Diastereoselective synthesis of atropisomers containing two non-biaryl stereogenic axes: stereochemical relay through stereogenic centres in dihydrostilbene-2,2'-dicarboxamides.
Clayden, Jonathan; Westlund, Neil; Frampton, Christopher S.; Helliwell, Madeleine; Organic & biomolecular chemistry 4 (2006) 455–461; doi:10.1039/b514561a

data_7150403
_publ_section_title
;
 Diastereoselective synthesis of atropisomers containing two non-biaryl
 stereogenic axes: stereochemical relay through stereogenic centres in
 dihydrostilbene-2,2'-dicarboxamides.
;
_journal_issue                   3
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              455
_journal_page_last               461
_journal_paper_doi               10.1039/b514561a
_journal_volume                  4
_journal_year                    2006
_chemical_formula_moiety         'C33 H45 N3 O2 '
_chemical_formula_sum            'C33 H45 N3 O2'
_chemical_formula_weight         515.74
_space_group_IT_number           14
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_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             1999-01-06
_audit_creation_method           'by teXsan v1.7'
_audit_update_record             ?
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_cell_angle_beta                 93.27(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.626(4)
_cell_length_b                   20.455(4)
_cell_length_c                   19.100(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      39.7
_cell_measurement_theta_min      14.3
_cell_volume                     2974.6(19)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1995)'
_computing_publication_material  'teXsan (MSC, 1995)'
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_computing_structure_solution
;
SHELXS86 (Sheldrick, 1985)
;
_diffrn_ambient_temperature      296.2
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_diffrn_measurement_method       \w-2\q
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_diffrn_orient_matrix_UB_12      0.03455
_diffrn_orient_matrix_UB_13      0.03649
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_diffrn_orient_matrix_UB_23      0.03746
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_diffrn_orient_matrix_UB_33      0.00389
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Cu K\a'
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_diffrn_reflns_reduction_process 'Lp corrections applied'
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_diffrn_reflns_theta_min         3.17
_diffrn_standards_decay_%        1.41
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;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_crystal_colour            colourlessneedle
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_refine_diff_density_max         0.14
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_refine_ls_extinction_coef       0.00000307(9)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   1.773
_refine_ls_goodness_of_fit_obs   1.986
_refine_ls_hydrogen_treatment    noref
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_refine_ls_R_factor_obs          0.0396
_refine_ls_shift/esd_max         0.0000
_refine_ls_shift/esd_mean        0.1180
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00001|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0374
_refine_ls_wR_factor_obs         0.0339
_reflns_number_observed          4017
_reflns_number_total             6147
_reflns_observed_criterion       >3.00\s(I)
_cod_data_source_file            b514561a.txt
_cod_data_source_block           S709
_cod_depositor_comments
;
 Correcting the data name order in the GEOM_TORSION loop.

 Antanas Vaitkus,
 2018-08-08

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00001|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) + 0.00001|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2974(1)
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_original_formula_sum        'C33 H45 N3 O2 '
_cod_database_code               7150403