Diastereoselective intramolecular [4 + 4] photocycloaddition reaction of N-(naphthylcarbonyl)anthracene-9-carboxamides: temperature effects and reversal of diastereoselectivity
Kohmoto, Shigeo; Masu, Hyuma; Tatsuno, Chuya; Kishikawa, Keiki; Yamamoto, Makoto; Yamaguchi, Kentaro; Journal of the Chemical Society, Perkin Transactions 1  (2000) 4464–; doi:10.1039/b005142j

data_7213404
_publ_contact_author
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    ENTER NAME
 ENTER ADDRESS
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_publ_section_title
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 Diastereoselective intramolecular [4&#x2005;+&#x2005;4]
 photocycloaddition reaction of
 N-(naphthylcarbonyl)anthracene-9-carboxamides: temperature effects and
 reversal of diastereoselectivity
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_journal_issue                   24
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              4464
_journal_paper_doi               10.1039/b005142j
_journal_year                    2000
_chemical_formula_moiety         'C34 H25 N O2 '
_chemical_formula_sum            'C34 H25 N O2'
_chemical_formula_weight         479.58
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             'Mon Sep  5 18:21:26 2000'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.294(2)
_cell_length_b                   15.467(2)
_cell_length_c                   12.047(1)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      21.0
_cell_measurement_theta_min      17.1
_cell_volume                     2477.1(5)
_computing_cell_refinement       'Rigaku/AFC Diffractometer Control'
_computing_data_collection       'Rigaku/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       'Rigaku AFC7S'
_diffrn_measurement_method       \w-2\q
_diffrn_orient_matrix_UB_11      -0.06406
_diffrn_orient_matrix_UB_12      0.00555
_diffrn_orient_matrix_UB_13      -0.04292
_diffrn_orient_matrix_UB_21      0.02214
_diffrn_orient_matrix_UB_22      0.05784
_diffrn_orient_matrix_UB_23      -0.02790
_diffrn_orient_matrix_UB_31      0.03263
_diffrn_orient_matrix_UB_32      -0.02835
_diffrn_orient_matrix_UB_33      -0.06534
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_av_sigmaI/netI    0.258
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2584
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         69.12
_diffrn_reflns_theta_min         2.86
_diffrn_standards_decay_%        0.40
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_type   '\y scans(North,Phillips & Mathews,1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1008.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.24
_refine_ls_extinction_coef       0.010(4)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   1.102
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     335
_refine_ls_number_reflns         1589
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0887
_refine_ls_shift/esd_max         0.0435
_refine_ls_shift/esd_mean        0.0084
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00141|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0896
_reflns_number_observed          1589
_reflns_number_total             2584
_reflns_observed_criterion       >0.7sigma(I)
_cod_data_source_file            b005142jsup1.cif
_cod_data_source_block           compound_2a
_cod_depositor_comments
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The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00141|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00141|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2477.0(5)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C34 H25 N O2 '
_cod_database_code               7213404