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_7061714
_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 Yb2, 6[C4H8O]'
_chemical_formula_sum            'C123 H189 Cl3 N6 O12 Yb2'
_chemical_formula_weight         2396.22
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_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     iterative
_audit_creation_date             2022-05-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2022-05-21 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                98.378(2)
_cell_angle_beta                 97.840(2)
_cell_angle_gamma                100.313(2)
_cell_formula_units_Z            2
_cell_length_a                   14.7541(9)
_cell_length_b                   16.9877(10)
_cell_length_c                   25.1985(15)
_cell_measurement_reflns_used    9786
_cell_measurement_temperature    120.05
_cell_measurement_theta_max      27.503
_cell_measurement_theta_min      2.235
_cell_volume                     6061.1(6)
_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      120.05
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_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  0.1224
_diffrn_reflns_av_unetI/netI     0.1092
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            125271
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.552
_diffrn_reflns_theta_min         1.869
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.659
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1378 before and 0.0872 after correction.
The Ratio of minimum to maximum transmission is 0.6816.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       block
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.103
_refine_diff_density_min         -1.648
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1081
_refine_ls_number_reflns         27523
_refine_ls_number_restraints     3510
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0578
_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^)+(0.0704P)^2^+10.9108P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1606
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18195
_reflns_number_total             27523
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03130b2.cif
_cod_data_source_block           mo_b210422a_0m_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7061714--7061717.cif.
;
_cod_database_code               7061714
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.852
_shelx_estimated_absorpt_t_min   0.636
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 3.8A
3.a Secondary CH2 refined with riding coordinates:
 C00L(H00A,H00B), C00R(H00C,H00D), C00W(H00E,H00F), C01E(H01J,H01K), C01R(H01Q,
 H01R), C020(H02A,H02B)
3.b Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00O(H00O), C2(H2), C3(H3), C00Y(H00Y), C010(H010), C012(H012),
 C014(H014), C01G(H01L), C1(H1), C01M(H01P), C01S(H01S), C01T(H01T), C01V(H01V),
  C01X(H01Y), C01Z(H01), C021(H021), C026(H026), C029(H029), C02F(H02L),
 C02O(H02)
3.c Idealised Me refined as rotating group:
 C017(H01A,H01B,H01C), C01C(H01D,H01E,H01F), C01D(H01G,H01H,H01I), C01H(H01M,
 H01N,H01O), C01W(H01U,H01W,H01X), C01Y(H01Z,H,HA), C023(H02C,H02D,H02E),
 C02B(H02F,H02G,H02H), C02C(H02I,H02J,H02K), C02G(H02M,H02N,H02O), C02H(H02P,
 H02Q,H02R), C02I(H02S,H02T,H02U), C02J(H02V,H02W,H02X), C02L(H02Y,HB,HC),
 C02N(H02Z,HD,HE), C02P(H4,HF,HG), C02Q(H5,HH,HI), C02R(H6,HJ,HK), C02S(H7,HL,
 HM), C02T(H8,HN,HO), C02U(H9,HP,HQ), C02V(H10,HR,HS), C02W(H11,HT,HU),
 C02X(H12,HV,HW), C02Y(H13,HX,HY), C030(H03A,H03B,H03C), C031(H03D,H03E,H03F),
 C033(H03G,H03H,H03I), C037(H03J,H03K,H03L), C038(H03M,H03N,H03O), C03A(H03P,
 H03Q,H03R), C03C(H03S,H03T,H03U), C03I(H03V,H03W,H03X), C03J(H03Y,HZ,H14),
 C03R(H03Z,H15,H16), C03X(H03,H17,H18)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 491 electrons were 
found in a volume of 2227\%A^3^ in 2 voids per unit cell. 
This is consistent with the presence of 
6[C4H8O] per Asymmetric Unit 
which account for 480 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              58086
_shelx_fab_checksum              61773
_olex2_submission_special_instructions 'No special instructions were received'