Crystal structure, molecular packing, and intermolecular interactions of N-pentadecanoyltaurine and N-acyltaurine's interaction with cholesterol
Arul Prakash, Sukanya; Chinapaka, Ravindar; John, Martin Luther; Dey, Somnath; Kamlekar, Ravi Kanth; CrystEngComm 25 (2023) 5286–5295; doi:10.1039/D3CE00646H

data_7247185
_publ_section_title
;
 Crystal structure, molecular packing, and intermolecular interactions of
 N-pentadecanoyltaurine and N-acyltaurine's interaction with cholesterol
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              5286
_journal_page_last               5295
_journal_paper_doi               10.1039/D3CE00646H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C51 H102 N3 Na O12 S3, 3(H2 O)'
_chemical_formula_sum            'C51 H108 N3 Na O15 S3'
_chemical_formula_weight         1122.57
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-12-15
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-06-22 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                82.294(5)
_cell_angle_beta                 89.769(4)
_cell_angle_gamma                89.830(4)
_cell_formula_units_Z            2
_cell_length_a                   5.3204(2)
_cell_length_b                   13.5037(9)
_cell_length_c                   43.718(2)
_cell_measurement_reflns_used    3445
_cell_measurement_temperature    105(7)
_cell_measurement_theta_max      25.2870
_cell_measurement_theta_min      2.3290
_cell_volume                     3112.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      105(7)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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      9.00  38.64   0.38    7.99    --  -14.97 -15.00   0.00   78
  2  \w     20.00  79.66   0.38    7.99    --   16.22  45.00 -30.00  157
  3  \w      2.00  52.16   0.38    7.99    --  -14.97  45.00-120.00  132
  4  \w    -38.00  48.26   0.38    7.99    --  -14.97  45.00 -90.00  227
  5  \w    -39.00  56.00   0.38    7.99    --  -14.97  30.00-150.00  250
  6  \w     -5.00  21.22   0.38    7.99    --  -14.97 -94.00-150.00   69
  7  \w      7.00  60.20   0.38    7.99    --   16.22-109.00-130.00  140
  8  \w     11.00  70.28   0.38    7.99    --   16.22-125.00-180.00  156
  9  \w    -27.00  20.50   0.38    7.99    --  -14.97 -94.00-120.00  125
 10  \w    -49.00  11.04   0.38    7.99    --   16.22 -61.00-180.00  158
 11  \w    -53.00 -23.74   0.38    7.99    --  -14.97 125.00 -60.00   77
 12  \w    -50.00  -0.98   0.38    7.99    --  -14.97 109.00 -34.00  129
 13  \w    -31.00  21.06   0.38    7.99    --  -14.97 -94.00 -30.00  137
 14  \w    -35.00  -6.88   0.38    7.99    --  -14.97 -15.00   0.00   74
 15  \w    -36.00  21.00   0.38    7.99    --  -14.97 -94.00  30.00  150
 16  \w    -36.00  16.06   0.38    7.99    --  -14.97 -94.00  90.00  137
 17  \w     13.00  51.00   0.38    7.99    --   16.22 -94.00 120.00  100
 18  \w     32.00  70.00   0.38    7.99    --   16.22-125.00 150.00  100
 19  \w      2.00  36.20   0.38    7.99    --   16.22 -61.00 150.00   90
 20  \w     17.00  48.16   0.38    7.99    --  -14.97  30.00 120.00   82
 21  \w     10.00  74.22   0.38    7.99    --   16.22  61.00  90.00  169
 22  \w    -23.00   3.22   0.38    7.99    --  -14.97  30.00 120.00   69
 23  \w    -27.00  -2.68   0.38    7.99    --  -14.97 -45.00  90.00   64
 24  \w    -36.00  -0.66   0.38    7.99    --   16.22 -94.00 120.00   93
 25  \w    -43.00 -17.92   0.38    7.99    --   16.22 -61.00 150.00   66
 26  \w    -71.00 -40.98   0.38    7.99    --  -14.97 -45.00  90.00   79
 27  \w    -40.00  38.28   0.38    7.99    --  -14.97  30.00  60.00  206
 28  \w    -43.00  37.94   0.38    7.99    --  -14.97  61.00 -30.00  213
 29  \w    -90.00 -59.98   0.38    7.99    --  -14.97 -15.00   0.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2090
_diffrn_reflns_av_unetI/netI     0.3196
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            50933
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.893
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       plate
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.698
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     670
_refine_ls_number_reflns         11007
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.932
_refine_ls_R_factor_all          0.2790
_refine_ls_R_factor_gt           0.1111
_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^)+(0.1280P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2334
_refine_ls_wR_factor_ref         0.3161
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3733
_reflns_number_total             11007
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00646h2.cif
_cod_data_source_block           mjs20_d
_cod_depositor_comments          'Adding full bibliography for 7247185.cif.'
_cod_database_code               7247185
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O00I-H00M
 0.85 with sigma of 0.02
3.a Free rotating group:
 O00H(H00I,H00L), O00I(H00M,H00N), O00L(H00O,H00P)
3.b Secondary CH2 refined with riding coordinates:
 C00N(H00A,H00B), C00O(H00C,H00D), C00P(H00E,H00F), C4(H4A,H4B), C3(H3A,H3B),
 C6(H6A,H6B), C11(H11A,H11B), C00W(H00G,H00H), C17(H17A,H17B), C2(H2A,H2B),
 C010(H01A,H01B), C011(H01C,H01D), C8(H8A,H8B), C013(H01E,H01F), C014(H01G,
 H01H), C015(H01I,H01J), C016(H01K,H01L), C017(H01M,H01N), C10(H10A,H10B),
 C019(H01O,H01P), C5(H5A,H5B), C01B(H01Q,H01R), C01C(H01S,H01T), C01D(H01U,
 H01V), C01E(H01W,H01X), C01F(H01Y,H), C7(H7A,H7B), C16(H16A,H16B), C01I(H01Z,
 HA), C01J(H01,HB), C13(H13A,H13B), C9(H9A,H9B), C01M(H2,HC), C01N(H3,HD),
 C01O(H4,HE), C01P(H5,HF), C01Q(H6,HG), C01R(H7,HH), C01S(H8,HI), C01T(H9,HJ),
 C01U(H10,HK), C01V(H11,HL), C01W(H12,HM), C14(H14A,H14B), C01Y(H13,HN)
3.c Aromatic/amide H refined with riding coordinates:
 N00J(H00J), N00K(H00K), N1(H1)
3.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C020(H02A,H02B,H02C), C021(H02D,H02E,H02F)
;
_shelx_res_checksum              85182
_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
;