Allenyl azide cycloaddition chemistry. Synthesis of annelated indoles from 2-(allenyl)phenyl azide substrates
Feldman, Ken S.; Iyer, Malliga R.; Hester, II, D. Keith; Organic Letters 8 (2006) 3113–3116; doi:10.1021/ol061216u

data_1516754
_publ_section_title
;
 Allenyl azide cycloaddition chemistry. Synthesis of annelated indoles
 from 2-(allenyl)phenyl azide substrates
;
_journal_coden_ASTM              ORLEF7
_journal_issue                   14
_journal_name_full               'Organic Letters'
_journal_page_first              3113
_journal_page_last               3116
_journal_paper_doi               10.1021/ol061216u
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C18 H17 N'
_chemical_formula_weight         247.32
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_symmetry_space_group_name_Hall  '-P 1'
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 87.270(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.538(3)
_cell_length_b                   9.573(5)
_cell_length_c                   25.815(14)
_cell_measurement_reflns_used    715
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.720
_cell_measurement_theta_min      2.269
_cell_volume                     1367.0(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
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_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            8236
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         0.79
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
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_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.247
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_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6090
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_refine_ls_R_factor_all          0.2243
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_refine_ls_shift/su_max          0.070
_refine_ls_shift/su_mean         0.013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1743
_refine_ls_wR_factor_ref         0.2167
_reflns_number_gt                1717
_reflns_number_total             6090
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             1506106
_cod_data_source_file            ol061216usi20060518_081952.cif
_cod_data_source_block           mxr6t
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 2281 2013-09-26 08:29:07Z andrius 

 Updated bibliographic information.

 Antanas Vaitkus,
 2019-09-20

 Marked entry as a duplicate of entry 1506106.

 Antanas Vaitkus,
 2019-09-20
;
_cod_original_cell_volume        1367.1(13)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1516754