Regioselective derivatizations of a tribrominated atropisomeric benzamide scaffold.
Barrett, Kimberly T.; Miller, Scott J.; Organic letters 17 (2015) 580–583; doi:10.1021/ol503593y

data_1518585
_publ_section_title
;
 Regioselective derivatizations of a tribrominated atropisomeric benzamide
 scaffold.
;
_journal_issue                   3
_journal_name_full               'Organic letters'
_journal_page_first              580
_journal_page_last               583
_journal_paper_doi               10.1021/ol503593y
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C32 H33 Au Br Cl N O2 P, C H2 Cl2'
_chemical_formula_sum            'C33 H35 Au Br Cl3 N O2 P'
_chemical_formula_weight         891.81
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
(compiled 2014.03.12 svn.r2899 for OlexSys, GUI svn.r4796)
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_cell_length_a                   9.8480(4)
_cell_length_b                   24.3169(11)
_cell_length_c                   15.0477(10)
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_computing_cell_refinement
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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_computing_data_collection
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      223
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.974
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_diffrn_measurement_device
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SCXMini: Fixed Chi 2 circle
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_diffrn_measurement_specimen_support Unknown
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_diffrn_orient_matrix_UB_32      -0.015885
_diffrn_orient_matrix_UB_33      -0.052985
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0900
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_diffrn_source                   'Sealed Tube'
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_exptl_crystal_colour            Colorless
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_refine_diff_density_min         -1.248
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+7.2471P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                5059
_reflns_number_total             6133
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol503593y_si_003.cif
_cod_data_source_block           m14026a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/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 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 1518584--1518585.cif.
;
_cod_database_code               1518585
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C33, Cl3A, Cl3, Cl2, Cl2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Cl3 \\sim Cl3A \\sim Cl2 \\sim Cl2A \\sim C33: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
Uanis(Cl3A) = Uanis(Cl3)
4. Others
 Sof(H33C)=Sof(H33D)=Sof(Cl2A)=Sof(Cl3A)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl2)=Sof(H33A)=Sof(H33B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C30(H30), C27(H27)
5.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C33(H33C,H33D)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C12(H12), C8(H8), C19(H19), C15(H15), C9(H9), C16(H16), C11(H11),
 C18(H18), C17(H17), C10(H10), C25(H25), C21(H21), C23(H23), C22(H22), C24(H24)
5.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C28(H28A,H28B,H28C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C), C29(H29A,H29B,H29C)
;
_shelx_res_checksum              2352
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