Diastereoselective Synthesis of Adjacent P,C-Stereogenic β-N-Glycosidic Linked α-Aminophosphinates.
Liu, Shuang; Li, Yuming; Yin, Zhiyu; Yu, Qiuli; Miao, Zhiwei; The Journal of organic chemistry 82 (2017) 2481–2488; doi:10.1021/acs.joc.6b02877

data_4032250
_publ_section_title
;
 Diastereoselective Synthesis of Adjacent P,C-Stereogenic \b-N-Glycosidic
 Linked \a-Aminophosphinates.
;
_journal_issue                   5
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2481
_journal_page_last               2488
_journal_paper_doi               10.1021/acs.joc.6b02877
_journal_volume                  82
_journal_year                    2017
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C49 H72 Cl N O11 P'
_chemical_formula_sum            'C49 H72 Cl N O11 P'
_chemical_formula_weight         917.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_primary     direct
_audit_creation_date             2016-01-14
_audit_creation_method
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.0963(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.38660(18)
_cell_length_b                   27.0237(4)
_cell_length_c                   16.1570(3)
_cell_measurement_reflns_used    31512
_cell_measurement_theta_max      32.1250
_cell_measurement_theta_min      1.5880
_cell_volume                     5267.60(15)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9566
_diffrn_measured_fraction_theta_max 0.8436
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -120.00  60.00   0.50    5.00    --  -30.00  45.00   0.00  360
  2  \w   -120.00  60.00   0.50    5.00    --  -30.00  45.00  90.00  360
  3  \w   -120.00  60.00   0.50    5.00    --  -30.00  45.00 180.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0586823000
_diffrn_orient_matrix_UB_12      -0.0006631000
_diffrn_orient_matrix_UB_13      -0.0123156000
_diffrn_orient_matrix_UB_21      0.0005161000
_diffrn_orient_matrix_UB_22      0.0207059000
_diffrn_orient_matrix_UB_23      -0.0268769000
_diffrn_orient_matrix_UB_31      0.0032694000
_diffrn_orient_matrix_UB_32      -0.0161271000
_diffrn_orient_matrix_UB_33      -0.0340068000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            58101
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         32.46
_diffrn_reflns_theta_min         1.51
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.0641
_exptl_crystal_description       plate
_exptl_crystal_F_000             1684.0029
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.3301
_refine_diff_density_min         -0.6906
_refine_diff_density_rms         0.0952
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_d_res_high            0.6622
_refine_ls_d_res_low             13.5118
_refine_ls_goodness_of_fit_ref   1.6220
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     1134
_refine_ls_number_reflns         32030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.6220
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0694
_refine_ls_shift/su_max          9.8617
_refine_ls_shift/su_mean         0.7415
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2041
_refine_ls_wR_factor_ref         0.2080
_reflns_Friedel_coverage         0.755
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              40
_reflns_limit_k_min              -39
_reflns_limit_l_max              24
_reflns_limit_l_min              -23
_reflns_number_gt                29261
_reflns_number_total             32030
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo6b02877_si_002.cif
_cod_data_source_block           m20160116a
_cod_depositor_comments
;

2020-09-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        5267.59(14)
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_original_formula_moiety     '0.4(C49 Cl N O11 P), 0.4(C49 Cl N2 O10 P)'
_cod_original_formula_sum        'C39.2 Cl0.8 N1.2 O8.4 P0.8'
_cod_original_formula_units_Z    5
_cod_original_formula_weight     675.18
_cod_database_code               4032250
_chemical_oxdiff_formula         C49H73NO11ClP
_reflns_odcompleteness_completeness 92.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     32.38
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.586
_oxdiff_exptl_absorpt_empirical_full_min 0.654