Catalytic Dehydrative Peptide Synthesis with gem-Diboronic Acids
Michigami, Kenichi; Sakaguchi, Tatsuhiko; Takemoto, Yoshiji; ACS Catalysis 10 (2019) 683–; doi:10.1021/acscatal.9b03894

data_4517217
_publ_section_title
;
 Catalytic Dehydrative Peptide Synthesis with gem-Diboronic Acids
;
_journal_issue                   1
_journal_name_full               'ACS Catalysis'
_journal_page_first              683
_journal_paper_doi               10.1021/acscatal.9b03894
_journal_volume                  10
_journal_year                    2019
_chemical_formula_moiety         '4(C14 H12 B2 O4), C7 H8'
_chemical_formula_sum            'C63 H56 B8 O16'
_chemical_formula_weight         1155.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                72.871(5)
_cell_angle_beta                 83.638(4)
_cell_angle_gamma                89.832(3)
_cell_formula_units_Z            1
_cell_length_a                   5.1932(2)
_cell_length_b                   15.4161(6)
_cell_length_c                   18.5227(12)
_cell_measurement_reflns_used    7976
_cell_measurement_temperature    93
_cell_measurement_theta_max      72.8730
_cell_measurement_theta_min      2.5390
_cell_volume                     1407.71(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.950
_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    -84.00 -38.00   0.50    0.50    --    5.00  60.00  90.00   92
  2  \w    -84.00 -38.00   0.50    0.50    --    5.00  60.00  30.00   92
  3  \w   -134.00  44.00   0.50    0.50    --  -45.00  40.00   0.00  356
  4  \w   -134.00  44.00   0.50    0.50    --  -45.00  40.00  60.00  356
  5  \w   -134.00 -26.00   0.50    0.50    --  -45.00  50.00 150.00  216
  6  \w   -134.00 -38.00   0.50    0.50    --  -45.00  60.00 120.00  192
  7  \w   -191.00 -19.00   0.50    2.00    -- -101.20  47.00 167.73  344
  8  \w   -191.00 -37.00   0.50    2.00    -- -101.20  59.00  80.76  308
  9  \w   -191.00 -30.00   0.50    2.00    -- -101.20  53.00  44.06  322
 10  \w   -191.00 -38.00   0.50    2.00    -- -101.20  60.00   7.31  306
 11  \w   -191.00 -26.00   0.50    2.00    -- -101.20  50.00  30.00  330
 12  \w   -191.00 -12.00   0.50    2.00    -- -101.20  40.00   0.00  358
 13  \w   -191.00 -12.00   0.50    2.00    -- -101.20  10.00 120.00  358
 14  \w   -191.00 -38.00   0.50    2.00    -- -101.20  60.00  99.38  306
 15  \w   -191.00 -26.00   0.50    2.00    -- -101.20  50.00   0.00  330
 16  \w   -191.00 -38.00   0.50    2.00    -- -101.20  60.00 129.47  306
 17  \w   -191.00 -37.00   0.50    2.00    -- -101.20  59.00  -4.20  308
 18  \w   -191.00 -38.00   0.50    2.00    -- -101.20  60.00  -8.44  306
 19  \w   -191.00 -38.00   0.50    2.00    -- -101.20  60.00 174.80  306
 20  \w   -134.00  44.00   0.50    0.50    --  -45.00   0.00   0.00  356
 21  \w   -134.00  44.00   0.50    0.50    --  -45.00  42.00 173.50  356
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2454271000
_diffrn_orient_matrix_UB_12      -0.0448335000
_diffrn_orient_matrix_UB_13      -0.0148781000
_diffrn_orient_matrix_UB_21      -0.0728637000
_diffrn_orient_matrix_UB_22      -0.0415530000
_diffrn_orient_matrix_UB_23      0.0863072000
_diffrn_orient_matrix_UB_31      -0.1537470000
_diffrn_orient_matrix_UB_32      0.0849053000
_diffrn_orient_matrix_UB_33      0.0024248000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8261
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.502
_diffrn_reflns_theta_min         2.513
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.27a (Rigaku Oxford Diffraction, 2019)
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    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         8261
_refine_ls_number_restraints     87
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0953
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1744P)^2^+1.8959P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2701
_refine_ls_wR_factor_ref         0.2797
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6864
_reflns_number_total             8261
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b03894_si_001.cif
_cod_data_source_block           exp_878_twin1_hklf4
_cod_depositor_comments          'Adding full bibliography for 4517217.cif.'
_cod_original_cell_volume        1407.72(13)
_cod_database_code               4517217
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H B'
_shelx_estimated_absorpt_t_max   0.861
_shelx_estimated_absorpt_t_min   0.861
_diffrn_oxdiff_digest_frames
;
011c1394b51de2807b200ad679dc80e89b062043c24
;
_diffrn_oxdiff_digest_hkl
;
0128353722cfb729f9592ea96cc1104e4602d8
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.574(3)
 0.426(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Uiso/Uaniso restraints and constraints
C32 \\sim C35 \\sim C29 \\sim C34 \\sim C30 \\sim C33 \\sim C31: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C29, C35, H35A, H35B, H35C, C34, C30, H34, C33, C31, H30, H33, C32, H31, H32
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C35(0.5) H35A(0.5) H35B(0.5) H35C(0.5) C29(0.5) C34(0.5) H34(0.5)
 C33(0.5) H33(0.5) C32(0.5) H32(0.5) C31(0.5) H31(0.5) C30(0.5) H30(0.5)
6.a Ternary CH refined with riding coordinates:
 C1(H1A), C16(H16), C15(H15), C2(H2)
6.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C4(H4), C6(H6), C13(H13), C26(H26), C7(H7A), C27(H27), C5(H5A),
 C18(H18), C25(H25), C21(H21), C10(H10), C20(H20), C11(H11), C12(H12), C19(H19),
  C34(H34), C33(H33), C32(H32), C31(H31), C30(H30)
6.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C)
6.d Idealised tetrahedral OH refined as rotating group:
 O5(H5), O3(H3), O1(H1), O7(H7)
;
_shelx_res_checksum              57277
_shelx_hkl_checksum              45005
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.631
_oxdiff_exptl_absorpt_empirical_full_min 0.620
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
_twin_special_details
;
Component 2 rotated by 179.7198\% 
 around [0.00 0.94 0.33] (reciprocal) or [0.00 1.00 0.00] (direct)
;