Supramolecular enantiomeric and structural differentiation of amino acid derivatives with achiral pillar[5]arene homologs.
Ji, Jiecheng; Li, Yizhou; Xiao, Chao; Cheng, Guo; Luo, Kui; Gong, Qiyong; Zhou, Dayang; Chruma, Jason J.; Wu, Wanhua; Yang, Cheng; Chemical communications (Cambridge, England) 56 (2020) 161–164; doi:10.1039/c9cc08541f

data_7125636
_publ_section_title
;
 Supramolecular enantiomeric and structural differentiation of amino acid
 derivatives with achiral pillar[5]arene homologs.
;
_journal_issue                   1
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              161
_journal_page_last               164
_journal_paper_doi               10.1039/c9cc08541f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C85.67 H117.04 O10, C6 H8 N2'
_chemical_formula_sum            'C91 H131.01 N2 O10'
_chemical_formula_weight         1412.98
_chemical_name_systematic        H5-1
_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             2017-05-10
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2018-11-21 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                71.058(4)
_cell_angle_beta                 84.427(3)
_cell_angle_gamma                84.478(2)
_cell_formula_units_Z            2
_cell_length_a                   12.1416(3)
_cell_length_b                   18.0125(6)
_cell_length_c                   21.0862(9)
_cell_measurement_reflns_used    10822
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.6540
_cell_measurement_theta_min      3.6160
_cell_volume                     4331.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.957
_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      1.00  72.00   1.00    1.07    --   39.96 -99.00 150.00   71
  2  \w     30.00  81.00   1.00    1.07    --   39.96-125.00  60.00   51
  3  \w     45.00  81.00   1.00    1.07    --   39.96-125.00 -60.00   36
  4  \w     29.00 130.00   1.00    4.27    --  108.10 -77.00 -90.00  101
  5  \w     73.00 121.00   1.00    4.27    --  108.10-125.00 -60.00   48
  6  \w     78.00 133.00   1.00    4.27    --  108.10 -61.00  30.00   55
  7  \w     68.00 115.00   1.00    4.27    --  108.10-125.00  90.00   47
  8  \w     60.00 133.00   1.00    4.27    --  108.10 -61.00 120.00   73
  9  \w     89.00 150.00   1.00    4.27    --  108.10  45.00 120.00   61
 10  \w     98.00 126.00   1.00    4.27    --  108.10 125.00  60.00   28
 11  \w    153.00 178.00   1.00    4.27    --  108.10 125.00 -30.00   25
 12  \w     47.00 178.00   1.00    4.27    --  108.10  15.00-120.00  131
 13  \w     46.00 139.00   1.00    4.27    --  108.10 -30.00-120.00   93
 14  \w     37.00  63.00   1.00    4.27    --  108.10-125.00 -60.00   26
 15  \w     34.00  97.00   1.00    4.27    --  108.10 -45.00   0.00   63
 16  \w     45.00 109.00   1.00    4.27    --  108.10 -94.00 120.00   64
 17  \w    -46.00  -4.00   1.00    1.07    --  -39.96 125.00   0.00   42
 18  \w    -86.00  42.00   1.00    1.07    --  -39.96  19.00   0.00  128
 19  \w   -113.00 -14.00   1.00    1.07    --  -39.96 -37.00-180.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0233921000
_diffrn_orient_matrix_UB_12      0.0390811000
_diffrn_orient_matrix_UB_13      0.0554264000
_diffrn_orient_matrix_UB_21      0.0063112000
_diffrn_orient_matrix_UB_22      -0.0816246000
_diffrn_orient_matrix_UB_23      0.0540313000
_diffrn_orient_matrix_UB_31      0.1254693000
_diffrn_orient_matrix_UB_32      0.0050468000
_diffrn_orient_matrix_UB_33      0.0020980000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29531
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.468
_diffrn_reflns_theta_min         3.666
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_description       block
_exptl_crystal_F_000             1542
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         3.028
_refine_diff_density_min         -1.085
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.668
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     957
_refine_ls_number_reflns         16963
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.678
_refine_ls_R_factor_all          0.1589
_refine_ls_R_factor_gt           0.1334
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3915
_refine_ls_wR_factor_ref         0.4254
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12567
_reflns_number_total             16963
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc08541f2.cif
_cod_data_source_block           exp_495
_cod_depositor_comments
'Adding full bibliography for 7125634--7125637.cif.'
_cod_database_code               7125636
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.909
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Rigid bond restraints
 C026, C02H, C02Q, C4, C6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C3A, C3AA, C4AA, C5AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C026 \\sim C02H \\sim C02Q \\sim C4 \\sim C6: within 2A with sigma of 0.002 and
sigma for terminal atoms of 0.004
C01Y \\sim C02F: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C3A \\sim C3AA \\sim C4AA \\sim C5AA: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002
4. Others
 Sof(H02U)=Sof(C1AB)=1-FVAR(1)
 Sof(H02T)=Sof(C1AA)=Sof(H1AB)=Sof(H1AC)=Sof(H1AD)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C00Q(H00A,H00B), C00T(H00C,H00D), C00V(H00E,H00F), C010(H01A,H01B), C013(H01C,
 H01D), C014(H01E,H01F), C017(H01G,H01H), C018(H01I,H01J), C01B(H01K,H01L),
 C01C(H01M,H01N), C01D(H01O,H01P), C01E(H01Q,H01R), C01H(H01T,H01U), C01I(H01V,
 H01W), C01J(H01X,H01Y), C01K(H01Z,H), C01L(H01,HA), C01M(H0AA,HB), C01N(H1AA,
 HC), C01O(H2AA,HD), C01P(H3AA,HE), C01R(H4AA,HF), C01S(H5AA,HG), C01T(H6AA,HH),
  C01U(H7AA,HI), C01V(H8AA,HJ), C01W(H9AA,HK), C01Y(H0BA,HL), C01Z(H1BA,HM),
 C020(H02A,H02B), C021(H02C,H02D), C022(H3BA,HN), C023(H4BA,HO), C024(H02E,
 H02F), C025(H02G,H02H), C027(H02I,H02J), C02A(H5BA,HP), C02D(H6BA,HQ),
 C02H(H02Y,HR), C02Q(H2BA,HW), C2(H2A,H2B), C4(H4A,H4B)
5.b Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00J(H00J), C00O(H00O), C00P(H00P), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C011(H011), C016(H016), C01G(H01S), C026(H026), C02F(H02T),
 C02F(H02U), C1(H1), C4AA(H4AB), C3A(H3A)
5.c Idealised Me refined as rotating group:
 C028(H02K,H02L,H02M), C02C(H02N,H02O,H02P), C02E(H02Q,H02R,H02S), C02G(H02V,
 H02W,H02X), C02J(H02Z,HS,HT), C02M(H02,HU,HV), C0AA(H0AB,H0AC,H0AD), C6(H6A,
 H6B,H6C), C1AA(H1AB,H1AC,H1AD)
5.d :
 C5AA(H5AB)
;
_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 1.686
_oxdiff_exptl_absorpt_empirical_full_min 0.530