#------------------------------------------------------------------------------
#$Date: 2024-05-05 05:12:11 +0300 (Sun, 05 May 2024) $
#$Revision: 291591 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/83/7248340.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7248340
loop_
_publ_author_name
'Yamanaka, Kazuaki'
'Oketani, Ryusei'
'Mori, Yuya'
'Sato, Takashi'
'Tsuzuki, Seiji'
'Takahashi, Hiroki'
'Tsue, Hirohito'
_publ_section_title
;
 Thermal fluctuation-induced selective CO2 uptake of seemingly nonporous
 N,C-protected dipeptide crystals as elucidated by in situ X-ray
 crystallographic analysis
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              2314
_journal_page_last               2321
_journal_paper_doi               10.1039/D3CE01018J
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C14 H26 N2 O5 S'
_chemical_formula_sum            'C14 H26 N2 O5 S'
_chemical_formula_weight         334.439
_chemical_melting_point          398.2
_space_group_crystal_system      hexagonal
_space_group_IT_number           170
_space_group_name_Hall           'P 65'
_space_group_name_H-M_alt        'P 65'
_symmetry_Int_Tables_number      170
_audit_creation_date             2024-03-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-03-22 deposited with the CCDC.	2024-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   11.2868(11)
_cell_length_b                   11.2868(11)
_cell_length_c                   27.130(2)
_cell_measurement_reflns_used    6073
_cell_measurement_temperature    288(2)
_cell_measurement_theta_max      29.9460
_cell_measurement_theta_min      2.3240
_cell_volume                     2993.1(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      288
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9656
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00  44.00 330.00  360
  2  ω   -110.00  70.00   0.50    8.00    --  -20.00  44.00 240.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_av_unetI/netI     0.0965
_diffrn_reflns_Laue_measured_fraction_full 0.9989
_diffrn_reflns_Laue_measured_fraction_max 0.9656
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            28458
_diffrn_reflns_point_group_measured_fraction_full 0.9975
_diffrn_reflns_point_group_measured_fraction_max 0.9389
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         31.12
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_description       needle
_exptl_crystal_F_000             1081.303
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.5437
_refine_diff_density_min         -0.6635
_refine_diff_density_rms         0.1120
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.14(14)
_refine_ls_d_res_high            0.6876
_refine_ls_d_res_low             7.9303
_refine_ls_goodness_of_fit_ref   1.0392
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     205
_refine_ls_number_reflns         6050
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0392
_refine_ls_R_factor_all          0.2396
_refine_ls_R_factor_gt           0.0859
_refine_ls_shift/su_max          0.0711
_refine_ls_shift/su_mean         0.0019
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0875P)²+0.0279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1623
_refine_ls_wR_factor_ref         0.2175
_reflns_Friedel_coverage         0.911
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              39
_reflns_limit_l_min              -38
_reflns_number_gt                2305
_reflns_number_total             6050
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3ce01018j4.cif
_cod_data_source_block           cmpd_1_288K
_cod_depositor_comments
'Adding full bibliography for 7248340--7248345.cif.'
_cod_original_sg_symbol_Hall     ' P 65'
_cod_database_code               7248340
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C7(H7a,H7b)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2a)
2.d Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C12(H12a,H12b,H12c),
 C13(H13a,H13b,H13c), C14(H14a,H14c,H14b)
;
_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
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x-y,x,z+5/6
3 y,-x+y,z+1/6
4 -y,x-y,z+2/3
5 -x+y,-x,z+1/3
6 -x,-y,z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
C1 C 0.4546(6) 0.2938(6) 0.1330(2) 0.0950(16) Uani 1.000000 .
C2 C 0.3204(6) 0.2656(5) 0.15774(18) 0.1015(18) Uani 1.000000 .
H2 H 0.2902(6) 0.3254(5) 0.14309(18) 0.122(2) Uiso 1.000000 R
C3 C 0.3417(8) 0.2938(8) 0.2124(2) 0.185(4) Uani 1.000000 .
H3a H 0.388(8) 0.249(7) 0.2259(6) 0.278(7) Uiso 1.000000 GR
H3b H 0.396(8) 0.3906(10) 0.2177(3) 0.278(7) Uiso 1.000000 GR
H3c H 0.2546(10) 0.260(8) 0.2283(5) 0.278(7) Uiso 1.000000 GR
C4 C 0.1632(4) 0.0781(4) 0.10573(14) 0.0653(11) Uani 1.000000 .
C5 C 0.0716(4) -0.0752(4) 0.10118(12) 0.0570(10) Uani 1.000000 .
H5 H 0.0464(4) -0.1146(4) 0.13432(12) 0.0684(12) Uiso 1.000000 R
C6 C 0.1543(5) -0.1307(5) 0.07622(15) 0.0759(12) Uani 1.000000 .
