Understanding of Mirabegron Edisylate Hydrate Conversion and Solvate Characterisation
Balogh, Margareta Cristina; Claybourn, Boe M.; Bonnaud, Thierry; Pitak, Mateusz B.; CrystEngComm  (2026) –; doi:10.1039/D5CE00592B

data_7251882
_publ_section_title
;
 Understanding of Mirabegron Edisylate Hydrate Conversion and Solvate
 Characterisation
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE00592B
_journal_year                    2026
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H26 N4 O2 S, C2 H4 O6 S2'
_chemical_formula_sum            'C23 H30 N4 O8 S3'
_chemical_formula_weight         586.69
_chemical_name_common            'Mirabegron Edysilate anhydrous'
_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     direct
_audit_creation_date             2024-10-02
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-10-02 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.8704(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9020(2)
_cell_length_b                   10.51080(12)
_cell_length_c                   18.3869(2)
_cell_measurement_reflns_used    38470
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9760
_cell_measurement_theta_min      3.1760
_cell_volume                     2653.57(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -26.00  26.00   0.50    2.60    --   48.23 -19.00 -60.00  104
  2  \w    -23.00  63.00   0.50    2.60    --   48.23 -57.00-120.00  172
  3  \w     18.00  84.00   0.50    2.60    --   48.23-104.00-148.00  132
  4  \w     35.00 107.00   0.50   10.50    --  107.45-104.00-148.00  144
  5  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00 -90.00  142
  6  \w     35.00 111.00   0.50   10.50    --  107.45-125.00  30.00  152
  7  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00 150.00  142
  8  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00  60.00   62
  9  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00  30.00   62
 10  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00  30.00  142
 11  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00 -60.00  142
 12  \w     35.00 111.00   0.50   10.50    --  107.45-125.00-150.00  152
 13  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00-150.00   62
 14  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00-180.00   62
 15  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00-120.00   62
 16  \w     35.00 111.00   0.50   10.50    --  107.45-125.00 -60.00  152
 17  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00  60.00  142
 18  \w     35.00  66.00   0.50   10.50    --  107.45 -57.00 120.00   62
 19  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00 120.00  142
 20  \w     35.00 106.00   0.50   10.50    --  107.45 -99.00 -30.00  142
 21  \w     95.00 178.00   0.50   10.50    --  107.45  37.00  30.00  166
 22  \w    106.00 178.00   0.50   10.50    --  107.45 104.00 -46.00  144
 23  \w     95.00 178.00   0.50   10.50    --  107.45  37.00  60.00  166
 24  \w     95.00 178.00   0.50   10.50    --  107.45 125.00  60.00  166
 25  \w     85.00 178.00   0.50   10.50    --  107.45  77.00 120.00  186
 26  \w     93.00 178.00   0.50   10.50    --  107.45  57.00 -90.00  170
 27  \w    -26.00  27.00   0.50    2.60    --  -48.23  19.00-120.00  106
 28  \w    -42.00 -13.00   0.50   10.50    --  -86.25  37.00 -60.00   58
 29  \w    -42.00 -13.00   0.50   10.50    --  -86.25  37.00-150.00   58
 30  \w    -81.00   3.00   0.50    2.60    --  -48.23 104.00 -46.00  168
 31  \w    -81.00 -13.00   0.50   10.50    --  -86.25 104.00 -46.00  136
 32  \w    -42.00 -13.00   0.50   10.50    --  -86.25  37.00 120.00   58
 33  \w    -42.00 -13.00   0.50   10.50    --  -86.25  37.00 150.00   58
 34  \w   -121.00 -36.00   0.50    2.60    --  -48.23 -37.00 120.00  170
 35  \w   -121.00 -73.00   0.50    2.60    --  -48.23-125.00  30.00   96
 36  \w   -121.00 -73.00   0.50    2.60    --  -48.23-125.00 -30.00   96
 37  \w   -121.00 -73.00   0.50    2.60    --  -48.23-125.00-120.00   96
 38  \w   -121.00 -73.00   0.50    2.60    --  -48.23-125.00 -60.00   96
 39  \w   -121.00 -25.00   0.50    2.60    --  -48.23 -77.00  30.00  192
 40  \w   -121.00 -25.00   0.50    2.60    --  -48.23 -77.00 -60.00  192
 41  \w   -159.00 -84.00   0.50   10.50    --  -86.25-104.00-148.00  150
 42  \w   -159.00 -74.00   0.50   10.50    --  -86.25 -37.00-150.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0964947000
_diffrn_orient_matrix_UB_12      0.0184676000
_diffrn_orient_matrix_UB_13      -0.0110554000
_diffrn_orient_matrix_UB_21      -0.0270252000
_diffrn_orient_matrix_UB_22      0.1399425000
_diffrn_orient_matrix_UB_23      -0.0231047000
_diffrn_orient_matrix_UB_31      0.0505363000
_diffrn_orient_matrix_UB_32      0.0394421000
_diffrn_orient_matrix_UB_33      0.0872342000
_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  0.0322
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            48813
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.052
_diffrn_reflns_theta_min         2.608
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.033
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_description       'flat prism'
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 4437 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     693
_refine_ls_number_reflns         10000
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0240
_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^)+(0.0383P)^2^+0.4876P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0637
_reflns_Friedel_coverage         0.876
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                9717
_reflns_number_total             10000
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00592b2.cif
_cod_data_source_block           p20088_1
_cod_database_code               7251882
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C105 H120 N20 O10 S5 '
_chemical_oxdiff_usercomment
'MBC-1902-09-02MOH,3716,  MP, 17AUG 2020, Cu 100K'
_shelx_estimated_absorpt_t_max   0.888
_shelx_estimated_absorpt_t_min   0.676
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15A(H15A), C15B(H15B)
2.b Secondary CH2 refined with riding coordinates:
 N4A(H4AA,H4AB), C4A(H4AC,H4AD), C12A(H12A,H12B), C13A(H13A,H13B), C14A(H14A,
 H14B), N4B(H4BA,H4BB), C4B(H4BC,H4BD), C12B(H12C,H12D), C13B(H13C,H13D),
 C14B(H14C,H14D), C22A(H22A,H22B), C23A(H23A,H23B), C22B(H22C,H22D), C23B(H23C,
 H23D)
2.c Aromatic/amide H refined with riding coordinates:
 C2A(H2AA), N3A(H3A), N2A(H2AB), C7A(H7A), C8A(H8A), C10A(H10A), C11A(H11A),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), N3B(H3B),
 C2B(H2BA), N2B(H2BB), C7B(H7B), C8B(H8B), C10B(H10B), C11B(H11B), C17B(H17B),
 C18B(H18B), C19B(H19B), C20B(H20B), C21B(H21B)
2.d X=CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), N1B(H1BA,H1BB)
;
_shelx_res_checksum              38618
_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 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.649