The role of the side chain in the conformational and self-assembly patterns of C2-symmetric Val and Phe pseudopeptidic derivatives
Gorla, Lingaraju; Martí-Centelles, Vicente; Altava, Belén; Burguete, M. Isabel; Luis, Santiago V.; CrystEngComm 21 (2019) 2398–; doi:10.1039/C8CE02088D

data_7232426
_publ_section_title
;
 The role of the side chain in the conformational and self-assembly
 patterns of C2-symmetric Val and Phe pseudopeptidic derivatives
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2398
_journal_paper_doi               10.1039/C8CE02088D
_journal_volume                  21
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C18 H38 N4 O2, H2 O'
_chemical_formula_sum            'C18 H40 N4 O3'
_chemical_formula_weight         360.54
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2018-11-21 deposited with the CCDC.    2019-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.84556(10)
_cell_length_b                   20.5154(5)
_cell_length_c                   21.9450(4)
_cell_measurement_reflns_used    8687
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.4480
_cell_measurement_theta_min      3.9900
_cell_volume                     2181.52(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega -120.00    1.10   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -38.0000   30.0000 173

  2 omega -124.00  -79.90   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -99.0000  -60.0000 63

  3 omega -124.00  -79.90   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -99.0000  -90.0000 63

  4 omega -124.00  -79.90   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -99.0000 -150.0000 63

  5 omega   55.00  128.50   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.3768 -178.0000   30.0000 105

  6 omega   55.00  128.50   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.3768 -178.0000  -30.0000 105

  7 omega   25.00   97.10   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -45.0000  -30.0000 103

  8 omega   18.00  109.00   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -94.0000   90.0000 130

  9 omega   25.00   97.10   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -45.0000 -120.0000 103

 10 omega  100.00  177.00   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  111.0000  120.0000 110

 11 omega   18.00  109.00   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -94.0000   30.0000 130

 12 omega   19.00  177.20   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563   15.0000    0.0000 226

 13 omega -124.00  -79.90   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -99.0000   30.0000 63

 14 omega -120.00    0.40   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -57.0000  -90.0000 172

 15 omega -120.00    0.40   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -57.0000  150.0000 172

 16 omega -124.00  -79.90   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -99.0000  120.0000 63

 17 omega -127.00    3.20   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -35.3768  -77.0000   30.0000 186

 18 omega   57.00  130.50   0.7000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.3768  178.0000 -150.0000 105

 19 omega   23.00  143.40   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -61.0000  120.0000 172

 20 omega   71.00  176.70   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563   61.0000   30.0000 151

 21 omega   73.00  178.00   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563   45.0000 -120.0000 150

 22 omega   18.00   70.50   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563  -94.0000 -120.0000 75

 23 omega   19.00  177.20   0.7000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3563   15.0000 -180.0000 226
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0287192000
_diffrn_orient_matrix_UB_12      0.0279812000
_diffrn_orient_matrix_UB_13      -0.0648771000
_diffrn_orient_matrix_UB_21      -0.0142932000
_diffrn_orient_matrix_UB_22      -0.0696643000
_diffrn_orient_matrix_UB_23      -0.0259698000
_diffrn_orient_matrix_UB_31      -0.3161857000
_diffrn_orient_matrix_UB_32      0.0006811000
_diffrn_orient_matrix_UB_33      0.0070924000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19233
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        65.997
_diffrn_reflns_theta_max         65.997
_diffrn_reflns_theta_min         4.029
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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    1.098
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 1401 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0507
_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^)+(0.0974P)^2^+0.0815P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1279
_reflns_Friedel_coverage         0.692
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3602
_reflns_number_total             3808
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ce02088d2.cif
_cod_data_source_block           str1754
_cod_depositor_comments
'Adding full bibliography for 7232425--7232430.cif.'
_cod_original_cell_volume        2181.51(8)
_cod_database_code               7232426
_chemical_oxdiff_formula         'C18 H38 N4 O2'
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15), C10(H10), C16(H16), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C3(H3A,H3B), C6(H6A,H6B), C1(H1A,H1B), C4(H4A,H4B), C5(H5A,H5B),
 C2(H2A,H2B), C8(H8A,H8B)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C17(H17A,H17B,
 H17C)
;
_shelx_res_checksum              34781
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'