Chemical fixation of CO<sub>2</sub>/CS<sub>2</sub> to access iodoallenyl oxazolidinones and allenyl thiazolidine-thiones.
Li, Xuejian; Liu, Qinglong; Song, Wangze; Chemical communications (Cambridge, England) 60 (2024) 8756–8759; doi:10.1039/d4cc02894e

data_7133384
_publ_section_title
;
 Chemical fixation of CO<sub>2</sub>/CS<sub>2</sub> to access iodoallenyl
 oxazolidinones and allenyl thiazolidine-thiones.
;
_journal_issue                   66
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8756
_journal_page_last               8759
_journal_paper_doi               10.1039/d4cc02894e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C16 H17 N O2 S2'
_chemical_formula_sum            'C16 H17 N O2 S2'
_chemical_formula_weight         319.42
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-04-17 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.291(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.822(3)
_cell_length_b                   9.4151(14)
_cell_length_c                   9.3683(14)
_cell_measurement_reflns_used    5464
_cell_measurement_temperature    273.00
_cell_measurement_theta_max      25.494
_cell_measurement_theta_min      2.170
_cell_volume                     1655.5(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273.00
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11489
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.650
_diffrn_reflns_theta_min         2.170
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6979
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1013 before and 0.0468 after correction.
The Ratio of minimum to maximum transmission is 0.9364.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3101
_refine_ls_number_restraints     192
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0485
_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^)+(0.0678P)^2^+0.7465P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1354
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2473
_reflns_number_total             3101
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02894e2.cif
_cod_data_source_block           2
_cod_depositor_comments          'Adding full bibliography for 7133384.cif.'
_cod_database_code               7133384
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.938
_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
O00C \\sim C00I \\sim O00J \\sim C1 \\sim C2 \\sim O00D \\sim C00J \\sim C2A
\\sim C1A \\sim O00K: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
3. Rigid body (RIGU) restrains
 O00C, C2, C1, C00I, O00J, C00G
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O00D, O00K, C1A, C00J, C2A, C00G
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(O00D)=Sof(C00J)=Sof(H00M)=Sof(H00N)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=
 Sof(H2AC)=Sof(C1A)=Sof(O00K)=1-FVAR(1)
 Sof(O00C)=Sof(C00I)=Sof(H00K)=Sof(H00L)=Sof(O00J)=Sof(C1)=Sof(C2)=Sof(H2A)=
 Sof(H2B)=Sof(H2C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C007(H007)
5.b Secondary CH2 refined with riding coordinates:
 C006(H00B,H00A), C009(H00C,H00D), C00I(H00K,H00L), C00J(H00M,H00N)
5.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00E), C00D(H00F), C00E(H00G), C00F(H00H), C00H(H00J)
5.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C2A(H2AA,H2AB,H2AC)
;
_shelx_res_checksum              57106
_shelx_hkl_checksum              27028
_olex2_submission_special_instructions 'No special instructions were received'