Reversible cyclodimerization of cyclic (alkyl)(amino)carbene-carbon disulfide adduct.
Lim, Gayeong; Cha, Jaegeum; Kim, Youngsuk; Chemical communications (Cambridge, England) 61 (2025) 18384–18387; doi:10.1039/d5cc04726a

data_7135192
_publ_section_title
;
 Reversible cyclodimerization of cyclic (alkyl)(amino)carbene-carbon
 disulfide adduct.
;
_journal_issue                   93
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              18384
_journal_page_last               18387
_journal_paper_doi               10.1039/d5cc04726a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C46 H70 N2 S4, C2 H3 N'
_chemical_formula_sum            'C48 H73 N3 S4'
_chemical_formula_weight         820.33
_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     dual
_audit_creation_date             2025-03-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_audit_update_record
;
2025-08-09 deposited with the CCDC.	2025-10-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.7110(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4440(5)
_cell_length_b                   17.6533(7)
_cell_length_c                   18.4027(5)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    150
_cell_measurement_theta_max      30.85
_cell_measurement_theta_min      2.31
_cell_volume                     4660.2(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.989
_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     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            73511
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.054
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6772
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1001 before and 0.0617 after correction.
The Ratio of minimum to maximum transmission is 0.9075.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_description       block
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         10191
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0407
_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^)+(0.0437P)^2^+2.2340P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1098
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7776
_reflns_number_total             10191
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04726a2.cif
_cod_data_source_block           p21c-078
_cod_database_code               7135192
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.972
_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.a Ternary CH refined with riding coordinates:
 C53(H53), C50(H50), C29(H29), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C36(H36A,H36B), C38(H38A,H38B), C14(H14A,H14B), C40(H40A,
 H40B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C46(H46), C48(H48), C47(H47), C22(H22), C24(H24), C23(H23)
2.d Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C42(H42A,H42B,H42C), C54(H54A,H54B,H54C), C51(H51A,H51B,
 H51C), C19(H19A,H19B,H19C), C52(H52A,H52B,H52C), C15(H15A,H15B,H15C), C55(H55A,
 H55B,H55C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C41(H41A,H41B,H41C),
 C39(H39A,H39B,H39C), C27(H27A,H27B,H27C), C31(H31A,H31B,H31C), C30(H30A,H30B,
 H30C), C28(H28A,H28B,H28C), C3(H3A,H3B,H3C)
;
_shelx_res_checksum              38349
_shelx_hkl_checksum              85197
_olex2_submission_special_instructions 'No special instructions were received'