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_7061716
_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 Sm2'
_chemical_formula_sum            'C123 H189 Cl3 N6 O12 Sm2'
_chemical_formula_weight         2350.84
_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                 96.6340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.6620(7)
_cell_length_b                   24.4805(11)
_cell_length_c                   31.8820(13)
_cell_measurement_reflns_used    9149
_cell_measurement_temperature    119.99
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.22
_cell_volume                     11366.9(9)
_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      119.99
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0988
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_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            303288
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.971
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.157
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5664
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1428 before and 0.0904 after correction.
The Ratio of minimum to maximum transmission is 0.7597.
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    1.374
_exptl_crystal_description       block
_exptl_crystal_F_000             4960
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.939
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1081
_refine_ls_number_reflns         26067
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0366P)^2^+18.8385P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0944
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20290
_reflns_number_total             26067
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03130b2.cif
_cod_data_source_block           mo_b210422d_0m_a
_cod_depositor_comments
'Adding full bibliography for 7061714--7061717.cif.'
_cod_database_code               7061716
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.846
_shelx_estimated_absorpt_t_min   0.802
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C018(H01A,H01B), C01F(H01F,H01G), C01H(H01H,H01I), C01Q(H01W,H01X), C01U(H01Y,
 H), C022(H02D,H02E)
1.b Aromatic/amide H refined with riding coordinates:
 C00K(H00K), C00N(H00N), C00R(H00R), C2(H2), C3(H3), C00Y(H00Y), C016(H016),
 C1(H1), C01I(H01J), C01K(H01N), C01N(H01R), C01P(H01V), C01V(H01Z), C01Y(H5),
 C026(H026), C027(H027), C029(H029), C02O(H8), C4(H4A), C035(H035), C036(H036)
1.c Idealised Me refined as rotating group:
 C01E(H01C,H01D,H01E), C01J(H01K,H01L,H01M), C01M(H01O,H01P,H01Q), C01O(H01S,
 H01T,H01U), C01W(H01,HA,HB), C01X(H4,HC,HD), C01Z(H6,HE,HF), C021(H02A,H02B,
 H02C), C023(H02F,H02G,H02H), C025(H02I,H02J,H02K), C02B(H02L,H02M,H02N),
 C02C(H02O,H02P,H02Q), C02D(H02R,H02S,H02T), C02F(H02U,H02V,H02W), C02G(H02X,
 H02Y,HG), C02L(H02Z,HH,HI), C02M(H02,HJ,HK), C02N(H7,HL,HM), C02T(H9,HN,HO),
 C02Y(H10,HP,HQ), C030(H03A,H03B,H03C), C031(H03D,H03E,H03F), C032(H03G,H03H,
 H03I), C033(H03J,H03K,H03L), C037(H03M,H03N,H03O), C038(H03P,H03Q,H03R),
 C039(H03S,H03T,H03U), C03A(H03V,H03W,H03X), C03C(H03Y,HR,HS), C03D(H03Z,HT,HU),
  C03E(H03,HV,HW), C03F(H11,HX,HY), C03H(H12,HZ,H16), C03J(H13,H17,H18),
 C03K(H14,H19,H20), C03M(H15,H21,H22)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 1000 electrons were 
found in a volume of 2738\%A^3^ in 3 voids per unit cell. 
This is consistent with the presence of 
6[C4H8O] per Asymmetric Unit 
which account for 960 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              56032
_shelx_fab_checksum              82977
_olex2_submission_special_instructions 'No special instructions were received'