Towards understanding P-gp resistance: a case study of the antitumour drug cabazitaxel
Baisch, U.; Vella-Zarb, L.; CrystEngComm 16 (2014) 10161–; doi:10.1039/C4CE01279H

data_7217309
_publ_section_title
;
 Towards understanding P-gp resistance: a case study of the antitumour
 drug cabazitaxel
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              10161
_journal_paper_doi               10.1039/C4CE01279H
_journal_volume                  16
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C45 H57 N O14, 0.5(C7 H14.03 O2)'
_chemical_formula_sum            'C45 H57 N O14'
_chemical_formula_weight         835.91
_chemical_name_systematic        'Cabazitaxel tetrahydrofurane solvate'
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2014-03-01
_audit_creation_method
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_cell_angle_alpha                90
_cell_angle_beta                 109.747(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.778(5)
_cell_length_b                   17.208(7)
_cell_length_c                   12.339(5)
_cell_measurement_reflns_used    9132
_cell_measurement_temperature    120.15
_cell_measurement_theta_max      25.87
_cell_measurement_theta_min      2.85
_cell_volume                     2353.8(17)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      120.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_av_unetI/netI     0.0955
_diffrn_reflns_Laue_measured_fraction_full 0.934
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17853
_diffrn_reflns_point_group_measured_fraction_full 0.863
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.873
_diffrn_reflns_theta_min         2.051
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1533 before and 0.0798 after correction.
The Ratio of minimum to maximum transmission is 0.6800.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_description       plate
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
;
 Flack x determined using 2312 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.5(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         8370
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0869
_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^)+(0.0162P)^2^+2.8159P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1698
_refine_ls_wR_factor_ref         0.1789
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.786
_reflns_Friedel_fraction_max     0.753
_reflns_number_gt                6467
_reflns_number_total             8370
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ce01279h2.cif
_cod_data_source_block           940086_THF
_cod_depositor_comments
'Adding full bibliography for 7217306--7217310.cif.'
_cod_original_cell_volume        2353.6(18)
_cod_database_code               7217309
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   1.000
_shelx_estimated_absorpt_t_min   0.992
_olex2_refinement_description
;
1. Others
 Fixed Sof: O90(0.5) C92(0.5) C93(0.5) C96(0.5) H96A(0.5) H96B(0.5) C91(0.5)
 H91A(0.5) H91B(0.5) O98(0.5) C95(0.5) C97(0.5) H97A(0.5) H97B(0.5) C94(0.5)
 H94A(0.5) H94B(0.5)
 Fixed Uiso: H22(0.06) H46(0.096) H54(0.054) H2(0.041) H3(0.038) H5(0.043)
 H6A(0.046) H6B(0.046) H7(0.043) H10(0.053) H13(0.05) H14A(0.042) H14B(0.042)
 H16A(0.076) H16B(0.076) H16C(0.076) H17A(0.08) H17B(0.08) H17C(0.08)
 H18A(0.082) H18B(0.082) H18C(0.082) H19A(0.068) H19B(0.068) H19C(0.068)
