, Sonia'
'López-Solera, Isabel'
'Rodríguez, Ana M'
'Sánchez-Barba, Luis F'
'Morante-Zarcero, Sonia'
'Garcés, Andrés'
_publ_section_title
;
 On the Search for NNO-Donor Enantiopure Scorpionate Ligands and Their
 Coordination to Group 4 Metals
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   12
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5540
_journal_page_last               5554
_journal_paper_doi               10.1021/ic900352e
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C26 H48 N4 O5 Ti'
_chemical_formula_weight         544.58
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 101.621(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7322(16)
_cell_length_b                   18.087(3)
_cell_length_c                   19.500(4)
_cell_measurement_temperature    200(2)
_cell_volume                     3016.7(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_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  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16490
_diffrn_reflns_theta_full        23.21
_diffrn_reflns_theta_max         23.21
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.536283
_exptl_absorpt_correction_type   Semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.44
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0663
_refine_ls_shift/su_max          0.366
_refine_ls_shift/su_mean         0.035
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1415P)²+2.3387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1872
_refine_ls_wR_factor_ref         0.2082
_reflns_number_gt                3191
_reflns_number_total             4312
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             4338577
_cod_data_source_file            ic900352e_si_001_7.cif
_cod_data_source_block           12
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        3016.8(9)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4302368
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
Ti1 Ti 1.19362(8) 0.66531(4) 0.15026(4) 0.0420(3) Uani 1 1 d . . .
O1 O 1.0676(3) 0.71845(15) 0.20206(14) 0.0469(7) Uani 1 1 d . . .
O2 O 1.3341(3) 0.63466(18) 0.22862(15) 0.0569(8) Uani 1 1 d . B .
O3 O 1.2471(3) 0.59991(16) 0.08645(15) 0.0506(8) Uani 1 1 d . . .
O4 O 1.2923(3) 0.74725(16) 0.12434(17) 0.0574(8) Uani 1 1 d . D .
N1 N 1.0205(4) 0.57592(19) 0.16906(18) 0.0467(8) Uani 1 1 d . . .
N2 N 0.8673(4) 0.59426(18) 0.16642(18) 0.0461(8) Uani 1 1 d . . .
N3 N 0.9777(4) 0.69009(19) 0.06319(18) 0.0467(9) Uani 1 1 d . . .
N4 N 0.8312(4) 0.68442(18) 0.07689(17) 0.0432(8) Uani 1 1 d . . .
C1 C 0.9082(5) 0.7292(3) 0.1962(3) 0.0634(13) Uani 1 1 d . . .
H1 H 0.8878 0.7742 0.1678 0.076 Uiso 1 1 calc R . .
C2 C 0.8168(5) 0.6690(2) 0.1479(2) 0.0426(10) Uani 1 1 d . . .
H2 H 0.7061 0.6730 0.1503 0.051 Uiso 1 1 calc R . .
C3 C 1.0307(5) 0.5045(3) 0.1867(3) 0.0618(13) Uani 1 1 d . . .
C4 C 0.8866(6) 0.4784(3) 0.1945(3) 0.0761(15) Uani 1 1 d . . .
H4 H 0.8643 0.4304 0.2066 0.091 Uiso 1 1 calc R . .
C5 C 0.7825(5) 0.5359(3) 0.1813(3) 0.0617(13) Uani 1 1 d . . .
C6 C 1.1840(6) 0.4638(3) 0.1954(3) 0.0802(16) Uani 1 1 d . . .
H6A H 1.2633 0.4968 0.1860 0.120 Uiso 1 1 calc R . .
H6B H 1.1731 0.4230 0.1634 0.120 Uiso 1 1 calc R . .
H6C H 1.2131 0.4457 0.2425 0.120 Uiso 1 1 calc R . .
C7 C 0.6118(5) 0.5396(3) 0.1801(3) 0.0771(16) Uani 1 1 d . . .
H7A H 0.5940 0.5684 0.2191 0.116 Uiso 1 1 calc R . .
H7B H 0.5717 0.4906 0.1832 0.116 Uiso 1 1 calc R . .
H7C H 0.5595 0.5623 0.1372 0.116 Uiso 1 1 calc R . .
