Synthesis and Conformational Analysis of Bicyclic Extended Dipeptide Surrogates
Sujeewa Ranatunga; Wathsala Liyanage; Juan R. Del Valle; Journal of Organic Chemistry 75 (2010) 5113–5125; doi:10.1021/jo1008433

data_4025550
_publ_section_title
;
 Synthesis and Conformational Analysis of Bicyclic Extended Dipeptide
 Surrogates
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5113
_journal_page_last               5125
_journal_paper_doi               10.1021/jo1008433
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C20 H28 N4 O4'
_chemical_formula_sum            'C20 H28 N4 O4'
_chemical_formula_weight         388.46
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8308(15)
_cell_length_b                   11.013(2)
_cell_length_c                   25.536(5)
_cell_measurement_reflns_used    9835
_cell_measurement_temperature    228(2)
_cell_measurement_theta_max      29.84
_cell_measurement_theta_min      2.01
_cell_volume                     2202.2(7)
_computing_cell_refinement
'APEX2, Bruker AXS Inc., Madison, Wisconsin, USA.'
_computing_data_collection
'APEX2, Bruker AXS Inc., Madison, Wisconsin, USA.'
_computing_data_reduction
'APEX2, Bruker AXS Inc., Madison, Wisconsin, USA.'
_computing_molecular_graphics
'Bruker SHELXTL XP,Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.'
_computing_publication_material
'Bruker SHELXTL XCIF,Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.'
_computing_structure_refinement
'Bruker SHELXTL XL,Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.'
_computing_structure_solution
'Bruker SHELXTL XS,Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.'
_diffrn_ambient_temperature      228(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            67358
_diffrn_reflns_theta_full        32.67
_diffrn_reflns_theta_max         32.67
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker,SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.44
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0932P)^2^+0.4079P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1769
_reflns_number_gt                3542
_reflns_number_total             4491
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1008433_si_001.cif
_cod_data_source_block           jd03
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        2202.3(7)
_cod_database_code               4025550