 H20A(0.047) H20B(0.047) H29(0.059) H30(0.073) H31(0.079) H32(0.071) H33(0.059)
 H37A(0.062) H37B(0.062) H37C(0.062) H45(0.059) H47(0.056) H49(0.081)
 H50(0.092) H51(0.082) H52(0.071) H53(0.06) H59A(0.217) H59B(0.217) H59C(0.217)
 H60A(0.216) H60B(0.216) H60C(0.216) H61A(0.189) H61B(0.189) H61C(0.189)
 H23A(0.096) H23B(0.096) H23C(0.096) H38A(0.141) H38B(0.141) H38C(0.141)
 H96A(0.141) H96B(0.141) H91C(0.152) H91D(0.152) H91A(0.152) H91B(0.152)
 H97A(0.237) H97B(0.237) H94C(0.154) H94D(0.154) H94A(0.154) H94B(0.154)
 H94E(0.154) H94F(0.154)
 Fixed X: H22(1.0292) H46(1.1253) H54(0.8694) H2(1.0185) H3(1.0388) H5(0.8308)
 H6A(1.0013) H6B(1.0023) H7(1.1231) H10(1.294) H13(1.1424) H14A(0.9384)
 H14B(0.9715) H16A(1.2163) H16B(1.3239) H16C(1.1974) H17A(1.2317) H17B(1.3346)
 H17C(1.2115) H18A(1.2921) H18B(1.238) H18C(1.1535) H19A(1.0685) H19B(1.1274)
 H19C(0.9881) H20A(0.8347) H20B(0.7192) H29(0.6432) H30(0.4491) H31(0.385)
 H32(0.5068) H33(0.7018) H37A(0.6805) H37B(0.7868) H37C(0.7632) H45(1.031)
 H47(0.8442) H49(0.8868) H50(0.8003) H51(0.6798) H52(0.6394) H53(0.7272)
 H59A(0.816) H59B(0.7165) H59C(0.6757) H60A(0.8474) H60B(0.8297) H60C(0.9228)
 H61A(0.5638) H61B(0.6037) H61C(0.6339) H23A(1.2046) H23B(1.3361) H23C(1.2891)
 H38A(1.4711) H38B(1.577) H38C(1.4999) H96A(0.6357) H96B(0.5215) H91C(0.5499)
 H91D(0.407) H91A(0.388) H91B(0.5222) H97A(0.3247) H97B(0.3838) H94C(0.5655)
 H94D(0.4329) H94A(0.4135) H94B(0.5326) H94E(0.5477) H94F(0.4912)
 Fixed Y: H22(-0.1564) H46(0.1828) H54(0.1203) H2(-0.054) H3(0.0925)
 H5(0.2171) H6A(0.2665) H6B(0.2046) H7(0.1923) H10(0.1293) H13(0.0114)
 H14A(0.0285) H14B(-0.0431) H16A(-0.1516) H16B(-0.0906) H16C(-0.0768) H17A(-
 0.0636) H17B(-0.0979) H17C(-0.145) H18A(0.1752) H18B(0.1704) H18C(0.1962)
 H19A(-0.0091) H19B(0.0643) H19C(0.0659) H20A(0.0166) H20B(0.0595) H29(-0.1894)
 H30(-0.2125) H31(-0.1492) H32(-0.0603) H33(-0.0365) H37A(0.198) H37B(0.234)
 H37C(0.1422) H45(0.2394) H47(0.1764) H49(0.3327) H50(0.4458) H51(0.4429)
 H52(0.3263) H53(0.2135) H59A(-0.1051) H59B(-0.1655) H59C(-0.0843) H60A(-
 0.0827) H60B(-0.1649) H60C(-0.103) H61A(-0.0518) H61B(-0.1333) H61C(-0.0541)
 H23A(0.3044) H23B(0.2745) H23C(0.2634) H38A(0.1091) H38B(0.073) H38C(0.1448)
 H96A(0.184) H96B(0.2374) H91C(0.0942) H91D(0.0849) H91A(0.0943) H91B(0.1063)
 H97A(0.1215) H97B(0.0745) H94C(0.1254) H94D(0.1637) H94A(0.1455) H94B(0.0898)
 H94E(0.0959) H94F(0.1666)
 Fixed Z: H22(0.5309) H46(1.0685) H54(1.0198) H2(0.3974) H3(0.5012) H5(0.296)
 H6A(0.2945) H6B(0.198) H7(0.4404) H10(0.5679) H13(0.8161) H14A(0.6149)
 H14B(0.7022) H16A(0.5339) H16B(0.553) H16C(0.4527) H17A(0.7909) H17B(0.7468)
 H17C(0.7244) H18A(0.7074) H18B(0.8101) H18C(0.684) H19A(0.2486) H19B(0.2081)
 H19C(0.1973) H20A(0.2294) H20B(0.2476) H29(0.2394) H30(0.2472) H31(0.3794)
 H32(0.5049) H33(0.5025) H37A(0.5138) H37B(0.62) H37C(0.613) H45(0.8763)
 H47(0.8019) H49(0.8192) H50(0.8568) H51(0.9694) H52(1.0408) H53(1.0083)
 H59A(1.0903) H59B(1.0164) H59C(1.0549) H60A(0.8133) H60B(0.866) H60C(0.9446)
 H61A(0.8497) H61B(0.8116) H61C(0.759) H23A(0.3454) H23B(0.3544) H23C(0.4609)
 H38A(0.4954) H38B(0.6019) H38C(0.6216) H96A(0.3109) H96B(0.3072) H91C(0.0652)
 H91D(-0.0037) H91A(0.0093) H91B(0.0182) H97A(0.2308) H97B(0.1487) H94C(0.3252)
 H94D(0.2919) H94A(0.2714) H94B(0.2752) H94E(0.2799) H94F(0.3322)
;
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'