C8 C 0.9574(5) 0.7098(3) -0.0043(2) 0.0600(12) Uani 1 1 d . . .
C9 C 0.7983(6) 0.7183(3) -0.0320(3) 0.0716(15) Uani 1 1 d . . .
H9 H 0.7536 0.7323 -0.0775 0.086 Uiso 1 1 calc R . .
C10 C 0.7197(5) 0.7019(3) 0.0206(2) 0.0560(11) Uani 1 1 d . . .
C11 C 1.0932(6) 0.7218(4) -0.0390(3) 0.0830(18) Uani 1 1 d . . .
H11A H 1.1889 0.7135 -0.0058 0.124 Uiso 1 1 calc R . .
H11B H 1.0914 0.7717 -0.0560 0.124 Uiso 1 1 calc R . .
H11C H 1.0867 0.6880 -0.0774 0.124 Uiso 1 1 calc R . .
C12 C 0.5484(5) 0.7008(4) 0.0203(3) 0.0736(15) Uani 1 1 d . . .
H12A H 0.4910 0.7112 -0.0261 0.110 Uiso 1 1 calc R . .
H12B H 0.5249 0.7377 0.0521 0.110 Uiso 1 1 calc R . .
H12C H 0.5194 0.6530 0.0348 0.110 Uiso 1 1 calc R . .
C13 C 0.8584(6) 0.7493(3) 0.2608(3) 0.0726(15) Uani 1 1 d . . .
C14 C 0.9547(6) 0.8123(3) 0.2972(3) 0.0668(14) Uani 1 1 d . . .
H14A H 1.0638 0.8007 0.3026 0.100 Uiso 1 1 calc R . .
H14B H 0.9299 0.8199 0.3424 0.100 Uiso 1 1 calc R . .
H14C H 0.9319 0.8565 0.2697 0.100 Uiso 1 1 calc R . .
C15 C 0.8951(9) 0.6811(4) 0.3140(3) 0.0940(19) Uani 1 1 d . . .
H15A H 0.8285 0.6403 0.2964 0.141 Uiso 1 1 calc R . .
H15B H 0.8764 0.6955 0.3590 0.141 Uiso 1 1 calc R . .
H15C H 1.0024 0.6666 0.3185 0.141 Uiso 1 1 calc R . .
C16 C 0.6848(5) 0.7641(3) 0.2522(3) 0.0661(14) Uani 1 1 d . . .
H16A H 0.6519 0.7975 0.2137 0.099 Uiso 1 1 calc R . .
H16B H 0.6642 0.7858 0.2943 0.099 Uiso 1 1 calc R . .
H16C H 0.6284 0.7185 0.2430 0.099 Uiso 1 1 calc R . .
C17 C 1.3539(7) 0.6554(3) 0.3003(3) 0.0768(16) Uani 1 1 d . . .
H17A H 1.2848 0.6964 0.3046 0.092 Uiso 1 1 calc R A 1
H17B H 1.4606 0.6718 0.3172 0.092 Uiso 1 1 calc R A 1
C18 C 1.3204(15) 0.5949(6) 0.3427(5) 0.118(4) Uani 0.826(18) 1 d P B 1
H18A H 1.2154 0.5780 0.3255 0.141 Uiso 0.826(18) 1 calc PR B 1
H18B H 1.3311 0.6111 0.3903 0.141 Uiso 0.826(18) 1 calc PR B 1
H18C H 1.3923 0.5553 0.3405 0.141 Uiso 0.826(18) 1 calc PR B 1
C18A C 1.465(6) 0.606(2) 0.349(2) 0.096(16) Uiso 0.174(18) 1 d P B 2
H18D H 1.4312 0.5552 0.3411 0.115 Uiso 0.174(18) 1 calc PR B 2
H18E H 1.4656 0.6191 0.3964 0.115 Uiso 0.174(18) 1 calc PR B 2
H18F H 1.5680 0.6109 0.3394 0.115 Uiso 0.174(18) 1 calc PR B 2
C19 C 1.1727(5) 0.5489(3) 0.0357(3) 0.0662(14) Uani 1 1 d . . .
H19A H 1.1092 0.5756 -0.0030 0.079 Uiso 1 1 calc R . .
