Carboxylation of terminal alkynes with CO2 catalyzed by imidazolium-bridged bis(phenolato) rare-earth metal complexes
Shi, Kai; Lu, Chengrong; Zhao, Bei; New Journal of Chemistry 46 (2022) 16998–17003; doi:10.1039/D2NJ03130B

data_7061715
_publ_section_title
;
 Carboxylation of terminal alkynes with CO2 catalyzed by
 imidazolium-bridged bis(phenolato) rare-earth metal complexes
;
_journal_issue                   35
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16998
_journal_page_last               17003
_journal_paper_doi               10.1039/D2NJ03130B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C99 H141 Cl3 N6 O6 Y2, 4[C4H8O]'
_chemical_formula_sum            'C115 H173 Cl3 N6 O10 Y2'
_chemical_formula_weight         2083.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-07-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-07-22 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.598(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5969(6)
_cell_length_b                   24.3651(11)
_cell_length_c                   31.8323(12)
_cell_measurement_reflns_used    9397
_cell_measurement_temperature    119.96
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.18
_cell_volume                     11246.3(8)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      119.96
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.1504
_diffrn_reflns_av_unetI/netI     0.0931
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            234999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.517
_diffrn_reflns_theta_min         1.696
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.156
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1159 before and 0.0810 after correction.
The Ratio of minimum to maximum transmission is 0.7774.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_description       block
_exptl_crystal_F_000             4456
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1081
_refine_ls_number_reflns         25827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+12.0702P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1230
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17067
_reflns_number_total             25827
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03130b2.cif
_cod_data_source_block           mo_b220719e_0m_a
_cod_depositor_comments
'Adding full bibliography for 7061714--7061717.cif.'
_cod_database_code               7061715
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.802
_shelx_estimated_absorpt_t_min   0.723
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C00Q(H00A,H00B), C00V(H00C,H00D), C012(H01A,H01B), C01A(H01F,H01G), C01F(H01J,
 H01K), C01T(H01W,H01X)
1.b Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00T(H00T), C3(H3), C00Y(H00Y), C1(H1), C015(H015), C016(H016),
 C01C(H01H), C01D(H01I), C2(H2), C01M(H01R), C01N(H01S), C01W(H01Y), C01Z(H01Z),
  C022(H022), C028(H028), C02D(H02P), C02F(H02T), C02G(H02U), C02L(H02),
 C02P(H6)
1.c Idealised Me refined as rotating group:
 C017(H01C,H01D,H01E), C01I(H01L,H01M,H01N), C01L(H01O,H01P,H01Q), C01Q(H01T,
 H01U,H01V), C020(H02A,H02B,H02C), C021(H02D,H02E,H02F), C026(H02G,H02H,H02I),
 C02A(H02J,H02K,H02L), C02C(H02M,H02N,H02O), C02E(H02Q,H02R,H02S), C02I(H02V,
 H02W,H02X), C02J(H02Y,H,HA), C02K(H02Z,HB,HC), C02M(H4,HD,HE), C02O(H5,HF,HG),
 C02Q(H7,HH,HI), C02R(H8,HJ,HK), C02V(H9,HL,HM), C02W(H10,HN,HO), C02X(H11,HP,
 HQ), C02Y(H12,HR,HS), C02Z(H13,HT,HU), C030(H03A,H03B,H03C), C031(H03D,H03E,
 H03F), C032(H03G,H03H,H03I), C035(H03J,H03K,H03L), C036(H03M,H03N,H03O),
 C038(H03P,H03Q,H03R), C039(H03S,H03T,H03U), C03B(H03V,H03W,H03X), C03C(H03Y,HV,
 HW), C03D(H03Z,HX,HY), C03F(H03,HZ,H17), C03G(H14,H18,H19), C03H(H15,H20,H21),
 C03L(H16,H22,H23)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 624 electrons were 
found in a volume of 2654\%A^3^ in 3 voids per unit cell. 
This is consistent with the presence of 
0.155[C4H8O] per Asymmetric Unit 
which account for 640 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              73055
_shelx_fab_checksum              688
_olex2_submission_special_instructions 'No special instructions were received'