Synthesis of rare-earth metal complexes with a morpholine-functionalized β-diketiminato ligand and their catalytic activities towards C–O and C–N bond formation
Zhu, Xiancui; He, Jinqiang; Yang, Yuanqing; Zhou, Shuangliu; Wei, Yun; Wang, Shaowu; Dalton Transactions  (2022) –; doi:10.1039/D2DT02053J

data_7710934
_publ_section_title
;
 Synthesis of rare-earth metal complexes with a morpholine-functionalized
 \b-diketiminato ligand and their catalytic activities towards C--O and
 C--N bond formation
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02053J
_journal_year                    2022
_chemical_formula_moiety         'C81 H120 Cl Er3 N9 O3 Si6, C16 H32 Li O4'
_chemical_formula_sum            'C97 H152 Cl Er3 Li N9 O7 Si6'
_chemical_formula_weight         2268.98
_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   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc28p459
_audit_creation_date             2019-10-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-26 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                67.9980(10)
_cell_angle_beta                 84.0600(10)
_cell_angle_gamma                61.6270(10)
_cell_formula_units_Z            2
_cell_length_a                   19.7581(15)
_cell_length_b                   20.0890(15)
_cell_length_c                   21.4239(16)
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      22.538
_cell_measurement_theta_min      2.187
_cell_volume                     6908.1(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_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  0.0773
_diffrn_reflns_av_unetI/netI     0.1120
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            81890
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_min         1.029
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.918
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1213 before and 0.0616 after correction. The Ratio of minimum to maximum transmission is 0.4840. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_description       block
_exptl_crystal_F_000             2322
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         2.851
_refine_diff_density_min         -0.982
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1258
_refine_ls_number_reflns         31261
_refine_ls_number_restraints     659
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1425
_refine_ls_R_factor_gt           0.0641
_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^)+(0.0704P)^2^+5.4840P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1763
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15560
_reflns_number_total             31261
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02053j2.cif
_cod_data_source_block           1f
_cod_database_code               7710934
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.689
_shelx_estimated_absorpt_t_min   0.656
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C96-C95
 1.54 with sigma of 0.01
 C95-C94 = C94-C93
 1.54 with sigma of 0.01
 C90-C89 = C91-C90 = C92-C91
 1.54 with sigma of 0.01
 C96-C95 = C95-C94 = C94-C93
 1.54 with sigma of 0.01
 C86-C85 = C87A-C86 = C87-C86 = C88-C87 = C88A-C87A
 1.54 with sigma of 0.01
 C93-O7
 1.43 with sigma of 0.01
 O7-C96
 1.43 with sigma of 0.01
 C94-C93 = C95-C94 = C96-C95
 1.54 with sigma of 0.01
 O5-C85 = O5-C88A = O5-C88
 1.54 with sigma of 0.01
 C92-C91 = C91-C90 = C90-C89
 1.54 with sigma of 0.01
 O6-C89 = O6-C92
 1.43 with sigma of 0.01
 C41A-C40A = C42A-C40A = C41-C40 = C42-C40
 1.54 with sigma of 0.01
 C82-C81 = C83A-C82 = C83-C82 = C84-C83A = C84-C83
 1.54 with sigma of 0.01
 C41-C42 = C42A-C41A
 2.52 with sigma of 0.01
 C40A-C36 \\sim C40-C36
 with sigma of 0.02
 C36-C42 \\sim C36-C42A
 with sigma of 0.02
 C10-C15 \\sim C10-C15A
 with sigma of 0.02
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 C15-C19 \\sim C15A-C19A
 with sigma of 0.02
 C19-C20 \\sim C19A-C20A
 with sigma of 0.02
 C19-C21 \\sim C19A-C21A
 with sigma of 0.02
 C10-C14 \\sim C10-C14A
 with sigma of 0.04
 C10-C19 \\sim C10-C19A
 with sigma of 0.04
 C11-C13 \\sim C11-C13A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.04
 C14-C19 \\sim C14A-C19A
