Ureate Titanium Catalysts for Hydroaminoalkylation: Using Ligand Design to Increase Reactivity and Utility
Manßen, Manfred; Deng, Danfeng; Zheng, Cameron H. M.; DiPucchio, Rebecca C.; Chen, Dafa; Schafer, Laurel L.; ACS Catalysis  (2021) 4550–4560; doi:10.1021/acscatal.1c00014

data_4518601
_publ_section_title
;
 Ureate Titanium Catalysts for Hydroaminoalkylation: Using Ligand Design
 to Increase Reactivity and Utility
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              4550
_journal_page_last               4560
_journal_paper_doi               10.1021/acscatal.1c00014
_journal_year                    2021
_chemical_formula_moiety         'C48 H70 N6 O2 Ti'
_chemical_formula_sum            'C48 H70 N6 O2 Ti'
_chemical_formula_weight         811.00
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                67.282(5)
_cell_angle_beta                 77.986(6)
_cell_angle_gamma                89.059(6)
_cell_formula_units_Z            2
_cell_length_a                   11.006(2)
_cell_length_b                   14.517(3)
_cell_length_c                   16.170(3)
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.302
_cell_measurement_theta_min      2.348
_cell_volume                     2325.0(8)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            52373
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_min         1.525
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0475 before and 0.0420 after correction.
The Ratio of minimum to maximum transmission is 0.9245.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_description       irregular
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.287
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.991
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         11577
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+1.4652P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1061
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9593
_reflns_number_total             11577
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs1c00014_si_002.cif
_cod_data_source_block           ls878
_cod_database_code               4518601
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.921
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00I(H00I), C00M(H00M), C00R(H00R), C00V(H00V), C00Z(H00Z), C014(H014)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00K(H00K), C00O(H00O), C00P(H00P), C00S(H00S), C00T(H00T),
 C00W(H00W), C00Y(H00Y), C012(H012), C013(H013), C016(H016), C017(H017),
 C018(H018), C01C(H01S), C01E(H01W), C01G(H01Z)
2.c Idealised Me refined as rotating group:
 C00F(H00A,H00B,H00C), C00U(H00D,H00E,H00F), C00X(H00H,H00J,H00L), C010(H01A,
 H01B,H01C), C011(H01D,H01E,H01F), C015(H01G,H01H,H01I), C019(H01J,H01K,H01L),
 C01A(H01M,H01N,H01O), C01B(H01P,H01Q,H01R), C01D(H01T,H01U,H01V), C01F(H01X,
 H01Y,H), C01H(H01,HA,HB), C01I(H1,HC,HD), C01J(H2,HE,HF), C01K(H3,HG,HH),
 C01L(H4,HI,HJ)
;
_shelx_res_checksum              41379
_shelx_hkl_checksum              88469
_olex2_submission_special_instructions 'No special instructions were received'