Supramolecular structure, <i>in vivo</i> biological activities and molecular-docking-based potential cardiotoxic exploration of aconine hydrochloride monohydrate as a novel salt form
Li, Han-qing; Xu, Jia-yin; Gao, Yuan-yuan; Jin, Liang; Chen, Jian-ming; Chen, Feng-zheng; Acta Crystallographica Section B 76 (2020) –; doi:10.1107/S2052520620001250

data_2108590
_publ_section_title
;
 Supramolecular structure, <i>in vivo</i> biological activities and
 molecular-docking-based potential cardiotoxic exploration of aconine
 hydrochloride monohydrate as a novel salt form
;
_publ_section_keywords
;
Aconine; Macroporous adsorbent resin; Salt; Conformational comparison;
Biological activity; Molecular docking.
;
_journal_coeditor_code           RM5026
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620001250
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C25 H42 N O9 +, Cl -, H2 O'
_chemical_formula_sum            'C25 H44 Cl N O10'
_chemical_formula_weight         554.06
_chemical_name_systematic
;(1<i>S</i>,3<i>R</i>,4<i>S</i>,6<i>R</i>,6<i>aS</i>,7<i>R</i>,
7<i>aR</i>,8<i>R</i>,9<i>S</i>,10<i>S</i>,11<i>S</i>,11<i>aR</i>,
12<i>R</i>,12<i>aR</i>,13<i>R</i>,14<i>S</i>)-1-ethyl-4,8,9,11,11a-pentahydroxy
-6,10,13-trimethoxy-3-(methoxymethyl)tetradecahydro-2<i>H</i>-3,6a,12-
(epiethane[1,1,2]triyl)-7,
9-methanonaphtho[2,3-<i>b</i>]azocin-1-ium chloride monohydrate
;
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-12-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-29 # Formatted by publCIF

;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   16.3296(2)
_cell_length_b                   16.3759(4)
_cell_length_c                   31.1186(5)
_cell_measurement_reflns_used    10762
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0090
_cell_measurement_theta_min      3.4070
_cell_volume                     8321.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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     57.00  84.00   0.30   14.00    --   16.69  57.00-120.00   90
  2  \w     -7.00  77.00   0.30   14.00    --   16.69  77.00 120.00  280
  3  \w     19.00  65.20   0.30    6.00    --   16.53  57.00  60.00  154
  4  \w     -1.00  54.20   0.30    6.00    --   16.53 -99.00 -30.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0227739000
_diffrn_orient_matrix_UB_12      -0.0251254000
_diffrn_orient_matrix_UB_13      0.0142190000
_diffrn_orient_matrix_UB_21      -0.0123642000
_diffrn_orient_matrix_UB_22      0.0246812000
_diffrn_orient_matrix_UB_23      0.0175583000
_diffrn_orient_matrix_UB_31      -0.0348787000
_diffrn_orient_matrix_UB_32      -0.0251706000
_diffrn_orient_matrix_UB_33      0.0030452000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            38668
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.076
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3576
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_platon_squeeze_details
;
TITL CF solution in P212121
CELL   16.3296   16.3759   31.1186     90.00     90.00     90.00
SPGR P212121
C101 0.036 1.000 0.804 !       4.34 eA-3
C102 0.662 0.549 0.244 !       2.47 eA-3
C103 0.280 0.052 0.250 !       2.22 eA-3
Q104 0.833 0.549 0.251 !       1.95 eA-3
C105 0.295 0.966 0.735 !       1.71 eA-3
Q106 0.114 0.257 0.220 !       0.69 eA-3
;
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 5283 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1080
_refine_ls_number_reflns         16991
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+1.2397P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1033
_reflns_Friedel_coverage         0.836
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                14265
_reflns_number_total             16991
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {7b024cd1-5e13-4435-8dc2-06c722615fca}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            rm5026sup1.cif
_cod_data_source_block           I
_cod_database_code               2108590
_cod_database_fobs_code          2108590
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c12h12n2o3
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.936
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C71) = Uanis(C71A)
Uanis(C46) = Uanis(C46A)
Uanis(C23) = Uanis(C23A)
3. Others
 Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=Sof(C46A)=Sof(H46D)=Sof(H46E)=
 Sof(H46F)=Sof(C71A)=Sof(H71D)=Sof(H71E)=Sof(H71F)=1-FVAR(1)
 Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=
 Sof(C71)=Sof(H71A)=Sof(H71B)=Sof(H71C)=FVAR(1)
4.a Free rotating group:
 O28(H28A), O29(H29A)
4.b Ternary CH refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C5(H5A), C6(H6A), C7(H7), C9(H9A), C10(H10),
 C13(H13), C15(H15), C17(H17), C18(H18), N2(H2C), C26(H26), C28(H28), C30(H30),
 C31(H31), C32(H32), C34(H34), C35(H35), C38(H38), C40(H40), C42(H42), C43(H43),
  N3(H3A), C51(H51), C53(H53), C55(H55), C56(H56), C57(H57), C59(H59), C60(H60),
  C63(H63), C65(H65), C67(H67), C68(H68)
4.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C12(H12A,H12B), C16(H16A,H16B), C20(H20A,H20B), C24(H24A,H24B),
 C27(H27A,H27B), C37(H37A,H37B), C41(H41A,H41B), C45(H45A,H45B), C49(H49A,H49B),
  C52(H52A,H52B), C62(H62A,H62B), C66(H66A,H66B), C70(H70A,H70B), C74(H74A,H74B)
4.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C25(H25A,H25B,H25C), C23A(H23D,H23E,H23F), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C50(H50A,H50B,
 H50C), C46A(H46D,H46E,H46F), C69(H69A,H69B,H69C), C71(H71A,H71B,H71C),
 C72(H72A,H72B,H72C), C73(H73A,H73B,H73C), C75(H75A,H75B,H75C), C71A(H71D,H71E,
 H71F)
4.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6), O8(H8), O9(H9), O15(H15A), O16(H16), O23(H23), O24(H24),
 O26(H26A), O27(H27)
;
_platon_squeeze_void_probe_radius 1.20
_shelx_res_checksum              67017
_shelx_hkl_checksum              8451
_olex2_date_sample_data_collection 2018-03-24
_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 1.251
_oxdiff_exptl_absorpt_empirical_full_min 0.791
_publcif_funding_html
;
;