Stereoselective peptide catalysis in complex environments – from river water to cell lysates
Schnitzer, Tobias; Rackl, Jonas W.; Wennemers, Helma; Chemical Science  (2022) –; doi:10.1039/D2SC02044K

data_1567198
_publ_section_title
;
 Stereoselective peptide catalysis in complex environments -- from river
 water to cell lysates
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC02044K
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H27 N4 O5, C2 F3 O2'
_chemical_formula_sum            'C18 H27 F3 N4 O7'
_chemical_formula_weight         468.43
_chemical_name_systematic        'H-DPro-MePro-Glu-NH2 TFA'
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-13
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2022-02-16 deposited with the CCDC.	2022-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.0260(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.0201(3)
_cell_length_b                   14.3179(2)
_cell_length_c                   18.0259(3)
_cell_measurement_reflns_used    9754
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      66.60
_cell_measurement_theta_min      2.63
_cell_volume                     4341.20(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker Apex2 Duo (Cu)'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'double mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            57508
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.702
_diffrn_reflns_theta_max         66.702
_diffrn_reflns_theta_min         2.626
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.096
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0594 before and 0.0516 after correction.
The Ratio of minimum to maximum transmission is 0.9129.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 6650 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1253
_refine_ls_number_reflns         14865
_refine_ls_number_restraints     193
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0419P)^2^+0.7071P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0703
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                14729
_reflns_number_total             14865
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc02044k2.cif
_cod_data_source_block           cu_w021016_2_1_0m
_cod_database_code               1567198
_shelx_estimated_absorpt_t_max   0.917
_shelx_estimated_absorpt_t_min   0.880
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6847(9) 0.3153(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups,
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained distances
 H1DA-H1DB
 1.524 with sigma of 0.01
 H1CB-H1CA
 1.524 with sigma of 0.01
 H1BA-H1BB
 1.524 with sigma of 0.01
 H1AA-H1AB
 1.524 with sigma of 0.01
 N1D-H1DA = N1D-H1DB = N1C-H1CA = N1C-H1CB = N1A-H1AA = N1A-H1AB = N1B-H1BA =
 N1B-H1BB
 0.91 with sigma of 0.01
 H4AA-H4AB
 1.479 with sigma of 0.01
 H4CA-H4CB
 1.479 with sigma of 0.01
 H4DA-H4DB
 1.479 with sigma of 0.01
 H4BB-H4BA
 1.479 with sigma of 0.01
 N4C-H4CA = N4C-H4CB = N4B-H4BB = N4B-H4BA = N4A-H4AA = N4A-H4AB = N4D-H4DA =
 N4D-H4DB
 0.91 with sigma of 0.01
 N2C-H2C = N2D-H2D = N2B-H2BA = N2A-H2AA
 0.91 with sigma of 0.01
 F3E-C17B \\sim F3B-C17B \\sim F1E-C17B \\sim F1B-C17B \\sim F2E-C17B \\sim
F2B-C17B
 with sigma of 0.02
 F1E-F2E \\sim F2E-F3E \\sim F3E-F1E \\sim F1B-F2B \\sim F2B-F3B \\sim F3B-F1B
 with sigma of 0.02
 C11D-C10D \\sim C11D-C10E \\sim C9D-C10E \\sim C9D-C10D
 with sigma of 0.02
4. Rigid bond restraints
 N3D, C7D, C9D, C11D, C10D, C10E
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(F1E) \\sim Ueq, Uanis(F3E) \\sim Ueq, Uanis(F3B) \\sim Ueq, Uanis(F2E)
\\sim Ueq, Uanis(F1B) \\sim Ueq, Uanis(F2B) \\sim Ueq: with sigma of 0.02 and
sigma for terminal atoms of 0.04
6. Rigid body (RIGU) restrains
 C17B, F1E, F2E, F3E, F1B, F2B, F3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N3D, C7D, C9D, C11D, C10D, C10E
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(H9DC)=Sof(H9DD)=Sof(H11C)=Sof(H11D)=Sof(C10E)=Sof(H10C)=Sof(H10D)=
 Sof(F1E)=Sof(F2E)=Sof(F3E)=1-FVAR(1)
 Sof(H9DA)=Sof(H9DB)=Sof(H11A)=Sof(H11B)=Sof(C10D)=Sof(H10A)=Sof(H10B)=
 Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(1)
8.a Ternary CH refined with riding coordinates:
 C4D(H4D), C13D(H13D), C4A(H4A), C13A(H13A), C4B(H4B), C13B(H13B), C4C(H4C),
 C13C(H13C)
8.b Secondary CH2 refined with riding coordinates:
 C2D(H2DA,H2DB), C3D(H3DA,H3DB), C9D(H9DA,H9DB), C9D(H9DC,H9DD), C11D(H11A,
 H11B), C11D(H11C,H11D), C14D(H14A,H14B), C15D(H15A,H15B), C16D(H16A,H16B),
 C10D(H10A,H10B), C10E(H10C,H10D), N4A(H4AA,H4AB), C2A(H2AB,H2AC), C3A(H3AA,
 H3AB), C9A(H9AA,H9AB), C10A(H10E,H10F), C11A(H11E,H11F), C14A(H14C,H14D),
 C15A(H15C,H15D), C16A(H16C,H16D), C2B(H2BB,H2BC), C3B(H3BA,H3BB), C9B(H9BA,
 H9BB), C10B(H10G,H10H), C11B(H11G,H11H), C14B(H14E,H14F), C15B(H15E,H15F),
 C16B(H16E,H16F), C2C(H2CA,H2CB), C3C(H3CA,H3CB), C9C(H9CA,H9CB), C10C(H10I,
 H10J), C11C(H11I,H11J), C14C(H14G,H14H), C15C(H15G,H15H), C16C(H16G,H16H)
8.c Idealised Me refined as rotating group:
 C8D(H8DA,H8DB,H8DC), C8A(H8AA,H8AB,H8AC), C8B(H8BA,H8BB,H8BC), C8C(H8CA,H8CB,
 H8CC)
8.d Idealised tetrahedral OH refined as rotating group:
 O1D(H1D), O2A(H2A), O2B(H2B), O1C(H1C)
;
_shelx_res_checksum              11474
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-10-06
_olex2_date_sample_submission    2016-10-05
_olex2_submission_original_sample_id w021016_2_1
_olex2_submission_special_instructions 'No special instructions were received'