Addition, Substitution, and Ring-Contraction Reactions of Quinones with N-Heterocyclic Carbenes.
Ping, Lucy; Bak, JungMin; Kim, Youngmee; Bouffard, Jean; The Journal of organic chemistry 83 (2018) 9240–9249; doi:10.1021/acs.joc.8b01236

data_4035328
_publ_section_title
;
 Addition, Substitution, and Ring-Contraction Reactions of Quinones with
 N-Heterocyclic Carbenes.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9240
_journal_page_last               9249
_journal_paper_doi               10.1021/acs.joc.8b01236
_journal_volume                  83
_journal_year                    2018
_chemical_formula_sum            'C33 H36 Cl2 N2 O3'
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_cell_length_b                   14.6095(2)
_cell_length_c                   23.4717(3)
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_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.42
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_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
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_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
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_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
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_diffrn_reflns_point_group_measured_fraction_max 0.996
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_diffrn_reflns_theta_max         28.634
_diffrn_reflns_theta_min         1.648
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.93
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_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            red
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_exptl_crystal_description       block
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_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
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_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
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_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0595
_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^)+(0.0886P)^2^+1.1266P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1656
_refine_ls_wR_factor_ref         0.1905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5243
_reflns_number_total             8169
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b01236_si_002.cif
_cod_data_source_block           5a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4035328
_shelx_estimated_absorpt_t_min   0.954
_shelx_estimated_absorpt_t_max   0.977
_shelxl_version_number           2013-4
_shelx_res_checksum              44799
_shelx_hkl_checksum              24046