A general method for cultivating single crystals from melt microdroplets.
Ou, Xiao; Li, Xizhen; Rong, Haowei; Yu, Lian; Lu, Ming; Chemical communications (Cambridge, England) 56 (2020) 9950–9953; doi:10.1039/d0cc03157g

data_7126901
_publ_section_title
;
 A general method for cultivating single crystals from melt microdroplets.
;
_journal_issue                   69
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9950
_journal_page_last               9953
_journal_paper_doi               10.1039/d0cc03157g
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C22 H18 N4 O S'
_chemical_formula_sum            'C22 H18 N4 O S'
_chemical_formula_weight         386.46
_chemical_melting_point          495
_chemical_name_common            Axitinib
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-27
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-03-01 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                80.868(2)
_cell_angle_beta                 81.207(2)
_cell_angle_gamma                65.701(2)
_cell_formula_units_Z            4
_cell_length_a                   11.8120(2)
_cell_length_b                   12.3827(2)
_cell_length_c                   14.7603(2)
_cell_measurement_reflns_used    21795
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      73.2960
_cell_measurement_theta_min      3.0510
_cell_volume                     1933.49(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.953
_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     23.00 121.00   0.50    0.78    --   48.00  79.00 -61.83  196
  2  \w     83.00 178.00   0.50    3.10    --  105.44 113.00  70.00  190
  3  \w     36.00 132.00   0.50    0.78    --   60.00  77.00   9.46  192
  4  \w     39.00 137.00   0.50    0.78    --   64.00  79.00-149.93  196
  5  \w     39.00 137.00   0.50    0.78    --   64.00  79.00-118.74  196
  6  \w     35.00  85.00   0.50    3.10    --  105.44 -45.00  30.00  100
  7  \w     47.00  85.00   0.50    3.10    --  105.44 -94.00   0.00   76
  8  \w     33.00 112.00   0.50    3.10    --  105.44-113.00 -21.00  158
  9  \w     45.00  86.00   0.50    3.10    --  105.44 -94.00-180.00   82
 10  \w     33.00 113.00   0.50    3.10    --  105.44-125.00 -60.00  160
 11  \w     34.00  92.00   0.50    3.10    --  105.44 -94.00 -30.00  116
 12  \w     37.00 105.00   0.50    3.10    --  105.44 -94.00  30.00  136
 13  \w     34.00 106.00   0.50    3.10    --  105.44 -94.00 120.00  144
 14  \w      6.00  89.00   0.50    0.78    --   46.37-113.00 -21.00  166
 15  \w     15.00  95.00   0.50    0.78    --   46.37-125.00-120.00  160
 16  \w     23.00 118.00   0.50    0.78    --   46.37  77.00-150.00  190
 17  \w     27.00 125.00   0.50    0.78    --   52.00  81.00 -63.62  196
 18  \w     30.00 129.00   0.50    0.78    --   56.00  83.00 111.51  198
 19  \w     23.00 121.00   0.50    0.78    --   48.00  79.00 171.87  196
 20  \w     19.00  45.00   0.50    0.78    --   48.00  88.00  32.61   52
 21  \w     17.00  43.00   0.50    0.78    --   48.00  92.00 -21.66   52
 22  \w      3.00  31.00   0.50    0.78    --   36.00  96.00 -24.01   56
 23  \w      9.00  36.00   0.50    0.78    --   40.00  93.00  58.80   54
 24  \w     19.00  45.00   0.50    0.78    --   48.00  88.00 104.93   52
 25  \w    -15.00  20.00   0.50    0.78    --   20.00 101.00   2.15   70
 26  \w    -42.00 -16.00   0.50    0.78    --   12.00 134.00  -4.94   52
 27  \w     14.00  45.00   0.50    0.78    --   44.00  90.00-118.39   62
