Crystal structure of {tetraaqua-bis(1-(4-hydroxy-2-oxotetrahydrofuran-3-yl)-2-((4aS,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethane-1-sulfonato-k2 O,O') calcium(II)}-{triaqua-bis(1-(4-hydroxy-2-oxotetrahydrofuran-3-yl)-2-((4aS,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethane-1-sulfonato-k2 O,O') calcium(II)} – water – acetone (1/1/8/2)
Chang, Ying-Jie; Ding, Yuan-Min; Zhu, Lin-Yuan; Liu, Hong-Min; Li, Wen; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 87–91; doi:10.1515/ncrs-2020-0382

data_8104890
_publ_section_title
;
 Crystal structure of
 {tetraaqua-bis(1-(4-hydroxy-2-oxotetrahydrofuran-3-yl)-2-((4aS,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethane-1-sulfonato-k2
 O,O')
 calcium(II)}-{triaqua-bis(1-(4-hydroxy-2-oxotetrahydrofuran-3-yl)-2-((4aS,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethane-1-sulfonato-k2
 O,O') calcium(II)} -- water -- acetone (1/1/8/2)
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              87
_journal_page_last               91
_journal_paper_doi               10.1515/ncrs-2020-0382
_journal_volume                  236
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C40 H64 Ca O17 S2, C3 H6 O, 4(H2 O)'
_chemical_formula_sum            'C43 H78 Ca O22 S2'
_chemical_formula_weight         1051.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 91.2637(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.2539(3)
_cell_length_b                   15.3118(3)
_cell_length_c                   18.3718(4)
_cell_measurement_reflns_used    6948
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8230
_cell_measurement_theta_min      3.7300
_cell_volume                     5133.67(17)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41k (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41k (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41k (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(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_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    -40.00  36.00   1.00    1.00    --  -33.50  37.00-150.00   76
  2  \w    -96.00 -54.00   1.00    1.00    --  -33.50 -37.00  30.00   42
  3  \w    -36.00 -11.00   1.00    1.00    --  -33.50 -37.00  30.00   25
  4  \w    -28.00  -2.00   1.00    1.00    --   36.47 -57.00-150.00   26
  5  \w    -16.00  69.00   1.00    1.00    --   36.47 -87.00 156.00   85
  6  \w     -3.00  75.00   1.00    1.00    --   36.47 -99.00  30.00   78
  7  \w    -28.00  36.00   1.00    1.00    --   36.47 -57.00 150.00   64
  8  \w      3.00  29.00   1.00    1.00    --   36.47 -77.00   0.00   26
  9  \w    -33.00  36.00   1.00    1.00    --   36.47 -77.00 120.00   69
 10  \w     18.00  52.00   1.00    1.00    --   36.47 -99.00  60.00   34
 11  \w    105.00 175.00   1.00    2.50    --  108.00 111.00 -30.00   70
 12  \w     49.00  90.00   1.00    2.50    --  108.00 -30.00-120.00   41
 13  \w    135.00 174.00   1.00    2.50    --  108.00 111.00  90.00   39
 14  \w     91.00 127.00   1.00    2.50    --  108.00  77.00-180.00   36
 15  \w     53.00 117.00   1.00    2.50    --  108.00 -61.00-180.00   64
 16  \w     37.00  80.00   1.00    2.50    --  108.00 -30.00-150.00   43
 17  \w    102.00 127.00   1.00    2.50    --  108.00 111.00  90.00   25
 18  \w     61.00 115.00   1.00    2.50    --  108.00-111.00 150.00   54
 19  \w     79.00 107.00   1.00    2.50    --  108.00 -94.00  30.00   28
 20  \w     49.00  89.00   1.00    2.50    --  108.00 -30.00  90.00   40
 21  \w     59.00  91.00   1.00    2.50    --  108.00 -30.00  60.00   32
 22  \w    106.00 178.00   1.00    2.50    --  108.00 111.00-180.00   72
 23  \w    136.00 162.00   1.00    2.50    --  108.00  77.00-180.00   26
 24  \w     79.00 138.00   1.00    2.50    --  108.00  77.00  60.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0306242000
_diffrn_orient_matrix_UB_12      0.0560979000
_diffrn_orient_matrix_UB_13      -0.0619657000
_diffrn_orient_matrix_UB_21      0.0175478000
_diffrn_orient_matrix_UB_22      -0.0834866000
_diffrn_orient_matrix_UB_23      -0.0430105000
