Invitation to Submit: The Cambridge Structural Database " A peculiar dehydration and solid-solid phase transition of the active pharmaceutical ingredient AZD9898 based on in situ single crystal-to-single crystal transformations "
Pettersen, Anna; Putra, Okky Dwichandra; Light, Mark E.; Namatame, Yukiko; CrystEngComm  (2020) –; doi:10.1039/D0CE00276C

data_7240202
_publ_section_title
;
 Invitation to Submit: The Cambridge Structural Database " A peculiar
 dehydration and solid-solid phase transition of the active pharmaceutical
 ingredient AZD9898 based on in situ single crystal-to-single crystal
 transformations "
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00276C
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H19 Cl F3 N3 O4'
_chemical_formula_sum            'C20 H19 Cl F3 N3 O4'
_chemical_formula_weight         457.83
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-02-19
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2016.02.16 svn.r3264 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2020-02-07 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_cell_angle_alpha                107.504(4)
_cell_angle_beta                 100.890(5)
_cell_angle_gamma                104.746(5)
_cell_formula_units_Z            2
_cell_length_a                   9.4219(6)
_cell_length_b                   11.2659(6)
_cell_length_c                   11.5862(6)
_cell_measurement_reflns_used    5840
_cell_measurement_temperature    410(2)
_cell_measurement_theta_max      28.6190
_cell_measurement_theta_min      2.2750
_cell_volume                     1086.25(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      410(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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    -58.00  71.00   1.00   10.00    --  -19.00  72.00 120.00  129
  2  \w    -58.00  71.00   1.00   10.00    --  -19.00  72.00 -90.00  129
  3  \w    -94.00  20.00   1.00   10.00    --  -19.00 -72.00-180.00  114
  4  \w    -69.00  20.00   1.00   10.00    --  -19.00 -72.00   0.00   89
  5  \w    -58.00  60.00   1.00   10.00    --  -19.00  72.00   0.00  118
  6  \w    -44.00  24.00   1.00   10.00    --  -19.00   0.00 150.00   68
  7  \w    -87.00  15.00   1.00   10.00    --  -19.00   0.00 -30.00  102
  8  \w    -48.00   4.00   1.00   10.00    --  -19.00  72.00-180.00   52
  9  \w    -15.00   4.00   1.00   10.00    --  -19.00 -72.00  60.00   19
 10  \w     -2.00  20.00   1.00   10.00    --  -19.00 -72.00-150.00   22
 11  \w    -58.00 -47.00   1.00   10.00    --  -19.00  72.00-150.00   11
 12  \w    -44.00 -34.00   1.00   10.00    --  -19.00  72.00  60.00   10
;
_diffrn_measurement_device       'four-circle \k diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0585375000
_diffrn_orient_matrix_UB_12      -0.0021013000
_diffrn_orient_matrix_UB_13      0.0470867000
_diffrn_orient_matrix_UB_21      -0.0324374000
_diffrn_orient_matrix_UB_22      0.0286697000
_diffrn_orient_matrix_UB_23      0.0471287000
_diffrn_orient_matrix_UB_31      -0.0461374000
_diffrn_orient_matrix_UB_32      -0.0638233000
_diffrn_orient_matrix_UB_33      -0.0073856000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22314
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_min         3.134
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by slow evaporation'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 1624 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         11088
_refine_ls_number_restraints     483
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1755
_refine_ls_R_factor_gt           0.0692
_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^)+(0.0841P)^2^+0.0097P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.2004
_reflns_Friedel_coverage         0.981
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                4808
_reflns_number_total             11088
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00276c2.cif
_cod_data_source_block           2016scas0001_r_410k
_cod_original_cell_volume        1086.25(11)
_cod_database_code               7240202
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_reflns_odcompleteness_completeness 90.42
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.80
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C117(H117), C118(H118), C217(H217), C218(H218)
3.b Secondary CH2 refined with riding coordinates:
 C107(H10A,H10B), C119(H11G,H11H), C207(H20A,H20B), C219(H21G,H21H)
3.c Me refined with riding coordinates:
 C115(H11D,H11E,H11F)
3.d Aromatic/amide H refined with riding coordinates:
 C101(H101), C104(H104), C114(H114), C201(H201), C204(H204), C214(H214)
3.e Idealised Me refined as rotating group:
 C109(H10C,H10D,H10E), C110(H11A,H11B,H11C), C209(H20C,H20D,H20E), C210(H21D,
 H21E,H21F), C215(H21A,H21B,H21C)
3.f Idealised tetrahedral OH refined as rotating group:
 O103(H103), O203(H203)
;
_shelx_res_checksum              5334
_shelx_shelxl_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder with superglue'
_olex2_submission_original_sample_id 'AZ13762986 Type 11, E15-013371-F '
_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 5.491
_oxdiff_exptl_absorpt_empirical_full_min 0.394