 28  \w    -62.00  27.00   0.50    0.78    --  -46.37  57.00  30.00  178
 29  \w    -73.00  17.00   0.50    0.78    --    0.00 -59.00-103.83  180
 30  \w    -72.00 -46.00   0.50    0.78    --  -68.00 -73.00 -17.74   52
 31  \w    -73.00 -48.00   0.50    0.78    --  -72.00 -76.00 -34.78   50
 32  \w    -80.00 -46.00   0.50    0.78    --  -68.00 -73.00  34.91   68
 33  \w    -74.00 -49.00   0.50    0.78    --  -72.00 -74.00  67.22   50
 34  \w    -79.00 -53.00   0.50    0.78    --  -72.00 -69.00  86.76   52
 35  \w    -88.00 -62.00   0.50    3.10    --  -84.00 -73.00  30.40   52
 36  \w    -87.00 -54.00   0.50    3.10    --  -80.00 -83.00 -29.04   66
 37  \w    -82.00 -57.00   0.50    3.10    --  -84.00 -83.00 -51.94   50
 38  \w    -88.00 -62.00   0.50    3.10    --  -84.00 -75.00  -4.43   52
 39  \w    -86.00 -60.00   0.50    3.10    --  -84.00 -76.00  16.38   52
 40  \w    -85.00 -59.00   0.50    3.10    --  -84.00 -83.00  63.30   52
 41  \w    -86.00 -61.00   0.50    3.10    --  -84.00 -75.00 127.72   50
 42  \w    -90.00 -65.00   0.50    3.10    --  -88.00 -74.00 152.13   50
 43  \w   -102.00 -69.00   0.50    3.10    --  -88.00 -72.00 105.33   66
 44  \w    -97.00 -65.00   0.50    3.10    --  -92.00 -83.00  43.64   64
 45  \w    -90.00 -64.00   0.50    3.10    --  -88.00 -80.00 -67.42   52
 46  \w    -76.00 -50.00   0.50    0.78    --  -72.00 -77.00-117.06   52
 47  \w    -72.00 -46.00   0.50    0.78    --  -72.00 -82.00-150.68   52
 48  \w    -81.00 -54.00   0.50    3.10    --  -80.00 -82.00-160.71   54
 49  \w    -83.00 -57.00   0.50    3.10    --  -84.00 -83.00-176.72   52
 50  \w   -100.00 -66.00   0.50    3.10    --  -88.00 -74.00-132.24   68
 51  \w    -97.00 -67.00   0.50    3.10    --  -88.00 -74.00-159.12   60
 52  \w    -98.00 -68.00   0.50    3.10    --  -88.00 -67.00-120.16   60
 53  \w    -98.00 -65.00   0.50    3.10    --  -88.00 -75.00-149.10   66
 54  \w   -120.00 -51.00   0.50    0.78    --  -72.00 -71.00-112.61  138
 55  \w   -106.00 -80.00   0.50    3.10    -- -100.00 -68.00 -49.90   52
 56  \w   -132.00 -35.00   0.50    0.78    --  -60.00 -79.00 -54.00  194
 57  \w   -110.00 -84.00   0.50    3.10    --  -92.00 -57.00  71.73   52
 58  \w   -113.00 -69.00   0.50    3.10    --  -92.00 -75.00  63.72   88
 59  \w   -116.00 -73.00   0.50    3.10    --  -96.00 -75.00 125.27   86
 60  \w   -130.00 -75.00   0.50    3.10    --  -96.00 -69.00 165.17  110
 61  \w   -132.00 -35.00   0.50    0.78    --  -60.00 -80.00 158.79  194
 62  \w   -137.00 -38.00   0.50    0.78    --  -64.00 -81.00 131.16  198
 63  \w   -131.00 -78.00   0.50    3.10    -- -100.00 -72.00  64.54  106
 64  \w   -131.00 -77.00   0.50    3.10    -- -100.00 -76.00  14.91  108
 65  \w   -140.00 -43.00   0.50    0.78    --  -68.00 -79.00 -84.52  194
 66  \w   -140.00 -44.00   0.50    0.78    --  -68.00 -77.00 -72.61  192
 67  \w   -140.00 -46.00   0.50    0.78    --  -68.00 -72.00   7.06  188
 68  \w   -141.00 -63.00   0.50    3.10    --  -88.00 -80.00  91.84  156
 69  \w   -146.00-113.00   0.50    3.10    -- -100.00 -68.00 -49.90   66
 70  \w   -154.00 -76.00   0.50    3.10    -- -100.00 -77.00  30.00  156
 71  \w   -155.00-129.00   0.50    3.10    --  -88.00 -74.00 152.13   52
 72  \w   -157.00-129.00   0.50    3.10    --  -96.00 -75.00 125.27   56
 73  \w   -161.00-102.00   0.50    3.10    --  -92.00 -83.00  43.64  118
 74  \w   -163.00-137.00   0.50    3.10    --  -92.00 -57.00  71.73   52