 with sigma of 0.04
 C15-C20 \\sim C15A-C20A
 with sigma of 0.04
 C15-C21 \\sim C15A-C21A
 with sigma of 0.04
 C20-C21 \\sim C20A-C21A
 with sigma of 0.04
 C96-C94 \\sim C93-C95
 with sigma of 0.02
 C90-C92 \\sim C89-C91
 with sigma of 0.02
 C86-C88 \\sim C87-C85
 with sigma of 0.02
 C86-C88A \\sim C87A-C85
 with sigma of 0.02
 O5-C86 \\sim O5-C87
 with sigma of 0.02
 C85-C88 \\sim C85-C88A
 with sigma of 0.02
 C86-C88 \\sim C86-C88A
 with sigma of 0.02
 C40A-C41A \\sim C40-C41
 with sigma of 0.02
 C81-C83A \\sim C84-C82
 with sigma of 0.02
 C81-C83 \\sim C84-C82
 with sigma of 0.02
3. Rigid bond restraints
 C11, C12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C5, C6, C57, C59
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C15 \\sim C19 \\sim C20 \\sim C21 \\sim C12 \\sim C13A
\\sim C14A \\sim C15A \\sim C19A \\sim C21A \\sim C20A \\sim C35 \\sim C36
\\sim C40 \\sim C41 \\sim C41A \\sim C40A \\sim C42A \\sim C42 \\sim C54 \\sim
C55 \\sim C56 \\sim C60 \\sim C61 \\sim C62: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
O5 \\sim C85 \\sim C86 \\sim C87A \\sim C87 \\sim C88A \\sim C88 \\sim O6 \\sim
C89 \\sim C90 \\sim C92 \\sim C91 \\sim O7 \\sim C95 \\sim C94 \\sim C93 \\sim
C96 \\sim O4 \\sim C81 \\sim C84 \\sim C83 \\sim C82 \\sim C83A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C36, C40A, C41A, C42A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C11, C10, C12, C13A, C14A, C15A, C19A, C20A, C21A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C10, C11, C13, C14, C15, C19, C21, C20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C36, C40, C41, C42
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(C41A)=Sof(H41D)=Sof(H41E)=Sof(H41F)=Sof(C40A)=Sof(H40A)=Sof(C42A)=
 Sof(H42A)=Sof(H42B)=Sof(H42C)=Sof(H84C)=Sof(H84D)=Sof(H86C)=Sof(H86D)=
 Sof(H82C)=Sof(H82D)=Sof(C87A)=Sof(H87A)=Sof(H87B)=Sof(C83A)=Sof(H83C)=
 Sof(H83D)=Sof(C88A)=Sof(H88A)=Sof(H88B)=1-FVAR(1)
 Sof(C40)=Sof(H40)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(H41C)=Sof(C42)=Sof(H42D)=
 Sof(H42E)=Sof(H42F)=Sof(H84A)=Sof(H84B)=Sof(C83)=Sof(H83A)=Sof(H83B)=Sof(H86A)=
 Sof(H86B)=Sof(H82A)=Sof(H82B)=Sof(C87)=Sof(H87C)=Sof(H87D)=Sof(C88)=Sof(H88C)=
 Sof(H88D)=FVAR(1)
 Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(C19A)=
 Sof(H19A)=Sof(C21A)=Sof(H21D)=Sof(H21E)=Sof(H21F)=Sof(C20A)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=1-FVAR(2)
 Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(H12)=
 FVAR(2)
7.a Riding coordinates:
 C21(H21A,H21B,H21C), C41(H41A,H41B,H41C), C42A(H42A,H42B,H42C)
7.b Ternary CH refined with riding coordinates:
 C16(H16), C19(H19), C37(H37), C40(H40), C57(H57), C60(H60), C40A(H40A),
 C19A(H19A)
7.c Secondary CH2 refined with riding coordinates:
 C81(H81A,H81B), C95(H95A,H95B), C94(H94A,H94B), C89(H89A,H89B), C90(H90A,
 H90B), C85(H85A,H85B), C93(H93A,H93B), C84(H84A,H84B), C84(H84C,H84D),
 C92(H92A,H92B), C83(H83A,H83B), C86(H86C,H86D), C86(H86A,H86B), C82(H82A,H82B),
  C82(H82C,H82D), C96(H96A,H96B), C91(H91A,H91B), C87A(H87A,H87B), C87(H87C,
 H87D), C83A(H83C,H83D), C88A(H88A,H88B), C88(H88C,H88D)
7.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C23(H23),
 C25(H25), C26(H26), C27(H27), C28(H28), C33(H33), C34(H34), C35(H35), C44(H44),
  C46(H46), C47(H47), C48(H48), C49(H49), C53(H53), C54(H54), C55(H55),
 C12(H12), C12(H12A), C13A(H13A), C14A(H14A)
7.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C38(H38A,H38B,
 H38C), C39(H39A,H39B,H39C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C61(H61A,
 H61B,H61C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C64(H64A,H64B,H64C),
 C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C67(H67A,H67B,H67C), C68(H68A,H68B,
 H68C), C69(H69A,H69B,H69C), C70(H70A,H70B,H70C), C71(H71A,H71B,H71C), C72(H72A,
 H72B,H72C), C73(H73A,H73B,H73C), C74(H74A,H74B,H74C), C75(H75A,H75B,H75C),
 C76(H76A,H76B,H76C), C77(H77A,H77B,H77C), C78(H78A,H78B,H78C), C79(H79A,H79B,
 H79C), C80(H80A,H80B,H80C), C41A(H41D,H41E,H41F), C42(H42D,H42E,H42F),
 C21A(H21D,H21E,H21F), C20A(H20D,H20E,H20F)
;
_shelx_res_checksum              9790
_shelx_hkl_checksum              60440
_shelx_fab_checksum              36218
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'