H19B H 1.1039 0.5175 0.0562 0.079 Uiso 1 1 calc R . .
C20 C 1.2875(6) 0.5019(4) 0.0087(4) 0.103(2) Uani 1 1 d . . .
H20A H 1.3538 0.5326 -0.0130 0.154 Uiso 1 1 calc R . .
H20B H 1.2326 0.4676 -0.0251 0.154 Uiso 1 1 calc R . .
H20C H 1.3501 0.4751 0.0468 0.154 Uiso 1 1 calc R . .
C21 C 1.2930(7) 0.8211(3) 0.1480(4) 0.0870(18) Uani 1 1 d . . .
H21A H 1.3985 0.8406 0.1553 0.104 Uiso 1 1 calc R C 1
H21B H 1.2595 0.8224 0.1925 0.104 Uiso 1 1 calc R C 1
C22 C 1.191(3) 0.8663(7) 0.0985(9) 0.134(9) Uani 0.67(3) 1 d P D 1
H22A H 1.2043 0.9172 0.1126 0.161 Uiso 0.67(3) 1 calc PR D 1
H22B H 1.0849 0.8517 0.0965 0.161 Uiso 0.67(3) 1 calc PR D 1
H22C H 1.2166 0.8605 0.0531 0.161 Uiso 0.67(3) 1 calc PR D 1
C22A C 1.329(7) 0.8777(13) 0.106(3) 0.17(2) Uani 0.33(3) 1 d P D 2
H22D H 1.2663 0.9202 0.1112 0.206 Uiso 0.33(3) 1 calc PR D 2
H22E H 1.3091 0.8620 0.0585 0.206 Uiso 0.33(3) 1 calc PR D 2
H22F H 1.4378 0.8903 0.1209 0.206 Uiso 0.33(3) 1 calc PR D 2
O5 O 1.202(4) 1.0229(16) -0.0334(12) 0.474(15) Uani 1 1 d . . .
C26 C 1.269(4) 1.0951(13) -0.0387(14) 0.375(17) Uani 1 1 d . . .
H26A H 1.1955 1.1341 -0.0341 0.450 Uiso 1 1 calc R . .
H26B H 1.3642 1.1020 -0.0038 0.450 Uiso 1 1 calc R . .
C23 C 1.298(4) 0.9752(14) -0.0742(17) 0.43(2) Uani 1 1 d . . .
H23A H 1.4037 0.9659 -0.0483 0.515 Uiso 1 1 calc R . .
H23B H 1.2472 0.9289 -0.0901 0.515 Uiso 1 1 calc R . .
C25 C 1.298(4) 1.0930(16) -0.1035(18) 0.348(16) Uani 1 1 d . . .
H25A H 1.4005 1.1141 -0.1034 0.417 Uiso 1 1 calc R . .
H25B H 1.2209 1.1221 -0.1348 0.417 Uiso 1 1 calc R . .
C24 C 1.294(5) 1.0238(19) -0.1256(17) 0.47(3) Uani 1 1 d . . .
H24A H 1.1992 1.0162 -0.1605 0.563 Uiso 1 1 calc R . .
H24B H 1.3823 1.0151 -0.1479 0.563 Uiso 1 1 calc R . .
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'
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 O3 97.77(13) . . ?
O4 Ti1 O2 101.54(14) . . ?
O3 Ti1 O2 98.62(13) . . ?
O4 Ti1 O1 95.31(13) . . ?
O3 Ti1 O1 159.51(12) . . ?
O2 Ti1 O1 94.11(12) . . ?
O4 Ti1 N1 167.04(13) . . ?
O3 Ti1 N1 85.43(12) . . ?
O2 Ti1 N1 90.32(13) . . ?
O1 Ti1 N1 78.48(12) . . ?
O4 Ti1 N3 90.00(13) . . ?
O3 Ti1 N3 84.77(12) . . ?
O2 Ti1 N3 167.34(13) . . ?
O1 Ti1 N3 79.52(12) . . ?
N1 Ti1 N3 77.75(12) . . ?
C1 O1 Ti1 135.0(2) . . ?
C17 O2 Ti1 131.6(3) . . ?
C19 O3 Ti1 138.5(3) . . ?
C21 O4 Ti1 130.1(3) . . ?