_diffrn_orient_matrix_UB_31      -0.0766775000
_diffrn_orient_matrix_UB_32      0.0033140000
_diffrn_orient_matrix_UB_33      -0.0366465000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25633
_diffrn_reflns_point_group_measured_fraction_full 0.795
_diffrn_reflns_point_group_measured_fraction_max 0.773
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.925
_diffrn_reflns_theta_min         3.376
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.481
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41k (Rigaku Oxford Diffraction, 2015)
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    1.360
_exptl_crystal_description
;
;
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details
;
 Flack x determined using 3459 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1271
_refine_ls_number_reflns         15314
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0544
_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^)+(0.0869P)^2^+1.1745P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1622
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    0.573
_reflns_Friedel_fraction_max     0.550
_reflns_number_gt                12706
_reflns_number_total             15314
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0382_suppl.cif
_cod_data_source_block           2
_cod_original_cell_volume        5133.65(18)
_cod_database_code               8104890
_chemical_oxdiff_formula         C15H15O3N2
_shelx_estimated_absorpt_t_max   0.739
_shelx_estimated_absorpt_t_min   0.611
_reflns_odcompleteness_completeness 99.94
_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, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O2A-H2AC
 0.85 with sigma of 0.01
 O2"-H2"
 0.85 with sigma of 0.01
 O1A-H1AC
 0.85 with sigma of 0.01
 O2'-H2'
 0.85 with sigma of 0.01
 O2-H2
 0.85 with sigma of 0.01
 O1"-H1"
 0.85 with sigma of 0.01
 O1-H1
 0.85 with sigma of 0.01
 O1'-H1'
 0.85 with sigma of 0.01
 C19A-H2AC
 1.886013 with sigma of 0.02
 Ca1A-H2AC
 2.994563 with sigma of 0.02
 C19"-H2"
 1.89954 with sigma of 0.02
 Ca1A-H2"
 2.998014 with sigma of 0.02
 C3A-H1AC
 1.926038 with sigma of 0.02
 Ca1A-H1AC
 2.751568 with sigma of 0.02
 C19'-H2'
 1.888152 with sigma of 0.02
 Ca1-H2'
 3.019382 with sigma of 0.02
 C19-H2
 1.905688 with sigma of 0.02
 Ca1-H2
 2.985219 with sigma of 0.02
 C3"-H1"
 1.899439 with sigma of 0.02
 Ca1A-H1"
 2.792655 with sigma of 0.02
 C3-H1
 1.902558 with sigma of 0.02
 Ca1-H1
 2.793536 with sigma of 0.02
 C3'-H1'
 1.895613 with sigma of 0.02
 Ca1-H1'
 2.789028 with sigma of 0.02
3.a Riding coordinates:
 O8A(H8AA,H8AB), O10(H10A,H10B), O14(H14B,H14C), O19(H19I,H19J), O15(H15I,
 H15J), O16(H16A,H16B), O17(H17I,H17J), O18(H18M,H18N)
3.b Free rotating group:
 O12(H12B,H12C), O13(H13A,H13B)
3.c Rotating group:
 O8(H8A,H8B), O9(H9A,H9B), O9A(H9AB,H9AC), O10A(H10C,H10D)
3.d Ternary CH refined with riding coordinates:
 C3(H3), C3"(H3"), C3'(H3'), C3A(H3A), C5(H5), C5"(H5"), C5'(H5'), C5A(H5A),
 C9(H9), C9"(H9"), C9'(H9'), C9A(H9AA), C12(H12), C12"(H12"), C12'(H12'),
 C12A(H12A)
3.e Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C1"(H1"A,H1"B), C1'(H1'A,H1'B), C1A(H1AA,H1AB), C2(H2A,H2B),
 C2"(H2"A,H2"B), C2'(H2'A,H2'B), C2A(H2AA,H2AB), C6(H6A,H6B), C6"(H6"A,H6"B),
 C6'(H6'A,H6'B), C6A(H6AA,H6AB), C7(H7A,H7B), C7"(H7"A,H7"B), C7'(H7'A,H7'B),
 C7A(H7AA,H7AB), C11(H11A,H11B), C11"(H11E,H11F), C11'(H11C,H11D), C11A(H11G,
 H11H), C15(H15A,H15B), C15"(H15E,H15F), C15'(H15C,H15D), C15A(H15G,H15H),
 C19(H19A,H19B), C19"(H19E,H19F), C19'(H19C,H19D), C19A(H19G,H19H)
3.f Aromatic/amide H refined with riding coordinates:
 C14(H14), C14"(H14"), C14'(H14'), C14A(H14A)
3.g X=CH2 refined with riding coordinates:
 C17(H17A,H17B), C17"(H17E,H17F), C17'(H17C,H17D), C17A(H17G,H17H)
3.h Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C18"(H18G,H18H,H18I), C18'(H18D,H18E,H18F), C18A(H18J,
 H18K,H18L), C20(H20A,H20B,H20C), C20"(H20G,H20H,H20I), C20'(H20D,H20E,H20F),
 C20A(H20J,H20K,H20L), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C22A(H22D,H22E,
 H22F), C23A(H23D,H23E,H23F)
;