Enantioselective [3+2] annulation of isatin-derived MBH-carbonates and 3-nitroindoles enabled by a bifunctional DMAP-thiourea.
Mei, Ming-Shun; Wang, Yu-Hui; Hu, Qing; Li, Qing-Hua; Shi, Da-Yu; Gao, Dingding; Ge, Guangbo; Lin, Guo-Qiang; Tian, Ping; Chemical communications (Cambridge, England) 56 (2020) 10718–10721; doi:10.1039/d0cc04462h

data_7127017
_publ_section_title
;
 Enantioselective [3+2] annulation of isatin-derived MBH-carbonates and
 3-nitroindoles enabled by a bifunctional DMAP-thiourea.
;
_journal_issue                   73
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10718
_journal_page_last               10721
_journal_paper_doi               10.1039/d0cc04462h
_journal_volume                  56
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C33 H28 Cl N3 O5'
_chemical_formula_weight         582.03
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc23xn3t
_audit_update_record
;
2019-11-06 deposited with the CCDC.	2020-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.4684(19)
_cell_length_b                   12.280(2)
_cell_length_c                   45.879(8)
_cell_measurement_reflns_used    9381
_cell_measurement_temperature    262.(2)
_cell_measurement_theta_max      75.1825
_cell_measurement_theta_min      3.7262
_cell_volume                     5897.8(18)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      262.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'd8 venture'
_diffrn_radiation_type           'cu k\a'
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_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0453
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_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_number            41842
_diffrn_reflns_theta_full        75.74
_diffrn_reflns_theta_max         75.74
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.528
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.80
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_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.702
_refine_ls_abs_structure_details
;
Flack x determined using 4521 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.034(6)
_refine_ls_extinction_method     none
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_refine_ls_number_parameters     767
_refine_ls_number_reflns         11973
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0543P)^2^+2.0265P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                11149
_reflns_number_total             11973
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc04462h2.cif
_cod_data_source_block           20191030MMS0365
_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 7127017.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C66 H56 Cl2 N6 O10'
_cod_original_formula_weight         1164.06
_cod_original_formula_units_Z            4
_cod_original_cell_volume        5897.8(19)
_cod_database_code               7127017
_shelx_res_checksum              91122
_shelx_hkl_checksum              9882