C3 N1 N2 105.0(3) . . ?
C3 N1 Ti1 135.3(3) . . ?
N2 N1 Ti1 119.6(2) . . ?
C5 N2 N1 112.1(3) . . ?
C5 N2 C2 129.1(3) . . ?
N1 N2 C2 118.9(3) . . ?
C8 N3 N4 105.6(3) . . ?
C8 N3 Ti1 134.4(3) . . ?
N4 N3 Ti1 120.0(2) . . ?
C10 N4 N3 112.0(3) . . ?
C10 N4 C2 129.6(3) . . ?
N3 N4 C2 118.0(3) . . ?
O1 C1 C13 115.6(4) . . ?
O1 C1 C2 109.7(3) . . ?
C13 C1 C2 119.6(4) . . ?
N4 C2 N2 109.9(3) . . ?
N4 C2 C1 108.3(4) . . ?
N2 C2 C1 114.2(4) . . ?
N1 C3 C4 110.1(4) . . ?
N1 C3 C6 120.9(4) . . ?
C4 C3 C6 129.0(4) . . ?
C5 C4 C3 107.8(4) . . ?
N2 C5 C4 105.1(4) . . ?
N2 C5 C7 123.4(4) . . ?
C4 C5 C7 131.5(5) . . ?
N3 C8 C9 109.5(4) . . ?
N3 C8 C11 121.5(4) . . ?
C9 C8 C11 128.9(4) . . ?
C10 C9 C8 107.2(4) . . ?
N4 C10 C9 105.7(4) . . ?
N4 C10 C12 123.8(4) . . ?
C9 C10 C12 130.5(4) . . ?
C1 C13 C14 111.1(4) . . ?
C1 C13 C16 114.4(4) . . ?
C14 C13 C16 111.7(4) . . ?
C1 C13 C15 108.1(5) . . ?
C14 C13 C15 104.9(5) . . ?
C16 C13 C15 105.8(5) . . ?
O2 C17 C18 111.4(6) . . ?
O2 C17 C18A 113.1(16) . . ?
C18 C17 C18A 50.5(17) . . ?
O3 C19 C20 112.0(4) . . ?
O4 C21 C22A 119.7(17) . . ?
O4 C21 C22 111.1(7) . . ?
C22A C21 C22 50.6(19) . . ?
C26 O5 C23 102(3) . . ?
C25 C26 O5 101(2) . . ?
C24 C23 O5 95(2) . . ?
C26 C25 C24 110(2) . . ?
C23 C24 C25 113(3) . . ?
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 O4 1.836(3) . ?
Ti1 O3 1.844(3) . ?
Ti1 O2 1.842(3) . ?
Ti1 O1 1.898(3) . ?
Ti1 N1 2.293(3) . ?
Ti1 N3 2.313(3) . ?
O1 C1 1.387(5) . ?
O2 C17 1.425(6) . ?
O3 C19 1.412(5) . ?
O4 C21 1.413(6) . ?
N1 C3 1.335(5) . ?
N1 N2 1.369(4) . ?
N2 C5 1.355(6) . ?
N2 C2 1.445(5) . ?
N3 C8 1.340(5) . ?
N3 N4 1.363(4) . ?
N4 C10 1.350(5) . ?
N4 C2 1.442(5) . ?
C1 C13 1.459(6) . ?
C1 C2 1.551(6) . ?
C3 C4 1.381(7) . ?
C3 C6 1.506(6) . ?
C4 C5 1.371(7) . ?
C5 C7 1.487(6) . ?
C8 C9 1.394(6) . ?
C8 C11 1.495(6) . ?
C9 C10 1.375(7) . ?
C10 C12 1.495(6) . ?
C13 C14 1.506(7) . ?
C13 C16 1.515(6) . ?
C13 C15 1.603(8) . ?
C17 C18 1.435(10) . ?
C17 C18A 1.51(4) . ?
C19 C20 1.489(7) . ?
C21 C22A 1.38(3) . ?
C21 C22 1.430(14) . ?
O5 C26 1.44(2) . ?
O5 C23 1.53(3) . ?
C26 C25 1.34(2) . ?
C23 C24 1.33(3) . ?
C25 C24 1.32(3) . ?
