Catalytic Enantioselective Desymmetrization of 1,3-Diazido-2-propanol via Intramolecular Interception of Alkyl Azides with Diazo(aryl)acetates.
Wu, Xiu-Ping; Su, Yan; Gu, Peiming; Organic letters 16 (2014) 5339–5341; doi:10.1021/ol502608d

data_1517960
_publ_section_title
;
 Catalytic Enantioselective Desymmetrization of 1,3-Diazido-2-propanol via
 Intramolecular Interception of Alkyl Azides with Diazo(aryl)acetates.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5339
_journal_page_last               5341
_journal_paper_doi               10.1021/ol502608d
_journal_volume                  16
_journal_year                    2014
_chemical_absolute_configuration none
_chemical_formula_moiety         'C11 H9 F N4 O2'
_chemical_formula_sum            'C11 H9 F N4 O2'
_chemical_formula_weight         248.22
_chemical_name_systematic
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 ?
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_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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_cell_measurement_reflns_used    5598
_cell_measurement_temperature    294.2(2)
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
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_diffrn_orient_matrix_UB_33      0.0252984000
_diffrn_radiation_monochromator  mirror
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_diffrn_reflns_av_unetI/netI     0.0153
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_diffrn_reflns_theta_max         70.601
_diffrn_reflns_theta_min         6.319
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.985
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CrysAlisPro, Agilent Technologies,
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Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear light colourless'
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 Flack x determined using 832 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
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_refine_ls_abs_structure_Flack   0.06(6)
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_refine_ls_structure_factor_coef Fsqd
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 w=1/[\s^2^(Fo^2^)+(0.0573P)^2^+0.1096P]
 where P=(Fo^2^+2Fc^2^)/3
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_refine_ls_weighting_scheme      calc
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'Adding full bibliography for 1517959--1517960.cif.'
_cod_database_code               1517960
_shelxl_version_number           2013-2
_reflns_odcompleteness_completeness 99.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5)
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