Pentapeptide Nanoreactor as a Platform for Halogenations, Diels-Alder Reaction, and Morita-Baylis-Hillman Reaction.
Debnath, Mintu; Sasmal, Supriya; Podder, Debasish; Haldar, Debasish; ACS omega 4 (2019) 13872–13878; doi:10.1021/acsomega.9b01393

data_4516966
_publ_section_title
;
 Pentapeptide Nanoreactor as a Platform for Halogenations, Diels-Alder
 Reaction, and Morita-Baylis-Hillman Reaction.
;
_journal_issue                   9
_journal_name_full               'ACS omega'
_journal_page_first              13872
_journal_page_last               13878
_journal_paper_doi               10.1021/acsomega.9b01393
_journal_volume                  4
_journal_year                    2019
_chemical_absolute_configuration S
_chemical_formula_moiety         'C46 H55 N5 O8, 2(C6 H7 N)'
_chemical_formula_sum            'C58 H69 N7 O8'
_chemical_formula_weight         992.20
_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             2018-07-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.415(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.7190(3)
_cell_length_b                   22.6325(6)
_cell_length_c                   11.0891(3)
_cell_measurement_reflns_used    9484
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      24.9760
_cell_measurement_theta_min      2.0200
_cell_volume                     2689.37(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -50.00   65.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898  -57.0000   30.0000 115

  2 omega  -17.00  114.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898   77.0000 -120.0000 131

  3 omega -122.00  -55.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.6054  178.0000 -180.0000 67

  4 omega  -20.00   11.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.6054  -99.0000   90.0000 31

  5 omega  -59.00  115.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898   19.0000  120.0000 174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0130328000
_diffrn_orient_matrix_UB_12      -0.0295060000
_diffrn_orient_matrix_UB_13      -0.0170913000
_diffrn_orient_matrix_UB_21      -0.0030234000
_diffrn_orient_matrix_UB_22      -0.0089614000
_diffrn_orient_matrix_UB_23      0.0611104000
_diffrn_orient_matrix_UB_31      -0.0649004000
_diffrn_orient_matrix_UB_32      -0.0055086000
_diffrn_orient_matrix_UB_33      -0.0078829000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18111
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.023
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         1.800
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description
;
;
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.389
_exptl_crystal_size_mid          0.254
_exptl_crystal_size_min          0.215
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 3645 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.4(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     666
_refine_ls_number_reflns         9115
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0413
_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^)+(0.0328P)^2^+1.3886P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1007
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.919
_reflns_Friedel_fraction_max     0.919
_reflns_number_gt                8596
_reflns_number_total             9115
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao9b01393_si_001.cif
_cod_data_source_block           ffaff_aniline
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4516966
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H N O'
_reflns_odcompleteness_completeness 93.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N6(H6A,H6B), N7(H7C,H7D)
2.b Ternary CH refined with riding coordinates:
 C37(H37), C6(H6), C28(H28), C15(H15)
2.c Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C38(H38A,H38B), C7(H7A,H7B), C16(H16A,H16B)
2.d Aromatic/amide H refined with riding coordinates:
 N1(H1), N3(H3), N5(H5), N4(H4), N2(H2), C41(H41), C9(H9), C40(H40), C44(H44),
 C11(H11), C22(H22), C10(H10), C42(H42), C55(H55), C18(H18), C52(H52), C31(H31),
  C35(H35), C12(H12), C19(H19), C43(H43), C56(H56), C54(H54), C13(H13),
 C20(H20), C21(H21), C51(H51), C33(H33), C32(H32), C34(H34), C48(H48), C49(H49),
  C58(H58), C57(H57), C50(H50)
2.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C1(H1A,H1B,H1C), C26(H26A,H26B,H26C), C2(H2A,H2B,H2C),
 C3(H3A,H3B,H3C), C46(H46A,H46B,H46C)
;
_shelx_res_checksum              20071
_shelx_hkl_checksum              70861
_olex2_date_sample_data_collection 2018-04-10
_olex2_submission_special_instructions 'No special instructions were received'