 75  \w   -165.00-139.00   0.50    3.10    --  -92.00 -75.00  63.72   52
 76  \w   -173.00 -79.00   0.50    3.10    -- -100.00-113.00 -21.00  188
 77  \w   -142.00-113.00   0.50    3.10    --  -88.00 -75.00-149.10   58
 78  \w   -156.00-111.00   0.50    3.10    --  -84.00 -83.00-176.72   90
 79  \w   -156.00-121.00   0.50    3.10    --  -88.00 -74.00-159.12   70
 80  \w   -167.00 -72.00   0.50    3.10    --  -96.00 -77.00 -82.65  190
 81  \w   -167.00 -72.00   0.50    3.10    --  -96.00 -78.00  -4.74  190
 82  \w   -164.00 -73.00   0.50    3.10    --  -96.00 -76.00 -54.47  182
 83  \w   -168.00 -80.00   0.50    3.10    -- -100.00 -68.00 -97.59  176
 84  \w   -173.00 -78.00   0.50    3.10    -- -100.00 -74.00-162.21  190
 85  \w   -169.00 -79.00   0.50    3.10    -- -100.00 -75.00-114.38  180
 86  \w   -173.00-138.00   0.50    3.10    -- -100.00 -76.00  14.91   70
 87  \w   -172.00 -76.00   0.50    3.10    -- -100.00 -76.00 152.02  192
 88  \w    -89.00  -2.00   0.50    0.78    --  -46.37 113.00  70.00  174
 89  \w   -111.00 -27.00   0.50    3.10    -- -100.00 113.00  70.00  168
 90  \w   -117.00 -27.00   0.50    3.10    -- -100.00 125.00-180.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0500989000
_diffrn_orient_matrix_UB_12      0.0492016000
_diffrn_orient_matrix_UB_13      -0.0949971000
_diffrn_orient_matrix_UB_21      0.1064177000
_diffrn_orient_matrix_UB_22      -0.1062011000
_diffrn_orient_matrix_UB_23      -0.0430237000
_diffrn_orient_matrix_UB_31      -0.0826959000
_diffrn_orient_matrix_UB_32      -0.0717440000
_diffrn_orient_matrix_UB_33      0.0201562000
_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  0.0635
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            68140
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.149
_diffrn_reflns_theta_min         3.047
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.646
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         7707
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0549
_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^)+(0.0822P)^2^+0.9839P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1460
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7063
_reflns_number_total             7707
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc03157g2.cif
_cod_data_source_block           Axitinib-100k-HWRong
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '495K' was changed to '495'
-- the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7126896--7126915.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(C22 H18 N4 O S)'
_cod_original_formula_sum        'C44 H36 N8 O2 S2'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     772.93
_cod_database_code               7126901
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N005(H005), N007(H007), N00A(H00A), N00B(H00B), C00G(H00G), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00Q(H00Q), C00S(H00S), C00V(H00V),
 C00X(H00X), C00Z(H00Z), C010(H010), C012(H012), C013(H013), C014(H014),
 C016(H016), C017(H017), C018(H018), C01A(H01D), C01B(H01E), C01C(H01F),
 C01D(H01G), C01E(H01H), C01F(H01I), C01H(H01J), C01I(H01K), C01J(H01L)
2.b Idealised Me refined as rotating group:
 C01G(H01A,H01B,H01C), C01K(H01M,H01N,H01O)
;
_shelx_res_checksum              88476
_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 1.729
_oxdiff_exptl_absorpt_empirical_full_min 0.564