Crystal structure of idelalisib <i>tert</i>-butanol monosolvate dihydrate
Nerdinger, Sven; Stefinovic, Marijan; Richter, Frank; Olma, Jacek; Brysz, Michal; Walker, Tracy; Kahlenberg, Volker; Gelbrich, Thomas; Acta Crystallographica Section E 75 (2019) 414–417; doi:10.1107/S2056989019002743

data_2242863
_publ_section_title
;
 Crystal structure of idelalisib <i>tert</i>-butanol monosolvate dihydrate
;
_journal_coeditor_code           WM5487
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              414
_journal_page_last               417
_journal_paper_doi               10.1107/S2056989019002743
_journal_volume                  75
_journal_year                    2019
_chemical_absolute_configuration rm
_chemical_formula_iupac          'C22 H18 F N7 O, C4 H10 O, 2H2 O'
_chemical_formula_moiety         'C22 H18 F N7 O, C4 H10 O, 2(H2 O)'
_chemical_formula_sum            'C26 H32 F N7 O4'
_chemical_formula_weight         525.58
_chemical_name_common            'Idelalisib t-BuOH monosolvate dihydrate'
_chemical_name_systematic
'5-Fluoro-3-phenyl-2-[(1<i>S</i>)-1-(9<i>H</i>-purin-6-ylamino)propyl]quinazolin-4(3<i>H</i>)-one <i>tert</i>-butanol monosolvate dihydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 102.654(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.3758(6)
_cell_length_b                   9.2781(3)
_cell_length_c                   13.9722(5)
_cell_measurement_reflns_used    5110
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.2620
_cell_measurement_theta_min      2.6970
_cell_volume                     2703.75(15)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP (Bruker, 1998), Mercury (Macrae <i>et al.</i>,  2006) and
<i>TOPOS</i> (Blatov,
2006)
;
_computing_publication_material
;
PLATON (Spek, 2009), publCIF (Westrip, 2010) and <i>TOPOS</i>
(Blatov, 2006)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR2002 (Burla <i>et al.</i>,  2003)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3575
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.017
_diffrn_reflns_theta_min         2.183
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>CrysAlis PRO</i>; Rigaku OD, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_description       'irregular fragment'
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.177
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 1997 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   -0.1(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5111
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0388
_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^)+(0.0448P)^2^+1.4882P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                4751
_reflns_number_total             5111
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5487sup1.cif
_cod_data_source_block           I
_cod_database_code               2242863
_cod_database_fobs_code          2242863
_shelx_estimated_absorpt_t_min   0.969
_shelx_estimated_absorpt_t_max   0.983
_shelx_hkl_checksum              89297
_shelx_res_checksum              77466
_shelxl_version_number           2014/6