Synthetic Studies on Lactonamycins: Synthesis of the Model BCDEF Aglycon
Kana Watanabe; Yusuke Iwata; Satoshi Adachi; Tomoyuki Nishikawa; Yuko Yoshida; Shunsuke Kameda; Mitsuaki Ide; Yoko Saikawa; Masaya Nakata; Journal of Organic Chemistry 75 (2010) 5573–5579; doi:10.1021/jo100913s

data_4025596
_publ_contact_author_address
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Department of Applied Chemistry
Faculty of Science and Technology
Keio University
3-14-1 Hiyoshi Kohoku-ku
Yokohama 223-8522
Japan
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_publ_contact_author_email       ' msynktxa@applc.keio.ac.jp'
_publ_contact_author_fax         ' (81)45 566 1551 '
_publ_contact_author_name        ' Prof. Masaya Nakata'
_publ_contact_author_phone       ' (81)45 566 1577 '
_publ_section_title
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 Synthetic Studies on Lactonamycins: Synthesis of the Model BCDEF Aglycon
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_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5573
_journal_page_last               5579
_journal_paper_doi               10.1021/jo100913s
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C19 H14 O4, C6 H14'
_chemical_formula_sum            'C25 H28 O8'
_chemical_formula_weight         456.49
_chemical_melting_point          511.5(5)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             'Fri Jul 31 23:15:40 2009'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 104.18(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.554(5)
_cell_length_b                   18.044(7)
_cell_length_c                   7.886(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      12.3
_cell_measurement_theta_min      10.3
_cell_volume                     2007.9(12)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 27.50
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5519
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             912.0
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.16
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4616
_refine_ls_R_factor_gt           0.044
_refine_ls_shift/su_max          -0.0270
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.0514P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.144
_reflns_number_gt                1791
_reflns_number_total             4616
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            jo100913s_si_001.cif
_cod_data_source_block           aglycone4
_cod_depositor_comments
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The following automatic conversions were performed:

'_chemical_melting_point' value '511-512K' was changed to '511.5(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 

The following automatic conversions were performed:
data name '_geom_hbond_site_distance_dh' replaced with
'_geom_hbond_distance_DH' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_hbond_site_distance_ha' replaced with
'_geom_hbond_distance_HA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_hbond_site_distance_da' replaced with
'_geom_hbond_distance_DA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
;
_cod_original_cell_volume        2007.7(12)
_cod_original_formula_sum        'C25 H28 O8 '
_cod_database_code               4025596