Synthesis of benzofurans via an acid catalysed transacetalisation/Fries-type O → C rearrangement/Michael addition/ring-opening aromatisation cascade of β-pyrones.
Bankar, Siddheshwar K.; Mathew, Jopaul; Ramasastry, S. S. V.; Chemical communications (Cambridge, England) 52 (2016) 5569–5572; doi:10.1039/c6cc01016d

data_7124589
_publ_section_title
;
 Synthesis of benzofurans via an acid catalysed
 transacetalisation/Fries-type O \\rightarrow C rearrangement/Michael
 addition/ring-opening aromatisation cascade of \b-pyrones.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5569
_journal_page_last               5572
_journal_paper_doi               10.1039/c6cc01016d
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C14 H16 O3'
_chemical_formula_sum            'C14 H16 O3'
_chemical_formula_weight         232.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
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_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-11-27 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   14.857(2)
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_computing_cell_refinement
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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_computing_data_collection
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 CCD
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_diffrn_measured_fraction_theta_max 0.9965
_diffrn_measurement_details
;
scan:
	Number of images: 629
	           Slice: -69.0000 - 119.7000
	     Image width: 0.3000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 240.0000
	             XTD: 49.8600
	          2theta: 29.8900
scan:
	Number of images: 629
	           Slice: -69.0000 - 119.7000
	     Image width: 0.3000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 0.0000
	             XTD: 49.8600
	          2theta: 29.8900
scan:
	Number of images: 629
	           Slice: -69.0000 - 119.7000
	     Image width: 0.3000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 54.0000
	             Phi: 120.0000
	             XTD: 49.8600
	          2theta: 29.8900
;
_diffrn_measurement_device
;
XtaLABmini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type
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Rigaku Mercury375R (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from \w-scans'
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_diffrn_orient_matrix_UB_13      0.042028
_diffrn_orient_matrix_UB_21      0.050867
_diffrn_orient_matrix_UB_22      -0.106482
_diffrn_orient_matrix_UB_23      0.118182
_diffrn_orient_matrix_UB_31      0.028046
_diffrn_orient_matrix_UB_32      0.052476
_diffrn_orient_matrix_UB_33      0.035210
_diffrn_radiation_monochromator  'Graphite Monochromator'
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_diffrn_reflns_limit_l_min       -19
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_diffrn_reflns_theta_full        27.4710
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.54
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           12.0
_diffrn_source_power             0.6
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.086
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_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.2287
_exptl_crystal_description       Prism
_exptl_crystal_F_000             496.2782
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
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_refine_diff_density_min         -0.1712
_refine_diff_density_rms         0.0460
_refine_ls_d_res_high            0.7704
_refine_ls_d_res_low             5.7501
_refine_ls_goodness_of_fit_ref   1.0333
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_refine_ls_R_factor_all          0.0688
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_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0969P)^2^+0.1545P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1671
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -18
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              -11
_reflns_number_gt                2190
_reflns_number_total             2864
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc01016d2.cif
_cod_data_source_block           JP-02-10
_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/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7124589
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'