H6a H 0.1811(5) -0.0898(5) 0.04375(15) 0.0911(15) Uiso 1.000000 R
H6b H 0.2372(5) -0.1023(5) 0.09507(15) 0.0911(15) Uiso 1.000000 R
C7 C 0.0810(6) -0.2833(6) 0.0708(2) 0.0979(16) Uani 1.000000 .
H7a H 0.0040(6) -0.3104(6) 0.0487(2) 0.1175(19) Uiso 1.000000 R
H7b H 0.1426(6) -0.3086(6) 0.0553(2) 0.1175(19) Uiso 1.000000 R
C8 C 0.1682(7) -0.3224(9) 0.1614(3) 0.154(3) Uani 1.000000 .
H8a H 0.1455(8) -0.357(5) 0.1944(7) 0.231(4) Uiso 1.000000 GR
H8b H 0.224(3) -0.354(5) 0.1463(14) 0.231(4) Uiso 1.000000 GR
H8c H 0.218(3) -0.2242(9) 0.162(2) 0.231(4) Uiso 1.000000 GR
C9 C 0.6631(8) 0.4650(9) 0.1008(4) 0.200(5) Uani 1.000000 .
H9a H 0.726(3) 0.468(10) 0.1253(8) 0.301(7) Uiso 1.000000 GR
H9b H 0.651(2) 0.399(6) 0.076(3) 0.301(7) Uiso 1.000000 GR
H9c H 0.699(5) 0.554(4) 0.086(3) 0.301(7) Uiso 1.000000 GR
C10 C -0.1606(5) -0.1173(5) 0.09548(16) 0.0734(13) Uani 1.000000 .
C11 C -0.3867(7) -0.1493(10) 0.0767(2) 0.129(3) Uani 1.000000 .
C12 C -0.4629(8) -0.1768(11) 0.0292(3) 0.179(4) Uani 1.000000 .
H12a H -0.478(8) -0.262(4) 0.0157(16) 0.269(6) Uiso 1.000000 GR
H12b H -0.549(4) -0.182(9) 0.0350(6) 0.269(6) Uiso 1.000000 GR
H12c H -0.410(4) -0.104(4) 0.0063(11) 0.269(6) Uiso 1.000000 GR
C13 C -0.4616(10) -0.2591(17) 0.1145(5) 0.262(7) Uani 1.000000 .
H13a H -0.489(15) -0.223(4) 0.141(3) 0.393(10) Uiso 1.000000 GR
H13b H -0.541(10) -0.334(7) 0.0997(15) 0.393(10) Uiso 1.000000 GR
H13c H -0.403(6) -0.291(13) 0.127(5) 0.393(10) Uiso 1.000000 GR
C14 C -0.3477(15) -0.0069(17) 0.0935(5) 0.301(9) Uani 1.000000 .
H14a H -0.298(17) 0.057(3) 0.068(3) 0.451(14) Uiso 1.000000 GR
H14c H -0.429(2) -0.003(5) 0.101(7) 0.451(14) Uiso 1.000000 GR
H14b H -0.291(17) 0.016(8) 0.122(4) 0.451(14) Uiso 1.000000 GR
O1 O 0.5302(5) 0.4253(5) 0.12421(18) 0.1441(17) Uani 1.000000 .
O2 O 0.4846(5) 0.2100(6) 0.1240(2) 0.1408(16) Uani 1.000000 .
O3 O 0.1951(4) 0.1542(3) 0.07016(11) 0.0979(11) Uani 1.000000 .
O4 O -0.1695(5) -0.1032(6) 0.13890(10) 0.143(2) Uani 1.000000 .
O5 O -0.2606(3) -0.1452(4) 0.06335(11) 0.0925(10) Uani 1.000000 .
N1 N 0.2164(4) 0.1256(4) 0.15017(12) 0.0750(10) Uani 1.000000 .
H1 H 0.1876(4) 0.0708(4) 0.17497(12) 0.0899(12) Uiso 1.000000 R
N2 N -0.0514(3) -0.1099(3) 0.07422(11) 0.0650(9) Uani 1.000000 .
H2a H -0.0542(3) -0.1266(3) 0.04317(11) 0.0780(11) Uiso 1.000000 R
S1 S 0.01850(16) -0.37917(13) 0.12733(6) 0.0996(5) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 109.2(6) . . ?
O2 C1 C2 124.9(5) . . ?
O2 C1 O1 125.8(7) . . ?
H2 C2 C1 109.0(3) . . ?
C3 C2 C1 110.4(5) . . ?
C3 C2 H2 109.0(5) . . ?
N1 C2 C1 110.1(5) . . ?
N1 C2 H2 109.0(3) . . ?
N1 C2 C3 109.2(4) . . ?
