Organocatalytic, Enantioselective Synthesis of 1- and 3-Substituted Isochromans via Intramolecular Oxa-Michael Reaction of Alkoxyboronate: Synthesis of (+)-Sonepiprazole.
Ravindra, Barnala; Maity, Sanjay; Das, Braja Gopal; Ghorai, Prasanta; The Journal of organic chemistry 80 (2015) 7008–7018; doi:10.1021/acs.joc.5b00719

data_4031169
_publ_section_title
;
 Organocatalytic, Enantioselective Synthesis of 1- and 3-Substituted
 Isochromans via Intramolecular Oxa-Michael Reaction of Alkoxyboronate:
 Synthesis of (+)-Sonepiprazole.
;
_journal_issue                   14
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7008
_journal_page_last               7018
_journal_paper_doi               10.1021/acs.joc.5b00719
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         'C17 H15 I O2'
_chemical_formula_sum            'C17 H15 I O2'
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_space_group_name_Hall           'I -2ya'
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_symmetry_space_group_name_Hall  'I -2ya'
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_cell_measurement_theta_min      2.48
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_diffrn_measurement_device_type  'Bruker APEX-II CCD'
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_diffrn_radiation_type           MoK\a
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_exptl_absorpt_coefficient_mu    2.165
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_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_description       plate
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_refine_diff_density_min         -0.274
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_refine_ls_abs_structure_details
;
 Flack x determined using 2010 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.500(6)
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
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_refine_ls_number_reflns         4309
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.671
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0214
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0714
_refine_ls_wR_factor_ref         0.0740
_reflns_Friedel_coverage         0.990
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                4146
_reflns_number_total             4341
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo5b00719_si_002.cif
_cod_data_source_block           M3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4031169.cif.
;
_cod_original_cell_volume        1478.2(4)
_cod_database_code               4031169
_shelxl_version_number           2014/6
_shelx_res_checksum              77866
_shelx_hkl_checksum              41437