Improving solubility and storage stability of rifaximin via solid-state solvation with Transcutol®
Grepioni, F.; Braga, D.; Chelazzi, L.; Shemchuk, O.; Maffei, P.; Sforzini, A.; Viscomi, G. C.; CrystEngComm 21 (2019) 5278–; doi:10.1039/C9CE00567F

data_7233315
_publ_section_title
;
 Improving solubility and storage stability of rifaximin via solid-state
 solvation with Transcutol&#x00AE;
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              5278
_journal_paper_doi               10.1039/C9CE00567F
_journal_volume                  21
_journal_year                    2019
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C43 H51 N3 O11, C6 H14 O3'
_chemical_formula_sum            'C49 H65 N3 O14'
_chemical_formula_weight         920.04
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-04-15 deposited with the CCDC.    2019-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.5074(5)
_cell_length_b                   16.5074(5)
_cell_length_c                   36.8034(14)
_cell_measurement_reflns_used    311
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.570
_cell_measurement_theta_min      2.705
_cell_volume                     10028.7(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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    'ShelXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.863
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.1371
_diffrn_reflns_Laue_measured_fraction_full 0.863
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            21528
_diffrn_reflns_point_group_measured_fraction_full 0.816
_diffrn_reflns_point_group_measured_fraction_max 0.790
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.570
_diffrn_reflns_theta_min         2.705
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3936
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.106
_refine_diff_density_min         -0.123
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details
;
 Flack x determined using 765 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.7(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         7430
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.2188
_refine_ls_R_factor_gt           0.0907
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0355P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1481
_reflns_Friedel_coverage         0.656
_reflns_Friedel_fraction_full    0.754
_reflns_Friedel_fraction_max     0.728
_reflns_number_gt                3413
_reflns_number_total             7430
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ce00567f2.cif
_cod_data_source_block           ridi_14_11_p3
_cod_depositor_comments          'Adding full bibliography for 7233315.cif.'
_cod_original_cell_volume        10028.7(7)
_cod_database_code               7233315
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.990
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H2A,H2B,H048} of C2, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, {H04G,H04H,H04I} of C047, {H04J,H04K,H04L} of C049, {H05A,
  H05B,H05C} of C052, {H05G,H05H,H05I} of C053, {H05D,H05E,H05F} of C054, {H06A,
  H06B,H06C} of C064, {H09A,H09B,H09C} of C090, {H2AA,H2AB,H2AC} of C2AA, {H03A,
  H03B,H03C} of C038, {H04A,H04B,H04C} of C040, {H04D,H04E,H04F} of C043
2.a Ternary CH refined with riding coordinates:
 C030(H030), C031(H031), C035(H035), C036(H036), C041(H041), C045(H045),
 C050(H050)
2.b Secondary CH2 refined with riding coordinates:
 C112(H11A,H11B), C4(H4A,H4B), C0AA(H0AA,H0AB), C1AA(H1AA,H1AB), C2(H2A,H2B)
2.c Me refined with riding coordinates:
 C040(H04A,H04B,H04C)
2.d Aromatic/amide H refined with riding coordinates:
 N009(H009), N011(H011), C019(H019), C021(H021), C023(H023), C032(H032),
 C037(H037), C042(H042), C051(H051), C057(H057)
2.e Idealised Me refined as rotating group:
 C038(H03A,H03B,H03C), C043(H04D,H04E,H04F), C047(H04G,H04H,H04I), C049(H04J,
 H04K,H04L), C052(H05A,H05B,H05C), C053(H05G,H05H,H05I), C054(H05D,H05E,H05F),
 C064(H06A,H06B,H06C), C090(H09A,H09B,H09C), C2AA(H2AA,H2AB,H2AC)
2.f Idealised tetrahedral OH refined as rotating group:
 O013(H013), O015(H015), O024(H024), O2(H2)
;
_shelx_res_checksum              57324
_olex2_submission_special_instructions 'No special instructions were received'