Synthetic and structural studies on macrocyclic amino cyclitols – conformational chameleons
Oelze, Benjamin; Albert, Dieter; Kirschning, Andreas; Organic & Biomolecular Chemistry 6 (2008) 2412–2425; doi:10.1039/b716347a

data_7150827
_publ_section_title
;
 Synthetic and structural studies on macrocyclic amino cyclitols --
 conformational chameleons
;
_journal_issue                   13
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_page_first              2412
_journal_page_last               2425
_journal_paper_doi               10.1039/b716347a
_journal_volume                  6
_journal_year                    2008
_chemical_formula_sum            'C28 H40 F6 N2 O10'
_chemical_formula_weight         678.62
_chemical_melting_point          479.5(15)
_chemical_name_common
;
Acetic acid 1R,8S,9R,11R,13R,20R-9-acetoxy-11,22-bis-(2,2,2-
trifluoro-acetylamino)-2,7,14,19-tetraoxa-
tricyclo(18.3.1.08,13)tetracos-24-yl ester
;
_chemical_name_systematic
;
Acetic acid
1R,8S,9R,11R,13R,20R-9-acetoxy-11,22-bis-(2,2,2-trifluoro-acetylamino)-
2,7,14,19-tetraoxa-tricyclo[18.3.1.08,13]tetracos-24-yl ester
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 101.84(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.949(2)
_cell_length_b                   9.313(1)
_cell_length_c                   15.289(3)
_cell_measurement_reflns_used    4197
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      20.8
_cell_measurement_theta_min      2.55
_cell_volume                     1665.2(5)
_computing_cell_refinement       'Stoe IPDS software'
_computing_data_collection       'Stoe IPDS software'
_computing_data_reduction        'Stoe IPDS software SHELXL-97'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Stoe IPDS area detector diffractometer'
_diffrn_measurement_method       '240 exposures, \D \f 1.5 \%'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1031
_diffrn_reflns_av_sigmaI/netI    0.2538
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24154
_diffrn_reflns_theta_full        26.22
_diffrn_reflns_theta_max         26.22
_diffrn_reflns_theta_min         2.42
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'elongated || [010]'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.588
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         6594
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.588
_refine_ls_R_factor_all          0.1769
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0080P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0593
_refine_ls_wR_factor_ref         0.0730
_reflns_number_gt                1826
_reflns_number_total             6594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b716347a.txt
_cod_data_source_block           wart_oelze1i
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value ' 478 - 481 K ' was changed to
'479.5(15)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7150827