Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4 O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
Chen, Hai-Lin; Huang, Xiu-Xiang; Lan, Jian-Jing; Yao, Dong-Mei; Wang, Yan-Ping; Liu, Qiu-Ping; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 733–735; doi:10.1515/ncrs-2022-0208

data_8107202
_publ_section_title
;
 Synthesis and crystal structure of
 poly[aqua(\m4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-\k4
 O:O&#x2032;:O&#x2033;:O&#x2034;)sodium(I)] monohydrate, C21H22NNaO12S
;
_journal_issue                   4
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              733
_journal_page_last               735
_journal_paper_doi               10.1515/ncrs-2022-0208
_journal_volume                  237
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H20 N Na O11 S, H2 O'
_chemical_formula_sum            'C21 H22 N Na O12 S'
_chemical_formula_weight         535.44
_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
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.68500(10)
_cell_length_b                   10.80300(10)
_cell_length_c                   25.9262(2)
_cell_measurement_reflns_used    10749
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      75.5730
_cell_measurement_theta_min      1.6880
_cell_volume                     2152.42(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)[1]'
_computing_data_collection       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)[1]'
_computing_data_reduction        'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)[1]'
_computing_molecular_graphics    'Diamond 3.2 [2]'
_computing_publication_material  'SHELXL 2018/3 (Sheldrick, 2015)[3]'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)[3]'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)[4]'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_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     21.00  68.00   0.50    0.05    --   39.20  57.00 -90.00   94
  2  \w     77.00 103.00   0.50    0.05    --   39.20  57.00 -90.00   52
  3  \w     79.00 170.00   0.50    0.05    --  111.82  32.00 118.00  182
  4  \w     38.00  65.00   0.50    0.05    --  111.82 -61.00  90.00   54
  5  \w     38.00  72.00   0.50    0.05    --  111.82 -77.00 -60.00   68
  6  \w     44.00  96.00   0.50    0.05    --  111.82 -77.00-120.00  104
  7  \w     45.00 100.00   0.50    0.05    --  111.82 -77.00-180.00  110
  8  \w     38.00  63.00   0.50    0.05    --  111.82 -61.00-150.00   50
  9  \w     40.00  65.00   0.50    0.05    --  111.82 -61.00-120.00   50
 10  \w     42.00  67.00   0.50    0.05    --  111.82 -61.00 -60.00   50
 11  \w     38.00  63.00   0.50    0.05    --  111.82 -61.00  30.00   50
 12  \w     42.00  67.00   0.50    0.05    --  111.82 -61.00  60.00   50
 13  \w     44.00 123.00   0.50    0.05    --  111.82-139.00  94.00  158
 14  \w     49.00  75.00   0.50    0.05    --  111.82 -90.00 156.00   52
 15  \w     32.00  58.00   0.50    0.05    --  111.82 -94.00 150.00   52
 16  \w    -39.00  66.00   0.50    0.05    --   39.20 -90.00 156.00  210
 17  \w    103.00 128.00   0.50    0.05    --  111.82  90.00 -88.00   50
 18  \w     90.00 115.00   0.50    0.05    --  111.82 111.00-150.00   50
 19  \w    139.00 169.00   0.50    0.05    --  111.82 111.00-150.00   60
 20  \w    115.00 146.00   0.50    0.05    --  111.82 179.00   0.00   62
 21  \w     58.00  84.00   0.50    0.05    --  111.82 179.00   0.00   52
 22  \w     42.00 134.00   0.50    0.05    --  111.82 179.00  90.00  184
 23  \w    -33.00   3.00   0.50    0.05    --  -62.00  32.00 118.00   72
 24  \w   -104.00 -79.00   0.50    0.05    --  -62.00-139.00  94.00   50
 25  \w   -138.00 -84.00   0.50    0.05    --  -62.00-130.00 -91.00  108
 26  \w    -19.00   7.00   0.50    0.05    --  -62.00  15.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1516010000
_diffrn_orient_matrix_UB_12      0.0817082000
_diffrn_orient_matrix_UB_13      0.0188370000
_diffrn_orient_matrix_UB_21      0.1026561000
_diffrn_orient_matrix_UB_22      -0.1167713000
_diffrn_orient_matrix_UB_23      0.0153465000
_diffrn_orient_matrix_UB_31      0.0816105000
_diffrn_orient_matrix_UB_32      -0.0046973000
_diffrn_orient_matrix_UB_33      -0.0542348000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            12136
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.811
_diffrn_reflns_theta_min         4.434
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.64a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1794 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4386
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0309
_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^)+(0.0403P)^2^+1.0352P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0818
_reflns_Friedel_coverage         0.718
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                4356
_reflns_number_total             4386
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0208_suppl.cif
_cod_data_source_block           chl-ljx-100k
_cod_database_code               8107202
_shelx_estimated_absorpt_t_max   0.763
_shelx_estimated_absorpt_t_min   0.680
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All H(H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Na1) = Uanis(Na1A)
3. Others
 Sof(Na1A)=1-FVAR(1)
 Sof(Na1)=FVAR(1)
4.a Riding coordinates:
 O11(H11A,H11B), O12(H12A,H12B)
4.b Ternary CH refined with riding coordinates:
 N1(H1A), C17(H17), C19(H19)
4.c Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B), C20(H20A,H20B)
4.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C11(H11), C14(H14), C15(H15)
4.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O4(H4), O8(H8)
;
_shelx_res_checksum              66849
_shelx_hkl_checksum              31826
_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 1.257
_oxdiff_exptl_absorpt_empirical_full_min 0.853