Cascade C–H functionalization/annulation of 2-aryl-1,3-dicarbonyls with Morita–Baylis–Hillman adducts: access to α-iso-/benzochromenyl acrylates
Roy, Sajal; Saha, Sharajit; Bhattacharyya, Hemanga; Punniyamurthy, Tharmalingam; Chemical Communications 61 (2025) 9095–9098; doi:10.1039/D5CC01800E

data_7134553
_publ_section_title
;
 Cascade C--H functionalization/annulation of 2-aryl-1,3-dicarbonyls with
 Morita--Baylis--Hillman adducts: access to \a-iso-/benzochromenyl
 acrylates
;
_journal_issue                   50
_journal_name_full               'Chemical Communications'
_journal_page_first              9095
_journal_page_last               9098
_journal_paper_doi               10.1039/D5CC01800E
_journal_volume                  61
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C17 H14 O4'
_chemical_formula_sum            'C17 H14 O4'
_chemical_formula_weight         282.298
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_Int_Tables_number      9
_audit_creation_date             2024-07-08
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.13(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.442(13)
_cell_length_b                   7.489(5)
_cell_length_c                   12.142(10)
_cell_measurement_reflns_used    7255
_cell_measurement_temperature    293.0
_cell_measurement_theta_max      24.44
_cell_measurement_theta_min      2.62
_cell_volume                     1411.5(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293.00
_diffrn_measured_fraction_theta_full 0.9975
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.9975
_diffrn_reflns_Laue_measured_fraction_max 0.9975
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13541
_diffrn_reflns_point_group_measured_fraction_full 0.9950
_diffrn_reflns_point_group_measured_fraction_max 0.9950
_diffrn_reflns_theta_full        24.7247
_diffrn_reflns_theta_max         24.72
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.095
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       block
_exptl_crystal_F_000             592.420
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.1599
_refine_diff_density_min         -0.1710
_refine_diff_density_rms         0.0405
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.0(5)
_refine_ls_d_res_high            0.8496
_refine_ls_d_res_low             7.7611
_refine_ls_extinction_coef       0.0057(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0939
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    22
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2390
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.0939
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0263P)^2^+0.8186P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0898
_reflns_Friedel_coverage         0.992
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              8
_reflns_limit_k_min              -8
_reflns_limit_l_max              14
_reflns_limit_l_min              -14
_reflns_number_gt                2026
_reflns_number_total             2390
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5cc01800e2.cif
_cod_data_source_block           sr18_2_0ma_a
_cod_depositor_comments          'Adding full bibliography for 7134553.cif.'
_cod_original_cell_volume        1411.4(18)
_cod_original_sg_symbol_Hall     ' C -2yc'
_cod_database_code               7134553
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C007(H007)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J),
 C00K(H00K)
2.c Idealised Me refined as rotating group:
 C00L(H00c,H00h,H00l)
2.d Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_olex2_submission_special_instructions 'No special instructions were received'