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_7251879
_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 syn
_chemical_formula_moiety         'C21 H26 N4 O2 S, C2 H4 O6 S2, H2 O'
_chemical_formula_sum            'C23 H32 N4 O9 S3'
_chemical_formula_weight         604.70
_chemical_name_common            'Mirabegron Edysilate monohydrate'
_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                 111.810(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.8579(8)
_cell_length_b                   10.6858(5)
_cell_length_c                   18.1456(9)
_cell_measurement_reflns_used    4806
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.4860
_cell_measurement_theta_min      3.1300
_cell_volume                     2674.7(3)
_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      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_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     13.00  49.00   0.50   15.00    --   47.73 -76.00  49.00   72
  2  \w     57.00  86.00   0.50   40.00    --  107.45 -76.00  49.00   58
  3  \w     35.00  60.00   0.50   40.00    --  107.45 -57.00 -30.00   50
  4  \w     75.00 106.00   0.50   40.00    --  107.45 -77.00 -60.00   62
  5  \w     35.00  64.00   0.50   40.00    --  107.45 -57.00 -60.00   58
  6  \w     35.00  60.00   0.50   40.00    --  107.45 -57.00-150.00   50
  7  \w     35.00 105.00   0.50   40.00    --  107.45-125.00 -30.00  140
  8  \w     35.00  66.00   0.50   40.00    --  107.45 -57.00  30.00   62
  9  \w     35.00 101.00   0.50   40.00    --  107.45 -99.00  30.00  132
 10  \w     37.00  66.00   0.50   40.00    --  107.45 -57.00  90.00   58
 11  \w     95.00 137.00   0.50   40.00    --  107.45  19.00 120.00   84
 12  \w    138.00 175.00   0.50   40.00    --  107.45  19.00 120.00   74
 13  \w    109.00 160.00   0.50   40.00    --  107.45  76.00 176.00  102
 14  \w    106.00 175.00   0.50   40.00    --  107.45  37.00 150.00  138
 15  \w     99.00 129.00   0.50   40.00    --  107.45  77.00 -90.00   60
 16  \w    -24.00  28.00   0.50   15.00    --  -47.73  19.00  90.00  104
 17  \w    -40.00 -13.00   0.50   40.00    --  -86.25  37.00 -30.00   54
 18  \w    -42.00 -17.00   0.50   40.00    --  -86.25  37.00   0.00   50
 19  \w    -42.00 -17.00   0.50   40.00    --  -86.25  37.00  30.00   50
 20  \w    -59.00 -31.00   0.50   40.00    --  -86.25  57.00  30.00   56
 21  \w    -65.00 -36.00   0.50   15.00    --  -47.73  76.00 176.00   58
 22  \w    -82.00 -57.00   0.50   40.00    --  -86.25  76.00 176.00   50
 23  \w   -106.00 -56.00   0.50   15.00    --  -47.73 -76.00  49.00  100
;
_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      -0.0035714000
_diffrn_orient_matrix_UB_12      0.1341264000
_diffrn_orient_matrix_UB_13      0.0300549000
_diffrn_orient_matrix_UB_21      -0.0966547000
_diffrn_orient_matrix_UB_22      0.0226904000
_diffrn_orient_matrix_UB_23      -0.0697364000
_diffrn_orient_matrix_UB_31      -0.0558218000
_diffrn_orient_matrix_UB_32      -0.0479992000
_diffrn_orient_matrix_UB_33      0.0509378000
_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  0.0337
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15978
_diffrn_reflns_point_group_measured_fraction_full 0.851
_diffrn_reflns_point_group_measured_fraction_max 0.848
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.232
_diffrn_reflns_theta_min         2.623
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.055
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68504
_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            colourless
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 2628 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.051(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     717
_refine_ls_number_reflns         8292
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0410
_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^)+(0.0470P)^2^+2.4682P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1003
_reflns_Friedel_coverage         0.621
_reflns_Friedel_fraction_full    0.695
_reflns_Friedel_fraction_max     0.690
_reflns_number_gt                7453
_reflns_number_total             8292
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00592b2.cif
_cod_data_source_block           p21081_1
_cod_database_code               7251879
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C124 H152 F8 N16 O8 S1 '
_chemical_oxdiff_usercomment
'MCB-1902-73-03, P3716, 30MAR2021, MCB/ MP, Cu 100K'
_shelx_estimated_absorpt_t_max   0.956
_shelx_estimated_absorpt_t_min   0.730
_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
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
2.b Ternary CH refined with riding coordinates:
 C15A(H15A), C15B(H15B)
2.c 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.d Aromatic/amide H refined with riding coordinates:
 N2A(H2AA), N3A(H3A), C2A(H2AB), C7A(H7A), C8A(H8A), C10A(H10A), C11A(H11A),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), N2B(H2BA),
 N3B(H3B), C2B(H2BB), C7B(H7B), C8B(H8B), C10B(H10B), C11B(H11B), C17B(H17B),
 C18B(H18B), C19B(H19B), C20B(H20B), C21B(H21B)
2.e X=CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), N1B(H1BA,H1BB)
;
_shelx_res_checksum              33116
_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 1.439
_oxdiff_exptl_absorpt_empirical_full_min 0.346