H3a C3 C2 109.5 . . ?
H3b C3 C2 109.5 . . ?
H3b C3 H3a 109.5 . . ?
H3c C3 C2 109.5 . . ?
H3c C3 H3a 109.5 . . ?
H3c C3 H3b 109.5 . . ?
O3 C4 C5 122.2(3) . . ?
N1 C4 C5 116.5(3) . . ?
N1 C4 O3 121.1(4) . . ?
H5 C5 C4 108.73(18) . . ?
C6 C5 C4 107.4(3) . . ?
C6 C5 H5 108.7(2) . . ?
N2 C5 C4 111.6(3) . . ?
N2 C5 H5 108.73(18) . . ?
N2 C5 C6 111.6(3) . . ?
H6a C6 C5 108.6(2) . . ?
H6b C6 C5 108.6(2) . . ?
H6b C6 H6a 107.6 . . ?
C7 C6 C5 114.7(4) . . ?
C7 C6 H6a 108.6(3) . . ?
C7 C6 H6b 108.6(3) . . ?
H7a C7 C6 108.4(3) . . ?
H7b C7 C6 108.4(3) . . ?
H7b C7 H7a 107.5 . . ?
S1 C7 C6 115.5(4) . . ?
S1 C7 H7a 108.4(2) . . ?
S1 C7 H7b 108.40(18) . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
S1 C8 H8a 109.5 . . ?
S1 C8 H8b 109.5 . . ?
S1 C8 H8c 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
O1 C9 H9a 109.5 . . ?
O1 C9 H9b 109.5 . . ?
O1 C9 H9c 109.5 . . ?
O5 C10 O4 123.8(4) . . ?
N2 C10 O4 123.8(4) . . ?
N2 C10 O5 112.4(4) . . ?
C13 C11 C12 112.9(9) . . ?
C14 C11 C12 108.3(8) . . ?
C14 C11 C13 114.6(10) . . ?
O5 C11 C12 104.2(5) . . ?
O5 C11 C13 109.6(6) . . ?
O5 C11 C14 106.5(8) . . ?
H12a C12 C11 109.5 . . ?
H12b C12 C11 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C11 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
H13a C13 C11 109.5 . . ?
H13b C13 C11 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C11 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H14a C14 C11 109.5 . . ?
H14c C14 C11 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14b C14 C11 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14b C14 H14c 109.5 . . ?
C9 O1 C1 114.1(7) . . ?
C11 O5 C10 123.1(4) . . ?
C4 N1 C2 121.8(4) . . ?
H1 N1 C2 119.1(2) . . ?
H1 N1 C4 119.1(2) . . ?
C10 N2 C5 122.4(3) . . ?
H2a N2 C5 118.79(18) . . ?
H2a N2 C10 118.8(2) . . ?
C8 S1 C7 102.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.538(8) . ?
C1 O1 1.312(7) . ?
C1 O2 1.179(7) . ?
C2 H2 0.9800 . ?
C2 C3 1.510(7) . ?
C2 N1 1.436(6) . ?
C3 H3a 0.9600 . ?
C3 H3b 0.9600 . ?
C3 H3c 0.9600 . ?
C4 C5 1.513(6) . ?
C4 O3 1.220(5) . ?
C4 N1 1.334(5) . ?
C5 H5 0.9800 . ?
C5 C6 1.518(6) . ?
C5 N2 1.440(5) . ?
C6 H6a 0.9700 . ?
C6 H6b 0.9700 . ?
C6 C7 1.500(7) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 S1 1.805(5) . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C8 S1 1.743(7) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C9 O1 1.477(9) . ?
C10 O4 1.199(5) . ?
C10 O5 1.333(5) . ?
C10 N2 1.325(5) . ?
C11 C12 1.493(8) . ?
C11 C13 1.501(11) . ?
C11 C14 1.509(14) . ?
C11 O5 1.447(7) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9600 . ?
C13 H13c 0.9600 . ?
C14 H14a 0.9600 . ?
C14 H14c 0.9600 . ?
C14 H14b 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2a 0.8600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 N1 C4 -68.4(5) . . . . ?
C2 N1 C4 C5 170.5(5) . . . . ?
C2 N1 C4 O3 -4.5(6) . . . . ?
C4 C5 C6 C7 177.2(4) . . . . ?
C4 C5 N2 C10 -84.2(4) . . . . ?
C5 C6 C7 S1 -56.8(4) . . . . ?
C5 N2 C10 O4 -4.2(5) . . . . ?
C5 N2 C10 O5 177.3(4) . . . . ?
C10 O5 C11 C12 177.2(8) . . . . ?
C10 O5 C11 C13 -61.7(9) . . . . ?
C10 O5 C11 C14 62.8(7) . . . . ?
